JPH0229376A - Recording material - Google Patents
Recording materialInfo
- Publication number
- JPH0229376A JPH0229376A JP63179762A JP17976288A JPH0229376A JP H0229376 A JPH0229376 A JP H0229376A JP 63179762 A JP63179762 A JP 63179762A JP 17976288 A JP17976288 A JP 17976288A JP H0229376 A JPH0229376 A JP H0229376A
- Authority
- JP
- Japan
- Prior art keywords
- group
- electron
- compound
- colorless dye
- alkylene
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 45
- 125000003118 aryl group Chemical group 0.000 claims abstract description 15
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 13
- 238000011161 development Methods 0.000 claims description 10
- 229910052751 metal Inorganic materials 0.000 abstract description 8
- 239000002184 metal Substances 0.000 abstract description 8
- 238000004040 coloring Methods 0.000 abstract description 5
- 229920003986 novolac Polymers 0.000 abstract description 4
- 150000002989 phenols Chemical class 0.000 abstract description 4
- 150000003839 salts Chemical class 0.000 abstract description 4
- 239000004927 clay Substances 0.000 abstract description 3
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 abstract description 3
- 150000003872 salicylic acid derivatives Chemical class 0.000 abstract description 3
- 239000000440 bentonite Substances 0.000 abstract description 2
- 229910000278 bentonite Inorganic materials 0.000 abstract description 2
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 abstract description 2
- 125000005842 heteroatom Chemical group 0.000 abstract description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 239000000123 paper Substances 0.000 description 29
- 239000000975 dye Substances 0.000 description 28
- -1 leucomethylene blue compound Chemical class 0.000 description 28
- 238000000576 coating method Methods 0.000 description 18
- 239000011248 coating agent Substances 0.000 description 17
- 239000007864 aqueous solution Substances 0.000 description 13
- 239000006185 dispersion Substances 0.000 description 12
- 239000004372 Polyvinyl alcohol Substances 0.000 description 11
- 239000007788 liquid Substances 0.000 description 11
- 229920002451 polyvinyl alcohol Polymers 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 10
- 125000004432 carbon atom Chemical group C* 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000002775 capsule Substances 0.000 description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 9
- 239000002245 particle Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 239000011230 binding agent Substances 0.000 description 7
- 229920001577 copolymer Polymers 0.000 description 7
- 239000011241 protective layer Substances 0.000 description 7
- 239000007787 solid Substances 0.000 description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000001993 wax Substances 0.000 description 6
- 239000006096 absorbing agent Substances 0.000 description 5
- 229920000126 latex Polymers 0.000 description 5
- 239000004816 latex Substances 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 239000005995 Aluminium silicate Substances 0.000 description 4
- 235000012211 aluminium silicate Nutrition 0.000 description 4
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 4
- 239000010410 layer Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- 229920003048 styrene butadiene rubber Polymers 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- 229920002396 Polyurea Polymers 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000002174 Styrene-butadiene Substances 0.000 description 3
- 239000002253 acid Chemical class 0.000 description 3
- 125000003545 alkoxy group Chemical group 0.000 description 3
- 125000003277 amino group Chemical group 0.000 description 3
- 239000001273 butane Substances 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- 239000000945 filler Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000003094 microcapsule Substances 0.000 description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 239000002985 plastic film Substances 0.000 description 3
- 239000004584 polyacrylic acid Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- GCLGEJMYGQKIIW-UHFFFAOYSA-H sodium hexametaphosphate Chemical compound [Na]OP1(=O)OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])OP(=O)(O[Na])O1 GCLGEJMYGQKIIW-UHFFFAOYSA-H 0.000 description 3
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 3
- 159000000000 sodium salts Chemical class 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 229920003002 synthetic resin Polymers 0.000 description 3
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 3
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 2
- 229920000881 Modified starch Polymers 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
- VGGLHLAESQEWCR-UHFFFAOYSA-N N-(hydroxymethyl)urea Chemical compound NC(=O)NCO VGGLHLAESQEWCR-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000005062 Polybutadiene Substances 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 125000002252 acyl group Chemical group 0.000 description 2
- 125000004442 acylamino group Chemical group 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N alpha-ketodiacetal Natural products O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- 150000008366 benzophenones Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 125000006267 biphenyl group Chemical group 0.000 description 2
- 239000005018 casein Substances 0.000 description 2
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 2
- 235000021240 caseins Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 239000006258 conductive agent Substances 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 125000004093 cyano group Chemical group *C#N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 2
- 239000002612 dispersion medium Substances 0.000 description 2
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 2
- 239000007850 fluorescent dye Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- 125000005843 halogen group Chemical group 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 235000019426 modified starch Nutrition 0.000 description 2
- ZOLJFBQEKSZVCB-UHFFFAOYSA-N n-phenyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC1=CC=CC=C1 ZOLJFBQEKSZVCB-UHFFFAOYSA-N 0.000 description 2
- 150000002790 naphthalenes Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920002401 polyacrylamide Polymers 0.000 description 2
- 229920002857 polybutadiene Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 229940037312 stearamide Drugs 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 239000000057 synthetic resin Substances 0.000 description 2
- 150000004961 triphenylmethanes Chemical class 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- IAUKWGFWINVWKS-UHFFFAOYSA-N 1,2-di(propan-2-yl)naphthalene Chemical compound C1=CC=CC2=C(C(C)C)C(C(C)C)=CC=C21 IAUKWGFWINVWKS-UHFFFAOYSA-N 0.000 description 1
- AGPLQTQFIZBOLI-UHFFFAOYSA-N 1-benzyl-4-phenylbenzene Chemical group C=1C=C(C=2C=CC=CC=2)C=CC=1CC1=CC=CC=C1 AGPLQTQFIZBOLI-UHFFFAOYSA-N 0.000 description 1
- GAGMGUXDWOWEJK-UHFFFAOYSA-N 1-chloroethoxybenzene Chemical compound CC(Cl)OC1=CC=CC=C1 GAGMGUXDWOWEJK-UHFFFAOYSA-N 0.000 description 1
- IPBIFFMRVLWYGT-UHFFFAOYSA-N 1-ethoxy-4-[2-(2-methoxyphenoxy)ethoxy]benzene Chemical compound C1=CC(OCC)=CC=C1OCCOC1=CC=CC=C1OC IPBIFFMRVLWYGT-UHFFFAOYSA-N 0.000 description 1
- LSDWEOXYSSPPEW-UHFFFAOYSA-N 1-fluoro-4-[2-(4-methylphenoxy)ethoxy]benzene Chemical compound C1=CC(C)=CC=C1OCCOC1=CC=C(F)C=C1 LSDWEOXYSSPPEW-UHFFFAOYSA-N 0.000 description 1
- MTTMJZLMMVSNFI-UHFFFAOYSA-N 1-methoxy-2-(2-phenoxyethoxy)benzene Chemical compound COC1=CC=CC=C1OCCOC1=CC=CC=C1 MTTMJZLMMVSNFI-UHFFFAOYSA-N 0.000 description 1
- DZIMWCTUBBVQON-UHFFFAOYSA-N 1-methoxy-4-[2-(4-methoxyphenyl)sulfanylethylsulfanyl]benzene Chemical compound C1=CC(OC)=CC=C1SCCSC1=CC=C(OC)C=C1 DZIMWCTUBBVQON-UHFFFAOYSA-N 0.000 description 1
- NDPUEWRCDBQAQI-UHFFFAOYSA-N 1-methoxyethylsulfanylbenzene Chemical compound COC(C)SC1=CC=CC=C1 NDPUEWRCDBQAQI-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- XYHNCYZMNHLFFN-UHFFFAOYSA-N 1-methyl-3-[1-(3-methylphenoxy)ethoxy]benzene Chemical compound C=1C=CC(C)=CC=1OC(C)OC1=CC=CC(C)=C1 XYHNCYZMNHLFFN-UHFFFAOYSA-N 0.000 description 1
- QPVYLYRBNHEEKP-UHFFFAOYSA-N 1-phenyl-2-(2-phenylethyl)benzene Chemical group C=1C=CC=CC=1CCC1=CC=CC=C1C1=CC=CC=C1 QPVYLYRBNHEEKP-UHFFFAOYSA-N 0.000 description 1
- HEJCZAMFVMNFLC-UHFFFAOYSA-N 10-oxo-10-(2,2,6,6-tetramethylpiperidin-4-yl)oxydecanoic acid Chemical compound CC1(C)CC(OC(=O)CCCCCCCCC(O)=O)CC(C)(C)N1 HEJCZAMFVMNFLC-UHFFFAOYSA-N 0.000 description 1
- OGYMWUMPVDTUCW-UHFFFAOYSA-N 2,2-bis(2-ethylhexyl)-3-sulfobutanedioic acid Chemical compound CCCCC(CC)CC(C(O)=O)(C(C(O)=O)S(O)(=O)=O)CC(CC)CCCC OGYMWUMPVDTUCW-UHFFFAOYSA-N 0.000 description 1
- DNYCICZKXQGHBJ-UHFFFAOYSA-N 2,4-bis(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(C(C)(C)CC(C)(C)C)=C1 DNYCICZKXQGHBJ-UHFFFAOYSA-N 0.000 description 1
- BVYHLNUUYGZVSL-UHFFFAOYSA-N 2-(1-propan-2-ylcyclohexa-2,4-dien-1-yl)ethylbenzene Chemical compound C=1C=CC=CC=1CCC1(C(C)C)CC=CC=C1 BVYHLNUUYGZVSL-UHFFFAOYSA-N 0.000 description 1
