JPS63142062A - Dye for heat transfer sheet - Google Patents
Dye for heat transfer sheetInfo
- Publication number
- JPS63142062A JPS63142062A JP61289018A JP28901886A JPS63142062A JP S63142062 A JPS63142062 A JP S63142062A JP 61289018 A JP61289018 A JP 61289018A JP 28901886 A JP28901886 A JP 28901886A JP S63142062 A JPS63142062 A JP S63142062A
- Authority
- JP
- Japan
- Prior art keywords
- dye
- thermal transfer
- dyes
- transfer sheet
- layer
- 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 69
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 4
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 26
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 abstract description 14
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- CUONGYYJJVDODC-UHFFFAOYSA-N malononitrile Chemical compound N#CCC#N CUONGYYJJVDODC-UHFFFAOYSA-N 0.000 abstract 1
- 239000000975 dye Substances 0.000 description 67
- 229920005989 resin Polymers 0.000 description 13
- 239000011347 resin Substances 0.000 description 13
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- 239000000123 paper Substances 0.000 description 12
- -1 polynisdel Polymers 0.000 description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- 238000004043 dyeing Methods 0.000 description 4
- 229920000728 polyester Polymers 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000004743 Polypropylene Substances 0.000 description 3
- 239000004372 Polyvinyl alcohol Substances 0.000 description 3
- 239000001913 cellulose Substances 0.000 description 3
- 229920002678 cellulose Polymers 0.000 description 3
- 235000010980 cellulose Nutrition 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000986 disperse dye Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920001155 polypropylene Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 229920002451 polyvinyl alcohol Polymers 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- JXPDNDHCMMOJPC-UHFFFAOYSA-N 2-hydroxybutanedinitrile Chemical compound N#CC(O)CC#N JXPDNDHCMMOJPC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 238000005874 Vilsmeier-Haack formylation reaction Methods 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 230000000181 anti-adherent effect Effects 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 239000012461 cellulose resin Substances 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000012046 mixed solvent Substances 0.000 description 2
- 229920002492 poly(sulfone) Polymers 0.000 description 2
- 229920006267 polyester film Polymers 0.000 description 2
- 229920001225 polyester resin Polymers 0.000 description 2
- 239000004645 polyester resin Substances 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000011160 research Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920000298 Cellophane Polymers 0.000 description 1
- 229920001747 Cellulose diacetate Polymers 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- 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 1
- 239000005977 Ethylene Substances 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920001328 Polyvinylidene chloride Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 229920006026 co-polymeric resin Polymers 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 125000004093 cyano group Chemical group *C#N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001033 ether group Chemical group 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- 125000001841 imino group Chemical group [H]N=* 0.000 description 1
- 229920000554 ionomer Polymers 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- OOYGSFOGFJDDHP-KMCOLRRFSA-N kanamycin A sulfate Chemical group OS(O)(=O)=O.O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N OOYGSFOGFJDDHP-KMCOLRRFSA-N 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920006122 polyamide resin Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920006289 polycarbonate film Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000001454 recorded image Methods 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000012209 synthetic fiber Substances 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 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
- B41M5/3854—Dyes containing one or more acyclic carbon-to-carbon double bonds, e.g., di- or tri-cyanovinyl, methine
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、スチレン系染料に関し、更に詳しく云えば、
熱転写シート用染料としてイ用−川な特定の構造のスチ
レン系染料に開する。DETAILED DESCRIPTION OF THE INVENTION (Industrial Application Field) The present invention relates to styrenic dyes, and more specifically,
Styrenic dyes with a specific structure are suitable for use as dyes for thermal transfer sheets.
（従来の技術）
従来、セルロースアセテート、ポリニスデルあるいはポ
リプロピレン等の合成ｍ、ｍの染料として種々の分散染
料か知られている。これらの分子ｌＬ染料に要求される
性質は、合成繊維に対する染着速度が大であること、耐
アイロン性等の耐昇華性が良好であることが第一義的で
あり、その他耐光性、耐洗濯性等の種々の堅牢度が要求
される。(Prior Art) Various disperse dyes have been known as synthetic m and m dyes of cellulose acetate, polynisdel, polypropylene and the like. The primary properties required for these molecular 1L dyes are high dyeing speed on synthetic fibers, good sublimation resistance such as iron resistance, and other characteristics such as light resistance and resistance. Various fastness properties such as washability are required.
しかしながら、上記の如き三種の第一義的要求は本来相
反するものであり、染着速度を向１させるためには染料
の分子−星を小さくすることか必盟であり、一方、耐昇
ｉｉ性等の堅牢度を向トさせるためには染料の分１’Ｂ
ｌｔを大きくすることが心変であると一般的に考えられ
ている。However, the three primary requirements mentioned above are originally contradictory; in order to improve the dyeing speed, it is essential to make the dye molecules - stars smaller, and on the other hand, to improve the dyeing resistance ii. To improve color fastness, add 1'B of dye.
It is generally considered that increasing lt is a change of heart.
