JPWO2016125460A1 - 記録材料及び記録シート - Google Patents
記録材料及び記録シート Download PDFInfo
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- JPWO2016125460A1 JPWO2016125460A1 JP2016573217A JP2016573217A JPWO2016125460A1 JP WO2016125460 A1 JPWO2016125460 A1 JP WO2016125460A1 JP 2016573217 A JP2016573217 A JP 2016573217A JP 2016573217 A JP2016573217 A JP 2016573217A JP WO2016125460 A1 JPWO2016125460 A1 JP WO2016125460A1
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- substituent
- alkyl group
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- 239000000463 material Substances 0.000 title claims abstract description 61
- 150000001875 compounds Chemical class 0.000 claims abstract description 64
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 50
- 125000001424 substituent group Chemical group 0.000 claims description 42
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 30
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 29
- 125000005843 halogen group Chemical group 0.000 claims description 25
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 14
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 11
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 8
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 7
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 7
- 125000006643 (C2-C6) haloalkenyl group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 claims description 3
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 238000011161 development Methods 0.000 abstract description 13
- 238000003860 storage Methods 0.000 abstract description 9
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 239000000654 additive Substances 0.000 abstract description 3
- QILSFLSDHQAZET-UHFFFAOYSA-N diphenylmethanol Chemical group C=1C=CC=CC=1C(O)C1=CC=CC=C1 QILSFLSDHQAZET-UHFFFAOYSA-N 0.000 abstract description 3
- 230000000996 additive effect Effects 0.000 abstract description 2
- -1 phenol compound Chemical class 0.000 description 74
- 239000000975 dye Substances 0.000 description 40
- 239000006185 dispersion Substances 0.000 description 27
- 238000012360 testing method Methods 0.000 description 25
- 239000010410 layer Substances 0.000 description 23
- 239000007788 liquid Substances 0.000 description 21
- 238000000034 method Methods 0.000 description 15
- 229920002451 polyvinyl alcohol Polymers 0.000 description 15
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 15
- 239000004372 Polyvinyl alcohol Substances 0.000 description 14
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 238000002844 melting Methods 0.000 description 13
- 230000008018 melting Effects 0.000 description 13
- 150000003839 salts Chemical class 0.000 description 13
- 239000000203 mixture Substances 0.000 description 12
- NSMMFSKPGXCMOE-UHFFFAOYSA-N 2-[2-(2-sulfophenyl)ethenyl]benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=CC1=CC=CC=C1S(O)(=O)=O NSMMFSKPGXCMOE-UHFFFAOYSA-N 0.000 description 11
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 11
- 238000004040 coloring Methods 0.000 description 10
- 239000000945 filler Substances 0.000 description 10
- KZTYYGOKRVBIMI-UHFFFAOYSA-N S-phenyl benzenesulfonothioate Natural products C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 8