- YHCGGLXPGFJNCO-UHFFFAOYSA-N 2-(2H-benzotriazol-4-yl)phenol Chemical class OC1=CC=CC=C1C1=CC=CC2=C1N=NN2 YHCGGLXPGFJNCO-UHFFFAOYSA-N 0.000 description 1
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical class C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 1
- DAKZLOJXUDPQIL-UHFFFAOYSA-N 2-butyl-4-ethylphenol Chemical compound CCCCC1=CC(CC)=CC=C1O DAKZLOJXUDPQIL-UHFFFAOYSA-N 0.000 description 1
- BHIIOLWIZLICII-UHFFFAOYSA-N 2-butyl-5-methylphenol Chemical compound CCCCC1=CC=C(C)C=C1O BHIIOLWIZLICII-UHFFFAOYSA-N 0.000 description 1
- WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
- XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 description 1
- WLTCCDHHWYAMCG-UHFFFAOYSA-N 2-phenylmethoxynaphthalene Chemical compound C=1C=C2C=CC=CC2=CC=1OCC1=CC=CC=C1 WLTCCDHHWYAMCG-UHFFFAOYSA-N 0.000 description 1
- XOUQAVYLRNOXDO-UHFFFAOYSA-N 2-tert-butyl-5-methylphenol Chemical compound CC1=CC=C(C(C)(C)C)C(O)=C1 XOUQAVYLRNOXDO-UHFFFAOYSA-N 0.000 description 1
- UYMBCDOGDVGEFA-UHFFFAOYSA-N 3-(1h-indol-2-yl)-3h-2-benzofuran-1-one Chemical class C12=CC=CC=C2C(=O)OC1C1=CC2=CC=CC=C2N1 UYMBCDOGDVGEFA-UHFFFAOYSA-N 0.000 description 1
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 1
- VYSQPHJOSCELNF-UHFFFAOYSA-N 4-[3,3-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)propyl]-2-tert-butyl-5-methylphenol Chemical compound CC1=CC(O)=C(C(C)(C)C)C=C1CCC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C VYSQPHJOSCELNF-UHFFFAOYSA-N 0.000 description 1
- ZAEXGHUJUFAQKY-UHFFFAOYSA-N 4-[4,4-bis(3,5-ditert-butyl-4-hydroxyphenyl)butan-2-yl]-2,6-ditert-butylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C(C(C)(C)C)=CC=1C(C)CC(C=1C=C(C(O)=C(C=1)C(C)(C)C)C(C)(C)C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 ZAEXGHUJUFAQKY-UHFFFAOYSA-N 0.000 description 1
- RQFBFJNSRMSTBJ-UHFFFAOYSA-N 4-phenoxy-2h-benzotriazole Chemical compound C=1C=CC=2NN=NC=2C=1OC1=CC=CC=C1 RQFBFJNSRMSTBJ-UHFFFAOYSA-N 0.000 description 1
- PMVVWYMWJBCMMI-UHFFFAOYSA-N 4-phenoxybutoxybenzene Chemical compound C=1C=CC=CC=1OCCCCOC1=CC=CC=C1 PMVVWYMWJBCMMI-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 1
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical class N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 description 1
- ORAWFNKFUWGRJG-UHFFFAOYSA-N Docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(N)=O ORAWFNKFUWGRJG-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- SXRSQZLOMIGNAQ-UHFFFAOYSA-N Glutaraldehyde Chemical compound O=CCCCC=O SXRSQZLOMIGNAQ-UHFFFAOYSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 229910008649 Tl2O3 Inorganic materials 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 1
- ZKURGBYDCVNWKH-UHFFFAOYSA-N [3,7-bis(dimethylamino)phenothiazin-10-yl]-phenylmethanone Chemical compound C12=CC=C(N(C)C)C=C2SC2=CC(N(C)C)=CC=C2N1C(=O)C1=CC=CC=C1 ZKURGBYDCVNWKH-UHFFFAOYSA-N 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 125000004423 acyloxy group Chemical group 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000004450 alkenylene group Chemical group 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 1
- AYJRCSIUFZENHW-DEQYMQKBSA-L barium(2+);oxomethanediolate Chemical compound [Ba+2].[O-][14C]([O-])=O AYJRCSIUFZENHW-DEQYMQKBSA-L 0.000 description 1
- VHNFAQLOVBWGGB-UHFFFAOYSA-N benzhydrylbenzene;3h-2-benzofuran-1-one Chemical class C1=CC=C2C(=O)OCC2=C1.C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 VHNFAQLOVBWGGB-UHFFFAOYSA-N 0.000 description 1
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical class C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 1
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- LRTQWXGNPCHTFW-UHFFFAOYSA-N buta-1,3-diene;methyl prop-2-enoate Chemical compound C=CC=C.COC(=O)C=C LRTQWXGNPCHTFW-UHFFFAOYSA-N 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 150000001851 cinnamic acid derivatives Chemical class 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 125000004915 dibutylamino group Chemical group C(CCC)N(CCCC)* 0.000 description 1
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 125000004914 dipropylamino group Chemical group C(CC)N(CCC)* 0.000 description 1
- HETXQHOFMGVMJT-UHFFFAOYSA-L disodium;2-(2-ethylhexyl)-2-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCC(CC)CC(S(O)(=O)=O)(C([O-])=O)CC([O-])=O HETXQHOFMGVMJT-UHFFFAOYSA-L 0.000 description 1
- 229940060296 dodecylbenzenesulfonic acid Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- DUZXVLRTMFAOLX-UHFFFAOYSA-N ethenyl acetate;prop-2-enamide Chemical compound NC(=O)C=C.CC(=O)OC=C DUZXVLRTMFAOLX-UHFFFAOYSA-N 0.000 description 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical class C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
- 125000002425 furfuryl group Chemical group C(C1=CC=CO1)* 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 239000010440 gypsum Substances 0.000 description 1
- 229910052602 gypsum Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 229920001600 hydrophobic polymer Polymers 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical class C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000004200 microcrystalline wax Substances 0.000 description 1
- 235000019808 microcrystalline wax Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 1
- GJNDMSSZEBNLPU-UHFFFAOYSA-N octadecylurea Chemical compound CCCCCCCCCCCCCCCCCCNC(N)=O GJNDMSSZEBNLPU-UHFFFAOYSA-N 0.000 description 1
- 125000005447 octyloxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- QTQRFJQXXUPYDI-UHFFFAOYSA-N oxo(oxothallanyloxy)thallane Chemical compound O=[Tl]O[Tl]=O QTQRFJQXXUPYDI-UHFFFAOYSA-N 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 1
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- 238000005192 partition Methods 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- RVBAUHGQSLEOSR-UHFFFAOYSA-N phenothiazin-10-yl(phenyl)methanone Chemical compound C12=CC=CC=C2SC2=CC=CC=C2N1C(=O)C1=CC=CC=C1 RVBAUHGQSLEOSR-UHFFFAOYSA-N 0.000 description 1
- 150000002990 phenothiazines Chemical class 0.000 description 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
- 125000005506 phthalide group Chemical group 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 150000003216 pyrazines Chemical class 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- AQRYNYUOKMNDDV-UHFFFAOYSA-M silver behenate Chemical compound [Ag+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O AQRYNYUOKMNDDV-UHFFFAOYSA-M 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- PDEFQWNXOUGDJR-UHFFFAOYSA-M sodium;2,2-dichloropropanoate Chemical compound [Na+].CC(Cl)(Cl)C([O-])=O PDEFQWNXOUGDJR-UHFFFAOYSA-M 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000004654 triazenes Chemical class 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 239000013053 water resistant agent Substances 0.000 description 1
- 229920003176 water-insoluble polymer Polymers 0.000 description 1
- 239000003232 water-soluble binding agent Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- LPEBYPDZMWMCLZ-CVBJKYQLSA-L zinc;(z)-octadec-9-enoate Chemical compound [Zn+2].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O LPEBYPDZMWMCLZ-CVBJKYQLSA-L 0.000 description 1
Landscapes
- Color Printing (AREA)
Abstract
Description
【発明の詳細な説明】
（発明の分野）
本発明は記録材料に関し、特に発色性、発色画像の安定
性を向上させた記録材料に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of the Invention) The present invention relates to a recording material, and more particularly to a recording material with improved color development and stability of colored images.
（従来技術）
電子供与性無色染料と電子受容性化合物を使用した記録
材料は、感圧紙、感熱紙、感光感圧紙、通電感熱記録紙
、感熱転写紙等として既によく知られている。たとえば
英国特許２１４０４４９、米国特許４４８００５２、同
４４３６９２０、特公昭６０−２３９９２、特開昭５７
−１７９８３６、同６０−１２３５５６、同６０−１２
３５５７などに詳しい。(Prior Art) Recording materials using electron-donating colorless dyes and electron-accepting compounds are already well known as pressure-sensitive paper, thermal paper, light-sensitive pressure-sensitive paper, electrically conductive thermal recording paper, thermal transfer paper, and the like. For example, British Patent No. 2140449, U.S. Patent No. 4480052, U.S. Patent No. 4436920, Japanese Patent Publication No. 60-23992, Japanese Unexamined Patent Publication No. 57
-179836, 60-123556, 60-12
I am familiar with 3557 etc.
記録材料の具備すべき性能は、（１）発色濃度および発
色感度が十分であること、（２）カブリを生じないこと
、（３）発色後の発色体の堅牢性が十分であること、（
４）発色色相が適切で複写機適性があること、（５）
Ｓ ／ Ｎ比が高いこと、（６）発色体の耐薬品性が十
分であること、（７）有機溶剤に溶けやすいことなどで
あるが、現在これらを完全に満足するものは得られてい
ない。The performance that a recording material should have is (1) sufficient color density and color development sensitivity, (2) no fogging, (3) sufficient fastness of the color material after color development, (
4) Appropriate color hue and suitability for copying machines, (5)
The S/N ratio is high, (6) the color former has sufficient chemical resistance, and (7) it is easily soluble in organic solvents, but currently no product has been obtained that completely satisfies these requirements. .
特に近年記録システムの要求の多様化に伴い、これらの
特性改良に対する研究が鋭意行われている。これらのう
ち青発色記録材料については特に（３）に関する要求が
強い。Particularly in recent years, with the diversification of requirements for recording systems, research has been intensively conducted to improve these characteristics. Among these, the demand for (3) is especially strong for blue color recording materials.
