JPH04195047A - Recording material - Google Patents
Recording materialInfo
- Publication number
- JPH04195047A JPH04195047A JP32621690A JP32621690A JPH04195047A JP H04195047 A JPH04195047 A JP H04195047A JP 32621690 A JP32621690 A JP 32621690A JP 32621690 A JP32621690 A JP 32621690A JP H04195047 A JPH04195047 A JP H04195047A
- Authority
- JP
- Japan
- Prior art keywords
- electron
- donating colorless
- colorless dye
- group
- alkyl
- 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 35
- 239000003094 microcapsule Substances 0.000 claims abstract description 31
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 13
- 125000003118 aryl group Chemical group 0.000 claims abstract description 8
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
- 125000004104 aryloxy group Chemical group 0.000 claims abstract description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 239000000975 dye Substances 0.000 claims description 42
- 150000001875 compounds Chemical class 0.000 claims description 35
- 125000003277 amino group Chemical class 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 2
- 150000001491 aromatic compounds Chemical class 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 239000000243 solution Substances 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 15
- 239000002775 capsule Substances 0.000 description 13
- 239000007788 liquid Substances 0.000 description 12
- 239000000123 paper Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- -1 coloring hue Chemical class 0.000 description 11
- 239000002253 acid Chemical class 0.000 description 10
- 239000006185 dispersion Substances 0.000 description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 9
- 239000004372 Polyvinyl alcohol Substances 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 239000010410 layer Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 229920002451 polyvinyl alcohol Polymers 0.000 description 8
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical group C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- 238000004040 coloring Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000002245 particle Substances 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Chemical class 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- 229960004889 salicylic acid Drugs 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000000049 pigment Substances 0.000 description 4
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 4
- 150000003872 salicylic acid derivatives Chemical class 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 229910052725 zinc Inorganic materials 0.000 description 4
- 239000011701 zinc Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 229920000877 Melamine resin Polymers 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 239000004816 latex Substances 0.000 description 3
- 229920000126 latex Polymers 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000008107 starch Substances 0.000 description 3
- 235000019698 starch Nutrition 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
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000002174 Styrene-butadiene Substances 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 239000000976 ink Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002815 nickel Chemical class 0.000 description 2
- 229920003986 novolac Polymers 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 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 2
- 235000019982 sodium hexametaphosphate Nutrition 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 239000001577 tetrasodium phosphonato phosphate Substances 0.000 description 2
- 238000007651 thermal printing Methods 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
- NOIUXJOOWVNTDZ-UHFFFAOYSA-N 1-phenylprop-2-enyl benzoate Chemical compound C=1C=CC=CC=1C(C=C)OC(=O)C1=CC=CC=C1 NOIUXJOOWVNTDZ-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- IRUHNBOMXBGOGR-UHFFFAOYSA-N 2-(2-methylprop-2-enoyloxy)ethyl benzoate Chemical compound CC(=C)C(=O)OCCOC(=O)C1=CC=CC=C1 IRUHNBOMXBGOGR-UHFFFAOYSA-N 0.000 description 1
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- YDHMBOBWVQZXIA-UHFFFAOYSA-N 2-hydroxy-3,5-bis(2-phenylpropan-2-yl)benzoic acid Chemical compound C=1C(C(O)=O)=C(O)C(C(C)(C)C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 YDHMBOBWVQZXIA-UHFFFAOYSA-N 0.000 description 1
- CXKYSTOUDJFORR-UHFFFAOYSA-N 2-hydroxy-3,5-di(nonyl)benzoic acid Chemical compound CCCCCCCCCC1=CC(CCCCCCCCC)=C(O)C(C(O)=O)=C1 CXKYSTOUDJFORR-UHFFFAOYSA-N 0.000 description 1
- PKBNJDVCKVTGRZ-UHFFFAOYSA-N 2-hydroxy-5-methyl-3-nonylbenzoic acid Chemical compound CCCCCCCCCC1=CC(C)=CC(C(O)=O)=C1O PKBNJDVCKVTGRZ-UHFFFAOYSA-N 0.000 description 1
- APNGCWVLQPGAPX-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl 3-chloro-4-hydroxybenzoate Chemical compound OC1=CC=C(C(=O)OCCOC(=O)C=C)C=C1Cl APNGCWVLQPGAPX-UHFFFAOYSA-N 0.000 description 1
- QPDLGVOQDRRBLW-UHFFFAOYSA-N 3-anilino-3-phenyl-2-benzofuran-1-one Chemical class C12=CC=CC=C2C(=O)OC1(C=1C=CC=CC=1)NC1=CC=CC=C1 QPDLGVOQDRRBLW-UHFFFAOYSA-N 0.000 description 1
- NNLGOGUWIKXLCY-UHFFFAOYSA-N 4-(2-phenylpropan-2-yl)benzene-1,3-diol Chemical compound C=1C=C(O)C=C(O)C=1C(C)(C)C1=CC=CC=C1 NNLGOGUWIKXLCY-UHFFFAOYSA-N 0.000 description 1
- KLSLBUSXWBJMEC-UHFFFAOYSA-N 4-Propylphenol Chemical compound CCCC1=CC=C(O)C=C1 KLSLBUSXWBJMEC-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- CNQREPSYQJPGCI-UHFFFAOYSA-N 5-ethyl-2-hydroxy-3-nonylbenzoic acid Chemical compound CCCCCCCCCC1=CC(CC)=CC(C(O)=O)=C1O CNQREPSYQJPGCI-UHFFFAOYSA-N 0.000 description 1
- YKWSGTPZUBXZRM-UHFFFAOYSA-N 5-tert-butyl-2-hydroxy-3-nonylbenzoic acid Chemical compound CCCCCCCCCC1=CC(C(C)(C)C)=CC(C(O)=O)=C1O YKWSGTPZUBXZRM-UHFFFAOYSA-N 0.000 description 1
- HCJMNOSIAGSZBM-UHFFFAOYSA-N 6-methylsalicylic acid Chemical compound CC1=CC=CC(O)=C1C(O)=O HCJMNOSIAGSZBM-UHFFFAOYSA-N 0.000 description 1
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000004115 Sodium Silicate Substances 0.000 description 1
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000008119 colloidal silica Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- AFYCEAFSNDLKSX-UHFFFAOYSA-N coumarin 460 Chemical compound CC1=CC(=O)OC2=CC(N(CC)CC)=CC=C21 AFYCEAFSNDLKSX-UHFFFAOYSA-N 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- MLSGRWDEDYJNER-UHFFFAOYSA-N ethyl 2-anilinoacetate Chemical compound CCOC(=O)CNC1=CC=CC=C1 MLSGRWDEDYJNER-UHFFFAOYSA-N 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
- 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
- 125000002887 hydroxy group Chemical class [H]O* 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- XULSCZPZVQIMFM-IPZQJPLYSA-N odevixibat Chemical compound C12=CC(SC)=C(OCC(=O)N[C@@H](C(=O)N[C@@H](CC)C(O)=O)C=3C=CC(O)=CC=3)C=C2S(=O)(=O)NC(CCCC)(CCCC)CN1C1=CC=CC=C1 XULSCZPZVQIMFM-IPZQJPLYSA-N 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 238000000710 polymer precipitation Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 229940006186 sodium polystyrene sulfonate Drugs 0.000 description 1
- NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 1
- 229910052911 sodium silicate Inorganic materials 0.000 description 1
- LHANXKAKZUCOIU-UHFFFAOYSA-M sodium;4-phenoxytridecane-4-sulfonate Chemical compound [Na+].CCCCCCCCCC(CCC)(S([O-])(=O)=O)OC1=CC=CC=C1 LHANXKAKZUCOIU-UHFFFAOYSA-M 0.000 description 1
- DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 229910052724 xenon Inorganic materials 0.000 description 1
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
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、シアン発色像を与える記録材
料に関する
（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、既によく知られている。たとえば英国特許２１
４０４４９、米国特許４４８００５２、同４４３６９２
０、などに詳しい。DETAILED DESCRIPTION OF THE INVENTION (Field of the Invention) The present invention relates to a recording material that gives a cyan colored image (prior art) Recording materials using an electron-donating colorless dye and an electron-accepting compound are already well known. Are known. For example, British patent 21
40449, U.S. Patent No. 4480052, U.S. Patent No. 443692
0, etc.
