EP0417040A1 - Procédé pour teindre la laine - Google Patents

Procédé pour teindre la laine Download PDF

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Publication number
EP0417040A1
EP0417040A1 EP90810646A EP90810646A EP0417040A1 EP 0417040 A1 EP0417040 A1 EP 0417040A1 EP 90810646 A EP90810646 A EP 90810646A EP 90810646 A EP90810646 A EP 90810646A EP 0417040 A1 EP0417040 A1 EP 0417040A1
Authority
EP
European Patent Office
Prior art keywords
alkyl
hydrogen
sulfo
hydroxy
absorber
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.)
Withdrawn
Application number
EP90810646A
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German (de)
English (en)
Inventor
Gerhard Dr. Reinert
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.)
Novartis AG
Original Assignee
Ciba Geigy AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG
Publication of EP0417040A1 publication Critical patent/EP0417040A1/fr
Withdrawn legal-status Critical Current

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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
    • D06M13/10—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
    • 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
    • D06M13/244—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
    • 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
    • D06M13/35—Heterocyclic 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/352—Heterocyclic compounds having five-membered heterocyclic rings
    • 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
    • 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
    • D06M13/35—Heterocyclic compounds
    • D06M13/355—Heterocyclic compounds having six-membered heterocyclic rings
    • D06M13/358—Triazines
    • 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
    • D06P3/14—Wool
    • 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
    • Y10S8/916—Natural fiber dyeing
    • Y10S8/917—Wool or silk

