JPS5978896A - Coloring matter for heat-sensitive transfer recording - Google Patents
Coloring matter for heat-sensitive transfer recordingInfo
- Publication number
- JPS5978896A JPS5978896A JP57189532A JP18953282A JPS5978896A JP S5978896 A JPS5978896 A JP S5978896A JP 57189532 A JP57189532 A JP 57189532A JP 18953282 A JP18953282 A JP 18953282A JP S5978896 A JPS5978896 A JP S5978896A
- Authority
- JP
- Japan
- Prior art keywords
- color
- recording
- ink
- dyes
- transfer
- 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
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/382—Contact thermal transfer or sublimation processes
- B41M5/385—Contact thermal transfer or sublimation processes characterised by the transferable dyes or pigments
- B41M5/3854—Dyes containing one or more acyclic carbon-to-carbon double bonds, e.g., di- or tri-cyanovinyl, methine
Abstract
Description
【発明の詳細な説明】
この発明は、感熱転写記録用色素に関するものであシ、
特に、感熱ヘッドにょシ加熱して色素を被記録体に昇華
転写して記録を得る昇華型感熱転写記録方法において、
着色力が大きく、転写性が良好で、耐光性の優れた鮮明
なマゼンタ色の色素を提供しようというものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to dyes for thermal transfer recording.
In particular, in a sublimation type thermal transfer recording method in which a recording is obtained by sublimating and transferring a dye to a recording medium by heating a thermal head,
The objective is to provide a bright magenta dye with high tinting power, good transferability, and excellent light resistance.
現在、テレビ、ＣＲＴカラーディスプレー、カラーファ
クシミリ、磁気カメラなどからカラーハードコピーを得
る方法として、昇華型感熱転写記録方法が検討されてい
る。Currently, a sublimation type thermal transfer recording method is being considered as a method for obtaining color hard copies from televisions, CRT color displays, color facsimiles, magnetic cameras, and the like.
この方法は昇華性色素を塗布した転ごり′シートを感熱
記録ヘッドで加熱して被記録体に色素を昇華転写しカラ
ー記録を得る方法であるか、適当な色素が開発されれば
、従来より発色型感熱記録方法に使用されている感熱記
録ヘッドを応用することにより、簡単で安価なプリンタ
ーで信頼性のある記録ができる。特に、感熱記録ヘッド
に与えるエネルギーを変えることにより昇華性色素の転
写量を制御することができるので階調記録を得ることが
できる。従ってイエロー、マゼンタ及びシアンの色素を
重ね合せて記録することによりフルカラーの画像を簡単
に得ることができる。This method involves heating a rolling sheet coated with a sublimable dye with a heat-sensitive recording head to sublimate and transfer the dye to the recording medium to obtain color recording, or if a suitable dye is developed, it can be used as a conventional method. By applying the thermal recording head used in more color-based thermal recording methods, reliable recording can be achieved with a simple and inexpensive printer. In particular, since the amount of sublimable dye transferred can be controlled by changing the energy applied to the thermal recording head, gradation recording can be obtained. Therefore, a full-color image can be easily obtained by superimposing and recording yellow, magenta, and cyan dyes.
ところで、この方法において使用する色素としては、従
来、ポリエステル繊維の転写捺染用に使用されている染
料が主に試験されている。Incidentally, as the dyes used in this method, dyes conventionally used for transfer printing of polyester fibers have been mainly tested.
これらの染料のうち赤色系染料としては、例えば、０丁
ディスパース レッド／、／７のようなアゾ染料、Ｃエ
ディスパース レッド ９．／／。Among these dyes, examples of red dyes include azo dyes such as 0-Cho Disperse Red/, /7, and C-Disperse Red 9. //.
／３．ＡＯなどのアントラキノン染料、Ｃエソルベント
レンド、２Ｊ、、２５などのジスアゾ染料などがあるが
、これらの染料は、昇華性が低く又、着色力が大きくな
いので、通常の感熱記録ヘッドの熱エネルギーでは充分
な色濃度の転写記録を得ることが難しい。/3. There are anthraquinone dyes such as AO, disazo dyes such as C Esolvent Trend, 2J, and 25, but these dyes have low sublimation properties and do not have large coloring power, so they do not require the thermal energy of a normal thermal recording head. Therefore, it is difficult to obtain a transfer record with sufficient color density.
発明者らは、かかる問題を解決すべく種々の赤色系染料
について検討を行なった結果、下記（式中、Ｘは水素原
子又はメチル基、ＲおよびＲ′はそれぞれメチル基、エ
チル基、直鎖状もしくは分岐鎖状のプロピル基又はブチ
ル基を表わす）
で示される赤色系色素が特に優れた性能を持つことを見
い出した。即ち、これらの色素は、前 ３−
述のポリエステル繊維転写捺染用染料に比べて格段に昇
華性が良好で、更に着色力が大きいため、感熱記録ヘッ
ドに大きな負担をかけずに実用的に充分な色濃度の転写
記録が可能である。In order to solve this problem, the inventors investigated various red dyes and found that It has been found that a red colorant represented by (representing a propyl group or a butyl group) has particularly excellent performance. In other words, these dyes have much better sublimation properties than the dyes for polyester fiber transfer printing described in 3- above, and also have greater coloring power, so they can be used for practical purposes without placing a large burden on the thermal recording head. Transfer recording with a high color density is possible.
又これらの色素は鮮明なマゼンタ色であるため、適当な
イエロー色及びシアン色の色素と組み合せて色再現性の
良好なフルカラー記録を得るのに適している。更に、耐
光性が非常に良好なため耐久性のある記録を得ることが
できる。Furthermore, since these dyes have a vivid magenta color, they are suitable for obtaining full-color recordings with good color reproducibility when combined with appropriate yellow and cyan dyes. Furthermore, since the light resistance is very good, durable recording can be obtained.
