WO2024122629A1 - Dye for dying using supercritical carbon dioxide - Google Patents
Dye for dying using supercritical carbon dioxide Download PDFInfo
- Publication number
- WO2024122629A1 WO2024122629A1 PCT/JP2023/043964 JP2023043964W WO2024122629A1 WO 2024122629 A1 WO2024122629 A1 WO 2024122629A1 JP 2023043964 W JP2023043964 W JP 2023043964W WO 2024122629 A1 WO2024122629 A1 WO 2024122629A1
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- WO
- WIPO (PCT)
- Prior art keywords
- carbon atoms
- alkyl group
- aralkyl group
- formula
- group
- Prior art date
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 78
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 39
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 835
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 472
- 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 379
- 239000000835 fiber Substances 0.000 claims abstract description 97
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 77
- 150000001875 compounds Chemical class 0.000 claims abstract description 67
- 238000000034 method Methods 0.000 claims abstract description 43
- 238000004043 dyeing Methods 0.000 claims description 188
- 238000000859 sublimation Methods 0.000 abstract description 86
- 230000008022 sublimation Effects 0.000 abstract description 86
- 239000000126 substance Substances 0.000 abstract description 2
- 238000004900 laundering Methods 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 134
- -1 polypropylene Polymers 0.000 description 114
- 239000001043 yellow dye Substances 0.000 description 61
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 48
- 239000000203 mixture Substances 0.000 description 45
- 230000015572 biosynthetic process Effects 0.000 description 42
- 238000003786 synthesis reaction Methods 0.000 description 42
- 239000004744 fabric Substances 0.000 description 41
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 39
- 239000004743 Polypropylene Substances 0.000 description 26
- 229920001155 polypropylene Polymers 0.000 description 26
- 239000000047 product Substances 0.000 description 21
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 20
- 229920005989 resin Polymers 0.000 description 20
- 239000011347 resin Substances 0.000 description 20
- 239000011541 reaction mixture Substances 0.000 description 19
- 238000012360 testing method Methods 0.000 description 19
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- 238000004895 liquid chromatography mass spectrometry Methods 0.000 description 15
- 229920000742 Cotton Polymers 0.000 description 14
- 229910052799 carbon Inorganic materials 0.000 description 14
- 150000001721 carbon Chemical group 0.000 description 13
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 229920000098 polyolefin Polymers 0.000 description 11
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 10
- 150000004056 anthraquinones Chemical class 0.000 description 10
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- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 6
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- 238000010998 test method Methods 0.000 description 6
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- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000001000 anthraquinone dye Substances 0.000 description 5
- 238000002845 discoloration Methods 0.000 description 5
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 5
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- 239000002759 woven fabric Substances 0.000 description 5
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 4
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 4
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- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 description 4
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- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 4
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 239000004711 α-olefin Substances 0.000 description 4
- WSSSPWUEQFSQQG-UHFFFAOYSA-N 4-methyl-1-pentene Chemical compound CC(C)CC=C WSSSPWUEQFSQQG-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- JMOLZNNXZPAGBH-UHFFFAOYSA-N hexyldecanoic acid Chemical compound CCCCCCCCC(C(O)=O)CCCCCC JMOLZNNXZPAGBH-UHFFFAOYSA-N 0.000 description 3
- 229950004531 hexyldecanoic acid Drugs 0.000 description 3
- 238000007731 hot pressing Methods 0.000 description 3
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- REEZZSHJLXOIHL-UHFFFAOYSA-N octanoyl chloride Chemical compound CCCCCCCC(Cl)=O REEZZSHJLXOIHL-UHFFFAOYSA-N 0.000 description 3
- 239000012044 organic layer Substances 0.000 description 3
- 229920005673 polypropylene based resin Polymers 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- KHUFHLFHOQVFGB-UHFFFAOYSA-N 1-aminoanthracene-9,10-dione Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2N KHUFHLFHOQVFGB-UHFFFAOYSA-N 0.000 description 2
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 2
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
- VCLZHGSHIJOXRB-UHFFFAOYSA-N 5-amino-6h-anthra[9,1-cd][1,2]thiazol-6-one Chemical compound S1N=C2C3=CC=CC=C3C(=O)C3=C2C1=CC=C3N VCLZHGSHIJOXRB-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
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- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 description 1
- VWBVCOPVKXNMMZ-UHFFFAOYSA-N 1,5-diaminoanthracene-9,10-dione Chemical compound O=C1C2=C(N)C=CC=C2C(=O)C2=C1C=CC=C2N VWBVCOPVKXNMMZ-UHFFFAOYSA-N 0.000 description 1
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Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
- C07C255/42—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being further bound to other hetero atoms
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/04—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/94—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using dyes dissolved in solvents which are in the supercritical state
Definitions
- the present invention relates to a dye for dyeing fibers using supercritical carbon dioxide, a method for dyeing fibers using supercritical carbon dioxide, fibers dyed by the dyeing method, and compounds.
- JP 41-3515 B describes an example of the production of a blue dye in which a phenoxy group having an alkyl group with 1 to 9 carbon atoms or a halogeno group as a substituent is introduced into an anthraquinone dye, and an example of the dyeing of polyolefin resin fibers using the dye.
- the supercritical carbon dioxide dyeing equipment used for dyeing is shown.
- the present invention also provides a fiber dyed by a dyeing method including a step of dyeing a fiber in the presence of supercritical carbon dioxide using the dye of the present invention.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
- R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- dyes containing the following specific compounds have improved affinity for fibers and dye fibers a high concentration of yellow in the presence of supercritical carbon dioxide, and thus completed the present invention.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
- R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
- R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms
- R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms
- R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
- R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atom
- R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, still more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
- R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms; It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
- R 1 and R 2 each independently represent an alkyl group having 4 to 6 carbon atoms;
- R 3 , R 4 and R 6 each represent a hydrogen atom;
- R5 is preferably an alkyl group having 1 to 4 carbon atoms.
- the compound of formula (I) of the dye from the viewpoints of dye concentration, light fastness, sublimation fastness, etc., the following compounds are preferred, and the compounds of formulas (1) and (2) are more preferred.
- the compound represented by formula (I) can be obtained by formylation of an aniline derivative represented by formula (i-A) (in formula (i-A), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), followed by a condensation reaction with malononitrile.
- R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms
- R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen
- the reaction temperature for the formylation is preferably 0 to 20°C, more preferably 0 to 10°C.
- a compound represented by formula (i-A1) is reacted with an alkyl halide or an aralkyl halide represented by R 1 -X and R 2 -X (R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and X represents a halogen atom) to obtain a compound represented by formula (i-A).
- the dyes of the present invention have the compound of formula (I).
- the dye of the present invention may further contain additives.
- additives include auxiliary colorants, dispersants, fillers, stabilizers, plasticizers, crystal nucleating agents, modifiers, foaming agents, UV absorbers, light stabilizers, antioxidants, antibacterial agents, antifungal agents, antistatic agents, flame retardants, inorganic fillers, and elastomers for improving impact resistance.
- fibers to be dyed with the dye composition of the present invention include polyester fibers, polyolefin fibers, acrylic fibers, etc., and polyolefin fibers are preferred. Furthermore, polyolefin fibers are more preferred as the fibers to be dyed with the dye of the present invention.
- the polyolefin fibers may be, for example, fibers formed from a polymer selected from homopolymers of ⁇ -olefins such as propylene, ethylene, 1-butene, 3-methyl-1-butene, 4-methyl-1-pentene, 1-octene, etc., copolymers of these ⁇ -olefins, or copolymers of these ⁇ -olefins with other unsaturated monomers that can be copolymerized with these ⁇ -olefins.
- the types of copolymers may be, for example, block copolymers, random copolymers, graft copolymers, etc.
- polymers include polypropylene-based resins such as propylene homopolymers, propylene-ethylene block copolymers, propylene-ethylene random copolymers, and propylene-ethylene-(1-butene) copolymers, polyethylene-based resins such as low-density polyethylene, medium-density polyethylene, high-density polyethylene, linear low-density polyethylene, ethylene-vinyl acetate copolymers, and ethylene-ethyl acrylate copolymers, poly-1-butene, poly-4-methyl-1-pentene, etc.
- polypropylene-based resins such as propylene homopolymers, propylene-ethylene block copolymers, propylene-ethylene random copolymers, and propylene-ethylene-(1-butene) copolymers
- polyethylene-based resins such as low-density polyethylene, medium-density polyethylene, high-density polyethylene, linear low-density polyethylene
- the above polymers may be used alone or in combination to form polyolefin fibers.
- the polyolefin fibers are preferably made of polypropylene-based resin and/or polyethylene-based resin, and more preferably made of polypropylene-based resin.
- the polyolefin fiber may be in any shape, such as a block (molded product, etc.), a film, or a fiber (fabric (woven fabric, knitted fabric, nonwoven fabric, etc.), thread (filament yarn, spun yarn, slit yarn, split yarn, etc.), etc.), and is preferably in a fiber shape.
- the polyolefin fiber may be a fiber formed by blending other polymer components with polypropylene resin and/or polyethylene resin, bonding, etc.
- the polyolefin fiber may be a fiber obtained by blending or blending polypropylene fiber with other fibers such as polyester.
- the present invention relates to a method for dyeing a fiber using supercritical carbon dioxide, which comprises a step of dyeing a fiber with the dye of the present invention in the presence of supercritical carbon dioxide.
- supercritical carbon dioxide is used as a dyeing medium.
- the dyeing method that uses supercritical carbon dioxide as the dyeing medium does not use water during dyeing, does not require a washing process, and therefore does not generate wastewater, does not require dyeing auxiliaries, has a short dyeing time, and allows the carbon dioxide dyeing medium to be reused. As a result, it has attracted attention as an environmentally friendly dyeing method.
- the dye of the present invention when used to dye fibers or the like that use polyolefin resin, the dye of the present invention and the polyolefin resin are both lipophilic, so there is a high affinity between the dyeing medium, the dye and the object to be dyed, resulting in a high-quality dyed product.
- the dyeing process in the fiber dyeing method using supercritical carbon dioxide of the present invention is preferably carried out at a temperature of 31°C or higher and a pressure of 7.4 MPa or higher. This is because the dyeing temperature and dyeing pressure must be equal to or higher than the critical point of carbon dioxide, which is the dyeing medium (7.4 MPa at 31°C).
- the dyeing temperature is mainly determined by the type of resin in the fiber to be dyed.
- the dyeing temperature is usually in the range of 60 to 180°C, and preferably in the range of 80 to 160°C.
- the dyeing pressure is mainly determined by the type of resin in the dyed fiber.
- the dyeing pressure is usually in the range of about 7.4 to 40.0 MPa, and preferably 20 to 30 MPa.
- the dyeing time in the dyeing process is determined by the type of resin in the dyed fiber and the dyeing temperature.
- the dyeing time is usually about 10 to 120 minutes, preferably 30 to 90 minutes.
- the concentration of the dye relative to the fiber depends on the type and processing state of the fiber to be dyed.
- the concentration of the dye relative to the fiber is 0.1 to 6.0% o.m.f. (on the mass of fiber), preferably 0.1 to 4.0% o.m.f.
- the bath ratio (mass ratio of material to be dyed: carbon dioxide) depends on the type of material to be dyed and the processing state.
- the bath ratio is usually 1:2 to 1:100, preferably 1:5 to 1:75.
- the bath ratio in the dyeing method of the present invention is relatively low, for example, 1:2 to 1:5.
- the present invention provides a fiber dyed by the dyeing method of the present invention.
- the fiber is dyed to a high concentration, particularly a high concentration yellow, and has excellent color fastness to light, sublimation, washing, etc.
- Applications of the fiber include, for example, clothing, underwear, hats, socks, gloves, sportswear, and other clothing items, vehicle interior materials such as seats, and interior goods such as carpets, curtains, mats, sofa covers, and cushion covers.
- Step 1 A mixture of m-toluidine (10.6 g), triethylamine (25.2 g), DMF (30 g) and 1-bromooctane (57.9 g) was heated to 100° C. and stirred at the same temperature for 5 hours to obtain N,N-dioctyl-3-methylaniline represented by the following formula (1a) as a reaction mixture.
- Step 2 The reaction mixture of N,N-dioctyl-3-methylaniline obtained in the above step 1 was cooled to 5°C. Phosphorus oxychloride (23.0 g) was added dropwise to this mixture over 1 hour at a temperature range of 5 to 10°C, pyridine (11.9 g) was added dropwise at a temperature range of 5 to 10°C, and the mixture was then heated to 40 to 45°C and stirred for 1 hour. This reaction mixture was cooled to 10°C, methanol (40 g) was added dropwise at a temperature range of 10 to 20°C, and anhydrous sodium acetate (35 g) was added at a temperature range of 10 to 20°C.
- Step 1 N,N-dihexyl-3-methylaniline represented by the following formula (2a) was obtained as a reaction mixture in the same manner as in Step 1 of Synthesis Example 1, except that 1-bromohexane (49.5 g) was used instead of 1-bromooctane.
- Step 2 A yellow dye compound represented by the following formula (2) (23.4 g, yield 66.7%) was obtained in the same manner as in step 2 of Synthesis Example 1, except that the reaction mixture of N,N-dihexyl-3-methylaniline obtained in step 1 was used instead of N,N-dioctyl-3-methylaniline.
- the structure of the yellow dye compound was confirmed by LCMS analysis (m/z 352 (M + )).
- Step 1 N,N-dioctylaniline represented by the following formula (3a) was obtained as a reaction mixture in the same manner as in Step 1 of Synthesis Example 1, except that aniline (9.31 g) was used instead of m-toluidine.
- Step 2 A yellow dye compound represented by the following formula (3) (26.5 g, yield 67.4%) was obtained in the same manner as in step 2 of Synthesis Example 1, except that the reaction mixture of N,N-dioctylaniline obtained in step 1 was used instead of N,N-dioctyl-3-methylaniline.
- the structure of the yellow dye compound was confirmed by LCMS analysis (m/z 394 (M+)).
- Step 1 A mixture of N-benzylaniline (18.3 g), triethylamine (17.6 g), DMF (50 g) and 1-bromohexane (33.0 g) was heated to 110° C. and stirred at the same temperature for 8 hours to obtain N-benzyl-N-hexylaniline represented by the following formula (4a) as a reaction mixture.
- Step 2 A yellow dye compound represented by the following formula (4) (21.2 g, yield 57.1%) was obtained in the same manner as in step 2 of Synthesis Example 1, except that the reaction mixture of N-benzyl-N-hexylaniline obtained in step 1 was used instead of N,N-dioctyl-3-methylaniline.
- the structure of the yellow dye compound was confirmed by LCMS analysis (m/z 372 (M+)).
- the reaction mixture was cooled to room temperature, and a mixture of 5-amino-anthra[9,1-cd]isothiazol-6-one (25.2 g) and toluene (30 g) was added dropwise to the reaction mixture.
- the reaction mixture was heated to 110° C. and stirred for 2 hours, after which the solvent was distilled off from the mixture under reduced pressure, and methanol (100 g) was added to the residue to cause precipitation.
- the mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less, to obtain a yellow dye compound represented by the following formula (8) (36.7 g, yield 74.7%).
- the structure of the yellow dye compound was confirmed by LCMS analysis (m/z 491 (M + )).
- the reaction mixture was heated to 110°C and stirred for 2 hours, and then cooled to room temperature, and 20 g of a 24% aqueous sodium hydroxide solution was added, and 300 g of water was added to extract the organic layer. This extract was washed with saturated saline, and then the solvent was distilled off under reduced pressure, and methanol (300 g) was added to the residue to cause precipitation. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (14) (22.6 g, yield 31.6%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 715 (M + )).
- the supercritical carbon dioxide dyeing apparatus used for dyeing is shown in Figure 1.
- the dyeing apparatus is composed of a liquid CO2 cylinder (1), a filter (2), a cooling jacket (3), a cooler (4), a high-pressure pump (5), a preheater (6), pressure gauges (7 to 9), a magnetic drive unit (10), a DC motor (11), safety valves (12, 13), stop valves (14 to 18), a needle valve (19), and a heater (20).
- the polypropylene cloth was cut into pieces of approximately 50 to 70 g, weighed, and wrapped around a stainless steel cylinder (21) with punched holes in the order of cotton cloth, polypropylene cloth, and cotton cloth from the inside, and then loosely secured with cotton thread.
- the inner cotton cloth was the undercloth, and the outer cotton cloth was the cover cloth.
- a stainless steel cylinder wrapped with the above-mentioned fabric samples (cotton fabric, polypropylene fabric, cotton fabric) was fixed to a pressure-resistant stainless steel tank (22), and the yellow dye compound 1 obtained in Synthesis Example 1, which corresponds to 0.3% by mass relative to the mass of the polypropylene fabric, was wrapped in a paper wipe and placed in the fluid passage at the top of the stainless steel cylinder.
