Classifications

• • D—TEXTILES; PAPER
  • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
  • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/325—Amines
  • D06M13/332—Di- or polyamines
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/402—Amides imides, sulfamic acids
  • D06M13/435—Semicarbazides
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/144—Alcohols; Metal alcoholates
  • D06M13/148—Polyalcohols, e.g. glycerol or glucose
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
  • D06M13/188—Monocarboxylic acids; Anhydrides, halides or salts thereof
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
  • D06M13/184—Carboxylic acids; Anhydrides, halides or salts thereof
  • D06M13/192—Polycarboxylic acids; Anhydrides, halides or salts thereof
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/325—Amines
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/325—Amines
  • D06M13/338—Organic hydrazines; Hydrazinium compounds
• • 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
  • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
  • D06M13/322—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
  • D06M13/402—Amides imides, sulfamic acids
  • D06M13/422—Hydrazides
• • 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
  • D06P1/6425—Compounds containing hydrazine or azo 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
  • D06P1/44—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
  • D06P1/645—Aliphatic, araliphatic or cycloaliphatic compounds containing amino 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
  • 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
• • 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
  • 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
  • D06P3/248—Polyamides; Polyurethanes using reactive 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
  • 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
  • D06P3/26—Polyamides; Polyurethanes using dispersed dyestuffs
• • 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
• • 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
  • D06P5/06—After-treatment with organic compounds containing nitrogen

