EP0475905B1 - Stabilisation photochimique de la laine - Google Patents

Stabilisation photochimique de la laine Download PDF

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Publication number
EP0475905B1
EP0475905B1 EP91810709A EP91810709A EP0475905B1 EP 0475905 B1 EP0475905 B1 EP 0475905B1 EP 91810709 A EP91810709 A EP 91810709A EP 91810709 A EP91810709 A EP 91810709A EP 0475905 B1 EP0475905 B1 EP 0475905B1
Authority
EP
European Patent Office
Prior art keywords
wool
absorber
formula
photochemical
hydrogen
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP91810709A
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German (de)
English (en)
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EP0475905A1 (fr
Inventor
Manfred Dr. Rembold
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba Geigy AG
Ciba Spezialitaetenchemie Holding AG
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Publication of EP0475905A1 publication Critical patent/EP0475905A1/fr
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Anticipated expiration legal-status Critical
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Classifications

    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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
    • D06M13/35Heterocyclic compounds
    • D06M13/355Heterocyclic compounds having six-membered heterocyclic rings
    • D06M13/358Triazines
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/62General 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
    • D06P1/628Compounds containing nitrogen
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General 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
    • D06P1/44General 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
    • D06P1/64General 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
    • D06P1/642Compounds containing nitrogen
    • D06P1/6426Heterocyclic compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P3/00Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/02Material containing basic nitrogen
    • D06P3/04Material containing basic nitrogen containing amide groups
    • D06P3/14Wool
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S8/00Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
    • Y10S8/916Natural fiber dyeing
    • Y10S8/917Wool or silk