従来から青〜青紫に発色する化合物としてジフェニルメ
タン系化合物、トリフェニルメタン系化合物、フタリド
系化合物、ロイコメチレンブルー系化合物等が知られて
いる。しかしこれらの化合物にはそれぞれ欠点がある。Conventionally, diphenylmethane compounds, triphenylmethane compounds, phthalide compounds, leucomethylene blue compounds, and the like have been known as compounds that develop a blue to blue-purple color. However, each of these compounds has drawbacks.
たとえば３．３−ビス（ｐ−ジメチルアミノフェニル）
−６−シメチルアミノフタリド（即ち、クリスタルバイ
オレフトラクトン）は発色が速く濃青色を呈するが、発
色画像の耐光性が極めて不良である。ロイコメチレンブ
ルー系化合物である３、７−ビス（ジメチルアミノ）−
１０−ベンゾイルフェノチアジン（即ち、ベンゾイルロ
イコメチレンブルー）はその発色像は極めて優れた耐光
性を有するが、発色が非常に遅く有機顕色剤での発色性
が非常に悪い欠点がある。For example, 3,3-bis(p-dimethylaminophenyl)
-6-dimethylaminophthalide (i.e., crystal bioleft lactone) develops quickly and exhibits a deep blue color, but the light resistance of the colored image is extremely poor. 3,7-bis(dimethylamino)-, a leucomethylene blue compound
Although 10-benzoylphenothiazine (i.e., benzoyl leucomethylene blue) has extremely excellent light fastness in its color images, it has the disadvantage that color development is very slow and color development with organic color developers is very poor.
本発明者らは、電子供与性無色染料、電子受容性化合物
のそれぞれについて、その油溶性、水への溶解度、分配
係数、ｐＫａ、１ｌｔａ基の極性、置換基の位置、混用
での結晶性、溶解性の変化などの特性に着目し、良好な
記録材料用素材および記録材料の開発を追求してきた。The present inventors have investigated the oil solubility, water solubility, partition coefficient, pKa, polarity of 1lta group, position of substituents, crystallinity when mixed, for each of the electron-donating colorless dye and the electron-accepting compound. Focusing on characteristics such as changes in solubility, we have pursued the development of good materials for recording materials and recording materials.
（発明の目的）
従って本発明の目的は発色性および発色画像の安定性が
良好で、しかもその他のａＳすべき条件を満足した素材
を用いた記録材料を提供することである。(Object of the Invention) Accordingly, an object of the present invention is to provide a recording material using a material that has good color development properties and stability of color images, and also satisfies other conditions for aS.
（発明の構成）
本発明の目的は、電子供与性無色染料と電子受容性化合
物の接触による発色を利用した記録材料に於いて、該電
子供与性無色染料として、トリアリールメタンを基本骨
格に有するロイコ無色染料において、少なくとも２つの
アリール基がアルキレン又は置換アルキレンで連結され
ている化合物を使用する事を特徴とする記録材料により
達成された。(Structure of the Invention) An object of the present invention is to provide a recording material that utilizes color development through contact between an electron-donating colorless dye and an electron-accepting compound, in which the electron-donating colorless dye has triarylmethane in its basic skeleton. This was achieved by a recording material characterized by the use of a leuco colorless dye compound in which at least two aryl groups are linked by alkylene or substituted alkylene.
本発明の好ましい化合物を一般式（１）に示す。Preferred compounds of the present invention are shown in general formula (1).
上式中、環Ａ、Ｂ、Ｃはアリール基を、Ｒはアルキレン
又は置換アルキレンを、Ｘは少なくとも１つのへテロ原
子を存する５又は６員環を形成するのに必要な基を表わ
す。In the above formula, rings A, B, and C represent an aryl group, R represents an alkylene or substituted alkylene, and X represents a group necessary to form a 5- or 6-membered ring containing at least one heteroatom.
」ユ式中、環Ａ、Ｂ、Ｃで表されるアリール基は置換基
を有していても良いフェニル基、ナフチル基又は複素芳
香環基を表わす。In the formula, the aryl group represented by rings A, B, and C represents a phenyl group, a naphthyl group, or a heteroaromatic ring group which may have a substituent.
環Ａ、Ｂの中でアニリン残基、インドール残基、ビロー
ル残基、カルバゾール残基、フェノチアジン残基等が好
ましい。Among rings A and B, aniline residues, indole residues, virol residues, carbazole residues, phenothiazine residues, etc. are preferred.
環へ、、Ｂは合成のハンドリングの点からアニリン残基
、インドール残基が特に好ましい、アニリン残基のアミ
ノ基はアニリン残基の連結位置に対してパラ位が好まし
い。From the viewpoint of synthetic handling, B is particularly preferably an aniline residue or an indole residue, and the amino group of the aniline residue is preferably at the para position relative to the bonding position of the aniline residue.
上式中Ｒで示される置換基のうち、炭素原子数１から３
０のアルキレン、アルケニレンが好ましくこれらは−ｃ
ｏ、 −−−ｓｏ□−−ＳＯ−−Ｓ−−ｏ −−ｃｏ−
−ｏｃｏ□−−ＮＨＣＯＮＨ−−ＮＨＣＯ□−−ＣＯＮ
ＩＩ−−ＣＩＩＯＨ−で連結されていてもよい。Among the substituents represented by R in the above formula, those having 1 to 3 carbon atoms
0 alkylene and alkenylene are preferable, and these are -c
o, ---so□--SO--S--o --co-
-oco□--NHCONH--NHCO□--CON
It may be linked by II--CIIOH-.
上式中〜Ｘ−で示される基のうち、−・−ＣＯＯ−ル基
を表す、）、特に−・−ＣＯＯ−が好ましい。Among the groups represented by ~X- in the above formula, --.--COO- is particularly preferred.
一般式（Ｉ）のうちで特に下記一般式（ｎ）〜（■）で
示される化合物が好ましい。Among the general formulas (I), compounds represented by the following general formulas (n) to (■) are particularly preferred.
Ｒａ Ｒａ −Ｎ −ＲｈＬ Ｒ
ｂ Ｒ。Ra Ra -N -RhL R
bR.
Ｒｂは水素原紙、アルキル基、アリール基、アジアルキ
ル基、アリール基を、Ｙは−ＣＯ，−上式中Ｒ＋、ｔ、
ａ 、ｓは水素原子、アルキル基、アリール基を、Ｒユ
、６ 、＠ 、’ｌ＃は水素原子、アルキル基、アルコ
キシ基、ハロゲン原子、ニトロ基又は１換アミノ基を、
Ｒ７１，は水素原子、−ｓｏ、−−ｓ−−ｏ−−５ｏ−
−ｃｏ−ＯＣＯｔ ＮＨ’Ｃ０ＩＩＨ−ＮＨＣ
Ｏｍ Ｃ０Ｎ）！−Ｎ （Ｒ＋＋は水素
原子、アルキル基、アリール基、アシル基を表わす、）
を表わす、Ｒ８環Ｃは前述の通りである。Rb is a hydrogen base paper, an alkyl group, an aryl group, an asialkyl group, an aryl group, Y is -CO, - in the above formula, R+, t,
a, s represent a hydrogen atom, an alkyl group, an aryl group;
R71, is a hydrogen atom, -so, --s--o--5o-
-co-OCOt NH'C0IIH-NHC
Om C0N)! -N (R++ represents a hydrogen atom, an alkyl group, an aryl group, or an acyl group)
The R8 ring C representing is as described above.
なお、アルキル基は飽和、不飽和またはシクロアルキル
基を表し、これらはアリ・−ル基、アルコキシ基、アリ
ールオキシ基、アシルオキシ基、ハロゲン原子、アシル
アミノ基、アミノカルボニル基またはシアノ基等の置換
基を有していてもよい。In addition, an alkyl group represents a saturated, unsaturated or cycloalkyl group, and these are substituents such as an aryl group, an alkoxy group, an aryloxy group, an acyloxy group, a halogen atom, an acylamino group, an aminocarbonyl group, or a cyano group. It may have.
−に式中Ｒ１ｓ！、４、ｓで示される１ｌｉＦ換基のう
ち、水素原子、炭素数１から１８のアルキル基、炭素数
６から１２のアリ−・ル基が好ましく、これらはハロゲ
ン原子、アルコキシ基、アリール基、アリールオキシ基
、アルキル基、アシル基、シアノ基、ヒドロキシ基、フ
ルフリル基などで置換していてもよいわ
ＲＩ−１，４、％は炭素原子数１から８のアルキル基が
更に好ましい。- in the formula R1s! , 4, Among the 1liF substituents represented by s, hydrogen atoms, alkyl groups having 1 to 18 carbon atoms, and aryl groups having 6 to 12 carbon atoms are preferred, and these include halogen atoms, alkoxy groups, aryl groups, It may be substituted with an aryloxy group, an alkyl group, an acyl group, a cyano group, a hydroxy group, a furfuryl group, etc. RI-1,4% is more preferably an alkyl group having 1 to 8 carbon atoms.
Ｒ１とＲｔ、ＲａとＲ３と互いに結合し、て５貝ないし
８員の環たとえばピペリジン、モルホリン、ピロリジン
、ピペラジン、ヘキサメチレンイミン、カプロラクタム
、インドールなどの環を形成してもよい。R1 and Rt, Ra and R3 may be bonded to each other to form a 5- to 8-membered ring such as piperidine, morpholine, pyrrolidine, piperazine, hexamethyleneimine, caprolactam, indole and the like.
ピペラジノ基、モルホリノ基、Ｎ−エチルピペリジノ基
、ジメチルアミノ基、ジエチルアミノ基、ジプロピルア
ミノ基、ジブチルアミノ基、Ｎ−エチル−Ｎ−イソアミ
ルアミノ基、Ｎ−エチル−Ｎイソブチルアミノ基、Ｎ−
エチルートＪ−ベンジルアミノ基、シアミルアミノ基、
ジアキルアミノ基、ジオクチルアミノ基、Ｎ−エチル−
Ｎ−テトラヒドロフルフリルアミノ基、ジベンジルアミ
ノ基、Ｎ−エチル−Ｎ−（４−メチルフェニル）アミノ
基等があげられる。piperazino group, morpholino group, N-ethylpiperidino group, dimethylamino group, diethylamino group, dipropylamino group, dibutylamino group, N-ethyl-N-isoamylamino group, N-ethyl-N-isobutylamino group, N-
Ethyroot J-benzylamino group, cyamyl amino group,
Diacylamino group, dioctylamino group, N-ethyl-
Examples include N-tetrahydrofurfurylamino group, dibenzylamino group, and N-ethyl-N-(4-methylphenyl)amino group.
