EP0886000B1 - Procédé d'impression de matériaux textile par jet d'encre - Google Patents

Procédé d'impression de matériaux textile par jet d'encre Download PDF

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Publication number
EP0886000B1
EP0886000B1 EP98810525A EP98810525A EP0886000B1 EP 0886000 B1 EP0886000 B1 EP 0886000B1 EP 98810525 A EP98810525 A EP 98810525A EP 98810525 A EP98810525 A EP 98810525A EP 0886000 B1 EP0886000 B1 EP 0886000B1
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European Patent Office
Prior art keywords
alkyl
radical
sulfo
hydrogen
substituted
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EP98810525A
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German (de)
English (en)
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EP0886000A3 (fr
EP0886000A2 (fr
Inventor
Roger Lacroix
Mickael Mheidle
Peter Scheibli
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BASF Schweiz AG
Ciba SC Holding AG
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Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
    • D06P5/30—Ink jet 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
    • D06P1/38—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 reactive dyes
    • D06P1/382—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 reactive dyes reactive group directly attached to heterocyclic group
    • 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
    • D06P1/46—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 natural macromolecular substances or 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
    • D06P1/46—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 natural macromolecular substances or derivatives thereof
    • D06P1/48—Derivatives of carbohydrates
    • D06P1/50—Derivatives of cellulose

Definitions

  • the present invention relates to a process for printing textile fiber materials with reactive dyes by the ink-jet printing method (jet and ink-jet method) and inks used for this process.
  • Inkjet printing processes have been in the textile industry for several years now applied. These methods make it possible to the usual production of a Print stencil, so that significant cost and time savings achieved can be. In particular, in the production of master patterns can be within much less time to respond to changing needs.
  • Corresponding inkjet printing procedures should be optimal in particular have application properties. To mention are in this Related properties such as viscosity, stability, surface tension and Conductivity of the inks used. There are also increased demands on quality of the prints obtained, e.g. in terms of color strength, fiber-dye binding stability as well as wet fastness properties. Of the known methods are these requirements are not met in all properties, so that continues to be a need for new process for textile ink jet printing.
  • R 1 , R 2 , R 3 , R 4 and R 5 may be further substituted as alkyl radicals, for example by hydroxy, sutfo, sulfato, cyano or carboxy.
  • R 1 , R 2 , R 3 , R 4 and R 5 are independently hydrogen or C 1 -C 4 alkyl, especially hydrogen.
  • X 1 is preferably chlorine or especially fluorine.
  • B 1 is a C 2 -C 12 alkylene radical which may be interrupted by 1, 2 or 3 members from the group -NH-, -N (CH 3 ) - or -O- and is unsubstituted or substituted by hydroxy, sulfo, Sulfato, cyano or carboxy is substituted; or an optionally substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, sulfo, halogen or carboxy-substituted phenylene radical.
  • B 1 is particularly preferably a C 2 -C 12 -alkylene radical which may be interrupted by 1, 2 or 3 members from the group -NH-, -N (CH 3 ) - or in particular -O- and unsubstituted or by hydroxy, Sulfo, sulfato, cyano or carboxy is substituted.
  • the alkylene radical is unsubstituted or substituted by hydroxy, sulfo or sulfato, in particular by hydroxy.
  • B a C 2 -C 12 -alkylene radical, in particular a C 2 -C 6 -alkylene radical, which may be interrupted by 1, 2 or 3 members -O- and is unsubstituted or substituted by hydroxyl.
  • bridge members B 1 are C 2 -C 6 -alkylene radicals.
  • Alkylene and alkylene are independently e.g. a methylene, Ethylene, 1,3-propylene, 1,4-butylene, 1,5-pentylene or 1,6-hexylene or their branched isomers.
  • Alkylene and alkylene are preferably a C 2 -C 3 -alkylene radical and particularly preferably an ethylene radical.
  • Arylene is preferably a 1,3- or 1,4-phenylene radical which is unsubstituted or e.g. by Sulfo, methyl, methoxy or carboxy is substituted.
  • the leaving group U 1 is, for example, -Cl, -Br, -F, -OSO 3 H, -SSO 3 H, -OCO-CH 3 , -OPO 3 H 2 , -OCO-C 6 H 5 , - OSO 2 -C 1 -C 4 alkyl or -OSO 2 -N (C 1 -C 4 alkyl) 2 .