- the volume of the pressure-resistant stainless steel tank was 2230 cm3 . All valves in the dyeing apparatus were closed, and the tank was heated to 120°C by a preheater.
- the stop valves (14) and (16) were opened, and 1.13 kg of liquid carbon dioxide was introduced into the pressure-resistant stainless steel tank using a high-pressure pump connected via a cooling jacket. After that, the stop valves (14) and (16) were closed, and the liquid was circulated by the impeller and magnetic drive unit at the bottom of the pressure-resistant stainless steel tank.
- the rotation speed of the magnetic drive unit was 750 rpm, and the circulation direction was from the inside to the outside of the cylinder.
- the polypropylene dyed fabrics obtained in dyeing examples P1 to P14 were subjected to dyeability evaluation, light fastness test, sublimation fastness test, washing fastness test, sweat fastness test, friction fastness test, and hot pressing fastness test.
- Dyeability Evaluation was evaluated based on the total K/S value and K/S value (measured at the maximum wavelength) obtained by color measurement of the dyed fabric, and by visual inspection of the dye residue after dyeing.
- the color of the dyed fabric was measured using an integrating sphere spectrophotometer Color-Eye 5 (manufactured by GretagMacbeth) with the dyed fabric glued onto white paper, under an observation light source of D65 and a 2-degree visual field.
- the light fastness test was performed by the ultraviolet carbon arc lamp method according to JIS L0842: 2004.
- the outline of the test method is as follows: Using an ultraviolet fade meter U48 (manufactured by Suga Test Instruments Co., Ltd.), the dyed fabric was exposed to light for 20 hours under the condition of a black panel temperature of 63 ⁇ 3° C., and then discoloration was judged.
- Sublimation Fastness Test was performed according to JIS L0854: 2013. The outline of the test method is as follows: The dyed fabric was sandwiched between nylon fabrics and held at 120 ⁇ 2° C. for 80 minutes under a load of 12.5 kPa, and then the discoloration and staining of the nylon fabric were evaluated.
- the washing fastness test was performed according to JIS L0844:2011 (A-2).
- the outline of the test method is as follows. A multi-woven fabric was attached to the dyed fabric, and washed for 30 minutes at 50 ⁇ 2°C in the presence of soap, and discoloration and staining of the cotton and nylon parts of the multi-woven fabric were evaluated. In addition, staining of the residual liquid after washing was evaluated.
- Sweat fastness test was performed according to JIS L0848: 2004.
- the outline of the test method is as follows: A multi-woven fabric was attached to the dyed fabric, and the fabric was immersed in acidic artificial sweat or alkaline artificial sweat for 30 minutes, and then kept at 37 ⁇ 2°C for 4 hours under a load of 12.5 kPa, and then dried at 60°C or less, and the discoloration and staining of the cotton and nylon parts of the multi-woven fabric were evaluated.
- Friction Fastness Test was performed according to JIS L0849:2013. The outline of the test method is as follows. Using a friction fastness tester RT-300 (manufactured by Daiei Scientific Instruments Co., Ltd.), the dyed fabric was rubbed back and forth 100 times with a dry cotton fabric or a wet cotton fabric under a load of 2N, and the coloring of the cotton fabric was judged.
- Table 5 shows the evaluation results for dyeing examples using the compound of formula (I)
- Table 6 shows the evaluation results for dyeing examples using dye compounds other than the compound of formula (I).
- the present invention is not limited to the above-mentioned embodiments, and suitable combinations or substitutions of the configurations of the embodiments are also included in the present invention.
- the present invention can be utilized for dyeing fibers used in clothing such as clothes, underwear, hats, socks, gloves, and sportswear, vehicle interior materials such as seat covers, and interior goods such as carpets, curtains, mats, sofa covers, and cushion covers.
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Abstract
The present invention addresses the problem of providing: a dye for dying fibers using supercritical carbon dioxide, which can dye fibers highly dense yellow and can provide a dyed product having excellent color fastness to light, sublimation, laundering and the like; a method for dying fibers using supercritical carbon dioxide; fibers dyed by the dying method; and a compound. Provided are: a dye for dying fibers using supercritical carbon dioxide, the dye comprising a compound represented by formula (I); a method for dying fibers using supercritical carbon dioxide; fibers dyed by the dying method; and a compound. [Chemical formula 1] [In formula (I), R1 and R2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms and substituted by an alkyl group having 1 to 4 carbon atoms; and R3, R4, R5 and R6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
Description
本発明は、超臨界二酸化炭素を用いて繊維を染色するための染料、超臨界二酸化炭素を用いた繊維の染色方法、前記染色方法により染色された繊維、および化合物に関する。
The present invention relates to a dye for dyeing fibers using supercritical carbon dioxide, a method for dyeing fibers using supercritical carbon dioxide, fibers dyed by the dyeing method, and compounds.
ポリプロピレン樹脂およびポリエチレン樹脂等のポリオレフィン系樹脂は結晶性の熱可塑性樹脂であり、安価、易加工性、高強度、高耐薬品性、高耐擦過性、高耐屈曲性、軽量、低吸湿性、低熱伝導性、高帯電防止性、再生可能等の優れた特性を持っている。
Polyolefin resins such as polypropylene resin and polyethylene resin are crystalline thermoplastic resins that have excellent properties such as low cost, easy processability, high strength, high chemical resistance, high abrasion resistance, high bending resistance, light weight, low moisture absorption, low thermal conductivity, high antistatic properties, and recyclability.
一方で、ポリオレフィン系樹脂は、主鎖、側鎖ともに炭化水素からなる高分子化合物であり、従来の染料化合物との親和性、相溶性が低く、また化学反応に有効な官能基を有していない等の理由により、高濃度かつ高堅牢染色は極めて困難であるとされてきた。
On the other hand, polyolefin resins are polymeric compounds in which both the main chain and side chain are made of hydrocarbons, and because they have low affinity and compatibility with conventional dye compounds and do not have functional groups that are effective in chemical reactions, it has been considered extremely difficult to achieve high-concentration, high-fastness dyeing.
そのために、現在市場にある有色ポリオレフィン系樹脂は、ポリマーペレット等の製造段階で有色顔料を添加し、その後所望の形状に紡糸、成形等を行っているものが大部分を占めている。
For this reason, the majority of colored polyolefin resins currently on the market are made by adding colored pigments during the manufacturing stage of polymer pellets, etc., and then spinning and molding them into the desired shape.
この着色方法では樹脂製品製造工程の初期段階に色を決定する必要がある。また採算性を考慮すると、ひとつの色を一定量以上生産する必要があり、結果的に色選択の自由が制限される。
With this coloring method, the color must be determined at an early stage in the resin product manufacturing process. Also, to be profitable, a certain amount of each color must be produced, which limits the freedom of color selection.
さらに樹脂製品の色を変更する場合は、樹脂製品製造装置内に残存している先の色の着色樹脂を次の色の着色樹脂で置換する工程が必要であり、その際に大量の廃棄樹脂が発生するとともに、時間およびエネルギーを浪費する等の問題が生じる。
Furthermore, when changing the color of a resin product, a process is required to replace the colored resin of the previous color remaining in the resin product manufacturing equipment with colored resin of the next color, which generates large amounts of waste resin and causes problems such as wasting time and energy.
山本洋,繊維学会誌,61(2005),319-321.に記載されているように、ポリプロピレン樹脂およびポリエチレン樹脂は、ポリ塩化ビニル樹脂、ポリスチレン樹脂と並ぶ四大汎用合成樹脂であり、幅広い分野で用いられている。
As described by Hiroshi Yamamoto in Sen-i-Gakkaishi Journal, 61 (2005), 319-321, polypropylene resin and polyethylene resin are among the four major general-purpose synthetic resins, along with polyvinyl chloride resin and polystyrene resin, and are used in a wide range of fields.
しかし合成繊維としてのポリプロピレン樹脂及びポリエチレン樹脂の用途は非常に限定されている。
However, the uses of polypropylene resin and polyethylene resin as synthetic fibers are very limited.
この理由は、前記のとおりポリプロピレン樹脂繊維及びポリエチレン樹脂繊維の高濃度かつ高堅牢染色が極めて困難であり、唯一有効な着色方法である有色顔料による原液着色法では単糸繊度が大きくならざるを得ず、また色選択の自由が制限されること等であると考えられる。
The reason for this is thought to be that, as mentioned above, it is extremely difficult to dye polypropylene resin fibers and polyethylene resin fibers at high concentrations and with high fastness, and the only effective coloring method, the solution coloring method using colored pigments, necessitates a large single yarn size and limits the freedom of color selection.
これまでにも、ポリオレフィン系樹脂繊維を水系染色するために、染料の分子構造の変更が試みられており、特公昭38-10741号公報、特公昭40-1277号公報、特公昭41-3515号公報、英国特許第872,882号明細書、米国特許第3,536,735号明細書、特開2019-203223号公報にはポリオレフィン系樹脂繊維染色のための染料が提案されている。
In the past, attempts have been made to change the molecular structure of dyes in order to dye polyolefin resin fibers in water, and dyes for dyeing polyolefin resin fibers are proposed in JP-B-38-10741, JP-B-40-1277, JP-B-41-3515, GB Patent No. 872,882, U.S. Patent No. 3,536,735, and JP-A-2019-203223.
特公昭38-10741号公報には、アントラキノン系染料に、炭素数3乃至12のアルキル基またはシクロアルキル基を置換基として有するフェノキシ基を導入した赤色染料と紫色染料の製造例、及びそれらを使用したポリプロピレン樹脂繊維の染色例が記載されている。
JP 38-10741 B describes examples of producing red and purple dyes in which a phenoxy group having an alkyl or cycloalkyl group with 3 to 12 carbon atoms as a substituent has been introduced into an anthraquinone dye, as well as examples of dyeing polypropylene resin fibers using these dyes.
しかし、これらのアントラキノン系赤色染料またはアントラキノン系紫色染料ではポリオレフィン系樹脂繊維の高濃度染色は困難である。さらに染色に使用する際の染料の形態に関しては、これらのアントラキノン系赤色染料を有機溶剤であるアルコールまたはアセトンに溶解後使用する等の記載があり、環境にやさしいものであるとは言い難い。加えて黄色染料についての記載はない。
However, it is difficult to achieve high-concentration dyeing of polyolefin resin fibers using these anthraquinone red dyes or anthraquinone purple dyes. Furthermore, with regard to the form of the dyes used for dyeing, there is a description that these anthraquinone red dyes should be dissolved in organic solvents such as alcohol or acetone before use, which is hardly environmentally friendly. Furthermore, there is no description of yellow dyes.
特公昭40-1277号公報には、アントラキノン系染料に、炭素数1乃至9のアルキル基、シクロアルキル基またはハロゲノ基を置換基として有するフェノキシ基を導入した青色染料の製造例、及びそれらを使用したポリエステル繊維、ポリアミド繊維、ポリオレフィン系樹脂繊維の染色例が記載されている。
JP 40-1277 B describes examples of producing blue dyes in which an anthraquinone dye is modified with a phenoxy group having an alkyl group, a cycloalkyl group, or a halogeno group having 1 to 9 carbon atoms as a substituent, and examples of using them to dye polyester fibers, polyamide fibers, and polyolefin resin fibers.
しかし、これらのアントラキノン系青色染料ではポリオレフィン系樹脂繊維の高濃度染色は困難であり、また得られた染色物の染色堅牢性についての具体的な記載はされていない。さらに染色に使用する際の染料の形態に関しては、これらのアントラキノン系青色染料を有機溶剤であるアルコールまたはアセトンに溶解後使用する等の記載があり、環境にやさしいものであるとは言い難い。加えて黄色染料についての記載はない。
However, it is difficult to achieve high-concentration dyeing of polyolefin resin fibers using these anthraquinone blue dyes, and no specific description is made of the dye fastness of the resulting dyed products. Furthermore, with regard to the form of the dyes used for dyeing, there is a description that these anthraquinone blue dyes should be dissolved in organic solvents such as alcohol or acetone before use, which is hardly environmentally friendly. Furthermore, there is no description of yellow dyes.
特公昭41-3515号公報には、アントラキノン系染料に、炭素数1乃至9のアルキル基またはハロゲノ基を置換基として有するフェノキシ基を導入した青色染料の製造例、及びそれらを使用したポリオレフィン系樹脂繊維の染色例が記載されている。
JP 41-3515 B describes an example of the production of a blue dye in which a phenoxy group having an alkyl group with 1 to 9 carbon atoms or a halogeno group as a substituent is introduced into an anthraquinone dye, and an example of the dyeing of polyolefin resin fibers using the dye.
しかし、これらのアントラキノン系青色染料ではポリオレフィン系樹脂繊維の高濃度染色は困難であり、また得られた染色物の染色堅牢性についての具体的な記載はされていない。さらに染色に使用する際の染料の形態に関しては、有機溶剤であるアルコールまたはアセトンに溶解後使用する等の記載があり、こちらは環境にやさしいものであるとは言い難い。加えて黄色染料についての記載はない。
However, it is difficult to achieve high-concentration dyeing of polyolefin resin fibers using these anthraquinone blue dyes, and no specific description is made of the dye fastness of the resulting dyed products. Furthermore, with regard to the form of the dye used for dyeing, there is a description that it should be dissolved in organic solvents such as alcohol or acetone before use, which is hardly environmentally friendly. Furthermore, there is no description of yellow dyes.
英国特許第872,882号明細書には、アントラキノン系染料のα位に、アルキルアミノ基、シクロアルキルアミノ基を導入した青色染料を使用するポリオレフィン系樹脂繊維の染色例が記載されている。
British Patent No. 872,882 describes an example of dyeing polyolefin resin fibers using a blue dye in which an alkylamino group or a cycloalkylamino group has been introduced at the alpha position of an anthraquinone dye.
しかしこれらのアントラキノン系青色染料ではポリオレフィン系樹脂繊維の高濃度染色は困難であり、また得られた染色物の染色堅牢性についての具体的な記載はされていない。加えて黄色染料についての記載はない。
However, it is difficult to achieve high-concentration dyeing of polyolefin resin fibers using these anthraquinone blue dyes, and there is no specific description of the color fastness of the resulting dyed products. In addition, there is no description of yellow dyes.
米国特許第3,536,735号明細書には、アントラキノン系染料に、sec-ブチル基、sec-ペンチル基、tert-ペンチル基から選択される2つの置換基を有するフェノキシ基を導入した赤色染料の製造例、及びそれらを使用したポリプロピレン樹脂繊維の染色例が記載されている。
U.S. Patent No. 3,536,735 describes an example of the production of a red dye in which a phenoxy group having two substituents selected from a sec-butyl group, a sec-pentyl group, and a tert-pentyl group is introduced into an anthraquinone dye, and also describes an example of the dyeing of polypropylene resin fibers using the dye.
しかしこれらのアントラキノン系赤色染料ではポリオレフィン系樹脂繊維の高濃度染色は困難であり、また得られた染色物の染色堅牢性についての具体的な記載はされていない。さらに染色に使用する際の染料の形態に関しては、有機溶剤であるジメチルホルムアミドに溶解後使用する等の記載があり、こちらは環境にやさしいものであるとは言い難い。加えて黄色染料についての記載はない。
However, it is difficult to achieve high-concentration dyeing of polyolefin resin fibers using these anthraquinone red dyes, and no specific description is made of the dye fastness of the resulting dyed products. Furthermore, with regard to the form of the dye used for dyeing, there is a description that it should be dissolved in dimethylformamide, an organic solvent, before use, which is hardly environmentally friendly. Furthermore, there is no description of the yellow dye.
特開2019-203223号公報には、長鎖アルキル基を有するアントラキノン系黄色染料、アントラキノン系赤色染料またはアントラキノン系青色染料を含有する分散染料組成物を用いてポリプロピレン繊維を水中で染色する染色例が記載されている。
JP 2019-203223 A describes an example of dyeing polypropylene fibers in water using a disperse dye composition containing an anthraquinone yellow dye, an anthraquinone red dye, or an anthraquinone blue dye having a long-chain alkyl group.
しかし記載されている長鎖アルキル基を有するアントラキノン系黄色染料ではポリプロピレン繊維の高濃度染色は困難である。
However, it is difficult to achieve high-concentration dyeing of polypropylene fibers using the anthraquinone-based yellow dyes that have the long-chain alkyl groups described.
特開昭55-152869号公報には、長鎖アルキル基を有するモノアゾ系染料の製造例、及びそれらを使用したファインデニールポリエステル繊維の染色例が記載されている。しかしそれらを使用したポリオレフィン系繊維への染色例は記載されていない。加えて黄色染料についての記載はない。
JP Patent Publication 55-152869 describes examples of producing monoazo dyes with long-chain alkyl groups, and examples of dyeing fine denier polyester fibers using them. However, it does not describe examples of dyeing polyolefin fibers using them. In addition, there is no mention of yellow dyes.