また、１−記の如き従来の分散染料は、染料を熱によっ
て被転写材に転写して画像を形成する熱転写方法にも使
用されているが、このような熱転写方法における加熱が
、サーマルヘッド等による場合は加熱時間が極めて短時
間であるため、一層迅速な染着速度、すなわち高い熱移
行速度が要求され、このような用途には比較的分子量の
小さい分散染料が選択されて使用されている。その結果
、得られる画像は鮮明性、濃度等は良好であるものの、
時間が経過するに従って、染料が移行し、画像の解像性
が低丁し、また耐光性等の堅牢性が満足できないもので
あり、一方分Ｆ！ｉｔの大な染料を使用すると濃度や鮮
明性に満足できる画像が形成し得ない。In addition, conventional disperse dyes as described in 1-1 are also used in thermal transfer methods in which an image is formed by transferring the dye to a transfer material using heat. In this case, the heating time is extremely short, so a faster dyeing rate, that is, a higher heat transfer rate is required, and disperse dyes with relatively small molecular weights are selected and used for such applications. . As a result, although the images obtained have good clarity and density,
As time passes, the dye migrates, the resolution of the image decreases, and the fastness such as light resistance is unsatisfactory.On the other hand, F! If a dye with a high IT value is used, an image with satisfactory density and sharpness cannot be formed.
（発明が解決しようとしている問題点）ト述の通り、従
来の熱転写用染料としては多数のものが公知であるが、
いずれの染料においても高い熱移行速度と形成される画
像の高い堅牢度、特に耐光性を同時に達成することがで
きないという問題がある。(Problems to be Solved by the Invention) As mentioned above, there are many known conventional thermal transfer dyes.
A problem with any dye is that it is not possible to simultaneously achieve a high heat transfer rate and high fastness of the formed image, especially light fastness.
（問題点を解決するための手段）
本発明者は、上述の如き従来技術の問題点が解決すべく
鋭意研究の結果、熱転写シート用染料における熱移行速
度は、染料の構造によっては、必ずしも使用する染料の
分７− ｒｉｔによって全て左右されるのではなく、分
Ｙ−量が比較的大であっても、その置換基のか■類と組
み合わせによっては、優れた熱移行速度を示すことを知
見して本発明を完成した。(Means for Solving the Problems) As a result of intensive research in order to solve the problems of the prior art as described above, the inventors of the present invention have found that the thermal transfer speed of dyes for thermal transfer sheets does not necessarily depend on the structure of the dye. It was found that the rate of heat transfer is not entirely influenced by the 7-rit of the dye used, but that even if the amount of 7-rit is relatively large, it shows an excellent heat transfer rate depending on the type and combination of substituents. The present invention was completed.
すなわち、本発明は、）−記一般式で表わされる熱転写
シート用スチレンｌｆ８染料である。That is, the present invention is a styrene lf8 dye for thermal transfer sheets represented by the following general formula.
但し、上記式中の１（１は水素原子、ハロゲン原ｒ−ま
たはアルキル基であり、Ｒ２およびＲ３のいずれもが、
染料の分子量が３３０以七になる置換または未置換のア
ルキル基またはアルコキシ基である。However, 1 in the above formula (1 is a hydrogen atom, a halogen atom r-, or an alkyl group, and both R2 and R3 are
It is a substituted or unsubstituted alkyl group or alkoxy group that gives the dye a molecular weight of 330 or more.
次に本発明を更に詳細に説明すると、本発明者は、上記
の一般式の如き基本的構造を有するスチレン系染料の分
子量は３３０以七であり、従来の熱転写シート用染料の
分子量による選択基準から外れるものであるが、熱転写
シート用染料として使用すると、予想外に高い熱移行速
度を示し、しかも転写後は優れた堅牢度、特に保存性お
よび耐光性に優れた画像が得られることを知見したもの
である。Next, to explain the present invention in more detail, the present inventor discovered that the molecular weight of the styrene dye having the basic structure as shown in the above general formula is 330 or more, and that the selection criteria based on the molecular weight of conventional dyes for thermal transfer sheets is However, when used as a dye for thermal transfer sheets, it was found that it showed an unexpectedly high heat transfer rate and, after transfer, produced images with excellent fastness, especially excellent storage stability and light resistance. This is what I did.
１１「記一般式で表されるスチレン系染料は、Ｎ。11 "The styrenic dye represented by the following general formula is N.
Ｎ−ジアルキル−Ｐ−フェニレンジアミンあるいはその
誘導体をビルスマイヤー反応によりホルミル化し、次い
でマロニトリルと反応させる従来公知の製造方法によっ
て得られるものである。It is obtained by a conventionally known manufacturing method in which N-dialkyl-P-phenylenediamine or a derivative thereof is formylated by Vilsmeier reaction and then reacted with malonitrile.
上記の如くして得られる本発明の染料においては、特に
好ましい染料は、一般式中のＲ５が水素原ｆ、ハロゲン
原子またはメチル、エチル、プロピル、ブチル等の低級
アルキル基であり、且つＲ２およびＲ３が水酸基、シア
ノ基、カルボキシル基、アミノ基、エーテル基、カルボ
エステル基、スルホニル基、アミド基、イミノ基等の置
換基を有してもよいメチル、エチル、プロピル、ブチル
、ペンチル、ヘキシル、ヘプチル、オクチル、ノニル、
デシル、ウンデシル、ドデシル、ヘキサデシル等のＣ１
〜Ｃ２ｏの置換または未置換のアルキル基、これらのア
ルキル基のアルコキシ基等であり、■染料の分Ｊ’ ｉ
ｄが３３０以ト、更に好ましくは分Ｙ−晴が３８０以ト
になるように選択された基であるものである。In the dye of the present invention obtained as described above, a particularly preferred dye is one in which R5 in the general formula is a hydrogen atom f, a halogen atom, or a lower alkyl group such as methyl, ethyl, propyl, butyl, and R2 and Methyl, ethyl, propyl, butyl, pentyl, hexyl, where R3 may have a substituent such as a hydroxyl group, cyano group, carboxyl group, amino group, ether group, carboester group, sulfonyl group, amide group, imino group, etc. heptyl, octyl, nonyl,
C1 of decyl, undecyl, dodecyl, hexadecyl, etc.
