JPH0420792B2 - - Google Patents
Info
- Publication number
- JPH0420792B2 JPH0420792B2 JP58088937A JP8893783A JPH0420792B2 JP H0420792 B2 JPH0420792 B2 JP H0420792B2 JP 58088937 A JP58088937 A JP 58088937A JP 8893783 A JP8893783 A JP 8893783A JP H0420792 B2 JPH0420792 B2 JP H0420792B2
- Authority
- JP
- Japan
- Prior art keywords
- electron
- accepting compound
- group
- bis
- donating colorless
- 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.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 claims description 47
- 239000000463 material Substances 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 239000000975 dye Substances 0.000 description 19
- 239000000123 paper Substances 0.000 description 16
- 125000004432 carbon atom Chemical group C* 0.000 description 14
- 239000011248 coating agent Substances 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 239000007788 liquid Substances 0.000 description 8
- 238000004040 coloring Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 239000004372 Polyvinyl alcohol Substances 0.000 description 6
- 239000011230 binding agent Substances 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
- 230000000052 comparative effect Effects 0.000 description 6
- 229920002451 polyvinyl alcohol Polymers 0.000 description 6
- -1 sulfone compounds Chemical class 0.000 description 6
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
- 244000215068 Acacia senegal Species 0.000 description 4
- 229920000084 Gum arabic Polymers 0.000 description 4
- 239000000205 acacia gum Substances 0.000 description 4
- 235000010489 acacia gum Nutrition 0.000 description 4
- 239000002612 dispersion medium Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- ZFIFUZYGTBRPMC-UHFFFAOYSA-N n-benzyl-4-hydroxybenzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NCC1=CC=CC=C1 ZFIFUZYGTBRPMC-UHFFFAOYSA-N 0.000 description 4
- 239000003921 oil Substances 0.000 description 4
- 235000019198 oils Nutrition 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000005995 Aluminium silicate Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical class C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 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 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 229950011260 betanaphthol Drugs 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000005354 coacervation Methods 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 239000008273 gelatin Substances 0.000 description 2
- 229920000159 gelatin Polymers 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 150000003951 lactams Chemical class 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 239000003094 microcapsule Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 150000002790 naphthalenes Chemical class 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 150000004897 thiazines Chemical class 0.000 description 2
- 125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 2
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 1
