EP1863973B1 - Light-fast dyeings on bicomponent fibres - Google Patents

Light-fast dyeings on bicomponent fibres Download PDF

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Publication number
EP1863973B1
EP1863973B1 EP06708763A EP06708763A EP1863973B1 EP 1863973 B1 EP1863973 B1 EP 1863973B1 EP 06708763 A EP06708763 A EP 06708763A EP 06708763 A EP06708763 A EP 06708763A EP 1863973 B1 EP1863973 B1 EP 1863973B1
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EP
European Patent Office
Prior art keywords
och
phenyl group
halogen
light
fibres
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EP06708763A
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German (de)
English (en)
French (fr)
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EP1863973A1 (en
Inventor
Rino Marazzi
Helmut Sieber
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Clariant Finance BVI Ltd
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Clariant Finance BVI Ltd
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Priority to EP06708763A priority Critical patent/EP1863973B1/en
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Classifications

    • 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
    • D06P3/24Polyamides; Polyurethanes
    • D06P3/26Polyamides; Polyurethanes using dispersed dyestuffs
    • 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
    • D06P3/004Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated using dispersed dyes
    • 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
    • D06P3/24Polyamides; Polyurethanes
    • 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
    • D06P3/79Polyolefins
    • 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
    • D06P3/79Polyolefins
    • D06P3/794Polyolefins using dispersed dyes
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • 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
    • D06P3/82Textiles which contain different kinds of fibres
    • D06P3/8204Textiles which contain different kinds of fibres fibres of different chemical nature
    • D06P3/8223Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups
    • D06P3/8228Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye
    • D06P3/8233Textiles which contain different kinds of fibres fibres of different chemical nature mixtures of fibres containing hydroxyl and ester groups using one kind of dye using dispersed dyes

