JPH02194994A - Thermal recording material - Google Patents
Thermal recording materialInfo
- Publication number
- JPH02194994A JPH02194994A JP1013675A JP1367589A JPH02194994A JP H02194994 A JPH02194994 A JP H02194994A JP 1013675 A JP1013675 A JP 1013675A JP 1367589 A JP1367589 A JP 1367589A JP H02194994 A JPH02194994 A JP H02194994A
- Authority
- JP
- Japan
- Prior art keywords
- heat
- sensitive recording
- recording material
- integer
- parts
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims abstract description 66
- 239000000049 pigment Substances 0.000 claims abstract description 19
- 239000000981 basic dye Substances 0.000 claims abstract description 11
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical class C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000975 dye Substances 0.000 claims abstract description 10
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims abstract description 4
- 238000010521 absorption reaction Methods 0.000 claims description 21
- 239000003086 colorant Substances 0.000 claims description 12
- 239000000126 substance Substances 0.000 claims description 12
- 238000004040 coloring Methods 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000004014 plasticizer Substances 0.000 abstract description 8
- 150000001875 compounds Chemical class 0.000 abstract description 7
- 230000000694 effects Effects 0.000 abstract description 7
- 238000011282 treatment Methods 0.000 abstract description 5
- 238000000576 coating method Methods 0.000 description 42
- 239000010410 layer Substances 0.000 description 42
- 239000011248 coating agent Substances 0.000 description 41
- 239000007788 liquid Substances 0.000 description 41
- 239000003921 oil Substances 0.000 description 22
- 238000001035 drying Methods 0.000 description 20
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 17
- 238000001454 recorded image Methods 0.000 description 17
- 239000000243 solution Substances 0.000 description 17
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 16
- 238000002360 preparation method Methods 0.000 description 15
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- -1 diatom Chemical compound 0.000 description 14
- 229920002451 polyvinyl alcohol Polymers 0.000 description 14
- 239000005995 Aluminium silicate Substances 0.000 description 9
- 235000012211 aluminium silicate Nutrition 0.000 description 9
- 239000007864 aqueous solution Substances 0.000 description 9
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 9
- 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 9
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- 229910000019 calcium carbonate Inorganic materials 0.000 description 8
- 150000003839 salts Chemical class 0.000 description 8
- 239000002609 medium Substances 0.000 description 7
- 239000011241 protective layer Substances 0.000 description 7
- RLTACIWKRKVZKZ-UHFFFAOYSA-N 2-[[4-[4-(oxiran-2-ylmethoxy)phenyl]sulfonylphenoxy]methyl]oxirane Chemical compound C=1C=C(OCC2OC2)C=CC=1S(=O)(=O)C(C=C1)=CC=C1OCC1CO1 RLTACIWKRKVZKZ-UHFFFAOYSA-N 0.000 description 6
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 6
- 238000002156 mixing Methods 0.000 description 6
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- 238000003756 stirring Methods 0.000 description 6
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- 239000011230 binding agent Substances 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
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- 239000001923 methylcellulose Substances 0.000 description 5
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- 239000002245 particle Substances 0.000 description 5
- 239000001993 wax Substances 0.000 description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 4
- 229910000040 hydrogen fluoride Inorganic materials 0.000 description 4
- 239000004576 sand Substances 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- XCSGHNKDXGYELG-UHFFFAOYSA-N 2-phenoxyethoxybenzene Chemical compound C=1C=CC=CC=1OCCOC1=CC=CC=C1 XCSGHNKDXGYELG-UHFFFAOYSA-N 0.000 description 3
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 3
- 241001474374 Blennius Species 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 3
- 239000012752 auxiliary agent Substances 0.000 description 3
- 229910052791 calcium Inorganic materials 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 239000004927 clay Substances 0.000 description 3
- 239000001023 inorganic pigment Substances 0.000 description 3
- 150000003951 lactams Chemical class 0.000 description 3
- 230000007774 longterm Effects 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
- 229920000573 polyethylene Polymers 0.000 description 3
- 235000019698 starch Nutrition 0.000 description 3
- UGRMITBWUVWUEB-UHFFFAOYSA-N 1-$l^{1}-oxidanyl-3-methylbenzene Chemical group CC1=CC=CC([O])=C1 UGRMITBWUVWUEB-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
- ZTILAOCGFRDHBH-UHFFFAOYSA-N 4-(4-propan-2-yloxyphenyl)sulfonylphenol Chemical compound C1=CC(OC(C)C)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 ZTILAOCGFRDHBH-UHFFFAOYSA-N 0.000 description 2
- NPFYZDNDJHZQKY-UHFFFAOYSA-N 4-Hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 NPFYZDNDJHZQKY-UHFFFAOYSA-N 0.000 description 2
- 244000215068 Acacia senegal Species 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- 229920000084 Gum arabic Polymers 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
- 239000004743 Polypropylene Substances 0.000 description 2
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-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
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 2
- 239000006096 absorbing agent Substances 0.000 description 2
- 239000000205 acacia gum Substances 0.000 description 2
- 235000010489 acacia gum Nutrition 0.000 description 2
- 125000002339 acetoacetyl group Chemical group O=C([*])C([H])([H])C(=O)C([H])([H])[H] 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 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
- 230000000740 bleeding effect Effects 0.000 description 2
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 2
- 235000013539 calcium stearate Nutrition 0.000 description 2
- 239000008116 calcium stearate Substances 0.000 description 2
- 239000004203 carnauba wax Substances 0.000 description 2
- 235000013869 carnauba wax Nutrition 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000008119 colloidal silica Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- JJXVDRYFBGDXOU-UHFFFAOYSA-N dimethyl 4-hydroxybenzene-1,2-dicarboxylate Chemical compound COC(=O)C1=CC=C(O)C=C1C(=O)OC JJXVDRYFBGDXOU-UHFFFAOYSA-N 0.000 description 2
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 2
- YHAIUSTWZPMYGG-UHFFFAOYSA-L disodium;2,2-dioctyl-3-sulfobutanedioate Chemical compound [Na+].[Na+].CCCCCCCCC(C([O-])=O)(C(C([O-])=O)S(O)(=O)=O)CCCCCCCC YHAIUSTWZPMYGG-UHFFFAOYSA-L 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000295 fuel oil Substances 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 239000000314 lubricant Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 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
- 239000012860 organic pigment Substances 0.000 description 2
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 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
- 230000035945 sensitivity Effects 0.000 description 2
- 239000000454 talc Substances 0.000 description 2
- 229910052623 talc Inorganic materials 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- 229920003169 water-soluble polymer Polymers 0.000 description 2
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 2
- FTEYESKEGOVPNV-UHFFFAOYSA-N (2-chlorophenyl) 4-hydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OC1=CC=CC=C1Cl FTEYESKEGOVPNV-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
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-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
- WSWPHHNIHLTAHB-UHFFFAOYSA-N 1-ethoxy-4-methylbenzene Chemical compound CCOC1=CC=C(C)C=C1 WSWPHHNIHLTAHB-UHFFFAOYSA-N 0.000 description 1
- 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 description 1
- XZVMMJJKLCWXRK-UHFFFAOYSA-N 1-methyl-4-(2-phenoxyethoxy)benzene Chemical compound C1=CC(C)=CC=C1OCCOC1=CC=CC=C1 XZVMMJJKLCWXRK-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
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 description 1
- WFNXYMSIAASORV-UHFFFAOYSA-N 2-[1-(2-hydroxyphenyl)cyclohexyl]phenol Chemical compound OC1=CC=CC=C1C1(C=2C(=CC=CC=2)O)CCCCC1 WFNXYMSIAASORV-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
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- KJZKHZUBYQCLAD-UHFFFAOYSA-N 2-tert-butyl-4-[1-(3-tert-butyl-4-hydroxyphenyl)butyl]phenol Chemical compound C=1C=C(O)C(C(C)(C)C)=CC=1C(CCC)C1=CC=C(O)C(C(C)(C)C)=C1 KJZKHZUBYQCLAD-UHFFFAOYSA-N 0.000 description 1
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 1
- GPNYZBKIGXGYNU-UHFFFAOYSA-N 2-tert-butyl-6-[(3-tert-butyl-5-ethyl-2-hydroxyphenyl)methyl]-4-ethylphenol Chemical compound CC(C)(C)C1=CC(CC)=CC(CC=2C(=C(C=C(CC)C=2)C(C)(C)C)O)=C1O GPNYZBKIGXGYNU-UHFFFAOYSA-N 0.000 description 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
- 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
- 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
- GKCYQFKNUNDPQV-UHFFFAOYSA-N 3-methyl-2-phenylmethoxybenzoic acid Chemical compound CC1=CC=CC(C(O)=O)=C1OCC1=CC=CC=C1 GKCYQFKNUNDPQV-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
- 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
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- JSUKRBMPOXGCPR-UHFFFAOYSA-N 4-(benzenesulfonyl)phenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=CC=C1 JSUKRBMPOXGCPR-UHFFFAOYSA-N 0.000 description 1
- YBOBZZSJMAWFBX-UHFFFAOYSA-N 4-[[4-(dimethylamino)phenyl]-phenylmethoxymethyl]-n,n-dimethylaniline Chemical compound C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)OCC1=CC=CC=C1 YBOBZZSJMAWFBX-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 125000005274 4-hydroxybenzoic acid group Chemical group 0.000 description 1
- XURABDHWIADCPO-UHFFFAOYSA-N 4-prop-2-enylhepta-1,6-diene Chemical compound C=CCC(CC=C)CC=C XURABDHWIADCPO-UHFFFAOYSA-N 0.000 description 1
- KDVYCTOWXSLNNI-UHFFFAOYSA-N 4-t-Butylbenzoic acid Chemical compound CC(C)(C)C1=CC=C(C(O)=O)C=C1 KDVYCTOWXSLNNI-UHFFFAOYSA-N 0.000 description 1