これらの色素を感熱転写記録に適用する場合色素を適当
な樹脂および溶剤、水などと混合し、インキを調製し、
そのインキを過箔な基材上に塗布した転写シートを被記
録体と重ねシートの背面から感熱記録ヘッドで加熱加圧
すれば転写シート上の色素が被記録体上に転写され記録
が得られる。When applying these dyes to thermal transfer recording, the dyes are mixed with a suitable resin, solvent, water, etc. to prepare an ink.
A transfer sheet coated with the ink on a foil base material is placed on a recording material and heated and pressed from the back side of the sheet using a thermal recording head, the dye on the transfer sheet is transferred onto the recording material and a record is obtained. .
上記のインキを調製するだめの樹脂としては、通常の印
刷インキに使用されるもので良く、ロジン系、フェノー
ル系、キシレン系、石油系、ビニル系、ポリアミド系、
アルキッド系、ニトロセルロース系、アルキルセルロー
ス類などの油性系の樹脂あるいはマレイン酸系、アクリ
ル酸系、カゼイン、シェラツク、ニカワなどの水性系樹
脂が使用できる。又、インキ調製のだめの溶剤としては
、メタノール、エタノール、プロパツール、ブタノール
などのアルコール類、メチルセロソルブ、エチルセロン
ルプなどのセロソルブ類、ベンゼン、トルエン、キシレ
ンなどの芳香族類、酢酸エチル、酢酸ブチルなどのエス
テル類、アセトン、メチルエチルケトン、シクロヘキサ
ノンなどのケトン類、リグロイン、シクロヘキサン、ケ
ロシンなどの炭化水素類、ジメチルホルムアミドなどが
使用できるが、水性系樹脂を使用の場合には水または水
と上記の溶剤類を混合し使用することもできる。The resin used to prepare the above ink may be those used in ordinary printing inks, such as rosin-based, phenol-based, xylene-based, petroleum-based, vinyl-based, polyamide-based,
Oil-based resins such as alkyd-based, nitrocellulose-based, and alkyl celluloses, or water-based resins such as maleic acid-based, acrylic acid-based, casein, shellac, and glue can be used. In addition, as solvents for ink preparation, alcohols such as methanol, ethanol, propatool, and butanol, cellosolves such as methyl cellosolve and ethyl cellosolve, aromatics such as benzene, toluene, and xylene, ethyl acetate, butyl acetate, etc. esters such as acetone, methyl ethyl ketone, ketones such as cyclohexanone, hydrocarbons such as ligroin, cyclohexane, kerosene, dimethylformamide, etc. can be used, but when using an aqueous resin, water or water and the above solvents can be used. It is also possible to mix and use them.
インキを塗布する基材としては、コンデンサー紙、グラ
シン紙のような薄葉紙、ポリニスデル、ポリアミド、ポ
リイミドのような耐熱性の良好なプラスチックのフィル
ムが適しているが、これらの基材は感熱記録ヘッドから
色素への伝熱効率を良くするため薄くする必要があり、
Ｓ〜ＳＯμｍぐらいの厚さが適当である。１又、被記録
体としては、グラビア用紙、アート紙、コート紙などの
通常の印刷用紙を用いることもできるが、色素の発色を
良くするために、それらに色素と相溶性の良好な樹脂を
コーティング、含浸あるいはラミネートしたものや、ア
セチル化処理した特殊な加工紙を使用することもできる
。又、各種樹脂のフィルムあるいはそれらから作られた
合成紙を使用することもできる０
転写記録面に例えばポリエステルフィルムを熱プレスし
ラミネートすることによシ色素の発色の改良及び記録の
保存安定化を計ることができる。Suitable substrates for applying ink include thin paper such as condenser paper and glassine paper, and plastic films with good heat resistance such as polynisdel, polyamide, and polyimide. It needs to be thin to improve heat transfer efficiency to the pigment.
A thickness of approximately S to SO μm is appropriate. 1. Ordinary printing paper such as gravure paper, art paper, coated paper, etc. can also be used as the recording material, but in order to improve the color development of the pigment, it is necessary to coat it with a resin that is compatible with the pigment. It is also possible to use coated, impregnated or laminated papers, as well as special treated papers that have been acetylated. In addition, films of various resins or synthetic papers made from them can also be used.By heat-pressing and laminating, for example, a polyester film on the transfer recording surface, the coloring of the dye can be improved and the storage stability of the recording can be stabilized. It can be measured.
以上の説明及び後記実施例から明らかなように、この発
明色素を使用することによシ感熱記録ヘッドを使用し、
容易に鮮明で堅牢なマゼンタ色のカラー記録を得ること
ができ実用的価値はきわめて大きい。As is clear from the above explanation and the examples below, by using the dye of this invention, a thermal recording head can be used.
Clear and robust magenta color records can be easily obtained, and the practical value is extremely great.
以下実施例によりこの発明を具体的に説明する。The present invention will be specifically explained below with reference to Examples.
なお、色濃度は米国マクベス社製デンシトメーターＲＤ
−！ｒ／ｑ型を用いて 測定した。The color density was measured using a densitometer RD manufactured by Macbeth Corporation in the United States.
-! Measured using r/q type.
実施例／
１）インキの調製方法
００ｇ
上記組成の混合物をガラスピーズを使用し、ペイントコ
ンディショナーで約３０分間処理し、インキの調製を行
なった。Examples/1) Ink Preparation Method 00g A mixture having the above composition was treated with a paint conditioner for about 30 minutes using glass beads to prepare an ink.
＋＋）転写シートの作成方法
グラビア校正機（飯温３０μｍ）を用い上記インキをコ
ンデンサー紙（／θμｍ厚）に塗布した。++) Method for creating transfer sheet The above ink was applied to condenser paper (/θ μm thickness) using a gravure proofing machine (rice temperature: 30 μm).