- 239000011248 coating agent Substances 0.000 description 8
- 238000000576 coating method Methods 0.000 description 8
- 150000002430 hydrocarbons Chemical group 0.000 description 8
- 239000005995 Aluminium silicate Substances 0.000 description 7
- 235000012211 aluminium silicate Nutrition 0.000 description 7
- 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 7
- 230000003287 optical effect Effects 0.000 description 7
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 description 6
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 6
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 6
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 6
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- 238000001035 drying Methods 0.000 description 6
- 230000035945 sensitivity Effects 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- MXHXXJOHFRHBFB-UHFFFAOYSA-N (2-methylphenyl)-phenylmethanol Chemical compound CC1=CC=CC=C1C(O)C1=CC=CC=C1 MXHXXJOHFRHBFB-UHFFFAOYSA-N 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 239000006096 absorbing agent Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 5
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 5
- 239000012964 benzotriazole Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 5
- 239000002184 metal Substances 0.000 description 5
- GIMDPFBLSKQRNP-UHFFFAOYSA-N 1,1-diphenylethanol Chemical compound C=1C=CC=CC=1C(O)(C)C1=CC=CC=C1 GIMDPFBLSKQRNP-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- GPNYZBKIGXGYNU-UHFFFAOYSA-N 2-tert-butyl-6-[(3-tert-butyl-5-ethyl-2-hydroxyphenyl)methyl]-4-ethylphenol Chemical compound CC(C)(C)C1=CC(CC)=CC(CC=2C(=C(C=C(CC)C=2)C(C)(C)C)O)=C1O GPNYZBKIGXGYNU-UHFFFAOYSA-N 0.000 description 3
- PRMDDINQJXOMDC-UHFFFAOYSA-N 4-[4,4-bis(5-cyclohexyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-cyclohexyl-5-methylphenol Chemical compound C=1C(C2CCCCC2)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C2CCCCC2)C=1)C)C(C(=CC=1O)C)=CC=1C1CCCCC1 PRMDDINQJXOMDC-UHFFFAOYSA-N 0.000 description 3
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 229910000019 calcium carbonate Inorganic materials 0.000 description 3
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical class [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000004611 light stabiliser Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 239000011701 zinc Substances 0.000 description 3
- 229910052725 zinc Inorganic materials 0.000 description 3
- AJXHXSKQHBJNPB-UHFFFAOYSA-N 1-methoxy-4-[2-[2-(4-methoxyphenoxy)ethoxy]ethoxy]benzene Chemical compound C1=CC(OC)=CC=C1OCCOCCOC1=CC=C(OC)C=C1 AJXHXSKQHBJNPB-UHFFFAOYSA-N 0.000 description 2
- RZTDESRVPFKCBH-UHFFFAOYSA-N 1-methyl-4-(4-methylphenyl)benzene Chemical group C1=CC(C)=CC=C1C1=CC=C(C)C=C1 RZTDESRVPFKCBH-UHFFFAOYSA-N 0.000 description 2
- QIRNGVVZBINFMX-UHFFFAOYSA-N 2-allylphenol Chemical compound OC1=CC=CC=C1CC=C QIRNGVVZBINFMX-UHFFFAOYSA-N 0.000 description 2
- QKJAZPHKNWSXDF-UHFFFAOYSA-N 2-bromoquinoline Chemical compound C1=CC=CC2=NC(Br)=CC=C21 QKJAZPHKNWSXDF-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- ZTILAOCGFRDHBH-UHFFFAOYSA-N 4-(4-propan-2-yloxyphenyl)sulfonylphenol Chemical compound C1=CC(OC(C)C)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 ZTILAOCGFRDHBH-UHFFFAOYSA-N 0.000 description 2