Definitions

• the present invention relates to a method of improving the thermal stability of undyed, fluorescent whitened or dyed, natural or synthetic polyamide fibre materials and to a textile auxiliary for use in that method.
• a thermal pretreatment may lead to oxidative damage to the polyamide, which manifests itself, for example, in increased yellowing or loss of tear strength or which may have an adverse effect on dyeability.
• oxidative damage to the polyamide
• a thermal treatment may result in unacceptable alterations in shade.
• the present invention relates to a method of improving the thermal stability of natural or synthetic polyamide fibre materials that are undyed, fluorescent whitened or dyed with reactive or disperse dyes, with the exception of metal complex dyes, wherein the fibre material is treated with a liquor comprising a compound of formula (1)
• X is a divalent aliphatic or cycloaliphatic radical
• Yi and Y 2 are each independently of the other -OH, -CO-ORi, -NRiR 2 , -CO-NH-NRiR 2 or wherein Ri and R 2 are each independently of the other hydrogen; Ci-Ci 2 alkyl unsubstituted or substituted by one or more hydroxy, amino or carboxyl groups or halogen atoms; C 5 -C 24 - aryl unsubstituted or substituted by one or more hydroxy, amino or carboxyl groups or halogen atoms; C 6 -C 36 aralkyl unsubstituted or substituted by one or more hydroxy, amino or carboxyl groups or halogen atoms; or C 5 -C 24 CyClOaI kyl unsubstituted or substituted by one or more hydroxy, amino or carboxyl groups or halogen atoms.
• Aliphatic radicals X in formula (1) are, for example, ethylene, propylene, trimethylene, propane-1,1-diyl, tetramethylene, hexamethylene, octamethylene and decamethylene or linear or branched alkylene that is interrupted by one or more O atoms or -NH-, -N(alkyl)- or -N(alkylene-NH 2 )- groups.
• Suitable cycloaliphatic radicals X are, for example, cyclohexane-1 ,2-diyl, cyclohexane-1 ,3- diyl and also CH / ⁇ _ CH and — / ⁇ — / ⁇ __ .
• Ci 2 Alkyl as a radical Ri or R 2 can be, for example, methyl, ethyl, n-propyl, isopropyl, n- butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, neopentyl, n-hexyl, n-octyl or n-dodecyl.
• a C 5 -C 24 aryl group as one of the radicals Ri - R 5 is, for example, phenyl, tolyl, mesityl, isityl, naphthyl or anthryl.
• Suitable C 6 -C 36 aralkyl groups are, for example, benzyl and 2-phenylethyl.
• C 5 -C 24 cycloalkyl examples are cyclopentyl and cyclohexyl.
• Y 1 and Y 2 are -NR 1 R 2 , -CO-NH-NR 1 R 2 Or -NH-CO-NH-NR 1 R 2 , wherein R 1 and R 2 is hydrogen, C r C 12 alkyl or C 5 -C 24 aryl.
• Examples of suitable compounds of general formula (1) are the compounds of formulae (101) - (104)
• the compounds of formula (1 ) are known and are commercially available or can be synthesised by known methods.
• the compounds of formula (1) used in the method according to the invention are present in the liquor advantageously in an amount of from 0.1 g/l to 100 g/l, preferably from 0.5 g/l to 50 g/l and especially from 1.0 g/l to 40 g/l.
• polyamide fibre material there comes into consideration natural polyamide fibre material, for example wool or silk, or synthetic polyamide fibre material, for example polyamide 6 or polyamide 6.6, or blends, for example wool/cellulose, polyamide/cellulose, polyamide/wool, polyamide/polyester or, especially, polyamide/elastane blends.
• the fibre material is prefer ⁇ ably synthetic polyamide fibre material.
• the textile material can be used in any form, for example in the form of fibre, yarn, woven fabric or knitted fabric.
• the textile auxiliary according to the invention can be applied to the polyamide fibre material by customary dyeing or printing methods, for example by spray application or foam applica ⁇ tion, by the exhaust process or, preferably, the pad-dyeing process.
• Special apparatus is not necessary. It is possible to use, for example, the customary dyeing apparatus, e.g. open baths, winch becks, jiggers or paddle, jet or circulatory apparatus.
• the customary dyeing apparatus e.g. open baths, winch becks, jiggers or paddle, jet or circulatory apparatus.
• the liquors may comprise further additives, for example wetting agents, anti-foams, levelling agents or agents that influence the properties of the textile material, for example softeners, flame-proofing agents or dirt-, water- and oil-repellants and also water-softeners and natural or synthetic thickeners, e.g. alginates and cellulose ethers.
• wetting agents for example softeners, flame-proofing agents or dirt-, water- and oil-repellants and also water-softeners and natural or synthetic thickeners, e.g. alginates and cellulose ethers.
• the method according to the invention can advantageously be used for the thermal stabilisation both of undyed polyamide (white goods), which may have been treated with a fluorescent whitening agent, and of dyed polyamide.
• the method according to the invention is especially effective in the treatment of fluorescent whitened polyamide fibre material.
• the textile auxiliary according to the invention can be applied before, during or after dyeing.
• auxiliary When the auxiliary is used before dyeing, yellowing of the undyed goods during so-called pre-setting can be prevented or reduced. Furthermore, oxidative damage to the material during pre-setting, which can bring about a change in the dye uptake, is prevented.