１１１）転写記録方法
上記転写シートのインキ塗布面を上質紙に重ね（表面を
ポリエステル樹脂でコーティング）、グドット／關の発
熱抵抗体密度を持つ感熱記録ヘッドにより記録し、色一
度／、−のマゼンタ色の記録を得た。この時力ｎえられ
７Ｅ電圧は２０Ｖであり、／ドツト（１００ｘ２θＯミ
クロン〕に加えられた′−力は／Ｗで必った。111) Transfer recording method The ink-coated surface of the above transfer sheet is placed on high-quality paper (the surface is coated with polyester resin), and recorded with a thermal recording head having a heating resistor density of 1/2, 1, - magenta. Obtained a color record. At this time, the force 7E voltage was 20V, and the '-force applied to the /dot (100x2θO microns) was /W.
ここで使用した色素はＪ、Ａｍ、Ｃｈｅｍ、Ｓｏｃ、ざ
Ｏｐ、２ｇｏｂ （ｉ’ｙｓｇ）に記載の方法で性成し
た。The dye used here was synthesized by the method described in J. Am. Chem. Soc. Op. 2gob (i'ysg).
以下の色素についても同様の方法で合成した。The following dyes were also synthesized in a similar manner.
実施例コ
実施例／で用いた色素の代わりに、下り己式で表わされ
る色素を用い、実施例／と同様の方法によりインキの調
製、転写シートの作成、転写記録を行ない色濃度ｉ、ｏ
のマゼンタ色の記録を得た。EXAMPLE 7 In place of the pigment used in Example 2, a pigment represented by the sagging formula was used, and ink was prepared, a transfer sheet was created, and transfer recording was carried out in the same manner as in Example 1 to obtain color densities i, o.
A record of magenta color was obtained.
実施例３
１）インキの調製方法
７−
上記組成の混合物をガラスピーズを使用し、ペイントコ
ンディショナーで約３Ｑ分間処理し、インキの調製を行
なった。Example 3 1) Ink preparation method 7- A mixture having the above composition was treated with a paint conditioner for about 3Q minutes using glass beads to prepare an ink.
１１）転写シートの作成方法
実施例／で使用したグラビア校正機を用い上記インキを
グラシン紙（１０μｍ厚）に塗布した。11) Method for creating a transfer sheet The above ink was applied to glassine paper (10 μm thick) using the gravure proofing machine used in Example.
１１１）転写記録方法
上記転写シートのインキ塗布面を、ポリエステルフィル
ム（／θμｍ厚）をラミネートした上質紙に重ね、実施
例／で使用した感熱記録ヘッドを用い、同様の条件で記
録した結果、色濃度へ−のマゼンタ色の記録を得た。111) Transfer recording method The ink-applied surface of the above transfer sheet was placed on a high-quality paper laminated with a polyester film (/θ μm thickness), and the thermal recording head used in Example 1 was used to record under the same conditions. A magenta color record of density was obtained.
８ 一
実施例ダ
実施例３で用いた色素の代わりに、下記式で表わされる
色素を用い、実施例３と同様の方法によシインキの調製
、転写シートの作成、転写記録を行ない色濃度へ−のマ
ゼンタ色の記録を得た。8 Example 1 Instead of the pigment used in Example 3, a pigment represented by the following formula was used, and the same method as in Example 3 was used to prepare ink, create a transfer sheet, and perform transfer recording to achieve color density. - A magenta color record was obtained.
比較例／
ＣＩディスパース レッド／／の色素を用い、実施例／
と同様の方法によυインキの調製、転写シートの作成、
゛転写記録を行なったが、得られた赤色記録の色濃度は
Ｏ１λ以下であった。Comparative example / CI Disperse Red // dye was used, Example /
Preparation of υ ink and creation of transfer sheet by the same method as
``Transfer recording was performed, but the color density of the obtained red record was less than O1λ.
比較例コ
Ｃエディスパースレッド／の色素を用い実施例／と同様
の方法によシインキの調製、転写シートの作成、転写記
録を行なったが、得られた赤色記録の色濃度はＯ，コ以
下であった。Comparative Example A ink was prepared, a transfer sheet was prepared, and transfer recording was performed in the same manner as in Example using the dye of C Edysper Red, but the color density of the red record obtained was less than O. Met.
手続補正書（自発） ２ 発 明 の名称 感熱転写記録用色素 ３ 補正をする者 事件との関係 特許出願人 （ｔｖ６）三菱化成工業株式会社 ４代理人〒ｉｏ。Procedural amendment (voluntary) 2. Name of launch Dye for thermal transfer recording 3 Person making the amendment Relationship to the case Patent applicant (tv6) Mitsubishi Chemical Industries, Ltd. 4 agents〒io.
（ほか １ 名） ５補正の対象 明細書全文 ６補正の内容 （１） 明＃Ｉ書の全文を別紙のとおり訂正する。(1 other person) 5. Subject of amendment: Full text of the specification 6 Contents of amendment (1) The entire text of Ming #I book is corrected as shown in the attached sheet.
明 細 書 （参吏呈Ａ−・
［−）／ 発明の名称
感熱転写記録用色素
２、特許請求の範囲
（１）一般式
（式中、Ｘけ水素原子又はメチル基を、Ｒ及びＲ′はそ
れぞれメチル基、エチル基、直鎖状もしくは分岐鎖状の
プロピル基又はブチル基を表わす）
で示される感熱転写記録用色素。Specification (Reference A-・
[-)/ Title of the invention: Dye for thermal transfer recording 2, Claims (1) General formula (wherein, (representing a propyl group or a butyl group in the form of a branched or branched chain) A dye for thermal transfer recording.