- WYWMJBFBHMNECA-UHFFFAOYSA-N 6-(dimethylamino)-3,3-bis(1,2-dimethylindol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C(C3(C=4C5=CC=CC=C5N(C)C=4C)OC(=O)C=4C3=CC=C(C=4)N(C)C)=C(C)N(C)C2=C1 WYWMJBFBHMNECA-UHFFFAOYSA-N 0.000 description 1
- VUPFPYYWAFXPEE-UHFFFAOYSA-N 6-(dimethylamino)-3,3-bis(2-phenyl-1h-indol-3-yl)-2-benzofuran-1-one Chemical compound C=1C(N(C)C)=CC=C2C=1C(=O)OC2(C=1C2=CC=CC=C2NC=1C=1C=CC=CC=1)C(C1=CC=CC=C1N1)=C1C1=CC=CC=C1 VUPFPYYWAFXPEE-UHFFFAOYSA-N 0.000 description 1
- MUWBLPSPEGTPEH-UHFFFAOYSA-N 6-(dimethylamino)-3,3-bis(9-ethylcarbazol-3-yl)-2-benzofuran-1-one Chemical compound C1=CC=C2C3=CC(C4(C5=CC=C(C=C5C(=O)O4)N(C)C)C=4C=C5C6=CC=CC=C6N(C5=CC=4)CC)=CC=C3N(CC)C2=C1 MUWBLPSPEGTPEH-UHFFFAOYSA-N 0.000 description 1
- 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
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- 239000005711 Benzoic acid Substances 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
- 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
- 229920002085 Dialdehyde starch Polymers 0.000 description 1
- LQLQDKBJAIILIQ-UHFFFAOYSA-N Dibutyl terephthalate Chemical compound CCCCOC(=O)C1=CC=C(C(=O)OCCCC)C=C1 LQLQDKBJAIILIQ-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
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical group COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- 239000004716 Ethylene/acrylic acid copolymer Chemical class 0.000 description 1
- 108010010803 Gelatin Proteins 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
- 229920000877 Melamine resin Polymers 0.000 description 1
- 239000004640 Melamine resin Substances 0.000 description 1
- 229910000503 Na-aluminosilicate Inorganic materials 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 238000007754 air knife coating Methods 0.000 description 1
- HZVVJJIYJKGMFL-UHFFFAOYSA-N almasilate Chemical compound O.[Mg+2].[Al+3].[Al+3].O[Si](O)=O.O[Si](O)=O HZVVJJIYJKGMFL-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001462 antimony Chemical class 0.000 description 1
- 229960000892 attapulgite Drugs 0.000 description 1
- JPIYZTWMUGTEHX-UHFFFAOYSA-N auramine O free base Chemical compound C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 JPIYZTWMUGTEHX-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- 235000012241 calcium silicate Nutrition 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 238000003490 calendering Methods 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 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
- 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
- 229920002678 cellulose Polymers 0.000 description 1
- 235000010980 cellulose Nutrition 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- GOPWOUQJIMLDDM-UHFFFAOYSA-N dibutyl benzene-1,3-dicarboxylate Chemical compound CCCCOC(=O)C1=CC=CC(C(=O)OCCCC)=C1 GOPWOUQJIMLDDM-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 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
- 239000000945 filler Substances 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
- 229940015043 glyoxal Drugs 0.000 description 1
- 238000009499 grossing Methods 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
- 238000009413 insulation Methods 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- QTWZICCBKBYHDM-UHFFFAOYSA-N leucomethylene blue Chemical compound C1=C(N(C)C)C=C2SC3=CC(N(C)C)=CC=C3NC2=C1 QTWZICCBKBYHDM-UHFFFAOYSA-N 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 239000011976 maleic acid Substances 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
- 150000002739 metals Chemical class 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- 229960000990 monobenzone Drugs 0.000 description 1
- RQAQWBFHPMSXKR-UHFFFAOYSA-N n-(4-chlorophenyl)-3-(phosphonooxy)naphthalene-2-carboxamide Chemical compound OP(O)(=O)OC1=CC2=CC=CC=C2C=C1C(=O)NC1=CC=C(Cl)C=C1 RQAQWBFHPMSXKR-UHFFFAOYSA-N 0.000 description 1
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000010680 novolac-type phenolic resin Substances 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-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
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 229910052625 palygorskite Inorganic materials 0.000 description 1
- ZNSSPLQZSUWFJT-UHFFFAOYSA-N pentyl 4-hydroxybenzoate Chemical compound CCCCCOC(=O)C1=CC=C(O)C=C1 ZNSSPLQZSUWFJT-UHFFFAOYSA-N 0.000 description 1
- WMIWKXQBBHIBDO-UHFFFAOYSA-N phenyl 1-hydroxy-2h-naphthalene-1-carboxylate Chemical compound C1C=CC2=CC=CC=C2C1(O)C(=O)OC1=CC=CC=C1 WMIWKXQBBHIBDO-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 239000000429 sodium aluminium silicate Substances 0.000 description 1
- 235000012217 sodium aluminium silicate Nutrition 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- WOZVHXUHUFLZGK-UHFFFAOYSA-N terephthalic acid dimethyl ester Natural products COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 1
- 239000001016 thiazine dye Substances 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- MLVWCBYTEFCFSG-UHFFFAOYSA-L zinc;dithiocyanate Chemical compound [Zn+2].[S-]C#N.[S-]C#N MLVWCBYTEFCFSG-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Heat Sensitive Colour Forming Recording (AREA)
- Epoxy Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
「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。DETAILED DESCRIPTION OF THE INVENTION "Industrial Application Field" 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.
「従来の技術」
無色又は淡色の塩基性染料と有機又は無機の呈色剤との
呈色反応を利用し、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認体は良く知られている。``Prior art'' A thermal recorder utilizes a coloring reaction between a colorless or light-colored basic dye and an organic or inorganic coloring agent to obtain a recorded image by bringing both coloring substances into contact with heat. well known.
かかる感熱記録体は比較的に安価であり、また記録機器
がコンパクトでかつその保守も容易なため、ファクシミ
リや各種計算機等の記録媒体としてのみならず巾広い分
野において使用されている。Such heat-sensitive recording media are relatively inexpensive, and the recording devices are compact and easy to maintain, so they are used not only as recording media for facsimile machines and various computers, but also in a wide range of fields.
例えばその利用分野の1つとして、小売店等のP OS
(point of 5ales) システム化の拡
大に伴ってラベルとして使用されるケースが増大してい
る。For example, one of the fields of use is POS at retail stores, etc.
(Point of 5ales) With the expansion of systemization, the number of cases in which they are used as labels is increasing.
しかし、スーパーマーケット等でPOSシステムを導入
した場合、ラベルは水、ラップ類、油などに触れること
が多く、その影響で感熱ラベルの記録像(印字)が褪色
する欠陥が認められる。However, when a POS system is introduced in a supermarket or the like, the labels often come into contact with water, plastic wrap, oil, etc., which causes defects in the recorded image (print) on the heat-sensitive label that fades.
そのため、感熱記録体には耐水性、耐可塑剤性、耐油性
等の品質を備えることが要請されている。Therefore, thermal recording materials are required to have qualities such as water resistance, plasticizer resistance, and oil resistance.
従来、記録像の保存性を改良するために、感熱記録層中
に、ジフェニルスルホン誘導体を含有仕しめる方法(特
開昭62−164579号)が提案されているが、温度
、湿度における記録像の安定性は向上するものの、長時
間の可塑剤処理時の記録像のニジミによる、バーコード
の大りが生し満足すべき効果がltられていないのが現
状である。Conventionally, in order to improve the storage stability of recorded images, a method has been proposed in which a diphenyl sulfone derivative is contained in a heat-sensitive recording layer (Japanese Patent Application Laid-open No. 164579/1983). Although the stability is improved, the present situation is that satisfactory effects are not achieved because the barcode becomes larger due to blurring of the recorded image during long-term plasticizer treatment.
[発明が解決しようとする課題J
記録像の安定性に優れ、しかも耐可塑剤処理時に記録像
のニジミが生じない感熱記録体を堤1ハするごとを目的
とする。[Problem to be Solved by the Invention J] An object of the present invention is to provide a heat-sensitive recording material that has excellent stability of recorded images and does not cause bleeding of recorded images during plasticizer-resistant treatment.
[課題を解決するだめの手段」
本発明は、支持体に無色又は淡色の塩基性染料と該染料
と接触して呈色し得る呈色剤の呈色反応を利用した感熱
記録層を設りた感熱記録体において、支持体と感熱記録
層との間に吸油11 (JISに5101法)が80〜
300t:c/ 100 gである吸油性rn籾を含有
する中間層を設け、かつ該中間層中に、一般式(1)で
表されるジフェニルスルホン誘導体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 a heat-sensitive recording layer that utilizes a coloring reaction between a colorless or light-colored basic dye and a coloring agent that can change color when it comes into contact with the dye on a support. In the heat-sensitive recording material, oil absorption 11 (JIS 5101 method) between the support and the heat-sensitive recording layer is 80 to
300t:c/100g of oil-absorbing rn rice grains, and the intermediate layer contains a diphenylsulfone derivative represented by the general formula (1). It is the body.
、y″″;1−0−<°”h)、−0−(“112)/
−閣ンCIIR”e・R2は水素原子又はアルキル基を
、そしてXl及びx2はそれぞれ独立してハロゲン原子
、アルキル又はアルコキシ基を表し、mは0又はt、p
は0〜5の整数、qは0〜4の整数、αは0〜5の整数
、βは1〜5の整数、γ及びδはそれぞれ独立に1〜5
の整数である)
また本発明は、上記構成において感熱記録層が8式(1
)で表されるジフェニルスルホン誘導体を含有する感熱
記録体である。, y″″; 1-0-<°”h), -0-(“112)/
-Kaken CIIR"e・R2 represents a hydrogen atom or an alkyl group, Xl and x2 each independently represent a halogen atom, an alkyl or an alkoxy group, m is 0 or t, p
is an integer of 0 to 5, q is an integer of 0 to 4, α is an integer of 0 to 5, β is an integer of 1 to 5, γ and δ are each independently 1 to 5
In addition, in the present invention, in the above structure, the heat-sensitive recording layer has an integer of 8 (1
) is a thermosensitive recording material containing a diphenylsulfone derivative represented by:
更に本発明は、支持体に無色又は淡色の塩基性染料と該
染料と接触して呈色し得る呈色剤との呈色反応を利用し
た感熱記録層を設けた感熱記録体において、該感熱記録
層中に、一般式(1)で表されるジフェニルスルホン誘
導体を含有せしめ、かつ支持体と感熱記録層との間に吸
油量(JISK 5101法)が80〜300cc/1
00gである吸油性顔料を含有する中間層を設けたこと
を特徴とする感熱記録体である。Furthermore, the present invention provides a heat-sensitive recording material in which a support is provided with a heat-sensitive recording layer that utilizes a coloring reaction between a colorless or light-colored basic dye and a coloring agent that can develop color upon contact with the dye. A diphenylsulfone derivative represented by the general formula (1) is contained in the recording layer, and an oil absorption amount (JISK 5101 method) between the support and the heat-sensitive recording layer is 80 to 300 cc/1.
This is a heat-sensitive recording material characterized by providing an intermediate layer containing an oil-absorbing pigment of 0.00 g.