~C2o substituted or unsubstituted alkyl groups, alkoxy groups of these alkyl groups, etc.;
It is a group selected such that d is 330 or more, more preferably 380 or more.
本発明者の詳細な研究によれば、前記一般式の染料にお
いて、Ｒ４およびＲ３として水素以外の基、例えば置換
または未置換のアルキル基等を選択することによって、
染料の分子［は増大し、分７′量が３３０あるいは３８
０を超えるようになるが、１１η記一般式の染料におい
ては従来の一般的な考え方とは異なり、これらの染料の
融点か低ドする傾向を示し、１１つこのような染料を熱
転写シート用の染料として利用する場合には、サーマル
ヘッド等による極短時間の加熱によっても熱転写シート
から被転写材への染料の熱移行速度がＬ＋ｆＩ−Ｌ、し
かも優れた堅牢度、特に保存性および耐光性に優れた画
像をＩｉ−えることを知見した。これに対し、１１η記
一般式に入るスチレン系染料であっても、分（−１，ｉ
が３３０未満の染料の場合は、発色濃度等は満足できる
が、形成される画像の保存性や耐光性がネト分であった
。According to detailed research by the present inventors, in the dye of the above general formula, by selecting groups other than hydrogen as R4 and R3, such as a substituted or unsubstituted alkyl group,
The dye molecules [increase, until the amount of molecules becomes 330 or 38
However, contrary to the conventional general idea, dyes of the general formula 11η tend to have a lower melting point, and 11 such dyes are used for thermal transfer sheets. When used as a dye, the heat transfer rate of the dye from the thermal transfer sheet to the transfer material is L+fI-L even when heated for a very short time using a thermal head, etc. Moreover, it has excellent fastness, especially storage stability and light resistance. It has been found that excellent images can be obtained. On the other hand, even if the styrene dye falls under the general formula 11η,
In the case of a dye having a value of less than 330, the coloring density etc. were satisfactory, but the storage stability and light fastness of the formed image were poor.
また、このような染料は、熱転写シートの調製時に使用
するメチルエチルケトン、トルエン、エタノール、イソ
プロピルアルコール、シクロヘキサノン、酢酸エチル等
あるいはそれらの混合溶剤等の汎用有機溶剤に対する溶
解性が著しく向トし、熱転写シート七に形成する染料担
持層において、染料が結晶状態の無いあるいは低い状態
に存在することができ、従来の染料の場合の如く、結晶
性の高い存在状態に比して著しく少ない付与熱ｉｉＬで
染料が被転写材へ容易に熱移行し得るものであった。In addition, such dyes have significantly improved solubility in general-purpose organic solvents such as methyl ethyl ketone, toluene, ethanol, isopropyl alcohol, cyclohexanone, ethyl acetate, etc., or mixed solvents thereof, which are used when preparing thermal transfer sheets. In the dye-supporting layer formed in step 7, the dye can exist in a non-crystalline state or in a low crystalline state, and the dye can be formed with significantly less heat iiL compared to a highly crystalline state as in the case of conventional dyes. could easily transfer heat to the transfer material.
（作用・効果）
以上の如く、本発明の染料は、熱転写シート用として使
用すると、従来の低分′７′量、例えば、３００未満の
分子−量の染料と同様に優れた被転写材への熱移行性を
４１するものであり、このような染料による画像の諸堅
牢度、特に画像の耐光性や保存性は分７−［１が大であ
ることにより、著しく優れたものである。(Functions/Effects) As described above, when the dye of the present invention is used for thermal transfer sheets, it can be applied to transfer materials as well as conventional dyes with a molecular weight of less than 300. The color fastness of images produced by such dyes, especially the light fastness and storage stability of the images, is extremely excellent due to the large value of 7-[1.
次に本発明のスチレン系染料を熱転写シートに使用する
例を更に詳しく説明する。Next, an example of using the styrene dye of the present invention in a thermal transfer sheet will be described in more detail.
従来、熱転写方法は種々公知であるが、本発明のスチレ
ン系染料は、それらの中でいわゆる’１ＪｉＫ性染料を
記録剤とし、これを紙、プラスチックシート等の基材シ
ートにバインダーにより担持させて熱転写シートとし、
これらの染料によって染着可能な被転写材、例えばポリ
エステルシート等に１［ね、熱転写シートの裏面からパ
ターン状に熱エネルギーを午えて、染料を被転写材に熱
移行させる熱転写方法に特に４ｒ用なものである。Conventionally, various thermal transfer methods are known, but the styrene dye of the present invention uses a so-called '1JiK dye as a recording agent, and supports this on a base sheet such as paper or a plastic sheet with a binder. As a thermal transfer sheet,
A transfer material that can be dyed with these dyes, such as a polyester sheet, is used for thermal transfer, in which thermal energy is applied in a pattern from the back side of the thermal transfer sheet to transfer the dye to the transfer material. It is something.
このような熱転写シートは以上の如き本発明の特定の染
料を使用することを特徴とし、それ以外の構成は従来公
知の熱転写シートの構成と同様でよい。Such a thermal transfer sheet is characterized by using the specific dye of the present invention as described above, and other than that, the structure may be the same as that of a conventionally known thermal transfer sheet.
