EP1102883A1 - Procede d'impression de materiaux fibreux textiles selon le procede d'impression par jet d'encre - Google Patents

Procede d'impression de materiaux fibreux textiles selon le procede d'impression par jet d'encre

Info

Publication number
EP1102883A1
EP1102883A1 EP99931249A EP99931249A EP1102883A1 EP 1102883 A1 EP1102883 A1 EP 1102883A1 EP 99931249 A EP99931249 A EP 99931249A EP 99931249 A EP99931249 A EP 99931249A EP 1102883 A1 EP1102883 A1 EP 1102883A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
halogen
hydrogen
sulfo
substituted
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.)
Ceased
Application number
EP99931249A
Other languages
German (de)
English (en)
Inventor
Roger Lacroix
Peter Scheibli
Mickael Mheidle
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba Spezialitaetenchemie Holding AG
Ciba SC Holding AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ciba Spezialitaetenchemie Holding AG, Ciba SC Holding AG filed Critical Ciba Spezialitaetenchemie Holding AG
Publication of EP1102883A1 publication Critical patent/EP1102883A1/fr
Ceased legal-status Critical Current

Links

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
    • D06P1/02—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 azo dyes
    • D06P1/04—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 azo dyes not containing metal
    • D06P1/06—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 azo dyes not containing metal containing acid 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
    • 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
    • D06P1/39—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 acid dyes
    • 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
    • D06P1/39—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 acid dyes
    • D06P1/40—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 acid dyes using acid dyes without azo groups