「作用」
本発明は、特定の顔料を含有する中間層を有する感熱記
録体において、一般式(I)で表される化合物を中間層
中及び/又は感熱記録層中に含有させるものである。一
般式(1)で表される化合物は記録像の保存性を改良す
る効果がある。また特定の吸油量を有する顔料を含有す
る中間層を設けるごとにより記録のニジミを防止し、バ
ーコードの機械読み取り適性に優れた感熱記録体が得ら
れる。"Function" According to the present invention, in a heat-sensitive recording material having an intermediate layer containing a specific pigment, a compound represented by the general formula (I) is contained in the intermediate layer and/or the heat-sensitive recording layer. The compound represented by the general formula (1) has the effect of improving the storage stability of recorded images. Further, by providing an intermediate layer containing a pigment having a specific oil absorption amount, it is possible to prevent the recording from blurring and to obtain a heat-sensitive recording material having excellent suitability for machine reading of bar codes.
一般式(1)で表されるジフェニルスルホン誘導体とし
ては、例えば下記の如き化合物を挙げることができるが
、これらに限定されるものではなく又2種以上を併用す
ることもできる。Examples of the diphenylsulfone derivative represented by the general formula (1) include the following compounds, but the compounds are not limited to these, and two or more types can also be used in combination.
◎−8O□、◎−C112−CIl□−Cq、CIl□
◎−゛°′−◎ \1
◎−so、@ハ1
◎−so、−@−\1
◎−SO!−◎−〇 −CI□−C1l□−CI −C
II□\1
◎−S0′−◎−\1
°′−◎−゛°′−◎−\1
−◎−5O=−@ \1
°“°−◎−80′−◎−\1
一般式(1)で表されるジフェニルスルホン誘導体の使
用量は、特に限定されないが、感熱層に含有させる場合
には、呈色剤100重晴部に対して、0.1〜500重
量部、より好ましくは1〜200重量部である。中間層
に含有させる場合には、呈色剤100重量部に対して0
.2〜1000重量部、より好ましくは2〜400重量
部程重量高程。◎-8O□, ◎-C112-CIl□-Cq, CIl□
◎−゛°′−◎ \1 ◎−so、@Ha1 ◎−so、−@−\1 ◎−SO! -◎-〇 -CI□-C1l□-CI-C
II□\1 ◎−S0′−◎−\1 °′−◎−゛°′−◎−\1 −◎−5O=−@ \1 °“°−◎−80′−◎−\1 General formula The amount of the diphenylsulfone derivative represented by (1) is not particularly limited, but when it is included in the heat-sensitive layer, it is preferably 0.1 to 500 parts by weight, more preferably 0.1 to 500 parts by weight, based on 100 parts by weight of the coloring agent. 1 to 200 parts by weight.When included in the intermediate layer, 0 parts by weight per 100 parts by weight of the coloring agent.
.. The weight range is 2 to 1000 parts by weight, more preferably 2 to 400 parts by weight.
本発明の感熱記録体では、支持体と感熱記録層との間に
特定の顔料を含有する中間層を設けるところに撓めて重
大な特徴を有するものである。即ら、中間層はJISK
5101法に基づいて測定される吸油量が80〜300
cc/ 100 gである吸油性顔料を含有する。吸油
量が80cc/100g未満の顔料では記録像のニジミ
改良効果が不充分であり、記録保存性、初期発色性、記
録像の再現性においても満足すべき結果が得られない。The heat-sensitive recording material of the present invention has an important feature in that it is flexible in that an intermediate layer containing a specific pigment is provided between the support and the heat-sensitive recording layer. In other words, the middle layer is JISK.
Oil absorption measured based on the 5101 method is 80-300
Contains oil-absorbing pigments that are cc/100 g. If the pigment has an oil absorption amount of less than 80 cc/100 g, the effect of improving bleeding in recorded images is insufficient, and satisfactory results cannot be obtained in terms of recording storage stability, initial color development, and reproducibility of recorded images.
又、吸油量が300cc/100gを超える顔料では鮮
明な記録画像が得られず、印刷強度が低下する傾向にあ
るため、80〜300cc/100gの吸油量を有する
顔料が使用される。吸油性顔料は、中間層全固形分の5
0重量%〜98重量%程度、好ましくは75重措%〜9
5重呈%含有させる。Furthermore, pigments with an oil absorption amount of more than 300 cc/100 g do not provide clear recorded images and tend to reduce printing strength, so pigments with an oil absorption amount of 80 to 300 cc/100 g are used. The oil-absorbing pigment is 5% of the total solid content of the intermediate layer.
About 0% to 98% by weight, preferably 75% to 9% by weight
Contain 5%.
このような吸油性顔料の具体例としては、例えば焼成り
レー、酸化アルミニウム、酸化チタン、炭酸マグネシウ
ム、珪藻上、無定形シリカ、珪酸アルミニウム、珪酸マ
グネシウム、珪酸カルシウム、アルミノ珪酸ソーダ、ア
ルミノ珪酸マグネシウム等で上記特定の吸油量を有する
もの、あるいは一般の顔料を物理的、化学的に処理して
上記特定の吸油量を有するようにした無機や有機の顔料
等が挙げられるが、焼成りレーと無定形シリカは断熱性
に優れており、記録感度が著しく改良されるため特に好
ましく用いられる。Specific examples of such oil-absorbing pigments include calcined ray, aluminum oxide, titanium oxide, magnesium carbonate, diatom, amorphous silica, aluminum silicate, magnesium silicate, calcium silicate, sodium aluminosilicate, magnesium aluminosilicate, etc. Examples include those that have the above-mentioned specific oil absorption amount, or inorganic and organic pigments that are made by physically or chemically treating general pigments to have the above-mentioned specific oil absorption amount. Shaped silica is particularly preferably used because it has excellent heat insulation properties and significantly improves recording sensitivity.
中間層は上記の如き吸油性顔料とバインダーを主成分と
し各種の助剤を適宜配合した塗液を塗布乾燥する方法で
形成されるが、バインダーとしては、例えばデンプン類
、セルロース類、蛋白質類、アラビアゴム、ポリビニア
ルコール、スチレン無水マレイン酸共重合体塩、酢ビー
厘水マレ・fン酸共重合体塩、ポリアクリル酸塩等の水
溶性高分子、スチレン−ブタジェン共重合体、アクリロ
ニトリル−ブタジェン共重合体等の各種エマルジョン等
が適宜選択して用いられる。The intermediate layer is formed by applying and drying a coating liquid containing the above-mentioned oil-absorbing pigment and binder as main components and appropriately blending various auxiliary agents. Examples of binders include starches, celluloses, proteins, etc. Water-soluble polymers such as gum arabic, polyvinyl alcohol, styrene-maleic anhydride copolymer salt, acetic acid-vinyl water maleic acid copolymer salt, polyacrylate, styrene-butadiene copolymer, acrylonitrile- Various emulsions such as butadiene copolymers are appropriately selected and used.
なお、中間層は2層以上の多層構造としてもよく、塗布
量は2〜20g/rd程度、好ましくは3〜log/r
rf程度の範囲で調整される。Note that the intermediate layer may have a multilayer structure of two or more layers, and the coating amount is about 2 to 20 g/rd, preferably 3 to log/r.
It is adjusted within a range of about RF.
このような特定の中間層は本発明の効果を得るためには
必須の要素である。Such a specific intermediate layer is an essential element in order to obtain the effects of the present invention.
感熱記録層に含有させる塩基性染料としては、各種公知
の無色又は淡色の塩基性染料が用いられる。例えば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ヒース(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) −1−(12−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(l、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(l、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−シメチルアミノフタリド、3.3−ビス(
2−フェニールインドール−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
(l−メチルビロール−3−イル)−6−ジメチルアミ
ノフタリド等のトリアリルメタン系染料、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
メタン糸束r1、ヘンジ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−メチルアミノ1−−(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、ローグミンー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(〇
−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−メドキシフルオラン、3−ジエチ
ルアミノ−6−メI−キジフルオラン、3−ジエチルア
ミン−7−メチルフルオラン、3−ジエチルアミン−7
−クロロフルオラン、3ジエチルアミン−6−メチル−
7−クロロフルオラン、3−ジエチルアミノ−6,7−
シメチルフルオラン、3−(N−エチル−p−t〜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
−ジエチルアミン−7−シ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−7N−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−シクロへ
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
ン−6−メチル−7−キシリジノフルオラン、3−ジブ
チルアミノ−7−(0クロロフエニルアミノ)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−ジエチルアミノ−7−(0
フルオロフエニルアミノ)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−ジブチルアミノ−7−(0−フルオロフェニルアミ
ノ)フルオラン、3−ジブチルアミノ−6−メチル−7
−フェニルアミノフルオラン、3−(N−メチル−N−
n−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−(
ノーエチル−N−1so−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−へキシル)アミノ−6メチルー7−フエニルアミ
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等のフルオラ
ン系染料等が挙げられる。なかでも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−モロ−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−ブチル
アミノ−7(7−クロロフェニルアミノ)フルオラン、
3ジエチルアミノ−7−(0−クロロフェニルアミノ)
フルオラン、3−N−エチルトルイジノ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−)ルイジノ)フルオ
ラン等はカブリ発色のない記録体を与えるため好ましい
。なお、これらの塩基性染料は、必要に応じて二種類以
」二を併用することができる。As the basic dye contained in the heat-sensitive recording layer, various known colorless or light-colored basic dyes can be used. For example, 3.
