EP0523474B1 - Support récepteur de colorant pour le procédé d'impression par thermosublimation - Google Patents

Support récepteur de colorant pour le procédé d'impression par thermosublimation Download PDF

Info

Publication number
EP0523474B1
EP0523474B1 EP19920111298 EP92111298A EP0523474B1 EP 0523474 B1 EP0523474 B1 EP 0523474B1 EP 19920111298 EP19920111298 EP 19920111298 EP 92111298 A EP92111298 A EP 92111298A EP 0523474 B1 EP0523474 B1 EP 0523474B1
Authority
EP
European Patent Office
Prior art keywords
hydroxyphenyl
bis
polycarbonate
dye acceptor
formula
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
EP19920111298
Other languages
German (de)
English (en)
Other versions
EP0523474A1 (fr
Inventor
Rolf Wehrmann
Robert Bloodworth
Geert Defieuw
Herman Uytterhoeven
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.)
Agfa Gevaert AG
Original Assignee
Agfa Gevaert AG
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
Application filed by Agfa Gevaert AG filed Critical Agfa Gevaert AG
Publication of EP0523474A1 publication Critical patent/EP0523474A1/fr
Application granted granted Critical
Publication of EP0523474B1 publication Critical patent/EP0523474B1/fr
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • B41M5/50Recording sheets characterised by the coating used to improve ink, dye or pigment receptivity, e.g. for ink-jet or thermal dye transfer recording
    • B41M5/52Macromolecular coatings
    • B41M5/5263Macromolecular coatings characterised by the use of polymers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • B41M5/5272Polyesters; Polycarbonates
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/913Material designed to be responsive to temperature, light, moisture
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/914Transfer or decalcomania
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31507Of polycarbonate