３、発明の詳細な説明
この発明は、感熱転写記録用色素に関するものであり、
特に、感熱ヘッドにより加熱して色素を被記録体に昇華
転写して記録を得る昇華型感熱転写配録方法において、
着色力が大きく、転写性が良好で、耐光性の優れた鮮明
なマゼン１−
タ色の色素を提供しようというものである。3. Detailed Description of the Invention This invention relates to a dye for thermal transfer recording.
In particular, in a sublimation type thermal transfer recording method in which a recording is obtained by sublimating and transferring a dye to a recording medium by heating with a thermal head,
The objective is to provide a bright magenta color pigment with high tinting power, good transferability, and excellent light resistance.
現在、テレビ、ＣＲＴカラーディスプレー、カラーファ
クシミリ、磁気カメラ々どからカラーハードコピーを得
る方法として、昇華型感熱転写記録方法が検討されてい
る。Currently, a sublimation type thermal transfer recording method is being considered as a method for obtaining color hard copies from televisions, CRT color displays, color facsimiles, magnetic cameras, etc.
この方法は昇華性色素を塗布した転写シートを感熱記録
ヘッドで加熱して被記録体に色素を昇華転写しカラー配
録を得る方法であるが、適当な色素が開発されれば、従
来より発色型感熱記録方法に使用されている感熱配録ヘ
ッドを応用することにより、簡単で安価なプリンターで
信頼性のある記録ができる。特に、感熱記録ヘッドに与
えるエネルギーを変えるととにより昇華性色素の転写量
を制御することができるので階調記録を得ることができ
る。従ってイエロー、マゼンタ及びシアンの色素を重ね
合せて記録することによりフルカラーの画像を簡単に得
ることができる。In this method, a transfer sheet coated with a sublimable dye is heated with a heat-sensitive recording head, and the dye is sublimated and transferred to the recording medium to obtain a color distribution. By applying the thermal recording head used in the type thermal recording method, reliable recording can be performed with a simple and inexpensive printer. In particular, since the amount of sublimable dye transferred can be controlled by changing the energy applied to the thermal recording head, gradation recording can be obtained. Therefore, a full-color image can be easily obtained by superimposing and recording yellow, magenta, and cyan dyes.
ところで、この方法において使用する色素としては、従
来、ポリエステル繊維の転写捺染用に使用されている染
料が主に試験されている。Incidentally, as the dyes used in this method, dyes conventionally used for transfer printing of polyester fibers have been mainly tested.
これらの染料のうち赤色系染料としては、例えば、ＣＩ
ニブイスパルスレッド／、／りのようなアゾ染料、Ｃニ
ブイスパルス レッド？、／／、１５゜６０などのアン
トラキノン染料、ＣＩソルベント レッド、２Ｊ、、２
＆かどのジスアゾ染料などがあるが、これらの染料は、
昇華性が低く又、着色力が大きくないので、通常の感熱
記録ヘッドの熱エネルギーでは充分な色濃度の転写記録
を得ることが難しい。Among these dyes, examples of red dyes include CI
Nibuis Pulse Red/, Azo dye like /ri, C Nibuis Pulse Red? , //, anthraquinone dyes such as 15°60, CI Solvent Red, 2J, 2
There are disazo dyes such as & corner disazo dyes, but these dyes are
Since the sublimation property is low and the coloring power is not large, it is difficult to obtain transfer recording with sufficient color density using the thermal energy of a normal thermal recording head.
発明者らは、かかる問題を解決すべく種々の赤色系染料
について検討を行なった結果、下記一般式
（式中、又は水素原子又はメチル基、ＲおよびＲ′はそ
れぞれメチル基、エチル基、直鎖状もしくは分岐鎖状の
プロピル基又はブチル基を表ゎす）
で示される赤色系色素が特に優れた性能を持つことを見
い出した。即ち、これらの色素は、前述のポリエステル
繊維転写捺染用染料に比べて格段に昇華性が良好で、更
に着色力が大きいため、感熱記録ヘッドに大きな負担を
かけずに実用的に充分な色濃度の転写記録が可能である
。In order to solve this problem, the inventors investigated various red dyes, and found that the following general formula (wherein, hydrogen atom or methyl group, R and R' are respectively a methyl group, an ethyl group, or a direct It has been found that a red colorant represented by a chain or branched propyl group or a butyl group has particularly excellent performance. In other words, these dyes have much better sublimation properties than the aforementioned dyes for polyester fiber transfer printing, and also have greater coloring power, so they can achieve a practically sufficient color density without placing a large burden on the thermal recording head. It is possible to record the transcription of
又これらの色素は鮮明なマゼンタ色であるため、適当な
イエロー色及びシアン色の色素と組み合せて色再現性の
良好かフルカラー記録を得るのに適している。更に、耐
光性が非常に良好なため耐久性のある記録を得ることが
できる。Furthermore, since these dyes have a clear magenta color, they are suitable for obtaining good color reproducibility or full-color recording when combined with appropriate yellow and cyan dyes. Furthermore, since the light resistance is very good, durable recording can be obtained.
これらの色素を感熱転写記録に適用する場合色素を適当
な樹脂および溶剤、水などと混合し、インキを調製し、
そのインキを適当な基材上に塗布した転写シートを被記
録体と重ねシートの背面から感熱記録ヘッドで加熱加圧
すれば転写シート上の色素が被記録体上圧転写され記録
が得られる。When applying these dyes to thermal transfer recording, the dyes are mixed with a suitable resin, solvent, water, etc. to prepare an ink.
A transfer sheet coated with the ink on a suitable base material is placed on a recording medium and heated and pressed from the back side of the sheet using a heat-sensitive recording head, whereby the pigment on the transfer sheet is transferred to the recording medium under pressure and a recording is obtained.