3-bis(p-dimethylaminophenyl)-6-dimethylaminophthalide, 3,3Heath(p-dimethylaminophenyl)phthalide, 3-(p-dimethylaminophenyl)-1-(12-dimethylindole-3 −il)
Phthalide, 3-(p-dimethylaminophenyl)-3
・-(2-methylindol-3-yl)phthalide, 3
゜3-bis(l,2-dimethylindol-3-yl)
-5-dimethylaminophthalide, 3,3-bis(l,2
-dimethylindol-3-yl)6-dimethylaminophthalide, 3,3-bis(9ethylcarbazole-3-
yl)-6-dimethylaminophthalide, 3,3-bis(
2-phenylindol-3-yl)-6-dimethylaminophthalide, 3-p-dimethylaminophenyl-3
Triallylmethane dyes such as (l-methylpyrrol-3-yl)-6-dimethylaminophthalide, 4,4'-bis-dimethylaminobenzhydryl benzyl ether,
N-halophenyl-leukoolamine, N-2,4,5
- Diphenylmethane yarn bundle r1 such as trichlorophenyl leuco auramine, hendiyl leucomethylene blue, p
- Thiazine dyes such as nitrobenzoylleucomethylene blue, 3-methyl-spiro-dinaphthopyran, 3-ethyl-spiro-dinaphthopyran, 3-phenylspiro-dinaphthopyran, 3-benzyl-spiro-dinaphthopyran, 3-methylamino 1--(6 'Methoxybenzo)spiropyran, 3-propyl-spiro-dibenzopyran and other spiro-based dyes, Roguemin-B anilinolactam, rhodamine (p-nitroanilino)lactam, rhodamine (〇-chloroanilino)lactam and other lactam-based dyes, 3-
Dimethylamino-7-medoxyfluorane, 3-diethylamino-6-meI-phenyfluorane, 3-diethylamine-7-methylfluorane, 3-diethylamine-7
-Chlorofluorane, 3-diethylamine-6-methyl-
7-chlorofluorane, 3-diethylamino-6,7-
Dimethylfluorane, 3-(N-ethyl-pt~luidino)-7-methylfluorane, 3-diethylamino-
7-N-acetyl-N-methylaminofluorane, 3-
diethylamino-7-N-methylaminofluorane, 3
-diethylamine-7-cybenzylaminofluorane,
3-diethylamino-7-N-methyl-N-benzylaminofluorane, 3-diethylamino-7-N-chloroethyl-N-methylaminofluorane, 3-diethylamino-7N-diethylaminofluorane, 3-(N-ethyl -p-toluidino)-6-methyl-7-phenylaminofluorane, 3-(N-ethyl-P-toluidino)
-6-methyl-7-(p-toluidino)fluoran, 3
-diethylamino-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-diethylamine-6-methyl-7-xylidinofluorane, 3-dibutylamino-7-(0chlorophenylamino)fluoran, 3-pyrrolidino-6-methyl-7-p-butylphenylaminofluorane, 3-diethylamino-7-(0
fluorophenylamino)fluoran, 3-diethylamino-7-(o-chlorophenylamino)fluoran,
3-dibutylamino-7-(0-fluorophenylamino)fluoran, 3-dibutylamino-6-methyl-7
-phenylaminofluorane, 3-(N-methyl-N-
n-amyl)amino-6-methyl-7-phenylaminofluorane, 3-(N-ethyl-Nn-amyl)amino6-methyl-7-phenylaminofluorane, 3-(
noethyl-N-1so-amyl)amino6-methyl-
7-phenylaminofluorane, 3-(N-methyl-N
-n-hexyl)amino-6methyl-7-phenylaminofluorane, 3-(N-ethyl-N-n-hexyl)
amino-6-methyl-7-phenylaminofluorane,
3-(N-ethyl-N-β-ethylhexyl)amino 6
Examples include fluoran dyes such as -methyl-7-phenylaminofluorane. Among them, 3-(N-ethyl-
N-isoamyl)amino-6-methyl-7-phenylaminofluorane, 3-moro-butylamino-6-methyl-7-phenylaminofluorane, 3-di-n-butylamino-7(7-chlorophenylamino) ) fluorane,
3-diethylamino-7-(0-chlorophenylamino)
Fluoran, 3-N-ethyltoluidino 6-methyl-7
-phenylaminofluorane, 3-N-ethyl-p-toluidino-6-methyl-7-(p-)luidino)fluoran, and the like are preferable because they provide a recording medium without fogging. Note that two or more types of these basic dyes can be used in combination, if necessary.
感熱記録層に用いられる呈色剤としては、例えば活性白
土、アタパルジャイト、コロイダルシリカ、珪酸アルミ
ニウム等の無機酸性物質、4−Lert−ブチルフェノ
ール、4−ヒドロキシジフェノキシド、α−ナフトール
、β−ナフトール、4−ヒドロキシアセトフェノール、
4−Lert−オクチルカテコール、2.2′−ジヒド
ロキシジフェノール、4.4′−イソプロピリデンビス
(2−tertブチルフェノール)、4.4’ 5e
c−ブチリデンジフェノール、4−フェニルフェノール
、4゜4′−イソプロピリデンジフェノール、2.2−
ビス(4−ヒドロキシフェニル)−4−メチルペンタン
、2.2′−メチレンビス(4−クロルフェノール)、
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’ −ジヒドロキシジフェニルサルフ
ァイド、ヒドロキノンモノベンジルエーテル、4−ヒド
ロキシベンゾフェノン、2,4−ジヒドロキシベンヅフ
エノン、2゜4.4’−)リヒドロキシベンヅフエノン
、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プ[1ピル
、4−ヒドロキシ安息香酸−5ec−ブチル、4−ヒド
ロキシ安息香酸ペンチル、4−ヒ10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エニ
ル、4−ヒト′ロキシ安息香酸フェニルプロピル、4−
ヒドロ:1−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M
−p−メトキシヘンシル、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、3−5ec −ブチル−4−ヒドロキ
シ安息香酸、3−シクロへキシル−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、3−
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%、3−10ル
ー5−(α−メチルベンジル)サリチル酸、3.5−ジ
ーterL−ブチルサリチル酸、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等の芳香族カルボン酸、4
.4’−ジヒドロキシジフェニルスルホン、4−ヒドロ
キシ−4′−イソフ頴ピルオキシ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、
4−ヒドロキシ−4′−メチルジフェニルスルホン、3
゜4−ジヒドロキシ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等の4−ヒ
ドロキシジフェニルスルホン誘導体、ビス(3−jer
k−)′チル−4−ヒドロ:1−シー6メチルフエニル
)スルフィド、ビス(2−メチル4−ヒトlフキシー5
−terL−ブチルフエニル)スルフィド、4.4’−
メチレンビス(オキシエチレンチオ)ジフェノール、■
、5−ジ(4−ヒドロキシフェニルチオ)−3−オキサ
ペンクン等のスルフィド誘導体、さらには、これらフェ
ノール性化合物、芳香族カルボン酸等と例えば亜鉛、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、さらにはチ
オシアン酸亜鉛のアンチモン錯体等の有機酸性物質等が
例示される。なかでも4−ヒトロキシー4′−イソプロ
ポキシジフェニルスルホ7.2.2’−ビス(4−ヒド
ロキシフェニル)−4−メチルペンタン、4.4’ −
シクロへキシリデンビスフェノールは白色度の高い記録
体を与えるため好ましい。Coloring agents used in the heat-sensitive recording layer include, for example, activated clay, attapulgite, colloidal silica, inorganic acidic substances such as aluminum silicate, 4-Lert-butylphenol, 4-hydroxydiphenoxide, α-naphthol, β-naphthol, -hydroxyacetophenol,
4-Lert-octylcatechol, 2.2'-dihydroxydiphenol, 4.4'-isopropylidene bis(2-tertbutylphenol), 4.4' 5e
c-butylidenediphenol, 4-phenylphenol, 4゜4'-isopropylidenediphenol, 2.2-
Bis(4-hydroxyphenyl)-4-methylpentane, 2,2'-methylenebis(4-chlorophenol),
Hydroquinone, 4,4'-cyclohexylidene diphenol, 4,4'-dihydroxydiphenyl sulfide, hydroquinone monobenzyl ether, 4-hydroxybenzophenone, 2,4-dihydroxybenduphenone, 2゜4.4'-) Hydroxybenzophenone, 2゜2',4.4'-tetrahydroxybenzophenone, dimethyl 4-hydroxyphthalate, methyl 4-hydroxybenzoate, 4-hydroxybenzoic acid pyru, 4-hydroxybenzoic acid- 5ec-butyl, pentyl 4-hydroxybenzoate, phenyl 4-hyroxybenzoate, benzyl 4-hydroxybenzoate, tolyl 4-hydroxybenzoate, chlorophenyl 4-hydroxybenzoate, phenylpropyl 4-hydroxybenzoate, 4-
Hydro: phenethyl 1-cybenzoate, p-chlorobenzyl 4-hydroxybenzoate, 4-hydroxybenzoic acid M
- Phenolic compounds such as p-methoxyhensyl, novolac type phenolic resin, phenol polymer, benzoic acid, p-tert-butylbenzoic acid, trichlorobenzoic acid, terephthalic acid, 3-5ec-butyl-4-hydroxybenzoic acid , 3-cyclohexyl-4-hydroxybenzoic acid, 3.5-dimethyl 4-hydroxybenzoic acid, 3-
tert-butylsalicylic acid, 3-benzylsalicylic acid, 3-(α-methylbenzyl)salicylic acid, 3-10-5-(α-methylbenzyl)salicylic acid, 3.5-di-terL-butylsalicylic acid, 3-phenyl-5 (α
, α-dimethylbenzyl)salicylic acid, 3゜5-di-α
- aromatic carboxylic acids such as methylbenzylsalicylic acid, 4
.. 4'-dihydroxydiphenylsulfone, 4-hydroxy-4'-isophyloxydiphenylsulfone,
bis(3-allyl4-hydroxyphenyl)sulfone,
4-Hydroxy-4'-methyldiphenylsulfone, 3
4-hydroxydiphenylsulfone derivatives such as 4-dihydroxydiphenylsulfone and 3,4-dihydroxy-4'-methyldiphenylsulfone, bis(3-jer
k-)'Tyl-4-hydro: 1-cy6methylphenyl) sulfide, bis(2-methyl 4-human fuxy5
-terL-butylphenyl) sulfide, 4.4'-
Methylenebis(oxyethylenethio)diphenol,■
, 5-di(4-hydroxyphenylthio)-3-oxapenkune and other sulfide derivatives, and furthermore, these phenolic compounds, aromatic carboxylic acids, etc., such as zinc, magnesium, aluminum, calcium, titanium, manganese, tin, nickel. Examples include salts with polyvalent metals such as, and organic acidic substances such as antimony complexes of zinc thiocyanate. Among them, 4-hydroxy4'-isopropoxydiphenylsulfo7.2.2'-bis(4-hydroxyphenyl)-4-methylpentane, 4.4'-
Cyclohexylidene bisphenol is preferred because it provides a recording medium with high whiteness.
塩基性染料と呈色剤との使用比率は用いられる塩基性染
料、呈色剤の種類に応じて適宜選択されるもので、特に
限定するものではないが、−Cに塩基性染料1重量部に
対して1〜50重量部、好ましくは2〜IO重量部程度
の呈色剤が使用される。The ratio of the basic dye to the coloring agent is appropriately selected depending on the type of basic dye and coloring agent used, and is not particularly limited. The coloring agent is used in an amount of about 1 to 50 parts by weight, preferably about 2 to IO parts by weight.