Definitions

  • the present invention relates to a method for printing textile fiber materials using the inkjet printing method.
  • Inkjet printing processes have been used in the textile industry for several years. These methods make it possible to dispense with the otherwise customary production of a printing stencil, so that considerable cost and time savings can be achieved. In particular in the production of sample templates, it is possible to react to changing needs within a significantly shorter time.
  • Corresponding inkjet printing processes should in particular have optimal application properties.
  • properties such as the viscosity, stability, surface tension and conductivity of the inks used should be mentioned.
  • the known processes do not meet all of these requirements in all properties, so that there is still a need for new processes for textile inkjet printing.
  • the present invention relates to a process for printing textile fiber materials by the inkjet printing process, which is characterized in that these fiber materials are printed with an aqueous ink which contains at least one acid dye and has a viscosity of 1 to 40 mPa-s.
  • Suitable acid dyes for the process according to the invention are, for example, those dyes which are described in the Color Index, 3rd edition (3rd revision 1987 including additions and amendments to No. 85) under "Acid Dyes".
  • the anionic dyes that can be used can belong to a wide variety of dye classes and, if appropriate, contain one or more sulfonic acid groups.
  • triphenylmethane dyes with at least two sulfonic acid groups heavy metal-free monoazo and disazo dyes each with one or more sulfonic acid groups and heavy metal-containing monoazo containing copper, chromium, nickel or cobalt, Disazo, azomethine and formazan dyes, in particular metallized dyes, which contain two molecules of azo dye or one molecule of azo dye and one molecule of azomethine dye bonded to a metal atom, especially those which contain mono- and / or disazo dyes and / or azomethine dyes as ligands and as the central one Atom contain a chromium or cobalt ion, as well as anthraquinone dyes, in particular 1-amino-4-arylaminoanthraquinone-2-sulfonic acids or 1, 4-diarylamino or 1-cycloalkylamino-4-arylaminoanthraquinone sulf
  • anionic acid dyes are e.g. considered:
  • R 71 , R72, R 73 and R 74 are independently CC 4 alkyl and R 75 CC 4 alkyl, C r C 4 alkoxy or hydrogen;
  • R 76 benzoylamino, phenoxy, chlorophenoxy, dichlorophenoxy or methylphenoxy
  • R 7 hydrogen, benzoyl, phenyl, C 1 -C 4 alkyl, phenylsulfonyl, methylphenylsulfonyl, and the R 78 substituents are independently hydrogen or a phenylamino or N-phenyl-N-methylaminosulfonyl;
  • phenyl ring B 10 can be substituted by halogen, dC-alkyl and sulfo and R 79 is ⁇ -bromoacryloylamino;
  • R 76 has the meanings given above;
  • R 80 is hydrogen, sulfo or phenylazo and R 8 is hydrogen or nitro, and the
  • Phenyl ring B 10 can be substituted by halogen, C r C 4 alkyl and sulfo;
  • phenyl ring B 10 can be substituted by halogen, dC 4 alkyl and sulfo and R 82 and R 83 independently of one another are hydrogen, nitro, sulfo, halogen, CC 4 alkylsulfonyl, CC 4 - alkylaminosulfonyl and -SO 2 NH 2 ;
  • RJ M hydrogen, CC 4 -alkoxycarbonylamino, benzoylamino, CC -alkylsulfonylamino, phenylsulfonylamino, methylphenylsulfonylamino or halogen, Rss hydrogen or halogen and R 86 dC 4 -alkylsulfonyl, C -C 4 -alkylaminosulfonyl, phenylazo, sulfo or - SO 2 NH 2, where the hydroxyl group in the benzo ring D is attached in o 1 0-position to the azo group on the benzene ring D 10;
  • R 87 is the -OH or -NH 2 group
  • R 88 is hydrogen or CC 4 -alkylaminosulfonyl
  • R 89 is nitro or dC 4 -alkoxy-C 1 -C 4 -alkyleneaminosulfonyl
  • one substituent R 90 is hydrogen and the other is sulfo;
  • R 81 is hydrogen or nitro, the phenyl rings B 10 can be substituted by halogen, -CC 4 -alkyl and sulfo and R 85 is hydrogen or halogen;
  • phenyl ring B 10 can in each case be substituted by halogen, -CC 4 -alkyl and sulfo, R 81 is hydrogen or nitro, R 9i is hydrogen, methoxycarbonylamino or acetylamino and R 86 CC 4 -alkylsulfonyl, -C-C 4 -alkylaminosulfonyl, Is phenylazo, sulfo or -SO 2 NH 2 ;
  • R 79 is ⁇ -bromoacryloylamino
  • R 92 is independently hydrogen or -d-alkyl and R 93 is hydrogen or sulfo;
  • substituents R 94 independently of one another are cyclohexyl and the diphenyl ether radical, which can be substituted by sulfo and the radical -CH 2 -NH-R 79 , where R 79 has the meaning given;
  • R 79 is ⁇ -bromoacryloylamino
  • R 92 has the meanings given under formula (15) and R 95 is C 4 -C 8 alkyl
