JPS63246287A - Cyan coloring matter for sublimation transfer type thermal recording - Google Patents
Cyan coloring matter for sublimation transfer type thermal recordingInfo
- Publication number
- JPS63246287A JPS63246287A JP62081950A JP8195087A JPS63246287A JP S63246287 A JPS63246287 A JP S63246287A JP 62081950 A JP62081950 A JP 62081950A JP 8195087 A JP8195087 A JP 8195087A JP S63246287 A JPS63246287 A JP S63246287A
- Authority
- JP
- Japan
- Prior art keywords
- sublimation transfer
- coloring matter
- cyan
- resin
- thermal recording
- 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
- 238000012546 transfer Methods 0.000 title claims abstract description 24
- 238000000859 sublimation Methods 0.000 title claims abstract description 20
- 230000008022 sublimation Effects 0.000 title claims abstract description 20
- 238000004040 coloring Methods 0.000 title abstract description 5
- 239000000126 substance Substances 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 10
- 239000011347 resin Substances 0.000 abstract description 9
- 229920005989 resin Polymers 0.000 abstract description 9
- 239000000758 substrate Substances 0.000 abstract description 5
- 229920001225 polyester resin Polymers 0.000 abstract description 4
- 239000004645 polyester resin Substances 0.000 abstract description 4
- 238000001454 recorded image Methods 0.000 abstract description 3
- 229920000298 Cellophane Polymers 0.000 abstract description 2
- 239000004695 Polyether sulfone Substances 0.000 abstract description 2
- 239000003086 colorant Substances 0.000 abstract description 2
- 229920006393 polyether sulfone Polymers 0.000 abstract description 2
- 229920001721 polyimide Polymers 0.000 abstract description 2
- 239000009719 polyimide resin Substances 0.000 abstract description 2
- 230000002708 enhancing effect Effects 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 238000004321 preservation Methods 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 20
- -1 n-hebutyl Chemical group 0.000 description 17
- 239000000203 mixture Substances 0.000 description 8
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 238000010438 heat treatment Methods 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000001856 Ethyl cellulose Substances 0.000 description 3
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000011230 binding agent Substances 0.000 description 3
- 235000019325 ethyl cellulose Nutrition 0.000 description 3
- 229920001249 ethyl cellulose Polymers 0.000 description 3
- 239000003973 paint Substances 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 238000007639 printing Methods 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000010355 oscillation Effects 0.000 description 2
- 229920006122 polyamide resin Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- NZWIYPLSXWYKLH-UHFFFAOYSA-N 3-(bromomethyl)heptane Chemical compound CCCCC(CC)CBr NZWIYPLSXWYKLH-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 240000000972 Agathis dammara Species 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 229920002871 Dammar gum Polymers 0.000 description 1
- 239000004375 Dextrin Substances 0.000 description 1
- 229920001353 Dextrin Polymers 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 229930192627 Naphthoquinone Natural products 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003990 capacitor Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 238000009125 cardiac resynchronization therapy Methods 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 150000004662 dithiols Chemical class 0.000 description 1
- 238000007646 gravure printing Methods 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 150000002791 naphthoquinones Chemical class 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 229920001220 nitrocellulos Polymers 0.000 description 1
- 239000001007 phthalocyanine dye Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/382—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
Landscapes
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Coloring (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は昇華性に優れた昇華転写型感熱記録用シアン色
素に関する。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a cyan dye for sublimation transfer type thermal recording that has excellent sublimation properties.
〈従来の技術〉
昇華転写による画像記録方式は、熱により色素を昇華さ
せて像を形成させる方式であり、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
などからカラーのハードコピーを得る方法として注目さ
れている。<Prior art> The sublimation transfer image recording method is a method in which an image is formed by sublimating dye using heat, and is currently used in televisions, CRTs, etc.
It is attracting attention as a method of obtaining color hard copies from color displays, color facsimiles, magnetic cameras, etc.