感熱記録層は更に必要によりバインダーを含有する。バ
インダーとしては、例えばデンプン類、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、アセトアセチル基変性ポリビニルアル
コール、カルボキシル基変性ポリビニルアルコール、ジ
イソブチレン・無水マレイン酸共重合体塩、スチレン・
無水マレイン酸共重合体塩、エチレン・アクリル酸共重
合体塩、スチレン・アクリル酸共重合体塩、スチレン・
ブタジェン共重合体エマルジョン、尿素樹脂、メラミン
樹脂、アミド樹脂等が挙げられる。The heat-sensitive recording layer further contains a binder if necessary. Examples of the binder include starches, hydroxyethylcellulose, methylcellulose, carboxymethylcellulose, gelatin, casein, gum arabic, polyvinyl alcohol, acetoacetyl group-modified polyvinyl alcohol, carboxyl group-modified polyvinyl alcohol, diisobutylene/maleic anhydride copolymer salt, styrene·
Maleic anhydride copolymer salt, ethylene/acrylic acid copolymer salt, styrene/acrylic acid copolymer salt, styrene/
Examples include butadiene copolymer emulsion, urea resin, melamine resin, amide resin, and the like.
さらに、感熱記録層用塗液中には必要に応じて各種の助
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、ドデシルベンゼンスルフオン酸ナト
リウム、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、ベンゾフェノン系等の紫
外線吸収剤、その他消泡剤、蛍光染料、着色染料等が適
宜添加される。Furthermore, various auxiliary agents can be added to the coating liquid for the heat-sensitive recording layer as necessary, such as sodium dioctyl sulfosuccinate, sodium dodecylbenzenesulfonate, sodium lauryl alcohol sulfate ester, fatty acid Dispersants such as metal salts, ultraviolet absorbers such as benzophenone, antifoaming agents, fluorescent dyes, coloring dyes, etc. are added as appropriate.
また、必要に応じてステアリン酸亜鉛、ステアリン酸カ
ルシウム、ポリエチレンワックス、カルナバロウ、パラ
フィンワックス、エステルワックス等のワックス類、カ
オリン、クレー、タルク、炭酸カルシウム、焼成カオリ
ン、酸化チタン、珪藻土、微粒子状無水シリカ、活性白
土等の無機顔料等を添加することも可能であり、目的に
応して増感剤を併用することもできる。増感剤の具体例
としては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、A・シ脂肪酸アミ]゛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)、2.2’−メチレ
ンビス(4−エチル6−tert−ブチルフェノール)
、2.4−ジーter L−ブチル−2−メチルフェノ
ール等のヒンダードフェノール類、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、■、2−ジ(3−メチルフェノキシ)
エタン、1.2−ジフェノキシエタン、■=フェノキシ
ー2−(4−メチルフェノキシ)エタン、ナフチルベン
ジルエーテル、テレフタル酸ジメチルエステル、テレフ
タル酸ジブチルエステル、テレフタル酸ジベンジルエス
テル、イソフタル酸ジブチルエステル、1−ヒドロキシ
ナフトエ酸フェニルエステル及び各種公知の熱可融性物
質等が挙げられるが、中でも1.2−ジ(3−メチルフ
ェノキシ)エタン、1.2−ジフェノキシエタン、1−
フェ、ツキシー2−(4−メチルフェノキシ)エタンが
特に好ましい。In addition, waxes such as zinc stearate, calcium stearate, polyethylene wax, carnauba wax, paraffin wax, and ester wax, kaolin, clay, talc, calcium carbonate, calcined kaolin, titanium oxide, diatomaceous earth, fine particulate anhydrous silica, It is also possible to add inorganic pigments such as activated clay, and a sensitizer can also be used in combination depending on the purpose. Specific examples of sensitizers include stearic acid amide, stearic acid methylene bisamide, oleic acid amide, palmitic acid amide, fatty acid amides such as A.
'-Methylenebis(4-methyl6-tert-butylphenol), 4,4'-butylidenebis(6-tert-butylphenol),
-butyl-3-methylphenol), 2,2'-methylenebis(4-ethyl 6-tert-butylphenol)
, hindered phenols such as 2.4-diter L-butyl-2-methylphenol, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole,
UV absorbers such as 2-hydroxy-4-benzyloxybenzophenone, ■, 2-di(3-methylphenoxy)
Ethane, 1,2-diphenoxyethane, ■ = phenoxy 2-(4-methylphenoxy)ethane, naphthylbenzyl ether, dimethyl terephthalate, dibutyl terephthalate, dibenzyl terephthalate, dibutyl isophthalate, 1 -Hydroxynaphthoic acid phenyl ester and various known thermofusible substances, among others, 1,2-di(3-methylphenoxy)ethane, 1,2-diphenoxyethane, 1-
Particularly preferred is 2-(4-methylphenoxy)ethane.
増感剤の使用量は特に限定されないが、−最に呈色剤1
重油部に対して5重油部以下程度の範囲で調節するのが
望ましい。The amount of the sensitizer used is not particularly limited, but - the coloring agent 1
It is desirable to adjust within a range of about 5 parts of heavy oil or less relative to parts of heavy oil.
感熱記録層の形成方法については特に限定されず、例え
ばエアーナイフコーティング、バリハーブレートコーテ
ィング、ピュアーブレードコーティング、ショート・ド
ウエルコーティング等適当な塗布方法により記録層塗液
を中間層上に塗布乾燥する方法等で形成される。塗液の
塗布針も特に限定されず、通常乾燥重量で2〜12g/
ボ、好ましくは3〜10 g / rrr程度の範囲で
調節される。The method of forming the heat-sensitive recording layer is not particularly limited, and for example, a recording layer coating liquid may be applied and dried on the intermediate layer by an appropriate coating method such as air knife coating, Varihablate coating, pure blade coating, short dwell coating, etc. etc. is formed. The coating needle for the coating liquid is not particularly limited, and is usually 2 to 12 g/dry weight.
It is preferably adjusted within a range of about 3 to 10 g/rrr.
本発明の感熱記録体では、感熱記録層上に保護層を設け
ることにより、更に記録像の保存性を向上させることが
できる。In the heat-sensitive recording material of the present invention, by providing a protective layer on the heat-sensitive recording layer, the storage stability of the recorded image can be further improved.
保護層形成のために使用される水溶性又は水分散性の高
分子としては、前述の如きの各種バインダー類が挙げら
れるが、中でもアセトアセチル基変性ポリビニルアルコ
ール、カルボキシル基変性ポリビニルアルコールは特に
好ましく用いられる。Examples of the water-soluble or water-dispersible polymer used for forming the protective layer include the various binders described above, among which acetoacetyl group-modified polyvinyl alcohol and carboxyl group-modified polyvinyl alcohol are particularly preferably used. It will be done.
保護層中には、印刷適性やスティッキングをより改善す
るために、必要に応じて顔料を添加することができるが
、その具体例としては、炭酸カルシウム、酸化亜鉛、酸
化アルミニウム、二酸化チタン、二酸化珪素、水酸化ア
ルミニウム、硫酸バリウム、硫酸亜鉛、タルク、カオリ
ン、クレー焼成カオリン、コロイダルシリカ等の無機顔
料やスチレンマイクロボール、ナイロンパウダー、ポリ
エチレンパウダー、尿素・ホルマリン樹脂フィラー、生
澱粉粒子等の有機顔料等が挙げられる。Pigments can be added to the protective layer as necessary to further improve printability and sticking. Specific examples include calcium carbonate, zinc oxide, aluminum oxide, titanium dioxide, and silicon dioxide. , inorganic pigments such as aluminum hydroxide, barium sulfate, zinc sulfate, talc, kaolin, clay-calcined kaolin, colloidal silica, and organic pigments such as styrene microspheres, nylon powder, polyethylene powder, urea/formalin resin filler, raw starch particles, etc. can be mentioned.
その使用量は一般に水溶性高分子化合物1oo重量部に
対して5〜500重柑部程度の範囲で調節するのが望ま
しい。The amount used is generally desirably adjusted within the range of about 5 to 500 parts by weight per 10 parts by weight of the water-soluble polymer compound.
さらに、保護層を形成する塗液中には必要に応じてステ
アリン酸亜鉛、ステアリン酸カルシウム、ポリエチレン
ワックス、カルナバロウ、パラフィンワックス、エステ
ルワックス等の滑剤、ジオクチルスルホコハク酸ナトリ
ウム等の界面活性剤(分散剤、潤滑剤)、消泡剤等の各
種助剤を適宜添加することもできる。又耐水性を一層向
上させるためにグリオキサール、ホウ酸、ジアルデヒド
デンプン、エポキシ系化合物等の硬化剤を添加すること
もできる。Furthermore, in the coating solution forming the protective layer, lubricants such as zinc stearate, calcium stearate, polyethylene wax, carnauba wax, paraffin wax, and ester wax, surfactants (dispersants, etc.) such as sodium dioctyl sulfosuccinate, etc. Various auxiliary agents such as a lubricant) and an antifoaming agent can also be added as appropriate. Further, in order to further improve water resistance, a curing agent such as glyoxal, boric acid, dialdehyde starch, or epoxy compound may be added.
保護層を形成する塗液は、一般に水を分散媒体として調
製される。The coating solution forming the protective layer is generally prepared using water as a dispersion medium.
かくして調製された塗液は適当な塗布装置により感熱記
録層上に塗布されるが、塗布量が乾燥重量で20g/r
dを超すと感熱記録体の記録感度が著しく低下する恐れ
があるため、−最には0.1〜20g/rd、好ましく
は0.5〜10 g / I’d程度の範囲で調節され
るのが望ましい。The coating solution thus prepared is coated onto the heat-sensitive recording layer using a suitable coating device, but the coating amount is 20 g/r in terms of dry weight.
If it exceeds d, the recording sensitivity of the heat-sensitive recording medium may drop significantly, so it is adjusted within the range of 0.1 to 20 g/rd, preferably 0.5 to 10 g/I'd. is desirable.
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、塗布適性等の点で紙が最も好ま
しく用いられる。なお、中間層、感熱記録層、保護層等
を塗布乾燥した後でそれぞれスーパーカレンダ掛は等の
平滑化処理を施したり、記録体の裏面にも保護層を設け
て保存性を一層高めたり、支持体裏面に粘着剤処理を施
して粘着ラベルに加工する等、感熱記録体分野における
各Jlの公知技術が必要に応じて適宜付加し得るもので
ある。As the support, paper, plastic film, synthetic paper, etc. can be used, but paper is most preferably used in terms of cost, coatability, etc. In addition, after coating and drying the intermediate layer, heat-sensitive recording layer, protective layer, etc., smoothing treatments such as super calendering are applied to each layer, and a protective layer is also provided on the back side of the recording medium to further improve storage stability. Known techniques of each Jl in the field of heat-sensitive recording materials, such as processing the back side of the support with an adhesive to form an adhesive label, can be added as appropriate.
