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
  • D06P1/52—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing synthetic macromolecular substances
  • D06P1/5207—Macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
  • D06P1/525—Polymers of unsaturated carboxylic acids or functional derivatives thereof
  • D06P1/5257—(Meth)acrylic acid
• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
  • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
  • D06P3/02—Material containing basic nitrogen
  • D06P3/04—Material containing basic nitrogen containing amide groups
  • D06P3/24—Polyamides; Polyurethanes
  • D06P3/241—Polyamides; Polyurethanes 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
  • D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
  • D06P5/02—After-treatment
  • D06P5/04—After-treatment with organic compounds
  • D06P5/08—After-treatment with organic compounds macromolecular
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/92—Synthetic fiber dyeing
  • Y10S8/924—Polyamide fiber
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
  • Y10S8/93—Pretreatment before dyeing

Definitions

• the present invention relates to a process for the treatment of natural or synthetic polyamide fiber materials for improving the resistance of the dyes to ozone.
• Dyeing and printing with dyes often show high sensitivity to ozone.
• anthraquinone dyes are readily degraded by ozone oxidative and change in this way their Absorbtions and thus the color. This behavior is especially observed with blue anthraquinone dyes.
• the nuance of trichromatic dyeing based on blue anthraquinone dyes, for example a polyamide carpet fabric, is easily altered by ozone exposure. This deficiency is generally addressed by treating the dyed polyamide fiber material with phenol-formaldehyde condensate-based resins.
• the known ozone-resistance improving agents have disadvantages, e.g.
• Document WO-A-8 907 519 describes a process for fiber treatment to modify the fiber properties, in particular to increase the abrasion resistance of the material.
• the process is carried out in alkaline pH west, with a copolymer having latent carboxylic acid groups being applied to the substrate.
• the carboxyl groups of the polymer are complexed with di- or trivalent metal cations, amines or ammonium cations.
• the substrate is treated with an alkaline dispersion of the copolymer.
• the present invention therefore provides a process for improving the resistance of dyes to natural or synthetic polyamide fiber materials to ozone, characterized in that before, during or after dyeing the fiber material is treated with a liquor containing a homo- or copolymer having repeating structural units of the formula (1) wherein R 1 is optionally substituted C 1 -C 4 alkyl.
• R 1 may be, for example, methyl, ethyl, n- or iso-propyl, n-, iso-, sec- or tert-butyl, these alkyl radicals being unsubstituted or substituted, for example by halogen, such as fluorine, chlorine or bromine, hydroxy or sulfo.
• R 1 is preferably C 1 -C 4 -alkyl and especially methyl.
• the homopolymers or copolymers used according to the invention as agents for improving ozone resistance preferably contain from 50 to 100 mol% and in particular from 80 to 100 mol% of recurring structural units of the formula (1).
• the copolymerizable monomers used are, for example, anionic or non-ionic group-containing compounds in question.
• Preferred as copolymerizable monomers in the polymers used in the invention are Acrylic acid, maleic acid, vinylacetic acid, acrylamidoglycolic acid, (meth) acrylamidomethanesulfonic acid, vinylsulfonic acid, (meth) allylsulfonic acid, (meth) acrylamidomethylpropanesulfonic acid, (meth) acrylamidopropanesulfonic acid, (meth) acrylamidoethane-sulfonic acid, (meth) acrylamidomethanesulfonic acid, sulfopropyl (meth) acrylate, 4- Styrenesulfonic acid, maleic anhydride, N-vinylpyrrolidone, vinylcaprolactam, N-vinylformamide, N-vinyl-N-methyl-formamide, N-vinylacetamide, N-vinyl-N-methyl-acetamide, N-vinylimidazole, vinyl a
• the homopolymers or copolymers used in the process according to the invention have an average molecular weight of from 1 000 to 1 000 000, preferably from 1 000 to 500 000 and in particular from 5 000 to 200 000.
• the preparation of the homo- or copolymers used according to the invention as ozone-resistant agents containing recurring structural units of the formula (1) given above is carried out in a manner known per se, for example by ionic or preferably free-radical initiated polymerization of the monomers of the formula (2) in which R 1 has the meanings and preferences given above, for example in solution, suspension or emulsion, if appropriate in the presence of the unsaturated compounds mentioned above by way of example as copolymerizable monomers.
• the polymerization is preferably carried out in solution with a peroxide, persulfate or an azo compound, for example with sodium persulfate or azobis (2-amidinopropane) hydrochloride, as a radical chain initiator, this being, for example, in an amount of 0.005 to 10 wt.% on the monomers used, is present.
• a peroxide, persulfate or an azo compound for example with sodium persulfate or azobis (2-amidinopropane) hydrochloride, as a radical chain initiator, this being, for example, in an amount of 0.005 to 10 wt.% on the monomers used, is present.
