JPH04357077A - Thermal recording medium - Google Patents
Thermal recording mediumInfo
- Publication number
- JPH04357077A JPH04357077A JP3249924A JP24992491A JPH04357077A JP H04357077 A JPH04357077 A JP H04357077A JP 3249924 A JP3249924 A JP 3249924A JP 24992491 A JP24992491 A JP 24992491A JP H04357077 A JPH04357077 A JP H04357077A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- liquid
- heat
- recording layer
- sensitive recording
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims abstract description 16
- 239000000126 substance Substances 0.000 claims abstract description 16
- 239000003086 colorant Substances 0.000 claims abstract description 10
- 239000000981 basic dye Substances 0.000 claims abstract description 8
- OAGNKYSIOSDNIG-UHFFFAOYSA-N 1-methyl-3-[2-(3-methylphenoxy)ethoxy]benzene Chemical compound CC1=CC=CC(OCCOC=2C=C(C)C=CC=2)=C1 OAGNKYSIOSDNIG-UHFFFAOYSA-N 0.000 claims abstract description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 3
- 229910052783 alkali metal Chemical group 0.000 claims abstract description 3
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims abstract description 3
- 239000000463 material Substances 0.000 claims description 25
- AGPLQTQFIZBOLI-UHFFFAOYSA-N 1-benzyl-4-phenylbenzene Chemical group C=1C=C(C=2C=CC=CC=2)C=CC=1CC1=CC=CC=C1 AGPLQTQFIZBOLI-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 4
- JENMQODMHFMXSM-UHFFFAOYSA-N 1-methyl-4-(4-phenylphenoxy)benzene Chemical group C1=CC(C)=CC=C1OC1=CC=C(C=2C=CC=CC=2)C=C1 JENMQODMHFMXSM-UHFFFAOYSA-N 0.000 claims description 3
- XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 3
- ZYZXGWGQYNTGAU-UHFFFAOYSA-N dibenzyl oxalate Chemical compound C=1C=CC=CC=1COC(=O)C(=O)OCC1=CC=CC=C1 ZYZXGWGQYNTGAU-UHFFFAOYSA-N 0.000 claims description 3
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052708 sodium Inorganic materials 0.000 claims 1
- 125000004436 sodium atom Chemical group 0.000 claims 1
- 238000001454 recorded image Methods 0.000 abstract description 13
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 1
- 230000007547 defect Effects 0.000 abstract 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 94
- 239000011248 coating agent Substances 0.000 description 38
- 238000000576 coating method Methods 0.000 description 38
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 34
- 239000010410 layer Substances 0.000 description 23
- 239000007864 aqueous solution Substances 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 238000002360 preparation method Methods 0.000 description 19
- 239000000049 pigment Substances 0.000 description 18
- 230000000052 comparative effect Effects 0.000 description 16
- 239000000243 solution Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 14
- 229910019142 PO4 Inorganic materials 0.000 description 13
- 229920000609 methyl cellulose Polymers 0.000 description 13
- 239000001923 methylcellulose Substances 0.000 description 13
- 235000010981 methylcellulose Nutrition 0.000 description 13
- 238000002156 mixing Methods 0.000 description 13
- -1 p-nitroanilino Chemical group 0.000 description 13
- 239000002245 particle Substances 0.000 description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 13
- 239000010452 phosphate Substances 0.000 description 13
- 239000004576 sand Substances 0.000 description 13
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 12
- 239000004372 Polyvinyl alcohol Substances 0.000 description 10
- 238000001035 drying Methods 0.000 description 10
- 239000000975 dye Substances 0.000 description 10
- 229920002451 polyvinyl alcohol Polymers 0.000 description 10
- 229910052814 silicon oxide Inorganic materials 0.000 description 10
- 159000000000 sodium salts Chemical class 0.000 description 10
- 238000010521 absorption reaction Methods 0.000 description 9
- 239000002585 base Substances 0.000 description 9
- 230000015572 biosynthetic process Effects 0.000 description 9
- 239000003921 oil Substances 0.000 description 9
- 238000003756 stirring Methods 0.000 description 9
- 238000003860 storage Methods 0.000 description 9
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 8
- 238000000034 method Methods 0.000 description 6
- 239000012298 atmosphere Substances 0.000 description 5
- 239000001023 inorganic pigment Substances 0.000 description 5
- 239000000377 silicon dioxide Substances 0.000 description 5
- GGQHNQQPLWRNHD-UHFFFAOYSA-N 1,3,7,9-tetratert-butyl-11-hydroxy-5h-benzo[d][1,3,2]benzodioxaphosphocine 11-oxide Chemical compound C1C2=CC(C(C)(C)C)=CC(C(C)(C)C)=C2OP(O)(=O)OC2=C1C=C(C(C)(C)C)C=C2C(C)(C)C GGQHNQQPLWRNHD-UHFFFAOYSA-N 0.000 description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 229910000019 calcium carbonate Inorganic materials 0.000 description 4
- 239000004927 clay Substances 0.000 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 description 4
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 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 3
- 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 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 150000003951 lactams Chemical class 0.000 description 3
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 3
- 239000001095 magnesium carbonate Substances 0.000 description 3
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- QHLJMDDGQALHRZ-UHFFFAOYSA-N 1-methoxy-4-[2-(2-methylphenoxy)ethoxy]benzene Chemical compound C1=CC(OC)=CC=C1OCCOC1=CC=CC=C1C QHLJMDDGQALHRZ-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- PFANXOISJYKQRP-UHFFFAOYSA-N 2-tert-butyl-4-[1-(5-tert-butyl-4-hydroxy-2-methylphenyl)butyl]-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(CCC)C1=CC(C(C)(C)C)=C(O)C=C1C PFANXOISJYKQRP-UHFFFAOYSA-N 0.000 description 2
- NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 description 2
- VHLLJTHDWPAQEM-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)-4-methylpentan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(CC(C)C)C1=CC=C(O)C=C1 VHLLJTHDWPAQEM-UHFFFAOYSA-N 0.000 description 2
- PRWJPWSKLXYEPD-UHFFFAOYSA-N 4-[4,4-bis(5-tert-butyl-4-hydroxy-2-methylphenyl)butan-2-yl]-2-tert-butyl-5-methylphenol Chemical compound C=1C(C(C)(C)C)=C(O)C=C(C)C=1C(C)CC(C=1C(=CC(O)=C(C=1)C(C)(C)C)C)C1=CC(C(C)(C)C)=C(O)C=C1C PRWJPWSKLXYEPD-UHFFFAOYSA-N 0.000 description 2
- OMNHTTWQSSUZHO-UHFFFAOYSA-N 4-hydroxy-3,5-dimethylbenzoic acid Chemical compound CC1=CC(C(O)=O)=CC(C)=C1O OMNHTTWQSSUZHO-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- MOZDKDIOPSPTBH-UHFFFAOYSA-N Benzyl parahydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 MOZDKDIOPSPTBH-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 239000000378 calcium silicate Substances 0.000 description 2
- 229910052918 calcium silicate Inorganic materials 0.000 description 2
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002148 esters Chemical class 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
- 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 2
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 2
- 239000000391 magnesium silicate Substances 0.000 description 2
- 229910052919 magnesium silicate Inorganic materials 0.000 description 2
- 235000019792 magnesium silicate Nutrition 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 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
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000008117 stearic acid Substances 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- OKJFKPFBSPZTAH-UHFFFAOYSA-N (2,4-dihydroxyphenyl)-(4-hydroxyphenyl)methanone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O OKJFKPFBSPZTAH-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
- TUYYMOBSJNEIKN-UHFFFAOYSA-N (4-chlorophenyl) 2-hydroxybenzoate Chemical compound OC1=CC=CC=C1C(=O)OC1=CC=C(Cl)C=C1 TUYYMOBSJNEIKN-UHFFFAOYSA-N 0.000 description 1
- WAOCEEXLEFNWKA-UHFFFAOYSA-N (4-chlorophenyl)methyl 4-hydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=C(Cl)C=C1 WAOCEEXLEFNWKA-UHFFFAOYSA-N 0.000 description 1
- RELJKYBOPGHDNL-UHFFFAOYSA-N (4-methoxyphenyl)methyl 4-hydroxybenzoate Chemical compound C1=CC(OC)=CC=C1COC(=O)C1=CC=C(O)C=C1 RELJKYBOPGHDNL-UHFFFAOYSA-N 0.000 description 1
- FTFNFGIOGXKJSP-UHFFFAOYSA-N 1-ethoxy-4-methoxybenzene Chemical compound CCOC1=CC=C(OC)C=C1 FTFNFGIOGXKJSP-UHFFFAOYSA-N 0.000 description 1
- UIFAEJQCFLEWCF-UHFFFAOYSA-N 1-methyl-4-[2-(4-methylphenoxy)ethoxy]benzene Chemical compound C1=CC(C)=CC=C1OCCOC1=CC=C(C)C=C1 UIFAEJQCFLEWCF-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ALLSOOQIDPLIER-UHFFFAOYSA-N 2,3,4-trichlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C(Cl)=C1Cl ALLSOOQIDPLIER-UHFFFAOYSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- LROZSPADHSXFJA-UHFFFAOYSA-N 2-(4-hydroxyphenyl)sulfonylphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=CC=C1O LROZSPADHSXFJA-UHFFFAOYSA-N 0.000 description 1
- QKJAZPHKNWSXDF-UHFFFAOYSA-N 2-bromoquinoline Chemical compound C1=CC=CC2=NC(Br)=CC=C21 QKJAZPHKNWSXDF-UHFFFAOYSA-N 0.000 description 1
- DZZPJWJPJJNWHM-UHFFFAOYSA-N 2-hydroxy-3-(1-phenylethyl)benzoic acid Chemical compound C=1C=CC(C(O)=O)=C(O)C=1C(C)C1=CC=CC=C1 DZZPJWJPJJNWHM-UHFFFAOYSA-N 0.000 description 1
- YBXZFYBYIPONRP-UHFFFAOYSA-N 2-hydroxy-3-phenyl-5-(2-phenylpropan-2-yl)benzoic acid Chemical compound C=1C(C(O)=O)=C(O)C(C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 YBXZFYBYIPONRP-UHFFFAOYSA-N 0.000 description 1
- XGAYQDWZIPRBPF-UHFFFAOYSA-N 2-hydroxy-3-propan-2-ylbenzoic acid Chemical compound CC(C)C1=CC=CC(C(O)=O)=C1O XGAYQDWZIPRBPF-UHFFFAOYSA-N 0.000 description 1
- MDTCOHCLYIIHEY-UHFFFAOYSA-N 2-hydroxy-4-[2-(4-methoxyphenoxy)ethoxy]benzoic acid Chemical compound C1=CC(OC)=CC=C1OCCOC1=CC=C(C(O)=O)C(O)=C1 MDTCOHCLYIIHEY-UHFFFAOYSA-N 0.000 description 1
- BFVIXPJSXHGXJK-UHFFFAOYSA-N 2-hydroxy-4-[3-(4-methylphenyl)sulfonylpropoxy]benzoic acid Chemical compound C1=CC(C)=CC=C1S(=O)(=O)CCCOC1=CC=C(C(O)=O)C(O)=C1 BFVIXPJSXHGXJK-UHFFFAOYSA-N 0.000 description 1
- SVEQDNXIMBZUMH-UHFFFAOYSA-N 2-hydroxy-5-[2-[4-[2-(4-methoxyphenoxy)ethoxy]phenyl]propan-2-yl]benzoic acid Chemical compound C1=CC(OC)=CC=C1OCCOC1=CC=C(C(C)(C)C=2C=C(C(O)=CC=2)C(O)=O)C=C1 SVEQDNXIMBZUMH-UHFFFAOYSA-N 0.000 description 1
