EP0540471B1 - Composé et procédé de fabrication d'objets moulés de bonne qualité - Google Patents

Composé et procédé de fabrication d'objets moulés de bonne qualité Download PDF

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EP0540471B1
EP0540471B1 EP92810821A EP92810821A EP0540471B1 EP 0540471 B1 EP0540471 B1 EP 0540471B1 EP 92810821 A EP92810821 A EP 92810821A EP 92810821 A EP92810821 A EP 92810821A EP 0540471 B1 EP0540471 B1 EP 0540471B1
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Prior art keywords
hydrogen
formula
phenyl
alkyl
process according
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EP0540471A1 (fr
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Manfred Dr. Rembold
Claude Dr. Eckhardt
Peter Dr. Nesvadba
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Novartis AG
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Ciba Geigy AG
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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • 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
    • D06P1/65131—Compounds containing ether or acetal groups
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D06L4/621—Optical bleaching or brightening in aqueous solvents with anionic brighteners
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D06L4/629—Optical bleaching or brightening in aqueous solvents with cationic brighteners
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D06L4/636—Optical bleaching or brightening in aqueous solvents with disperse brighteners
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/65—Optical bleaching or brightening with mixtures of optical brighteners
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/671—Optical brightening assistants, e.g. enhancers or boosters
    • 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
    • D06P1/65112—Compounds containing aldehyde or ketone groups
    • 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
    • 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
    • Y10S8/92—Synthetic fiber dyeing
    • Y10S8/924—Polyamide fiber
    • Y10S8/925—Aromatic polyamide
    • 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
    • Y10S8/931—Washing or bleaching