Definitions

  • the present invention relates to the use of specific UV absorbers for photochemical stabilization of undyed wool or mixed fibers containing wool.
  • EP-A-0 310 083 discloses a method for quenching or suppressing fluorescence of optically brightened natural or synthetic polyamides with sulfonated UV absorbers which, in contrast to the UV absorbers used according to the invention contain one or more sulfo groups directly attached to a benzene ring.
  • US-A-3,444,164 discloses hydroxyphenyl-1,2,3-triazines which differ from those according to the invention Distinguish used hydroxyphenyl-1,2,3-triazines in that they have no hydroxyl group bonded to the alkylene group.
  • EP-A-0 417 040 describes a process for dyeing wool in the presence of a UV absorbers from the class of 2- (2'-hydroxyphenyl) -s-triazines known.
  • synthetic polyamide fibers can be made using Light stabilizers which contain compounds from the class of the sterically hindered amines, can stabilize photochemically.
  • EP-A-0 245 204 discloses the photochemical stabilization of synthetic polyamide fiber material using a combination of organic copper complex compounds, Light stabilizers and antioxidants.
  • EP-A-0 165 608 discloses substituted hydroxyphenyltriazines and their specific ones Application as UV absorber in the photographic materials.
  • the use according to the invention is characterized in that the undyed wool or wool-containing mixed fiber is treated with an aqueous solution which has at least one UV absorber of the formula wherein R 4 and R 5 , independently of one another, are C 1 -C 12 alkyl, m 1 or 2, M is hydrogen, sodium, potassium, calcium, magnesium, ammonium or tetraalkylammonium, and n 1 and n 2 are 1 or 2.
  • C 1 -C 12 alkyl examples are methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl or dodecyl or isomers of these radicals.
  • Particularly preferred alkyl radicals contain 1 to 4 carbon atoms.
  • alkyl radicals in tetraalkylammonium are in particular independently of one another C 1 -C 4 -alkyl radicals, such as butyl, propyl, ethyl and preferably methyl.
  • Preferred compounds of the formula (3) are those in which M hydrogen; and R 4 and R 5 are methyl; mean.
  • the compounds of the formula (3) can be prepared in a manner known per se, e.g. by the processes described in EP-A-0 165 608.
  • the amount of UV absorber to be added depends on the substrate and the desired one Stabilization starts. In general, 0.1 to 5, preferably 0.3 to 3,% by weight, based on to the wool, too.
  • the compounds of the formula (3) are applied from an aqueous bath.
  • the UV absorbers can also be used to add the chemicals normally used in a dyeing process to the aqueous liquor.
  • Mineral acids such as sulfuric acid or phosphoric acid, organic acids, expediently aliphatic carboxylic acids such as formic acid, acetic acid, oxalic acid or citric acid and / or salts such as ammonium acetate, ammonium sulfate or sodium acetate can be considered as customary chemicals.
  • the acids mainly serve to adjust the pH of the liquors used according to the invention, which is between 3 and 8.
  • the treatment liquors also contain commercially available dispersing and Leveling agents and can also be conventional aids such as electrolytes, wetting agents, defoamers, Contains anti-foaming agents, thickeners or wool preservatives.
  • Special devices are for carrying out the application according to the invention not mandatory. All continuous and discontinuous treatments can be used Process with the usual equipment, such as open baths, Comb, sliver or packers, jiggers, paddles, tree dyeing machines, Circulation or jet dyeing devices or reel runners can be used. Conveniently the application according to the invention takes place in the exhaust process, wherein Normal printing dyeing machines are used.
  • the liquor ratio can be selected within a wide range e.g. 1: 5 to 1: 300, preferably 1:10 to 1:50.
  • the liquor application is expediently 30-400% by weight, preferably 75-250% by weight.
  • the fiber material is subjected to heat treatment for fixation subject.
  • the fixing process can also be carried out using the cold dwell method.
  • the heat treatment is preferably carried out by a steaming process under treatment in a steamer with possibly superheated steam at a temperature of 98 up to 105 ° C during e.g. 1 to 7, preferably 1 to 5 minutes.
  • the fixation of the Compounds of the formula (3) according to the cold residence process can be obtained by storing the impregnated and preferably rolled goods at room temperature (15 to 30 ° C), e.g. for 3 to 24 hours.
  • the duration of treatment is 15 to 60 minutes.
  • the treated fiber material is processed in the usual way rinsed and dried.
  • wool fibers with good thermal and photochemical stability.
  • the abrasion and tear resistance of the fiber improved against photochemical effects.
  • Wool comes in as the fiber material that can be treated according to the invention Consideration.
  • the wool can be finished normally or without felt.
  • the pure Wool fibers also come in mixtures of wool and synthetic polyamide or Wool / polyester blends, e.g. Jersey material made of wool / polyamide in Mixing ratio 70:30.
  • the pure or mixed fiber material in various processing forms, such as as fiber, yarn, fabric, Knitted fabric, fleece or pile material.
  • the present use is particularly advantageous for the treatment of fiber material, exposed to light and heat and e.g. as car upholstery or carpet Is used.
  • the UV absorbers used according to the invention can be in one wide pH range can be used, which also makes them suitable for application Mixtures of wool with other fibers, e.g. Wool and polyamide.

Claims (3)

  1. Utilisation d'agents absorbant le rayonnement UV de formule
    Figure 00070001
    dans laquelle R4 et R5 représentent, indépendamment l'un de l'autre, un groupe alkyle en C1-12, m vaut 1 ou 2, M représente un atome d'hydrogène, de sodium, de potassium, de calcium ou de magnésium, ou un ion ammonium ou tétraalkylammonium, et n1 et n2 valent 1 ou 2, pour la stabilisation photochimique de laine non teinte ou de tissus mixtes renfermant de la laine non teinte, l'agent absorbant le rayonnement UV étant appliqué sur la fibre à partir d'une solution aqueuse.
  2. Utilisation conforme à la revendication 1, caratérisé en ce que l'on utilise un agent absorbant le rayonnement UV de formule (3) dans lequel M représente un atome d'hydrogène, R4 et R5 représentent chacun un groupe méthyle et n1 et n2 valent 1 ou 2.
  3. Utilisation conforme à la revendication 1 ou 2, caractérisée en ce que la solution aqueuse présente un pH de 3 à 8.
EP91810709A 1990-09-13 1991-09-04 Stabilisation photochimique de la laine Expired - Lifetime EP0475905B1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH2973/90 1990-09-13
CH297390 1990-09-13