- AJWUMVPXWNNESR-UHFFFAOYSA-N 6-n,6-n-diethyl-2-n-fluoro-3-methyloctane-2,6-diamine Chemical compound CCN(CC)C(CC)CCC(C)C(C)NF AJWUMVPXWNNESR-UHFFFAOYSA-N 0.000 description 2
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 2
- HTVITOHKHWFJKO-UHFFFAOYSA-N Bisphenol B Chemical compound C=1C=C(O)C=CC=1C(C)(CC)C1=CC=C(O)C=C1 HTVITOHKHWFJKO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-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
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 125000003118 aryl 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
- QWHCTYYBLDCYIT-UHFFFAOYSA-N bis[(4-chlorophenyl)methyl] oxalate Chemical compound C1=CC(Cl)=CC=C1COC(=O)C(=O)OCC1=CC=C(Cl)C=C1 QWHCTYYBLDCYIT-UHFFFAOYSA-N 0.000 description 2
- FPFZBTUMXCSRLU-UHFFFAOYSA-N bis[(4-methylphenyl)methyl] oxalate Chemical compound C1=CC(C)=CC=C1COC(=O)C(=O)OCC1=CC=C(C)C=C1 FPFZBTUMXCSRLU-UHFFFAOYSA-N 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- 238000003490 calendering Methods 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- GVPWHKZIJBODOX-UHFFFAOYSA-N dibenzyl disulfide Chemical compound C=1C=CC=CC=1CSSCC1=CC=CC=C1 GVPWHKZIJBODOX-UHFFFAOYSA-N 0.000 description 2
- JJXVDRYFBGDXOU-UHFFFAOYSA-N dimethyl 4-hydroxybenzene-1,2-dicarboxylate Chemical compound COC(=O)C1=CC=C(O)C=C1C(=O)OC JJXVDRYFBGDXOU-UHFFFAOYSA-N 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- ZQBAKBUEJOMQEX-UHFFFAOYSA-N phenyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=CC=C1 ZQBAKBUEJOMQEX-UHFFFAOYSA-N 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920006255 plastic film Polymers 0.000 description 2
- 229920000058 polyacrylate Polymers 0.000 description 2
- 229960004889 salicylic acid Drugs 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 230000001235 sensitizing effect Effects 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- PMIIFKURPQGSMI-UHFFFAOYSA-N (2,3,4,5,6-pentafluorophenyl)-phenylmethanol Chemical compound FC=1C(F)=C(F)C(F)=C(F)C=1C(O)C1=CC=CC=C1 PMIIFKURPQGSMI-UHFFFAOYSA-N 0.000 description 1
- SXJSETSRWNDWPP-UHFFFAOYSA-N (2-hydroxy-4-phenylmethoxyphenyl)-phenylmethanone Chemical compound C=1C=C(C(=O)C=2C=CC=CC=2)C(O)=CC=1OCC1=CC=CC=C1 SXJSETSRWNDWPP-UHFFFAOYSA-N 0.000 description 1
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 1
- ARVUDIQYNJVQIW-UHFFFAOYSA-N (4-dodecoxy-2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC(OCCCCCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 ARVUDIQYNJVQIW-UHFFFAOYSA-N 0.000 description 1
- IHASOVONMUHDND-UHFFFAOYSA-N (4-methylphenyl)-phenylmethanol Chemical compound C1=CC(C)=CC=C1C(O)C1=CC=CC=C1 IHASOVONMUHDND-UHFFFAOYSA-N 0.000 description 1
- VNFXPOAMRORRJJ-UHFFFAOYSA-N (4-octylphenyl) 2-hydroxybenzoate Chemical compound C1=CC(CCCCCCCC)=CC=C1OC(=O)C1=CC=CC=C1O VNFXPOAMRORRJJ-UHFFFAOYSA-N 0.000 description 1
- 125000002733 (C1-C6) fluoroalkyl group Chemical group 0.000 description 1
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 1
- HCNHNBLSNVSJTJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)ethane Chemical compound C=1C=C(O)C=CC=1C(C)C1=CC=C(O)C=C1 HCNHNBLSNVSJTJ-UHFFFAOYSA-N 0.000 description 1
- OIYMUIUXMYAXIX-UHFFFAOYSA-N 1,1-diphenylpropan-1-ol Chemical compound C=1C=CC=CC=1C(O)(CC)C1=CC=CC=C1 OIYMUIUXMYAXIX-UHFFFAOYSA-N 0.000 description 1