- PVOSMOVHDHSYCE-UHFFFAOYSA-N 2-phenylethyl 4-hydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCCC1=CC=CC=C1 PVOSMOVHDHSYCE-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
- ZWQBZEFLFSFEOS-UHFFFAOYSA-N 3,5-ditert-butyl-2-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC(C(O)=O)=C(O)C(C(C)(C)C)=C1 ZWQBZEFLFSFEOS-UHFFFAOYSA-N 0.000 description 1
- MQJTWPAGXWPEKU-UHFFFAOYSA-N 3-[4-(dimethylamino)phenyl]-3-(1,2-dimethylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C3=CC=CC=C3N(C)C=2C)C2=CC=CC=C2C(=O)O1 MQJTWPAGXWPEKU-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
- YUVVASYGZFERRP-UHFFFAOYSA-N 3-benzyl-2-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=CC(CC=2C=CC=CC=2)=C1O YUVVASYGZFERRP-UHFFFAOYSA-N 0.000 description 1
- JCGRUCSGOUFSCY-UHFFFAOYSA-N 3-chloro-2-hydroxy-5-(1-phenylethyl)benzoic acid Chemical compound C=1C(Cl)=C(O)C(C(O)=O)=CC=1C(C)C1=CC=CC=C1 JCGRUCSGOUFSCY-UHFFFAOYSA-N 0.000 description 1
- HINSTNAJIHVPOM-UHFFFAOYSA-N 3-cyclohexyl-4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(C2CCCCC2)=C1 HINSTNAJIHVPOM-UHFFFAOYSA-N 0.000 description 1
- MFLGDXPSNXUOMQ-UHFFFAOYSA-N 3-phenylpropyl 4-hydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCCCC1=CC=CC=C1 MFLGDXPSNXUOMQ-UHFFFAOYSA-N 0.000 description 1
- ZAAMQANODYDRDF-UHFFFAOYSA-N 3-tert-butyl-2-hydroxybenzoic acid Chemical compound CC(C)(C)C1=CC=CC(C(O)=O)=C1O ZAAMQANODYDRDF-UHFFFAOYSA-N 0.000 description 1
- TXFPEBPIARQUIG-UHFFFAOYSA-N 4'-hydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C=C1 TXFPEBPIARQUIG-UHFFFAOYSA-N 0.000 description 1
- MTMKZABGIQJAEX-UHFFFAOYSA-N 4,4'-sulfonylbis[2-(prop-2-en-1-yl)phenol] Chemical compound C1=C(CC=C)C(O)=CC=C1S(=O)(=O)C1=CC=C(O)C(CC=C)=C1 MTMKZABGIQJAEX-UHFFFAOYSA-N 0.000 description 1
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- BCNCJAKZYNAAAB-UHFFFAOYSA-N 6-(dimethylamino)-3-(1-methylpyrrol-3-yl)-3h-2-benzofuran-1-one Chemical compound O1C(=O)C2=CC(N(C)C)=CC=C2C1C=1C=CN(C)C=1 BCNCJAKZYNAAAB-UHFFFAOYSA-N 0.000 description 1
- CRKAWLFCMDKQIT-UHFFFAOYSA-N 6-(dimethylamino)-3h-2-benzofuran-1-one Chemical compound CN(C)C1=CC=C2COC(=O)C2=C1 CRKAWLFCMDKQIT-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 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 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
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
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- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000005909 Kieselgur Substances 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
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- 229920002472 Starch Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
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- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- ZKURGBYDCVNWKH-UHFFFAOYSA-N [3,7-bis(dimethylamino)phenothiazin-10-yl]-phenylmethanone Chemical compound C12=CC=C(N(C)C)C=C2SC2=CC(N(C)C)=CC=C2N1C(=O)C1=CC=CC=C1 ZKURGBYDCVNWKH-UHFFFAOYSA-N 0.000 description 1
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- 239000012752 auxiliary agent Substances 0.000 description 1
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- 239000011230 binding agent Substances 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 150000004074 biphenyls Chemical class 0.000 description 1
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- 239000001273 butane Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
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- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
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- 229910052570 clay Inorganic materials 0.000 description 1
- 238000004581 coalescence Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- MCPKSFINULVDNX-UHFFFAOYSA-N drometrizole Chemical compound CC1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 MCPKSFINULVDNX-UHFFFAOYSA-N 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- HSEMFIZWXHQJAE-UHFFFAOYSA-N hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(N)=O HSEMFIZWXHQJAE-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-methyl-PhOH Natural products CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- ZSYJMXLJNPEAGP-UHFFFAOYSA-N methyl n-cyanocarbamate Chemical compound COC(=O)NC#N ZSYJMXLJNPEAGP-UHFFFAOYSA-N 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
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- 229960000990 monobenzone Drugs 0.000 description 1
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- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
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- HFQQZARZPUDIFP-UHFFFAOYSA-M sodium;2-dodecylbenzenesulfonate Chemical compound [Na+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O HFQQZARZPUDIFP-UHFFFAOYSA-M 0.000 description 1
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- 239000011135 tin Substances 0.000 description 1
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Landscapes
- Heat Sensitive Colour Forming Recording (AREA)
Abstract
Description
【０００１】0001
【産業上の利用分野】本発明は感熱記録体に関し、特に
記録像の保存安定性に優れた感熱記録体に関するもので
ある。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a heat-sensitive recording medium, and more particularly to a heat-sensitive recording medium with excellent storage stability of recorded images.
【０００２】0002
【従来の技術】従来、無色ないしは淡色の塩基性染料と
呈色剤との反応を利用し、熱により両発色物質を接触さ
せて記録像を得るようにした感熱記録体はよく知られて
いる。かかる感熱記録体は、一般に記録像の保存安定性
が充分ではなく、経時的に記録像が褪色するという欠点
がある。特に、感熱記録体を高湿条件下や高温条件下に
保存すると、比較的短時間のうちに記録像が消失してし
まうため、その改善が強く要請されている。[Prior Art] Conventionally, heat-sensitive recording materials are well known, which utilize a reaction between a colorless or light-colored basic dye and a coloring agent, and obtain a recorded image by bringing both coloring substances into contact with each other using heat. . Such heat-sensitive recording materials generally have the disadvantage that the recorded images do not have sufficient storage stability and the recorded images fade over time. In particular, if a thermosensitive recording medium is stored under high humidity or high temperature conditions, the recorded image will disappear within a relatively short period of time, so there is a strong demand for improvement.
【０００３】0003
【発明が解決しようとする課題】記録像の保存安定性を
改良するために、各種の保存性改良剤を添加した感熱記
録体が提案されているが、改良に伴って白色度の低下を
きたす等の新たな欠点も付随するため、必ずしも満足す
べき結果が得られていない。かかる現状に鑑み本発明者
等は、記録層中に含有せしめる保存性改良剤について鋭
意研究の結果、下記一般式〔化１〕で表される化合物を
使用すると、発色カブリを生じて白色度が低下する等の
新たな欠点を伴うことがなく、しかも記録像の保存安定
性の改良に優れた効果を発揮することを見出し、本発明
を完成するに至った。[Problems to be Solved by the Invention] In order to improve the storage stability of recorded images, heat-sensitive recording materials to which various storage improvers are added have been proposed, but the improvement causes a decrease in whiteness. Since new drawbacks such as these are also attached, satisfactory results are not necessarily obtained. In view of the current situation, the inventors of the present invention have conducted intensive research on storage improvers to be included in the recording layer, and have found that when a compound represented by the following general formula [Chemical formula 1] is used, color fogging occurs and the whiteness decreases. The present inventors have discovered that the storage stability of recorded images is not accompanied by any new drawbacks such as deterioration, and exhibits an excellent effect in improving the storage stability of recorded images, leading to the completion of the present invention.
【０００４】0004
【課題を解決するための手段】本発明は、支持体上に、
無色ないしは淡色の塩基性染料と呈色剤を含有する感熱
記録層を設けた感熱記録体において、感熱記録層中に下
記一般式〔化１〕で表される化合物の少なくとも一種を
含有せしめたことを特徴とする感熱記録体である。[Means for Solving the Problems] The present invention provides, on a support,
In a heat-sensitive recording material provided with a heat-sensitive recording layer containing a colorless or light-colored basic dye and a coloring agent, at least one compound represented by the following general formula [Chemical formula 1] is contained in the heat-sensitive recording layer. This is a heat-sensitive recording material characterized by:
【０００５】[0005]
【化１】[Chemical formula 1]
【０００６】〔式中、Ｒはｔｅｒｔ−ブチル基を示し、
Ｘは水素原子、アンモニウムまたはアルカリ金属原子を
示す。〕[In the formula, R represents a tert-butyl group,
X represents a hydrogen atom, ammonium or an alkali metal atom. ]
【０００７】[0007]
【作用】上記一般式〔化１〕で表される化合物の具体例
としては、例えば、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイト、２，
２′−メチレンビス（４，６−ジ−ｔｅｒｔ−ブチルフ
ェニル）フォスフェイトのアンモニウム塩、２，２′−
メチレンビス（４，６−ジ−ｔｅｒｔ−ブチルフェニル
）フォスフェイトのナトリウム塩、２，２′−メチレン
ビス（４，６−ジ−ｔｅｒｔ−ブチルフェニル）フォス
フェイトのカリウム塩などが挙げられる。勿論、これら
の化合物は必要に応じて２種以上を併用することもでき
る。これらのうちでも、２，２′−メチレンビス（４，
６−ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイト、
そのナトリウム塩およびカリウム塩は、より発色カブリ
が少なく白色度の高い感熱記録体が得られるためより好
ましい。又、これらの化合物をタルク、クレー、カオリ
ン、シリカ等の無機顔料に予め吸着させた後、あるいは
これらの無機顔料と混合した後、記録層用の塗液に添加
することもできる。なお、これらの化合物を無機顔料に
吸着ないし混合して使用する場合の両者の混合比率につ
いては、特に限定するものではないが、一般式〔化１〕
で表される化合物と無機顔料の重量比が８０：２０〜２
０：８０程度、好ましくは７０：３０〜３０：７０程度
の範囲となるように調節するのが望ましい。[Action] Specific examples of the compound represented by the above general formula [Formula 1] include 2,2'-methylenebis(4,6-
di-tert-butylphenyl) phosphate, 2,
Ammonium salt of 2'-methylenebis(4,6-di-tert-butylphenyl)phosphate, 2,2'-
Examples include sodium salt of methylenebis(4,6-di-tert-butylphenyl) phosphate and potassium salt of 2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate. Of course, two or more of these compounds can be used in combination if necessary. Among these, 2,2'-methylenebis(4,
6-di-tert-butylphenyl) phosphate,
The sodium salt and potassium salt are more preferable because they produce a heat-sensitive recording material with less color fog and high whiteness. Further, these compounds can be added to the coating liquid for the recording layer after being adsorbed in advance to inorganic pigments such as talc, clay, kaolin, and silica, or after being mixed with these inorganic pigments. In addition, when these compounds are adsorbed to or mixed with an inorganic pigment and used, the mixing ratio of the two is not particularly limited, but the general formula [Chemical formula 1]
The weight ratio of the compound represented by and the inorganic pigment is 80:20 to 2
It is desirable to adjust the ratio to about 0:80, preferably within a range of about 70:30 to 30:70.
