JPS61146592A - Pressure-sensitive duplicate paper - Google Patents
Pressure-sensitive duplicate paperInfo
- Publication number
- JPS61146592A JPS61146592A JP59268466A JP26846684A JPS61146592A JP S61146592 A JPS61146592 A JP S61146592A JP 59268466 A JP59268466 A JP 59268466A JP 26846684 A JP26846684 A JP 26846684A JP S61146592 A JPS61146592 A JP S61146592A
- Authority
- JP
- Japan
- Prior art keywords
- group
- color
- pressure
- paper
- lower alkyl
- 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
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
- B41M5/124—Duplicating or marking methods; Sheet materials for use therein using pressure to make a masked colour visible, e.g. to make a coloured support visible, to create an opaque or transparent pattern, or to form colour by uniting colour-forming components
- B41M5/132—Chemical colour-forming components; Additives or binders therefor
- B41M5/136—Organic colour formers, e.g. leuco dyes
- B41M5/145—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring
- B41M5/1455—Organic colour formers, e.g. leuco dyes with a lactone or lactam ring characterised by fluoran compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Color Printing (AREA)
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は、感圧複写紙に関する。さらに詳細には、本発
明は、発色剤として6位にテトラヒドロフル7リルアミ
ノ基を有する新規なフルオラン化合物を使用した感圧複
写紙に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to pressure sensitive copying paper. More particularly, the present invention relates to pressure-sensitive copying paper using a novel fluoran compound having a tetrahydrofur7lylamino group at the 6-position as a color former.
(先行技術)
従来、はぼ無色の発色剤、例えばマラカイFグリーンラ
クトン、ベンゾイルロイコメチレンブルー、クリスタル
バイオレットラクトン、ローダミンBラクタム、2−置
換1ζノー6−置換アミノフルオラン、3−メチル−2
,2−スピロ(ベンゾ(f)クロメン)又はこれらの混
合物と、この発色剤と接触して発色する吸着または反応
性化合物(以下、顕色剤と称する)、例えば酸性白土、
活性白土、アタパルガイド、ゼオライト、ペントナイト
、カオリンのような粘土鉱物、コハク酸、タンニン酸、
没食子酸、フェノール化合物のような有機酸、フェノー
ルホルムアルデヒド樹脂のような酸性重合体との着色反
応を利用した感圧複写紙は一般によく知られている(例
えば、米国特許第2、505.470号、2,505,
471号、ZSO翫489号、2.548,366号、
λ712.507号、2.73偽456号、2.73曝
457号および3.41a250号明細書)。(Prior Art) Conventionally, color formers such as Malachi F green lactone, benzoylleucomethylene blue, crystal violet lactone, rhodamine B lactam, 2-substituted 1ζ and 6-substituted aminofluorane, 3-methyl-2
, 2-spiro (benzo(f)chromene) or a mixture thereof, and an adsorbed or reactive compound (hereinafter referred to as a color developer) that develops a color upon contact with this color former, such as acid clay,
Clay minerals like activated clay, attapulgide, zeolite, pentonite, kaolin, succinic acid, tannic acid,
Pressure-sensitive copying papers that utilize coloring reactions with organic acids such as gallic acid, phenolic compounds, and acidic polymers such as phenol-formaldehyde resins are generally well known (e.g., U.S. Pat. No. 2,505,470). ,2,505,
No. 471, ZSO 翫 No. 489, No. 2.548, 366,
λ712.507, 2.73 false 456, 2.73 exposure 457 and 3.41a250).
ここで、発色剤および顕色剤を電子論的に定義すれば、
発色剤とは電子を供与して、或いはプロトンを受容して
発色する物質であり、顕色剤とは電子を受容するかまた
はプロトンを供与する物質である。Here, if we define the color former and color developer electronically,
A color former is a substance that generates color by donating electrons or accepting protons, and a color developer is a substance that accepts electrons or donates protons.
