EP0258856B2 - Méthode de transfert de colorant - Google Patents

Méthode de transfert de colorant Download PDF

Info

Publication number
EP0258856B2
EP0258856B2 EP87112630A EP87112630A EP0258856B2 EP 0258856 B2 EP0258856 B2 EP 0258856B2 EP 87112630 A EP87112630 A EP 87112630A EP 87112630 A EP87112630 A EP 87112630A EP 0258856 B2 EP0258856 B2 EP 0258856B2
Authority
EP
European Patent Office
Prior art keywords
alkyl
alkoxy
hydrogen
butyl
benzyl
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.)
Expired - Lifetime
Application number
EP87112630A
Other languages
German (de)
English (en)
Other versions
EP0258856B1 (fr
EP0258856A3 (en
EP0258856A2 (fr
Inventor
Bernhard Dr. Albert
Karl-Heinz Dr. Etzbach
Ruediger Dr. Sens
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=6308996&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EP0258856(B2) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by BASF SE filed Critical BASF SE
Publication of EP0258856A2 publication Critical patent/EP0258856A2/fr
Publication of EP0258856A3 publication Critical patent/EP0258856A3/de
Application granted granted Critical
Publication of EP0258856B1 publication Critical patent/EP0258856B1/fr
Publication of EP0258856B2 publication Critical patent/EP0258856B2/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00—Duplicating or marking methods; Sheet materials for use therein
    • B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
    • B41M5/382—Contact thermal transfer or sublimation processes
    • B41M5/385—Contact thermal transfer or sublimation processes characterised by the transferable dyes or pigments
    • 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 with a heating head with short (duration: fractions of a second) heating pulses from the back, 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.
  • the color recording is carried out using the three subtractive primary colors yellow, magenta and cyan (and possibly black).
  • the dyes In order to enable optimal color recording, the dyes must have the following properties:
  • 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 239292/1985 uses dyes of the formula for the transfer described.
  • R 1 is 1-8 C, alkyl
  • R 2 is H or methyl
  • D is Quinone derivatives of the formula in which R and R 1 denotes 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 technically easily accessible.
  • 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.
  • R 1 and R 2 include, for example: C 1 -C 4 -alkyl such as CH 3 , C 2 H 5 , n-propyl, isopropyl, n-butyl, isobutyl, tertiary-butyl; C i - to C 4 alkoxy such as methoxy, ethoxy, propyloxy, isopropyloxy, n-butyloxy, isobutyloxy, tertiary butyloxy; C i to C 4 alkylthio such as methylthio, ethyl and butylthio and halogen such as bromine, preferably chlorine and fluorine.
  • R 1 can also form a heterocyclic ring together with R, so that can correspond to the following formulas: and
  • C i - to C 4 -alkyl which may be mentioned in detail, for example: methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl.
  • C 1 -C 4 -alkoxy in the alkoxy-bearing substituents are: methoxy, ethoxy, n- and i-propoxy and n- and i-butoxy.
  • the dyes (I) are synthesized by known or per se known methods.
  • 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.
  • 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 support is preferably 3 to 30 ⁇ m. 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. If the logarithm of the absorbance A of the colored polyester films measured at different temperatures (range: 100 to 200 ° C) is plotted against the associated reciprocal absolute temperature, straight lines are obtained, from the slope of which the activation energy AE T for the transfer experiment is calculated:
  • 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 given in Tables 1 to 6 were processed according to Al) or All) 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 AE T.

Landscapes

  • Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)

Claims (9)

