EP1504149B1 - Verfahren zum aufhellen von textilen materialien - Google Patents

Verfahren zum aufhellen von textilen materialien Download PDF

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Publication number
EP1504149B1
EP1504149B1 EP03717323A EP03717323A EP1504149B1 EP 1504149 B1 EP1504149 B1 EP 1504149B1 EP 03717323 A EP03717323 A EP 03717323A EP 03717323 A EP03717323 A EP 03717323A EP 1504149 B1 EP1504149 B1 EP 1504149B1
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EP
European Patent Office
Prior art keywords
weight
compound
oder
alkyl
compounds
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EP03717323A
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German (de)
English (en)
French (fr)
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EP1504149A2 (de
Inventor
Dieter Weber
Helmut Reichelt
Gerhard Wagenblast
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BASF SE
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BASF SE
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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
    • D06P1/02—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 azo dyes
    • D06P1/04—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 azo dyes not containing metal
    • D06P1/08—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 azo dyes not containing metal cationic azo dyes
    • 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
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/39—Organic or inorganic per-compounds
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/40—Dyes ; Pigments
    • C11D3/42—Brightening agents ; Blueing agents
    • 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
    • D06L4/657—Optical bleaching or brightening combined with other treatments, e.g. finishing, bleaching, softening, dyeing or pigment printing
    • 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
    • D06P1/13—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 azomethine dyes
    • 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
    • D06P1/16—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 dispersed, e.g. acetate, dyestuffs
    • D06P1/18—Azo dyes
    • 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
    • D06P1/16—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 dispersed, e.g. acetate, dyestuffs
    • D06P1/20—Anthraquinone dyes