- JTWBMEAENZGSOQ-UHFFFAOYSA-N 1,2-bis(phenoxymethyl)benzene Chemical compound C=1C=CC=C(COC=2C=CC=CC=2)C=1COC1=CC=CC=C1 JTWBMEAENZGSOQ-UHFFFAOYSA-N 0.000 description 1
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- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 125000003700 epoxy group Chemical group 0.000 description 1
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- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
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- TUKWPCXMNZAXLO-UHFFFAOYSA-N ethyl 2-nonylsulfanyl-4-oxo-1h-pyrimidine-6-carboxylate Chemical compound CCCCCCCCCSC1=NC(=O)C=C(C(=O)OCC)N1 TUKWPCXMNZAXLO-UHFFFAOYSA-N 0.000 description 1
- MFGZXPGKKJMZIY-UHFFFAOYSA-N ethyl 5-amino-1-(4-sulfamoylphenyl)pyrazole-4-carboxylate Chemical compound NC1=C(C(=O)OCC)C=NN1C1=CC=C(S(N)(=O)=O)C=C1 MFGZXPGKKJMZIY-UHFFFAOYSA-N 0.000 description 1
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- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
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- 229950010370 guaiacol carbonate Drugs 0.000 description 1
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- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
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- YOJAHJGBFDPSDI-UHFFFAOYSA-N methyl 4-nitrobenzoate Chemical compound COC(=O)C1=CC=C([N+]([O-])=O)C=C1 YOJAHJGBFDPSDI-UHFFFAOYSA-N 0.000 description 1
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- 239000010452 phosphate Substances 0.000 description 1
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- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- OUGJPEMVDBAGMI-UHFFFAOYSA-N propan-2-yl 4-hydroxybenzoate;propyl 4-hydroxybenzoate Chemical compound CCCOC(=O)C1=CC=C(O)C=C1.CC(C)OC(=O)C1=CC=C(O)C=C1 OUGJPEMVDBAGMI-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 229960001860 salicylate Drugs 0.000 description 1
- 229940058287 salicylic acid derivative anticestodals Drugs 0.000 description 1
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- 230000008313 sensitization Effects 0.000 description 1
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- 239000011593 sulfur Substances 0.000 description 1
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- CXVGEDCSTKKODG-UHFFFAOYSA-N sulisobenzone Chemical compound C1=C(S(O)(=O)=O)C(OC)=CC(O)=C1C(=O)C1=CC=CC=C1 CXVGEDCSTKKODG-UHFFFAOYSA-N 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000001911 terphenyls Chemical class 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000003232 water-soluble binding agent Substances 0.000 description 1
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- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
- IJQXGKBNDNQWAT-UHFFFAOYSA-L zinc;docosanoate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCCCCCC([O-])=O IJQXGKBNDNQWAT-UHFFFAOYSA-L 0.000 description 1
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- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/323—Organic colour formers, e.g. leuco dyes
- B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/337—Additives; Binders
- B41M5/3375—Non-macromolecular compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