1. Procédé de transfert de colorants à partir d'un support, par sublimation/vaporisation au moyen d'une tête thermique, sur un papier revêtu de matière plastique, caractérisé en ce qu'on utilise un support sur lequel se trouvent des colorants de formule générale
Figure imgb0077
dans laquelle
A est mis pour D-N = N- ou
Figure imgb0078
R1 et R2 sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène, un radical alkyle en C1-C4, alcoxy en C1-C2, alkylthio en C1-C4 ou un atome d'halogène, R1 pouvant former, avec R, un noyau hétérocyclique à 5 ou 6 termes, et
R et R' sont mis, indépendamment l'un de l'autre, pour un atome d'hydrogène, un radical alkyle en C1-C4, (alcoxy en C1-C4)-(alkyle en C2), fluoroalkyle en C1-C4, cycloalkyle en C5-C6 ou benzyle, ou
Figure imgb0079
est mis pour un noyau hétérocyclique à 5 ou 6 termes,
D représentant un groupement
Figure imgb0080
R3 représentant CN,
R4 représentant un radical alkyle en C1-C4, phényle, benzyle ou CN,
R5 représentant un radical alkyle en C1-C4, alkylthio en C1-C4, alcoxy en C1-C4, cycloalkyle en C5 ou C6, benzyle, cycloalkylthio en C5 ou C6, cycloalcoxy en C5 ou C6, benzyloxy ou benzylthio,
R6 représentant CN ou -CHO,
R7 représentant un radical alcoxy en C1-C4, alkylthio en C1-C4 ou un atome de chlore et
R8 représentant -CHO ou CN,
R1 et R2 ne pouvant pas être simultanément des atomes d'hydrogène lorsque
A est un groupement
Figure imgb0081
et R5 un reste alkylthio, lorsque
A est un groupement
Figure imgb0082
ou lorsque
A est un groupement
Figure imgb0083
R et R' sont chacun un atome d'hydrogène, un radical alkyle en C1-C4 ou (alcoxy en C1 -C4)-(alkyle en C2).
2. Procédé selon la revendication 1, caractérisé en ce que
R et R' sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène ou pour un radical alkyle en C1-C4, (alcoxy en C1-C4)-(alkyle en C2) ou fluoroalkyle en C1-C4,
R1 et R2 sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène ou pour un radical alkyle en C1-C4 ou alcoxy en C1-C4, et
A est mis pour D-N = N- ou pour
Figure imgb0084
3. Procédé selon la revendication 1 ou 2, caractérisé en ce que
A est mis pour D-N = N-, où D représente
Figure imgb0085
R4 représentant un radical alkyle en C1-C4, phényle, benzyle ou CN et
R5 représentant un radical alkyle en C1-C4, alkylthio en C1-C4, benzyle, cycloalkyle en C5 ou C6, benzylthio ou cycloalkylthio en C5 ou C6.
4. Procédé selon la revendication 1, caractérisé en ce que l'on utilise des colorants de formules générales
Figure imgb0086
ou
Figure imgb0087
dans lesquelles
D est mis pour
Figure imgb0088
R est mis pour un atome d'hydrogène ou pour un radical alkyle en C1-C4, (alcoxy en C1-C4)-(alkyle en C2), fluoroalkyle en C1-C4, cycloalkyle en C5 au C6 ou benzyle,
R4 est mis pour un radical alkyle en C1-C4, phényle, benzyle ou CN et
R5 est mis pour un radical alkyle en C1-C4, alkylthio en C1-C4, benzyle, cycloalkyle en C5 ou C6, benzylthio ou cycloalkylthio en C5 ou C6.
5. Procédé selon la revendication 2, caractérisé en ce que l'on utilise des colorants de formule générale
Figure imgb0089
dans lesquelles
R9 représente un atome d'hydrogène ou un radical alcoxy en C1 -C4 et
R10 et R11 représentent chacun, indépendamment l'un de l'autre, un atome d'hydrogène ou un radical alkyle en C1 -C4.
6. Procédé selon la revendication 4, caractérisé en ce que l'on utilise des colorants dans lesquels
D est mis pour
Figure imgb0090
7. Procédé selon la revendication 2, caractérisé en ce que l'on utilise des colorants de formule générale
Figure imgb0091
dans laquelle R, R', R1, R2 et R4 ont les significations indiquées dans la revendication 1.
8. Procédé selon la revendication 7, caractérisé en ce que
R et R' sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène ou pour un radical alkyle en C1-C4, (alcoxy en C1-C4)-(alkyle en C2) ou fluoroalkyle en C1-C4,
R1 et R2 sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène ou pour un radical alkyle en C1-C4, alcoxy en C1-C4 ou alkylthio en C1-C4, et
R4 est mis pour un radical alkyle en C1-C4, phényle, benzyle ou cyano.
9. Procédé selon la revendication 7, caractérisé en ce que
R et R' sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène ou pour un radical alkyle en Ci -C4 ou benzyle,
R1 et R2 sont mis chacun, indépendamment l'un de l'autre, pour un atome d'hydrogène ou pour un radical alkyle en C1-C4, alcoxy en C1-C4 ou thioalkyle en C1-C4, et
R4 est mis pour un radical alkyle en Ci -C4 ou phényle.
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
DE3630279 1986-09-05
DE19863630279 DE3630279A1 (de) 1986-09-05 1986-09-05 Verfahren zur uebertragung von farbstoffen

