JPH0433889A - Thermal recording material - Google Patents
Thermal recording materialInfo
- Publication number
- JPH0433889A JPH0433889A JP2142083A JP14208390A JPH0433889A JP H0433889 A JPH0433889 A JP H0433889A JP 2142083 A JP2142083 A JP 2142083A JP 14208390 A JP14208390 A JP 14208390A JP H0433889 A JPH0433889 A JP H0433889A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- heat
- recording material
- sensitive recording
- color
- 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 26
- 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 claims abstract description 7
- AGPLQTQFIZBOLI-UHFFFAOYSA-N 1-benzyl-4-phenylbenzene Chemical group C=1C=C(C=2C=CC=CC=2)C=CC=1CC1=CC=CC=C1 AGPLQTQFIZBOLI-UHFFFAOYSA-N 0.000 claims abstract description 5
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 claims abstract description 4
- WLTCCDHHWYAMCG-UHFFFAOYSA-N 2-phenylmethoxynaphthalene Chemical compound C=1C=C2C=CC=CC2=CC=1OCC1=CC=CC=C1 WLTCCDHHWYAMCG-UHFFFAOYSA-N 0.000 claims abstract description 4
- 230000035945 sensitivity Effects 0.000 abstract description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- 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 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000004372 Polyvinyl alcohol Substances 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000003086 colorant Substances 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 229920002451 polyvinyl alcohol Polymers 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- 229920003169 water-soluble polymer Polymers 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 238000011161 development Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 239000004576 sand Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 239000001993 wax Substances 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 2
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 229910000019 calcium carbonate Inorganic materials 0.000 description 2
- 238000003490 calendering Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 229920003176 water-insoluble polymer Polymers 0.000 description 2
- FQNKTJPBXAZUGC-UHFFFAOYSA-N 2-[4-(diethylamino)-2-hydroxybenzoyl]benzoic acid Chemical compound OC1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O FQNKTJPBXAZUGC-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
- 239000005711 Benzoic acid Substances 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 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
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 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
- VHNFAQLOVBWGGB-UHFFFAOYSA-N benzhydrylbenzene;3h-2-benzofuran-1-one Chemical compound C1=CC=C2C(=O)OCC2=C1.C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 VHNFAQLOVBWGGB-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 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
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 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
- 239000012141 concentrate Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000011981 development test Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 230000005496 eutectics Effects 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
- 239000000706 filtrate Substances 0.000 description 1
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 238000003384 imaging method Methods 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 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
- XRYSCSFJNUNNAU-UHFFFAOYSA-N n-chloro-n-phenylaniline Chemical compound C=1C=CC=CC=1N(Cl)C1=CC=CC=C1 XRYSCSFJNUNNAU-UHFFFAOYSA-N 0.000 description 1
- UFRKOOMLVWDICO-UHFFFAOYSA-N n-ethyl-n-fluoroethanamine Chemical compound CCN(F)CC UFRKOOMLVWDICO-UHFFFAOYSA-N 0.000 description 1
- CNHCHINPZKAYHU-UHFFFAOYSA-N n-fluoro-n-pentylpentan-1-amine Chemical compound CCCCCN(F)CCCCC CNHCHINPZKAYHU-UHFFFAOYSA-N 0.000 description 1
- 239000012860 organic pigment Substances 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
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- -1 polyethylene Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001454 recorded image Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 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
- 239000000126 substance Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 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）
本発明は感熱記録材料に関し、特に地肌安定性、発色性
及び発色画像の安定性を向上させた感熱記録材料に関す
る。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a heat-sensitive recording material, and more particularly to a heat-sensitive recording material with improved background stability, color development, and stability of colored images.