本発明の染料を含む熱転写シートの構成に使用する」ふ
材シートとしては、従来公知のある程度の耐熱性と強度
を有するものであればいずれのものでもよく、例えば、
０．５〜５０μｍ、好ましくは３〜１０μｍ程度の厚さ
の紙、各種加工紙、ポリエステルフィルム、ポリスチレ
ンフィルム、ポリプロピレンフィルム、ポリスルホンフ
ィルム、ポリカーボネートフィルム、ポリビニルアルコ
ールフィルム、セロファン等であり、特に好ましいもの
はポリエステルフィルムである。The material sheet used for constructing the thermal transfer sheet containing the dye of the present invention may be any conventionally known material having a certain degree of heat resistance and strength, for example,
Papers with a thickness of about 0.5 to 50 μm, preferably 3 to 10 μm, various processed papers, polyester films, polystyrene films, polypropylene films, polysulfone films, polycarbonate films, polyvinyl alcohol films, cellophane, etc. are particularly preferred. It is a polyester film.
上記の如き基材シートの表面に設ける染料担持層は、前
記一般式の染料を任１位のバインダー樹脂で担持させた
層である。The dye-carrying layer provided on the surface of the base sheet as described above is a layer in which the dye of the general formula is supported by a binder resin.
本発明の染料を担持するためのバインダー樹脂としては
、従来公知のものがいずれも使用でき、好ましいものを
例示すれば、エチルセルロース、と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、ヒドロキシプロ
プルセルロース、メチルセルロース、酢酸セルロース、
酢醋酸セルロース等のセルロース系樹脂、ポリビニルア
ルコール、ポリ酢酸ビニル、ポリビニルブチラール、ポ
リビニルピロリドン、ポリアクリルアミド等のビニル系
樹脂、特にポリエステル等が耐熱性、染料の移行性等の
点から好ましいものであ本発明の染料を使用する熱転写
シートの染料担持層は、」み本釣には上記の材料から形
成されるが、その他必要に応じて従来公知と同様な各種
の添加剤をも包含し得るものである。As the binder resin for supporting the dye of the present invention, any conventionally known binder resin can be used, and preferred examples include ethyl cellulose, droxyethyl cellulose, ethyl hydroxy cellulose, hydroxypropyl cellulose, methyl cellulose, and acetic acid. cellulose,
Cellulose resins such as cellulose acetate, vinyl resins such as polyvinyl alcohol, polyvinyl acetate, polyvinyl butyral, polyvinylpyrrolidone, and polyacrylamide, particularly polyesters, are preferred from the viewpoint of heat resistance, dye migration, etc. The dye-carrying layer of the thermal transfer sheet using the dye of the invention is formed from the above-mentioned materials, but may also contain various conventionally known additives as necessary. be.
このような染料担持層は、好ましくは適当な溶剤中に本
発明の染料、バインダー樹脂その他の任意成分を加えて
芥成分を溶解または分散させて担持層形成用塗液または
インキを調製し、これを上記の基材シートＬに塗布およ
び乾燥させて形成する。Such a dye-supporting layer is preferably prepared by adding the dye of the present invention, a binder resin, and other optional components to a suitable solvent and dissolving or dispersing the pulp components to prepare a coating liquid or ink for forming the dye-supporting layer. is applied onto the above base sheet L and dried.
特に１本発明の染料は、メチルエチルケトン、トルエン
、エタノール、イソプロピルアルコール、シクロヘキサ
ノンあるいはこれらの混合溶剤に対し、従来の染料より
も高い溶解度１例えば３％好ましいものは５％以トとい
う高い溶解度をイ１している点で、染料担持層形成用イ
ンキ等のＡ製が容易であり、また染料担持層を形成した
後の担持層内で染料か溶解状態あるいはそれに近い状態
で存在するため、少：Ｉ：、の熱エネルギーで優れた熱
移行速度を示すという’ｆＴ利性を示すものである。In particular, the dye of the present invention has a higher solubility than conventional dyes in methyl ethyl ketone, toluene, ethanol, isopropyl alcohol, cyclohexanone, or a mixed solvent thereof, such as 3% or more, preferably 5% or more. In this respect, it is easy to use A-made ink for forming a dye-carrying layer, and the dye exists in a dissolved state or a state close to it in the dye-carrying layer after forming the dye-carrying layer. : It exhibits the 'fT advantage of exhibiting an excellent heat transfer rate with thermal energy of .
このようにして形成する担持層は０．２〜５．０μｍ、
好ましくは０．４〜２．０μｍ程度の厚さであり、また
担持層中の本発明の染料は、担持層の重量の５〜７０爪
量％、好ましくは１０〜６０重星％の量で存在するのが
好適である。The support layer formed in this way has a thickness of 0.2 to 5.0 μm,
The thickness is preferably about 0.4 to 2.0 μm, and the dye of the present invention in the carrier layer is contained in an amount of 5 to 70% by weight, preferably 10 to 60% by weight, based on the weight of the carrier layer. Preferably, it is present.
上記の如き熱転写シートは、そのままで熱転写用として
ト分にｆｆ用であるが、更にその染料担持層表面に粘着
防市層、すなわち離型層を設けてもよく、このような層
を設けることにより５熱転写時における熱転写シートと
被転写材の粘着を防止し、更に高い熱転写温度を使用し
、一層優れた濃度の画像を形成することができる。The thermal transfer sheet as described above is used as it is for thermal transfer and also for FF, but it is also possible to provide an adhesive anti-corrosion layer, that is, a release layer, on the surface of the dye-carrying layer. This prevents adhesion between the thermal transfer sheet and the transfer material during thermal transfer, allows use of a higher thermal transfer temperature, and forms images with even better density.
