JPS62275773A - Thermal recording material - Google Patents
Thermal recording materialInfo
- Publication number
- JPS62275773A JPS62275773A JP61119161A JP11916186A JPS62275773A JP S62275773 A JPS62275773 A JP S62275773A JP 61119161 A JP61119161 A JP 61119161A JP 11916186 A JP11916186 A JP 11916186A JP S62275773 A JPS62275773 A JP S62275773A
- Authority
- JP
- Japan
- Prior art keywords
- heat
- recording material
- compound
- sensitive recording
- formula
- 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
- 239000000463 material Substances 0.000 title claims abstract description 36
- 150000001875 compounds Chemical class 0.000 claims abstract description 33
- 239000000126 substance Substances 0.000 claims abstract description 9
- 238000004040 coloring Methods 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract description 6
- 239000011230 binding agent Substances 0.000 abstract description 5
- 238000011161 development Methods 0.000 abstract description 5
- 230000029936 alkylation Effects 0.000 abstract description 3
- 238000005804 alkylation reaction Methods 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 abstract description 3
- 239000000945 filler Substances 0.000 abstract description 3
- HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 abstract description 2
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 abstract description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003849 aromatic solvent Substances 0.000 abstract description 2
- 239000003054 catalyst Substances 0.000 abstract description 2
- 229930003836 cresol Natural products 0.000 abstract description 2
- 239000004094 surface-active agent Substances 0.000 abstract description 2
- 239000008096 xylene Substances 0.000 abstract description 2
- 229920001169 thermoplastic Polymers 0.000 abstract 1
- 239000004416 thermosoftening plastic Substances 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 21
- 239000000243 solution Substances 0.000 description 17
- -1 sensitizer Substances 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 11
- 239000011248 coating agent Substances 0.000 description 10
- 238000000576 coating method Methods 0.000 description 10
- 239000000203 mixture Substances 0.000 description 8
- 239000004372 Polyvinyl alcohol Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 229920002451 polyvinyl alcohol Polymers 0.000 description 6
- 238000001035 drying Methods 0.000 description 5
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 4
- 239000007864 aqueous solution Substances 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000012296 anti-solvent Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 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
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920002125 Sokalan® Polymers 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 150000001447 alkali salts Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 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
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 239000004584 polyacrylic acid Substances 0.000 description 2
- 229920003048 styrene butadiene rubber Polymers 0.000 description 2
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 2
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 1
- KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
- DXYZIGZCEVJFIX-UHFFFAOYSA-N 2'-(dibenzylamino)-6'-(diethylamino)spiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound C=1C(N(CC)CC)=CC=C(C2(C3=CC=CC=C3C(=O)O2)C2=C3)C=1OC2=CC=C3N(CC=1C=CC=CC=1)CC1=CC=CC=C1 DXYZIGZCEVJFIX-UHFFFAOYSA-N 0.000 description 1
- DRHABPMHZRIRAH-UHFFFAOYSA-N 2,4,4,6,6-pentamethylhept-2-ene Chemical group CC(C)=CC(C)(C)CC(C)(C)C DRHABPMHZRIRAH-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
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- QIRNGVVZBINFMX-UHFFFAOYSA-N 2-allylphenol Chemical compound OC1=CC=CC=C1CC=C QIRNGVVZBINFMX-UHFFFAOYSA-N 0.000 description 1
- BKOOMYPCSUNDGP-UHFFFAOYSA-N 2-methylbut-2-ene Chemical group CC=C(C)C BKOOMYPCSUNDGP-UHFFFAOYSA-N 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
- 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
- NSDCINLDXHWOFO-UHFFFAOYSA-N 3-ethoxycarbonyl-5-hydroxybenzoic acid Chemical compound CCOC(=O)C1=CC(O)=CC(C(O)=O)=C1 NSDCINLDXHWOFO-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- 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
- NTDQQZYCCIDJRK-UHFFFAOYSA-N 4-octylphenol Chemical compound CCCCCCCCC1=CC=C(O)C=C1 NTDQQZYCCIDJRK-UHFFFAOYSA-N 0.000 description 1
- ISAVYTVYFVQUDY-UHFFFAOYSA-N 4-tert-Octylphenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C=C1 ISAVYTVYFVQUDY-UHFFFAOYSA-N 0.000 description 1
- LRFVTYWOQMYALW-UHFFFAOYSA-N 9H-xanthine Chemical class O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- IPAJDLMMTVZVPP-UHFFFAOYSA-N Crystal violet lactone Chemical compound C1=CC(N(C)C)=CC=C1C1(C=2C=CC(=CC=2)N(C)C)C2=CC=C(N(C)C)C=C2C(=O)O1 IPAJDLMMTVZVPP-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-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
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 229940100198 alkylating agent Drugs 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- YXVFYQXJAXKLAK-UHFFFAOYSA-N biphenyl-4-ol Chemical compound C1=CC(O)=CC=C1C1=CC=CC=C1 YXVFYQXJAXKLAK-UHFFFAOYSA-N 0.000 description 1
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 1
- 239000001273 butane Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 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
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- LKWSCLZNBWZMTI-UHFFFAOYSA-N dibenzyl 4-hydroxybenzene-1,2-dicarboxylate Chemical compound C=1C=CC=CC=1COC(=O)C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 LKWSCLZNBWZMTI-UHFFFAOYSA-N 0.000 description 1
- MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical compound C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- 229940043351 ethyl-p-hydroxybenzoate Drugs 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- MDQRDWAGHRLBPA-UHFFFAOYSA-N fluoroamine Chemical compound FN MDQRDWAGHRLBPA-UHFFFAOYSA-N 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
- 238000000227 grinding Methods 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- JSGBYRDSFDPXFC-UHFFFAOYSA-N n-[5-[(fluoroamino)methyl]-2-methylcyclohexyl]aniline Chemical compound CC1CCC(CNF)CC1NC1=CC=CC=C1 JSGBYRDSFDPXFC-UHFFFAOYSA-N 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 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 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/30—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using chemical colour formers
- B41M5/337—Additives; Binders
- B41M5/3372—Macromolecular compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Abstract
Description
【発明の詳細な説明】
３、発明の詳細な説明
「産業上の利用分野」
本発明は感熱記録材料に関し、特に保存性に浸れた感熱
記録材料に関するものである。Detailed Description of the Invention 3. Detailed Description of the Invention "Field of Industrial Application" The present invention relates to a heat-sensitive recording material, and particularly to a heat-sensitive recording material with excellent preservability.