（従来技術）
電子供与性発色剤（以下、発色剤という。）と電子受容
性顕色剤（以下、顕色剤という。）との発色反応を利用
した感熱記録材料は、例えば、特公昭４５−１４０３９
号公報等に開示されているように、既によく知られてい
る。即ち、このような感熱記録材料は、一般に、支持体
上に通常無色ないし淡色の発色剤と顕色剤とを主成分と
する感熱記録層を有し、これを熱ベン、熱ヘツド等で加
熱することにより、発色剤と顕色剤とが瞬時に反応して
、記録画像を与える。(Prior art) A thermosensitive recording material that utilizes a color-forming reaction between an electron-donating color former (hereinafter referred to as a color former) and an electron-accepting color developer (hereinafter referred to as a color developer) is known, for example, from Japanese Patent Publication No. 45 -14039
This method is already well known, as disclosed in the following publications. That is, such a heat-sensitive recording material generally has a heat-sensitive recording layer on a support, which is usually composed of a colorless or light-colored color former and a color developer, and is heated with a heat vent, a heat head, etc. As a result, the color forming agent and the color developing agent instantly react to form a recorded image.
このように、感熱記録は、装置が比較的簡単であって、
保守も容易なこと、騒音の発生がないことなどの利点が
あり、計測記録計、ファクシミリ、プリンター、乗車券
の自動販売機等広範囲の分野に広く利用されている。In this way, thermal recording requires a relatively simple device, and
It has advantages such as easy maintenance and no noise generation, and is widely used in a wide range of fields such as measurement recorders, facsimiles, printers, and ticket vending machines.
近年、情報化社会の進展と共に、記録の高速化及び低エ
ネルギー化に対する要求が高まりつつあり、これらの要
求に対応するために、感熱記録材料の高感度化の研究が
推進されている。しかし、感熱記録材料の高感度化に伴
い、発色開始温度が低下する傾向にあって、記録時に地
肌部まで発色する問題があり、更に、発色画像が保存中
に消色する問題もある。In recent years, with the progress of the information society, demands for higher speed and lower energy recording have been increasing, and in order to meet these demands, research on increasing the sensitivity of heat-sensitive recording materials is being promoted. However, as the sensitivity of heat-sensitive recording materials increases, the temperature at which color development starts tends to decrease, causing the problem that color develops to the background during recording, and furthermore, the color of a colored image disappears during storage.
（発明が解決しようとする課Ｂ）
本発明の目的は、高感度で発色画像の安定性が高く、地
肌白色度の高い感熱記録材料を提供することである。(Problem B to be Solved by the Invention) An object of the present invention is to provide a heat-sensitive recording material with high sensitivity, high stability of colored images, and high background whiteness.
（課題を解決するための手段）
本発明の上記目的は、電子供与性発色剤と電子受容性顕
色剤としてのビスフェノールＡと増感剤とを有する感熱
記録材料において、上記電子供与性発色剤として２−（
３−メチル−４−クロロアニリノ）−３−メチル−６−
ジエチルアミノフルオランを５０重量％以上含むと共に
、増悪剤としてｐ−ベンジルビフェニル、ｍ−ターフェ
ニル、２−ベンジルオキシナフタレン、シュウ酸ジ−ｐ
−メチルベンジル及び１．２−ジ−ｍ−）ルオキシエタ
ンよりなる群から選ばれる少なくとも１種を含むことを
特徴とする感熱記録材料によって達成される。(Means for Solving the Problems) The above object of the present invention is to provide a heat-sensitive recording material having an electron-donating color former, bisphenol A as an electron-accepting color developer, and a sensitizer. As 2-(
3-Methyl-4-chloroanilino)-3-methyl-6-
Contains 50% by weight or more of diethylaminofluorane, and also contains p-benzylbiphenyl, m-terphenyl, 2-benzyloxynaphthalene, di-p-oxalate as aggravating agents.
This is achieved by a heat-sensitive recording material containing at least one member selected from the group consisting of -methylbenzyl and 1,2-di-m-)ruoxyethane.
本発明による感熱記録材料においては、２（３−メチル
−４−クロロアニリノ）−３−メチル−６−ジエチルア
ミノフルオランが発色剤の５０重量％以上を占めている
ことが必要である。必要に応じ、他の発色剤を併用する
ことができる。In the heat-sensitive recording material according to the present invention, it is necessary that 2(3-methyl-4-chloroanilino)-3-methyl-6-diethylaminofluorane accounts for 50% by weight or more of the color former. If necessary, other coloring agents can be used in combination.
