WO2011013503A1 - Ink composition and method for printing textile using same - Google Patents
Ink composition and method for printing textile using same Download PDFInfo
- Publication number
- WO2011013503A1 WO2011013503A1 PCT/JP2010/061748 JP2010061748W WO2011013503A1 WO 2011013503 A1 WO2011013503 A1 WO 2011013503A1 JP 2010061748 W JP2010061748 W JP 2010061748W WO 2011013503 A1 WO2011013503 A1 WO 2011013503A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- ink composition
- ink
- mass
- fiber
- dye
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 97
- 238000007639 printing Methods 0.000 title claims abstract description 51
- 239000004753 textile Substances 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 53
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 42
- 239000000985 reactive dye Substances 0.000 claims abstract description 41
- 239000003945 anionic surfactant Substances 0.000 claims abstract description 22
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 22
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims abstract description 15
- 229940105990 diglycerin Drugs 0.000 claims abstract description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 12
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000012644 addition polymerization Methods 0.000 claims abstract description 9
- 239000000835 fiber Substances 0.000 claims description 68
- -1 acetylene glycol Chemical compound 0.000 claims description 47
- 239000000975 dye Substances 0.000 claims description 37
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 20
- 239000003002 pH adjusting agent Substances 0.000 claims description 16
- 239000003960 organic solvent Substances 0.000 claims description 14
- 239000004094 surface-active agent Substances 0.000 claims description 14
- 239000003795 chemical substances by application Substances 0.000 claims description 13
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 claims description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 239000007864 aqueous solution Substances 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 230000003165 hydrotropic effect Effects 0.000 claims description 5
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical group OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 3
- 238000004043 dyeing Methods 0.000 abstract description 16
- 230000008859 change Effects 0.000 abstract description 4
- 230000007613 environmental effect Effects 0.000 abstract 2
- 239000000976 ink Substances 0.000 description 161
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 42
- 230000000052 comparative effect Effects 0.000 description 35
- 238000012360 testing method Methods 0.000 description 33
- 239000004744 fabric Substances 0.000 description 25
- 229920000742 Cotton Polymers 0.000 description 15
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- DMSMPAJRVJJAGA-UHFFFAOYSA-N benzo[d]isothiazol-3-one Chemical compound C1=CC=C2C(=O)NSC2=C1 DMSMPAJRVJJAGA-UHFFFAOYSA-N 0.000 description 13
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- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 11
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- 239000012535 impurity Substances 0.000 description 10
- 238000007641 inkjet printing Methods 0.000 description 10
- 239000000047 product Substances 0.000 description 10
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- 238000001035 drying Methods 0.000 description 8
- NECRQCBKTGZNMH-UHFFFAOYSA-N 3,5-dimethylhex-1-yn-3-ol Chemical compound CC(C)CC(C)(O)C#C NECRQCBKTGZNMH-UHFFFAOYSA-N 0.000 description 7
- 239000007788 liquid Substances 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
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- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 239000000049 pigment Substances 0.000 description 6
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 6
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- 238000004519 manufacturing process Methods 0.000 description 5
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- WDWBPYFNRWQKNZ-UHFFFAOYSA-K trisodium 5-[(4-anilino-6-chloro-1,3,5-triazin-2-yl)amino]-4-hydroxy-3-[(2-sulfonatophenyl)diazenyl]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=CC(NC=3N=C(NC=4C=CC=CC=4)N=C(Cl)N=3)=C2C(O)=C1N=NC1=CC=CC=C1S([O-])(=O)=O WDWBPYFNRWQKNZ-UHFFFAOYSA-K 0.000 description 5
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- ZUCXUTRTSQLRCV-UHFFFAOYSA-K trisodium;1-amino-4-[3-[[4-chloro-6-(3-sulfonatoanilino)-1,3,5-triazin-2-yl]amino]-2,4,6-trimethyl-5-sulfonatoanilino]-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].CC1=C(S([O-])(=O)=O)C(C)=C(NC=2C=3C(=O)C4=CC=CC=C4C(=O)C=3C(N)=C(C=2)S([O-])(=O)=O)C(C)=C1NC(N=1)=NC(Cl)=NC=1NC1=CC=CC(S([O-])(=O)=O)=C1 ZUCXUTRTSQLRCV-UHFFFAOYSA-K 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- ORLGPUVJERIKLW-UHFFFAOYSA-N 5-chlorotriazine Chemical compound ClC1=CN=NN=C1 ORLGPUVJERIKLW-UHFFFAOYSA-N 0.000 description 2
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- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- LCLHHZYHLXDRQG-ZNKJPWOQSA-N pectic acid Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)O[C@H](C(O)=O)[C@@H]1OC1[C@H](O)[C@@H](O)[C@@H](OC2[C@@H]([C@@H](O)[C@@H](O)[C@H](O2)C(O)=O)O)[C@@H](C(O)=O)O1 LCLHHZYHLXDRQG-ZNKJPWOQSA-N 0.000 description 1
- RUOPINZRYMFPBF-UHFFFAOYSA-N pentane-1,3-diol Chemical compound CCC(O)CCO RUOPINZRYMFPBF-UHFFFAOYSA-N 0.000 description 1
- UYAABLNBFLLCJA-UHFFFAOYSA-I pentasodium 2-[[1-amino-7-[[5-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-2-sulfonatophenyl]diazenyl]-8-oxido-6-sulfo-3-sulfonatonaphthalen-2-yl]diazenyl]benzene-1,4-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].[Na+].Nc1nc(Cl)nc(Nc2ccc(c(c2)N=Nc2c(O)c3c(N)c(N=Nc4cc(ccc4S([O-])(=O)=O)S([O-])(=O)=O)c(cc3cc2S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O)n1 UYAABLNBFLLCJA-UHFFFAOYSA-I 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000010318 polygalacturonic acid Substances 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000011403 purification operation Methods 0.000 description 1
- 239000004627 regenerated cellulose Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000001223 reverse osmosis Methods 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000019259 sodium dehydroacetate Nutrition 0.000 description 1
- 229940079839 sodium dehydroacetate Drugs 0.000 description 1
- HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 1
- 235000019254 sodium formate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- DSOWAKKSGYUMTF-GZOLSCHFSA-M sodium;(1e)-1-(6-methyl-2,4-dioxopyran-3-ylidene)ethanolate Chemical compound [Na+].C\C([O-])=C1/C(=O)OC(C)=CC1=O DSOWAKKSGYUMTF-GZOLSCHFSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229950006451 sorbitan laurate Drugs 0.000 description 1
- 235000011067 sorbitan monolaureate Nutrition 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- JAHOBQDOBYFPTP-UHFFFAOYSA-J tetrasodium;5-[[4-[[4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-7-sulfonatonaphthalen-1-yl]diazenyl]-2,5-dimethylphenyl]diazenyl]naphthalene-1,3,6-trisulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].CC1=CC(N=NC=2C3=CC(=CC(=C3C=CC=2S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O)=C(C)C=C1N=NC(C1=CC(=CC=C11)S([O-])(=O)=O)=CC=C1NC1=NC(N)=NC(Cl)=N1 JAHOBQDOBYFPTP-UHFFFAOYSA-J 0.000 description 1
- YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
- 229950006389 thiodiglycol Drugs 0.000 description 1
- IHVXOVVDYSKGMH-UHFFFAOYSA-K trisodium 2-[[6-[(4-amino-6-chloro-1,3,5-triazin-2-yl)-methylamino]-1-hydroxy-3-sulfonatonaphthalen-2-yl]diazenyl]naphthalene-1,5-disulfonate Chemical compound [Na+].[Na+].[Na+].CN(c1ccc2c(O)c(N=Nc3ccc4c(cccc4c3S([O-])(=O)=O)S([O-])(=O)=O)c(cc2c1)S([O-])(=O)=O)c1nc(N)nc(Cl)n1 IHVXOVVDYSKGMH-UHFFFAOYSA-K 0.000 description 1
- MBAYVHBJJXOOIY-UHFFFAOYSA-K trisodium 7-[[4-chloro-6-(3-sulfonatoanilino)-1,3,5-triazin-2-yl]-methylamino]-4-hydroxy-3-[(2-sulfonatophenyl)diazenyl]naphthalene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].CN(c1ccc2c(O)c(N=Nc3ccccc3S([O-])(=O)=O)c(cc2c1)S([O-])(=O)=O)c1nc(Cl)nc(Nc2cccc(c2)S([O-])(=O)=O)n1 MBAYVHBJJXOOIY-UHFFFAOYSA-K 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- VZPXDCIISFTYOM-UHFFFAOYSA-K trisodium;1-amino-4-[4-[[4-chloro-6-(3-sulfonatoanilino)-1,3,5-triazin-2-yl]amino]-3-sulfonatoanilino]-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].[Na+].[Na+].C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S([O-])(=O)=O)C=C1NC(C=C1S([O-])(=O)=O)=CC=C1NC(N=1)=NC(Cl)=NC=1NC1=CC=CC(S([O-])(=O)=O)=C1 VZPXDCIISFTYOM-UHFFFAOYSA-K 0.000 description 1
- WTPOYMNMKZIOGO-UHFFFAOYSA-K trisodium;2,5-dichloro-4-[4-[[5-[[4-chloro-6-(4-sulfonatoanilino)-1,3,5-triazin-2-yl]amino]-2-sulfonatophenyl]diazenyl]-3-methyl-5-oxo-4h-pyrazol-1-yl]benzenesulfonate Chemical compound [Na+].[Na+].[Na+].CC1=NN(C=2C(=CC(=C(Cl)C=2)S([O-])(=O)=O)Cl)C(=O)C1N=NC(C(=CC=1)S([O-])(=O)=O)=CC=1NC(N=1)=NC(Cl)=NC=1NC1=CC=C(S([O-])(=O)=O)C=C1 WTPOYMNMKZIOGO-UHFFFAOYSA-K 0.000 description 1
- DSKGJDYCSBLEMI-UHFFFAOYSA-K trisodium;7-[[4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-2-(carbamoylamino)phenyl]diazenyl]naphthalene-1,3,6-trisulfonate Chemical compound [Na+].[Na+].[Na+].C=1C=C(N=NC=2C(=CC3=CC(=CC(=C3C=2)S([O-])(=O)=O)S([O-])(=O)=O)S([O-])(=O)=O)C(NC(=O)N)=CC=1NC1=NC(N)=NC(Cl)=N1 DSKGJDYCSBLEMI-UHFFFAOYSA-K 0.000 description 1
- 238000000108 ultra-filtration Methods 0.000 description 1
- 150000003672 ureas Chemical class 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
- C09D11/328—Inkjet printing inks characterised by colouring agents characterised by dyes
-
- 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
- D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/613—Polyethers without nitrogen
- D06P1/6131—Addition products of hydroxyl groups-containing compounds with oxiranes
- D06P1/6133—Addition products of hydroxyl groups-containing compounds with oxiranes from araliphatic or aliphatic alcohols
-
- 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
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/30—Ink jet printing
Definitions
- the present invention relates to a dye ink composition and a textile printing method using the same, and more particularly to a textile printing method for cellulose fibers and polyamide fibers.
- dye inks for inkjet printing acid dye inks for polyamide fibers such as silk and nylon; disperse dye inks for polyester fibers; reactive dye inks for cellulose fibers such as cotton and rayon; ing.
- These ink-jet printing dye inks are generally water-based inks in which a dye is dissolved or dispersed in water.
- ethylene glycol, diethylene glycol, A glycol such as triethylene glycol, a compound such as a monoalkyl ether of these glycols, or an organic solvent such as glycerin is added to the ink.
- the reactive dye is fixed to the fiber by reacting a reactive group that reacts with the fiber present in the dye molecule with a hydroxy group or the like present in the fiber. Therefore, when the above organic solvent is added to the ink containing the reactive dye, the above organic solvent is used in the reactive fixing step by heat for the purpose of fixing the dye during the storage of the ink or after printing.
- the reactive dye reacts with the hydroxy group and / or carboxy group, etc. possessed by the resin and the like, and the problem of a decrease in the fixing rate of the dye to the fiber tends to occur.
- the organic solvent to be added to the reactive dye ink is selected from those having low reactivity with the reactive dye, or those having low reactivity with the dye are added to suppress the reaction between the dye and the solvent.