Definitions

  • This invention relates to a process for dyeing multicomponent fibres especially for dyeing bi- and tricomponent fibres, the dyeings being notable for excellent light-fastness.
  • This invention further also relates to the light-fast multicomponent fibres dyed thereby.
  • Unmodified polyolefin fibres especially polypropylene (PP) fibres, are dyeable with the usual disperse dyes only in extremely pale shades having very low fastnesses.
  • Prior art ways to improve dyeability include, on the one hand, chemically modifying polyolefin fibres (especially polypropylene (PP) fibres) and on the other to use modified or newly synthesized dyes.
  • JP 10-331034 relates to a fiber having excellent moisture absorbing and releasing property and suitable as a fiber for textile improved in heat resistance and light resistance of the fiber itself by including a specific amount of phenolic antioxidant in a core component and including a specific amount of benzotriazole-based ultraviolet light absorbent in a sheath component. None is disclosed about light fast dyeings on bicomponent fibers.
  • EP445076 relates to stable dispersions of benzotriazole ultraviolet (U.V.) absorbing agents utilizing modified ligninsulfonates as the dispersing agent, a method of dispersing the benzotriazole U.V. absorbing agents, a method of protecting textiles by utilizing the stable dispersions and textiles treated with the stable dispersions avoiding that any undispersed U.V. absorbing agent is filtered out, producing deposits. None is disclosed about light fast dyeings on bicomponent fibers.
  • U.V. benzotriazole ultraviolet
  • EP474595 relates to stable aqueous dispersions of UV-absorbing benzotriazole compounds wherein these dispersions are excellent compositions for improving the light fastness of dyeings on synthetic fibres, in particular polyester fibres or acid-modified polyester fibres. However, nothing is disclosed about light fast dyeings on bicomponent fibers.
  • US5221287 relates to a process for the photochemical and thermal stabilization of polyamide fibres having an affinity for acid and basic dyes, and of blends of said fibres with one another and with other fibres. However, nothing is disclosed about light fast dyeings on bicomponent fibers.
  • This invention further also relates to the light-fast multicomponent fibres dyed by the process of the present invention.
  • This invention also relates to the use of benzotriazole derivatives for enhancing the light-fastness of dyed multicomponent fibres especially after the dyeing of bicomponent fibres composed of a thermodynamically compatible polyolefin and polyamide.
  • the multicomponent fibres according to the invention are side-by-side fibres (the two or more different polymers are side by side without being a blend nor in a different fibre - thus bonded together and therefore forming a single fibre), sheath-core fibres (a first polymer forms a core portion and a second polymer forms a sheath around the first polymer, and optionally further polymers form a sheath around the inner core-and-sheath-structure) or islands-in-a-sea (multiple core portions of a first polymer are surrounded by a second sheath polymer) fibres.
  • sheath-core fibres and the islands-in-a-sea fibres are the preferred multicomponent fibres, while the sheath-core fibres are the even more preferred fibres.
  • the sheath-core fibres In the preferred sheath-core fibres the sheath is arranged concentrically around the core portion.
  • Preferred multicomponent fibres especially bicomponent fibres consist of a thermodynamically compatible polyolefin and polyamide, in particular of polypropylene, modified polyamide (PA) and polyamide.
  • PA modified polyamide
  • Preferred multicomponent fibres or to be more precise bicomponent fibres have a polyfilamentary character.
  • More preferred multicomponent fibres especially bicomponent fibres consist of a core of one polymer (preferably the polyamide) which is sheathed by the other polymer (preferably by the polyolefin).
  • the fibres composed of a thermodynamically compatible of polypropylene and polyamide, especially polypropylene and nylon 6 (PP/N6), are produced by conventional spinning processes such that fine filaments of one polymer (preferably polyamide) are formed in the matrix of the other polymer (preferably the polyolefin).
  • PP/N6 polypropylene and nylon 6
  • ionomer IM
  • maleic anhydride or alternatively a polyester.
  • IM ionomer
  • polyester ionomer
  • agents for enhancing the compatibility between the various components may be present in amounts of up to 10 per cent by weight, but preferably from 3 to 8 per cent by weight.
  • the preferred multicomponent fibres especially bicomponent fibres according to the invention are dyed in the one component and the benzotriazole derivatives are applied in the other portion of the multicomponent fibre or bicomponent fibres.
  • the dyestuff and the benztriazole derivative are not located in the same component of the multicomponent fibres.
  • the preferred multicomponent fibres especially bicomponent fibres according to the invention are dyed in the core portion and the benzotriazole derivatives are applied in the sheath portion of the multicomponent fibre or bicomponent fibres.
  • the preferred multicomponent fibres according to the invention are bicomponent fibres.
  • Preferred benzotriazole derivatives are benzotriazole derivatives of the formula (I) where
  • R 3 is a branched C3 to C6 hydrocarbyl radical.
  • the benzotriazole derivative is used in an amount of 0.01 to 20 per cent by weight based on the dry material preferably 0.01 especially 0.1 to 15 per cent by weight based on the dry material, but in particular 0.1 to 10 per cent by weight based on the dry material in the process of the present invention.
  • the treatment with the benzotriazole derivative can take place after the dyeing or else concurrently during the dyeing.
  • Dyeing for the purposes of the present invention includes printing.
  • Disperse dyes for the process of the present invention are those which are customarily also used for dyeing polyester materials, but have high light-fastnesses on polyamide too.