かくして得られる本発明の感熱記録体では、中間層中に
含有せしめられた特定の吸油性顔料が一般式(I)で表
されるジフェニルスルホン誘導体のもつ保存性改良効果
を助け、長時間の可塑剤処理時の記録像のニジミを防止
する効果を発揮し、バーコードの印字太りを防ぐため、
従来PoSラベル用怒熱記録体で発生した読み取り装置
での誤読が完全に解消されるものである。しかも、高温
、高温、油、水、溶剤に対する保存性、記録像の初期発
色性や記録像の再現性、地肌部の白色度も改良され、感
熱記録体として優れた記録適性をOjnえた記録体が得
られるものである。In the heat-sensitive recording material of the present invention obtained in this way, the specific oil-absorbing pigment contained in the intermediate layer helps the preservability improving effect of the diphenylsulfone derivative represented by the general formula (I), and provides long-term plasticization. It is effective in preventing blurring of recorded images during agent processing, and prevents barcode printing from becoming thicker.
This completely eliminates the misreading that occurs with conventional PoS label recording materials by reading devices. In addition, the recording material has improved storage stability against high temperatures, oil, water, and solvents, initial color development of recorded images, reproducibility of recorded images, and whiteness of the background area, and has excellent recording suitability as a thermal recording material. is obtained.
[実施例J
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。[Example J The present invention will be described in more detail with reference to Examples below, but the invention is of course not limited to these.
なお、間中の「部」及び「%」は、特に断らない限りそ
れぞれ「重量部」及び「重量%」を示す。Note that "parts" and "%" in the middle indicate "parts by weight" and "% by weight," respectively, unless otherwise specified.
実施例1
■ A液調製
焼成りレー(商品名:アンシレックス1.エンゲルハー
ド社製、吸油量110cc/100g)100部
ポリビニルアルコール10%水溶液 100部水
200部こ
の組成物を混合撹拌して分散液を得た。Example 1 ■ Preparation of liquid A Baked Ray (Product name: Ancilex 1. Manufactured by Engelhard, oil absorption 110cc/100g) 100 parts 10% polyvinyl alcohol aqueous solution 100 parts water
200 parts of this composition were mixed and stirred to obtain a dispersion.
■ B液調製
3−(N−エチル−N−イソアミル)アミノ6−メチル
−7〜フ工ニルアミノフルオランIO部
メチルセルロース5%水?g rrl 5
高木 4
0部この組成物をサンドミルで平均粒径が3μrnにな
るまで粉砕した。■ Preparation of Solution B 3-(N-ethyl-N-isoamyl)amino 6-methyl-7~phenylaminofluoran IO part Methyl cellulose 5% water? g rrl 5
Takagi 4
0 parts This composition was ground in a sand mill until the average particle size was 3 μrn.
■ C液調製
4−ヒドロキシ−4′−イソプC目1ζキシジフェニル
スルホン 30部メチルセルロ
ース5%水溶液 5部水
80部この組成物をサ
ンドミルで平均粒径が3μInになるまで粉砕した。■ Preparation of liquid C 4-Hydroxy-4'-isopropylene C 1ζ xydiphenyl sulfone 30 parts Methyl cellulose 5% aqueous solution 5 parts water
80 parts of this composition was ground in a sand mill to an average particle size of 3 μIn.
■ D液MA製
1.2−ジフェノキシエタン 20部メチルセ
ルロース5%水溶液 5部水
55部この組成物
をサンドミルで平均粒径が3μmになるまで粉砕した。■ D-solution MA 1,2-diphenoxyethane 20 parts Methyl cellulose 5% aqueous solution 5 parts water
55 parts of this composition was ground in a sand mill until the average particle size was 3 μm.
■ EWL調製
ビス(4−グリシジルオキシフェニル)スルホン
20部メチルセルロース5%水溶液
5部水
55部この組成物をサンドミルで平均粒径か3μr
nになるまで粉砕した。■ EWL prepared bis(4-glycidyloxyphenyl) sulfone
20 parts methylcellulose 5% aqueous solution
5 parts water
55 parts This composition was milled with a sand mill to an average particle size of 3 μr.
It was ground to n.
■ 記録体の形成
A液を50g/r+(の上質紙上に乾燥後の塗布量が1
g/rdとなるように塗布乾燥して中間層を形成した。■Formation of the recording body Apply liquid A at 50 g/r+ (coating amount after drying on high-quality paper is 1
An intermediate layer was formed by coating and drying so as to give g/rd.
中間層上にB液50部、C液140部。50 parts of liquid B and 140 parts of liquid C are placed on the intermediate layer.
D液180部、E液36部、10%ポリビニルアルコー
ル水溶液160部、炭酸カルシウム35部を混合撹拌し
て得られた塗液を、乾燥後の塗布量が6 g / rr
Tとなるように塗布乾燥して感熱記録体を得た。A coating liquid obtained by mixing and stirring 180 parts of liquid D, 36 parts of liquid E, 160 parts of a 10% polyvinyl alcohol aqueous solution, and 35 parts of calcium carbonate was coated in an amount of 6 g/rr after drying.
The coating was coated and dried to obtain a heat-sensitive recording material.
実施例2
A液調製において焼成りシーの代わりに(!1(定形シ
リカ(吸油ff1180cc/ 100 g)を使用し
た以外は、実施例1と同様にして感熱記録体を得た。Example 2 A heat-sensitive recording material was obtained in the same manner as in Example 1, except that (!1 (standard silica (oil absorption ff: 1180 cc/100 g)) was used in place of the calcined sheet in the preparation of liquid A.
実施例3
A液調製において焼成りシーの代わりに炭酸マグネシウ
ム(吸油量150cc/100g)を使用した以外は、
実施例Iと同様にして感熱記録体を得た。Example 3 Except for using magnesium carbonate (oil absorption 150cc/100g) in place of calcined sea in the preparation of liquid A.
A thermosensitive recording material was obtained in the same manner as in Example I.
実施例4
A液調製において焼成りシーの代わりに吸油性炭酸力ル
シウl、 (商品名:カルライl−3A、白石カルシウ
ム社製、吸油量95cc/ l OOg)を使用した以
外は、実施例1と同様にして感熱記録体を得た。Example 4 Example 1 except that oil-absorbing carbonic acid lucium (trade name: Karly I-3A, manufactured by Shiroishi Calcium Co., Ltd., oil absorption 95 cc/l OOg) was used instead of calcined sea in the preparation of liquid A. A thermosensitive recording material was obtained in the same manner as above.
実施例5
A液90部、E液10部を混合撹拌して得られた塗液を
50 g / rrrの上質紙上に乾燥後の塗布量が7
g / rdとなるように塗布乾燥して中間層を形成
し、その上にB液50部、C液140部、D液180部
、10%ポリビニルアルコール水溶液160部、炭酸カ
ルシウム35部を混合撹拌して得られた塗液を乾燥後の
塗布量が6 g / n?となるように塗布乾燥して感
熱記録体を得た。Example 5 A coating liquid obtained by mixing and stirring 90 parts of liquid A and 10 parts of liquid E was coated on high-quality paper of 50 g/rrr with a coating amount of 7 after drying.
g/rd and dry to form an intermediate layer, on which 50 parts of liquid B, 140 parts of liquid C, 180 parts of liquid D, 160 parts of 10% polyvinyl alcohol aqueous solution, and 35 parts of calcium carbonate are mixed and stirred. The amount of coating after drying the coating solution obtained is 6 g/n? A heat-sensitive recording material was obtained by coating and drying so as to obtain the following.
実施例6
A液調製において焼成りシーの代わりに無定形シリカ(
吸油量180cc/100g)を使用した以外は、実施
例5と同様にして感熱記録体を1:tた。Example 6 Amorphous silica (
A thermosensitive recording material was prepared in the same manner as in Example 5 except that an oil absorption amount of 180 cc/100 g was used.
実施例7
A液調製において焼成りシーの代わりに炭酸マグネシウ
ム(吸油量150cc/loog)を使用した以外は、
実施例5と同様にして感熱記録体を得た。Example 7 Except for using magnesium carbonate (oil absorption 150 cc/loog) instead of calcined sea in the preparation of liquid A.
A thermosensitive recording material was obtained in the same manner as in Example 5.
実施例8
A液調製において焼成りシーの代わりに吸油性炭酸カル
シウム(商品名:カルライトSA、白石カルシウム社製
、吸油M95cc/ l OOg )を使用した以外は
、実施例5と同様にして感熱記録体を得た。Example 8 Thermal recording was carried out in the same manner as in Example 5, except that oil-absorbing calcium carbonate (trade name: Callite SA, manufactured by Shiraishi Calcium Co., Ltd., oil-absorbing M95cc/l OOg) was used instead of calcined seaweed in preparing liquid A. I got a body.
実施例9
E液調製においてビス(4−グリシジルオキシフェニル
)スルホン20部の代わりに4−メチルフェニル−4′
−グリシジルオキシフェニルスルホン20部を用いた以
外は、実施例1と同様にして感熱記録体を得た。Example 9 4-methylphenyl-4' instead of 20 parts of bis(4-glycidyloxyphenyl)sulfone in preparing Solution E
A thermosensitive recording material was obtained in the same manner as in Example 1 except that 20 parts of -glycidyloxyphenylsulfone was used.
実施例10
Elll製においてビス(4−グリシジルオキシフェニ
ル)スルホン20部の代わりに4−イソプロポキシ−4
′−グリシジルオキシジフェニルスルホン20部を用い
た以外は、実施例1と同様にして感熱記録体を得た。Example 10 4-isopropoxy-4 instead of 20 parts of bis(4-glycidyloxyphenyl)sulfone in Ell
A thermosensitive recording material was obtained in the same manner as in Example 1 except that 20 parts of '-glycidyloxydiphenylsulfone was used.
実施例11
E液MPj製におい°ζビス(4−グリシジルオキシフ
ェニル)スルホン20部の代ワリにビス(4−グリシジ
ルオー1−シー3.5−シフ゛ロモフエニル)スルホン
20部を用いた以外は実施例1と同様にして感熱記録体
を得た。Example 11 E liquid MPj odor Example except that 20 parts of bis(4-glycidyloxyphenyl)sulfone was used instead of 20 parts of bis(4-glycidyloxyphenyl)sulfone. A thermosensitive recording material was obtained in the same manner as in 1.