感圧複写紙の発色剤に要求される条件は、発色速度が大
きいこと、発色濃度が高いこと、発色色素が所望の色相
になること、色素の耐光性及び耐熱性が優れていること
などである。しかしながら、例えば青色に発色する発色
剤としてクリスタルバイオレットラクトン等が知られて
いるが、耐光性が不充分であり、前記の要件を滴足する
発色剤の出現が望まれている。The conditions required for coloring agents for pressure-sensitive copying paper include fast coloring speed, high coloring density, the desired hue of the coloring dye, and excellent light and heat resistance of the dye. be. However, for example, crystal violet lactone is known as a coloring agent that develops a blue color, but its light resistance is insufficient, and there is a desire for a coloring agent that satisfies the above-mentioned requirements.
(発明の目的)
本発明の目的は発色速度が速く、発色濃度が高く、かつ
耐光性が良好な発色偉を形成する感圧複写紙を提供する
ことkある。(Objective of the Invention) An object of the present invention is to provide a pressure-sensitive copying paper that forms a color-forming layer that has a fast coloring speed, a high coloring density, and good light resistance.
(発明の構成)
前記目的を達成する本発明は一般式CI)(式中R1は
水素、炭素数1−8のアル中ル基、テトラヒFロフルフ
リル基、置換又は未置換フェニル基または環状アルキル
基を表わし、R1は水素、塩素、フッ素、低級アルキル
基、[1フルコキシ基、低級アルコキシアルキル基、フ
ェニル基またはベンジル基を・表わし、R3は低級アル
キル基、置換又は未置換フェニル基、置換又は未置換ベ
ンジル基または水素原子をあられしs ”4は低級アル
キル基、置換又は未置換ベンジル基、フェニル基、塩素
、フッ素、低級アル中ル基、1シル基で置換されたフェ
ニル基または水素原子を示す。)で表わされるフルオラ
ン化合物を含む発色剤層を支持体上に有することを特徴
とする感圧複写紙に関する。(Structure of the Invention) The present invention which achieves the above object has the general formula CI) (wherein R1 is hydrogen, an alkyl group having 1 to 8 carbon atoms, a tetrahydrofurfuryl group, a substituted or unsubstituted phenyl group, or a cyclic alkyl group). R1 represents hydrogen, chlorine, fluorine, a lower alkyl group, [1 flukoxy group, lower alkoxyalkyl group, phenyl group, or benzyl group, R3 represents a lower alkyl group, substituted or unsubstituted phenyl group, substituted or unsubstituted 4 represents a lower alkyl group, a substituted or unsubstituted benzyl group, a phenyl group, a phenyl group substituted with chlorine, fluorine, a lower alkyl group, a 1-syl group, or a hydrogen atom. The present invention relates to a pressure-sensitive copying paper characterized in that it has a color forming agent layer containing a fluoran compound represented by () on a support.
本発明に係る一般式(I)で表わされるフルオラン化合
物は大気中において安定な無色又は僅かに着色している
固体であり、酸性物質と接触すると直ちVcaい暗赤色
ないし黒色系の色素を形成し、この発色した色素は、優
れた耐光性および耐熱性を有しているため十分な利用価
値がある。The fluoran compound represented by the general formula (I) according to the present invention is a colorless or slightly colored solid that is stable in the atmosphere, and when it comes into contact with an acidic substance, it immediately forms a dark red to black pigment with Vca. However, this colored pigment has excellent light resistance and heat resistance, so it has sufficient utility value.
本発明に係る上記一般式(1)で表わされるフルオラン
化合物は次の方法で製造される。The fluoran compound represented by the above general formula (1) according to the present invention is produced by the following method.