Definitions

  • the present invention relates to a color acceptor element for the thermal sublimation printing process.
  • thermo sublimation printing process There are a number of methods for printing out video or computer-stored images, of which the thermal sublimation printing process has proven to be superior in certain requirements due to its advantages over other processes.
  • a sheet-like or ribbon-shaped donor material which contains a dye capable of sublimation is brought into contact with a dye (dye) acceptor layer and heated imagewise to transfer the dye.
  • the thermal head is controlled and the dye is transferred from the donor material to the acceptor element in accordance with the stored template.
  • a detailed description of the process can be found, for example, in "High Quality Image Recording by Sublimation Transfer Recording Material", Electronic Photography Association Documents 27 (2), 1988, and the literature cited therein.
  • a particular advantage of this printing process is the ability to fine-tune color intensities.
  • Color acceptor elements for thermal sublimation printing usually include a backing, e.g. Paper or transparent foils that are coated with the actual color acceptor layer.
  • An adhesive layer can be applied between the base and the acceptor layer.
  • US-A-4 705 522 discloses polycarbonate, polyurethane, polyester, polyvinyl chloride, poly (styrene-co-acrylonitrile), polycaprolactone and mixtures thereof for the color acceptor layer.
  • EP-A-0 228 066 describes a color acceptor layer with improved light stability, which contains a mixture of polycaprolactone or a linear aliphatic polyester with poly (styrene-co-acrylonitrile) and / or bisphenol-A polycarbonate.
  • EP-A-0 227 094 describes a color acceptor element based on bisphenol A polycarbonate which can be processed into layers with a particularly low surface roughness at a molecular weight of the polycarbonate of greater than 25,000. From US-A-4 927 803 a polycarbonate receiving layer is known in which the polycarbonate is built up from bisphenol-A and non-aromatic diols.
  • the color acceptor layers currently available do not yet sufficiently meet the requirements for high color density, adequate image stability and good resolution. It is particularly difficult to achieve high color density and sufficient image stability with minimal lateral diffusion.
  • the object of the invention was to provide a color acceptor element for the thermal sublimation printing process which does not have the disadvantages mentioned above.
  • the object is achieved by using a special polymer in the color acceptor element.
  • the preferred alkyl radical is methyl; the X atoms in the ⁇ -position to the di-phenyl-substituted C atom (C-1) are preferably not dialkyl-substituted, whereas the alkyl disubstitution in the ⁇ -position to C-1 is preferred.
  • the bis (hydroxyphenyl) cycloalkanes of the formula I can be prepared in a manner known per se by condensation of phenols of the formula V. and ketones of formula VI are prepared, wherein in the formulas V and VI X, R1, R2, R3, R4 and m have the meaning given for formula I.
  • the phenols of the formula V are either known from the literature or can be obtained by processes known from the literature (see, for example, for cresols and xylenols, Ullmanns Encyklopadie der Technochemische Chemie 4th revised and expanded edition volume 15, pages 61-77, Verlag Chemie-Weinheim-New York 1978; for chlorophenols Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, Verlag Chemie, 1975, Volume 9, pages 573-582; and for alkylphenols, Ullmann's Encyclopedia of Industrial Chemistry, 4th edition, Verlag Chemie 1979, Volume 18, pages 191-214).
  • Suitable phenols of the formula V are: phenol, o-cresol, m-cresol, 2,6-dimethylphenol, 2-chlorophenol, 3-chlorophenol, 2,6-dichlorophenol, 2-cyclohexylphenol, diphenylphenol and o- or p- Benzylphenols.
  • ketones of the formula VI are known from the literature, see for example Beilsteins Handbuch der Organischen Chemie, 7th volume, 4th edition, Springer-Verlag, Berlin, 1925 and the corresponding supplementary volumes 1 to 4, and J. Am. Chem. Soc. Vol 79 (1957), pages 1488, 1490 and 1491; U.S. Patent 2,692,289; Allen et al., J. Chem. Soc., (1954), 2186, 2191 and J Org. Chem, Vol. 38, No. 26, (1973), pages 4431 ff; J. Am. Chem. Soc. 87 , (1965), page 1353 ff, in particular page 1355.
  • a general process for the preparation of ketones of the formula VI is described, for example, in "Organikum, 15th edition, 1977, VEB-Deutscher Verlag dermaschineen, Berlin, for example page 698.” .
  • ketones of the formula VI are: 3,3-dimethylcyclopentanone, 2,2-dimethylcyclohexanone, 3,3-dimethylcyclohexanone, 4,4-dimethylcyclohexanone, 3-ethyl-3-methylcyclopentanone, 2,3,3-trimethylcyclopentanone, 2,4,4-trimethylcyclopentanone, 3, 3,4-trimethylcyclopentanone, 3,3-dimethylcycloheptanone, 4,4-dimethylcycloheptanone, 3-ethyl-3-methylcyclohexanone, 4-ethyl-4-methylcyclohexanone, 2,3,3-trimethylcyclohexanone, 2,4,4-trimethylcyclohexanone, 3,3,4-trimethylcyclohexanone, 2,5,5-trimethylcyclohexanone, 3,3,5-trimethylcyclohexanone, 3,4,4-trimethylcyclohexanone, 2,3,3,4-tetramethylcycl
  • ketones are The preparation of suitable diphenols (I) is described, for example, in DE-A-3 832 396.