- AKOGNYJNGMLDOA-UHFFFAOYSA-N (4-acetyloxyphenyl) acetate Chemical compound CC(=O)OC1=CC=C(OC(C)=O)C=C1 AKOGNYJNGMLDOA-UHFFFAOYSA-N 0.000 description 1
- SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 description 1
- 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 1
- YLOGJPLTYYDQCN-UHFFFAOYSA-N 1,3-didodecylurea Chemical compound CCCCCCCCCCCCNC(=O)NCCCCCCCCCCCC YLOGJPLTYYDQCN-UHFFFAOYSA-N 0.000 description 1
- SEYADFPUIZQLNR-UHFFFAOYSA-N 1-n,3-n-dibutyl-7-hydroxynaphthalene-1,3-disulfonamide Chemical compound C1=C(O)C=CC2=CC(S(=O)(=O)NCCCC)=CC(S(=O)(=O)NCCCC)=C21 SEYADFPUIZQLNR-UHFFFAOYSA-N 0.000 description 1
- JWSWULLEVAMIJK-UHFFFAOYSA-N 1-phenylmethoxynaphthalene Chemical compound C=1C=CC2=CC=CC=C2C=1OCC1=CC=CC=C1 JWSWULLEVAMIJK-UHFFFAOYSA-N 0.000 description 1
- DXYZIGZCEVJFIX-UHFFFAOYSA-N 2'-(dibenzylamino)-6'-(diethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound C=1C(N(CC)CC)=CC=C(C2(C3=CC=CC=C3C(=O)O2)C2=C3)C=1OC2=CC=C3N(CC=1C=CC=CC=1)CC1=CC=CC=C1 DXYZIGZCEVJFIX-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
- DYWBYCYREANRBJ-UHFFFAOYSA-N 2-[(4-chlorophenyl)methoxy]naphthalene Chemical compound C1=CC(Cl)=CC=C1COC1=CC=C(C=CC=C2)C2=C1 DYWBYCYREANRBJ-UHFFFAOYSA-N 0.000 description 1
- WLTCCDHHWYAMCG-UHFFFAOYSA-N 2-phenylmethoxynaphthalene Chemical compound C=1C=C2C=CC=CC2=CC=1OCC1=CC=CC=C1 WLTCCDHHWYAMCG-UHFFFAOYSA-N 0.000 description 1
- ABJAMKKUHBSXDS-UHFFFAOYSA-N 3,3-bis(6-amino-1,4-dimethylcyclohexa-2,4-dien-1-yl)-2-benzofuran-1-one Chemical compound C1=CC(C)=CC(N)C1(C)C1(C2(C)C(C=C(C)C=C2)N)C2=CC=CC=C2C(=O)O1 ABJAMKKUHBSXDS-UHFFFAOYSA-N 0.000 description 1
- PYSRRFNXTXNWCD-UHFFFAOYSA-N 3-(2-phenylethenyl)furan-2,5-dione Chemical compound O=C1OC(=O)C(C=CC=2C=CC=CC=2)=C1 PYSRRFNXTXNWCD-UHFFFAOYSA-N 0.000 description 1
- FFXPOZNUNSROLU-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-3-(1,3-dimethyl-2h-indol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(C)C)=CC=C1C1(C2(C)C3=CC=CC=C3N(C)C2)C2=CC=CC=C2C(=O)O1 FFXPOZNUNSROLU-UHFFFAOYSA-N 0.000 description 1
- ZKUWHPNJONEJEE-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-3-(2-methyl-1h-indol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C3=CC=CC=C3NC=2C)C2=CC=CC=C2C(=O)O1 ZKUWHPNJONEJEE-UHFFFAOYSA-N 0.000 description 1
- VIDGOPQBGSTAIO-UHFFFAOYSA-N 3-chloro-n-[4-[(3-chloro-4-hydroxyphenyl)sulfonylamino]butyl]-4-hydroxybenzenesulfonamide Chemical compound C1=C(Cl)C(O)=CC=C1S(=O)(=O)NCCCCNS(=O)(=O)C1=CC=C(O)C(Cl)=C1 VIDGOPQBGSTAIO-UHFFFAOYSA-N 0.000 description 1
- RMIFDRLRNXQNGX-UHFFFAOYSA-N 3-chloro-n-[[3-[[(3-chloro-4-hydroxyphenyl)sulfonylamino]methyl]phenyl]methyl]-4-hydroxybenzenesulfonamide Chemical compound C1=C(Cl)C(O)=CC=C1S(=O)(=O)NCC1=CC=CC(CNS(=O)(=O)C=2C=C(Cl)C(O)=CC=2)=C1 RMIFDRLRNXQNGX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- WJACJKQSYCQESQ-UHFFFAOYSA-N 4-hydroxy-n-(2-methylphenyl)benzenesulfonamide Chemical compound CC1=CC=CC=C1NS(=O)(=O)C1=CC=C(O)C=C1 WJACJKQSYCQESQ-UHFFFAOYSA-N 0.000 description 1