またポリオレフィン系樹脂繊維の染色性を改善するために、ポリオレフィン系樹脂繊維の改質についても種々検討されてきた。
Also, various modifications to polyolefin resin fibers have been investigated to improve their dyeability.
改質技術としては、ポリエステル等の可染性樹脂成分の配合、可染性基を有するビニル系単量体等との共重合、ステアリン酸金属塩等の染色促進剤の配合、等種々のものが知られている。
Various modification techniques are known, including the incorporation of dyeable resin components such as polyester, copolymerization with vinyl monomers that have dyeable groups, and the incorporation of dye accelerators such as metal stearates.
これらの改質ポリオレフィン系樹脂繊維の染色性は改善されているものの、染色処理によって糸の強度が低下してしまい、衣服等に用いた場合に強度不足に陥るという問題を有している。
Although the dyeability of these modified polyolefin resin fibers has been improved, the strength of the yarn is reduced by the dyeing process, resulting in a problem of insufficient strength when used in clothing, etc.
ところで、特許第3253649号公報には、水系染色に代わる染色方法として、超臨界二酸化炭素を染色媒体として用い、疎水性繊維材料を様々な染料で染色すること等が記載されている。
Incidentally, Japanese Patent Publication No. 3253649 describes a dyeing method that uses supercritical carbon dioxide as a dyeing medium to dye hydrophobic fiber materials with various dyes as an alternative to aqueous dyeing.
しかし疎水性繊維材料の一例としてポリプロピレンは記載されているが、実施例にはポリエステル布の染色例のみが記載されており、ポリプロピレン繊維の染色例は記載されていない。
However, although polypropylene is listed as an example of a hydrophobic fiber material, the examples only include dyeing examples of polyester fabric, and do not include examples of dyeing polypropylene fibers.
特許第6721172号公報には、超臨界二酸化炭素を染色媒体として用い、ポリオレフィン系繊維であるポリプロピレン繊維をアントラキノン系青色染料、アントラキノン系黄色染料、アントラキノン系赤色染料、及びこれらの染料を混合して染色することが記載されている。
Patent Publication No. 6721172 describes the use of supercritical carbon dioxide as a dyeing medium to dye polypropylene fibers, which are polyolefin fibers, with anthraquinone blue dye, anthraquinone yellow dye, anthraquinone red dye, or a mixture of these dyes.
しかし記載されているアントラキノン系黄色染料ではポリプロピレン繊維の高濃度染色は困難である。
However, it is difficult to achieve high-concentration dyeing of polypropylene fibers using the described anthraquinone yellow dyes.
ポリプロピレン樹脂繊維及びポリエチレン樹脂繊維を高濃度かつ高堅牢染色する方法が実用化されると、無着色の小単糸繊度の安価なレギュラー糸を色数制限なく着色することが可能となり、これまでポリプロピレン樹脂繊維及びポリエチレン樹脂繊維が適用されてこなかった衣料や車両内装材等の高い意匠性が要求される分野における新しい用途展開が期待される。
If a method for dyeing polypropylene resin fibers and polyethylene resin fibers with high concentration and high fastness can be put to practical use, it will be possible to color inexpensive, uncolored, small single-fiber regular yarns with no limit on the number of colors, which is expected to lead to new applications in fields where high design quality is required, such as clothing and vehicle interior materials, where polypropylene resin fibers and polyethylene resin fibers have not been used until now.
本発明は、下記一般式(I)で表される化合物を含む、超臨界二酸化炭素を用いて繊維を染色するための染料である。
The present invention relates to a dye for dyeing fibers using supercritical carbon dioxide, which contains a compound represented by the following general formula (I).
[式(I)中、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
そこで、本発明は、繊維を高濃度の黄色に染色することができ、かつ染色物の耐光、昇華、洗濯等の染色堅牢性が優れる、超臨界二酸化炭素を用いて繊維を染色するための染料、超臨界二酸化炭素を用いた繊維の染色方法、前記染色方法により染色された繊維、および化合物を提供することを目的とする。
The present invention aims to provide a dye for dyeing fibers using supercritical carbon dioxide, which can dye fibers a high-concentration yellow and has excellent dyeing fastness to light, sublimation, washing, etc., of the dyed product, a method for dyeing fibers using supercritical carbon dioxide, fibers dyed by the dyeing method, and a compound.
本発明は、下記一般式(I)で表される化合物を含む、超臨界二酸化炭素を用いて繊維を染色するための染料である。
The present invention relates to a dye for dyeing fibers using supercritical carbon dioxide, which contains a compound represented by the following general formula (I).
[式(I)中、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
また、本発明は、超臨界二酸化炭素を用いた繊維の染色方法であって、
本発明の前記染料を用いて超臨界二酸化炭素存在下に繊維を染色する工程を含む方法を提供する。 The present invention also provides a method for dyeing fibers using supercritical carbon dioxide, comprising the steps of:
A method is provided which comprises the step of dyeing a fiber in the presence of supercritical carbon dioxide with the dye of the present invention.
本発明の前記染料を用いて超臨界二酸化炭素存在下に繊維を染色する工程を含む方法を提供する。 The present invention also provides a method for dyeing fibers using supercritical carbon dioxide, comprising the steps of:
A method is provided which comprises the step of dyeing a fiber in the presence of supercritical carbon dioxide with the dye of the present invention.
また、本発明は、本発明の前記染料を用いて超臨界二酸化炭素存在下に繊維を染色する工程を含む染色方法により染色された繊維を提供する。
The present invention also provides a fiber dyed by a dyeing method including a step of dyeing a fiber in the presence of supercritical carbon dioxide using the dye of the present invention.
また、本発明は、下記一般式(I)で表される化合物を提供する。
The present invention also provides a compound represented by the following general formula (I):
[式(I)中、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
本発明の染料は、超臨界二酸化炭素存在下に繊維を高濃度の黄色に染色することができ、かつその染色物は耐光、昇華、洗濯等の染色堅牢性が優れる。
The dye of the present invention can dye fibers a high-concentration yellow in the presence of supercritical carbon dioxide, and the dyed product has excellent color fastness to light, sublimation, washing, etc.
本発明者らは、以下の特定の化合物を含む染料が、繊維に対し親和性が向上しており、超臨界二酸化炭素存在下に繊維を高濃度の黄色に染色することを見出し、本発明を完成した。
The inventors discovered that dyes containing the following specific compounds have improved affinity for fibers and dye fibers a high concentration of yellow in the presence of supercritical carbon dioxide, and thus completed the present invention.
<式(I)の化合物>
本発明の染料に含まれる一般式(I)の化合物は以下のとおりである。 Compound of formula (I)
The compounds of the general formula (I) included in the dye of the present invention are as follows.
本発明の染料に含まれる一般式(I)の化合物は以下のとおりである。 Compound of formula (I)
The compounds of the general formula (I) included in the dye of the present invention are as follows.
[式(I)中、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
前記式(I)中、炭素数4乃至14のアルキル基としては、例えば、n-ブチル基、イソブチル基、sec-ブチル基、tert-ブチル基、n-ペンチル基、イソペンチル基、sec-ペンチル基、tert-ペンチル基、2-メチルブチル基、n-ヘキシル基、1-メチルペンチル基、2-メチルペンチル基、3-メチルペンチル基、4-メチルペンチル基、1-エチルブチル基、2-エチルブチル基、1,1-ジメチルブチル基、2,2-ジメチルブチル基、3,3-ジメチルブチル基、1-エチル-1-メチルプロピル基、n-オクチル基、2-エチルヘキシル基、n-デシル基、n-ドデシル基、及びn-テトラデシル基などを挙げることができる。これらの中でも、炭素数4乃至14のアルキル基としては、炭素数4乃至12のアルキル基が好ましく、炭素数4乃至10のアルキル基が好ましく、炭素数4乃至8のアルキル基がより好ましい。
In the formula (I), examples of the alkyl group having 4 to 14 carbon atoms include n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, 2-methylbutyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3-methylpentyl, 4-methylpentyl, 1-ethylbutyl, 2-ethylbutyl, 1,1-dimethylbutyl, 2,2-dimethylbutyl, 3,3-dimethylbutyl, 1-ethyl-1-methylpropyl, n-octyl, 2-ethylhexyl, n-decyl, n-dodecyl, and n-tetradecyl. Among these, the alkyl group having 4 to 14 carbon atoms is preferably an alkyl group having 4 to 12 carbon atoms, more preferably an alkyl group having 4 to 10 carbon atoms, and more preferably an alkyl group having 4 to 8 carbon atoms.
前記式(I)中、炭素数7乃至12のアラルキル基としては、例えば、ベンジル基、フェネチル基、1-ナフチルメチル基、2-ナフチルメチル基などを挙げることができる。これらの中でも、炭素数7乃至10のアラルキル基が好ましく、炭素数7乃至9のアラルキル基が好ましく、炭素数7のアラルキル基がより好ましい。
In the formula (I), examples of the aralkyl group having 7 to 12 carbon atoms include a benzyl group, a phenethyl group, a 1-naphthylmethyl group, and a 2-naphthylmethyl group. Among these, an aralkyl group having 7 to 10 carbon atoms is preferred, an aralkyl group having 7 to 9 carbon atoms is more preferred, and an aralkyl group having 7 carbon atoms is even more preferred.
前記式(I)中、炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基としては、例えば、4-メチルベンジル基、4-メチルフェネチル基、4-エチルベンジル基、4-エチルフェネチル基、4-n-プロピルベンジル基、4-n-プロピルフェネチル基、4-n-ブチルベンジル基、4-n-ブチルフェネチル基、4-イソプロピルベンジル基、4-tert-ブチルベンジル基、4-tert-ブチルフェネチル基などを挙げることができる。これらの中でも、炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がより好ましい。
In the formula (I), examples of the aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms include 4-methylbenzyl group, 4-methylphenethyl group, 4-ethylbenzyl group, 4-ethylphenethyl group, 4-n-propylbenzyl group, 4-n-propylphenethyl group, 4-n-butylbenzyl group, 4-n-butylphenethyl group, 4-isopropylbenzyl group, 4-tert-butylbenzyl group, and 4-tert-butylphenethyl group. Among these, an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms is preferred, an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms is preferred, and an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms is more preferred.
前記式(I)中、炭素数1乃至4のアルキル基とは、例えば、メチル基、エチル基、n-プロピル基、イソプロピル基、n-ブチル基、イソブチル基、sec-ブチル基、tert-ブチル基などの直鎖状または分岐状の炭素数1乃至4のアルキル基を挙げることができる。前記炭素数1乃至4のアルキル基としては、炭素数1乃至3のアルキル基が好ましく、炭素数1または2のアルキル基が好ましく、炭素数1のアルキル基がより好ましい。
In the formula (I), examples of the alkyl group having 1 to 4 carbon atoms include linear or branched alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, and tert-butyl. As the alkyl group having 1 to 4 carbon atoms, an alkyl group having 1 to 3 carbon atoms is preferable, an alkyl group having 1 or 2 carbon atoms is preferable, and an alkyl group having 1 carbon atom is more preferable.
また、本発明は、式(I)の化合物を提供する。
The present invention also provides a compound of formula (I).
[式(I)中、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] [In formula (I),
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.]
前記式(I)中、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In addition, in the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In addition, in the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がより好ましい。 In addition, in the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がより好ましい。 In addition, in the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がさらに好ましい。 In addition, in the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, still more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がさらに好ましい。 In addition, in the formula (I),
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, still more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または分岐していてもよい炭素数1乃至4のアルキル基であることが好ましい。 In addition, in the formula (I),
It is preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an optionally branched alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または分岐していてもよい炭素数1乃至4のアルキル基であることが好ましい。 In addition, in the formula (I),
It is preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an optionally branched alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがより好ましい。 In addition, in the formula (I),
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがより好ましい。 In addition, in the formula (I),
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記式(I)中、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがより好ましい。 In addition, in the formula (I),
It is more preferable that R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがより好ましい。 In addition, in the formula (I),
It is more preferable that R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I),
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I),
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基であることがさらに好ましい。
In the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記式(I)中、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I),
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I),
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。
In addition, in the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms,
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至6のアルキル基を表し、
R3、R4及びR6は、水素原子を表し、
R5は炭素数1乃至4のアルキル基であることが好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 6 carbon atoms,
R 3 , R 4 and R 6 each represent a hydrogen atom;
R5 is preferably an alkyl group having 1 to 4 carbon atoms.
R3、R4及びR6は、水素原子を表し、
R5は炭素数1乃至4のアルキル基であることが好ましい。 In the formula (I), R 1 and R 2 each independently represent an alkyl group having 4 to 6 carbon atoms,
R 3 , R 4 and R 6 each represent a hydrogen atom;
R5 is preferably an alkyl group having 1 to 4 carbon atoms.
式(I)の化合物は、以下の化合物が好ましく、式(1)、(2)の化合物がより好ましい。
The compound of formula (I) is preferably the following compound, and more preferably the compound of formula (1) or (2).
前記式(I)の化合物は、黄色の染料化合物である。
The compound of formula (I) is a yellow dye compound.
前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基が好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and preferably an optionally branched alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がより好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がより好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and more preferably an optionally branched alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, still more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基が好ましく、分岐していてもよい炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基がさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 are each independently preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, still more preferably an optionally branched alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または分岐していてもよい炭素数1乃至4のアルキル基であることが好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an optionally branched alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または分岐していてもよい炭素数1乃至4のアルキル基であることが好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an optionally branched alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがより好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがより好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがより好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがより好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至12のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 12 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至10のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 10 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
It is more preferable that R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
In the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
In the formula (I), it is more preferable that R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
In the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
In the formula (I), it is more preferable that R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至3のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1もしくは2のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 or 2 carbon atoms.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1のアルキル基であることがさらに好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
It is more preferable that R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having one carbon atom.
また、前記染料の前記式(I)中、
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至6のアルキル基を表し、
R3、R4及びR6は、水素原子を表し、
R5は炭素数1乃至4のアルキル基であることが好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 6 carbon atoms;
R 3 , R 4 and R 6 each represent a hydrogen atom;
R5 is preferably an alkyl group having 1 to 4 carbon atoms.
染色濃度、耐光堅牢度、昇華堅牢度等の観点から、
R1及びR2はそれぞれ独立して、炭素数4乃至6のアルキル基を表し、
R3、R4及びR6は、水素原子を表し、
R5は炭素数1乃至4のアルキル基であることが好ましい。 In addition, in the formula (I) of the dye,
From the viewpoint of dyeing density, light fastness, sublimation fastness, etc.
R 1 and R 2 each independently represent an alkyl group having 4 to 6 carbon atoms;
R 3 , R 4 and R 6 each represent a hydrogen atom;
R5 is preferably an alkyl group having 1 to 4 carbon atoms.
前記染料の前記式(I)の化合物は、染色濃度、耐光堅牢度、昇華堅牢度等の観点から、以下の化合物が好ましく、式(1)、(2)の化合物がより好ましい。
As the compound of formula (I) of the dye, from the viewpoints of dye concentration, light fastness, sublimation fastness, etc., the following compounds are preferred, and the compounds of formulas (1) and (2) are more preferred.
<式(I)の化合物の製造方法>
前記式(I)で表される化合物の製造方法について説明する。 <Method for producing the compound of formula (I)>
A method for producing the compound represented by the formula (I) will now be described.
前記式(I)で表される化合物の製造方法について説明する。 <Method for producing the compound of formula (I)>
A method for producing the compound represented by the formula (I) will now be described.
前記式(I)で表される化合物は、式(i-A)で表されるアニリン誘導体(式(i-A)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。)をホルミル化し、次いでマロノニトリルを縮合反応させることで得られる。
The compound represented by formula (I) can be obtained by formylation of an aniline derivative represented by formula (i-A) (in formula (i-A), R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), followed by a condensation reaction with malononitrile.
(i)式(i-A)の化合物のホルミル化
まず式(i-A)の化合物のN,N-ジメチルホルムアミド(DMF)溶液中に、オキシ塩化リンを加えてホルミル化することによりホルミル化物を得る。 (i) Formylation of the Compound of Formula (iA) First, phosphorus oxychloride is added to a solution of the compound of formula (iA) in N,N-dimethylformamide (DMF) to perform formylation, thereby obtaining a formylated product.
まず式(i-A)の化合物のN,N-ジメチルホルムアミド(DMF)溶液中に、オキシ塩化リンを加えてホルミル化することによりホルミル化物を得る。 (i) Formylation of the Compound of Formula (iA) First, phosphorus oxychloride is added to a solution of the compound of formula (iA) in N,N-dimethylformamide (DMF) to perform formylation, thereby obtaining a formylated product.
ホルミル化の反応温度は、好ましくは0乃至20℃、さらに好ましくは0乃至10℃である。
The reaction temperature for the formylation is preferably 0 to 20°C, more preferably 0 to 10°C.