  • U 1 is a group of the formula -Cl, -OSO 3 H, -SSO 3 H, -OCO-CH 3 , -OCO-C 6 H 5 or -OPO 3 H 2 , in particular -Cl or -OSO 3 H and particularly preferably -OSO 3 H.
  • Z is preferably vinyl or a radical of the formula -CH 2 -CH 2 -OSO 3 H, in particular vinyl.
  • E is preferably -NH- and particularly preferably -O-.
  • W preferably denotes a group of the formula -NHCO- or in particular -CONH-.
  • R is preferably hydrogen or the group -SO 2 -Z, where Z is the meaning and preference given above. More preferably, R is hydrogen.
  • R 6 is preferably hydrogen, C 1 -C 4 -alkyl or a group -atirylen-SO 2 -Z, in which alkylene and Z each have the meanings given above.
  • R 6 is particularly preferably hydrogen or C 1 -C 4 -alkyl, in particular hydrogen.
  • R 7 is preferably hydrogen or a C 1 -C 4 -alkyl radical and particularly preferably hydrogen.
  • the number 0 is preferred.
  • Preferred as fiber-reactive radicals V are those of the formulas (3b) to (3d), in particular the Formula (3b) or (3d) and preferably of Formula (3b).
  • a 2 is optionally substituted C 1 -C 4 -alkyl, phenyl or naphthyl, this may be, for example, unsubstituted or C 1 -C 4 -alkyl substituted by sulfo, sulfato, hydroxy, carboxy or phenyl; or unsubstituted or C 1 -C 4 alkyl, C 1 -C 4 alkoxy, carboxy, sulfo or halogen-substituted phenyl or naphthyl. Preference is given to unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, carboxy, sulfo or halogenated phenyl.
  • a 2 is preferably the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore containing at least one sulfo group.
  • the radicals A 1 , A 2 and A 3 may contain, as the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, their basic skeleton bound to the substituents customary in organic dyes.
  • substituents in the radicals A 1 , A 2 and A 3 are: Alkyl groups having 1 to 4 carbon atoms, such as methyl, ethyl, propyl, isopropyl or butyl, wherein the alkyl radicals may be further substituted by, for example, hydroxyl, sulfo or sulfato; Alkoxy groups having 1 to 4 carbon atoms, such as methoxy, ethoxy, propoxy, isopropoxy or butoxy, wherein the alkyl radicals may be further substituted by, for example, hydroxyl, sulfo or sulfato; optionally substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxyl or sulfo-substituted phenyl; Acylamino groups having 1 to 8 carbon atoms, especially such alkanoylamino groups, such as acetylamino or propionylamino; optionally
  • a 1 , A 2 and A 3 are the radical of a monoazo, polyazo or metal complex azo chromophore, the following are especially suitable:
  • D is the radical of a diazo component of the benzene or naphthalene series
  • M is the radical of a middle component of the benzene or naphthalene series
  • K is the radical of a coupling component of the benzene, naphthalene, pyrazolone, 6-hydroxypyridone (2) or acetoacetic arylamide series
  • u are the number 0 or 1, where D, M and K are substituents customary with azo dyes, for example C 1 -C 4 -alkyl or C 1 -C 4 -alkoxy, halogen, carboxy, sulfo, further optionally substituted by hydroxy, sulfo or sulfato , Nitro, cyano, trifluoromethyl
  • the metal complexes derived from the abovementioned dye radicals of the formulas (4a) and (4b) are also suitable, in particular dye radicals of a benzene or naphthalene series 1: 1 copper complex azo dye, in which the copper atom is bound to one metallisable group each, such as a hydroxy group, is bound on both sides in ortho position to the azo bridge. If the chromophore radicals of the formula (4a) or (4b) bear a reactive radical, this preferably corresponds to the above-stated formula -SO 2 Z.