【０００８】上記一般式〔化１〕で表される化合物の使
用量については特に限定するものではないが、一般に呈
色剤１００重量部に対して上記化合物を１〜３００重量
部程度、好ましくは１〜１００重量部程度の範囲で調節
するのが望ましい。[0008] The amount of the compound represented by the above general formula [Chemical formula 1] to be used is not particularly limited, but it is generally about 1 to 300 parts by weight, preferably about 1 to 300 parts by weight, per 100 parts by weight of the coloring agent. It is desirable to adjust the amount within a range of about 1 to 100 parts by weight.
【０００９】本発明において、記録層を構成する無色な
いしは淡色の塩基性染料としては、公知の各種染料を用
いることができ、具体的には例えば下記が例示される。
３，３−ビス（ｐ−ジメチルアミノフェニル）−６−ジ
メチルアミノフタリド、３，３−ビス（ｐ−ジメチルア
ミノフェニル）フタリド、３−（ｐ−ジメチルアミノフ
ェニル）−３−（１，２−ジメチルインドール−３−イ
ル）フタリド、３−（ｐ−ジメチルアミノフェニル）−
３−（２−メチルインドール−３−イル）フタリド、３
，３−ビス（１，２−ジメチルインドール−３−イル）
−５−ジメチルアミノフタリド、３，３−ビス（１，２
−ジメチルインドール−３−イル）−６−ジメチルアミ
ノフタリド、３，３−ビス（９−エチルカルバゾール−
３−イル）−６−ジメチルアミノフタリド、３，３−ビ
ス（２−フェニルインドール−３−イル）−６−ジメチ
ルアミノフタリド、３−ｐ−ジメチルアミノフェニル−
３−（１−メチルピロール−３−イル）−６−ジメチル
アミノフタリド等のトリアリールメタン系染料、４，４
′−ビス−ジメチルアミノベンズヒドリルベンジルエー
テル、Ｎ−ハロフェニル−ロイコオーラミン、Ｎ−２，
４，５−トリクロロフェニルロイコオーラミン等のジフ
ェニルメタン系染料、ベンゾイルロイコメチレンブルー
、ｐ−ニトロベンゾイルロイコメチレンブルー等のチア
ジン系染料、３−メチル−スピロ−ジナフトピラン、３
−エチル−スピロ−ジナフトピラン、３−フェニル−ス
ピロ−ジナフトピラン、３−ベンジル−スピロ−ジナフ
トピラン、３−メチル−ナフト（６′−メトキシベンゾ
）スピロピラン、３−プロピル−スピロ−ジベンゾピラ
ン等のスピロ系染料、ローダミン−Ｂ−アニリノラクタ
ム、ローダミン（ｐ−ニトロアニリノ）ラクタム、ロー
ダミン（ｏ−クロロアニリノ）ラクタム等のラクタム系
染料、３−ジメチルアミノ−７−メトキシフルオラン、
３−ジエチルアミノ−６−メトキシフルオラン、３−ジ
エチルアミノ−７−メトキシフルオラン、３−ジエチル
アミノ−７−クロロフルオラン、３−シクロヘキシルア
ミノ−６−クロロフルオラン、３−ジエチルアミノ−６
−メチル−７−クロロフルオラン、３−ジエチルアミノ
−６，７−ジメチルフルオラン、３−（Ｎ−エチル−ｐ
−トルイジノ）−７−メチルフルオラン、３−ジエチル
アミノ−７−（Ｎ−アセチル−Ｎ−メチルアミノ）フル
オラン、３−ジエチルアミノ−７−Ｎ−メチルアミノフ
ルオラン、３−ジエチルアミノ−７−ジベンジルアミノ
フルオラン、３−ジエチルアミノ−７−（Ｎ−メチル−
Ｎ−ベンジルアミノ）フルオラン、３−ジエチルアミノ
−７−（Ｎ−クロロエチル−Ｎ−メチルアミノ）フルオ
ラン、３−ジエチルアミノ−７−ジエチルアミノフルオ
ラン、３−（Ｎ−エチル−ｐ−トルイジノ）−６−メチ
ル−７−フェニルアミノフルオラン、３−（Ｎ−エチル
−ｐ−トルイジノ）−６−メチル−７−（ｐ−トルイジ
ノ）フルオラン、３−ジメチルアミノ−６−メチル−７
−フェニルアミノフルオラン、３−ジエチルアミノ−６
−メチル−７−フェニルアミノフルオラン、３−ジ−ｎ
−ブチルアミノ−６−メチル−７−フェニルアミノフル
オラン、３−ジ−ｎ−ペンチルアミノ−６−メチル−７
−フェニルアミノフルオラン、３−ジエチルアミノ−７
−（２−カルボメトキシ−フェニルアミノ）フルオラン
、３−（Ｎ−シクロヘキシル−Ｎ−メチルアミノ）−６
−メチル−７−フェニルアミノフルオラン、３−ピロリ
ジノ−６−メチル−７−フェニルアミノフルオラン、３
−ピペリジノ−６−メチル−７−フェニルアミノフルオ
ラン、３−ジエチルアミノ−６−メチル−７−キシリジ
ノフルオラン、３−ジエチルアミノ−７−（ｏ−クロロ
フェニルアミノ）フルオラン、３−ジ−ｎ−ブチルアミ
ノ−７−（ｏ−クロロフェニルアミノ）フルオラン、３
−ピロリジノ−６−メチル−７−ｐ−ブチルフェニルア
ミノフルオラン、３−（Ｎ−メチル−Ｎ−ｎ−アミル）
アミノ−６−メチル−７−フェニルアミノフルオラン、
３−（Ｎ−エチル−Ｎ−ｎ−アミル）アミノ−６−メチ
ル−７−フェニルアミノフルオラン、３−（Ｎ−エチル
−Ｎ−イソアミル）アミノ−６−メチル−７−フェニル
アミノフルオラン、３−（Ｎ−メチル−Ｎ−ｎ−ヘキシ
ル）アミノ−６−メチル−７−フェニルアミノフルオラ
ン、３−（Ｎ−エチル−Ｎ−ｎ−ヘキシル）アミノ−６
−メチル−７−フェニルアミノフルオラン、３−（Ｎ−
エチル−Ｎ−β−エチルヘキシル）アミノ−６−メチル
−７−フェニルアミノフルオラン、３−（Ｎ−エチル−
Ｎ−テトラヒドロフルフリル）アミノ−６−メチル−７
−フェニルアミノフルオラン、３−（Ｎ−エチル−Ｎ−
シクロペンチル）アミノ−６−メチル−７−フェニルア
ミノフルオラン等のフルオラン系染料等。勿論、これら
の染料に限定されるものではなく、二種以上の染料の併
用も可能である。In the present invention, various known dyes can be used as the colorless or light-colored basic dye constituting the recording layer, and specific examples include the following. 3,3-bis(p-dimethylaminophenyl)-6-dimethylaminophthalide, 3,3-bis(p-dimethylaminophenyl)phthalide, 3-(p-dimethylaminophenyl)-3-(1,2 -dimethylindol-3-yl)phthalide, 3-(p-dimethylaminophenyl)-
3-(2-methylindol-3-yl)phthalide, 3
,3-bis(1,2-dimethylindol-3-yl)
-5-dimethylaminophthalide, 3,3-bis(1,2
-dimethylindol-3-yl)-6-dimethylaminophthalide, 3,3-bis(9-ethylcarbazole-
3-yl)-6-dimethylaminophthalide, 3,3-bis(2-phenylindol-3-yl)-6-dimethylaminophthalide, 3-p-dimethylaminophenyl-
Triarylmethane dyes such as 3-(1-methylpyrrol-3-yl)-6-dimethylaminophthalide, 4,4
'-bis-dimethylaminobenzhydrylbenzyl ether, N-halophenyl-leucoolamine, N-2,
Diphenylmethane dyes such as 4,5-trichlorophenylleucoolamine, thiazine dyes such as benzoylleucomethylene blue and p-nitrobenzoylleucomethylene blue, 3-methyl-spiro-dinaphthopyran, 3
Spiro dyes such as -ethyl-spiro-dinaphthopyran, 3-phenyl-spiro-dinaphthopyran, 3-benzyl-spiro-dinaphthopyran, 3-methyl-naphtho(6'-methoxybenzo)spiropyran, and 3-propyl-spiro-dibenzopyran , lactam dyes such as rhodamine-B-anilinolactam, rhodamine (p-nitroanilino) lactam, rhodamine (o-chloroanilino) lactam, 3-dimethylamino-7-methoxyfluoran,
3-diethylamino-6-methoxyfluorane, 3-diethylamino-7-methoxyfluorane, 3-diethylamino-7-chlorofluorane, 3-cyclohexylamino-6-chlorofluorane, 3-diethylamino-6
-Methyl-7-chlorofluorane, 3-diethylamino-6,7-dimethylfluorane, 3-(N-ethyl-p
-Toluidino)-7-methylfluorane, 3-diethylamino-7-(N-acetyl-N-methylamino)fluorane, 3-diethylamino-7-N-methylaminofluorane, 3-diethylamino-7-dibenzylamino Fluoran, 3-diethylamino-7-(N-methyl-
N-benzylamino)fluoran, 3-diethylamino-7-(N-chloroethyl-N-methylamino)fluoran, 3-diethylamino-7-diethylaminofluorane, 3-(N-ethyl-p-toluidino)-6-methyl -7-phenylaminofluorane, 3-(N-ethyl-p-toluidino)-6-methyl-7-(p-toluidino)fluorane, 3-dimethylamino-6-methyl-7
-phenylaminofluorane, 3-diethylamino-6
-Methyl-7-phenylaminofluorane, 3-di-n
-butylamino-6-methyl-7-phenylaminofluorane, 3-di-n-pentylamino-6-methyl-7
-phenylaminofluorane, 3-diethylamino-7
-(2-carbomethoxy-phenylamino)fluorane, 3-(N-cyclohexyl-N-methylamino)-6
-Methyl-7-phenylaminofluorane, 3-pyrrolidino-6-methyl-7-phenylaminofluorane, 3
-piperidino-6-methyl-7-phenylaminofluorane, 3-diethylamino-6-methyl-7-xylidinofluorane, 3-diethylamino-7-(o-chlorophenylamino)fluorane, 3-di-n-butyl Amino-7-(o-chlorophenylamino)fluoran, 3
-pyrrolidino-6-methyl-7-p-butylphenylaminofluorane, 3-(N-methyl-N-n-amyl)
amino-6-methyl-7-phenylaminofluorane,
3-(N-ethyl-N-n-amyl)amino-6-methyl-7-phenylaminofluorane, 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane, 3-(N-methyl-N-n-hexyl)amino-6-methyl-7-phenylaminofluorane, 3-(N-ethyl-N-n-hexyl)amino-6
-Methyl-7-phenylaminofluorane, 3-(N-
Ethyl-N-β-ethylhexyl)amino-6-methyl-7-phenylaminofluorane, 3-(N-ethyl-
N-tetrahydrofurfuryl)amino-6-methyl-7
-phenylaminofluorane, 3-(N-ethyl-N-
Fluoran dyes such as (cyclopentyl)amino-6-methyl-7-phenylaminofluorane, etc. Of course, the dyes are not limited to these dyes, and two or more types of dyes can be used in combination.