• the textile auxiliary according to the invention is preferably applied after dyeing of the polyamide fibre material with reactive or disperse dyes, with the exception of metal complex dyes.
• the after-treatment of the dyed polyamide material with the textile auxiliary according to the invention brings about especially a certain degree of fibre protection during post-setting (heat setting) and effectively reduces the alteration in shade that frequently occurs in that process step, that is to say the shade remains constant, there is no dulling and no loss of colour strength.
• the treatment of the polyamide fibre material with the textile auxiliary according to the invention also brings about an improvement in fastness to ozone, NO x and chlorine.
• the invention accordingly relates also to a method of improving the fastness to ozone, NO x and chlorine of natural or synthetic polyamide fibre materials that are undyed, fluorescent whitened or dyed with reactive or disperse dyes, with the exception of metal complex dyes, wherein the fibre material is treated with a liquor comprising a compound of formula (1), as defined above.
• So-called storage yellowing that is to say the yellowing that occurs during storage of the textile materials, can surprisingly also be effectively reduced by treatment with the textile auxiliary according to the invention. Resistance to storage yellowing is generally measured using the Courtaulds yellowing test.
• the polyamide fibre materials treated with the textile auxiliary according to the invention have a high Courtaulds fastness.
• the textile auxiliaries according to the invention may comprise as further additives, for example, wetting agents, dispersants or pH regulators.
• Example 1 Treatment of fluorescent whitened polyamide
• a PA 6.6 textured tricot is treated by the exhaust process with an aqueous liquor containing
• Ultravon ® EL (dispersant, Ciba Specialty Chemicals). The pH is adjusted to 4.5 with acetic acid.
• the whitened fabric is treated by the pad-dyeing process with an aqueous liquor containing different amounts of adipic acid dihydrazide.
• the fabric is then subjected to a moulding test (30 s/210°C and 60 s/210°C); the whiteness values measured after the moulding test are given in Table 1 :
• Example 2 Treatment of dyed polyamide A PA 6.6 textured tricot is dyed by the exhaust process with an aqueous liquor containing 0.02 % Tectilon ® Red 2B (Ciba Specialty Chemicals).
• Table 2 gives the deviations in shade (DEF values) in comparison with the reference (untreated dyed fabric).
• a PA 6.6 textured tricot is dyed by the exhaust process with an aqueous liquor containing
• Table 3 shows the deviations in shade
• Table 4 shows the whiteness values (Ganz) in comparison with the reference (untreated fabric).
• a PA 6.6 textured tricot is treated with an aqueous liquor containing 20 g/l of adipic acid dihydrazide (ADH). Samples of the treated fabric are then washed three times, six times and ten times.
• ADH adipic acid dihydrazide
• Example 6 Moulding fastness of dyed polyamide A PA 6.6 textured tricot is, as described in Example 2, dyed with Tectilon ® Red 2B and then treated with adipic acid dihydrazide. After the moulding test, the deviations in shade (DEF values) in comparison with the reference (untreated dyed fabric) are measured (Table 6).
• a PA 6.6 textured tricot is, as described in Example 4, dyed with Terasil ® Flavin 8GFF and then treated with adipic acid dihydrazide. After the moulding test, the deviations in shade (DEF values) in comparison with the reference (untreated dyed fabric) are measured (Table 7).
• a PA 6.6 textured tricot (white goods) is, as described in Example 4, treated with adipic acid dihydrazide. After the moulding test, the whiteness (Ganz) in comparison with the reference (untreated fabric) is measured (Table 8).
• a PA 6.6 textured tricot is fluorescent whitened with Uvitex ® NFW liquid and then treated with adipic acid dihydrazide, dried at 60 0 C and then subjected to heat- setting under different conditions.
• Table 9 shows the measured whiteness values according to Ganz in comparison with the reference (fluorescent whitened fabric, without ADH treatment).
• a PA 6.6 textured tricot is fluorescent whitened with Uvitex ® NFW liquid by the exhaust process.
• DPEDA N.N'-diphenylethylenediamine

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• Engineering & Computer Science (AREA)
• Textile Engineering (AREA)
• Health & Medical Sciences (AREA)
• Emergency Medicine (AREA)
• Chemical & Material Sciences (AREA)
• Dispersion Chemistry (AREA)
• Coloring (AREA)
• Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

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• 2005
  • 2005-10-19 US US11/666,575 patent/US20090158531A1/en not_active Abandoned
  • 2005-10-19 WO PCT/EP2005/055349 patent/WO2006045721A1/en active Application Filing
  • 2005-10-19 MX MX2007005026A patent/MX2007005026A/es active IP Right Grant
  • 2005-10-19 JP JP2007538386A patent/JP4929176B2/ja active Active
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  • 2005-10-19 KR KR1020077011905A patent/KR101157417B1/ko active IP Right Grant
  • 2005-10-19 EP EP05811066A patent/EP1817452A1/de not_active Withdrawn
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