EP1549798B1 - Vorbehandlungsflotte zur vorbereitung von textilen substraten für den ink-jet-druck - Google Patents

Vorbehandlungsflotte zur vorbereitung von textilen substraten für den ink-jet-druck Download PDF

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Publication number
EP1549798B1
EP1549798B1 EP03756468A EP03756468A EP1549798B1 EP 1549798 B1 EP1549798 B1 EP 1549798B1 EP 03756468 A EP03756468 A EP 03756468A EP 03756468 A EP03756468 A EP 03756468A EP 1549798 B1 EP1549798 B1 EP 1549798B1
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EP
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Prior art keywords
compounds
iii
textile substrate
aqueous pretreatment
pretreatment liquor
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Expired - Lifetime
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EP03756468A
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German (de)
English (en)
French (fr)
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EP1549798A1 (de
Inventor
Ulrike Hees
Michael Kluge
Mike Freche
Dieter Freyberg
Karl Siemensmeyer
Heinz Heissler
Friedrich-Wilhelm Raulfs
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BASF SE
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BASF SE
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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
    • 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
    • D06P1/60—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 polyethers
    • D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
    • 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
    • D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/356—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms
    • D06M15/3562—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of other unsaturated compounds containing nitrogen, sulfur, silicon or phosphorus atoms containing nitrogen
    • 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
    • D06P1/60—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 polyethers
    • D06P1/613—Polyethers without nitrogen
    • 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
    • D06P1/64—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 low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • 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
    • D06P5/30—Ink jet printing

