JPH01127375A - Thermal recording material - Google Patents
Thermal recording materialInfo
- Publication number
- JPH01127375A JPH01127375A JP62286279A JP28627987A JPH01127375A JP H01127375 A JPH01127375 A JP H01127375A JP 62286279 A JP62286279 A JP 62286279A JP 28627987 A JP28627987 A JP 28627987A JP H01127375 A JPH01127375 A JP H01127375A
- Authority
- JP
- Japan
- Prior art keywords
- recording material
- dye precursor
- heat
- color developer
- sensitive recording
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000463 material Substances 0.000 title claims abstract description 24
- 239000002243 precursor Substances 0.000 claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- 239000000126 substance Substances 0.000 claims abstract description 9
- 238000010438 heat treatment Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 abstract description 3
- 230000004044 response Effects 0.000 abstract description 3
- AGIJRRREJXSQJR-UHFFFAOYSA-N 2h-thiazine Chemical compound N1SC=CC=C1 AGIJRRREJXSQJR-UHFFFAOYSA-N 0.000 abstract description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 abstract description 2
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 abstract description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 abstract 1
- 229910000040 hydrogen fluoride Inorganic materials 0.000 abstract 1
- -1 bisphenol sulfone Chemical class 0.000 description 8
- 230000004043 responsiveness Effects 0.000 description 7
- 239000004372 Polyvinyl alcohol Substances 0.000 description 6
- 229920002451 polyvinyl alcohol Polymers 0.000 description 6
- 239000000975 dye Substances 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 239000005995 Aluminium silicate Substances 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 235000012211 aluminium silicate Nutrition 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 3
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 3
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- WLTCCDHHWYAMCG-UHFFFAOYSA-N 2-phenylmethoxynaphthalene Chemical compound C=1C=C2C=CC=CC2=CC=1OCC1=CC=CC=C1 WLTCCDHHWYAMCG-UHFFFAOYSA-N 0.000 description 2
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Natural products OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 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
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-UHFFFAOYSA-N 0.000 description 1
- CBDLNOVOFXJEOB-UHFFFAOYSA-N 1-methoxy-4-(4-methoxyphenoxy)benzene Chemical compound C1=CC(OC)=CC=C1OC1=CC=C(OC)C=C1 CBDLNOVOFXJEOB-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
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 1
- WCOXQTXVACYMLM-UHFFFAOYSA-N 2,3-bis(12-hydroxyoctadecanoyloxy)propyl 12-hydroxyoctadecanoate Chemical compound CCCCCCC(O)CCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC(O)CCCCCC)COC(=O)CCCCCCCCCCC(O)CCCCCC WCOXQTXVACYMLM-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-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
- ZCTQGTTXIYCGGC-UHFFFAOYSA-N Benzyl salicylate Chemical compound OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1 ZCTQGTTXIYCGGC-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 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
- 239000005909 Kieselgur Substances 0.000 description 1
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- AZUZXOSWBOBCJY-UHFFFAOYSA-N Polyethylene, oxidized Polymers OC(=O)CCC(=O)C(C)C(O)CCCCC=O AZUZXOSWBOBCJY-UHFFFAOYSA-N 0.000 description 1
- 239000004721 Polyphenylene oxide Chemical class 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 229960001413 acetanilide Drugs 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 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
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 1
- 239000012964 benzotriazole Substances 0.000 description 1
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 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
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 235000019329 dioctyl sodium sulphosuccinate Nutrition 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000007850 fluorescent dye Substances 0.000 description 1
- 239000011888 foil 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
- 239000004519 grease Substances 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
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
- 239000001095 magnesium carbonate Substances 0.000 description 1
- 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- XIKIUQUXDNHBFR-UHFFFAOYSA-N monobenzyl phthalate Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 XIKIUQUXDNHBFR-UHFFFAOYSA-N 0.000 description 1
- JHOKTNSTUVKGJC-UHFFFAOYSA-N n-(hydroxymethyl)octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCO JHOKTNSTUVKGJC-UHFFFAOYSA-N 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 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
- 235000019809 paraffin wax Nutrition 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000570 polyether Chemical class 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 238000001454 recorded image Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 229940037312 stearamide Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 230000004083 survival effect Effects 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000003232 water-soluble binding agent Substances 0.000 description 1
- 239000011787 zinc oxide Substances 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
- B41M5/333—Colour developing components therefor, e.g. acidic compounds
- B41M5/3333—Non-macromolecular compounds
- B41M5/3335—Compounds containing phenolic or carboxylic acid groups or metal salts thereof
Abstract
Description
【発明の詳細な説明】
（Ａ）産業上の利用分野
本発明は感熱記録材料に関し、特に熱応答性、画像保存
性を向上させた感熱記録材料に関する。DETAILED DESCRIPTION OF THE INVENTION (A) Field of Industrial Application The present invention relates to a heat-sensitive recording material, and particularly to a heat-sensitive recording material with improved thermal responsiveness and image storage stability.