「従来の技術」
無色又は淡色の発色性物質と該発色性物質を熱時発色さ
せうる顕色性物質を利用した感熱記録材料は特公昭４３
−４１６０号、特公昭４５−１４０３９号に発表され広
く実用化されている。一般に、感熱記録材料はロイコ染
料とフェノール性物質等の顕色剤をそれぞれ別個に微粒
子状に分散化した後、両者を混合しこれに結合剤、増感
剤、充填剤、滑剤等の添加剤を添加して塗液として、紙
、フィルム、合成紙等の支持体に塗布したもので加熱に
より、ロイコ染料と顕色剤の一方又は両者が溶融、接触
して起る化学反応により発色記録を得るものであり通常
シート状の感熱記録材料が調製される。このような感熱
記録シートの発色のためにはサーマルヘッドを内蔵し１
こりサーマルプリンター等が用いられる。この感熱記録
法は他の記録法に比較して、（１）記録時に騒音が出な
い、（２）現像定着等の必要がない（３）メインテナン
スフリーである、（４）機械が比較的安価である等の特
徴により、ファクシミリ分野、コンピューターのアウト
プット、電卓等のプリンター分野、医療計測用のレコー
ダー分野、自動券売機分野、感熱記録型ラベル分野等に
広く用いられている。``Prior art'' A heat-sensitive recording material using a colorless or light-colored color-forming substance and a color-developing substance that can cause the color-forming substance to develop color when heated is disclosed in Japanese Patent Publication No. 43.
It was published in Japanese Patent Publication No. 4160 and Japanese Patent Publication No. 45-14039 and has been widely put into practical use. Generally, heat-sensitive recording materials are made by separately dispersing a leuco dye and a color developer such as a phenolic substance into fine particles, then mixing the two and adding additives such as a binder, sensitizer, filler, and lubricant. It is a coating solution that is applied to a support such as paper, film, synthetic paper, etc. When heated, one or both of the leuco dye and color developer melt and come into contact, resulting in a chemical reaction that produces color recording. A sheet-like heat-sensitive recording material is usually prepared. In order to develop color on such heat-sensitive recording sheets, a built-in thermal head is used.
A thermal printer or the like is used. Compared to other recording methods, this thermal recording method (1) makes no noise during recording, (2) does not require development and fixing, (3) is maintenance-free, and (4) is relatively inexpensive. Due to these characteristics, it is widely used in the field of facsimiles, computer output, printers such as calculators, recorders for medical measurement, automatic ticket vending machines, thermal recording labels, etc.
これらの利用分野の中でも小売店、スーパーマーケット
などのＰＯＳシステムの拡大に伴うラベル類、駅務の自
動化システムの乗車券等に使用が増加している。これら
の用途におい消えてしまったり退色してしまうという点
である。Among these fields of use, use is increasing for labels associated with the expansion of POS systems in retail stores, supermarkets, etc., and for train tickets in automated station service systems. The problem with these uses is that the color disappears or fades.
かかる欠点を触法する方法として感熱記録層上に耐薬品
性のある樹脂の水性エマルジョンを塗布する方法（特開
昭５４−１２８３４７）ポリビニルアルコール等の水溶
性高分子化合物を塗布する方法（実開昭５Ｏ−１２５３
５４）、又耐水性や発色画像の保存性を高める目的でビ
スフェノール誘導体の併用（特開昭５７−１９５６９１
、特開昭５７−２０５１９１ ）が提案されて〜・るが
、十分満足のいく効果は得られて（・ない。Methods to overcome these drawbacks include a method of coating an aqueous emulsion of a chemical-resistant resin on the heat-sensitive recording layer (JP-A-54-128347) and a method of coating a water-soluble polymer compound such as polyvinyl alcohol (JP-A-Sho 54-128347). 5O-1253
54), and the use of bisphenol derivatives in combination for the purpose of increasing water resistance and storage stability of colored images (Japanese Patent Application Laid-Open No. 57-195691
, Japanese Unexamined Patent Publication No. 57-205191) has been proposed, but no satisfactory effect has been obtained.
