JPS6363400B2 - - Google Patents
Info
- Publication number
- JPS6363400B2 JPS6363400B2 JP56103271A JP10327181A JPS6363400B2 JP S6363400 B2 JPS6363400 B2 JP S6363400B2 JP 56103271 A JP56103271 A JP 56103271A JP 10327181 A JP10327181 A JP 10327181A JP S6363400 B2 JPS6363400 B2 JP S6363400B2
- Authority
- JP
- Japan
- Prior art keywords
- color
- heat
- recording material
- colored
- hydroxyphenyl
- 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.)
- Expired
Links
- 239000000126 substance Substances 0.000 claims description 17
- 239000000463 material Substances 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 239000004014 plasticizer Substances 0.000 description 16
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 8
- XQXPVVBIMDBYFF-UHFFFAOYSA-N 4-hydroxyphenylacetic acid Chemical compound OC(=O)CC1=CC=C(O)C=C1 XQXPVVBIMDBYFF-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 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 4
- 239000007788 liquid Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 239000000853 adhesive Substances 0.000 description 3
- 230000001070 adhesive effect Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 239000005060 rubber Substances 0.000 description 2
- 239000000243 solution Substances 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
- 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
- MOZDKDIOPSPTBH-UHFFFAOYSA-N Benzyl parahydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 MOZDKDIOPSPTBH-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 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
- 229920000881 Modified starch Polymers 0.000 description 1
- 239000004368 Modified starch Substances 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 229920000147 Styrene maleic anhydride Polymers 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- JPIYZTWMUGTEHX-UHFFFAOYSA-N auramine O free base Chemical compound C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 JPIYZTWMUGTEHX-UHFFFAOYSA-N 0.000 description 1
- 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
- BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000010419 fine particle 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
- 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
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 235000019426 modified starch Nutrition 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000002759 woven fabric 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
Description
本発明は感熱記録体に関するもので、更にくわ
しくは発色画像の可塑剤に対する安定性を向上さ
せた感熱記録体に関するものである。
従来より例えばクリスタルバイオレツトラクト
ンのような発色性物質と、フエノール性物質が反
応して発色することは知られており、これらを用
いて熱的に発色させることも、たとえば米国特許
第3539375号において公知である。
しかしながら発色性物質とフエノール性物質な
いし有機酸の熱反応により得られる発色画像は、
一般に光や温度、湿度の変化に対して非常に不安
定である。のみならずゴム、プラスチツク等に使
用される各種の可塑剤、たとえばフタル酸ジオク
チル、フタル酸ジブチル、フタル酸ジヘキシル、
フタル酸ブチルベンジル、リン酸トリクレジル、
アジピン酸ジオクチル等に対しても不安定で、こ
れらの可塑剤が添加されたゴム、プラスチツク等
と発色画像が接触すると、画像が消えてしまつた