熱源としては、サーマルヘッドなどの発熱素子またはレ
ーザー、特に半導体レーザーが用いられ、与える熱エネ
ルギーにより、昇華する色素の量を制御することができ
るので、階調記録を得られるのが特徴である。As the heat source, a heating element such as a thermal head or a laser, particularly a semiconductor laser, is used, and the amount of dye sublimed can be controlled by the heat energy provided, so that gradation recording can be obtained.
フルカラー記録のためには、通常、シアン色素、マゼン
タ色素、イエロー色素の三原色に場合によってはこれに
ブラック色素を加えた四色の色素が必要である。それぞ
れの色素が具備すべき条件としては、適当な昇華性を有
し、熱エネルギーの付与による発色性が良好なこと、イ
ンク化適性が優れること、記録画像の保存安定性が優れ
ることなどがあげられる。しかしながら、これらの条件
を十分に満足するシアン色素は末だ見出されていない。For full-color recording, four primary colors, cyan, magenta, and yellow, and in some cases black, are required. The conditions that each dye must meet include having appropriate sublimation properties, good coloring properties when thermal energy is applied, excellent suitability for forming into ink, and excellent storage stability of recorded images. It will be done. However, a cyan dye that fully satisfies these conditions has not yet been found.
〈発明が解決しようとする問題点〉
本発明者らは、適度な昇華性を有し、発色性が良好で、
かつ保存安定性にすぐれた三原色シアン色素を見出すべ
く鋭意検討の結果、特定の色素を見出し、本発明を完成
するに至った。<Problems to be solved by the invention> The present inventors have developed a material that has appropriate sublimation properties, good coloring properties,
As a result of intensive research to find a trichromatic cyan dye with excellent storage stability, the inventors discovered a specific dye and completed the present invention.
く問題を解決するための手段〉
本発明は、下記一般式（１）
炭素数５〜１２のアルコキシ基で置換されたアルキル基
を表わす。）
で示される昇華転写型感熱記録用シアン色素を提供する
。Means for Solving Problems> The present invention represents an alkyl group substituted with an alkoxy group having 5 to 12 carbon atoms represented by the following general formula (1). ) A cyan dye for sublimation transfer type thermal recording is provided.
前記一般式（１）においてＲで表わされるアルキル基と
して、ｎ−アミル、イソアミル、ｎ−ヘキシル、ｎ−へ
ブチル、ｎ−オクチル、２−エチルヘキシル、ｎ−λニ
ル、ｎ−デシル、ｎ−ドデシルなどがあげられ、また、
アルコキシアルキル基のアルキル基は炭素数１〜４のも
のが好ましく、そのようなアルコキシアルキル基として
は、ｎ−へキシルオキシエチル、ｎ−オクチルオキシエ
チル、２−エチルへキシルオキシエチル、ｎ−へキシル
オキシプロピル、２−エチルへキシルオキシプロピルな
どがあげられる。The alkyl group represented by R in the general formula (1) includes n-amyl, isoamyl, n-hexyl, n-hebutyl, n-octyl, 2-ethylhexyl, n-λnyl, n-decyl, n-dodecyl. etc., and
The alkyl group in the alkoxyalkyl group preferably has 1 to 4 carbon atoms, and examples of such alkoxyalkyl groups include n-hexyloxyethyl, n-octyloxyethyl, 2-ethylhexyloxyethyl, and n-hexyloxyethyl. Examples include xyloxypropyl and 2-ethylhexyloxypropyl.
一般式（１）で示される色素は公知の方法で一般式（６
）で示される化合物
を相当するハロゲン化物と反応させることにより得られ
る。The dye represented by the general formula (1) can be prepared by the general formula (6) using a known method.
) can be obtained by reacting the compound represented by the formula with the corresponding halide.
