EP0245204B1 - Procédé de stabilisation photochimique de matière fibreuse en polyamide teinté ou non teinté et ses mélanges avec d'autres fibres - Google Patents

Procédé de stabilisation photochimique de matière fibreuse en polyamide teinté ou non teinté et ses mélanges avec d'autres fibres Download PDF

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EP0245204B1
EP0245204B1 EP87810272A EP87810272A EP0245204B1 EP 0245204 B1 EP0245204 B1 EP 0245204B1 EP 87810272 A EP87810272 A EP 87810272A EP 87810272 A EP87810272 A EP 87810272A EP 0245204 B1 EP0245204 B1 EP 0245204B1
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hydrogen
formula
phenyl
oder
sulfo
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EP0245204A1 (fr
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Gerhard Reinert
Kurt Burdeska
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Novartis AG
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Ciba Geigy AG
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    • 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
    • D—TEXTILES; PAPER
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    • 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
    • D06M13/12—Aldehydes; Ketones
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    • D06M11/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising
    • D06M11/84—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with inorganic substances or complexes thereof; Such treatment combined with mechanical treatment, e.g. mercerising combined with mechanical treatment
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    • 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
    • D06M13/12—Aldehydes; Ketones
    • D06M13/127—Mono-aldehydes, e.g. formaldehyde; Monoketones
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    • 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
    • D06M13/244—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 sulfur or phosphorus
    • D06M13/248—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 sulfur or phosphorus with compounds containing sulfur
    • D06M13/256—Sulfonated compounds esters thereof, e.g. sultones
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    • 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
    • D—TEXTILES; PAPER
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    • 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
    • D06M13/50—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with organometallic compounds; with organic compounds containing boron, silicon, selenium or tellurium atoms
    • D06M13/51—Compounds with at least one carbon-metal or carbon-boron, carbon-silicon, carbon-selenium, or carbon-tellurium bond
    • 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
    • D06P1/62—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 with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/621—Compounds without nitrogen
    • D06P1/622—Sulfonic acids or their salts
    • D06P1/625—Aromatic
    • 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
    • D06P1/6426—Heterocyclic compounds
    • D—TEXTILES; PAPER
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    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6495—Compounds containing carbonamide -RCON= (R=H or hydrocarbons)
    • D06P1/6497—Amides of di- or polyamines; Acylated polyamines
    • 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
    • D06P1/651—Compounds without nitrogen
    • D06P1/65106—Oxygen-containing compounds
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—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
    • D06P1/651—Compounds without nitrogen
    • D06P1/65168—Sulfur-containing compounds
    • D06P1/65187—Compounds containing sulfide or disulfide 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
    • D06P1/653—Nitrogen-free carboxylic acids or their salts
    • D06P1/6536—Aromatic
    • 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
    • D06P1/667—Organo-phosphorus 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
    • 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
    • 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