  • R 96 ⁇ - 5 for 1 to 5 same or different substituents selected from the group C ⁇ -C 4 alkyl, which is optionally substituted by C 2 -C 4 alkanoylamino which may itself be substituted in the alkyl group by halogen, or Benzoylamino is substituted; CC 4 alkoxy; C -C 4 alkanoylamino or C 2 -C hydroxyalkylsulfamoyl; R 97 means dC 4 -alkyl, C 5 -C 7 -cycloalkyl optionally substituted by C r C 4 -alkyl or phenyl optionally substituted by phenoxy, CC 4 -alkyl or sulfo, the phenoxy group in turn optionally being in the phenyl ring by C 1 -C 4 -Alkyl, dC 4 -alkoxy, halogen or sulfo, in particular -CC 4 -alkyl or
  • R 100 is halogen, trifluoromethyl or S ° 2 N , where R ⁇ 03 cyclohexyl and R 104
  • CC 4 is alkyl, or the radicals R i0 3 and R 104 together with the nitrogen atom connecting them form an azepinyl ring;
  • R 10 is hydrogen or halogen and
  • R 102 is hydrogen or phenoxy which is optionally substituted by halogen in the phenyl ring;
  • R 105 is hydrogen, halogen or sulfo;
  • R 10 e hydrogen, halogen, optionally substituted in the phenyl ring by -CC 4 alkyl, dC 4 alkoxy or halogen or phenoxy
  • Rm is hydrogen or CC -alkyl and X 50 is halogen;
  • R 107 is hydroxy or amino; andR ⁇ 08 and R 109 are independently hydrogen or halogen;
  • R 112 and R 113 are independently hydrogen, CC 4 alkyl, dC 4 alkoxy, halogen, or C 2 -C 4 alkyl, R 114 is optionally substituted by CC 4 alkyl, C 1 -C 4 alkoxy, halogen or C 2 -C 4 alkanoylamino substituted phenyl, preferably unsubstituted or substituted by CC 4 alkyl, phenyl;
  • R ⁇ 5 is hydrogen or dC 4 alkyl
  • R 116 is hydrogen or phenylsulfonyl, preferably unsubstituted phenylsulfonyl, preferably substituted by C r C 4 alkyl, CC 4 alkoxy, halogen or C 2 -C 4 alkanoylamino in the phenyl ring;
  • R 117 is hydrogen, -CC 4 alkyl, CC 4 -alkoxy, halogen or optionally substituted in the phenyl ring by -CC alkyl, CrC 4 alkoxy, sulfo, halogen or C 2 -C 4 alkanoylamino
  • Phenoxy preferably unsubstituted or substituted by CC 4 alkyl or halogen
  • R 118 optionally substituted in the phenyl ring by CC 4 alkyl, -CC 4 alkoxy, sulfo or halogen benzoyl, preferably unsubstituted benzoyl, or optionally in the
  • C 2 -C 4 -alkanoyl and preferably unsubstituted C 2 -C 4 -alkanoyl, such as acetyl, means alkyl group substituted by hydroxyl or CC alkoxy; or wherein
  • Ri 19 is hydrogen, CC 4 -alkyl, CC -alkoxy, halogen or C 2 -C -alkanoylamino which is optionally substituted in the alkyl group by hydroxy, CC 4 -alkoxy or halogen; R ⁇ 20 optionally substituted by CC 4 alkyl, C ⁇ -C 4 alkoxy, sulfo or halogen substituted phenyl, preferably unsubstituted phenyl, and
  • R 12 is hydrogen or dC 4 alkyl
  • Preferred as anionic acid dyes are the dyes of the formulas (5), (8), (14), (18), (26), (27) and (28).
  • Suitable metal-free anionic acid dyes are, for example, C.I. Acid Yellow 79, 110 and 246; C.l. Acid Orange 67 and 94; C.l. Acid Red 127, 131, 252 and 361; C.l. Acid Green 40: 1 and C.I. Acid Blue 225, 239, 260, 277 and 324 and especially the dyes of the formulas
  • Alkyl groups with 1 to 4 carbon atoms such as methyl, ethyl, propyl, isopropyl or butyl, it being possible for the alkyl radicals to be further substituted, for example by hydroxyl, sulfo or sulfato; Alkoxy groups with 1 to 4 carbon atoms, such as methoxy, ethoxy, propoxy, isopropoxy or butoxy, it being possible for the alkyl radicals to be further substituted, for example by hydroxyl, sulfo or sulfato; Halogen, such as fluorine, bromine or especially chlorine; -CC 4 alkylsulfonyl such as methylsulfonyl and ethylsulfonyl; Crd-alkylaminosulfonyl such as methylaminosulfonyl and Ethylaminosulfonyl; CrC 4 alkoxycarbonylamino such as methoxycarbonylamino and e
  • the dyes of the formulas (29), (30), (31), (45) and (59) to (64) and in particular of the formulas (29), (30), (31), (45) are of particular importance and (59), (60), (62) to (64)
  • the acid dyes mentioned are known or can be obtained analogously to known production processes such as diazotization, coupling, addition and condensation reactions.
  • the dyes used in the inks should preferably be low in salt, i.e. a total salt content of less than 0.5 wt .-%, based on the weight of the dyes.
  • Dyes which, due to their manufacture and / or the subsequent addition of couping agents, have higher salt contents can e.g. desalted by membrane separation processes such as ultrafiltration, reverse osmosis or dialysis.
  • the inks preferably contain a total content of dyes of 1 to 35% by weight, in particular 1 to 30% by weight and preferably 1 to 20% by weight, based on the total weight of the ink.
  • Preferred inks for the process according to the invention are those which have a viscosity of 1 to 40 mPa-s (millipascal second), in particular 1 to 20 mPa-s and preferably 1 to 10 mPa-s. Inks with a viscosity of 1 to 6 mPa-s are of particular importance. Inks are also important which have a viscosity of 10 to 30 mPa-s.