- B41M5/3336—Sulfur compounds, e.g. sulfones, sulfides, sulfonamides
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/337—Additives; Binders
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
- C09B11/04—Diaryl- or thriarylmethane dyes derived from triarylmethanes, i.e. central C-atom is substituted by amino, cyano, alkyl
- C09B11/10—Amino derivatives of triarylmethanes
- C09B11/24—Phthaleins containing amino groups ; Phthalanes; Fluoranes; Phthalides; Rhodamine dyes; Phthaleins having heterocyclic aryl rings; Lactone or lactame forms of triarylmethane dyes
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- D21H27/00—Special paper not otherwise provided for, e.g. made by multi-step processes
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/323—Organic colour formers, e.g. leuco dyes
- B41M5/327—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
- B41M5/3275—Fluoran compounds
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B11/00—Diaryl- or thriarylmethane dyes
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- Optics & Photonics (AREA)
- Organic Chemistry (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Color Printing (AREA)
Abstract
Description
本願は、2015年2月4日に出願された日本国特許出願第2015−019879号に対し優先権を主張し、その内容をここに援用する。
(1)
(A)発色性染料の少なくとも1種、
(B)下記式(I)
(C)顕色剤であって、
下記式(II)
下記式(III)
下記式(IV)
下記式(V)
下記式(VI)
下記式(VII)
からなる群から選ばれる少なくとも1種、
を含有することを特徴とする記録材料;
(A)発色性染料の少なくとも1種、
(B)下記式(X)
(C)顕色剤の少なくとも1種
を含有することを特徴とする記録材料;
下記式(III)
下記式(IV)
下記式(V)
下記式(VI)
下記式(VII)
からなる群から選ばれる少なくとも1種であることを特徴とする、(2)記載の記録材料;
に関する。
本発明の記録材料は、発色性染料と顕色剤との反応による発色を利用した記録材料であって、少なくとも前記式(I)で表される化合物を含有するものである。式(I)で表される化合物は、好ましくは、発色性染料と顕色剤との反応による発色を促進する増感剤として使用される。
本発明の記録材料は、好ましくは、
(1)発色性染料、式(I)で表される化合物、及び顕色剤として前記(C)成分を含有することを特徴とする記録材料、又は
(2)発色性染料、式(X)で表される化合物、及び顕色剤を用いることを特徴とする記録材料である。
本発明の記録材料はどの様な用途にも使用でき、例えば、感熱記録材料又は感圧複写材料等に利用することができる。
(1)の記録材料は、下記の(A)成分、(B)成分及び(C)成分を含有することを特徴とする。
(A)成分:発色性染料の少なくとも1種
(B)成分:前記式(I)で表される化合物の少なくとも1種
(C)成分:顕色剤であって、前記式(II)、式(III)、式(IV)、式(V)、式(VI)又は式(VII)で表される化合物の少なくとも1種
本発明の記録材料に使用される(A)成分である発色性染料としては、フルオラン系、フタリド系、ラクタム系、トリフェニルメタン系、フェノチアジン系、スピロピラン系等のロイコ染料を挙げることができるが、これらに限定されるものではなく、酸性物質である顕色剤と接触することにより発色する発色性染料であれば使用できる。また、これらの発色性染料は単独で使用し、その発色する色の記録材料を製造することは勿論であるが、それらの2種以上を混合使用することができる。例えば、赤色、青色、緑色の3原色の発色性染料又は黒発色染料を混合使用して真に黒色に発色する記録材料を製造することができる。
このうち、フルオラン系発色性染料を好ましく挙げることができる。
本発明の記録材料に使用される(B)成分は、前記式(I)で表される化合物である。(B)成分は、記録シートにおいて、(A)成分及び(C)成分と併用されることにより、好ましくは増感剤としての効果を発揮する。
前記式(I)中、X及びYとしては、ハロゲン原子、ニトロ基、C1〜C6アルキル基、C1〜C6アルコキシ基、C2〜C6アルケニル基、C1〜C6ハロアルキル基、C2〜C6ハロアルケニル基が挙げられる。このうち、C1〜C6アルキル基、若しくはp=q=0である場合が好ましい。
Zとしては、水素原子、C1〜C6アルキル基、C1〜C6アルコキシ基、C2〜C6アルケニル基、C1〜C6ハロアルキル基、C2〜C6ハロアルケニル基が挙げられる。このうち、水素原子若しくはC1〜C6アルキル基である場合が好ましい。
本発明の記録材料に使用される(C)成分は、顕色剤であって、前記式(II)で表されるジフェニルスルホン系化合物、式(III)、式(IV)、式(V)、式(VI)又は式(VII)のいずれかで表される化合物から選ばれる、少なくとも1種である。
式(II)中、R1及びR2としては、ハロゲン原子、C1〜C6アルキル基、C2〜C6アルケニル基が挙げられる。
R3としては、水素原子、C1〜C6アルキル基、C2〜C6アルケニル基、置換基を有してもよいアラルキル基を挙げることができる。このうち、水素原子、C1〜C6アルキル基で表される基が好ましい。
4−フェニルスルホニルフェノキシ亜鉛マグネシウム、アルミニウム、チタン等のヒドロキシスルホン類の多価金属塩類;
等が挙げられる。このうち、D−8が好ましい。
式(III)、(IV)及び(V)中、R5〜R7としては、水素原子;ハロゲン原子;ニトロ基;C1〜C6アルキル基;C1〜C6アルコキシ基;C2〜C6アルケニル基;C1〜C6フルオロアルキル基;
N(R8)2基(R8は水素原子、フェニル基、ベンジル基、又はC1〜C6アルキル基を表す);
NHCOR9(R9はC1〜C6アルキル基を表す);
置換基を有してもよいフェニル基;
置換基を有してもよいベンジル基を挙げることができる。