り、変色してしまうといつた大きな欠点を有して
いる。光、温度、湿度の変化に対する発色画像の
安定性の向上はもちろん重要であり、従つて少く
とも同時に又は独立に解決されるべき問題も残さ
れているが、本発明はゴム、プラスチツク等に使
用される可塑剤に対する発色画像の安定性（以下
耐可塑剤性という）向上に関するものである。
近年フアクシミリ、電子計算機、テレツクスな
どの情報用機器の入出力端で使用される記録媒
体、また駅務省力化機器など輸送関連分野で使用
される入出力記録媒体として感熱記録材料が増加
しており、これら感熱記録材料が各種の可塑剤を
含むプラスチツクシートや定期券入れ等に直接間
接に接触する機会が増加している。そこで感熱記
録材料を発色させて長期使用し、可塑剤と接触さ
せた場合の記録媒体としての信頼性の改善が急務
であつた。もとよりこれら要求性能を向上させる
べく努力がなされているが、未だ満足な性能を有
するものが得られていないのが現状である。
本発明者らはこの欠点を改良すべく種々検討し
た結果、フエノール性物質として下記一般式で表
わされる化合物のうち少なくとも一つを含有させ
ることにより、発色部分の耐可塑剤性が著しく向
上することを見出し、本発明をなすに至つた。
一般式
（式中、R1は水素数又は炭素数１〜５のアル
キル基を、ｎは０〜５を、それぞれ表わす。）
本発明に使用される一般式の例示化合物を挙げ
れば、
ビス（Ｐ―ヒドロキシフエニル）酢酸、３，
3′ビス（Ｐ―ヒドロキシフエニル）プロピオン
酸、４，4′ビス（Ｐ―ヒドロキシフエニル）酪
酸、４，4′ビス（Ｐ―ヒドロキシフエニル）ｎ―
吉草酸、等の化合物が挙げられる。これらの化合
物のうちから、化学構造式を例示する。
ビス（Ｐ―ヒドロキシフエニル）酢酸
４，4′―ビス（Ｐ―ヒドロキシフエニル）ｎ―
吉草酸
本発明で使用される無色ないし淡色の発色性物
質は、フエノール性物質と熱時反応して発色する
物質であつて、たとえばトリフエニルメタン系、
トリフエニルメタンフタリド系、フルオラン系、
ロイコオーラミン系、スピロピラン系などの各種
のロイコ化合物があげられる。
微粒子状に分散された発色性物質と一般式で示
される化合物は、感熱記録材料として保存中発色
しないように接着剤によつて互に隔離して固着さ
れる。本発明の感熱記録体に使用される接着剤
は、たとえばカゼイン、ゼラチン、変性澱粉、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、ポリビニルアルコール、ポリビニルピ
ロリドン、スチレン無水マレイン酸共重合物とこ
のアルカリ溶解物、ポリアクリルアマイド、スチ
レンブタジエン共重合体、ポリ酢酸ビニル、ポリ
アクリル酸エステルのラテツクス類などがあげら
れる。
本発明の感熱記録体には、必要に応じて記録層
中に他の添加物質、例えば記録特性向上のための
各種ワツクス類、脂肪酸アミド類、ステイツク防
止のための各種脂肪酸金属塩、表面の白色度、自
然性、筆記性を良くするために白色顔料、填料、
耐水性向上のための耐水化剤等のフエノール物質
等が添加される。
本発明の感熱記録体は次のようにしてつくられ
る。発色性物質、一般式式で示される化合物、感
度調整剤その他の添加剤を、適当な濃度の接着剤
を含む水系媒体中でボールミルなどの粉砕機を使
用して粉砕分散して感熱組成物を得る。
各構成物質は出来るだけ微粒化することが発色
効率の点で有利であり、１〜3μの粒径に微粒化
することが好ましい。
こうして得られた感熱記録組成物を適当な支持
体に塗布し、乾燥して本発明の感熱記録体を得
る。支持体としては上質紙、中質紙、コート紙を
はじめとする紙、プラスチツクフイルム、フイル
ムラミネート紙、織布シートなどがあげられる。
かくして得られる本発明の感熱記録体は、各種の
可塑剤に対してすぐれた耐可塑剤性を発揮し、発
色画像を長時間これらの可塑剤と接触させても画
像がきえたり変色することがないうえ、地かぶり
などその他の性質も良好である。
本発明を実施例により更に詳細に説明する
実施例 １
(a) 感熱記録組成物の製造
Ａ液
フルオラン系黒発色染料（新日曹化工製
PSD150） 5重量部
ステアリン酸アミド 15重量部
クレー 20 〃
ポリビニルアルコール10％水溶液 40 〃
水 20 〃
Ｂ液
ビス（Ｐ―4′ヒドロキシフエニル）酢酸
20重量部
クレー 20 〃
ポリビニルアルコール10％水溶液 40 〃
水 20 〃
Ａ液およびＢ液とそれぞれ別々に遠心ボール
ミルで４時間分散後、Ａ液、Ｂ液を混合して感
熱記録組成物（塗料）を調整した。
(b) この感熱記録組成物を50ｇ／m2の一般紙に乾
燥後の塗布量が７ｇ／m2となるように塗布し、
感熱記録体を得た。
(c) ついでこの感熱記録紙について次の手順によ
り耐可塑剤性を調べた。先ず感熱記録紙を静的
発色試験器（スタンプ式）で圧力２Kg／cm2、温
度130℃、時間１秒で発色させた。次に耐可塑
剤性の試験として感熱記録紙の発色部分に市販
のプラスチツク消ゴムをのせ、更に消ゴムの上
に300ｇの錘をのせ、１日間放置した。
その後試験前後の発色部分の濃度をマクベス反
射濃度計RD―514で測定し、表の結果を得た。
実施例 ２
実施例１のＢ液におけるビス（Ｐ―ヒドロキシ
フエニル）酢酸の代りに４，4′ビス（Ｐ―ヒドロ
キシフエニル）ｎ―吉草酸を使用した以外は実施
例１と全く同様にして感熱記録体を得、耐可塑剤
性の試験を行なつた。結果を表に示す。
実施例 ３
実施例１のＢ液におけるビス（Ｐ―ヒドロキシ
フエニル）酢酸の代りに、４，4′ビス（Ｐ―ヒド
ロキシフエニル）ｎ―吉草酸10重量部と、ビスフ
エノールA10重量部を使用した以外は、実施例１
と全く同様にした感熱記録体を得、耐可塑剤性の
試験を行なつた。結果を表に示す。
比較例１、比較例２
実施例１のＢ液におけるビス（Ｐ―ヒドロキシ
フエニル）酢酸の代りに、ビスフエノールＡを使
用したものを比較例１、ベンジルＰ―ヒドロキシ
ベンゾエートを使用したものを比較例２とし、以
下実施例１と全く同様にして感熱記録体を得、耐
可塑剤性の試験を行なつた。結果を表に示す。