Definitions

  • the invention relates to aqueous pretreatment liquors for the preparation of textile substrates for ink-jet printing.
  • EP-A 0 928 841 describes the use of natural thickeners and divalent metal salts in the printing of direct dyes and pigments on silk. Polyquaternary or polycationic compounds and disperse dyes are not mentioned.
  • WO 99/33669 discloses the pretreatment of a textile to be printed with cationic compounds to improve the ink level of disperse dye inks, mentioning only low molecular weight cationic compounds. Polyquaternary or polycationic compounds are not mentioned.
  • WO 00/03081 describes a pretreatment of textiles with textile binders and melamine crosslinkers for ink-jet printing with pigments.
  • the pretreatment results in good fastnesses of the prints.
  • An improvement of the printed image by better ink level and the use of cationic compounds is not mentioned.
  • JP 62231787 describes the use of divalent inorganic metal salts and / or cationic compounds and crosslinkers to prepare textile for ink-jet printing with pigments.
  • the crosslinker results in crosslinking with a binder contained in the ink.
  • the use of polycationic compounds is not mentioned, nor is the use of polyethylene glycol derivatives or other thickeners.
  • WO 00/56972 describes the use of cationic polymers and copolymers as well as polymer latices as binders for the pretreatment of textile substrates for ink-jet printing.
  • a disadvantage of the methods of the prior art is often insufficient definition of the printed image on the textile substrate. This is caused by the bleeding of the inks on the substrate.
  • the object of the invention is to provide pretreatment liquors for the preparation of textile substrates for ink-jet printing, which result in an improved ink level on the printed textile substrates.
  • the object of the invention is, in particular, to improve the ink level in the case of cellulose-containing textile substrates printed with pigment inks and in the case of textile substrates of polyester fibers printed with disperse dye-based inks.
  • the object of the invention is also to improve the fixation for printing with disperse dye inks and thus to allow increased brilliance and color strength of the prints.
  • the aqueous pretreatment liquors according to the invention contain one or more polycationic compounds.
  • Suitable polycationic compounds are, for example, cationic homopolymers or copolymers of diallyldialkylammonium monomers such as diallyldimethylammonium chloride, cationic acrylates and acrylamides such as acryloxyethyldimethylammonium chloride or acrylamidoethyldimethylammonium chloride, quaternary vinylpyridines such as methylvinylpyridinium chloride, polyalkylamine polymers and copolymers, polyallylamine hydrochloride, allylamine hydrochloride-diallylamine hydrochloride copolymer, N-vinylacrylamidine hydrochloride-acrylamide Copolymer, dialkylamine-epichlorohydrin polymer, polyamide-polyamine-epichlorohydrin polymer, dicyandiamide-formaldehyde polycondensate, polyethylenepolyamine-dicyandiamide polycondensate, polyethy
  • Preferred polycationic compounds (A) are homo- or copolymers of diallyldialkylammonium monomers such as polydiallyldimethylammonium chloride (polyDADMAC), polydiallyldiethylammonium chloride (polyDADEAC), polydiallyldimethylammonium bromides (polyDADMAB), polydiallyldiethylammonium bromide (polyDADEAB), particularly preferred are polymers or copolymers of diallyldimethylammonium chloride, most preferred is diallyldimethylammonium chloride Homopolymer (polyDADMAC).
  • Copolymers of the monomers mentioned can also contain nonionic monomers as comonomers, for example vinylpyrrolidone, (partially hydrolyzed) vinyl acetate or hydroxy (meth) acrylate.
  • nonionic monomers for example vinylpyrrolidone, (partially hydrolyzed) vinyl acetate or hydroxy (meth) acrylate.
  • the aqueous pretreatment liquors contain polymers or copolymers of diallyldialkylammonium monomers, preferably polymers or copolymers of diallyldimethylammonium chloride, more preferably Diallyldimethylammonium chloride homopolymer, as polycationic compounds (A), and one or more thickeners (B).
  • the aqueous pretreatment liquors according to the invention comprise one or more.
  • Associative thickeners of the general formula (I), (II) and / or (III) U - [- T- (M) y -] x -U (I) U- (M) y -U (II) UTU (III)
  • the aqueous pretreatment liquors contain one or more polycationic compounds (A) and one or more associative thickeners of the general formula (I) and / or (II).
  • Polyether diols (i) for the purposes of the present invention are polyethylene glycol, polypropylene glycol and polytetrahydrofuran, but also copolymers of ethylene oxide and propylene oxide or butylene oxide or terpolymers of ethylene oxide, propylene oxide and butylene oxide, wherein the copolymers may be present as block copolymers or random copolymers or terpolymers.
  • Suitable diisocyanates (ii) are diisocyanates having NCO groups of the same or different reactivity.
  • diisocyanates having NCO groups of the same reactivity are aromatic or aliphatic diisocyanates, preferably aliphatic diisocyanates such as tetramethylene diisocyanate, hexamethylene diisocyanate (HDI), octamethylene diisocyanate, decamethylene diisocyanate, dodecamethylene diisocyanate, tetradecamethylene diisocyanate, trimethylhexane diisocyanate, tetramethylhexane diisocyanate, 1,4-, 1,3- or 1 , 2-diisocyanatocyclohexane, 4,4'-di (isocyanatocyclohexyl) methane, 1-isocyanato-3,3,5-trimethyl-5- (isocyanatomethyl) cyclohexane (isophorone di
  • Preferred diisocyanates having NCO groups of different reactivity are the readily and cheaply available isocyanates such as 2,4-tolylene diisocyanate (2,4-TDI), 2,4'-diphenylmethane diisocyanate (2,4'-MDI), triisocyanatotoluene as a representative of aromatic Diisocyanates or aliphatic diisocyanates, such as 2-butyl-2-ethylpentamethylene diisocyanate, 2-isocyanatopropylcyclohexyl isocyanate, 2,4,4- or 2,2,4-trimethylhexamethylene diisocyanate, 2,4'-methylenebis (cyclohexyl) diisocyanate and 4-methylcyclohexane-1, 3-diisocyanate (H-TDI).
  • isocyanates such as 2,4-tolylene diisocyanate (2,4-TDI), 2,4'-diphenylmethane diisocyanate (2
  • isocyanates having groups of different reactivity are 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 1,5-naphthylene diisocyanate, diphenyl diisocyanate, tolidine diisocyanate and 2,6-toluene diisocyanate.
  • polyisocyanates for example in amounts of up to 10% by weight, based on the total amount of diisocyanate and polyisocyanate.
  • Suitable polyisocyanates are, for example, biurets and allophanates of HDI or TDI.
  • Very particularly preferred diisocyanates are HDI, IPDI, MDI and TDI.
  • the ratio of polyether diols (i) to diisocyanates (ii) is generally from 0.3: 1 to 1: 1, preferably about 0.5: 1.
  • the reaction of the diisocyanates with the polyether diols is usually carried out with the addition of a catalyst.
  • the catalysts are preferably used in an amount of 0.01 to 10 wt .-%, preferably 0.05 to 5 wt .-%. It is possible to carry out the reaction in a solvent, in which case all solvents which do not react with either the polyurethane or the polyether derivative are suitable as solvents.
  • Suitable catalysts which in particular accelerate the reaction between the NCO groups of the diisocyanates and the hydroxyl groups of the polyether diols are the tertiary amines known and customary in the art, e.g. Triethylamine, dimethylcyclohexylamine, N-methylmorpholine, N, N'-dimethylpiperazine, 2- (dimethylaminoethoxy) ethanol, diazabicyclo (2,2,2) octane and the like, and especially organic metal compounds such as titanic acid esters, iron compounds such as e.g. Iron (III) acetylacetonate, tin compounds, e.g.
  • Triethylamine dimethylcyclohexylamine, N-methylmorpholine, N, N'-dimethylpiperazine, 2- (dimethylaminoethoxy) ethanol, diazabicyclo (2,2,2) octane and the like
  • organic metal compounds such as titanic acid
  • Tin diacetate, tin dioctoate, tin dilaurate or the dialkyl derivatives of Zinndialkylsalzen aliphatic carboxylic acids such as dibutyltin diacetate, dibutyltin dilaurate or the like.
  • the synthesis of the associative thickeners is generally carried out in bulk or in an aprotic solvent, for example in tetrahydrofuran, diethyl ether, diisopropyl ether, chloroform, dichloromethane, di-n-butyl ether, acetone, N-methylpyrrolidone (NMP), xylene, toluene, methyl ethyl ketone (MEK ), Methyl isobutyl ketone (MIBK) or 1,4-dioxane.
  • NMP N-methylpyrrolidone
  • MEK methyl ethyl ketone
  • MIBK Methyl isobutyl ketone