【００１０】また上記塩基性染料と組合せて使用される
呈色剤についても各種の化合物が知られており、例えば
下記が例示される。４−ｔｅｒｔ−ブチルフェノール、
α−ナフトール、β−ナフトール、４−アセチルフェノ
ール、４−ｔｅｒｔ−オクチルフェノール、４，４′−
ｓｅｃ −ブチリデンジフェノール、４−フェニルフェ
ノール、４，４′−ジヒドロキシジフェニルメタン、４
，４′−イソプロピリデンジフェノール、ハイドロキノ
ン、４，４′−シクロヘキシリデンジフェノール、４，
４′−（１，３−ジメチルブチリデン）ビスフェノール
、２，２−ビス（４−ヒドロキシフェニル）−４−メチ
ルペンタン、４，４′−ジヒドロキシジフェニルサルフ
ァイド、４，４′−チオビス（６−ｔｅｒｔ−ブチル−
３−メチルフェノール）、４，４′−ジヒドロキシジフ
ェニルスルホン、２，４′−ジヒドロキシジフェニルス
ルホン、４−ヒドロキシ−４′−メチルジフェニルスル
ホン、４−ヒドロキシ−４′−メトキシジフェニルスル
ホン、４−ヒドロキシ−４′−イソプロポキシジフェニ
ルスルホン、４−ヒドロキシ−３′，４′−トリメチレ
ンジフェニルスルホン、４−ヒドロキシ−３′，４′−
テトラメチレンジフェニルスルホン、３，４−ジヒドロ
キシ−４′−メチルジフェニルスルホン、ビス（３−ア
リル−４−ヒドロキシフェニル）スルホン、１，３−ジ
〔２−（４−ヒドロキシフェニル）−２−プロピル〕ベ
ンゼン、ヒドロキノンモノベンジルエーテル、ビス（４
−ヒドロキシフェニル）酢酸ブチルエステル、４−ヒド
ロキシベンゾフェノン、２，４−ジヒドロキシベンゾフ
ェノン、２，４，４′−トリヒドロキシベンゾフェノン
、２，２′，４，４′−テトラヒドロキシベンゾフェノ
ン、４−ヒドロキシフタル酸ジメチル、４−ヒドロキシ
安息香酸メチル、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
−ｓｅｃ −ブチル、４−ヒドロキシ安息香酸ペンチル
、４−ヒドロキシ安息香酸フェニル、４−ヒドロキシ安
息香酸ベンジル、４−ヒドロキシ安息香酸トリル、４−
ヒドロキシ安息香酸クロロフェニル、４−ヒドロキシ安
息香酸フェニルプロピル、４−ヒドロキシ安息香酸フェ
ネチル、４−ヒドロキシ安息香酸−ｐ−クロロベンジル
、４−ヒドロキシ安息香酸−ｐ−メトキシベンジル、ノ
ボラック型フェノール樹脂、フェノール重合体等のフェ
ノール性化合物、安息香酸、ｐ−ｔｅｒｔ−ブチル安息
香酸、トリクロル安息香酸、テレフタル酸、３−ｓｅｃ
−ブチル−４−ヒドロキシ安息香酸、３−シクロヘキ
シル−４−ヒドロキシ安息香酸、３，５−ジメチル−４
−ヒドロキシ安息香酸、サリチル酸、３−イソプロピル
サリチル酸、３−ｔｅｒｔ−ブチルサリチル酸、３，５
−ジ−ｔｅｒｔ−ブチルサリチル酸、３−ベンジルサリ
チル酸、３−（α−メチルベンジル）サリチル酸、３−
クロル−５−（α−メチルベンジル）サリチル酸、３−
フェニル−５−（α，α−ジメチルベンジル）サリチル
酸、３，５−ジ−α−メチルベンジルサリチル酸、４−
（２−ｐ−メトキシフェノキシエトキシ）サリチル酸、
４−（３−ｐ−トリルスルホニルプロピルオキシ）サリ
チル酸、５−〔ｐ−（２−ｐ−メトキシフェノキシエト
キシ）クミル〕サリチル酸等の芳香族カルボン酸、およ
びこれらフェノール性化合物、芳香族カルボン酸と例え
ば亜鉛、マグネシウム、アルミニウム、カルシウム、チ
タン、マンガン、スズ、ニッケル等の多価金属との塩等
の有機酸性物質等。
上記の呈色剤も勿論必要に応じて２種以上を併用するこ
とができる。[0010] Various compounds are also known as coloring agents used in combination with the above basic dyes, for example, the following are exemplified. 4-tert-butylphenol,
α-naphthol, β-naphthol, 4-acetylphenol, 4-tert-octylphenol, 4,4'-
sec -butylidene diphenol, 4-phenylphenol, 4,4'-dihydroxydiphenylmethane, 4
, 4'-isopropylidene diphenol, hydroquinone, 4,4'-cyclohexylidene diphenol, 4,
4'-(1,3-dimethylbutylidene)bisphenol, 2,2-bis(4-hydroxyphenyl)-4-methylpentane, 4,4'-dihydroxydiphenyl sulfide, 4,4'-thiobis(6-tert) -Butyl-
3-methylphenol), 4,4'-dihydroxydiphenylsulfone, 2,4'-dihydroxydiphenylsulfone, 4-hydroxy-4'-methyldiphenylsulfone, 4-hydroxy-4'-methoxydiphenylsulfone, 4-hydroxy- 4'-isopropoxydiphenyl sulfone, 4-hydroxy-3',4'-trimethylene diphenyl sulfone, 4-hydroxy-3',4'-
Tetramethylene diphenyl sulfone, 3,4-dihydroxy-4'-methyldiphenyl sulfone, bis(3-allyl-4-hydroxyphenyl) sulfone, 1,3-di[2-(4-hydroxyphenyl)-2-propyl] Benzene, hydroquinone monobenzyl ether, bis(4
-hydroxyphenyl)butyl acetate, 4-hydroxybenzophenone, 2,4-dihydroxybenzophenone, 2,4,4'-trihydroxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 4-hydroxyphthalic acid Dimethyl, methyl 4-hydroxybenzoate, ethyl 4-hydroxybenzoate, 4-
Propyl hydroxybenzoate, -sec-butyl 4-hydroxybenzoate, pentyl 4-hydroxybenzoate, phenyl 4-hydroxybenzoate, benzyl 4-hydroxybenzoate, tolyl 4-hydroxybenzoate, 4-
Chlorophenyl hydroxybenzoate, phenylpropyl 4-hydroxybenzoate, phenethyl 4-hydroxybenzoate, p-chlorobenzyl 4-hydroxybenzoate, p-methoxybenzyl 4-hydroxybenzoate, novolac type phenolic resin, phenol polymer Phenolic compounds such as benzoic acid, p-tert-butylbenzoic acid, trichlorobenzoic acid, terephthalic acid, 3-sec.
-Butyl-4-hydroxybenzoic acid, 3-cyclohexyl-4-hydroxybenzoic acid, 3,5-dimethyl-4
-Hydroxybenzoic acid, salicylic acid, 3-isopropylsalicylic acid, 3-tert-butylsalicylic acid, 3,5
-di-tert-butylsalicylic acid, 3-benzylsalicylic acid, 3-(α-methylbenzyl)salicylic acid, 3-
Chlor-5-(α-methylbenzyl)salicylic acid, 3-
Phenyl-5-(α,α-dimethylbenzyl)salicylic acid, 3,5-di-α-methylbenzylsalicylic acid, 4-
(2-p-methoxyphenoxyethoxy) salicylic acid,
Aromatic carboxylic acids such as 4-(3-p-tolylsulfonylpropyloxy)salicylic acid, 5-[p-(2-p-methoxyphenoxyethoxy)cumyl]salicylic acid, and these phenolic compounds, aromatic carboxylic acids, etc. Organic acidic substances such as salts with polyvalent metals such as zinc, magnesium, aluminum, calcium, titanium, manganese, tin, and nickel. Of course, two or more of the above coloring agents can be used in combination as necessary.
【００１１】塩基性染料と呈色剤の使用比率は、用いる
塩基性染料や呈色剤の種類に応じて適宜選択すべきもの
で、特に限定するものではないが、一般に塩基性染料１
００重量部に対して１００〜７００重量部、好ましくは
１５０〜４００重量部程度の呈色剤が使用される。これ
らを含む塗液の調製は、一般に水を分散媒体とし、ボー
ルミル、アトライター、サンドミル等の攪拌・粉砕機に
より、染料、一般式〔化１〕で表される化合物、呈色剤
を一緒に又は別々に分散するなどして調製される。[0011] The ratio of the basic dye to the coloring agent should be selected appropriately depending on the type of basic dye or coloring agent used, and is not particularly limited.