Definitions

  • the present invention relates to a process for brightening textile materials by treatment with optical brighteners in aqueous liquor, characterized in that 20 to 80 wt .-%, each based on the sum of all brightening compounds of the compound I wherein up to 40 mol% of I may be present as a cis isomer, and 80 to 20 wt .-% of at least one compound II selected from and 0 to 30 wt .-% of at least one compound of general formula III wherein R is selected from C 4 -C 10 alkyl, wherein the treatment is optionally carried out in the presence of one or more blue or violet Nuancierfarbstoffe from the class of anthraquinones, azo dyes or methine dyes.
  • Optical brighteners are of great economic importance as aids for the textile industry and for the plastics industry. Many compounds are known for their ability to give a white color to textiles or plastics. However, most of these known compounds also have disadvantages. Thus, compounds of general formula 1 from EP 0 023 026, where, for example, the radicals R 1 and R 2 may be, for example, hydrogen, fluorine, chlorine, phenyl, trifluoromethyl, alkyl or numerous other radicals and wherein V is selected from
  • EP 0 023 026 discloses mixtures of optical brighteners containing from 0.05 to 0.95 parts by weight of one or more compounds of the formula 2 p wherein A represents a phenyl group substituted by an ortho- or para-cyano group, and 0.95 to 0.05 parts by weight of one or more other compounds selected from a wide variety of other compounds.
  • radicals R 1 and R 2 can denote: hydrogen, fluorine, chlorine, phenyl, trifluoromethyl, C 1 -C 9 -alkyl, alkoxy, alkylamino and numerous further radicals which are listed on page 2, lines 14-21, and V is as defined above, or with compounds of the formula 3b-4b wherein B is a functional group, R 1 and R 2 are as defined above, n is an integer, R 3 is hydrogen and C 1 -C 4 alkoxy, R 4 is C 1 -C 4 alkoxy and R 5 is, for example is selected from C 1 -C 6 -alkyl and B is preferably a functional group, or further with compounds of the formulas 5b to 6b the radicals R 6 to R 10 are each selected from different groups and V is defined as above.
  • the brighteners thus defined are made according to different methods applied and give a good whiteness to CIE.
  • EP-A 0 023 028 claims mixtures comprising from 0.05 to 0.95 parts by weight of a mixture consisting of from 20 to 100% by weight of 2 p, o ' and 0 to 80% by weight of the compounds 2 p, p 'and 2 o, o' respectively and 0.05 to 0.95 parts by weight of one or more derivatives of the formulas 1a and 3a to 6a, can be used as optical brighteners, wherein 1a and 3a to 6a are defined substantially analogously to EP-A 0 023 026.
  • the mixtures show a synergistic effect, which is the whiteness according to CIE, and good lightfastness.
  • EP-A 0 321 393 the use of compounds of the type 1 b, in which D denotes a C 1 -C 4 -alkyl group, and compounds of the formula 2 in brightener dispersions.
  • the compounds of the type 1 b or 2 either alone or as specific mixtures, referred to in the cited document as mixtures 1 to 6 (pages 6-8) are disclosed. It is essential to the invention in EP-A 0 321 393 that the mixture contains a copolymer of 2-vinylpyrrolidone with 3-vinylpropionic acid (page 9, line 18).
  • a bright white is available on a wide range of products from of great economic importance, for example in textiles and in plastic moldings.
  • the brightener a have better yield, i. you reach with less Brightener an equal or greater effect.
  • the textile exist Materials of synthetic polyester or mixtures containing 45 to 90% by weight of polyester.
  • aqueous liquors in the context of the present invention are also understood such fleets, in addition to water as the main component up to 40% by volume of one or more further solvents contain, for example, alcohols such as ethanol.
  • the pH the liquors used in the invention is preferably from 3 to 12, preferably from 3 to 8.
  • textile materials are treated with from 20 to 80, preferably from 20 to 70,% by weight and more preferably from 30 to 50% by weight of the compound of the formula I. wherein up to 40 mol% of I may be present in the form of the corresponding cis isomer, and 80 to 20 wt .-% of at least one of the compounds II and 0 to 30 wt .-% of a compound of general formula III wherein R is selected from C 4 -C 10 alkyl, for example n-butyl, iso-butyl, sec-butyl, tert-butyl, n-pentyl, iso-pentyl, sec-pentyl, neo-pentyl, 1 , 2-dimethylpropyl, iso-amyl, n-hexyl, iso-hexyl, sec-hexyl, n-heptyl, iso-heptyl, n-o
  • DicyanostyrylENSen II p, o ', II m, p', II p, p 'or II o, o' are used in the form of their trans isomers. They usually contain 0.01 to 10, preferably 0.1 to 5 mol% of isomers having at least one cis double bond, wherein the Proportion of cis isomers by spectroscopic Methods is determined. You are through a double Wittig reaction from terephthalaldehyde and the corresponding cyanobenzylphosphorylidene easily accessible.
  • Suitable Nuancierfarbstoffe usually come from the class of disperse dyes and vat dyes. These are common names. In the color index are such Dyes, e.g. under the name Disperse Blue or Disperse Violet or Vat Blue or Vat Violet listed.
  • blue dyes from the class of anthraquinones, Azo dyes or methine dyes are particularly suitable.
  • Dyes of the formula A2 are e.g. in the US-A 2,628,963, US-A 3,835,154, DE-A 12 66 425 or DE-A 20 16 794 described.
  • Dyes which obey the formulas A1, A3 and A4 are e.g. from K. Venkataraman, "The Chemistry of Synthetic Dyes ", Vol. 3, pages 391 to 423, 1970.
  • Suitable azo dyes are in particular monoazo dyes with a diazo component from the aniline or heterocyclic series and a coupling component of the aniline or heterocyclic Line.
  • Suitable heterocycles of which the diazo components derived, e.g. from the class of aminothiophenes, aminothiazoles, Aminoisothiazoles, aminothiadiazoles or aminobenzisothiazoles.
  • Suitable heterocycles of which the coupling components derived, e.g. from the class of thiazoles or diaminopyridines.
  • dyes of formula B1 and B2 are e.g. in US 5,283,326 or US 5,145,952. From EP-A 0 087 616, EP-A 0 087 677, EP-A 0 121 875, EP-A 0 151 287 and US Pat. No. 4,960,873 are dyes the formula B3 known. From US 5,216,139 are dyes the formula B4 known. US 5,132,412 describes dyes of the type of formula B5. Dyes of the formulas B6 and B7 are e.g. in US Pat. No. 3,981,883, DE-A 31 12 427, EP-A 0 064 221 or in Venkataraman's "The Chemistry of Synthetic Dyes," Volume 3, Pages 444 to 447, described or may be mentioned after the there Methods are obtained.
  • substituted alkyl radicals occur in formula C, as substituents, unless otherwise stated, for example phenyl, C 1 -C 4 -alkylphenyl, C 1 -C 4 -alkoxyphenyl, halophenyl, C 1 -C 8 -alkanoyloxy, C 1 - C 8 -alkylaminocarbonyloxy, C 1 -C 20 -alkoxycarbonyl, C 1 -C 20 -alkoxycarbonyloxy, wherein the alkyl chain of the last two radicals optionally interrupted by 1 to 4 oxygen atoms in ether function and / or substituted by phenyl or phenoxy, halogen, hydroxy or cyano.