記録材料として、近年 （１）発色濃度、（２）発色体
の色相などの特性改良に対する研究が鋭意行われている
近年、電子供与性無色染料と電子受容性化合物を用い
た記録材料が複写材料。In recent years, research has been intensively conducted to improve the properties of recording materials, such as (1) color density and (2) hue of color-forming bodies.In recent years, recording materials using electron-donating colorless dyes and electron-accepting compounds have become popular as copying materials. .
印刷材料の校正等に用いられる様になり、被複写物、印
刷インキとの色再現性に対する要求かあり。It has come to be used for proofing printing materials, etc., and there is a demand for color reproducibility with the subject and printing ink.
様々な検討か行われている。Various considerations are being made.
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、発色色相、ｐＫａ、置換基の極性
、置換基の位置、発色性、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 focused on the characteristics of colorless electron-donating dyes and electron-accepting compounds, such as coloring hue, pKa, polarity of substituents, position of substituents, and coloring properties, and have determined that they are suitable for use in recording materials. We have pursued the development of 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色相の良好で、
しかもその他の具備すべき条件を満足した素材を用いた
シアン発色記録材料を提供することである。(Objective of the Invention) Therefore, the object of the present invention is to provide good color development and color hue;
Moreover, it is an object of the present invention to provide a cyan color-developing recording material using a material that satisfies other requirements.
（発明の構成）
本発明の目的は支持体上に、を子供与性無色染料を内包
するマイクロカプセルを含育する記録材料において、該
マイクロカプセルが電子供与性無色染料と電子受容性化
合物による発色色相で１色温度５５００にの蛍光灯の基
でみた時に、ＣＴＥ−ＬＡＢ表色系でａ＊が−３５〜−
４５，ｂ＊が−３０〜−４５の範囲にある電子供与性無
色染料を内包していること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 containing microcapsules containing an electron-donating colorless dye on a support. When viewed under fluorescent light with a color temperature of 5500, a* is -35 to - in the CTE-LAB color system.
This was achieved using a recording material characterized in that it contains an electron-donating colorless dye with 45,b* in the range of -30 to -45.
本発明に係わる記録材料においてはマイクロカプセルか
２種以上の電子供与性無色染料を内包していても差し支
えない。The recording material according to the present invention may contain two or more types of electron-donating colorless dyes in microcapsules.
本発明に係わる電子供与性無色染料にはフェニルアニリ
ノフタリド系化合物、フルオラン系化合物、ピリジン系
系化合物、スピロピラン系化合物。Electron-donating colorless dyes according to the present invention include phenylanilinophthalide compounds, fluoran compounds, pyridine compounds, and spiropyran compounds.
など各種の化合物がある
これらの化合物の具体例は、米国特許明細書第４４４．
３２１号、４３６５５０３号、４５４０７９０号、４７
７５６５６号、４８００１４８号。Specific examples of these compounds include various compounds such as U.S. Pat. No. 444.
No. 321, No. 4365503, No. 4540790, 47
No. 75656, No. 4800148.
４２００７５１号、４７４７８７５号、４８１４３２０
号、４６９５６３６号、英国公開特許明細書第１４３１
４９３号、２０７５０４２号、２１０３２３４号、ヨー
ロッパ公開特許明細書第８２８２２号、ベルギー国特許
明細書第８５０３５９号、特開昭６２−２８８８２７号
、６２−２８８８２８号、６３−２５１２８０号、６３
−２５１２７９号、６３−２５１２７８号、６４−２５
１４８号、５０−４１９２７号、６１−８７７５８号、
特公昭５１−１６８０７号、６１−４８５６号、米国特
許明細ＩＦ第３，６２４，１０７号、同第３，６２７，
７８７号、同第３，６４１，０１１号、同第３．４６２
，８２８号、同第３，６８１．３９０号、同第３，９２
０，５１０号、同第３．９５９，５７１号、同第３，９
７１，８０８号、米国特許第４，８００，１４９号等に
記載されている。No. 4200751, No. 4747875, 4814320
No. 4695636, British Published Patent Specification No. 1431
No. 493, No. 2075042, No. 2103234, European Patent Specification No. 82822, Belgian Patent Specification No. 850359, JP-A-62-288827, No. 62-288828, No. 63-251280, 63
-251279, 63-251278, 64-25
No. 148, No. 50-41927, No. 61-87758,
Japanese Patent Publication No. 51-16807, No. 61-4856, U.S. Patent Specification IF No. 3,624,107, No. 3,627,
No. 787, No. 3,641,011, No. 3.462
, No. 828, No. 3,681.390, No. 3,92
0,510, 3.959,571, 3.9
No. 71,808, US Pat. No. 4,800,149, and the like.
これらのうち下記−船蔵（丁）〜（Ｉ［）で表される化
合物が好ましい。Among these, compounds represented by the following -Funakura (Ding) to (I[) are preferred.
（Ｒ２１）ｎ
上記一般式（Ｉ）〜（Ｉ）中環へは、置換基を育してい
てもよい芳香環（例えば、ベンゼン環。(R21)n The middle ring of the above general formulas (I) to (I) is an aromatic ring which may have a substituent (for example, a benzene ring).
ピリジン環、ピラジン環、ナフタリン環等）を。pyridine ring, pyrazine ring, naphthalene ring, etc.).
Ｒ１−Ｒ５は水素原子、アルキル基、複素環基またはア
リール基を、 、Ｒ１ｌ” Ｒ１２は水素原子、アルキ
ル基、アリール基、アルコキシ基、アリールオキシ基、
ハロゲン原子、アルキル置換アミノ基。R1-R5 is a hydrogen atom, an alkyl group, a heterocyclic group, or an aryl group, R12 is a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group,
Halogen atom, alkyl-substituted amino group.