  • the diphenols are used for the production of high molecular weight thermoplastic aromatic polycarbonates (polycarbonates according to the invention).
  • Both a diphenol of the formula I to form homopolycarbonates and a plurality of diphenols of the formula I to form copolycarbonates can be used.
  • diphenols (I) can also be used in a mixture with other diphenols, for example with those of the formula HO-Z-OH (VII), for the production of high-molecular, thermoplastic, aromatic polycarbonates.
  • Suitable other diphenols of the formula HO-Z-OH (VII) are those in which Z is an aromatic radical having 6 to 30 carbon atoms, which may contain one or more aromatic nuclei, may be substituted and aliphatic radicals or other cycloaliphatic radicals than that of formula I or heteroatoms as bridge members.
  • diphenols (VII) Hydroquinone, Resorcinol, Dihydroxydiphenyls, Bis (hydroxyphenyl) alkanes, Bis (hydroxyphenyl) cycloalkanes, Bis (hydroxyphenyl) sulfides, Bis (hydroxyphenyl) ether, Bis (hydroxyphenyl) ketones, Bis (hydroxyphenyl) sulfones, Bis (hydroxyphenyl) sulfoxides, ⁇ , ⁇ '-bis (hydroxyphenyl) diisopropylbenzenes as well as their nuclear alkylated and nuclear halogenated compounds.
  • Preferred other diphenols are, for example: 4,4'-dihydroxydiphenyl, 2,2-bis (4-hydroxyphenyl) propane, 2,4-bis (4-hydroxyphenyl) -2-methylbutane, 1,1-bis (4-hydroxyphenyl) cyclohexane, ⁇ , ⁇ '-bis (4-hydroxyphenyl) -p-diisopropylbenzene, 2,2-bis (3-methyl-4-hydroxyphenyl) propane, 2,2-bis (3-chloro-4-hydroxyphenyl) propane, Bis- (3,5-dimethyl-4-hydroxyphenyl) methane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, Bis (3,5-dimethyl-4-hydroxyphenyl) sulfone, 2,4-bis (3,5-dimethyl-4-hydroxyphenyl) -2-methylbutane, 1,1-bis (3,5-dimethyl-4-hydroxyphenyl) cyclohexane, ⁇ , ⁇ '-
  • Particularly preferred diphenols (VII) are, for example: 2,2-bis (4-hydroxyphenyl) propane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, 2,2-bis (3,5-dichloro-4-hydroxyphenyl) propane, 2,2-bis (3,5-dibromo-4-hydroxyphenyl) propane and 1,1-bis (4-hydroxyphenyl) cyclohexane.
  • the other diphenols can be used both individually and in a mixture.
  • the amount of the diphenol of the formula I in the diphenol mixture is at least 2 mol%, preferably at least 5 mol% and in particular at least 10 mol%.
  • the high molecular weight polycarbonates according to the invention can be produced by the known polycarbonate production processes.
  • the various diphenols can be linked to one another both statistically and in blocks.
  • small amounts preferably amounts between 0.05 and 2.0 mol% (based on diphenols used) of three- or more than three-functional compounds, in particular those with three or more than three, serve as branching agents, if known phenolic hydroxyl groups to obtain branched polycarbonates.
  • Some of the compounds that can be used have three or more than three phenolic hydroxyl groups Phloroglucin, 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) -hepten-2, 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) heptane, 1,3,5-tri- (4-hydroxyphenyl) benzene, 1,1,1-tri- (4-hydroxyphenyl) ethane, Tri- (4-hydroxyphenyl) phenylmethane, 2,2-bis (4,4-bis (4-hydroxyphenyl) cyclohexyl) propane, 2,4-bis (4-hydroxyphenyl-isopropyl) phenol, 2,6-bis (2-hydroxy-5'-methylbenzyl) -4-methylphenol, 2- (4-hydroxyphenyl) -2- (2,4-dihydroxyphenyl) propane, Hexa- (4- (4-hydroxyphenyl-isopropyl) phenyl) orthoterephthalic acid
  • tri-functional compounds are 2,4-dihydroxybenzoic acid, trimesic acid, cyanuric chloride and 3,3-bis (3-methyl-4-hydroxyphenyl) -2-oxo-2,3-dihydroindole.
  • monofunctional compounds in conventional concentrations serve as chain terminators for regulating the molecular weight.
  • Suitable compounds are, for example, phenol, tert-butylphenols or other alkyl-C1-C7-substituted phenols.
  • Small amounts of phenols of the formula VIII are particularly suitable for regulating the molecular weight wherein R represents a branched C8 and / or C9 alkyl radical.
  • R represents a branched C8 and / or C9 alkyl radical.
  • the proportion of CH3 protons in the alkyl radical R between 47 and 89% and the proportion of CH and CH2 protons between 53 and 11%; R is also preferably in the o- and / or p-position to the OH group, and particularly preferably the upper limit of the ortho portion 20%.
  • the chain terminators are generally used in amounts of 0.5 to 10, preferably 1.5 to 8 mol%, based on the diphenols used.
  • the polycarbonates used according to the invention can preferably be prepared in a manner known per se by the phase boundary process (cf. H. Schnell, "Chemistry and Physics of Polycarbonates", Polymer Reviews, Vol. IX, page 33 ff., Interscience Publ., 1964).
  • the diphenols are dissolved in an aqueous alkaline phase. Mixtures of diphenols of the formula I and the other diphenols are used to produce copolycarbonates with other diphenols.
  • Chain terminators can be added to regulate the molecular weight.
  • reaction is carried out with phosgene according to the phase interface condensation method.
  • the reaction temperature is between 0 ° C and 40 ° C.
  • the optionally used 0.05 to 2 mol% of branching agents can either be initially charged with the diphenols in the aqueous alkaline phase or added dissolved in the organic solvent before the phosgenation.
  • diphenols to be used their mono- and / or bis-chlorocarbonic acid esters can also be used, these being added in solution in organic solvents.