実施例12
E液調製においてビス(4−グリシジルオキシフェニル
)スルホン20部の代わりにビス(4−グリシジルオキ
シ−3,5−ジメチルフェニル)スルホン20部を用い
た以外は、実施例1と同様にして感熱記録体を得た。Example 12 Same as Example 1 except that 20 parts of bis(4-glycidyloxy-3,5-dimethylphenyl)sulfone was used instead of 20 parts of bis(4-glycidyloxyphenyl)sulfone in preparing Liquid E. A thermosensitive recording medium was obtained.
実施例13
B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
10部の代わりに、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10部を用いた以外
は、実施例1と同様にして感熱記録体を得た。Example 13 In the preparation of Solution B, 3-di-n-butylamino-6-methyl-7 was used instead of 10 parts of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofluorane. A thermosensitive recording material was obtained in the same manner as in Example 1 except that 10 parts of -phenylaminofluorane was used.
実施例14
B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1
0部の代わりに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15部を用いた以外
は、実施例りと同様にして感熱記録体を得た。Example 14 3-(N-ethyl-N-isoamyl) in the preparation of solution B
Amino-6-methyl-7-phenylaminofluorane 1
3-di-n-butylamino-7-(o-
A thermosensitive recording material was obtained in the same manner as in Example except that 15 parts of chlorophenylamino)fluorane was used.
実施例15
B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1
0部の代わりに3−ジエチルアミノ−7−(0−クロロ
フェニルアミノ)フルオラン15部を用いた以外は実施
例1と同様にして感熱記録体を得た。Example 15 3-(N-ethyl-N-isoamyl) in the preparation of solution B
Amino-6-methyl-7-phenylaminofluorane 1
A thermosensitive recording material was obtained in the same manner as in Example 1 except that 15 parts of 3-diethylamino-7-(0-chlorophenylamino)fluoran was used instead of 0 parts.
実施例16
B ン&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15
710部の代わりに3−N−エチルトルイジノ−6−メ
チル−7−フェニルアミノフルオラン15部を用いた以
外は、実施例1と同様にして感熱記録体を得た。Example 16 In the preparation of 3-(N-ethyl-N-isoamyl)amino-6-methyl-7-phenylaminofur 15
A thermosensitive recording material was obtained in the same manner as in Example 1, except that 15 parts of 3-N-ethyltoluidino-6-methyl-7-phenylaminofluorane was used instead of 710 parts.
実施例17
Bfi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
10部の代わりに3−N−エチルニル−1−ルイジノー
6−メチル−7−(p−トルイジノ)フルオラン15部
を用いた以外は、実施例1と同様にして感熱記録体を得
た。Example 17 3-N-ethylnyl-1-luidino-6-methyl-7-(3-N-ethylnyl-1-luidino-6-methyl-7-( A thermosensitive recording material was obtained in the same manner as in Example 1 except that 15 parts of p-toluidino)fluorane was used.
実施例18
C漆調製において4−ヒドロキシ−4′−イソプロポキ
シジフェニルスルホン30部の代わりに2.2′−ビス
(4−ヒドロキシフェニル)−4−メチルペンタン30
部を用いた以外は、実施例1と同様にして感熱記録体を
得た。Example 18 30 parts of 2,2'-bis(4-hydroxyphenyl)-4-methylpentane was substituted for 30 parts of 4-hydroxy-4'-isopropoxydiphenylsulfone in the preparation of C lacquer.
A thermosensitive recording material was obtained in the same manner as in Example 1, except that
実施例19
C?atA製において4−ヒドロキシ−4′−イソプロ
ポキシジフェニルスルホン30部の代わりに4.4′−
シクロへキシリデンビスフェノール30部を用いた以外
は、実施例1と同様にして感熱記録体を得た。Example 19 C? 4.4'-instead of 30 parts of 4-hydroxy-4'-isopropoxydiphenylsulfone in the product manufactured by atA.
A thermosensitive recording material was obtained in the same manner as in Example 1 except that 30 parts of cyclohexylidene bisphenol was used.
実施例20
D液A周製において1,2−ジフェノ−1−シェタン2
0部の代わりに1. 2−ジ(3−メチルフェノキシ)
エタン20部を用いた以外は実施例1ど同様にして感熱
記録体を得た。Example 20 1,2-dipheno-1-shethane 2 in D liquid A
1 instead of 0 copies. 2-di(3-methylphenoxy)
A thermosensitive recording material was obtained in the same manner as in Example 1 except that 20 parts of ethane was used.
実施例21
実施例5においてA液とE液による中間層上にB液50
部、C液140部、1〕液180部、Iヱ液36部、l
O%ポリビニルアルコール水ffl?lI 160部、
炭酸カルシウム35部を混合撹拌してiシトだ塗液を乾
燥後の塗布量が6g/m”となるように塗布乾燥した以
外同様にして感熱記録体を得た。Example 21 In Example 5, 50% of B liquid was added on the intermediate layer of A liquid and E liquid.
part, 140 parts of solution C, 180 parts of solution 1, 36 parts of solution I, 1
O% polyvinyl alcohol waterffl? lI 160 copies,
A heat-sensitive recording material was obtained in the same manner, except that 35 parts of calcium carbonate was mixed and stirred, and the coating solution was coated and dried so that the coating amount after drying was 6 g/m''.
比較例1
実施例1の感熱記録層塗液の調製においてE液を加えな
かった以外は、実施例1と同様にして感熱記録体を得た
。Comparative Example 1 A heat-sensitive recording material was obtained in the same manner as in Example 1, except that liquid E was not added in the preparation of the heat-sensitive recording layer coating solution in Example 1.
比較例2
実施例1においてA液の中間層を設けなかった以外は、
実施例1と同様にして感熱記録体を得た。Comparative Example 2 Except for not providing an intermediate layer of liquid A in Example 1,
A thermosensitive recording material was obtained in the same manner as in Example 1.
比較例3
A液調製において、焼成りシーの代わりにカオリン(吸
油量35cc/ 100 g)を使用した以外は、実施
例1と同様にして感熱記録体を得た。Comparative Example 3 A thermosensitive recording material was obtained in the same manner as in Example 1, except that kaolin (oil absorption: 35 cc/100 g) was used instead of calcined seaweed in the preparation of liquid A.
比較例4
A液調製において焼成りシーの代わりに水酸化アルミニ
ウム(吸油ff130cc/ 100 g)を使用した
以外は、実施例1と同様にして感熱記録体を得た。Comparative Example 4 A thermosensitive recording material was obtained in the same manner as in Example 1, except that aluminum hydroxide (oil absorption ff 130 cc/100 g) was used in place of the calcined sheet in preparing liquid A.
比較例5
A液調製において焼成りシーの代わりに炭酸カルシウム
(吸油135cc/ 100 g)を使用した以外は、
実施例1と同様にして感熱記録体を得た。Comparative Example 5 Except for using calcium carbonate (oil absorption 135 cc/100 g) in place of calcined sea in the preparation of liquid A.
A thermosensitive recording material was obtained in the same manner as in Example 1.
比較例6
A液調製において焼成りシーの代わりにカオリン(吸油
135CC/100 g>を使用した以外は実施例5と
同様にして感熱記録体を10だ。Comparative Example 6 A thermosensitive recording material No. 10 was prepared in the same manner as in Example 5, except that kaolin (oil absorption 135 CC/100 g) was used instead of calcined seaweed in preparing liquid A.
かくして得られた各感熱記録体について以下の評価試験
を行いその結果を第1表に記載した。The following evaluation tests were conducted on each of the heat-sensitive recording bodies thus obtained, and the results are listed in Table 1.
〔白色度]
発色カブリの程度を評価するために、ハンター白色爪針
にて地肌部の白色度を測定し7た。[Whiteness] In order to evaluate the degree of color fogging, the whiteness of the background portion was measured using a Hunter white nail needle.
感熱プリンター(テキサスインスッルメント社製、PC
−100A型)で印字して得られた記録像の発色濃度を
マクベス濃度計(マクベス社製。Thermal printer (manufactured by Texas Instruments, PC)
The color density of the recorded image obtained by printing with a Macbeth densitometer (manufactured by Macbeth Co., Ltd.) was measured using a Macbeth densitometer (Macbeth Co., Ltd.).
RI) −100R型)で測定した。RI)-100R type).
(耐可塑剤性〕
ポリプロピレンパイプ(40n+n+φ管)上に塩化ビ
ニルラップフィルム(三井東圧社製)を3重に巻き付け
、その上にバーコードプリンター H−9606(テン
ク社製)によりバーコードを印字発色させた感熱記録体
を、印字発色面が夕(になるように挟みさらにその上か
ら塩化ビニルラップフィルムを3重に巻きつけ、20°
Cで5日間放置した後、ハンドスキャナー(日本電装社
製、Bf(T−1)で10回読み取aせてその読み取り
回数で第1表
実施例22
実施例1で得られた感熱記録体の上にアセトアセチル化
ポリビニルアルコール10%水溶液200部とカオリン
60部、水140部ぺ混合撹?’P Lで得られた塗液
を乾燥後の塗布量が6 g /’ nfとなるように塗
布乾燥して感熱記録体を得た。(Plasticizer resistance) Vinyl chloride wrap film (manufactured by Mitsui Toatsu Co., Ltd.) is wrapped three times around a polypropylene pipe (40n+n+φ pipe), and a barcode is printed on it using a barcode printer H-9606 (manufactured by Tenku Co., Ltd.). The colored heat-sensitive recording material was sandwiched so that the colored side of the print was on the opposite side, and then a vinyl chloride wrap film was wrapped three times over it.
After being left in C for 5 days, it was read 10 times with a hand scanner (manufactured by Nippondenso Co., Ltd., Bf (T-1), and the number of readings was calculated based on the number of readings in Table 1. Example 22. Mix and stir 200 parts of acetoacetylated polyvinyl alcohol 10% aqueous solution, 60 parts of kaolin, and 140 parts of water on top, and apply the coating liquid obtained in PL so that the coating amount after drying is 6 g/'nf. A thermosensitive recording material was obtained by drying.
実施例23
実施例1で得られた感熱記録体の上にカルボキシル基変
性ポリビニルアルコール10%水溶液200部と炭酸カ
ルシウム60部、水140部を混合撹拌して得られた塗
液を乾燥後の塗布Vが6g/rイとなるように塗布乾燥
して感熱記録体を得た。Example 23 A coating liquid obtained by mixing and stirring 200 parts of a 10% aqueous solution of carboxyl group-modified polyvinyl alcohol, 60 parts of calcium carbonate, and 140 parts of water was applied onto the heat-sensitive recording material obtained in Example 1 after drying. A heat-sensitive recording material was obtained by coating and drying so that V was 6 g/r.