  • the alkyl radicals generally have 1 or 2 substituents.
  • alkyl radicals occur in formula C, which are represented by oxygen atoms are interrupted in ether function, so are, unless otherwise mentions such alkyl radicals which are substituted by 1 to 4 oxygen atoms, in particular 1 to 2 oxygen atoms, in ether function are interrupted.
  • substituted phenyl or pyridyl radicals occur in formula C, suitable substituents are, for example, C 1 -C 8 -alkyl, C 1 -C 8 -alkoxy, halogen, in particular chlorine or bromine, or carboxyl.
  • the phenyl or pyridyl radicals generally have 1 to 3 substituents.
  • Residues Z 19 can be derived, for example, from components of pyrrole, thiazole, thiophene or indole series.
  • Important radicals Z 19 are, for example, those of the formulas C 1 to C 4
  • Such methine dyes are e.g. in the older German Patent application DE-A 44 03 083 described.
  • the lightening of the textile materials is usually after the exhaust or thermosol process.
  • the exhaust process usually works in an aqueous liquor Temperatures from 90 to 135, usually around 130 ° C. In the case of Application above 100 ° C must in an autoclave, a high pressure apparatus or a high pressure machine.
  • the thermosol process is used at atmospheric pressure.
  • the aufhellende textile Material In the exhaust process is usually the aufhellende textile Material at a temperature of 10 to 35 ° C in an aqueous Fleet brought that the optically brightening acting Compounds, optionally a blue or purple Nuancierfarbstoff or a mixture thereof and optionally Aggregate, e.g. Dispersants, carboxylic acids or alkali donors, contains and its pH is usually 3 to 12, preferably 3 to 8, is.
  • the liquor ratio weight ratio of textiles Material: liquor
  • the bath will then be within 15 to 30 minutes to a temperature of 90 to 130 ° C, preferably 95 to 100 ° C, heated and held at this temperature for 15 to 60 minutes. After that The lightened textile material is rinsed and dried.
  • thermosol process is usually brightening textile material with an aqueous liquor that is the optical lightening substances, possibly a blue or purple Nuancierfarbstoff or mixtures thereof and optionally Contains aggregate (s.o.), padded.
  • the fleet intake is generally 50 to 100%.
  • the textile Dried material and at a temperature of 150 to 200 ° C for Fixed for 5 to 60 seconds.
  • the dispersants used are preferably those dispersants, which are colorless and at temperatures up to at least 210 ° C stable against yellowing.
  • Particularly suitable dispersants are e.g. anionic or nonionic, especially those from the class of ethylene oxide adducts with fatty alcohols, higher fatty acids or alkylphenols or ethylene diamine-ethylene oxide-propylene oxide adducts.
  • the phenols of the formula VI or VII can be obtained by reacting bisphenol A (2,2- (p, p'-bishydroxydiphenyl) propane) or phenol with 4 or 2 mol of styrene in the presence of acid as catalyst.
  • the alkoxylation can be carried out, for example, by the process described in US Pat. No. 2,979,528.
  • the sulfuric acid half esters are obtained by reaction of the alkoxylation products made with chlorosulfonic acid or sulfur trioxide, the amount of chlorosulfonic acid or sulfur trioxide is chosen so that all free hydroxyl groups or only one a certain percentage is sulfated. In the latter case arise Mixtures of compounds of formula IV or V, the free and Contain sulfated hydroxyl groups.
  • For use as surfactants become the obtained in the reaction half ester of sulfuric acid converted into water-soluble salts.
  • the alkali metal salts e.g. the sodium or potassium salts
  • chlorosulfonic acid are two Equivalent, one equivalent of basic sulfur trioxide Connections required. As the latter, it is expedient to use aqueous alkali metal hydroxide. In neutralization the temperature should not exceed 70 ° C.
  • the obtained salts may be in the form of aqueous solutions or else be isolated as such and used in solid form.
  • dispersants IV and V Preference is given to dispersants IV and V, in which a 0 to im Mean 2.5, b average 25 to 250 and d 0 to average 0.5. Particularly preferred are dispersants IV and V, in which a 0 to on average 2.5, b on average 50 to 100 and d on average 0.5 is.
  • optional additives to be added are, for example commonly used in the textile industry biocides or Water retention agents.
  • Other optional additives to be added are the copolymers described in EP-A 0 321 393 of N-vinylpyrrolidone with 3-vinylpropionic acid.
  • a formulation is used containing next to water, in each case based on the weight the preparation, 1 to 40 wt .-%, preferably 3 to 10 wt .-%, the above-described mixture of brightener and Nuancierfarbstoff, From 3 to 12% by weight of anionic or nonionic Dispersant, 1 to 15 wt .-% copolymers of N-vinylpyrrolidone with vinyl acetate or vinyl propionate or mixtures thereof, and 1 to 25% by weight of other additives (e.g., water retention agents or biocides).
  • additives e.g., water retention agents or biocides
  • aqueous liquor for the preparation of the aqueous liquor described above can be the individual predispersed optically brightening substances as well as the shading dye (s) optionally used, Dispersants and / or other additives dose separately.
  • Formulations according to the invention generally contain water and, in each case based on the weight of the preparation, 1 to 40 Wt .-%, preferably 3 to 25 wt .-%, the above-specified Mixtures of lightening compounds, optionally 0.001 to 0.1% by weight shading dye, optionally 0.5 to 40 Wt .-% dispersant and 5 to 60 wt .-%, preferably 5 bis 52 wt .-%, of aggregates.
  • Another object of the present invention is the Use of the formulation according to the invention for brightening textile materials, in particular polyester or polyester mixtures.
  • the isomer distribution was as follows: I trans-cis, 95: 5 mol%; II p, o ', II mp', II o, o ', in each case more than 95 mol% trans, determined in each case by 1 H-NMR spectroscopy.
  • the inventive method is in each case with a smaller Amount of lightening compounds a stronger Effect achieved as by the literature methods. Also can be the maximum lightening effect after the inventive method at lower concentrations of optically reach lightening substances.
  • the comparative experiments V 2.13 to V 2.16 were carried out analogously to the examples according to the invention, but 1.5 g / l of a mixture of 70 wt .-% II o, p 'and 30 wt .-% II o, o' were used.
  • Brightening compounds [% by weight] Fixing temperature [° C] Whiteness to CIE I II p, o ' II m, p ' II o, o ' 4 b.1 2.1 45 55 - - - 140 133 2.2 45 55 - - - 150 139 2.3 45 55 - - - 160 142 2.4 45 55 - - - 170 144 2.5 40 40 20 - - 140 135 2.6 40 40 20 - - 150 139 2.7 40 40 20 - - 160 142 2.8 40 40 20 - - 170 143 V 2.9 - 50 - - 50 140 128 V 2.10 - 50 - - 50 150 132 V 2.11 - 50 - - 50 160 136 V 2.12 - 50 - - 50 170 137 V 2.13 - 70 - 30 - 140 130 V 2.14 - 70 - 30 - 150 135 V 2.15 - 70 - 30 - 160 136 V 2.16

