EP0310083A1 - Procédé pour éteindre ou supprimer la fluorescence de substrats soumis à un azurage optique - Google Patents

Procédé pour éteindre ou supprimer la fluorescence de substrats soumis à un azurage optique Download PDF

Info

Publication number: EP0310083A1
Authority: EP; European Patent Office
Prior art keywords: alkyl; hydrogen; sulfo; hydroxy; alkoxy
Prior art date: 1987-10-02
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.): Granted

Application number

EP88116113A

Other languages

German (de)

English (en)

Other versions

EP0310083B1 (fr

Inventor

Gerhard Dr. Reinert

Kurt Dr. Burdeska

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.)

1987-10-02

Filing date

1988-09-29

Publication date

1989-04-05

1988-09-29 Application filed by Ciba Geigy AG filed Critical Ciba Geigy AG

1989-04-05 Publication of EP0310083A1 publication Critical patent/EP0310083A1/fr

1993-01-13 Application granted granted Critical

1993-01-13 Publication of EP0310083B1 publication Critical patent/EP0310083B1/fr

2008-09-29 Anticipated expiration legal-status Critical

Status Expired - Lifetime legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 24
239000000758 substrate Substances 0.000 title claims abstract description 22
238000010791 quenching Methods 0.000 title claims abstract description 7
230000000171 quenching effect Effects 0.000 title claims abstract description 7
239000006096 absorbing agent Substances 0.000 claims abstract description 32
230000003287 optical effect Effects 0.000 claims abstract description 18
238000005282 brightening Methods 0.000 claims abstract description 8
239000004952 Polyamide Substances 0.000 claims abstract description 6
229920002647 polyamide Polymers 0.000 claims abstract description 6
229910052739 hydrogen Inorganic materials 0.000 claims description 24
239000001257 hydrogen Substances 0.000 claims description 24
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 22
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 20
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 20
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims description 18
238000004043 dyeing Methods 0.000 claims description 13
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
-1 C2-C9-alkoxycarbonyl Chemical group 0.000 claims description 12
229910052736 halogen Inorganic materials 0.000 claims description 12
150000002367 halogens Chemical group 0.000 claims description 12
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 10
239000000460 chlorine Chemical group 0.000 claims description 10
229910052801 chlorine Inorganic materials 0.000 claims description 10
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 8
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
238000007639 printing Methods 0.000 claims description 5
239000000463 material Substances 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
159000000000 sodium salts Chemical class 0.000 claims description 4
229940092714 benzenesulfonic acid Drugs 0.000 claims description 3
RXELBMYKBFKHSM-UHFFFAOYSA-N 2-phenyl-1,3,5-triazine Chemical group C1=CC=CC=C1C1=NC=NC=N1 RXELBMYKBFKHSM-UHFFFAOYSA-N 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 claims 1
239000000975 dye Substances 0.000 description 9
150000001875 compounds Chemical class 0.000 description 8
239000003599 detergent Substances 0.000 description 8
239000010981 turquoise Substances 0.000 description 6
230000000694 effects Effects 0.000 description 5
238000005406 washing Methods 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
239000004753 textile Substances 0.000 description 3
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
150000001340 alkali metals Chemical class 0.000 description 2
229910052784 alkaline earth metal Inorganic materials 0.000 description 2
150000001342 alkaline earth metals Chemical class 0.000 description 2
239000000203 mixture Substances 0.000 description 2
125000001174 sulfone group Chemical group 0.000 description 2
210000002268 wool Anatomy 0.000 description 2
QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 1
HWRLEEPNFJNTOP-UHFFFAOYSA-N 2-(1,3,5-triazin-2-yl)phenol Chemical class OC1=CC=CC=C1C1=NC=NC=N1 HWRLEEPNFJNTOP-UHFFFAOYSA-N 0.000 description 1
YHCGGLXPGFJNCO-UHFFFAOYSA-N 2-(2H-benzotriazol-4-yl)phenol Chemical class OC1=CC=CC=C1C1=CC=CC2=C1N=NN2 YHCGGLXPGFJNCO-UHFFFAOYSA-N 0.000 description 1