Definitions

  • the present invention relates to an agent and a method for the production of polyamide fiber-containing bright white or particularly brilliant color articles with improved fastness to molding.
  • Certain articles made of synthetic fibers are shaped by thermal treatment (molding). These are primarily high-quality items made from optically brightened polyamide fibers, or items made from polyamide / polyurethane.
  • the hot press molds usually cause a certain yellowing or even browning of the optically brightened textile material. This appearance is strongly dependent on the polyamide quality, but above all on the optical brightener, and leads to fluctuations in the product quality of such articles.
  • the invention therefore relates both to the use and a method using benzofuran-2-one compounds to improve the fastness to molding of polyamide fiber-containing material and to a means for optically brightening articles containing polyamide fiber, which has an optical brightener and a benzofuran-2-one contains, as well as an agent that contains one or more dyes in addition to the benzofuran-2-one and the optical brightener.
  • substituents in the formula (1) are alkyl, they can contain up to 30 carbon atoms. Examples include methyl, ethyl, propyl, butyl, pentyl, hexyl, Octyl, nonyl, decyl, undecyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl or docosyl and corresponding branched isomers, in particular tert-butyl, i-octyl and i-dodecyl.
  • Alkoxy and alkoxycarbonyl radicals are derived from these groups, as are alkylene radicals which are contained in the definitions of the substituents shown in formula (1).
  • the enumerated alkyl radicals can be interrupted by oxygen or sulfur to form structural units such as -CH2CH2-O-CH2CH2-, -CH2CH2-S-CH2CH2- or -O- (CH2) 6-O-. If the alkyl radicals are substituents on phenyl rings, they preferably occupy the 3- and 5-positions.
  • the substituent R2 in the compounds of formula (1) is hydrogen.
  • R3 is preferably hydrogen, C1-C12 alkyl, cyclopentyl, cyclohexyl, chlorine or a radical of the formula or -DE, where n, R6, R7, D and E have the meanings given.
  • R6 is preferably hydrogen, C1-C18 alkyl, cyclopentyl or cyclohexyl.
  • the compounds of formula (1) are usually applied from an aqueous bath.
  • the application can take place before, during or after the optical brightening of the fibers, using a pull-out or continuous process. Application together with the optical brightener is preferred.
  • 0.01 to 1%, preferably 0.05 to 0.5%, optical brightener and 0.01 to 3%, preferably 0.03 to 0.3%, of the compounds of the formula (1) can be used.
  • 0.1 to 10 g / l, preferably 0.2 to 2 g / l, optical brightener and 0.1 to 30 g / l, preferably 0.2 to 2 g / l, of the compounds of the formula (1 ) deploy.
  • Polyamide fiber material is understood to mean synthetic polyamide fiber material, such as, for example, that of polyamide-6, polyamide-6,6 or polyamide-12, and of modified polyamide, for example polyamide which can be dyed in the base.
  • synthetic polyamide fiber material such as, for example, that of polyamide-6, polyamide-6,6 or polyamide-12
  • modified polyamide for example polyamide which can be dyed in the base.
  • fiber mixtures made of polyamide and polyurethane such as tricot material made of polyamide / polyurethane fibers in a mixing ratio of 70:30.
  • the pure or mixed polyamide fiber material can be in a wide variety of processing forms, such as fiber, yarn, woven, knitted, nonwoven or pile material.
  • Optical brighteners suitable for polyamide-containing fiber materials are e.g. those of the general formulas (5) to (11).
  • Suitable dyes for the process are all dyes suitable for dyeing the above-mentioned textiles, such as azo, anthraquinone, nitro, acridone or naphthoquinone dyes.
  • the agent for the optical brightening of articles containing polyamide fibers with improved molding fastness properties is produced by mixing the components, in which case any auxiliaries can also be incorporated.
  • Common auxiliaries are e.g. Dispersing, leveling and washing agents, such as fatty alcohol polyglycol ethers, alkyl ethoxylates or alkylphenol ethoxylates, anionic alkylbenzenesulfonates or linear alkylsulfonates, alone or in combination with benzimidazole derivatives or ethoxylated fatty amines, and sequestering agents, such as Na salt of ethylenediaminetetraionic acid, such as Na or bidentate acetic acid, or Na and combinations of two or more aids.
  • Dispersing, leveling and washing agents such as fatty alcohol polyglycol ethers, alkyl ethoxylates or alkylphenol ethoxylates, anionic alkylbenzenesulfonates or linear alkylsulfonates, alone or in combination with benzimidazole derivatives or ethoxylated fatty amines
  • sequestering agents such as
  • the final shaping (molding) of the textiles is carried out according to the usual procedures.
  • Parts mean parts by weight and percentages by weight, which are based on the textile weight.
  • a PA-6 texture jersey is used as the textile.
  • the brightener and the benzofuran-2-one compound are applied in the exhaust process, with 3 g / l of stabilized hydrosulfite (Clarit PS®) being added to the treatment bath.
  • the treatment lasts 30 minutes. at a temperature of 120 ° C.
  • the degree of whiteness is determined according to the Ganz method (Ganz, Appl. Optics 18 , 1073-1078 (1979)) using a Zeiss RFC 3 spectrometer.
  • the brightener of formula (12) applied at a concentration of 0.2% from an aqueous bath.
  • the degree of whiteness is 270 units.
  • Half of the textile piece is then subjected to the molding test: In a "Rhodiaceta Thermotester '(Setaran, Lyon / F) with 13 heatable metal plates of 15x35 mm, the temperature of one of the middle plates is set to 199 ° C.
  • the lower base is covered with an approximately 3 mm thick wool felt pad.
  • the textile piece is pressed for one minute (pressing pressure approx. 70 g / cm) and then examined again for its whiteness.
  • the loss of whiteness is about 50 units.
  • Example 1 The procedure is as in Example 1, with the only difference that, in addition to the optical brightener used there, a benzofuran-2-one of the formula (2) in the form of an aqueous dispersion, in a concentration of 0.1%. After the molding test according to Example 1, the loss of whiteness is about 20 units, with the same dimensional stability as in Example 1.
  • Example 3 The procedure is as in Example 3, with the only difference that, in addition to the optical brightener used there, a benzofuran-2-one of the formula (3) in the form of an aqueous dispersion, in a concentration of 0.1%. After the molding test according to Example 1, the loss of whiteness is about 10 units, with the same dimensional stability as in Example 3.
  • Example 5 The procedure is as in Example 5, with the only difference that, in addition to the optical brightener used there, a benzofuran-2-one of the formula (3) in the form of an aqueous dispersion, in a concentration of 0.1%. After the molding test according to Example 1, the loss of whiteness is about 16 units, with the same dimensional stability as in Example 5.