  • the radicals of the formulas (4a) and (4b) are preferably those of the formula in which (R 9 ) 0-3 is 0 to 3 identical or different substituents from the group C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, halogen, carboxy and sulfo and Z has the meaning indicated above, wherein Z has the meaning given above, wherein (R 10 ) 0-4 is 0 to 4 identical or different substituents from the group halogen, nitro, cyano, trifluoromethyl, sulfamoyl, carbamoyl, C 1 -C 4 alkyl, C 1 -C 4 alkoxy, amino, acetylamino , Ureido, hydroxy, carboxy, sulfomethyl and sulfo and Z has the meaning given above, wherein (R 11 ) 0-3 is 0 to 3 identical or different substituents from the group C 1 -C 4 -alkyl, C
  • the remainder of a formazan-chromophore is preferably those of the formula wherein Z has the meaning given above and the benzene nuclei contain no further substituents or by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 1 -C 4 alkylsulfonyl, halogen or carboxyl further substituted.
  • the radicals of the formulas (7a) and (7b) preferably contain no further substituents and no radical -SO 2 -Z.
  • an anthraquinone chromophore are preferably those of the formula wherein G is an unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen, carboxyl or sulfo phenylene radical or a cyclohexylene, phenylenemethylene or C 2 -C 6 alkylene radical.
  • the radicals A 1 , A 2 and A 3 are preferably those of the formulas (5a) to (5e), (6a) to (6d), (7a), (7b), (8), (9) or (10), wherein the radicals of the formulas (6a) to (6d), (7a) and (7b) preferably contain no fiber-reactive radical.
  • the radicals of the formulas (5a) to (5e), (7a), (7b) and (10) are particularly interested.
  • the radicals A 1 , A 2 and A 3 preferably each contain 1 to 4 sulfo groups and preferably 1 to 3 sulfo groups.
  • the reactive dyes of the formulas (1) and (2) each contain at least two fiber-reactive groups.
  • the reactive dye of formula (1) contains two fiber-reactive Triazine residues and the reactive dye of the formula (2) a fiber-reactive triazine radical and a fiber-reactive radical V.
  • the reactive dyes of the formulas (1) preferably contain and (2) only two fiber-reactive groups each.
  • reactive dyes of the formula or The reactive dyes of formulas (1) and (2) are known or can be obtained in analogy to known compounds, such as by conventional diazotization, coupling and condensation reactions.
  • the reactive dyes of formulas (1) and (2) used in the inks should preferably be low in salt, i. a total content of salts of less than 0.5 wt .-%, based on the weight of the dyes.
  • Reactive dyes which, due to their production and / or the subsequent addition of coupage agents may have larger salt contents, e.g. by membrane separation methods, such as Ultrafiltration, reverse osmosis or dialysis, be desalted.
  • the inks contain as dyes exclusively sulfo-containing, water-soluble reactive dyes such as those of the above formulas (1) and (2).
  • the inks preferably contain a total content of reactive dyes of the above Formulas (1) and (2) of 5 to 35 wt .-%, in particular 10 to 35 wt .-% and preferably 10 to 20 wt .-%, based on the total weight of the ink.
  • non-ionic cellulose ethers are e.g. Methyl, ethyl, Hydroxyethyl, methylhydroxyethyl, hydroxypropyl or hydroxypropylmethylcellulose in Consideration. Preference is given to methylcellulose or in particular hydroxyethylcellulose.
  • the Cellulose ethers are usually used in the ink in an amount of 0.01 to 2% by weight, in particular 0.01 to 1 wt .-% and preferably 0.01 to 0.5 wt .-%, based on the Total weight of the ink used.
  • alkali alginates and preferably sodium alginate are used as alginates Consideration. These are usually in the ink in an amount of 0.01 to 2 wt .-%, in particular 0.01 to 1 wt .-% and preferably 0.01 to 0.5 wt .-%, based on the Total weight of the ink used.
  • Both the water-soluble, nonionic cellulose ethers used and the Alginates are used as so-called thickeners and allow the setting of a certain viscosity of the ink.
  • inks which have a viscosity of from 1 to 40 mPa.s, in particular from 5 to 40 mPa ⁇ s and preferably 10 to 40 mPa ⁇ s. Inks with a viscosity of 10 to 30 mPa.s are particularly preferred.
  • the inks may contain buffering agents such as borax, borate or citrate.
  • buffering agents such as borax, borate or citrate.