Definitions

  • the present invention relates to a process for the photochemical stabilization of undyed and dyed polyamide fiber material and its blends with other fibers by treatment with non-coloring organic copper complexes, light stabilizers and antioxidants.
  • EP-A 51 188 recommends treating the polyamide material before, during or after the dyeing with a mixture of copper complexes of bisazomethines and light stabilizers to improve the lightfastness of polyamide dyeings.
  • these copper complexes have an undesirable inherent color and an inadequate hydrolysis and acid stability, as is correctly stated in EP-A 113 856 by the same applicant.
  • EP-A 113 856 discloses less colored copper complexes of salicylaldoxime and salicylhydroxamic acid, which are used solely to improve the light fastness of polyamide dyeings.
  • the compounds which can be used as component A) have an excellent affinity for the polyamide fiber material. They are therefore effective in extremely small amounts.
  • Bisazomethines of aromatic aldehydes are understood to mean Schiff bases of aliphatic diamines, the aldehydes having an HO group in the o-position to the formyl radical. The bond with the metal atom takes place via these two HO groups and the two nitrogen atoms in the bisazomethine part. Accordingly, these are tidentate ligands.
  • Copper complexes of the formula (6) are of particular interest wherein R10, R11 and R13 each represent hydrogen, chlorine, bromine, methyl or methoxy or R10 and R11 together form a fused benzene ring, R12 is hydrogen or hydroxy and X2 is hydrogen, methyl, ethyl or phenyl.
  • Suitable component C) are sterically hindered phenols, for example hydroxiphenylpropionates of the formula (13) wherein n is an integer from 1 to 4 and A is C1-C24-alkoxy, a bridge member -O (CH2) 6O-, -O (CH2) 2O (CH2) 2O-, -O (CH2) 2O (CH2) 2O ( CH2) 2O-, -HN- (CH2) 2 ⁇ 6-NH- or -O (CH2) 2-S- (CH2) 2O- or the rest ((CH2O) 4-C, such as the esters of 3- (3 ', 5'-di-tert-butyl-4-hydroxyphenyl) propionic acid with methanol, octadecanol, 1,6-hexanediol, diethylene glycol, triethylene glycol or pentaerythritol or the diamides of 3- (3', 5'-di- tert-butyl-4-hydroxy
  • components A), B) and C) are known and can be prepared by processes known per se.
  • the compounds of formulas (5) and (6) are e.g. known from EP-A 51 188, 113 856 and 162 811 and can be prepared by known methods.
  • the compounds of the formulas (7) and (8) can be prepared by methods known per se, such as e.g. in US-A-3,403,183 and US-A-4,127,586, respectively.
  • Compounds of the formula (8) in which R1, R2, R3 and / or R4 are sulfo can be prepared by the process described in FP-A-112120.
  • the compounds of the formula (12) can be prepared in a manner known per se, for example by the processes described in Helv. 55 , 1566-1595 (1972) and in WO 86/03528.
  • the compounds of formula (14) can be prepared in a manner known per se, e.g. following the procedures described in US-A-3,268,630.
  • the agents according to the invention are expediently applied from an aqueous bath, these being used advantageously in an amount such that 5 to 200 ⁇ g, in particular 10 to 100 ⁇ g, of copper metal are added to 1 g of polyamide. They therefore contain a) 0.005 to 0.2% by weight of a bisazomethine complex of the formula (5, b) 0.05 to 3, preferably 0.1 to 1% by weight of a light stabilizer and optionally c) 0.05 to 3, preferably 0.1 to 1% by weight of an antioxidant.
  • the agents according to the invention which are also the subject of the present invention, are used to stabilize dyed material before, during or after dyeing.
  • the agent is expediently added directly to the dyebath.
  • the coloring is carried out continuously or discontinuously.
  • the agents according to the invention are expediently used as finely divided dispersions which are obtained by grinding in the presence of customary dispersants.
  • Polyamide material is understood to mean synthetic polyamide, such as polyamide-6, polyamide-6,6 or also polyamide-12.
  • fiber mixtures made of polyurethane and polyamide are also considered, for example tricot material made of polyamide / polyurethane in a mixing ratio of 70:30.
  • the pure or mixed polyamide material can be in a wide variety of processing forms, such as fiber, yarn, woven or knitted fabric.
  • Mainly polyamide material that is exposed to light and heat e.g. As a car upholstery fabric or carpets, it is particularly suitable for being treated by the present method.
  • the coloring takes place in the usual way e.g. with metal complex, anthraquinone or azo dyes.
  • metal complex anthraquinone or azo dyes.
  • the known types in particular the 1: 2 chromium or 1: 2 cobalt complexes of mono- or disazo or -azomethine dyes, which are described in large numbers in the literature, are used as metal complex dyes.
  • dyes from other dye classes are of course also possible, such as Disperse or vat dyes.
  • Example 1 Improvement of the photo stability and the light fastness of an olive color.
  • Example 2 Improvement of the photo stability and the light fastness of a beige color.
  • Example 3 12 skeins of 10 g each of polyamide 66 staple yarn are made using the dye mixture
  • the 12 yarn strands are dyed as described in Example 1, with the difference that 2% acetic acid (80%) is added to the dyebath at 95 ° C. after a dyeing time of 20 minutes.
  • the Cu complex primarily improves fiber stability and fakra light fastness, while the UV absorber helps to improve light fastness according to xenon and especially Ford (high UV radiation).
  • the thick crystal sludge is then heated again to 80 ° C., whereby a crystal-clear crystal form is formed and, after cooling, is filtered off at room temperature. It is dried at 100 ° C in a vacuum. Yield: 83.5 g.
  • the product can be recrystallized from ethanol / water in a ratio of 8: 2.
  • Example 4 10 pieces of 10 g of a highly matted polyamide 6 tricot material are dyed with the olive dye mixture of Example 1 as indicated there, the dyebaths containing the following additives and at 95 ° C. after 20 minutes of dyeing time 2% acetic acid (80%) be added.
  • the lightfastnesses of the dyeings are determined according to DIN 75.202 prov. (Fakra). They are summarized in the following table: Table 5 Coloring from fleet FAKRA light fastness 1 ⁇ 4 2nd 4-5 3rd 6