この離型層としては、ｌｌｉに粘着防止性の無機粉末を
付着させたのみでも相当の効果を示し、更に、例えばシ
リコーンポリマー、アクリルポリマー、フッ素化ポリマ
ーの如き離型性に優れた樹脂から０．０１〜５μｍ、好
ましくは０．０５〜２μｍの離型層を設けることによっ
て形成することができる。As this mold release layer, even if an inorganic powder with anti-adhesive property is attached to LLI, it has a considerable effect, and it is also possible to use resins with excellent mold release properties such as silicone polymers, acrylic polymers, and fluorinated polymers. It can be formed by providing a release layer of 0.01 to 5 μm, preferably 0.05 to 2 μm.
尚、上記の如き無機粉体あるいは離型性ポリマーは染料
担持層中に包含させても１−分な効果を奏するものであ
る。Incidentally, even if the above-mentioned inorganic powder or releasable polymer is included in the dye-carrying layer, a one-minute effect can be achieved.
更に、このような熱転写シートの裏面に、サーマルヘッ
ドの熱による悪影響を防＋１ニするために耐熱層を設け
てもよい。Further, a heat-resistant layer may be provided on the back surface of such a thermal transfer sheet in order to prevent adverse effects caused by the heat of the thermal head.
以トの如き熱転写シートを用いて１画像を形成するため
に使用する被転写材は、その記録面が前記の染料に対し
て染料受容性を有するものであればいかなるものでもよ
く、また染料受容性を４１−シない紙、金属、ガラス、
合成樹脂等である場合には、その少なくとも一方の表面
に染料受容層を形成すればよい。The transfer material used to form one image using a thermal transfer sheet such as the one described below may be any material as long as its recording surface has dye receptivity to the above-mentioned dyes. paper, metal, glass,
In the case of a synthetic resin or the like, a dye-receiving layer may be formed on at least one surface thereof.
染料受容層を形成しなくてもよい被転写材としては、例
えば、ポリエチレン、ポリプロピレン等のポリオレフィ
ン系樹脂、ポリ塩化ビニル、ポリ塩化ビニリデン等のハ
ロゲン化ポリマー、ポリビニルアルコール、ポリ酢酸ビ
ニル、ポリアクリルエステル等のビニルポリマー、ポリ
エチレンテレフタレート、ポリブチレンテレフタレート
等のポリエステル系樹脂、ポリスチレン系樹脂、ポリア
ミド系樹脂、エチレンやプロピレン等のオレフィンと他
のビニルモノマーとの共重合体系樹脂、アイオノマー、
セルロースジアセテート、セルローストリアセテート等
のセルロース系樹脂、ポリカーボネート、ポリスルホン
、ポリイミド等からなる繊維、Ｊ１＄布、フィルム、シ
ート、成形物等が挙げられる。Examples of transfer materials that do not require the formation of a dye-receiving layer include polyolefin resins such as polyethylene and polypropylene, halogenated polymers such as polyvinyl chloride and polyvinylidene chloride, polyvinyl alcohol, polyvinyl acetate, and polyacrylic ester. vinyl polymers such as polyethylene terephthalate, polyester resins such as polybutylene terephthalate, polystyrene resins, polyamide resins, copolymer resins of olefins such as ethylene and propylene with other vinyl monomers, ionomers,
Examples include fibers made of cellulose resins such as cellulose diacetate and cellulose triacetate, polycarbonate, polysulfone, polyimide, etc., J1$ cloth, films, sheets, and molded products.
特に好ましいものはポリエステルからなるシートまたは
フィルムあるいはポリエステル層を設けた加１紙である
。また、紙、金属、ガラスその他の非染着性の被転写材
であっても、その記録面に上記の如き染着性の樹脂の溶
液または分散液を塗イ１１および乾燥させるか、あるい
はそれらの樹脂フィルムをラミネートすることにより、
被転写材とすることができる。Particularly preferred are sheets or films made of polyester, or paper provided with a polyester layer. In addition, even if the transfer material is non-dyeable such as paper, metal, glass, etc., the recording surface may be coated with a solution or dispersion of the dyeable resin as described above and dried, or By laminating the resin film of
It can be used as a transfer material.
更に、上記の染着性のある被転写材であっても、その表
面に更に染着性の良い樹脂から、上記の紙の場合の如く
して染料受容層を形成してもよし１−
このようにして形成する染料受容層は、単独の材料から
でも、また複数の材料から形成してもよく、史に所期の
［ｌ的を妨げない範囲で芥種の添加剤を包含してもよい
のは当然である。Furthermore, even if the transfer material has the dyeability described above, a dye-receiving layer may be formed on its surface from a resin with better dyeability, as in the case of the paper described above. The dye-receiving layer formed in this way may be formed from a single material or from a plurality of materials, and may contain additives of various kinds to the extent that they do not interfere with the desired effect. Of course it's good.
このような染料受容層は任意の厚さでよいが、般的には
５〜５０μｍの厚さである。また、このような染料受容
層は連続被覆であるのが好ましいが、樹脂エマルジョン
や樹脂分散液を使用してたり、あるいは塗■一方法を選
択することにより不連続の被覆として形成してもよい。Such a dye-receiving layer may be of any thickness, but typically has a thickness of 5 to 50 .mu.m. Although such a dye-receiving layer is preferably a continuous coating, it may also be formed as a discontinuous coating by using a resin emulsion or resin dispersion, or by selecting a coating method. .
