EP0258856A2 - Méthode de transfert de colorant - Google Patents

Méthode de transfert de colorant Download PDF

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Publication number
EP0258856A2
EP0258856A2 EP87112630A EP87112630A EP0258856A2 EP 0258856 A2 EP0258856 A2 EP 0258856A2 EP 87112630 A EP87112630 A EP 87112630A EP 87112630 A EP87112630 A EP 87112630A EP 0258856 A2 EP0258856 A2 EP 0258856A2
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EP
European Patent Office
Prior art keywords
alkyl
alkoxy
hydrogen
phenyl
dyes
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EP87112630A
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German (de)
English (en)
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EP0258856B2 (fr
EP0258856B1 (fr
EP0258856A3 (en
Inventor
Bernhard Dr. Albert
Karl-Heinz Dr. Etzbach
Ruediger Dr. Sens
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BASF SE
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BASF SE
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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
    • 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
    • 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
    • B41M5/388—Azo dyes
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/922—Polyester fiber

Definitions

  • a transfer sheet which contains a sublimable dye, optionally together with a binder on a support, is heated from the back with a heating head with short (duration: fractions of a second) heating pulses, the dye subliming or evaporating and on a recording medium is transferred.
  • the main advantage of this method is that it is easy to control the amount of dye to be transferred (and thus the color gradation) by adjusting the energy to be delivered to the heating head.
  • JP-A 159091/1985 describes dyes of the formula in which R is alkyl, aralkyl, aryl or a 5- / 6-membered carbocyclic ring means described for this purpose.
  • JP-A 30392/1985 are dyes of the formula known in which R, R1 and R2 are allyl, alkyl, alkoxyalkyl and XH, methyl.
  • JP-A 229786/1985 describes dyes of the formula in which R and R1 are methyl, ethyl, propyl or butyl and XH or methyl mean described for this application.
  • JP-A 239292/1985 uses dyes of the formula for the transfer described.
  • R1 is 1-8 C, alkyl
  • R2 is H or methyl
  • D is Quinone derivatives of the formula in which R and R 1 is methyl, ethyl, propyl or butyl are described for this application in JP-A 229 786/1985.
  • the invention had for its object to provide dyes which are easily sublimable or evaporable under the conditions of a thermal head, which do not undergo thermal and photochemical decomposition, which can be processed into printing inks and which meet the color requirements.
  • the dyes should be easily accessible technically.
  • the dyes used in the process according to the invention are distinguished by better sublimability, in some cases higher light fastness or by higher resistance to chemical substances.
  • R1 and R2 in addition to hydrogen, for example: C1- to C1-alkyl such as CH3, C2H5, n-propyl, isopropyl, n-butyl, isobutyl, tertiary-butyl; C1 to C4 alkoxy such as methoxy, ethoxy, propyloxy, isopropyloxy, n-butyloxy, isobutyloxy, tertiary butyloxy; C1 to C4 alkylthio such as methylthio, ethyl and butylthio and halogen such as bromine, preferably chlorine and fluorine.
  • R1 can also form a heterocyclic ring together with R, so that can correspond to the following formulas:
  • R and R ⁇ independently of one another for hydrogen or for C1- to C6-alkyl, optionally by C1- to C4-alkoxy, C1- to C4-alkoxycarbonyl, C1- to C4-alkoxycarbonyloxy, C2- to C5-alkanoyloxy, C1- to C4-Alkoxy-C2- or C3-alkoxycarbonyloxy, hydroxy, cyano, halogen, phenyl or C5- or C6-cycloalkyl is substituted.
  • C1 to C6 alkyl e.g. To name: methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, n-pentyl, i-pentyl, n-hexyl, i-hexyl.
  • halogen come as substituents on C1 to C6 alkyl, bromine, chlorine, preferably fluorine.
  • C2- to C5-alkanoyl examples include acetyl, propionyl, butanoyl and pentanoyl.
  • R ⁇ and R can also be phenyl, which is optionally substituted by methyl or methoxy, C5-C6-cycloalkyl or benzyl.
  • Suitable substituted C1 to C6 alkyl include: 2-hydroxyethyl, 2- and 3-hydroxypropyl, 3- and 4-hydroxybutyl; 2-cyanoethyl, 3-cyanopropyl and 4-cyanobutyl; Benzyl, 2-phenylethyl, 2- and 3-phenylpropyl; Methoxyethyl, 2- and 3-methoxypropyl, ethoxyethyl, n- and i-propoxyethyl, n- and i-butoxyethyl; 2-acetoxyethyl, 2-propanoyloxyethyl, 2-butanoyloxyethyl and 2-pentanoyloxyethyl, 2- and 3-acetoxypropyl, 2- and 3-propanoyloxypropyl, 2- and 3-butanoyloxypropyl and 2- and 3-pentanoyloxypropyl; 2- (methoxycarbonyl) ethyl, 2- (ethoxycarbon