Publications (4)

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

Families Citing this family (28)

* 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
EP0301752B1 (fr) * 1987-07-30 1993-12-29 Zeneca Limited Impression par transfert thermique
GB8718431D0 (en) * 1987-08-04 1987-09-09 Ici Plc Thermal transfer printing
DE3818404A1 (de) * 1988-05-31 1989-12-07 Basf Ag Verfahren zur uebertragung von azofarbstoffen
DE3820313A1 (de) * 1988-06-15 1989-12-21 Basf Ag Verfahren zur uebertragung von azofarbstoffen mit einer pyridin-kupplungskomponente
GB8817220D0 (en) * 1988-07-20 1988-08-24 Ici Plc Thermal transfer printing
JPH06104388B2 (ja) * 1988-09-21 1994-12-21 株式会社日立製作所 熱転写シート、その製造方法並びに熱転写方法
EP0441396A1 (fr) * 1990-02-09 1991-08-14 Mitsubishi Kasei Corporation Feuille pour l'enregistrement par transfert thermique et encre pour sa fabrication
DE4004600A1 (de) * 1990-02-15 1991-08-22 Basf Ag Verfahren zur uebertragung von azofarbstoffen
EP0453020B1 (fr) * 1990-04-20 1995-01-18 Agfa-Gevaert N.V. Elément donateur noir pour la sublimation thermique de colorants par transfert
DE4018067A1 (de) * 1990-06-06 1991-12-12 Basf Ag Verwendung von azofarbstoffen fuer den thermotransferdruck
US5081101A (en) * 1990-10-31 1992-01-14 Eastman Kodak Company Yellow dye mixture for thermal color proofing
US5041412A (en) * 1990-12-14 1991-08-20 Eastman Kodak Company Yellow dye mixture for thermal color proofing
US5043317A (en) * 1990-12-14 1991-08-27 Eastman Kodak Company Yellow dye mixture for thermal color proofing
DE4112654A1 (de) * 1991-04-18 1992-10-22 Basf Ag Verfahren zur uebertragung von methinfarbstoffen
US5155088A (en) * 1991-04-30 1992-10-13 Eastman Kodak Company Magenta thiopheneazoaniline dye-donor element for thermal dye transfer
US5369078A (en) * 1991-11-14 1994-11-29 Dai Nippon Printing Co., Ltd. Thermal transfer sheet
US5550098A (en) * 1991-11-14 1996-08-27 Dai Nippon Printing Co., Ltd. Thermal transfer sheet
DE69307042T2 (de) * 1992-07-14 1997-06-26 Agfa Gevaert Nv Farbstoffdonorelement zur Anwendung in der thermischen Farbstoffsublimationsübertragung
EP0593817A1 (fr) * 1992-10-20 1994-04-27 Agfa-Gevaert N.V. Elément donneur de colorant comprenant des colorants de type tricyanovinylaniline
EP0594239B1 (fr) * 1992-10-20 1996-08-07 Agfa-Gevaert N.V. Elément donneur de colorant comprenant des colorants magenta de type tricyanovinylaniline
EP0673320B2 (fr) * 1992-10-21 2000-12-27 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
EP0733487B1 (fr) 1995-01-30 2000-05-24 Agfa-Gevaert N.V. Procédé pour la fabrication de plaques lithographiques ne nécessitant pas de traitement liquide
US5521142A (en) * 1995-09-14 1996-05-28 Minnesota Mining And Manufacturing Company Thermal transfer dye donor element
DE19549852B4 (de) 1995-11-29 2009-06-04 Novartis Ag Cyclosporin enthaltende Präparate
EP0792757B1 (fr) 1996-02-27 2001-06-06 Agfa-Gevaert N.V. Elément donneur de colorant pour utilisation dans un procédé pour l'impression par le transfert thermique
CN111144530A (zh) * 2020-01-17 2020-05-12 白复华 彩色防伪码布标的制备方法