- organic solvents have been proposed.
- Specific examples thereof include thiodiglycol (patent document 1), propylene glycol (patent document 2), 1,3-butanediol (patent document 3), EO adduct of glycerin (patent document 4), polypropylene glycol (patent document)
- An example in which 5) is added to ink is known.
- an ink composition containing a dye or pigment other than a reactive dye as a colorant one containing polyoxyalkylene diglyceryl ether is also known.
- ink compositions have different uses because they do not use reactive dyes and the object to be colored is not a fiber or a fabric that is a structure thereof
- examples of such inks are as follows. Examples thereof include water-based ink compositions for writing instruments and ink-jet ink compositions disclosed in Patent Documents 6 to 8.
- Patent Document 9 substantially discloses an ink composition for ink jet printing using a nonionic surfactant and an anionic surfactant in combination.
- the surfactant is known to have a function of reducing the surface tension of the ink.
- the surfactant is used for the purpose of improving the ink ejection performance and the quality of the printed material.
- Patent Document 5 discloses an ink composition for ink jet printing containing a reactive dye, a nonionic surfactant, water, and a polyhydric alcohol.
- Patent Document 10 discloses an ink composition for ink-jet printing containing a reactive dye, a compound represented by a specific formula, a nonionic surfactant, and water.
- ink compositions for inkjet textile printing are required to obtain good ejection properties and good image quality of printed textiles regardless of temperature fluctuations.
- one problem is that ink that exhibits good ejection performance in summer has poor ejection in winter. Improving the discharge performance in winter often causes problems such as insufficient dyeing performance this time.
- Providing reactive dye ink that combines both discharge performance and dyeing performance regardless of temperature fluctuations Has become a big market demand.
- a reactive dye ink that satisfies the continuous ejection performance and the image quality of printed matter that are required for industrial high-speed ink jet printers regardless of temperature fluctuation at a high driving frequency has not been obtained at present.
- the present invention has a viscosity suitable for a printer equipped with an industrial inkjet head (industrial inkjet printer), and is concerned with temperature changes both at a normal room temperature of 25 ° C. and a low temperature environment of 10 ° C. It is an object of the present invention to provide a reactive dye ink composition for dyeing cellulose fibers and polyamide fibers having excellent continuous discharge stability at a high driving frequency and good dyeing performance.
- the present inventors have found that at least one reactive dye, a specific compound represented by the following formula (1), a nonionic surfactant and an anionic surfactant
- a water-based ink composition containing two kinds of surfactants as an agent can solve the above-mentioned problems.
- the present invention 1) An ink composition containing at least one reactive dye, a compound having a structure in which ethylene oxide and / or propylene oxide is added to diglycerin, a nonionic surfactant, an anionic surfactant, and water; 2) The ink composition according to 1), wherein the compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to the diglycerin is a compound represented by the following formula (1): [Where: X 1 , X 2 , X 3 , and X 4 each independently represent a hydrogen atom or a methyl group, j, k, m, and n represent a total number of 4 to 40 in total. ]
- a method of printing a fiber comprising a step of reactively fixing to the fiber and a step of washing unfixed dye remaining in the fiber, 9)
- the above 8) further includes a fiber pretreatment step of impregnating the fiber before application of the ink composition with an aqueous solution containing one or more types of glue, a pretreatment pH adjuster, and a hydrotropic agent.
- a printer equipped with an industrial inkjet head that requires high-viscosity ink is used at a normal room temperature of 25 ° C. and a low-temperature environment of 10 ° C.
- a reactive ink composition for dyeing cellulose fibers and polyamide fibers having excellent continuous discharge stability at a high driving frequency regardless of temperature changes and having good dyeing performance.
- the ink composition of the present invention contains a reactive dye as a pigment, and further contains a compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to diglycerin, a nonionic surfactant, and an anionic surfactant. It is a substantially aqueous ink composition in solution.
- a reactive dye is generally used as a dye for dyeing cellulose fibers, and an acid dye is generally used as a dye for dyeing polyamide fibers. However, reactive dyes are used for dyeing polyamide fibers. Can also be used.
- the polyamide-based fiber has an amino group in the fiber, and the amino group and an acidic functional group such as a sulfo group in the dye molecule form an ionic bond, thereby dyeing the fiber. Therefore, any reactive dye having an acidic functional group (preferably a sulfo group) can be used as a pigment contained in the ink composition of the present invention.
- ink compositions of the present invention are intended for full-color printing, ink compositions having various hues such as yellow, orange, brown, red, violet, blue, green, and black are prepared, and these are used as inks. Can be used together as a set.
- the dye used in the ink composition of the present invention is not particularly limited as long as it is a reactive dye, but is a dye whose reactive group that reacts with the fiber is a monochlorotriazinyl group, that is, a monochlorotriazine-based reactive dye.
- reactive dyes include C.I. I. Yellow dyes such as Reactive Yellow 2, 3, 18, 81, 84, 85, 95, 99, 102; I. Orange dyes such as Reactive Orange 5, 9, 12, 13, 35, 45, 99; I. Brown dyes such as Reactive Brown 2, 8, 9, 17, 33; I.
- Red dyes such as Reactive Red 3, 3: 1, 4, 13, 24, 29, 31, 33, 125, 151, 206, 218, 226, 245;
- Violet dyes such as Reactive Violet 1, 24;
- Blue dyes such as Reactive Blue 2, 5, 10, 13, 14, 15, 15: 1, 49, 63, 71, 72, 75, 162, 176;
- Green dyes such as Reactive Green 5, 8, 19;
- black dyes such as Reactive Black 1, 8, 23, 39, and the like. These may be used alone or in combination of two or more.
- a mixed dye composed mainly of a blue dye and an orange dye and a red dye can also be used as a black dye.
- other reactive dyes may be added to the black dye for the purpose of fine-tuning to a high-quality color tone.
- the reactive dye a powdery or lumpy dye such as a dry or wet cake can be used.
- Commercially available reactive dyes have various qualities such as powder for industrial dyeing, liquid products for textile printing, ink-jet textile printing, etc., and the production method, purity, etc. are different.
- the ink composition of the present invention is preferably prepared using a dye having as few impurities as possible in order to reduce adverse effects on storage stability and ejection accuracy from an inkjet printer.
- inorganic salts such as sodium chloride are often mixed during the synthesis of reactive dyes.
- inorganic impurities since water and the like that are not particularly subjected to purification operations contain metal ions such as calcium ions and magnesium ions, even when such water or the like is used in the preparation of the ink composition, the ions and the like may be present in a trace amount. Mixed.
- the inorganic salt and the metal ion are referred to as “inorganic impurities”. These inorganic impurities not only significantly deteriorate the solubility of the dye in the ink and the storage stability of the ink, but also cause corrosion, abrasion, nozzle clogging, and the like of the ink jet printer head.
- the inorganic impurities contained in the ink composition is usually 1% by mass or less, preferably 0.1% by mass or less, and more preferably 0.01% by mass or less.
- the lower limit may be equal to or lower than the detection limit of the detection device, that is, 0%.
- the total content of reactive dyes contained as pigments in the ink composition of the present invention is usually 0.5 to 35% by mass, preferably 1 to 20% by mass, more preferably based on the total mass of the ink composition.
- the content is preferably 5 to 20% by mass, and more preferably 5 to 15% by mass.
- the compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to diglycerin is not particularly limited as long as it has the structure, and preferred examples include compounds represented by the above formula (1).
- the compound represented by the formula (1) is a compound having an average molecular weight of 340 to 2200, and X 1 , X 2 , X 3 , and X 4 each independently represent a hydrogen atom or a methyl group; j, k , M, and n represent a total number of 4 or more and 40 or less.
- X 1 to X 4 may be independently identical or different, but are preferably the same.
- the compound represented by Formula (1) is a compound obtained by addition polymerization of propylene oxide or ethylene oxide to diglycerin, and k, j, m, and n are average values of addition polymerization.
- the respective values of k, j, m, and n are difficult to specify because they are average values, but are preferably the same value. Specifically, all of k, j, m, and n are preferably in the range of about 1 to 6.
- the average molecular weight of the compound represented by the formula (1) is generally about 340 to 2200, preferably 380 to 2000, and more preferably 400 to 1600.
- the compound represented by the above formula (1) is a compound obtained by addition polymerization of ethylene oxide to diglycerin, that is, a compound in which all of X 1 to X 4 are represented by hydrogen atoms in formula (1). , J, m, and n represent about 6 to 40 in total.
- each value of k, j, m, and n is preferably the same value as described above. Specifically, all of k, j, m, and n are preferably in the range of 1.5 to 10.
- the average molecular weight of the compound represented by the formula (1) is generally about 390 to 2200, preferably 430 to 2200, and more preferably 450 to 2000.
- Oxyethylene diglyceryl ether and the like.
- those having an average molecular weight of about 340 to 2200, preferably 400 to 2000 are preferable.
- the average molecular weight can be measured by GPC (gel permeation chromatography).
- the compound represented by the above formula (1) is used for the purpose of adjusting the viscosity of the ink composition of the present invention.
- the compound makes it possible to adjust the viscosity of the ink composition to a range of values suitable for industrial inkjet heads that require high-speed ejection response and the like, particularly to the high viscosity side.
- the content of the compound represented by the above formula (1) is usually 3 to 50% by mass, preferably 4 to 40% by mass, more preferably 5%, based on the total mass of the ink composition of the present invention. ⁇ 30% by mass.
- the ink composition of the present invention has a viscosity at 25 ° C. measured with an E-type viscometer for the purpose of improving discharge response at high speed when used in a printer equipped with an industrial inkjet head. Sometimes it is usually 3 to 20 mPa ⁇ s, preferably 8 to 20 mPa ⁇ s.
- the ink composition of the present invention is characterized by containing both a nonionic surfactant and an anionic surfactant. By containing both, an ink composition for ink jet printing having excellent continuous discharge stability at a high driving frequency regardless of temperature change and having good dyeing performance can be obtained.
- Nonionic surfactants include ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkyl ether; Ester systems such as polyoxyethylene oleate, polyoxyethylene distearate, sorbitan laurate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, polyoxyethylene stearate; Acetylene alcohols such as 3,5-dimethyl-1-hexyn-3-ol; 2,4,7,9-tetramethyl-5-decyne-4,7-di 3,6-dimethyl-4-octyne-3,6-diol, manufactured by Air Products, trade names Surfinol 104, 104PG50, 82, 420, 440, 465
- the content of the nonionic surfactant is usually 0.05 to 2% by mass, preferably 0.05 to 1.5% by mass, and more preferably based on the total mass of the ink composition of the present invention. 0.05 to 1% by mass, particularly preferably 0.1 to 0.5% by mass.
- anionic surfactants include alkyl sulfocarboxylates; ⁇ -olefin sulfonates; polyoxyethylene alkyl ether acetates; N-acyl amino acids or salts thereof; N-acyl methyl taurates; alkyl sulfates polyoxyalkyl ethers Sulfate; Alkyl sulfate Polyoxyethylene alkyl ether phosphate; Rosin acid soap; Castor oil sulfate ester; Lauryl alcohol sulfate ester; Alkyl phenol type phosphate ester; Alkyl type phosphate ester; Alkyl aryl sulfonate; And salts of sulfosuccinic acid such as salts, diethylhexyl sulfosuccinate and dioctyl sulfosuccinate.
- Sulfosuccinic acid type is preferable, and examples of commercially available products thereof include products manufactured by Lion Corporation, trade names Ripal 835I, 860K, 870P, NTD, MSC; manufactured by Adeka Corporation.
- Adeka Coal EC8600 manufactured by Kao Corporation, trade name: Perex OT-P, CS, TA, TR; Shin Nippon Rika Co., Ltd., Guatemala Mild ES-100, ES-200, Rika Surf P-10, M-30, M-75, M-300, G-30, G-600; manufactured by Toho Chemical Co., Ltd., Kohakunol L-300, L-40, L-400, NL-400; and the like.
- Adeka Coal EC8600 and Perex series are particularly preferable.