  • Optionally substituted phenyl for R and R ⁇ are phenyl, 2- and 4-methylphenyl and 2- and 4-methoxyphenyl.
  • R ⁇ is preferably methyl, in particular hydrogen. can also be used for heterocyclic radicals such as stand.
  • R3 stands for hydrogen or CN.
  • R4 C1 to C4 alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary butyl, phenyl, benzyl or CN
  • R5 C1- to C4-alkyl such as, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary-butyl, C1- to C4-alkoxy such as, methoxy, ethoxy, propyloxy, isopropyloxy, n-butyloxy, isobutyloxy , tertiary-butyloxy, C1-to C Alkyl-alkylthio, benzyl, C5- or C6-cycloalkyl, C5- or C6-cycloalkylthio, C5- or C6
  • Dyes of the formula: in the R9 is hydrogen, C1- to C4alkoxy such as methoxy, ethoxy, n-propyloxy, isopropyloxy, n-butyloxy, isobutyloxy, tertiary-butyloxy, R10 and R11 independently of one another are hydrogen, C1- to C4-alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary-butyl C1- to C4-alkoxycarbonyl-ethyl or C2- to C5-alkanoyloxyethyl, as well as those of the formulas (IIIa), (IIIb), (IIIc) and (IIId), in which D for R represents hydrogen, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary butyl
  • Dyes of the formula are also particularly preferred in the R, R ⁇ independently of one another hydrogen, C1- to C4-alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl and tertiary-butyl, phenyl, C2- to C5-alkanoyloxyethyl, C1- to C4-alkoxy- carbonyl-ethyl, C1- to C4-alkoxycarbonyloxyethyl, benzene or cyanoethyl, R1 and R2 independently of one another hydrogen, C1- to C4-alkyl such as methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tertiary-butyl, C1- to C4-alkoxy such as methoxy, ethoxy, n-propyloxy, isopropyl
  • the dyes (I) are synthesized by known processes or processes known per se.
  • Azo dyes of the general formula (V), in which R, R ⁇ , R1, R2 and R4 have the meaning given above, are prepared by the process described in DE-OS 32 07 290.
  • Azo dyes (I) with and R5 alkylthio were synthesized by the method described in DE-C 15 44 391.
  • Azo dyes (I) with were synthesized by the method described in DE-A 31 08 077 and 35 29 831.
  • Dyes of the type were developed according to the method described by Mc Kusick et al., J. Am. Chem. Soc. (1958), 80 , 2806 described process by reacting the corresponding aniline derivatives with tetracyanoethylene.
  • Dyes (I) in which A for stands, were obtained by known processes by reacting corresponding p-formyl anilines with malodinitrile.
  • the dyes are in a suitable solvent, e.g. Chlorobenzene or isobutanol processed with a binder to form a printing ink.
  • a suitable solvent e.g. Chlorobenzene or isobutanol processed with a binder to form a printing ink.
  • the printing ink is applied to the inert carrier using a doctor blade and the dyeing is air-dried.
  • binders e.g. Ethyl cellulose, polysulfones or polyethersulfones into consideration.
  • Inert carriers are e.g. Tissue paper, blotting paper or glassine paper as well as plastic films with good heat resistance, e.g. optionally metal-coated polyester, polyamide or polyimide.
  • the thickness of the carrier is preferably 3 to 30 microns. Further suitable carrier materials, binders and solvents for the production of the printing inks are described in DE-A
  • the transfer takes place by means of a thermal head, which must deliver sufficient heating power so that the dye is transferred within a few milliseconds.
  • the paper layer (donor) coated with the dye to be tested is placed with the dye layer on an 80 ⁇ m thick polyester film (receiver) and pressed on.
  • the encoder / receiver is then wrapped with aluminum foil and heated between two heated plates for 30 seconds.
  • the amount of dye migrated into the PES film is determined photometrically. You wear it the logarithm of the absorbance A of the colored polyester films measured at different temperatures (range: 100 to 200 ° C) against the associated reciprocal absolute temperature, this gives straight lines, from the slope of which the activation energy ⁇ E T is calculated for the transfer experiment:
  • the temperature T * [° C.] is additionally taken from the plots at which the extinction A of the colored polyester film reaches the value 1.
  • the dyes specified in Tables 1 to 6 were processed according to AI) or AII) and the dye-coated supports obtained according to B) were tested for the sublimation behavior.
  • the table shows the color shade on polyester as well as the thermal transfer parameters T * and ⁇ E T.
  • Fig. 1 the values are in the form log A against [k ⁇ 1] represented graphically.

