JPH03236991A - Thermal color forming composition - Google Patents
Thermal color forming compositionInfo
- Publication number
- JPH03236991A JPH03236991A JP2032519A JP3251990A JPH03236991A JP H03236991 A JPH03236991 A JP H03236991A JP 2032519 A JP2032519 A JP 2032519A JP 3251990 A JP3251990 A JP 3251990A JP H03236991 A JPH03236991 A JP H03236991A
- Authority
- JP
- Japan
- Prior art keywords
- color
- compound
- heat
- forming composition
- color forming
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 150000001875 compounds Chemical class 0.000 claims abstract description 46
- 229920001577 copolymer Polymers 0.000 claims abstract description 10
- -1 oleyl imidazoline Chemical compound 0.000 claims description 16
- 239000003960 organic solvent Substances 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- MHQJUHSHQGQVTM-HNENSFHCSA-N Octadecyl fumarate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)\C=C/C(O)=O MHQJUHSHQGQVTM-HNENSFHCSA-N 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 2
- FXNDIJDIPNCZQJ-UHFFFAOYSA-N 2,4,4-trimethylpent-1-ene Chemical group CC(=C)CC(C)(C)C FXNDIJDIPNCZQJ-UHFFFAOYSA-N 0.000 claims 1
- 238000000576 coating method Methods 0.000 abstract description 20
- 239000011248 coating agent Substances 0.000 abstract description 18
- 238000007639 printing Methods 0.000 abstract description 12
- 239000000654 additive Substances 0.000 abstract description 6
- 239000006185 dispersion Substances 0.000 abstract description 6
- 238000002156 mixing Methods 0.000 abstract description 4
- 239000000945 filler Substances 0.000 abstract description 3
- 239000002904 solvent Substances 0.000 abstract description 3
- 239000002270 dispersing agent Substances 0.000 abstract description 2
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 abstract 3
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 238000004040 coloring Methods 0.000 description 11
- WNZQDUSMALZDQF-UHFFFAOYSA-N 2-benzofuran-1(3H)-one Chemical compound C1=CC=C2C(=O)OCC2=C1 WNZQDUSMALZDQF-UHFFFAOYSA-N 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229930195733 hydrocarbon Natural products 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- LIZLYZVAYZQVPG-UHFFFAOYSA-N (3-bromo-2-fluorophenyl)methanol Chemical compound OCC1=CC=CC(Br)=C1F LIZLYZVAYZQVPG-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
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 2
- 150000004945 aromatic hydrocarbons Chemical class 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
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethylcyclohexane Chemical compound CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 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
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 238000007650 screen-printing Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- YKPAABNCNAGAAJ-UHFFFAOYSA-N 1,1-Bis(4-hydroxyphenyl)propane Chemical compound C=1C=C(O)C=CC=1C(CC)C1=CC=C(O)C=C1 YKPAABNCNAGAAJ-UHFFFAOYSA-N 0.000 description 1
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 1
- MEJFPASWURFIJM-UHFFFAOYSA-N 2,5-dibromo-4-[2-(2,5-dibromo-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C(Br)=C(O)C=C(Br)C=1C(C)(C)C1=CC(Br)=C(O)C=C1Br MEJFPASWURFIJM-UHFFFAOYSA-N 0.000 description 1
- HIXDQWDOVZUNNA-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-hydroxy-7-methoxychromen-4-one Chemical compound C=1C(OC)=CC(O)=C(C(C=2)=O)C=1OC=2C1=CC=C(OC)C(OC)=C1 HIXDQWDOVZUNNA-UHFFFAOYSA-N 0.000 description 1
- ZDRSNHRWLQQICP-UHFFFAOYSA-N 2-tert-butyl-4-[2-(3-tert-butyl-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C1=C(O)C(C(C)(C)C)=CC(C(C)(C)C=2C=C(C(O)=CC=2)C(C)(C)C)=C1 ZDRSNHRWLQQICP-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
- MWRVRCAFWBBXTL-UHFFFAOYSA-N 4-hydroxyphthalic acid Chemical compound OC(=O)C1=CC=C(O)C=C1C(O)=O MWRVRCAFWBBXTL-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
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 1
- GGZZISOUXJHYOY-UHFFFAOYSA-N 8-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C2C(N)=CC=CC2=C1O GGZZISOUXJHYOY-UHFFFAOYSA-N 0.000 description 1
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 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
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical group C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 1
- LRFVTYWOQMYALW-UHFFFAOYSA-N Xanthine Natural products O=C1NC(=O)NC2=C1NC=N2 LRFVTYWOQMYALW-UHFFFAOYSA-N 0.000 description 1
- ZKURGBYDCVNWKH-UHFFFAOYSA-N [3,7-bis(dimethylamino)phenothiazin-10-yl]-phenylmethanone Chemical compound C12=CC=C(N(C)C)C=C2SC2=CC(N(C)C)=CC=C2N1C(=O)C1=CC=CC=C1 ZKURGBYDCVNWKH-UHFFFAOYSA-N 0.000 description 1
- RWDBMHZWXLUGIB-UHFFFAOYSA-N [C].[Mg] Chemical compound [C].[Mg] RWDBMHZWXLUGIB-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 1
- 229940063655 aluminum stearate Drugs 0.000 description 1
- 239000012164 animal wax Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 235000010290 biphenyl Nutrition 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
