JPS59227490A - Pigment for thermosensitive transfer recording - Google Patents
Pigment for thermosensitive transfer recordingInfo
- Publication number
- JPS59227490A JPS59227490A JP58103385A JP10338583A JPS59227490A JP S59227490 A JPS59227490 A JP S59227490A JP 58103385 A JP58103385 A JP 58103385A JP 10338583 A JP10338583 A JP 10338583A JP S59227490 A JPS59227490 A JP S59227490A
- Authority
- JP
- Japan
- Prior art keywords
- pigment
- transfer recording
- recording
- thermosensitive
- ink
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
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
- B41M5/3852—Anthraquinone or naphthoquinone dyes
Abstract
Description
【発明の詳細な説明】 本発明は、感熱転写記録用色素に関するものである。[Detailed description of the invention] The present invention relates to a dye for thermal transfer recording.
現任、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ハードコピーを得る方法
として、昇華N感熱転写記録方法が検討されている。そ
して従来この記録方法には、ポリエステル繊維の転写捺
染用色素が使用されていたが、昇華性が低いため着色力
が劣シ、通常の感熱記録ヘッドの熱エネルギーでは充分
な色濃度を得ることは困難であった。Currently, a sublimation N thermal transfer recording method is being considered as a method for obtaining hard copies from televisions, CRT color displays, color facsimiles, magnetic cameras, etc. Conventionally, this recording method used dyes for transfer printing of polyester fibers, but due to their low sublimation properties, the coloring power was poor, and it was not possible to obtain sufficient color density with the thermal energy of a normal thermal recording head. It was difficult.
本発明は、シアン色の昇華型感熱転写記録用色素を提供
することを目的とするものであシ、さらに、高い色濃度
を与えるシアン色の昇華型感熱転写記録用色素を提供す
ること全目的とするものである。An object of the present invention is to provide a cyan-colored dye for sublimation type heat-sensitive transfer recording, and further, an object of the present invention is to provide a cyan-colored dye for sublimation type heat-sensitive transfer recording that provides high color density. That is.
すなわち、本発明は、一般式
(式中、R及びR1はメチル基、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をその要旨とするものである
。That is, the present invention provides a dye for thermal transfer recording represented by the general formula (wherein R and R1 represent a methyl group, an ethyl group, a straight or branched propyl group, or a butyl group). It is something to do.
本発明の色素の具体例としては、
/、4t−ビス(メチルアミン)−夕、ざ−ナフトキノ
ンt
/、クービス(エチルアミノ)−t、r−ナフトキノン
、
/、グービス((n)−プロプルアミノ)−タウl−ナ
フトキノン、
/、4t−ビス((iso)−プロピルアミノ)−j、
♂−す7トキノン、
/、4t−ビス((n)−ブチルアミノ) −s、z
−ナフトキノン。Specific examples of the dyes of the present invention include /, 4t-bis(methylamine)-t, za-naphthoquinone t/, cubis(ethylamino)-t, r-naphthoquinone, /, goubis((n)-propyl amino)-tau l-naphthoquinone, /, 4t-bis((iso)-propylamino)-j,
♂-su7toquinone, /, 4t-bis((n)-butylamino) -s, z
- Naphthoquinone.
/、4t−ビス((iso)−ブチルアミノ)−!、と
−ナフトキノンl
/−メチルアミノ−グーエチルアミノ−!、と一ナフト
キノン)
/−メチルアミノ−g−(n)−プロピルアミノ−!、
?−ナフトキ、ノン)
/−メチルアミノ−e−(n)−ブチルアミノ−!、!
−ナフトキノン、
/−メチルアミノ−<1− (iso)−プロピルアミ
ノ−s、z−ナフトキノン、
などがあげられる。/, 4t-bis((iso)-butylamino)-! , and-naphthoquinone l/-methylamino-guethylamino-! , and one naphthoquinone) /-methylamino-g-(n)-propylamino-! ,
? -naphthoki, non) /-methylamino-e-(n)-butylamino-! ,!
-naphthoquinone, /-methylamino-<1-(iso)-propylamino-s, z-naphthoquinone, and the like.
本発明の色累ヲもちいて感熱転写記録用インキff:製
造する方法としでは、色素全適当な樹脂、溶剤、水等と
混合し、該記録用インキとすればよい。また熱転写方法
としては、上記で得られたインキを適当な基材上に塗布
して転写シートを作成し、該シー[L−被記録体と重ね
、次いでシートの背面から感熱記録ヘッドで加熱及び加
圧する方法を挙げることができ、そのようにすればシー
ト上の色素が被記録体上に転写される。Thermal transfer recording ink ff using the color scheme of the present invention: As a method for producing the ink, the entire dye may be mixed with a suitable resin, solvent, water, etc. to prepare the recording ink. In addition, as a thermal transfer method, the ink obtained above is applied onto a suitable base material to create a transfer sheet, the sheet is overlapped with the recording material (L), and then heated and heated with a thermal recording head from the back side of the sheet. One example is a method of applying pressure, and in this way, the dye on the sheet is transferred onto the recording medium.