（Ｂ）従来技術
感熱記録材料は一般に支持体上に電子供与性の通常無色
ないし淡色の染料前駆体と電子受容性の顕色剤とを主成
分とする感熱記録層を設けたもので、熱ヘツド、熱ペン
、レーザー光等で瞬時反応し、記録画像が得られるもの
で、特公昭４３−４１６０号、特公昭４５−１４０３９
号公報等に開示されている。このような感熱記録材料は
比較的簡単な装置で記録がないことなどの利点があり、
計測用記録計、ファクシミリ、プリンター、コンピュー
ターの端末機、ラベル、乗車券等自動券売機など広範囲
の分野に利用されている。(B) Conventional technology Heat-sensitive recording materials generally have a heat-sensitive recording layer on a support, the main components of which are an electron-donating, usually colorless or light-colored dye precursor and an electron-accepting color developer. It reacts instantaneously with a head, a hot pen, a laser beam, etc., and a recorded image can be obtained.
It is disclosed in the publication number etc. This type of heat-sensitive recording material has the advantage of being a relatively simple device and requiring no recording.
It is used in a wide range of fields, including measurement recorders, facsimiles, printers, computer terminals, labels, and automatic ticket vending machines.
感熱記録材料に要求される基本的性能としては、十分な
発色画像濃度及び感度をもつこと、経時による発色画像
の劣化がないことなどがある。また、近年、印字記録の
高速化が進められ記録装置自体の高速化と共にそれに対
応できる記録材料、すなわち低い熱エネルギーで高濃度
の発色画像が得られる熱応答性に優れている感熱記録材
料の開発が望まれている。さらに感熱記録材料が広く用
いられるようになるとともに整髪料、ハンドクリームや
皮膚の汗に含まれる油脂類などの油状物の付着による画
像の保存性（耐脂性）等の特性も要求されるようになり
、熱応答性、画像保存性を十分溝たすような感熱記録材
料が望まれるようになってきた。The basic performances required of a heat-sensitive recording material include sufficient color image density and sensitivity, and no deterioration of color images over time. In addition, in recent years, the speed of print recording has been increasing, and as the speed of recording devices themselves has increased, we have also developed recording materials that can cope with this, that is, heat-sensitive recording materials with excellent thermal responsiveness that can produce high-density colored images with low thermal energy. is desired. Furthermore, as heat-sensitive recording materials became widely used, properties such as image preservation (grease resistance) due to the adhesion of oily substances such as hair products, hand creams, and oils and fats contained in skin sweat were also required. Accordingly, there has been a demand for a heat-sensitive recording material that satisfies thermal responsiveness and image storage stability.
従来より高濃度の発色画像を得るために、顕色剤として
、バラヒドロキシ安息香酸ベンジルエステル（特開昭５
６−１４４１９３）、２．２−ヒス（４−ヒドロキシフ
ェニル）プロパン等を用い、各種添加剤を記録層中に含
有させ高感度化する方法が知られている。In order to obtain a colored image with higher density than before, rose hydroxybenzoic acid benzyl ester (Japanese Unexamined Patent Application Publication No. 1989-1993) was used as a color developer.
6-144193), 2,2-his(4-hydroxyphenyl)propane, etc., and a method of incorporating various additives into the recording layer to increase sensitivity is known.