- 150000004074 biphenyls Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001273 butane Substances 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
- 150000008371 chromenes Chemical class 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229910052570 clay Inorganic materials 0.000 description 1
- 239000011247 coating layer Substances 0.000 description 1
- 239000006103 coloring component 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
- 239000003822 epoxy resin Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 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
- 239000000835 fiber Substances 0.000 description 1
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 239000007849 furan resin Substances 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 238000007646 gravure printing Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 150000003951 lactams Chemical class 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
- 239000000314 lubricant Substances 0.000 description 1
- RSHAOIXHUHAZPM-UHFFFAOYSA-N magnesium hydride Chemical compound [MgH2] RSHAOIXHUHAZPM-UHFFFAOYSA-N 0.000 description 1
- 229910012375 magnesium hydride Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- CSBIAJTULAQKAD-UHFFFAOYSA-N n-fluoroethanamine Chemical compound CCNF CSBIAJTULAQKAD-UHFFFAOYSA-N 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 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
- 150000002989 phenols Chemical class 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- 238000001454 recorded image Methods 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
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 150000004897 thiazines Chemical class 0.000 description 1
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 229940075420 xanthine Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Heat Sensitive Colour Forming Recording (AREA)
Abstract
Description
【発明の詳細な説明】
産業上の利用分野
本発明は感熱発色性組成物に関するものである。更に詳
しくは、塗布ムラがなく発色性にずくれた感熱記録シー
トを提供するための分散性の良い有機溶媒分散型の感熱
発色性組成物に関するものである。DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to a heat-sensitive color forming composition. More specifically, the present invention relates to an organic solvent-dispersed heat-sensitive color-forming composition with good dispersibility for providing a heat-sensitive recording sheet with uniform coating and uneven color-forming properties.
１゜
２゜
従来の技術
クリスタルバイオレットラクトンなどのロイコ染料とビ
スフェノールＡなどのフェノール性化合物とをビヒクル
などともに支持体上に塗布した感熱記録材料は、記録時
に騒音、異臭、煙などの発生がないという特徴があるた
め電子計算機等の端末機として用いるサーマルプリンタ
ーによる印字、心電図のような各種医療機器などの熱ペ
ンレコーダーによる記録、工業計測機器のプリンターに
よる記録あるいは感熱ファクシミリによる記録など、情
報機器の分野に広く応用されている。1゜2゜Conventional technology A thermosensitive recording material in which a leuco dye such as crystal violet lactone and a phenolic compound such as bisphenol A are coated on a support together with a vehicle does not generate noise, odor, smoke, etc. during recording. Because of this characteristic, it is useful for information equipment such as printing by thermal printers used as terminals for electronic computers, recording by thermal pen recorders for various medical devices such as electrocardiograms, recording by printers for industrial measuring equipment, and recording by thermal facsimiles. It is widely applied in the field.
また、最近では、その特徴を活かし定期券、回数券など
の券紙類やカード、ラヘルなどへの応用などその用途も
拡大してきている。そして感熱記録材料への要求も１回
だけの使用（記録）から多数回の使用に耐えるものへと
変化しており、又感熱記録材料の支持体についても紙か
ら機械的強度、耐水性などの良好なプラスチンクフィル
ムや合成紙への変換が望まれている。In addition, recently, by taking advantage of its characteristics, its uses have been expanding, including application to ticket paper such as commuter passes and coupon tickets, cards, and coins. The requirements for heat-sensitive recording materials have also changed from one-time use (recording) to those that can withstand multiple uses, and the support for heat-sensitive recording materials has also changed from paper to mechanical strength, water resistance, etc. It is desired to convert it into good plastic film and synthetic paper.
一方、支持体に感熱記録発色層を形成する手段も主要応
用分野の感熱ファクシ旦り用紙やプリンター用記録紙な
どにみられるような全面塗布方式（コーティング）の他
、従来の印刷機を使用した部分印刷やパターン印刷など
の印刷方式も利用され始めている。これらの方式におい
て塗工条件、特に、塗布層の厚みはコーティングあるい
は印刷の方式により様々であるが、それらのいずれの方
式においても塗布量の適応性を得るためには、感熱発色
成分の濃度を高くしておくことが必要である。On the other hand, there are methods for forming a heat-sensitive recording coloring layer on a support, as well as a full-surface coating method (coating) as seen in the main application fields such as heat-sensitive facsimile paper and recording paper for printers, as well as methods using conventional printing machines. Printing methods such as partial printing and pattern printing are also beginning to be used. In these methods, the coating conditions, especially the thickness of the coating layer, vary depending on the coating or printing method, but in any of these methods, in order to obtain flexibility in the amount of coating, the concentration of the heat-sensitive coloring component must be adjusted. It is necessary to keep it high.