  • the amount of chain terminators and branching agents then depends on the molar amount of diphenolate structural units; Likewise, the amount of phosgene can be reduced accordingly in a known manner when using chlorocarbonic acid esters.
  • Suitable organic solvents for the solution of the chain terminators and optionally for the branching agents and the chlorocarbonic acid esters are, for example, methylene chloride, chlorobenzene, acetone, acetonitrile and mixtures of these solvents, in particular mixtures of methylene chloride and chlorobenzene. If necessary, the chain terminators and branching agents used can be solved in the same solvent.
  • the organic phase for the interfacial polycondensation is, for example, methylene chloride, chlorobenzene and mixtures of methylene chloride and chlorobenzene.
  • Aqueous NaOH solution for example, serves as the aqueous alkaline phase.
  • the production of the polycarbonates by the phase interface process can be carried out in the usual way by catalysts such as tertiary amines, especially tertiary ones aliphatic amines such as tributylamine or triethylamine are catalyzed; the catalysts can be used in amounts of 0.05 to 10 mol%, based on the molar amount of diphenol.
  • the catalysts can be added before the start of phosgenation or during or after the phosgenation.
  • polycarbonates according to the invention are isolated in a known manner.
  • the polycarbonates used according to the invention can also be prepared by the known process in homogeneous phase, the so-called “pyridine process” and by the known melt transesterification process using, for example, diphenyl carbonate instead of phosgene.
  • the polycarbonates according to the invention are isolated in a known manner.
  • the polycarbonates preferably have molecular weights M w (weight average, determined by gel chromatography after prior calibration) of at least 5,000, particularly preferably from 8,000 to 200,000 and in particular from 10,000 to 80,000.
  • Polycarbonates based on cycloaliphatic bisphenols are known in principle and are described, for example, in EP-A-0 164 476, DE-A-33 45 945, DE-A-20 63 052, FR-A-14 27 998, WP 80 00 348 , BE 785 189.
  • the polycarbonates used according to the invention have higher glass transition temperatures than pure BPA. High glass transition temperatures have a positive effect on the undesired lateral diffusion (bleeding). Because of their higher glass transition temperature, color acceptor elements with the polycarbonates according to the invention are suitable, for example, for the production of color filters by the thermal sublimation printing process, as described in EP-AO 391 303. Due to the higher proportion of Alkyl groups continue to achieve an improved solubility of the polycarbonates.
  • the polycarbonates listed in Examples 1 to 4 are soluble in the ecologically harmless solvents MEK or butyl acetate, which is a clear advantage over pure BPA polycarbonate.
  • the proportion of the other resins is between 0 and 98% by weight of the total mixture.
  • High-boiling solvents or plasticizers can also be added to the color acceptor layer. You can e.g. ensure a more homogeneous diffusion or distribution of the transferred dyes.
  • plasticizers which can be used are dimethyl phthalate / isophthalate, diethyl phthalate / isophthalate, dipropyl phthalate / isophthalate, dibutyl phthalate / isophthalate, dihexyl phthalate / isophthalate, diethyl hexyl phthalate / isopthalate, diphenyl phthalate / isophthalate, dioctyl phthalate / isophthalate / isophthalate and isecylate, didecyl, didecyl .
  • esters such as benzyl butyl phthalate / isophthalate, benzyl octyl adipate, diphenyl cresyl phosphate, diphenyl octyl phosphate and alkyl sulfonic acid esters are also suitable as plasticizers in addition to adipic acid polyesters and other aliphatic polyesters.
  • fatty alcohols, amines and acids as well as their derivatives such as stearic acid, stearyl alcohol, stearylamine, myristic acid, myristyl alcohol, cetyl alcohol, glycerol monostearate, pentaerythritol partial esters, pentaerythritol tetrastearate may be mentioned.
  • the color acceptor layer can e.g. pigments or mixtures of several pigments, such as e.g. Titanium dioxide, zinc oxide, kaolin, clay, calcium carbonate or Aerosil can be added.
  • pigments or mixtures of several pigments such as e.g. Titanium dioxide, zinc oxide, kaolin, clay, calcium carbonate or Aerosil can be added.
  • additives such as e.g. UV absorbers, light stabilizers or antioxidants can be added.
  • the color acceptor layers of the present invention may contain a lubricant to improve the sliding properties, primarily between the donor and acceptor elements.
  • a lubricant to improve the sliding properties, primarily between the donor and acceptor elements.
  • solid waxes such as polyethylene wax, amidic waxes or Teflon powder can be used, but also, if appropriate, fluorine-containing surfactants, paraffin, silicone or fluorine-containing oils or silicone-containing copolymers such as polysiloxane-polyether copolymers. Reactive, modified silicones can also be used. Products of this type can contain carboxyl, amino and / or epoxy groups and, with a suitable combination of, for example, amino and epoxy silicone, can lead to crosslinked sliding layers.