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  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)
EP87112630A 1986-09-05 1987-08-29 Méthode de transfert de colorant Expired - Lifetime EP0258856B2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863630279 DE3630279A1 (de) 1986-09-05 1986-09-05 Verfahren zur uebertragung von farbstoffen
DE3630279 1986-09-05

Publications (4)

Publication Number Publication Date
EP0258856A2 true EP0258856A2 (fr) 1988-03-09
EP0258856A3 EP0258856A3 (en) 1988-08-24
EP0258856B1 EP0258856B1 (fr) 1990-11-14
EP0258856B2 EP0258856B2 (fr) 1994-12-07

Family

ID=6308996

Family Applications (1)

Application Number Title Priority Date Filing Date
EP87112630A Expired - Lifetime EP0258856B2 (fr) 1986-09-05 1987-08-29 Méthode de transfert de colorant

Country Status (4)

Country Link
US (1) US4999026A (fr)
EP (1) EP0258856B2 (fr)
JP (1) JP2677564B2 (fr)
DE (2) DE3630279A1 (fr)

Cited By (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0301752A2 (fr) * 1987-07-30 1989-02-01 Zeneca Limited Impression par transfert thermique
EP0302628A2 (fr) * 1987-08-04 1989-02-08 Imperial Chemical Industries Plc Impression par transfert thermique
EP0352006A2 (fr) * 1988-07-20 1990-01-24 Imperial Chemical Industries Plc L'impression par transfert thermique
US4939118A (en) * 1988-06-15 1990-07-03 Basf Aktiengesellschaft Transfer of azo dyes having a pyridine coupling component
US5037798A (en) * 1988-05-31 1991-08-06 Basf Aktiengesellschaft Transfer of AZO dyes
EP0441396A1 (fr) * 1990-02-09 1991-08-14 Mitsubishi Kasei Corporation Feuille pour l'enregistrement par transfert thermique et encre pour sa fabrication
EP0442360A1 (fr) * 1990-02-15 1991-08-21 BASF Aktiengesellschaft Procédé de transfert de colorants azoiques
EP0453020A1 (fr) * 1990-04-20 1991-10-23 Agfa-Gevaert N.V. Elément donateur noir pour la sublimation thermique de colorants par transfert
US5071824A (en) * 1988-09-21 1991-12-10 Hitachi, Ltd. Heat transfer sheet, method for producing it, and method of heat transfer
EP0460463A1 (fr) * 1990-06-06 1991-12-11 BASF Aktiengesellschaft Utilisation de colorants azoiques pour l'impression par transfert thermique
EP0483801A1 (fr) * 1990-10-31 1992-05-06 Eastman Kodak Company Mélange de colorant jaune pour epreuve coloré obtenu par le procédé thermique
EP0490338A1 (fr) * 1990-12-14 1992-06-17 Eastman Kodak Company Mélange de colorants jaunes pour l'épreuve en couleurs par le procédé thermique
EP0490339A1 (fr) * 1990-12-14 1992-06-17 Eastman Kodak Company Mélange de colorants jaunes pour l'épreuve en couleurs par le procédé thermique
EP0550817A2 (fr) * 1991-11-14 1993-07-14 Dai Nippon Printing Co., Ltd. Feuille pour le transfert thermique
US5256624A (en) * 1991-04-18 1993-10-26 Basf Aktiengesellschaft Transfer of methine dyes
EP0593817A1 (fr) * 1992-10-20 1994-04-27 Agfa-Gevaert N.V. Elément donneur de colorant comprenant des colorants de type tricyanovinylaniline
EP0594239A1 (fr) * 1992-10-20 1994-04-27 Agfa-Gevaert N.V. Elément donneur de colorant comprenant des colorants magenta de type tricyanovinylaniline
WO1994008797A1 (fr) * 1992-10-21 1994-04-28 Imperial Chemical Industries Plc Impression par transfert thermique et par diffusion de colorant
EP0701907A1 (fr) 1994-09-13 1996-03-20 Agfa-Gevaert N.V. Elément donneur de colorant pour utilisation dans un procédé de transfert thermique de colorant
US5550098A (en) * 1991-11-14 1996-08-27 Dai Nippon Printing Co., Ltd. Thermal transfer sheet
EP0733487A2 (fr) 1995-01-30 1996-09-25 Agfa-Gevaert N.V. Procédé pour la fabrication de plaques lithographiques ne nécessitant pas de traitement liquide
EP0792757A1 (fr) 1996-02-27 1997-09-03 Agfa-Gevaert N.V. Elément donneur de colorant pour utilisation dans un procédé pour l'impression par le transfert thermique
US6951841B2 (en) 1995-11-29 2005-10-04 Novartis Ag Pharmaceutical compositions of macrolides or cyclosporine with a polyethoxylated saturated hydroxy-fatty acid

