JPH0441054B2 - - Google Patents
Info
- Publication number
- JPH0441054B2 JPH0441054B2 JP57194050A JP19405082A JPH0441054B2 JP H0441054 B2 JPH0441054 B2 JP H0441054B2 JP 57194050 A JP57194050 A JP 57194050A JP 19405082 A JP19405082 A JP 19405082A JP H0441054 B2 JPH0441054 B2 JP H0441054B2
- Authority
- JP
- Japan
- Prior art keywords
- color developer
- parts
- color
- heat
- leuco
- 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 - Lifetime
Links
- 239000000975 dye Substances 0.000 claims description 20
- -1 phenol compound Chemical class 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 239000006185 dispersion Substances 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 150000002148 esters Chemical class 0.000 description 6
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 4
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 4
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 4
- 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
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 125000005274 4-hydroxybenzoic acid group Chemical group 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- FWQHNLCNFPYBCA-UHFFFAOYSA-N fluoran Chemical compound C12=CC=CC=C2OC2=CC=CC=C2C11OC(=O)C2=CC=CC=C21 FWQHNLCNFPYBCA-UHFFFAOYSA-N 0.000 description 3
- ZRZHXNCATOYMJH-UHFFFAOYSA-N 1-(chloromethyl)-4-ethenylbenzene Chemical compound ClCC1=CC=C(C=C)C=C1 ZRZHXNCATOYMJH-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
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 150000007965 phenolic acids Chemical class 0.000 description 2
- WJFKNYWRSNBZNX-UHFFFAOYSA-N 10H-phenothiazine Chemical compound C1=CC=C2NC3=CC=CC=C3SC2=C1 WJFKNYWRSNBZNX-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent 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
- 239000011230 binding agent Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012766 organic filler Substances 0.000 description 1
- 239000001254 oxidized starch Substances 0.000 description 1
- 235000013808 oxidized starch Nutrition 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008542 thermal sensitivity Effects 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
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 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
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Color Printing (AREA)
Description
本発明は新規なロイコ染料顕色剤に関するもの
である。さらに詳しくいうと、本発明は、一般式
（式中、R1及びR2は水素原子又はヒドロキシ基
を示す）
で表わされる重合性フエノール化合物からなるロ
イコ染料用顕色剤に関するものである。
従来、ロイコ染料に対する顕色剤としては各種
のフエノール性物質が提案されており（例えば、
特公昭45−14039号公報参照）、一般的には、４，
4′−イソプロピリデシジフエノール（ビスフエノ
ールＡ）が採用されている。しかしながら、この
ビスフエノールＡの場合、ロイコ染料との反応速
度が遅いために、高い熱記録スピードの要求され
るロイコ系記録材料における顕色剤としては満足
すべきものではない。熱記録スピードの高い顕色
剤としては、フエノールカルボン酸エステルが知
られ（特開昭56−144193号公報）、殊に、パラヒ
ドロキシ安息香酸ベンジルエステルが有効である
ことが知られているが、このものの場合は、ロイ
コ染料との反応で得られる発色画像の保存安定性
が十分ではなく、記録物を長期保存した場合に、
記録部（発色部）に白色現像が生じ、その画像濃
度が低下するという欠点を有する。
本発明者は、前記のような従来のロイコ染料用
顕色剤とは異なり、記録スピードにすぐれると共
に、発色画像の保存安定性にすぐれたロイコ染料
用顕色剤を開発すべく鋭意研究を重ねた結果、本
発明を完成するに到つた。
本発明におけるロイコ染料用顕色剤は、前記し
た一般式（）で表わされる重合性フエノール化
合物からなるものであり、その具体例を示すと以
下の通りである。
本発明の顕色剤は、Ｐ−クロルメチルスチレン
と所要のフエノールカルボン酸を、ジメチルホル
ムアミド溶媒中において、塩基（有機アミン）触
媒と少量のハイドロキノンの存在下、窒素気流中
で反応させることによつて製造される。
（式中、R1及びR2はＨ又はOHである）