本発明の色素は色素インクとし、それを転写基体上に塗
布して昇華転写体を製造することができる。転写基体と
しては、一般に、コンデンサー紙、セロハン、ポリイミ
ド樹脂、ポリエステル樹脂、ポリエーテルスルホン樹脂
またはこれらの樹脂に耐熱性向上および／または平滑性
向上などの処理を施したリボン状またはフィルム状のも
のが例示される。The dye of the present invention can be made into a dye ink, which can be applied onto a transfer substrate to produce a sublimation transfer body. Transfer substrates are generally capacitor paper, cellophane, polyimide resins, polyester resins, polyethersulfone resins, or ribbon- or film-shaped materials treated with these resins to improve heat resistance and/or smoothness. Illustrated.
色素インクは、一般に本発明の昇華性色素、バインダー
、および熱源としてレーザーを使用する場合は、レーザ
ーの発振波長に吸収を有する化合物から構成され、溶媒
中でボールミル又はペイントコンディジ四ナーなどを用
いて溶解または微粒化して製造することができる。The dye ink is generally composed of the sublimable dye of the present invention, a binder, and, if a laser is used as a heat source, a compound that absorbs at the oscillation wavelength of the laser, and is prepared using a ball mill or paint conditioner in a solvent. It can be manufactured by melting or atomizing it.
バインダーとしては、ダンマー、アラビアゴム、トラガ
ントガム、デキストリンまたはカゼインなどの天然樹脂
またはその変性樹脂、メチルセルロース、エチルセルロ
ース、ヒドロキシエチルセルロース、エチルヒドロキシ
セルロースまたはニトロセルロースなどのセルロース系
樹脂、アクリル酸系ａ脂、ポリビニルアルコールまたは
ボ゛リビニルアセテートなどのビニル系樹脂などが例示
され、これらの一種または二種以上の混合物が使用され
る。As a binder, natural resins such as dammar, gum arabic, gum tragacanth, dextrin or casein or modified resins thereof, cellulose resins such as methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, ethyl hydroxy cellulose or nitrocellulose, acrylic acid-based fat, polyvinyl alcohol Examples include vinyl resins such as polyvinyl acetate, and one or a mixture of two or more of these resins may be used.
色素およびバインダーなどを溶解または分散させる溶媒
としては、水、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、ア七トン、メチルエチルケトン、
メチルイソブチルケトンなどのケトン類、トルエン、キ
シレン、モノクロルベンゼンなどの芳香族炭化水素類、
ジクロルエタン、トリクロルエチレン、パークロルエチ
レンなどの塩素系溶媒類、酢酸エチル、酢酸ブチル、酢
酸エトキシエチルなどの酢酸エステル類などが例示され
、これらの一種または二種以上の混合物が使用される。Examples of solvents for dissolving or dispersing dyes and binders include water, ethanol, propatool, alcohols such as butanol, aptane, methyl ethyl ketone,
Ketones such as methyl isobutyl ketone, aromatic hydrocarbons such as toluene, xylene, monochlorobenzene,
Examples include chlorinated solvents such as dichloroethane, trichlorethylene, and perchlorethylene, and acetate esters such as ethyl acetate, butyl acetate, and ethoxyethyl acetate, and one or a mixture of two or more of these may be used.
レーザーの発振波長に吸収を持つ化合物としては、カー
ボンブラック、フタロシアニン色素類、ジチオール錯体
類、ナフトキノン類などが例示される。Examples of compounds that absorb at the laser oscillation wavelength include carbon black, phthalocyanine dyes, dithiol complexes, and naphthoquinones.
このようにして得られた色素インクを、バーコーター、
ロールコータ−、ナイフコーター、スクリーン印刷、グ
ラビヤ印刷などを用いて転写基体上に塗布して、昇華転
写体が製造される。The dye ink thus obtained is coated with a bar coater,
A sublimation transfer body is manufactured by coating onto a transfer substrate using a roll coater, knife coater, screen printing, gravure printing, or the like.
このよう番こして製造された本発明の昇華転写体は適度
な昇華性を有し、発色性が良好でかつ記録画像の保存安
定性に優れた三原色シアンの昇華転写体である。特に本
発明の化合物はＲが低級アルキル基を有するものに比べ
て発色濃度が優れる特長を有する。The sublimation transfer material of the present invention produced in this manner is a sublimation transfer material of the primary color cyan, which has appropriate sublimation properties, good color development, and excellent storage stability of recorded images. In particular, the compounds of the present invention are characterized by superior color density compared to compounds in which R has a lower alkyl group.