このような被転′／ｊ材は基本的には上記の如くで、そ
のままでも１分に使用できるものであるが、上記被転写
材またはその染料受容層中に、粘７Ｉ防止用の無機粉末
を包含させることができ、このようにすれば熱転り１時
の温度をより高めても熱転写シートと被転写材との粘着
を防ｄ、＝ Ｌ、て、史に１−ぐれた熱転写を行うこと
ができる。特に好ましいのは、微粉末のシリカである。Such a transfer material is basically as described above, and can be used as is for one minute, but an inorganic powder for preventing viscosity 7I is added to the transfer material or its dye-receiving layer. In this way, even if the temperature at the time of heat transfer is increased, adhesion between the thermal transfer sheet and the transfer material can be prevented, d, = L, and the best thermal transfer in history can be achieved. It can be carried out. Particularly preferred is finely powdered silica.
また、上記のシリカの如き無機粉末に代えて、または併
用して、離型性の良好な前述の如き樹脂を添加してもよ
い。特に好ましいｌｉ！ｌ望性ポリマーは、シリコーン
化合物の硬化物、例えばエポキシ変性シリコーンオイル
とアミノ変性シリコーンオイルからなる硬化物が挙げら
れる。このような離型剤は、染料受容層の重量の約０．
５〜３０ｒＲ量％を占める割合が良い。Furthermore, in place of or in combination with the inorganic powder such as silica, the above-mentioned resin having good mold releasability may be added. Especially preferred li! Examples of the desired polymer include cured products of silicone compounds, such as cured products of epoxy-modified silicone oil and amino-modified silicone oil. Such a release agent may be used in an amount of about 0.0% of the weight of the dye-receiving layer.
A ratio of 5 to 30 rR amount % is good.
また使用する被転写材は、その染料受容層の表面に、上
記の如き無機粉体を付着させて粘着防止効果を高めても
よいし、また、萌述の如き離型性に優れた＃型剤からな
る層を設けてもよい。The transfer material to be used may have an inorganic powder as described above attached to the surface of the dye-receiving layer to enhance the anti-adhesive effect, or a # type with excellent mold releasability as described above. A layer consisting of an agent may also be provided.
このような離型層は約０．０１〜５μｍの厚さで１−分
な効果を発揮して、熱転写シートの染料受容層との粘着
を防止しつつ、一層染料受容性を向トさせることができ
る。Such a release layer exhibits a 1-minute effect with a thickness of approximately 0.01 to 5 μm, and can further improve dye receptivity while preventing adhesion to the dye receptive layer of the thermal transfer sheet. I can do it.
と記の如き熱転写シートおよび上記の如き被記録材を使
用して熱転写を行う際に使用する熱エネルギーの付′メ
手段は、従来公知の付与手段がいずれも使用でき、例え
ばサーマルプリンター（例えば、東芝■製、サーマルプ
リンターＴ Ｎ −５４００）等の記録装置によって、
記録時間をコントロール１−ることにより、５〜１００
ｍＪ／ｍｒｎ’程度の熱エネルギーを付１＋することに
よって、所期の［１的を１分に達成１−ることができる
。Any conventionally known means for applying thermal energy can be used to apply thermal energy when performing thermal transfer using a thermal transfer sheet as described above and a recording material as described above, such as a thermal printer (for example, With a recording device such as Toshiba's thermal printer TN-5400),
By controlling the recording time from 5 to 100
By adding thermal energy of the order of mJ/mrn', the desired goal can be achieved in 1 minute.
次に実施例、使用例および比較例を挙げて本発明を史に
具体的に説明する。尚、文中、部または％とあるのは特
に断りの無い限り重量基準である。Next, the present invention will be specifically explained with reference to Examples, Usage Examples, and Comparative Examples. In the text, parts or % are based on weight unless otherwise specified.
実施例１
次式の化合物
を常法に従い、ビルスマイヤー反応によりホルミル化し
、マロンニトリルと反応されることにより２次ぎの構造
式で表されるスチレン染料をｆｌだ。Example 1 A compound of the following formula is formylated by a Vilsmeier reaction according to a conventional method, and reacted with malonitrile to obtain a styrene dye represented by the following structural formula.
を得た。I got it.
実施例２〜１３および比較例１〜４
実施例ＩＮ、Ｎ−ジアルキル−ｐ−）ユニレンジアミン
に代えて、後記第１表の化合物を使用し、他は実施例１
と同様にして後記第１表に記載の本発明および比較例の
スチレン系染料を得た。Examples 2 to 13 and Comparative Examples 1 to 4 Example IN, in place of N-dialkyl-p-)unilene diamine, the compounds shown in Table 1 below were used, and the rest were as in Example 1.
In the same manner as above, styrenic dyes of the present invention and comparative examples shown in Table 1 below were obtained.
尚、Ｆ記実施例１の染料も同時に第１表中に示した。Incidentally, the dye of Example 1 in Section F is also shown in Table 1.