  • the inks can contain thickeners of natural or synthetic origin, inter alia for the purpose of adjusting the viscosity.
  • thickeners are commercially available alginate thickeners, starch ether or locust bean gum ether, in particular sodium alginate alone or in a mixture with modified cellulose, in particular with preferably 20 to 25 percent by weight of carboxymethyl cellulose.
  • synthetic thickeners which may be mentioned are those based on poly (meth) acrylic acids or poly (meth) acrylamides.
  • the inks contain such thickeners e.g. in an amount of 0.01 to 2% by weight, in particular 0.01 to 1% by weight and preferably 0.01 to 0.5% by weight, based on the total weight of the ink.
  • the inks may also contain buffer substances, e.g. Borax, borate or citrate.
  • buffer substances e.g. Borax, borate or citrate.
  • the inks can contain surfactants or humectants as further additives.
  • the commercially available anionic or nonionic surfactants are suitable as surfactants.
  • the humectants used in the inks used according to the invention include Urea, polyhydric alcohols, e.g. Ethylene, diethylene, triethylene or tetraethylene glycol, 1,2-propylene glycol, dipropylene glycol, glycerin or polyethylene glycols with a molecular weight of preferably 200 to 800, e.g. Polyethylene glycol 200, or N-methyl-2-pyrrolidone.
  • polyhydric alcohols e.g. Ethylene, diethylene, triethylene or tetraethylene glycol, 1,2-propylene glycol, dipropylene glycol, glycerin or polyethylene glycols with a molecular weight of preferably 200 to 800, e.g. Polyethylene glycol 200, or N-methyl-2-pyrrolidone.
  • the inks can also contain acid donors such as butyrolactone or preservatives, substances which inhibit fungi and / or bacterial growth, foam-suppressing agents, sequestering agents, emulsifiers, water-insoluble solvents, oxidizing agents or deaerating agents.
  • acid donors such as butyrolactone or preservatives, substances which inhibit fungi and / or bacterial growth, foam-suppressing agents, sequestering agents, emulsifiers, water-insoluble solvents, oxidizing agents or deaerating agents.
  • formaldehyde-releasing agents such as paraformaldehyde and trioxane, especially aqueous, about 30 to 40 percent by weight formaldehyde solutions
  • imidazole compounds such as 2- (4-thiazolyl) benzimidazole
  • thiazole compounds such as 1, 2-benzisothiazolin-3-one or 2-n-octyl-isothiazolin-3-one
  • iodine compounds nitriles, phenols, haloalkylthio compounds or pyridine derivatives, in particular 1,2-benzisothiazolin-3-one or 2-n-octyl-isothiazolin-3-one.
  • Suitable sequestrants are, for example, sodium nitrilotriacetic acid, sodium ethylenediaminetetraacetic acid, especially sodium polymethaphosphate, especially sodium hexamethaphosphate, and emulsifiers, especially adducts of an alkylene oxide and a fatty alcohol, especially an adduct of oleyl alcohol and ethylene oxide, as water-insoluble solvents, high-boiling solvents Saturated hydrocarbons, especially paraffins with a boiling range of about 160 to 210 ° C (so-called mineral spirits), as an oxidizing agent, for example an aromatic nitro compound, especially an aromatic mono- or dinitrocarboxylic acid or sulfonic acid, which is optionally present as an alkoxide adduct, especially one Nitrobenzenesulfonic acid and as a deaerating agent, for example high-boiling solvents, especially turpentine oils, higher alcohols, preferably C 8 -C 1 -al
  • the inks preferably contain N-methyl-2-pyrrolidone, diethylene glycol, glycerol or 1,2-propylene glycol, in particular N-methyl-2-pyrrolidone, glycerol or 1,2-propylene glycol and very particularly 1,2-propylene glycol, usually in one Amount of 2 to 30 wt .-%, preferably 5 to 30 wt .-% and in particular 5 to 25 wt .-%, based on the total weight of the ink.
  • the inks used according to the invention contain urea or polyethylene glycol 200 in an amount of 2 to 25% by weight, in particular 5 to 20% by weight.
  • the inks preferably also contain solubilizers, such as, for example, ⁇ -caprolactam in an amount of 2 to 25% by weight, in particular 5 to 20% by weight, based on the total weight of the ink.
  • the inks a) have at least one acid dye of the formulas (5), (8), (14), (18), (26), (27) and (28) and b) 1, 2-propylene glycol , N-methyl-2-pyrrolidone or glycerin.
  • the inks a) have at least one acid dye of the formulas (5), (8), (14), (18), (26), (27) and (28), b) 1, 2- Propylene glycol, N-methyl-2-pyrrolidone or glycerol and c) contain at least one of the compounds from the group ⁇ -caprolactam, urea and polyethylene glycol 200.
  • the inks a) contain at least one acid dye of the formulas (5), (8), (14), (18), (26), (27) and (28) and b) ⁇ - Caprolactam.