(ii)マロノニトリルとの縮合反応
式(i-A)のホルミル化物のDMF及びアルコール類の溶液にマロノニトリルを添加し、有機塩基類を触媒として、例えば10乃至85℃、好ましくは40乃至85℃の温度範囲で撹拌することにより、前記式(I)で表される化合物を得る。使用するアルコール類としては例えばメタノール、エタノールが挙げられる。また使用する有機塩基類としては例えばピリジン、トリエチルアミンが挙げられる。 (ii) Condensation reaction with malononitrile Malononitrile is added to a solution of the formylated compound of formula (i-A) in DMF and alcohols, and the mixture is stirred in the temperature range of, for example, 10 to 85° C., preferably 40 to 85° C., using an organic base as a catalyst, to obtain the compound represented by formula (I). Examples of the alcohols used include methanol and ethanol. Examples of the organic bases used include pyridine and triethylamine.
式(i-A)のホルミル化物のDMF及びアルコール類の溶液にマロノニトリルを添加し、有機塩基類を触媒として、例えば10乃至85℃、好ましくは40乃至85℃の温度範囲で撹拌することにより、前記式(I)で表される化合物を得る。使用するアルコール類としては例えばメタノール、エタノールが挙げられる。また使用する有機塩基類としては例えばピリジン、トリエチルアミンが挙げられる。 (ii) Condensation reaction with malononitrile Malononitrile is added to a solution of the formylated compound of formula (i-A) in DMF and alcohols, and the mixture is stirred in the temperature range of, for example, 10 to 85° C., preferably 40 to 85° C., using an organic base as a catalyst, to obtain the compound represented by formula (I). Examples of the alcohols used include methanol and ethanol. Examples of the organic bases used include pyridine and triethylamine.
(iii)式(i-A)の化合物の製造方法
原料である式(i-A)の化合物は、以下のようにして製造することができる。 (iii) Method for Producing Compound of Formula (i-A) The compound of formula (i-A), which is the starting material, can be produced as follows.
原料である式(i-A)の化合物は、以下のようにして製造することができる。 (iii) Method for Producing Compound of Formula (i-A) The compound of formula (i-A), which is the starting material, can be produced as follows.
DMFを溶媒として、式(i-A1)で表される化合物にR1-X及びR2-X(R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、Xはハロゲン原子を表す)で表されるハロゲン化アルキルまたはハロゲン化アラルキルを反応させ、式(i-A)で表される化合物を得る。
Using DMF as a solvent, a compound represented by formula (i-A1) is reacted with an alkyl halide or an aralkyl halide represented by R 1 -X and R 2 -X (R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms, and X represents a halogen atom) to obtain a compound represented by formula (i-A).
<超臨界二酸化炭素を用いて繊維を染色するための染料>
本発明の染料は式(I)の化合物を有する。 <Dye for dyeing fibers using supercritical carbon dioxide>
The dyes of the present invention have the compound of formula (I).
本発明の染料は式(I)の化合物を有する。 <Dye for dyeing fibers using supercritical carbon dioxide>
The dyes of the present invention have the compound of formula (I).
本発明の染料は、更に添加剤を含んでもよい。前記添加剤としては、例えば助色剤、分散剤、充填剤、安定剤、可塑剤、結晶核剤、改質剤、発泡剤、紫外線吸収剤、光安定剤、酸化防止剤、抗菌剤、防かび剤、帯電防止剤、難燃剤、無機充填剤、及び耐衝撃性改良用のエラストマー等が挙げられる。
The dye of the present invention may further contain additives. Examples of the additives include auxiliary colorants, dispersants, fillers, stabilizers, plasticizers, crystal nucleating agents, modifiers, foaming agents, UV absorbers, light stabilizers, antioxidants, antibacterial agents, antifungal agents, antistatic agents, flame retardants, inorganic fillers, and elastomers for improving impact resistance.
<繊維>
本発明の染料組成物により染色される被染色物である繊維は、例えば、ポリエステル繊維、ポリオレフィン繊維、アクリル繊維等が挙げられ、ポリオレフィン繊維が好ましい。また、本発明の染料により染色される被染色物である繊維は、ポリオレフィン繊維がより好ましい。 <Textiles>
Examples of fibers to be dyed with the dye composition of the present invention include polyester fibers, polyolefin fibers, acrylic fibers, etc., and polyolefin fibers are preferred. Furthermore, polyolefin fibers are more preferred as the fibers to be dyed with the dye of the present invention.
本発明の染料組成物により染色される被染色物である繊維は、例えば、ポリエステル繊維、ポリオレフィン繊維、アクリル繊維等が挙げられ、ポリオレフィン繊維が好ましい。また、本発明の染料により染色される被染色物である繊維は、ポリオレフィン繊維がより好ましい。 <Textiles>
Examples of fibers to be dyed with the dye composition of the present invention include polyester fibers, polyolefin fibers, acrylic fibers, etc., and polyolefin fibers are preferred. Furthermore, polyolefin fibers are more preferred as the fibers to be dyed with the dye of the present invention.
前記ポリオレフィン繊維は、例えば、プロピレン、エチレン、1-ブテン、3-メチル-1-ブテン、4-メチル-1-ペンテン、1-オクテン等のα-オレフィンの単独重合体、これらα-オレフィンの共重体、またはこれらα-オレフィンと共重合可能な他の不飽和単量体との共重合体から選択される重合体から形成される繊維が挙げられる。また、共重合体の種類は、例えば、ブロック共重合体、ランダム共重合体、グラフト共重合体等が挙げられる。前記重合体の具体例としては、プロピレン単独重合体、プロピレン-エチレンブロック共重合体、プロピレン-エチレンランダム共重合体、プロピレン-エチレン-(1-ブテン)共重合体等のポリプロピレン系樹脂、低密度ポリエチレン、中密度ポリエチレン、高密度ポリエチレン、直鎖状低密度ポリエチレン、エチレン-酢酸ビニル共重合体、エチレン-アクリル酸エチル共重合体等のポリエチレン系樹脂、ポリ1-ブテン、ポリ4-メチル-1-ペンテン等が挙げられる。
The polyolefin fibers may be, for example, fibers formed from a polymer selected from homopolymers of α-olefins such as propylene, ethylene, 1-butene, 3-methyl-1-butene, 4-methyl-1-pentene, 1-octene, etc., copolymers of these α-olefins, or copolymers of these α-olefins with other unsaturated monomers that can be copolymerized with these α-olefins. The types of copolymers may be, for example, block copolymers, random copolymers, graft copolymers, etc. Specific examples of the polymers include polypropylene-based resins such as propylene homopolymers, propylene-ethylene block copolymers, propylene-ethylene random copolymers, and propylene-ethylene-(1-butene) copolymers, polyethylene-based resins such as low-density polyethylene, medium-density polyethylene, high-density polyethylene, linear low-density polyethylene, ethylene-vinyl acetate copolymers, and ethylene-ethyl acrylate copolymers, poly-1-butene, poly-4-methyl-1-pentene, etc.
前記重合体は、単独または2種以上を組み合わせて用いて、ポリオレフィン繊維を形成してもよい。
The above polymers may be used alone or in combination to form polyolefin fibers.
前記ポリオレフィン繊維としては、ポリプロピレン系樹脂及び/またはポリエチレン系樹脂から形成されるのが好ましく、ポリプロピレン系樹脂から形成されるのがより好ましい。
The polyolefin fibers are preferably made of polypropylene-based resin and/or polyethylene-based resin, and more preferably made of polypropylene-based resin.
前記ポリオレフィン繊維の形状は、例えば、塊状(成形品等)、フィルム状、繊維状(布状(織物、編物、不織布等)、糸状(フィラメント糸、紡績糸、スリット糸、スプリット糸等)等)等のいずれでもよく、好ましくは繊維状である。
The polyolefin fiber may be in any shape, such as a block (molded product, etc.), a film, or a fiber (fabric (woven fabric, knitted fabric, nonwoven fabric, etc.), thread (filament yarn, spun yarn, slit yarn, split yarn, etc.), etc.), and is preferably in a fiber shape.
前記ポリオレフィン繊維は、ポリプロピレン樹脂及び/またはポリエチレン樹脂に他のポリマー成分を配合、接合等を施して形成される繊維であってもよい。前記ポリオレフィン繊維は、ポリプロピレン繊維にポリエステルなどの他の繊維を混紡、混繊等をしたものであってもよい。
The polyolefin fiber may be a fiber formed by blending other polymer components with polypropylene resin and/or polyethylene resin, bonding, etc. The polyolefin fiber may be a fiber obtained by blending or blending polypropylene fiber with other fibers such as polyester.
<超臨界二酸化炭素を用いた繊維の染色方法>
本発明は、超臨界二酸化炭素を用いた繊維の染色方法であって、前記本発明の染料を用いて超臨界二酸化炭素存在下に繊維を染色する工程を含む方法である。前記方法において、染色媒体として超臨界二酸化炭素を用いる。 <Method of dyeing textiles using supercritical carbon dioxide>
The present invention relates to a method for dyeing a fiber using supercritical carbon dioxide, which comprises a step of dyeing a fiber with the dye of the present invention in the presence of supercritical carbon dioxide. In the method, supercritical carbon dioxide is used as a dyeing medium.
本発明は、超臨界二酸化炭素を用いた繊維の染色方法であって、前記本発明の染料を用いて超臨界二酸化炭素存在下に繊維を染色する工程を含む方法である。前記方法において、染色媒体として超臨界二酸化炭素を用いる。 <Method of dyeing textiles using supercritical carbon dioxide>
The present invention relates to a method for dyeing a fiber using supercritical carbon dioxide, which comprises a step of dyeing a fiber with the dye of the present invention in the presence of supercritical carbon dioxide. In the method, supercritical carbon dioxide is used as a dyeing medium.
染色媒体として、超臨界二酸化炭素を用いる染色方法は、染色媒体として水を使用する一般的な染色方法と比較して、染色時に水を使用せず、また洗浄工程が不要であるために廃水が発生しない、染色助剤が不要、染色時間が短い、染色媒体である二酸化炭素を再利用可能である等のことから、環境にやさしい染色方法として注目されている。
Compared to the general dyeing method that uses water as the dyeing medium, the dyeing method that uses supercritical carbon dioxide as the dyeing medium does not use water during dyeing, does not require a washing process, and therefore does not generate wastewater, does not require dyeing auxiliaries, has a short dyeing time, and allows the carbon dioxide dyeing medium to be reused. As a result, it has attracted attention as an environmentally friendly dyeing method.
また、前記本発明の染料にてポリオレフィン系樹脂を使用した繊維等を染色した場合、超臨界二酸化炭素は親油性であり、本発明の染料及びポリオレフィン系樹脂ともに親油性であるので、染色媒体、染料、被染色物それぞれの親和性が高く、結果として高品位な染色物が得られる。
In addition, when the dye of the present invention is used to dye fibers or the like that use polyolefin resin, the dye of the present invention and the polyolefin resin are both lipophilic, so there is a high affinity between the dyeing medium, the dye and the object to be dyed, resulting in a high-quality dyed product.
本発明の超臨界二酸化炭素を用いた繊維の染色方法における染色工程は、31℃以上の温度かつ7.4MPa以上の圧力で行われるのが好ましい。前記染色温度および染色圧力は、染色媒体である二酸化炭素の臨界点(31℃における7.4MPa)以上であることが必要なためである。
The dyeing process in the fiber dyeing method using supercritical carbon dioxide of the present invention is preferably carried out at a temperature of 31°C or higher and a pressure of 7.4 MPa or higher. This is because the dyeing temperature and dyeing pressure must be equal to or higher than the critical point of carbon dioxide, which is the dyeing medium (7.4 MPa at 31°C).
前記染色工程において、染色温度は被染色繊維の樹脂の種類によって主として決定される。前記染色温度、通常は60乃至180℃の範囲であり、好ましくは80乃至160℃の範囲である。
In the dyeing process, the dyeing temperature is mainly determined by the type of resin in the fiber to be dyed. The dyeing temperature is usually in the range of 60 to 180°C, and preferably in the range of 80 to 160°C.
前記染色工程において、染色圧力は被染色繊維の樹脂の種類によって主として決定される。前記染色圧力は、通常は約7.4乃至40.0MPaの範囲であり、好ましくは20乃至30MPaである。
In the dyeing process, the dyeing pressure is mainly determined by the type of resin in the dyed fiber. The dyeing pressure is usually in the range of about 7.4 to 40.0 MPa, and preferably 20 to 30 MPa.
前記染色工程における染色時間は、被染色繊維の樹脂の種類及び染色温度によって決定される。前記染色時間は、通常は約10乃至120分間、好ましくは30乃至90分間である。
The dyeing time in the dyeing process is determined by the type of resin in the dyed fiber and the dyeing temperature. The dyeing time is usually about 10 to 120 minutes, preferably 30 to 90 minutes.
前記染色工程において、前記繊維に対する前記染料の濃度は、被染色繊維の種類と加工状態に依存する。前記被染色繊維が繊維状である場合、前記繊維に対する前記染料の濃度は、0.1乃至6.0%o.m.f.(on the mass of fiber)、好ましくは0.1乃至4.0%o.m.f.である。
In the dyeing process, the concentration of the dye relative to the fiber depends on the type and processing state of the fiber to be dyed. When the fiber to be dyed is fibrous, the concentration of the dye relative to the fiber is 0.1 to 6.0% o.m.f. (on the mass of fiber), preferably 0.1 to 4.0% o.m.f.
本発明の染色方法において、浴比(被染色物:二酸化炭素の質量比)は、被染色物の種類と加工状態に依存する。前記浴比は、通常は1:2乃至1:100、好ましくは1:5乃至1:75である。被染色物が適当なチーズに巻かれた布の場合、本発明の染色方法において、浴比は比較的低く、例えば、1:2乃至1:5である。
In the dyeing method of the present invention, the bath ratio (mass ratio of material to be dyed: carbon dioxide) depends on the type of material to be dyed and the processing state. The bath ratio is usually 1:2 to 1:100, preferably 1:5 to 1:75. When the material to be dyed is a cloth wrapped in a suitable cheese, the bath ratio in the dyeing method of the present invention is relatively low, for example, 1:2 to 1:5.
<染色された繊維>
本発明は、本発明の染色方法により染色された繊維を提供する。この染色された繊維は、高濃度に、特に高濃度の黄色に染色されており、かつ耐光、昇華、洗濯等の染色堅牢性が優れる。前記繊維の用途としては、例えば、衣服、下着、帽子、靴下、手袋、スポーツ用衣料等の衣料品、座席シート等の車両内装材、カーペット、カーテン、マット、ソファーカバー、クッションカバー等のインテリア用品等が挙げられる。 <Dyed fibers>
The present invention provides a fiber dyed by the dyeing method of the present invention. The fiber is dyed to a high concentration, particularly a high concentration yellow, and has excellent color fastness to light, sublimation, washing, etc. Applications of the fiber include, for example, clothing, underwear, hats, socks, gloves, sportswear, and other clothing items, vehicle interior materials such as seats, and interior goods such as carpets, curtains, mats, sofa covers, and cushion covers.
本発明は、本発明の染色方法により染色された繊維を提供する。この染色された繊維は、高濃度に、特に高濃度の黄色に染色されており、かつ耐光、昇華、洗濯等の染色堅牢性が優れる。前記繊維の用途としては、例えば、衣服、下着、帽子、靴下、手袋、スポーツ用衣料等の衣料品、座席シート等の車両内装材、カーペット、カーテン、マット、ソファーカバー、クッションカバー等のインテリア用品等が挙げられる。 <Dyed fibers>
The present invention provides a fiber dyed by the dyeing method of the present invention. The fiber is dyed to a high concentration, particularly a high concentration yellow, and has excellent color fastness to light, sublimation, washing, etc. Applications of the fiber include, for example, clothing, underwear, hats, socks, gloves, sportswear, and other clothing items, vehicle interior materials such as seats, and interior goods such as carpets, curtains, mats, sofa covers, and cushion covers.
以下に、実施例を挙げて本発明をさらに具体的に説明するが、本発明の態様はこれらに限定されるものではない。
The present invention will be explained in more detail below with reference to examples, but the present invention is not limited to these examples.
[実施例]
(合成例1)
[黄色染料化合物(1)の合成]
黄色染料化合物(1)は、下記スキームに従って、製造した。 [Example]
(Synthesis Example 1)
[Synthesis of yellow dye compound (1)]
The yellow dye compound (1) was produced according to the following scheme.
(合成例1)
[黄色染料化合物(1)の合成]
黄色染料化合物(1)は、下記スキームに従って、製造した。 [Example]
(Synthesis Example 1)
[Synthesis of yellow dye compound (1)]
The yellow dye compound (1) was produced according to the following scheme.