例えば、特公昭４３−４１６０号には尿素、無水フタル
酸、アセトアニリド等を、特公昭４８−１９２３’１号
には密ろう、カルナバろう、パラフィンワックス等の天
然及び合成ワックス類を、特公昭４９−１７７４８号に
はサリチル酸、フタル酸モノベンジルエステル等を添加
する方法が開示されている。For example, Japanese Patent Publication No. 43-4160 contains urea, phthalic anhydride, acetanilide, etc., Japanese Patent Publication No. 48-1923'1 contains natural and synthetic waxes such as beeswax, carnauba wax, paraffin wax, etc. No. 17748 discloses a method of adding salicylic acid, phthalic acid monobenzyl ester, etc.
また、画像保存性を向上させるためにはビスフェノール
スルホンタイプの顕色剤が提案されており、その一つと
してビス（４−ヒドロキシフェニル）スルホンを顕色剤
として用いることが特公昭４４−３６８６号及び特公昭
４５−１４０３９号に記載されている。In addition, bisphenol sulfone type color developers have been proposed to improve image storage stability, and one of them is the use of bis(4-hydroxyphenyl) sulfone as a color developer in Japanese Patent Publication No. 44-3686. and described in Japanese Patent Publication No. 45-14039.
しかし、上記の改良手段では熱応答性、画像保存性の両
方を満足するものではなかった。However, the above-mentioned improvement means did not satisfy both thermal responsiveness and image storage stability.
（Ｃ）発明の目的 。(C) Purpose of the invention.
本発明の目的は、熱応答性、画像保存性に優れた感熱記
録材料を得る事にある。An object of the present invention is to obtain a heat-sensitive recording material having excellent thermal responsiveness and image storage stability.
（Ｄ）発明の構成
通常無色ないし淡色の染料前駆体と加熱時反応して該染
料前駆体を発色せしめる顕色剤を含有する感熱記録材料
において、該顕色剤として化学式〔Ｉ〕の化合物を含有
させる事により、熱応答性、画像保存性に優れた感熱記
録材料を得ることができた。(D) Structure of the Invention In a heat-sensitive recording material containing a color developer which reacts with a normally colorless or light-colored dye precursor upon heating to cause the dye precursor to develop a color, a compound of chemical formula [I] is used as the color developer. By containing this, it was possible to obtain a heat-sensitive recording material with excellent thermal responsiveness and image storage stability.
（以下余白）
本発明による、化学式（Ｉ）の化合物は、通常染料前駆
体に対して５重量％以上含有される。好ましい量は、１
０〜６００重最％であり、特に２０〜５００重量％が好
ましい。(Hereinafter, blank spaces) The compound of chemical formula (I) according to the present invention is usually contained in an amount of 5% by weight or more based on the dye precursor. The preferred amount is 1
The maximum amount by weight is 0 to 600% by weight, and particularly preferably 20 to 500% by weight.
含有量が５重量％未満では、熱応答性、画像保存性が十
分でなく、６００重量％より多い含有量では熱ヘツド等
への熱可融物付着が増加し、印字障害が生じる場合もあ
る。If the content is less than 5% by weight, thermal responsiveness and image storage stability will be insufficient, and if the content is more than 600% by weight, the adhesion of thermofusible substances to thermal heads, etc. will increase, and printing problems may occur. .
本発明の感熱記録材料に用いられる主な成分を以下に具
体的に説明するが、これらに限定されるものではない。The main components used in the heat-sensitive recording material of the present invention will be specifically explained below, but are not limited thereto.