Family Cites Families (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1544391A1 (de) * 1965-12-03 1970-10-08 Basf Ag Verfahren zur Herstellung wasserunloeslicher Monoazofarbstoffe
GB1380104A (en) * 1971-03-01 1975-01-08 Ici Ltd Basic monoazo dyestuffs
GB1379233A (en) * 1971-03-01 1975-01-02 Ici Ltd Disperse monoazo dyestuffs
CH647253A5 (de) 1980-03-13 1985-01-15 Sandoz Ag Azoverbindungen mit einer diazokomponente der thiazolreihe.
EP0042817A1 (fr) * 1980-06-20 1981-12-30 Ciba-Geigy Ag Support provisoire
DE3207290A1 (de) 1981-03-24 1982-10-14 E.C.H. Will (Gmbh & Co), 2000 Hamburg Vorrichtung zum aendern der foerderrichtung einzelner gegenstaende
JPS5978896A (ja) * 1982-10-28 1984-05-07 Mitsubishi Chem Ind Ltd 感熱転写記録用色素
JPH0230665B2 (ja) * 1983-05-31 1990-07-09 Denka Seiken Kk Shinkinakogenteiryoho
JPS59225995A (ja) * 1983-06-08 1984-12-19 Konishiroku Photo Ind Co Ltd 感熱転写記録媒体
JPS6028453A (ja) * 1983-07-27 1985-02-13 Mitsubishi Chem Ind Ltd スチリル系感熱転写記録用色素及び感熱転写シート
JPS6030392A (ja) * 1983-07-28 1985-02-15 Mitsubishi Chem Ind Ltd チアジアゾ−ル系感熱転写記録用色素
DE3400364A1 (de) * 1984-01-07 1985-07-18 Basf Ag, 6700 Ludwigshafen Isothiazolazofarbstoffe
DE3402024A1 (de) 1984-01-21 1985-07-25 Basf Ag, 6700 Ludwigshafen Aminoisothiazolverbindungen
JPS60159091A (ja) * 1984-01-30 1985-08-20 Sumitomo Chem Co Ltd 昇華転写体
JPS60223878A (ja) * 1984-04-23 1985-11-08 Mitsubishi Chem Ind Ltd インキ組成物及び感熱転写シート
JPH0613642B2 (ja) * 1984-04-23 1994-02-23 三菱化成株式会社 感熱転写記録用色素及び感熱転写シート
JPS60229787A (ja) * 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd 感熱記録用転写体
JPS60229788A (ja) * 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd インキ組成物
JPS60229794A (ja) * 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd 転写型感熱記録方法
JPS60229786A (ja) 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd 転写型感熱記録方法
JPS60229791A (ja) * 1984-04-27 1985-11-15 Matsushita Electric Ind Co Ltd 染料転写体
JPS60239290A (ja) * 1984-05-11 1985-11-28 Mitsubishi Chem Ind Ltd 感熱転写用色素及び感熱転写用シート
JPS60239291A (ja) * 1984-05-11 1985-11-28 Mitsubishi Chem Ind Ltd 感熱記録用色素及び感熱記録用シート
JPS60239292A (ja) * 1984-05-11 1985-11-28 Mitsubishi Chem Ind Ltd 感熱転写記録用色素
US4614521A (en) * 1984-06-06 1986-09-30 Mitsubishi Chemical Industries Limited Transfer recording method using reactive sublimable dyes
DE3524519A1 (de) 1984-07-11 1986-01-16 Mitsubishi Chemical Industries Ltd., Tokio/Tokyo Farbstoffe fuer die waermeempfindliche sublimations-transferaufzeichnung
JPS6141596A (ja) * 1984-08-02 1986-02-27 Matsushita Electric Ind Co Ltd 感熱記録転写体用インキ組成物
CH664762A5 (de) * 1984-08-30 1988-03-31 Sandoz Ag Thiophen-azofarbstoffe.
GB8521327D0 (en) * 1985-08-27 1985-10-02 Ici Plc Thermal transfer printing
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

Also Published As

Publication number Publication date
JPS6369693A (ja) 1988-03-29
EP0258856B1 (fr) 1990-11-14
US4999026A (en) 1991-03-12
EP0258856A3 (en) 1988-08-24
DE3766194D1 (de) 1990-12-20
EP0258856A2 (fr) 1988-03-09
JP2677564B2 (ja) 1997-11-17
DE3630279A1 (de) 1988-03-17