• the homopolymers or copolymers used in the process according to the invention are used independently of the liquor ratio, e.g. in an amount of 0.05 to 10 wt .-%, preferably 0.1 to 6 wt .-% and particularly preferably 0.5 to 4 wt .-%, based on the weight of the polyamide fiber material used.
• the treatment of the polyamide fiber material with the homo- or copolymers used according to the invention can be carried out before, during or after the dyeing and preferably during or after the dyeing.
• the process according to the invention is advantageously carried out by adding the polymers to the dyeing liquor in the amount indicated above and dyeing the fiber material in the usual way.
• the process according to the invention is advantageously carried out by first dyeing the polyamide fiber material in a conventional manner and then aftertreating with a polymer containing the amount specified above fresh aqueous liquor. Thereafter, the dyed polyamide fiber material can be dewatered without further rinsing and dried in the usual way.
• the aftertreatment is usually done in fresh liquor. However, it can also be carried out directly in the dyebath, provided that the dyebath is at the end extensively stripped and still sufficiently acidic. After the treatment, water is usually rinsed briefly with cold water.
• polyamide fiber material natural polyamide fiber material such as e.g. Wool or silk, or synthetic polyamide fiber material, such as e.g. Polyamide 6 or polyamide 6.6, or fiber blends such as e.g. Wool / cellulose or polyamide / cellulose Mischfasem or polyamide / wool blended fibers into consideration.
• the fiber material is synthetic polyamide fiber material.
• the textile material can be used in any form, for example as fiber, yarn, woven or knitted fabric.
• the dyeings are carried out, for example, with anionic dyes, all conventional anionic dyes, e.g. as described in Color Index, 3rd edition (1971) and the supplements under the headings "Acid Dyes" are eligible.
• Examples are sulfo-containing monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine or formazan dyes.
• the dyeings are preferably carried out with anthraquinone dyes and in particular with blue anthraquinone dyes.
• the anionic dyes used to dye the polyamide fiber material are either in the form of their free sulfonic acid or, preferably, as their salts.
• suitable salts are the alkali metal, alkaline earth metal or ammonium salts or the salts of an organic amine. Examples which may be mentioned are the sodium, lithium, potassium or ammonium salts or the salt of mono-, di- or triethanolamine.
• the anionic dyes used to dye the polyamide fiber material may contain other additives, e.g. Common salt or dextrin.
• the dyeing of the polyamide fiber material with anionic dyes can be carried out according to the dyeing or printing processes customary for these dyes, for example by the exhaustion process.
• the dyeing liquors or printing pastes can, in addition to water and the dyes, other additives, such as wetting agents, anti-foaming agents, leveling agents or the property of the textile material influencing agents such.
• anionic dyes used in the Därbebädem or printing pastes, depending on the desired color depth can vary within wide limits, in general, amounts of 0.01 to 15 wt .-%, in particular 0.01 to 10 wt. %, based on the Klarbegut or the printing paste, proved to be advantageous.
• Dyeing with anionic dyes takes place at a pH of from 2 to 7, in particular from 4 to 7, dyeing in the presence of the homo- or copolymers used according to the invention at a pH of from 2 to 7 and in particular from 4 to 7.
• the liquor ratio can be chosen within a wide range, e.g. from 1: 5 to 1:50, preferably 1: 5 to 1:30.
• the aftertreatment with the homo- or copolymers used according to the invention is preferably carried out by the exhaustion process.
• the liquor ratio can be chosen within a wide range and is e.g. 1: 4 to 1: 100, preferably 1:10 to 1:40 and especially 1: 5 to 1:40.
• Special devices are not required. It can e.g. the usual dyeing machines, e.g. open baths, winch skids, jiggers or paddles, jet or circulating apparatus.
• the treatment time may e.g. 10 to 60 minutes and preferably 15 to 40 minutes.
• the pH of the liquor is from 2 to 7, preferably from 4 to 7 and in particular from 4 to 6.
• the liquor may contain, besides the fixing agent, other usual additives, e.g. Electrolytes such as e.g. Sodium chloride or sodium sulfate, dispersing and wetting agents and defoamers.
• Electrolytes such as e.g. Sodium chloride or sodium sulfate, dispersing and wetting agents and defoamers.
• Example 1 68.8 parts of methacrylic acid, 4.4 parts of mercaptoethanol and 146 parts of water are placed in a reactor. Under nitrogen, the temperature is brought to 75 ° C. A solution of 1 part of sodium persulfate and 10 parts of water is added dropwise within 30 minutes. The reaction is exothermic and the temperature rises to 85 ° C. The mixture is postpolymerized at 85 ° C. for one hour. At 80 ° C is then added 13.8 parts of hydrogen peroxide 30% and stirred for 2 hours at this temperature. The polymer solution is cooled, brought to a pH of 6.5 and concentrated to a solids content of 40%. 210 g of a clear, light yellow viscous solution of a polymer which essentially contains structural units of the formula (101) are obtained. and has a molecular weight of about 8,000.