染料前駆体としては、トリフェニルメタン系、フルオラ
ン系、ジフェニルメタン系、チアジン系、スピロピラン
系化合物などが挙げられる。例えば、クリスタルバイオ
レットラクトン、３−ジエチルアミノ−７−メチルフル
オラン、３−ジエチルアミノ−６−クロロ−７−メチル
フルオラン、３−ジエチルアミノ−６−メチル−７−ク
ロロフルオラン、３−ジエチルアミノ−７−アニリノフ
ルオラン、３−ジエチルアミン−７−（２−クロロアニ
リノ）フルオラン、３−ジブチルアミノ−７−（２−ク
ロロアニリノ）フルオラン、３−ジエチルアミノ−７−
（３−クロロアニリノ）フルオラン、３−ジエチルアミ
ノ−６−メチル−７−アニリノフルオラン、３−（Ｎ−
エチル−ｐ−トルイジノ）−６−メチル−７−アニリノ
フルオラン、３−（Ｎ−メチルシクロへキシルアミノ）
−３−メチル−７−アニリノフルオラン、３−ピペリジ
ノ−３−メチル−７−アニリノフルオラン、３−シプチ
ルアミノ−６−メチル−７−アニリノフルオラン、３−
（Ｎ−メチル−Ｎ−プロピル）アミノ−６−メチル−７
−アニリノフルオラン、３−（Ｎ−エチル−Ｎ−イソプ
ロピル）アミノ−６−メチル−７−アニリノフルオラン
、３− （Ｎ−工チル−Ｎ−テトラヒドロフルフリル）
アミノ−６−メチル−７−アニリノフルオラン等がある
。Examples of the dye precursor include triphenylmethane-based, fluoran-based, diphenylmethane-based, thiazine-based, and spiropyran-based compounds. For example, crystal violet lactone, 3-diethylamino-7-methylfluorane, 3-diethylamino-6-chloro-7-methylfluorane, 3-diethylamino-6-methyl-7-chlorofluorane, 3-diethylamino-7- Anilinofluoran, 3-diethylamine-7-(2-chloroanilino)fluoran, 3-dibutylamino-7-(2-chloroanilino)fluoran, 3-diethylamino-7-
(3-chloroanilino)fluoran, 3-diethylamino-6-methyl-7-anilinofluoran, 3-(N-
Ethyl-p-toluidino)-6-methyl-7-anilinofluorane, 3-(N-methylcyclohexylamino)
-3-Methyl-7-anilinofluorane, 3-piperidino-3-methyl-7-anilinofluorane, 3-cyptylamino-6-methyl-7-anilinofluorane, 3-
(N-methyl-N-propyl)amino-6-methyl-7
-anilinofluorane, 3-(N-ethyl-N-isopropyl)amino-6-methyl-7-anilinofluorane, 3-(N-ethyl-N-tetrahydrofurfuryl)
Examples include amino-6-methyl-7-anilinofluorane.
バインダーとしては、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、ポリビニルアルコール、変
性ポリビニルアルコール、スチレン無水マイレン酸共重
合体、エチレン−無水マイレン酸共重合体などの水溶性
バインダー、スチレンープダジエン共重合体、アクリロ
ニトリルーフダシエン共重合体、アクリル酸メチループ
ダシエン共重合体などのラテックス系水不溶性バインダ
ーなどが挙げられる。Examples of binders include starches, hydroxyethyl cellulose, methyl cellulose, carboxymethyl cellulose, gelatin, casein, polyvinyl alcohol, modified polyvinyl alcohol, styrene-maleic anhydride copolymers, ethylene-maleic anhydride copolymers, and other water-soluble binders. Examples include latex-based water-insoluble binders such as pudadiene copolymer, acrylonitrile-but-dashiene copolymer, and acrylic acid methyl-but-dashiene copolymer.
顔料としては、ケイソウ土、タルク、カオリン、焼成カ
オリン、炭酸カルシウム、炭酸マグネシウム、酸化チタ
ン、酸化亜鉛、酸化ケイ素、水酸化アルミニウム、尿素
−ホルマリン樹脂などが挙げられる。Examples of pigments include diatomaceous earth, talc, kaolin, calcined kaolin, calcium carbonate, magnesium carbonate, titanium oxide, zinc oxide, silicon oxide, aluminum hydroxide, urea-formalin resin, and the like.
また、感度を更に向上させる為に、添加剤としてＮ−ヒ
ドロキシメチルステアリン酸アミド、ステアリン酸アミ
ド、パルミチン酸アミド等のワックス類、２−ベンジル
オキシナフタレン、１−ヒドロキシ−２−フェノキシカ
ルボニｌレナフタレン等のナフトールＭＱ体、ｐ−ベン
ジルフェニル、４−アリルオキシごフェニル等のごフェ
ニル誘導体、１，２−ビス（３−メチルフェノキシ）エ
タン、２．２−−ビス（４−メトキシフェノキシ）ジエ
チルエーテル、ビス（４−メトキシフェニル）エーテル
等のポリエーテル化合物、炭酸ジフェニル、シュウ酸ジ
（ｐ−クロルベンジル）エステル等の炭酸又は、シュウ
酸ジエステル誘導体等を添加する事ができる。In order to further improve the sensitivity, additives such as waxes such as N-hydroxymethylstearamide, stearamide, and palmitic acid amide, 2-benzyloxynaphthalene, and 1-hydroxy-2-phenoxycarbonyl are used. Naphthol MQ forms such as naphthalene, phenyl derivatives such as p-benzylphenyl and 4-allyloxyphenyl, 1,2-bis(3-methylphenoxy)ethane, 2,2-bis(4-methoxyphenoxy) diethyl ether , polyether compounds such as bis(4-methoxyphenyl) ether, carbonic acid or oxalic acid diester derivatives such as diphenyl carbonate, and di(p-chlorobenzyl) oxalate ester.