好ましくは、R5〜R7としては、水素原子又は直鎖状のC1〜C6アルキル基であり、さらに好ましくは、R5としては、水素原子又はメチル基であり、R6及びR7としては、水素原子である。
式(III)〜(V)で表される代表的な化合物としては、N−(1−(2−フェニルウレイド)フェニル)ベンゼンスルホンアミド、N−(1−(3−フェニルウレイド)フェニル)ベンゼンスルホンアミド、4−メチル−N−(2−(3−フェニルウレイド)フェニル)ベンゼンスルホンアミド等が挙げられる。
式(VI)中、R10及びR11は、C1〜C6アルキル基である。
式(VI)で表される化合物としては、下記式(XII)で表される化合物(略称P−201)が好ましい。
m1としては、2が好ましい。
また(1)の記録材料において、顕色剤に対する式(I)で表される化合物の使用割合は、通常、顕色剤の1質量部に対し0.01〜10質量部、好ましくは0.1〜2質量部、さらに好ましくは0.2〜1質量部の割合である。
(2)の記録材料は、(A)発色性染料の少なくとも1種、(B)前記式(X)で表される化合物、及び(C)顕色剤の少なくとも1種を含有することを特徴とする記録材料である。
式(X)中、X及びYとしては、式(I)について挙げたものと同じものを挙げることができる。
式(X)で表される化合物のうち、2−メチルベンズヒドロールが好ましい。
このうち、式(II)で表される化合物としては、4,4’−BPS、D−8及びD−90が好ましい。
また(2)の記録材料において、顕色剤に対する式(X)で表される化合物の使用割合は、通常、顕色剤の1質量部に対し0.01〜10質量部、好ましくは0.1〜2質量部、さらに好ましくは0.2〜1質量部の割合である。
本発明の記録材料の中には、式(I)又は式(X)で表される化合物と、発色性染料と、顕色剤化合物との他に、その他の公知の顕色剤、増感剤、画像安定剤、填料、分散剤、酸化防止剤、粘着防止剤、消泡剤、光安定剤、蛍光増白剤等を必要に応じ1種又は2種以上含有させることができる。発色性染料以外の成分の使用量は、それぞれ、発色性染料1質量部に対して、通常0.1〜15質量部、好ましくは1〜10質量部の範囲である。
ビスフェノールA、4,4’−sec−ブチリデンビスフェノール、4,4’−シクロヘキシリデンビスフェノール、2,2’−ビス(4−ヒドロキシフェニル)−3,3’−ジメチルブタン、2,2’−ジヒドロキシジフェニル、ペンタメチレン−ビス(4−ヒドロキシベンゾエート)、2,2−ジメチル−3,3−ジ(4−ヒドロキシフェニル)ペンタン、2,2−ジ(4−ヒドロキシフェニル)ヘキサン、2,2−ビス(4−ヒドロキシフェニル)プロパン、2,2−ビス(4−ヒドロキシフェニル)ブタン、2,2−ビス(4−ヒドロキシ−3−メチルフェニル)プロパン、4,4’−(1−フェニルエチリデン)ビスフェノール、4,4’−エチリデンビスフェノール、(ヒドロキシフェニル)メチルフェノール、2,2’−ビス(4−ヒドロキシ−3−フェニル−フェニル)プロパン、4,4’−(1,3−フェニレンジイソプロピリデン)ビスフェノール、4,4’−(1,4−フェニレンジイソプロピリデン)ビスフェノール、2,2−ビス(4−ヒドロキシフェニル)酢酸ブチル等のビスフェノール化合物;4,4’−ジヒドロキシジフェニルチオエーテル、1,7−ジ(4−ヒドロキシフェニルチオ)−3,5−ジオキサヘプタン、2,2’−ビス(4−ヒドロキシフェニルチオ)ジエチルエーテル、4,4’−ジヒドロキシ−3,3’−ジメチルジフェニルチオエーテル等の含硫黄ビスフェノール化合物;4−ヒドロキシ安息香酸ベンジル、4−ヒドロキシ安息香酸エチル、4−ヒドロキシ安息香酸プロピル、4−ヒドロキシ安息香酸イソプロピル、4−ヒドロキシ安息香酸ブチル、4−ヒドロキシ安息香酸イソブチル、4−ヒドロキシ安息香酸クロロベンジル、4−ヒドロキシ安息香酸メチルベンジル、4−ヒドロキシ安息香酸ジフェニルメチル等の4−ヒドロキシ安息香酸エステル類;安息香酸亜鉛、4−ニトロ安息香酸亜鉛等の安息香酸金属塩、4−[2−(4−メトキシフェニルオキシ)エチルオキシ]サリチル酸等のサリチル酸類;サリチル酸亜鉛、ビス[4−(オクチルオキシカルボニルアミノ)−2−ヒドロキシ安息香酸]亜鉛等のサリチル酸金属塩;4−ヒドロキシフタル酸ジメチル、4−ヒドロキシフタル酸ジシクロヘキシル、4−ヒドロキシフタル酸ジフェニル等の4−ヒドロキシフタル酸ジエステル類;2−ヒドロキシ−6−カルボキシナフタレン等のヒドロキシナフトエ酸のエステル類;トリブロモメチルフェニルスルホン等のトリハロメチルスルホン類;ヒドロキシアセトフェノン、p−フェニルフェノール、4−ヒドロキシフェニル酢酸ベンジル、p−ベンジルフェノール、ハイドロキノン−モノベンジルエーテル、2,4−ジヒドロキシ−2’−メトキシベンズアニリド、テトラシアノキノジメタン類、N−(2−ヒドロキシフェニル)−2−[(4−ヒドロキシフェニル)チオ]アセタミド、N−(4−ヒドロキシフェニル)−2−[(4−ヒドロキシフェニル)チオ]アセタミド、4−ヒドロキシベンゼンスルホンアニリド、4’−ヒドロキシ−4−メチルベンゼンスルホンアニリド、4,4’−ビス(4−メチル−3−フェノキシカルボニル)アミノフェニルウレイド))ジフェニルスルホン、3−(3−フェニルウレイド)ベンゼンスルホンアニリド、オクタデシルリン酸、ドデシルリン酸等が挙げられる。
ステアリン酸アミド、ステアリン酸アニリド、又はパルチミン酸アミド等の高級脂肪酸アミド類;ベンズアミド、アセト酢酸アニリド、チオアセトアニリドアクリル酸アミド、エチレンビスアミド、オルトトルエンスルホンアミド、パラトルエンスルホンアミド等のアミド類;フタル酸ジメチル、イソフタル酸ジベンジル、イソフタル酸ジメチル、テレフタル酸ジメチル、イソフタル酸ジエチル、イソフタル酸ジフェニル、テレフタル酸ジベンジル等のフタル酸ジエステル類;シュウ酸ジベンジル、シュウ酸ジ(4−メチルベンジル)、シュウ酸ジ(4−クロロベンジル)、シュウ酸ジベンジルとシュウ酸ジ(4−クロロベンジル)の等量混合物、シュウ酸ジ(4−クロロベンジル)とシュウ酸ジ(4−メチルベンジル)の等量混合物等のシュウ酸ジエステル類;2,2’−メチレンビス(4−メチル−6−t−ブチルフェノール)、4,4’−メチレン−ビス−2,6−ジ−t−ブチルフェノール等のビス(t−ブチルフェノール)類;1,2−ビス(フェノキシ)エタン、1,2−ビス(4−メチルフェノキシ)エタン、1,2−ビス(3−メチルフェノキシ)エタン、1,2−ビス(フェノキシメチル)ベンゼン、1,2−ビス(4−メトキシフェニルチオ)エタン、1,2−ビス(4−メトキシフェノキシ)プロパン、1,3−フェノキシ−2−プロパノール、1,4−ジフェニルチオ−2−ブテン、1,4−ジフェニルチオブタン、1,4−ジフェノキシ−2−ブテン、1,5−ビス(4−メトキシフェノキシ)−3−オキサペンタン、1,3−ジベンゾイルオキシプロパン、ジベンゾイルオキシメタン、4,4’−エチレンジオキシ−ビス−安息香酸ジベンジルエステル、ビス〔2−(4−メトキシ−フェノキシ)エチル〕エーテル、2−ナフチルベンジルエーテル、1,3−ビス(2−ビニルオキシエトキシ)ベンゼン、1,4−ジエトキシナフタレン、1,4−ジベンジルオキシナフタレン、1,4−ジメトキシナフタレン、1,4−ビス(2−ビニルオキシエトキシ)ベンゼン、p−(2−ビニルオキシエトキシ)ビフェル、p−アリールオキシビフェニル、p−プロパギルオキシビフェニル、p−ベンジルオキシベンジルアルコール、4−(m−メチルフェノキシメチル)ビフェニル、4−メチルフェニル−ビフェニルエーテル、ジ−β−ナフチルフェニレンジアミン、ジフェニルアミン、カルバゾール、2,3−ジ−m−トリルブタン、4−ベンジルビフェニル、4,4’−ジメチルビフェニル;m−ターフェニル、p−ターフェニル等のターフェニル類;1,2−ビス(3,4−ジメチルフェニル)エタン、2,3,5,6−テトラメチル−4’−メチルジフェニルメタン、4−アセチルビフェニル、ジベンゾイルメタン、トリフェニルメタン、1−ヒドロキシ−ナフトエ酸フェニル、1−ヒドロキシ−2−ナフトエ酸メチル、N−オクタデシルカルバモイル−p−メトキシカルボニルベンゼン、p−ベンジルオキシ安息香酸ベンジル、β−ナフトエ酸フェニル、p−ニトロ安息香酸メチル、ジフェニルスルホン;炭酸ジフェニル、グアイアコールカーボネート、ジ−p−トリルカーボネート、フェニル−α−ナフチルカーボネート等の炭酸誘導体;N−オクタデシルカルバモイルベンゼン、ジベンジルジスルフィド、ステアリン酸、アマイドAP−1(ステアリン酸アミドとパルミチン酸アミドの7:3混合物);ステアリン酸アルミニウム、ステアリン酸カルシウム、ステアリン酸亜鉛等のステアリン酸塩類;パルチミン酸亜鉛、ベヘン酸、ベヘン酸亜鉛、モンタン酸ワックス、ポリエチレンワックス等が挙げられる。
なお、画像安定剤は好ましくは常温で固体であり、特に好ましくは融点が60℃以上であり、水に溶けにくい化合物である。
分散剤は水、アルコール、ケトン、エステル、炭化水素等の溶剤に溶かして使用するほか、水又は他の溶媒中に乳化あるいはペースト状に分散させた状態で使用することも可能である。
本発明の記録シートは、前記のいずれかの記録材料から形成されてなる記録材料層を有する記録シートである。
アンダーコート層分散液は、支持体の表面の平滑性を向上させるために用いるのであって、特に限定されるものではないが、填料、分散剤、水が含まれる方がよく、具体的には、填料としては焼成カオリン又は炭酸カルシウム、分散剤としてはポリビニルアルコールが好ましい。
なお、焼成カオリンは、Ansilex(登録商標)−93を使用した。また、下記に名称又は構造を示した化合物については、以下の各略称を使用する。
1,1−ジフェニルエタノール 略称:DPE
2−メチルベンズヒドロール 略称:MBH
1,2−ビス(フェノキシ)エタン 略称:EGPE
4−ヒドロキシ−4’−イソプロポキシジフェニルスルホン 略称:D−8
4,4’−ジヒドロキシジフェニルスルホン: 略称:4,4’−BPS
で表されるジフェニルスルホン架橋型化合物の混合物
略称:D−90
1)感熱記録紙の作製
[実施例1〜10、比較例2、4、6、8、10]
染料分散液(A液)
3−ジ−n−ブチルアミノ−6−メチル−7−アニリノフルオラン 16部
ポリビニルアルコール10%水溶液 84部
顕色剤分散液(B液)
顕色剤 16部
ポリビニルアルコール10%水溶液 84部
填料分散液(C液)
焼成カオリン 27.8部
ポリビニルアルコール10%水溶液 26.2部
水 71部
増感剤分散液(D液)
増感剤 16部
ポリビニルアルコール10%水溶液 84部
(部は質量部)
染料分散液(A液)
3−ジ−n−ブチルアミノ−6−メチル−7−アニリノフルオラン 16部
ポリビニルアルコール10%水溶液 84部
顕色剤分散液(B液)
顕色剤 16部
ポリビニルアルコール10%水溶液 84部
填料分散液(C液)
焼成カオリン 27.8部
ポリビニルアルコール10%水溶液 26.2部
水 71部
(部は質量部)
以下の試験では、実施例に用いられる2種の増感剤ごとに、対応する比較例とともに試験を実施した。
各感熱記録紙の一部を切り取り、感熱紙発色試験装置(商品名:TH−PMH型、大倉電機製)を使用して動的発色感度試験を行い、印字電圧17V、パルス幅0.95ms及び1.25msの両条件で発色させた後、その印字濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
以上の結果を表2−1及び2−2に示す。
各評価サンプルに関して、試験前後の各試験紙について以下の各条件で保存性試験を行った。その結果を表3−1及び3−2に示した。
各感熱記録紙の一部を切り取り、地肌の光学濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
各感熱記録紙の一部を切り取り、恒温器(商品名:DK−400、YAMATO製)中で80℃、90℃、100℃の各温度で24時間保持した。保持した後の地肌の光学濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
各感熱記録紙の一部を切り取り、水中に浸漬し、25℃で7日後の地肌の光学濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
各評価サンプルに関して、発色させた画像について以下の各条件で保存性試験を行った。その結果を表4−1及び4−2に示した。
各感熱記録紙の一部を切り取り、感熱紙発色試験装置(商品名: TH−PMH型、大倉電機製)を使用し、印字電圧17V、パルス幅1.8msの条件で発色させ、発色画像濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
各感熱記録紙の一部を切り取り、試験前と同様にして飽和発色させた。次いで、恒温器(商品名:DK−400、YAMATO製)中で80℃、90℃、100℃の各温度で24時間保持した。試験後の光学濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
各感熱記録紙の一部を切り取り、試験前と同様にして飽和発色させた。次いで、各試験紙を、25℃で7日間純水中に浸漬させた。試験後の光学濃度をマクベス反射濃度計(使用フィルター:#106)で測定した。
Claims (5)
- (A)発色性染料の少なくとも1種、
(B)下記式(I)
(C)顕色剤であって、
下記式(II)
下記式(III)
下記式(IV)
下記式(V)
下記式(VI)
下記式(VII)
からなる群から選ばれる少なくとも1種、
を含有することを特徴とする記録材料。 - 顕色剤が、下記式(II)
下記式(III)
下記式(IV)
下記式(V)
下記式(VI)
下記式(VII)
からなる群から選ばれる少なくとも1種であることを特徴とする、請求項2記載の記録材料。 - 発色性染料が、フルオラン系染料であることを特徴とする、請求項1〜3のいずれかに記載の記録材料。
- 支持体上に請求項1〜4のいずれかに記載の記録材料から形成されてなる記録材料層を有することを特徴とする記録シート。
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PCT/JP2016/000404 WO2016125460A1 (ja) | 2015-02-04 | 2016-01-27 | 記録材料及び記録シート |
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JPWO2016125460A1 true JPWO2016125460A1 (ja) | 2017-11-24 |
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US (1) | US10226957B2 (ja) |
EP (1) | EP3254860B1 (ja) |