併用できる発色剤としては、この種の感熱記録材料に適
用されているものであれば任意であって、例えば、トリ
フェニルメタンフタリド系、フルオラン系、フルオレン
系、ビニローブフタリド系等の発色剤が好ましく用いら
れる。The coloring agent that can be used in combination is any coloring agent that is used in this type of heat-sensitive recording material, such as triphenylmethane phthalide, fluoran, fluorene, vinylophthalide, etc. agents are preferably used.
これらの一部を例示すれば、３，３−ビス（ｐジメチル
アミノフェニル）−６−ジメチルアミノフタリド、２−
アニリノ−３−メチル−６−シメチルアミノフルオラン
、２−アニリノ−３−メチル−６−ジエチルアミノフル
オラン、２−アニリノ−３−メチル−６−ジプロピルア
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−アニリノ−３−メチル−６
ジアミルアミノフルオラン、２−アニリノ−３メチル−
６−Ｎ−メチル−Ｎ−プロピルアミノフルオラン、２−
アニリノ−３−メチル−６−Ｎ−工ｆルーＮ−ブチルア
ミノフルオラン、２−アニリノ−３−メチル−６−Ｎ−
エチル−Ｎ−アミルアミノフルオラン、２−アニリノ−
３−メチル−６−Ｎ−メチル−Ｎ−シクロへキシルアミ
ノフルオラン、２−アニリノ−３−メチル−６−Ｎエチ
ル−Ｎ−テトラヒドロフルフリルアミノフルオラン、３
，６−ビス（ジメチルアミノ）フルオレンスピロＣ９，
３’）−６’−ジメチルアミノフタリド、３．３−ビス
（２，２−ビス（ｐ−ジメチルアミノフェニル）エチニ
ル） −４，５，６，７−チトラクロロフタリド、３，
３−ビス（２，２−ビス（１−エチル２−メチルインド
ール−３−イル）エチニル）４．５．６．７−チトラク
ロロフタリド等が挙げられる。Some examples of these include 3,3-bis(pdimethylaminophenyl)-6-dimethylaminophthalide, 2-
Anilino-3-methyl-6-dimethylaminofluorane, 2-anilino-3-methyl-6-diethylaminofluorane, 2-anilino-3-methyl-6-dipropylaminofluorane, 2-anilino-3- Methyl-6-sibutylaminofluorane, 2-anilino-3-methyl-6
Diamylaminofluorane, 2-anilino-3methyl-
6-N-methyl-N-propylaminofluorane, 2-
Anilino-3-methyl-6-N-N-butylaminofluorane, 2-anilino-3-methyl-6-N-
Ethyl-N-amylaminofluorane, 2-anilino-
3-Methyl-6-N-methyl-N-cyclohexylaminofluorane, 2-anilino-3-methyl-6-N-ethyl-N-tetrahydrofurfurylaminofluorane, 3
, 6-bis(dimethylamino)fluorene spiro C9,
3')-6'-dimethylaminophthalide, 3.3-bis(2,2-bis(p-dimethylaminophenyl)ethynyl)-4,5,6,7-titrachlorophthalide, 3,
Examples include 3-bis(2,2-bis(1-ethyl2-methylindol-3-yl)ethynyl)4.5.6.7-titrachlorophthalide.
これらは単独で、或いは２種以上混合して併用すること
ができる。These can be used alone or in combination of two or more.
次に、本発明の感熱記録材料の代表的製法について述べ
る。Next, a typical manufacturing method of the heat-sensitive recording material of the present invention will be described.
発色剤、顕色剤及び増感剤は、一般にポリビニルアルコ
ール等の水溶性高分子水溶液と共にアトライター、サン
ドミル等を用いて薬剤の粒径が数ミクロン以下になるよ
うに分散される。増感剤は、発色剤、顕色剤のいずれか
、あるいは両方に加えて、同時に分散してもよい、また
、場合によっては、予め発色剤あるいは顕色剤との共融
物を作成して、分散してもよい。The coloring agent, developer, and sensitizer are generally dispersed together with an aqueous solution of a water-soluble polymer such as polyvinyl alcohol using an attritor, a sand mill, etc. so that the particle size of the drug is several microns or less. The sensitizer may be added to the color former, color developer, or both and dispersed simultaneously, or in some cases, a eutectic product with the color former or color developer may be created in advance. , may be dispersed.
これらの分散液を混合して、必要に応じて顔料、バイン
ダー、ワックス、金属石鹸、酸化防止剤、紫外線吸収剤
等を加えて、感熱塗液とする。These dispersions are mixed and, if necessary, pigments, binders, waxes, metal soaps, antioxidants, ultraviolet absorbers, etc. are added to prepare a heat-sensitive coating liquid.
得られた感熱塗液は、上質紙、合成紙、プラスチックフ
ィルム等の支持体に塗布された後、カレンダー処理によ
り平滑性を付与されて、目的の感熱記録材料となる。ま
た、感熱塗液は、必要に応じて、発色性を向上せるため
に、プラスチック顔料あるいはシリカ等の断熱剤の下塗
り層を有する支持体に塗布してもよい。更に、必要に応
じて、耐水性、耐薬品性を付与するために、感熱記録層
上に水溶性高分子水溶液等で上塗り層を設けることもよ
い。The obtained heat-sensitive coating liquid is applied to a support such as high-quality paper, synthetic paper, or plastic film, and then smoothed by calendering to obtain the desired heat-sensitive recording material. Further, the heat-sensitive coating liquid may be applied to a support having an undercoat layer of a plastic pigment or a heat insulating agent such as silica, if necessary, in order to improve color development. Furthermore, if necessary, an overcoat layer of a water-soluble polymer aqueous solution or the like may be provided on the heat-sensitive recording layer in order to impart water resistance and chemical resistance.
本発明において、顔料としては、有機及び無機の顔料が
使用できる。好ましい具体例としては、炭酸カルシウム
、硫酸バリウム、酸化チタン、水酸化アルミニウム、非
晶質シリカ、尿素ホルマリン樹脂粉末、ポリエチレン樹
脂粉末等が挙げられる。In the present invention, organic and inorganic pigments can be used as pigments. Preferred specific examples include calcium carbonate, barium sulfate, titanium oxide, aluminum hydroxide, amorphous silica, urea-formalin resin powder, polyethylene resin powder, and the like.
バインダーとしては、水溶性高分子及び水不溶性高分子
が使用できる。好ましい具体例としては、水溶性高分子
として、メチルセルロース、カルボキシメチルセルロー
ス、ヒドロキシエチルセルロース、デンプン類、スチレ
ン−無水マレイン酸共重合体加水分解物、エチレン−無
水マレイン酸共重合体加水分解物、イソブチレン−無水
マレイン酸共重合体加水分解物、ポリビニルアルコール
、カルボキシ変性ポリビニルアルコール、ポリアクリル
アミド等が、また、水不溶性高分子として、スチレン−
ブタジェンゴムラテックス、アクリロニトリル−ブタジ
ェンゴムラテックス、酢酸ビニルエマルジョン等が挙げ
られる。As the binder, water-soluble polymers and water-insoluble polymers can be used. Preferred specific examples include methylcellulose, carboxymethylcellulose, hydroxyethylcellulose, starches, styrene-maleic anhydride copolymer hydrolyzate, ethylene-maleic anhydride copolymer hydrolyzate, and isobutylene-anhydride as water-soluble polymers. Maleic acid copolymer hydrolyzate, polyvinyl alcohol, carboxy-modified polyvinyl alcohol, polyacrylamide, etc. are also used as water-insoluble polymers.
Examples include butadiene rubber latex, acrylonitrile-butadiene rubber latex, vinyl acetate emulsion, and the like.