  • 1,4-dioxane Preferred reaction temperatures are in the range of -20 ° C. up to the boiling point of the solvent used.
  • the reaction is generally carried out without pressure, but also reactions in autoclaves at up to 20 bar are suitable.
  • hydrophobized products By reacting the NCO-terminated products with aliphatic or aromatic alcohols, thiols, primary or secondary amines or carboxylic acids (ii), hydrophobized products can be obtained from the reaction products of components (i) and (ii) containing free isocyanate groups.
  • the alcohols R-OH may also be alkoxylated with ethylene oxide, propylene oxide or butylene oxide, both homo- and (block) copolymers of said alkylene oxides can be used, usually with about 20 to 500 alkylene oxide units. Furthermore, the alcohols R-OH may be alkoxylated with THF.
  • the compound (iii) with respect to the free isocyanate groups at least stoichiometrically, but often in stoichiometric excess, for example from 50 to 100%, based on free NCO groups used.
  • compounds of the formula (III) are obtained from the diisocyanates (ii) and the compounds (iii) without polyether diols (i) being present.
  • the compounds (iii) can be used in stoichiometric excess.
  • inventive aqueous pretreatment liquors comprise polymers or copolymers of diallyldialkylammonium monomers, in particular diallyldimethylammonium chloride homopolymer, as polycationic compounds (A) and one or more associative thickeners of the formula (I) and / or (II) as thickener (B) ,
  • the aqueous treatment liquors of the invention may contain conventional additives as component (C).
  • Typical additives include, for example, defoamers, emulsifiers, solvents, biocides, deaerators and wetting agents.
  • both the properties of cotton fabrics and the properties of polyester fabrics for printing with pigmented inks or with disperse dye inks can be significantly improved with the pretreatment liquors according to the invention with one and the same liquor.
  • Cotton or cotton blends are commonly made with pigment inks, polyester fabrics usually printed with disperse dye inks.
  • the pre-treatment when printing with disperse dye inks has a favorable effect on the fixation, which enables more brilliant as well as darker (especially black) colors.
  • the invention also provides a treatment agent comprising the components (A), (B) and optionally (C), from which the aqueous treatment liquors of the invention are obtainable by dilution with water.
  • Another aspect of the present invention is a process for printing flat textile substrates by the ink-jet process, which is characterized in that the textile substrates to be printed are pretreated with the aqueous pretreatment liquors.
  • Another aspect of the present invention are also the printed textile substrates themselves.
  • Another aspect of the present invention is a process for the pretreatment of textile substrates with the aqueous pretreatment liquors according to the invention.
  • the pretreatment process for ink-jet printing involves the application of the pretreatment liquor and the subsequent drying of the impregnated textile substrate.
  • the pre-treatment liquor can be applied by a pultrusion process or by a continuous forced-application process.
  • the pretreatment agent has a clear affinity for the substrate. This is the case in particular when the pretreatment agent and the substrate have different ionogeneity, for example the pretreatment agent is cationic in nature and the substrate fiber is anionic in nature.
  • the textile may be wound up. The treatment liquor is pressed under pressure through the wound textile, the treatment liquor from the inside to the outside or, in fully flooded apparatus, also from outside to inside. In order to ensure a uniform application, a change of the flow direction of the treatment liquor is advantageous.
  • the fabric is exposed in the pre-treatment liquor and is moved therewith.
  • the textile may also be pulled through a standing bath.
  • the textile is preferably pulled several times through the treatment bath, wherein the direction of movement of the textile should reverse. This promotes the uniformity of the contract. Further details on these application methods can be found in the relevant literature, for example, finishing of textiles, VEB subuchverlag für, 1st edition 1976, page 93 ff.
  • Suitable continuous application methods are all processes in which the pre-treatment agent according to the invention can be applied over the entire surface or imagewise. Particularly suitable in this case are all printing processes and all processes in which the textile is impregnated over its entire area with the pretreatment agent.
  • the fundamental difference to the exhaust process is that a compulsory order is realized here.
  • the pretreatment liquor need not have an affinity for the fiber for these processes.
  • screen printing is an important process that is used, among other things, in the production of printed fabrics.
  • the "printing inks” are pressed by means of a doctor through a fine mesh and transferred to the substrate to be printed.
  • the mesh can hereby be made of synthetic fibers, as in flat film printing plants, or metals, such as in rotary printing plants.
  • defined amounts of the pretreatment liquor can be applied by well-known spraying and casting techniques.
  • the textile is dried.
  • the impregnated textile can be heated to the extent that the existing water can evaporate. Preference is given to operating at temperatures of 80 and 120 ° C.
  • the required heat can be introduced in the form of heated air as a heat exchanger.
  • the use of infrared radiators or microwave radiators is also suitable.
  • the fabric is held under tension in this process to prevent the formation of wrinkles.
  • printed textile substrates which are pretreated according to the invention, for example, fibers, yarns, threads, knitted fabric, woven, non-wovens and made-up of polyester, modified polyester, polyester blends, cellulosic materials such as cotton, cotton blends, jute, flax, hemp and Ramie, viscose, wool, silk, polyamide, polyamide blend, polyacrylonitrile, triacetate, acetate, polycarbonate, polypropylene, polyvinyl chloride, polyester microfibers and glass fiber fabrics suitable.
  • the ink-jet process the usually aqueous inks are sprayed in small droplets directly onto the substrate.
  • pressure is applied to the ink system either via a piezoelectric crystal or a heated cannula (bubble-jet method), thus ejecting the ink droplets.
  • Such procedures are in Text. Chem. Color, Vol. 19 (8), pp. 23-29, 1987 , and Volume 21 (6), pages 27 to 32, 1989 , described.
  • the ink jet inks used in the process according to the invention for printing on textile substrates usually contain, in addition to dispersants, water or a water / solvent mixture and, preferably, poorly soluble, finely divided organic or inorganic colorants in water or in the water / solvent mixture the definition in DIN 55944 pigments.
  • disperse dyes can also be used.
  • the inks can also contain as dissolved dyes direct, acid, reactive and vat dyes.
  • the said soluble dyes may be present as fining agents in pigment preparations, wherein the pigment similar soluble dyes, in particular direct, acid or reactive dyes are used in the color.
  • the invention is further illustrated by the following example.
  • Component A associative thickener, reaction product of HDI with ethoxylated fatty alcohol having a molecular weight of about 10,000 g / mol, wherein the ethoxylated fatty alcohol was used in an excess of 50%, based on isocyanate groups;
  • Component B Diallyldimethylammonium chloride homopolymer as a polycationic compound
  • the fleet is filled into the foulard.
  • the fabric is passed through the fleet in the pad and immediately squeezed between 2 rollers.
  • the substance is dried at 80.degree.
  • the paint application is 100 to 400%.
  • Pre-treatment of the substance has improved the ink level, giving better resolution.
  • the handle of the textile is not affected by the pre-treatment.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Coloring (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Ink Jet (AREA)
EP03756468A 2002-09-26 2003-09-24 Vorbehandlungsflotte zur vorbereitung von textilen substraten für den ink-jet-druck Expired - Lifetime EP1549798B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10244998 2002-09-26
DE10244998A DE10244998A1 (de) 2002-09-26 2002-09-26 Vorbehandlungsflotte zur Vorbereitung von textilen Substraten für den Ink-Jet-Druck
PCT/EP2003/010632 WO2004031473A1 (de) 2002-09-26 2003-09-24 Vorbehandlungsflotte zur vorbereitung von textilen substraten für den ink-jet-druck