  • examples include sodium borate, sodium tetraborate and sodium citrate. They are used in particular in amounts of 0.1 to 3 wt .-%, preferably 0.1 to 1 wt .-%, based on the total weight of the ink, to a pH of, for example, 5 to 9, in particular 6 to 8, adjust.
  • a citrate buffer is used in the case of alginate-containing inks.
  • the inks may e.g. N-methyl-2-pyrrolidone or in particular 1,2-propylene glycol contain. These are usually in the ink in an amount of 5 to 30 wt .-%, in particular 5 to 20 wt .-% and preferably 10 to 20 wt .-%, based on the total weight of the ink used.
  • the inks may still contain conventional additives such as e.g. Foam-damping agents or In particular, the fungal and / or bacterial growth inhibiting substances containing. These are usually in amounts of 0.01 to 1 wt .-%, based on the total weight the ink, used.
  • conventional additives such as e.g. Foam-damping agents or In particular, the fungal and / or bacterial growth inhibiting substances containing. These are usually in amounts of 0.01 to 1 wt .-%, based on the total weight the ink, used.
  • the inventive method for printing textile fiber materials can with executed on known and suitable for textile printing inkjet printers become.
  • the ink-jet printing method individual drops of the ink are controlled out a nozzle sprayed onto a substrate.
  • This is mainly the continuous ink-jet method as well as the drop on demand method used.
  • the drops are generated continuously, being not for printing required drops are discharged into a collecting container and recycled.
  • Drop on demand method drops are created and printed as desired; i.e. drops are only generated when needed for printing.
  • the Generation of the drops can e.g. by means of a piezo inkjet head or by means of thermal Energy (bubble jet) done.
  • the pressure is preferred for the process according to the invention after the drop on demand method, in particular by means of a piezo inkjet head.
  • textile fiber materials are in particular hydroxyl-containing fiber materials into consideration.
  • cellulose-containing fiber materials which are wholly or partly made Cellulose exist.
  • natural fiber materials such as cotton, linen or Hemp
  • regenerated fiber materials such as e.g. Viscose and lyocell.
  • viscose or preferably cotton preference is given to viscose or preferably cotton.
  • the mentioned Fiber materials are preferably present as flat textile fabrics, knitted fabrics or webs.
  • the present invention takes place before Printing a pretreatment of the fiber material, wherein the one to be printed Fiber material first treated with an aqueous alkaline liquor and the treated If necessary, the fiber material is dried.
  • the aqueous alkaline liquor contains at least one of the usual bases, which in conventional Reactive printing process for fixing the reactive dyes are used.
  • the base is e.g. in an amount of 10 to 100 g / l liquor, preferably 10 to 50 g / l Fleet, used.
  • the pH The alkaline liquor is usually 7.5 to 13.5, preferably 8.5 to 12.5.
  • the aqueous alkaline liquor may contain, in addition to the bases, further additives, e.g. hydrotropic, contain.
  • hydrotroping agent it is preferred to use urea, e.g. in a Amount of 25 to 200 g / l liquor, preferably 50 to 150 g / l liquor is used.
  • the fiber material is dried after the above pretreatment.
  • the fiber material is advantageously dried, preferably at temperatures up to 150 ° C, in particular 80 to 120 ° C, and then a heat treatment process subjected to complete the pressure, or the dye to fix.
  • the heat treatment may e.g. by a hot dwell process, a thermosol process or preferably by a steaming process.
  • the printed fiber material is e.g. a treatment in one Damper with optionally superheated steam, conveniently at a temperature from 95 to 180 ° C, advantageously in saturated steam, subjected.
  • the prints obtainable by the process according to the invention have good properties Common rights; they have e.g. a high fiber-dye binding stability both in the acidic and in the alkaline range, a good lightfastness, good Wet fastness, such as washing, water, seawater, over-dyeing and perspiration fastness, one good chlorine fastness, rub fastness, ironing fastness and pleating fastness as well as sharp contours and a high color intensity.