(工程1)
m-トルイジン(10.6g)とトリエチルアミン(25.2g)と DMF(30g)と1-ブロモオクタン(57.9g)の混合物を100℃に昇温し、同温下で5時間撹拌することにより下記式(1a)で示されるN,N-ジオクチル-3-メチルアニリンを反応混合物として得た。 (Step 1)
A mixture of m-toluidine (10.6 g), triethylamine (25.2 g), DMF (30 g) and 1-bromooctane (57.9 g) was heated to 100° C. and stirred at the same temperature for 5 hours to obtain N,N-dioctyl-3-methylaniline represented by the following formula (1a) as a reaction mixture.
m-トルイジン(10.6g)とトリエチルアミン(25.2g)と DMF(30g)と1-ブロモオクタン(57.9g)の混合物を100℃に昇温し、同温下で5時間撹拌することにより下記式(1a)で示されるN,N-ジオクチル-3-メチルアニリンを反応混合物として得た。 (Step 1)
A mixture of m-toluidine (10.6 g), triethylamine (25.2 g), DMF (30 g) and 1-bromooctane (57.9 g) was heated to 100° C. and stirred at the same temperature for 5 hours to obtain N,N-dioctyl-3-methylaniline represented by the following formula (1a) as a reaction mixture.
(工程2)
前記工程1で得られたN,N-ジオクチル-3-メチルアニリンの反応混合物を5℃に冷却した。この混合物にオキシ塩化リン(23.0g)を5乃至10℃の範囲で1時間かけて滴下し、更にピリジン(11.9g)を5乃至10℃の範囲で滴下した後、40乃至45℃に昇温し、1時間撹拌した。この反応混合物を10℃に冷却した後、メタノール(40g)を10乃至20℃の範囲で滴下し、更に酢酸ナトリウム無水物(35g)を10乃至20℃の範囲で加えた。この混合物にマロノニトリル(6.61g)をメタノール(10g)に溶解させた溶液を10乃至20℃の範囲で滴下した。この混合物を25~30℃に昇温し、30分間撹拌した後、85℃に昇温し、4時間撹拌した。この反応混合物を室温に冷却後、水(200g)、酢酸エチル(200g)を加えて有機層を抽出し、飽和食塩水で洗浄した後、溶媒を減圧留去した。この粗生成物にメタノール(80g)を加えて0乃至5℃に冷却した後、生成物を濾別し、メタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで50℃で乾燥して下記式(1)で示される黄色染料化合物(27.6g、収率67.8%)を得た。前記黄色染料化合物は、LCMS分析(m/z 408(M+))により、その構造を確認した。 (Step 2)
The reaction mixture of N,N-dioctyl-3-methylaniline obtained in theabove step 1 was cooled to 5°C. Phosphorus oxychloride (23.0 g) was added dropwise to this mixture over 1 hour at a temperature range of 5 to 10°C, pyridine (11.9 g) was added dropwise at a temperature range of 5 to 10°C, and the mixture was then heated to 40 to 45°C and stirred for 1 hour. This reaction mixture was cooled to 10°C, methanol (40 g) was added dropwise at a temperature range of 10 to 20°C, and anhydrous sodium acetate (35 g) was added at a temperature range of 10 to 20°C. A solution of malononitrile (6.61 g) dissolved in methanol (10 g) was added dropwise to this mixture at a temperature range of 10 to 20°C. This mixture was heated to 25 to 30°C, stirred for 30 minutes, and then heated to 85°C and stirred for 4 hours. This reaction mixture was cooled to room temperature, and water (200 g) and ethyl acetate (200 g) were added to extract the organic layer, which was then washed with saturated saline, and the solvent was distilled off under reduced pressure. Methanol (80 g) was added to the crude product and cooled to 0 to 5° C., and the product was filtered, washed with methanol and then with water, and dried at 50° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (1) (27.6 g, yield 67.8%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 408 (M + )).
前記工程1で得られたN,N-ジオクチル-3-メチルアニリンの反応混合物を5℃に冷却した。この混合物にオキシ塩化リン(23.0g)を5乃至10℃の範囲で1時間かけて滴下し、更にピリジン(11.9g)を5乃至10℃の範囲で滴下した後、40乃至45℃に昇温し、1時間撹拌した。この反応混合物を10℃に冷却した後、メタノール(40g)を10乃至20℃の範囲で滴下し、更に酢酸ナトリウム無水物(35g)を10乃至20℃の範囲で加えた。この混合物にマロノニトリル(6.61g)をメタノール(10g)に溶解させた溶液を10乃至20℃の範囲で滴下した。この混合物を25~30℃に昇温し、30分間撹拌した後、85℃に昇温し、4時間撹拌した。この反応混合物を室温に冷却後、水(200g)、酢酸エチル(200g)を加えて有機層を抽出し、飽和食塩水で洗浄した後、溶媒を減圧留去した。この粗生成物にメタノール(80g)を加えて0乃至5℃に冷却した後、生成物を濾別し、メタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで50℃で乾燥して下記式(1)で示される黄色染料化合物(27.6g、収率67.8%)を得た。前記黄色染料化合物は、LCMS分析(m/z 408(M+))により、その構造を確認した。 (Step 2)
The reaction mixture of N,N-dioctyl-3-methylaniline obtained in the
(合成例2)
[黄色染料化合物(2)の合成]
黄色染料化合物(2)は、下記スキームに従って、製造した。 (Synthesis Example 2)
[Synthesis of yellow dye compound (2)]
The yellow dye compound (2) was produced according to the following scheme.
[黄色染料化合物(2)の合成]
黄色染料化合物(2)は、下記スキームに従って、製造した。 (Synthesis Example 2)
[Synthesis of yellow dye compound (2)]
The yellow dye compound (2) was produced according to the following scheme.
(工程1)
1-ブロモオクタンの代わりに1-ブロモヘキサン(49.5g)を用いること以外は合成例1の工程1と同様にして、下記式(2a)で示されるN,N-ジヘキシル-3-メチルアニリンを反応混合物として得た。 (Step 1)
N,N-dihexyl-3-methylaniline represented by the following formula (2a) was obtained as a reaction mixture in the same manner as inStep 1 of Synthesis Example 1, except that 1-bromohexane (49.5 g) was used instead of 1-bromooctane.
1-ブロモオクタンの代わりに1-ブロモヘキサン(49.5g)を用いること以外は合成例1の工程1と同様にして、下記式(2a)で示されるN,N-ジヘキシル-3-メチルアニリンを反応混合物として得た。 (Step 1)
N,N-dihexyl-3-methylaniline represented by the following formula (2a) was obtained as a reaction mixture in the same manner as in
(工程2)
N,N-ジオクチル-3-メチルアニリンの代わりに前記工程1で得られたN,N-ジヘキシル-3-メチルアニリンの反応混合物を用いること以外は合成例1の工程2と同様にして、下記式(2)で示される黄色染料化合物(23.4g、収率66.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 352(M+))により、その構造を確認した。 (Step 2)
A yellow dye compound represented by the following formula (2) (23.4 g, yield 66.7%) was obtained in the same manner as instep 2 of Synthesis Example 1, except that the reaction mixture of N,N-dihexyl-3-methylaniline obtained in step 1 was used instead of N,N-dioctyl-3-methylaniline. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 352 (M + )).
N,N-ジオクチル-3-メチルアニリンの代わりに前記工程1で得られたN,N-ジヘキシル-3-メチルアニリンの反応混合物を用いること以外は合成例1の工程2と同様にして、下記式(2)で示される黄色染料化合物(23.4g、収率66.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 352(M+))により、その構造を確認した。 (Step 2)
A yellow dye compound represented by the following formula (2) (23.4 g, yield 66.7%) was obtained in the same manner as in
(合成例3)
[黄色染料化合物(3)の合成]
黄色染料化合物(3)は、下記スキームに従って、製造した。 (Synthesis Example 3)
[Synthesis of yellow dye compound (3)]
The yellow dye compound (3) was produced according to the following scheme.
[黄色染料化合物(3)の合成]
黄色染料化合物(3)は、下記スキームに従って、製造した。 (Synthesis Example 3)
[Synthesis of yellow dye compound (3)]
The yellow dye compound (3) was produced according to the following scheme.
(工程1)
m-トルイジンの代わりにアニリン(9.31g)を用いること以外は合成例1の工程1と同様にして、下記式(3a)で示されるN,N-ジオクチルアニリンを反応混合物として得た。 (Step 1)
N,N-dioctylaniline represented by the following formula (3a) was obtained as a reaction mixture in the same manner as inStep 1 of Synthesis Example 1, except that aniline (9.31 g) was used instead of m-toluidine.
m-トルイジンの代わりにアニリン(9.31g)を用いること以外は合成例1の工程1と同様にして、下記式(3a)で示されるN,N-ジオクチルアニリンを反応混合物として得た。 (Step 1)
N,N-dioctylaniline represented by the following formula (3a) was obtained as a reaction mixture in the same manner as in
(工程2)
N,N-ジオクチル-3-メチルアニリンの代わりに前記工程1で得られたN,N-ジオクチルアニリンの反応混合物を用いること以外は合成例1の工程2と同様にして、下記式(3)で示される黄色染料化合物(26.5g、収率67.4%)を得た。前記黄色染料化合物は、LCMS分析(m/z 394(M+))により、その構造を確認した。 (Step 2)
A yellow dye compound represented by the following formula (3) (26.5 g, yield 67.4%) was obtained in the same manner as instep 2 of Synthesis Example 1, except that the reaction mixture of N,N-dioctylaniline obtained in step 1 was used instead of N,N-dioctyl-3-methylaniline. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 394 (M+)).
N,N-ジオクチル-3-メチルアニリンの代わりに前記工程1で得られたN,N-ジオクチルアニリンの反応混合物を用いること以外は合成例1の工程2と同様にして、下記式(3)で示される黄色染料化合物(26.5g、収率67.4%)を得た。前記黄色染料化合物は、LCMS分析(m/z 394(M+))により、その構造を確認した。 (Step 2)
A yellow dye compound represented by the following formula (3) (26.5 g, yield 67.4%) was obtained in the same manner as in
(合成例4)
[黄色染料化合物(4)の合成]
黄色染料化合物(4)は、下記スキームに従って、製造した。 (Synthesis Example 4)
[Synthesis of yellow dye compound (4)]
The yellow dye compound (4) was produced according to the following scheme.
[黄色染料化合物(4)の合成]
黄色染料化合物(4)は、下記スキームに従って、製造した。 (Synthesis Example 4)
[Synthesis of yellow dye compound (4)]
The yellow dye compound (4) was produced according to the following scheme.
(工程1)
N-ベンジルアニリン(18.3g)とトリエチルアミン(17.6g)とDMF(50g)と1-ブロモヘキサン(33.0g)の混合物を110℃に昇温し、同温下で8時間撹拌することにより下記式(4a)で示されるN-ベンジル-N-ヘキシルアニリンを反応混合物として得た。 (Step 1)
A mixture of N-benzylaniline (18.3 g), triethylamine (17.6 g), DMF (50 g) and 1-bromohexane (33.0 g) was heated to 110° C. and stirred at the same temperature for 8 hours to obtain N-benzyl-N-hexylaniline represented by the following formula (4a) as a reaction mixture.
N-ベンジルアニリン(18.3g)とトリエチルアミン(17.6g)とDMF(50g)と1-ブロモヘキサン(33.0g)の混合物を110℃に昇温し、同温下で8時間撹拌することにより下記式(4a)で示されるN-ベンジル-N-ヘキシルアニリンを反応混合物として得た。 (Step 1)
A mixture of N-benzylaniline (18.3 g), triethylamine (17.6 g), DMF (50 g) and 1-bromohexane (33.0 g) was heated to 110° C. and stirred at the same temperature for 8 hours to obtain N-benzyl-N-hexylaniline represented by the following formula (4a) as a reaction mixture.
(工程2)
N,N-ジオクチル-3-メチルアニリンの代わりに前記工程1で得られたN-ベンジル-N-ヘキシルアニリンの反応混合物を用いること以外は合成例1の工程2と同様にして、下記式(4)で示される黄色染料化合物(21.2g、収率57.1%)を得た。前記黄色染料化合物は、LCMS分析(m/z 372(M+))により、その構造を確認した。 (Step 2)
A yellow dye compound represented by the following formula (4) (21.2 g, yield 57.1%) was obtained in the same manner as instep 2 of Synthesis Example 1, except that the reaction mixture of N-benzyl-N-hexylaniline obtained in step 1 was used instead of N,N-dioctyl-3-methylaniline. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 372 (M+)).
N,N-ジオクチル-3-メチルアニリンの代わりに前記工程1で得られたN-ベンジル-N-ヘキシルアニリンの反応混合物を用いること以外は合成例1の工程2と同様にして、下記式(4)で示される黄色染料化合物(21.2g、収率57.1%)を得た。前記黄色染料化合物は、LCMS分析(m/z 372(M+))により、その構造を確認した。 (Step 2)
A yellow dye compound represented by the following formula (4) (21.2 g, yield 57.1%) was obtained in the same manner as in
(合成例5)
[黄色染料化合物(5)の合成]
5-アミノ-アントラ[9,1-cd]イソチアゾール-6-オン(25.2g)とトルエン(120g)とピリジン(9.49g)の混合物にn-オクタノイルクロリド(19.5g)を滴下した後、110℃に昇温し、1時間撹拌した。この混合物を室温まで冷却後、メタノール(150g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノールで洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(5)で示される黄色染料化合物(31.8g、収率83.9%)を得た。前記黄色染料化合物は、LCMS分析(m/z 379(M+))により、その構造を確認した。 (Synthesis Example 5)
[Synthesis of yellow dye compound (5)]
After adding n-octanoyl chloride (19.5 g) dropwise to a mixture of 5-amino-anthra[9,1-cd]isothiazol-6-one (25.2 g), toluene (120 g), and pyridine (9.49 g), the mixture was heated to 110° C. and stirred for 1 hour. After cooling the mixture to room temperature, methanol (150 g) was added to precipitate. The mixture was filtered, and the filtered product was washed with methanol and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (5) (31.8 g, yield 83.9%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 379 (M + )).
[黄色染料化合物(5)の合成]
5-アミノ-アントラ[9,1-cd]イソチアゾール-6-オン(25.2g)とトルエン(120g)とピリジン(9.49g)の混合物にn-オクタノイルクロリド(19.5g)を滴下した後、110℃に昇温し、1時間撹拌した。この混合物を室温まで冷却後、メタノール(150g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノールで洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(5)で示される黄色染料化合物(31.8g、収率83.9%)を得た。前記黄色染料化合物は、LCMS分析(m/z 379(M+))により、その構造を確認した。 (Synthesis Example 5)
[Synthesis of yellow dye compound (5)]
After adding n-octanoyl chloride (19.5 g) dropwise to a mixture of 5-amino-anthra[9,1-cd]isothiazol-6-one (25.2 g), toluene (120 g), and pyridine (9.49 g), the mixture was heated to 110° C. and stirred for 1 hour. After cooling the mixture to room temperature, methanol (150 g) was added to precipitate. The mixture was filtered, and the filtered product was washed with methanol and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (5) (31.8 g, yield 83.9%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 379 (M + )).
(合成例6)
[黄色染料化合物(6)の合成]
n-オクタノイルクロリドの代わりに2-エチルヘキサノイルクロリド(19.5g)を用いること以外は合成例5と同様にして、下記式(6)で示される黄色染料化合物(33.1g、収率87.3%)を得た。前記黄色染料化合物は、LCMS分析(m/z 379(M+))により、その構造を確認した。 (Synthesis Example 6)
[Synthesis of yellow dye compound (6)]
A yellow dye compound (33.1 g, yield 87.3%) represented by the following formula (6) was obtained in the same manner as in Synthesis Example 5, except that 2-ethylhexanoyl chloride (19.5 g) was used instead of n-octanoyl chloride. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 379 (M + )).
[黄色染料化合物(6)の合成]
n-オクタノイルクロリドの代わりに2-エチルヘキサノイルクロリド(19.5g)を用いること以外は合成例5と同様にして、下記式(6)で示される黄色染料化合物(33.1g、収率87.3%)を得た。前記黄色染料化合物は、LCMS分析(m/z 379(M+))により、その構造を確認した。 (Synthesis Example 6)
[Synthesis of yellow dye compound (6)]
A yellow dye compound (33.1 g, yield 87.3%) represented by the following formula (6) was obtained in the same manner as in Synthesis Example 5, except that 2-ethylhexanoyl chloride (19.5 g) was used instead of n-octanoyl chloride. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 379 (M + )).