従来、感熱塗工液を調製するにあたっては有機溶媒系で
の分散化、即ち顕色性化合物と発色性化合物を別々に有
ｍ溶媒中又は、結着剤となる樹脂（高分子化合物）を溶
解した有機溶媒の溶液中で行われているが、このような
分散化を行った場合においては固形分濃度を高くすると
、高粘度化やゲル化を起こし良好な分散物が得られない
ばかりでなく塗工あるいは印刷時にスジムラや斑点模様
などを生し発色した記録画像の濃度も不十分になりがち
である。Conventionally, when preparing a heat-sensitive coating liquid, dispersion is carried out in an organic solvent system, that is, the color-developing compound and the color-forming compound are separated into a solvent, or a resin (polymer compound) serving as a binder is dissolved. However, when such dispersion is performed, increasing the solid content concentration not only causes high viscosity and gelation, making it impossible to obtain a good dispersion. During coating or printing, streaks and speckled patterns tend to occur, and the density of the colored recorded image tends to be insufficient.
発明が解決しようとする課題
塗布ムラがなく発色性にすくれた感熱シートを提供する
ための分散性の良い有機溶媒分散型の感熱発色性組成物
が望まれている。Problems to be Solved by the Invention There is a need for a heat-sensitive color-forming composition dispersed in an organic solvent with good dispersibility in order to provide a heat-sensitive sheet with uniform coating and excellent color-forming properties.
課題を解決するための手段
本発明者らは前記したような課題を改良すべく種々検討
した結果、本発明を完成させたものである。Means for Solving the Problems The present inventors have completed the present invention as a result of various studies aimed at improving the above-mentioned problems.
即ち、本発明は、有機溶媒、高分子化合物を主体とする
ビヒクル中に顕色性化合物及びこの顕色性化合物と加熱
下に反応して発色する発色性化合物を分散してなる感熱
発色性組成物において、オレイルイミダゾリン及び／又
はマレイン酸オクタデシルモノアミド−ジイソブチレン
共重合体を含有することを特徴とする感熱発色性組成物
を提供するものである。That is, the present invention provides a heat-sensitive color-forming composition comprising a color-developing compound and a color-forming compound that reacts with the color-developing compound under heating to form a color, dispersed in a vehicle mainly consisting of an organic solvent and a polymer compound. The present invention provides a heat-sensitive color-forming composition characterized by containing an olelimidazoline and/or an octadecyl monoamide maleate-diisobutylene copolymer.
本発明の感熱発色性組成物は有機溶媒中でオレイルイミ
ダプリン及び／又はマレイン酸オクタデシルモノアξド
ージイソブチレン共重合体を発色性化合物、顕色性化合
物、高分子化合物、その他必要に応し充填剤、熱可融性
化合物、その他の添加物と共に混合分散化して得られる
が、発色性化合物と顕色性化合物は別々に粉砕分散化し
、塗布あるいは印刷の直前に必要量混合するのが好まし
い。The heat-sensitive color-forming composition of the present invention is prepared by combining oleyl imidapurine and/or octadecyl maleate monoaξ dodiisobutylene copolymer in an organic solvent with a color-forming compound, a color-developing compound, a polymer compound, and other materials as necessary. It is obtained by mixing and dispersing fillers, thermofusible compounds, and other additives, but it is preferable that the color-forming compound and color-developing compound are separately pulverized and dispersed, and then mixed in the necessary amounts immediately before coating or printing. .
本発明で使用するオレイルイミダゾリン及び／又はマレ
イン酸オクタデシルモノアミド−ジイソブチレン共重合
体は分散剤としての作用を示し、その使用量は分散化を
行う感熱発色性組成物中、単体又は混合体の重量比で０
．０５％〜２０％、好ましくは０．１％〜５％の範囲で
用いられる。The olelimidazoline and/or octadecyl maleate monoamide-diisobutylene copolymer used in the present invention acts as a dispersant, and the amount used is determined by the weight of the single substance or mixture in the heat-sensitive color forming composition to be dispersed. 0 in ratio
．． It is used in a range of 0.05% to 20%, preferably 0.1% to 5%.
本発明の組成物を調製する為の有機溶媒、高分子化合物
、発色性化合物、顕色性化合物及びその他の添加剤の具
体例としてはそれぞれ次のものが挙げられる。Specific examples of the organic solvent, polymer compound, color forming compound, color developing compound and other additives for preparing the composition of the present invention include the following.
ビヒクル形成相の有機溶媒としては芳香族炭化水素、ナ
フテン系炭化水素、パラフィン系炭化水素が単独で又は
混合して用いられる。As the organic solvent for the vehicle forming phase, aromatic hydrocarbons, naphthenic hydrocarbons, and paraffinic hydrocarbons are used alone or in combination.