上記のインキを調製するための樹脂としては、通常の印
刷インキに使用されるもので良く、ロジン系、フェノー
ル系、キシレン系、石油系、ビニル系、ポリアミド系、
アルキッド系、ニトロセルロース系、アルキルセルロー
ス類かどの油性系の樹脂あるいはマレイン酸系、アクリ
ル酸系、カゼイン、シェラツク、ニカワなどの水性系樹
脂が使用できる。又、インキ調製のための溶剤としては
、メタノール、エタノール、プロパツール、ブタノール
などのアルコール類、メチルセロソルブ、エチルセロソ
ルブなどのセロソルブ類、ベンゼン、トルエン、キジレ
ンガどの芳香族類、酢酸エチル、酢酸ブチルなどのエス
テル類、アセトン、メチルエチルケトン、シクロヘキサ
ノンなどのケトン類、リグロイン、シクロヘキサン、ケ
ロシンなどの炭化水素類、ジメチルホルムアミド々どが
使用できるが、水性系樹脂を使用の場合には水または水
と上記の□溶剤類を混合し使用することもできる。The resin used for preparing the above ink may be those used in ordinary printing inks, such as rosin-based, phenol-based, xylene-based, petroleum-based, vinyl-based, polyamide-based,
Oil-based resins such as alkyd-based, nitrocellulose-based, and alkylcellulose, or water-based resins such as maleic acid-based, acrylic acid-based, casein, shellac, and glue can be used. In addition, solvents for ink preparation include alcohols such as methanol, ethanol, propatool, and butanol, cellosolves such as methyl cellosolve and ethyl cellosolve, aromatics such as benzene, toluene, and yellow brick, ethyl acetate, butyl acetate, etc. , ketones such as acetone, methyl ethyl ketone, and cyclohexanone, hydrocarbons such as ligroin, cyclohexane, and kerosene, and dimethylformamide. However, when using a water-based resin, water or water and the above □ can be used. It is also possible to use a mixture of solvents.
インキを塗布する基材としては、コンデンサー紙、グラ
シン紙のような薄葉紙、ポリエステル、ポリアミド、ポ
リイミドのような耐熱性の良好なプラスチックのフィル
ムが適しているが、これらの基材は感熱記録ヘッドから
色素への伝熱効率を良くするため薄くする必要があり、
ｊ〜ｇｏμｍぐらいの厚さが適当である。Suitable substrates for applying ink include thin paper such as condenser paper and glassine paper, and films made of plastics with good heat resistance such as polyester, polyamide, and polyimide. It needs to be thin to improve heat transfer efficiency to the pigment.
A thickness of approximately 100 μm to 100 μm is appropriate.
又、被記録体としては、グラビア用紙、アート紙、コー
ト紙などの通常の印刷用紙を用いることもできるが、色
素の発色を良くするために、それらに色素と相溶性の良
好な樹脂をコーティング、含浸あるいけラミネートした
ものや、アセチル化処理した特殊な加工紙全使用するこ
ともできる。又、各種樹脂のフィルムあるいはそれらか
ら作られた合成紙を使用することもできる。Ordinary printing paper such as gravure paper, art paper, coated paper, etc. can also be used as the recording material, but in order to improve the color development of the pigment, it is necessary to coat it with a resin that has good compatibility with the pigment. It is also possible to use impregnated or laminated paper, or special treated paper that has been acetylated. It is also possible to use films of various resins or synthetic papers made from them.
転写記録面に例えばポリエステルフィルムを熱プレスし
ラミネートすることにより色素の発色の改良及び記録の
保存安定化を計ることができる。By heat-pressing and laminating, for example, a polyester film on the transfer recording surface, it is possible to improve the color development of the dye and to stabilize the recording during storage.
以上の説明及び後記実施例から明らかなように、この発
明色素を使用す石ことによシ感熱記 ５−
録ヘッドを使用し、容易に鮮明で堅牢なマゼンタ色のカ
ラニ記録を得ることができ実用的価値はきわめて大きい
。As is clear from the above explanation and the examples given below, it is possible to easily obtain clear and robust magenta-colored recordings using a thermal recording head using the dye of this invention. The practical value is extremely large.
以下実施例によりこの発明を具体的に説明する。The present invention will be specifically explained below with reference to Examples.
なお、色濃度は米国マクベス社製デンシトメーターＲＤ
−ｊ／４Ｉ型を用いて測定した。フィルターは、ラツテ
ンＡ６１；ｔを用いた。The color density was measured using a densitometer RD manufactured by Macbeth Corporation in the United States.
-j/4I type was used. The filter used was Latten A61;t.
実施例１
Ｉ）インキの調製方法
ｏｏｔ
上記組成の混合物をガラスピーズを使用し、ペイントコ
ンディショナーで約３０分間処理し、インキの調製を行
なった。Example 1 I) Ink Preparation Method oot A mixture having the above composition was treated with a paint conditioner for about 30 minutes using glass beads to prepare an ink.
１１）転写シートの作成方法
グラビア校正機（飯温３θμｍ）を用い上記インキをコ
ンデンサー紙（１０μｍ厚）に塗布した。11) Method for creating transfer sheet The above ink was applied to condenser paper (10 μm thick) using a gravure proofing machine (3θ μm temperature).
１１１）転写記録方法
上記転写シートのインキ塗布面を上質紙に重ね（表面を
ポリエステル樹脂でコーティング）、ダドツ）７ｍの発
熱抵抗体密度を持つ感熱記録ヘッドにより記録し、色濃
度ハ：１０のマゼンタ色の記録を得た。この時加えられ
た電圧Ｆｉ、Ｊ ｏ Ｖ テｈ り、７ドツト（／θθ
×、２００ミクロン）に加えられた電力は／Ｗであった
。111) Transfer recording method The ink-coated surface of the above transfer sheet was placed on high-quality paper (the surface was coated with polyester resin), and recorded using a thermal recording head with a heating resistor density of 7 m, magenta with a color density of 10. Obtained a color record. The voltage Fi applied at this time, J o V teri, 7 dots (/θθ
×, 200 microns) and the power applied was /W.