(合成例7)
[黄色染料化合物(7)の合成]
n-オクタノイルクロリドの代わりにn-ノナノイルクロリド(21.2g)を用いること以外は合成例5と同様にして、下記式(7)で示される黄色染料化合物(31.0g、収率78.9%)を得た。前記黄色染料化合物は、LCMS分析(m/z 393(M+))により、その構造を確認した。 (Synthesis Example 7)
[Synthesis of yellow dye compound (7)]
A yellow dye compound represented by the following formula (7) (31.0 g, yield 78.9%) was obtained in the same manner as in Synthesis Example 5, except that n-nonanoyl chloride (21.2 g) was used instead of n-octanoyl chloride. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 393 (M + )).
[黄色染料化合物(7)の合成]
n-オクタノイルクロリドの代わりにn-ノナノイルクロリド(21.2g)を用いること以外は合成例5と同様にして、下記式(7)で示される黄色染料化合物(31.0g、収率78.9%)を得た。前記黄色染料化合物は、LCMS分析(m/z 393(M+))により、その構造を確認した。 (Synthesis Example 7)
[Synthesis of yellow dye compound (7)]
A yellow dye compound represented by the following formula (7) (31.0 g, yield 78.9%) was obtained in the same manner as in Synthesis Example 5, except that n-nonanoyl chloride (21.2 g) was used instead of n-octanoyl chloride. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 393 (M + )).
(合成例8)
[黄色染料化合物(8)の合成]
2-ヘキシルデカン酸(30.8g)とトルエン(30g)の混合物に塩化チオニル(14.3g)とトルエン(20g)の混合物を滴下した。この混合物にピリジン(9.49g)とトルエン(30g)の混合物を1時間かけてゆっくりと滴下した後、110℃に昇温し、1時間撹拌した。反応混合物を室温まで冷却後、前記反応混合物へ5-アミノ-アントラ[9,1-cd]イソチアゾール-6-オン(25.2g)とトルエン(30g)の混合物を滴下した。反応混合物を110℃に昇温して2時間撹拌後、混合物から溶媒を減圧留去し、残渣にメタノール(100g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(8)で示される黄色染料化合物(36.7g、収率74.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 491(M+))により、その構造を確認した。 (Synthesis Example 8)
[Synthesis of yellow dye compound (8)]
A mixture of thionyl chloride (14.3 g) and toluene (20 g) was added dropwise to a mixture of 2-hexyldecanoic acid (30.8 g) and toluene (30 g). A mixture of pyridine (9.49 g) and toluene (30 g) was slowly added dropwise to this mixture over 1 hour, and then the mixture was heated to 110° C. and stirred for 1 hour. The reaction mixture was cooled to room temperature, and a mixture of 5-amino-anthra[9,1-cd]isothiazol-6-one (25.2 g) and toluene (30 g) was added dropwise to the reaction mixture. The reaction mixture was heated to 110° C. and stirred for 2 hours, after which the solvent was distilled off from the mixture under reduced pressure, and methanol (100 g) was added to the residue to cause precipitation. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less, to obtain a yellow dye compound represented by the following formula (8) (36.7 g, yield 74.7%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 491 (M + )).
[黄色染料化合物(8)の合成]
2-ヘキシルデカン酸(30.8g)とトルエン(30g)の混合物に塩化チオニル(14.3g)とトルエン(20g)の混合物を滴下した。この混合物にピリジン(9.49g)とトルエン(30g)の混合物を1時間かけてゆっくりと滴下した後、110℃に昇温し、1時間撹拌した。反応混合物を室温まで冷却後、前記反応混合物へ5-アミノ-アントラ[9,1-cd]イソチアゾール-6-オン(25.2g)とトルエン(30g)の混合物を滴下した。反応混合物を110℃に昇温して2時間撹拌後、混合物から溶媒を減圧留去し、残渣にメタノール(100g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(8)で示される黄色染料化合物(36.7g、収率74.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 491(M+))により、その構造を確認した。 (Synthesis Example 8)
[Synthesis of yellow dye compound (8)]
A mixture of thionyl chloride (14.3 g) and toluene (20 g) was added dropwise to a mixture of 2-hexyldecanoic acid (30.8 g) and toluene (30 g). A mixture of pyridine (9.49 g) and toluene (30 g) was slowly added dropwise to this mixture over 1 hour, and then the mixture was heated to 110° C. and stirred for 1 hour. The reaction mixture was cooled to room temperature, and a mixture of 5-amino-anthra[9,1-cd]isothiazol-6-one (25.2 g) and toluene (30 g) was added dropwise to the reaction mixture. The reaction mixture was heated to 110° C. and stirred for 2 hours, after which the solvent was distilled off from the mixture under reduced pressure, and methanol (100 g) was added to the residue to cause precipitation. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less, to obtain a yellow dye compound represented by the following formula (8) (36.7 g, yield 74.7%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 491 (M + )).
(合成例9)
[黄色染料化合物(9)の合成]
4-(アニリノ)-3-ニトロ-N-フェニルベンゼンスルホンアミド(9.84g)とDMF(15.7g)と炭酸カリウム(3.68g)と1-ブロモオクタン(7.73g)の混合物を80℃に昇温し、2時間撹拌した。反応混合物を室温まで冷却後、そこへ水100gを加えて固体を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(9)で示される黄色染料化合物(11.9g、収率92.8%)を得た。前記黄色染料化合物は、LCMS分析(m/z 482(M+))により、その構造を確認した。 (Synthesis Example 9)
[Synthesis of yellow dye compound (9)]
A mixture of 4-(anilino)-3-nitro-N-phenylbenzenesulfonamide (9.84 g), DMF (15.7 g), potassium carbonate (3.68 g), and 1-bromooctane (7.73 g) was heated to 80° C. and stirred for 2 hours. The reaction mixture was cooled to room temperature, and 100 g of water was added thereto to precipitate a solid. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less, to obtain a yellow dye compound represented by the following formula (9) (11.9 g, yield 92.8%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 482 (M+)).
[黄色染料化合物(9)の合成]
4-(アニリノ)-3-ニトロ-N-フェニルベンゼンスルホンアミド(9.84g)とDMF(15.7g)と炭酸カリウム(3.68g)と1-ブロモオクタン(7.73g)の混合物を80℃に昇温し、2時間撹拌した。反応混合物を室温まで冷却後、そこへ水100gを加えて固体を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(9)で示される黄色染料化合物(11.9g、収率92.8%)を得た。前記黄色染料化合物は、LCMS分析(m/z 482(M+))により、その構造を確認した。 (Synthesis Example 9)
[Synthesis of yellow dye compound (9)]
A mixture of 4-(anilino)-3-nitro-N-phenylbenzenesulfonamide (9.84 g), DMF (15.7 g), potassium carbonate (3.68 g), and 1-bromooctane (7.73 g) was heated to 80° C. and stirred for 2 hours. The reaction mixture was cooled to room temperature, and 100 g of water was added thereto to precipitate a solid. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less, to obtain a yellow dye compound represented by the following formula (9) (11.9 g, yield 92.8%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 482 (M+)).
(合成例10)
[黄色染料化合物(10)の合成]
1-ブロモオクタンの代わりに1-ブロモ-2-エチルヘキサン(7.73g)を用いること以外は合成例9と同様にして、下記式(10)で示される黄色染料化合物(11.5g、収率89.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 482(M+))により、その構造を確認した。 (Synthesis Example 10)
[Synthesis of yellow dye compound (10)]
A yellow dye compound (11.5 g, yield 89.7%) represented by the following formula (10) was obtained in the same manner as in Synthesis Example 9, except that 1-bromo-2-ethylhexane (7.73 g) was used instead of 1-bromooctane. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 482 (M + )).
[黄色染料化合物(10)の合成]
1-ブロモオクタンの代わりに1-ブロモ-2-エチルヘキサン(7.73g)を用いること以外は合成例9と同様にして、下記式(10)で示される黄色染料化合物(11.5g、収率89.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 482(M+))により、その構造を確認した。 (Synthesis Example 10)
[Synthesis of yellow dye compound (10)]
A yellow dye compound (11.5 g, yield 89.7%) represented by the following formula (10) was obtained in the same manner as in Synthesis Example 9, except that 1-bromo-2-ethylhexane (7.73 g) was used instead of 1-bromooctane. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 482 (M + )).
(合成例11)
[黄色染料化合物(11)の合成]
1-ブロモオクタンの代わりに1-ブロモドデカン(9.98g)を用いること以外は合成例9と同様にして、下記式(11)で示される黄色染料化合物(14.2g、収率99.4%)を得た。前記黄色染料化合物は、LCMS分析(m/z 538(M+))により、その構造を確認した。 (Synthesis Example 11)
[Synthesis of yellow dye compound (11)]
A yellow dye compound (14.2 g, yield 99.4%) represented by the following formula (11) was obtained in the same manner as in Synthesis Example 9, except that 1-bromododecane (9.98 g) was used instead of 1-bromooctane. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 538 (M + )).
[黄色染料化合物(11)の合成]
1-ブロモオクタンの代わりに1-ブロモドデカン(9.98g)を用いること以外は合成例9と同様にして、下記式(11)で示される黄色染料化合物(14.2g、収率99.4%)を得た。前記黄色染料化合物は、LCMS分析(m/z 538(M+))により、その構造を確認した。 (Synthesis Example 11)
[Synthesis of yellow dye compound (11)]
A yellow dye compound (14.2 g, yield 99.4%) represented by the following formula (11) was obtained in the same manner as in Synthesis Example 9, except that 1-bromododecane (9.98 g) was used instead of 1-bromooctane. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 538 (M + )).
(合成例12)
[黄色染料化合物(12)の合成]
1-ブロモオクタンの代わりに1-ブロモヘキサデカン(12.2g)を用いること以外は合成例9と同様にして、下記式(12)で示される黄色染料化合物(15.5g、収率98.5%)を得た。前記黄色染料化合物は、LCMS分析(m/z 594(M+))により、その構造を確認した。 (Synthesis Example 12)
[Synthesis of yellow dye compound (12)]
A yellow dye compound (15.5 g, yield 98.5%) represented by the following formula (12) was obtained in the same manner as in Synthesis Example 9, except that 1-bromohexadecane (12.2 g) was used instead of 1-bromooctane. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 594 (M + )).
[黄色染料化合物(12)の合成]
1-ブロモオクタンの代わりに1-ブロモヘキサデカン(12.2g)を用いること以外は合成例9と同様にして、下記式(12)で示される黄色染料化合物(15.5g、収率98.5%)を得た。前記黄色染料化合物は、LCMS分析(m/z 594(M+))により、その構造を確認した。 (Synthesis Example 12)
[Synthesis of yellow dye compound (12)]
A yellow dye compound (15.5 g, yield 98.5%) represented by the following formula (12) was obtained in the same manner as in Synthesis Example 9, except that 1-bromohexadecane (12.2 g) was used instead of 1-bromooctane. The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 594 (M + )).
(合成例13)
[黄色染料化合物(13)の合成]
2-ヘキシルデカン酸(30.8g)とトルエン(30g)の混合物に塩化チオニル(14.3g)とトルエン(20g)の混合物を滴下した。この混合物にピリジン(9.49g)とトルエン(30g)の混合物を1時間かけてゆっくりと滴下した後、110℃に昇温し、1時間撹拌した。反応混合物を室温まで冷却後、そこへ1-アミノアントラキノン(22.3g)とトルエン(30g)の混合物を加えた。反応混合物を110℃に昇温して2時間撹拌後、室温まで冷却し、24%水酸化ナトリウム水溶液10gを加え、水200gを加えて有機層を抽出した。この抽出物を飽和食塩水で洗浄した後、溶媒を減圧留去し、残渣にメタノール(200g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(13)で示される黄色染料化合物(41.0g、収率88.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 462(M+))により、その構造を確認した。 (Synthesis Example 13)
[Synthesis of yellow dye compound (13)]
A mixture of thionyl chloride (14.3 g) and toluene (20 g) was added dropwise to a mixture of 2-hexyldecanoic acid (30.8 g) and toluene (30 g). A mixture of pyridine (9.49 g) and toluene (30 g) was slowly added dropwise to this mixture over 1 hour, and then the mixture was heated to 110° C. and stirred for 1 hour. The reaction mixture was cooled to room temperature, and then a mixture of 1-aminoanthraquinone (22.3 g) and toluene (30 g) was added thereto. The reaction mixture was heated to 110° C. and stirred for 2 hours, and then cooled to room temperature, and 10 g of a 24% aqueous sodium hydroxide solution was added, and 200 g of water was added to extract the organic layer. This extract was washed with saturated saline, and then the solvent was distilled off under reduced pressure, and methanol (200 g) was added to the residue to precipitate. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (13) (41.0 g, yield 88.7%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 462 (M + )).
[黄色染料化合物(13)の合成]
2-ヘキシルデカン酸(30.8g)とトルエン(30g)の混合物に塩化チオニル(14.3g)とトルエン(20g)の混合物を滴下した。この混合物にピリジン(9.49g)とトルエン(30g)の混合物を1時間かけてゆっくりと滴下した後、110℃に昇温し、1時間撹拌した。反応混合物を室温まで冷却後、そこへ1-アミノアントラキノン(22.3g)とトルエン(30g)の混合物を加えた。反応混合物を110℃に昇温して2時間撹拌後、室温まで冷却し、24%水酸化ナトリウム水溶液10gを加え、水200gを加えて有機層を抽出した。この抽出物を飽和食塩水で洗浄した後、溶媒を減圧留去し、残渣にメタノール(200g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(13)で示される黄色染料化合物(41.0g、収率88.7%)を得た。前記黄色染料化合物は、LCMS分析(m/z 462(M+))により、その構造を確認した。 (Synthesis Example 13)
[Synthesis of yellow dye compound (13)]
A mixture of thionyl chloride (14.3 g) and toluene (20 g) was added dropwise to a mixture of 2-hexyldecanoic acid (30.8 g) and toluene (30 g). A mixture of pyridine (9.49 g) and toluene (30 g) was slowly added dropwise to this mixture over 1 hour, and then the mixture was heated to 110° C. and stirred for 1 hour. The reaction mixture was cooled to room temperature, and then a mixture of 1-aminoanthraquinone (22.3 g) and toluene (30 g) was added thereto. The reaction mixture was heated to 110° C. and stirred for 2 hours, and then cooled to room temperature, and 10 g of a 24% aqueous sodium hydroxide solution was added, and 200 g of water was added to extract the organic layer. This extract was washed with saturated saline, and then the solvent was distilled off under reduced pressure, and methanol (200 g) was added to the residue to precipitate. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (13) (41.0 g, yield 88.7%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 462 (M + )).
(合成例14)
[黄色染料化合物(14)の合成]
2-ヘキシルデカン酸(61.6g)とトルエン(60g)の混合物に塩化チオニル(28.6g)とトルエン(40g)の混合物を滴下した。この混合物にピリジン(19.0g)とトルエン(60g)の混合物を1時間かけてゆっくりと滴下した後、110℃に昇温し、1時間撹拌した。反応混合物を室温まで冷却後、そこへ1,5-ジアミノアントラキノン(23.8g)とトルエン(30g)の混合物を加えた。反応混合物を110℃に昇温して2時間撹拌後、室温まで冷却し、24%水酸化ナトリウム水溶液20gを加え、水300gを加えて有機層を抽出した。この抽出物を飽和食塩水で洗浄した後、溶媒を減圧留去し、残渣へメタノール(300g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(14)で示される黄色染料化合物(22.6g、収率31.6%)を得た。前記黄色染料化合物は、LCMS分析(m/z 715(M+))により、その構造を確認した。 (Synthesis Example 14)
[Synthesis of yellow dye compound (14)]
A mixture of thionyl chloride (28.6 g) and toluene (40 g) was added dropwise to a mixture of 2-hexyldecanoic acid (61.6 g) and toluene (60 g). A mixture of pyridine (19.0 g) and toluene (60 g) was slowly added dropwise to this mixture over 1 hour, and then the mixture was heated to 110°C and stirred for 1 hour. The reaction mixture was cooled to room temperature, and then a mixture of 1,5-diaminoanthraquinone (23.8 g) and toluene (30 g) was added thereto. The reaction mixture was heated to 110°C and stirred for 2 hours, and then cooled to room temperature, and 20 g of a 24% aqueous sodium hydroxide solution was added, and 300 g of water was added to extract the organic layer. This extract was washed with saturated saline, and then the solvent was distilled off under reduced pressure, and methanol (300 g) was added to the residue to cause precipitation. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (14) (22.6 g, yield 31.6%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 715 (M + )).