Similar Documents

Publication Publication Date Title
EP0258856B2 (fr) Méthode de transfert de colorant
EP0416434B1 (fr) Colorants triazolopyridiniques ainsi qu'un procédé de transfert thermique de colorants méthiniques
EP0273307B1 (fr) Méthode de transfert de colorants cationiques sous leur forme aprotonée et électriquement neutre
EP0346729B1 (fr) Procédé de transfert de colorants azoiques avec un composant de couplage pyridine
DE3872687T2 (de) Thermische farbstoffuebertragungsdruckschichten.
EP0275381B1 (fr) Procédé pour le transfert de colorant par la chaleur
EP0480252B1 (fr) Colorants pyridones et un procédé pour leur transfert thermique
EP0344592B1 (fr) Procédé de transfert de colorants azoiques
EP0442360B1 (fr) Procédé de transfert de colorants azoiques
EP0441208B1 (fr) Utilisation de colorants azoiques pour l'impression thermique
EP0479076B1 (fr) Procédé pour le transfert des colorants indoanilines
DE3880270T2 (de) Thermische farbstoffuebertragungsschicht.
EP0384225B1 (fr) Application de colorants pour le procédé de transfert par sublimation
EP0462447B1 (fr) Utilisation de colorants azoiques pour l'impression par transfert thermique
EP0509302B1 (fr) Procédé pour le transfert de colorants méthiniques
EP0479068B1 (fr) Colorants de type quinoléine méthine et procédé pour leur transformation thermique
EP0420036B1 (fr) Utilisation de colorants azoiques pour l'impression par transfert thermique
EP0490225B1 (fr) Utilisation de colorants anthraquinoniques pour l'impression par transfert thermique
EP0480278B1 (fr) Utilisation de colorants d'anthraquinones pour l'impression par transfert thermique
EP0567829A1 (fr) Procédé pour le transfert de colorants anthraquinoniques
DE4114456A1 (de) N-aminopyridonfarbstoffe

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

AK Designated contracting states

Kind code of ref document: A2

Designated state(s): CH DE FR GB IT LI

PUAL Search report despatched

Free format text: ORIGINAL CODE: 0009013

AK Designated contracting states

Kind code of ref document: A3

Designated state(s): CH DE FR GB IT LI

17P Request for examination filed

Effective date: 19880901

17Q First examination report despatched

Effective date: 19900222

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): CH DE FR GB IT LI

ITF It: translation for a ep patent filed

Owner name: ING. C. GREGORJ S.P.A.

REF Corresponds to:

Ref document number: 3766194

Country of ref document: DE

Date of ref document: 19901220

GBT Gb: translation of ep patent filed (gb section 77(6)(a)/1977)
ET Fr: translation filed
PLBI Opposition filed

Free format text: ORIGINAL CODE: 0009260

ITTA It: last paid annual fee
ET1 Fr: translation filed ** revision of the translation of the patent or the claims
26 Opposition filed

Opponent name: IMPERIAL CHEMICAL INDUSTRIES PLC

Effective date: 19910809

GBTC Gb: corrected translation (of ep patent) filed (gb section 80(3)/1977)
PUAH Patent maintained in amended form

Free format text: ORIGINAL CODE: 0009272

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: PATENT MAINTAINED AS AMENDED

27A Patent maintained in amended form

Effective date: 19941207

AK Designated contracting states

Kind code of ref document: B2

Designated state(s): CH DE FR GB IT LI

REG Reference to a national code

Ref country code: CH

Ref legal event code: AEN

GBTA Gb: translation of amended ep patent filed (gb section 77(6)(b)/1977)

Effective date: 19941221

ITF It: translation for a ep patent filed

Owner name: ING. C. GREGORJ S.P.A.

ET3 Fr: translation filed ** decision concerning opposition
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: CH

Payment date: 19970805

Year of fee payment: 11

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980831

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 19980831

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: FR

Payment date: 20010713

Year of fee payment: 15

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: DE

Payment date: 20010811

Year of fee payment: 15

PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 20010817

Year of fee payment: 15

REG Reference to a national code

Ref country code: GB

Ref legal event code: IF02

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20020829

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DE

Free format text: LAPSE BECAUSE OF THE APPLICANT RENOUNCES

Effective date: 20020924

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20020829

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20030430

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES;WARNING: LAPSES OF ITALIAN PATENTS WITH EFFECTIVE DATE BEFORE 2007 MAY HAVE OCCURRED AT ANY TIME BEFORE 2007. THE CORRECT EFFECTIVE DATE MAY BE DIFFERENT FROM THE ONE RECORDED.

Effective date: 20050829