本発明の顕色剤は、従来のフエノール性化合物
と同様に、従来により感圧紙や感熱紙に対して用
いられてきたロイコ染料、例えば、トリフエニル
メタン系、フルオラン系、フエノチアジン系、オ
ーラミン系、スピロピラン系のロイコ染料に対す
る顕色剤として適用されるが、殊に、フルオラン
系ロイコ染料用顕色剤として有利に適用される。
本発明の顕色剤は、ロイコ染料との組合せにお
いて、両者の発色反応を利用する感圧紙や感熱紙
の分野において利用される。例えば、本発明の顕
色剤をロイコ染料と組合せて支持体上に支持させ
ることによつて、感熱記録材料を得ることができ
る。この場合、慣用の補助成分、例えば、炭酸カ
カルシウム、シリカ、ポリ塩化ビニル樹脂粉末な
どの無機又は有機系のフイラー、ステアリン酸亜
鉛のような金属セツケンの他、酸化防止剤、紫外
線吸収剤、結着剤等が用いられる。支持体に支持
させるロイコ染料及び顕色剤の割合は、支持体上
に支持された全成分に対し、ロイコ染料５〜20重
量％、好ましくは７〜15重量％であり、顕色剤10
〜50重量％、好ましくは20〜40重量％である。
本発明の顕色剤は、ロイコ染料と容易に反応
し、高速記録に適した感熱記録材料を与えると共
に、さらに、本発明の顕色剤とロイコ染料との反
応により得られた発色画像は、保存安定性に著し
くすぐれたものである。
次に本発明を実施例によりさらに詳細に説明す
る。なお、以下に示す「部」及び「％」は重量基
準である。
実施例
Ａ：顕色剤の製造例
Ｐ−クロルメチルスチレン38.0ｇと、４−ヒド
ロキシ安息香酸35.0ｇとをジメチルホルムアミド
150mlに加えると共に、さらに触媒としてのトリ
エチルアミン25.0ｇを加え更にハイドロキノン少
量を加え、温度90℃で３時間窒素ガス雰囲気化に
反応を行つた。反応生成物を冷却後、希塩酸約
1000mlで中和した。次いでエーテル1500mlで抽出
し、抽出液を水および重曹水で順次洗浄して未反
応の４−ヒドロキシ安息香酸を除去する。抽出液
を無水芒硝で乾燥後、エーテル留去淡褐色の油状
物を得る、放置して結晶化した粗生成物をベンゼ
ン−石油エーテル混合溶媒から再結晶する。この
ようにして、４−ヒドロキシ安息香酸−4′−ビニ
ルベンジルエステル（mP85〜88℃）を得た（収
率80％）。
また、前記において、４−ヒドロキシ安息香酸
の代りに、３，４−ジヒドロキシ安息香酸及び
３，４，５−トリヒドロキシ安息香酸を用いた以
外は同様にして、それぞれ３，４−ジヒドロキシ
安息香酸−4′−ビニルベンジルエステル（mP105
〜107℃）及び３，４，５−トリヒドロキシ安息
香酸−4′−ビニルベンジルエステル（mP87〜89
℃）を得た。
Ｂ：応用例
以下に示すロイコ染料分散液と顕色剤分散液を
調製した。
ロイコ染料分散液（）
３−Ｎ，Ｎ−ジエチルアミノ−７−オルトクロ
ルアニリンフルオラン 40部
ヒドロキシチルセルローズ（10％水溶液） 40部
水 120部
顕色剤分散液（）
４−ヒドロキシ安息香酸−4′−ビニルベンジル
エステル 20部
ヒドロキシエチルセルローズ（10父水溶液）
20部
水 60部
顕色剤分散液（）
３，４−ヒドロキシ安息香酸−4′−ビニルベン
ジルエステル 20部
ヒドロキシエチルセルローズ（10％水溶液）
20部
水 60部
顕色剤分散液（）
３，４，５−ヒドロキシ安息香酸−4′−ビニル
ベンジルエステル 20部
ヒドロキシエチルセルローズ（10％水溶液）
20部
水 60部
顕色剤分散液（）（比較例）
パラヒドロキシ安息香酸ベンジルエステル 20部
ヒドロキシエチルセルローズ（10％水溶液）
20部
水 60部
次に、前記各液をボールミル中で２日間分散さ
せた後、ロイコ染料分散液５部に顕色剤分散液15
部を加え、さらに酸化デンプンの20％水溶液８部
を加えてよく混合し、感熱発色液（）〜（）
を及び（）をそれぞれ得た。
これらの感熱発色液を基準坪量52ｇ／m2の上質
紙の片面に乾燥付着量が４ｇ／m2平滑度が130〜
200秒になるように塗布し、乾燥してそれぞれ感
熱記録シート（）〜（）及び（）を作成し
た。
このようにして得た感熱記録シートの熱感度を
評価するために、感熱記録シートの感熱発色層面
に対し、フアクシミリシユミレーターにより、熱
ヘツドを印加時間0.94ｍ秒、印加電圧20Vの条件
下で接触させ、その際の発色濃度をベツクマン濃
度計で測定した。また、感熱記録シートの保存性
を評価するために、熱ヘツドを120℃で１秒間接
触させて得た発色画像を有する感熱記録シート
を、温度40℃、温度90％RHの雰囲気中に24時間
放置した時の画像部濃度及び非画像部濃度の変化
の度合を調べた。
次表に前記評価結果を示す。
The present invention relates to a novel leuco dye developer. More specifically, the present invention relates to the general formula (In the formula, R 1 and R 2 represent a hydrogen atom or a hydroxy group.) This invention relates to a color developer for leuco dyes comprising a polymerizable phenol compound represented by the following formula. Conventionally, various phenolic substances have been proposed as color developers for leuco dyes (for example,
(Refer to Japanese Patent Publication No. 45-14039), generally 4,
4'-isopropylidecidiphenol (bisphenol A) is employed. However, since bisphenol A has a slow reaction rate with leuco dyes, it is not satisfactory as a color developer in leuco-based recording materials that require high thermal recording speeds. Phenol carboxylic acid esters are known as color developers with high thermal recording speed (Japanese Patent Laid-Open No. 144193/1983), and benzyl parahydroxybenzoic acid ester is known to be particularly effective. In this case, the storage stability of the colored image obtained by reaction with leuco dye is not sufficient, and when the recorded material is stored for a long time,