一般式(II)
(式中、Rは水素原子、アセチル基または低級アルキル
基を表わしRa # Rs e Raは、前記定義と同
じ意味である。)で表わされるアニリン誘導体と一般式
〔1〕
υ
(式中、R1は一般式(1)で定義したものと同じ意味
である。)で表わされるベンゾフェノン化合物とを濃硫
酸の存在下、ロー80℃の温度で数時間反応させる。反
応後、反応混合物を水中に加え、水酸化ナトリウムを加
え、pHを8〜10とし、析出物をろ遇により採取する
。ケーキにトルエンと5〜10%の水酸化ナトリウム水
溶液を加え、還流下、1〜3時間かきまぜ、トルエン層
を分液し、分取し、水洗後、湊縮し、析出した結晶をろ
過により採取する。結晶を乾燥することにより僅かに着
色している一般式(1)で表わされる6位にテトクヒド
ロフルフリル基を有するフルオラン化金物が高純度、高
収率で得られる。必要ならば1、トルエン、1セトン、
酢酸ブチル、ヘキサンなどのような揮発性有機溶剤から
再結晶する。Aniline derivatives represented by general formula (II) (wherein R represents a hydrogen atom, an acetyl group, or a lower alkyl group, and Ra #Rs e Ra has the same meaning as the above definition) and general formula [1] υ (wherein R1 has the same meaning as defined in general formula (1)) is reacted with a benzophenone compound represented by the following formula (R1 has the same meaning as defined in general formula (1)) in the presence of concentrated sulfuric acid at a temperature of 80° C. for several hours. After the reaction, the reaction mixture is added to water, sodium hydroxide is added to adjust the pH to 8-10, and the precipitate is collected by filtration. Add toluene and a 5-10% aqueous sodium hydroxide solution to the cake, stir under reflux for 1-3 hours, separate the toluene layer, collect it, wash with water, condense, and collect the precipitated crystals by filtration. do. By drying the crystals, a slightly colored fluoranated metal having a tetokuhydrofurfuryl group at the 6-position represented by the general formula (1) is obtained with high purity and high yield. If necessary, 1 toluene, 1 setone,
Recrystallize from volatile organic solvents like butyl acetate, hexane, etc.
本発明に係る発色剤を製造する方法において使用される
縮合剤としては、濃硫酸、無水酢酸、リン酸、ポリリン
酸、オキシ塩化りンおよび塩化亜鉛などがある。製造上
好ましくは上記一般式〔鳳〕で表わされるベンゾフェノ
ン化合物などの溶媒であると同時に縮合剤でもある濃硫
酸を使用する方法である。Condensing agents used in the method for producing the color former according to the present invention include concentrated sulfuric acid, acetic anhydride, phosphoric acid, polyphosphoric acid, phosphorus oxychloride, and zinc chloride. A preferred method for production is to use concentrated sulfuric acid, which is both a solvent and a condensing agent, such as a benzophenone compound represented by the above general formula [Otori].
本発明の感圧複写紙は、上記の発色剤を単独又は混合し
て、あるいは他の発色剤と共に、例えば1ルキル化ナフ
タレン、1ルキル化ジフエニル、1ルキル化ジフエニル
メタン等のジアリール1ルカン、アルキル化ターフェニ
ルなどの合成油、木綿油、ヒマシ油などの植物油、動物
油、鉱物油あるいはこれらの混合油等の溶媒忙溶解し、
これをバインダー中に分散するか、またはマイクロカプ
セル中に含有させた後、紙、プラスチックシート、樹脂
コーテツド紙等の支持体に塗布することにより得られる
。The pressure-sensitive copying paper of the present invention may contain the above-mentioned color formers alone or in combination, or together with other color formers, such as diaryl-lukanes such as mono-rukylated naphthalene, mono-rukylated diphenyl, mono-rukylated diphenylmethane, alkylated Synthetic oils such as terphenyl, vegetable oils such as cotton oil and castor oil, animal oils, mineral oils, or mixtures of these oils can be dissolved in solvents,
It can be obtained by dispersing it in a binder or containing it in microcapsules, and then applying it to a support such as paper, plastic sheet, resin-coated paper, or the like.
発色剤の匣用量は、所望の塗布厚、感圧複写紙の形態、
カプセルの製法、その他の条件により、決定される。発
色剤をカプセル中に封入する際には、米国特許第2,8
00,457号および2.80 Q45 B号明細書K
le載された親水性コロイドゾルのコアセルベージ1ノ
を利用した方法、英国特許第86ス797号、1.09
1.076号明細書く記載された界面重合法等を利用す
ればよい。The amount of color former depends on the desired coating thickness, the form of pressure-sensitive copying paper,
It is determined by the capsule manufacturing method and other conditions. When encapsulating a coloring agent in a capsule, U.S. Pat.