ここで使用した色素は、常法に従いＮ、Ｎ −ジエチル
アニリンとテトラシアノエチレンをＮ、Ｎ−ジメチルホ
ルムアミド中で反応することによって得た。融点は、／
６，７〜／６ダＣであった。The dye used here was obtained by reacting N,N-diethylaniline and tetracyanoethylene in N,N-dimethylformamide according to a conventional method. The melting point is /
It was 6,7~/6 daC.
実施例コ
実施例１で用いた色素の代わりに、下記式で表わされる
色素を用い、実施例／と同様の方法によりインキの調製
、転写シートの作成、転写記録を行かい色濃度へ〇〇の
マゼンタ色の記録を得た。Example Instead of the dye used in Example 1, a dye represented by the following formula was used, and the ink was prepared, a transfer sheet was created, and transfer recording was performed in the same manner as in Example 1 to achieve color density. A record of magenta color was obtained.
ここで使用した色素は、常法に従いＮ 、 Ｎ−ジイソ
ブチルアニリンとテトラシアノエチレンをＮ、Ｎ−ジメ
チルホルムアミド中で反応することによって得た。The dye used here was obtained by reacting N,N-diisobutylaniline and tetracyanoethylene in N,N-dimethylformamide according to a conventional method.
実施例３
１）インキの調製方法
上記組成の混合物をガラスピーズを使用し、ペイントコ
ンディショナーで約３０分間処理し、インキの調製を行
なった。Example 3 1) Ink Preparation Method A mixture having the above composition was treated with a paint conditioner for about 30 minutes using glass beads to prepare an ink.
ＩＩ）転写シートの作成方法
実施例１で使用したグラビア校正機を用い上記インキを
グラシン紙（７０μｍ厚）に塗布した。II) Method for creating a transfer sheet Using the gravure proofing machine used in Example 1, the above ink was applied to glassine paper (70 μm thick).
：１ｉ）転写記録方法
上記転写シートのインキ塗布面を、ポリエステルフィル
ム（１０μｍ厚）をラミネートした上質紙に重ね、実施
例／で使用した感熱記録ヘッドを用い、同様の条件で記
録した結果、色＃度へ、２０のマゼンタ色の記録を得た
。:1i) Transfer recording method The ink-applied surface of the above transfer sheet was layered on a high-quality paper laminated with a polyester film (10 μm thick), and recording was performed under the same conditions using the thermal recording head used in Example 1. As a result, the color To # degrees, 20 magenta color records were obtained.
ここで使用した色素は、常法に従い、Ｎ、Ｎ−ジメチル
−ｍ −）ルイジンとテトラシアノエチレンをＮ、Ｎ−
ジメチルホルムアミド中で反応することによって得ｆｒ
：、。融点は、７２９〜／３θＣであった。The dye used here was prepared by adding N,N-dimethyl-m-)luidine and tetracyanoethylene to N,N-
obtained by reacting in dimethylformamide fr
:,. The melting point was 729~/3θC.
実施例ダ
実施例３で用いた色素の代わりに、下記式で表わされる
色素を用い、実施例３と同様の方法によりインキの調製
、転写シートの作成、転写記録を行ない色濃度へ２０の
マゼンタ色の記録を得た。EXAMPLE In place of the pigment used in Example 3, a pigment represented by the following formula was used, and ink was prepared, a transfer sheet was created, and transfer recording was performed in the same manner as in Example 3, resulting in a magenta color density of 20. Obtained a color record.
ここで使用した色素は、常法に従い、Ｎ、Ｎ −ジエチ
ル−ｍ −）ルイジンとテトラシアノエチレンをＮ、Ｎ
−ジメチルホルムアミド中で反応することにより得た。The dye used here was obtained by mixing N,N-diethyl-m-)luidine and tetracyanoethylene according to a conventional method.
-obtained by reaction in dimethylformamide.
比較例／ ＣＩディスパースレッド／１ ０ ＮＨ。Comparative example/ CI dispers thread/1 0 NH.
コ２を用い、実施例／と同様の方法によりインキの調製
、転写シートの作成、転写記録を行なったが、得られた
赤色記録の色濃度はＯｌ−〇以下であった。Ink was prepared, a transfer sheet was prepared, and transfer recording was carried out in the same manner as in Example 2 using Co. 2, but the color density of the obtained red record was below Ol-○.
比較例コ
ＣＩディスパース レッド／
２９を用い実施例／と同様の方法によりインキの調製、
転写シートの作成、転写記録を行なったが、得られた赤
色記録の色濃度はＯｌ−〇以下であった。Comparative Example: Preparation of ink using CI Disperse Red/29 in the same manner as in Example/.
A transfer sheet was prepared and transfer recording was performed, but the color density of the obtained red record was below Ol-○.
実施例Ｓ
下記第７表に示した色素コｔを用い、実施例１と同様の
方法によりインキの調製及び転写シートの作成後、転写
シートのインキ塗布面をポリエステル布に重ね、転写シ
ートの背面から各各１００Ｃ，／！；ＯＣ及びコθθＣ
にセットしたサーマルプレー）（５ｃｍｘダα）を１３
秒間押し付け、ポリエステル布に色素を熱転写し、転写
布を得た。Example S After preparing ink and creating a transfer sheet in the same manner as in Example 1 using the dyes shown in Table 7 below, the ink-applied side of the transfer sheet was placed on a polyester cloth, and the back side of the transfer sheet was From 100C each, /! ;OC and θθC
Thermal play) (5cm x Da α) set to 13
The dye was thermally transferred to the polyester cloth by pressing for a second to obtain a transfer cloth.