Definitions

  • the present invention relates to a method for dyeing wool for producing lightfast, highly pure, brilliant color shades.
  • Process (a) provides the best bleaching effects (whiteness), but is very time-consuming.
  • Process (b) is short bleaching, which leads to a lower degree of whiteness, combined with a significantly redder shade.
  • the object on which the present invention is based is to provide a dyeing process for wool in order to achieve stable bleaching effects and to produce bright and brilliant shades with good lightfastness properties.
  • the present invention accordingly relates to a process for dyeing wool with anionic dyes, which is characterized in that the wool is dyed in the presence of a UV absorber and bleached oxidatively and then in one new bathroom bleaches reductively.
  • the dyeing process and the oxidative bleaching process are preferably carried out in the same bath.
  • Suitable UV absorbers are water-soluble UV absorbers, which e.g. in WO 86/03528, WO 88/00942 and in US-A-4 770 667.
  • the compounds of the formulas (1) and (2) can be prepared by methods known per se, e.g. in US-A-3,468,938, US-A-3,696,077 and US-A-4,698,064, respectively.
  • the compounds of formula (3) can be prepared in a manner known per se, e.g. following the procedures described in US-A-4,698,064.
  • the UV absorber is expediently added to the dyebath. It can be added before, during or after the coloring step. It is also possible to apply the UV absorber during the oxidative bleaching process.
  • the UV absorbers are used in an amount of 0.01 to 7.5, preferably 0.25 to 4.0 and particularly 0.5 to 2.0 percent by weight, based on the weight of the wool material.
  • wool for dyeing anionic dyes are used, which are known for example from the Color Index.
  • the anionic dyes are, for example, salts of metal-containing or metal-free mono-, dis- or polyazo dyes including the formazan dyes and the anthraquinone, xanthene, nitro, triphenylmethane, naphthoquinoneimine and phthalocyanine dyes.
  • the anionic character of these dyes can be caused by metal complex formation alone and / or preferably by acidic, salt-forming substituents, such as carboxylic acid groups, sulfuric acid and phosphonic acid ester groups, phosphonic acid groups or sulfonic acid groups.
  • These dyes can also have so-called reactive groups in the molecule, which form a covalent bond with the material to be colored. Acidic, metal-free dyes having a single sulfonic acid group or reactive dyes which preferably have at least two sulfonic acid groups are preferred.
  • mixtures of the anionic dyes can also be used.
  • dye mixtures of at least 2 or 3 components can be used.
  • the oxidative bleaching process is carried out according to methods known per se and is described for example in textile industry 67 , 723f (1963).
  • active oxygen-releasing compounds such as performic acid, peracetic acid or in particular hydrogen peroxide are used as bleaching agents. 35% hydrogen peroxide is preferably used.
  • the amount used is 1 to 75 ml / l, preferably 5 to 30 ml / l, based on the wool material to be bleached.
  • the optimal pH of this bleach is from 5 to 5.5.
  • the oxidative bleaching agent can be used before, during or after dyeing.
  • the bleaching agent is preferably added to the dye bath immediately after the dyeing stage. This procedure has the advantage that products to be applied to the fiber, such as dyes, UV absorbers, etc., can be applied to unbleached wool, the affinity of which has not been changed, or pre-bleached wool.
  • the preferred single-bath dyeing and bleaching is preferably carried out by the exhaust process at liquor ratios of 1: 5 to 1: 250, preferably 1:10 to 1:50% by weight.
  • Dyeing and bleaching can also be carried out continuously using low-fleet application systems or hot application systems.
  • the reductive bleaching process follows the single-bath oxidative bleaching and dyeing process in a new bath.
  • Sodium bisulfite is preferably used as the reductive bleaching agent.
  • the amounts of sodium bisulfite are between 0.25 and 10 percent by weight, in particular between 1 and 5 percent by weight, based on the wool material used.
  • the reductive bleaching process is preferably carried out in a long liquor.
  • the reductive bleaching agent can also be applied continuously using low-liquor application systems or hot application systems.
  • Both the oxidative dyeing / bleaching baths and the reductive bleaching baths can contain mineral acids, such as sulfuric acid or phosphoric acid, organic acids, expediently lower, aliphatic carboxylic acids, such as formic, acetic or oxalic acids and / or salts, such as ammonium acetate, ammonium sulfate or sodium acetate. These compounds serve above all to adjust the pH of the liquors, which is generally between 1.5 and 7, preferably between 3 and 5.
  • the baths also contain commercially available stabilizers and activators and can also contain other auxiliaries customary in dyeing technology, e.g. Dispersing agents, leveling agents, electrolytes, wetting agents, defoamers, anti-foaming agents, thickeners or wool protection agents.
  • the wool material can be in a wide variety of processing forms. For example, the following can be considered: flake, sliver, fabric, knitted fabric, nonwovens, yarn or piece goods.
  • the process of the present invention in which a combined dyeing / bleaching process in the presence of a UV absorber is proposed, makes it possible to produce excellent lightfast, pure pastel shades.