This method has the disadvantage that white development occurs in the recording area (coloring area) and the image density decreases. The present inventor has conducted extensive research in order to develop a color developer for leuco dyes that, unlike the conventional color developer for leuco dyes mentioned above, has excellent recording speed and excellent storage stability of colored images. As a result of repeated efforts, the present invention was completed. The color developer for leuco dyes in the present invention is composed of a polymerizable phenol compound represented by the above-mentioned general formula (), and specific examples thereof are as follows. The color developer of the present invention is produced by reacting P-chloromethylstyrene and the required phenolcarboxylic acid in a dimethylformamide solvent in the presence of a base (organic amine) catalyst and a small amount of hydroquinone in a nitrogen stream. manufactured by (In the formula, R 1 and R 2 are H or OH.) Like conventional phenolic compounds, the color developer of the present invention includes leuco dyes, which have been conventionally used for pressure-sensitive paper and thermal paper, For example, it is applied as a color developer for triphenylmethane-based, fluoran-based, phenothiazine-based, auramine-based, and spiropyran-based leuco dyes, and is particularly advantageously applied as a color developer for fluoran-based leuco dyes. The color developer of the present invention is used in combination with a leuco dye in the fields of pressure-sensitive paper and thermal paper that utilize the color-forming reaction of both. For example, a heat-sensitive recording material can be obtained by combining the color developer of the present invention with a leuco dye and supporting it on a support. In this case, customary auxiliary ingredients such as calcium carbonate, silica, inorganic or organic fillers such as polyvinyl chloride resin powder, metal compounds such as zinc stearate, antioxidants, ultraviolet absorbers, binders, etc. A glue or the like is used. The proportion of the leuco dye and color developer supported on the support is 5 to 20% by weight, preferably 7 to 15% by weight, of the leuco dye and 10% by weight of the color developer, based on the total components supported on the support.
~50% by weight, preferably 20-40% by weight. The color developer of the present invention easily reacts with leuco dyes and provides a heat-sensitive recording material suitable for high-speed recording. It has excellent storage stability. Next, the present invention will be explained in more detail with reference to Examples. Note that "parts" and "%" shown below are based on weight. Example A: Production example of color developer 38.0 g of P-chloromethylstyrene and 35.0 g of 4-hydroxybenzoic acid were mixed with dimethylformamide.
150 ml, 25.0 g of triethylamine as a catalyst and a small amount of hydroquinone were added, and the reaction was carried out at a temperature of 90° C. for 3 hours under a nitrogen gas atmosphere. After cooling the reaction product, add dilute hydrochloric acid to approx.