上式中Ｒｘ、ｂ、ｓ、＋。で示される置換基のうち、水
素原子、炭素原子数１から１２のアルキル基１、炭素原
子数１から１２のアルコキシ基０、塩素原子、臭素原子
、二）ｏ基、炭素原子数１から１２のモノ又はジアルキ
ルアミノ基、炭素原子数１から１２のモノアシルアミノ
基が好ましい。In the above formula, Rx, b, s, +. Among the substituents represented by, hydrogen atom, alkyl group having 1 to 12 carbon atoms 1, alkoxy group 0 having 1 to 12 carbon atoms, chlorine atom, bromine atom, 2) o group, 1 to 12 carbon atoms A mono- or dialkylamino group and a monoacylamino group having 1 to 12 carbon atoms are preferred.
Ｒｓ、。１１１．。とじては、水素原子、メチル基、エ
チル基、ブチル基、メトキシ基、工ｌ・キシ基、オクチ
ルオキシ基、塩素原子、臭素原子、−トロ基、Ｎ−メチ
ルアミノ基、Ｎ−エチルアミノ基、Ｎ、Ｎ−ジメチルア
ミノ基、Ｎ、Ｎ−ジエチルアミノ基、Ｎ、Ｎ−ジブチル
アミノ基、アシルアミノ基等があげられる。Rs. 111. . The following are hydrogen atom, methyl group, ethyl group, butyl group, methoxy group, oxy group, octyloxy group, chlorine atom, bromine atom, -tro group, N-methylamino group, N-ethylamino group. , N,N-dimethylamino group, N,N-diethylamino group, N,N-dibutylamino group, acylamino group, and the like.
上式中Ｒ１１，で示される置換基のうち、水素原子、炭
素原子数１から１２のアルキル基、炭素原子数６から１
２のアリール基が好ましい。Among the substituents represented by R11 in the above formula, hydrogen atoms, alkyl groups having 1 to 12 carbon atoms, and 6 to 1 carbon atoms
The aryl group of 2 is preferred.
Ｒ１１，としては水素原子、メチル基、フェニル基等が
あげられる。Examples of R11 include a hydrogen atom, a methyl group, and a phenyl group.
上式中Ｒで示される１ｆ換基のうち
−Ｃ９ＨｚＱ −（−Ｚ −ＣｐＨ！Ｑ −汁、−Ｃｐ
Ｈｚｑ＋Ｚ−Ｃｐ’ Ｈ＊ｑ’ ）ｒ Ｚ−ＣｐＨｚＱ
−で示されるものが好ましい。Among the 1f substituents represented by R in the above formula, -C9HzQ -(-Z -CpH!Q -juice, -Cp
Hzq+Z-Cp'H*q')r Z-CpHzQ
Those indicated by - are preferred.
ここでｐＳｐ’ 、ｑ、ｑ’は１〜３０の整数を、ｒは
Ｏ〜５の整数を、Ｚは−Ｃｏｔ −５ｏｗ−−５−
−０−−３０−−ＧＯ−ＯＣＯｇ−ＮＨＣＯＮＨＮＨＣ
Ｏｓ Ｃ０ＮＨＣＨＯＨ−を表わす。Here, pSp', q, q' are integers from 1 to 30, r is an integer from O to 5, and Z is -Cot -5ow--5-
-0--30--GO-OCOg-NHCONHNHC
Represents Os CONHCHOH-.
ＣＰｌｂＱ 、 Ｃｐ’ １ｌｚＱ’の好ましい例とし
ては＋ＣＨｔ＋ｒ、 （−ＣＨｘ −）ｒ−、＋ ＣＨ
ｔ ＋Ｔ−１＋ ＣＨｔ −）−ｒＴなどがあげられる
。Preferred examples of CPlbQ, Cp'1lzQ' are +CHt+r, (-CHx -)r-, +CH
Examples include t+T-1+CHt-)-rT.
Ｙはアミノ基に対してメタ位が好ましい。Y is preferably in the meta position relative to the amino group.
更にＹは一〇−−Ｓ− ドリングの点から好ましい。Furthermore, Y is 10--S- Preferable from the point of view of handling.
Ｎ− が合成のハン が好ましい＊Ｒ１ｇはＲ１１で示した基から選ばれる。N- is the synthetic handle *R1g is preferably selected from the groups represented by R11.
ｎは１から６の整数を、Ｒ１！は−０−−Ｓ−−Ｎ−を
表す、Ｒ２４はＲ１１で示した基から選ばれる。n is an integer from 1 to 6, R1! represents -0--S--N-, and R24 is selected from the groups shown for R11.
次に本発明の発色剤の具体例を示すが、本発明はこれら
に限定されるものではない。Next, specific examples of the color former of the present invention will be shown, but the present invention is not limited thereto.
また、これらの無色染料は既によく知られているトリフ
ェニルメタンフタリド系化合物、フルオラン系化合物、
フェノチアジン系化合物、インドリルフタリド系化合物
、ロイコオーラミン系化合物、ローダミンラクタム系化
合物、トリフェニルメタン系化合物、トリアゼン系化合
物、スピロピラン系化合物、フルオレン系化合物など各
種の化合物と併用して記録材料を組み立てることも出来
その際好ましくは前述の無色染料が４０％以上になるよ
うに使用されることが特性改良の点から望まれる。In addition, these colorless dyes are already well-known triphenylmethane phthalide compounds, fluoran compounds,
Recording materials can be produced in combination with various compounds such as phenothiazine compounds, indolylphthalide compounds, leucoauramine compounds, rhodamine lactam compounds, triphenylmethane compounds, triazene compounds, spiropyran compounds, and fluorene compounds. In this case, it is preferable to use the above-mentioned colorless dye in an amount of 40% or more in order to improve the properties.
これらについて、たとえばフタリド類の具体例は米国再
発行特許明細書第２３，０２４号、米国特許明細書第３
，４９１．１１１号、同第３，４９１．１１２号、同第
３，４９１，１１６号および同第３，５０９，１７４号
、フルオラン類の具体例は米国特許明細書第３，６２４
，１０７号、同第３，６２７，７８７号、同第３，６４
１．０１１号、同第３，４６２，８２８号、同第３，６
８１．３９０号、同第３，９２０，５１０号、同第３，
９５９，５７１号、スピロピラン類の具体例は米国特許
明細書第３，９７１．．８０８号、ピリジン系およびピ
ラジン系化合物類は米国特許明細書第３．７７５，４２
４号、同第３，８５３゜８６９号、同第４．２４６，３
１８号、フルオレン系化合物の具体例は特願ｗ４６！−
２４０９８９号等に記載されている。Regarding these, for example, specific examples of phthalides are U.S. Patent Reissue No. 23,024 and U.S. Patent Specification No. 3.
, 491.111, 3,491.112, 3,491,116, and 3,509,174, and specific examples of fluorans are U.S. Pat. No. 3,624.
, No. 107, No. 3,627,787, No. 3,64
No. 1.011, No. 3,462,828, No. 3,6
No. 81.390, No. 3,920,510, No. 3,
No. 959,571, and specific examples of spiropyrans are given in U.S. Patent No. 3,971. ．． No. 808, pyridine and pyrazine compounds are disclosed in U.S. Pat. No. 3,775,42.
No. 4, No. 3,853゜869, No. 4.246,3
No. 18, specific examples of fluorene compounds are in patent application w46! −
It is described in No. 240989, etc.
無色染料と接触して着色を与える電子受容性化合物とし
ては、通常の化合物たとえばフェノール誘導体、サリチ
ル酸誘導体、芳香族カルボン酸の金属塩、酸性白土、ベ
ントナイト、ノボラック樹脂、金属処理ノボラック樹脂
、金属錯体などを併用して用いてもよい、これらの例は
特公昭４０−９３０９号、特公昭４５−１４０３９号、
特開昭５２−１４０４８３号、特開昭４８−５１５１０
号、特開昭５７−２１０８８６号、特開昭５８−５７０
８９号、特開昭５９−１１２８６号、特開昭６０−１７
６７９５号、特開昭６１−９５９８８号等に記載されて
いる。特にサリチル酸誘導体、フェノール誘導体との組
み合わせが好ましい。Examples of electron-accepting compounds that impart color upon contact with colorless dyes include common compounds such as phenol derivatives, salicylic acid derivatives, metal salts of aromatic carboxylic acids, acid clay, bentonite, novolac resins, metal-treated novolac resins, and metal complexes. may be used in combination. Examples of these include Japanese Patent Publication No. 40-9309, Japanese Patent Publication No. 45-14039,
JP-A-52-140483, JP-A-48-51510
No., JP-A-57-210886, JP-A-58-570
No. 89, JP-A-59-11286, JP-A-60-17
No. 6795, JP-A No. 61-95988, etc. In particular, combinations with salicylic acid derivatives and phenol derivatives are preferred.
これらを記録材料に適用する場合には微分散物ないし微
小滴にするか又はフィルム状にして用いられる。When these are applied to recording materials, they are used in the form of fine dispersions or fine droplets, or in the form of films.
更に、その際には、記録材料の分野、高分子樹脂の分野
で良く知られている種々の添加剤たとえば顔料、ワック
ス、帯電防止剤、紫外線吸収剤、消泡剤、導電剤、蛍光
染料、界面活性剤などの添加削が用いられる。Furthermore, in this case, various additives well known in the field of recording materials and polymer resins, such as pigments, waxes, antistatic agents, ultraviolet absorbers, antifoaming agents, conductive agents, fluorescent dyes, etc. Additives such as surfactants are used.