Publications (2)

Publication Number Publication Date
EP0475905A1 EP0475905A1 (fr) 1992-03-18
EP0475905B1 true EP0475905B1 (fr) 1998-01-14

Family

ID=4245798

Family Applications (1)

Application Number Title Priority Date Filing Date
EP91810709A Expired - Lifetime EP0475905B1 (fr) 1990-09-13 1991-09-04 Stabilisation photochimique de la laine

Country Status (6)

Country Link
US (1) US5197991A (fr)
EP (1) EP0475905B1 (fr)
JP (1) JP3184259B2 (fr)
AU (1) AU8387591A (fr)
DE (1) DE59108923D1 (fr)
NZ (1) NZ239755A (fr)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5298030A (en) * 1992-02-21 1994-03-29 Ciba-Geigy Corporation Process for the photochemical and thermal stabilization of undyed and dyed or printed polyester fiber materials
US5733693A (en) 1993-08-05 1998-03-31 Kimberly-Clark Worldwide, Inc. Method for improving the readability of data processing forms
US6017471A (en) 1993-08-05 2000-01-25 Kimberly-Clark Worldwide, Inc. Colorants and colorant modifiers
US6211383B1 (en) 1993-08-05 2001-04-03 Kimberly-Clark Worldwide, Inc. Nohr-McDonald elimination reaction
US5645964A (en) 1993-08-05 1997-07-08 Kimberly-Clark Corporation Digital information recording media and method of using same
US5773182A (en) 1993-08-05 1998-06-30 Kimberly-Clark Worldwide, Inc. Method of light stabilizing a colorant
US5700850A (en) 1993-08-05 1997-12-23 Kimberly-Clark Worldwide Colorant compositions and colorant stabilizers
US5681380A (en) 1995-06-05 1997-10-28 Kimberly-Clark Worldwide, Inc. Ink for ink jet printers
US5721287A (en) 1993-08-05 1998-02-24 Kimberly-Clark Worldwide, Inc. Method of mutating a colorant by irradiation
US6017661A (en) 1994-11-09 2000-01-25 Kimberly-Clark Corporation Temporary marking using photoerasable colorants
US5865471A (en) 1993-08-05 1999-02-02 Kimberly-Clark Worldwide, Inc. Photo-erasable data processing forms
GB9326358D0 (en) 1993-12-23 1994-02-23 Ciba Geigy Ag Compositions for the treatment of textiles
US5685754A (en) 1994-06-30 1997-11-11 Kimberly-Clark Corporation Method of generating a reactive species and polymer coating applications therefor
US6071979A (en) 1994-06-30 2000-06-06 Kimberly-Clark Worldwide, Inc. Photoreactor composition method of generating a reactive species and applications therefor
US6242057B1 (en) 1994-06-30 2001-06-05 Kimberly-Clark Worldwide, Inc. Photoreactor composition and applications therefor
GB2291658B (en) 1994-07-23 1998-08-12 Ciba Geigy Ag Aqueous textile treatment compositions containing an ultra-violet absorbing agent
US6008268A (en) 1994-10-21 1999-12-28 Kimberly-Clark Worldwide, Inc. Photoreactor composition, method of generating a reactive species, and applications therefor
TW290606B (fr) * 1995-03-17 1996-11-11 Ciba Geigy Ag
ATE195815T1 (de) 1995-06-05 2000-09-15 Kimberly Clark Co Farbstoffvorläufer und diese enthaltende zusammensetzungen
US5786132A (en) 1995-06-05 1998-07-28 Kimberly-Clark Corporation Pre-dyes, mutable dye compositions, and methods of developing a color
ES2161357T3 (es) 1995-06-28 2001-12-01 Kimberly Clark Co Composicion estabilizante de colorantes.
US5782963A (en) 1996-03-29 1998-07-21 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
BR9606811A (pt) 1995-11-28 2000-10-31 Kimberly Clark Co Estabilizadores de corante aperfeiçoados
US6099628A (en) 1996-03-29 2000-08-08 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5855655A (en) 1996-03-29 1999-01-05 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5891229A (en) 1996-03-29 1999-04-06 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
GB2313850A (en) * 1996-06-04 1997-12-10 Ciba Geigy Ag Triazine based UVA compounds as quenchers in paper making processes
GB9611614D0 (en) * 1996-06-04 1996-08-07 Ciba Geigy Ag Process for inhibiting the effect of flourescent whitening agents
US6524379B2 (en) 1997-08-15 2003-02-25 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
JP2002517540A (ja) 1998-06-03 2002-06-18 キンバリー クラーク ワールドワイド インコーポレイテッド インク及びインクジェット印刷用のネオナノプラスト及びマイクロエマルション技術
JP2002517523A (ja) 1998-06-03 2002-06-18 キンバリー クラーク ワールドワイド インコーポレイテッド 新規な光開始剤およびその利用
WO2000004104A1 (fr) 1998-07-20 2000-01-27 Kimberly-Clark Worldwide, Inc. Compositions a jet d'encre ameliorees
DE69930948T2 (de) 1998-09-28 2006-09-07 Kimberly-Clark Worldwide, Inc., Neenah Chelate mit chinoiden gruppen als photoinitiatoren
ATE238393T1 (de) 1999-01-19 2003-05-15 Kimberly Clark Co Farbstoffe, farbstoffstabilisatoren, tintenzusammensetzungen und verfahren zu deren herstellung
US6331056B1 (en) 1999-02-25 2001-12-18 Kimberly-Clark Worldwide, Inc. Printing apparatus and applications therefor
US6294698B1 (en) 1999-04-16 2001-09-25 Kimberly-Clark Worldwide, Inc. Photoinitiators and applications therefor
US6368395B1 (en) 1999-05-24 2002-04-09 Kimberly-Clark Worldwide, Inc. Subphthalocyanine colorants, ink compositions, and method of making the same
AU2004258134B2 (en) * 2003-07-08 2009-05-21 Karl J. Scheidler Methods and compositions for improving light-fade resistance and soil repellency of textiles and leathers
US7824566B2 (en) * 2003-07-08 2010-11-02 Scheidler Karl J Methods and compositions for improving light-fade resistance and soil repellency of textiles and leathers
EP2175059A1 (fr) * 2008-10-07 2010-04-14 Fabryka Dywanow Agnella S.A. Fil de laine