  • the lubricant mentioned can also be applied as a separate coating, as a dispersion or, if appropriate, from a suitable solvent as a "top coat".
  • the thickness of such a layer is then preferably 0.01 to 5 ⁇ m, particularly preferably between 0.05 and 2 ⁇ m.
  • Various materials can be used as carriers for the color acceptor layers. It is possible to use transparent films such as Use polyethylene terephthalate, polycarbonate, polyether sulfone, polyolefin, polyvinyl chloride, polystyrene, cellulose or polyvinyl alcohol copolymer films. Of course, there are also reflective documents such as the most varied types of paper such as Polyolefin coated paper or pigmented papers are used. Laminates made from the above materials can also be used. Typical combinations are laminates of cellulose paper and synthetic paper or cellulose paper and polymer films or polymer films and synthetic paper or other combinations.
  • the carriers ensure the necessary mechanical stability of the color acceptor element. If the color acceptor layer has sufficient mechanical stability, an additional support can be dispensed with.
  • the color acceptor layers of the present invention preferably have total layer thicknesses of 0.3 to 50 ⁇ m, particularly preferably from 0.5 to 10 ⁇ m, if a carrier of the type described above is used or if this is dispensed with, from 3 to 120 ⁇ m.
  • the color acceptor layer can consist of a single layer, but two or more layers can also be applied to the support. When using transparent supports, a coating on both sides can be carried out to increase the color intensity, as described, for example, in European patent application 90 200 930.7.
  • the color acceptor element of the present invention may also include various intermediate layers between the backing and the dye-receiving layer.
  • the intermediate layer can act as a resilient element (elastic layer), as a barrier layer for the transferred dye or as an adhesive layer, depending on the specific application.
  • suitable materials are urethane, acrylate or olefin resins, but also butadiene rubbers or epoxies.
  • An intermediate layer can, for example, also contain a polymer with an inorganic polymer structure consisting of silicon, titanium or zirconium oxide, as described, for example, in US Pat. No. 4,965,238, US Pat. No. 4,965,239, US Pat. No. 4,965,241.
  • This intermediate layer is usually between about 1 to 2 and 20 ⁇ m.
  • Diffusion barrier layers have the task of preventing the transferred dyes from diffusing into the support. Materials that fulfill this task can be soluble in water or in organic solvents or in mixtures, but preferably in water. Suitable materials include gelatin, polyacrylic acid, maleic anhydride copolymers, Polyvinyl alcohol or cellulose acetate.
  • the optional additional layers such as elastic layer, diffusion barrier layer, adhesive layer etc. as well as the actual color acceptor layer can e.g. Contain silicate, clay, aluminum silicate, calcium carbonate, calcium sulfate, barium sulfate, titanium dioxide, aluminum oxide powder.
  • the image acceptor element of the present invention can also be antistatically equipped on the front or back in the usual way. It can also be provided with markings, preferably on the back of the carrier, in order to achieve precise positioning during the printing process.
  • the color acceptor element according to the invention can be combined with the color donor elements customary in the field of thermal sublimation printing.
  • the color images obtained in a thermal sublimation printer are characterized by high resolution, high color densities, high brilliance and good long-term stability.
  • the color acceptor layers containing the polycarbonate according to the invention are usually produced from solution.
  • Suitable solvents are, for example, methyl ethyl ketone (MEK), butyl acetate, methylene chloride, chlorobenzene, tetrahydrofuran (THF) or dioxolane.
  • MEK methyl ethyl ketone
  • THF tetrahydrofuran
  • dioxolane dioxolane
  • polycarbonates corresponding to the parts by weight of bisphenol A (BPA) and diphenol given in Table 1 were prepared from 3,3,5-trimethylcyclohexanone (TMC-diphenol).
  • BPA TMC diphenol 1 65 35 2nd 55 45 3rd 45 55 4th - 100
  • Test images were produced on the dye-receiving elements obtained using a Mitsubishi CP-100 E video printer using the Mitsubishi dye cassette CK-100 S.
  • the color acceptor layer of Examples 5 to 19 are distinguished by increased color density, reduced tendency to stick and good stability in relation to tempering conditions.
  • PC-1 PC-2 Vinylite VAGD Desmodur VL Tegomer H SI 2110 20th 17th - 67 13 3rd 21 34 - 50 13 3rd 22 50 - 34 13 3rd 23 - 17th 67 13 3rd 24th - 34 50 13 3rd 25th - 50 34 13 3rd
  • PC-2 polycarbonate (PC) from Example 1
  • Vinylite VAGD is an OH group-containing PVC copolymer from Union Carbide, OH content 2.3% by weight.
  • Desmodur VL is an aromatic polyisocyanate based on diphenylmethane diisocyanate from Bayer AG, NCO content approx. 31.5% by weight.
  • Tegomer H SI 2110 is a hydroxy-functional silicone from Goldschmidt.
  • the color acceptor layers of Examples 20 to 25 are distinguished by high color densities, low tendency to stick and very good stability after annealing.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)