The coloring agent is used in an amount of about 100 to 700 parts by weight, preferably about 150 to 400 parts by weight. To prepare a coating solution containing these, generally, the dye, the compound represented by the general formula [Chem. Alternatively, they are prepared by separately dispersing them.
【００１２】かかる塗液中には、通常バインダーとして
デンプン類、ヒドロキシエチルセルロース、メチルセル
ロース、カルボキシメチルセルロース、ゼラチン、カゼ
イン、アラビアガム、ポリビニルアルコール、スチレン
・無水マレイン酸共重合体塩、スチレン・アクリル酸共
重合体塩、スチレン・ブタジエン共重合体エマルジョン
等が全固形分の２〜４０重量％、好ましくは５〜２５重
量％程度配合される。Such coating liquids usually contain starches, hydroxyethyl cellulose, methyl cellulose, carboxymethyl cellulose, gelatin, casein, gum arabic, polyvinyl alcohol, styrene/maleic anhydride copolymer salt, styrene/acrylic acid copolymer as binders. Coalescence salt, styrene-butadiene copolymer emulsion, etc. are blended in an amount of about 2 to 40% by weight, preferably about 5 to 25% by weight of the total solid content.
【００１３】塗液中には、さらに各種の助剤を添加する
ことができ、例えばジオクチルスルフォコハク酸ナトリ
ウム塩、ドデシルベンゼンスルフォン酸ナトリウム塩、
ラウリルアルコール硫酸エステル・ナトリウム塩、脂肪
酸金属塩等の分散剤、その他消泡剤、螢光染料、着色染
料等が挙げられる。また、記録ヘッドへのカス付着を改
善するためにカオリン、クレー、タルク、炭酸カルシウ
ム、炭酸マグネシウム、珪酸カルシウム、珪酸マグネシ
ウム、焼成クレー、酸化チタン、珪藻土、微粒子状無水
シリカ、活性白土等の無機顔料を添加することもできる
。これらの顔料のうちでも、炭酸カルシウム、炭酸マグ
ネシウム、珪酸カルシウム、珪酸マグネシウムなどのア
ルカリ性顔料、特に炭酸カルシウムや炭酸マグネシウム
を使用すると、一般式〔化１〕で表される化合物との関
係において、とりわけ発色かぶりの少ない感熱記録体が
得られるため好ましい。かかるアルカリ性顔料の使用量
については、特に限定するものではないが、塗液の全固
形分に対して１〜３０重量％程度、好ましくは３〜１５
重量％程度の範囲で調節するのが望ましい。勿論、これ
らのアルカリ性顔料と他の顔料を併用することも可能で
ある。なお、アルカリ性顔料と他の顔料を併用する場合
、これら全顔料の使用量としては、塗液の全固形分に対
して５〜５０重量％程度の範囲が適当である。さらに、
塗液中には、記録機器や記録ヘッドとの接触によってス
ティッキングを生じないようにステアリン酸、ポリエチ
レン、カルナバロウ、パラフィンワックス、ステアリン
酸亜鉛、ステアリン酸カルシウム、エステルワックス等
の分散液やエマルジョン等を添加することもできる。Various auxiliary agents can be further added to the coating liquid, such as dioctylsulfosuccinic acid sodium salt, dodecylbenzenesulfonic acid sodium salt,
Examples include dispersants such as sodium lauryl alcohol sulfate ester and fatty acid metal salts, antifoaming agents, fluorescent dyes, and coloring dyes. In addition, inorganic pigments such as kaolin, clay, talc, calcium carbonate, magnesium carbonate, calcium silicate, magnesium silicate, calcined clay, titanium oxide, diatomaceous earth, fine particulate anhydrous silica, and activated clay are used to improve the adhesion of debris to the recording head. can also be added. Among these pigments, when alkaline pigments such as calcium carbonate, magnesium carbonate, calcium silicate, and magnesium silicate are used, especially calcium carbonate and magnesium carbonate, in relation to the compound represented by the general formula [Chemical formula 1], This is preferable because a heat-sensitive recording material with little color fog can be obtained. The amount of alkaline pigment used is not particularly limited, but is about 1 to 30% by weight, preferably 3 to 15% by weight based on the total solid content of the coating liquid.
It is desirable to adjust the amount within a range of about % by weight. Of course, it is also possible to use these alkaline pigments in combination with other pigments. In addition, when an alkaline pigment and other pigments are used together, the appropriate amount of all these pigments to be used is approximately 5 to 50% by weight based on the total solid content of the coating liquid. moreover,
A dispersion or emulsion of stearic acid, polyethylene, carnauba wax, paraffin wax, zinc stearate, calcium stearate, ester wax, etc. is added to the coating liquid to prevent sticking from contact with recording equipment or recording heads. You can also do that.
【００１４】さらに本発明の感熱記録体においては、本
発明の所望の効果を阻害しない範囲で、例えばステアリ
ン酸アミド、ステアリン酸メチレンビスアミド、オレイ
ン酸アミド、パルミチン酸アミド、ヤシ脂肪酸アミド等
の脂肪酸アミド類、２，２′−メチレンビス（４−メチ
ル−６−ｔｅｒｔ−ブチルフェノール）、４，４′−ブ
チリデンビス（６−ｔｅｒｔ−ブチル−３−メチルフェ
ノール）、１，１，３−トリス（２−メチル−４−ヒド
ロキシ−５−ｔｅｒｔ−ブチルフェニル）ブタン、１，
１，３−トリス（２−メチル−４−ヒドロキシ−５−シ
クロヘキシルフェニル）ブタン等のヒンダードフェノー
ル類、ｐ−ベンジルビフェニル、ｐ−（４−トリルオキ
シ）ビフェニル等のビフェニル類、１，５−ビス（４−
メトキシフェノキシ）−３−オキサ−ペンタン、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−メチルフェノキシ）−２−
（４−メトキシフェノキシ）エタン、２−ナフチルベン
ジルエーテル等のエーテル類、ジベンジルテレフタレー
ト、１−ヒドロキシ−２−ナフトエ酸フェニルエステル
、シュウ酸ジベンジルエステル、シュウ酸ジ（４−メチ
ルベンジル）エステル、シュウ酸ジ（４−クロロベンジ
ル）エステル等のエステル類、２−（２′−ヒドロキシ
−５′−メチルフェニル）ベンゾトリアゾール、２−ヒ
ドロキシ−４−ベンジルオキシベンゾフェノン等の紫外
線吸収剤、および各種公知の熱可融性物質を増感剤とし
て併用することもできる。これらの熱可融性物質のうち
でも、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）エタン、１−（２−メチル
フェノキシ）−２−（４−メトキシフェノキシ）エタン
、シュウ酸ジベンジルエステル、シュウ酸ジ（４−メチ
ルベンジル）エステル、シュウ酸ジ（４−クロロベンジ
ル）エステル、ｐ−ベンジルビフェニル、ｐ−（４−ト
リルオキシ）ビフェニル、および１，５−ビス（４−メ
トキシフェノキシ）−３−オキサ−ペンタンは、特定の
保存性改良剤との関係において特に優れた増感効果を示
すためより好ましい。なお、熱可融性物質の使用量につ
いては、特に限定するものではないが、塩基性染料１０
０重量部に対して、一般に５０〜１０００重量部、好ま
しくは１００〜５００重量部の範囲で用いるのが望まし
い。Furthermore, in the heat-sensitive recording material of the present invention, fatty acid amides such as stearic acid amide, stearic acid methylene bisamide, oleic acid amide, palmitic acid amide, coconut fatty acid amide, etc. 2,2'-methylenebis(4-methyl-6-tert-butylphenol), 4,4'-butylidenebis(6-tert-butyl-3-methylphenol), 1,1,3-tris(2-methyl -4-hydroxy-5-tert-butylphenyl)butane, 1,
Hindered phenols such as 1,3-tris(2-methyl-4-hydroxy-5-cyclohexylphenyl)butane, biphenyls such as p-benzylbiphenyl and p-(4-tolyloxy)biphenyl, 1,5-bis (4-
methoxyphenoxy)-3-oxa-pentane, 1,2
-bis(phenoxy)ethane, 1,2-bis(4-methylphenoxy)ethane, 1,2-bis(3-methylphenoxy)ethane, 1-(2-methylphenoxy)-2-
Ethers such as (4-methoxyphenoxy)ethane and 2-naphthylbenzyl ether, dibenzyl terephthalate, 1-hydroxy-2-naphthoic acid phenyl ester, oxalic acid dibenzyl ester, oxalic acid di(4-methylbenzyl) ester, Esters such as oxalic acid di(4-chlorobenzyl) ester, ultraviolet absorbers such as 2-(2'-hydroxy-5'-methylphenyl)benzotriazole, 2-hydroxy-4-benzyloxybenzophenone, and various known A thermofusible substance can also be used as a sensitizer. Among these thermofusible substances, 1,2-bis(3-methylphenoxy)ethane,
1,2-bis(phenoxy)ethane, 1-(2-methylphenoxy)-2-(4-methoxyphenoxy)ethane, oxalic acid dibenzyl ester, oxalic acid di(4-methylbenzyl) ester, oxalic acid di( 4-chlorobenzyl) ester, p-benzylbiphenyl, p-(4-tolyloxy)biphenyl, and 1,5-bis(4-methoxyphenoxy)-3-oxa-pentane in relation to certain shelf life modifiers. It is more preferable because it shows a particularly excellent sensitizing effect. Note that the amount of the thermofusible substance used is not particularly limited;
It is generally desirable to use 50 to 1000 parts by weight, preferably 100 to 500 parts by weight, relative to 0 parts by weight.
【００１５】支持体としては紙、プラスチックフィルム
、合成紙等が用いられるが、価格や塗布適性の点では紙
が好ましく用いられる。本発明において、記録層の形成
方法については特に限定するものではなく、従来から周
知慣用の技術に従って形成することができ、例えば感熱
記録層用の塗液を、支持体上にエアーナイフコーター、
ブレードコーター、バーコーター、グラビアコーター、
カーテンコーター等の適当な塗布装置によって塗布・乾
燥する等の方法が挙げられる。また、塗液の塗布量につ
いても特に限定されるものではなく、一般に乾燥重量で
２〜１２ｇ／ｍ２ 、好ましくは２〜８ｇ／ｍ２ の範
囲で調節される。なお、記録層上には記録層を保護する
等の目的でオーバーコート層を設けることも可能であり
、支持体の裏面に保護層を設けたり、支持体と感熱記録
層との間に下塗り層を設けることも勿論可能であり、さ
らには粘着加工を施すなど感熱記録体の製造分野におけ
る各種公知技術が付加し得るものである。Paper, plastic film, synthetic paper, etc. can be used as the support, and paper is preferably used in terms of cost and coatability. In the present invention, the method of forming the recording layer is not particularly limited, and can be formed according to conventionally well-known and commonly used techniques. For example, a coating liquid for a heat-sensitive recording layer is applied onto a support using an air knife coater,
Blade coater, bar coater, gravure coater,
Examples include methods such as coating and drying using a suitable coating device such as a curtain coater. Further, the amount of the coating liquid to be applied is not particularly limited, and is generally adjusted within the range of 2 to 12 g/m<2>, preferably 2 to 8 g/m<2> in terms of dry weight. Note that it is also possible to provide an overcoat layer on the recording layer for the purpose of protecting the recording layer, etc. A protective layer may be provided on the back side of the support, or an undercoat layer may be provided between the support and the heat-sensitive recording layer. Of course, it is also possible to provide a heat-sensitive recording material, and further, various known techniques in the field of manufacturing heat-sensitive recording materials, such as applying adhesive processing, can be added.