Family Cites Families (4)

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Publication number Priority date Publication date Assignee Title
CH478589A (de) * 1965-09-24 1969-09-30 Ciba Geigy Verwendung von Aryl-1,3,5-triazinen als Stabilisierungsmittel gegen Ultraviolettstrahlung und Hitzeeinwirkung ausserhalb der Textilindustrie
EP0165608B1 (fr) * 1984-06-22 1991-01-02 Ilford Ag Hydroxyphényltriazines, procédé pour leur préparation et leur utilisation comme absorbant d'UV
US4775386A (en) * 1986-05-05 1988-10-04 Ciba-Geigy Corporation Process for photochemical stabilization of undyed and dyed polyamide fibre material and blends thereof with other fibres: copper complex and light stabilizer treatment
US4950304A (en) * 1987-10-02 1990-08-21 Ciba-Geigy Corporation Process for quenching or suppressing the fluorescence of substrates treated with fluorescent whitening agents

Also Published As

Publication number Publication date
JP3184259B2 (ja) 2001-07-09
EP0475905A1 (fr) 1992-03-18
DE59108923D1 (de) 1998-02-19
US5197991A (en) 1993-03-30
JPH04281070A (ja) 1992-10-06
NZ239755A (en) 1993-05-26
AU8387591A (en) 1992-03-19

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