No. 00,457 and 2.80 Q45 B Specification K
Method using coacervage 1 of hydrophilic colloidal sol loaded with le, British Patent No. 86S 797, 1.09
The interfacial polymerization method described in No. 1.076 may be used.
本発明に係る感圧複写紙に適用できる顕色剤の異体例を
示すと、クレー類(例えば、酸性白土、活性白土、アタ
パルジャイト、カオリン等)、フェノール樹脂、芳香族
カルボン酸の多価金属塩等をあげることができる。フェ
ノール樹脂とは、具体的には、フェノール−アルデヒド
重合体(いわゆるノボラック型)及びフェノールアセチ
レン重合体である。芳香族カルボン酸の多価金属塩は、
例えば、米国特許& 864.146号、同49842
92号、同4954.070号、同へ984292号、
特願昭55−25158号明細書等に記載されている。Variant examples of color developers that can be applied to the pressure-sensitive copying paper of the present invention include clays (for example, acid clay, activated clay, attapulgite, kaolin, etc.), phenolic resins, and polyvalent metal salts of aromatic carboxylic acids. etc. can be given. Specifically, the phenolic resin is a phenol-aldehyde polymer (so-called novolak type) and a phenolacetylene polymer. Polyvalent metal salts of aromatic carboxylic acids are
For example, U.S. Pat.
No. 92, No. 4954.070, No. 984292,
It is described in Japanese Patent Application No. 55-25158.
上記芳香族カルボン酸の多価金属塩における芳香族のカ
ルボン酸はカルボキシ基に対し、オルト又はパラ位に水
酸基を有するものが有用であり、中でもサリチル酸誘導
体が好ましく、水酸基に対し、オルト又はパラ位の少く
とも一方に、アルキル基、アリール基、アラルキル基等
の置換基を有し置換基の炭素原子数の総和が8以上であ
るものが特に好ましい。上記の多価金属塩の中、亜鉛塩
が特に好ましい。The aromatic carboxylic acid in the polyvalent metal salt of an aromatic carboxylic acid is preferably one having a hydroxyl group at the ortho or para position with respect to the carboxy group, and salicylic acid derivatives are particularly preferred; It is particularly preferable that at least one of them has a substituent such as an alkyl group, an aryl group, an aralkyl group, and the total number of carbon atoms of the substituents is 8 or more. Among the polyvalent metal salts mentioned above, zinc salts are particularly preferred.
次に本発明に係る6位にテトラヒドロフルフリル1ミノ
基を有するフルオラン化合物の代表的な製造例を次に示
す。Next, a typical production example of a fluoran compound having a tetrahydrofurfuryl 1-mino group at the 6-position according to the present invention will be shown below.
製造例1
2−1ニリノー3−メチル−6−N−エチル−N−テト
ラヒドロフルフリルア建ノーフルオラン(化合物41)
95%硫酸150f中に2−ヒドロキシ−4−N−エチ
ル−N−テトラヒドロフルフリルアミノ−2′−カルボ
キシ−ベンゾフェノン146Fヲ73Qえ約5℃の温度
で完全に溶解させてから、2−メチル−4−メト中シジ
フェニルアミンj1.5tを加え5〜IOCの温度で1
0時間反応させた。尺応後、反応混合物を氷水1を中に
加え、つづいて10%水酸化ナトリウム水溶液を加え、
pHを7−8とし、析出物をろ過により採取した。ケー
キにトルエン450−と10%水酸化ナトリウム水溶液
340−を加、え、還流下2時間かきまぜた後、トルエ
ン眉な分液、水洗後濃縮乾固し、メタノ−ルを加え固化
させた。この固化物を乾燥し、淡桃色の2−1ニリノ−
3−メチル−6−N−エチル−N−テトラヒドロフルフ
リルア建ノーフルオラン17.8 Fが得られた。この
ものの融点は165#167℃であった。また、このも
のの95%酢酸中でのλmax 及び分子吸光係数は
452 nm (t944×10)並に594nm(1
,949X10’)であツタ。Production Example 1 2-1 Nilino 3-Methyl-6-N-ethyl-N-tetrahydrofurfuryl-Norfluorane (Compound 41) 2-Hydroxy-4-N-ethyl-N-tetrahydrofurfuryl in 150f of 95% sulfuric acid Amino-2'-carboxy-benzophenone 146F73Q was completely dissolved at a temperature of about 5°C, and then 1.5t of sidiphenylamine in 2-methyl-4-meth was added and dissolved at a temperature of 5 to IOC.