  • Example 1 4 samples of 10 g of a wool fabric are treated in an open dyeing machine, for example an ®AHIBA, with a liquor ratio of 1:30, first at 40 ° in 10 minutes in 4 equal liquors, each contain. It is treated for 10 minutes at this temperature and the pH is again corrected with acetic acid. Then you take the samples from the fleets.
  • an open dyeing machine for example an ®AHIBA
  • the individual samples are further processed in the fleets 1-4 as follows:
  • Sample 1 (fleet 1): The following dyes are added to the fleet in dissolved form: in dissolved form.
  • the sample is treated at 40 ° for 10 minutes, then heated to 85 ° at 1.5 ° / minute and dyed for 45 minutes.
  • the mixture is then cooled to 800 and oxidation bleaching is carried out with the addition of the following compounds: 2 g / l of a stabilizer consisting of 43 parts of crystalline citric acid 46 parts of secondary sodium phosphate and 11 parts of ethylenediaminetetraacetic acid sodium salt and 15 ml / l 35% hydrogen peroxide.
  • the bleaching bath contains the following additives: 1.5 g / l sodium bisulfite 2% 96% sulfuric acid.
  • the samples are rinsed cold after the treatment, centrifuged and dried at 70 ° in a forced air oven.
  • Pattern 2 (fleet 2): The procedure is the same as for pattern 1, with the difference that dyeing is carried out in this fleet without the addition of the UV absorber of the formula (101).
  • Pattern 3 (fleet 3): The procedure is the same as pattern 1, with the difference that the treatment is stopped after dyeing. After dyeing, the sample is rinsed cold, centrifuged and dried at 70 ° in a forced air oven.
  • Pattern 4 (fleet 4): The procedure is the same as pattern 3, with the difference that dyeing is carried out without the addition of the UV absorber of the formula (101).
  • Example 2 Prepare three 10 g samples of an unbleached and three 10 g samples of one with an acidic pre-bleach in combination with a reductive bleach using sodium dithionite-pre-bleached wool-sère fabric. These are pre-wetted in an open dyeing machine, for example an ®AHIBA, at a liquor ratio of 1:30. 6 identical fleets are prepared with the following additives:
  • Sample 1 After removing the sample from the fleet, the following are set Dyes in dissolved form to:
  • the sample is treated at 50 ° for a further 10 minutes, then heated to 95 ° at 1.5 ° / minute. Treat at this temperature for 30 minutes.
  • the pattern is then bleached oxidatively and reductively, as described in Example 1.
  • Pattern 2 (fleet 2): The procedure is the same as pattern 1, with the difference that dyeing is carried out without the addition of the UV absorber of the formula (102).
  • Sample 3 (Fleet 3): The procedure is the same as for Sample 1, with the difference that no dye is added to the liquor. The treatment in this liquor corresponds to blind coloring.
  • Pattern 4 (fleet 4): The procedure is the same as pattern 1, with the difference that the treatment is stopped after dyeing. After dyeing, the liquor is cooled to 70 °, rinsed with cold water and dried at 70 ° in a convection oven.
  • Pattern 5 (fleet 5): The procedure is the same as pattern 4, with the difference that no UV absorber of the formula (102) is used.
  • Pattern 6 (fleet 6): The procedure is the same as pattern 4, with the difference that no dye and no UV absorber are used. The process in this fleet corresponds to blind dyeing.
  • Example 3 The procedure is as in Example 1, with the difference that the following dye combination is used: 0.0025% of the dye of the formula 0.0100% of the dye of formula I and 0.0025% of the dye of formula II.
  • Example 4 4 samples of 10 g each of a wool fabric are treated in an open dyeing machine, for example an ®AHIBA, at a liquor ratio of 1:30 and 40 ° within 10 minutes in dye liquors, each containing 10% 80% acetic acid, 5% Glaüberalz and 1% of a leveling agent included. The pH is then corrected to 5.5, if necessary, then the samples are taken from the liquors and treated as follows:
  • the dye liquor 1 contains no other additives.
  • the dye liquor 2 becomes 1% of the compound of the formula added in dissolved form, the dye liquor 3 0.75% of the compound of formula and the dye liquor 4 0.75% of the compound of the formula
  • the dyeing is carried out as described in Example 1. After the dyeing process is complete, the mixture is cooled to 70 ° and the liquor is mixed with 5 ml / l of a bleach stabilizer, e.g. ®Prestogen W liquid (BASF) and 20 ml / l hydrogen peroxide 35% and bleached for one hour. After the samples have been rinsed, as described in Example 1, they are reductively bleached with sodium bisulfite and finished.
  • a bleach stabilizer e.g. ®Prestogen W liquid (BASF)
  • BASF ®Prestogen W liquid
  • Example 5 6 samples (No. 1 to 6) of 10 g each of a woolen fabric are prepared. While samples 1 to 4 are still white, samples 5 and 6 are pretreated using the combination bleaching process, which is composed as follows:
  • the bleach is started at a pH of 8.5 at 45 ° with a falling temperature and left to stand overnight. It is then rinsed.
  • the patterns are then evaluated colorimetrically.
  • the degree of bleaching is determined as a yellow number according to DIN 6167, on the other hand the amount of the compound of formula (102) on the fiber by means of the so-called K / S values.
  • K / S Kubelka-Munk function.
  • the values are determined using a Perkin-Elmer Lambda 9 with a 6 cm Ulbrich sphere of 698 and 280 nm.
  • Table 5 Treatment Yellow number K / S value Pattern 1 28.80 20.8 Pattern 2 21.00 21.5 Pattern 3 16.9 22.0 Pattern 4 16.1 3.9 Pattern 5 13.8 3.2 Pattern 6 14.9 16.6 Wool, unbleached 27.9 3.0 Wool, pre-bleached 11.3 -