- XXUPKBKIHUFLGK-UHFFFAOYSA-N 4-hydroxy-n-(3-hydroxyphenyl)benzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NC1=CC=CC(O)=C1 XXUPKBKIHUFLGK-UHFFFAOYSA-N 0.000 description 1
- DDCFVSNWVVMDEP-UHFFFAOYSA-N 4-hydroxy-n-(3-methoxyphenyl)benzenesulfonamide Chemical compound COC1=CC=CC(NS(=O)(=O)C=2C=CC(O)=CC=2)=C1 DDCFVSNWVVMDEP-UHFFFAOYSA-N 0.000 description 1
- HEBCFSSSXQYRCS-UHFFFAOYSA-N 4-hydroxy-n-(3-methylphenyl)benzenesulfonamide Chemical compound CC1=CC=CC(NS(=O)(=O)C=2C=CC(O)=CC=2)=C1 HEBCFSSSXQYRCS-UHFFFAOYSA-N 0.000 description 1
- BCWUBVCTPGTFQT-UHFFFAOYSA-N 4-hydroxy-n-(4-hydroxyphenyl)benzenesulfonamide Chemical compound C1=CC(O)=CC=C1NS(=O)(=O)C1=CC=C(O)C=C1 BCWUBVCTPGTFQT-UHFFFAOYSA-N 0.000 description 1
- ATABHTCJBCQNKH-UHFFFAOYSA-N 4-hydroxy-n-[3-[(4-hydroxyphenyl)sulfonylamino]phenyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NC1=CC=CC(NS(=O)(=O)C=2C=CC(O)=CC=2)=C1 ATABHTCJBCQNKH-UHFFFAOYSA-N 0.000 description 1
- JSNUGGDITHRAPY-UHFFFAOYSA-N 4-hydroxy-n-[[3-[[(4-hydroxyphenyl)sulfonylamino]methyl]phenyl]methyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NCC1=CC=CC(CNS(=O)(=O)C=2C=CC(O)=CC=2)=C1 JSNUGGDITHRAPY-UHFFFAOYSA-N 0.000 description 1
- CJDQTFVMVIRMHN-UHFFFAOYSA-N 4-hydroxy-n-[[4-[[(4-hydroxyphenyl)sulfonylamino]methyl]phenyl]methyl]benzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NCC(C=C1)=CC=C1CNS(=O)(=O)C1=CC=C(O)C=C1 CJDQTFVMVIRMHN-UHFFFAOYSA-N 0.000 description 1
- ZCDVIQXSESHKES-UHFFFAOYSA-N 4-hydroxy-n-phenylbenzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NC1=CC=CC=C1 ZCDVIQXSESHKES-UHFFFAOYSA-N 0.000 description 1
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- 235000021357 Behenic acid Nutrition 0.000 description 1
- MOZDKDIOPSPTBH-UHFFFAOYSA-N Benzyl parahydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 MOZDKDIOPSPTBH-UHFFFAOYSA-N 0.000 description 1
- UUAGPGQUHZVJBQ-UHFFFAOYSA-N Bisphenol A bis(2-hydroxyethyl)ether Chemical compound C=1C=C(OCCO)C=CC=1C(C)(C)C1=CC=C(OCCO)C=C1 UUAGPGQUHZVJBQ-UHFFFAOYSA-N 0.000 description 1
- DPUOLQHDNGRHBS-UHFFFAOYSA-N Brassidinsaeure Natural products CCCCCCCCC=CCCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 1
- MDNWOSOZYLHTCG-UHFFFAOYSA-N Dichlorophen Chemical compound OC1=CC=C(Cl)C=C1CC1=CC(Cl)=CC=C1O MDNWOSOZYLHTCG-UHFFFAOYSA-N 0.000 description 1
- ORAWFNKFUWGRJG-UHFFFAOYSA-N Docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(N)=O ORAWFNKFUWGRJG-UHFFFAOYSA-N 0.000 description 1
- URXZXNYJPAJJOQ-UHFFFAOYSA-N Erucic acid Natural products CCCCCCC=CCCCCCCCCCCCC(O)=O URXZXNYJPAJJOQ-UHFFFAOYSA-N 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 229920002433 Vinyl chloride-vinyl acetate copolymer Polymers 0.000 description 1
- 229920006322 acrylamide copolymer Polymers 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 229940116226 behenic acid Drugs 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- DWNAQMUDCDVSLT-UHFFFAOYSA-N diphenyl phthalate Chemical compound C=1C=CC=C(C(=O)OC=2C=CC=CC=2)C=1C(=O)OC1=CC=CC=C1 DWNAQMUDCDVSLT-UHFFFAOYSA-N 0.000 description 1