またはアソル置換アミノ基を、Ｒ７１はノλロゲン原子
、アルキル基、アルコキシ基、ニトロ基、アミノ基また
は置換アミノ基を、Ｒ２２は水素原子またはアルキル基
を表し、ｎは０〜４の整数を表すこれらの置換基はさら
に置換基を育していてもよい
これらのうちで一般式（１）及び／又は（ＩＩ）て表さ
れる電子供与性無色染料の１種以上を全使用電子供与性
無色染料の６０重量％以上使用することか好ましく、特
に下記一般式（ＩＶ）〜（■）で表される電子供与性無
色染料を主電子供与性無色染料として使用することか好
ましい
Ｋ
上記一般式（ＩＶ）〜（■）中、Ｒ，−Ｒ，は前述のも
のと同一の基を表し、Ｒはアルキル基を表す
本発明に係わる１発色色相のＬＡＢ表色系におけるＬ値
は任意だか、４０以上であることか好ましい。or an asol-substituted amino group, R71 represents a norλ rogene atom, an alkyl group, an alkoxy group, a nitro group, an amino group, or a substituted amino group, R22 represents a hydrogen atom or an alkyl group, and n represents an integer of 0 to 4. These substituents may have further substituents.Among these, one or more of the electron-donating colorless dyes represented by the general formula (1) and/or (II) are used in all electron-donating colorless dyes. It is preferable to use 60% by weight or more of the dye, and it is particularly preferable to use electron-donating colorless dyes represented by the following general formulas (IV) to (■) as the main electron-donating colorless dye. In IV) to (■), R, -R, represent the same groups as mentioned above, and R represents an alkyl group. It is preferable that it is above.
本発明の記録材料に使用する２種以上の電子供与性無色
染料は７同−マイクロカプセル中に内包されていても良
いし、各々別のマイクロカプセル中に内包されていても
良い、特には、同一マイクロカプセル中の方が、マイク
ロカプセルサイズや。The two or more electron-donating colorless dyes used in the recording material of the present invention may be encapsulated in the same microcapsules, or may be encapsulated in separate microcapsules. In particular, The size of the microcapsules within the same microcapsule is the same.
マイクロカプセルの破壊の均一性、マイクロカプセル壁
の物質の透過性か揃えられるため、圧力。The uniformity of the destruction of microcapsules, the permeability of the material in the microcapsule wall or pressure, is uniform.
熱での記録時の発色の局所的な変化が抑制できるため好
ましい −
本発明の記録材料におけるマイクロカプセルは２マイク
ロカプセル化する場合は当業界公知の方法で作ることが
できる。例えば米国特許第２８００４５７号、同２８０
００４５８号に見られるような親水性壁形成材料のコア
セルベーションを利用した方法、米国特許第３２８７１
５４号、英国特許第９９０４４３号、特公昭３８−１９
５７４号、同４２−４４６号、同４２−７７１号に見ら
れるような界面重合法、米国特許第３４１８２５．０号
、同３６６０３０４号に見られるポリマーの析出による
方法、米国特許第３７９６６６９号に見られるイソシア
ネートポリオール壁材料を用いる方法、米国特許第３９
１４５１１号に見られるイソシアネート壁材料を用いる
方法、米国特許第４００１１４０号、同４０８７３７６
号、同４０８９８０２号に見られる尿素−ホルムアルデ
ヒド系、尿素ホルムアルデヒド−レゾルシノール系壁形
成材料を用いる方法、米国特許第４０２５４５５号に見
られるメラミン−ホルムアルデヒド樹脂、ヒドロキシプ
ロピルセルロース等の壁形成材料を用いる方法、特公昭
３６−９１６８号、特開昭５１−９０７９号に見られる
モノマーの重合によるインシラ （ｉｎ ５ｉｔｕ）
法、英国特許第９５２８０７号、同９６５０７４号に見
られる電解分散冷却法、米国特許第３１１１４０７号、
英国特許第９３０４２２号に見られるスプレートライン
グ法等がある。これらの中でマイクロカプセル壁は特に
。This is preferable because local changes in color development during recording with heat can be suppressed - When the microcapsules in the recording material of the present invention are formed into two microcapsules, they can be made by a method known in the art. For example, U.S. Patent Nos. 2,800,457 and 280
00458, U.S. Pat. No. 32,871;
No. 54, British Patent No. 990443, Special Publication No. 38-19
574, 42-446, and 42-771, methods by polymer precipitation as seen in U.S. Pat. U.S. Patent No. 39, US Pat.
14511, U.S. Pat. No. 4,001,140, U.S. Pat. No. 4,087,376
A method using a urea-formaldehyde-based or urea-formaldehyde-resorcinol-based wall-forming material as found in U.S. Pat. Insila (in 5 itu) by polymerization of monomers as seen in Japanese Patent Publication No. 36-9168 and Japanese Patent Publication No. 51-9079
method, electrolytic dispersion cooling method found in British Patent Nos. 952,807 and 965,074, U.S. Pat. No. 3,111,407,
There is a spray lying method as seen in British Patent No. 930422. Among these, especially the microcapsule walls.
合成樹脂壁カプセルか好ましく、中でもポリウレタン、
ポリウレタン−ウレアがサイズを均一にてき、又内容物
の保持性か良い利点か存り好ましい。Synthetic resin wall capsules are preferred, especially polyurethane,
Polyurethane-urea is preferred because of its uniform size and good retention of contents.
本発明の記録材料は、電子供与性無色染料を内包するマ
イクロカプセル分散液を、支持体上に塗布しても良いし
、また電子供与性無色染料を内包するマイクロカプセル
と電子受容性化合物を一緒に含む塗布液を支持体上に塗
布してもよい また他の発色色相を有する電子供与性無
色染料を内包するマイクロカプセルを含有する層を、同
一支持体上に別層に育していてもよいし、感光性マイク
ロカプセルの場合、感光波長の異なる複数のマイクロカ
プセルを同一層中に含有していても良い本発明の記録材
料の最も一般的な発色方法は。In the recording material of the present invention, a dispersion of microcapsules containing an electron-donating colorless dye may be coated on a support, or microcapsules containing an electron-donating colorless dye and an electron-accepting compound may be coated together. Alternatively, a layer containing microcapsules containing an electron-donating colorless dye having a different coloring hue may be grown as a separate layer on the same support. In the case of photosensitive microcapsules, a plurality of microcapsules with different photosensitive wavelengths may be contained in the same layer.The most common coloring method for the recording material of the present invention is as follows.
電子受容性化合物により発色させるものであるこの場合
マイクロカプセルの破壊又は、マイクロカプセル壁の熱
による透過性の制御により、電子供与性無色染料と電子
受容性化合物が接触する事によりおこる 本発明の記録
材料における電子受容性化合物の存在状態は任意だか、
電子供与性無色染料を内包するマイクロカプセルを含有
するノートと電子受容性化合物を含有するシートから成
る場合と、電子供与性無色染料を内包するマイクロカプ
セルと電子受容性化合物を同一層中に同一支持体上に含
有する場合と、電子供与性無色染料を内包するマイクロ
カプセルを含む層と電子受容性化合物を含む層を別々の
層に同一支持体上に含有する場合が一般的である。具体
的には特開昭５２−８９９１５号、６１−１２３８３８
号１特開平２−２４１８９号、特願平２−１９７１０号
。In this case, the color is generated by an electron-accepting compound. In this case, the microcapsules are destroyed, or the permeability of the microcapsule wall is controlled by heat, so that the electron-donating colorless dye and the electron-accepting compound come into contact. Is the state of existence of electron-accepting compounds in materials arbitrary?