感圧紙に用いる場合には、米国特許第２．５０５．４７
０号、同２，５０５，４７１号、同２゜５０５．４８９
号、同２．５４８．３６６号、同２．７１２，５０７号
、同２，７３０，４５６号、同２，７３０，４５７号、
同３，１０３，４０４号、同３．４１８．２５０号、同
４，０１０，０３８号などの先行特許に記載されている
ように種々の形態をとりうる。最も一般的には電子供与
性無色染料および電子受容性化合物を別々に含有する少
なくとも一対のシートから成る。For use with pressure sensitive paper, U.S. Patent No. 2.505.47
No. 0, No. 2,505,471, No. 2゜505.489
No. 2.548.366, No. 2.712,507, No. 2,730,456, No. 2,730,457,
It can take various forms as described in prior patents such as No. 3,103,404, No. 3,418.250, and No. 4,010,038. It most commonly consists of at least one pair of sheets containing separately an electron-donating colorless dye and an electron-accepting compound.
カプセルの製造方法については、米国特許２゜８００．
４５７号、同２．Ｂｏｏ、４５８号に記載された親水性
コロイドゾルのコアセルベージぢンを利用した方法、英
国特許８６７．７９７号、同９５０，４４３号、同９８
９，２６４号、同１，０９ｉ、０７６号ななどに記載さ
れた界面重合法あるいは米国特許３゜１０３．４０４号
に記載された手法等がある。A method of manufacturing capsules is described in U.S. Pat. No. 2.800.
No. 457, 2. Boo, 458, a method using coacelvagene of hydrophilic colloid sol, British Patent Nos. 867.797, 950,443, 98
Examples include the interfacial polymerization method described in US Pat. No. 9,264, US Pat. No. 1,09i, and US Pat.
カプセル壁材としては合成樹脂系の壁材が好ましく例え
ばポリウレタンおよび／またはポリウレア系、メラミン
樹脂系が好ましい。The capsule wall material is preferably a synthetic resin-based wall material, for example, a polyurethane and/or polyurea-based material, or a melamine resin-based material.
一般には、電子供与性無色染料を単独又は混合して、溶
媒（アルキル化ナフタレン、アルキル化ジフェニル、ア
ルキル化ジフェニルメタン、アルキル化ターフェニル、
塩素化パラフィンなどの合成油：木綿油、ヒマシ油など
の植物油：動物油：鉱物油あるいはこれらの混合物など
）に溶解し、これをマイクロカプセル中に含有させ、紙
、上質紙、プラスチックシート、樹脂コートテッド紙な
どに塗布することにより発色剤シートを得る。In general, electron-donating colorless dyes are used alone or in combination as solvents (alkylated naphthalene, alkylated diphenyl, alkylated diphenylmethane, alkylated terphenyl, alkylated terphenyl, etc.).
Synthetic oils such as chlorinated paraffin; vegetable oils such as cotton oil and castor oil; animal oils; mineral oils or mixtures thereof, etc.) are dissolved in microcapsules to produce paper, high-quality paper, plastic sheets, resin coatings, etc. A coloring agent sheet is obtained by applying it to ted paper, etc.
本発明の発色剤はアルキル化ナフタレン、アルキル化ジ
フェニル、アルキル化ジフェニルルカン等の合成オイル
に対して良い溶解性を有するので、溶解性の低いパラフ
ィン系オイル等が併用できる利点がある。Since the color former of the present invention has good solubility in synthetic oils such as alkylated naphthalene, alkylated diphenyl, and alkylated diphenyllucan, it has the advantage that it can be used in combination with low-solubility paraffinic oils.
マイクロカプセル中には電子供与性無色染料の他に、紫
外線吸収剤、酸化防止剤等を添加剤とし。In addition to electron-donating colorless dyes, the microcapsules contain additives such as ultraviolet absorbers and antioxidants.
て加えても何ら差し支えない。特に使用前のカプセル内
の電子供与性無色染料の安定性およびカプセルの着色等
を改良する点から、ベンゾトリアゾール系紫外線吸収剤
、ヒンダードアミン系酸化防止剤、ヒンダードフェノー
ル系酸化防止網、アニリン系酸化防止剤、キノリン系酸
化防止剤等を添加することが好ましい。There is no problem in adding it. In particular, from the viewpoint of improving the stability of the electron-donating colorless dye in the capsule before use and the coloring of the capsule, benzotriazole-based ultraviolet absorbers, hindered amine-based antioxidants, hindered phenol-based antioxidant networks, aniline-based oxidants, etc. It is preferable to add an inhibitor, a quinoline antioxidant, etc.
また電子受容性化合物および必要に応じて添加剤を単独
又は混合して、スチレンブタジェンラテックス、ポリビ
ニールアルコールの如きバインダー中に分散させ、後述
する顔料とともに紙、プラスチックシート、樹脂コート
テッド紙などの支持体に塗布することにより顕色剤シー
トを得る。In addition, an electron-accepting compound and optionally additives may be dispersed in a binder such as styrene-butadiene latex or polyvinyl alcohol, and used together with the pigment described below to produce paper, plastic sheets, resin-coated paper, etc. A developer sheet is obtained by coating the support.
電子供与性無色染料および電子受容性化合物の使用量は
所望の塗布厚、感圧記録紙の形態、カプセルの製法、そ
の他の条件によるのでその条件に応じて適宜選べばよい
。当業者がこの使用量を決定することは容易である。The amounts of the electron-donating colorless dye and the electron-accepting compound to be used depend on the desired coating thickness, the form of the pressure-sensitive recording paper, the capsule manufacturing method, and other conditions, and may be appropriately selected depending on the conditions. It is easy for one skilled in the art to determine this amount to use.
感熱紙に用いる場合には、特開昭６２−１４４゜９８９
号、特願昭６２−２４４，８８３号明細書等に記載され
ているような形態をとる。具体的には、電子供与性無色
染料および電子受容性化合物は分散媒中で１０／７以下
、好ましくは３μ以下の粒径まで粉砕分散して用いる０
分散媒としては、一般に０．５ないし１０％程度の濃度
の水溶高分子水溶液が用いられ分散はボールミル、サン
ドミル、横型サンドミル、アトライタ、コロイグルミル
等を用いて行われる。When used for thermal paper, JP-A-62-144゜989
No. 62-244,883, etc. Specifically, the electron-donating colorless dye and the electron-accepting compound are pulverized and dispersed in a dispersion medium to a particle size of 10/7 or less, preferably 3μ or less.
As a dispersion medium, an aqueous polymer solution having a concentration of about 0.5 to 10% is generally used, and dispersion is carried out using a ball mill, a sand mill, a horizontal sand mill, an attritor, a coroiglu mill, or the like.
使用される電子供与性無色染料と電子受容性化合物の比
は、重量比で１；１０から１：１の間が好ましく、さら
には１：５から２＝３の間が特に好ましい。その際、熱
可融性物質を、併用することが好ましい、これらは電子
供与性無色染料と同時又は電子受容性化合物と同時に微
分散して用いられる。これらの使用量、電子受容性化合
物に対し７て、２０％以上３００％以下の重量比で添加
され、特に４０％以上１５０％以下が好ましい。The ratio of the electron-donating colorless dye to the electron-accepting compound used is preferably between 1:10 and 1:1 by weight, and particularly preferably between 1:5 and 2=3. In this case, it is preferable to use a thermofusible substance in combination, and these are used in finely dispersed form at the same time as the electron-donating colorless dye or at the same time as the electron-accepting compound. These are added at a weight ratio of 20% to 300%, particularly preferably 40% to 150%, based on the electron-accepting compound.
このようにして得られた塗液には、さらに種々の要求を
溝たず為に必要に応じて添加剤が加えられる。添加剤の
例としては記録時の記録ヘッドの汚れを防止するために
、バインダー中に無機顔料、ポリウレアフィラー等の吸
油性物質を分散させておくことが行われ、さらにヘッド
に対する離型性を高めるために脂肪酸、金属石鹸などが
添加される。したがって一般には、発色に直接寄与する
電子供与性無色染料、電子受容性化合物の他に、熱可融
性物質、顔料、ワックス、帯電防止剤、紫外線吸収剤、
消泡剤、導電剤、蛍光染料、界面活性剤などの添加剤が
支持体上に塗布され、記録材料が構成されることになる
。Additives may be added to the coating liquid thus obtained as necessary to meet various requirements. Examples of additives include dispersing oil-absorbing substances such as inorganic pigments and polyurea fillers in the binder in order to prevent the recording head from becoming dirty during recording, and also to improve releasability from the head. For this reason, fatty acids, metal soaps, etc. are added. Therefore, in addition to electron-donating colorless dyes and electron-accepting compounds that directly contribute to color development, thermofusible substances, pigments, waxes, antistatic agents, ultraviolet absorbers,
Additives such as antifoaming agents, conductive agents, fluorescent dyes, and surfactants are coated onto the support to form the recording material.
さらに必要に応じて感熱記録層の表面に保護層を設けて
もよい。保護層は必要に応じて、２層以上積層してもよ
い。また支持体のカールバランスを補正するためあるい
は、裏面からの対薬品性を向上させる目的で裏面に保護
層と類似し、た塗液を塗布してもよい。裏面に接着剤を
塗布し、さらに剥離紙を組み合わせてラベルの形態にし
てもよい。Furthermore, a protective layer may be provided on the surface of the heat-sensitive recording layer, if necessary. Two or more protective layers may be laminated as necessary. Further, in order to correct the curl balance of the support or to improve chemical resistance from the back side, a coating liquid similar to a protective layer may be applied to the back side. An adhesive may be applied to the back side and a release paper may be further added to form a label.