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  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Furan Compounds (AREA)

Claims (14)

  1. Procédé de fabrication d'articles façonnés contenant des fibres de polyamide et présentant des caractéristiques de moulage améliorées, caractérisé en ce que, avant, pendant ou après l'azurage optique et éventuellement la teinture des fibres, on dépose sur les fibres un composé de formule (1)
    Figure imgb0075
     dans laquelle
    R¹ représente un groupe phényle portant ou non des substituants, qui peuvent être de 1 à 3 groupes alkyle totalisant au plus 18 atomes de carbone, des groupes alcoxy en C₁₋₁₂, acyloxy en C₁₋₁₈ ou (alcoxy en C₁₋₁₈)carbonyle, ou des atomes de chlore, ou encore une combinaison de tels substituants,
    R représente un atome d'hydrogène ou un groupe alkyle en C₁₋₄,
    R⁴ représente un atome d'hydrogène ou de chlore, ou un groupe alkyle en C₁₋₁₂, un groupe cycloalkyle en C₅₋₇ portant éventuellement un substituant alkyle en C₁₋₄, ou un groupe phényle ou phénylalkyle en C₇₋₁₂,
    R³ a la même signification que R ou R⁴, ou représente un reste de formule
    Figure imgb0076
    Figure imgb0077
    Figure imgb0078
     où n vaut 0, 1 ou 2,
    R₆ représente un atome d'hydrogène, un groupe alkyle en C₁₋₁₈, un groupe alkyle en C₂₋₁₈ dont la chaîne est interrompue par un atome d'oxygène ou de soufre, un groupe dialkylaminoalkyle comportant au total de 3 à 16 atomes de carbone, un groupe cyclohexyle ou cyclopentyle, un groupe phényle, ou un groupe phényle portant de 1 à 3 substituants alkyle totalisant au plus 18 atomes de carbone,
    les substituants R₇ sont chacun, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle en C₁₋₁₈, un groupe cyclohexyle ou cyclopentyle, un groupe phényle, ou un groupe phényle portant 1 ou 2 substituants alkyle totalisant au plus 16 atomes de carbone, ou encore un groupe de formule -C₂H₄OH, -C₂H₄-O-CmH2m+1 ou -C₂H₄-O-CO-R₁₀ (où m vaut de 1 à 18 et R₁₀ représente un atome d'hydrogène ou un groupe alkyle en C₁₋₂₂ ou cycloalkyle en C₅₋₁₂), ou bien forment ensemble, conjointement avec l'atome d'azote auquel ils sont liés, un groupe pipéridino ou morpholino,
    A représente un groupe alkylène comportant de 2 à 22 atomes de carbone, dont la chaîne est éventuellement interrompue par un atome d'azote, d'oxygène ou de soufre,
    R₈ représente un atome d'hydrogène, un groupe alkyle en C₁₋₁₈, un groupe cyclohexyle ou cyclopentyle, un groupe phényle ou benzyle, ou un groupe phényle portant 1 ou 2 substituants alkyle totalisant au plus 16 atomes de carbone,
    R₉ représente un groupe alkyle en C₁₋₁₈,
    D représente -O-, -S-, -SO-, -SO₂- ou -C(R₁₁)₂- où les substituants R₁₁ sont chacun, indépendamment l'un de l'autre, un atome d'hydrogène, un groupe alkyle (sous réserve qu'ils ne totalisent pas plus de 16 atomes de carbone), un groupe phényle ou un reste de formule -(CH₂)n-CO-OR₆ ou -(CH₂)n-CO-N(R₇)₂, où n, R₆ et R₇ ont les significations déjà indiquées,
    E représente un reste de formule
    Figure imgb0079
     dans laquelle R₁, R₂ et R₄ ont les significations indiquées plus haut, et R₅ représente un atome d'hydrogène ou de chlore, un groupe alkyle en C₁₋₃₀, cyclopentyle ou cyclohexyle, ou un reste de formule -CH₂-CO-OR₆ ou -CH₂-CO-N(R₇)₂, où R₆ et R₇ ont les significations déjà indiquées, ou bien
    R₄ et R₅ forment conjointement un groupe tétraméthylène, et l'on façonne ensuite à chaud l'article ainsi traité.
  2. Procédé conforme à la revendication 1, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle R₂ représente un atome d'hydrogène.
  3. Procédé conforme à la revendication 1, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle R³ représente un atome d'hydrogène ou de chlore, un groupe alkyle en C₁₋₁₂, cyclopentyle ou cyclohexyle, ou encore un reste de formule -(CH₂)n-CO-OR₆, -(CH₂)n-CO-N(R₇)₂ ou -D-E, où n, R₆, R₇, D et E ont les significations indiquées dans la revendication 1.
  4. Procédé conforme à la revendication 3, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle R₆ représente un atome d'hydrogène ou un groupe alkyle en C₁₋₁₈, cyclohexyle ou cyclopentyle.