  • Preferred disperse dyes for the process of the present invention are disperse dyes having the formulae (1) where R 4 and R' 4 are independently a phenyl group or a phenyl group substituted by halogen, in particular -Cl or -Br, -CH 3 , -CH 2 CH 3 , -OCH 3 , -OCH 2 CH 3 or -OH.
  • More preferred disperse dyes for the process of the present invention are disperse dyes having the formulae (2), (3) or (4) where R 5 , R' 5 , and R" 5 are independently halogen, in particular -Cl or -Br, a phenyl group or a phenyl group substituted by halogen, in particular -Cl or -Br, -CH 3 , -CH 2 CH 3 , -OCH 3 , -OCH 2 CH 3 or -OH.
  • More preferred disperse dyes for the process of the present invention are disperse dyes having the formulae (5) where
  • More preferred disperse dyes for the process of the present invention are disperse dyes having the formulae (6) where
  • Very particularly suitable disperse dyes of the formulae (1), (2), (3), (4), (5) or (6) for the process of the present invention are C. I. Disperse Orange 41 and/or C. I. Disperse Orange 41:1 and/or C. I. Disperse Violet 36 and/or C. I. Solvent Yellow 163 and/or C. I. Disperse Blue 73 and/or C. I. Disperse Blue 56 and/or C. I. Disperse Red 86 and/or C. I. Disperse Red 60 and/or C. I. Disperse Violet 27 and/or C. I. Disperse Yellow 64 and/or C. I. Disperse Yellow 54.
  • dyes of the formulae (1), (2), (3), (4), (5) or (6) can be used alone or as mixtures comprising one of the abovementioned disperse dyes in the process of the present invention.
  • the dyeing or printing in the process of the present invention is done in accordance with processes known per se, for example the processes described in French Patent No. 1 445 371 .
  • the customary dyeing processes whereby the processes of the present invention can be dyed and/or printed with disperse dyes are also described for example in M. Peter and H.K. Rouette: "Grundlagen der Textilveredelung; Handbuch der Technologie, Maschinen", thirteenth, revised edition, 1989, Deutscher fraverlag GmbH, Frankfurt/Main, Germany, ISBN 3-87150-277-4, in which the following pages are particularly relevant: the pages 460-461, 482-495, 556-566 and 574-587 .
  • Possibilities for mats and carpets include the continuous or batch dyeing process and also the contactless dyeing or the classic printing or spraying of the dyes or formulations of the dyes by the ChromoJet process or other processes ( M. Peter and H.K. Rouette: “Grundlagen der Textilveredelung; Handbuch der Technologie, Maschinen", thirteenth, revised edition, 1989, Irishr fraverlag GmbH, Frankfurt/Main, Germany, ISBN 3-87150-277-4, pages 484 to 492 (chapter 7.221.1) and page 846 and Figure 8.70 ).
  • the dyeings obtained have good all-round fastnesses; to be mentioned in particular are the light-fastness, fastness to heat setting and pleating and also the excellent wet-fastnesses, after thermal stabilization (thermomigration-fastness), but in particular the high light-fastness.
  • the textile material mentioned may be present in the various processing forms, for example as fibre, yarn or web, as a woven or loop-formingly knitted fabric or in the form of carpets. These textiles find utility in the automotive sector or generally in transit engineering such as rail, aeroplanes and/or trams, in the technology of built structures or to be more precise in or on built structures and/or in the leisure sector.
  • the disperse dyes are applied to the textile materials by known dyeing processes.
  • polyolefin-polyamide multicomponent fibres or bicomponent fibre materials are exhaust dyed from an aqueous dispersion in the presence of anionic or nonionic dispersants with or without customary carriers at temperatures between 70 and 140°C.
  • Fibre materials based on polyolefin-polyamide are preferably dyed at a pH of 3 to 7, and especially 3 to 6.
  • the dyeing temperature is preferably in the range from 70 to 110°C, and especially in the range from 80 to 105°C.
  • the liquor ratio depends on the apparatus, the substrate and the make-up form. However, the liquor ratio can be chosen within a wide range, for example from 4 : 1 to 100 : 1 and preferably from 5 : 1 to 30 : 1.
  • the disperse dyes used according to the present invention can be applied in the customary dyeing processes, such as for example in the exhaust process, in the continuous process, in the printing process or in non-impact printing processes such as for example inkjet or the spray pressure/Chromojet particularly suitable for carpets.
  • the disperse dyes used according to the present invention are also suitable for dyeing from short liquors, as for example in continuous dyeing processes or batch and continuous foam dyeing processes.
  • the dyeing liquors or printing pastes in addition to water and the dyes, may contain further additives, for example wetting agents, antifoams, levelling agents or agents to influence the properties of the textile material, for example fabric softeners, flame retardants or soil, water and oil repellents and also water softeners and natural or synthetic thickeners, examples being alginates and cellulose ethers.
  • wetting agents for example fabric softeners, flame retardants or soil, water and oil repellents and also water softeners and natural or synthetic thickeners, examples being alginates and cellulose ethers.
  • the amounts in which the disperse dyes are used in the dyebaths or printing pastes can vary within wide limits depending on the desired depth of shade. Advantageous amounts will generally be in the range from 0.01 % (0.001 % to 20% by weight) to 15% by weight and especially 0.1% to 10% by weight, based respectively on weight of fibre and the printing paste.
  • a liquor of the following composition is prepared for the continuous process: 0.001 - 30 g/l of disperse dyes 1-15 g/l of thickener, e.g. Polyprint M225, polysaccharide, guar, tamarind 0.1-10 g/l of wetting and anti-frosting agents, e.g. Sandogen WAF liq., Sandogen AFB liq. 0.1 - 10 g/l of an acid donor, e.g. Sandacid VS liq., Sandacid VAN liq. 0.1 - 10 g/l of buffer systems, for example Sandacid PB liq., Sandacid PBBK liq. 0.1 - 30 g/l ofbenzotriazole derivatives of the formula (I).
  • disperse dyes 1-15 g/l of thickener e.g. Polyprint M225, polysaccharide, guar, tamarind 0.1-10 g/l of wetting