The present invention relates to a heat-sensitive recording material, and more particularly to a heat-sensitive recording material in which the stability of a colored image against plasticizers is improved. It has been known for a long time that a color-forming substance such as crystal violet lactone reacts with a phenolic substance to form a color, and it is also possible to thermally develop a color using these substances, as described in US Pat. No. 3,539,375. It is publicly known. However, colored images obtained by thermal reaction between color-forming substances and phenolic substances or organic acids are
Generally, it is extremely unstable to changes in light, temperature, and humidity. In addition, various plasticizers used in rubber, plastics, etc., such as dioctyl phthalate, dibutyl phthalate, dihexyl phthalate,
Butylbenzyl phthalate, tricresyl phosphate,
It is also unstable to dioctyl adipate, etc., and has the major drawback that if the colored image comes into contact with rubber, plastic, etc. to which these plasticizers have been added, the image will disappear or change color. are doing. Improving the stability of colored images against changes in light, temperature, and humidity is of course important, and therefore there are still problems to be solved at least simultaneously or independently. This invention relates to improving the stability of colored images against plasticizers (hereinafter referred to as plasticizer resistance). In recent years, heat-sensitive recording materials have been increasing as recording media used at the input/output end of information equipment such as facsimiles, computers, and telex, as well as input/output recording media used in transportation-related fields such as railway station labor equipment. Opportunities for these heat-sensitive recording materials to directly or indirectly come into contact with plastic sheets, commuter pass holders, etc. containing various plasticizers are increasing. Therefore, there was an urgent need to improve the reliability of heat-sensitive recording materials as recording media when they are colored, used for long periods of time, and brought into contact with plasticizers. Efforts have been made to improve these required performances, but the current situation is that nothing with satisfactory performance has yet been obtained. As a result of various studies conducted by the present inventors in order to improve this drawback, the plasticizer resistance of the colored portion is significantly improved by containing at least one of the compounds represented by the following general formula as a phenolic substance. They discovered this and came up with the present invention. general formula (In the formula, R 1 represents a hydrogen number or an alkyl group having 1 to 5 carbon atoms, and n represents 0 to 5.) Exemplary compounds of the general formula used in the present invention include bis(P- hydroxyphenyl)acetic acid, 3,
3'bis(P-hydroxyphenyl)propionic acid, 4,4'bis(P-hydroxyphenyl)butyric acid, 4,4'bis(P-hydroxyphenyl)n-