- the content of the anionic surfactant is usually 0.05 to 2% by mass, preferably 0.05 to 1.5% by mass, more preferably based on the total mass of the ink composition of the present invention. 0.05 to 1% by mass, particularly preferably 0.1 to 0.5% by mass.
- the ink composition of the present invention is intended to improve image quality when used in a printer equipped with an industrial inkjet head, and is usually 20 to 20 when the surface tension at 10 ° C. and 25 ° C. is measured by the plate method.
- the range is 40 mN / m, preferably 25 to 35 mN / m.
- the ink composition of the present invention is intended to improve continuous discharge performance at a low temperature environment and at a high speed when used in a printer equipped with an industrial inkjet head, at 10 Hz at 10 ° C. and 25 ° C.
- the dynamic surface tension is usually in the range of 25 to 45 mN / m, preferably 30 to 45 mN / m, more preferably 30 to 40 mN / m when measured by the maximum bubble pressure method. This dynamic surface tension and its measurement are also disclosed in Japanese Patent Application Laid-Open No. 2007-162006.
- the ink composition of the present invention is a composition containing the reactive dye, the compound represented by the formula (1), a nonionic surfactant, and an anionic surfactant, with the balance being water.
- examples of additives that may be contained in the ink composition of the present invention include water-soluble organic solvents and ink preparation agents.
- water-soluble organic solvent examples include polyhydric alcohols and pyrrolidones.
- polyhydric alcohols include C2-C6 alcohols having 2 or 3 alcoholic hydroxyl groups, and poly C2-C3 alkylene glycols having a repeating unit of 4 or more and a molecular weight of about 20,000 or less, preferably a liquid polyhydric alcohol.
- alkylene glycol examples include alkylene glycol.
- C2-C6 alcohols having two or three alcoholic hydroxyl groups such as glycerin, 1,3-pentanediol, 1,5-pentanediol; ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, And di- or tri-C2-C3 alkylene glycol such as polyethylene glycol; poly-C2-C3 alkylene glycol such as polypropylene glycol; and the like.
- pyrrolidones include 2-pyrrolidone and N-methyl-2-pyrrolidone.
- the water-soluble organic solvent may be used alone, but is preferably used in combination.
- the water-soluble organic solvent is used in anticipation of effects such as prevention (wetting) of drying of the ink composition; adjustment of viscosity and / or surface tension; defoaming; promotion of penetration into fibers;
- the ink composition of the present invention is preferably contained.
- the total content of the water-soluble organic solvent is usually 1 to 50% by mass, preferably 5 to 40% by mass, and more preferably 10 to 35% by mass with respect to the total mass of the ink composition. However, when only one kind of reactive dye is contained as a pigment, it is more preferable in some cases that the content of the water-soluble organic solvent is 10 to 20% by mass.
- the ink preparation agent examples include antiseptic / antifungal agents and pH adjusters.
- the total amount of the ink preparation agent is usually about 0 to 10%, preferably about 0.05 to 5%, based on the total mass of the ink composition.
- antiseptic / antifungal agent examples include sodium dehydroacetate, sodium benzoate, sodium pyridinethione-1-oxide, zinc pyridinethione-1-oxide, 1,2-benzisothiazolin-3-one, 1-benzisothiazoline- Examples include 3-one amine salt, Proxel GXL manufactured by Arch Chemicals, and preferably Proxel GXL.
- pH adjusters include hydroxides of alkaline earth metals such as sodium hydroxide, potassium hydroxide and lithium hydroxide; triethanolamine, diethanolamine, dimethylethanolamine, diethylethanolamine, tris (hydroxymethyl) amino And tertiary amines such as methane, preferably mono-, di-, or tri-C1-C4 alkylamines optionally substituted with a hydroxy group. Of these, tris (hydroxymethyl) aminomethane is preferred.
- the ink composition of the present invention preferably contains a pH adjuster, and its content is usually 0.05 to 3% by mass, preferably 0.05 to 2.5%, based on the total mass of the ink composition. % By mass, more preferably 0.1 to 2% by mass.
- a dye, a compound represented by the above formula (1), a nonionic surfactant, and an anionic surfactant are added to water, and the water-soluble organic solvent and ink preparation described above are added as necessary. It is obtained by further adding the agent and stirring, and mixing until the solids such as the dye are dissolved.
- the order in which each component is added is not particularly limited, and the ink composition of the present invention may be prepared by mixing until stirring until it is substantially in solution.
- the water used in preparing the ink composition is preferably water with few inorganic impurities, such as distilled water or ion-exchanged water.
- the ink composition of the present invention is finely filtered using a membrane filter or the like, and the filtrate from which impurities are removed is preferably used as the ink.
- the pore size of the filter when performing microfiltration is usually 1 to 0.1 ⁇ m, preferably 0.8 to 0.1 ⁇ m.
- the textile printing method of the present invention comprises the ink composition of the present invention, preferably by filtering the ink composition with a membrane filter or the like to remove impurities, and then using this ink to produce a fiber, preferably a cellulosic system.
- printing is performed on fibers or polyamide-based fibers and then subjected to a treatment such as heating.
- a treatment such as heating.
- the print head, ink nozzles, and the like used for printing can be appropriately selected according to the purpose. More specifically, it is preferable to print on a fabric mainly composed of cellulosic fibers or polyamide fibers as the fibers to be printed.
- cellulosic fibers include natural fibers such as cotton and hemp; regenerated cellulose fibers such as rayon; and blended fibers containing these.
- polyamide fibers include natural polyamide fibers such as silk and wool; synthetic polyamide fibers such as nylon; and blended fibers containing these.
- Examples of a method for printing on a fiber using the ink composition of the present invention include a method of sequentially performing the following three steps.
- [Step 1] A step of using the ink composition of the present invention as an ink and ejecting the ink droplets of the ink by an ink jet printer to apply to the fiber (printing step).
- [Step 2] A step of reacting and fixing the dye in the ink composition applied in step 1 to the fibers by heat.
- Step 3 Cleaning the unfixed dye remaining in the fiber.
- a container filled with the ink composition of the present invention is loaded in a predetermined position of an ink jet printer and used as an ink.
- An ink jet printing method in which ink droplets are ejected according to a recording signal and applied to a fiber can be used.
- the fiber to which the ink composition of the present invention has been applied is allowed to stand at room temperature to 150 ° C. for 0.5 to 30 minutes. And a method of further performing a steaming treatment after the preliminary drying.
- the conditions for the steaming treatment are preferably conditions in which the fibers are placed for 5 to 40 minutes in an environment of 80 to 100% humidity and 95 to 105 ° C.
- the step of washing the unfixed dye remaining in the fiber in the step 3 it is preferable to wash the fiber with cold water.
- the water may contain a surfactant.
- the target printed matter can be obtained by drying the fiber after washing the unfixed dye at 50 to 120 ° C. for 5 to 30 minutes.
- a method including a pretreatment step for the fiber before performing the above three steps, that is, before applying the ink composition is preferable.
- an aqueous solution containing one or more types of paste material, a pH adjuster contained in the pretreatment liquid, and a hydrotropic agent is used as a pretreatment liquid.
- the ink composition is prepared by a padding method (pad method). The process of impregnating the fiber before providing is mentioned.
- the padding drawing ratio is preferably about 40 to 90%, more preferably about 60 to 80%.
- the pH adjusting agent contained in the pretreatment liquid has the same purpose of use as the pH adjusting agent contained in the ink composition of the present invention, but preferred specific examples thereof are different. For this reason, in this specification, the pH adjuster contained in the ink composition of the present invention is simply “pH adjuster”, and the pH adjuster contained in the pretreatment liquid is “pH adjuster for pretreatment”. Describe and distinguish between the two.
- Examples of the paste include natural gums such as guar and locust bean, starches, seaweeds such as sodium alginate and fungi, plant skins such as pectic acid, methyl fibrin, ethyl fibrin, hydroxyethylcellulose, carboxymethylcellulose, etc. Fiber derivatives, processed starches such as carboxymethyl starch, processed natural gums such as shiratsu gum and roast bean gum, and synthetic glues such as polyvinyl alcohol and polyacrylate.
- preferable agglutinating agents include sodium alginate for cellulosic fibers, natural gums such as guar and locust bean for polyamide fibers; and / or processed natural gums such as shiraz gum and roast bean gum. Respectively.
- alkali metal salts of inorganic acids or organic acids for example, alkali metal salts of inorganic acids or organic acids; alkaline earth metal salts; and Examples include compounds that liberate alkali when heated.
- alkali metal hydroxides and alkali metal salts of inorganic or organic acids are suitable. Specific examples include sodium hydroxide, calcium hydroxide, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, sodium formate, sodium phosphate, and the like. Among these, sodium hydrogen carbonate is preferable.
- pH adjuster for pretreatment in the pretreatment step of the polyamide-based fiber those which show acidity when made into an aqueous solution are preferable, and specific examples include ammonium salts such as ammonium sulfate, ammonium tartrate, and ammonium acetate. Of these, ammonium sulfate is preferable.
- hydrotropic agent in the pretreatment step examples include urea derivatives such as urea, dimethylurea, thiourea, monomethylthiourea, and dimethylthiourea, preferably urea.
- pretreatment agents in the pretreatment step may be used alone, but are preferably used in combination.
- the contents of the paste, the pH adjusting agent for pretreatment, and the hydrotropic agent should be determined in accordance with, for example, the blend ratio of each of the cellulose fibers and polyamide fibers.
- the amount of paste is 0.5 to 5% on the mass basis
- the pH adjuster for pretreatment is 0.5 to 5%
- the tropic agent is 1 to 20% by mass
- the balance is water.
- the compound represented by the above formula (1) was used as a compound having a structure in which ethylene oxide and / or propylene oxide was added to diglycerin.
- the compound represented by the formula (1) the following two systems of compounds, both commercially available from Sakamoto Yakuhin Kogyo Co., Ltd., were used. Among these, the compounds of “SC-P” are all polyoxypropylene diglyceryl ether, and the compounds of “SC-E” are all polyoxyethylene diglyceryl ether.
- SC-P400 Average molecular weight 400
- SC-P1000 Average molecular weight 1000
- SC-P1600 Average molecular weight 1600
- SC-E450 Average molecular weight 450
- SC-E2000 Average molecular weight 2000
- Examples 1 to 6 The components described in each of the following examples were mixed and stirred for about 1 hour until the solid content was dissolved to obtain each ink composition, and then a 0.45 ⁇ m membrane filter (trade name cellulose acetate filter paper).
- the ink for a test was prepared by filtering with Advantech).
- the ink preparations are referred to as Examples 1 to 6, respectively.
- the reactive dye used as a pigment in each ink is a monochlorotriazine reactive dye manufactured by Nippon Kayaku Co., Ltd.
- the word “Reactive” immediately after “CI” is a well-known word. As usual, it means “reactive dye”.
- Comparative Examples 1 to 4 A comparative ink was prepared in the same manner as in Example 2 except that the nonionic surfactant and the anionic surfactant were not used in combination and each was used alone. This comparative ink is referred to as Comparative Examples 1 and 2. Similarly, a comparative ink was prepared in the same manner as in Example 5 except that the surfactant was used alone. This comparative ink was prepared as Comparative Examples 3 and 4. Comparative Examples 1 and 3 are inks using only a nonionic surfactant and an increased amount of ion-exchanged water instead of an anionic surfactant, and Comparative Examples 2 and 4 are using only an anionic surfactant, Ink with increased amount of ion-exchanged water instead of surfactant.
- Comparative Examples 5 to 7 were carried out in the same manner as Example 4 except that 25 parts of each of the compounds shown below were used instead of 25 parts of the compound represented by the above formula (1) (SC-E450).
- the comparative ink was prepared.
- Comparative Example 5 Glycerol Comparative Example 6: Polyglycerin 750 (polyglycerin having an average molecular weight of 750, manufactured by Sakamoto Pharmaceutical Co., Ltd.)
- Comparative Example 7 Propylene glycol
- Viscosity test The viscosity of the ink of each Example and each comparative example was measured at 10 ° C. and 25 ° C. using an E-type viscometer (R115 viscometer, manufactured by Toki Sangyo Co., Ltd.). In addition, the unit of the numerical value in following Table 1 is mPa * s.
- ⁇ Can be printed well to the end.