通常、電子供与性無色染料と電子受容性化合物は、バイ
ンダー中に分散して塗布される。バインダーとしては水
溶性のものが一般的であり、ポリビニルアルコール、ヒ
ドロキシエチルセルロース、ヒドロキシプロピルセルロ
ース、エタクロルヒドリン変性ポリアミド、エチレン−
無水マレイン酸共重合体、スチレン−無水マレイン酸共
重合体、イソブチレン−無水マレインサリチル酸共重合
体、ポリアクリル酸、ポリアクリル酸アミド、メチロー
ル変性ポリアクリルアミド、デンプン誘導体、カゼイン
、ゼラチン等があげられる。またこれらのバインダーに
耐水性を付与する目的で耐水化剤を加えたり、疎水性ポ
リマーのエマルシヨン、具体的には、スチレン−ブタジ
ェンゴムラテックス、アクリル樹脂エマルブタン等を加
えることも出来る。塗液は、原紙、Ｊ：質紙、合成紙、
プラスチックシート、樹脂コーテツド紙あるいは中性紙
上に塗布される。Usually, the electron-donating colorless dye and the electron-accepting compound are dispersed in a binder and applied. Water-soluble binders are generally used, such as polyvinyl alcohol, hydroxyethyl cellulose, hydroxypropyl cellulose, ethachlorohydrin-modified polyamide, and ethylene-
Examples include maleic anhydride copolymer, styrene-maleic anhydride copolymer, isobutylene-maleic anhydride copolymer, polyacrylic acid, polyacrylic acid amide, methylol-modified polyacrylamide, starch derivatives, casein, and gelatin. Further, for the purpose of imparting water resistance to these binders, a water resistance agent may be added, or an emulsion of a hydrophobic polymer, specifically, styrene-butadiene rubber latex, acrylic resin emulsion butane, etc. may be added. The coating liquid is base paper, J: quality paper, synthetic paper,
Coated onto plastic sheets, resin-coated paper, or acid-free paper.
熱可融性物質の例としては特開昭５８−５７９８９、特
開昭５８−８７０９４等に開示されている。その様な化
合物の例としてはフェネチルビフェニル、２−ベンジル
オキシナフタレン、４−ベンジルビフェニル、ジ−ｍ−
トリルオキシエタン、β−フェノキシエトキシアニソー
ル、ｌ−フェノキシ−２−Ｐ−エチルフェノキシエタン
、ビス−〔β−（ｐ−メトキシフェノキシ）エトシキ〕
メタン、１−（２−メトキシフェノキシ）−２−（４−
エチルオキシフェノキシ）エタン、１．２−ジフェノキ
シエタン、１，４−ジフェノキシブタン、ビス−〔β−
（Ｐ−メトキシフェノキシ）エチル〕エーテル、■−フ
ェノキシー２−ｐ−７）ロロフェノキシエタン、１−（
４−メチルフェノキシ）−２−（４−フルオロフェノキ
シ）エタン、ｌ−フェノキシ−２−Ｐ−メトキシフェニ
ルチオエタン、１．２−ビス（ｐ−メトキシフェニルチ
オ）エタン、１−トリルオキシ−２−ｐ−メトキシフェ
ニルチオエタンなどのエーテル化合物、ステアリン酸ア
ミド、メチレンビスステアロアミド。Examples of thermofusible substances are disclosed in JP-A-58-57989 and JP-A-58-87094. Examples of such compounds include phenethyl biphenyl, 2-benzyloxynaphthalene, 4-benzylbiphenyl, di-m-
Tolyloxyethane, β-phenoxyethoxyanisole, l-phenoxy-2-P-ethylphenoxyethane, bis-[β-(p-methoxyphenoxy)ethoxy]
Methane, 1-(2-methoxyphenoxy)-2-(4-
ethyloxyphenoxy)ethane, 1,2-diphenoxyethane, 1,4-diphenoxybutane, bis-[β-
(P-methoxyphenoxy)ethyl]ether, ■-phenoxy 2-p-7) chlorophenoxyethane, 1-(
4-methylphenoxy)-2-(4-fluorophenoxy)ethane, l-phenoxy-2-P-methoxyphenylthioethane, 1,2-bis(p-methoxyphenylthio)ethane, 1-tolyloxy-2-p - Ether compounds such as methoxyphenylthioethane, stearamide, methylene bisstearamide.
ステアリン酸アニリド、ベヘン酸アミド、ステアリン酸
アニリド、ステアリルウレアなどがあげられる。Examples include stearic acid anilide, behenic acid amide, stearic acid anilide, and stearyl urea.
顔料としてはカオリン、焼成カオリン、タルク、ろう石
、ケンソウ±、炭酸カルシウム、水酸化アルミニウム、
水酸化マグネシウム、酸化亜鉛、リトポン、非晶質シリ
カ、コロイダルシリカ、焼成石コウ、シリカ、炭酸マグ
ネシウム、酸化チタン、アルミナ、炭酸バリウム、硫酸
バリウム、マイカ、マイクロバルーン、尿素−ホルマリ
ンフィラーポリエステルパーティクル、セルロースフィ
ラー等が用いられる。Pigments include kaolin, calcined kaolin, talc, waxite, Kensou ±, calcium carbonate, aluminum hydroxide,
Magnesium hydroxide, zinc oxide, lithopone, amorphous silica, colloidal silica, calcined gypsum, silica, magnesium carbonate, titanium oxide, alumina, barium carbonate, barium sulfate, mica, microballoon, urea-formalin filler polyester particles, cellulose Fillers and the like are used.
金属石鹸としては高級脂肪Ｍ多価金属塩、例えばステア
リン酸亜鉛、ステアリン酸アルミニウム、ステアリン酸
カルシウム、オレイン酸亜鉛等があげられる。Examples of the metal soap include higher fat M polyvalent metal salts, such as zinc stearate, aluminum stearate, calcium stearate, and zinc oleate.
ワックス類としては、パラフィンワックス、カルボキシ
変性パラフィンワックス、カルナバワックス、マイクロ
クリスタンワックス、ポリエチレンワックス、ポリスチ
レンワックスの他、高級脂肪酸エステル、アミド等があ
げられる。Examples of waxes include paraffin wax, carboxy-modified paraffin wax, carnauba wax, microcrystalline wax, polyethylene wax, polystyrene wax, higher fatty acid esters, amides, and the like.
ヒンダードフェノール化合物としては、少なくとも２ま
たは６位のうち１個以上が分岐アルキル基で置換された
フェノール誘導体が好ましい０例えば１，１．３−）リ
ス（２−メチル−４−ヒドロキシ−５−ｔ−ブチルフェ
ニル）ブタン、ｌ。The hindered phenol compound is preferably a phenol derivative in which at least one of the 2 or 6 positions is substituted with a branched alkyl group. t-butylphenyl)butane, l.
１．３−トリス（２−エチル−４−ヒドロキシ−５−ｔ
−ブチルフェニル）ブタン、１，１．３−トリス（３，
５−ジ−ｔ−ブチル−４−ヒドロキシフェニル）ブタン
、１，１．３−トリス（２−メチル−４−ヒドロキシ−
５−ｔ−ブチルフェニル）プロパン、４．４−ブチリデ
ンビス（６−１−ブチル−３−メチルフェノール、４．
４−チオビス（３−メチル−６−ｔ−ブチルフェノール
）、２．２−メチレンビス（６−ｔ−メチル−４−メチ
ルフェノールＬ２．２−メチレンビス（６−Ｌ−ブチル
−４−エチルフェノール）、オクタデシル−３−（３，
５−ジ−ｔ−ブチル−４−ヒドロキシフェニル）プロピ
オネート、１，３．５−トリメチル−２，４，６−トリ
ス（３，５−ジ−ｔ−フチルー４−ヒドロキシベンジル
）ベンゼン、テトラキス〔メチレン−３−（３，５−ジ
ーＬ−ブチルー４−ヒドロキテフェニル）プロピネート
コメタン、２，２．６．６−テトラメチル−４−ピペリ
ジニルセバケート等があげられる。1.3-tris(2-ethyl-4-hydroxy-5-t
-butylphenyl)butane, 1,1,3-tris(3,
5-di-t-butyl-4-hydroxyphenyl)butane, 1,1.3-tris(2-methyl-4-hydroxy-
5-t-butylphenyl)propane, 4.4-butylidenebis(6-1-butyl-3-methylphenol), 4.
4-thiobis(3-methyl-6-t-butylphenol), 2,2-methylenebis(6-t-methyl-4-methylphenol), 2-methylenebis(6-L-butyl-4-ethylphenol), octadecyl -3-(3,
5-di-t-butyl-4-hydroxyphenyl)propionate, 1,3,5-trimethyl-2,4,6-tris(3,5-di-t-phthyl-4-hydroxybenzyl)benzene, tetrakis[methylene -3-(3,5-di-L-butyl-4-hydroxytephenyl)propinate comethane, 2,2.6.6-tetramethyl-4-piperidinyl sebacate, and the like.
前記ヒンダードフェノール化合物の使用量は、電子受容
性化合物に対して１〜２００重量％使用することが好ま
しく、さらに好ましい使用量は５〜１００重量％である
。The amount of the hindered phenol compound to be used is preferably 1 to 200% by weight, more preferably 5 to 100% by weight, based on the electron accepting compound.
紫外線吸収剤としては、桂皮酸誘導体、ベンゾフェノン
誘導体、ベンゾトリアゾリルフェノール誘導体などで、
たとえば、α−シアノ−β−フェニル桂皮酸ブチル、Ｏ
−ベンゾトリアゾリルフェノール、０−ベンゾトリアゾ
リル−ｐ−クロロフェノール、Ｏ−ベンゾトリアゾリル
−２，４−ジ−ｔ−ブチルフェノール、０−ベンゾトリ
アゾリル−２，４−ジーも一オクチルフェノールなどが
ある。As ultraviolet absorbers, cinnamic acid derivatives, benzophenone derivatives, benzotriazolylphenol derivatives, etc.
For example, butyl α-cyano-β-phenylcinnamate, O
-benzotriazolylphenol, 0-benzotriazolyl-p-chlorophenol, O-benzotriazolyl-2,4-di-t-butylphenol, 0-benzotriazolyl-2,4-di-t-butylphenol and octylphenol.