Examples include compounds such as valeric acid. The chemical structural formulas of these compounds are illustrated below. Bis(P-hydroxyphenyl)acetic acid 4,4'-bis(P-hydroxyphenyl) n-
Valeric acid The colorless to light-colored color-forming substance used in the present invention is a substance that develops color by reacting with a phenolic substance under heat, such as triphenylmethane,
triphenylmethane phthalide, fluoran,
Examples include various leuco compounds such as leuco auramine type and spiropyran type. The color-forming substance dispersed in the form of fine particles and the compound represented by the general formula are separated and fixed to each other by an adhesive so as not to develop color during storage as a heat-sensitive recording material. The adhesive used in the heat-sensitive recording medium of the present invention includes, for example, casein, gelatin, modified starch, carboxymethyl cellulose, hydroxyethyl cellulose, polyvinyl alcohol, polyvinyl pyrrolidone, styrene-maleic anhydride copolymer and its alkali melt, polyacrylamide. , styrene-butadiene copolymers, polyvinyl acetate, and polyacrylic acid ester latexes. The heat-sensitive recording material of the present invention may contain other additives in the recording layer as necessary, such as various waxes and fatty acid amides to improve recording characteristics, various fatty acid metal salts to prevent staining, and white surface coating. White pigments, fillers,
Phenol substances such as waterproofing agents are added to improve water resistance. The heat-sensitive recording material of the present invention is produced as follows. A heat-sensitive composition is prepared by pulverizing and dispersing a color-forming substance, a compound represented by the general formula, a sensitivity regulator, and other additives in an aqueous medium containing an appropriate concentration of adhesive using a pulverizer such as a ball mill. obtain. It is advantageous in terms of color development efficiency to make each component material as fine as possible, and preferably to have a particle size of 1 to 3 microns. The heat-sensitive recording composition thus obtained is coated on a suitable support and dried to obtain the heat-sensitive recording material of the present invention. Examples of the support include papers such as wood-free paper, medium-quality paper, and coated paper, plastic films, film-laminated papers, and woven fabric sheets.
The heat-sensitive recording material of the present invention thus obtained exhibits excellent plasticizer resistance against various plasticizers, and the image does not fade or discolor even if the colored image is brought into contact with these plasticizers for a long period of time. Moreover, other properties such as ground cover are also good. Example 1 (a) Production of heat-sensitive recording composition The present invention will be explained in more detail with reference to examples.