  5. Procédé conforme à la revendication 1, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle
    R¹ représente un groupe phényle portant ou non des substituants, qui peuvent être 1 ou 2 groupes alkyle totalisant au plus 12 atomes de carbone, des groupes acyloxy en C₁₋₁₂ ou une combinaison de tels substituants,
    R représente un atome d'hydrogène,
    R⁴ représente un atome d'hydrogène ou un groupe alkyle en C₁₋₁₂,
    R³ représente un atome d'hydrogène, un groupe alkyle en C₁₋₁₂, ou un reste de formule -(CH₂)n-CO-OR₆, -(CH₂)n-CO-N(R₇)₂ ou -D-E, et R⁵ représente un atome d'hydrogène, un groupe alkyle en C₁₋₂₀, ou un reste de formule -CH₂-CO-OR₆ ou -CH₂-CO-N(R₇)₂, ou bien
    R⁵ forme avec R⁴ un groupe tétraméthylène,
    où n, R₆, R₇, D et E ont les significations indiquées dans la revendication 1.
  6. Procédé conforme à la revendication 5, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle
    R¹ représente un groupe phényle ou un groupe de formule
    Figure imgb0080
     où R₄₀, R₄₁ et R₄₂ représentent chacun, indépendamment les uns des autres, un atome d'hydrogène ou un groupe alkyle en C₁₋₈,
    R³ représente un atome d'hydrogène, un groupe alkyle en C₁₋₁₂, ou un reste de formule -D-E,
    R et R⁴ représentent chacun, indépendamment l'un de l'autre, un atome d'hydrogène ou un groupe alkyle en C₁₋₄,
    et R⁵ représente un groupe alkyle en C₁₋₂₀,
    où D et E ont les significations indiquées dans la revendication 5.
  7. Procédé conforme à la revendication 6, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle
    R¹ représente un groupe phényle ou un groupe de formule
    Figure imgb0081
     où R₄₀, R₄₁ et R₄₂ représentent chacun, indépendamment les uns des autres, un atome d'hydrogène ou un groupe alkyle en C₁₋₄,
    R³ représente un groupe alkyle en C₁₋₄, ou un reste de formule -D-E,
    R et R⁴ représentent des atomes d'hydrogène,
    et R⁵ représente un groupe alkyle en C₁₋₄, cyclopentyle ou cyclohexyle,
    où D représente un reste de formule -C(R₁₁)₂- et E représente un reste de formule
    Figure imgb0082
     où les substituants R₁₁ sont des groupes alkyle en C₁₋₄, identiques ou différents l'un de l'autre, et R₁, R₂, R₄ et R₅ ont les significations déjà indiquées.
  8. Procédé conforme à la revendication 1, caractérisé en ce qu'on utilise un composé de formule (1) dans laquelle
    R¹ représente un groupe phényle ou un groupe de formule
    Figure imgb0083
     où R₄₀, R₄₁ et R₄₂ représentent chacun, indépendamment les uns des autres, un groupe alkyle en C₁₋₄,
    R et R⁴ représentent des atomes d'hydrogène,
    et R³ et R⁵ représentent chacun, indépendamment l'un de l'autre, un groupe alkyle en C₁₋₁₈, cyclopentyle ou cyclohexyle.
  9. Procédé conforme à la revendication 1, caractérisé en ce qu'on utilise un composé de formule (2) ou (3) :
    Figure imgb0084
    Figure imgb0085
  10. Procédé conforme à l'une des revendications 1 à 9, caractérisé en ce qu'on utilise, comme azurant optique, un azurant optique dont la structure de base est celle d'un bis-triazinylamino-stilbène, d'un bis-triazolyl-stilbène, d'un distyryl-biphényle, d'un dérivé de type bis-benzoxazolyle, d'une coumarine, d'une pyrazoline ou d'un dibenzofuranyl-biphényle.
  11. Procédé conforme à la revendication 10, caractérisé en ce qu'on utilise un mélange d'un azurant optique et d'un ou plusieurs colorants, comme des colorants de type azoïque, anthraquinonique, nitré, acridonique ou naphtoquinonique.
  12. Procédé conforme à la revendication 1, caractérisé en ce qu'on utilise un composé de formule (1) en une proportion de 0,01 à 3 % dans un procédé d'épuisement, ou en une concentration de 0,1 à 30 g/l dans un procédé continu.
  13. Procédé conforme à la revendication 12, caractérisé en ce qu'on utilise un composé de formule (1) en une proportion de 0,03 à 0,3 % dans un procédé d'épuisement, ou en une concentration de 0,2 à 2 g/l dans un procédé continu.
  14. Article contenant des fibres de polyamide et présentant une solidité au moulage améliorée, traité selon un procédé conforme à la revendication 1.
EP92810821A 1991-11-01 1992-10-23 Composé et procédé de fabrication d'objets moulés de bonne qualité Expired - Lifetime EP0540471B1 (fr)