The reaction was allowed to proceed for 0 hours. After the reaction, 1 portion of ice water was added to the reaction mixture, followed by 10% aqueous sodium hydroxide solution.
The pH was adjusted to 7-8, and the precipitate was collected by filtration. To the cake were added 450 mm of toluene and 340 mm of a 10% aqueous sodium hydroxide solution, and the mixture was stirred under reflux for 2 hours, separated from the toluene layer, washed with water, concentrated to dryness, and solidified by adding methanol. This solidified product was dried and a pale pink 2-1-nilino-
3-Methyl-6-N-ethyl-N-tetrahydrofurfuryl-based nofluorane 17.8 F was obtained. The melting point of this product was 165#167°C. In addition, the λmax and molecular extinction coefficient of this material in 95% acetic acid are 452 nm (t944×10) and 594 nm (1
,949X10') and ivy.
このものをトルエンに溶かした溶液は無色であり、シリ
カゲルによって速やかに発色し黒色を呈した。A solution obtained by dissolving this substance in toluene was colorless, and the silica gel quickly developed a color to give it a black color.
製造例1に準じて、6位にテトラヒドロフルフリルアミ
ノ基を有するフルオラン化合物〔化合物/162−A2
6)を製造した。以下に、これら化合物の構造式及びシ
リカゲル上での発色色相をまとめて次の表に示す。According to Production Example 1, a fluoran compound having a tetrahydrofurfurylamino group at the 6-position [Compound/162-A2
6) was manufactured. The structural formulas of these compounds and the color hues developed on silica gel are summarized in the following table.
第1表
(発明の実施例)
次に本発明を実施例によって説明するが、本発明はこれ
によりなんら限定されるものではない。Table 1 (Examples of the Invention) Next, the present invention will be explained with reference to Examples, but the present invention is not limited thereto in any way.
実施例
化合物/I64で表わされる2−アニリノ−3−メチル
−6−N −n−ブチル−N−テトラヒドロフルフリル
アミノ−フルオラン、18(重量部、以下同様)をアル
中ル化ナフタレン50部忙溶解させた。この溶液をゼラ
チン6部とアラビアゴム4部を溶解した水50部中に激
しくかきまぜながら加えて乳化し、直径1μ〜10μの
油滴とした後、水250部を加えた。酢酸を少量ずつ加
えてpHを約4にしてコアセルベーションを生起させ、
油滴のまわりFCゼラチンとアラビアゴムの壁をつくり
、ホルマリンを加えてからpHを9にあげ、壁を硬化し
た。この様圧して得られたマイクロカプセル分散液を紙
に塗布乾燥した。この感圧複写紙は優れた保存安定性を
有していた。Example compound/2-anilino-3-methyl-6-N-n-butyl-N-tetrahydrofurfurylamino-fluorane, 18 (parts by weight, the same applies hereinafter) represented by I64 was dissolved in 50 parts of fluorinated naphthalene in alcohol. I let it happen. This solution was added to 50 parts of water in which 6 parts of gelatin and 4 parts of gum arabic had been dissolved, with vigorous stirring, to emulsify it to form oil droplets with a diameter of 1 μm to 10 μm, and then 250 parts of water was added thereto. Add acetic acid little by little to bring the pH to about 4 and cause coacervation.
A wall of FC gelatin and gum arabic was created around the oil droplet, formalin was added, the pH was raised to 9, and the wall was hardened. The microcapsule dispersion obtained by applying this pressure was applied to paper and dried. This pressure-sensitive copying paper had excellent storage stability.
この感圧複写紙について、その特性を評価するため忙、
クレー紙、レジン紙及び有機酸塩紙に重ねて筆記に相当
する圧力を加えた。なお記録紙は次のとおりである。We are busy evaluating the characteristics of this pressure-sensitive copying paper.