Claims (5)

  1. Elément acceptant les couleurs pour le procédé d'impression par thermosublimation, comprenant un support et une couche acceptant les couleurs, disposée sur ce dernier, contenant un polycarbonate aromatique, caractérisé en ce que le polycarbonate contient au moins 10 unités de structure récurrentes formées à partir d'un bis(hydroxyphényl)cycloalcane de formule I
    Figure imgb0012
    dans laquelle
    R¹ et R²   représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un atome d'halogène, un groupe alkyle en C₁-C₈, un groupe cycloalkyle en C₅-C₆, un groupe aryle en C₆-C₁₀ et un groupe aralkyle en C₇-C₁₂;
    X   représente un atome de carbone,
    m   représente un entier de 4 à 7,
    R³ et R⁴,   qui peuvent être sélectionnés individuellement pour chaque X, représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C₁-C₆, avec cette mesure qu'au moins sur un atome X, R³ et R⁴ représentent simultanément un groupe alkyle.
  2. Elément acceptant les couleurs selon la revendication 1, caractérisé en ce que le polycarbonate est formé à partir d'un bis(hydroxyphényl)cycloalcane de formule I ou à partir d'un mélange de diphénols, dans lequel le bis(hydroxyphényl)cycloalcane de formule I est contenu en une quantité d'au moins 2 moles %.
  3. Elément acceptant les couleurs selon l'une quelconque des revendications 1 et 2, caractérisé en ce que la couche acceptant les couleurs contient, outre le polycarbonate formé à partir d'un bis(hydroxyphényl)cycloalcane, au moins un autre polymère qui contient des composés ester, éther, uréthanne, amide, urée, carbonate et/ou vinyliques polymérisés et/ou des groupes fonctionnels éventuellement aptes à des réactions de réticulation.
  4. Elément acceptant les couleurs selon l'une quelconque des revendications 1 à 3, caractérisé en ce que le polycarbonate formé à partir du bis(hydroxyphényl)cycloalcane de formule I est contenu dans la couche acceptant les couleurs en une quantité d'au moins 2% en poids.
  5. Elément acceptant les couleurs selon l'une quelconque des revendications 1 à 4, caractérisé en ce que la couche acceptant les couleurs contient, en outre, des composés à bas poids moléculaire faisant office de plastifiant.
EP19920111298 1991-07-16 1992-07-03 Support récepteur de colorant pour le procédé d'impression par thermosublimation Expired - Lifetime EP0523474B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE4123546 1991-07-16
DE19914123546 DE4123546A1 (de) 1991-07-16 1991-07-16 Farbakzeptorelement fuer das thermosublimationsdruckverfahren