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CH319491 1991-11-01

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EP0540471B1 true EP0540471B1 (fr) 1996-05-01

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Publication number Priority date Publication date Assignee Title
CH686306A5 (de) 1993-09-17 1996-02-29 Ciba Geigy Ag 3-Aryl-benzofuranone als Stabilisatoren.
TW593303B (en) * 2001-09-11 2004-06-21 Ciba Sc Holding Ag Stabilization of synthetic polymers
JP2009534551A (ja) * 2006-04-24 2009-09-24 ハンツマン アドバンスト マテリアルズ （スイッツァランド） ゲーエムベーハー 熱安定性の強化方法
KR100862645B1 (ko) * 2007-05-18 2008-10-09 한국생명공학연구원 펩타이드 디포밀레이즈 저해 및 항균활성을 갖는 신규후미마이신 화합물

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Publication number Priority date Publication date Assignee Title
US2535098A (en) * 1947-06-13 1950-12-26 Monsanto Chemicals Gamma-valerolactone and gammabutyrolactone as dyeing assistants for cellulose ester and ether yarns and fabrics
US4002423A (en) * 1971-08-13 1977-01-11 Hoechst Aktiengesellschaft Benzofuran derivatives process for their preparation and their use as optical brighteners
US4093645A (en) * 1972-07-26 1978-06-06 Hickson & Welch Limited Styryl-tetrahydronaphthyl derivatives
GB2044272B (en) * 1979-02-05 1983-03-16 Sandoz Ltd Stabilising polymers
US4581035A (en) * 1984-11-08 1986-04-08 Crucible Chemical Company Waterless dye composition and method of use thereof for coloring thermoplastic articles
EP0415887B1 (fr) * 1989-08-31 1994-10-05 Ciba-Geigy Ag 3-Phényl-benzofuran-3-ones
US5175312A (en) * 1989-08-31 1992-12-29 Ciba-Geigy Corporation 3-phenylbenzofuran-2-ones

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ES2086715T3 (es) 1996-07-01
MX9205504A (es) 1993-06-01
JPH05230774A (ja) 1993-09-07
DE59206173D1 (de) 1996-06-05
CA2081812C (fr) 2002-07-02
EP0540471A1 (fr) 1993-05-05
US5437689A (en) 1995-08-01
US5322525A (en) 1994-06-21

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