  • the material to be dyed is padded in a pad-mangle to a wet pick-up of 100 - 600% preferably 400% and fixed for 8 min in hot saturated steam at around 102°C for 2 - 20 min; alternatively, fixing can also be effected with dry heat or superheated steam during the period indicated above. Thereafter, the material is rinsed with cold water and if appropriate further treated or further processed as customary in the industry.
  • a liquor of the following composition is prepared for the exhaust process: 0.001 - 20 % of disperse dyes 0.1 - 10 ml/l of dispersant, e.g. Lyocol RDN liq., Lyocol OU liq. 0.1 - 5 g/l of ammonium sulphate 0.1 - 30 g/l ofbenzotriazole derivatives of the formula (I).
  • disperse dyes 0.1 - 10 ml/l of dispersant, e.g. Lyocol RDN liq., Lyocol OU liq. 0.1 - 5 g/l of ammonium sulphate 0.1 - 30 g/l ofbenzotriazole derivatives of the formula (I).
  • the pH is adjusted to a value of 3 - 7 and preferably to a pH of 4.5 - 6. It is dyed at 70 - 140°C for 30 to 90 min and then rinsed with water and is if appropriate further treated or further processed as customary in the industry.
  • a printing paste of the following composition is prepared for the non-impact printing process: 0.001 - 30 g/kg of disperse dyes 2 - 20 g/kg of synthetic thickener, e.g. Tanaprint ST 160, Prisulon 200, Texipol 675031 0.1 - 10 g/kg of dispersing, wetting, anti-frosting agent, e.g. Sandogen WAF liq., Sandogen AFB liq., Tanaspers CF liq. 0.1 - 10 g/kg of acid for pH adjustment, e.g.
  • disperse dyes 2 - 20 g/kg of synthetic thickener e.g. Tanaprint ST 160, Prisulon 200, Texipol 675031 0.1 - 10 g/kg of dispersing, wetting, anti-frosting agent, e.g. Sandogen WAF liq., Sandogen AFB liq., Tanaspers CF liq
  • citric acid 0.1 - 10 g/kg of defoamer, for example Nofome 1125 liq., Antimussol UP liq., Antimussol SF liq. 0.1 - 30 g/l ofbenzotriazole derivatives of the formula (I).
  • the material to be printed in a non-impact printing process is sprayed with the printing paste to a pick-up of 100 - 600% and preferably 300% based on the dry weight of the material to be printed and the material is fixed with hot saturated steam at 102°C for 2 to 20 min (preferably 8 min), although dry heat or superheated steam can alternatively be used for fixing. Thereafter, the material is rinsed with cold water and is if appropriate further treated or further processed as customary in the industry.
  • Industry-customary further treatments or further processing operations may comprise finishing with fluorinated chemicals, other soil- and/or water-repellant chemicals and/or the application of a carpet backing.
  • the dyeing examples utilized small pieces of carpet produced from a bicomponent fibre (PP/PA) from Aquafil Textile Yarns S.p.A., Via Parma, 45, IT - 46041 Asola - Mantova (Italy).
  • PP/PA bicomponent fibre
  • Small pieces of carpet are padded in a pad-mangle in a bath containing 0.25 g/l of C.I. Solvent Yellow 163, 0.06 g/l of C.I. Disperse Red 86 and 0.009 g/l of C.I. Disperse Blue 73, 100 g/l of a 3.5% solution ofPolyprint M225, 3 g/l of Sandogen WAF liq., 2 g/l of Sandacid VS liq., and sufficient Sandacid PB liq.
  • Example 2 Small pieces of carpet are dyed as in Example 1, but the bath additionally contained 5 g/l of a 10% suspension of a compound of the formula
  • a beige dyeing was obtained in the piece of carpet.
  • the piece of carpet thus obtained was tested for light-fastness (see hereinbelow).
  • Example 2 Small pieces of carpet are dyed as in Example 1, but the bath additionally contained 5 g/l of a 25% suspension of a compound of the formula
  • a beige dyeing was obtained in the piece of carpet.
  • the piece of carpet thus obtained was tested for light-fastness (see hereinbelow).
  • Example 2 Small pieces of carpet are dyed as in Example 1, but the bath additionally contained 5 g/l of a 20% suspension of a compound of the formula
  • a beige dyeing was obtained in the piece of carpet.
  • the piece of carpet thus obtained was tested for light-fastness (see hereinbelow).
  • Example 2 Small pieces of carpet are dyed as in Example 1, but the bath additionally contained 5 g/l of a suspension of 35 parts of a compound of the formula and 35 parts of a compound of the formula
  • a beige dyeing was obtained in the piece of carpet.
  • the piece of carpet thus obtained was tested for light-fastness (see hereinbelow).
  • Example 2 Small pieces of carpet are dyed as in Example 1, but the bath additionally contained 5 g/l of a 10% suspension of a compound of the formula
  • a beige dyeing was obtained in the piece of carpet.
  • the piece of carpet thus obtained was tested for light-fastness (see hereinbelow).
  • Light-fastness was measured according to ISO 105 Method 2.
  • a sample of the piece of carpet to be tested is exposed, half-covered, to light together with the blue light-fastness standards, which are pieces of wool cloth.
  • Colour fastness is assessed by comparing the change in colour of the specimen with the change in colour of the light-fastness standards used.
  • the specimen is exposed to a certain amount of light energy and the assessment was made not against the eight-step blue scale but against the five-step grey scale. This resulted in a colour fastness to light rating of 1 - 5.
  • Example 8 Small pieces of carpet are dyed as in Example 8, but instead of the 0.30 g/l of C.I. Disperse Blue 73 the bath contained 0.32 g/l of the following dye (F): Example Dye (F) Colour of dyed piece of carpet 9 C. I. Solvent Yellow 163 reddish yellow 10 C. I. Disperse Blue 73 pale blue 11 C. I. Disperse Blue 56 blue 12 C. I. Disperse Red 86 pink 13 C. I. Disperse Red 60 bluish red 14 C. I. Disperse Violet 27 reddish violet 15 C. I. Disperse Yellow 64 pale yellow 16 C. I. Disperse Yellow 54 pale yellow
  • Pieces of carpet coloured in the stated colour and having very good light-fastness were obtained.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Artificial Filaments (AREA)
  • Multicomponent Fibers (AREA)
  • Synthetic Leather, Interior Materials Or Flexible Sheet Materials (AREA)
  • Woven Fabrics (AREA)
EP06708763A 2005-03-18 2006-03-14 Light-fast dyeings on bicomponent fibres Active EP1863973B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
EP06708763A EP1863973B1 (en) 2005-03-18 2006-03-14 Light-fast dyeings on bicomponent fibres