ワックスの好ましい具体例としては、パラフィンワック
ス、カルボキシ変性パラフィンワックス、ポリエチレン
ワックス等が挙げられる。Preferred specific examples of wax include paraffin wax, carboxy-modified paraffin wax, polyethylene wax, and the like.
金属石鹸としては、高級脂肪酸金属塩が用いられる。好
ましい具体例としては、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が挙げられ
る。As the metal soap, higher fatty acid metal salts are used. Preferred specific examples include zinc stearate, calcium stearate, aluminum stearate, and the like.
酸化防止剤としては、ヒンダードフェノール類が用いら
れる。また、紫外線吸収剤としては、ベンゾフェノン系
、ベンゾトリアゾール系等の紫外線吸収剤が用いられる
。Hindered phenols are used as antioxidants. Furthermore, as the ultraviolet absorber, benzophenone-based, benzotriazole-based, and other ultraviolet absorbers are used.
本発明において用いる発色剤である２−（３メチル−４
−クロロアニリノ）−３−メチル−６−ジエチルアミノ
フルオランは、公知の方法に準じて合成できる。例えば
、２−（２−ヒドロキシ４−ジエチルアミノベンゾイル
）安息香酸と２３゛−ジメチル−４−メトキシ−４゛−
クロロジフェニルアミンを濃硫酸中で縮合させることに
より容易に合成できる。2-(3methyl-4, a coloring agent used in the present invention)
-chloroanilino)-3-methyl-6-diethylaminofluorane can be synthesized according to a known method. For example, 2-(2-hydroxy-4-diethylaminobenzoyl)benzoic acid and 23'-dimethyl-4-methoxy-4'-
It can be easily synthesized by condensing chlorodiphenylamine in concentrated sulfuric acid.
（実施例）
以下に実施例を挙げて本発明を説明するが、本発明はこ
れら実施例により何ら限定されるものではない。(Examples) The present invention will be described below with reference to Examples, but the present invention is not limited to these Examples in any way.
参考例１
１００ｃｃの濃硫酸中に攪拌下に３１．３ｇの２（２−
ヒドロキシ−４−ジエチルアミノベンゾイル）安息香酸
を添加して溶解した。次いで、水冷下に２６．２ ｇの
２，３゛−ジメチル−４−メトキシ４′−クロロジフェ
ニルアミンを添加した後、室温で２０時間攪拌した。反
応混合物を１０００ｃｃの水に排出し、析出物を濾取し
て、水洗した。濾取物を４００ｃｃのトルエンと１００
ｃｃの２５％カセイソーダ水溶液と共に１時間攪拌、還
流した。トルエン層を分取し、湯洗した後、濾過した。Reference Example 1 31.3g of 2(2-
Hydroxy-4-diethylaminobenzoyl)benzoic acid was added and dissolved. Next, 26.2 g of 2,3'-dimethyl-4-methoxy4'-chlorodiphenylamine was added while cooling with water, and the mixture was stirred at room temperature for 20 hours. The reaction mixture was discharged into 1000 cc of water, and the precipitate was collected by filtration and washed with water. The filtered material was mixed with 400 cc of toluene and 100 cc of toluene.
The mixture was stirred and refluxed for 1 hour with cc of 25% caustic soda aqueous solution. The toluene layer was separated, washed with hot water, and then filtered.
濾液を濃縮して、析出物を濾取し、乾燥して、４１．３
ｇ（収率７８，７％）の２−（３−メチル−４−クロロ
アニリノ）−３−メチル−６−ジエチルアミノフルオラ
ンを融点２００〜２０２℃の白色結晶として得た。Concentrate the filtrate, collect the precipitate by filtration, dry it, and give 41.3
g (yield 78.7%) of 2-(3-methyl-4-chloroanilino)-3-methyl-6-diethylaminofluoran was obtained as white crystals with a melting point of 200-202°C.