芳香族炭化水素例としてはヘンゼン、トルエン、キシレ
ン、エチルベンゼン、エチルトルエンなど、あるいはこ
れらの混合物があげられ、なかでもトルエンおよび（ま
たは）キシレンを用いることが好ましい。ナフテン系炭
化水素の例としてはシロペンクン、メチルシクロペンク
ン、１１−ジメチルシクロペンクン、１，３−ジメチル
シクロペンクン、シクロヘキサン、メチルシクロヘキサ
ン、エチルシクロへ−Ｉ’−サン、１．２．４トリメチ
ルシクロヘキサンなど、あるいはこれらの混合物があげ
られ、なかでもシクロヘキサンおよび（または）エチル
シクロヘキサンを用いることが好ましい。パラフィン系
炭化水素の例としては、ｎ−ヘキサン、ｎ−へブタン、
ｎ−オクタン、ｎ−ナノン、あるいはこれらの異性体、
あるいはこれらの混合物があげられる。Examples of aromatic hydrocarbons include henzene, toluene, xylene, ethylbenzene, ethyltoluene, etc., or mixtures thereof, and among these, toluene and/or xylene are preferably used. Examples of naphthenic hydrocarbons include silopenkune, methylcyclopenkune, 11-dimethylcyclopenkune, 1,3-dimethylcyclopenkune, cyclohexane, methylcyclohexane, ethylcyclohex-I'-san, and 1.2.4 trimethyl. Examples include cyclohexane and mixtures thereof, and among them, cyclohexane and/or ethylcyclohexane are preferably used. Examples of paraffinic hydrocarbons include n-hexane, n-hebutane,
n-octane, n-nanone, or isomers thereof,
Alternatively, a mixture of these can be mentioned.
また、混合溶媒として用いる場合は主成分となる溶媒は
例えばグラビア印刷（あるいはコート）用組成物には８
０〜１４０°Ｃの範囲、又スクリーン印刷（あるいはコ
ート）用組成物には１４０°Ｃ〜２００°Ｃの範囲の沸
点をもつものが好ましい。In addition, when used as a mixed solvent, the main component of the solvent is, for example, 8% for gravure printing (or coating) compositions.
It is preferable to have a boiling point in the range of 0 to 140°C, and for screen printing (or coating) compositions, in the range of 140°C to 200°C.
高分子化合物としては使用する有機溶媒に可溶でビヒク
ル形成及び成膜を与えるものが用いられその具体例とし
てはポリ塩化ビニル、ポリアクリル、ポリエステル、ポ
リカーボネート、ポリウレタン、ポリブチラール、エポ
キシ樹脂、フラン樹脂、ビニルトルエン共重合体、ロジ
ンエステル樹脂等が挙げられる。これらの高分子化合物
は１〜２０重量％、好ましくは３〜１０重量％組成物に
含有せられる。The polymer compound used is one that is soluble in the organic solvent used and that forms a vehicle and forms a film. Specific examples include polyvinyl chloride, polyacrylic, polyester, polycarbonate, polyurethane, polybutyral, epoxy resin, and furan resin. , vinyl toluene copolymer, rosin ester resin, etc. These polymer compounds are contained in the composition in an amount of 1 to 20% by weight, preferably 3 to 10% by weight.
発色性化合物の例としては次のものが挙げられる。Examples of color-forming compounds include the following.
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−ジヘンジルアミノ６−ジエチルアミノフルオラン、
２−アニリノ３−メチル−６−ジニ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
メチルアごノフルオラン、２−アニリノ３−メチル−６
−イツ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ジブチルア多ノフルオラン、２−Ｐ−
クロロアニリノ−３−メチル−６−ジニチルアごノフル
オラン、２−ｐ−フルオロアニリン−３−メチル−６−
ジニ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−（ｐ−）ルイジノエチル）アミノ
フルオラン、２−ｐ−）ルイジノー３−メチル−６ジエ
チルアミノフルオラン、２−０−クロロアニリノ−６−
ジニチルア旦ノフルオラン、２０−クロロアニリノ−６
−シブチルアミノフルオラン、２−ｏ−フルオロアニリ
ノ−６−ジニチルアミノフルオラン、２−ｏ−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ン、２−アニ
リノ−３−メチル−６−ピペリジノフルオラン、２−ア
・ニジノー３−メチル６−ビロリジノフルオラン、２−
ｍ−）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−ジヘキシルアごノー６−アξノフルオ
ラン、２−ブチルアごノー３−クロロ−６ジエチルアミ
ノフルオラン、２−工ｌ・キシエチルアミノ−３−クロ
ロ−６−ジニチルアくノフルオラン、２−アニリノ−３
−クロロ−６ジエ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−クロ
ロ−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ン、２−メチル−
６−ジニチルアミノフルオラン、６−ジニチルアミノ１
２−ベンズフルオラン等、トリアル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−シメチルアごノフタリド（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−（Ｌ２−ジメチルアミノインドール−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、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−ヘンシルスピロ−ジナフ
トピラン、３−メチル−ナフト−（３−メトキシーヘン
ゾ）スピロピラン、３−プロピルースピロージヘンゾビ