  • the printing inks used are characterized by good stability and good viscosity properties. Thus, the viscosity remains even during the Pressure received high shear forces received virtually unchanged.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Molecular Biology (AREA)
  • Coloring (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)

Claims (15)

  1. Procédé d'impression de matières fibreuses textiles avec des colorants réactifs selon le procédé d'impression par jet d'encre, caractérisé en ce que ces matières fibreuses sont imprimées avec une encre aqueuse, laquelle contient
    a) au moins un colorant réactif de formule
    Figure 00470001
    dans laquelle
    R1, R2, R3 et R4
    représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe alkyle en C1 à C4 éventuellement substitué,
    B1
    représente un élément pontant organique,
    A1
    représente le radical d'un chromophore monoazoïque, polyazoïque, complexe métallo-azoïque, anthraquinone, phtalocyanine, formazan ou dioxazine contenant au moins un groupe sulfo et
    A2
    a les significations indiquées pour A1 ou représente un atome d'hydrogène ou un groupe alkyle en C1 à C4, phényle ou naphtyle éventuellement substitué,
    ou au moins un colorant réactif de formule
    Figure 00480001
    dans laquelle
    R5
    représente un atome d'hydrogène ou un groupe alkyle en C1 à C4 éventuellement substitué,
    X1
    représente un atome d'halogène,
    A3
    représente le radical d'un chromophore monoazoique, polyazoïque, complexe métallo-azoïque, anthraquinone, phtalocyanine, formazan ou dioxazine contenant au moins un groupe sulfo et
    V
    est un groupe réagissant avec les fibres, de formule
    Figure 00480003
    Figure 00480004
    Figure 00480005
    ou
    Figure 00490001
    dans lesquelles
    alkylène et alkylène' désignent, indépendamment l'un de l'autre, un groupe alkylène en C1 à C6,
    arylène désigne un groupe phénylène ou naphtylène non substitué ou substitué par un groupe sulfo, carboxyle, alkyle en C1 à C4, alcoxy en C1 à C4 ou halogéno,
    Z
    représente un groupe vinyle ou un groupe -CH2-CH2-U1 et U1 est un groupe quittant,
    R
    représente un atome d'hydrogène, un groupe hydroxyle, sulfo, sulfato, carboxyle, cyano, halogéno, un groupe alcoxy(en C1 à C4)carbonyle, alcanoyloxy en C1 à C4, carbamoyle ou le groupe -SO2-Z,
    R6
    représente un atome d'hydrogène, un groupe alkyle en C1 à C4 non substitué ou substitué par un groupe hydroxyle, sulfo, sulfato, carboxyle ou cyano ou un groupe de formule
    Figure 00490002
    R7
    représente un atome d'hydrogène, un groupe alkyle en C1 à C4 non substitué ou substitué par un groupe carboxyle, cyano, hydroxyle, sulfo ou sulfato,
    E
    représente -O- ou -NR8- et R8 représente un atome d'hydrogène ou un groupe alkyle en C1 à C4,
    W
    représente un groupe de formule -SO2-NR6-, -CONR6 ou -NR6CO- et R6 a les significations indiquées ci-dessus, et
    t
    vaut 0 ou 1, et
    b) un éther de cellulose non ionogène hydrosoluble ou un alginate.
  2. Procédé selon la revendication 1, caractérisé en ce que R1, R2, R3, R4 et R5 représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe alkyle en C1 à C4.
  3. Procédé selon l'une des revendications 1 et 2, caractérisé en ce que B1 représente un groupe alkylène en C2 à C12, lequel peut être interrompu par 1, 2 ou 3 éléments du groupe formé par -NH-, -N(CH3)- ou -O- et lequel est non substitué ou substitué par un groupe hydroxyle, sulfo, sulfato, cyano ou carboxyle.
  4. Procédé selon l'une quelconque des revendications 1 à 3, caractérisé en ce que X1 représente un atome de fluor ou de chlore, en particulier un atome de fluor.
  5. Procédé selon l'une quelconque des revendications 1 à 4, caractérisé en ce que V est un groupe de formule (3b) ou (3d).
  6. Procédé selon l'une quelconque des revendications 1 à 5, caractérisé en ce qu'alkylène et alkylène' désignent, indépendamment l'un de l'autre, un groupe alkylène en C2 à C3,
    R7
    représente un atome d'hydrogène,
    Z
    représente un groupe vinyle ou un groupe de formule -CH2-CH2-OSO3H,
    E
    représente -O-,
    W
    représente un groupe de formule -CONH- et
    t
    vaut 0.