「発明が解決しようとする問題点」
本発明の目的は前記従来技術の欠点を解決シ渭
することにある。即ち、水漏れやプラスチックフィルム
類等の接触による発色画像の消色や退色が起こらない、
いわゆる高耐水性、高耐可ソ剤性の感熱記録材料を提供
することにある。"Problems to be Solved by the Invention" An object of the present invention is to overcome the drawbacks of the prior art. In other words, the colored image will not fade or fade due to water leakage or contact with plastic films, etc.
The object of the present invention is to provide a heat-sensitive recording material having so-called high water resistance and high resistance to anti-solvent agents.
「問題を解決するための手段」
本発明者らは前記目的を達成すべく種々の検討を重ねた
結果１本発明を完成させたものである。即ち、感熱記録
材料の感熱発色層中に下記式（１）
〔式（１）中、Ｒは水素又はＣｌ−８のアルキルをｎは
１〜２０を表す。〕
で示される化合物を含有することを特徴とする感熱記録
材料を提供するものである。"Means for Solving the Problem" The present inventors have completed the present invention as a result of various studies to achieve the above object. That is, the thermosensitive coloring layer of the thermosensitive recording material contains the following formula (1) [In formula (1), R represents hydrogen or alkyl of Cl-8, and n represents 1 to 20. ] The present invention provides a heat-sensitive recording material characterized by containing a compound represented by the following.
式（１）で示される化合物は、クレゾールとジシクロペ
ンタジェンを酸触媒の存在下、トルエン、キシレンのよ
うな芳香族溶媒中で８０〜１００℃で反応させ次いでア
ルキル化することによってえられる。アルキル化はイン
ブチレン、ジイソブチレン、トリイソブチレン、 （メ
タノール、エタノール、エチレン、グロパノール、プロ
ピレン、ブタノール、ブチレン、アミルアルコール、ア
ミレン、ヘキサノール、ヘプタツール、ジブチレン、オ
クテンなどのアルキル化剤を用いて８．０〜１００℃で
行われる。なお反応物は中和などにより触媒を除去後、
パラフィン系溶剤中に滴下し結晶を析出させるか、又は
蒸留により低沸分をカットし、式（１）の化合物を得る
。式（１）で示される化合物のうち特に好ましいものは
ｎ ＝ ３〜５、Ｒが炭素数４のアルキルであるもので
ある。The compound represented by formula (1) can be obtained by reacting cresol and dicyclopentadiene at 80 to 100°C in the presence of an acid catalyst in an aromatic solvent such as toluene or xylene, followed by alkylation. Alkylation is carried out using an alkylating agent such as imbutylene, diisobutylene, triisobutylene, (methanol, ethanol, ethylene, gropanol, propylene, butanol, butylene, amyl alcohol, amylene, hexanol, heptatool, dibutylene, octene, etc.). The reaction is carried out at a temperature of 0 to 100°C.After removing the catalyst by neutralization etc.,
The compound of formula (1) is obtained by dropping into a paraffinic solvent to precipitate crystals, or by distilling to remove low-boiling components. Among the compounds represented by formula (1), particularly preferred are those in which n = 3 to 5 and R is alkyl having 4 carbon atoms.
本発明の感熱記録材料は前記式（１）で示される化合物
を以下に示すような囚発色性化合物ＣＢ＋顕色性化合物
、（０結合剤及びその他必襞に応じ充填剤、熱可融性化
合物、界面活性剤等と共に感熱発色層中に含有せしめて
得られ、前記式（１）の化合物は感熱発色層中１〜５０
重量パーセント、好ましくは５〜３０重量バーセント用
（・られる。The heat-sensitive recording material of the present invention combines the compound represented by the formula (1) with a color-forming compound CB as shown below, a color-developing compound, a binder and other fillers as required, and a heat-fusible compound. , the compound of formula (1) is contained in the thermosensitive coloring layer together with a surfactant, etc.
Weight percent, preferably 5 to 30 weight percent.
勺 発色性化合物
キサンチン系化合物としてのローダミン−β−アニリノ
ラクタム、ローダミン（ｐ−二トロアニリノ〕ラクタム
、２−ジベンジルアミノ−６−ジエチルアミノフルオラ
ン、２−アニリノ−３−メチル−６−シエチルアミノー
フルオラン、２−アニリノ−３−メチル−６−シクロヘ
キジルメチルアミノフルオラン、２−アニリノ−３−メ
チル−６−イソベンチルエチルアミノフルオラン、２−
アニリノ−３−メチル−６−シブチルアミノフルオラン
、２−ｐ−クロロアニリノ−３−メチル−６−ジエチル
アミノフルオラン、２−ｐ−フルオロアニリノ−３−メ
チル−６−ジエチルアミノフルオラン、２−ｐ−フルオ
ロアニリノ−３−メチル−６−シブチルアミノフルオラ
ン、２−アニリノ−３−メチル−６−（＋）−トルイジ
ノエチル）アミノフルオラン、２−ｐ−トルイジノ−３
−メチル−６−ジニチルアミノフルオラン、２−〇−ジ
クロロアニリノ−６−ジニチルアミノフルオラン２−０
−クロロアニリノ−６−シブチルアミノフルオラン。Rhodamine-β-anilinolactam, rhodamine (p-nitroanilino)lactam, 2-dibenzylamino-6-diethylaminofluorane, 2-anilino-3-methyl-6-ethyl as color-forming compounds xanthine compounds Aminofluorane, 2-anilino-3-methyl-6-cyclohexylmethylaminofluorane, 2-anilino-3-methyl-6-isobentylethylaminofluorane, 2-
Anilino-3-methyl-6-sibutylaminofluoran, 2-p-chloroanilino-3-methyl-6-diethylaminofluoran, 2-p-fluoroanilino-3-methyl-6-diethylaminofluoran, 2- p-fluoroanilino-3-methyl-6-sibutylaminofluorane, 2-anilino-3-methyl-6-(+)-toluidinoethyl)aminofluorane, 2-p-toluidino-3
-Methyl-6-dinithylaminofluoran, 2-0-dichloroanilino-6-dinithylaminofluoran 2-0
-chloroanilino-6-sibutylaminofluorane.