耐水化剤としては、Ｎ−メチロール尿素、Ｎ−メチロー
ルメラミン、尿素−ホルマリン等の水溶性初期縮合物、
グリオキザール、グルタルアルデヒド等のジアルデヒド
化合物類、硼酸、硼砂等の無機系架橋剤、ポリアクリル
酸、メチルとニルエーテル−マレイン酸共重合体、イソ
ブチレン−無水マレイン酸共重合体等のブレンド熱処理
等があげられ゛る。Water-resistant agents include water-soluble initial condensates such as N-methylol urea, N-methylol melamine, and urea-formalin;
Blend heat treatment of dialdehyde compounds such as glyoxal and glutaraldehyde, inorganic crosslinking agents such as boric acid and borax, polyacrylic acid, methyl and nyl ether-maleic acid copolymers, isobutylene-maleic anhydride copolymers, etc. It's getting worse.
保護層に用いる材料としては、ポリビニルアルコール、
カルボキシ変性ポリビニルアルコール、酢酸ビニル−ア
クリルアミド共重合体、珪素変性ポリビニルアルコール
、澱粉、変性澱粉、メチルセルロース、カルボキシメチ
ルセルロース、ヒドロキシメチルセルロース、ゼラチン
類、アラビアゴム、カゼイン、スチレン−マレイン酸共
重合体加水分解物、スチレン−マレイン酸共重合物ハー
フエステル加水分解物、イソブチレン−無水マレイン酸
共重合体加水分解物、ポリアクリルアミド誘導体、ポリ
ビニルピロリドン、ポリスチレンスルホン酸ソーダ、ア
ルギン酸ソーダなどの水溶性高分子、およびスチレン−
・ブタジェンゴムラテックス、アクリルニトリルーブタ
ジエンゴ、ムラテックス、アクリル酸メチル−ブタジェ
ンゴムラテックス、酢酸ビニルエマルジョン等の水不溶
性ポリマーが用いられる。Materials used for the protective layer include polyvinyl alcohol,
Carboxy-modified polyvinyl alcohol, vinyl acetate-acrylamide copolymer, silicon-modified polyvinyl alcohol, starch, modified starch, methylcellulose, carboxymethylcellulose, hydroxymethylcellulose, gelatins, gum arabic, casein, styrene-maleic acid copolymer hydrolyzate, Water-soluble polymers such as styrene-maleic acid copolymer half ester hydrolyzate, isobutylene-maleic anhydride copolymer hydrolyzate, polyacrylamide derivatives, polyvinylpyrrolidone, polystyrene sodium sulfonate, sodium alginate, and styrene-
- Water-insoluble polymers such as butadiene rubber latex, acrylonitrile-butadiene rubber, mulatex, methyl acrylate-butadiene rubber latex, and vinyl acetate emulsion are used.
また保護層中に、感熱ヘッドとのマツチング性を向上さ
せる目的で、顔料、金属石鹸、ワックス、耐水化剤等を
添加してもよい。In addition, pigments, metal soaps, waxes, waterproofing agents, etc. may be added to the protective layer for the purpose of improving matching properties with the thermal head.
また、保護層を感熱発色層上に塗布する際に、均一な保
護層を得るために界面活性剤を添加してもよい。界面活
性剤としては、スルホコハク酸系のアルカリ金属塩、弗
素含有界面活性剤等が用いられる。具体的には、ジー（
ｎ−ヘキシル）スルホコハク酸、ジー（２−エチルヘキ
シル）スルホコハク酸等のナトリウム塩、またはアンモ
ニウム塩等が好ましいが、アニオン系の界面活性剤なら
効果が認められる。Further, when coating the protective layer on the thermosensitive coloring layer, a surfactant may be added in order to obtain a uniform protective layer. As the surfactant, a sulfosuccinic acid-based alkali metal salt, a fluorine-containing surfactant, etc. are used. Specifically, G (
Sodium salts or ammonium salts such as n-hexyl)sulfosuccinic acid and di(2-ethylhexyl)sulfosuccinic acid are preferred, but anionic surfactants are effective.
通電感熱紙は例えば特開昭４９−１１３４４号、特開昭
５０−４８９３０号などに記載の方法によって製造され
る。一般に、導電物質、電子供与性無色染料および電子
受容性化合物をバインダーと共に分散した塗液を紙など
の支持体に塗布するか、支持体に導電物質を塗布して導
電層を形成し、その上に、電子供与性無色染料、電子受
容性化合物およびバインダーを分散した塗液を塗布する
ことによって通電感熱紙は製造される。なお、先に述べ
た熱化触性物質を併用して感度を向上させることもでき
る。The electrically conductive thermal paper is manufactured by the method described in, for example, Japanese Patent Application Laid-open No. 49-11344 and Japanese Patent Application Laid-Open No. 50-48930. Generally, a coating liquid in which a conductive substance, an electron-donating colorless dye, and an electron-accepting compound are dispersed together with a binder is applied to a support such as paper, or a conductive substance is applied to the support to form a conductive layer, and then a conductive layer is formed on the support. The electrically conductive thermal paper is manufactured by applying a coating liquid in which an electron-donating colorless dye, an electron-accepting compound, and a binder are dispersed. Note that the sensitivity can also be improved by using the thermal catalytic substance described above in combination.
感光感圧紙は例えば特開昭５７−１７９８３６号などに
記載の方法によって製造される。一般によう臭化銀、臭
化銀、ベヘン酸銀、ミヒラーズケトン、ベンゾイン誘導
体、ベンゾフェノン誘導体などの光重合開始剤と多官能
七ツマ−たとえばポリアリル化合物、ポリ（メタ）アク
リレート、ポリ（メタ）アクリルアミドなどの架橋剤が
電子供与性無色染料および必要により溶剤と共にポリエ
ーテルウレタン、ポリウレアなどの合成樹脂のカプセル
中に封入される。像露光された後、未露光部の電子供与
性無色染料を利用し電子受容性化合物と接触させて着色
させるものである。The photosensitive pressure sensitive paper is manufactured by the method described in, for example, Japanese Patent Application Laid-open No. 179836/1983. In general, photopolymerization initiators such as silver bromide, silver bromide, silver behenate, Michler's ketone, benzoin derivatives, benzophenone derivatives, etc. and polyfunctional septamers such as polyallyl compounds, poly(meth)acrylates, poly(meth)acrylamides, etc. The crosslinking agent is encapsulated in a synthetic resin capsule such as polyether urethane or polyurea together with an electron-donating colorless dye and, if necessary, a solvent. After imagewise exposure, the unexposed area is colored by contacting with an electron-accepting compound using an electron-donating colorless dye.
本発明に係る電子供与性無色染料の合成例を以下に示す
が、これに限定されるものではない。Synthesis examples of the electron-donating colorless dye according to the present invention are shown below, but the invention is not limited thereto.
く合成例〉
具体例（５）の化合物
かきまぜ機のついた三つロフラスコに
無水酢酸０．２Ｍ、アセトニトリル１００ｄをはかりと
り、６５℃３時間かきまぜる０反応混合物を水に注ぎ、
、水酸化ナトリウム水溶液でアルカリ性とする。この反
応混合物をｎ−へイサン−酢エチでシリカラカム精製を
行い、目的物が融点２６２−３℃として得られる。Synthesis Example> Compound of Example (5) Weigh out 0.2 M of acetic anhydride and 100 d of acetonitrile into a three-necked flask equipped with a stirrer, stir at 65°C for 3 hours, and pour the reaction mixture into water.
, and make alkaline with an aqueous sodium hydroxide solution. This reaction mixture was purified using silica cam using n-heisane-ethyl acetate to obtain the desired product with a melting point of 262-3°C.
（発明の実施例）
以下に実施例を示すが、本発明はこれに限定されるもの
ではない０％は特に指定のない限り重量％を表す。(Examples of the Invention) Examples are shown below, but the present invention is not limited thereto. 0% represents weight % unless otherwise specified.
（１）電子供与性無色染料含有カプセルシートの調製
ポリビニルベンゼンスルホン酸の一部ナトリウム塩′（
ナショナルスターチ社製、ＶＥＲ３Ａ、Ｔｌ２Ｏ３）５
部を熱水９５部に溶解した後冷却する。これに水酸化ナ
トリウム水溶液を加えてｐ Ｈ４，０とした。一方決に
示した電子供与性無色染料を３．５％溶解したジイソプ
ロピルナフタレン１００部を前記ポリビニルベンゼンス
ルホン酸の一部ナトリウム塩の５％水溶液１００部に乳
化分散して直径４．０μの粒子サイズをもつ乳化液を得
た。別にメラミン６部、３７重量％ホルムアルデヒド水
溶液１１部、水３０部を６０゛Ｃに加熱攪拌して３０分
後に透明なメラミンホルムアルデヒド初期重合物の水溶
液を得た。(1) Preparation of capsule sheet containing electron-donating colorless dye Partial sodium salt of polyvinylbenzenesulfonic acid' (
Manufactured by National Starch, VER3A, Tl2O3)5
1 part is dissolved in 95 parts of hot water and then cooled. An aqueous sodium hydroxide solution was added to this to adjust the pH to 4.0. On the other hand, 100 parts of diisopropylnaphthalene in which 3.5% of the electron-donating colorless dye shown in Part 1 was dissolved was emulsified and dispersed in 100 parts of a 5% aqueous solution of the partial sodium salt of polyvinylbenzenesulfonic acid, and the particles had a particle size of 4.0 μm in diameter. An emulsion was obtained. Separately, 6 parts of melamine, 11 parts of a 37% by weight formaldehyde aqueous solution, and 30 parts of water were heated and stirred at 60°C, and after 30 minutes, a transparent aqueous solution of melamine-formaldehyde prepolymer was obtained.
この水溶液を上記乳化液と混合した。攪拌しながらリン
酸２Ｍ溶液でｐＨを６．０に調製し、液温を６５゛Ｃに
上げ６時間攪拌を続けた。このカプセル液を室温まで冷
却し水酸化ナトリウム水溶液でｐｉｉ９．ｏに調節した
。This aqueous solution was mixed with the above emulsion. While stirring, the pH was adjusted to 6.0 with a 2M phosphoric acid solution, the temperature of the solution was raised to 65°C, and stirring was continued for 6 hours. This capsule liquid was cooled to room temperature and added with a sodium hydroxide aqueous solution. Adjusted to o.