A case consisting of a sheet containing a notebook containing microcapsules containing an electron-donating colorless dye and an electron-accepting compound, and a case in which the microcapsules containing an electron-donating colorless dye and an electron-accepting compound are supported in the same layer. Generally, a layer containing microcapsules containing an electron-donating colorless dye and a layer containing an electron-accepting compound are contained on the same support in separate layers. Specifically, JP-A-52-89915, 61-123838
No. 1: Japanese Patent Application Publication No. 2-24189, Japanese Patent Application No. 2-19710.
等か挙げられるか、電子受容性化合物を内包するマイク
ロカプセルと電子受容性化合物の存在状態は、当業者か
、その使用目的によって自由に決定すれば良い。The state of existence of the microcapsules encapsulating the electron-accepting compound and the electron-accepting compound may be freely determined by those skilled in the art or depending on the intended use thereof.
電子受容性化合物としては、フェノール誘導体、サリチ
ル酸誘導体、芳香属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
、金属錯体などが挙げられる。Examples of the electron-accepting compound include phenol derivatives, salicylic acid derivatives, metal salts of aromatic carboxylic acids, acid clay, bentonite, novolac resins, metal-treated novolac resins, and metal complexes.
これらの例は特公昭４０−９３０９号、特公昭４５−１
４０３９号、特開昭５２−１４０４８３号、特開昭４８
−５１５１０号、特開昭５７−２１０８８６号、特開昭
５８−８７０８９号、特開昭５９−１１２８６号、特開
昭６０−１７６７９５号、特開昭６１−９５９８８号等
に記載されている。Examples of these are Special Publication No. 9309 of 1972 and Special Publication No. 1 of 1973.
No. 4039, JP-A-52-140483, JP-A-48
-51510, JP-A-57-210886, JP-A-58-87089, JP-A-59-11286, JP-A-60-176795, JP-A-61-95988, etc.
これらの中で、フェノール性の水酸基を有する物と、サ
リチル酸誘導体及びその金属塩（特には亜鉛塩）か好ま
しい、これらの一部を例示すれば、フェノール性化合物
としては、２，２゛−ビス（４−ヒドロキシフェニル）
プロパン、１，１′−ビス（３−クロロ−４−ヒドロキ
シフェニル）シクロヘキサン、１．１′−ビス（４−ヒ
ドロキシフェニル）シクロヘキサン、１．１′−ビス（
３−クロロ−４−ヒドロキシフェニル）−２−エチルブ
タン、４．４’−５ｅｃ−イソオクチリデンジフェノー
ル、４．４°−５ｅｃ−ブチリデンジフェノール、４．
４−イソペンチリデンフェノール、ｌ。Among these, compounds having a phenolic hydroxyl group, salicylic acid derivatives and metal salts thereof (particularly zinc salts) are preferable. (4-hydroxyphenyl)
Propane, 1,1'-bis(3-chloro-4-hydroxyphenyl)cyclohexane, 1,1'-bis(4-hydroxyphenyl)cyclohexane, 1,1'-bis(
3-chloro-4-hydroxyphenyl)-2-ethylbutane, 4.4'-5ec-isooctylidene diphenol, 4.4°-5ec-butylidene diphenol, 4.
4-Isopentylidenephenol, l.
３−ビス（α、α−ジメチルーｐ−ヒドロキシベンジル
）ベンゼン、ｐ−オクチルオキシフェニルスルホニルフ
ェノール、４−（Ｎ−ペンジルスルファモイル）フェノ
ール、２，４−ジヒドロキノ安息香酸ヘンンルエステル
、２．４−ンヒトロキン安息香酸ビニルベンジルエステ
ル、ｐ−ビニルヘンシルチオフェノール、４−クミルレ
ゾルシン。3-bis(α,α-dimethyl-p-hydroxybenzyl)benzene, p-octyloxyphenylsulfonylphenol, 4-(N-pendylsulfamoyl)phenol, 2,4-dihydroquinobenzoic acid Hennle ester, 2.4- nitroquine benzoic acid vinylbenzyl ester, p-vinylhensylthiophenol, 4-cumylresorcin.
ｐ−ヒドロキシ安息香酸ペンシル、３−クロロ−４−ヒ
ドロキン安息香酸−（２−メタクリロイルオキソエチル
）エステル、３−クロロ−４−ヒドロキソ安息香酸−（
３−メタクリロイルオキソエチル）エステル、３−クロ
ロ−４−ヒドロキシ安息香酸−（６−メタクリロイルオ
キソエチル）エステル、３−クロロ−４−ヒドロキシ安
息香酸−（２−アクリロイルオキシエチル）エステル２
等かある。サリチル酸誘導体としては３ドデシルサリチ
ル酸、３．５−ジ（α−メチルベンジル）サリチル酸、
３．５〜ジ（ｔｅｒ−オクチル）サリチル酸、３−Ｆデ
シル−５−メチルサリチル酸、５−α−（ｐ−α−メチ
ルペンシルフェニル）エチルサリチル酸、３〜α−メチ
ルベンジル−５−ｔｅｒ−オクチルサリチル酸、３−ノ
ニル−５−メチルサリチル酸、３，５−ジノニルサリチ
ル酸、３−ノニル−５−ｔ−ブチルサリチル酸、４−ト
デンルオキノサリチル酸、３−α、α−ツメチルヘンシ
ルー６−メチルサリチル酸１３．５−ビスーα、α〜ン
メチルヘンノルー６−メチルサリチル酸等、及びこれら
の亜鉛、アルミニウム、ニッケル塩かある。p-hydroxybenzoic acid pencil, 3-chloro-4-hydroquine benzoic acid-(2-methacryloyloxoethyl) ester, 3-chloro-4-hydroxobenzoic acid-(
3-methacryloyloxoethyl) ester, 3-chloro-4-hydroxybenzoic acid-(6-methacryloyloxoethyl) ester, 3-chloro-4-hydroxybenzoic acid-(2-acryloyloxyethyl) ester 2
There is something like that. Salicylic acid derivatives include 3dodecylsalicylic acid, 3.5-di(α-methylbenzyl)salicylic acid,
3.5-di(ter-octyl)salicylic acid, 3-F decyl-5-methylsalicylic acid, 5-α-(p-α-methylpensylphenyl)ethylsalicylic acid, 3-α-methylbenzyl-5-ter-octyl Salicylic acid, 3-nonyl-5-methylsalicylic acid, 3,5-dinonylsalicylic acid, 3-nonyl-5-t-butylsalicylic acid, 4-todenruoquinosalicylic acid, 3-α,α-tumethylhensyl-6- Examples include methylsalicylic acid 13.5-bis-α,α-methylhenno-6-methylsalicylic acid, and their zinc, aluminum, and nickel salts.