【００１６】[0016]
【実施例】以下に実施例を挙げて本発明をより具体的に
説明するが、勿論これらに限定されるものではない。な
お、例中の部および％は、特に断らない限りそれぞれ重
量部および重量％を示す。[Examples] The present invention will be explained in more detail with reference to Examples below, but the present invention is of course not limited to these. Note that parts and % in the examples indicate parts by weight and % by weight, respectively, unless otherwise specified.
【００１７】実施例１
■ Ａ液調製
３−（Ｎ−エチル−Ｎ−イソアミル）アミノ−６−メチ
ル−７−フェニルアミノフルオラン１０部、メチルセル
ロースの５％水溶液５部、及び水４０部からなる組成物
をサンドミルで平均粒子径が１．０μｍとなるまで粉砕
した。
■ Ｂ液調製
４−ヒドロキシ安息香酸ベンジル２０部、メチルセルロ
ースの５％水溶液５部及び水５５部からなる組成物をサ
ンドミルで平均粒子径が１．５μｍとなるまで粉砕した
。Example 1 ■ Preparation of Solution A 3 Consists of 10 parts of -(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane, 5 parts of a 5% aqueous solution of methylcellulose, and 40 parts of water. The composition was ground with a sand mill until the average particle size was 1.0 μm. (2) Preparation of Solution B A composition consisting of 20 parts of benzyl 4-hydroxybenzoate, 5 parts of a 5% aqueous solution of methyl cellulose, and 55 parts of water was ground in a sand mill until the average particle size was 1.5 μm.
【００１８】■ Ｃ液調製
２，２′−メチレンビス（４，６−ジ−ｔｅｒｔ−ブチ
ルフェニル）フォスフェイトのナトリウム塩３部、メチ
ルセルロースの５％水溶液３部、及び水２５部からなる
組成物をサンドミルで平均粒子径が１．５μｍとなるま
で粉砕した。
■ 記録層の形成
Ａ液５５部、Ｂ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液を得た。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。■ Preparation of Solution C A composition consisting of 3 parts of sodium salt of 2,2'-methylenebis(4,6-di-tert-butylphenyl) phosphate, 3 parts of a 5% aqueous solution of methylcellulose, and 25 parts of water was prepared. It was ground with a sand mill until the average particle size was 1.5 μm. ■ Formation of recording layer 55 parts of liquid A, 80 parts of liquid B, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was obtained by mixing and stirring 15 parts of 20% polyvinyl alcohol aqueous solution and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００１９】実施例２
Ｃ液調製において、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのナト
リウム塩の代わりに、２，２′−メチレンビス（４，６
−ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトを用
いた以外は実施例１と同様にして感熱記録紙を得た。Example 2 In preparing liquid C, 2,2'-methylenebis(4,6-
Instead of the sodium salt of di-tert-butylphenyl) phosphate, 2,2'-methylenebis(4,6
A thermosensitive recording paper was obtained in the same manner as in Example 1 except that -di-tert-butylphenyl) phosphate was used.
【００２０】実施例３
Ｃ液調製において、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのナト
リウム塩の代わりに、２，２′−メチレンビス（４，６
−ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのカ
リウム塩を用いた以外は実施例１と同様にして感熱記録
紙を得た。Example 3 In preparing liquid C, 2,2'-methylenebis(4,6-
Instead of the sodium salt of di-tert-butylphenyl) phosphate, 2,2'-methylenebis(4,6
A thermosensitive recording paper was obtained in the same manner as in Example 1 except that potassium salt of -di-tert-butylphenyl) phosphate was used.
【００２１】実施例４
■ Ｄ液調製
３−（Ｎ−エチル−Ｎ−イソアミル）アミノ−６−メチ
ル−７−フェニルアミノフルオラン１０部、１，２−ビ
ス（３−メチルフェノキシ）エタン２５部、メチルセル
ロースの５％水溶液５部、及び水５０部からなる組成物
をサンドミルで平均粒子径が１．０μｍとなるまで粉砕
した。
■ Ｅ液調製
４，４′−イソプロピリデンジフェノール２０部、メチ
ルセルロースの５％水溶液５部、及び水５５部からなる
組成物をサンドミルで平均粒子径が１．５μｍとなるま
で粉砕した。Example 4 ■ Preparation of Solution D 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane 10 parts, 1,2-bis(3-methylphenoxy)ethane 25 parts A composition consisting of 5 parts of a 5% aqueous solution of methyl cellulose, and 50 parts of water was ground with a sand mill until the average particle size was 1.0 μm. (2) Preparation of Liquid E A composition consisting of 20 parts of 4,4'-isopropylidenediphenol, 5 parts of a 5% aqueous solution of methylcellulose, and 55 parts of water was ground in a sand mill until the average particle size was 1.5 μm.
【００２２】■ Ｆ液調製
２，２′−メチレンビス（４，６−ジ−ｔｅｒｔ−ブチ
ルフェニル）フォスフェイトのナトリウム塩とシリカの
混合物（混合比率：６０／４０）６部、メチルセルロー
スの５％水溶液３部、及び水２５部からなる組成物をサ
ンドミルで平均粒子径が１．５μｍとなるまで粉砕した
。
■ 記録層の形成
Ｄ液９０部、Ｅ液８０部、Ｆ液３４部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。■Preparation of liquid F 6 parts of a mixture of sodium salt of 2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate and silica (mixing ratio: 60/40), 5% aqueous solution of methylcellulose A composition consisting of 3 parts and 25 parts of water was ground in a sand mill until the average particle size was 1.5 μm. ■ Formation of recording layer 90 parts of liquid D, 80 parts of liquid E, 34 parts of liquid F, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００２３】実施例５
Ｆ液調製において、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのナト
リウム塩とシリカの混合物（混合比率：６０／４０）の
代わりに、２，２′−メチレンビス（４，６−ジ−ｔｅ
ｒｔ−ブチルフェニル）フォスフェイトとシリカの混合
物（混合比率：６０／４０）を用いた以外は実施例４と
同様にして感熱記録紙を得た。Example 5 In preparing liquid F, 2,2'-methylenebis(4,6-
Instead of a mixture of sodium salt of di-tert-butylphenyl) phosphate and silica (mixing ratio: 60/40), 2,2'-methylenebis(4,6-di-te
A thermosensitive recording paper was obtained in the same manner as in Example 4, except that a mixture of rt-butylphenyl) phosphate and silica (mixing ratio: 60/40) was used.
【００２４】実施例６
Ｅ液調製において、４，４′−イソプロピリデンジフェ
ノールの代わりに、４−ヒドロキシ−４′−イソプロポ
キシジフェニルスルホンを用いた以外は実施例４と同様
に行って感熱記録紙を得た。Example 6 The same procedure as in Example 4 was carried out except that 4-hydroxy-4'-isopropoxydiphenyl sulfone was used instead of 4,4'-isopropylidenediphenol in the preparation of liquid E, and thermal recording was carried out. Got paper.
【００２５】実施例７
Ａ液調製において、３−（Ｎ−エチル−Ｎ−イソアミル
）アミノ−６−メチル−７−フェニルアミノフルオラン
の代わりに、３−ジ−ｎ−ブチルアミノ−６−メチル−
７−フェニルアミノフルオランを用いた以外は実施例１
と同様にして感熱記録紙を得た。Example 7 In the preparation of Solution A, 3-di-n-butylamino-6-methyl was used instead of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane. −
Example 1 except that 7-phenylaminofluorane was used.
A thermosensitive recording paper was obtained in the same manner as above.
【００２６】実施例８
■ Ｇ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、１，２−ビス（３−メチルフ
ェノキシ）エタン２５部、メチルセルロースの５％水溶
液５部、及び水５０部からなる組成物をサンドミルで平
均粒子径が１．０μｍとなるまで粉砕した。
■ 記録層の形成
Ｇ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 8 ■ Preparation of G solution 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 25 parts of 1,2-bis(3-methylphenoxy)ethane, 5 parts of methylcellulose A composition consisting of 5 parts of % aqueous solution and 50 parts of water was ground with a sand mill until the average particle size was 1.0 μm. ■ Formation of recording layer 90 parts of liquid G, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００２７】実施例９
実施例８において、Ｃ液３１部の代わりにＦ液３４部を
使用した以外は実施例８と同様に実施して感熱記録紙を
得た。Example 9 A thermosensitive recording paper was obtained in the same manner as in Example 8, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００２８】実施例１０
■ Ｈ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、１，２−ビス（フェノキシ）
エタン２５部、メチルセルロースの５％水溶液５部、及
び水５０部からなる組成物をサンドミルで平均粒子径が
１．０μｍとなるまで粉砕した。
■ 記録層の形成
Ｈ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 10 ■ Preparation of H solution 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 1,2-bis(phenoxy)
A composition consisting of 25 parts of ethane, 5 parts of a 5% aqueous solution of methyl cellulose, and 50 parts of water was ground with a sand mill until the average particle size was 1.0 μm. ■ Formation of recording layer 90 parts of liquid H, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００２９】実施例１１
実施例１０において、Ｃ液３１部の代わりにＦ液３４部
を使用した以外は実施例１０と同様に実施して感熱記録
紙を得た。Example 11 A thermosensitive recording paper was obtained in the same manner as in Example 10, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００３０】実施例１２
■ Ｉ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、シュウ酸ジベンジルエステル
２５部、メチルセルロースの５％水溶液５部、及び水５
０部からなる組成物をサンドミルで平均粒子径が１．０
μｍとなるまで粉砕した。
■ 記録層の形成
Ｉ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 12 ■ Preparation of liquid I 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 25 parts of dibenzyl oxalate, 5 parts of a 5% aqueous solution of methylcellulose, and water. 5
A composition consisting of 0 parts was sand milled to an average particle size of 1.0 parts.