  7. Procédé selon l'une quelconque des revendications 1 à 6, caractérisé en ce que A1, A2 et A3 représentent, indépendamment les uns des autres, des groupes de formule
    Figure 00510001
    dans laquelle (R9)0-3 représente 0 à 3 substituants identiques ou différents du groupe formé par un groupe alkyle en C1 à C4, alcoxy en C1 à C4, halogéno, carboxyle et sulfo et Z a la signification indiquée dans la revendication 1,
    Figure 00510002
    dans laquelle Z a la signification indiquée dans la revendication 1,
    Figure 00520001
    (R10)0-4 représente 0 à 4 substituants identiques ou différents du groupe formé par un atome d'halogène, un groupe nitro, cyano, trifluorométhyle, sulfamoyle, carbamoyle, alkyle en C1 à C4, alcoxy en C1 à C4, amino, acétylamino, uréido, hydroxyle, carboxyle, sulfométhyle et sulfo, et Z a la signification indiquée dans la revendication 1,
    Figure 00520002
    dans laquelle (R11)0-3 représente 0 à 3 substituants identiques ou différents du groupe formé par un groupe alkyle en C1 à C4, alcoxy en C1 à C4, halogéno, carboxyle et sulfo,
    Figure 00530001
    R12 et R14 représentent, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C1 à C4 ou phényle, et R13 représente un atome d'hydrogène, un groupe cyano, carbamoyle ou sulfométhyle,
    Figure 00530002
    ou
    Figure 00530003
    ou
    Figure 00530004
    ou
    Figure 00540001
    (R9)0-3, (R10)0-3, (R11)0-3 et Z ont chacun la signification indiquée ci-dessus et (R9')0-3 représente 0 à 3 substituants identiques ou différents du groupe formé par un groupe alkyle en C1 à C4, alcoxy en C1 à C4, halogéno, carboxyle ou sulfo,
    Figure 00540002
       dans lesquelles Z a la signification indiquée ci-dessus et les noyaux benzène ne contiennent pas de substituants supplémentaires ou sont substitués en plus par un groupe alkyle en C1 à C4, alcoxy en C1 à C4, alkylsulfonyle en C1 à C4, halogéno ou carboxyle,
    Figure 00550001
       dans laquelle Pc représente le radical d'une phtalocyanine métallique, en particulier le radical d'une phtalocyanine de cuivre ou de nickel,
    W'
    représente un groupe -OH et/ou -NR16R16' et R16 et R16' représentent, indépendamment l'un de l'autre, un atome d'hydrogène ou un groupe alkyle en C1 à C4 éventuellement substitué par un groupe hydroxyle ou sulfo,
    R15
    représente un atome d'hydrogène ou un groupe alkyle en C1 à C4,
    A
    représente un groupe phénylène, éventuellement substitué par un groupe alkyle en C1 à C4, halogéno, carboxyle ou sulfo ou un groupe alkylène en C2 à C6 et
    k
    vaut 1 à 3,
    Figure 00550002
       dans laquelle A' représente un groupe phénylène, éventuellement substitué par un groupe alkyle en C1 à C4, halogéno, carboxyle ou sulfo ou un groupe alkylène en C2 à C6 et
    r, s, v et v' valent chacun, indépendamment les uns des autres, 0 ou 1 et
    Z à la signification indiquée ci-dessus, ou
    Figure 00560001
       dans laquelle G représente un groupe phénylène non substitué ou substitué par un groupe alkyle en C1 à C4, alcoxy en C1 à C4, halogéno, carboxyle ou sulfo, ou un groupe cyclohexylène, phénylèneméthylène ou alkylène en C2 à C6.
  8. Procédé selon la revendication 1, caractérisé en ce que l'on utilise, en tant que colorant réactif de formule (1) ou (2), au moins un des colorants réactifs de formules
    Figure 00560002
    Figure 00570001
    Figure 00570002
    Figure 00570003
    Figure 00570004
    et
    Figure 00580001
  9. Procédé selon l'une quelconque des revendications 1 à 8, caractérisé en ce que l'on utilise, en tant qu'éthers de cellulose hydrosoluble non ionogène, de la méthylcellulose ou, en particulier, de l'hydroxyéthylcellulose.