電子受容性化合物の使用形態か、電子供与性無色染料と
同一支持体上存在する場合には、電子受容性化合物とし
て、フェノール誘導体を使用することか好ましく、特に
はビスフェノール誘導体。When the electron-accepting compound is used or is present on the same support as the electron-donating colorless dye, it is preferable to use a phenol derivative as the electron-accepting compound, particularly a bisphenol derivative.
ヒドロキシ安息香酸エステル誘導体、レゾルシン酸エス
テル誘導体等が好ましい
本発明の記録材料の発色濃度は、シアン発色部の発色濃
度で０６以上、特には１．０以上であることが好ましい
本発明における電子供与性無色染料と電子受容性化合物
の組合せは及び、使用量は任意である本発明の記録材料
を、感圧紙に用いる場合には、米国特許第２，５０５，
４７０号、同２．５０５゜４７１号、同２，５０５，４
８９号、同２，５４８．３６６号、同２，７１２，５０
７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号なと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。The coloring density of the recording material of the present invention, which is preferably a hydroxybenzoic acid ester derivative, a resorcinic acid ester derivative, etc., is preferably 0.6 or higher, particularly 1.0 or higher in the cyan coloring area. When the recording material of the present invention, in which the colorless dye and the electron-accepting compound are used in any combination and in any amount, is used in pressure-sensitive paper, U.S. Patent No. 2,505,
No. 470, 2.505°471, 2,505,4
No. 89, No. 2,548.366, No. 2,712,50
No. 7, 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.
電子受容性化合物としてはとしては、前述の化合物か挙
げられるか、これらの中で特に、フェノール樹脂及びサ
リチル酸誘導体及びその金属塩か好ましい、サリチル酸
の例としては前述の化合物の他に、３．５−ビス（α−
トリルエチル）サリチル酸、３．５−ビス（α、α−ジ
メチルベンジル）サリチル酸、３−ノニル−５−α、α
−ジメチルベンジルサリチル酸、３．５−ビス（α−メ
チルベンジル）−６−メチルサリチル酸、３−ノニル−
５−エチルサリチル酸、及びこれらの亜鉛、アルミニウ
ム、ニッケル塩かある。Examples of the electron-accepting compound include the above-mentioned compounds, and among these, phenol resins, salicylic acid derivatives, and metal salts thereof are particularly preferred. Examples of salicylic acid include the above-mentioned compounds, as well as 3.5 −Bis(α−
tolylethyl) salicylic acid, 3,5-bis(α,α-dimethylbenzyl)salicylic acid, 3-nonyl-5-α,α
-dimethylbenzylsalicylic acid, 3.5-bis(α-methylbenzyl)-6-methylsalicylic acid, 3-nonyl-
5-ethylsalicylic acid and its zinc, aluminum, and nickel salts.
カプセルの製造方法については、前述の手法等か用いら
れる。As for the capsule manufacturing method, the above-mentioned method or the like may be used.
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
ルキル化ノフェニルメタン、アルキル化ターフェニル、
塩素化パラフィンなとの合成油 木綿油、ヒマン油なと
の植物油 動物油鉱物油あるいはこれらの混合物なと）
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、プラスチックノート、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つる。In general, electron-donating colorless dyes are used alone or in combination as solvents (alkylated naphthalene, alkylated diphenyl, alkylated nophenylmethane, alkylated terphenyl, alkylated terphenyl, etc.).
Synthetic oils such as chlorinated paraffin; Vegetable oils such as cotton oil and human oil; Animal oils; Mineral oils or mixtures thereof)
and contain it in microcapsules, paper,
A color former sheet is created by applying it to high-quality paper, plastic notebooks, resin-coated paper, etc.
また電子受容性化合物および必要に応して添加剤を単独
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、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頚色剤シートを得る
。In addition, an electron-accepting compound and optionally additives, alone or in combination, are dispersed in a binder such as styrene-butadiene latex or polyvinyl alcohol, and are used together with pigments to support paper, plastic sheets, resin-coated paper, etc. A neck coloring agent sheet is obtained by applying it to the body.
バインダーとしてはカルボキシ変性スチレンブタジェン
ラテックスと水溶性高分子を併用することが、耐光性、
耐水性の点がら好ましい また顔料としては平均粒径５
．Ｏμ以下の炭酸カルシウムを、全顔料の６０重量％以
上用いるのが、顕色能の点から好ましい。As a binder, the combination of carboxy-modified styrene-butadiene latex and water-soluble polymer improves light resistance,
It is preferable from the point of view of water resistance. Also, as a pigment, the average particle size is 5.
．． From the viewpoint of color developing ability, it is preferable to use calcium carbonate having a particle size of 0μ or less in an amount of 60% by weight or more of the total pigment.
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して適宜選べばよい
。当業者か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. This amount can be easily determined by one skilled in the art.
感熱記録材料に用いる場合には、特開平１−１０５７８
２号、同１−２３７１８９５号等、感光性記録材料に用
いる場合には、特開昭６３−１８４７３８号、同５８−
８８７３９号、同６２−■４３０４４号等に記載されて
いる方法に従う事が出来る。When used in heat-sensitive recording materials, JP-A-1-10578
No. 2, No. 1-2371895, etc. When used in photosensitive recording materials, Japanese Patent Application Laid-open Nos. 63-184738 and No. 58-
The method described in No. 88739, No. 62-43044, etc. can be followed.
（発明の実施例）
以下に実施例を示すが２本発明はこれに限定されるもの
ではない、実施例において特に指定のない限り１重量％
を表す。(Examples of the invention) Two examples are shown below, but the present invention is not limited thereto.1% by weight unless otherwise specified in the examples.
represents.
実施例−１
１）電子供与性無色染料溶液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、ＶＥＲＳＡ、ＴＬ５００）５ｇ
を熱水９５ｇ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ｐＨ４０とした。一方策１表に示
した電子供与性無色染料をジイソプロピルナフタレン１
００ｇに溶解した溶液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１００ｇ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。Example-1 1) Preparation of electron-donating colorless dye solution capsule sheet 5 g of partial sodium salt of polyvinylbenzenesulfonic acid (manufactured by National Starch Co., Ltd., VERSA, TL500)
was dissolved in 95 g of hot water and cooled. To this was added an aqueous sodium hydroxide solution to adjust the pH to 40. On the other hand, use the electron-donating colorless dye shown in Table 1 to diisopropylnaphthalene.
00g of the solution was emulsified and dispersed in 100g of a 5% aqueous solution of the partial sodium salt of polyvinylbenzenesulfonic acid to obtain an emulsion having a particle size of 4.0μ in diameter.
別にメラミン６ｇ、３７重量％ホルムアルデヒド水溶液
１１ｇ、水３０ｇ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 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．Ｏｌ：：１１節し、液温
ｔ−６５’Ｃｔニー上げ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ｐＨ
９，０に調節した。Separately, 6 g of melamine, 11 g of a 37% by weight formaldehyde aqueous solution, and 30 g of water were heated and stirred at 60° C. After 30 minutes, a transparent aqueous solution of melamine formaldehyde prepolymer was obtained. This aqueous solution was mixed with the above emulsion. Adjust the pH to 6.0 with 2M phosphoric acid solution while stirring. The temperature of the solution was raised to t-65'Ct, and stirring was continued for 6 hours. This capsule liquid was cooled to room temperature and adjusted to pH with an aqueous sodium hydroxide solution.