- ⁇ streaks are confirmed in the printed image or printing is unstable, but printing can be performed to the end.
- X Scattering of printed images, streaks are severe, or printing is unstable, and printing cannot be performed to the end.
- Dyeability test 2 For the purpose of investigating the influence of the compound represented by the formula (1) on the fixation of the reactive dye to the cellulose fiber, Example 4 and Comparative Examples 5 to 7 were marked with the marks obtained in the above (5) low-temperature continuous ejection test.
- a 20 cm initial printing portion of the cotton fabric was subjected to intermediate drying at 60 to 80 ° C. and then steaming at 100 to 103 ° C. for 10 minutes. After washing with water, it was washed with boiling water at 95 to 100 ° C. for 10 minutes, washed with water and dried to prepare a printed cotton dyed fabric.
- Adhesion rate (A / B) ⁇ 100 (%)
- A Reflection density of the cotton dyed fabric printed in Example 4 or Comparative Examples 5 to 7.
- B Reflection density of the cotton dyed fabric printed in Example 4.
- the test result of the adhesion rate was evaluated according to the following criteria. ⁇ : 95% or more ⁇ : 90% or more and less than 95% ⁇ : less than 90%
- the inks of the respective examples in which the nonionic surfactant and the anionic surfactant were used in combination had surface tensions in the range of 25 to 35 mN / m at 25 ° C. and 10 ° C.
- the dynamic surface tension at a temperature of 10 Hz is in the range of 30 to 40 mN / m.
- Comparative Examples 1 and 3 using only the nonionic surfactant have good ejection properties, but (6) the printed image has a grainy feeling in the dyeability test 1, and the printed dyed fabric There was also annoyance, and it turned out that it was inferior in quality.
- Comparative Examples 2 and 4 using only an anionic surfactant cannot obtain good dischargeability in the (5) low temperature continuous dischargeability test.
- Comparative Example 5 using glycerin Comparative Example 6 using polyglycerin 750, and Comparative Example 7 using propylene glycol instead of the compound represented by Formula (1), the ink viscosity at 25 ° C. Low (4) In any of the continuous discharge tests, good discharge properties were not obtained. In Comparative Examples 5 to 7, (5) the low-temperature continuous discharge test showed good discharge, but the obtained printed cotton fabric was used. (7) In the dyeability test 2, Comparative Examples 5 and 6 The dyeing performance of was very poor. From the above results, the ink composition of the present invention is suitable as a textile printing ink excellent in continuous discharge property and good dyeability regardless of temperature change, particularly as a textile textile printing ink using an industrial inkjet head.
- the ink composition of the present invention can be suitably used as an ink for textile printing, preferably for inkjet printing, particularly for inkjet printing using an industrial inkjet head.
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Abstract
Description
(1)製版工程が不要であり工程が短縮できること、
(2)デジタル化されたデザインを、コンピュータを介してそのまま印捺できること、
(3)多品種の製品を少量ずつであっても生産することが可能であること、
(4)染料色糊の廃液等が大幅に削減できること、
等の多くのメリットがある。その一方で、従来の製版捺染に比べ、印捺加工速度が遅いこと、濃色を再現し難いこと等の課題があり、見本反の製造や少量生産の範囲で使用されることが多かった。
近年になり、コンピュータの画像処理やプリントヘッド(インクジェットヘッド等とも呼称される)製造の技術的進歩によりインクジェットプリンタの印捺速度が大幅に向上されてきたこと、印捺デザインのデジタル化、印捺加工の多様化及び小ロット化が市場で要求されてきたこと等を背景に、インクジェット捺染の普及が進んでいる。 Compared with textile printing methods such as screen textile printing, roller textile printing, rotary textile printing, etc.
(1) The plate making process is unnecessary and the process can be shortened.
(2) The ability to print the digitized design as it is via a computer;
(3) It is possible to produce a wide variety of products even in small quantities.
(4) Dye color paste waste liquid can be greatly reduced,
There are many merits such as. On the other hand, compared to conventional plate-making and printing, there are problems such as a slower printing speed and difficulty in reproducing dark colors, and they are often used in the range of sample production and small-scale production.
In recent years, the printing speed of inkjet printers has been greatly improved due to technological advances in computer image processing and print head (also called inkjet heads) manufacturing, digitization of printing designs, and printing. Ink-jet textile printing has been popularized against the background of the diversification of processing and the demand for small lots in the market.
それらのインクジェット捺染用染料インクは、水中に染料を溶解あるいは分散させた水性インクが一般的であり、水分蒸発によるインクの乾燥を抑え、且つインクの粘度を調整する目的で、エチレングリコール、ジエチレングリコール、トリエチレングリコール等のグリコール類やこれらのグリコール類のモノアルキルエーテル等の化合物、あるいはグリセリン等の有機溶剤がインク中に添加されている。 As dye inks for inkjet printing, acid dye inks for polyamide fibers such as silk and nylon; disperse dye inks for polyester fibers; reactive dye inks for cellulose fibers such as cotton and rayon; ing.
These ink-jet printing dye inks are generally water-based inks in which a dye is dissolved or dispersed in water. For the purpose of suppressing the drying of the ink due to water evaporation and adjusting the viscosity of the ink, ethylene glycol, diethylene glycol, A glycol such as triethylene glycol, a compound such as a monoalkyl ether of these glycols, or an organic solvent such as glycerin is added to the ink.
その具体例として、チオジグリコール(特許文献1)、プロピレングリコール(特許文献2)、1,3-ブタンジオール(特許文献3)、グリセリンのEO付加物(特許文献4)、ポリプロピレングリコール(特許文献5)等をインク中に添加する例が知られている。
ここで、反応染料以外の染料又は顔料を着色剤として含有するインク組成物としては、ポリオキシアルキレンジグリセリルエーテルを含有するものも知られている。これらのインク組成物は、反応染料を使用しないこと、及び着色する対象が繊維又はその構造物である布帛等ではないこと等の理由から、その用途は異なるが、そのようなインクの例としては特許文献6乃至8に開示された筆記具用水性インキ組成物、及びインクジェット用インク組成物が挙げられる。 However, the reactive dye is fixed to the fiber by reacting a reactive group that reacts with the fiber present in the dye molecule with a hydroxy group or the like present in the fiber. Therefore, when the above organic solvent is added to the ink containing the reactive dye, the above organic solvent is used in the reactive fixing step by heat for the purpose of fixing the dye during the storage of the ink or after printing. The reactive dye reacts with the hydroxy group and / or carboxy group, etc. possessed by the resin and the like, and the problem of a decrease in the fixing rate of the dye to the fiber tends to occur. Therefore, the organic solvent to be added to the reactive dye ink is selected from those having low reactivity with the reactive dye, or those having low reactivity with the dye are added to suppress the reaction between the dye and the solvent. And such organic solvents have been proposed.
Specific examples thereof include thiodiglycol (patent document 1), propylene glycol (patent document 2), 1,3-butanediol (patent document 3), EO adduct of glycerin (patent document 4), polypropylene glycol (patent document) An example in which 5) is added to ink is known.
Here, as an ink composition containing a dye or pigment other than a reactive dye as a colorant, one containing polyoxyalkylene diglyceryl ether is also known. Although these ink compositions have different uses because they do not use reactive dyes and the object to be colored is not a fiber or a fabric that is a structure thereof, examples of such inks are as follows. Examples thereof include water-based ink compositions for writing instruments and ink-jet ink compositions disclosed in Patent Documents 6 to 8.
界面活性剤はインクの表面張力を下げる機能等を有することが知られており、例えばインクジェット用途であれば、インクの吐出性能や印捺物の品質の向上等の効果を目的として使用される。 In addition, the inclusion of a surfactant as one of the additives in an ink composition is generally performed regardless of the use of the ink composition. For example, together with polyoxyalkylene diglyceryl ether, Patent Documents 6 and 7 contain a nonionic surfactant, and Patent Document 8 contains an anionic surfactant. Patent Document 9 substantially discloses an ink composition for ink jet printing using a nonionic surfactant and an anionic surfactant in combination.
The surfactant is known to have a function of reducing the surface tension of the ink. For example, in the case of an inkjet application, the surfactant is used for the purpose of improving the ink ejection performance and the quality of the printed material.
また、印捺物の品質を向上させる方法の1つとして、界面活性剤を添加してインクの表面張力を調整することにより、インクの記録媒体への浸透やにじみをコントロールし、印捺物の画質を改良する方法が知られている。一般に表面張力を下げることで繊維等の記録媒体への浸透性を高め、印捺物の粒状感を低減することができるが、表面張力を下げ過ぎた場合、印捺物の細線部分がにじみ、印捺画像が乱れることが問題となる。
このように、インクの表面張力は高すぎても、逆に低すぎても画像品質に問題が生じるため、記録媒体の種類によって適正な範囲に調整する必要がある。
特許文献5には、反応染料と、ノニオン界面活性剤と、水と、多価アルコールとを含有するインクジェット捺染用インク組成物が開示されている。
特許文献10には、反応染料と、特定の式で表される化合物と、ノニオン界面活性剤と、水とを含有するインクジェット捺染用インク組成物が開示されている。 On the other hand, in recent years, industrial-use highly durable inkjet heads and high-speed printers equipped with them have been developed, which require a viscosity of about 8 to 20 mPa · s as a physical property of ink to ensure ejection stability. ing.
Also, as one of the methods for improving the quality of printed matter, the surface tension of the ink is adjusted by adding a surfactant to control the penetration and bleeding of the ink into the recording medium. Methods for improving the image quality are known. In general, by reducing the surface tension, it is possible to increase the permeability of the recording medium such as fibers and reduce the graininess of the printed product, but if the surface tension is too low, the fine line portion of the printed product will blur, The problem is that the printed image is disturbed.
As described above, even if the surface tension of the ink is too high or too low, there is a problem in the image quality. Therefore, it is necessary to adjust to an appropriate range depending on the type of the recording medium.
Patent Document 5 discloses an ink composition for ink jet printing containing a reactive dye, a nonionic surfactant, water, and a polyhydric alcohol.
Patent Document 10 discloses an ink composition for ink-jet printing containing a reactive dye, a compound represented by a specific formula, a nonionic surfactant, and water.
しかし、工業用の高速インクジェットプリンタで要求される、高駆動周波数における気温変動に関わらない連続吐出性能及び印捺物の画像品質を満足する反応染料インクは現在のところ得られていない。 Furthermore, ink compositions for inkjet textile printing are required to obtain good ejection properties and good image quality of printed textiles regardless of temperature fluctuations. For example, when used in an environment where there is a large temperature difference between summer and winter, one problem is that ink that exhibits good ejection performance in summer has poor ejection in winter. Improving the discharge performance in winter often causes problems such as insufficient dyeing performance this time. Providing reactive dye ink that combines both discharge performance and dyeing performance regardless of temperature fluctuations Has become a big market demand.
However, a reactive dye ink that satisfies the continuous ejection performance and the image quality of printed matter that are required for industrial high-speed ink jet printers regardless of temperature fluctuation at a high driving frequency has not been obtained at present.