実施例１
発色剤である２−（３−メチル−４−クロロアニリノ）
−３−メチル−６−ジエチルアミノフルオラン５ｇを２
．５％ポリビニルアルコール水溶液４５ｇと共にサンド
ミルを用いて平均粒径が１ミクロンになるように粉砕し
て、分散液を得た。Example 1 Color former 2-(3-methyl-4-chloroanilino)
-3-Methyl-6-diethylaminofluorane 5g 2
．． This was ground with 45 g of a 5% polyvinyl alcohol aqueous solution using a sand mill so that the average particle size was 1 micron to obtain a dispersion.
一方、顕色剤であるビスフェノールＡＩ Ｏｇとｉｌ
感剤であるｐ−ベンジルビフェニル１０ｇを２゜５％ポ
リビニルアルコール水溶液８０ｇと共にサンドミルを用
いて平均粒径が１ミクロンになるように粉砕して、分散
液を得た。On the other hand, the color developer bisphenol AI Og and il
10 g of p-benzylbiphenyl, a sensitizer, was ground with 80 g of a 2.5% polyvinyl alcohol aqueous solution using a sand mill so that the average particle size was 1 micron to obtain a dispersion.
上記の２種の分散液を混合した後、炭酸カルシウム５０
％分散液３０ｇとパラフィンワックス３０％分散液１５
ｇを添加、よく混合して感熱塗液を得た。After mixing the above two dispersions, 50% calcium carbonate was added.
% dispersion 30g and paraffin wax 30% dispersion 15
g was added and mixed well to obtain a heat-sensitive coating liquid.
このようにして調製した感熱塗液を坪量５０ｇ／ｒｄの
上質紙に固形分塗布量が４．５ｇ／ｎ（となるように塗
布し、乾燥した後、感熱記録層面のへツク平滑度が４０
０〜５００秒になるようにカレンダー処理して、感熱記
録材料を作製した。The heat-sensitive coating liquid thus prepared was coated on high-quality paper with a basis weight of 50 g/rd so that the solid content coating amount was 4.5 g/n, and after drying, the surface smoothness of the heat-sensitive recording layer was 40
A heat-sensitive recording material was prepared by calendering for 0 to 500 seconds.
実施例２〜５
実施例工において、増感剤であるｐ−ヘンジルビフェニ
ルの代わりに、ｍ−ターフェニル（実施例２）、２−ベ
ンジルオキシナフタレン（実施例３）、シュウ酸ジ−ｐ
−メチルベンジル（実施例４）及び１．２−ジ−ｍ−）
ルオキシエタン（実施例５）をそれぞれ使用する以外は
、実施例１と同様に処理して、感熱記録材料を作製した
。Examples 2 to 5 In the examples, m-terphenyl (Example 2), 2-benzyloxynaphthalene (Example 3), di-p-oxalate was used instead of the sensitizer p-henzylbiphenyl.
-methylbenzyl (Example 4) and 1,2-di-m-)
A heat-sensitive recording material was produced in the same manner as in Example 1, except that fluoroxyethane (Example 5) was used in each case.
比較例１
実施例１において、増感剤であるｐ−ベンジルビフェニ
ルの代わりに、ステアリン酸アミドを使用する以外は、
実施例１と同様に処理して、感熱記録材料を作製した。Comparative Example 1 Example 1 except that stearamide was used instead of the sensitizer p-benzylbiphenyl.
A heat-sensitive recording material was prepared in the same manner as in Example 1.
比較例２及び３
実施例１において、発色剤である２−（３−メチル−４
−クロロアニリノ）−３−メチル−６ジエチルアミノフ
ルオランの代わりに、２−アニリノ−３−メチル−６−
ジエチルアミノフルオラン（比較例２）及び２−アニリ
ノ−３−メチル６−ジ−ｎ−ブチルアミノフルオラン（
比較例３）をそれぞれ使用する以外は、実施例１と同様
に処理して、感熱記録材料を作製した。Comparative Examples 2 and 3 In Example 1, 2-(3-methyl-4
-chloroanilino)-3-methyl-6-diethylaminofluorane instead of 2-anilino-3-methyl-6-
Diethylaminofluorane (Comparative Example 2) and 2-anilino-3-methyl 6-di-n-butylaminofluorane (
A heat-sensitive recording material was produced in the same manner as in Example 1 except that Comparative Example 3) was used.