２− ｏ−フルオロアニリノ−６−ジニチルアミノフル
オラン、２−０−フルオロアニリノ−６−シブチルアミ
ノフルオラン、２−ｍ−クロロアニリノ−６−ジニチル
アミノフルオラ／、２−アニリノ−３−メチル−６−ビ
ペリジノフルオラ／、２−アニリノ−３−メチル−６−
ピロリジノフルオラン、２−ｍ−トリフルオロメチルア
ニリノ−６−ジニチルアミノフルオラン、２−ジヘキシ
ルアミノ−６−ジエチルアミノフルオラ／、２−ブチル
アミノ−３−クロロ−６−ジニチルアミノフルオラン、
２−エトキシエチルアミノ−３−クロロ−６−ジニチル
アミノフルオラン、２−７ ＝ ＩＪ ／ −３−クロ
ロ−６−ジニチルアミノフルオラン、２−ジフェニルア
ミノ−６−シエチルアミノフルオラン、２−アニリノ−
３−メチル−６−シフエニルアミノフルオラン、２−フ
ェニル−６−ジニチルアミノフルオラン、 ２−１０
ロー３−メチル−６−ジニチルアミノフルオラン、２−
クロロ−６−ジニチルアミノフルオラ／、２−メチル−
６−ジニチルアミノフルオラン、６−ジエチルアミン−
１，２−ベンズフルオラン等、トＩＪアリールメタン化
合物としての、３，３−ビス（ｐ−ジメチルアミノフェ
ニル）−６−シメチルアミノフタリド（別名；クリスタ
ルバイオレットラクトン）、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−ジメチルアミノインドー
ル−３−イル〕フタリド、３−（ｐ−’）メチルアミノ
フェニル）−３−（２一メチルインドールー３−イル）
フタ事ド、クロメン類等、スピロピラン系化合物として
の３−メチル−３−スピロ−ジナフトピラン、３−ペン
ジルスビロージナフトヒラン、３−メチル−ナフト−（
３−メトキシ−ベンゾ）スピロピラン、３−プロピル−
スピロ−ジペンゾビラン、１，３．３−トリメチル−６
−ニトロ−８７−メドキシスビロ（インドリン−２，２
′−ベンゾビラン）、１，３．３−トリメチル−６−二
トロスビロ（インドリン−２，２−ペンゾビランク等、
ジフェニルメタン系化合物としての４．４′−ビス−ジ
メチルアミノベンズヒドリンベンジルエーテル、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、チアシン系化合
物としてのベンゾイルロイコメチレンブルー、ｐ−ニト
ロベンジルロイコメチレンブルー等が挙げられる。これ
らのロイコ染料は単独もしくは混合して用いられる。2-o-fluoroanilino-6-dinithylaminofluorane, 2-0-fluoroanilino-6-sibutylaminofluorane, 2-m-chloroanilino-6-dinithylaminofluoran/, 2-anilino -3-methyl-6-biperidinofluora/,2-anilino-3-methyl-6-
Pyrrolidinofluorane, 2-m-trifluoromethylanilino-6-dinithylaminofluorane, 2-dihexylamino-6-diethylaminofluoran/, 2-butylamino-3-chloro-6-dinithylaminofluoran Oran,
2-ethoxyethylamino-3-chloro-6-dinithylaminofluoran, 2-7 = IJ / -3-chloro-6-dinithylaminofluoran, 2-diphenylamino-6-ethylaminofluoran, 2-Anilino-
3-Methyl-6-siphenylaminofluorane, 2-phenyl-6-dinithylaminofluorane, 2-10
Rho 3-methyl-6-dinithylaminofluorane, 2-
Chloro-6-dinithylaminofluora/,2-methyl-
6-Dinithylaminofluorane, 6-diethylamine-
1,2-benzfluorane, etc., 3,3-bis(p-dimethylaminophenyl)-6-dimethylaminophthalide (also known as crystal violet lactone), 3,3-bis as an arylmethane compound (p-dimethylaminophenyl)phthalide, 3-(p-dimethylaminophenyl)-3-(1,2-dimethylaminoindol-3-yl]phthalide, 3-(p-')methylaminophenyl)-3- (2-methylindole-3-yl)
3-methyl-3-spiro-dinaphthopyran, 3-pendylsubirodinaphthohyran, 3-methyl-naphtho-(
3-Methoxy-benzo)spiropyran, 3-propyl-
Spiro-dipenzobilane, 1,3,3-trimethyl-6
-Nitro-87-Medoxisbilo (Indoline-2,2
'-benzoviran), 1,3,3-trimethyl-6-nitrosubiro (indoline-2,2-penzoviranc, etc.),
4,4'-bis-dimethylaminobenzhydrin benzyl ether as a diphenylmethane compound, N-halophenyl-leucoauramine, N-2,4,5-trichlorophenylleucoauramine, etc., benzoyl leuco as a thiacin compound Examples include methylene blue, p-nitrobenzylleucomethylene blue, and the like. These leuco dyes may be used alone or in combination.