その他に、ヘッド摩耗防止、スティッキング防止などの
目的でステアリン酸亜鉛、ステアリン酸カルシウム等の
高級脂肪酸金属塩、パラフィン、酸化パラフィン、ポリ
エチレン、酸化ポリエチレン、ステアリン酸アミド、カ
スターワックス等のワックス類を、また、ジオクチルス
ルホコハク酸ナトリウム等の分散剤、ベンゾフェノン系
、ベンゾトリアゾール系などの紫外線吸収剤、ざらに界
面活性剤、蛍光染料などが挙げられる。In addition, higher fatty acid metal salts such as zinc stearate and calcium stearate, waxes such as paraffin, oxidized paraffin, polyethylene, oxidized polyethylene, stearic acid amide, and castor wax are used to prevent head wear and stickiness. Examples include dispersants such as sodium dioctyl sulfosuccinate, ultraviolet absorbers such as benzophenone and benzotriazole, surfactants, and fluorescent dyes.
本発明による感熱記録材料に用いられる支持体としては
、紙が主として用いられるが、各種不織布、プラスチッ
クフィルム、合成紙、金属箔等あるいはこれを組合わせ
た複合シートを任意に用いることができる。Paper is mainly used as the support for the heat-sensitive recording material according to the present invention, but various nonwoven fabrics, plastic films, synthetic papers, metal foils, etc., or composite sheets made of combinations thereof can also be used as desired.
（Ｅ）実施例 実施例によって本発明の詳細な説明する。(E) Example The present invention will be explained in detail by way of examples.
実施例
３−ジブチルアミノ−６−メチル−７−アニリノフルオ
ラン３０ｇを、１．５ｇのポリビニルアルコールを含む
水７０ｇと共にペイントコンディショナーで分散した。Example 3 - 30 g of dibutylamino-6-methyl-7-anilinofluorane was dispersed in a paint conditioner with 70 g of water containing 1.5 g of polyvinyl alcohol.
一方、化学式（Ｉ）の化合物４０ｇを２ｇのポリビニル
アルコールを含む水６０ｇと共に、ペイントコンディシ
ョナーで分散し、更に２−ベンジルオキシナフタレン５
０ｇを２．５ｇのポリビニルアルコールを含む水１２０
ｇと共に同様に分散した。On the other hand, 40 g of the compound of formula (I) was dispersed with 60 g of water containing 2 g of polyvinyl alcohol in a paint conditioner, and 2-benzyloxynaphthalene 5
Water containing 0g to 2.5g polyvinyl alcohol120
It was similarly dispersed with g.
これら３種の分散液を混合した後、炭酸カルシウムの４
０％分散液７５ｇを加え、更にステアリン酸亜鉛の４０
％分散液２５３．１０％ポリビニルアルコール水溶液１
６０ｇ及び水１７０ｇを加え、十分攪拌して、塗液とし
た。After mixing these three types of dispersions, 4
Add 75g of 0% dispersion, and add 40g of zinc stearate.
% dispersion 253.10% polyvinyl alcohol aqueous solution 1
60 g and 170 g of water were added and thoroughly stirred to obtain a coating liquid.
一方、坪量４２ ｇ／ｍの紙に、焼成カオリン１００ｇ
と、ポリビニルアルコール１０％水溶液２００ｇの混合
物を攪拌の復、乾燥後の塗Ｎ量が５ｇ／Ｔｄとなる様に
塗布乾燥し、支持体とした。On the other hand, 100 g of calcined kaolin was applied to paper with a basis weight of 42 g/m.
After stirring, a mixture of 200 g of a 10% aqueous solution of polyvinyl alcohol was coated and dried so that the amount of coating N after drying was 5 g/Td, to prepare a support.