上記のインキ全調製するプヒめの樹脂としては、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
ースアルキルセルロース類などの油性系の樹脂ちるいは
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、プ四
パノール、ブタノールなどのアルコール類、メチルセロ
ソルフ、エチルセロンルプなどのセ10ソルプ類、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全混合し使用する
こともできる。The thick resin used in preparing all of the above inks may be those used in ordinary printing inks, such as rosin, phenol, xylene, petroleum, vinyl, polyamide, alkyd, nitrocellulose, Alkylcellulose Oil-based resins such as alkylcelluloses, maleic acid-based, acrylic acid-based, casein, shellac,
Water-based resins such as glue can be used. In addition, as solvents for ink preparation, alcohols such as methanol, ethanol, tetrapanol, and butanol, cellulose solvents such as methyl cellosol, ethyl cellosol, aromatic compounds such as benzene, toluene, and pheasant, ethyl acetate, Esters such as butyl acetate, ketones such as acetone, methyl ethyl ketone, and cyclohexane, hydrocarbons such as ligroin, cyclohexane, and kerosene, dimethylformamide, etc. can be used, but when using a water-based resin, water or water and the above may be used. It is also possible to use a mixture of all 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
リイミドのような防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、
!〜!θμm程贋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 plastic films with good heat resistance such as polyester, polyamide, and polyimide. It needs to be thin to improve heat transfer efficiency to the pigment.
! ~! It is appropriate that the thickness of the fake be θμm.
又、被記録体としては、普通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したもの、含浸したものあ
るいは樹脂のフィルムを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により良好な
記録ができる。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全使用することもできる。Also, plain paper can be used as the recording medium, but in order to improve the color development of the dye, it may be coated or impregnated with a resin that has good compatibility with the dye, or it may be laminated with a resin film. Good recording can be achieved by using special processed paper that has been treated with acetylation. It is also possible to use films of various resins or synthetic papers made from them.
更に転写記録後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。Furthermore, by heat-pressing and laminating, for example, a polyester film on the transfer recording surface after transfer recording, it is possible to improve the color development of the dye and to stabilize the recording during storage.
本発明のシアン色系色素は、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なため着色力
が犬きぐ、感熱記録ヘッドに大きな負担をかけずに実用
的に光分な色鍼度の転写記録が可能である。又本発明の
色素は鮮明なシアン色であるため、適当なイエロー色及
マ
び1ゼンタ色の色素を組み合せてフルカラーを得るのに
適している。更に、耐光性が非fl+に良好なため耐久
性のおる記録を得ることができる。The cyan dye of the present invention has much better sublimation properties than the above-mentioned dyes for transfer printing on polyester fibers, so it has exceptional coloring power and can be used practically without placing a large burden on the thermal recording head. It is possible to record the transcription of the degree of color acupuncture. Furthermore, since the dye of the present invention is a vivid cyan color, it is suitable for obtaining a full color by combining appropriate yellow and magenta dyes. Furthermore, since the light resistance is excellent compared to non-fl+, durable recording can be obtained.
以下実施例によりこの発明を具体的に説明する0
実施例/
(4) 色素の製造:
/、オージヒドロキシ−<1.1−ジアミノナフタレン
ジハイドロクロシイドt、’;t gとニチオン酸ナト
リウムxi”theオートクレーブ中に仕込み、N素ガ
スで空気を置換後、グθ%メチルアミン水溶液グθゴと
2θ%炭酸ソーダ水溶液20d、を加え、/θθ”0で
3時間反応し、冷却後析出結晶をF取した。(4Jられ
た結晶を乾燥後、/!orn7!のエチルエーテルで、
ソックスレーの抽出器を用いて抽出し、抽出液を冷却す
ると赤色の結晶7.3!l/′f、得1こ。The present invention will be specifically explained with reference to Examples below.0 Example/ (4) Production of dye: /, odihydroxy-<1.1-diaminonaphthalene dihydrocroside t,';t g and sodium nitionate After replacing the air with N gas, add 20% aqueous solution of methylamine and 20d of aqueous 2θ% sodium carbonate solution, react for 3 hours at /θθ'0, and precipitate after cooling. The crystals were taken by F. (After drying the 4J crystals, use /!orn7! ethyl ether,
When extracted using a Soxhlet extractor and cooled, red crystals appear at 7.3! l/'f, gain 1 ko.
