EP0045479B1 - Transferdruckträger, Verfahren zu seiner Herstellung und seine Verwendung - Google Patents

Transferdruckträger, Verfahren zu seiner Herstellung und seine Verwendung Download PDF

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Publication number
EP0045479B1
EP0045479B1 EP81105964A EP81105964A EP0045479B1 EP 0045479 B1 EP0045479 B1 EP 0045479B1 EP 81105964 A EP81105964 A EP 81105964A EP 81105964 A EP81105964 A EP 81105964A EP 0045479 B1 EP0045479 B1 EP 0045479B1
Authority
EP
European Patent Office
Prior art keywords
dye
blue
print carrier
sublimeable
transfer print
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
Application number
EP81105964A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP0045479A1 (de
Inventor
Rudolf Dr. Schickfluss
Manfred Schneider
Claus Schuster
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.)
Hoechst AG
Original Assignee
Hoechst 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 Hoechst AG filed Critical Hoechst AG
Publication of EP0045479A1 publication Critical patent/EP0045479A1/de
Application granted granted Critical
Publication of EP0045479B1 publication Critical patent/EP0045479B1/de
Expired legal-status Critical Current

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/003—Transfer printing
    • D06P5/004—Transfer printing using subliming dyes
    • D06P5/006—Transfer printing using subliming dyes using specified 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
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/913—Material designed to be responsive to temperature, light, moisture
    • 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
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/914—Transfer or decalcomania
    • 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
    • Y10S428/00—Stock material or miscellaneous articles
    • Y10S428/914—Transfer or decalcomania
    • Y10S428/915—Fraud or tamper detecting
    • 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
    • Y10S534/00—Organic compounds -- part of the class 532-570 series
    • Y10S534/01—Mixtures of azo compounds
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
    • Y10T428/24917—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including metal layer
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31786—Of polyester [e.g., alkyd, etc.]
    • Y10T428/3179—Next to cellulosic
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31826—Of natural rubber
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers
    • Y10T428/3188—Next to cellulosic
    • Y10T428/31895—Paper or wood
    • 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
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31971—Of carbohydrate
    • Y10T428/31975—Of cellulosic next to another carbohydrate
    • Y10T428/31978—Cellulosic next to another cellulosic
    • Y10T428/31982—Wood or paper

Definitions

  • the invention relates to transfer printing media which are characterized in that they are impregnated or printed with a preparation which is a mixture of a blue, slightly subliming disperse dye of the general formula I.
  • X represents a hydrogen or halogen atom
  • R, R 1 and R 2 each represent an alkyl group of 1 to 4 carbon atoms
  • R 3 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms
  • the preparations can additionally a blue, slightly subliming disperse dye of the general formula II in which Y is a hydrogen or halogen atom, R 4 represents a methoxy or ethoxy group, or, if Y is a chlorine or bromine atom, also represents a hydrogen atom or a methyl group, R s is an alkyl group having 1 to 4 carbon atoms , R 6 is a hydrogen atom or has the meaning of R 5 and R 7 represents an alkyl group having 1 to 4 carbon atoms, for example the dye of the formula or additionally a blue, slightly subliming anthraquinone dye, such as, for example, the disperse dyes CI Disperse Blue, 3, 7, 14, 19 and 26, or additionally the yellow dye of the formula contain.
  • Y is a hydrogen or halogen atom
  • R 4 represents a methoxy or ethoxy group, or, if Y is a chlorine or bromine atom, also represents a hydrogen atom or a methyl
  • the invention further relates to a process for the production of these transfer printing carriers, which is characterized in that the carrier material is impregnated or printed with the preparations mentioned above.
  • the invention further relates to the use of these supports for dyeing and printing sheet-like structures by the thermal transfer printing process.
  • Slightly subliming dyes are to be understood in all cases as substances which sublimate at least 60% without decomposition at atmospheric pressure between 150 and 220 ° C.
  • the blue dyes are always the main constituent; if blue dyes other than those of formula 1 are used, the dye of the formula is usually present in at least 10, preferably 50%, based on the weight of all blue dyes.
  • the dye combinations according to the present invention are distinguished by a number of advantages over known black mixtures.
  • easy-to-pour, low-electrolyte and low-dispersant formulations can be produced with a high dye concentration, which are particularly sought after as printing pastes for printing on paper, since only small amounts of printing paste are required.
  • the blends also show excellent transfer behavior and deliver color-deep prints with a sharp print image.
  • the high light-fastness of the black colorations obtained, which exceeds that of the blue components of the formula I, is particularly surprising.
  • Sheet structures which are inert to the dyes applied and which do not hinder sublimation are suitable as carrier material for the transfer printing supports according to the invention.
  • the formulations which contain the dye mixtures and with which the carrier materials are impregnated or printed can be aqueous printing pastes, as are customary in textile printing, or organic printing inks, as are used in graphic printing.
  • Aqueous printing inks contain the usual natural or synthetic thickeners, for example polyvinyl alcohols, methylcelluloseose or polymerization products containing carboxy groups, for example polyacrylates.
  • composition of the organic printing inks depends on the type of substrate, the substrate, the printing process and the equipment available.
  • such printing inks consist of the dye mixtures described above, a binder, one or more dispersants and, if appropriate, solvents, fillers and preservatives.
  • Suitable binders are natural, semi-synthetic and synthetic resins, i.e. H. Polymerization, polycondensation and polyaddition products.
  • suitable resins are: rosin and its derivatives, maleinate resins, oil-free alkyd resins, alkyd resins made from synthetic and natural fatty acids and arylated alkyd resins.
  • Terpene resins polyvinyl resins such as polyvinyl acetate and polyvinyl chloride, copolymers and graft polymers with various vinyl monomers, acrylate resins, naphthalene-formaldehyde resins, ketone resins, silicone resins and cellulose derivatives such as cellulose esters, for example nitrocellulose or cellulose acetate, and cellulose ethers, such as, for example, methyl cellulose polysaccharide and others, are also suitable.
  • polyvinyl resins such as polyvinyl acetate and polyvinyl chloride
  • copolymers and graft polymers with various vinyl monomers acrylate resins, naphthalene-formaldehyde resins, ketone resins, silicone resins and cellulose derivatives such as cellulose esters, for example nitrocellulose or cellulose acetate, and cellulose ethers, such as, for example, methyl cellulose polysaccharide and others, are also suitable.
  • Nonionic and anionogenic products are preferably used as dispersants.
  • nonionic products are: addition products of alkylene oxide with fatty acids, fatty alcohol polyglycol ethers, phenol and alkylphenol polyglycol ethers, but also oxalkylates of fatty acids esterified with polyhydric alcohols or of resin derivatives such as hydroabietyl alcohol.
  • Suitable anionic dispersants are: naphthalenesulfonic acid-formaldehyde condensates, ligninsulfonates and sulfite waste products.
  • esters, ketones or alcohols for example butyl acetate, acetone, methyl ethyl ketone, ethanol, isopropanol or butanol, are particularly preferred.
  • the preparations (printing inks) discussed here can either be obtained by mixing and adjusting preparations of the individual dyes.
  • the procedure can also be such that presscake of the individual dyes required for the dye mixture is combined, ground with the addition of suitable dispersants, so that at least 90% of the dispersed particles are less than 3 ⁇ m, and adjusted to the desired dye content.
  • the printing inks can be printed using all common printing methods, i.e. high, flat, gravure or screen printing.
  • Rotogravure and rotary film printing are particularly suitable printing processes for the production of printed paper auxiliary substrates.
  • Suitable substrates are sheet-like structures such as nonwovens, felts, furs, carpets, foils and, above all, woven and knitted fabrics made from synthetic or partially synthetic materials, in particular from aromatic polyesters such as polyethylene glycol terephthalate or cellulose acetates such as cellulose triace tat and cellulose-2 1/2 acetate or polyamides.
  • synthetic or semi-synthetic materials show an affinity for the dye mixtures.
  • Thermal transfer printing is generally known and is described in detail, for example, in FR-A-1 223 330, 1 334829 and 1 585119.
  • the auxiliary carriers which are impregnated or printed with the suitable preparations, are brought into close contact with the substrate to be colored or printed, whereupon the dye is transferred from the carrier to the substrate and fixed there under the action of heat and, if appropriate, pressure or vacuum .
  • JP-A-77136 275 describes a process for printing molded structures made of polyester by the thermal transfer printing process, using monoazo dyes of a certain general formula.
  • a mixture of a disperse dye which falls under the general formula I of claim 1 of the present invention comes in combination with, inter alia, the orange dye of the formula to use.
  • the orange dye of the formula used in accordance with the invention in combination with a blue disperse dye of the formula I is distinguished due to a much better lightfastness when dyeing polyester fabric, which is surprising in view of the structural similarity of the two orange dyes.

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
EP81105964A 1980-08-02 1981-07-29 Transferdruckträger, Verfahren zu seiner Herstellung und seine Verwendung Expired EP0045479B1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3029475 1980-08-02
DE19803029475 DE3029475A1 (de) 1980-08-02 1980-08-02 Transferdrucktraeger, verfahren zu seiner herstellung und seine verwendung

Publications (2)

Publication Number Publication Date
EP0045479A1 EP0045479A1 (de) 1982-02-10
EP0045479B1 true EP0045479B1 (de) 1985-05-15

Family

ID=6108826

Family Applications (1)

Application Number Title Priority Date Filing Date
EP81105964A Expired EP0045479B1 (de) 1980-08-02 1981-07-29 Transferdruckträger, Verfahren zu seiner Herstellung und seine Verwendung

Country Status (6)

Country Link
US (1) US4401692A (es)
EP (1) EP0045479B1 (es)
JP (1) JPS5751885A (es)
BR (1) BR8104954A (es)
DE (2) DE3029475A1 (es)
MX (1) MX159432A (es)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3121981A1 (de) * 1981-06-03 1982-12-23 Hoechst Ag, 6000 Frankfurt Transferdrucktraeger, verfahren zu seiner herstellungund seine verwendung
DE3318451A1 (de) * 1983-05-20 1984-11-22 Basf Ag, 6700 Ludwigshafen Farbstoffmischungen
DE3347572A1 (de) * 1983-12-30 1985-07-11 Hoechst Ag, 6230 Frankfurt Mischungen blauer dispersions-azofarbstoffe fuer das faerben von polyesterfasern
KR950006948B1 (ko) * 1992-02-18 1995-06-26 주식회사엘지화학 청색 염료 조성물
KR100341950B1 (ko) * 1993-07-19 2002-11-29 도레이 가부시끼가이샤 뇌세포보호제
US5505742A (en) * 1993-12-21 1996-04-09 Dystar Japan Ltd. Method for dyeing hydrophobic fibers black and dye useful for the method
GB9608489D0 (en) * 1996-04-25 1996-07-03 Zeneca Ltd Compositions, processes and uses
JP6188137B2 (ja) * 2013-08-09 2017-08-30 日本化薬株式会社 染色性の改善方法
JP6188136B2 (ja) * 2013-08-09 2017-08-30 日本化薬株式会社 染色性の改善方法
JP2015131933A (ja) * 2013-08-09 2015-07-23 日本化薬株式会社 ブリードアウトの抑制方法
JP2015113542A (ja) * 2013-12-12 2015-06-22 日本化薬株式会社 染色性の改善方法
JP2015113543A (ja) * 2013-12-12 2015-06-22 日本化薬株式会社 染色性の改善方法
CN206073153U (zh) 2016-08-12 2017-04-05 庞德制造有限公司 快速断开燃气管线

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4131695A (en) * 1975-02-27 1978-12-26 Ciba-Geigy Corporation Azo color former containing heat-sensitive recording material
JPS5845509B2 (ja) * 1976-05-12 1983-10-11 日本化薬株式会社 ポリエステル成型物の転写捺染法
US4185957A (en) * 1976-12-17 1980-01-29 Crompton & Knowles Corporation Heat transfer black dyestuff B
US4050891A (en) * 1976-12-17 1977-09-27 Crompton & Knowles Corporation Heat transfer black dyestuff A
CH617814B (de) * 1977-07-25 Ciba Geigy Ag Transferdruckverfahren.
EP0005948A1 (en) * 1978-05-31 1979-12-12 Transprints (U.K.) Limited A transfer and process for its use in determining repeatable process conditions for transfer printing
US4265630A (en) * 1978-11-17 1981-05-05 Ciba-Geigy Ag Thermotransfer process for printing synthetic fibre materials with multi-color effects, and carrier for performing the process

Also Published As

Publication number Publication date
MX159432A (es) 1989-06-01
US4401692A (en) 1983-08-30
DE3170500D1 (en) 1985-06-20
BR8104954A (pt) 1982-04-20
DE3029475A1 (de) 1982-03-25
EP0045479A1 (de) 1982-02-10
JPS5751885A (en) 1982-03-26

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