  10. Procédé selon l'une quelconque des revendications 1 à 8, caractérisé en ce que l'on utilise une encre qui contient un alginate, en particulier un alginate de sodium.
  11. Procédé selon l'une quelconque des revendications 1 à 10, caractérisé en ce que l'on utilise une encre qui présente une viscosité de 1 à 40 mPa.s, en particulier de 10 à 30 mPa.s.
  12. Procédé selon l'une quelconque des revendications 1 à 11, caractérisé en ce que l'on utilise une encre qui contient une substance tampon.
  13. Procédé selon l'une quelconque des revendications 1 à 12, caractérisé en ce que l'on imprime des matières fibreuses cellulosiques, en particulier du coton ou de la viscose.
  14. Encre d'impression aqueuse pour le procédé d'impression par jet d'encre, caractérisée en ce qu'elle contient
    a) 5% à 35% en poids d'au moins un colorant réactif de formule
    Figure 00590001
    dans laquelle R1, R2, R3 et R4 représentent, indépendamment les uns des autres, un atome d'hydrogène ou un groupe alkyle en C1 à C4 éventuellement substitué,
    B1
    représente un élément pontant organique,
    A1
    représente le radical d'un chromophore monoazoïque, polyazoïque, complexe métallo-azoïque, anthraquinone, phtalocyanine, formazan ou dioxazine contenant au moins un groupe sulfo et
    A2
    a les significations indiquées pour A1 ou représente un atome d'hydrogène ou un groupe alkyle en C1 à C4, phényle ou naphtyle éventuellement substitué,
    ou au moins un colorant réactif de formule
    Figure 00590002
    dans laquelle
    R5
    représente un atome d'hydrogène ou un groupe alkyle en C1 à C4 éventuellement substitué,
    X1
    représente un atome d'halogène,
    A3
    représente le radical d'un chromophore monoazoïque, polyazoïque, complexe métallo-azoïque, anthraquinone, phtalocyanine, formazan ou dioxazine contenant au moins un groupe sulfo et
    V
    est un groupe réagissant avec les fibres, de formule
    Figure 00600001
    Figure 00600002
    Figure 00600003
    Figure 00600004
    ou
    Figure 00600005
    dans laquelle
    alkylène et alkylène' désignent, indépendamment l'un de l'autre, un groupe alkylène en C1 à C6,
    arylène désigne un groupe phénylène ou naphtylène non substitué ou substitué par un groupe sulfo, carboxyle, alkyle en C1 à C4, alcoxy en C1 à C4 ou halogéno,
    Z
    représente un groupe vinyle ou un groupe -CH2-CH2-U1 et U1 est un groupe quittant,
    R
    représente un atome d'hydrogène, un groupe hydroxyle, sulfo, sulfato, carboxyle, cyano, un atome d'halogène, un groupe alcoxy(en C1 à C4)carbonyle, alcanoyloxy en C1 à C4, carbamoyle ou le groupe -SO2-Z,
    R6
    représente un atome d'hydrogène, un groupe alkyle en C1 à C4 non substitué ou substitué par un groupe hydroxyle, sulfo, sulfato, carboxyle ou cyano, ou un groupe de formule
    Figure 00610001
    R7
    représente un atome d'hydrogène, un groupe alkyle en C1 à C4 non substitué ou substitué par un groupe carboxyle, cyano, hydroxyle, sulfo ou sulfato,
    E
    représente -O- ou -NR8- et R8 représente un atome d'hydrogène ou un groupe alkyle en C1 à C4,
    W
    représente un groupe de formule -SO2-NR6-, -CONR6 ou -NR6CO- et R6 a les significations indiquées ci-dessus,
    et
    t
    vaut 0 ou 1, et
    b) 0,01% à 2% en poids d'un éther de cellulose non ionogène hydrosoluble ou d'un alginate.
  15. Encre d'impression aqueuse selon la revendication 14, caractérisée en ce qu'elle contient 0,01% à 2% en poids d'un alginate.