この分散液に対して１０重量％ポリビニルアルコール水
溶液２００部およびデンプン粒子５０部を添加し、加水
してマレクロカプセル分散液の固形分濃度２０％溶液を
調製した。To this dispersion, 200 parts of a 10% by weight polyvinyl alcohol aqueous solution and 50 parts of starch particles were added, and water was added to prepare a 20% solids concentration solution of Malecrocapsule dispersion.
この塗液を５０ｇ／ｒｒｆの原紙に５ ｇ／ｒｄの固形
分が塗布されるようにエアナイフコーターにて塗布、乾
燥し電子供与性無色染料含をカプセルシートを得た。This coating liquid was applied to a 50 g/rrf base paper using an air knife coater so that the solid content was 5 g/rd, and dried to obtain a capsule sheet containing an electron-donating colorless dye.
（２）電子受容性化合物シートの調整
３．５−ビスーα−メチルベンジルサリチル酸亜鉛ｍｉ
ｏ部を１−イソプロピルフェニル−２−フェニルエタン
２０部に加え溶解した。これを２％ポリビニルアルコー
ル水溶液５０部、及び１０％ドデシルベンゼンスルホン
酸トリエノールアミン塩水溶液０．１部と混合し平均粒
径が３μになるように乳化した。(2) Preparation of electron-accepting compound sheet 3.5-bis-α-methylbenzylsalicylate zinc mi
Part o was added to 20 parts of 1-isopropylphenyl-2-phenylethane and dissolved. This was mixed with 50 parts of a 2% polyvinyl alcohol aqueous solution and 0.1 part of a 10% dodecylbenzenesulfonic acid trienolamine salt aqueous solution and emulsified so that the average particle size was 3 μm.
次に、炭酸カルシウム８０部、酸化亜鉛２０部、ヘキサ
メタリン酸ナトリウム１部と水２００部とからなる分散
液を、上記乳化液と混合した後更に、バインダーとして
、１０％ＰＶＡ水溶液ｌＯＯ部とカルボキシ変性ＳＢＲ
ラテックス１０部（固形分として）を添加し固形分濃度
が２０％になるように加水し、塗液（Ａ）を得た。Next, a dispersion consisting of 80 parts of calcium carbonate, 20 parts of zinc oxide, 1 part of sodium hexametaphosphate, and 200 parts of water was mixed with the above emulsion, and then, as a binder, 100 parts of a 10% PVA aqueous solution and carboxy-modified SBR
10 parts of latex (as solid content) was added and water was added so that the solid content concentration was 20% to obtain a coating liquid (A).
次に前記顕色剤１０部、ジルトンクレー２０部、炭酸カ
ルシウム６０部、酸化亜鉛２０部、ヘキサメタリン酸ナ
トリウム１部と水２００部とからなる分散液を、サンド
グラインダーにて平均粒径が３μになるように分散した
。Next, a dispersion consisting of 10 parts of the color developer, 20 parts of Jilton clay, 60 parts of calcium carbonate, 20 parts of zinc oxide, 1 part of sodium hexametaphosphate, and 200 parts of water was ground in a sand grinder until the average particle size was 3 μm. It was dispersed like that.
この分散液にｌＯ％ＰＶＡ水溶液１６部とｌ。To this dispersion was added 16 parts of 10% PVA aqueous solution and 1 liter.
％ＰＶＡ水溶液１００部およびカルボキシ変性ＳＢＲラ
スックス１０部（固形分として）を添加し固形分濃度が
２０％になるように加水し、塗液（Ｂ）を得た。% PVA aqueous solution and 10 parts (as solid content) of carboxy-modified SBR Lusux were added and water was added so that the solid content concentration was 20% to obtain a coating liquid (B).
塗ｅＬ（Ａ）と塗液（Ｂ）を顕色剤換算で１対１に混合
して、５０ｇ／ｒｔＫの原紙に、５゜Ｏｇ／ポの固形分
が塗布されるようにエアーナイフコーターにて塗布、乾
燥し顕色剤シートを得た。Coating eL (A) and coating liquid (B) were mixed at a ratio of 1:1 in terms of color developer, and applied to a base paper of 50 g/rtK using an air knife coater so that a solid content of 5° Og/Po was coated. A developer sheet was obtained by coating and drying.
電子供与性無色染料含有マイクロカプセルシート面を、
電子受容性化合物シートに重ね６００ｋｇ／イの荷重を
かけたところ、いずれも速やかに赤紫〜青緑に発色した
。得られた画像の耐光性、耐可塑性は優れていた。The surface of the microcapsule sheet containing an electron-donating colorless dye is
When the electron-accepting compound sheets were stacked and a load of 600 kg/I was applied, all the sheets quickly developed a reddish-purple to bluish-green color. The resulting image had excellent light resistance and plasticity resistance.
（実施例１〜４） 用いた発色剤は次の通りである。(Examples 1 to 4) The coloring agent used is as follows.
実施例１ 具体例（１）の化合物 実施例２ 具体例（５）の化合物。Example 1 Compound of specific example (1) Example 2 Compound of specific example (5).
実施例３
具体例（６）の化合物とクリスタルバイオレットラクｌ
ンの７／３（重量比）混合物
実施例４
具体例（１１）の化合物と３−（４−ジエチルアミノ−
２−エトキシフェニル）−３−（１−ｎ−オクチル−２
−メチルインドール−３−イル）−４−アザフタリドの
３／２（重合比）混合物実施例５
具体例（５）の化合物２０ｇ、電子供与性化合物である
４−β−ｐ−メトキシフェノキシサリチル酸亜鉛２０ｇ
、熱化耐性物質であるステアリン酸亜鉛ド２０ｇを１０
０ｇの５％ポリビニルアルコール（クラレＰＶＡ１０５
）水溶液とともに一昼夜ボールミルで分散し、体積平均
粒径を３μとした。Example 3 Compound of Specific Example (6) and Crystal Violet Lacquer
Example 4 Mixture of 7/3 (weight ratio) of the compound of Example (11) and 3-(4-diethylamino-
2-ethoxyphenyl)-3-(1-n-octyl-2
3/2 (polymerization ratio) mixture of -methylindol-3-yl)-4-azaphthalide Example 5 20 g of the compound of Example (5), 20 g of zinc 4-β-p-methoxyphenoxysalicylate, which is an electron donating compound
, 20g of zinc stearate, which is a heat-resistant substance,
0g of 5% polyvinyl alcohol (Kuraray PVA105
) It was dispersed with an aqueous solution in a ball mill overnight to give a volume average particle size of 3μ.
一方焼成カオリン（Ａｎｉｓｉｌｅｘ −９３） ８０
ｇをヘキサメタリン酸ソーダの０．５％溶液１６０ｇ
とともにホモジナイザーで分散した。On the other hand, calcined kaolin (Anisilex-93) 80
g to 160 g of 0.5% solution of sodium hexametaphosphate
It was dispersed with a homogenizer.
以上のように分散した各分散液を、電子供与性無色染料
分散液５ｇ、１１子受容性化合物分散？ｆ！、ｌｏｇ、
ステアリン酸アミド分散液５ｇ、焼成カオリン分散液２
２ｇの割合で混合し、さらにステアリン酸亜鉛のエマル
シロン４ｇと２％の（２−エチルヘキシル）スルホコハ
ク酸ナトリウムの水溶液５ｇを添加して塗液を得た。こ
の塗液を、坪量５０ｇ／ポの」２質紙上に乾燥塗布量が
６ｇ／ｍｌとなるようにワイヤーバーで塗布し、キャレ
ンダー処理を行い塗布紙を得た。Each of the dispersions dispersed as described above was mixed with 5 g of an electron-donating colorless dye dispersion and an 11-element-accepting compound dispersion. f! ,log,
Stearamide dispersion 5g, calcined kaolin dispersion 2
A coating liquid was obtained by mixing 2 g of emulsilon zinc stearate and 5 g of a 2% aqueous solution of sodium (2-ethylhexyl)sulfosuccinate. This coating solution was coated with a wire bar on 2-quality paper with a basis weight of 50 g/Po so that the dry coating amount was 6 g/ml, and calendering was performed to obtain a coated paper.
塗布紙は、富士通■高速ファクシミリＦＦ−２０００を
用いて発色させると青緑色の画像が得られた。この像は
濃度が高く、耐光性、耐熱性に優れていた。When the coated paper was colored using a Fujitsu High Speed Facsimile FF-2000, a bluish-green image was obtained. This image had high density and excellent light resistance and heat resistance.
特許出願人 富士写真フィルム株式会社１、事件の表示 ２、発明の名称 ３、補正をする者 事件との関係 昭和６３年 記録材料 願第１７り７３２号Patent Applicant: Fuji Photo Film Co., Ltd. 1, Incident Representation 2. Name of the invention 3. Person who makes corrections Relationship with the incident 1986 recording material Application No. 17ri 732
Claims (1)
色を利用した記録材料に於いて、該電子供与性無色染料
として、トリアリールメタンを基本骨格に有するロイコ
無色染料において少なくとも２つのアリール基がアルキ
レン又は置換アルキレンで連結されている化合物を使用
する事を特徴とする記録材料。In a recording material that utilizes color development due to contact between an electron-donating colorless dye and an electron-accepting compound, the electron-donating colorless dye is a leuco colorless dye having triarylmethane as its basic skeleton, in which at least two aryl groups are alkylene. or a recording material characterized by using a compound linked by a substituted alkylene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63179762A JPH0229376A (en) | 1988-07-19 | 1988-07-19 | Recording material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63179762A JPH0229376A (en) | 1988-07-19 | 1988-07-19 | Recording material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0229376A true JPH0229376A (en) | 1990-01-31 |
Family
ID=16071441
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63179762A Pending JPH0229376A (en) | 1988-07-19 | 1988-07-19 | Recording material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0229376A (en) |
-
1988
- 1988-07-19 JP JP63179762A patent/JPH0229376A/en active Pending
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