使用した色素の最大吸収波長（以下全てアセトン溶液中
で測定した）、転写布の色？＃度及び転写布の色調を第
１表に示した。The maximum absorption wavelength of the dye used (all measurements were taken in acetone solution), and the color of the transfer cloth? The # degree and the color tone of the transfer cloth are shown in Table 1.
１３−
−１６−
比較例３及びダ
下記第２表に示した色素コｔを用い、実施例５と同様の
方法により転写布を得た。13--16- Transfer cloths were obtained in the same manner as in Example 5 using Comparative Example 3 and the dyes shown in Table 2 below.
使用した色素の最大吸収波長、転写布の色濃度及び転写
布の色調を第２表に示した。Table 2 shows the maximum absorption wavelength of the dye used, the color density of the transfer cloth, and the color tone of the transfer cloth.
Claims (1)
れぞれメチル基、エチル基、直鎮状もしくは分岐鎖状の
プロピル基又はブチル基を表わす） で示される感熱転写記録用色素。(1) A compound represented by the general formula (wherein, Dye for thermal transfer recording.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57189532A JPS5978896A (en) | 1982-10-28 | 1982-10-28 | Coloring matter for heat-sensitive transfer recording |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP57189532A JPS5978896A (en) | 1982-10-28 | 1982-10-28 | Coloring matter for heat-sensitive transfer recording |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5978896A true JPS5978896A (en) | 1984-05-07 |
| JPH0578436B2 JPH0578436B2 (en) | 1993-10-28 |
Family
ID=16242869
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP57189532A Granted JPS5978896A (en) | 1982-10-28 | 1982-10-28 | Coloring matter for heat-sensitive transfer recording |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5978896A (en) |
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60223862A (en) * | 1984-04-23 | 1985-11-08 | Mitsubishi Chem Ind Ltd | Coloring matter for thermal transfer recording |
| JPS60229792A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Transfer body for thermal recording |
| JPS60229794A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Heat transfer thermal recording method |
| JPS60229793A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Dye transfer body |
| JPS60229789A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Dye transfer body |
| JPS60229795A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Transfer body for thermal recording |
| JPS60229790A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Dye transfer body |
| JPS60229787A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Transfer body for thermal recording |
| FR2565528A1 (en) * | 1984-06-06 | 1985-12-13 | Mitsubishi Chem Ind | THERMAL TRANSFER PRINTING METHOD AND SET OF PRINT SHEETS |
| JPS6141596A (en) * | 1984-08-02 | 1986-02-27 | Matsushita Electric Ind Co Ltd | Ink composition for thermal recording transfer body |
| JPS6141598A (en) * | 1984-08-02 | 1986-02-27 | Matsushita Electric Ind Co Ltd | Thermal recording transfer body |
| JPS61227092A (en) * | 1985-04-01 | 1986-10-09 | Mitsubishi Chem Ind Ltd | Azo dyestuff for thermal transfer recording |
| JPS6223791A (en) * | 1985-07-24 | 1987-01-31 | Matsushita Electric Ind Co Ltd | Preparation of image-receiving body for subliming type thermal transfer recording |
| JPS6369693A (en) * | 1986-09-05 | 1988-03-29 | バスフ・アクチエンゲゼルシヤフト | Method of transferring pigment |
| JPS63170092A (en) * | 1987-01-08 | 1988-07-13 | Hitachi Ltd | Thermal transfer sheet |
| EP0279467A2 (en) * | 1987-02-20 | 1988-08-24 | Dai Nippon Insatsu Kabushiki Kaisha | Heat transfer sheet |
| US4898909A (en) * | 1987-01-07 | 1990-02-06 | Basf Aktiengesellschaft | Aqueous polyacrylate dispersions and their use for the production of self-adhesive structures having good low temperature adhesion |
| JPH0284393A (en) * | 1988-09-21 | 1990-03-26 | Hitachi Ltd | Thermal transfer sheet, production thereof and thermal transfer method |
| WO1990013435A1 (en) * | 1989-05-02 | 1990-11-15 | Dai Nippon Insatsu Kabushiki Kaisha | Thermal transfer sheet |
| US5234887A (en) * | 1986-02-28 | 1993-08-10 | Imperial Chemical Industries Plc | Thermal transfer printing |
| US5250133A (en) * | 1991-11-01 | 1993-10-05 | Konica Corporation | Method for recording images and apparatus for recording images |
| US5300475A (en) * | 1987-12-29 | 1994-04-05 | Mitsui Toatsu Chemicals, Incorporated | Sublimation thermal transfer printing sheet comprising novel magenta dyestuffs |
| JPH0834170A (en) * | 1995-03-31 | 1996-02-06 | Dainippon Printing Co Ltd | Production of thermal sublimation type transfer sheet |
| EP0701907A1 (en) | 1994-09-13 | 1996-03-20 | Agfa-Gevaert N.V. | A dye donor element for use in a thermal dye transfer process |
| EP0733487A2 (en) | 1995-01-30 | 1996-09-25 | Agfa-Gevaert N.V. | Method for making a lithographic printing plate requiring no wet processing |
| EP0792757A1 (en) | 1996-02-27 | 1997-09-03 | Agfa-Gevaert N.V. | Dye donor element for use in thermal transfer printing |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5017481A (en) * | 1973-06-18 | 1975-02-24 | ||
| JPS5129582A (en) * | 1974-07-04 | 1976-03-12 | Basf Ag | |
| JPS5274090A (en) * | 1975-12-11 | 1977-06-21 | Toms River Chemical Corp | Transfer sheet containing azoic dyes for sublimation transfer printing and transfer printing method |