  • the inks can be prepared in a conventional manner by mixing the individual components in the desired amount of water.
  • the method according to the invention for printing on textile fiber materials can be carried out with ink jet printers known per se and suitable for textile printing.
  • the continuous inkjet method and the drop on demand method are mainly used for this.
  • the drops are generated continuously, with drops not required for printing being discharged into a collecting container and recycled.
  • drops are created and printed as desired; ie drops are only generated if this is necessary for printing.
  • the drops can be generated, for example, using a piezo inkjet head or using thermal energy (bubble jet). Printing using a piezo inkjet head is preferred for the method according to the invention.
  • printing by the continuous ink-jet method is also preferred.
  • textile fiber materials come in particular nitrogen-containing or hydroxyl-containing fiber materials, such as textile fiber materials made of cellulose, silk or in particular wool or synthetic polyamides.
  • silk or silk-containing mixed fiber material is particularly preferably printed.
  • silk not only natural or cultivated silk (mulberry silk, Bombyx mori) but also the various wild silk, especially Tussah silk, also Eri and Fagara silk, nest silk, Senagale silk, Mugase silk, as well as shell and spider silk come into consideration as silk.
  • Silk-containing fiber materials are in particular mixtures of silk with polyester fibers, acrylic fibers, cellulose fibers, polyamide fibers or wool.
  • the textile material mentioned can be in a wide variety of processing forms, e.g. as fiber, yarn, woven or knitted fabric.
  • a pre-treatment of the fiber material is preferably carried out for printing on silk or silk-containing fiber material.
  • the fiber material is pretreated with an aqueous liquor containing a thickener and optionally a hydrotroping agent.
  • Alginate thickeners such as commercially available sodium alginate thickeners, are preferably used as thickeners and are used, for example, in an amount of 50 to 200 g / l liquor, preferably 100 to 200 g / l liquor.
  • Urea is preferably used as the hydrotrope, which is used, for example, in an amount of 25 to 200 g / l liquor, preferably 25 to 75 g / l liquor.
  • the liquor can also contain other additives, such as ammonium tartrate.
  • the liquor is preferably applied to the fiber material in accordance with the padding process, in particular with a liquor absorption of 70 to 100%.
  • the fiber material is preferably dried after the above pretreatment.
  • Natural or synthetic polyamide fiber materials can also be used in accordance with the method according to the invention. Wool is particularly suitable as a natural polyamide fiber material. Examples of suitable synthetic polyamide fiber materials are polyamide 6 and polyamide 66 fiber materials.
  • the fiber material is optionally dried, preferably at temperatures up to 150 ° C., in particular 80 to 120 ° C., and then subjected to a heat treatment process in order to complete the print or to fix the dye.
  • the heat treatment can e.g. be carried out by a warm dwell process, a thermal insulation process or preferably by a steaming process.
  • the printed fiber material is e.g. treatment in a steamer with possibly superheated steam, e.g. at a temperature of 95 to 180 ° C, advantageously at 95 to 130 ° C, especially in saturated steam.
  • the printed fiber material is then usually washed out with water in the customary manner.
  • Ink-jet printing as well as subsequent drying and fixing can also be carried out in a single step. This means in particular that these steps are carried out continuously.
  • This means that devices for ink-jet printing, drying and fixing are installed one behind the other, through which the fiber material to be printed is continuously moved.
  • the devices for ink-jet printing, drying and fixing can also be combined in a single machine.
  • the fiber material is continuously transported through this machine and is then finished after leaving this machine. Drying can take place, for example, by means of thermal energy (as indicated above, for example) or in particular by means of infrared radiation (IR).
  • the fixation can take place, for example, by means of ultraviolet radiation (UV) or by means of thermal energy (as indicated above, for example).
  • ink-jet printing can also be carried out separately, and drying and fixing are carried out continuously, for example in a single machine, as indicated above.
  • the use of a single ink is naturally sufficient for this; however, the desired shade can also be created by printing with several inks with different shades.