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Dispersion Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Coloring (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Diaphragms For Electromechanical Transducers (AREA)
  • Detergent Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Compounds Of Unknown Constitution (AREA)
EP03717323A 2002-05-03 2003-04-30 Verfahren zum aufhellen von textilen materialien Expired - Lifetime EP1504149B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10219993A DE10219993A1 (de) 2002-05-03 2002-05-03 Verfahren zum Aufhellen von textilen Materialien
DE10219993 2002-05-03
PCT/EP2003/004497 WO2003093565A2 (de) 2002-05-03 2003-04-30 Verfahren zum aufhellen von textilen materialien

Publications (2)

Publication Number Publication Date
EP1504149A2 EP1504149A2 (de) 2005-02-09
EP1504149B1 true EP1504149B1 (de) 2005-08-24

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EP03717323A Expired - Lifetime EP1504149B1 (de) 2002-05-03 2003-04-30 Verfahren zum aufhellen von textilen materialien

Country Status (15)

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US (1) US20050235429A1 (ko)
EP (1) EP1504149B1 (ko)
JP (1) JP2005529245A (ko)
KR (1) KR100973535B1 (ko)
CN (1) CN1333129C (ko)
AT (1) ATE302871T1 (ko)
AU (1) AU2003222312A1 (ko)
BR (1) BR0309642B1 (ko)
DE (2) DE10219993A1 (ko)
ES (1) ES2246470T3 (ko)
HR (1) HRPK20041141B3 (ko)
MX (1) MXPA04010130A (ko)
TW (1) TWI279468B (ko)
WO (1) WO2003093565A2 (ko)
ZA (1) ZA200409769B (ko)