ラン、１，３．３−）リフチル６′−ニトロー８′−メ
トキシスピロ（インドリン−２，２′−ヘンゾビラン’
） 、Ｌ３．３−１−ジメチル−６′−ニトロスピロ（
インドリン−２２′−ヘンゾビラン）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
ベンズヒドリンヘンジルエーテル、Ｎ−ハロフェニル−
ロイコオーラミン、Ｎ −２，４，５−）リクロロフェ
ニルロイコオーラミン等、チアジン系化合物どしてのベ
ンゾイルロイコメチレンブルー ｐ−ニトロヘンジルロ
イコメチルレンブルー等が挙げられ、その他ビス−３，
３−〔ビス１．１−（ｐ−ジメチルアミノフェニル）エ
チレノ−２〕フタリド、ビス−３，３−［ビス−１１−
（ｐ−ジメチルアごノフェニル）エチレン−２） −４
，５，６，７−チトラクロロフタリド、ビス−３，３−
（ビス−１，１−（Ｐ−ジエチルアごノフェニル）エチ
レン−２） −４，５，６，７−チトラクロロフタリド
、ビス−３，３−（ビス−１，１（ｐ−ジメチルアミノ
フェニル）エチレン−２〕４（又は７）−ニトロツクリ
ド等のジビニル基含有のフタリド誘導体、３，６−ビス
（ジメチルアミノ）フルオレンスピロ（９，３’）−６
’ジメチルアミノフタリド、３．６−ビス（ジエチルア
ご））フルオレンスピロ（９，３′）−６′ジエチルア
ミノフタリド等のフルオレン系化合物も使用されうる。Rhodamine-βanilinolactam, rhodamine (p-nitroanilino)lactam as a xanthine compound,
2-dihendylamino 6-diethylaminofluorane,
2-anilino-3-methyl-6-dinithylaminofluorane, 2-anilino-3-methyl-6-cyclohexylmethylagonofluorane, 2-anilino-3-methyl-6
-Itbentylethylaminofluorane, 2-anilino-3-methyl-6-dibutylaminofluorane, 2-P-
Chloroanilino-3-methyl-6-dinithylagonofluorane, 2-p-fluoroaniline-3-methyl-6-
Dinitylaminofluorane, 2-P fluoroanilino-
3-Methyl-6-sibutylaminofluorane, 2-anilino-3-methyl 6-(p-)luidinoethyl)aminofluorane, 2-p-)luidino 3-methyl-6diethylaminofluorane, 2-0- Chloroanilino-6-
Dinithyluadannofluorane, 20-chloroanilino-6
-sibutylaminofluorane, 2-o-fluoroanilino-6-dinithylaminofluorane, 2-o-fluoroanilino-6-sibutylaminofluorane, 2-mchloroanilino-6-dinithylaminofluoran orane, 2-anilino-3-methyl-6-piperidinofluorane, 2-anidino-3-methyl-6-pyrrolidinofluorane, 2-
m-) Lifluoromethylanilino-6-dinithylaminofluorane, 2-dihexylano-6-anofluorane, 2-butylano-3-chloro-6-diethylaminofluorane, 2-ethylaminofluorane -3-Chloro-6-dinitylachnofluorane, 2-anilino-3
-Chloro-6-diethylaminofluorane, 2-diphenylamino-6-ethylaminofluorane, 2-anilino-3-methyl-6-siphenylaminofluorane, 2
-Phenyl-6-dinithylaminofluorane, 2-chloro-3-methyl-6-dinithylaminofluorane, 2-
Chloro-6-dinithylaminofluorane, 2-methyl-
6-dinitylaminofluorane, 6-dinitylamino 1
3,3-bis(P-dimethylaminophenyl) as a triallmethane compound such as 2-benzfluorane
-6-dimethylagonophthalide (also known as crystal violet lactone), 3.3-bis(p-dimethylaminophenyl) phthalide, 3-(p-dimethylaminophenyl) 3-(L2-dimethylaminoindol-3yl) phthalide , 3-(P-dimethylaminophenyl)-3
-(2-methylindol-3yl)phthalide, chromenes, etc., 3-methyl-3 as spiropyran compounds
-spirodinaphthopyran, 3-hensylspiro-dinaphthopyran, 3-methyl-naphtho-(3-methoxyhenzo)spiropyran, 3-propyl-spirodichenzobilane, 1,3.3-)rifthyl 6'-nitro-8'-methoxy Spiro (indoline-2,2'-henzobilan'
), L3.3-1-dimethyl-6'-nitrospiro (
indoline-22'-henzobilane), 4,4'-bis-dimethylaminobenzhydrin henzyl ether as a diphenylmethane compound, N-halophenyl-
Examples include leucoauramine, N-2,4,5-)lichlorophenylleucoauramine, benzoyl leucomethylene blue, p-nitrohenzyl leucomethylene blue, etc. as thiazine compounds, and other bis-3,
3-[bis1,1-(p-dimethylaminophenyl)ethyleneno-2]phthalide, bis-3,3-[bis-11-
(p-dimethylagonophenyl)ethylene-2) -4
, 5,6,7-titrachlorophthalide, bis-3,3-
(bis-1,1-(P-diethylagonophenyl)ethylene-2) -4,5,6,7-titrachlorophthalide, bis-3,3-(bis-1,1(p-dimethylaminophenyl) ) ethylene-2] Divinyl group-containing phthalide derivatives such as 4(or 7)-nitrotuclide, 3,6-bis(dimethylamino)fluorenespiro(9,3')-6
Fluorene compounds such as 'dimethylaminophthalide, 3,6-bis(diethylago))fluorenespiro(9,3')-6'diethylaminophthalide may also be used.