このようにして得られた昇華転写体を用いてプリントす
る方法としては公知のいずれの方法でもよく、プリント
紙上に鮮明な画像を得ることができる。Any known method may be used for printing using the sublimation transfer body obtained in this way, and a clear image can be obtained on printing paper.
プリント紙としては、ポリエステル系樹脂またはポリア
ミド系樹脂などをコートした紙、ポリプロピレン、ポリ
塩化ビニルまたはポリエステルなどの合成紙、またはこ
れら合成紙に耐熱性向上などの処理を施した上、必要に
応じて色素と親和性の強いポリエステル系樹脂、ポリア
ミド系樹脂などをコートしたものなどが使用される。Printing paper can be paper coated with polyester resin or polyamide resin, synthetic paper such as polypropylene, polyvinyl chloride, or polyester, or synthetic paper that has been treated to improve heat resistance, etc., as necessary. Materials coated with polyester resin, polyamide resin, etc., which have a strong affinity for dyes, are used.
以下、実施例をあげて、本発明の詳細な説明する。実施
例中、部とあるのは重量部を表わす。Hereinafter, the present invention will be described in detail with reference to Examples. In the examples, parts represent parts by weight.
実施例１
１−オキソ−８−イミノ−４，７−ジアミツー６．６−
フタロイルイソインドリン１０部、２−エチルへキシル
プロミド１２部、オルトジクロルベンゼン２０部、炭酸
ナトリウム６部、ヨウ化カリウム０．５部の混合物を１
２０℃で４時間加熱後、冷却してメタノール２０部で希
釈し、析出した結晶を濾過し、メタノールで洗い、次い
で水洗、乾燥して下式（１）で示される色素を得た。Example 1 1-oxo-8-imino-4,7-diami26,6-
A mixture of 10 parts of phthaloylisoindoline, 12 parts of 2-ethylhexylbromide, 20 parts of orthodichlorobenzene, 6 parts of sodium carbonate, and 0.5 parts of potassium iodide was added to 1 part of the mixture.
After heating at 20°C for 4 hours, the mixture was cooled and diluted with 20 parts of methanol, and the precipitated crystals were filtered, washed with methanol, then washed with water, and dried to obtain a dye represented by the following formula (1).
λｍａｘ ６６０ｎｍ（ジメチルホルムアミド）エチル
セルロース６部、上式（１）の色素２部、トルエン４４
部およびメチルエチルケトン４４部のインク組成物をペ
イントコンディショナーにより充分混練した後、バーコ
ーターを用いて、厚さ６を血の耐熱性処理を施したポリ
エステルフィルムに塗布し、乾燥して昇華転写体を得た
。λmax 660 nm (dimethylformamide) 6 parts of ethyl cellulose, 2 parts of the dye of the above formula (1), 44 toluene
After sufficiently kneading an ink composition of 1 part and 44 parts of methyl ethyl ketone with a paint conditioner, it was coated to a thickness of 6 on a heat-resistant polyester film using a bar coater, and dried to obtain a sublimation transfer material. Ta.
この転写体をポリエチレンテレフタレート樹脂をコート
した紙と対向させ、発熱素子で加熱したところ、紙に濃
度の高い、鮮明なシアン色の像が得られた。When this transfer body was placed opposite paper coated with polyethylene terephthalate resin and heated with a heating element, a clear cyan-colored image with high density was obtained on the paper.
また、得られた像の耐光性試験（カーボンアーり灯）を
実施したところ、４０時間の照射でほとんど変色しなか
った。また、保存安定性は良好であった。Further, when the obtained image was subjected to a light resistance test (carbon arc lamp), there was almost no discoloration after 40 hours of irradiation. Moreover, the storage stability was good.