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100338296C (zh) * 2002-12-10 2007-09-19 西巴特殊化学品控股有限公司 荧光增白剂的混合物
AR049538A1 (es) * 2004-06-29 2006-08-09 Procter & Gamble Composiciones de detergentes para lavanderia con colorante entonador eficiente
PT1794276E (pt) * 2004-09-23 2009-06-08 Unilever Nv Composições de tratamento para a lavagem de roupa
EP2009088B1 (en) * 2004-09-23 2010-02-24 Unilever PLC Laundry treatment compositions
DE102005039971A1 (de) * 2005-08-23 2007-03-08 Basf Ag Flüssigwaschmittelformulierung
US20070174972A1 (en) * 2005-11-14 2007-08-02 Invista North America S.A R.I. Spandex having enhanced whiteness, and fabrics and garments comprising the same
EP1974006A1 (en) * 2006-01-18 2008-10-01 Ciba Specialty Chemicals Holding Inc. Process for the treatment of fiber materials
EP1976968B1 (en) * 2006-01-23 2017-08-09 The Procter and Gamble Company Laundry care compositions with thiazolium dye
US7642282B2 (en) * 2007-01-19 2010-01-05 Milliken & Company Whitening agents for cellulosic substrates
US20080177089A1 (en) * 2007-01-19 2008-07-24 Eugene Steven Sadlowski Novel whitening agents for cellulosic substrates
WO2009074488A1 (en) * 2007-12-10 2009-06-18 Basf Se Dye formulation and process for the treatment of fiber materials
ATE536401T1 (de) * 2008-01-11 2011-12-15 Unilever Nv Schattierungszusammensetzung
CN102892875A (zh) * 2010-04-29 2013-01-23 荷兰联合利华有限公司 双杂环偶氮染料
US8715368B2 (en) 2010-11-12 2014-05-06 The Procter & Gamble Company Thiophene azo dyes and laundry care compositions containing the same
MY162539A (en) * 2011-01-20 2017-06-15 Huntsman Advanced Mat (Switzerland) Gmbh Formulations of fluorescent whitening agents in dispersed form
US9163146B2 (en) 2011-06-03 2015-10-20 Milliken & Company Thiophene azo carboxylate dyes and laundry care compositions containing the same
US9796952B2 (en) 2012-09-25 2017-10-24 The Procter & Gamble Company Laundry care compositions with thiazolium dye
CN112048075B (zh) * 2020-08-26 2022-11-08 盐城工学院 一种光致变色萘酰亚胺基Cd-MOF、其制备方法、光致变色印花浆及应用

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2060762A1 (de) * 1970-12-10 1972-06-22 Henkel & Cie Gmbh Mittel zur Herstellung von Kaltbleichflotten,insbesondere von kaltbleichwirksamen Waschlaugen
DE2929687A1 (de) * 1979-07-21 1981-02-12 Hoechst Ag Mischungen von optischen aufhellern
DE2929591A1 (de) * 1979-07-21 1981-02-05 Hoechst Ag Mischungen von optischen aufhellern
DE3104992A1 (de) * 1981-02-12 1982-08-26 Hoechst Ag, 6000 Frankfurt "mischungen von optischen aufhellern"
DE3769352D1 (de) * 1986-04-02 1991-05-23 Ciba Geigy Ag Mischungen von optischen aufhellern.
EP0321393B1 (de) * 1987-11-27 1993-02-17 Ciba-Geigy Ag Aufhellerdispersion
ES2053807T3 (es) * 1987-11-27 1994-08-01 Ciba Geigy Ag Dispersion blanqueadora acuosa y procedimiento para su preparacion.
DE69533417T2 (de) * 1994-05-12 2005-08-18 Ciba Specialty Chemicals Holding Inc. Textilbehandlungen
EP0724012A1 (en) * 1995-01-27 1996-07-31 The Procter & Gamble Company Detergent compositions comprising bleaching agent and brightener
DE19732109A1 (de) * 1997-07-25 1999-01-28 Clariant Gmbh Mischungen von optischen Aufhellern

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BR0309642B1 (pt) 2013-11-05
KR100973535B1 (ko) 2010-08-03
AU2003222312A8 (en) 2003-11-17
WO2003093565A3 (de) 2004-03-04
MXPA04010130A (es) 2005-03-31
CN1333129C (zh) 2007-08-22
CN1650064A (zh) 2005-08-03
ZA200409769B (en) 2006-06-28
WO2003093565A2 (de) 2003-11-13
HRPK20041141B3 (en) 2006-12-31
KR20040106453A (ko) 2004-12-17
DE10219993A1 (de) 2003-11-20
BR0309642A (pt) 2005-03-01
EP1504149A2 (de) 2005-02-09
JP2005529245A (ja) 2005-09-29
ATE302871T1 (de) 2005-09-15
AU2003222312A1 (en) 2003-11-17
US20050235429A1 (en) 2005-10-27
DE50301054D1 (de) 2005-09-29
TW200407483A (en) 2004-05-16
TWI279468B (en) 2007-04-21
ES2246470T3 (es) 2006-02-16
HRP20041141A2 (en) 2005-06-30

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