これらの発色性化合物は単独もしくは混合して用いられ
る。These color-forming compounds may be used alone or in combination.
顕色性化合物の例としてはα−ナフトール、β−ナフト
ール、ｐ−オクチルフェノール、４ｔ−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）プロパン
、２２′−ビス（ｐ−ヒドロキシフェニル）プロパン、
２１２′−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、４４′−シクロ−
へキシリデンジフェノール、４，４′−スルホニルジフ
ェノール、４，４スルホニル−ビス（２−アリルフエ）
−ル）、２．２−ビス（２，５−ジブロム−４−ヒドロ
キシフェニル）プロパン、４．４′−イソプロピリデン
ビス（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ヘンジル、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。これらの発色性化合物と顕色性化合物は
総量で１〜４０重量％好ましくは１０〜３０重量％組成
物に含有せられる。Examples of color developing compounds include α-naphthol, β-naphthol, p-octylphenol, 4t-octylphenol, P-t-butylphenol, p-phenylphenol, 1,1 bis(p-hydroxyphenyl)propane, 22'- bis(p-hydroxyphenyl)propane,
212'-bis(p-hydroxyphenyl)butane, 1
, 1'-bis(p-hydroxyphenyl)cyclohexane, 4,4'-thiobisphenol, 44'-cyclo-
Hexylidene diphenol, 4,4'-sulfonyl diphenol, 4,4 sulfonyl-bis(2-allylfue)
-l), 2,2-bis(2,5-dibromo-4-hydroxyphenyl)propane, 4,4'-isopropylidenebis(2-t-butylphenol), 2,2'methylenebis(4-chlorophenol) phenolic compounds such as benzyl p-hydroxybenzoate, ethyl p-hydroxybenzoate, dihenzyl 4-hydroxyphthalate, 4-
Dimethyl hydroxyphthalate, ethyl 5-hydroxyisophthalate, 3,5-di-t-butylsalicylic acid, 3,
Examples include aromatic carboxylic acid derivatives such as 5-di-α-methylbenzyl salicylic acid, aromatic carboxylic acids or polyvalent metal salts thereof, and the like. These color forming compounds and color developing compounds are contained in the composition in a total amount of 1 to 40% by weight, preferably 10 to 30% by weight.
その他必要により使用される添加剤の例をあげる。Examples of other additives that may be used as necessary are listed below.
充填剤の例としては炭酸カルシウム、炭素マグネシウム
、酸化マグネシウム、シリカ、ホワイトカーボン、タル
ク、クレー アルミナ、水素化マグネシウム、水素化ア
ルミニウム、酸化アルミニウム、硫酸バリウム、ポリス
チレン樹脂、尿素−ホルマリン樹脂等がある。Examples of fillers include calcium carbonate, magnesium carbon, magnesium oxide, silica, white carbon, talc, clay alumina, magnesium hydride, aluminum hydride, aluminum oxide, barium sulfate, polystyrene resin, urea-formalin resin, and the like.
熱可融性化合物としては、動植物性ワックス、ポリエチ
レンワックス、台底ワックスなどのワックス類や高級脂
肪酸、高級脂肪酸アミド、高級脂肪酸金属塩、芳香族ア
案ンのアセチル化物、芳香族エーテル化合物、ビフェニ
ル誘導体等常温で固体であり約８０°Ｃ以上の融点を有
するものが挙げられる。Thermofusible compounds include waxes such as animal and vegetable waxes, polyethylene wax, and base wax, higher fatty acids, higher fatty acid amides, higher fatty acid metal salts, acetylated aromatic compounds, aromatic ether compounds, and biphenyls. Examples include derivatives that are solid at room temperature and have a melting point of about 80°C or higher.
その他ステアリン酸亜鉛、ステアリン酸カルシウム、ス
テアリン酸アルミニウム等の滑剤、各種の界面活性剤、
消泡剤等が必要に応して加えられる。Other lubricants such as zinc stearate, calcium stearate, aluminum stearate, various surfactants,
Antifoaming agents and the like are added as necessary.
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
の感熱発色性組成物が調製される。The heat-sensitive color-forming composition of the present invention is prepared using the above-mentioned materials, for example, by the following method.