PSD150) 5 parts by weight stearic acid amide 15 parts by weight clay 20 〃 Polyvinyl alcohol 10% aqueous solution 40 〃 Water 20 〃 B liquid bis(P-4' hydroxyphenyl) acetic acid
20 parts by weight Clay 20 〃 Polyvinyl alcohol 10% aqueous solution 40 〃 Water 20 〃 After separately dispersing liquids A and B in a centrifugal ball mill for 4 hours, liquids A and B were mixed to form a heat-sensitive recording composition (paint). It was adjusted. (b) Apply this heat-sensitive recording composition to 50 g/m 2 of general paper so that the coating amount after drying is 7 g/m 2 ,
A thermosensitive recording medium was obtained. (c) The thermosensitive recording paper was then examined for plasticizer resistance using the following procedure. First, a thermosensitive recording paper was colored using a static coloring tester (stamp type) at a pressure of 2 kg/cm 2 , a temperature of 130° C., and a time of 1 second. Next, as a plasticizer resistance test, a commercially available plastic eraser was placed on the colored area of the thermosensitive recording paper, and a 300 g weight was placed on the eraser and left for one day. Thereafter, the density of the colored area before and after the test was measured using a Macbeth reflection densitometer RD-514, and the results shown in the table were obtained. Example 2 The procedure was exactly the same as in Example 1 except that 4,4'bis(P-hydroxyphenyl)n-valeric acid was used instead of bis(P-hydroxyphenyl)acetic acid in Solution B of Example 1. A thermosensitive recording material was obtained, and a plasticizer resistance test was conducted. The results are shown in the table. Example 3 Instead of bis(P-hydroxyphenyl)acetic acid in Solution B of Example 1, 10 parts by weight of 4,4'bis(P-hydroxyphenyl)n-valeric acid and 10 parts by weight of bisphenol A were added. Example 1 except that
A thermosensitive recording material was obtained in exactly the same manner as above, and a plasticizer resistance test was conducted. The results are shown in the table. Comparative Example 1, Comparative Example 2 Comparative example 1 using bisphenol A instead of bis(P-hydroxyphenyl)acetic acid in liquid B of Example 1, and comparing using benzyl P-hydroxybenzoate As Example 2, a thermosensitive recording material was obtained in exactly the same manner as in Example 1, and a plasticizer resistance test was conducted. The results are shown in the table.
【表】
試験後濃度
注 ※濃度残存率＝[Table] Concentration after test Note *Concentration residual rate =
Claims (1)
色性物質を加熱時発色させるフエノール性物質と
を含む感熱記録体において、フエノール性物質と
して下記一般式で表わされる化合物のうち少なく
とも一つを含有することを特徴とする感熱記録
体。 一般式 （式中、R1は水素数又は炭素数１〜５のアル
キル基を、ｎは０〜５を、それぞれ表わす。）[Scope of Claims] 1. In a thermal recording material containing a color-forming substance that is normally colorless or light-colored and a phenolic substance that causes the color-forming substance to develop color when heated, the phenolic substance may be a compound represented by the following general formula. A thermosensitive recording material characterized by containing at least one of the following. general formula (In the formula, R 1 represents a hydrogen number or an alkyl group having 1 to 5 carbon atoms, and n represents 0 to 5.)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56103271A JPS585288A (en) | 1981-07-03 | 1981-07-03 | Heat-sensitive recording medium |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP56103271A JPS585288A (en) | 1981-07-03 | 1981-07-03 | Heat-sensitive recording medium |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS585288A JPS585288A (en) | 1983-01-12 |
| JPS6363400B2 true JPS6363400B2 (en) | 1988-12-07 |
Family
ID=14349730
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP56103271A Granted JPS585288A (en) | 1981-07-03 | 1981-07-03 | Heat-sensitive recording medium |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS585288A (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5979793A (en) * | 1982-10-29 | 1984-05-09 | Nippon Synthetic Chem Ind Co Ltd:The | Heat-sensitive recording material |
| JPS6122987A (en) * | 1984-07-11 | 1986-01-31 | Sanyo Kokusaku Pulp Co Ltd | Heat-sensitive recording material |
| JPH076131B2 (en) * | 1985-12-18 | 1995-01-30 | 東レ株式会社 | Ultra high strength carbon fiber manufacturing method |
| JPS62263088A (en) * | 1986-05-09 | 1987-11-16 | Nippon Synthetic Chem Ind Co Ltd:The | Thermal recording material |
| JPH0585059A (en) * | 1991-09-30 | 1993-04-06 | Oji Paper Co Ltd | Thermal recording material |
| DE4218561A1 (en) * | 1992-06-05 | 1993-12-09 | Bayer Ag | Thermoreactive recording material with special stability |
| JP6806593B2 (en) | 2017-02-28 | 2021-01-06 | 日本航空電子工業株式会社 | connector |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5073644A (en) * | 1973-09-06 | 1975-06-17 |
-
1981
- 1981-07-03 JP JP56103271A patent/JPS585288A/en active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5073644A (en) * | 1973-09-06 | 1975-06-17 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS585288A (en) | 1983-01-12 |
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