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Detergent Compositions (AREA)
EP90810646A 1989-09-06 1990-08-28 Procédé pour teindre la laine Withdrawn EP0417040A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH322989 1989-09-06
CH3229/89 1989-09-06

Publications (1)

Publication Number Publication Date
EP0417040A1 true EP0417040A1 (fr) 1991-03-13

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Family Applications (1)

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EP90810646A Withdrawn EP0417040A1 (fr) 1989-09-06 1990-08-28 Procédé pour teindre la laine

Country Status (6)

Country Link
US (1) US5074885A (fr)
EP (1) EP0417040A1 (fr)
JP (1) JPH0397980A (fr)
AU (1) AU634576B2 (fr)
NZ (1) NZ235169A (fr)
ZA (1) ZA907063B (fr)

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FR2717809A1 (fr) * 1994-03-24 1995-09-29 Sandoz Sa Dérivés de la s-triazine, leur préparation et leur utilisation comme absorbeurs UV.

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MX9709250A (es) 1995-06-05 1998-03-31 Kimberly Clark Co Pre-tintes novedosos.
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EP0854896B1 (fr) 1995-11-28 2002-04-03 Kimberly-Clark Worldwide, Inc. Compositions de colorants stabilisees par la lumiere
US5855655A (en) 1996-03-29 1999-01-05 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5782963A (en) 1996-03-29 1998-07-21 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6099628A (en) 1996-03-29 2000-08-08 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US5891229A (en) 1996-03-29 1999-04-06 Kimberly-Clark Worldwide, Inc. Colorant stabilizers
US6524379B2 (en) 1997-08-15 2003-02-25 Kimberly-Clark Worldwide, Inc. Colorants, colorant stabilizers, ink compositions, and improved methods of making the same
PL338379A1 (en) 1998-06-03 2000-10-23 Kimberly Clark Co Novel photoinitiators and their application
EP1062285A2 (fr) 1998-06-03 2000-12-27 Kimberly-Clark Worldwide, Inc. Techniques recourant aux neonanoplastes et aux microemulsions relatives aux encres et a l'impression par jets d'encre
JP2002520470A (ja) 1998-07-20 2002-07-09 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 改良されたインクジェットインク組成物
CA2353685A1 (fr) 1998-09-28 2000-04-06 Kimberly-Clark Worldwide, Inc. Nouveaux photoamorceurs et leurs utilisations
AU2853000A (en) 1999-01-19 2000-08-01 Kimberly-Clark Worldwide, Inc. Novel colorants, colorant stabilizers, ink compositions, and improved methods ofmaking the same
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
JP4928093B2 (ja) * 2005-02-16 2012-05-09 積水化学工業株式会社 水系アレルゲン抑制化剤及びアレルゲン抑制化繊維製品
JP2006321858A (ja) * 2005-05-17 2006-11-30 Sekisui Chem Co Ltd アレルゲン抑制化剤
CN103275510B (zh) * 2013-06-06 2014-11-05 恒升化工（启东）有限公司 一种含活性基团的酸性蓝色染料的生产方法
CN109233336B (zh) * 2018-10-20 2020-04-07 绍兴金美珂化工有限公司 高耐晒型酸性黑染料组合物

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EP0112120A2 (fr) * 1982-12-07 1984-06-27 Commonwealth Scientific And Industrial Research Organisation Utilisation de 2(-2'hydroxyaryl)-2H-benzotriazol-sulphonates comme agents photostabilisants pour des fibres naturelles et synthétiques
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EP0245204A1 (fr) * 1986-05-05 1987-11-11 Ciba-Geigy Ag Procédé de stabilisation photochimique de matière fibreuse en polyamide teinté ou non teinté et ses mélanges avec d'autres fibres
EP0310083A1 (fr) * 1987-10-02 1989-04-05 Ciba-Geigy Ag Procédé pour éteindre ou supprimer la fluorescence de substrats soumis à un azurage optique

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EP0345212A1 (fr) * 1988-05-04 1989-12-06 Ciba-Geigy Ag Procédé pour empêcher le jaunissement de matériaux fibreux en polyamide ennoblis au moyen d'agents antisalissures

Patent Citations (4)

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Publication number Priority date Publication date Assignee Title
EP0112120A2 (fr) * 1982-12-07 1984-06-27 Commonwealth Scientific And Industrial Research Organisation Utilisation de 2(-2'hydroxyaryl)-2H-benzotriazol-sulphonates comme agents photostabilisants pour des fibres naturelles et synthétiques
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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2717809A1 (fr) * 1994-03-24 1995-09-29 Sandoz Sa Dérivés de la s-triazine, leur préparation et leur utilisation comme absorbeurs UV.
BE1009558A5 (fr) * 1994-03-24 1997-05-06 Clariant Finance Bvi Ltd Derives de la s-triazine, leur preparation et leur utilisation comme absorbeurs uv.
ES2101645A1 (es) * 1994-03-24 1997-07-01 Sandoz Ag Compuestos de la serie s-triazinica.
US5760227A (en) * 1994-03-24 1998-06-02 Clariant Finance (Bvi) Limited Compounds of the s-triazine series
CH689479GA3 (de) * 1994-03-24 1999-05-14 Clariant Finance Bvi Ltd Verbindungen der s-Triazinreihe.
US5998306A (en) * 1994-03-24 1999-12-07 Clariant Finance (Bvi) Limited Methods of finishing textile materials

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US5074885A (en) 1991-12-24
AU634576B2 (en) 1993-02-25
NZ235169A (en) 1992-07-28
ZA907063B (en) 1991-05-29
JPH0397980A (ja) 1991-04-23
AU6219790A (en) 1991-03-14

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