- UATVIVWPWXCCFM-UHFFFAOYSA-N dodecyl n-phenylcarbamate Chemical compound CCCCCCCCCCCCOC(=O)NC1=CC=CC=C1 UATVIVWPWXCCFM-UHFFFAOYSA-N 0.000 description 1
- DPUOLQHDNGRHBS-KTKRTIGZSA-N erucic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCC(O)=O DPUOLQHDNGRHBS-KTKRTIGZSA-N 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- NKOHYPZTBAEGGO-UHFFFAOYSA-N hexadecylurea Chemical compound CCCCCCCCCCCCCCCCNC(N)=O NKOHYPZTBAEGGO-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 239000000976 ink Substances 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- UEVRYZPXUOGVSV-UHFFFAOYSA-N n-(2-chlorophenyl)-4-hydroxybenzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NC1=CC=CC=C1Cl UEVRYZPXUOGVSV-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- TYOPGRSACKJWLH-UHFFFAOYSA-N n-[(3-chlorophenyl)methyl]-4-hydroxybenzenesulfonamide Chemical compound C1=CC(O)=CC=C1S(=O)(=O)NCC1=CC=CC(Cl)=C1 TYOPGRSACKJWLH-UHFFFAOYSA-N 0.000 description 1
- JSGBYRDSFDPXFC-UHFFFAOYSA-N n-[5-[(fluoroamino)methyl]-2-methylcyclohexyl]aniline Chemical compound CC1CCC(CNF)CC1NC1=CC=CC=C1 JSGBYRDSFDPXFC-UHFFFAOYSA-N 0.000 description 1
- RQYAOZJTQCGFLN-UHFFFAOYSA-N n-benzyl-3-chloro-4-hydroxybenzenesulfonamide Chemical compound C1=C(Cl)C(O)=CC=C1S(=O)(=O)NCC1=CC=CC=C1 RQYAOZJTQCGFLN-UHFFFAOYSA-N 0.000 description 1
- XTPPGSDLOGIRMD-UHFFFAOYSA-N n-butyl-4-hydroxybenzenesulfonamide Chemical compound CCCCNS(=O)(=O)C1=CC=C(O)C=C1 XTPPGSDLOGIRMD-UHFFFAOYSA-N 0.000 description 1
- UFRKOOMLVWDICO-UHFFFAOYSA-N n-ethyl-n-fluoroethanamine Chemical compound CCN(F)CC UFRKOOMLVWDICO-UHFFFAOYSA-N 0.000 description 1
- LHTZNTDECWQYIN-UHFFFAOYSA-N n-hexyl-4-hydroxybenzenesulfonamide Chemical compound CCCCCCNS(=O)(=O)C1=CC=C(O)C=C1 LHTZNTDECWQYIN-UHFFFAOYSA-N 0.000 description 1
- ZOLJFBQEKSZVCB-UHFFFAOYSA-N n-phenyloctadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC1=CC=CC=C1 ZOLJFBQEKSZVCB-UHFFFAOYSA-N 0.000 description 1
- GBXJELALHBHGGN-UHFFFAOYSA-N naphthalen-1-yl 2-phenoxyacetate Chemical compound C=1C=CC2=CC=CC=C2C=1OC(=O)COC1=CC=CC=C1 GBXJELALHBHGGN-UHFFFAOYSA-N 0.000 description 1
- KZWCTFLBFSWYHS-UHFFFAOYSA-N naphthalen-1-yl benzoate Chemical compound C=1C=CC2=CC=CC=C2C=1OC(=O)C1=CC=CC=C1 KZWCTFLBFSWYHS-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- GJNDMSSZEBNLPU-UHFFFAOYSA-N octadecylurea Chemical compound CCCCCCCCCCCCCCCCCCNC(N)=O GJNDMSSZEBNLPU-UHFFFAOYSA-N 0.000 description 1
- LPNBBFKOUUSUDB-UHFFFAOYSA-M p-toluate Chemical compound CC1=CC=C(C([O-])=O)C=C1 LPNBBFKOUUSUDB-UHFFFAOYSA-M 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 150000003413 spiro compounds Chemical class 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 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
- 239000003232 water-soluble binding agent Substances 0.000 description 1