まず発色性化合物と顕色性化合物を別々に前記した有機
溶媒中でオレイルイごダシリン及び／又はマレイン酸オ
クタデシルモノアごドージイソブチレン共重合体と高分
子化合物、その他添加剤と共にボールごルアトライター
ザンドミルなどの分散機を用いて粉砕分散化した後、
発色性化合物と顕色性化合物の比が通常乾燥重量比で１
＝１〜１：１０になるように混合し、更に必要により高
分子化合物溶液、その他の添加剤を追加して本発明の感
熱発色性インキ組成物を得る。First, a color-forming compound and a color-developing compound are mixed separately in the above-mentioned organic solvent, and mixed with oleyligodacylin and/or octadecyl maleate monoadodiisobutylene copolymer, a polymer compound, and other additives using a ball-based attritor such as Zandmill. After pulverizing and dispersing using a dispersing machine,
The ratio of the color-forming compound to the color-developing compound is usually 1 on a dry weight basis.
= 1 to 1:10, and if necessary, a polymer compound solution and other additives are added to obtain the heat-sensitive coloring ink composition of the present invention.
本発明の感熱発色性組成物は、紙、プラスチックシート
、合成紙、繊維シート等の支持体上にバーコーター ロ
ールコータ−リバースコーター ドクターコーター等を
用いる通常のコーティング法により塗布することができ
るばかグラビア、凸版、フレキリ、シルクスリーン等の
方式による印刷も可能である。そして感熱記録層は乾燥
重量基準で通常０．５〜Ｌｏｇ／ｒ４の皮膜として形成
される。オレイルイミダゾリン及び／又はマレイン酸オ
クタデシルモノアミド−ジイソブチレン共重合体を用い
た本発明の発色性化合物あるいは顕色性化合物の分散化
ｍ酸物及びそれを主成分として調製された感熱発色性Ｍ
ｉ戒物の分散性（あるいは流動性）は良好であり又、支
持体上に塗布又は印刷等の手段により形成された感熱記
録層の感熱発色性（発色濃度）が優れている。The thermosensitive coloring composition of the present invention can be coated onto a support such as paper, plastic sheet, synthetic paper, fiber sheet, etc. by a conventional coating method using a bar coater, roll coater-reverse coater, doctor coater, etc. It is also possible to print using methods such as , letterpress, flexible printing, and silk screen printing. The heat-sensitive recording layer is usually formed as a film having a dry weight of 0.5 to Log/r4. Dispersion of the color-forming compound or color-developing compound of the present invention using olelimidazoline and/or octadecyl monoamide maleate-diisobutylene copolymer M acid and thermosensitive color-forming M prepared using the acid as a main component
The dispersibility (or fluidity) of the i-kaimono is good, and the thermosensitive recording layer formed on the support by means such as coating or printing has excellent thermochromic properties (coloring density).
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。EXAMPLES The present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples.
実施例中「部」は重量部を示す。In the examples, "parts" indicate parts by weight.
実施例１゜
下記Ｍｉ戒の混合物をサンドミルを用いて１時間粉砕分
散化して組成物（Ａ）及び組成物［Ｂ］を得た。Example 1 A mixture of the following ingredients was pulverized and dispersed using a sand mill for 1 hour to obtain a composition (A) and a composition [B].
次いで下記の混合比で混合し本発明の感熱発色性組成物
を得た。Next, the components were mixed at the following mixing ratio to obtain a heat-sensitive color forming composition of the present invention.
次いでこの組成物を乳白色ポリエステルシート上に２０
ｇ／ｎ（塗布、乾燥して感熱発色性シートを得た。This composition was then spread on a milky white polyester sheet for 20 minutes.
g/n (coated and dried to obtain a thermosensitive coloring sheet.
実施例２〜５
オレイルイごダシリンの代りに後述品質試験表に示され
る化合物及び混合物を用いた以外は実施例１と同様にし
て本発明の感熱発色性組成物を得、更に実施例における
のと同様にして感熱、発色性シートを作製した。Examples 2 to 5 Thermochromic compositions of the present invention were obtained in the same manner as in Example 1, except that compounds and mixtures shown in the quality test table described below were used instead of oleirigodacillin, and A heat-sensitive, color-forming sheet was produced in the same manner.
実施例６
下記組成の混合物をサンドミルを用いて１時間粉砕分散
化して組成物ＣＡ）及び組成物ＣＢ）を得た。Example 6 A mixture having the following composition was ground and dispersed for 1 hour using a sand mill to obtain a composition CA) and a composition CB).
（キシレン
５８部
次いで下記の混合比で混合し本発明の感熱発色性組成物
を得た。(58 parts of xylene were then mixed in the following mixing ratio to obtain a heat-sensitive color forming composition of the present invention.
次いでこのインキ組成物を乳白色ポリエステルシート上
に２０８／ｎ？塗布、乾燥して感熱発色性シートを得た
。Next, this ink composition was applied onto a milky white polyester sheet by printing 208/n? A heat-sensitive coloring sheet was obtained by coating and drying.