実施例24
実施例5で得られた感熱記録体の上にアセトアセチル化
ポリビニルアルコール10%水溶ン夜200部、カオリ
ン60部、水140部を混合撹拌して得られた塗液を乾
燥後の塗布量が68 / r+fとなるように塗布乾燥
して感熱記録体を得た。Example 24 A coating solution obtained by mixing and stirring 200 parts of acetoacetylated polyvinyl alcohol 10% aqueous solution, 60 parts of kaolin, and 140 parts of water was applied to the heat-sensitive recording material obtained in Example 5 after drying. A heat-sensitive recording material was obtained by coating and drying so that the coating amount was 68/r+f.
比較例7
比較例1で得られた感熱記録体の上にアセトアセチル化
ポリビニルアルコール10%水溶tli200部とカオ
リン60部、水140部を混合撹拌して得られた塗液を
乾燥後の塗布量が6g/rrlとなるように塗布乾燥し
て感熱記録体を得た。Comparative Example 7 The coating amount after drying a coating solution obtained by mixing and stirring 200 parts of acetoacetylated polyvinyl alcohol 10% aqueous TLI, 60 parts of kaolin, and 140 parts of water on the heat-sensitive recording material obtained in Comparative Example 1. A heat-sensitive recording material was obtained by coating and drying so that the amount was 6 g/rrl.
比較例日
比較例2で得られた感熱記録体の一トに比・咬例7で用
いたオーバーコート塗液を乾燥後の塗布!什が6 g
/ n(となるように塗布乾燥して感熱記録体を得た。Comparative Example Day: Apply the overcoat coating liquid used in Example 7 to one of the heat-sensitive recording materials obtained in Comparative Example 2 after drying! 6 g tithe
/n() and dried to obtain a heat-sensitive recording material.
比較例9
比較例3で得られた感熱記録体の上に比較full 7
で用いたオーバーコート塗液を乾燥後の塗布)汁が6g
/n(となるように塗布乾燥して感熱記録体を得た。Comparative Example 9 Comparative full 7 on the heat-sensitive recording material obtained in Comparative Example 3
Apply the overcoat coating liquid used in (after drying) 6g of liquid
/n() and dried to obtain a heat-sensitive recording material.
比較例10
比較例6で得られた感熱記録体の上に比較例7で用いた
オーバーコート塗液を乾燥後の塗布量が6g/nfとな
るように塗布乾燥して感熱記録体を得た。Comparative Example 10 The overcoat coating liquid used in Comparative Example 7 was coated on the heat-sensitive recording material obtained in Comparative Example 6 so that the coating amount after drying was 6 g/nf and dried to obtain a heat-sensitive recording material. .
かくして得られた6 fffl類の感熱記録体につい°
ζ以下の評価試験を行いその結果を第2表に記載した。Regarding the heat-sensitive recording material of 6 fffl types thus obtained,
The following evaluation tests were conducted and the results are listed in Table 2.
発色カブリの程度を評価するために、ハンター白色度計
にて地肌部の白色度を測定した。In order to evaluate the degree of color fogging, the whiteness of the background area was measured using a Hunter whiteness meter.
感熱プリンター(テキサスインスッルメント社製、PC
−100A型)で印字して得られた記録像の発色濃度を
マクベス濃度計(マクベス社製。Thermal printer (manufactured by Texas Instruments, PC)
The color density of the recorded image obtained by printing with a Macbeth densitometer (manufactured by Macbeth Co., Ltd.) was measured using a Macbeth densitometer (Macbeth Co., Ltd.).
RD−100R型)で測定した。RD-100R model).
ポリプロピレンバイブ(40mmφ管)上に塩化ビニル
ラップフィルム(三井東圧社製)を3重に巻き(=jけ
、その上にバーコードプリンター、H−9606(チッ
ク社製)によりバーコードを印字発色させた感熱記録体
を、印字発色面が外になるように挟みさらにその上から
塩化ビニルラップフィルムを3重に巻き付け、40’C
で50間放置した後、ハンドスキャナー(日本電装社製
、BH’l’−l)で10回読み取らせてその読み取り
回数で耐可塑剤性を評価した。Wrap vinyl chloride wrap film (manufactured by Mitsui Toatsu Co., Ltd.) three times on a polypropylene vibe (40 mmφ tube), and print a barcode on it using a barcode printer, H-9606 (manufactured by Tic Corporation). The heat-sensitive recording material was sandwiched so that the printed coloring side was facing outward, and then a vinyl chloride wrap film was wrapped three times over it, and the material was heated at 40'C.
After being left for 50 minutes, the sample was read 10 times using a hand scanner (BH'l'-l, manufactured by Nippondenso Co., Ltd.), and the plasticizer resistance was evaluated based on the number of readings.
第2表
「効果」
第1表、第2表の結果から明らかなように本発明の感熱
記録体はいずれも地肌部白色度、発色濃度に優れており
、しかも長時間の可塑剤処理にも印字のニジミを生じな
い優れた感熱記録体であった。Table 2 "Effects" As is clear from the results in Tables 1 and 2, the heat-sensitive recording materials of the present invention have excellent background whiteness and color density, and are also resistant to long-term plasticizer treatment. It was an excellent heat-sensitive recording material that did not cause smearing of prints.
Claims (3)
触して呈色し得る呈色剤の呈色反応を利用した感熱記録
層を設けた感熱記録体において、支持体と感熱記録層と
の間に吸油量(JISK5101法)が80〜300c
c/100gである吸油性顔料を含有する中間層を設け
、かつ該中間層中に、一般式( I )で表されるジフェ
ニルスルホン誘導体を含有せしめたことを特徴とする感
熱記録体。 ▲数式、化学式、表等があります▼( I ) (式中R^1は▲数式、化学式、表等があります▼、▲
数式、化学式、表等があります▼ 又は▲数式、化学式、表等があります▼を、 R^2は水素原子又はアルキル基を、そしてX^1及び
X^2はそれぞれ独立してハロゲン原子、アルキル又は
アルコキシ基を表し、mは0又は1、pは0〜5の整数
、qは0〜4の整数、αは0〜5の整数、βは1〜5の
整数、γ及びδはそれぞれ独立に1〜5の整数である)(1) In a heat-sensitive recording material in which a support is provided with a heat-sensitive recording layer that utilizes a coloring reaction of a colorless or light-colored basic dye and a coloring agent that can develop color upon contact with the dye, the support and the heat-sensitive recording The oil absorption amount (JISK5101 method) between the layers is 80 to 300c.
1. A heat-sensitive recording material, comprising: an intermediate layer containing an oil-absorbing pigment having an oil-absorbing pigment of c/100g; and a diphenylsulfone derivative represented by the general formula (I) contained in the intermediate layer. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, R^1 is ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲
There are mathematical formulas, chemical formulas, tables, etc.▼ or ▲There are mathematical formulas, chemical formulas, tables, etc.▼, R^2 is a hydrogen atom or an alkyl group, and X^1 and X^2 are each independently a halogen atom, an alkyl group or represents an alkoxy group, m is 0 or 1, p is an integer of 0 to 5, q is an integer of 0 to 4, α is an integer of 0 to 5, β is an integer of 1 to 5, γ and δ are each independent is an integer from 1 to 5)
スルホン誘導体を含有する請求項(1)記載の感熱記録
層。(2) The heat-sensitive recording layer according to claim (1), wherein the heat-sensitive recording layer contains a diphenylsulfone derivative represented by the general formula (1).
触して呈色し得る呈色剤との呈色反応を利用した感熱記
録層を設けた感熱記録体において、該感熱記録層中に、
一般式( I )で表されるジフェニルスルホン誘導体を
含有せしめ、かつ支持体と感熱記録層との間に吸油量(
JISK5101法)が80〜300cc/100gで
ある吸油性顔料を含有する中間層を設けたことを特徴と
する感熱記録体。 ▲数式、化学式、表等があります▼( I ) (式中R^1は▲数式、化学式、表等があります▼、▲
数式、化学式、表等があります▼ 又は▲数式、化学式、表等があります▼を、 R^2は水素原子又はアルキル基を、そしてX^1及び
X^2はそれぞれ独立してハロゲン原子、アルキル又は
アルコキシ基を表し、mは0又は1、pは0〜5の整数
、qは0〜4の整数、αは0〜5の整数、βは1〜5の
整数、γ及びδはそれぞれ独立に1〜5の整数である)(3) In a heat-sensitive recording material in which a support is provided with a heat-sensitive recording layer that utilizes a coloring reaction between a colorless or light-colored basic dye and a coloring agent that can develop color upon contact with the dye, the heat-sensitive recording layer inside,
The diphenyl sulfone derivative represented by the general formula (I) is contained, and the oil absorption amount (
1. A heat-sensitive recording material comprising an intermediate layer containing an oil-absorbing pigment having a JIS K5101 method of 80 to 300 cc/100 g. ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (In the formula, R^1 is ▲There are mathematical formulas, chemical formulas, tables, etc.▼, ▲
There are mathematical formulas, chemical formulas, tables, etc.▼ or ▲There are mathematical formulas, chemical formulas, tables, etc.▼, R^2 is a hydrogen atom or an alkyl group, and X^1 and X^2 are each independently a halogen atom, an alkyl group or represents an alkoxy group, m is 0 or 1, p is an integer of 0 to 5, q is an integer of 0 to 4, α is an integer of 0 to 5, β is an integer of 1 to 5, γ and δ are each independent is an integer from 1 to 5)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1013675A JPH02194994A (en) | 1989-01-23 | 1989-01-23 | Thermal recording material |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1013675A JPH02194994A (en) | 1989-01-23 | 1989-01-23 | Thermal recording material |
Publications (1)
Publication Number | Publication Date |
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JPH02194994A true JPH02194994A (en) | 1990-08-01 |
Family
ID=11839762
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP1013675A Pending JPH02194994A (en) | 1989-01-23 | 1989-01-23 | Thermal recording material |
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Country | Link |
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JP (1) | JPH02194994A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992001680A1 (en) * | 1990-07-24 | 1992-02-06 | Nippon Soda Co., Ltd. | Diphenyl sulfone derivative and thermal recording material |
-
1989
- 1989-01-23 JP JP1013675A patent/JPH02194994A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1992001680A1 (en) * | 1990-07-24 | 1992-02-06 | Nippon Soda Co., Ltd. | Diphenyl sulfone derivative and thermal recording material |
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