Pressure equivalent to writing was applied to clay paper, resin paper, and organic acid salt paper. The recording paper used is as follows.
クレー紙
酸性白土20部、ヘキサメタリン酸ソーダ112部、水
80部をホモジナイザーで5分間分散し、さらに、50
%スチレンブタジェンラテックス5部を加えて、クレー
分散液とした。Clay paper 20 parts of acid clay, 112 parts of sodium hexametaphosphate, and 80 parts of water were dispersed using a homogenizer for 5 minutes, and then 50 parts of acid clay was dispersed for 5 minutes.
% styrene butadiene latex was added to form a clay dispersion.
この分散液を上質紙上に乾燥固形分量52〜となるよう
に塗布し、クレー紙を得た。This dispersion was coated on high-quality paper to give a dry solid content of 52 to 52, to obtain clay paper.
レジン紙
p−フェニルフェノールホルマリンa 合物20部、炭
酸カル291100部、2%ポリビニル1ル;−ル水溶
液600部をボールミルで分散し、フェノール樹脂分散
液を得た。20 parts of resin paper p-phenylphenol formalin a compound, 291,100 parts of cal carbonate, and 600 parts of a 2% polyvinyl 1-l aqueous solution were dispersed in a ball mill to obtain a phenol resin dispersion.
この分散液を上質紙上に乾燥固形分量5 f/v?とな
るよ5部m!布し、レジン紙を得゛た。This dispersion was coated on high-quality paper with a dry solid content of 5 f/v? It will be part 5! I made a cloth and obtained resin paper.
有機酸塩紙
前記レジン紙の製造において、p−フェニルフェノール
ホルマリン縮金物の代りに、3,5−α−メチ−ルーベ
ンジルサリチル酸亜鉛を使用して同様に行い、有機酸塩
紙を得た。Organic acid salt paper An organic acid salt paper was obtained in the same manner as in the production of the resin paper except that zinc 3,5-α-methyl-benzylsalicylate was used instead of the p-phenylphenol formalin condensate.
化合物4を発色剤とする複写紙は各記録紙と重ねて圧力
を加えると、瞬間的に、赤黒色ないし黒色の印像が得ら
れた。この印像のフレッシュ濃度は1.10と高く、耐
元値は78%と優れており、かつ耐熱性にも優れていた
。When the copying paper containing Compound 4 as a coloring agent was stacked with each recording paper and pressure was applied, a reddish-black to black printed image was instantaneously obtained. This printed image had a high fresh density of 1.10, an excellent original value of 78%, and excellent heat resistance.
フレッシュ濃度:発色剤をトルエンに2%溶解し、クレ
ー紙上に塗布した直後の濃度をマクベス反射+11fl
!計(フィルター、ラツテン参106)により測定した
値である。Fresh density: Dissolve 2% of the coloring agent in toluene and apply it on clay paper. Macbeth reflection + 11fl
! This is a value measured using a meter (filter, Ratsuten Gin 106).
耐光値;フェード、オ、メーター3時間、照射後の発色
濃度を測定し、次式により求めた値である。Lightfastness value: The color density was measured after irradiation with a fade, o, meter for 3 hours, and the value was determined by the following formula.
フレッシュ濃度
IIO記実施例で発色剤として使用したフルオラン化合
物A4の代りに製造例1で得られた化合物(肩1)並び
に第1表に示す化合物/I&2〜肩26(但し/I64
を除く)を製剤して実施例と同*KL/て感圧複写紙を
製造した。これら感圧複写紙のクレー紙上、レジン紙上
、 、 、 の発色色相及びクレー紙上のフレ
ッシュ濃度、耐光値を測定し、次の表に示した。Fresh Concentration IIO In place of the fluoran compound A4 used as a coloring agent in Examples, the compound obtained in Production Example 1 (Shoulder 1) and the compounds shown in Table 1 /I&2 to Shoulder 26 (however /I64) were used.
A pressure-sensitive copying paper was prepared using the same *KL/ method as in Example. The color hues of these pressure-sensitive copying papers on clay paper, resin paper, fresh density and light fastness values on clay paper were measured and are shown in the following table.