| JPS5729679A (en) * | 1980-06-20 | 1982-02-17 | Ciba Geigy Ag | Transfer print carrier |
-
1982
- 1982-10-28 JP JP57189532A patent/JPS5978896A/en active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5017481A (en) * | 1973-06-18 | 1975-02-24 | ||
| JPS5129582A (en) * | 1974-07-04 | 1976-03-12 | Basf Ag | |
| JPS5274090A (en) * | 1975-12-11 | 1977-06-21 | Toms River Chemical Corp | Transfer sheet containing azoic dyes for sublimation transfer printing and transfer printing method |
| JPS5729679A (en) * | 1980-06-20 | 1982-02-17 | Ciba Geigy Ag | Transfer print carrier |
Cited By (38)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60223862A (en) * | 1984-04-23 | 1985-11-08 | Mitsubishi Chem Ind Ltd | Coloring matter for thermal transfer recording |
| JPH0613642B2 (en) * | 1984-04-23 | 1994-02-23 | 三菱化成株式会社 | Dye for heat-sensitive transfer recording and heat-sensitive transfer sheet |
| EP0163145A2 (en) * | 1984-04-27 | 1985-12-04 | Matsushita Electric Industrial Co., Ltd. | Dye transfer type thermal printing sheets and method for printing |
| JPS60229794A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Heat transfer thermal recording method |
| JPS60229789A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Dye transfer body |
| JPS60229795A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Transfer body for thermal recording |
| JPS60229790A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Dye transfer body |
| JPS60229787A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Transfer body for thermal recording |
| JPH0532234B2 (en) * | 1984-04-27 | 1993-05-14 | Matsushita Denki Sangyo Kk | |
| JPS60229793A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Dye transfer body |
| JPS60229792A (en) * | 1984-04-27 | 1985-11-15 | Matsushita Electric Ind Co Ltd | Transfer body for thermal recording |
| JPH0548198B2 (en) * | 1984-04-27 | 1993-07-20 | Matsushita Electric Ind Co Ltd | |
| JPH0536239B2 (en) * | 1984-04-27 | 1993-05-28 | Matsushita Denki Sangyo Kk | |
| JPH0532236B2 (en) * | 1984-04-27 | 1993-05-14 | Matsushita Denki Sangyo Kk | |
| JPH0532235B2 (en) * | 1984-04-27 | 1993-05-14 | Matsushita Denki Sangyo Kk | |
| JPH0532233B2 (en) * | 1984-04-27 | 1993-05-14 | Matsushita Denki Sangyo Kk | |
| FR2565528A1 (en) * | 1984-06-06 | 1985-12-13 | Mitsubishi Chem Ind | THERMAL TRANSFER PRINTING METHOD AND SET OF PRINT SHEETS |
| JPS6141598A (en) * | 1984-08-02 | 1986-02-27 | Matsushita Electric Ind Co Ltd | Thermal recording transfer body |
| JPS6141596A (en) * | 1984-08-02 | 1986-02-27 | Matsushita Electric Ind Co Ltd | Ink composition for thermal recording transfer body |
| JPH0533159B2 (en) * | 1984-08-02 | 1993-05-18 | Matsushita Denki Sangyo Kk | |
| JPH0533158B2 (en) * | 1984-08-02 | 1993-05-18 | Matsushita Denki Sangyo Kk | |
| JPH0513077B2 (en) * | 1985-04-01 | 1993-02-19 | Mitsubishi Chem Ind | |
| JPS61227092A (en) * | 1985-04-01 | 1986-10-09 | Mitsubishi Chem Ind Ltd | Azo dyestuff for thermal transfer recording |
| JPH0712740B2 (en) * | 1985-07-24 | 1995-02-15 | 松下電器産業株式会社 | Sublimation type thermal transfer recording image receptor manufacturing method |
| JPS6223791A (en) * | 1985-07-24 | 1987-01-31 | Matsushita Electric Ind Co Ltd | Preparation of image-receiving body for subliming type thermal transfer recording |
| US5234887A (en) * | 1986-02-28 | 1993-08-10 | Imperial Chemical Industries Plc | Thermal transfer printing |
| JPS6369693A (en) * | 1986-09-05 | 1988-03-29 | バスフ・アクチエンゲゼルシヤフト | Method of transferring pigment |
| US4898909A (en) * | 1987-01-07 | 1990-02-06 | Basf Aktiengesellschaft | Aqueous polyacrylate dispersions and their use for the production of self-adhesive structures having good low temperature adhesion |
| JPS63170092A (en) * | 1987-01-08 | 1988-07-13 | Hitachi Ltd | Thermal transfer sheet |
| EP0279467A2 (en) * | 1987-02-20 | 1988-08-24 | Dai Nippon Insatsu Kabushiki Kaisha | Heat transfer sheet |
| US5300475A (en) * | 1987-12-29 | 1994-04-05 | Mitsui Toatsu Chemicals, Incorporated | Sublimation thermal transfer printing sheet comprising novel magenta dyestuffs |
| JPH0284393A (en) * | 1988-09-21 | 1990-03-26 | Hitachi Ltd | Thermal transfer sheet, production thereof and thermal transfer method |
| WO1990013435A1 (en) * | 1989-05-02 | 1990-11-15 | Dai Nippon Insatsu Kabushiki Kaisha | Thermal transfer sheet |
| US5250133A (en) * | 1991-11-01 | 1993-10-05 | Konica Corporation | Method for recording images and apparatus for recording images |
| EP0701907A1 (en) | 1994-09-13 | 1996-03-20 | Agfa-Gevaert N.V. | A dye donor element for use in a thermal dye transfer process |
| EP0733487A2 (en) | 1995-01-30 | 1996-09-25 | Agfa-Gevaert N.V. | Method for making a lithographic printing plate requiring no wet processing |
| JPH0834170A (en) * | 1995-03-31 | 1996-02-06 | Dainippon Printing Co Ltd | Production of thermal sublimation type transfer sheet |
| EP0792757A1 (en) | 1996-02-27 | 1997-09-03 | Agfa-Gevaert N.V. | Dye donor element for use in thermal transfer printing |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0578436B2 (en) | 1993-10-28 |
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