• EXAMPLE 2 A reactor is charged with 65 parts of isopropanol and 17.5 parts of water and heated under nitrogen to 80.degree. Then, a solution of 64.5 parts of methacrylic acid, 10.3 parts of 2-acrylamido-2-methyl-propanesulfonic acid and 22.5 parts of water is added dropwise within 120 minutes. At the same time, a solution of 8.3 parts of sodium persulfate and 25 parts of water is added dropwise within 150 minutes. It is postpolymerized for 3 hours at about 80 ° C. The polymer solution is diluted with water, the isopropanol distilled off and concentrated to a solids content of 20%. About 400 g of a cloudy, viscous solution of a polymer which consists essentially of structural units of the formulas (101) and (102) are obtained. having a Brookfield viscosity of 1600 cP.
• Example 3 69.5 parts of isopropanol and 19 parts of water are placed in a reactor and heated to 80 ° C. under nitrogen. Then, a solution of 64.5 parts of methacrylic acid, 21.7 parts of a 30% aqueous vinylsulfonic acid sodium salt solution, 69.3 parts of isopropanol and 140.7 parts of water is added dropwise within 120 minutes. At the same time, a solution of 7.5 parts of sodium persulfate and 25 parts of water is added dropwise within 150 minutes. It is postpolymerized for 3 hours at about 80 ° C. The polymer solution is diluted with water, the isopropanol distilled off and concentrated to a solids content of 30%. About 260 g of a cloudy, viscous solution of a polymer which comprises essentially structural units of the formulas (101) and (103) are obtained. having a Brookfield viscosity of 970 cP.
• Example 4 5.25 parts of 2-methoxy-3,4-dihydro-2H-pyran and 12 parts of o-xylene are placed in a reactor and heated to 90 ° C. under nitrogen. Then, a solution of 35 parts of methacrylic acid and 20 parts of o-xylene is added dropwise within 100 minutes. At the same time 0.8 parts of tert-butyl 2-ethyl-perhexanoate and 20 parts of o-xylene are added dropwise within 120 minutes. It is postpolymerized for 2 hours at about 90 ° C. The polymer solution is diluted with water and the o-xylene distilled off azeotropically.
• the polymer solution is adjusted to a pH of 7 and to a dry content of 20% concentrated.
• About 180 g of a clear, slightly viscous solution of a polymer comprising essentially structural units of the formulas (101) and (104) are obtained. having a Brookfield viscosity of 30 cP.
• Example 5 A dyebath containing 600 parts of water, 0.0108 parts of a dye of the formula 0.0135 parts of a dye of the formula and 0.033 parts of a dye of the formula is adjusted to a pH of 6.5 with 0.72 part of sodium dihydrogen phosphate monohydrate and 0.6 part of disodium hydrogen phosphate dodecahydrate.
• this dyebath is at 30 ° C with 30 parts of polyamide carpet fabric (polyamide 6). The temperature is increased uniformly within 45 minutes to the boiling point and then dyed for a further 30 minutes at this temperature. The gray-colored carpet is then rinsed.
• the dyed carpet fabric is washed in a fresh bath of 600 parts of water, 1.5 parts of the polymer solution according to Example 1 (amount used 2 wt .-% polymer based on the carpet fabric), 0.6 parts of sodium acetate and 0.7 parts of acetic acid at pH of 4.5 and a temperature of 75 ° C treated for 15 minutes.
• the carpet fabric is then rinsed and dried.
• the ozone fastness of the dyeing obtained is carried out according to the test specification ISO 105-G03.
• the comparison of the aftertreated carpet fabric with a carpet fabric that has not been post-treated shows a significant increase in the ozone resistance of the aftertreated carpet fabric.
• Example 5 The procedure is as described in Example 5, but instead of 2 wt .-%, based on the carpet fabric, of the polymer according to Example 1, the equivalent amount one of the polymers according to one of Examples 2 to 4, so also a polyamide carpet fabric is obtained with a gray, ozoneraum coloring.
• Example 6 A dyebath containing 600 parts of water,
• Example 6 If the procedure described in Example 6, but instead of 2 wt .-%, based on the carpet fabric, of the polymer according to Example 1, the equivalent amount of one of the polymers according to one of Examples 2 to 4, so also a polyamide carpet fabric with a gray Obtained ozone fast staining.

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Chemical & Material Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Coloring (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

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• 1999
  • 1999-05-04 EP EP99810385A patent/EP0957197B1/de not_active Expired - Lifetime
  • 1999-05-04 DE DE59913578T patent/DE59913578D1/de not_active Expired - Lifetime
  • 1999-05-04 DK DK99810385T patent/DK0957197T3/da active
  • 1999-05-11 JP JP12942399A patent/JP4443669B2/ja not_active Expired - Fee Related
  • 1999-05-11 CA CA002271873A patent/CA2271873A1/en not_active Abandoned
  • 1999-05-12 AU AU28102/99A patent/AU751951B2/en not_active Ceased
  • 1999-05-12 ZA ZA9903274A patent/ZA993274B/xx unknown
• 2000
  • 2000-07-05 US US09/609,955 patent/US6280482B1/en not_active Expired - Fee Related

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