Adjusted to 9.0.
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２００ｇおよびデンプン粒子５０ｇを添加し、加水
してマイクロカプセル分散液の固形分濃度２０％溶液を
調整した。To this dispersion, 200 g of a 10% by weight polyvinyl alcohol aqueous solution and 50 g of starch particles were added, and water was added to prepare a solution of a microcapsule dispersion with a solid content concentration of 20%.
この塗液を５０ ｇ／ｍ’の原紙に５ｇ／ｍ’の固形分
我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有カプセルシートを得た。This coating liquid was applied to a 50 g/m' base paper using an air knife coater so that the solid content was 5 g/m', 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製
３．５−ビス−α−メチルベンジルサリチル酸亜鉛１４
ｇ＋ 炭酸カルシウム８０ｇ、酸化亜鉛２０ｇ、ヘキ
サメタリン酸ナトリウム１ｇと水２００ｇからなる分散
液をサンドグライダ−にて平均粒径３μになるように分
散した。この分散液にｌＯ％ＰＶＡ水溶液１００ｇおよ
びカルボキシ変性ＳＢＲラテックス１０ｇ（固形分とし
て）を添加し、こけい分濃度が２０％になるように加水
し。2) Preparation of electron-accepting compound sheet 3. Zinc 5-bis-α-methylbenzylsalicylate 14
g+ A dispersion liquid consisting of 80 g of calcium carbonate, 20 g of zinc oxide, 1 g of sodium hexametaphosphate and 200 g of water was dispersed using a sand glider so that the average particle size was 3 μm. To this dispersion were added 100 g of a 10% PVA aqueous solution and 10 g (as solid content) of carboxy-modified SBR latex, and water was added so that the silicon content became 20%.
塗液を得た。この塗液を５０ｇ／ｍ’の原紙に５゜０ｇ
／ｍ’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、乾燥し電子受容性化合物シートを得た。A coating liquid was obtained. Apply 5゜0g of this coating liquid to 50g/m' base paper.
The mixture was coated using an air knife coater so that a solid content of /m' was coated, and dried to obtain an electron-accepting compound sheet.
電子供与性無色染料含有マイクロカプセルシート面を、
１子嚢容性化合物シートに重ね４００ｋｇ／ｃｍ’の荷
重をかけ発色させたところ鮮明なシアン画像を与えた
波長４００〜７８０ｎｍ間の発色体の分光吸収を測定し
た。この色相は５５００にの蛍光灯下におけるＣＩＥ−
ＬＡＢ表色系で、ａ＊＝−４３，ｂ＊＝−３６を与えた
。得られた色相は、シアン顔料を使用した印刷インキの
それと類似していた。The surface of the microcapsule sheet containing an electron-donating colorless dye is
1. When layered on an ascus-capable compound sheet and applied a load of 400 kg/cm' to develop color, a clear cyan image was obtained.
The spectral absorption of the chromophore was measured in the wavelength range of 400 to 780 nm. This hue is CIE-5500 under fluorescent light.
In the LAB color system, a*=-43 and b*=-36 were given. The hue obtained was similar to that of printing inks using cyan pigments.
実施例−２
〔カプセル液の調製〕
第１表に示した電子供与性無色染料、タケネーＤＩＩＯ
Ｎ（式日薬品（株）製カプセル壁剤）６０ｇ及びスミソ
ーブ２００（住友化学（株）製紫外線吸収剤）２ｇを１
−フェニル−２−キシリルエタン５５ｇと、メチレンク
ロリド５５ｇの混合溶媒に溶解した。この電子供与性無
色染料溶液を８％ポリビニルアルコール水溶液１００ｇ
と水４０ｇおよび２％のスルホコハク酸ジオクチルのナ
トリウム塩１．４ｇの水溶液に混合し、ホモジナイザー
で乳化した。更に水１５０ｇを加えて、４０°Ｃで３時
間反応させてカプセルサイズ０．７μのカプセル液を得
た。Example-2 [Preparation of capsule liquid] Electron-donating colorless dye shown in Table 1, Takene DIIO
60 g of N (capsule wall agent manufactured by Shikinichi Yakuhin Co., Ltd.) and 2 g of Sumisorb 200 (ultraviolet absorber manufactured by Sumitomo Chemical Co., Ltd.)
-Dissolved in a mixed solvent of 55 g of phenyl-2-xylylethane and 55 g of methylene chloride. 100 g of an 8% polyvinyl alcohol aqueous solution of this electron-donating colorless dye solution
was mixed with an aqueous solution of 40 g of water and 1.4 g of 2% sodium dioctyl sulfosuccinate, and emulsified using a homogenizer. Furthermore, 150 g of water was added and the mixture was reacted at 40°C for 3 hours to obtain a capsule liquid with a capsule size of 0.7μ.
２−（０−クロロフェニル）４−．５−シフェニルイミ
ダゾールニ量体（光重合開始剤）０．０５ｇ、７−ジエ
チルアミノ−４−メチルクマリン（分光増感色素）０．
０５ｇ、Ｎ−フェニルグリシンエチルエステル０．２ｇ
及び３−クロロ−４−ヒドロキン安息香酸−（２−メタ
クリロイルオキシエチル）エステル８．０ｇを酢酸エチ
ル８゜Ｏｇに溶解した。この溶液に７５％ポリビニルア
ルコール水溶液９，６ｇと２％ノニルフェノキシブタン
スルホン酸ソーダ水溶液０８ｇと２％ドデカンスルホン
酸ソーダ水溶液０８ｇを加え。2-(0-chlorophenyl)4-. 0.05 g of 5-cyphenylimidazole dimer (photopolymerization initiator), 0.05 g of 7-diethylamino-4-methylcoumarin (spectral sensitizing dye).
05g, N-phenylglycine ethyl ester 0.2g
and 8.0 g of 3-chloro-4-hydroquine benzoic acid (2-methacryloyloxyethyl) ester were dissolved in 8°Og of ethyl acetate. To this solution were added 9.6 g of a 75% aqueous polyvinyl alcohol solution, 08 g of a 2% aqueous solution of sodium nonylphenoxybutanesulfonate, and 08 g of an aqueous solution of 2% sodium dodecane sulfonate.
ホモジナイザーで乳化し、１子嚢容性化合物の乳化分散
物を得た。The mixture was emulsified using a homogenizer to obtain an emulsified dispersion of a compound having a capacity of one asci.