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5162045A (en) * 1986-09-05 1992-11-10 Basf Aktiengesellschaft Transferring dyes for thermal printing
US5155088A (en) * 1991-04-30 1992-10-13 Eastman Kodak Company Magenta thiopheneazoaniline dye-donor element for thermal dye transfer
ATE147018T1 (de) * 1992-07-14 1997-01-15 Agfa Gevaert Nv Farbstoffdonorelement zur anwendung in der thermischen farbstoffsublimationsübertragung
US5521142A (en) * 1995-09-14 1996-05-28 Minnesota Mining And Manufacturing Company Thermal transfer dye donor element
CN111144530B (zh) * 2020-01-17 2024-10-11 白复华 彩色防伪码布标的制备方法

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Publication number Priority date Publication date Assignee Title
DE1544391A1 (de) 1965-12-03 1970-10-08 Basf Ag Verfahren zur Herstellung wasserunloeslicher Monoazofarbstoffe
DE3108077A1 (de) 1980-03-13 1982-01-21 Sandoz-Patent-GmbH, 7850 Lörrach "thiazolyl-azofarbstoffe"
DE3207290A1 (de) 1981-03-24 1982-10-14 E.C.H. Will (Gmbh & Co), 2000 Hamburg Vorrichtung zum aendern der foerderrichtung einzelner gegenstaende
DE3402024A1 (de) 1984-01-21 1985-07-25 Basf Ag, 6700 Ludwigshafen Aminoisothiazolverbindungen
JPS60229786A (ja) 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd 転写型感熱記録方法
DE3524519A1 (de) 1984-07-11 1986-01-16 Mitsubishi Chemical Industries Ltd., Tokio/Tokyo Farbstoffe fuer die waermeempfindliche sublimations-transferaufzeichnung
DE3529831A1 (de) 1984-08-30 1986-03-13 Sandoz-Patent-GmbH, 7850 Lörrach Thiophen-azofarbstoffe

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US4698651A (en) * 1985-12-24 1987-10-06 Eastman Kodak Company Magenta dye-donor element used in thermal dye transfer
US4701439A (en) * 1985-12-24 1987-10-20 Eastman Kodak Company Yellow dye-donor element used in thermal dye transfer

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DE1544391A1 (de) 1965-12-03 1970-10-08 Basf Ag Verfahren zur Herstellung wasserunloeslicher Monoazofarbstoffe
DE3108077A1 (de) 1980-03-13 1982-01-21 Sandoz-Patent-GmbH, 7850 Lörrach "thiazolyl-azofarbstoffe"
DE3207290A1 (de) 1981-03-24 1982-10-14 E.C.H. Will (Gmbh & Co), 2000 Hamburg Vorrichtung zum aendern der foerderrichtung einzelner gegenstaende
DE3402024A1 (de) 1984-01-21 1985-07-25 Basf Ag, 6700 Ludwigshafen Aminoisothiazolverbindungen
JPS60229786A (ja) 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd 転写型感熱記録方法
DE3524519A1 (de) 1984-07-11 1986-01-16 Mitsubishi Chemical Industries Ltd., Tokio/Tokyo Farbstoffe fuer die waermeempfindliche sublimations-transferaufzeichnung
DE3529831A1 (de) 1984-08-30 1986-03-13 Sandoz-Patent-GmbH, 7850 Lörrach Thiophen-azofarbstoffe