1)
少なくとも1種類の反応染料、ジグリセリンに酸化エチレン及び/又は酸化プロピレンが付加重合した構造を有する化合物、ノニオン界面活性剤、アニオン界面活性剤、及び水を含有するインク組成物、
2)
上記ジグリセリンに酸化エチレン及び/又は酸化プロピレンが付加重合した構造を有する化合物が、下記式(1)で表される化合物である上記1)に記載のインク組成物、
X1、X2、X3、及びX4はそれぞれ独立に水素原子又はメチル基を表し、
j、k、m、及びnは総和で4以上40以下の数を表す。] That is, the present invention
1)
An ink composition containing at least one reactive dye, a compound having a structure in which ethylene oxide and / or propylene oxide is added to diglycerin, a nonionic surfactant, an anionic surfactant, and water;
2)
The ink composition according to 1), wherein the compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to the diglycerin is a compound represented by the following formula (1):
X 1 , X 2 , X 3 , and X 4 each independently represent a hydrogen atom or a methyl group,
j, k, m, and n represent a total number of 4 to 40 in total. ]
上記ノニオン界面活性剤がアセチレングリコール系界面活性剤又はアセチレンアルコール系界面活性剤であり、アニオン界面活性剤がスルホ琥珀酸系界面活性剤である上記1)又は2)に記載のインク組成物、
4)
上記式(1)におけるX1、X2、X3、及びX4の全てがメチル基である上記2)又は3)に記載のインク組成物、
5)
インク組成物の総質量に対して、反応染料を0.5~35質量%、ジグリセリンに酸化エチレン及び/又は酸化プロピレンが付加重合した構造を有する化合物を3~50質量%、ノニオン界面活性剤を0.05~2質量%、アニオン界面活性剤を0.05~2質量%それぞれ含有し、残部が水である上記1)乃至4)のいずれか一項に記載のインク組成物、
6)
水溶性有機溶剤をさらに含有する上記1)乃至5)のいずれか一項に記載のインク組成物、
7)
インク組成物の総質量に対して、0.05~3質量%のpH調整剤をさらに含有する上記1)乃至6)のいずれか一項に記載のインク組成物、
8)
上記1)乃至7)に記載のインク組成物をインクとして用い、該インクのインク滴をインクジェットプリンタにより吐出させて繊維に付与する工程と、該工程により付与したインク組成物中の染料を、熱により上記繊維に反応固着させる工程と、上記繊維中に残存する未固着の染料を洗浄する工程とを含む繊維の捺染方法、
9)
1種類以上の糊材、前処理用のpH調整剤、及びヒドロトロピー剤を含む水溶液を、インク組成物を付与する前の前記繊維に含浸させる、繊維の前処理工程をさらに含む上記8)に記載の繊維の捺染方法、
10)
上記8)又は9)に記載の繊維の捺染方法により捺染された捺染物、
に関する。 3)
The ink composition according to 1) or 2), wherein the nonionic surfactant is an acetylene glycol surfactant or an acetylene alcohol surfactant, and the anionic surfactant is a sulfosuccinic acid surfactant,
4)
The ink composition according to 2) or 3), wherein all of X 1 , X 2 , X 3 , and X 4 in the formula (1) are methyl groups;
5)
0.5 to 35% by mass of reactive dye, 3 to 50% by mass of a compound having a structure in which ethylene oxide and / or propylene oxide is added to diglycerin, and nonionic surfactant based on the total mass of the ink composition The ink composition according to any one of 1) to 4) above, wherein 0.05 to 2% by mass, 0.05 to 2% by mass of an anionic surfactant are contained, and the balance is water.
6)
The ink composition according to any one of 1) to 5) above, further comprising a water-soluble organic solvent,
7)
The ink composition according to any one of 1) to 6) above, further containing 0.05 to 3% by mass of a pH adjusting agent with respect to the total mass of the ink composition;
8)
Using the ink composition described in the above 1) to 7) as an ink, ejecting ink droplets of the ink by an ink jet printer and applying the ink to a fiber, and adding the dye in the ink composition applied in the step to a heat A method of printing a fiber, comprising a step of reactively fixing to the fiber and a step of washing unfixed dye remaining in the fiber,
9)
The above 8) further includes a fiber pretreatment step of impregnating the fiber before application of the ink composition with an aqueous solution containing one or more types of glue, a pretreatment pH adjuster, and a hydrotropic agent. Textile printing method according to the description,
10)
A printed product printed by the fiber printing method described in 8) or 9) above;
About.
セルロース系繊維の染色用の染料としては、一般的に反応染料が用いられ、ポリアミド系繊維の染色用の染料としては、一般的に酸性染料が用いられるが、ポリアミド系繊維の染色には反応染料を用いることもできる。
セルロース系繊維を反応染料で染色する場合、反応染料が分子中に有する反応性の基が、セルロース系繊維のヒドロキシ基等と反応して共有結合を生じ、これにより該繊維が染色される。これに対して、ポリアミド系繊維は繊維中にアミノ基を有し、このアミノ基と、染料分子中のスルホ基等の酸性官能基とがイオン結合を生じることにより該繊維が染色される。したがって、酸性官能基(好ましくはスルホ基)を有する反応染料であれば、本発明のインク組成物に含有する色素として使用できる。 The ink composition of the present invention contains a reactive dye as a pigment, and further contains a compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to diglycerin, a nonionic surfactant, and an anionic surfactant. It is a substantially aqueous ink composition in solution.
A reactive dye is generally used as a dye for dyeing cellulose fibers, and an acid dye is generally used as a dye for dyeing polyamide fibers. However, reactive dyes are used for dyeing polyamide fibers. Can also be used.
When cellulosic fibers are dyed with reactive dyes, reactive groups contained in the reactive dye in the molecule react with hydroxy groups of the cellulosic fibers to form covalent bonds, thereby dyeing the fibers. On the other hand, the polyamide-based fiber has an amino group in the fiber, and the amino group and an acidic functional group such as a sulfo group in the dye molecule form an ionic bond, thereby dyeing the fiber. Therefore, any reactive dye having an acidic functional group (preferably a sulfo group) can be used as a pigment contained in the ink composition of the present invention.
上記式(1)で表される化合物は、平均分子量が340から2200の化合物であり、X1、X2、X3、及びX4はそれぞれ独立に水素原子又はメチル基を表し;j、k、m、及びnは総和で4以上40以下の数を表す。
X1乃至X4は、同一であっても異なっていてもよいが、同一であることが好ましい。また、X1乃至X4の全てが、水素原子であるか又はメチル基であるものがより好ましく、全てがメチル基であるものが特に好ましい。
式(1)で表される化合物は、ジグリセリンに酸化プロピレン又は酸化エチレンを付加重合して得られる化合物であり、k、j、m、及びnは、付加重合の平均値である。
式(1)で表される化合物がジグリセリンに酸化プロピレンを付加重合して得られる化合物、すなわち式(1)中、X1乃至X4の全てがメチルで表される化合物における、k、j、m、及びnは、その総和でおよそ4以上24以下を表す。各k、j、m、及びnのそれぞれの値は、これらが平均値であるため特定することは困難であるが、同じ程度の値であることが好ましい。具体的には、k、j、m、及びnのいずれもが1程度から6程度の範囲であるのがよい。この場合、上記式(1)で表される化合物の平均分子量はおおよそ、通常340から2200であり、好ましくは380から2000であり、より好ましくは400から1600である。
上記式(1)で表される化合物がジグリセリンに酸化エチレンを付加重合して得られる化合物、すなわち式(1)中、X1乃至X4の全てが水素原子で表される化合物における、k、j、m、及びnは、その総和でおよそ6以上40以下を表す。k、j、m、及びnのそれぞれの値は、上記と同様に同じ程度の値であることが好ましい。具体的には、k、j、m、及びnのいずれもが、おおよそ1.5から10の範囲であるのがよい。この場合、上記式(1)で表される化合物の平均分子量はおおよそ、通常390から2200であり、好ましくは430から2200であり、より好ましくは450から2000である。 The compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to diglycerin is not particularly limited as long as it has the structure, and preferred examples include compounds represented by the above formula (1).
The compound represented by the formula (1) is a compound having an average molecular weight of 340 to 2200, and X 1 , X 2 , X 3 , and X 4 each independently represent a hydrogen atom or a methyl group; j, k , M, and n represent a total number of 4 or more and 40 or less.
X 1 to X 4 may be independently identical or different, but are preferably the same. Further, it is more preferable that all of X 1 to X 4 are hydrogen atoms or methyl groups, and it is particularly preferable that all of them are methyl groups.
The compound represented by Formula (1) is a compound obtained by addition polymerization of propylene oxide or ethylene oxide to diglycerin, and k, j, m, and n are average values of addition polymerization.
K, j in the compound represented by the formula (1) obtained by addition polymerization of propylene oxide to diglycerin, that is, the compound in which all of X 1 to X 4 are represented by methyl in the formula (1) , M, and n represent approximately 4 or more and 24 or less in total. The respective values of k, j, m, and n are difficult to specify because they are average values, but are preferably the same value. Specifically, all of k, j, m, and n are preferably in the range of about 1 to 6. In this case, the average molecular weight of the compound represented by the formula (1) is generally about 340 to 2200, preferably 380 to 2000, and more preferably 400 to 1600.
The compound represented by the above formula (1) is a compound obtained by addition polymerization of ethylene oxide to diglycerin, that is, a compound in which all of X 1 to X 4 are represented by hydrogen atoms in formula (1). , J, m, and n represent about 6 to 40 in total. Each value of k, j, m, and n is preferably the same value as described above. Specifically, all of k, j, m, and n are preferably in the range of 1.5 to 10. In this case, the average molecular weight of the compound represented by the formula (1) is generally about 390 to 2200, preferably 430 to 2200, and more preferably 450 to 2000.
これらの具体例のうちでは、平均分子量がおよそ340~2200、好ましくは400~2000のものがよい。なお、該平均分子量はGPC(ゲル浸透クロマトグラフィー)で測定することが可能である。 The compound represented by the above formula (1) is generally known as polyoxypropylene diglyceryl ether or polyoxyethylene diglyceryl ether, and can also be obtained from the market. Specific examples thereof include, for example, trade names SC-P400 manufactured by Sakamoto Yakuhin Kogyo Co., Ltd. [in the above formula (1), k + j + m + n = 4, compound having an average molecular weight of 400], SC-P750 [similarly k + j + m + n = 9. , Compounds with an average molecular weight of 750], SC-P1000 [similarly k + j + m + n = 14, compounds with an average molecular weight of 1000], SC-P1200 [similarly k + j + m + n = 18, compounds with an average molecular weight of 1200], SC-P1600 [similarly k + j + m + n = 24, a compound having an average molecular weight of 1600] and the like; SC-E450 [in the above formula (1), k + j + m + n = 6, a compound having an average molecular weight of 450], SC-E750 [similarly k + j + m + n = 13, average Compound with molecular weight of 750], SC-E100 [Similarly k + j + m + n = 20, compound with average molecular weight 1000], SC-E1500 [similarly k + j + m + n = 30, compound with average molecular weight 1500], SC-E2000 [similarly k + j + m + n = 40, compound with average molecular weight 2000], etc. Oxyethylene diglyceryl ether; and the like.
Among these specific examples, those having an average molecular weight of about 340 to 2200, preferably 400 to 2000 are preferable. The average molecular weight can be measured by GPC (gel permeation chromatography).
上記のうち、アセチレングリコール系又はアセチレンアルコール系が好ましく、アセチレングリコール系がより好ましく、エアープロダクト社製の商品名サーフィノールシリーズが特に好ましい。 Nonionic surfactants include ethers such as polyoxyethylene nonylphenyl ether, polyoxyethylene octylphenyl ether, polyoxyethylene dodecylphenyl ether, polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene alkyl ether; Ester systems such as polyoxyethylene oleate, polyoxyethylene distearate, sorbitan laurate, sorbitan monostearate, sorbitan monooleate, sorbitan sesquioleate, polyoxyethylene monooleate, polyoxyethylene stearate; Acetylene alcohols such as 3,5-dimethyl-1-hexyn-3-ol; 2,4,7,9-tetramethyl-5-decyne-4,7-di 3,6-dimethyl-4-octyne-3,6-diol, manufactured by Air Products, trade names Surfinol 104, 104PG50, 82, 420, 440, 465, 485; Olphine STG Acetylene glycol type such as;
Among the above, acetylene glycol type or acetylene alcohol type is preferable, acetylene glycol type is more preferable, and trade name Surfynol series manufactured by Air Products is particularly preferable.
これら以外に、本発明のインク組成物に含有してもよい添加剤としては、水溶性有機溶剤、インク調製剤等が挙げられる。 The ink composition of the present invention is a composition containing the reactive dye, the compound represented by the formula (1), a nonionic surfactant, and an anionic surfactant, with the balance being water.
In addition to these, examples of additives that may be contained in the ink composition of the present invention include water-soluble organic solvents and ink preparation agents.