拝債
実施例１〜５及び比較例１〜３により得られた８種の感
熱記録材料を東芝ファクシミＩＪ Ｃ０ＰＩＸ ＴＦ３
７０とファックステストチャート隘１ （画像電子学会
）を用いて発色試験を行い、地肌濃度及び発色濃度をマ
クベスＲＤ−９１４型反射濃度計で測定した。Eight types of heat-sensitive recording materials obtained in Examples 1 to 5 and Comparative Examples 1 to 3 were transferred to a Toshiba facsimile machine IJ C0PIX TF3.
70 and Fax Test Chart No. 1 (Imaging Electronics Society), and the background density and color density were measured using a Macbeth RD-914 reflection densitometer.
次いで、発色試験を行った８種の感熱記録材料を５０℃
、９０％ＲＨの条件下で４８時間の保存試験を行い、地
肌濃度及び発色濃度をマクベスＲＤ−９１４型反射濃度
計で測定した。Next, the eight types of heat-sensitive recording materials subjected to the color development test were heated to 50°C.
A storage test was conducted for 48 hours under conditions of 90% RH, and the background density and color density were measured using a Macbeth RD-914 reflection densitometer.
これらの測定結果を第１表に示す。The results of these measurements are shown in Table 1.
（以下、余白）
第１表
（発明の効果）
第１表の結果から明らかなように、本発明の感熱記録材
料は、地肌白色度が高く、発色濃度が高く、且つ、地肌
及び発色画像の保存安定性が高く、極めて実用性の高い
感熱記録材料である。(Hereinafter, blank space) Table 1 (Effects of the Invention) As is clear from the results in Table 1, the heat-sensitive recording material of the present invention has a high background whiteness, a high color density, and a high contrast to the background and color images. It is a heat-sensitive recording material with high storage stability and extremely practical use.
Claims (1)
ノールＡと増感剤とを有する感熱記録材料において、上
記電子供与性発色剤として２−（３−メチル−４−クロ
ロアニリノ）−３−メチル−６−ジエチルアミノフルオ
ランを５０重量％以上含むと共に、増感剤としてｐ−ベ
ンジルビフェニル、ｍ−ターフエニル、２−ベンジルオ
キシナフタレン、シユウ酸ジ−ｐ−メチルベンジル及び
１，２−ジ−ｍ−トルオキシエタンよりなる群から選ば
れる少なくとも１種を含むことを特徴とする感熱記録材
料。In a heat-sensitive recording material having an electron-donating color former, bisphenol A as an electron-accepting color developer, and a sensitizer, 2-(3-methyl-4-chloroanilino)-3-methyl is used as the electron-donating color former. Contains 50% by weight or more of -6-diethylaminofluorane, and uses p-benzylbiphenyl, m-terphenyl, 2-benzyloxynaphthalene, di-p-methylbenzyl oxalate, and 1,2-di-m- A heat-sensitive recording material comprising at least one member selected from the group consisting of toroxyethane.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2142083A JPH0433889A (en) | 1990-05-30 | 1990-05-30 | Thermal recording material |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2142083A JPH0433889A (en) | 1990-05-30 | 1990-05-30 | Thermal recording material |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0433889A true JPH0433889A (en) | 1992-02-05 |
Family
ID=15307039
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2142083A Pending JPH0433889A (en) | 1990-05-30 | 1990-05-30 | Thermal recording material |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0433889A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05262046A (en) * | 1992-03-18 | 1993-10-12 | Nippon Paper Ind Co Ltd | Thermal recording sheet |
-
1990
- 1990-05-30 JP JP2142083A patent/JPH0433889A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH05262046A (en) * | 1992-03-18 | 1993-10-12 | Nippon Paper Ind Co Ltd | Thermal recording sheet |
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