- XTUPUYCJWKHGSW-UHFFFAOYSA-L zinc;2-carboxy-4,6-bis(1-phenylethyl)phenolate Chemical compound [Zn+2].C=1C(C(C)C=2C=CC=CC=2)=C(O)C(C([O-])=O)=CC=1C(C)C1=CC=CC=C1.C=1C(C(C)C=2C=CC=CC=2)=C(O)C(C([O-])=O)=CC=1C(C)C1=CC=CC=C1 XTUPUYCJWKHGSW-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/155—Colour-developing components, e.g. acidic compounds; Additives or binders therefor; Layers containing such colour-developing components, additives or binders
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Color Printing (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58088937A JPS59214686A (ja) | 1983-05-20 | 1983-05-20 | 記録材料 |
| US06/612,218 US4585483A (en) | 1983-05-20 | 1984-05-21 | Recording materials |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58088937A JPS59214686A (ja) | 1983-05-20 | 1983-05-20 | 記録材料 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59214686A JPS59214686A (ja) | 1984-12-04 |
| JPH0420792B2 true JPH0420792B2 (US08063081-20111122-C00044.png) | 1992-04-06 |
Family
ID=13956795
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58088937A Granted JPS59214686A (ja) | 1983-05-20 | 1983-05-20 | 記録材料 |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US4585483A (US08063081-20111122-C00044.png) |
| JP (1) | JPS59214686A (US08063081-20111122-C00044.png) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1273457A1 (en) | 2001-07-05 | 2003-01-08 | Fuji Photo Film Co., Ltd. | Heat-sensitive recording material |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0671833B2 (ja) * | 1984-10-20 | 1994-09-14 | 株式会社リコー | 感熱記録材料 |
| US4931095A (en) * | 1988-11-15 | 1990-06-05 | Howtek, Inc. | Benzoate inks |
| ES2275864T3 (es) | 2001-06-01 | 2007-06-16 | Fujifilm Corporation | Material de registro termosensible. |
| EP1413452B1 (en) * | 2001-06-28 | 2006-12-06 | Fuji Photo Film Co., Ltd. | Thermal recording material |
| ES2292661T3 (es) * | 2001-07-03 | 2008-03-16 | Fujifilm Corporation | Material de registro termosensible. |
| JP2003182235A (ja) * | 2001-12-20 | 2003-07-03 | Fuji Photo Film Co Ltd | 感熱記録材料 |
| CN100339235C (zh) * | 2001-12-20 | 2007-09-26 | 富士胶片株式会社 | 热敏记录材料 |
| EP1466750A4 (en) * | 2001-12-20 | 2005-03-30 | Fuji Photo Film Co Ltd | HEAT-SENSITIVE RECORDING MATERIAL |
| US20060046933A1 (en) * | 2001-12-20 | 2006-03-02 | Masayuki Iwasaki | Heat-sensitive recording material |
| EP1466751A4 (en) * | 2001-12-20 | 2005-04-27 | Fuji Photo Film Co Ltd | HEAT-SENSITIVE RECORDING MATERIAL |
| CN1638972A (zh) * | 2001-12-20 | 2005-07-13 | 富士胶片株式会社 | 热敏记录材料 |
| US7011922B2 (en) * | 2003-02-19 | 2006-03-14 | Fuji Photo Film Co., Ltd. | Thermal recording material |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54111905A (en) * | 1978-02-21 | 1979-09-01 | Fuji Photo Film Co Ltd | Developer for pressureesensitive recording* and sheet developed by said developer |
| JPS5573586A (en) * | 1978-11-23 | 1980-06-03 | Ciba Geigy Ag | Pressure or heattsensitive recording material |
| JPS57210886A (en) * | 1981-06-15 | 1982-12-24 | Ciba Geigy Ag | Pressure sensing or thermo-sensitive recording material |