使用例
下記組成の染料担持層形成用インキ組成物を調製し、背
面に耐熱処理を施した６μｍ厚のポリエチレンテレフタ
レートフィルムに、乾燥４ 布ｆｉ）が１．０ｇ／ばに
なるように塗布および乾燥して本発明の染料を用いた熱
転写シートを１＝すだ。Example of use Prepare an ink composition for forming a dye-carrying layer with the following composition, apply it to a 6 μm thick polyethylene terephthalate film whose back side has been heat-resistant treated, and dry it so that the drying amount is 1.0 g/bath. The thermal transfer sheet using the dye of the present invention was 1=Suda.
後記第１表の染料 ３部ポリブチ
ラール樹脂 ４．５部メチルエチルケト
ン ４６．２５部トルエン
４６．２５部次に、基材シートとして合成紙（
Ｅ′ｆ油化製、ユボＦＰＧ＃１５０）を用い、この一方
の面にＦ記の組成の塗■液を乾燥時１０．０ｇ／ｍ”に
なる割合で塗布し、１００℃で３０分間乾燥して被転写
材を得た。Dyes listed in Table 1 below 3 parts Polybutyral resin 4.5 parts Methyl ethyl ketone 46.25 parts Toluene
46.25 copies Next, synthetic paper (
Using Yubo FPG #150 (manufactured by E'f Yuka Co., Ltd.), a coating liquid having the composition shown in F was applied to one side at a rate of 10.0 g/m'' when dry, and heated at 100°C for 30 minutes. A transfer material was obtained by drying.
ポリエステル樹脂（Ｖｙｌｏｎ２００、東洋紡製）１１
．５部
塩化ビニル・酢酸ビニル」いＲ合体（ＶＹ間、１１ｃ［
；製）５．０部
アミノ変性シリコーン
（にＦ−：１９：ｌ、信越化学ｆ業製） １．２
部エポキシ変性シリ−コーン
（Ｘ−２２−３４３、イ、１Ｊ！化学工業製）
１．２部メチルエチルケトン／トルエン／シクロヘキサ
／ ：／ （ｆｆｉｒ１１比４：４：２ ）
Ｉ Ｏ２，０ｔｌＳ本発明の染料を含む面記の熱転写
シートとＦ記の被転写材とを、それぞれの染料担持層と
染料受容面とを対向させて徂ね合せ、熱転写シートの裏
面からヘッド印加電圧ｔＯＶ、印字時間４．０１１１Ｓ
ｅＣ，の条件でサーマルヘッドで記録を行い、後記第１
表の結果をｉｌｌだ。Polyester resin (Vylon200, manufactured by Toyobo) 11
．． 5-part vinyl chloride/vinyl acetate R combination (between VY, 11c[
) 5.0 parts Amino-modified silicone (NiF-: 19:1, manufactured by Shin-Etsu Chemical Co., Ltd.) 1.2
Part: Epoxy-modified silicone (X-22-343, I, 1J! Manufactured by Kagaku Kogyo)
1.2 parts methyl ethyl ketone/toluene/cyclohexa/ :/ (ffir11 ratio 4:4:2)
I O2,0tlS The thermal transfer sheet containing the dye of the present invention and the transfer material described in F are laid together with their respective dye-carrying layers and dye-receiving surfaces facing each other, and a head is applied from the back side of the thermal transfer sheet. Voltage tOV, printing time 4.0111S
Recording was performed with a thermal head under the conditions of eC, and as described in Part 1 below.
Ill see the results in the table.
比較使用例
使用例における染料としてＦ記第１表の比較例の染料を
使用し、他は使用例と同様にして下記第１表の結果を得
た。Comparative Examples The dyes in Comparative Examples in Table 1 of Section F were used as the dyes in the Examples, and the other conditions were the same as in the Examples to obtain the results shown in Table 1 below.
γ！； １ ＝”
ｌ Ｉｔ ｎ−ＣａＩｔ、、 ｎ−Ｃ，Ｉｌ、
、 ：１９３１．！１３ ◎ ０２ ＩＩ ｎ
−Ｃ６＋１１．０１１ ｎ−（，１１，２０１１：］６
９１．１０ ０ ０３ Ｉｆ ｎ−（：、、Ｉｆ
２５ｎ−Ｃ，ＩＩ□５５０５１．１０ ◎ ０４ Ｃ
ＩＩ＋ ｎ−Ｃ１，）１１２１ ｎ−に＋ｏｌ１２
＋ ４６３１．４０ ◎ ０５ ＩＩ Ｃｌ０
Ｉ＋２００１１ （：ｌ０１１２００１１４８１０．
９８ ◎ ０６ ＩＩ Ｃ，２１１□４０１１
Ｃｌ２１１２４０１１５５１０．８６ ◎ ０７
（：１１３ Ｃ２１１５Ｇ９１＋、、 ３３７
１．８５ ０ ０８ Ｃ１１３Ｃ２Ｈ，ＩＩ ３５
９１．３５ ０ ０９ Ｃ１１３Ｃ２Ｈ５本２
４１７ １．４７ ◎ ０１０ Ｃ１ｌ：ｌ
に２＋１５ ”３ ４７１１．０２
◎ ０１１ｃＩＩ３ｎ−（：、１１ｏ ｎ−６９１１
＋６ ３６５１．４：ｌ Ｏ０１２Ｃ１ｎ−（：ａｌ
１７ｎ−（：ａｌｌ、ｙ ４８５１．＋３ ◎ ０
１３叶 Ｃ２１１５Ｃｄｌ＋４Ｃ１１３４０１１，５
０◎Ｏ上松例
１ Ｉｆ （：ｌ１３（：Ｉｌ、
１９７１．９４ ｘ ｘ２ Ｉｔ Ｃ
４１１，Ｊ（：４１１９２８１ ２．＋７ ０ ｘ３
（：ｌ１３ ＣＩＩ＋ （：１１
３ ２１１ １．７６ Ｘ Ｘ４１；ｌ１３
ｃ１１２−ｐｈ ｃｌ＋、 ２８７２．０１
０ Ｘｌ−・・分子惰↑ ■・・・発色濃
度■・・・保存性 ■・・・耐光性率Ｉ・−”
（ＣＩ＋２）ＣＯＯ−ｐｈ 傘２−＋＊
（ＣＩ＋２）ｃｏｏ−ｐｈ−ｃｏｏｃｌ＋３ネ３−（（
：１１２）ＣＯＮＩＩ−ｐｈ−（ＣＩ） ２Ｊ−足表の
染料の色相はいずれも音色である。γ! ; 1 = “l It n-CaIt,, n-C, Il,
, :1931. ! 13 ◎ 02 II n
-C6+11.011 n-(,11,2011:]6
91.10 0 03 If n-(:,, If
25n-C, II□55051.10 ◎ 04 C
II+ n-C1,)1121 n-+ol12
+ 4631.40 ◎ 05 II Cl0
I+20011 (:l011200114810.