JP (1) | JP6388459B2 (ja) |
KR (1) | KR101940498B1 (ja) |
CN (1) | CN107206822B (ja) |
BR (1) | BR112017015993A2 (ja) |
ES (1) | ES2835900T3 (ja) |
TW (1) | TWI586765B (ja) |
WO (1) | WO2016125460A1 (ja) |
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ES2922629T3 (es) * | 2016-08-24 | 2022-09-19 | Nippon Soda Co | Material de registro y hoja de registro |
BR112019014949B1 (pt) * | 2017-01-30 | 2023-11-07 | Nippon Soda Co., Ltd | Material de registro, e, folha de registro |
US20240109359A1 (en) | 2019-10-18 | 2024-04-04 | Sanko Co., Ltd. | Heat-sensitive recording material |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61182982A (ja) * | 1985-02-12 | 1986-08-15 | Fuji Photo Film Co Ltd | 感熱記録材料 |
JPS6227176A (ja) * | 1985-07-27 | 1987-02-05 | Ricoh Co Ltd | 感熱記録材料 |
JPH04221680A (ja) * | 1990-12-21 | 1992-08-12 | Ricoh Co Ltd | 感熱記録材料 |
JP2003528752A (ja) * | 2000-03-27 | 2003-09-30 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 感熱記録材料 |
JP2004276593A (ja) * | 2003-02-28 | 2004-10-07 | Ricoh Co Ltd | 感熱記録材料 |
WO2014080615A1 (ja) * | 2012-11-21 | 2014-05-30 | 日本曹達株式会社 | 非フェノール系化合物を用いた記録材料 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH0717096B2 (ja) | 1986-01-18 | 1995-03-01 | 株式会社リコー | 感熱記録材料 |
JPH0688453B2 (ja) | 1986-10-03 | 1994-11-09 | 富士写真フイルム株式会社 | 感熱記録材料 |
-
2016
- 2016-01-27 US US15/546,202 patent/US10226957B2/en not_active Expired - Fee Related
- 2016-01-27 EP EP16746293.6A patent/EP3254860B1/en active Active
- 2016-01-27 BR BR112017015993-7A patent/BR112017015993A2/ja active Search and Examination
- 2016-01-27 JP JP2016573217A patent/JP6388459B2/ja not_active Expired - Fee Related
- 2016-01-27 KR KR1020177021157A patent/KR101940498B1/ko active IP Right Grant
- 2016-01-27 CN CN201680007781.4A patent/CN107206822B/zh not_active Expired - Fee Related
- 2016-01-27 WO PCT/JP2016/000404 patent/WO2016125460A1/ja active Application Filing
- 2016-01-27 ES ES16746293T patent/ES2835900T3/es active Active
- 2016-02-01 TW TW105103190A patent/TWI586765B/zh not_active IP Right Cessation
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61182982A (ja) * | 1985-02-12 | 1986-08-15 | Fuji Photo Film Co Ltd | 感熱記録材料 |
JPS6227176A (ja) * | 1985-07-27 | 1987-02-05 | Ricoh Co Ltd | 感熱記録材料 |
JPH04221680A (ja) * | 1990-12-21 | 1992-08-12 | Ricoh Co Ltd | 感熱記録材料 |
JP2003528752A (ja) * | 2000-03-27 | 2003-09-30 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | 感熱記録材料 |
JP2004276593A (ja) * | 2003-02-28 | 2004-10-07 | Ricoh Co Ltd | 感熱記録材料 |
WO2014080615A1 (ja) * | 2012-11-21 | 2014-05-30 | 日本曹達株式会社 | 非フェノール系化合物を用いた記録材料 |
Also Published As
Publication number | Publication date |
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CN107206822B (zh) | 2019-11-26 |
KR101940498B1 (ko) | 2019-01-21 |
BR112017015993A2 (ja) | 2018-03-20 |
EP3254860A4 (en) | 2018-10-31 |
CN107206822A (zh) | 2017-09-26 |
US10226957B2 (en) | 2019-03-12 |
JP6388459B2 (ja) | 2018-09-12 |
WO2016125460A1 (ja) | 2016-08-11 |
EP3254860B1 (en) | 2020-11-04 |
EP3254860A1 (en) | 2017-12-13 |
KR20170104507A (ko) | 2017-09-15 |
ES2835900T3 (es) | 2021-06-23 |
TWI586765B (zh) | 2017-06-11 |
TW201638249A (zh) | 2016-11-01 |
US20180022137A1 (en) | 2018-01-25 |
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