多価アルコール類としては、例えばアルコール性水酸基を2つ又は3つ有するC2-C6アルコール、及び繰り返し単位が4以上で、分子量20,000程度以下のポリC2-C3アルキレングリコール、好ましくは液状のポリアルキレングリコール等が挙げられる。その具体例としては、グリセリン、1,3-ペンタンジオール、1,5-ペンタンジオール等のアルコール性水酸基を2つ又は3つ有するC2-C6アルコール;エチレングリコール、ジエチレングリコール、トリエチレングリコール、プロピレングリコール、ポリエチレングリコール等のジ又はトリC2-C3アルキレングリコール;ポリプロピレングリコール等のポリC2-C3アルキレングリコール;等が挙げられる。
ピロリドン類としては、2-ピロリドン、N-メチル-2-ピロリドン等が挙げられる。
水溶性有機溶剤は、単独で使用してもよいが、併用するのが好ましい。
また、水溶性有機溶剤は、インク組成物の乾燥の防止(湿潤);粘度及び/又は表面張力の調整;消泡;繊維への浸透促進;等の効果を期待して使用するものであり、本発明のインク組成物中には含有する方が好ましい。
上記水溶性有機溶剤の含有量は合計で、インク組成物の総質量に対して通常1~50質量%、好ましくは5~40質量%、より好ましくは10~35質量%である。但し、色素として反応染料を1種類のみ含有するときは、水溶性有機溶剤の含有量が10~20質量%であることが、場合によりさらに好ましい。 Examples of the water-soluble organic solvent that may be contained in the ink composition of the present invention include polyhydric alcohols and pyrrolidones.
Examples of polyhydric alcohols include C2-C6 alcohols having 2 or 3 alcoholic hydroxyl groups, and poly C2-C3 alkylene glycols having a repeating unit of 4 or more and a molecular weight of about 20,000 or less, preferably a liquid polyhydric alcohol. Examples include alkylene glycol. Specific examples thereof include C2-C6 alcohols having two or three alcoholic hydroxyl groups such as glycerin, 1,3-pentanediol, 1,5-pentanediol; ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, And di- or tri-C2-C3 alkylene glycol such as polyethylene glycol; poly-C2-C3 alkylene glycol such as polypropylene glycol; and the like.
Examples of pyrrolidones include 2-pyrrolidone and N-methyl-2-pyrrolidone.
The water-soluble organic solvent may be used alone, but is preferably used in combination.
The water-soluble organic solvent is used in anticipation of effects such as prevention (wetting) of drying of the ink composition; adjustment of viscosity and / or surface tension; defoaming; promotion of penetration into fibers; The ink composition of the present invention is preferably contained.
The total content of the water-soluble organic solvent is usually 1 to 50% by mass, preferably 5 to 40% by mass, and more preferably 10 to 35% by mass with respect to the total mass of the ink composition. However, when only one kind of reactive dye is contained as a pigment, it is more preferable in some cases that the content of the water-soluble organic solvent is 10 to 20% by mass.
本発明のインク組成物にはpH調整剤を含有する方が好ましく、その含有量は、インク組成物の総質量に対して通常0.05~3質量%、好ましくは0.05~2.5質量%、より好ましくは0.1~2質量%である。 Examples of pH adjusters include hydroxides of alkaline earth metals such as sodium hydroxide, potassium hydroxide and lithium hydroxide; triethanolamine, diethanolamine, dimethylethanolamine, diethylethanolamine, tris (hydroxymethyl) amino And tertiary amines such as methane, preferably mono-, di-, or tri-C1-C4 alkylamines optionally substituted with a hydroxy group. Of these, tris (hydroxymethyl) aminomethane is preferred.
The ink composition of the present invention preferably contains a pH adjuster, and its content is usually 0.05 to 3% by mass, preferably 0.05 to 2.5%, based on the total mass of the ink composition. % By mass, more preferably 0.1 to 2% by mass.
各成分を加える順番は特に制限されず、撹拌により実質的に溶液となるまで混合し、本発明のインク組成物を調製すればよい。インク組成物の調製の際に使用する水は、上記の通り、無機不純物の少ないもの、例えば蒸留水やイオン交換水等を用いるのがよい。
なお、本発明のインク組成物をインクジェット捺染に使用する場合には、メンブランフィルタ等を用いて本発明のインク組成物を精密濾過し、夾雑物を除いた濾液をインクとして用いるのがよい。精密濾過を行う際のフィルタの孔径は、通常1~0.1μm、好ましくは、0.8~0.1μmである。 In the ink composition of the present invention, a dye, a compound represented by the above formula (1), a nonionic surfactant, and an anionic surfactant are added to water, and the water-soluble organic solvent and ink preparation described above are added as necessary. It is obtained by further adding the agent and stirring, and mixing until the solids such as the dye are dissolved.
The order in which each component is added is not particularly limited, and the ink composition of the present invention may be prepared by mixing until stirring until it is substantially in solution. As described above, the water used in preparing the ink composition is preferably water with few inorganic impurities, such as distilled water or ion-exchanged water.
When the ink composition of the present invention is used for ink jet textile printing, the ink composition of the present invention is finely filtered using a membrane filter or the like, and the filtrate from which impurities are removed is preferably used as the ink. The pore size of the filter when performing microfiltration is usually 1 to 0.1 μm, preferably 0.8 to 0.1 μm.
セルロース系繊維としては、例えば、綿、麻等の天然繊維;レーヨン等の再生セルロース繊維;これらを含有する混紡繊維;等が挙げられる。
ポリアミド系繊維としては、例えば、シルク、ウール等の天然ポリアミド繊維;ナイロン等の合成ポリアミド繊維;これらを含有する混紡繊維;等が挙げられる。 The textile printing method of the present invention comprises the ink composition of the present invention, preferably by filtering the ink composition with a membrane filter or the like to remove impurities, and then using this ink to produce a fiber, preferably a cellulosic system. In this method, printing is performed on fibers or polyamide-based fibers and then subjected to a treatment such as heating. There are no particular restrictions on the print head, ink nozzles, and the like used for printing, and they can be appropriately selected according to the purpose. More specifically, it is preferable to print on a fabric mainly composed of cellulosic fibers or polyamide fibers as the fibers to be printed.
Examples of the cellulosic fibers include natural fibers such as cotton and hemp; regenerated cellulose fibers such as rayon; and blended fibers containing these.
Examples of the polyamide fibers include natural polyamide fibers such as silk and wool; synthetic polyamide fibers such as nylon; and blended fibers containing these.
[工程1]
本発明のインク組成物をインクとして用い、該インクのインク滴をインクジェットプリンタにより吐出させて繊維に付与する工程(印捺工程)。
[工程2]
工程1により付与したインク組成物中の染料を、熱により上記繊維に反応固着させる工程。
[工程3]
上記繊維中に残存する未固着の染料を洗浄する工程。 Examples of a method for printing on a fiber using the ink composition of the present invention include a method of sequentially performing the following three steps.
[Step 1]
A step of using the ink composition of the present invention as an ink and ejecting the ink droplets of the ink by an ink jet printer to apply to the fiber (printing step).
[Step 2]
A step of reacting and fixing the dye in the ink composition applied in step 1 to the fibers by heat.
[Step 3]
Cleaning the unfixed dye remaining in the fiber.
未固着の染料を洗浄した後の該繊維を、50~120℃で、5~30分間乾燥することにより、目的とする捺染物を得ることができる。 As the step of washing the unfixed dye remaining in the fiber in the step 3, it is preferable to wash the fiber with cold water. In washing, the water may contain a surfactant.
The target printed matter can be obtained by drying the fiber after washing the unfixed dye at 50 to 120 ° C. for 5 to 30 minutes.
この前処理工程は必須ではないが、印捺時を含む捺染の際に染料のにじみを防止する効果が得られる場合もあるため、前処理工程を含む4工程を順次行う捺染方法が好ましい。
なお、前処理液に含有するpH調整剤は、本発明のインク組成物に含有する上記pH調整剤と使用目的は同じであるが、その好ましい具体例等は異なる。このため、本明細書においては、本発明のインク組成物に含有するpH調整剤は単に「pH調整剤」、前処理液に含有するpH調整剤については「前処理用のpH調整剤」と記載して両者を区別する。 As a textile printing method, a method including a pretreatment step for the fiber before performing the above three steps, that is, before applying the ink composition is preferable. In this pretreatment step, an aqueous solution containing one or more types of paste material, a pH adjuster contained in the pretreatment liquid, and a hydrotropic agent is used as a pretreatment liquid. For example, the ink composition is prepared by a padding method (pad method). The process of impregnating the fiber before providing is mentioned. The padding drawing ratio is preferably about 40 to 90%, more preferably about 60 to 80%.
Although this pretreatment process is not essential, an effect of preventing dye bleeding may be obtained at the time of printing including at the time of printing, and therefore a printing method in which four steps including the pretreatment process are sequentially performed is preferable.
The pH adjusting agent contained in the pretreatment liquid has the same purpose of use as the pH adjusting agent contained in the ink composition of the present invention, but preferred specific examples thereof are different. For this reason, in this specification, the pH adjuster contained in the ink composition of the present invention is simply “pH adjuster”, and the pH adjuster contained in the pretreatment liquid is “pH adjuster for pretreatment”. Describe and distinguish between the two.
これらのうち、好ましい糊剤としては、セルロース系繊維にはアルギン酸ソーダが、ポリアミド系繊維にはグアー、ローカストビーン等の天然ガム類;及び/又はシラツガム系、ローストビーンガム系等の加工天然ガム類;が、それぞれ挙げられる。 Examples of the paste include natural gums such as guar and locust bean, starches, seaweeds such as sodium alginate and fungi, plant skins such as pectic acid, methyl fibrin, ethyl fibrin, hydroxyethylcellulose, carboxymethylcellulose, etc. Fiber derivatives, processed starches such as carboxymethyl starch, processed natural gums such as shiratsu gum and roast bean gum, and synthetic glues such as polyvinyl alcohol and polyacrylate.
Of these, preferable agglutinating agents include sodium alginate for cellulosic fibers, natural gums such as guar and locust bean for polyamide fibers; and / or processed natural gums such as shiraz gum and roast bean gum. Respectively.
商品名
1)SC-P400 :平均分子量400
2)SC-P1000:平均分子量1000
3)SC-P1600:平均分子量1600
4)SC-E450 :平均分子量450
5)SC-E2000:平均分子量2000 In the following present invention, the compound represented by the above formula (1) was used as a compound having a structure in which ethylene oxide and / or propylene oxide was added to diglycerin. As the compound represented by the formula (1), the following two systems of compounds, both commercially available from Sakamoto Yakuhin Kogyo Co., Ltd., were used. Among these, the compounds of “SC-P” are all polyoxypropylene diglyceryl ether, and the compounds of “SC-E” are all polyoxyethylene diglyceryl ether.
Product name 1) SC-P400: Average molecular weight 400
2) SC-P1000: Average molecular weight 1000
3) SC-P1600: Average molecular weight 1600
4) SC-E450: Average molecular weight 450
5) SC-E2000: Average molecular weight 2000
下記する各実施例に記載の成分を混合し、固形分が溶解するまでおおよそ1時間撹拌することにより、それぞれのインク組成物を得た後、0.45μmのメンブランフィルタ(商品名セルロースアセテート系濾紙、アドバンテック社製)で濾過することにより、試験用のインクを調製した。このインクの調製をそれぞれ実施例1~6とする。
なお、各インクに色素として使用した反応染料は、いずれも日本化薬株式会社製のモノクロルトリアジン系反応染料であり、「C.I.」の直後に記載の「Reactive」の語は、周知の通り「反応染料」を意味する。 [Examples 1 to 6]
The components described in each of the following examples were mixed and stirred for about 1 hour until the solid content was dissolved to obtain each ink composition, and then a 0.45 μm membrane filter (trade name cellulose acetate filter paper). The ink for a test was prepared by filtering with Advantech). The ink preparations are referred to as Examples 1 to 6, respectively.
The reactive dye used as a pigment in each ink is a monochlorotriazine reactive dye manufactured by Nippon Kayaku Co., Ltd. The word “Reactive” immediately after “CI” is a well-known word. As usual, it means “reactive dye”.