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
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Claims (11)

  1. Procédé de stabilisation photochimique de matériaux en fibres de polyamide, teintés ou non, ou de leurs mélanges avec d'autres matériaux fibreux, lequel procédé est caractérisé en ce que l'on traite le matériau fibreux avec un mélange constitué de :
    A) un complexe bisazométhine-cuivre, non colorant, de formule (5) :
    Figure imgb0049
     dans laquelle
    R₆, R₇, R₈ et R₉ représentent chacun un atome d'hydrogène, de chlore ou de brome ou un groupe hydroxy, méthyle, tertiobutyle, méthoxy, méthoxyéthoxy, éthoxyéthoxyéthoxy ou diéthylamino,
    X₁ représente un atome d'hydrogène ou un groupe méthyle, éthyle ou phényle, et
    Y₁ représente un atome d'hydrogène, ou
    R₆ et R₇ forment ensemble un noyau benzénique condensé ou X₇ et Y₁ forment ensemble un groupe cyclohexylène,
    B) un agent de protection contre la lumière, et, si on le souhaite,
    C) un antioxydant.
  2. Procédé conforme à la revendication 6, caractérisé en ce que l'on utilise, en tant que composant A), un complexe bis-azométhinique de formule (6) :
    Figure imgb0050
     dans laquelle R₁₀, R₁₁ et R₁₃ représentent chacun un atome d'hydrogène, de chlore ou de brome ou un groupe méthyle ou méthoxy, ou bien R₁₀ et R₁₁ forment ensemble un noyau benzénique condensé, R₁₂ représente un atome d'hydrogène ou un groupe hydroxy et X₂ représente un atome d'hydrogène ou un groupe méthyle, éthyle ou phényle.
  3. Procédé conforme à la revendication 1 ou 2, caractérisé en ce que l'on utilise, en tant que compesant B), une 2-hydroxybenzophénone de formule (7) :
    Figure imgb0051
     dans laquelle :
    R₁   représente un atome d'hydrogène ou un groupe hydroxy ou alcoxy en C₁-C₁₄,
    R₂   représente un atome d'hydrogène ou un groupe alkyle en C₁-C₄ ou sulfo,
    R₃ représente un atome d'hydrogène ou un groupe hydroxy ou alcoxy en C₁-C₄, et
    R₄ représente un atome d'hydrogène ou un groupe hydroxy ou carboxy.
  4. Procédé conforme à la revendication 1 ou 2, caractérisé en ce que l'on utilise, comme composant B), un 2-(2'-hydroxyphényl)-benzotriazole ou un sel d'un tel composé, de formule (8) :
    Figure imgb0052
     dans laquelle
    R₁   représente un atome d'hydrogène ou de chlore ou un groupe alkyle en C₁-C₁₂, cycloalkyle en C₅-C₆, phénylalkyle en C₇-C₉ ou sulfo,
    R₂   représente un atome d'hydrogène ou de chlore ou un groupe alkyle en C₁-C₄, alcoxy en C₁-C₄, hydroxy ou sulfo,
    R₃   représente un atome de chlore ou un groupe alkyle en C₁-C₁₂, alcoxy en C₁-C₄, phényle, (alkyl en C₇-C₈)phényle, cycloalkyle en C₅-C₆, alcoxycarbonyle en C₂-C₉, carboxyéthyle, phénylalkyle en C₇-C₉ ou sulfo,
    R₄   représente un atome d'hydrogène ou de chlore ou un groupe alkyle en C₁-C₄, alcoxy en C₁-C₄, alcoxycarbonyle en C₂-C₉, carboxy ou sulfo, et
    R₅   représente un atome d'hydrogène ou de chlore.
  5. Procédé conforme à la revendication 1 ou 2, caractérisé en ce que l'on utilise, comme composant B), un composé de la classe des amines à encombrement stérique.
  6. Procédé conforme à la revendication 5, caractérisé en ce que l'on utilise, comme amine à encombrement stérique, un dérivé de type 2,2,6,6-tétraalkylpipéridine, comportant dans sa molécule au moins un groupe de formule (9) :
    Figure imgb0053
     dans laquelle R représents un atome d'hydrogène ou un groupe méthyle.
  7. Procédé conforme à la revendication 1 ou 2, caractérisé en ce que l'on utilise, comme composant B), une 2-(2'-hydroxyphényl)-s-triazine ou un sel d'un tel composé, de formule (12) :