Neutralized with 1000ml. Next, the mixture is extracted with 1500 ml of ether, and the extract is washed successively with water and aqueous sodium bicarbonate to remove unreacted 4-hydroxybenzoic acid. After drying the extract over anhydrous sodium sulfate, ether was distilled off to obtain a pale brown oil. The crude product, which crystallized on standing, was recrystallized from a benzene-petroleum ether mixed solvent. In this way, 4-hydroxybenzoic acid-4'-vinylbenzyl ester (mP 85-88°C) was obtained (yield 80%). Further, in the above, 3,4-dihydroxybenzoic acid-3,4-dihydroxybenzoic acid- 4′-vinylbenzyl ester (mP105
~107°C) and 3,4,5-trihydroxybenzoic acid-4'-vinylbenzyl ester (mP87~89
°C) was obtained. B: Application Example The following leuco dye dispersion and developer dispersion were prepared. Leuco dye dispersion () 3-N,N-diethylamino-7-orthochloroaniline fluoran 40 parts Hydroxythyl cellulose (10% aqueous solution) 40 parts water 120 parts Color developer dispersion () 4-Hydroxybenzoic acid-4 '-vinylbenzyl ester 20 parts hydroxyethyl cellulose (10 parts aqueous solution)
20 parts water 60 parts Color developer dispersion () 3,4-hydroxybenzoic acid-4'-vinylbenzyl ester 20 parts hydroxyethyl cellulose (10% aqueous solution)
20 parts water 60 parts Color developer dispersion () 3,4,5-hydroxybenzoic acid-4'-vinylbenzyl ester 20 parts hydroxyethyl cellulose (10% aqueous solution)
20 parts water 60 parts Color developer dispersion () (comparative example) Parahydroxybenzoic acid benzyl ester 20 parts hydroxyethyl cellulose (10% aqueous solution)
20 parts water 60 parts Next, after dispersing each of the above liquids in a ball mill for 2 days, 15 parts of the color developer dispersion was added to 5 parts of the leuco dye dispersion.
1 part, then add 8 parts of a 20% aqueous solution of oxidized starch and mix well.
and () were obtained, respectively. These heat-sensitive coloring liquids are coated on one side of high-quality paper with a standard basis weight of 52 g/m 2 with a dry adhesion of 4 g/m 2 and a smoothness of 130~
The coating was applied for 200 seconds and dried to produce heat-sensitive recording sheets () to () and (), respectively. In order to evaluate the thermal sensitivity of the heat-sensitive recording sheet thus obtained, a heat head was applied to the surface of the heat-sensitive coloring layer of the heat-sensitive recording sheet using a facsimile simulator for a time of 0.94 ms and an applied voltage of 20 V. The color density at that time was measured using a Beckman densitometer. In addition, in order to evaluate the storage stability of the heat-sensitive recording sheet, a heat-sensitive recording sheet with a colored image obtained by contacting it with a thermal head at 120°C for 1 second was placed in an atmosphere at a temperature of 40°C and a temperature of 90% RH for 24 hours. The degree of change in the density of the image area and the density of the non-image area when left as it was was investigated. The following table shows the evaluation results.
【表】
前記表に示された結果から、本発明の顕色剤を
用いる場合（感熱記録シート（）〜（））に
おいては、従来の顕色剤を用いる場合（感熱シー
ト（））に比して、発色濃度は同等であるが、
発色画像安定性において改善されていることがわ
かる。[Table] From the results shown in the table above, when using the color developer of the present invention (thermal recording sheets () to ()), compared to when using the conventional color developer (thermal sheet ()), The color density is the same, but
It can be seen that the color image stability is improved.
Claims (1)
を示す） で表わされる重合性フエノール化合物からなるロ
イコ染料用顕色剤。[Claims] 1. General formula (In the formula, R 1 and R 2 represent a hydrogen atom or a hydroxy group.) A color developer for leuco dyes comprising a polymerizable phenol compound represented by the following.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57194050A JPS5983693A (en) | 1982-11-05 | 1982-11-05 | Color developer for leuco dye |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57194050A JPS5983693A (en) | 1982-11-05 | 1982-11-05 | Color developer for leuco dye |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5983693A JPS5983693A (en) | 1984-05-15 |
| JPH0441054B2 true JPH0441054B2 (en) | 1992-07-07 |
Family
ID=16318109
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57194050A Granted JPS5983693A (en) | 1982-11-05 | 1982-11-05 | Color developer for leuco dye |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5983693A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60198290A (en) * | 1984-03-22 | 1985-10-07 | Fuji Photo Film Co Ltd | Recording material |
| JP2656417B2 (en) * | 1991-12-18 | 1997-09-24 | 富士写真フイルム株式会社 | Polymerizable phenol derivative |
-
1982
- 1982-11-05 JP JP57194050A patent/JPS5983693A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5983693A (en) | 1984-05-15 |
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