（Ｂ１ 顕色性化合物
α−ナフトール、β−ナフトール、ｐ−オクチルフェノ
ール、４−ｔ−オクチルフェノール、ｐ−ｔ−ブチルフ
ェノール、ｐ−フェニルフェノール、１．１’−ビス（
ｐ−ヒドロキシフェニル）フロパン、２．２’−ビス（
ｐ−ヒドロキシフェニル〕プロパン、２．２’−ビス（
ｐ−ヒドロキシフェニル）ブタン、１．１’−ビス（ｐ
−ヒドロキシフェニル）シクロヘキサン、４，４′−チ
オビスフェノール、４．４′−シクロ−へキシリチンジ
フェノール、４．４’−スルホニルジフェノール、４．
４’−スルホニル−ビス（２−アリルフェノール）、２
，２′−ビス（２，５−’）フロム−４−ヒドロキシフ
ェニル〕プロパン、４．４’−イソプロピリデンヒス（
２−ｔ−ブチルフェノール）、２．２’−メチレンビス
（４−クロロフェノール）等のフェノール性化合物、ｐ
−ヒドロキシ安息香酸ベンジル、ｐ−ヒドロキシ安息香
酸エチル、４−ヒドロキシフタル酸ジベンジル、４−ヒ
ドロキシフタル酸ジメチル、５−ヒドロキシイソフタル
酸エチル、３，５−ジ−ｔ−ブチルサリチル酸、３．５
−ジ−α−メチルベンジルサリチル酸等の芳香族カルボ
ン酸誘導体、芳香族カルボン酸又はその多価金属塩等が
挙げられる。(B1 Color developing compound α-naphthol, β-naphthol, p-octylphenol, 4-t-octylphenol, pt-butylphenol, p-phenylphenol, 1.1'-bis(
p-hydroxyphenyl)furopane, 2,2'-bis(
p-hydroxyphenyl]propane, 2,2'-bis(
p-hydroxyphenyl)butane, 1,1'-bis(p
-hydroxyphenyl)cyclohexane, 4,4'-thiobisphenol, 4,4'-cyclo-hexylitine diphenol, 4,4'-sulfonyl diphenol, 4.
4'-sulfonyl-bis(2-allylphenol), 2
, 2'-bis(2,5-')from-4-hydroxyphenyl]propane, 4,4'-isopropylidenehis(
Phenolic compounds such as 2-t-butylphenol), 2,2'-methylenebis(4-chlorophenol), p
-Benzyl hydroxybenzoate, ethyl p-hydroxybenzoate, dibenzyl 4-hydroxyphthalate, dimethyl 4-hydroxyphthalate, ethyl 5-hydroxyisophthalate, 3,5-di-t-butylsalicylic acid, 3.5
Examples include aromatic carboxylic acid derivatives such as -di-α-methylbenzyl salicylic acid, aromatic carboxylic acids or polyvalent metal salts thereof.
（０結合剤
メチルセルロース、メトキシセルロース、ヒドロキシエ
チルセルロース、カルボキシメチル、ナトリウムカルボ
キシメチルセルロース、セルロース、ポリビニルアルコ
ール、カルボキシ基変性ポリビニルアルコール、スルホ
ン酸基変性ポリビニルアルコール、ポリビニルピロリド
ン、ポリアクリルアミド、ポリアクリル酸、デンプン及
びその誘導体、カゼイン、ゼラチン水溶性インプレンゴ
ム、スチレン／無水マレイン酸共重合体のアルカリ塩イ
ソ（又はジイソ）ブチレン／無水マレイン酸共重合体の
アルカリ塩等の水溶性のもの或いはポリ酢酸ビニル、塩
化ビニル／酢酸ビニル共重合体、ポリスチレン、ポリア
クリル酸エステル、ポリウレタン、スチレン／ブタジェ
ン共重合体、カルボキシル化スチレン／ブタジェン共重
合体、スチレン／ブタジェン／アクリル酸系共重合体等
の水溶性エマルジョン等が用（・られる。(0 binders methylcellulose, methoxycellulose, hydroxyethylcellulose, carboxymethyl, sodium carboxymethylcellulose, cellulose, polyvinyl alcohol, carboxy group-modified polyvinyl alcohol, sulfonic acid group-modified polyvinyl alcohol, polyvinylpyrrolidone, polyacrylamide, polyacrylic acid, starch and Derivatives, casein, gelatin, water-soluble imprene rubber, alkali salts of styrene/maleic anhydride copolymer, water-soluble ones such as alkali salts of iso(or diiso)butylene/maleic anhydride copolymer, polyvinyl acetate, vinyl chloride /Water-soluble emulsions such as vinyl acetate copolymer, polystyrene, polyacrylic acid ester, polyurethane, styrene/butadiene copolymer, carboxylated styrene/butadiene copolymer, styrene/butadiene/acrylic acid copolymer, etc. are used. (・Become.