なお、一般の感圧複写紙に多用されている発色剤である
クリスタルバイオレットラクトン(CVL)及ヒ2−
N、N−ジベンジルアミノ−6−ジエチルアずノフルオ
ラン(DBF )を直冷した複写紙な対PIAf11と
して表示した
なお、有機酸塩紙上での各化合物の発色々相は、レジン
紙上での対応各化合物の発色々相と同一であったので、
表記を省略した。In addition, crystal violet lactone (CVL), which is a coloring agent often used in general pressure-sensitive copying paper, and
N,N-dibenzylamino-6-diethylazunofluorane (DBF) is expressed as PIAf11 on directly cooled copy paper.The various color phases of each compound on organic acid salt paper are the same as those on resin paper. Since the color development of the compound was the same as the various phases,
Description omitted.
(発明の効果)
以上の説明から明らかなように、本発明によれば一般式
(1)に示すフルオラン化合物を発色剤として直冷する
ことKより発色濃度が高く、耐光性に優・れた発色偉を
形成する感圧複写紙が得られる。(Effects of the Invention) As is clear from the above explanation, according to the present invention, the fluoran compound represented by the general formula (1) is used as a color former and is directly cooled. A pressure-sensitive copying paper that forms a coloring layer is obtained.
保土谷化学工業株式会社Hodogaya Chemical Industry Co., Ltd.
Claims (1)
トラヒドロフルフリル基、置換又は未置換フェニル基ま
たは環状アルキル基を表わし、R_2は水素、塩素、フ
ッ素、低級アルキル基、低級アルコキシ基、低級アルコ
キシアルキル基、フェニル基またはベンジル基を表わし
、R_3は低級アルキル基、置換又は未置換フェニル基
、置換又は未置換ベンジル基または水素原子をあらわし
、R_4は低級アルキル基、置換又は未置換ベンジル基
、フェニル基、塩素、フッ素、低級アルキル基またはア
シル基で置換されたフェニル基または水素原子を示す。 )で表わされるフルオラン化合物を含む発色剤層を支持
体上に有することを特徴とする感圧複写紙。[Claims] 1. General formula ▲ Numerical formula, chemical formula, table, etc. ▼ [I] (In the formula, R_1 is hydrogen, an alkyl group having 1 to 8 carbon atoms, a tetrahydrofurfuryl group, substituted or unsubstituted phenyl group or a cyclic alkyl group, R_2 represents hydrogen, chlorine, fluorine, a lower alkyl group, a lower alkoxy group, a lower alkoxyalkyl group, a phenyl group or a benzyl group, and R_3 represents a lower alkyl group, a substituted or unsubstituted phenyl group, Represents a substituted or unsubstituted benzyl group or a hydrogen atom, and R_4 represents a lower alkyl group, a substituted or unsubstituted benzyl group, a phenyl group, a phenyl group or a hydrogen atom substituted with chlorine, fluorine, a lower alkyl group, or an acyl group. 1. A pressure-sensitive copying paper comprising, on a support, a color forming agent layer containing a fluoran compound represented by:
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59268466A JPS61146592A (en) | 1984-12-21 | 1984-12-21 | Pressure-sensitive duplicate paper |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59268466A JPS61146592A (en) | 1984-12-21 | 1984-12-21 | Pressure-sensitive duplicate paper |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS61146592A true JPS61146592A (en) | 1986-07-04 |
JPH047918B2 JPH047918B2 (en) | 1992-02-13 |
Family
ID=17458888
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP59268466A Granted JPS61146592A (en) | 1984-12-21 | 1984-12-21 | Pressure-sensitive duplicate paper |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS61146592A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2610247A1 (en) * | 1984-09-25 | 1988-08-05 | Hodogaya Chemical Co Ltd | HEAT-SENSITIVE RECORDING SHEET |
-
1984
- 1984-12-21 JP JP59268466A patent/JPS61146592A/en active Granted
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2610247A1 (en) * | 1984-09-25 | 1988-08-05 | Hodogaya Chemical Co Ltd | HEAT-SENSITIVE RECORDING SHEET |
Also Published As
Publication number | Publication date |
---|---|
JPH047918B2 (en) | 1992-02-13 |
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