| JPS58209590A (ja) * | 1982-05-17 | 1983-12-06 | チバ−ガイギ・アクチエンゲゼルシヤフト | 感圧または感熱記録材 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3453107A (en) * | 1965-09-13 | 1969-07-01 | Polaroid Corp | Novel photographic products,processes and compositions |
| FR2217725A1 (US08063081-20111122-C00044.png) * | 1973-02-12 | 1974-09-06 | Eastman Kodak Co | |
| US4199355A (en) * | 1975-06-24 | 1980-04-22 | Eastman Kodak Company | Positive-working immobile photographic compounds and photographic elements containing same |
| JPS5935012B2 (ja) * | 1978-09-20 | 1984-08-25 | コニカ株式会社 | カラ−写真感光材料 |
| US4248956A (en) * | 1979-03-02 | 1981-02-03 | Eastman Kodak Company | Photographic products and processes employing heterocyclic azo dye developer compounds |
| US4316621A (en) * | 1979-10-26 | 1982-02-23 | Ciba-Geigy Corporation | Pressure-sensitive or heat-sensitive recording material |
| US4267251A (en) * | 1979-12-26 | 1981-05-12 | Polaroid Corporation | Novel image dye-providing materials, photographic products and processes |
-
1983
- 1983-05-20 JP JP58088937A patent/JPS59214686A/ja active Granted
-
1984
- 1984-05-21 US US06/612,218 patent/US4585483A/en not_active Expired - Lifetime
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54111905A (en) * | 1978-02-21 | 1979-09-01 | Fuji Photo Film Co Ltd | Developer for pressureesensitive recording* and sheet developed by said developer |
| JPS5573586A (en) * | 1978-11-23 | 1980-06-03 | Ciba Geigy Ag | Pressure or heattsensitive recording material |
| JPS57210886A (en) * | 1981-06-15 | 1982-12-24 | Ciba Geigy Ag | Pressure sensing or thermo-sensitive recording material |
| JPS58209590A (ja) * | 1982-05-17 | 1983-12-06 | チバ−ガイギ・アクチエンゲゼルシヤフト | 感圧または感熱記録材 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1273457A1 (en) | 2001-07-05 | 2003-01-08 | Fuji Photo Film Co., Ltd. | Heat-sensitive recording material |
Also Published As
| Publication number | Publication date |
|---|---|
| US4585483A (en) | 1986-04-29 |
| JPS59214686A (ja) | 1984-12-04 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH0420792B2 (US08063081-20111122-C00044.png) | ||
| JPH0140758B2 (US08063081-20111122-C00044.png) | ||
| JPH041707B2 (US08063081-20111122-C00044.png) | ||
| JPH0375355B2 (US08063081-20111122-C00044.png) | ||
| EP0521706A1 (en) | Heat-sensitive color recording material | |
| JPH0579518B2 (US08063081-20111122-C00044.png) | ||
| JPH0251747B2 (US08063081-20111122-C00044.png) | ||
| JPH0251744B2 (US08063081-20111122-C00044.png) | ||
| JPS6054883A (ja) | 記録材料 | |
| JPH0460036B2 (US08063081-20111122-C00044.png) | ||
| JPS60141587A (ja) | 記録材料 | |
| JPS60120090A (ja) | 記録材料 | |
| JPS60112485A (ja) | 記録材料 | |
| JPH049159B2 (US08063081-20111122-C00044.png) | ||
| JPH07115542B2 (ja) | ビスフェノール化合物を使用した記録材料 | |
| JPS6054885A (ja) | 記録材料 | |
| JPH0354071B2 (US08063081-20111122-C00044.png) | ||
| JPS60189483A (ja) | 記録材料 | |
| JPS60179289A (ja) | 記録材料 | |
| JPS6225086A (ja) | 記録材料 | |
| JPH07107005B2 (ja) | ビスフェノール化合物およびそれを使用した記録材料 | |
| JPS6149888A (ja) | 記録材料 | |
| JPS6372590A (ja) | 記録材料 | |
| JPH0251749B2 (US08063081-20111122-C00044.png) | ||
| JPS60257288A (ja) | 記録材料 |