98 ◎ 06 II C, 211□4011
Cl211240115510.86 ◎ 07
(:113 C2115G91+,, 337
1.85 0 08 C113C2H, II 35
91.35 0 09 C113C2H5 pieces 2
417 1.47 ◎ 010 C1l:l
2+15 ”3 4711.02
◎ 011cII3n-(:, 11o n-6911
+6 3651.4:l O012C1n-(:al
17n-(:all,y 4851.+3 ◎ 0
13 Kano C2115Cdl+4C1134011,5
0◎O Agematsu Example 1 If (:l13(:Il,
1971.94 x x2 It C
411,J(:4119281 2.+7 0 x3
(:l13 CII+ (:11
3 211 1.76 X X41; l13
c112-ph cl+, 2872.01
0
(CI+2)COO-ph Umbrella 2-+*
(CI+2)coo-ph-coocl+3ne3-((
:112) CONII-ph-(CI) 2J-The hue of the dye on the foot surface is a tone color.
尚、前記における発色濃度は米国マクベス社製のデンシ
トメーターＲＤ−９１８で測定した値である。The color density mentioned above is a value measured with a densitometer RD-918 manufactured by Macbeth Corporation in the United States.
保存性は、記録画像を５０℃の雰囲気中に長時間放置し
た後、画像のシャープさが変化せず、また表面を白紙で
ＰｌｌＭしても白紙が着色しないものを◎とし、僅かシ
ャープさが失なわれ社っ僅かに白紙が着色したものをＯ
とし、シャープさが失なわれ、白紙が着色したものを△
とし、画像が不鮮明となり、白紙が著しく着色したもの
を×で表示した。Storage stability is rated ◎ if the sharpness of the image does not change after the recorded image is left in an atmosphere at 50°C for a long time, and the white paper does not become colored even if the surface is blank and the paper does not become colored. The lost company is a slightly colored white paper.
△
The image was unclear and the white paper was markedly colored, which was marked with an "x".
耐光性は、ＪＩＳ Ｌ ０８４２ニ準じ、ＪＩＳ Ｌ
０８４１７７）第二露光法における初期堅牢度が３級以
上のものを◎とし、３級程度のものをＯとし、それ以下
のものを×とした。Light resistance is according to JIS L 0842, JIS L
084177) Those whose initial fastness in the second exposure method was grade 3 or higher were rated ◎, those of about 3 grade were rated O, and those whose initial fastness was grade 3 or higher were rated ×.
Claims (2)
系染料。 ▲数式、化学式、表等があります▼ （但し、上記式中のＲ＿１は水素原子、ハロゲン原子ま
たはアルキル基であり、Ｒ＿２およびＲ＿３のいずれも
が、染料の分子量が３３０以上になる置換または未置換
のアルキル基またはアルコキシ基である。）(1) A styrenic dye for thermal transfer sheets represented by the following general formula. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (However, R_1 in the above formula is a hydrogen atom, a halogen atom, or an alkyl group, and both R_2 and R_3 are substituted or unsubstituted so that the molecular weight of the dye is 330 or more. is an alkyl group or alkoxy group.)
３８０以上になるように選択された基である特許請求の
範囲第（１）項に記載の熱転写シート用スチレン系染料
。(2) The styrenic dye for thermal transfer sheets according to claim (1), wherein R_1, R_2 and R_3 are groups selected such that the molecular weight of the dye is 380 or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61289018A JPS63142062A (en) | 1986-12-05 | 1986-12-05 | Dye for heat transfer sheet |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61289018A JPS63142062A (en) | 1986-12-05 | 1986-12-05 | Dye for heat transfer sheet |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS63142062A true JPS63142062A (en) | 1988-06-14 |
Family
ID=17737763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61289018A Pending JPS63142062A (en) | 1986-12-05 | 1986-12-05 | Dye for heat transfer sheet |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS63142062A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024122629A1 (en) * | 2022-12-08 | 2024-06-13 | 紀和化学工業株式会社 | Dye for dying using supercritical carbon dioxide |
-
1986
- 1986-12-05 JP JP61289018A patent/JPS63142062A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2024122629A1 (en) * | 2022-12-08 | 2024-06-13 | 紀和化学工業株式会社 | Dye for dying using supercritical carbon dioxide |
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