前記材料を用いて例えば次のような方法によって本発明
の感熱記録材料が調製される。The heat-sensitive recording material of the present invention is prepared using the above material, for example, by the following method.
即ち、常法によりまず発色性化合物、顕色性化合物及び
前記式（１）の化合物をそれぞれ別々に結合剤、水ある
いは必要に応じてその他の添卯剤、ポリビニルアルコー
ル等の保護コロイド物質、界面活性剤等と共にボールミ
ル、アトライター、サンドミルなどの分散機にて粉砕、
分散した後（前記式（１）の化合物は場合によっては発
色性化合物又は顕色性化合物と予め混合して同時に分散
化を行ってもよい）混合して感熱発色層塗布液を調製し
、紙、プラスチックスシート、合成紙等の支持体上に５
〜４０ｇ／ｍ’になるようにバーコーター等により塗布
（発色性化合物と顕色性化合物の比は通常乾燥重量比で
１：１乃至１：１０である。〕乾燥して本発明の感熱記
録材料を得る。That is, first, a color-forming compound, a color-developing compound, and the compound of formula (1) above are separately mixed with a binder, water or other additives as necessary, a protective colloid such as polyvinyl alcohol, and an interface using a conventional method. Pulverize with an activator, etc. using a dispersing machine such as a ball mill, attritor, or sand mill.
After being dispersed (the compound of formula (1) may be mixed with a color-forming compound or a color-developing compound in advance and dispersing at the same time), a heat-sensitive color-forming layer coating solution is prepared, and 5 on a support such as plastic sheet, synthetic paper, etc.
Coating with a bar coater or the like to give a coating weight of ~40 g/m' (the ratio of the color-forming compound to the color-developing compound is usually 1:1 to 1:10 in terms of dry weight) and drying to form the heat-sensitive recording material of the present invention. Get the materials.
更に必要に応じて上記感熱発色層と支持体の間に中間層
又は感温発色層上にオーバーコート層を設けて本発明の
感熱記録材料が得られる。Furthermore, the heat-sensitive recording material of the present invention can be obtained by providing an intermediate layer between the heat-sensitive color forming layer and the support or an overcoat layer on the heat-sensitive color forming layer, if necessary.
式（１）の化合物を含有する本発明の感熱記録材料は従
来公知のものに比べてその発色画像の耐プラスチックス
性及び耐水性が格段にすぐれている。なお式（１）の化
合物を含有した本発明の感熱記録材料は発色感度におい
ても十分な感度を示すという特徴がある。The heat-sensitive recording material of the present invention containing the compound of formula (1) has a colored image which has much better plastic resistance and water resistance than conventionally known materials. The heat-sensitive recording material of the present invention containing the compound of formula (1) is characterized in that it exhibits sufficient color development sensitivity.
「実施例」
本発明を実施例により更に詳細に説明するが本発明がこ
れらの例に限定されるものではない。実施例中梱は重量
部を示す。"Examples" The present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples. Parts by weight are shown in the packaging of examples.
実施例１゜
下記組成の混合物をサンドグラインダーを用いて３０分
間粉砕してそれぞれ（Ａ〕ｉｆｆ、〔Ｂ〕液及び〔Ｃ〕
液を調製した。Example 1 A mixture having the following composition was ground for 30 minutes using a sand grinder to form each (A]iff, [B] liquid and [C]
A liquid was prepared.
次いで上記〔Ａ″ｌ液：〔Ｂ〕液：〔Ｃ〕液＝６部ニア
４部：２０部の割合で混合して感熱発色層塗布液を調類
し、坪量５０ｇ／−の上質紙上に液量が３０ ｇ ／
ｍ’となるように塗布、乾燥し、更に該層上に１０％Ｐ
ＶＡ水溶液を乾燥後の塗布量が３ ｇ ／ ｍ’となる
ように塗布、乾燥して本発明の感熱記録材料を得た。Next, a heat-sensitive coloring layer coating solution was prepared by mixing the above [A''l solution: [B] solution: [C] solution = 6 parts Nia: 4 parts: 20 parts, and coated on high-quality paper with a basis weight of 50 g/-. The liquid amount is 30 g /
m', then dried, and then 10% P was applied on the layer.
A VA aqueous solution was coated so that the coated amount after drying was 3 g/m', and dried to obtain a heat-sensitive recording material of the present invention.