１７られた支持体に、先に得た塗液を塗布乾燥した。（
固形分塗布量４０ｇ／７Ｆｆとなる様に調整した。）こ
れをスーパーカレンダーで処理して感熱記録材料を得た
。The coating liquid obtained earlier was applied to the obtained support and dried. (
The solid content coating amount was adjusted to 40g/7Ff. ) This was treated with a supercalender to obtain a heat-sensitive recording material.
比較例１
実施例で用いた化学式（Ｉ）の化合物のかわりに、ビス
（４−ヒドロキシフェニル）スルホンを用いた以外は実
施例と同様にして、感熱記録材料を１７だ。Comparative Example 1 A thermosensitive recording material No. 17 was prepared in the same manner as in Example except that bis(4-hydroxyphenyl)sulfone was used instead of the compound of chemical formula (I) used in Example.
比較例２
実施例で用いた化学式（Ｉ）の化合物のかわりに、２，
２−ビス（４−ヒドロキシフェニル）プロパンを用いる
以外は実施例と同様にして感熱記録材料を得た。Comparative Example 2 Instead of the compound of chemical formula (I) used in the example, 2,
A heat-sensitive recording material was obtained in the same manner as in the example except that 2-bis(4-hydroxyphenyl)propane was used.
（評価）
実施例及び比較例１．２で作成した感熱記録材料を０３
ＦＡＸ試験機で画像濃度を比較した。(Evaluation) The heat-sensitive recording materials prepared in Examples and Comparative Examples 1.2 were
Image density was compared using a FAX test machine.
試験機は、大金電機製（Ｔ）−１−ＰＭＤ）で、ドツト
密度が８ドツト／Ｓ、ヘッド抵抗は１８５Ωのサーマル
ヘッドを使用し、ヘッド電圧１１Ｖ、通電時間０．６１
ＩＩＳで印字した。なお、画像濃度については、マクベ
スＲＤ−５１４型反射濃度計を用いて測定した。又、同
印字サンプルを６０℃の恒温室に２４時間放置し、処理
後の画像残存率（％）を比較した。The test machine was a (T)-1-PMD manufactured by Daikane Electric Co., Ltd., which used a thermal head with a dot density of 8 dots/s and a head resistance of 185 Ω, with a head voltage of 11 V and a current application time of 0.61 Ω.
Printed using IIS. The image density was measured using a Macbeth RD-514 reflection densitometer. In addition, the printed samples were left in a constant temperature room at 60° C. for 24 hours, and the image survival rates (%) after processing were compared.
結果を表に示す。なお耐熱画像残存率は以下に示す式に
より篩用した。The results are shown in the table. The residual rate of heat-resistant images was calculated using the formula shown below.
処理後画像部光学濃度
（Ｆ）発明の効果
表で示される様に本発明による顕色剤を用いる事により
熱応答性、画像安定性共に優れた感熱記録材料を得る事
ができる。Optical Density of Image Area After Processing (F) As shown in the effect table of the invention, by using the color developer of the invention, a heat-sensitive recording material excellent in both thermal response and image stability can be obtained.
Claims (1)
染料前駆体を発色せしめる顕色剤とを含有する感熱記録
材料において、該顕色剤として、化学式〔 I 〕の化合
物を含有する事を特徴とする感熱記録材料。 ▲数式、化学式、表等があります▼〔 I 〕[Scope of Claims] A heat-sensitive recording material containing a normally colorless or light-colored dye precursor and a color developer that reacts with the dye precursor upon heating to develop color from the dye precursor, wherein the color developer has the chemical formula [I] A heat-sensitive recording material characterized by containing a compound. ▲There are mathematical formulas, chemical formulas, tables, etc.▼〔I〕
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62286279A JPH01127375A (en) | 1987-11-11 | 1987-11-11 | Thermal recording material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62286279A JPH01127375A (en) | 1987-11-11 | 1987-11-11 | Thermal recording material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01127375A true JPH01127375A (en) | 1989-05-19 |
Family
ID=17702308
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62286279A Pending JPH01127375A (en) | 1987-11-11 | 1987-11-11 | Thermal recording material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01127375A (en) |
-
1987
- 1987-11-11 JP JP62286279A patent/JPH01127375A/en active Pending
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