Publications (2)

Publication Number Publication Date
EP1549798A1 EP1549798A1 (de) 2005-07-06
EP1549798B1 true EP1549798B1 (de) 2009-07-01

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US (1) US20060010619A1 (ja)
EP (1) EP1549798B1 (ja)
JP (1) JP4096036B2 (ja)
AT (1) ATE435327T1 (ja)
AU (1) AU2003299147A1 (ja)
DE (2) DE10244998A1 (ja)
WO (1) WO2004031473A1 (ja)

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JP7358493B2 (ja) 2019-09-30 2023-10-10 富士フイルム株式会社 捺染用インクセット及び捺染方法
JP7472598B2 (ja) * 2020-03-30 2024-04-23 セイコーエプソン株式会社 処理液組成物、記録方法、組成物セット及び布帛
JP7512746B2 (ja) 2020-07-31 2024-07-09 セイコーエプソン株式会社 インクジェット顔料捺染用処理液組成物、インクセット、及び記録方法

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ATE435327T1 (de) 2009-07-15
JP4096036B2 (ja) 2008-06-04
DE10244998A1 (de) 2004-04-01
AU2003299147A1 (en) 2004-04-23
DE50311669D1 (de) 2009-08-13
EP1549798A1 (de) 2005-07-06
WO2004031473A1 (de) 2004-04-15
JP2006501376A (ja) 2006-01-12

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