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Cited By (33)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0301752A3 (en) * 1987-07-30 1990-05-16 Imperial Chemical Industries Plc Thermal transfer printing
EP0301752A2 (fr) * 1987-07-30 1989-02-01 Zeneca Limited Impression par transfert thermique
EP0302628A2 (fr) * 1987-08-04 1989-02-08 Imperial Chemical Industries Plc Impression par transfert thermique
EP0302628A3 (en) * 1987-08-04 1990-04-25 Imperial Chemical Industries Plc Thermal transfer printing
US5037798A (en) * 1988-05-31 1991-08-06 Basf Aktiengesellschaft Transfer of AZO dyes
US4939118A (en) * 1988-06-15 1990-07-03 Basf Aktiengesellschaft Transfer of azo dyes having a pyridine coupling component
EP0352006A2 (fr) * 1988-07-20 1990-01-24 Imperial Chemical Industries Plc L'impression par transfert thermique
EP0352006A3 (en) * 1988-07-20 1990-04-25 Imperial Chemical Industries Plc Thermal transfer printing
US5071824A (en) * 1988-09-21 1991-12-10 Hitachi, Ltd. Heat transfer sheet, method for producing it, and method of heat transfer
EP0441396A1 (fr) * 1990-02-09 1991-08-14 Mitsubishi Kasei Corporation Feuille pour l'enregistrement par transfert thermique et encre pour sa fabrication
US5145828A (en) * 1990-02-15 1992-09-08 Basf Aktiengesellschaft Transfer of azo dyes
EP0442360A1 (fr) * 1990-02-15 1991-08-21 BASF Aktiengesellschaft Procédé de transfert de colorants azoiques
EP0453020A1 (fr) * 1990-04-20 1991-10-23 Agfa-Gevaert N.V. Elément donateur noir pour la sublimation thermique de colorants par transfert
EP0460463A1 (fr) * 1990-06-06 1991-12-11 BASF Aktiengesellschaft Utilisation de colorants azoiques pour l'impression par transfert thermique
US5200386A (en) * 1990-06-06 1993-04-06 Basf Aktiengesellschaft Azo dyes for thermotransfer printing
EP0483801A1 (fr) * 1990-10-31 1992-05-06 Eastman Kodak Company Mélange de colorant jaune pour epreuve coloré obtenu par le procédé thermique
EP0490338A1 (fr) * 1990-12-14 1992-06-17 Eastman Kodak Company Mélange de colorants jaunes pour l'épreuve en couleurs par le procédé thermique
EP0490339A1 (fr) * 1990-12-14 1992-06-17 Eastman Kodak Company Mélange de colorants jaunes pour l'épreuve en couleurs par le procédé thermique
US5256624A (en) * 1991-04-18 1993-10-26 Basf Aktiengesellschaft Transfer of methine dyes
EP0550817A2 (fr) * 1991-11-14 1993-07-14 Dai Nippon Printing Co., Ltd. Feuille pour le transfert thermique
EP0550817A3 (fr) * 1991-11-14 1993-07-28 Dai Nippon Printing Co., Ltd. Feuille pour le transfert thermique
US5369078A (en) * 1991-11-14 1994-11-29 Dai Nippon Printing Co., Ltd. Thermal transfer sheet
US5607895A (en) * 1991-11-14 1997-03-04 Dai Nippon Printing Co., Ltd. Thermal transfer sheet
US5550098A (en) * 1991-11-14 1996-08-27 Dai Nippon Printing Co., Ltd. Thermal transfer sheet
EP0593817A1 (fr) * 1992-10-20 1994-04-27 Agfa-Gevaert N.V. Elément donneur de colorant comprenant des colorants de type tricyanovinylaniline
EP0594239A1 (fr) * 1992-10-20 1994-04-27 Agfa-Gevaert N.V. Elément donneur de colorant comprenant des colorants magenta de type tricyanovinylaniline
US5518983A (en) * 1992-10-21 1996-05-21 Imperial Chemical Industries Plc Dye diffusion thermal transfer printing
WO1994008797A1 (fr) * 1992-10-21 1994-04-28 Imperial Chemical Industries Plc Impression par transfert thermique et par diffusion de colorant
US5635442A (en) * 1992-10-21 1997-06-03 Imperial Chemical Industries Plc Dye diffusion thermal transfer printing
EP0701907A1 (fr) 1994-09-13 1996-03-20 Agfa-Gevaert N.V. Elément donneur de colorant pour utilisation dans un procédé de transfert thermique de colorant
EP0733487A2 (fr) 1995-01-30 1996-09-25 Agfa-Gevaert N.V. Procédé pour la fabrication de plaques lithographiques ne nécessitant pas de traitement liquide
US6951841B2 (en) 1995-11-29 2005-10-04 Novartis Ag Pharmaceutical compositions of macrolides or cyclosporine with a polyethoxylated saturated hydroxy-fatty acid
EP0792757A1 (fr) 1996-02-27 1997-09-03 Agfa-Gevaert N.V. Elément donneur de colorant pour utilisation dans un procédé pour l'impression par le transfert thermique

Also Published As

Publication number Publication date
JPS6369693A (ja) 1988-03-29
DE3630279A1 (de) 1988-03-17
DE3766194D1 (de) 1990-12-20
US4999026A (en) 1991-03-12
EP0258856B2 (fr) 1994-12-07
EP0258856B1 (fr) 1990-11-14
JP2677564B2 (ja) 1997-11-17
EP0258856A3 (en) 1988-08-24

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