  • the fiber material is printed with several inks, each of which has the desired shade or is printed in such a way that the respective shade is created (for example by using inks with different nuances are printed on top of each other on the fiber material and thus result in the nuance to be achieved).
  • a flat fiber material on both sides.
  • one side of the fiber material is printed in one shade, e.g. all over, and the other side of the fiber material is printed with a pattern in one or more different shades.
  • this page can also be printed on the entire surface in one shade.
  • Such a method can e.g. are designed so that one or more print heads are present on each side of the flat fiber material to be printed. Both sides of the fiber material are then printed simultaneously.
  • the print heads on the respective side of the fiber material can face each other directly or can be installed laterally offset from one another. Usually the fiber material is moved between these printheads.
  • a template ie an image that is to be reproduced with the print
  • a computer which then prints the image on the fiber material using an ink-jet printer.
  • the digitized image can also already be stored in the computer, so that digitization is not necessary.
  • an image to be printed could have been created on the computer with graphics software.
  • the image to be printed can also be letters, numbers, words, any pattern, for example deal with complex, different-colored images. Images in different colors can be created, for example, by using several inks with different shades.
  • the prints obtainable by the process according to the invention have good general fastness properties; e.g. they have good light fastness, good wet fastness, such as water, wash, sea water, over-dyeing and sweat fastness, good chlorine fastness, rubbing fastness, fastness to ironing and pleating fastness as well as sharp contours and a high color strength.
  • the printing inks used are characterized by good stability and good viscosity properties.
  • Example 1 a) A silk fabric is padded with an aqueous liquor containing 150 g / l of a commercially available alginate thickener, 50 g / l urea and 50 g / l of an aqueous ammonium tartrate solution (25% strength) (liquor absorption 90%) and dried .
  • a silk fabric is padded with an aqueous liquor containing 270 g / l of a low molecular weight commercially available alginate thickener, 150 g / l urea and 50 g / l of an aqueous ammonium tartrate solution (25% strength) (liquor absorption 90%) and dried.
  • Examples 2 to 36 If the procedure is as in Example 1, but instead of 5% by weight of the dye indicated there, an equal amount of one of the dyes indicated in Table 1 below is obtained, prints with good general fastness properties are also obtained.
  • Example 37 An ink A according to Example 1 c) is printed onto a polyamide fabric with a drop-on-demand piezo inkjet head. The print is dried and fixed in saturated steam at 102 9 C and then washed out. You get a print with good general fastness properties.
  • Example 38 An ink A according to Example 1 c) is printed onto a wool fabric with a drop-on-demand piezo inkjet head. The print is dried and at 102 9 C in Saturated steam fixed and then washed out. You get a print with good general fastness properties.
  • Example 39 An image is digitized using a scanner and then stored in a computer. The computer is then used to control an ink-jet printer which prints the image onto a pretreated silk fabric as specified in Example 1 under a) or b). The printing is carried out as in Example 1 under c) or d). The procedure can be analogous using one of the inks according to Examples 2 to 36.
  • Example 40 A flat fabric made of silk, which was pretreated as described in Example 1 under a), is transported between two drop-on-demand piezo inkjet heads, one head on the upper side of the fabric and the other head is arranged on the lower side of the fabric.
  • the upper side of the fabric is printed over the entire area in a nuance analogous to the information under c) in Example 1, while the lower side of the fabric is printed with a pattern analogous to the information under c) in Example 1.
  • the procedure can be analogous using one of the inks according to Examples 2 to 36.
  • Example 42 The procedure is as in Examples 1c), 1d), 37 or 38, but instead of ink A, the ink C given below with the following composition is used:
  • the procedure is as in Examples 1c), 1d), 37 or 38, but instead of Ink A, the ink F given below has the following composition: 10.0% by weight of a mixture of the dyes from Examples 34 and 35,
  • Example 49 The procedure is as described in Examples 1c), 1d), 37 or 38, but instead of ink A, the ink J given below with the following composition is used:

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Coloring (AREA)

Abstract

L'invention concerne un procédé permettant d'imprimer des matériaux fibreux textiles, qui se caractérise en ce que lesdits matériaux fibreux sont imprimés avec une encre aqueuse contenant au moins un colorant acide selon la revendication 1 et présente une viscosité comprise entre 1 et 40 mPa.s
EP99931249A 1998-07-08 1999-07-05 Procede d'impression de materiaux fibreux textiles selon le procede d'impression par jet d'encre Ceased EP1102883A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH145598 1998-07-08
CH145598 1998-07-08
PCT/EP1999/004648 WO2000003082A1 (fr) 1998-07-08 1999-07-05 Procede d'impression de materiaux fibreux textiles selon le procede d'impression par jet d'encre

Publications (1)

Publication Number Publication Date
EP1102883A1 true EP1102883A1 (fr) 2001-05-30

Family

ID=4210874

Family Applications (1)

Application Number Title Priority Date Filing Date
EP99931249A Ceased EP1102883A1 (fr) 1998-07-08 1999-07-05 Procede d'impression de materiaux fibreux textiles selon le procede d'impression par jet d'encre

Country Status (5)

Country Link
US (1) US6511535B1 (fr)
EP (1) EP1102883A1 (fr)
JP (1) JP2002520498A (fr)
AU (1) AU4781699A (fr)
WO (1) WO2000003082A1 (fr)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6936648B2 (en) * 2000-10-30 2005-08-30 Kimberly-Clark Worldwide, Inc Coating for treating substrates for ink jet printing including imbibing solution for enhanced image visualization and retention, method for treating said substrates, and articles produced therefrom
BR0116260B1 (pt) * 2000-12-21 2012-11-27 método para imprimir substratos na forma de folhas pelo processo de impressão a jato de tinta, bem como tinta aquosa para o processo de impressão a jato de tinta.
CN1867729A (zh) * 2003-10-15 2006-11-22 西巴特殊化学品控股有限公司 通过喷墨打印工艺印制纺织纤维材料的方法
US7449055B2 (en) * 2006-08-04 2008-11-11 E. I. Du Pont De Nemours And Company Inkjet ink set
US20090324846A1 (en) * 2008-06-25 2009-12-31 B&T Technologies, Llc Polyene pigment compositions for temporary highlighting and marking of printed matter
CN102719113B (zh) * 2011-03-29 2014-09-03 上海汇友精密化学品有限公司 一种耐光性的喷墨墨水及其制备方法
JP5975521B2 (ja) * 2012-10-19 2016-08-23 日本化薬株式会社 酸性染料組成物及びそれを用いる染色法
US20140212618A1 (en) * 2013-01-30 2014-07-31 Milliken & Company Printed Textile Substrate and Process for Making
CN108026380A (zh) * 2015-09-28 2018-05-11 富士胶片株式会社 新型化合物、染色或印染用着色组合物、喷墨印染用油墨、对布帛进行印染的方法及被染色或印染的布帛