電子供与性無色染料カプセル液４．０ｇと電子受容性化
合物分散液１２ｇと１５％ポリビニルアルコール水溶液
５０ｇを攪拌混合して塗液を調製したにの塗液を厚さ７
０μの透明なポリエチレンテレフタレート（ＰＥＴ）フ
ィルムに、固形分か１５ｇ／ｍ”になるように塗布し乾
燥した上記感熱層の上に更に、下記の固形成分を存する
保護層を２．５ｇ／ｍ２形成させた
ケイ素変性ポリビニルアルコール（クラレ（株）製ＰＶ
ＡＲ−２１０５） ２重量部コロイダルシリカ（
８産化学（株）製スノーテックス３０）
３重量部パラフィンワックスのエマルジョン（中
京油脂（株）製セロゾール４２８） ０．９重量部
ステアリン酸亜鉛エマルジョン（中京油脂（株）製ハイ
ドリンＺ−７） ０．２重量部〔画像の記録〕
得られた記録材料を１京セラ（株）製感熱印字試験機を
用い、３０ｍＪ／ｍｍ”で印字したところ、鮮明なシア
ン画像が得られた 得られた画像の５５００にの蛍光灯
下におけるＣＩＥ−ＬＡＢ表色系値は、ａ＊＝−４０，
ｂ＊＝−４４だった得られた画像を、１００ＯＷ高圧水
銀灯（オーク社製のジェットライト）で露光した 露光
後のサンプルを再び感熱印字試験機で印字したか、未印
字部は発色しなかった
実施例−３
実施例−２の電子供与性無色染料を第１表に記載のもの
に変え、実施例−２と同様にして記録材料を作成した。A coating liquid was prepared by stirring and mixing 4.0 g of an electron-donating colorless dye capsule liquid, 12 g of an electron-accepting compound dispersion, and 50 g of a 15% polyvinyl alcohol aqueous solution.
A protective layer containing the following solid components at 2.5 g/m2 was further formed on the above heat-sensitive layer, which was coated on a 0μ transparent polyethylene terephthalate (PET) film to a solid content of 15 g/m'' and dried. silicon-modified polyvinyl alcohol (PV manufactured by Kuraray Co., Ltd.)
AR-2105) 2 parts by weight Colloidal silica (
Snowtex 30 manufactured by 8 San Kagaku Co., Ltd.
3 parts by weight Paraffin wax emulsion (Cellosol 428 manufactured by Chukyo Yushi Co., Ltd.) 0.9 parts by weight Zinc stearate emulsion (Hydrin Z-7 manufactured by Chukyo Yushi Co., Ltd.) 0.2 parts by weight [Image recording] Obtained When the recording material was printed at 30 mJ/mm'' using a thermal printing tester manufactured by Kyocera Corporation, a clear cyan image was obtained. The color system value is a*=-40,
The resulting image with b*=-44 was exposed with a 100OW high-pressure mercury lamp (Jet Light manufactured by Oak Co.) The sample after exposure was printed again using a thermal printing tester, or the unprinted areas did not develop color. Example 3 A recording material was prepared in the same manner as in Example 2 except that the electron-donating colorless dye in Example 2 was changed to one listed in Table 1.
実施例−２と同様にして１画像の記録を行ったところ、
得られた画像の５５００にの蛍光灯下におけるＣＴＥ−
ＬＡＢ表色系値は。When one image was recorded in the same manner as in Example-2,
CTE of the obtained image under fluorescent light at 5500-
The LAB color system value is.
ａ＊＝−４５，ｂ＊＝−４０だった。a*=-45, b*=-40.
実施例−４
実施例−２の電子供与性無色染料を第１表に記載のもの
に変え、実施例−２と同様にして記録材料を作成した。Example 4 A recording material was prepared in the same manner as in Example 2 except that the electron-donating colorless dye in Example 2 was changed to one listed in Table 1.
実施例−２と同様にして１画像の記録を行ったところ、
得られた画像の５５００にの蛍光灯下におけるＣ Ｉ
Ｅ−ＬＡＢ表色系値は。When one image was recorded in the same manner as in Example-2,
CI of the obtained image under fluorescent light at 5500
The E-LAB color system value is.
ａ＊＝−４４，ｂ＊＝−３９だった。a*=-44, b*=-39.
実施例−５
下記に示す光重合開始剤０．２ｇ、添加剤０゜３５ｇの
酢酸エチル２０ｇ溶液にポリイソシアナート〔スミジュ
ールＮ−７５（住友化学社製）〕 ３．３ｇを添加し、
この溶液に第１表に示した電子供与性無色染料をトリメ
チロールプロパントリアクリレート５０ｇに溶解した溶
液と混合する。この混合液を水１５０ｇにポリスチレン
スルホン酸ソーダ（ナショナルスターチ社製 パーサＴ
Ｌ５０２）４．３ｇを溶解し１次いでペクチン５．１ｇ
を更にこの中に溶解した後、ｐＨを６゜０に調製した水
溶液に加え乳化分散した。この分散液に水４４ｇ、メラ
ミン３．９ｇ、３７％ホルマリン６５ｇをあらかしめ６
０°Ｃ１３０分反応させた反応液を添加紙、混合後ｐＨ
を６．０に調製した。その後６５８Ｃに昇温し、３時間
攪拌下反応させた この反応液に尿素７．７ｇを添加し
、その後ＮａＯＨ液にてｐＨを９．５に調製し。Example-5 3.3 g of polyisocyanate [Sumidur N-75 (manufactured by Sumitomo Chemical Co., Ltd.)] was added to a 20 g solution of ethyl acetate containing 0.2 g of the photopolymerization initiator and 0.35 g of the additive shown below.
This solution is mixed with a solution of the electron-donating colorless dye shown in Table 1 dissolved in 50 g of trimethylolpropane triacrylate. Add this mixture to 150 g of water and sodium polystyrene sulfonate (Parsa T manufactured by National Starch Co., Ltd.).
Dissolve 4.3g of L502) and then add 5.1g of pectin.
was further dissolved in this, and then added to an aqueous solution whose pH was adjusted to 6.0 to emulsify and disperse. Add 44 g of water, 3.9 g of melamine, and 65 g of 37% formalin to this dispersion.
The reaction solution reacted for 130 minutes at 0°C was added to the paper, and the pH was adjusted after mixing.
was adjusted to 6.0. Thereafter, the temperature was raised to 658C and the reaction was allowed to proceed with stirring for 3 hours. 7.7 g of urea was added to this reaction solution, and then the pH was adjusted to 9.5 with NaOH solution.
粒径３，５μのマイクロカプセル液を得た。A microcapsule liquid with a particle size of 3.5 μm was obtained.
・光重合開始剤
〔感光シート及び受像シートの作製〕
こうして得たカプセル液５．０ｇに１５％ポリビニルア
ルコール水溶液１．５３ｇ、蒸留水３．４７ｇ、でんぷ
ん０．５７ｇを加え塗布液とした。- Photopolymerization initiator [Preparation of photosensitive sheet and image-receiving sheet] To 5.0 g of the capsule liquid thus obtained, 1.53 g of a 15% polyvinyl alcohol aqueous solution, 3.47 g of distilled water, and 0.57 g of starch were added to prepare a coating liquid.
これをコーティング口・ソド１０をもちし１て、アート
紙に塗布し、５０°Ｃて１５分間乾燥させ感光シートを
得た。This was coated on art paper using a coating port 10 and dried at 50°C for 15 minutes to obtain a photosensitive sheet.
一方２１．８ｇの水に４８％のＳＢＲラテ・ノクス０．
６ｇ、１０％エーテル下でんぷん水溶液４ｇ、炭酸亜鉛
２．１ｇ、ケイ酸ソーダ５０％水溶液１．３ｇ、ヘキサ
メタリン酸ソーダ０．１ｇ。On the other hand, 48% SBR Latte Nox in 21.8g of water.