C.I. Reactive Yellow 2 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-P400 25部
プロピレングリコール 10部
2-ピロリドン 5部
サーフィノール104PG50 0.1部
アデカコールEC8600 0.5部
プロキセルGXL 0.1部
イオン交換水 48.8部 [Example 1 (yellow ink)]
C. I. Reactive Yellow 2 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-P400 25 parts Propylene glycol 10 parts 2-Pyrrolidone 5 parts Surfinol 104PG50 0.1 part Adekacol EC8600 0.5 part Proxel GXL 0.1 part Ion 48.8 parts of replacement water
C.I. Reactive Red 3:1 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-P1000 15部
プロピレングリコール 10部
2-ピロリドン 3部
サーフィノール440 0.3部
アデカコールEC8600 0.3部
プロキセルGXL 0.1部
イオン交換水 60.8部 [Example 2 (magenta ink)]
C. I. Reactive Red 3: 1 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-P1000 15 parts Propylene glycol 10 parts 2-Pyrrolidone 3 parts Surfinol 440 0.3 part Adekacol EC8600 0.3 part Proxel GXL 0.1 Part Ion-exchanged water 60.8 parts
C.I. Reactive Blue 15:1 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-P1600 25部
プロピレングリコール 10部
2-ピロリドン 3部
サーフィノール485 0.1部
アデカコールEC8600 0.2部
プロキセルGXL 0.1部
イオン交換水 51.1部 [Example 3 (cyan ink)]
C. I. Reactive Blue 15: 1 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-P1600 25 parts Propylene glycol 10 parts 2-Pyrrolidone 3 parts Surfynol 485 0.1 part Adekacol EC8600 0.2 part Proxel GXL 0.1 Part Ion-exchanged water 51.1 parts
C.I. Reactive Orange 13 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-E450 25部
プロピレングリコール 10部
2-ピロリドン 3部
サーフィノール440 0.3部
ペレックスOT-P 0.1部
プロキセルGXL 0.1部
イオン交換水 51部 [Example 4 (orange ink)]
C. I. Reactive Orange 13 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-E450 25 parts Propylene glycol 10 parts 2-Pyrrolidone 3 parts Surfynol 440 0.3 part Plex OT-P 0.1 part Proxel GXL 0.1 Part Ion-exchanged water 51 parts
C.I. Reactive Blue 49 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-E2000 20部
プロピレングリコール 10部
2-ピロリドン 3部
サーフィノール485 0.5部
ペレックスOT-P 0.5部
プロキセルGXL 0.1部
イオン交換水 55.4部 [Example 5 (cyan ink)]
C. I. Reactive Blue 49 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-E2000 20 parts Propylene glycol 10 parts 2-Pyrrolidone 3 parts Surfynol 485 0.5 parts Plex OT-P 0.5 parts Proxel GXL 0.1 Part 55.4 parts ion-exchanged water
C.I. Reactive Blue 176 9部
C.I. Reactive Red 3:1 3部
C.I. Reactive Orange 12 3部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-E2000 5部
エチレングリコール 15部
プロピレングリコール 10部
2-ピロリドン 10部
サーフィノール485 0.5部
アデカコールEC8600 0.1部
プロキセルGXL 0.1部
イオン交換水 43.8部 [Example 6 (black ink)]
C. I. Reactive Blue 176 9 parts C.I. I. Reactive Red 3: 1 3 parts C.I. I. Reactive Orange 12 3 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-E2000 5 parts Ethylene glycol 15 parts Propylene glycol 10 parts 2-Pyrrolidone 10 parts Surfynol 485 0.5 parts Adekacol EC8600 0.1 part Proxel GXL 0 .1 part 43.8 parts ion-exchanged water
ノニオン界面活性剤とアニオン界面活性剤とを併用せず、それぞれ単独で使用する以外は実施例2と同様にして比較用のインクを調製した。この比較用インクの調製を比較例1及び2とする。
同様に、界面活性剤を単独で使用する以外は実施例5と同様にして比較用のインクを調製した。この比較用インクの調製を比較例3及び4とする。
なお、比較例1及び3はノニオン界面活性剤のみを使用し、アニオン界面活性剤の代わりにイオン交換水を増量したインクであり、比較例2及び4はアニオン界面活性剤のみを使用し、ノニオン界面活性剤の代わりにイオン交換水を増量したインクである。 [Comparative Examples 1 to 4]
A comparative ink was prepared in the same manner as in Example 2 except that the nonionic surfactant and the anionic surfactant were not used in combination and each was used alone. This comparative ink is referred to as Comparative Examples 1 and 2.
Similarly, a comparative ink was prepared in the same manner as in Example 5 except that the surfactant was used alone. This comparative ink was prepared as Comparative Examples 3 and 4.
Comparative Examples 1 and 3 are inks using only a nonionic surfactant and an increased amount of ion-exchanged water instead of an anionic surfactant, and Comparative Examples 2 and 4 are using only an anionic surfactant, Ink with increased amount of ion-exchanged water instead of surfactant.
C.I. Reactive Red 3:1 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-P1000 15部
プロピレングリコール 10部
2-ピロリドン 3部
サーフィノール440 0.3部
プロキセルGXL 0.1部
イオン交換水 61.1部 [Comparative Example 1]
C. I. Reactive Red 3: 1 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-P1000 15 parts Propylene glycol 10 parts 2-pyrrolidone 3 parts Surfynol 440 0.3 part Proxel GXL 0.1 part Ion-exchanged water 61. 1 copy
C.I. Reactive Red 3:1 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-P1000 15部
プロピレングリコール 10部
2-ピロリドン 3部
アデカコールEC8600 0.3部
プロキセルGXL 0.1部
イオン交換水 61.1部 [Comparative Example 2]
C. I. Reactive Red 3: 1 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-P1000 15 parts Propylene glycol 10 parts 2-pyrrolidone 3 parts Adekacol EC8600 0.3 part Proxel GXL 0.1 part Ion-exchanged water 61.1 Part
C.I. Reactive Blue 49 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-E2000 20部
プロピレングリコール 10部
2-ピロリドン 3部
サーフィノール485 0.5部
プロキセルGXL 0.1部
イオン交換水 55.9部 [Comparative Example 3]
C. I. Reactive Blue 49 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-E2000 20 parts Propylene glycol 10 parts 2-Pyrrolidone 3 parts Surfinol 485 0.5 part Proxel GXL 0.1 part Ion-exchanged water 55.9 parts
C.I. Reactive Blue 49 10部
トリス(ヒドロキシメチル)アミノメタン 0.5部
SC-E2000 20部
プロピレングリコール 10部
2-ピロリドン 3部
ペレックスOT-P 0.5部
プロキセルGXL 0.1部
イオン交換水 55.9部 [Comparative Example 4]
C. I. Reactive Blue 49 10 parts Tris (hydroxymethyl) aminomethane 0.5 part SC-E2000 20 parts Propylene glycol 10 parts 2-Pyrrolidone 3 parts Plex OT-P 0.5 part Proxel GXL 0.1 part Ion-exchanged water 55.9 Part
実施例4において、上記式(1)で表される化合物(SC-E450)25部の代わりに以下に示す化合物をそれぞれ25部使用する以外は、実施例4と同様にして比較例5~7の比較用インクを調整した。
比較例5:グリセリン
比較例6:ポリグリセリン750(平均分子量750のポリグリセリン、阪本薬品工業株式会社製)
比較例7:プロピレングリコール [Comparative Examples 5 to 7]
In Example 4, Comparative Examples 5 to 7 were carried out in the same manner as Example 4 except that 25 parts of each of the compounds shown below were used instead of 25 parts of the compound represented by the above formula (1) (SC-E450). The comparative ink was prepared.
Comparative Example 5: Glycerol Comparative Example 6: Polyglycerin 750 (polyglycerin having an average molecular weight of 750, manufactured by Sakamoto Pharmaceutical Co., Ltd.)
Comparative Example 7: Propylene glycol
上記実施例1~5、及び比較例1~7で調製したそれぞれのインクにつき、下記(1)乃至(7)の7種類の試験を行い、インクの性能を評価した。各試験結果のうち、インクの基礎物性値の測定試験である(1)粘度試験~(3)動的表面張力については下記表1に、インクの性能試験である(4)連続吐出性試験~(7)染色性試験2については下記表2に示した。 [Evaluation of ink]
For each of the inks prepared in Examples 1 to 5 and Comparative Examples 1 to 7, the following seven tests (1) to (7) were conducted to evaluate the ink performance. Among the test results, (1) Viscosity test to (3) Dynamic surface tension, which is a measurement test of basic physical property values of ink, is shown in Table 1 below, and (4) Continuous ejection test is an ink performance test. (7) Dyeability test 2 is shown in Table 2 below.
各実施例、及び各比較例のインクの粘度を10℃及び25℃においてE型粘度計(R115型粘度計、東機産業社製)を用いて測定した。なお、下記表1中の数値の単位はmPa・sである。 (1) Viscosity test The viscosity of the ink of each Example and each comparative example was measured at 10 ° C. and 25 ° C. using an E-type viscometer (R115 viscometer, manufactured by Toki Sangyo Co., Ltd.). In addition, the unit of the numerical value in following Table 1 is mPa * s.
各実施例、及び各比較例のインクの表面張力を10℃及び25℃においてプレート法(CBVP-Z型表面張力計、協和界面科学社製)にて測定した。なお、下記表1中の数値の単位はmN/mである。 (2) Surface tension The surface tension of the inks of the examples and comparative examples was measured at 10 ° C. and 25 ° C. by the plate method (CBVP-Z surface tension meter, manufactured by Kyowa Interface Science Co., Ltd.). In addition, the unit of the numerical value in the following Table 1 is mN / m.
各実施例、及び各比較例のインクの動的表面張力を10℃の10Hz、及び25℃の10Hzにおいて最大泡圧法(SITA SCIENCE LINE 60型動的表面張力計、SITA Messtechnik GmbH社製)にて測定した。なお、下記表1中の数値の単位はmN/mである。 (3) Dynamic surface tension The dynamic surface tension of the ink of each Example and each Comparative Example was measured using a maximum bubble pressure method (SITA SCIENCE LINE 60 type dynamic surface tension meter, SITA at 10 Hz of 10 ° C. and 10 Hz of 25 ° C. Measured by Messtechnik GmbH). In addition, the unit of the numerical value in the following Table 1 is mN / m.
アルギン酸ナトリウム、尿素、炭酸水素ナトリウムを含む水溶液を用いてパッド法にて前処理を行った綿布に、各実施例、及び各比較例のインクをそれぞれ単独で使用して、工業用インクジェットヘッド(NOVA、フジフィルムダイマティックス社製)を搭載したオンデマンド型インクジェットプリンタ(アポロ2プリンターシステム、フジフィルムダイマティックス社製)にて25℃の環境下で印捺し、各インクの吐出性を評価した。吐出性は、ITI Web Transport(インクジェット印刷布搬送機、ITI Corporation社製)を用い、7.5cm幅ロール状の綿布にベタ柄で5mの連続印捺を行い、印捺綿布を得た。得られた印捺画像の状態により、試験結果を以下の基準で評価した。
○:最後まで良好に印捺できる。
△:印捺画像にスジ欠けが確認できるか、又は印捺は不安定だが、最後まで印捺できる。
×:印捺画像の散り、スジ欠けが激しいか、又は印捺が不安定であり、最後まで印捺できない。 (4) Continuous ejection property test Each example and each comparative example ink were used individually on a cotton cloth pretreated by the pad method using an aqueous solution containing sodium alginate, urea, and sodium bicarbonate. , On-demand type inkjet printer (Apollo 2 printer system, manufactured by Fujifilm Dimatics) equipped with industrial inkjet head (NOVA, manufactured by Fujifilm Dimatics) Ink ejection properties were evaluated. The ejection property was obtained by continuously printing 5 m with a solid pattern on a cotton fabric having a width of 7.5 cm using an ITI Web Transport (inkjet printing cloth conveyance machine, manufactured by ITI Corporation) to obtain a printing cotton cloth. The test results were evaluated according to the following criteria depending on the state of the obtained printed image.
○: Can be printed well to the end.
Δ: streaks are confirmed in the printed image or printing is unstable, but printing can be performed to the end.
X: Scattering of printed images, streaks are severe, or printing is unstable, and printing cannot be performed to the end.