It was ground to a size of μm. ■ Formation of recording layer 90 parts of liquid I, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００３１】実施例１３
実施例１２において、Ｃ液３１部の代わりにＦ液３４部
を使用した以外は実施例１２と同様に実施して感熱記録
紙を得た。Example 13 A thermosensitive recording paper was obtained in the same manner as in Example 12, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００３２】実施例１４
■ Ｊ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、シュウ酸ジ（４−メチルベン
ジル）エステル２５部、メチルセルロースの５％水溶液
５部、及び水５０部からなる組成物をサンドミルで平均
粒子径が１．０μｍとなるまで粉砕した。
■ 記録層の形成
Ｊ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 14 ■ Preparation of J solution 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 25 parts of oxalic acid di(4-methylbenzyl) ester, and 5% aqueous solution of methylcellulose. A composition consisting of 5 parts and 50 parts of water was ground in a sand mill until the average particle size was 1.0 μm. ■ Formation of recording layer 90 parts of liquid J, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００３３】実施例１５
実施例１４において、Ｃ液３１部の代わりにＦ液３４部
を使用した以外は実施例１４と同様に実施して感熱記録
紙を得た。Example 15 A thermosensitive recording paper was obtained in the same manner as in Example 14, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００３４】実施例１６
■ Ｋ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、１−（２−メチルフェノキシ
）−２−（４−メトキシフェノキシ）エタン２５部、メ
チルセルロースの５％水溶液５部、及び水５０部からな
る組成物をサンドミルで平均粒子径が１．０μｍとなる
まで粉砕した。
■ 記録層の形成
Ｋ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 16 ■ Preparation of K solution 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 1-(2-methylphenoxy)-2-(4-methoxyphenoxy)ethane A composition consisting of 25 parts of methyl cellulose, 5 parts of a 5% aqueous solution of methyl cellulose, and 50 parts of water was ground with a sand mill until the average particle size was 1.0 μm. ■ Formation of recording layer 90 parts of liquid K, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００３５】実施例１７
実施例１６において、Ｃ液３１部の代わりにＦ液３４部
を使用した以外は実施例１６と同様に実施して感熱記録
紙を得た。Example 17 A thermosensitive recording paper was obtained in the same manner as in Example 16, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００３６】実施例１８
■ Ｌ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、ｐ−ベンジルビフェニル２５
部、メチルセルロースの５％水溶液５部、及び水５０部
からなる組成物をサンドミルで平均粒子径が１．０μｍ
となるまで粉砕した。
■ 記録層の形成
Ｌ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 18 ■ Preparation of L solution 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 25 parts of p-benzylbiphenyl
1 part, 5 parts of a 5% aqueous solution of methylcellulose, and 50 parts of water were milled with a sand mill to an average particle size of 1.0 μm.
It was crushed until it was. ■ Formation of recording layer 90 parts of liquid L, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００３７】実施例１９
実施例１８において、Ｃ液３１部の代わりにＦ液３４部
を使用した以外は実施例１８と同様に実施して感熱記録
紙を得た。Example 19 A thermosensitive recording paper was obtained in the same manner as in Example 18, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００３８】実施例２０
■ Ｍ液調製
３−ジ−ｎ−ブチルアミノ−６−メチル−７−フェニル
アミノフルオラン１０部、１，５−ビス（４−メトキシ
フェノキシ）−３−オキサ−ペンタン２５部、メチルセ
ルロースの５％水溶液５部、及び水５０部からなる組成
物をサンドミルで平均粒子径が１．０μｍとなるまで粉
砕した。
■ 記録層の形成
Ｍ液９０部、Ｅ液８０部、Ｃ液３１部、酸化珪素顔料（
吸油量１８０ｍｌ／１００ｇ）１５部、２０％ポリビニ
ルアルコール水溶液５０部、水１０部を混合攪拌して塗
液とした。得られた塗液を坪量５０ｇ／ｍ２ の原紙の
上に乾燥後の塗布量が６ｇ／ｍ２ となるように塗布乾
燥して感熱記録紙を得た。Example 20 ■ Preparation of M solution 10 parts of 3-di-n-butylamino-6-methyl-7-phenylaminofluorane, 25 parts of 1,5-bis(4-methoxyphenoxy)-3-oxa-pentane 1 part, 5 parts of a 5% aqueous solution of methyl cellulose, and 50 parts of water was ground in a sand mill until the average particle size was 1.0 μm. ■ Formation of recording layer 90 parts of liquid M, 80 parts of liquid E, 31 parts of liquid C, silicon oxide pigment (
A coating liquid was prepared by mixing and stirring 15 parts of oil absorption (180 ml/100 g), 50 parts of a 20% polyvinyl alcohol aqueous solution, and 10 parts of water. The obtained coating liquid was applied onto a base paper having a basis weight of 50 g/m 2 so that the coating weight after drying was 6 g/m 2 and dried to obtain a heat-sensitive recording paper.
【００３９】実施例２１
実施例２０において、Ｃ液３１部の代わりにＦ液３４部
を使用した以外は実施例２０と同様に実施して感熱記録
紙を得た。Example 21 A thermosensitive recording paper was obtained in the same manner as in Example 20, except that 34 parts of liquid F was used instead of 31 parts of liquid C.
【００４０】実施例２２
実施例１４の記録層の形成において、酸化珪素顔料の代
わりに軽質炭酸カルシウム（吸油量９０ｍｌ／１００ｇ
）を使用した以外は実施例１４と同様にして感熱記録紙
を得た。Example 22 In forming the recording layer of Example 14, light calcium carbonate (oil absorption: 90 ml/100 g) was used instead of the silicon oxide pigment.
) was used in the same manner as in Example 14 to obtain thermal recording paper.
【００４１】実施例２３
Ｃ液調製において、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのナト
リウム塩の代わりに、２，２′−メチレンビス（４，６
−ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのア
ンモニウム塩を使用した以外は実施例１４と同様にして
感熱記録紙を得た。Example 23 In preparing liquid C, 2,2'-methylenebis(4,6-
Instead of the sodium salt of di-tert-butylphenyl) phosphate, 2,2'-methylenebis(4,6
A thermosensitive recording paper was obtained in the same manner as in Example 14 except that ammonium salt of -di-tert-butylphenyl) phosphate was used.
【００４２】実施例２４
実施例８において、Ｃ液の使用量を１０部とした以外は
全く同様に行って感熱記録紙を得た。Example 24 A thermosensitive recording paper was obtained in exactly the same manner as in Example 8 except that the amount of liquid C used was 10 parts.
【００４３】実施例２５
実施例８において、Ｃ液の使用量を６０部とした以外は
全く同様に行って感熱記録紙を得た。Example 25 A thermosensitive recording paper was obtained in exactly the same manner as in Example 8 except that the amount of liquid C used was 60 parts.
【００４４】実施例２６
実施例８において、Ｃ液の使用量を１００部とした以外
は同様に行って感熱記録紙を得た。Example 26 A thermosensitive recording paper was obtained in the same manner as in Example 8 except that the amount of liquid C used was changed to 100 parts.
【００４５】実施例２７
実施例４の記録層の形成において、Ｄ液９０部の代わり
にＡ液５５部を使用した以外は実施例４と同様にして感
熱記録紙を得た。Example 27 A thermosensitive recording paper was obtained in the same manner as in Example 4, except that 55 parts of Liquid A was used instead of 90 parts of Liquid D in forming the recording layer in Example 4.
【００４６】比較例１
Ｃ液を使用しなかった以外は実施例１と同様にして感熱
記録紙を得た。
比較例２
Ｆ液を使用しなかった以外は実施例４と同様にして感熱
記録紙を得た。Comparative Example 1 A thermosensitive recording paper was obtained in the same manner as in Example 1 except that liquid C was not used. Comparative Example 2 A thermosensitive recording paper was obtained in the same manner as in Example 4 except that liquid F was not used.
【００４７】比較例３
Ｆ液を使用しなかった以外は実施例６と同様にして感熱
記録紙を得た。
比較例４
Ｃ液を使用しなかった以外は実施例７と同様にして感熱
記録紙を得た。Comparative Example 3 A thermosensitive recording paper was obtained in the same manner as in Example 6 except that liquid F was not used. Comparative Example 4 A thermosensitive recording paper was obtained in the same manner as in Example 7 except that liquid C was not used.
【００４８】比較例５
Ｃ液を使用しなかった以外は実施例８と同様にして感熱
記録紙を得た。
比較例６
Ｃ液を使用しなかった以外は実施例１０と同様にして感
熱記録紙を得た。Comparative Example 5 A thermosensitive recording paper was obtained in the same manner as in Example 8 except that liquid C was not used. Comparative Example 6 A thermal recording paper was obtained in the same manner as in Example 10 except that liquid C was not used.
【００４９】比較例７
Ｃ液を使用しなかった以外は実施例１２と同様にして感
熱記録紙を得た。
比較例８
Ｃ液調製において、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのナト
リウム塩の代わりに、１，１，３−トリス（２−メチル
−４−ヒドロキシ−５−ｔｅｒｔ−ブチルフェニル）ブ
タンを用いた以外は、実施例８と同様にして感熱記録紙
を得た。
比較例９
Ｃ液調製において、２，２′−メチレンビス（４，６−
ジ−ｔｅｒｔ−ブチルフェニル）フォスフェイトのナト
リウム塩の代わりに、４，４′−ブチリデンビス（６−
ｔｅｒｔ−ブチル−ｍ−クレゾール）を用いた以外は、
実施例８と同様にして感熱記録紙を得た。Comparative Example 7 A thermosensitive recording paper was obtained in the same manner as in Example 12 except that liquid C was not used. Comparative Example 8 In preparing liquid C, 2,2'-methylenebis(4,6-
Example 8 except that 1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane was used instead of the sodium salt of di-tert-butylphenyl) phosphate. A thermosensitive recording paper was obtained in the same manner. Comparative Example 9 In preparing liquid C, 2,2'-methylenebis(4,6-
Instead of the sodium salt of di-tert-butylphenyl) phosphate, 4,4'-butylidene bis(6-
tert-butyl-m-cresol) was used.
A thermosensitive recording paper was obtained in the same manner as in Example 8.
【００５０】実施例２８
Ｄ液調製において、３−（Ｎ−エチル−Ｎ−イソアミル
）アミノ−６−メチル−７−フェニルアミノフルオラン
の代わりに、３−シクロヘキシルアミノ−６−クロロフ
ルオラン用いた以外は実施例４と同様にして感熱記録体
を得た。Example 28 In the preparation of Solution D, 3-cyclohexylamino-6-chlorofluorane was used instead of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane. A thermosensitive recording material was obtained in the same manner as in Example 4 except for this.