[黄色染料化合物(14)の合成]
2-ヘキシルデカン酸(61.6g)とトルエン(60g)の混合物に塩化チオニル(28.6g)とトルエン(40g)の混合物を滴下した。この混合物にピリジン(19.0g)とトルエン(60g)の混合物を1時間かけてゆっくりと滴下した後、110℃に昇温し、1時間撹拌した。反応混合物を室温まで冷却後、そこへ1,5-ジアミノアントラキノン(23.8g)とトルエン(30g)の混合物を加えた。反応混合物を110℃に昇温して2時間撹拌後、室温まで冷却し、24%水酸化ナトリウム水溶液20gを加え、水300gを加えて有機層を抽出した。この抽出物を飽和食塩水で洗浄した後、溶媒を減圧留去し、残渣へメタノール(300g)を加えることで沈殿を析出させた。この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(14)で示される黄色染料化合物(22.6g、収率31.6%)を得た。前記黄色染料化合物は、LCMS分析(m/z 715(M+))により、その構造を確認した。 (Synthesis Example 14)
[Synthesis of yellow dye compound (14)]
A mixture of thionyl chloride (28.6 g) and toluene (40 g) was added dropwise to a mixture of 2-hexyldecanoic acid (61.6 g) and toluene (60 g). A mixture of pyridine (19.0 g) and toluene (60 g) was slowly added dropwise to this mixture over 1 hour, and then the mixture was heated to 110°C and stirred for 1 hour. The reaction mixture was cooled to room temperature, and then a mixture of 1,5-diaminoanthraquinone (23.8 g) and toluene (30 g) was added thereto. The reaction mixture was heated to 110°C and stirred for 2 hours, and then cooled to room temperature, and 20 g of a 24% aqueous sodium hydroxide solution was added, and 300 g of water was added to extract the organic layer. This extract was washed with saturated saline, and then the solvent was distilled off under reduced pressure, and methanol (300 g) was added to the residue to cause precipitation. The mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (14) (22.6 g, yield 31.6%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 715 (M + )).
(合成例15)
[黄色染料化合物(15)の合成]
1-アミノアントラキノン(22.3g)とシアヌル酸クロリド(18.4g)とN-メチル-2-ピロリドン(NMP)(100g)の混合物を60℃に昇温し、2時間撹拌した。反応混合物を室温まで冷却し、水200gを加えて沈殿を析出させた。この混合物を濾別し、ろ取物を水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥した。得られた固体にDMF(60g)とトリエチルアミン(8.1g)と2-エチルヘキシルアミン(12.4g)を加えて90℃に昇温し、2時間撹拌した。混合物を室温まで冷却し、30%硫酸20g、次いで水100gを加えて沈殿を析出させた。この混合物を濾別し、ろ取物を水で洗浄した。この粗生成物にメタノール(60g)を加え、60℃で30分撹拌した。室温まで冷却した後、この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(15)で示される黄色染料化合物(14.4g、収率25.9%)を得た。前記黄色染料化合物は、LCMS分析(m/z 557(M+))により、その構造を確認した。 (Synthesis Example 15)
[Synthesis of yellow dye compound (15)]
A mixture of 1-aminoanthraquinone (22.3 g), cyanuric chloride (18.4 g), and N-methyl-2-pyrrolidone (NMP) (100 g) was heated to 60°C and stirred for 2 hours. The reaction mixture was cooled to room temperature, and 200 g of water was added to precipitate. The mixture was filtered, the filtered product was washed with water, and dried at 60°C until the moisture content was 1.0 wt% or less. DMF (60 g), triethylamine (8.1 g), and 2-ethylhexylamine (12.4 g) were added to the obtained solid, and the mixture was heated to 90°C and stirred for 2 hours. The mixture was cooled to room temperature, and 20 g of 30% sulfuric acid was added, followed by 100 g of water to precipitate. The mixture was filtered, and the filtered product was washed with water. Methanol (60 g) was added to this crude product, and the mixture was stirred at 60°C for 30 minutes. After cooling to room temperature, the mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (15) (14.4 g, yield 25.9%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 557 (M + )).
[黄色染料化合物(15)の合成]
1-アミノアントラキノン(22.3g)とシアヌル酸クロリド(18.4g)とN-メチル-2-ピロリドン(NMP)(100g)の混合物を60℃に昇温し、2時間撹拌した。反応混合物を室温まで冷却し、水200gを加えて沈殿を析出させた。この混合物を濾別し、ろ取物を水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥した。得られた固体にDMF(60g)とトリエチルアミン(8.1g)と2-エチルヘキシルアミン(12.4g)を加えて90℃に昇温し、2時間撹拌した。混合物を室温まで冷却し、30%硫酸20g、次いで水100gを加えて沈殿を析出させた。この混合物を濾別し、ろ取物を水で洗浄した。この粗生成物にメタノール(60g)を加え、60℃で30分撹拌した。室温まで冷却した後、この混合物を濾別し、ろ取物をメタノール、次いで水で洗浄し、水分が1.0wt%以下になるまで60℃で乾燥して下記式(15)で示される黄色染料化合物(14.4g、収率25.9%)を得た。前記黄色染料化合物は、LCMS分析(m/z 557(M+))により、その構造を確認した。 (Synthesis Example 15)
[Synthesis of yellow dye compound (15)]
A mixture of 1-aminoanthraquinone (22.3 g), cyanuric chloride (18.4 g), and N-methyl-2-pyrrolidone (NMP) (100 g) was heated to 60°C and stirred for 2 hours. The reaction mixture was cooled to room temperature, and 200 g of water was added to precipitate. The mixture was filtered, the filtered product was washed with water, and dried at 60°C until the moisture content was 1.0 wt% or less. DMF (60 g), triethylamine (8.1 g), and 2-ethylhexylamine (12.4 g) were added to the obtained solid, and the mixture was heated to 90°C and stirred for 2 hours. The mixture was cooled to room temperature, and 20 g of 30% sulfuric acid was added, followed by 100 g of water to precipitate. The mixture was filtered, and the filtered product was washed with water. Methanol (60 g) was added to this crude product, and the mixture was stirred at 60°C for 30 minutes. After cooling to room temperature, the mixture was filtered, and the filtered product was washed with methanol and then with water, and dried at 60° C. until the moisture content was 1.0 wt % or less to obtain a yellow dye compound represented by the following formula (15) (14.4 g, yield 25.9%). The structure of the yellow dye compound was confirmed by LCMS analysis (m/z 557 (M + )).
合成例で記載した染料化合物を表1乃至表2に示す。
The dye compounds described in the synthesis examples are shown in Tables 1 and 2.
<染色例>
表1乃至表2に記載した化合物を使用して超臨界二酸化炭素染色法によりポリプロピレン布、またはポリエチレン布の染色を行った。 <Dyeing example>
Using the compounds shown in Tables 1 and 2, polypropylene fabric or polyethylene fabric was dyed by the supercritical carbon dioxide dyeing method.
表1乃至表2に記載した化合物を使用して超臨界二酸化炭素染色法によりポリプロピレン布、またはポリエチレン布の染色を行った。 <Dyeing example>
Using the compounds shown in Tables 1 and 2, polypropylene fabric or polyethylene fabric was dyed by the supercritical carbon dioxide dyeing method.
(ポリプロピレン布の超臨界二酸化炭素染色)
(染色例P1)
染色に使用した超臨界二酸化炭素染色装置を図1に示す。
染色装置は、液体CO2ボンベ(1)、フィルター(2)、冷却ジャケット(3)、冷却器(4)、高圧ポンプ(5)、予熱器(6)、圧力ゲージ(7乃至9)、磁気駆動部(10)、DCモーター(11)、安全弁(12、13)、停止弁(14乃至18)、ニードル弁(19)、加熱器(20)から構成される。 (Supercritical carbon dioxide dyeing of polypropylene fabric)
(Dyeing example P1)
The supercritical carbon dioxide dyeing apparatus used for dyeing is shown in Figure 1.
The dyeing apparatus is composed of a liquid CO2 cylinder (1), a filter (2), a cooling jacket (3), a cooler (4), a high-pressure pump (5), a preheater (6), pressure gauges (7 to 9), a magnetic drive unit (10), a DC motor (11), safety valves (12, 13), stop valves (14 to 18), a needle valve (19), and a heater (20).
(染色例P1)
染色に使用した超臨界二酸化炭素染色装置を図1に示す。
染色装置は、液体CO2ボンベ(1)、フィルター(2)、冷却ジャケット(3)、冷却器(4)、高圧ポンプ(5)、予熱器(6)、圧力ゲージ(7乃至9)、磁気駆動部(10)、DCモーター(11)、安全弁(12、13)、停止弁(14乃至18)、ニードル弁(19)、加熱器(20)から構成される。 (Supercritical carbon dioxide dyeing of polypropylene fabric)
(Dyeing example P1)
The supercritical carbon dioxide dyeing apparatus used for dyeing is shown in Figure 1.
The dyeing apparatus is composed of a liquid CO2 cylinder (1), a filter (2), a cooling jacket (3), a cooler (4), a high-pressure pump (5), a preheater (6), pressure gauges (7 to 9), a magnetic drive unit (10), a DC motor (11), safety valves (12, 13), stop valves (14 to 18), a needle valve (19), and a heater (20).
ポリプロピレン布を約50乃至70gに切断および秤量し、内側から綿布、ポリプロピレン布、綿布の順にパンチ穴を有するステンレスシリンダー(21)に巻いた後、綿糸で緩く固定した。内側の綿布はアンダークロス、外側の綿布はカバークロスである。
The polypropylene cloth was cut into pieces of approximately 50 to 70 g, weighed, and wrapped around a stainless steel cylinder (21) with punched holes in the order of cotton cloth, polypropylene cloth, and cotton cloth from the inside, and then loosely secured with cotton thread. The inner cotton cloth was the undercloth, and the outer cotton cloth was the cover cloth.
耐圧ステンレス槽(22)に、前述の布試料(綿布、ポリプロピレン布、綿布)を巻き付けたステンレスシリンダーを固定し、ポリプロピレン布の質量に対して0.3質量%に相当する合成例1で得られた黄色染料化合物1を紙ワイプに包み、ステンレスシリンダー上部の流体通路に置いた。耐圧ステンレス槽の容積は2230cm3であった。染色装置内の弁をすべて閉じ、予熱器により120℃まで加熱した。
A stainless steel cylinder wrapped with the above-mentioned fabric samples (cotton fabric, polypropylene fabric, cotton fabric) was fixed to a pressure-resistant stainless steel tank (22), and the yellow dye compound 1 obtained in Synthesis Example 1, which corresponds to 0.3% by mass relative to the mass of the polypropylene fabric, was wrapped in a paper wipe and placed in the fluid passage at the top of the stainless steel cylinder. The volume of the pressure-resistant stainless steel tank was 2230 cm3 . All valves in the dyeing apparatus were closed, and the tank was heated to 120°C by a preheater.
染色温度に達した後、停止弁(14)及び(16)を開き、耐圧ステンレス槽内に冷却ジャケットを介した高圧ポンプを用いて液体二酸化炭素1.13kgを流入した。その後、停止弁(14)及び(16)を閉じ、耐圧ステンレス槽内下部のインペラと磁気駆動部で循環させた。磁気駆動部の回転速度は750rpm、循環方向はシリンダーの内側から外側方向である。
After the dyeing temperature was reached, the stop valves (14) and (16) were opened, and 1.13 kg of liquid carbon dioxide was introduced into the pressure-resistant stainless steel tank using a high-pressure pump connected via a cooling jacket. After that, the stop valves (14) and (16) were closed, and the liquid was circulated by the impeller and magnetic drive unit at the bottom of the pressure-resistant stainless steel tank. The rotation speed of the magnetic drive unit was 750 rpm, and the circulation direction was from the inside to the outside of the cylinder.
耐圧ステンレス槽内が所定の温度、圧力(120℃,25MPa)に達した後、これらの温度、圧力条件を60分間維持することでポリプロピレン布を染色した。染色後、停止弁(18)を開きニードル弁を徐々に開いて耐圧ステンレス槽内の二酸化炭素を放出し、耐圧ステンレス槽内圧力を25MPaから大気圧まで低下させた。循環は二酸化炭素の臨界圧(約8MPa)になるまで継続した。その後耐圧ステンレス槽内のポリプロピレン黄色染色布を取り出した。
After the pressure-resistant stainless steel tank reached the specified temperature and pressure (120°C, 25 MPa), these temperature and pressure conditions were maintained for 60 minutes to dye the polypropylene cloth. After dyeing, the stop valve (18) was opened and the needle valve was gradually opened to release the carbon dioxide from the pressure-resistant stainless steel tank, lowering the pressure inside the tank from 25 MPa to atmospheric pressure. Circulation continued until the carbon dioxide reached its critical pressure (approximately 8 MPa). The yellow-dyed polypropylene cloth was then removed from the pressure-resistant stainless steel tank.
(染色例P2乃至P14)
染色例P1に記載する染料化合物1を表1乃至表2に記載した染料化合物に変更したこと以外は、染色例P1と同様の染色手順によりポリプロピレン黄色染色布を得た。染色例P1乃至P14で使用した染料化合物を表3乃至表4に示す。 (Dyeing examples P2 to P14)
A yellow dyed polypropylene fabric was obtained by the same dyeing procedure as in Dyeing Example P1, except that thedye compound 1 described in Dyeing Example P1 was changed to the dye compound described in Tables 1 and 2. The dye compounds used in Dyeing Examples P1 to P14 are shown in Tables 3 and 4.
染色例P1に記載する染料化合物1を表1乃至表2に記載した染料化合物に変更したこと以外は、染色例P1と同様の染色手順によりポリプロピレン黄色染色布を得た。染色例P1乃至P14で使用した染料化合物を表3乃至表4に示す。 (Dyeing examples P2 to P14)
A yellow dyed polypropylene fabric was obtained by the same dyeing procedure as in Dyeing Example P1, except that the
染色例P1乃至P14で得られたポリプロピレン染色布について、染色性評価、耐光堅牢度試験、昇華堅牢度試験、洗濯堅牢度試験、汗堅牢度試験、摩擦堅牢度試験及びホットプレッシングに対する堅牢度試験を行った。
The polypropylene dyed fabrics obtained in dyeing examples P1 to P14 were subjected to dyeability evaluation, light fastness test, sublimation fastness test, washing fastness test, sweat fastness test, friction fastness test, and hot pressing fastness test.
(1)染色性評価
染色性は染色布の測色により得られたTotalK/S値、K/S値(極大波長で測定)及び染色後の染料残渣を目視により評価した。染色布の測色は積分球分光光度計 Color-Eye 5(グレタグマクベス社製)を用い、白色紙上に染色布を糊付し、観察光源D65、2度視野にて行った。 (1) Dyeability Evaluation Dyeability was evaluated based on the total K/S value and K/S value (measured at the maximum wavelength) obtained by color measurement of the dyed fabric, and by visual inspection of the dye residue after dyeing. The color of the dyed fabric was measured using an integrating sphere spectrophotometer Color-Eye 5 (manufactured by GretagMacbeth) with the dyed fabric glued onto white paper, under an observation light source of D65 and a 2-degree visual field.
染色性は染色布の測色により得られたTotalK/S値、K/S値(極大波長で測定)及び染色後の染料残渣を目視により評価した。染色布の測色は積分球分光光度計 Color-Eye 5(グレタグマクベス社製)を用い、白色紙上に染色布を糊付し、観察光源D65、2度視野にて行った。 (1) Dyeability Evaluation Dyeability was evaluated based on the total K/S value and K/S value (measured at the maximum wavelength) obtained by color measurement of the dyed fabric, and by visual inspection of the dye residue after dyeing. The color of the dyed fabric was measured using an integrating sphere spectrophotometer Color-Eye 5 (manufactured by GretagMacbeth) with the dyed fabric glued onto white paper, under an observation light source of D65 and a 2-degree visual field.
(2)耐光堅牢度試験
耐光堅牢度試験はJIS L0842:2004に準じた紫外線カーボンアーク灯法で行った。試験方法の概略は次のとおりである。紫外線フェードメータ U48(スガ試験機(株)製)を用いて、ブラックパネル温度63±3℃の条件下で、染色布に20時間露光後、変褪色の判定を行った。 (2) Light fastness test The light fastness test was performed by the ultraviolet carbon arc lamp method according to JIS L0842: 2004. The outline of the test method is as follows: Using an ultraviolet fade meter U48 (manufactured by Suga Test Instruments Co., Ltd.), the dyed fabric was exposed to light for 20 hours under the condition of a black panel temperature of 63±3° C., and then discoloration was judged.
耐光堅牢度試験はJIS L0842:2004に準じた紫外線カーボンアーク灯法で行った。試験方法の概略は次のとおりである。紫外線フェードメータ U48(スガ試験機(株)製)を用いて、ブラックパネル温度63±3℃の条件下で、染色布に20時間露光後、変褪色の判定を行った。 (2) Light fastness test The light fastness test was performed by the ultraviolet carbon arc lamp method according to JIS L0842: 2004. The outline of the test method is as follows: Using an ultraviolet fade meter U48 (manufactured by Suga Test Instruments Co., Ltd.), the dyed fabric was exposed to light for 20 hours under the condition of a black panel temperature of 63±3° C., and then discoloration was judged.