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP05102203 2005-03-18
PCT/EP2006/060718 WO2006097475A1 (en) 2005-03-18 2006-03-14 Light-fast dyeings on bicomponent fibres
EP06708763A EP1863973B1 (en) 2005-03-18 2006-03-14 Light-fast dyeings on bicomponent fibres

Publications (2)

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EP1863973A1 EP1863973A1 (en) 2007-12-12
EP1863973B1 true EP1863973B1 (en) 2011-06-15

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Country Status (9)

Country Link
US (1) US20090025151A1 (zh)
EP (1) EP1863973B1 (zh)
JP (1) JP2008533320A (zh)
CN (1) CN101142358B (zh)
BR (1) BRPI0608449A2 (zh)
ES (1) ES2364184T3 (zh)
PT (1) PT1863973E (zh)
TW (1) TWI402395B (zh)
WO (1) WO2006097475A1 (zh)

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DE102006020661A1 (de) * 2006-05-04 2007-11-22 TAG Textilausrüstungs-Gesellschaft Schroers GmbH & Co KG Verfahren und Färbung moderner Sauberfasern
JP2009030214A (ja) * 2007-07-27 2009-02-12 Senka Kk 繊維製品の耐光堅牢度向上剤及び耐光堅牢度向上方法
CN101974250B (zh) * 2010-07-30 2013-04-24 江苏亚邦染料股份有限公司 一种高耐光牢度的黄色分散染料
KR101596065B1 (ko) * 2011-04-08 2016-02-29 코오롱인더스트리 주식회사 아라미드용 조성물 및 이를 이용하여 제조된 아라미드 제품
US10058808B2 (en) 2012-10-22 2018-08-28 Cummins Filtration Ip, Inc. Composite filter media utilizing bicomponent fibers

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CN101142358A (zh) 2008-03-12
JP2008533320A (ja) 2008-08-21
ES2364184T3 (es) 2011-08-26
EP1863973A1 (en) 2007-12-12
BRPI0608449A2 (pt) 2009-12-29
CN101142358B (zh) 2011-10-05
PT1863973E (pt) 2011-07-01
TW200702521A (en) 2007-01-16
US20090025151A1 (en) 2009-01-29
WO2006097475A1 (en) 2006-09-21
TWI402395B (zh) 2013-07-21

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