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4702742A (en) 1984-12-10 1987-10-27 Canon Kabushiki Kaisha Aqueous jet-ink printing on textile fabric pre-treated with polymeric acceptor
US4725849A (en) 1985-08-29 1988-02-16 Canon Kabushiki Kaisha Process for cloth printing by ink-jet system
JPH0742658B2 (ja) 1991-12-27 1995-05-10 三洋化成工業株式会社 インクジェット染色用布帛および染色方法
EP0605730B1 (fr) 1992-07-27 2005-11-30 Kanebo, Ltd. Tissu imprime et procede de fabrication
JP3011830B2 (ja) 1992-08-10 2000-02-21 キヤノン株式会社 インクジェットプリント方法及びプリント物
JP2895695B2 (ja) * 1992-12-17 1999-05-24 キヤノン株式会社 インクジェット捺染用布帛、インクジェット捺染方法及び捺染物
US5847729A (en) 1993-06-14 1998-12-08 Canon Kabushiki Kaisha Ink-jet printing apparatus and method, and printed matter obtained thereby and processed article obtained from printed matter
DE19527100A1 (de) * 1995-07-25 1997-01-30 Bayer Ag Verfahren zur Herstellung wasserechter, brillanter Ink-Jet-Drucke
US6153263A (en) * 1996-03-08 2000-11-28 Canon Kabushiki Kaisha Ink jet textile printing and printing textile article

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO0003082A1 *

Also Published As

Publication number Publication date
US6511535B1 (en) 2003-01-28
AU4781699A (en) 2000-02-01
JP2002520498A (ja) 2002-07-09
WO2000003082A1 (fr) 2000-01-20

Similar Documents

Publication Publication Date Title
DE69416042T2 (de) Tintenstrahl-Textildruckverfahren unter Verwendung von Dispersionsfarbstoffen und derart erhältiche, bedruckte Textilien
EP0924335B1 (fr) Procédé pour l'impression de matériaux de fibres textiles selon le procédé d'impression par jet d'encre
DE69416737T2 (de) Tintenstrahl-Textildruckverfahren unter Verwendung von Dispersionsfarbstoffen und derart erhältiche, bedruckte Textilien
DE69217790T2 (de) Tintenstrahl-Drucktinte zum Bedrucken von Textilien und Verfahren
EP0885999B1 (fr) Procédé d'impression de matériaux textiles par jet d'encre
EP0885998B1 (fr) Procédé d'impression par jet d'encre de matériaux textiles
EP1325945B1 (fr) Procédé de teinture ou d'impression et nouveaux colorants réactifs
DE102011008683A1 (de) Dispersionsfarbstoffmischungen, ihre Herstellung und Verwendung
EP0886000B1 (fr) Procédé d'impression de matériaux textile par jet d'encre
EP2768907B1 (fr) Colorants acides du type trisazo
WO2000003082A1 (fr) Procede d'impression de materiaux fibreux textiles selon le procede d'impression par jet d'encre
DE60008698T2 (de) Schwarzfärbende tinten und ihre verwendung
DE69529944T2 (de) Textildruckverfahren sowie damit hergestellte bedruckte Textilien
DE60101051T2 (de) Verwendung einer farbstoffzusammensetzung im tintenstrahldruckverfahren
DE2832179A1 (de) Transferdruckfarbstoffe
DE60308613T2 (de) Mischungen von Nicht-Azo-Dispersfarbstoffen
WO2002051944A1 (fr) Melanges noirs de colorants azo reagissant avec les fibres et leur utilisation pour la coloration d'un materiau fibreux contenant des groupes hydroxy et/ou carbonamide
DE2165164C3 (de) Verfahren zum Bedrucken von seidenähnlichem Fasermaterial aus linearem hochmolekularem Polyamid
DE19930866A1 (de) Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren
DE19930867A1 (de) Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren
DE19930986A1 (de) Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren
DE3107367A1 (de) Verfahren zum kolorieren von mischmaterialien aus polyester- und keratinfasern
WO2004033560A1 (fr) Preparations de colorants
JP7504698B2 (ja) 着色液及び繊維の捺染方法
DE19930995A1 (de) Verfahren zum Bedrucken von textilen Fasermaterialien nach dem Tintenstrahldruck-Verfahren

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20001214

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

AX Request for extension of the european patent

Free format text: AL;LT;LV;MK;RO;SI

17Q First examination report despatched

Effective date: 20020122

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

Free format text: STATUS: THE APPLICATION HAS BEEN REFUSED

18R Application refused

Effective date: 20021022