【００５１】実施例２９
Ｄ液調製において、３−（Ｎ−エチル−Ｎ−イソアミル
）アミノ−６−メチル−７−フェニルアミノフルオラン
の代わりにロ−ダミン−Ｂ−アニリノラクタムを用い、
Ｅ液調製において、４，４′−イソプロピリデンジフェ
ノールの代わりに、４−ヒドロキシ−４′−イソプロポ
キシジフェニルスルホンを用いた以外は実施例４と同様
にして感熱記録体を得た。Example 29 In the preparation of Solution D, rhodamine-B-anilinolactam was used instead of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane,
A thermosensitive recording material was obtained in the same manner as in Example 4, except that 4-hydroxy-4'-isopropoxydiphenyl sulfone was used in place of 4,4'-isopropylidene diphenol in preparing liquid E.
【００５２】実施例３０
Ｄ液調製において、３−（Ｎ−エチル−Ｎ−イソアミル
）アミノ−６−メチル−７−フェニルアミノフルオラン
の代わりに３−ジエチルアミノ−７−クロロフルオラン
を用いた以外は実施例４と同様にして感熱記録体を得た
。Example 30 In the preparation of Solution D, 3-diethylamino-7-chlorofluorane was used instead of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane. A thermosensitive recording material was obtained in the same manner as in Example 4.
【００５３】実施例３１
Ｄ液調製において、３−（Ｎ−エチル−Ｎ−イソアミル
）アミノ−６−メチル−７−フェニルアミノフルオラン
の代わりに３，３−ビス（ｐ−ジメチルアミノフェニル
）−６−ジメチルアミノフタリドを用いた以外は実施例
４と同様にして感熱記録体を得た。Example 31 In the preparation of Solution D, 3,3-bis(p-dimethylaminophenyl)- was used instead of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane. A thermosensitive recording material was obtained in the same manner as in Example 4 except that 6-dimethylaminophthalide was used.
【００５４】比較例１０
Ｆ液を使用しなかった以外は，実施例２８と同様にして
感熱記録体を得た。Comparative Example 10 A thermosensitive recording material was obtained in the same manner as in Example 28, except that liquid F was not used.
【００５５】比較例１１
Ｆ液を使用しなかった以外は、実施例２９と同様にして
感熱記録体を得た。Comparative Example 11 A thermosensitive recording material was obtained in the same manner as in Example 29, except that liquid F was not used.
【００５６】比較例１２
Ｆ液を使用しなかった以外は，実施例３０と同様にして
感熱記録体を得た。Comparative Example 12 A thermosensitive recording material was obtained in the same manner as in Example 30, except that liquid F was not used.
【００５７】比較例１３
Ｆ液を使用しなかった以外は，実施例３１と同様にして
感熱記録体を得た。Comparative Example 13 A thermosensitive recording material was obtained in the same manner as in Example 31, except that liquid F was not used.
【００５８】かくして得られた４４種類の感熱記録紙に
ついて、以下の方法で評価し、その結果を〔表１〕、〔
表２〕及び〔表３〕に示した。The 44 types of thermal recording paper thus obtained were evaluated using the following method, and the results are shown in [Table 1] and [Table 1].
Table 2] and [Table 3].
【００５９】〔記録濃度〕感熱記録紙を感熱ファクシミ
リ（パナファックスＵＦ−６０，松下電送社製）により
記録し、その記録濃度（Ｄ１）をマクベス濃度計（ＲＤ
−９１４型，マクス社製）にて測定した。なお、マクベ
ス濃度計による記録濃度の測定は、実施例１〜２７及び
比較例１〜９はヴィジュアルフィルターを、実施例２８
〜３０及び比較例１０〜１２は赤用フィルターを、実施
例３１及び比較例１３は青用フィルターをそれぞれ使用
して測定した。[Recording Density] Recording was performed on thermal recording paper using a thermal facsimile (Panafax UF-60, manufactured by Matsushita Electric Transmission Co., Ltd.), and the recording density (D1) was measured using a Macbeth densitometer (RD).
-914 model, manufactured by Max Corporation). The recording density was measured using a Macbeth densitometer using a visual filter in Examples 1 to 27 and Comparative Examples 1 to 9, and in Example 28.
-30 and Comparative Examples 10 to 12 were measured using a red filter, and Example 31 and Comparative Example 13 were measured using a blue filter.
【００６０】〔記録像の耐湿性〕印字後の感熱記録紙を
４０℃，９０％ＲＨの雰囲気中に２４時間放置した後、
マクベス濃度計を用いて再度記録濃度（Ｄ２）を測定し
た。
また、下記式により記濃度残存率（％）を求めた。
記録濃度残存率＝（Ｄ２ ／Ｄ１ ）×１００[Moisture resistance of recorded image] After the printed thermal recording paper was left in an atmosphere of 40° C. and 90% RH for 24 hours,
The recorded density (D2) was measured again using the Macbeth densitometer. In addition, the concentration residual rate (%) was determined using the following formula. Recording density residual rate=(D2/D1)×100
【００６
１】〔記録像の耐熱性〕印字後の感熱記録紙を６０℃，
１０％ＲＨの雰囲気下に２４時間放置した後、マクベス
濃度計を用いて再度印字部の記録濃度（Ｄ３）を測定し
た。また、下記式より記録濃度残存率（％）を求めた。
記録濃度残存率＝（Ｄ３ ／Ｄ１ ）×１００006
1] [Heat resistance of recorded image] Heat-sensitive recording paper after printing at 60℃,
After leaving it in an atmosphere of 10% RH for 24 hours, the recording density (D3) of the printed area was measured again using a Macbeth densitometer. In addition, the recording density remaining rate (%) was determined from the following formula. Recording density residual rate=(D3/D1)×100
【００６
２】〔白色度〕印字前の感熱記録紙の白色度をハンター
白色度計で測定した。006
2] [Whiteness] The whiteness of the thermal recording paper before printing was measured using a Hunter whiteness meter.
【００６３】〔カブリ発色〕感熱記録紙を４０℃，９０
％ＲＨの雰囲気中、又は、６０℃，１０％ＲＨの雰囲気
中にそれぞれ２４時間放置した後、それぞれマクベス濃
度計を用いて白紙部分のカブリ発色濃度を測定した。な
お、〔表１〕、〔表２〕及び〔表３〕には、４０℃，９
０％ＲＨの雰囲気下で処理した時のカブリ発色濃度をＦ
１ として表示し、また、６０℃，１０％ＲＨの雰囲気
下で処理した時のカブリ発色濃度をＦ２ として表示し
た。[Fog color development] Heat sensitive recording paper at 40°C and 90°C.
% RH or in an atmosphere of 60° C. and 10% RH for 24 hours, respectively, and then the fog color density of the white paper portion was measured using a Macbeth densitometer. In addition, in [Table 1], [Table 2] and [Table 3], 40℃, 9
The fog color density when processed in an atmosphere of 0%RH is
1, and the fogging color density when processed in an atmosphere of 60° C. and 10% RH was expressed as F2.
【００６４】[0064]
【表１】[Table 1]
【００６５】[0065]
【表２】[Table 2]
【００６６】[0066]
【表３】[Table 3]
【００６７】[0067]
【発明の効果】表の結果から明らかなように、本発明の
感熱記録体は記録像の保存安定性に優れ、しかも保存性
の改良に伴うカブリを殆ど生ずることのない優れた記録
体であった。[Effects of the Invention] As is clear from the results in the table, the heat-sensitive recording material of the present invention has excellent storage stability of recorded images, and is an excellent recording material that hardly causes fogging due to improved storage stability. Ta.
Claims (1)
料と呈色剤を含有する感熱記録層を設けた感熱記録体に
おいて、感熱記録層中に下記一般式〔化１〕で表される
化合物の少なくとも一種を含有せしめたことを特徴とす
る感熱記録体。 【化１】 〔式中、Ｒはｔｅｒｔ−ブチル基を示し、Ｘは水素原子
、アンモニウムまたはアルカリ金属原子を示す。〕【請
求項２】一般式〔化１〕において、Ｘが水素原子、ナト
リウム原子またはカリウム原子である請求項１記載の感
熱記録体。 【請求項３】感熱記録層中に、さらに熱可融性物質を含
有せしめた請求項１記載の感熱記録体。 【請求項４】熱可融性物質が、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）エ
タン、１−（２−メチルフェノキシ）−２−（４−メト
キシフェノキシ）エタン、シュウ酸ジベンジルエステル
、シュウ酸ジ（４−メチルベンジル）エステル、シュウ
酸ジ（４−クロロベンジル）エステル、ｐ−ベンジルビ
フェニル、ｐ−（４−トリルオキシ）ビフェニル、およ
び１，５−ビス（４−メトキシフェノキシ）−３−オキ
サ−ペンタンから選ばれる少なくとも一種である請求項
３記載の感熱記録体。[Scope of Claim] [Claim 1] A heat-sensitive recording material in which a heat-sensitive recording layer containing a colorless or light-colored basic dye and a coloring agent is provided on a support, the heat-sensitive recording layer having the following general formula [ 1. A heat-sensitive recording material containing at least one compound represented by formula 1. embedded image [In the formula, R represents a tert-butyl group, and X represents a hydrogen atom, ammonium or an alkali metal atom. [Claim 2] The heat-sensitive recording material according to Claim 1, wherein in the general formula [Formula 1], X is a hydrogen atom, a sodium atom or a potassium atom. 3. The heat-sensitive recording material according to claim 1, wherein the heat-sensitive recording layer further contains a thermofusible substance. 4. The thermofusible substance is 1,2-bis(3-methylphenoxy)ethane, 1,2-bis(phenoxy)ethane, 1-(2-methylphenoxy)-2-(4-methoxy) phenoxy)ethane, oxalic acid dibenzyl ester, oxalic acid di(4-methylbenzyl) ester, oxalic acid di(4-chlorobenzyl) ester, p-benzylbiphenyl, p-(4-tolyloxy)biphenyl, and 1,5 4. The heat-sensitive recording material according to claim 3, which is at least one member selected from -bis(4-methoxyphenoxy)-3-oxa-pentane.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3249924A JP3063285B2 (en) | 1990-09-29 | 1991-09-27 | Thermal recording medium |
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP26123690 | 1990-09-29 | ||
| JP40846090 | 1990-12-27 | ||
| JP3-59052 | 1991-03-22 | ||
| JP2-261236 | 1991-03-22 | ||
| JP2-408460 | 1991-03-22 | ||
| JP5905291 | 1991-03-22 | ||
| JP3249924A JP3063285B2 (en) | 1990-09-29 | 1991-09-27 | Thermal recording medium |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH04357077A true JPH04357077A (en) | 1992-12-10 |
| JP3063285B2 JP3063285B2 (en) | 2000-07-12 |
Family
ID=27463719
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3249924A Expired - Fee Related JP3063285B2 (en) | 1990-09-29 | 1991-09-27 | Thermal recording medium |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3063285B2 (en) |
-
1991
- 1991-09-27 JP JP3249924A patent/JP3063285B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP3063285B2 (en) | 2000-07-12 |
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