EP98810525A 1997-06-17 1998-06-09 Procédé d'impression de matériaux textile par jet d'encre Expired - Lifetime EP0886000B1 (fr)

Applications Claiming Priority (3)

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CH1475/97 1997-06-17
CH147597 1997-06-17
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EP (1) EP0886000B1 (fr)
JP (1) JPH1112963A (fr)
KR (1) KR100538666B1 (fr)
CN (1) CN1140667C (fr)
BR (1) BR9802014A (fr)
DE (1) DE59812931D1 (fr)
ES (1) ES2246065T3 (fr)
ID (1) ID20432A (fr)
PT (1) PT886000E (fr)
SG (1) SG73520A1 (fr)
TR (1) TR199801119A2 (fr)
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GB9608488D0 (en) * 1996-04-25 1996-07-03 Zeneca Ltd Compositions, processes and uses
GB9702354D0 (en) * 1997-02-05 1997-03-26 Zeneca Ltd Compounds and their use
US6406525B1 (en) 1998-04-18 2002-06-18 Clariant Finance (Bvi) Limited Organic compounds
DE60008698T2 (de) 1999-02-05 2004-07-29 Ciba Specialty Chemicals Holding Inc. Schwarzfärbende tinten und ihre verwendung
GB9916110D0 (en) * 1999-07-10 1999-09-08 Avecia Ltd Compounds and inks
DE10004954A1 (de) * 2000-02-04 2001-08-16 Dystar Textilfarben Gmbh & Co Wässrige Drucktinten für den Einsatz nach dem Tintenstrahldruck-Verfahren, ihre Herstellung und ihre Verwendung auf textilen Fasermaterialien
GB0019464D0 (en) * 2000-08-09 2000-09-27 Clariant Int Ltd Organic compounds
WO2002031057A2 (fr) * 2000-10-10 2002-04-18 Clariant Finance (Bvi) Limited Colorants monoazoiques
DE10135042A1 (de) * 2001-07-11 2003-02-06 Dystar Textilfarben Gmbh & Co Wässrige Tintenformulierungen für das Tintenstrahldruck-Verfahren
US6869646B2 (en) * 2001-08-06 2005-03-22 Hewlett-Packard Company, L.P. Fast drying images and methods for printing on inorganic porous media
WO2004085545A1 (fr) * 2003-03-27 2004-10-07 Ciba Specialty Chemicals Holding Inc. Colorants azoiques reactifs, leur preparation et leur utilisation
TW200512261A (en) * 2003-07-16 2005-04-01 Nippon Kayaku Kk Disazocompound and ink composition using same
CN102153904B (zh) * 2011-01-12 2013-06-19 郑州鸿盛数码科技股份有限公司 一种陶瓷转移数码印花喷墨墨水及其使用方法
CN102127333A (zh) * 2011-01-12 2011-07-20 郑州鸿盛数码科技股份有限公司 一种直接喷墨印花分散染料墨水及其使用方法
CN102337045B (zh) * 2011-07-13 2014-03-26 丽源(湖北)科技有限公司 蓝色活性染料混合物及其制备和应用
CN102391683B (zh) * 2011-09-29 2014-05-07 刘卫斌 一种大红偶氮染料混合物及其使用
CN102504583B (zh) * 2011-09-29 2014-10-08 刘卫斌 一种大红偶氮染料及其制备和使用
TWI548704B (zh) * 2015-05-08 2016-09-11 臺灣永光化學工業股份有限公司 高固著數位紡織印花墨水組成物
CN107964258A (zh) * 2017-12-05 2018-04-27 湖北丽源科技股份有限公司 一种黄色含氟活性染料混合物及其制备方法和应用

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SG73520A1 (en) 2000-06-20
TR199801119A3 (tr) 1999-10-21
TW550281B (en) 2003-09-01
PT886000E (pt) 2005-10-31
ID20432A (id) 1998-12-17
ES2246065T3 (es) 2006-02-01
CN1202551A (zh) 1998-12-23
KR100538666B1 (ko) 2006-03-28
BR9802014A (pt) 1999-07-20
KR19990007044A (ko) 1999-01-25
JPH1112963A (ja) 1999-01-19
US5972084A (en) 1999-10-26
EP0886000A3 (fr) 2000-02-23
TR199801119A2 (xx) 1999-10-21
EP0886000A2 (fr) 1998-12-23
DE59812931D1 (de) 2005-08-25

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