実施例７〜８
オレイルイくダシリンの代りに後述の品質試験表に示さ
れる化合物及び混合物を用いた以外は実施例２と同様に
して本発明の感熱発色性組成物を得て、更に実施例２に
おけるのと同様にして感熱発色性シートを作製した。Examples 7 to 8 Thermosensitive color forming compositions of the present invention were obtained in the same manner as in Example 2, except that compounds and mixtures shown in the quality test table described below were used in place of Oleilic Dacilin, and further Example 2 A thermosensitive coloring sheet was prepared in the same manner as in .
比較例１゜
オレイルイミダゾリンを使用しなかった以外は実施例１
と同様にして比較用の感熱発色性組成物を調製し、更に
感熱発色性シートを作製した。Comparative Example 1゜Example 1 except that oleyl imidazoline was not used
A comparative heat-sensitive color-forming composition was prepared in the same manner as above, and a heat-sensitive color-forming sheet was also produced.
比較例２゜
オレイルイごダシリンを使用しなかった以外は実施例２
と同様にして比較用の感熱発色性組成物を調製し、更に
感熱発色性シートを作製した。Comparative Example 2゜Example 2 except that Oleil Igo Dashirin was not used.
A comparative heat-sensitive color-forming composition was prepared in the same manner as above, and a heat-sensitive color-forming sheet was also produced.
これらの本発明及び比較用の感熱発色性組成物及びそれ
らから得られた感熱発色性シートを用いて品質試験を実
施した。A quality test was conducted using these heat-sensitive color-forming compositions of the present invention and comparison, and heat-sensitive color-forming sheets obtained from them.
１） 流動性 分散液をおさめた容器を傾けた時の流動
状態を調べた。1) Fluidity The fluidity state when the container containing the dispersion liquid was tilted was examined.
○：流れる
△：ゆっくり流れる
×：殆どあるいは全く動かず
２） 発色濃度 市販のサーマルプリンター（石田衡器
製、Ｄ−８０５Ｐ）で作製した感
熱発色性シートを印字し、その発
色濃度をマクベス反射濃度計ＲＤ
９１４型で測定した値。○: Flowing △: Slowly flowing ×: Little or no movement 2) Coloring density A heat-sensitive coloring sheet made with a commercially available thermal printer (manufactured by Ishida Kouki, D-805P) was printed, and the coloring density was measured using a Macbeth reflection densitometer. Values measured with RD 914 type.
３） 塗布ムラ 作製した感熱発色性シートの塗布部を
観察しツブツブあるいは斑点
及びスジの発生等の有無を調べた。3) Coating unevenness The coated area of the produced heat-sensitive coloring sheet was observed to check for the occurrence of bumps, spots, and streaks.
○：殆どあるいは全く無し
△：やに目立つ程度にある
×：多く認められる
以上の品質試験から明らかなように本発明の感熱発色性
組成物は流動性が良好で、それらから作製した感熱発色
性シートの塗布仕上りが良く発色濃度も高い。○: Hardly or not at all △: Very noticeable ×: Very noticeable As is clear from the above quality tests, the heat-sensitive color-forming composition of the present invention has good fluidity, and the heat-sensitive color-forming composition prepared from them has good fluidity. The coating finish of the sheet is good and the color density is high.
発明の効果
流動性が良好で塗布ムラが生しにくく発色濃度の高い感
熱シートの調製を容易にする感熱発色性組成物が得られ
た。Effects of the Invention A heat-sensitive color-forming composition that has good fluidity, is less likely to cause uneven coating, and facilitates the preparation of a heat-sensitive sheet with high color density was obtained.
Claims (1)
に顕色性化合物及びこの顕色性化合物と加熱下に反応し
て発色する発色性化合物を分散してなる感熱発色性組成
物において、オレイルイミダゾリン及び／又はマレイン
酸オクタデシルモノアミド−ジイソブチレン共重合体を
含有することを特徴とする感熱発色性組成物。1. In a thermosensitive color-forming composition comprising a color-developing compound and a color-forming compound that reacts with the color-developing compound under heating to form a color dispersed in a vehicle mainly composed of an organic solvent and a polymer compound, oleyl imidazoline and/or a thermosensitive color-forming composition containing a copolymer of octadecyl maleate monoamide and diisobutylene.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2032519A JP2804334B2 (en) | 1990-02-15 | 1990-02-15 | Thermosensitive coloring composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2032519A JP2804334B2 (en) | 1990-02-15 | 1990-02-15 | Thermosensitive coloring composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03236991A true JPH03236991A (en) | 1991-10-22 |
| JP2804334B2 JP2804334B2 (en) | 1998-09-24 |
Family
ID=12361213
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2032519A Expired - Lifetime JP2804334B2 (en) | 1990-02-15 | 1990-02-15 | Thermosensitive coloring composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2804334B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6458880B1 (en) | 1999-10-18 | 2002-10-01 | Noveon Ip Holdings Corp. | Polyurethanes with talc crystallization promoter |
-
1990
- 1990-02-15 JP JP2032519A patent/JP2804334B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6458880B1 (en) | 1999-10-18 | 2002-10-01 | Noveon Ip Holdings Corp. | Polyurethanes with talc crystallization promoter |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2804334B2 (en) | 1998-09-24 |
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