得られた赤色結晶のうち4t10ηを酢酸100trt
中で過剰の酢酸水銀を用いて100℃で7時間反応させ
た後溶媒を留去し、残渣をクロロホルムに溶解し、シリ
カゲルカラムクロマトで精製し、/、クービス(メチル
アミン)−!、?−ナフトキノン(融点:23!〜(ロ
) インキの調製方法
ONHOH。Of the red crystals obtained, 4t10η was added to 100tr of acetic acid.
After reacting at 100° C. for 7 hours using excess mercury acetate in a reactor, the solvent was distilled off, the residue was dissolved in chloroform, and purified by silica gel column chromatography to obtain /, Kubis(methylamine)-! ,? - Naphthoquinone (melting point: 23! ~ (b) Ink preparation method ONHOH.
上記式色素 −21
エチルセルロース try
イソプロパツール タθI
/θog
k、
上記組成の混合物蕪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分間混合処理することによシ、
インキの調製を行なったO
r−+ 転写シートの作成方法
グラビア校正機(版深3θμm)t−用い上記インキを
コンデンサー紙(10μm)に塗布した0
に)転写記録方法
上記転写シートのインキ塗布面金、表面全ポリエステル
樹脂でコーティングした上質紙に重ね、グドット/閣の
発熱抵抗体密度を持つ感熱記録ヘッドを使用し、熱転写
記録を行い、色醍度/、0のシアン色の記録を得た。こ
の時加えられた血圧は2θVであり、/ドツト(/θθ
×、2θθミクロン)に加えられた電力tよ/Wであっ
た。Pigment of the above formula -21 Ethyl cellulose try isopropanol ta θI /θog k, by using a mixture of Kabura Glass Peas with the above composition and mixing with paint conditioner for about 30 minutes,
The ink was prepared Or - + How to create a transfer sheet The above ink was applied to a capacitor paper (10 μm) using a gravure proofing machine (plate depth 3θ μm) Transfer recording method The ink-applied surface of the above transfer sheet Gold, overlaid on high-quality paper coated entirely with polyester resin, and using a thermal recording head with a heating resistor density of Gudot/Kaku, thermal transfer recording was performed to obtain a cyan color record with a color saturation of /0. . The blood pressure applied at this time is 2θV, /dot (/θθ
×, 2θθ microns) and the applied power was t/W.
なお、色濃度は米国マクベス社製デンシトメーターRD
−j14< JJ (フィルター:ラッテンA2j)Q
用い反射光の色濃度をσQl定した。The color density was measured using a densitometer RD manufactured by Macbeth Corporation in the United States.
-j14< JJ (Filter: Wratten A2j) Q
The color density of the reflected light used was determined as σQl.
また、色濃度は下記式によシ計算した。Moreover, the color density was calculated according to the following formula.
色濃度= 1oglo (工0/工)
工0:標準白色反射板からの反射光の強さ工 2試験物
体からの反射光の強さ
実施例コ
実施例tで用いた色素の代ゎシに、下記式で表わされる
色素を2g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、転写記録を行ない色濃度/、
−2のシアン色の記録を得た。Color density = 1oglo (Work 0/work) Work 0: Intensity of reflected light from standard white reflector 2 Intensity of reflected light from test object Example 2 In place of the dye used in Example t Using 2g of the dye represented by the following formula, prepare ink, create a transfer sheet, and perform transfer recording in the same manner as in Example/ to obtain color density/,
-2 cyan recording was obtained.
こむで使用した色素は実施例/の色素と同様の方法によ
p<=θ%メチルアミン水溶液4to7の代わりに、7
0%エチルアミン水溶液30m1を使用して合成したも
のであシ、得られた色素は、13り〜/40℃の融点を
持つものであった0
実施例3
実施例コで使用した色*全使用し、インキの調製方法、
転写シートの作成方法および転写記録方法を代えて実験
した。The dye used in Komu was prepared in the same manner as the dye in Example/instead of p<=θ% methylamine aqueous solution 4to7.
It was synthesized using 30ml of 0% ethylamine aqueous solution, and the obtained dye had a melting point of 13~/40°C.Example 3 Colors used in Example *All used and ink preparation method,
Experiments were conducted by changing the transfer sheet production method and transfer recording method.