Publications (2)

Publication Number Publication Date
EP0523474A1 EP0523474A1 (fr) 1993-01-20
EP0523474B1 true EP0523474B1 (fr) 1995-09-20

Family

ID=6436271

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19920111298 Expired - Lifetime EP0523474B1 (fr) 1991-07-16 1992-07-03 Support récepteur de colorant pour le procédé d'impression par thermosublimation

Country Status (4)

Country Link
US (1) US5298477A (fr)
EP (1) EP0523474B1 (fr)
JP (1) JPH05185749A (fr)
DE (2) DE4123546A1 (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4215209A1 (de) * 1992-05-08 1993-11-11 Bayer Ag Polycarbonat-Mischungen
DE4431216A1 (de) * 1994-09-02 1996-05-15 Bayer Ag Herstellung kratzfest ausgerüsteter Polycarbonatformteile
US6071662A (en) * 1998-07-23 2000-06-06 Xerox Corporation Imaging member with improved anti-curl backing layer
TWI623575B (zh) * 2017-02-16 2018-05-11 謙華科技股份有限公司 染料著色層、染料著色體及其製備方法

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4695286A (en) * 1985-12-24 1987-09-22 Eastman Kodak Company High molecular weight polycarbonate receiving layer used in thermal dye transfer
US4740497A (en) * 1985-12-24 1988-04-26 Eastman Kodak Company Polymeric mixture for dye-receiving element used in thermal dye transfer
US4705522A (en) * 1986-08-22 1987-11-10 Eastman Kodak Company Alkolxy derivative stabilizers for dye-receiving element used in thermal dye transfer
NO170326C (no) * 1988-08-12 1992-10-07 Bayer Ag Dihydroksydifenylcykloalkaner
US4927803A (en) * 1989-04-28 1990-05-22 Eastman Kodak Company Thermal dye transfer receiving layer of polycarbonate with nonaromatic diol

Also Published As

Publication number Publication date
EP0523474A1 (fr) 1993-01-20
DE4123546A1 (de) 1993-01-21
JPH05185749A (ja) 1993-07-27
US5298477A (en) 1994-03-29
DE59203728D1 (de) 1995-10-26

Similar Documents

Publication Publication Date Title
EP0688839B1 (fr) Encres d'impression sérigraphique flexibles et stables à haute température
EP2205436B1 (fr) Procédé de production d'un composite stratifié à base de polycarbonate
DE69205261T2 (de) Empfangselement für die thermische Farbstoffübertragung mit Polyester-Farbbild-Empfangsschicht.
WO2001005867A1 (fr) Polycarbonate et articles moules en polycarbonate
EP0338355B1 (fr) Plaques de polycarbonate résistant à l'encrassement
DE69213578T2 (de) Transparentes Aufzeichnungsmaterial
DE69915962T2 (de) Wärmeempfindliches Aufzeichnungsmedium
DE3333987C2 (de) Wärmeempfindliches Aufzeichnungsmaterial
EP0523474B1 (fr) Support récepteur de colorant pour le procédé d'impression par thermosublimation
EP0398060B1 (fr) Utilisation de mélanges à base de polyuréthanes comme agent liant d'adhésifs pour coller des blocpolymères du type SBS.
EP0709442B1 (fr) Objets moulés à base de polycarbonates, revêtus et protégés contre le rayonnement UV
DE69400589T2 (de) Schutzschichtenthalttendes thermisches Direktbildaufzeichnungsmaterial
DE69513587T2 (de) Druckpapier
DE19533893A1 (de) Reversibles wärmeempfindliches Aufzeichnungsmedium
EP0703263A1 (fr) Procédé pour la préparation de polycarbonates stables aux rayons UV
EP0683192B1 (fr) Polycarbonates aromatiques stabilisés aux rayons-UV par leurs groupes terminaux
DE3243945A1 (de) Waermeempfindliches aufzeichnungsmaterial
EP0498245B1 (fr) Support récepteur de colorant pour le procédé d'impression par thermosublimation
DE4446333A1 (de) Verfahren zur kontinuierlichen Kratzfestausrüstung von Polycarbonaten
JPH05208566A (ja) 熱染料昇華転写により使用する染料供与体材料
DE602005003552T2 (de) Wärmeempfindliches aufzeichungsmedium für laseraufzeichnungen
EP0120394A1 (fr) Panneaux creux de polycarbonate ayant une tenue au feu
EP0481200B1 (fr) Elément récepteur de colorant pour un procédé d'impression par sublimation par la chaleur
DE69308644T2 (de) Farbstoffempfangselement für thermische Sublimation farbstoffübertragung
DE69400043T2 (de) Hitzebeständige Schicht für farbstoffgebendes Element

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: A1

Designated state(s): BE DE FR GB

17P Request for examination filed

Effective date: 19930503

17Q First examination report despatched

Effective date: 19950102

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

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

Free format text: STATUS: THE PATENT HAS BEEN GRANTED

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): BE DE FR GB

REF Corresponds to:

Ref document number: 59203728

Country of ref document: DE

Date of ref document: 19951026

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

Effective date: 19951025

ET Fr: translation filed
PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

26N No opposition filed
PGFP Annual fee paid to national office [announced via postgrant information from national office to epo]

Ref country code: GB

Payment date: 19970624

Year of fee payment: 6

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

Ref country code: FR

Payment date: 19970718

Year of fee payment: 6

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

Ref country code: BE

Payment date: 19970730

Year of fee payment: 6

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: 19980703

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

Ref country code: BE

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

Effective date: 19980731

BERE Be: lapsed

Owner name: AGFA-GEVAERT A.G.

Effective date: 19980731

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

Effective date: 19980703

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: 19990331

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

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

Ref country code: DE

Payment date: 20000720

Year of fee payment: 9

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 NON-PAYMENT OF DUE FEES

Effective date: 20020501