実施例２゜
実施例１で〔Ａ″Ｉｉの代わりに下記粉砕組成のＣＤＥ
液
を用いＣＤＥ液：〔Ｂ〕液：〔ＣＤ液：水＝６二７４：
１０：１０の割合で混合して感熱発色層塗布液を調製し
、坪量５０ｇ／−の上質紙上に液量が３０ ｇ ／ ｍ
’となるように塗布、乾燥した。更に該層上に１０％Ｐ
ＶＡ水溶液を乾燥後の塗布量が３ ｇ ／ ｍ’となる
ように塗布、乾燥して本発明の感熱記録材料を得た。Example 2 In Example 1, [CDE with the following pulverized composition was used instead of A″Ii]
CDE solution: [B] solution: [CD solution: water = 6274:
A heat-sensitive coloring layer coating solution was prepared by mixing at a ratio of 10:10, and the liquid amount was 30 g/m on high-quality paper with a basis weight of 50 g/-.
'Apply and dry. Furthermore, 10% P on the layer
A VA aqueous solution was coated so that the coated amount after drying was 3 g/m', and dried to obtain a heat-sensitive recording material of the present invention.
実施例３゜
実施例１でＣＢ〕液の代わりに下記粉砕組成の〔Ｅ′３
液
を用いＣＡＩ液：〔Ｅ〕液：〔Ｃ〕液＝６部ニア４部＝
２０部の割合で混合して感熱発色層塗布液を調製し、坪
量５０ ｇ ／ ｍ’の上質紙上に液量が３０ｇ／ｍ’
となるように塗布、乾燥した。更に該層上に１０％ＰＶ
Ａ水溶液を乾燥後の塗布量が３ｇ／ｍ′となるように塗
布、乾燥して本発明の感熱記録材料を得た。Example 3 In place of the CB solution in Example 1, [E'3] having the following pulverized composition was used.
CAI solution: [E] solution: [C] solution = 6 parts Nia 4 parts =
A heat-sensitive coloring layer coating solution was prepared by mixing 20 parts, and the liquid amount was 30 g/m' on high-quality paper with a basis weight of 50 g/m'.
It was applied and dried. Furthermore, 10% PV on the layer
Aqueous solution A was coated so that the coated amount after drying was 3 g/m' and dried to obtain a heat-sensitive recording material of the present invention.
実施例４゜
下記組成の混合物をサンドグラインダーを用い１時間粉
砕してそれぞれ〔Ｆ〕液、ＣＧ）液を調製した。Example 4 A mixture having the following composition was ground for 1 hour using a sand grinder to prepare liquids [F] and CG).
次いで〔Ｆ′３液：〔Ｇ〕液：〔Ｃ〕液＝１８部ニア２
部：１０部の割合で混合して感熱発色層塗布液を調製し
１坪量５０ｇ／−の上質紙上に液量が３０ｇ／イとなる
ように塗布、乾燥した。更に該層上に１０％ＰＶＡ水溶
液を乾燥後の塗布量が３ ｇ ／ ｍ’となるように塗
布、乾燥して本発明の感熱記録材料を得た。Next, [F'3 liquid: [G] liquid: [C] liquid = 18 parts Near 2
parts: 10 parts to prepare a heat-sensitive coloring layer coating solution, which was coated on high-quality paper with a basis weight of 50 g/- to a liquid amount of 30 g/I and dried. Furthermore, a 10% PVA aqueous solution was coated on the layer so that the coated amount after drying was 3 g/m', and dried to obtain a heat-sensitive recording material of the present invention.
実施例５゜
実施例４で〔ＣＤ液の代わりに下記粉砕組成の〔Ｈ〕液
を使用した以外は実施例４と同様にして本発明の感熱記
録材料を得た。Example 5 A heat-sensitive recording material of the present invention was obtained in the same manner as in Example 4, except that liquid [H] having the following grinding composition was used instead of the CD liquid.
比較例１゜
実施例１において〔ＣＤ液の代わりにＣＣＩ液と同重量
の水を追加して使用した以外は実施例１と同様にして比
較用の感熱記録材料を得た。Comparative Example 1 A comparative heat-sensitive recording material was obtained in the same manner as in Example 1 except that water of the same weight as the CCI liquid was added instead of the CD liquid.
比較例２゜
実施例２にお（・て〔ＣＤ液の代わりに〔ＣＤ液と同重
量の水を追加して使用した以外は実施例２と同様にして
比較用の感熱記録材料を得た。Comparative Example 2 A comparative heat-sensitive recording material was obtained in the same manner as in Example 2, except that water of the same weight as the CD liquid was added in place of the CD liquid. .
比較例３゜
実施例３において〔ＣＤ液の代わりに下記粉砕組成の〔
工〕液
２０部を使用した以外は実施例３と同様にして比較用の
感熱記録材料を得た。Comparative Example 3 In Example 3, [the following pulverized composition] was used instead of the CD liquid.
A heat-sensitive recording material for comparison was obtained in the same manner as in Example 3, except that 20 parts of the solution was used.
比較例４゜
実施例４において〔Ｃ〕液の代わりに〔Ｃ〕液と同重量
の水を追加して使用した以外は実施例４と同様にして比
較用の感熱記録材料を得た。Comparative Example 4 A comparative heat-sensitive recording material was obtained in the same manner as in Example 4, except that water of the same weight as liquid [C] was added instead of liquid [C] in Example 4.