1)インキの調製方法
色素(実施例λで使用) 2g
アクリル酸系樹脂 rlエタノール
灯y
水 CI/θog
上記組成の混合物全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。1) Ink preparation method Pigment (used in Example λ) 2g Acrylic acid resin rl ethanol
Lamp y Water CI/θog A mixture of all glass beads having the above composition was used and treated with a paint conditioner for about 30 minutes 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(708m)に塗布した0
111)転写記録方法
上記転与シートのインキ声額面をポリニスプルフィルム
(708m)をラミネートした上質紙に重ね、実施例/
で使用した感か記録ヘッドを用い、同様の条件で記録I
7た結果、色濃度7.2のシアン色の記録を得7こ。11) Method for creating a transfer sheet The above ink was applied to glassine paper (708 m) using the gravure proofing machine used in Example 111) Transfer recording method ) on laminated high-quality paper, Example/
Recorded under similar conditions using the recording head used in
As a result, a cyan record with a color density of 7.2 was obtained.
比較例/
実施例1で使用した色素[/]の代わりに、下記色素〔
比−/〕(CI・ディスパース・ブルー≦θ)
NH2
2gを使用し、実施例/と同様の方法によりインキの調
整転写シートの作成、転写記録を行なったが得ら肚72
ニジアン色の18炭度はθ鷹以下であった。Comparative Example/Instead of the dye [/] used in Example 1, the following dye [
Ratio -/] (CI/Disperse Blue≦θ) Using 2 g of NH2, an ink adjustment transfer sheet was prepared and transfer recording was performed in the same manner as in Example/.
The 18 carbon degree of Nijian color was below θtaka.
比較例2
実施例/で使用した色素〔旬の代りに、下記色素〔比−
、:)1(a工・ディスパース・ブルーフ4/−)
=2gを使用し、実施例/と同様の方法によりインキの
調整、転写シートの作成、転写記録全行なったが得られ
た記録は青色であり、しかも色濃度がθ、夕と低いもの
であった。Comparative Example 2 In place of the dye used in Example [Shun, the following dye [ratio -
, :) 1 (a process, dispersion, blue 4/-) = 2g was used, and the ink adjustment, transfer sheet creation, and transfer recording were all carried out in the same manner as in Example/, but the records obtained were as follows. It was blue, and the color density was low at θ and evening.
実施例グ
第1表に示す色素−2fiを欧用し、実施例1と同様の
方法によシインキの調整、転写シートを作成後、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
トの背面から各々100’Os / j O’O,2
00℃K + 7 F L ’C’ (7IIX ”α
のサーマルプレートラ/夕秒間押し付け、ポリエステル
布に色素全熱転写し、各々下表に示ず色6度の転写布を
得プζ。Example 4 Using the dye-2fi shown in Table 1, the ink was adjusted and a transfer sheet was prepared in the same manner as in Example 1.The ink-coated surface of the transfer sheet was placed on a polyester cloth, and 100'Os/j O'O,2 each from the back
00℃K + 7 F L 'C' (7IIX "α
The dye was transferred to the polyester cloth using a thermal plate, and the color was transferred to the polyester cloth to obtain a transfer cloth with a color of 6 degrees as shown in the table below.
Claims (1)
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よう色素。(1) A thermal transfer recording dye represented by the general formula (wherein R and R1 represent a methyl group, an ethyl group, a linear or branched propyl group, or a butyl group).
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58103385A JPS59227490A (en) | 1983-06-09 | 1983-06-09 | Pigment for thermosensitive transfer recording |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP58103385A JPS59227490A (en) | 1983-06-09 | 1983-06-09 | Pigment for thermosensitive transfer recording |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS59227490A true JPS59227490A (en) | 1984-12-20 |
Family
ID=14352608
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP58103385A Pending JPS59227490A (en) | 1983-06-09 | 1983-06-09 | Pigment for thermosensitive transfer recording |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS59227490A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61227092A (en) * | 1985-04-01 | 1986-10-09 | Mitsubishi Chem Ind Ltd | Azo dyestuff for thermal transfer recording |
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 |
-
1983
- 1983-06-09 JP JP58103385A patent/JPS59227490A/en active Pending
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61227092A (en) * | 1985-04-01 | 1986-10-09 | Mitsubishi Chem Ind Ltd | Azo dyestuff for thermal transfer recording |
JPH0513077B2 (en) * | 1985-04-01 | 1993-02-19 | Mitsubishi Chem Ind | |
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 |
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JPH053398B2 (en) | ||
JPS6053564A (en) | Heat-sensitive transfer recording styryl coloring matter | |
JPH05233B2 (en) | ||
JPH0461795B2 (en) | ||
JPH05234B2 (en) | ||
JP3265063B2 (en) | Thermal transfer recording dye, thermal transfer recording ink composition and transfer sheet | |
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JPH0466716B2 (en) | ||
JPH05232B2 (en) | ||
JPS61255897A (en) | Coloring matter for recording | |
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JPH0465828B2 (en) | ||
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JPS6053563A (en) | Heat-sensitive transfer recording anthraquinone coloring matter | |
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