6g, 10% starch aqueous solution in ether 4g, zinc carbonate 2.1g, sodium silicate 50% aqueous solution 1.3g, sodium hexametaphosphate 0.1g.
３．５−ビス−α−メチルベンジルサリチル酸１３ｇを
加え、ホモジナイザーて１５分間攪拌した。13 g of 3.5-bis-α-methylbenzylsalicylic acid was added, and the mixture was stirred for 15 minutes using a homogenizer.
これをコーティングロッド１８を用いてアート紙に塗布
し、１００°Ｃて２分間乾燥し受像シートを得た。This was applied to art paper using the coating rod 18 and dried at 100°C for 2 minutes to obtain an image receiving sheet.
上述の感光シートに線画の原稿を介して、５００Ｗキセ
ノンランプ〔ウシオ（株）製）〕を用いて光を照射した
。露光後、露光情感光シートと受像シートの筺布面が対
向するように重ねて、線圧１００Ｋｇ／ｃｍの加圧ロー
ラーに通した。未露光部のカプセルが転写され鮮明なシ
アン画像を与えた。得られた画像の５５００にの蛍光灯
下におけるＣ Ｉ Ｅ−ＬＡＢ表色系値は、ａ＊＝−３
７゜ｂ＊＝−４０だった。The photosensitive sheet described above was irradiated with light using a 500W xenon lamp (manufactured by Ushio Co., Ltd.) through the line drawing original. After exposure, the exposed sensitive photosensitive sheet and the image-receiving sheet were placed one on top of the other so that their housing surfaces faced each other, and passed through a pressure roller with a linear pressure of 100 kg/cm. The capsule in the unexposed area was transferred and gave a clear cyan image. The C I E-LAB color system value of the obtained image under fluorescent light at 5500 mm is a*=-3
7°b*=-40.
第１表Table 1
Claims (1)
ロカプセルを含有する記録材料において、該マイクロカ
プセルが、電子供与性無色染料と電子受容性化合物によ
る発色色相で、色温度５５００Ｋの蛍光灯の基でみた時
に、ＣＩＥ−ＬＡＢ表色系でａ＊が−３５〜−４５、ｂ
＊が−３０〜−４５の範囲である電子供与性無色染料を
内包していることを特徴とする記録材料。 ２）請求項１）において該マイクロカプセルが２種以上
の電子供与性無色染料を内包していることを特徴とする
記録材料。 ３）請求項１）において下記一般式（ I ）及び／また
は（II）で表される電子供与性無色染料を、全使用電子
供与性無色染料の６０重量％以上使用することを特徴と
する記録材料。 ▲数式、化学式、表等があります▼（ I ） ▲数式、化学式、表等があります▼（II） 上記一般式（ I ）〜（II）中環Ａは、置換基を有して
いてもよい芳香環を、Ｒ＿１〜Ｒ＿５は水素原子、アル
キル基、複素環基またはアリール基を、Ｒ＿１＿１〜Ｒ
＿１＿３は水素原子、アルキル基、アリール基、アルコ
キシ基、アリールオキシ基、ハロゲン原子、アルキル置
換アミノ基、またはアシル置換アミノ基を、Ｒ＿２＿１
はハロゲン原子、アルキル基、アルコキシ基、ニトロ基
、アミノ基または置換アミノ基を、Ｒ＿２＿２は水素原
子またはアルキル基を表し、ｎは０〜４の整数を表す。 ４）請求項１）において同一支持体上に電子受容性化合
物を含有することを特徴とする記録材料。[Scope of Claims] 1) A recording material containing microcapsules containing an electron-donating colorless dye on a support, wherein the microcapsules have a colored hue formed by an electron-donating colorless dye and an electron-accepting compound; When viewed under fluorescent light with a color temperature of 5500K, a* is -35 to -45, b in the CIE-LAB color system.
A recording material characterized in that it contains an electron-donating colorless dye in which * is in the range of -30 to -45. 2) The recording material according to claim 1, wherein the microcapsules contain two or more types of electron-donating colorless dyes. 3) A record characterized in that in claim 1), an electron-donating colorless dye represented by the following general formula (I) and/or (II) is used in an amount of 60% by weight or more of the total electron-donating colorless dye used. material. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II) The middle ring A in the above general formulas (I) to (II) is an aromatic compound that may have a substituent. R_1 to R_5 are hydrogen atoms, alkyl groups, heterocyclic groups, or aryl groups, R_1_1 to R
_1_3 is a hydrogen atom, an alkyl group, an aryl group, an alkoxy group, an aryloxy group, a halogen atom, an alkyl-substituted amino group, or an acyl-substituted amino group, R_2_1
represents a halogen atom, an alkyl group, an alkoxy group, a nitro group, an amino group or a substituted amino group, R_2_2 represents a hydrogen atom or an alkyl group, and n represents an integer of 0 to 4. 4) A recording material according to claim 1, characterized in that it contains an electron-accepting compound on the same support.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32621690A JPH04195047A (en) | 1990-11-28 | 1990-11-28 | Recording material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32621690A JPH04195047A (en) | 1990-11-28 | 1990-11-28 | Recording material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04195047A true JPH04195047A (en) | 1992-07-15 |
Family
ID=18185289
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32621690A Pending JPH04195047A (en) | 1990-11-28 | 1990-11-28 | Recording material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04195047A (en) |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6124495A (en) * | 1984-06-15 | 1986-02-03 | ザ、ミ−ド、コ−ポレ−シヨン | Photosensitive micro-capsule available for forming multi-color picture |
| JPS62255187A (en) * | 1986-04-30 | 1987-11-06 | Dainippon Printing Co Ltd | Thermal transfer sheet for forming color picture |
| JPS6353542A (en) * | 1986-08-22 | 1988-03-07 | Fuji Photo Film Co Ltd | Photosensitive material |
| JPS63288781A (en) * | 1987-05-21 | 1988-11-25 | Dainippon Printing Co Ltd | Thermal transfer sheet for forming color image |
| JPH0195161A (en) * | 1987-10-06 | 1989-04-13 | Fuji Photo Film Co Ltd | Indolylazaphthalide compound |
-
1990
- 1990-11-28 JP JP32621690A patent/JPH04195047A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6124495A (en) * | 1984-06-15 | 1986-02-03 | ザ、ミ−ド、コ−ポレ−シヨン | Photosensitive micro-capsule available for forming multi-color picture |
| JPS62255187A (en) * | 1986-04-30 | 1987-11-06 | Dainippon Printing Co Ltd | Thermal transfer sheet for forming color picture |
| JPS6353542A (en) * | 1986-08-22 | 1988-03-07 | Fuji Photo Film Co Ltd | Photosensitive material |
| JPS63288781A (en) * | 1987-05-21 | 1988-11-25 | Dainippon Printing Co Ltd | Thermal transfer sheet for forming color image |
| JPH0195161A (en) * | 1987-10-06 | 1989-04-13 | Fuji Photo Film Co Ltd | Indolylazaphthalide compound |
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