比較例５゜
実施例５において［Ｈ］液の代わりに下記粉砕組成の〔
Ｊ〕液
２０部を使用した以外は実施例５と同様にして比較用の
感熱記録材料を得た。Comparative Example 5 In Example 5, instead of [H] liquid, [
J] A comparative heat-sensitive recording material was obtained in the same manner as in Example 5, except that 20 parts of liquid was used.
以上の様にして得た本発明の感熱記録材料並びに比較用
の感熱記録材料を用いて下記の品質性能試験を実施した
。The following quality performance test was conducted using the heat-sensitive recording material of the present invention and the comparative heat-sensitive recording material obtained as described above.
表・品質性能試験結果
１）画像濃度 石田衡器■製のサーマルテストプリンタ
ー（Ｄ−８０５Ｐ）で試料を印
字した濃度をマクベス反射濃度計
ＲＤ−９１４型で測定した値。Table/Quality performance test results 1) Image density The density of a sample printed with a thermal test printer (D-805P) manufactured by Koki Ishida ■ is the value measured with a Macbeth reflection densitometer RD-914 model.
２〕耐 水 性 上記サーマルテストプリンターで印字
した試料を室温で水道水中に
２４時間、浸漬した後の印字部を
上記マクベス反射濃度計で測定し
た値。2] Water Resistance Value measured using the Macbeth reflection densitometer above after a sample printed with the above thermal test printer was immersed in tap water at room temperature for 24 hours.
３）耐町ソ剤性 前サーマルテストプリンターで印字
した試料をＰＶＣラップフィルム
で両面よりサンドイッチし、０．３
ｋｇ／ｃｍ２の荷重下４０℃で１５時間放置した後の印
字部を上記マクベ
ス反射濃度計で測定した値。3) Anti-corrosion resistance A sample printed with the previous thermal test printer was sandwiched between both sides with PVC wrap film, and after being left at 40°C for 15 hours under a load of 0.3 kg/cm2, the printed area was measured with the above Macbeth reflection density. Value measured with a meter.
表から明らかなように式（１）の化合物を含有する本発
明の感熱記録材料はこれを含有しない比較用感熱記録材
料に比べて、耐水性及び耐可ソ剤性にすぐれている。As is clear from the table, the heat-sensitive recording material of the present invention containing the compound of formula (1) has superior water resistance and anti-solvent properties compared to the comparative heat-sensitive recording material that does not contain the compound.
「発明の効果」 耐水性及び耐可ソ剤性のよい感熱記録材料が得られた。"Effect of the invention" A heat-sensitive recording material having good water resistance and resistance to anti-solvent agents was obtained.
Claims (1)
学式、表等があります▼（１） 〔式（１）中、Ｒは水素又はＣ＿１＿〜＿８のアルキル
をｎは１〜２０を表す。〕 化合物を含有することを特徴とする感熱記録材料。[Claims] 1. There are ▲mathematical formulas, chemical formulas, tables, etc. represented by formula (1) in the heat-sensitive recording coloring layer▼(1) [In formula (1), R is hydrogen or alkyl of C_1_ to_8 n represents 1-20. ] A heat-sensitive recording material characterized by containing a compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61119161A JPS62275773A (en) | 1986-05-26 | 1986-05-26 | Thermal recording material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61119161A JPS62275773A (en) | 1986-05-26 | 1986-05-26 | Thermal recording material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS62275773A true JPS62275773A (en) | 1987-11-30 |
| JPH0533672B2 JPH0533672B2 (en) | 1993-05-20 |
Family
ID=14754426
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61119161A Granted JPS62275773A (en) | 1986-05-26 | 1986-05-26 | Thermal recording material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62275773A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002200847A (en) * | 2000-10-24 | 2002-07-16 | Oji Paper Co Ltd | Thermal recording medium |
-
1986
- 1986-05-26 JP JP61119161A patent/JPS62275773A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002200847A (en) * | 2000-10-24 | 2002-07-16 | Oji Paper Co Ltd | Thermal recording medium |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0533672B2 (en) | 1993-05-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS62275773A (en) | Thermal recording material | |
| JP2665683B2 (en) | Thermal recording material | |
| JPS6248587A (en) | Thermal recording material | |
| JPH0323986A (en) | Thermal recording material | |
| JPH0336086A (en) | Thermal recording material | |
| JP2764455B2 (en) | Thermal recording material | |
| JP2848544B2 (en) | Thermal recording sheet | |
| JPH0632060A (en) | Thermal recording material | |
| JPH05318936A (en) | Thermal recording material | |
| JP2974187B2 (en) | Thermal recording material | |
| JPH05221140A (en) | Thermal recording material | |
| JPH05212970A (en) | Thermal recording material | |
| JPS60145884A (en) | Thermal recording body | |
| JPH0615957A (en) | Heat-sensitive recording material | |
| JPH06179289A (en) | Thermal recording material | |
| JPH06166263A (en) | Thermal recording material | |
| JPH01130973A (en) | Thermosensitive recording material | |
| JPH05221145A (en) | Recording material | |
| JPH09123613A (en) | Thermal recording material | |
| JPH0584752B2 (en) | ||
| JPH08300827A (en) | Thermal recording material | |
| JPH05338353A (en) | Thermal recording material | |
| JPH05162459A (en) | Recording material | |
| JPH06143817A (en) | Thermal recording material | |
| JPH05345483A (en) | Thermal recording material |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |