EP1063343A1 - Aqueous composition for preparing fibrous material for a thermal transfer printing process - Google Patents
Aqueous composition for preparing fibrous material for a thermal transfer printing process Download PDFInfo
- Publication number
- EP1063343A1 EP1063343A1 EP00103963A EP00103963A EP1063343A1 EP 1063343 A1 EP1063343 A1 EP 1063343A1 EP 00103963 A EP00103963 A EP 00103963A EP 00103963 A EP00103963 A EP 00103963A EP 1063343 A1 EP1063343 A1 EP 1063343A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fiber material
- composition according
- composition
- transfer printing
- thermal transfer
- 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.)
- Withdrawn
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- 239000000203 mixture Substances 0.000 title claims abstract description 49
- 239000002657 fibrous material Substances 0.000 title claims abstract description 38
- 238000010023 transfer printing Methods 0.000 title claims abstract description 24
- 238000000034 method Methods 0.000 title claims abstract description 23
- 230000008569 process Effects 0.000 title claims abstract description 17
- 229920003002 synthetic resin Polymers 0.000 claims abstract description 23
- 239000000057 synthetic resin Substances 0.000 claims abstract description 23
- 229920001169 thermoplastic Polymers 0.000 claims abstract description 21
- 239000004416 thermosoftening plastic Substances 0.000 claims abstract description 20
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 8
- 239000004014 plasticizer Substances 0.000 claims abstract description 8
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 5
- 230000002378 acidificating effect Effects 0.000 claims abstract description 4
- -1 methylol groups Chemical group 0.000 claims description 14
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- 238000004132 cross linking Methods 0.000 claims description 7
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical group [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 229920005989 resin Polymers 0.000 claims description 6
- 239000011347 resin Substances 0.000 claims description 6
- 238000007639 printing Methods 0.000 claims description 5
- 229920002545 silicone oil Polymers 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 229910001629 magnesium chloride Inorganic materials 0.000 claims description 3
- 239000012875 nonionic emulsifier Substances 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
- 238000007651 thermal printing Methods 0.000 abstract 1
- 239000000835 fiber Substances 0.000 description 17
- 229920002678 cellulose Polymers 0.000 description 16
- 239000001913 cellulose Substances 0.000 description 16
- 239000000986 disperse dye Substances 0.000 description 16
- 239000004753 textile Substances 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 12
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 9
- 239000000463 material Substances 0.000 description 9
- 150000001875 compounds Chemical class 0.000 description 8
- 238000001035 drying Methods 0.000 description 8
- 229920001577 copolymer Polymers 0.000 description 6
- 239000001993 wax Substances 0.000 description 6
- 229920003043 Cellulose fiber Polymers 0.000 description 5
- 229920000742 Cotton Polymers 0.000 description 5
- 239000004744 fabric Substances 0.000 description 5
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 description 4
- 238000009833 condensation Methods 0.000 description 4
- 230000005494 condensation Effects 0.000 description 4
- 239000000975 dye Substances 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 239000003431 cross linking reagent Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- WVJOGYWFVNTSAU-UHFFFAOYSA-N dimethylol ethylene urea Chemical compound OCN1CCN(CO)C1=O WVJOGYWFVNTSAU-UHFFFAOYSA-N 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- ZEYUSQVGRCPBPG-UHFFFAOYSA-N 4,5-dihydroxy-1,3-bis(hydroxymethyl)imidazolidin-2-one Chemical compound OCN1C(O)C(O)N(CO)C1=O ZEYUSQVGRCPBPG-UHFFFAOYSA-N 0.000 description 2
- 239000005977 Ethylene Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical class NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000470 constituent Substances 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 150000002191 fatty alcohols Chemical class 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- YIXJRHPUWRPCBB-UHFFFAOYSA-N magnesium nitrate Chemical compound [Mg+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O YIXJRHPUWRPCBB-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 230000035699 permeability Effects 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- 239000004627 regenerated cellulose Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012815 thermoplastic material Substances 0.000 description 2
- 210000002268 wool Anatomy 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 2
- NQPJDJVGBDHCAD-UHFFFAOYSA-N 1,3-diazinan-2-one Chemical compound OC1=NCCCN1 NQPJDJVGBDHCAD-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- NNTWKXKLHMTGBU-UHFFFAOYSA-N 4,5-dihydroxyimidazolidin-2-one Chemical compound OC1NC(=O)NC1O NNTWKXKLHMTGBU-UHFFFAOYSA-N 0.000 description 1
- WEAJVJTWVRAPED-UHFFFAOYSA-N [[4-amino-6-[bis(hydroxymethyl)amino]-1,3,5-triazin-2-yl]-(hydroxymethyl)amino]methanol Chemical compound NC1=NC(N(CO)CO)=NC(N(CO)CO)=N1 WEAJVJTWVRAPED-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- SXVDZIOMWSPFCO-UHFFFAOYSA-N methyl n,n-bis(hydroxymethyl)carbamate Chemical compound COC(=O)N(CO)CO SXVDZIOMWSPFCO-UHFFFAOYSA-N 0.000 description 1
- YVOQADGLLJCMOE-UHFFFAOYSA-N n-[6-(aziridine-1-carbonylamino)hexyl]aziridine-1-carboxamide Chemical compound C1CN1C(=O)NCCCCCCNC(=O)N1CC1 YVOQADGLLJCMOE-UHFFFAOYSA-N 0.000 description 1
- 230000006855 networking Effects 0.000 description 1
- QUBQYFYWUJJAAK-UHFFFAOYSA-N oxymethurea Chemical compound OCNC(=O)NCO QUBQYFYWUJJAAK-UHFFFAOYSA-N 0.000 description 1
- 229950005308 oxymethurea Drugs 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 239000006104 solid solution Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/54—Substances with reactive groups together with crosslinking agents
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/56—Condensation products or precondensation products prepared with aldehydes
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/56—Condensation products or precondensation products prepared with aldehydes
- D06P1/58—Condensation products or precondensation products prepared with aldehydes together with other synthetic macromolecular substances
-
- 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
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/5214—Polymers of unsaturated compounds containing no COOH groups or functional derivatives thereof
- D06P1/5242—Polymers of unsaturated N-containing compounds
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
-
- 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
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
- D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
- D06P1/5257—(Meth)acrylic acid
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/02—Material containing basic nitrogen
- D06P3/04—Material containing basic nitrogen containing amide groups
- D06P3/14—Wool
-
- 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
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
-
- 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
- Y10T428/254—Polymeric or resinous material
Definitions
- the invention relates to an aqueous composition for finishing Fiber material for a thermal transfer printing process, the use of the Composition therefor and a thermal transfer printing process.
- the disperse dye is removed using a Printing paste first on a support, e.g. B. paper with a special Coating applied.
- a support e.g. B. paper with a special Coating applied.
- the one there the high temperature used favors the diffusion of the dye into the Fibers of the textile material.
- this transfer of the dye is on the textile material is carried out at 200 - 250 ° C in a few seconds.
- the thermal transfer printing process requires that the disperse dye can diffuse into the fiber.
- this is the case with natural fibers such as cotton or Wool, and not the case with regenerated cellulose fibers. These must be in first be appropriately equipped.
- German Patent 41 26 096 describes a method for Printing of substrates by means of transfer printing processes known, in which one of Resins free transparent varnish applied to the natural fibers to be printed and dried, the sublimable dyes in the subsequent Can record and fix thermal transfer printing.
- leaks are liquid or powder-proof Substances that are applied to objects in a thin layer and that by chemical reaction and / or physical change one on the Form solid film adhering to objects. It is through the formation of a film however, to an undesirable decrease in air permeability and reduced Breathability and a relatively hard grip of the textile material.
- the present invention is therefore based on the object of a means for To provide equipment for fiber material for a thermal transfer printing process, that the air permeability and breathability of the fiber material after the Pressure not undesirably reduced and the fiber material a pleasant gives a soft grip.
- aqueous composition "indicates that it contains, in addition to the components a) to e) mentioned above and, if appropriate, further customary constituents to compensate for 100% by weight of water, ie the rest is water. These constituents can be present in an amount of up to 5 % By weight, based on the composition.
- the composition according to the invention has a synthetic pre-condensate in the amount specified above.
- the treatment of cellulose fibers with synthetic resin precondensates (crosslinking agents) is a generally known method in the textile field and is described in detail in the textile technology literature. B. to H. Tovey, Textile Research Journal 31 , pages 185 to 237 (1961), H. Rath, Journal for the entire textile industry 69 , pages 542 to 548 and Rare 631 to 635 (1967) and the aforementioned Schwelzer patent .
- the synthetic resin pre-condensates can be monomeric compounds act, which may contain two or more reactive groups, these reactive groups on the one hand with cellulose, especially the OH groups of Cellulose, and on the other hand with the reactive groups React resin pre-condensate molecules to form a covalent bond can.
- the molecules of the synthetic resin condensate can thus be combined with one another react and be networked with the cellulose. Examples of reactive groups are Carbonyl, carboxyl and methylol groups.
- Examples of the synthetic resin precondensates are acetals, e.g. B. reaction products Formaldehyde and diethylene glycol, dimethylol monocarbamates, e.g. B. dimethylol methyl carbamate, Dimethylolurea, dihydroxyethyleneurea, propyleneurea and its derivatives, triazone such as dimethylol-5-methoxyethyl-1,3,5-triazinon-2, methylol-melamine compounds such as tetramethylolmelamine or water-soluble etherified Methylolmelamine compounds, hexamethylene diethylene urea and glyoxal and its derivatives.
- acetals e.g. B. reaction products Formaldehyde and diethylene glycol
- dimethylol monocarbamates e.g. B. dimethylol methyl carbamate, Dimethylolurea, dihydroxyethyleneurea, propyleneurea and its derivatives
- triazone such
- the synthetic resin precondensate can also have different reactive groups exhibit.
- the synthetic resin precondensate is preferably a compound in which there are at least two methylol groups (-CH 2 -OH) which are advantageously bound to N atoms, which are different N atoms or the same N atom can act. It is favorable that the N atom is adjacent to a carbonyl group. Examples of such N-methylol compounds are dimethylolethylene urea and compounds derived therefrom.
- the H atom of the OH group of the methylol group can be replaced by an alkyl radical, e.g. B. a C 1 -C 4 alkyl radical may be substituted. If desired, the H atoms of all or only some of the OH groups of the methylol groups can be replaced by alkyl radicals.
- Examples of the compounds derived from dimethylolethylene urea are those of the formula wherein R 'and R''are identical or different from one another and represent H and OH and R 1 and R 2 are identical or different from one another and represent H and C 1 -C 4 alkyl.
- An example of a compound of the above formula derived from dimethylolethyleneurea is dimethyloldihydroxyethyleneurea.
- Composition also exist, e.g. B. two or three from each other are different.
- thermoplastic As component b), a thermoplastic with reactive groups is present in the composition according to the invention.
- thermoplastic For the purposes of the present invention, thermoplastics of any kind are understood. These can be homopolymers or copolymers. The copolymers can be block or random copolymers. Examples of monomers which are suitable for producing the thermoplastic are Olefins such as ethylene, vinyl acetate, (meth) acrylic acid and their esters such as butyl acrylate.
- the reactive groups present in the thermoplastic are favorably those related to the Synthetic resin precondensate described reactive groups and / or the OH groups the cellulose can react, causing crosslinking of the thermoplastic Plastic with the cellulose and / or the synthetic resin precondensate can be achieved can.
- Examples of such are the carboxyl group and the methylol group, in particular the methylol groups bonded to an N atom, it being favorable when the N atom is adjacent to a carbonyl group.
- thermoplastic be introduced that during its production (polymerisation of monomers) Monomers are used which have these reactive groups, for. B. the above-mentioned N-methylolacrylamide and / or (meth) acrylic acid.
- the amount of reactive group-bearing monomers in thermoplastic is 1 to 10 wt .-%, in particular about 5 wt .-%, based on the thermoplastic.
- An example of a thermoplastic is a copolymer of ethylene and vinyl acetate (20:80 parts by weight) containing 5% by weight Methylolacrylamide.
- Another example of this is a copolymer made from vinyl acetate Acyl acid butyl ester (1: 1), contain 2.5 wt .-% Aaylic acid, based on the thermoplastic.
- thermoplastic can have several different reactive substances Have groups. Furthermore, in the composition according to the invention several, e.g. B. two different thermoplastic materials are present which, if desired, carry different reactive groups can. Are two different thermoplastics in the used composition according to the invention, their ratio can be about 1: 1 be.
- component c) there is an acid in the composition according to the invention reacting inorganic salt.
- This serves as a catalyst for cross-linking of components a) and b) with one another and with the cellulose.
- salts are diammonium sulfate, zinc nitrate, zinc chloride, magnesium nitrate and in particular Magnesium chloride.
- the latter salt is a particularly gentle system and it lower losses in the tensile strength of the fiber material are obtained.
- Component d) contains 0.2 to 2.0% by weight of a plasticizer or a mixture of several plasticizers in the composition according to the invention.
- Plasticizers are understood to mean compounds of any kind which give the fiber material a soft feel. Examples of these are hydrophobic compounds, preferably waxes, in particular. Polyethylene waxes, and silicone oils, in particular based on polydimethylsiloxane, or mixtures thereof.
- the amount of wax can be 0.1 to 1.0% by weight and that of silicone oil can also be 0.1 to 1.0% by weight, based in each case on the composition
- Combination of wax and silicone oil gives the fiber material an excellent grip in a particularly advantageous manner, but at the same time does not adversely affect the real properties of prints.
- the combination mentioned also has a positive effect in terms of the film-forming properties of the thermoplastic materials.
- composition according to the invention there is an amount of 0.05 to 0.5 % By weight of an emulsifier.
- This can be one or more act non-ionic emulsifier (s), e.g. B. Connections based ethoxylated fatty alcohols, ethoxylated fatty amines and mixtures thereof.
- s non-ionic emulsifier
- the composition of the invention is kept stable and the Application of the composition to the fiber material, in particular by Mold application, improved.
- the composition according to the invention can be used to furnish fiber material for a thermal transfer printing process can be used.
- Methods are known to the person skilled in the art for applying the compositions according to the invention to fiber material and devices required for this are known.
- the aqueous Composition applied to the fiber material by pad application become.
- the composition according to the invention with the above Components a) to e) can in one step, d. H. all at once, on the fiber material can be applied, which makes it easy, quick and inexpensive to apply of components a) to e) is possible on the fiber material.
- Fibrous material means fibers and fiber-containing materials of any kind.
- the latter can be textile fabrics made from fibers.
- the material from which the fibers or textile fabrics are made can consist of cellulose or comprise cellulose, whereby under Cellulose “is also understood to mean chemically and / or physically modified cellulose.
- Examples of the fibers are natural fibers, for example cotton or wool, and regenerated cellulose fibers.
- the invention Composition applied to fiber material
- the Amount of the composition according to the invention chosen so that it is complete can be absorbed by the fiber material, d. H. the absorption is 100%.
- drying can take place, the water being able to be substantially completely removed.
- This means essentially "that some water may still be present.
- This is usually carried out at temperatures of 100 ° C. or more (at normal pressure).
- the drying temperature should not exceed 140 ° C., since at these temperatures a condensation of the synthetic resin precondensate, possibly For example, the drying temperature is approximately 110 ° C.
- the drying time depends on how much residual water should remain in the fiber material after drying. If the residual water is to be low, the drying process is carried out for a longer time.
- the fiber material treated in this way can then be used in a conventional manner Thermal transfer printing processes are used.
- Disperse dye in particular a sublimable disperse dye
- a printing paste on a support, e.g. B. a paper with a special coating, upset.
- fiber material disperse dye present on the support from this to the fiber material transfer.
- this pattern is applied to the fiber material transfer.
- the transfer can take place at temperatures from 200 to 250 ° C in a few Seconds to a few minutes, e.g. B. 10 seconds to 2 minutes. Doing so a crosslinking of the synthetic resin precondensate, the thermoplastic and reached the cellulose.
- the specified amounts are demineralized, cold Make up to 1 liter of water and use a foulard on the cotton fabric upset.
- the fleet intake is 100%.
- the thermal transfer pressure was below at 210 ° C with a contact time of 30 seconds Use of a fiber material made of 100% cotton and a commercially available Paper carrier with disperse dyes (from Transfertex GmbH & Co. Thermobuch KG). The complete networking of the Resin precondensates were also used in this thermal treatment reached.
- the print obtained was washable.
- the cotton fabric showed that usual easy care effects, d. H. Improve the shrink properties and the Tendency to wrinkle. It had a pleasant grip.
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Abstract
Die Anmeldung betrifft eine wäßrige Zusammensetzung zur Ausrüstung von Fasermaterial für ein Thermotransferdruckverfahren, umfassend a) 0,5 bis 2,5 Gew.-% eines Kunstharzvorkondensates, b) 10 - 30 Gew.-% eines thermoplastischen Kunststoffes mit reaktiven Gruppen, c) 0,1 - 1 Gew.-% eines sauer reagierenden anorganischen Salzes, d) 0,2 bis 2,0 Gew.-% mindestens eines Weichmachungsmittels und e) 0,05 - 0,5 Gew.-% eines Emulgators. Sie betrifft ferner die Verwendung der Zusammensetzung für ein Thermotransferdruckverfahren und ein Thermodruckverfahren.The application relates to an aqueous composition for finishing fiber material for a thermal transfer printing process, comprising a) 0.5 to 2.5% by weight of a synthetic resin precondensate, b) 10 to 30% by weight of a thermoplastic with reactive groups, c) 0 , 1 - 1 wt .-% of an acidic inorganic salt, d) 0.2 to 2.0 wt .-% of at least one plasticizer and e) 0.05 - 0.5 wt .-% of an emulsifier. It also relates to the use of the composition for a thermal transfer printing process and a thermal printing process.
Description
Die Erfindung bezieht sich auf eine wäßrige Zusammensetzung zur Ausrüstung von Fasermaterial für ein Thermotransferdruckverfahren, die Verwendung der Zusammensetzung dafür und ein Thermotransferdruckverfahren.The invention relates to an aqueous composition for finishing Fiber material for a thermal transfer printing process, the use of the Composition therefor and a thermal transfer printing process.
Es ist allgemein bekannt, Kunstfasern, z.B. Polyesterfasern, mit Dispersionsfarbstoffen zu färben. Allerdings sind Dispersionsfarbstoffe in Wasser nur schwer löslich. Zum Färben werden die gemahlenen Dispersionsfarbstoffe in Wasser dispergiert. Durch Diffusion dringen sie in die Kunstfasern ein und bilden eine "feste Lösung", die aufgrund der Schwerlöslichkeit der Dispersionsfarbstoffe in Wasser gut waschbeständig gefärbte Fasern liefert.It is well known to use synthetic fibers e.g. Polyester fibers, with Color disperse dyes. However, disperse dyes are only in water difficult to dissolve. The ground disperse dyes are used for dyeing in water dispersed. By diffusion they penetrate into the synthetic fibers and form a "solid Solution ", which is good due to the poor solubility of the disperse dyes in water washable colored fibers.
Bei einem Thermotransferdruckverfahren wird der Dispersionsfarbstoff mittels einer Druckpaste zunächst auf einem Träger, z. B. Papier mit einer speziellen Beschichtung, aufgebracht. Durch Zusammenpressen mit dem zu bedruckenden Textilmaterial und Erhitzen wird der auf dem Träger vorhandene Dispersionsfarbstoff von diesem absublimiert und auf das Textilmaterial aufgebracht. Die dabei angewendete hohe Temperatur begünstigt ein Eindiffundieren des Farbstoffs in die Fasern des Textilmaterials. Üblicherweise wird diese Übertragung des Farbstoffs auf das Textilmaterial bei 200 - 250 °C in wenigen Sekunden durchgeführt.In a thermal transfer printing process, the disperse dye is removed using a Printing paste first on a support, e.g. B. paper with a special Coating applied. By pressing together with the one to be printed Textile material and heating becomes the disperse dye present on the carrier sublimed from this and applied to the textile material. The one there the high temperature used favors the diffusion of the dye into the Fibers of the textile material. Usually this transfer of the dye is on the textile material is carried out at 200 - 250 ° C in a few seconds.
Das Thermotransferdruckverfahren setzt jedoch voraus, daß der Dispersionsfarbstoff in die Faser diffundieren kann. Dies ist allerdings bei Naturfasern, wie Baumwolle oder Wolle, und bei regenerierten Cellulosefasern nicht der Fall. Diese müssen zuerst in geeigneter Weise ausgerüstet werden.However, the thermal transfer printing process requires that the disperse dye can diffuse into the fiber. However, this is the case with natural fibers such as cotton or Wool, and not the case with regenerated cellulose fibers. These must be in first be appropriately equipped.
Es wurden deshalb eine Vielzahl von Versuchen unternommen, geeignete Ausrüstungen für Fasern bereitzustellen, die diesen Nachteil überwinden.A large number of attempts have therefore been made, suitable ones To provide equipment for fibers that overcome this disadvantage.
So ist beispielsweise aus der deutschen Patentschrift 41 26 096 ein Verfahren zum Bedrucken von Substraten mittels Transferdruckverfahren bekannt, bei dem ein von Harzen freier transparenter Lack auf die zu bedruckenden Naturfasern aufgebracht und angetrocknet wird, der sublimierbare Farbstoffe beim anschließenden Thermotransferdruckverfahren aufnehmen und fixieren kann. Nach der Definition im Römpp Chemie-Lexikon, 1990, Seite 2424, sind Lecke flüssige oder pulverförmigfeste Substanzen, die in dünner Schicht auf Gegenstände appliziert werden und die durch chemische Reaktion und/oder physikalische Veränderung einen auf den Objekten haftenden festen Film bilden. Durch die Bildung eines Films kommt es jedoch zu einer unerwünschten Verminderung der Luftdurchlässigkeit und reduzierten Atmungsaktivität sowie zu einem verhältnismäßig harten Griff des textilen Materials.For example, German Patent 41 26 096 describes a method for Printing of substrates by means of transfer printing processes known, in which one of Resins free transparent varnish applied to the natural fibers to be printed and dried, the sublimable dyes in the subsequent Can record and fix thermal transfer printing. According to the definition in Römpp Chemie-Lexikon, 1990, page 2424, leaks are liquid or powder-proof Substances that are applied to objects in a thin layer and that by chemical reaction and / or physical change one on the Form solid film adhering to objects. It is through the formation of a film however, to an undesirable decrease in air permeability and reduced Breathability and a relatively hard grip of the textile material.
Es ist ferner bekannt, durch Behandlung von Naturfasermaterialien mit synthetischen Harzen in diesen einen waschfest fixierten Duroplasten zu erzeugen, der die Dispersionsfarbstoffe aufnehmen kann. So wird beispielsweise in der Schweizer Patentschrift 564 637 ein Verfahren zur gleichzeitigen Erzeugung von waschfest fixierten Färbungen oder Drucken nach der Sublimationstransfer-Methode und von Hochveredelungsausrüstungen auf ganz oder teilweise aus Cellulosefasern bestehenden textilen Flächengebilden beschrieben, bei dem zunächst das Textilgut mit einer wäßrigen Lösung eines Vernetzungsmittels für die Cellulose behandelt und nach einer Vortrocknung nach der Transferdruck-Methode gefärbt oder bedruckt wird. Dabei werden die Cellulosefasern während des Umdrucks und/oder danach in Gegenwart eines Katalysators durch Hitzeeinwirkung vernetzt und damit die Farbstoffe waschecht in der Faser fixiert. Diese Behandlung erreicht zwar den Zweck der Anfärbbarkeit, führt jedoch zu einer nicht erwünschten Versteifung und Griffverhärtung des Textilmaterials, wenn eine ausreichende Menge des Vernetzungsmittels für den Transferdruck aufgebracht wird. It is also known to treat natural fiber materials with synthetic ones Resins in this one washable thermosetting plastic to produce the Disperse dyes can take up. For example, in the Swiss Patent 564 637 a method for the simultaneous production of washable fixed stains or prints by the sublimation transfer method and by High-quality finishing equipment made entirely or partially from cellulose fibers Existing textile fabrics described, in which the textile goods first treated with an aqueous solution of a crosslinking agent for the cellulose and is dyed or printed after predrying using the transfer printing method. The cellulose fibers are in during the transfer printing and / or afterwards The presence of a catalyst crosslinks through the action of heat and thus the dyes wash-fast fixed in the fiber. This treatment achieves the purpose of Dyeability, but leads to undesirable stiffening and hardening of the handle of the textile material if a sufficient amount of the crosslinking agent for the Transfer printing is applied.
Der vorliegenden Erfindung liegt somit die Aufgabe zugrunde, ein Mittel zur Ausrüstung von Fasermaterial für ein Thermotransferdruckverfahren bereitzustellen, das die Luftdurchlässigkeit und die Atmungsaktivität des Fasermaterials nach dem Druck nicht unerwünscht vermindert und dem Fasermaterial einen angenehmen weichen Griff verleiht.The present invention is therefore based on the object of a means for To provide equipment for fiber material for a thermal transfer printing process, that the air permeability and breathability of the fiber material after the Pressure not undesirably reduced and the fiber material a pleasant gives a soft grip.
Erfindungsgemäß wird dies durch eine wäßrige Zusammensetzung zur Ausrüstung
von Fasermaterial für ein Thermotransferdruckverfahren erreicht, umfassend
Der Ausdruck
Die erfindungsgemäße Zusammensetzung weist als Komponente a) ein Kunsthatzvorkondensat in der vorstehend angegebenen Menge auf. Die Behandlung von Cellulosefasern mit Kunstharzvorkondensaten (Vernetzern) ist auf dem Textilgebiet ein allgemein bekanntes Verfahren und in der textiltechnischen Literatur ausführlich beschrieben, wozu z. B. auf H. Tovey, Textile Research Journal 31, Seiten 185 bis 237 (1961), H. Rath, Zeitschrift für die gesamte Textilindustrie 69, Seiten 542 bis 548 und Selten 631 bis 635 (1967) und vorstehend genannte Schwelzer Patentschrift verwiesen wird.As component a), the composition according to the invention has a synthetic pre-condensate in the amount specified above. The treatment of cellulose fibers with synthetic resin precondensates (crosslinking agents) is a generally known method in the textile field and is described in detail in the textile technology literature. B. to H. Tovey, Textile Research Journal 31 , pages 185 to 237 (1961), H. Rath, Journal for the entire textile industry 69 , pages 542 to 548 and Rare 631 to 635 (1967) and the aforementioned Schwelzer patent .
Bei den Kunstharzvorkondensaten kann es sich um monomere Verbindungen handeln, die zwei oder mehr reaktive Gruppen enthalten können, wobei diese reaktiven Gruppen zum einen mit Cellulose, insbesondere den OH-Gruppen der Cellulose, und zum anderen mit den reaktiven Gruppen weiter Kunstharzvorkondensatmoleküle unter Ausbildung einer kovalenten Bindung reagieren können. Es können somit die Moleküle des Kunstharzvodondensates miteinander reagieren und mit der Cellulose vernetzt werden. Beispiele der reaktiven Gruppen sind Carbonyl-, Carboxyl- und Methylol-Gruppen.The synthetic resin pre-condensates can be monomeric compounds act, which may contain two or more reactive groups, these reactive groups on the one hand with cellulose, especially the OH groups of Cellulose, and on the other hand with the reactive groups React resin pre-condensate molecules to form a covalent bond can. The molecules of the synthetic resin condensate can thus be combined with one another react and be networked with the cellulose. Examples of reactive groups are Carbonyl, carboxyl and methylol groups.
Beispiele der Kunstharzvorkondensate sind Acetale, z. B. Reaktionsprodukte aus Formaldehyd und Diethylenglykol, Dimethylolmonocarbamate, z. B. Dimethylolmethylcarbamat, Dimethylolharnstoff, Dihydroxyethylenharnstoff, Propylenharnstoff und dessen Derivate, Triazone wie Dimethylol-5-methoxyethyl-1,3,5-triazinon-2, Methylol-Melaminverbindungen wie Tetramethylolmelamin oder wasserlösliche veretherte Methylolmelaminverbindungen, Hexamethylendiethylenharnstoff sowie Glyoxal und seine Derivate.Examples of the synthetic resin precondensates are acetals, e.g. B. reaction products Formaldehyde and diethylene glycol, dimethylol monocarbamates, e.g. B. dimethylol methyl carbamate, Dimethylolurea, dihydroxyethyleneurea, propyleneurea and its derivatives, triazone such as dimethylol-5-methoxyethyl-1,3,5-triazinon-2, methylol-melamine compounds such as tetramethylolmelamine or water-soluble etherified Methylolmelamine compounds, hexamethylene diethylene urea and glyoxal and its derivatives.
Das Kunstharzvorkondensat kann auch voneinander verschiedene reaktive Gruppen aufweisen.The synthetic resin precondensate can also have different reactive groups exhibit.
Vorzugsweise handelt es sich bei dem Kunstharzvorkondensat um eine Verbindung, bei der mindestens zwei Methylol-Gruppen (-CH2-OH) vorliegen, die günstigerweise an N-Atome gebunden sind, wobei es sich um unterschiedliche N-Atome oder das gleiche N-Atom handeln kann. Dabei ist es günstig, daß das N-Atom zu einer Carbonyl-Gruppe benachbart ist. Beispiele solcher N-Methylolverbindungen sind Dimethylolethylenharnstoff und davon abgeleitete Verbindungen. Das H-Atom der OH-Gruppe der Methylol-Gruppe kann durch einen Alkyl-Rest, z. B. einen C1-C4-Alkyl-Rest, substituiert sein. Falls es gewünscht wird, kennen die H-Atome aller oder nur von einem Teil OH-Gruppen der Methylol-Gruppen durch Alkyl-Reste ersetzt sein.The synthetic resin precondensate is preferably a compound in which there are at least two methylol groups (-CH 2 -OH) which are advantageously bound to N atoms, which are different N atoms or the same N atom can act. It is favorable that the N atom is adjacent to a carbonyl group. Examples of such N-methylol compounds are dimethylolethylene urea and compounds derived therefrom. The H atom of the OH group of the methylol group can be replaced by an alkyl radical, e.g. B. a C 1 -C 4 alkyl radical may be substituted. If desired, the H atoms of all or only some of the OH groups of the methylol groups can be replaced by alkyl radicals.
Beispiele der von Dimethylolethylenharnstoff abgeleiteten Verbindungen sind solche
der Formel
Diese Verbindungen weisen den Vorteil auf, daß beim Aufbringen auf das Fasermaterial und der nachfolgenden Reaktion der Kunstharzvorkondensatmoleküle miteinander, mit dem thermoplastischen Kunststoff und mit Cellulose nur eine sehr geringe Formaldehydemission festgestellt wurde. Dies ist aufgrund der toxikologischen Nachteile des Formaldehydes günstig. Die einen vorstehenden Alkyl-Rest aufweisenden Verbindungen weisen ferner eine sehr gute Lagerstabilität auf, so daß die erfindungsgemäßen Zusammensetzungen über eine lange Zeit gelagert werden können.These compounds have the advantage that when applied to the Fiber material and the subsequent reaction of the synthetic resin precondensate molecules with each other, with the thermoplastic and with cellulose only one very low formaldehyde emission was found. This is due to the toxicological disadvantages of formaldehyde favorable. The one above alkyl residue having connections also have very good storage stability, so that the compositions of the invention are stored for a long time can be.
Von den Kunstharzvorkondensaten können in der erfindungsgemäßen Zusammensetzung auch mehrere vorliegen, z. B. zwei oder drei, die voneinander verschieden sind.Of the synthetic resin precondensates can in the invention Composition also exist, e.g. B. two or three from each other are different.
Als Komponente b) liegt in der erfindungsgemäßen Zusammensetzung ein
thermoplastischer Kunststoff mit reaktiven Gruppen vor. Unter dem Ausdruck
Bei den im thermoplastischen Kunststoff vorliegenden reaktiven Gruppen handelt es sich günstigerweise um solche, die mit den in Zusammenhang mit dem Kunstharzvorkondensat beschriebenen reaktiven Gruppen und/oder den OH-Gruppen der Cellulose reagieren können, wodurch eine Vernetzung des thermoplastischen Kunststoffs mit der Cellulose und/oder dem Kunstharzvorkondensat erreicht werden kann. Beispiele solcher sind die Carboxyl-Gruppe und die Methylol-Gruppe, insbesondere die an ein N-Atom gebundene Methylol-Gruppen, wobei es günstig ist, wenn das N-Atom zu einer Carbonyl-Gruppe benachbart ist. Solche liegen z. B. in (Meth)acrylsäure bzw. in N-Methylolacrylamid vor.The reactive groups present in the thermoplastic are favorably those related to the Synthetic resin precondensate described reactive groups and / or the OH groups the cellulose can react, causing crosslinking of the thermoplastic Plastic with the cellulose and / or the synthetic resin precondensate can be achieved can. Examples of such are the carboxyl group and the methylol group, in particular the methylol groups bonded to an N atom, it being favorable when the N atom is adjacent to a carbonyl group. Such are z. B. in (Meth) acrylic acid or in N-methylolacrylamide.
Solche reaktiven Gruppen können in den thermoplastischen Kunststoff dadurch eingebracht werden, daß bei dessen Herstellung (Polymerisation von Monomeren) Monomere eingesetzt werden, die diese reaktionsfähigen Gruppen aufweisen, z. B. das vorstehend erwähnt N-Methylolacrylamid und/oder (Meth)acrylsäure. Die Menge der reaktionsfähige Gruppen tragenden Monomere im thermoplastischen Kunststoff beträgt 1 bis 10 Gew.-%, insbesondere etwa 5 Gew.-%, bezogen auf den thermoplastischen Kunststoff. Ein Beispiel eines thermoplastischen Kunststoffes ist ein Copolymer aus Ethylen und Vinylacetat (20:80 Gewichtsteile), enthaltend 5 Gew.-% Methylolacrylamid. Ein weiteres Beispiel dafür ist ein Copolymer aus Vinylacetat mit Acylsäurebutylesther (1:1), enthalten 2,5 Gew.-% Aaylsäure, bezogen auf den thermoplastischen Kunststoff.Such reactive groups can result in the thermoplastic be introduced that during its production (polymerisation of monomers) Monomers are used which have these reactive groups, for. B. the above-mentioned N-methylolacrylamide and / or (meth) acrylic acid. The amount of reactive group-bearing monomers in thermoplastic is 1 to 10 wt .-%, in particular about 5 wt .-%, based on the thermoplastic. An example of a thermoplastic is a copolymer of ethylene and vinyl acetate (20:80 parts by weight) containing 5% by weight Methylolacrylamide. Another example of this is a copolymer made from vinyl acetate Acyl acid butyl ester (1: 1), contain 2.5 wt .-% Aaylic acid, based on the thermoplastic.
Der thermoplastische Kunststoff kann mehrere, voneinander verschiedene reaktive Gruppen aufweisen. Ferner können in der erfindungsgemäßen Zusammensetzung mehrere, z. B. zwei, voneinander verschiedene thermoplastische Kunststoffe vorliegen, die, falls es gewünscht wird, unterschiedliche reaktive Gruppen tragen können. Werden zwei voneinander verschiedene thermoplastische Kunststoffe in der erfindungsgemäßen Zusammensetzung eingesetzt, kann deren Verhältnis etwa 1:1 betragen.The thermoplastic can have several different reactive substances Have groups. Furthermore, in the composition according to the invention several, e.g. B. two different thermoplastic materials are present which, if desired, carry different reactive groups can. Are two different thermoplastics in the used composition according to the invention, their ratio can be about 1: 1 be.
Als Komponente c) liegt in der erfindungsgemäßen Zusammensetzung ein sauer reagierendes anorganisches Salz vor. Dieses dient als Katalysator für die Vernetzung der Komponenten a) und b) miteinander und mit der Cellulose. Beispiele solcher Salze sind Diammoniumsulfat, Zinknitrat, Zinkchlorid, Magnesiumnitrat und insbesondere Magnesiumchlorid. Letzteres Salz stellt ein besonders schonendes System dar und es werden geringere Verluste der Reißfestigkeit des Fasermaterials erhalten.As component c) there is an acid in the composition according to the invention reacting inorganic salt. This serves as a catalyst for cross-linking of components a) and b) with one another and with the cellulose. Examples of such salts are diammonium sulfate, zinc nitrate, zinc chloride, magnesium nitrate and in particular Magnesium chloride. The latter salt is a particularly gentle system and it lower losses in the tensile strength of the fiber material are obtained.
Es wurde überraschenderweise gefunden, daß auf dem Fasermatenal, das mit der erfindungsgemäßen Zusammensetzung behandelt und einem Thermotransferdruck-Verfahren unterzogen wurde, keine Filmbildung zu beobachten war und somit die Luftdurchlässigkelt und die Atmungsaktivität des behandelten Fasermaterials hervorragend war. Es wird angenommen - ohne jedoch daran gebunden zu sein -, daß die Kunstharzvorkondensate in das Innere der Fasern eindringen. Diese Vorkondensate reagieren unter Kondensationsbedingungen, beispielsweise 140 °C - 160 °C während 2 - 5 Minuten, unter anderem mit den Hydroxylgruppen der Cellulose unter Quervernetzung. Es wird also kein Film gebildet, der den Luftdurchtritt durch das Textilmaterial negativ beeinflussen kann. Die mit Kunstharzvorkondensaten erreichte Cellulosevernetzung reduziert ferner die Knitterneigung des Fasermaterials. Durch die in der erfindungsgemäßen Zusammensetzung vorliegenden thermoplastischen Kunststoffe mit reaktiven Gruppen wird die Versprödung der Naturfasern niedrig gehalten, ein guter Knitterfesteffekt beobachtet und die Quellung der Cellulose gering gehalten werden.It has surprisingly been found that on the fiber material that is associated with the treated composition according to the invention and a thermal transfer printing process was subjected to no film formation and thus the Permeable to air and the breathability of the treated fiber material was outstanding. It is believed, but not tied to this, that the synthetic resin pre-condensates penetrate into the interior of the fibers. This Pre-condensates react under condensation conditions, e.g. 140 ° C - 160 ° C for 2 - 5 minutes, including with the hydroxyl groups of cellulose with cross-linking. So no film is formed that the air passage through the Can adversely affect textile material. The reached with synthetic resin pre-condensates Cellulose crosslinking also reduces the tendency of the fiber material to crease. Through the thermoplastic present in the composition according to the invention Plastics with reactive groups will reduce the embrittlement of natural fibers held, a good crease-resistant effect was observed and the swelling of the cellulose was low being held.
Als Komponente d) liegen 0,2 bis 2,0 Gew.-% eines Weichmachungsmittels oder ein
Gemisch mehrerer Weichmachungsmittel in der erfindungsgemäßen
Zusammensetzung vor. Unter dem Begriff
In der erfindungsgemäßen Zusammensetzung liegt in einer Menge von 0,05 bis 0,5 Gew.-% ein Emulgator vor. Hierbei kann es sich um einen oder mehrere nichtionogene(n) Emulgator(en) handeln, z. B. Verbindungen auf der Basis ethoxylierter Fettalkohole, ethoxylierter Fettamine und Gemische dieser. Durch den Emulgator wird die erfindungsgemäße Zusammensetzung stabil gehalten und die Applikation der Zusammensetzung auf das Fasermaterial, insbesondere durch Fouldarapplikation, verbessert.In the composition according to the invention there is an amount of 0.05 to 0.5 % By weight of an emulsifier. This can be one or more act non-ionic emulsifier (s), e.g. B. Connections based ethoxylated fatty alcohols, ethoxylated fatty amines and mixtures thereof. By the Emulsifier, the composition of the invention is kept stable and the Application of the composition to the fiber material, in particular by Mold application, improved.
Überraschenderweise wurde ferner festgestellt, daß durch Zusatz von in Wasser emulgierten Weichmachungsmittel nicht nur ein weicher, angenehmer Griff des ausgerüsteten Fasermaterials erreicht wird, sondern auch durch diese hydrophoben Bestandteile die Waschbeständigkeit der Kunststoffeinlagerung und damit die Verankerung des Dispersionsfarbstoffes gefördert wird.Surprisingly, it was also found that by adding water emulsified softener not just a soft, comfortable grip of the equipped fiber material is achieved, but also by this hydrophobic Components the washing resistance of the plastic storage and thus the Anchorage of the disperse dye is promoted.
Durch den Zusatz des Weichmachungsmittels und die überwiegende Verwendung von weichen, reaktionsfähigen Thermoplasten erhält das für den Thermotransferdruck vorbereitete Fasermaterial einen angenehm weichen Griff, den es auch nach dem Thermotransferdruck beibehält. Allerdings ist die bei der Hochveredelung mit Kunstharzvorkondensaten übliche Versprödung verbunden mit einem relativ harten Griff nicht beobachtbar. Weiterhin ist es durch diese Kombination möglich, die Menge des eingesetzten Kunstharzvorkondensates niedrig zu halten und durch die überwiegende Verwendung welcher Kunststoffdispersionen genügend Substanz mit Affinität zum Dispersionsfarbstoff aufzubringen, um einen Thermotransferdruck möglich zu machen. Trotzdem wird ein ausreichender Knitterfesteffekt erreicht. Durch die Vernetzung mit dem Kunsharzvorkondensat wird eine gute Waschfestigkeit des aufgebrachten Druckes erreicht. Diese Waschfestigkeit wird durch den Zusatz der vollkommen hydrophoben Faserweichmacher noch verbessert. Through the addition of the plasticizer and the predominant use of soft, reactive thermoplastics get this for thermal transfer printing prepared fiber material has a pleasantly soft feel, which can also be felt after the Maintains thermal transfer printing. However, that is with the high refinement Resin pre-condensates common embrittlement combined with a relatively hard Handle not observable. Furthermore, this combination allows the quantity to keep the used synthetic resin pre-condensate low and by predominant use of which plastic dispersions have enough substance Affinity to the disperse dye to apply thermal transfer printing to make possible. Nevertheless, a sufficient crease-resistant effect is achieved. By crosslinking with the synthetic resin precondensate will ensure good washability of the applied pressure reached. This wash resistance is due to the addition of completely hydrophobic fiber softener still improved.
Die erfindungsgemäße Zusammensetzung kann zur Ausrüstung von Fasermaterial für ein Thermotransferdruckverfahren verwendet werden. Dem Fachmann sind Verfahren zum Aufbringen der erfindungsgemäßen Zusammensetzungen auf Fasermaterial sowie hierzu benötigte Vorrichtungen bekannt. Beispielsweise kann die wäßrige Zusammensetzung mittels Foulardapplikation auf das Fasermaterial aufgebracht werden. Die erfindungsgemäße Zusammensetzung mit den vorstehenden Komponenten a) bis e) kann in einem Schritt, d. h. auf einmal, auf das Fasermaterial appliziert werden, wodurch eine einfache, schnelle und kostengünstige Aufbringung der Komponenten a) bis e) auf das Fasermaterial möglich ist.The composition according to the invention can be used to furnish fiber material for a thermal transfer printing process can be used. Methods are known to the person skilled in the art for applying the compositions according to the invention to fiber material and devices required for this are known. For example, the aqueous Composition applied to the fiber material by pad application become. The composition according to the invention with the above Components a) to e) can in one step, d. H. all at once, on the fiber material can be applied, which makes it easy, quick and inexpensive to apply of components a) to e) is possible on the fiber material.
Unter dem Ausdruck
Wie bereits vorstehend ausgeführt wurde, wird die erfindungsgemäße Zusammensetzung auf Fasermaterial aufgebracht Günstigerweise wird dabei die Menge der erfindungsgemäßen Zusammensetzung so gewählt, daß es vollständig vom Fasermaterial aufgenommen werden kann, d. h. die Aufnahme 100 % beträgt.As already stated above, the invention Composition applied to fiber material The Amount of the composition according to the invention chosen so that it is complete can be absorbed by the fiber material, d. H. the absorption is 100%.
Nach dem Aufbringen der erfindungsgemäßen Zusammensetzung auf das
Fasermaterial kann eine Trocknung erfolgen, wobei das Wasser im wesentlichen
vollständig entfernt werden kann. Dabei bedeutet
Bei diesem Trocknungsschritt erfolgt noch keine Kondensation des Kunstharzes, hierzu ist eine Behandlung von 140°C während mindestens 2 Minuten erforderlich. In this drying step there is no condensation of the synthetic resin, this requires a treatment of 140 ° C for at least 2 minutes.
Das so behandelte Fasermaterial kann dann in einem üblichen Thermotransferdruckverfahren eingesetzt werden. Bei diesem wird beispielsweise ein Dispersionsfarbstoff, insbesondere ein sublimierbarer Dispersionsfarbstoff, mittels einer Druckpaste auf einen Träger, z. B. ein Papier mit spezieller Beschichtung, aufgebracht. Durch Zusammenpressen und Erhitzen mit dem zu bedruckenden und mit der erfindungsgernäßen Zusammensetzung behandelten Fasermaterial wird der auf dem Träger vorhandene Dispersionsfarbstoff von diesem auf das Fasermaterial übertragen. Liegt dabei der Dispersionsfarbstoff bzw. die Dispersionsfarbstoffe in Form eines Musters auf dem Träger vor, wird dieses Muster auf das Fasermaterial übertragen. Die Übertragung kann bei Temperaturen von 200 bis 250°C in wenigen Sekunden bis wenigen Minuten, z. B. 10 Sekunden bis 2 Minuten erfolgen. Dabei wird eine Vernetzung des Kunstharzvorkondensates, des thermoplastischen Kunststoffes und der Cellulose erreicht.The fiber material treated in this way can then be used in a conventional manner Thermal transfer printing processes are used. In this case, for example Disperse dye, in particular a sublimable disperse dye, by means of a printing paste on a support, e.g. B. a paper with a special coating, upset. By pressing together and heating with the and to be printed treated with the composition according to the invention fiber material disperse dye present on the support from this to the fiber material transfer. Is the disperse dye or disperse dyes in Form a pattern on the backing, this pattern is applied to the fiber material transfer. The transfer can take place at temperatures from 200 to 250 ° C in a few Seconds to a few minutes, e.g. B. 10 seconds to 2 minutes. Doing so a crosslinking of the synthetic resin precondensate, the thermoplastic and reached the cellulose.
Das folgende Beispiel erläutert die vorliegende Erfindung:The following example illustrates the present invention:
Beim Flottenansatz werden die angegebenen Mengen mit entmineralisiertem, kaltem Wasser auf 1 l aufgefüllt und mit einem Foulard auf das Baumwollgewebe aufgebracht. Die Flottenaufnahme beträgt 100%. In the fleet approach, the specified amounts are demineralized, cold Make up to 1 liter of water and use a foulard on the cotton fabric upset. The fleet intake is 100%.
Nach der Foulardapplikation wird eine Trocknung bei 110°C vorgenommen. Dabei verdampft das Wasser, das Kunstharzvorkondensat reagiert aber noch nicht aus. Für die Kondensation eines Kunstharzes sind mindestens 2 Minuten bei 140°C notwendig.After the pad application, drying is carried out at 110 ° C. Here the water evaporates, but the synthetic resin precondensate does not yet react. For The condensation of a synthetic resin is necessary at least 2 minutes at 140 ° C.
Der Thermoumdruck wurde bei 210°C mit einer Kontaktzeit von 30 Sekunden unter Verwendung eines Fasermaterials aus 100% Baumwolle und eines handelsüblichen Papierträgers mit Dispersionsfarbstoffen (von der Fa. Transfertex GmbH & Co. Thermodruck KG) vorgenommen. Die vollständige Vernetzung des Kunstharzvorkondensates wurde bei dieser thermischen Behandlung ebenfalls erreicht.The thermal transfer pressure was below at 210 ° C with a contact time of 30 seconds Use of a fiber material made of 100% cotton and a commercially available Paper carrier with disperse dyes (from Transfertex GmbH & Co. Thermodruck KG). The complete networking of the Resin precondensates were also used in this thermal treatment reached.
Der erhaltene Druck war gut waschbeständig. Das Baumwollgewebe zeigte die üblichen Pflegeleichteffekte, d. h. Verbesserung der Krumpfeigenschaften und der Knitterneigung. Es hatte einen angenehm welchen Griff.The print obtained was washable. The cotton fabric showed that usual easy care effects, d. H. Improve the shrink properties and the Tendency to wrinkle. It had a pleasant grip.
Claims (11)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19918890A DE19918890A1 (en) | 1999-04-26 | 1999-04-26 | Aqueous fiber finishing composition used in heat transfer printing comprises synthetic resin precondensate, thermoplastic polymer with reactive groups and acid-reactive inorganic salt |
| DE19918890 | 1999-04-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1063343A1 true EP1063343A1 (en) | 2000-12-27 |
Family
ID=7905885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP00103963A Withdrawn EP1063343A1 (en) | 1999-04-26 | 2000-02-25 | Aqueous composition for preparing fibrous material for a thermal transfer printing process |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US6425927B1 (en) |
| EP (1) | EP1063343A1 (en) |
| KR (1) | KR20010049270A (en) |
| DE (1) | DE19918890A1 (en) |
| TR (1) | TR200000814A2 (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2003900744A0 (en) * | 2003-01-15 | 2003-03-06 | Justoy Pty Ltd | A tow hitch arrangement |
| US7811623B2 (en) | 2007-12-21 | 2010-10-12 | Innovatech, Llc | Marked precoated medical device and method of manufacturing same |
| US8048471B2 (en) | 2007-12-21 | 2011-11-01 | Innovatech, Llc | Marked precoated medical device and method of manufacturing same |
| US7714217B2 (en) | 2007-12-21 | 2010-05-11 | Innovatech, Llc | Marked precoated strings and method of manufacturing same |
| US8231927B2 (en) | 2007-12-21 | 2012-07-31 | Innovatech, Llc | Marked precoated medical device and method of manufacturing same |
| US8231926B2 (en) | 2007-12-21 | 2012-07-31 | Innovatech, Llc | Marked precoated medical device and method of manufacturing same |
| US8900652B1 (en) | 2011-03-14 | 2014-12-02 | Innovatech, Llc | Marked fluoropolymer surfaces and method of manufacturing same |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2458660A1 (en) * | 1973-12-13 | 1975-06-19 | Sublistatic Holding Sa | DRY THERMAL PRINTING PROCESS |
| CH564637B5 (en) * | 1973-08-03 | 1975-07-31 | ||
| US4119398A (en) * | 1976-08-31 | 1978-10-10 | Terry Brook Purser | Composition for pre-treating fabric for transfer printing and a transfer printing process |
| EP0038965A1 (en) * | 1980-04-26 | 1981-11-04 | Subligraphics S.A. | Product and process for pretreating cellulosic fibres which are then transfer-printed |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE171111C (en) | ||||
| US3674548A (en) * | 1969-04-09 | 1972-07-04 | Deering Milliken Res Corp | Process for imparting soil-releasing and anti soil-redeposition properties to textile materials |
| US3776692A (en) * | 1972-04-27 | 1973-12-04 | Us Agriculture | Recurable crosslinked cellulosic fabrics from methylol reagents and polycarboxylic acids |
| US4112155A (en) * | 1974-03-11 | 1978-09-05 | Produits Chimiques Ugine Kuhlmann | Process for sizing substrate and products obtained thereby |
| DE2840438A1 (en) * | 1978-09-16 | 1980-03-27 | Hoechst Ag | METHOD FOR PRE-TREATING CELLULOSE FIBERS PRINTED BY THE THERMAL TRANSFER METHOD |
| US4269603A (en) * | 1979-05-04 | 1981-05-26 | Riegel Textile Corporation | Non-formaldehyde durable press textile treatment |
| US4240795A (en) * | 1979-07-09 | 1980-12-23 | Sun Chemical Corporation | Treatment of textiles with modified alpha-olefins |
| JPS6036397B2 (en) | 1980-03-31 | 1985-08-20 | 株式会社東芝 | thermal recording device |
| DD222052A1 (en) * | 1983-12-09 | 1985-05-08 | Flath Hans Joachim | METHOD FOR CELLULOSE FIBROUSING AND THEIR MIXTURES |
| FI78514C (en) * | 1983-12-16 | 1989-08-10 | Sicpa Holding Sa | TRANSFERTRYCKPLATTA, FOERFARANDE FOER DESS FRAMSTAELLNING, TRYCKSVAERTA FOER ANVAENDNING I FOERFARANDET SAMT TRANSFERTRYCKNINGSFOERFARANDE FOER ATT TRYCKA TEXTILUNDERLAG MEDELST TRANSFERTRYCKPLATTAN. |
| US4524093A (en) * | 1984-04-30 | 1985-06-18 | The B. F. Goodrich Company | Fabric coating composition with low formaldehyde evolution |
| DE3525799A1 (en) * | 1985-07-19 | 1987-01-22 | Basf Ag | BINDING AGENT FOR PIGMENT PRINTING BY TEXTILGUT |
| US4737386A (en) * | 1986-09-08 | 1988-04-12 | National Starch And Chemical Corporation | Textile coating composition and textiles coated therewith |
| KR910003654B1 (en) * | 1989-06-24 | 1991-06-08 | 제일합섬 주식회사 | Manufacturing method of cotton fabric having excellent durability |
| DE4126096A1 (en) | 1991-08-07 | 1993-02-11 | Thomas Kerle | METHOD FOR PRINTING SUBSTRATES BY TRANSFER PRINTING METHOD |
| US5811369A (en) * | 1995-12-01 | 1998-09-22 | Nippon Paper Industries Co., Ltd. | Thermal recording medium |
| US6139672A (en) * | 1997-05-30 | 2000-10-31 | Canon Kabushiki Kaisha | Image-transfer medium for ink-jet recording and image-transfer printing process |
-
1999
- 1999-04-26 DE DE19918890A patent/DE19918890A1/en not_active Withdrawn
-
2000
- 2000-02-25 EP EP00103963A patent/EP1063343A1/en not_active Withdrawn
- 2000-03-29 TR TR2000/00814A patent/TR200000814A2/en unknown
- 2000-04-19 KR KR1020000020772A patent/KR20010049270A/en not_active Ceased
- 2000-04-25 US US09/558,312 patent/US6425927B1/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH564637B5 (en) * | 1973-08-03 | 1975-07-31 | ||
| DE2458660A1 (en) * | 1973-12-13 | 1975-06-19 | Sublistatic Holding Sa | DRY THERMAL PRINTING PROCESS |
| US4119398A (en) * | 1976-08-31 | 1978-10-10 | Terry Brook Purser | Composition for pre-treating fabric for transfer printing and a transfer printing process |
| EP0038965A1 (en) * | 1980-04-26 | 1981-11-04 | Subligraphics S.A. | Product and process for pretreating cellulosic fibres which are then transfer-printed |
Also Published As
| Publication number | Publication date |
|---|---|
| US6425927B1 (en) | 2002-07-30 |
| KR20010049270A (en) | 2001-06-15 |
| TR200000814A3 (en) | 2000-11-21 |
| DE19918890A1 (en) | 2000-11-02 |
| TR200000814A2 (en) | 2000-11-21 |
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