上記(4)連続吐出性試験において、環境温度を25℃から10℃の低温環境下にする以外は同様にして印捺を行い、印捺綿布を得た。得られた印捺画像の状態により、試験結果を上記(4)連続吐出性試験と同様の基準で評価した。 (5) Low-temperature continuous discharge test In the above (4) continuous discharge test, printing was performed in the same manner except that the ambient temperature was changed to a low-temperature environment of 25 ° C. to 10 ° C. to obtain a printed cotton fabric. The test results were evaluated according to the same criteria as in the above (4) continuous discharge test according to the state of the obtained printed image.
<綿布での試験>
上記(4)連続吐出性試験で得られた各印捺綿布の印捺初期部分30cmを、60~80℃で中間乾燥後、100~103℃で10分間スチーミング処理を行った。水洗後、95~100℃の沸騰水で10分間洗浄し、水洗、乾燥することにより試験用の捺染された綿染布を得た。
<シルク布での試験>
グアー、硫酸アンモニウム、及び尿素を含む水溶液を用いてパッド法にて前処理を行ったシルク布に、上記した(4)連続吐出性試験を行い、得られたシルク布の印捺初期部分20cmを、60~80℃で中間乾燥後、100~103℃で20分間スチーミング処理を行った。水洗後、乾燥することにより試験用の捺染されたシルク染布を得た。得られた各染布の状態により、試験結果を以下の基準で評価した。
なお、比較例5及び7については、前記(4)連続吐出性試験で良好な印捺が行えなかったため、この染色性試験1は行っていない。
○:印捺画像に粒状感がなく、捺染された染布にもイラつきがない。
×:印捺画像に粒状感があり、捺染された染布にイラつきがある。 (6) Dyeability test 1
<Test with cotton cloth>
The initial printing portion 30 cm of each printing cotton cloth obtained in the above (4) continuous discharge test was subjected to intermediate drying at 60 to 80 ° C. and then steaming treatment at 100 to 103 ° C. for 10 minutes. After washing with water, it was washed with boiling water at 95 to 100 ° C. for 10 minutes, washed with water and dried to obtain a printed cotton fabric for testing.
<Test with silk cloth>
The silk fabric pretreated by the pad method using an aqueous solution containing guar, ammonium sulfate, and urea was subjected to the above (4) continuous discharge test, and the initial printing portion 20 cm of the obtained silk fabric was After intermediate drying at 60 to 80 ° C., a steaming treatment was performed at 100 to 103 ° C. for 20 minutes. After washing with water and drying, a printed silk fabric for testing was obtained. The test results were evaluated according to the following criteria depending on the state of each obtained dyed fabric.
In Comparative Examples 5 and 7, since good printing could not be performed in the above (4) continuous discharge test, this dyeability test 1 was not performed.
○: The printed image has no graininess, and the printed dyed fabric is not irritated.
X: The printed image has a graininess, and the printed dyed fabric is irritated.
セルロース繊維への反応染料の固着に対する式(1)で表される化合物の影響を調べる目的で、実施例4及び比較例5~7について、上記(5)低温連続吐出性試験で得られた印捺綿布の印捺初期部分20cmを、60~80℃で中間乾燥後、100~103℃で10分間スチーミング処理を行った。水洗後、95~100℃の沸騰水で10分間洗浄し、水洗、乾燥することにより捺染された綿染布を調製した。
測色機(SpectroEye、GRETAG-MACBETH社製)を用い、上記のようにして得られた捺染された綿染布のマクベス反射濃度を測色し、各固着率を下記の式で求めた。
固着率=(A/B)×100(%)
A:実施例4、又は比較例5~7の捺染された綿染布の反射濃度。
B:実施例4の捺染された綿染布の反射濃度。
固着率の試験結果は、以下の基準で評価した。
○:95%以上
△:90%以上で95%未満
×:90%未満 (7) Dyeability test 2
For the purpose of investigating the influence of the compound represented by the formula (1) on the fixation of the reactive dye to the cellulose fiber, Example 4 and Comparative Examples 5 to 7 were marked with the marks obtained in the above (5) low-temperature continuous ejection test. A 20 cm initial printing portion of the cotton fabric was subjected to intermediate drying at 60 to 80 ° C. and then steaming at 100 to 103 ° C. for 10 minutes. After washing with water, it was washed with boiling water at 95 to 100 ° C. for 10 minutes, washed with water and dried to prepare a printed cotton dyed fabric.
Using a colorimeter (SpectroEye, manufactured by GRETAG-MACBETH), the Macbeth reflection density of the printed cotton dyed fabric obtained as described above was measured, and each fixing rate was determined by the following formula.
Adhesion rate = (A / B) × 100 (%)
A: Reflection density of the cotton dyed fabric printed in Example 4 or Comparative Examples 5 to 7.
B: Reflection density of the cotton dyed fabric printed in Example 4.
The test result of the adhesion rate was evaluated according to the following criteria.
○: 95% or more △: 90% or more and less than 95% ×: less than 90%
また、全ての試験項目において、各実施例は最高の結果を示した。
一方、ノニオン界面活性剤のみを使用した比較例1及び3は、吐出性については良好であるが、(6)染色性試験1において印捺画像に粒状感があり、また、捺染された染布にもイラつきがあり、品質的に劣ることが分かった。また、アニオン界面活性剤のみを使用した比較例2及び4は、(5)低温連続吐出性試験において良好な吐出性が得られないことが分かった。
また、式(1)で表される化合物の代わりに、グリセリンを用いた比較例5、ポリグリセリン750を用いた比較例6、及びプロピレングリコールを用いた比較例7では、25℃におけるインク粘度が低く、(4)連続吐出試験においてはいずれも良好な吐出性が得られなかった。
また、比較例5~7は、(5)低温連続吐出性試験では良好な吐出性を示したが、得られた印捺綿布を使用した(7)染色性試験2において、比較例5及び6の染色性能は極めて不良であった。
以上の結果から、本発明のインク組成物は、温度変化に関わらず連続吐出性に優れ、染色性も良好な捺染用インク、特に工業用インクジェットヘッドを用いる繊維の捺染用インクとして好適である。 As is apparent from the results in Table 1, the inks of the respective examples in which the nonionic surfactant and the anionic surfactant were used in combination had surface tensions in the range of 25 to 35 mN / m at 25 ° C. and 10 ° C. The dynamic surface tension at a temperature of 10 Hz is in the range of 30 to 40 mN / m.
In all the test items, each example showed the best result.
On the other hand, Comparative Examples 1 and 3 using only the nonionic surfactant have good ejection properties, but (6) the printed image has a grainy feeling in the dyeability test 1, and the printed dyed fabric There was also annoyance, and it turned out that it was inferior in quality. In addition, it was found that Comparative Examples 2 and 4 using only an anionic surfactant cannot obtain good dischargeability in the (5) low temperature continuous dischargeability test.
In addition, in Comparative Example 5 using glycerin, Comparative Example 6 using polyglycerin 750, and Comparative Example 7 using propylene glycol instead of the compound represented by Formula (1), the ink viscosity at 25 ° C. Low (4) In any of the continuous discharge tests, good discharge properties were not obtained.
In Comparative Examples 5 to 7, (5) the low-temperature continuous discharge test showed good discharge, but the obtained printed cotton fabric was used. (7) In the dyeability test 2, Comparative Examples 5 and 6 The dyeing performance of was very poor.
From the above results, the ink composition of the present invention is suitable as a textile printing ink excellent in continuous discharge property and good dyeability regardless of temperature change, particularly as a textile textile printing ink using an industrial inkjet head.
Claims (10)
- 少なくとも1種類の反応染料、ジグリセリンに酸化エチレン及び/又は酸化プロピレンが付加重合した構造を有する化合物、ノニオン界面活性剤、アニオン界面活性剤、及び水を含有するインク組成物。 An ink composition containing at least one reactive dye, a compound having a structure obtained by addition polymerization of ethylene oxide and / or propylene oxide to diglycerin, a nonionic surfactant, an anionic surfactant, and water.
- 前記ジグリセリンに酸化エチレン及び/又は酸化プロピレンが付加重合した構造を有する化合物が、下記式(1)で表される化合物である請求項1に記載のインク組成物、
X1、X2、X3、及びX4はそれぞれ独立に水素原子又はメチル基を表し、
j、k、m、及びnは総和で4以上40以下の数を表す。] The ink composition according to claim 1, wherein the compound having a structure in which ethylene oxide and / or propylene oxide is addition-polymerized to diglycerin is a compound represented by the following formula (1):
X 1 , X 2 , X 3 , and X 4 each independently represent a hydrogen atom or a methyl group,
j, k, m, and n represent a total number of 4 to 40 in total. ] - 前記ノニオン界面活性剤がアセチレングリコール系界面活性剤又はアセチレンアルコール系界面活性剤であり、前記アニオン界面活性剤がスルホ琥珀酸系界面活性剤である請求項1又は2に記載のインク組成物。 The ink composition according to claim 1 or 2, wherein the nonionic surfactant is an acetylene glycol surfactant or an acetylene alcohol surfactant, and the anionic surfactant is a sulfosuccinic acid surfactant.
- 前記式(1)におけるX1、X2、X3、及びX4の全てがメチル基である請求項2又は3に記載のインク組成物。 The ink composition according to claim 2 or 3, wherein all of X 1 , X 2 , X 3 , and X 4 in the formula (1) are methyl groups.
- インク組成物の総質量に対して、反応染料を0.5~35質量%、ジグリセリンに酸化エチレン及び/又は酸化プロピレンが付加重合した構造を有する化合物を3~50質量%、ノニオン界面活性剤を0.05~2質量%、アニオン界面活性剤を0.05~2質量%それぞれ含有し、残部が水である請求項1乃至4のいずれか一項に記載のインク組成物。 0.5 to 35% by mass of reactive dye, 3 to 50% by mass of a compound having a structure in which ethylene oxide and / or propylene oxide is added to diglycerin, and nonionic surfactant based on the total mass of the ink composition The ink composition according to any one of Claims 1 to 4, wherein 0.05 to 2 mass% of anionic surfactant, 0.05 to 2 mass% of an anionic surfactant are contained, and the balance is water.
- 水溶性有機溶剤をさらに含有する請求項1乃至5のいずれか一項に記載のインク組成物。 The ink composition according to any one of claims 1 to 5, further comprising a water-soluble organic solvent.
- インク組成物の総質量に対して、0.05~3質量%のpH調整剤をさらに含有する請求項1乃至6のいずれか一項に記載のインク組成物。 The ink composition according to any one of claims 1 to 6, further comprising 0.05 to 3% by mass of a pH adjuster based on the total mass of the ink composition.
- 請求項1乃至7に記載のインク組成物をインクとして用い、該インクのインク滴をインクジェットプリンタにより吐出させて繊維に付与する工程と、該工程により付与したインク組成物中の染料を、熱により前記繊維に反応固着させる工程と、前記繊維中に残存する未固着の染料を洗浄する工程とを含む繊維の捺染方法。 A step of applying the ink composition according to any one of claims 1 to 7 as an ink, ejecting ink droplets of the ink by an ink jet printer to a fiber, and a dye in the ink composition applied by the step by heat. A fiber printing method comprising a step of reactively fixing to the fiber and a step of washing unfixed dye remaining in the fiber.
- 1種類以上の糊材、前処理用のpH調整剤、及びヒドロトロピー剤を含む水溶液を、インク組成物を付与する前の前記繊維に含浸させる、繊維の前処理工程をさらに含む請求項8に記載の繊維の捺染方法。 9. The fiber pretreatment step of impregnating the fiber before applying the ink composition with an aqueous solution containing one or more kinds of paste material, a pretreatment pH adjuster, and a hydrotropic agent. The textile printing method as described.
- 請求項8又は9に記載の繊維の捺染方法により捺染された捺染物。 A printed matter printed by the fiber printing method according to claim 8 or 9.
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Cited By (12)
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JPWO2022224789A1 (en) * | 2021-04-19 | 2022-10-27 | ||
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Also Published As
Publication number | Publication date |
---|---|
TWI478991B (en) | 2015-04-01 |
JP5580824B2 (en) | 2014-08-27 |
CN102471623A (en) | 2012-05-23 |
JPWO2011013503A1 (en) | 2013-01-07 |
TW201120151A (en) | 2011-06-16 |
CN102471623B (en) | 2015-04-01 |
BR112012001611A2 (en) | 2016-03-15 |
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