実施例２
実施例１と同様にして得た下式（２）の色素２部、エチ
ルセルロース６部、イソプロパツール８８部のインク組
成物をペイントコンディジ瑳ナーにより充分混練した後
、バーコーターを用いて１厚さ６μｍの耐熱性処理を施
したポリエステルフィルムに塗布し、乾燥して昇華転写
体を得た。Example 2 An ink composition containing 2 parts of the dye of formula (2) below, 6 parts of ethyl cellulose, and 88 parts of isopropanol, obtained in the same manner as in Example 1, was thoroughly kneaded with a paint conditioner, and then a bar coater was used. The mixture was applied onto a heat-resistant polyester film having a thickness of 6 μm and dried to obtain a sublimation transfer material.
この転写体をポリエチレンテレフタレート樹脂をコート
した紙と対向させ、発熱素子で加熱したところ、紙に濃
度の高い、鮮明なシアン色の像が得られた。When this transfer body was placed opposite paper coated with polyethylene terephthalate resin and heated with a heating element, a clear cyan-colored image with high density was obtained on the paper.
得られた像の耐光性試１２（カーボンアーク灯）を実施
したところ、４０時間の照射でほとんど実施例８
実施例１と同様にして得た表１の式（８）〜（１１）の
色素を用い同様にして昇華転写体を製造し、転写試験を
行って、各々、濃度の高い、鮮明なシアン色の像が得ら
れた。得られた像は、耐光、耐湿性にすぐれ、保存安定
性が良好であった。When the obtained image was subjected to light resistance test 12 (carbon arc lamp), it was found that most of the dyes of formulas (8) to (11) in Table 1 obtained in the same manner as Example 1 were obtained in Example 8 after irradiation for 40 hours. Sublimation transfer bodies were produced in the same manner using , and transfer tests were carried out, and clear cyan-colored images with high density were obtained in each case. The obtained image had excellent light fastness and moisture fastness, and good storage stability.
Claims (1)
素数５〜１２のアルコキシ基で置換されたアルキル基を
表わす。） で示される昇華転写型感熱記録用シアン色素。[Claims] The following general formula▲ includes numerical formulas, chemical formulas, tables, etc.▼ (wherein R is an alkyl group having 5 to 12 carbon atoms, or an alkyl group substituted with an alkoxy group having 5 to 12 carbon atoms) ) A cyan dye for sublimation transfer type heat-sensitive recording.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62081950A JPS63246287A (en) | 1987-04-01 | 1987-04-01 | Cyan coloring matter for sublimation transfer type thermal recording |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP62081950A JPS63246287A (en) | 1987-04-01 | 1987-04-01 | Cyan coloring matter for sublimation transfer type thermal recording |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63246287A true JPS63246287A (en) | 1988-10-13 |
Family
ID=13760776
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP62081950A Pending JPS63246287A (en) | 1987-04-01 | 1987-04-01 | Cyan coloring matter for sublimation transfer type thermal recording |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63246287A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018178037A (en) * | 2017-04-20 | 2018-11-15 | 日本化薬株式会社 | Anthraquinone compound and dyeing method |
| JP2018178038A (en) * | 2017-04-20 | 2018-11-15 | 日本化薬株式会社 | Anthraquinone compound and dyeing method |
| CN113544216A (en) * | 2019-03-11 | 2021-10-22 | 日本化药株式会社 | Printing ink set and method for printing fibers |
-
1987
- 1987-04-01 JP JP62081950A patent/JPS63246287A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2018178037A (en) * | 2017-04-20 | 2018-11-15 | 日本化薬株式会社 | Anthraquinone compound and dyeing method |
| JP2018178038A (en) * | 2017-04-20 | 2018-11-15 | 日本化薬株式会社 | Anthraquinone compound and dyeing method |
| CN113544216A (en) * | 2019-03-11 | 2021-10-22 | 日本化药株式会社 | Printing ink set and method for printing fibers |
| EP3940030A4 (en) * | 2019-03-11 | 2022-12-07 | Nippon Kayaku Kabushiki Kaisha | Ink set for printing and textile printing method |
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