(3)昇華堅牢度試験
昇華堅牢度試験はJIS L0854:2013に準じた方法で行った。試験方法の概略は次の通りである。染色布をナイロン布に挟み、12.5kPaの荷重下で、120±2℃で80分間保持後、変退色およびナイロン布への汚染の判定を行った。 (3) Sublimation Fastness Test The sublimation fastness test was performed according to JIS L0854: 2013. The outline of the test method is as follows: The dyed fabric was sandwiched between nylon fabrics and held at 120±2° C. for 80 minutes under a load of 12.5 kPa, and then the discoloration and staining of the nylon fabric were evaluated.
昇華堅牢度試験はJIS L0854:2013に準じた方法で行った。試験方法の概略は次の通りである。染色布をナイロン布に挟み、12.5kPaの荷重下で、120±2℃で80分間保持後、変退色およびナイロン布への汚染の判定を行った。 (3) Sublimation Fastness Test The sublimation fastness test was performed according to JIS L0854: 2013. The outline of the test method is as follows: The dyed fabric was sandwiched between nylon fabrics and held at 120±2° C. for 80 minutes under a load of 12.5 kPa, and then the discoloration and staining of the nylon fabric were evaluated.
(4)洗濯堅牢度試験
洗濯堅牢度試験はJIS L0844:2011(A-2号)に準じた方法で行った。試験方法の概略は次の通りである。染色布に多織交織布を添付し、石けんの存在下、50±2℃の条件下で30分間洗濯を行い、変退色および多織交織布の綿部分とナイロン部分への汚染の判定を行った。また洗濯後の残液の汚染の判定を行った。 (4) Washing fastness test The washing fastness test was performed according to JIS L0844:2011 (A-2). The outline of the test method is as follows. A multi-woven fabric was attached to the dyed fabric, and washed for 30 minutes at 50±2°C in the presence of soap, and discoloration and staining of the cotton and nylon parts of the multi-woven fabric were evaluated. In addition, staining of the residual liquid after washing was evaluated.
洗濯堅牢度試験はJIS L0844:2011(A-2号)に準じた方法で行った。試験方法の概略は次の通りである。染色布に多織交織布を添付し、石けんの存在下、50±2℃の条件下で30分間洗濯を行い、変退色および多織交織布の綿部分とナイロン部分への汚染の判定を行った。また洗濯後の残液の汚染の判定を行った。 (4) Washing fastness test The washing fastness test was performed according to JIS L0844:2011 (A-2). The outline of the test method is as follows. A multi-woven fabric was attached to the dyed fabric, and washed for 30 minutes at 50±2°C in the presence of soap, and discoloration and staining of the cotton and nylon parts of the multi-woven fabric were evaluated. In addition, staining of the residual liquid after washing was evaluated.
(5)汗堅牢度試験
汗堅牢度試験はJIS L0848:2004に準じた方法で行った。試験方法の概略は次の通りである。染色布に多織交織布を添付し、酸性人工汗液またはアルカリ性人工汗液に30分間浸漬した後、12.5kPaの荷重下で、37±2℃で4時間保持後、60℃以下で乾燥し、変退色および多織交織布の綿部分とナイロン部分への汚染の判定を行った。 (5) Sweat fastness test Sweat fastness test was performed according to JIS L0848: 2004. The outline of the test method is as follows: A multi-woven fabric was attached to the dyed fabric, and the fabric was immersed in acidic artificial sweat or alkaline artificial sweat for 30 minutes, and then kept at 37±2°C for 4 hours under a load of 12.5 kPa, and then dried at 60°C or less, and the discoloration and staining of the cotton and nylon parts of the multi-woven fabric were evaluated.
汗堅牢度試験はJIS L0848:2004に準じた方法で行った。試験方法の概略は次の通りである。染色布に多織交織布を添付し、酸性人工汗液またはアルカリ性人工汗液に30分間浸漬した後、12.5kPaの荷重下で、37±2℃で4時間保持後、60℃以下で乾燥し、変退色および多織交織布の綿部分とナイロン部分への汚染の判定を行った。 (5) Sweat fastness test Sweat fastness test was performed according to JIS L0848: 2004. The outline of the test method is as follows: A multi-woven fabric was attached to the dyed fabric, and the fabric was immersed in acidic artificial sweat or alkaline artificial sweat for 30 minutes, and then kept at 37±2°C for 4 hours under a load of 12.5 kPa, and then dried at 60°C or less, and the discoloration and staining of the cotton and nylon parts of the multi-woven fabric were evaluated.
(6)摩擦堅牢度試験
摩擦堅牢度試験はJIS L0849:2013に準じた方法で行った。試験方法の概略は次の通りである。摩擦堅牢度試験機RT-300((株)大栄科学精器製作所製)を用いて、染色布を、乾燥状態の綿布または湿潤状態の綿布で2Nの荷重をかけて100回往復摩擦を行い、綿布への着色の判定を行った。 (6) Friction Fastness Test The friction fastness test was performed according to JIS L0849:2013. The outline of the test method is as follows. Using a friction fastness tester RT-300 (manufactured by Daiei Scientific Instruments Co., Ltd.), the dyed fabric was rubbed back and forth 100 times with a dry cotton fabric or a wet cotton fabric under a load of 2N, and the coloring of the cotton fabric was judged.
摩擦堅牢度試験はJIS L0849:2013に準じた方法で行った。試験方法の概略は次の通りである。摩擦堅牢度試験機RT-300((株)大栄科学精器製作所製)を用いて、染色布を、乾燥状態の綿布または湿潤状態の綿布で2Nの荷重をかけて100回往復摩擦を行い、綿布への着色の判定を行った。 (6) Friction Fastness Test The friction fastness test was performed according to JIS L0849:2013. The outline of the test method is as follows. Using a friction fastness tester RT-300 (manufactured by Daiei Scientific Instruments Co., Ltd.), the dyed fabric was rubbed back and forth 100 times with a dry cotton fabric or a wet cotton fabric under a load of 2N, and the coloring of the cotton fabric was judged.
(7)ホットプレッシングに対する堅牢度試験
ホットプレッシングに対する堅牢度試験はJIS L0850:2015(A-2号 乾燥)に準じた方法で行った。試験方法の概略は次のとおりである。綿布の上に染色布を重ね、150℃の加熱板により4±1kPaの荷重下で、15秒間保持後、変退色および綿布への汚染の判定を行った。 (7) Fastness test against hot pressing Fastness test against hot pressing was performed according to JIS L0850:2015 (A-2, dry). The outline of the test method is as follows: A dyed cloth was placed on top of a cotton cloth, and the cloth was held for 15 seconds under a load of 4±1 kPa by a heating plate at 150°C, and then the discoloration and staining of the cotton cloth were evaluated.
ホットプレッシングに対する堅牢度試験はJIS L0850:2015(A-2号 乾燥)に準じた方法で行った。試験方法の概略は次のとおりである。綿布の上に染色布を重ね、150℃の加熱板により4±1kPaの荷重下で、15秒間保持後、変退色および綿布への汚染の判定を行った。 (7) Fastness test against hot pressing Fastness test against hot pressing was performed according to JIS L0850:2015 (A-2, dry). The outline of the test method is as follows: A dyed cloth was placed on top of a cotton cloth, and the cloth was held for 15 seconds under a load of 4±1 kPa by a heating plate at 150°C, and then the discoloration and staining of the cotton cloth were evaluated.
式(I)の化合物の染色例についての評価結果を表5に、式(I)の化合物以外の染料化合物の染色例についての評価結果を表6に示す。
Table 5 shows the evaluation results for dyeing examples using the compound of formula (I), and Table 6 shows the evaluation results for dyeing examples using dye compounds other than the compound of formula (I).
式(I)の化合物の染色性について、染色例P1乃至P3で用いたR1及びR2がそれぞれ独立して、分岐していてもよい炭素数4乃至8のアルキル基または炭素数7乃至12のアラルキル基であり、R3、R4、R5、およびR6はそれぞれ独立して、水素原子または分岐していてもよい炭素数1乃至4のアルキル基である化合物の染色性は良好であった。
Regarding the dyeing property of the compound of formula (I), the dyeing property of the compound used in Dyeing Examples P1 to P3, in which R 1 and R 2 are each independently an optionally branched alkyl group having 4 to 8 carbon atoms or an optionally branched aralkyl group having 7 to 12 carbon atoms, and R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an optionally branched alkyl group having 1 to 4 carbon atoms, was good.
しかし染色例P4乃至P14で用いた式(I)の化合物以外の染料化合物の染色性は不良であった。
However, the dyeing properties of the dye compounds other than the compound of formula (I) used in dyeing examples P4 to P14 were poor.
また式(I)の化合物の各堅牢度について、染色例P1またはP2で用いたR1及びR2がそれぞれ独立して、分岐していてもよい炭素数4乃至8のアルキル基であり、R3、R4、R5、およびR6はそれぞれ独立して、水素原子または分岐していてもよい炭素数1乃至4のアルキル基である化合物の各堅牢度は良好であった。
Regarding each fastness of the compound of formula (I), the compound used in Dyeing Example P1 or P2, in which R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms which may be branched, and R 3 , R 4 , R 5 , and R 6 are each independently a hydrogen atom or an alkyl group having 1 to 4 carbon atoms which may be branched, had good fastness.
以上、本発明は上述の実施の形態に限定されるものではなく、実施の形態の構成を適宜組み合わせたものや置換したものについても本発明に含まれるものである。
The present invention is not limited to the above-mentioned embodiments, and suitable combinations or substitutions of the configurations of the embodiments are also included in the present invention.
また、当業者の知識に基づいて実施の形態における組合せや工程の順番を適宜組み替えることや各種の設計変更等の変形を実施の形態に対して加えることも可能であり、そのような変形が加えられた実施の形態も本発明の範囲に含まれうる。
Furthermore, it is possible for a person skilled in the art to rearrange the combinations and order of steps in the embodiments as appropriate based on his or her knowledge, and to make various design changes and other modifications to the embodiments, and such modified embodiments are also within the scope of the present invention.
本発明は、衣服、下着、帽子、靴下、手袋、スポーツ用衣料等の衣料品、座席シート等の車両内装材、カーペット、カーテン、マット、ソファーカバー、クッションカバー等のインテリア用品などに用いる繊維を染色するのに利用することができる。
The present invention can be utilized for dyeing fibers used in clothing such as clothes, underwear, hats, socks, gloves, and sportswear, vehicle interior materials such as seat covers, and interior goods such as carpets, curtains, mats, sofa covers, and cushion covers.
The present invention can be utilized for dyeing fibers used in clothing such as clothes, underwear, hats, socks, gloves, and sportswear, vehicle interior materials such as seat covers, and interior goods such as carpets, curtains, mats, sofa covers, and cushion covers.
Claims (38)
- 下記一般式(I)の化合物を含む、超臨界二酸化炭素を用いて繊維を染色するための染料。
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] A dye for dyeing fibers using supercritical carbon dioxide, comprising a compound represented by the following general formula (I):
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.] - 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 each independently represent an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 each independently represent an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 each independently represent an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基である、請求項1に記載の染料。 2. The dye according to claim 1, wherein in formula (I), R1 and R2 each independently represent an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 超臨界二酸化炭素を用いた繊維の染色方法であって、
請求項1乃至17に記載の染料を用いて超臨界二酸化炭素存在下に繊維を染色する工程を含む方法。 A method for dyeing a fiber using supercritical carbon dioxide, comprising the steps of:
A process comprising the step of dyeing a fiber with a dye according to any one of claims 1 to 17 in the presence of supercritical carbon dioxide. - 前記染色工程は、31℃以上かつ7.4MPa以上の圧力で行われる請求項18に記載の染色方法。 The dyeing method according to claim 18, wherein the dyeing process is carried out at 31°C or higher and a pressure of 7.4 MPa or higher.
- 繊維に対する前記染料の濃度は、0.1乃至6.0%o.m.f.(on the mass of fiber)の範囲である請求項18または19に記載の染色方法。 20. The dyeing method according to claim 18 or 19, wherein the concentration of the dye on the fiber is in the range of 0.1 to 6.0% o.m.f. (on the mass of fiber).
- 請求項18~20のいずれか一項に記載の染色方法により染色された繊維。 A fiber dyed by the dyeing method according to any one of claims 18 to 20.
- 下記一般式(I)の化合物。
R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基を表し、
R3、R4、R5、およびR6はそれぞれ独立して、水素原子または炭素数1乃至4のアルキル基を表す。] A compound represented by the following general formula (I):
R 1 and R 2 each independently represent an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms;
R 3 , R 4 , R 5 , and R 6 each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms.] - 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 14 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至14のアルキル基、または炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 14 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至12のアルキル基、または炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 12 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至10のアルキル基、または炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 10 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至12のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至12のアラルキル基である、請求項22に記載の化合物 The compound according to claim 22, wherein in the formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 12 carbon atoms, or an aralkyl group having 7 to 12 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至10のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至10のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 10 carbon atoms, or an aralkyl group having 7 to 10 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7のアラルキル基または炭素数1乃至4のアルキル基で置換された炭素数7のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 carbon atoms, or an aralkyl group having 7 carbon atoms substituted with an alkyl group having 1 to 4 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、炭素数7乃至9のアラルキル基または炭素数1乃至2のアルキル基で置換された炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms, an aralkyl group having 7 to 9 carbon atoms, or an aralkyl group having 7 to 9 carbon atoms substituted with an alkyl group having 1 to 2 carbon atoms.
- 前記式(I)中、R1及びR2はそれぞれ独立して、炭素数4乃至8のアルキル基、または炭素数7乃至9のアラルキル基である、請求項22に記載の化合物。 The compound according to claim 22, wherein in formula (I), R 1 and R 2 are each independently an alkyl group having 4 to 8 carbon atoms or an aralkyl group having 7 to 9 carbon atoms.
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Citations (10)
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JPS5978895A (en) * | 1982-10-28 | 1984-05-07 | Mitsubishi Chem Ind Ltd | Coloring matter for heat-sensitive transfer recording |
JPS60253596A (en) * | 1984-05-30 | 1985-12-14 | Sumitomo Chem Co Ltd | Sublimable transfer body |
JPS61148096A (en) * | 1984-12-24 | 1986-07-05 | Mitsubishi Chem Ind Ltd | Transfer sheet |
JPS6364044A (en) * | 1986-09-05 | 1988-03-22 | Fuji Photo Film Co Ltd | Silver halide photographic sensitive material |
JPS63142062A (en) * | 1986-12-05 | 1988-06-14 | Dainippon Printing Co Ltd | Dye for heat transfer sheet |
JPH04245981A (en) * | 1990-09-03 | 1992-09-02 | Ciba Geigy Ag | Method for dyeing hydrophobic fiber material with disperse dye |
JPH11100523A (en) * | 1997-09-29 | 1999-04-13 | Mitsubishi Chemical Corp | Volatile dye and recording method using the same |
JP2000247942A (en) * | 1999-02-23 | 2000-09-12 | Mitsubishi Chemicals Corp | Styryl compound |
JP2001501661A (en) * | 1996-10-01 | 2001-02-06 | ゼネカ・リミテッド | Composition |
JP2013185126A (en) * | 2012-03-09 | 2013-09-19 | Mitsubishi Chemicals Corp | Ink including styryl-based, tricyanovinyl-based compound |
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2023
- 2023-12-08 WO PCT/JP2023/043964 patent/WO2024122629A1/en unknown
Patent Citations (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5978895A (en) * | 1982-10-28 | 1984-05-07 | Mitsubishi Chem Ind Ltd | Coloring matter for heat-sensitive transfer recording |
JPS60253596A (en) * | 1984-05-30 | 1985-12-14 | Sumitomo Chem Co Ltd | Sublimable transfer body |
JPS61148096A (en) * | 1984-12-24 | 1986-07-05 | Mitsubishi Chem Ind Ltd | Transfer sheet |
JPS6364044A (en) * | 1986-09-05 | 1988-03-22 | Fuji Photo Film Co Ltd | Silver halide photographic sensitive material |
JPS63142062A (en) * | 1986-12-05 | 1988-06-14 | Dainippon Printing Co Ltd | Dye for heat transfer sheet |
JPH04245981A (en) * | 1990-09-03 | 1992-09-02 | Ciba Geigy Ag | Method for dyeing hydrophobic fiber material with disperse dye |
JP2001501661A (en) * | 1996-10-01 | 2001-02-06 | ゼネカ・リミテッド | Composition |
JPH11100523A (en) * | 1997-09-29 | 1999-04-13 | Mitsubishi Chemical Corp | Volatile dye and recording method using the same |
JP2000247942A (en) * | 1999-02-23 | 2000-09-12 | Mitsubishi Chemicals Corp | Styryl compound |
JP2013185126A (en) * | 2012-03-09 | 2013-09-19 | Mitsubishi Chemicals Corp | Ink including styryl-based, tricyanovinyl-based compound |
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