    Figure imgb0054
     dans laquelle R représente un atome d'hydrogène ou d'halogène ou un groupe alkyle en C₁-C₄ ou sulfo, R₁ représente un atome d'hydrogène ou un groupe alkyle en C₁-C₄, alcoxy en C₁-C₄ ou hydroxy, R₂ représente un atome d'hydrogène ou un groupe sulfo et R₃ et R₄, indépendamment l'un de l'autre, représentent des groupes alkyle en C₁-C₄, alcoxy en C₁-C₄, cycloalkyle en C₅-C₆, phényle ou phényle substitué par alkyle en C₁-C₄ et hydroxy.
  8. Procédé conforme à la revendication 1 ou 2, caractérisé en ce que l'on utilise, comme composant B), une s-triazine de formule :
    Figure imgb0055
     dans laquelle au moins l'un des substituants R₁, R₂ et R₃ représente un résidu de formule :
    Figure imgb0056
     dans laquelle M représente un atome de sodium, de potassium, de calcium ou de magnésium, ou un groupe ammonium ou tétra-(alkyl en C₁-C₄)-ammonium et m vaut 1 ou 2, et l'autre substituant ou les autres substituants, indépendamment l'un de l'autre, un groupe alkyle en C₁-C₁₂ ou phényle ou un groupe alkyle en C₁-C₁₂ ou phényle lié au reste triazinyle par l'intermédiaire d'un atome de soufre ou d'oxygène ou d'un groupe imino ou (alkyl en C₁-C₄)-imino.
  9. Procédé conforme à l'une des revendications 1 à 8, caractérisé en ce que l'on utilise, comme composant C), un propionate d'hydroxyphényle de formule (13) :
    Figure imgb0057
     dans laquelle n représente un nombre entier valant de 1 à 4 et A représente un groupe alcoxy en C₁-C₂₄, un chaînon pontant -O(CH₂)₆O-, -O(CH₂)₂O(CH₂)₂O-, -O(CH₂)₂O(CH₂)₂O(CH₂)₂O-, -HN-(CH₂)₂₋₆-NH- ou -O(CH₂)₂-S-(CH₂)₂-O- ou le reste -(CH₂O)₄C.
  10. Procédé conforme à l'une des revendications 1 à 8, caractérisé en ce que l'on utilise, comme composant C), un phosphonate de phénylalkyle de formule (14) :
    Figure imgb0058
     dans laquelle R représente un groupe hydroxy, phényle, phénoxy, (alkyl en C₁-C₁₈)-phénoxy, alkylthio en C₁-C₂₄ ou alcoxy en C₁-C₂₄, R₁ représente un groupe phénoxy, (alkyl en C₁-C₁₈)-phénoxy, alkylthio en C₁-C₂₄ ou alcoxy en C₁-C₂₄, R₂ et R₃ représentent, indépendamment l'un de l'autre, des groupes alkyle en C₁-C₁₈, R₄ représente un atome d'hydrogène ou un groupe alkyle en C₁-C₄, et n vaut 0, 1, 2 ou 3.
  11. Agent de stabilisation photochimique de matériaux en fibres de polyamide, teints ou non, ou de mélanges de tels matériaux avec d'autres matériaux fibreux, caractérisé en ce qu'il contient :
    A) de 0,005 à 0,20 % en poids d'un complexe bisazométhinique de formule (5),
    B) de 0,05 à 3 % en poids d'un agent de protection contre la lumière, et éventuellement
    C) de 0,05 à 3 % en poids d'un antioxydant.
EP87810272A 1986-05-05 1987-04-29 Procédé de stabilisation photochimique de matière fibreuse en polyamide teinté ou non teinté et ses mélanges avec d'autres fibres Expired - Lifetime EP0245204B1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AT87810272T ATE92552T1 (de) 1986-05-05 1987-04-29 Verfahren zur fotochemischen stabilisierung von ungefaerbtem und gefaerbtem polyamidfasermaterial und dessen mischungen mit anderen fasern.

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CH182686 1986-05-05
CH1826/86 1986-05-05
CH505786 1986-12-18
CH5057/86 1986-12-18

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EP0245204A1 (fr) 1987-11-11
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AU7247287A (en) 1987-11-12
US4775386A (en) 1988-10-04
KR870011320A (ko) 1987-12-22
BR8702227A (pt) 1988-02-17
KR940011787B1 (ko) 1994-12-26
ES2058136T3 (es) 1994-11-01
NZ220187A (en) 1990-01-29

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