XJRLKUOFBZMRBR-UHFFFAOYSA-N 2-phenylbenzotriazole Chemical class C1=CC=CC=C1N1N=C2C=CC=CC2=N1 XJRLKUOFBZMRBR-UHFFFAOYSA-N 0.000 description 1
GOLORTLGFDVFDW-UHFFFAOYSA-N 3-(1h-benzimidazol-2-yl)-7-(diethylamino)chromen-2-one Chemical compound C1=CC=C2NC(C3=CC4=CC=C(C=C4OC3=O)N(CC)CC)=NC2=C1 GOLORTLGFDVFDW-UHFFFAOYSA-N 0.000 description 1
ZTGKHKPZSMMHNM-UHFFFAOYSA-N 3-(2-phenylethenyl)benzene-1,2-disulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC(C=CC=2C=CC=CC=2)=C1S(O)(=O)=O ZTGKHKPZSMMHNM-UHFFFAOYSA-N 0.000 description 1
241000195940 Bryophyta Species 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
239000004677 Nylon Substances 0.000 description 1
PJANXHGTPQOBST-VAWYXSNFSA-N Stilbene Natural products C=1C=CC=CC=1/C=C/C1=CC=CC=C1 PJANXHGTPQOBST-VAWYXSNFSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
229910052921 ammonium sulfate Inorganic materials 0.000 description 1
235000011130 ammonium sulphate Nutrition 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
XJHABGPPCLHLLV-UHFFFAOYSA-N benzo[de]isoquinoline-1,3-dione Chemical compound C1=CC(C(=O)NC2=O)=C3C2=CC=CC3=C1 XJHABGPPCLHLLV-UHFFFAOYSA-N 0.000 description 1
150000008366 benzophenones Chemical class 0.000 description 1
150000001565 benzotriazoles Chemical class 0.000 description 1
125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 description 1
125000002091 cationic group Chemical group 0.000 description 1
239000007795 chemical reaction product Substances 0.000 description 1
239000003086 colorant Substances 0.000 description 1
238000012217 deletion Methods 0.000 description 1
230000037430 deletion Effects 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000004744 fabric Substances 0.000 description 1
239000000835 fiber Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
235000011929 mousse Nutrition 0.000 description 1
239000004745 nonwoven fabric Substances 0.000 description 1
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
229920001778 nylon Polymers 0.000 description 1
125000002971 oxazolyl group Chemical group 0.000 description 1
239000003973 paint Substances 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
230000002265 prevention Effects 0.000 description 1
DNXIASIHZYFFRO-UHFFFAOYSA-N pyrazoline Chemical compound C1CN=NC1 DNXIASIHZYFFRO-UHFFFAOYSA-N 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000344 soap Substances 0.000 description 1
PJANXHGTPQOBST-UHFFFAOYSA-N stilbene Chemical class C=1C=CC=CC=1C=CC1=CC=CC=C1 PJANXHGTPQOBST-UHFFFAOYSA-N 0.000 description 1
235000021286 stilbenes Nutrition 0.000 description 1
238000007651 thermal printing Methods 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1

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
- D06M13/322—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
- 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
- D06L4/686—Fugitive optical brightening; Discharge of optical brighteners in discharge paste; Blueing; Differential optical brightening
- 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
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
- D06P1/628—Compounds containing nitrogen
- 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
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/92—Synthetic fiber dyeing
- Y10S8/924—Polyamide fiber

Definitions

the present invention relates to a method for quenching or suppressing the fluorescence of substrates made of natural or synthetic polyamides with sulfonated UV absorbers which are treated or are to be treated with optical brighteners, and the material treated therewith.
GB-A-2 174 731 discloses a process for the deletion or prevention of lightening effects on various substrates with UV absorbers, in which derivatives of the benzophenone series or of the non-sulfonated benzotriazole series are used as UV absorbers.
the present invention thus relates to a method for quenching or suppressing the fluorescence of substrates made from natural or synthetic polyamides with UV absorbers, which substrates have been treated or are to be treated with optical brighteners, which method is characterized in that a substrate is applied to these substrates before or after the optical brightening sulfonated UV absorber of the formula wherein R1 is hydrogen, halogen, C1-C12-alkyl, C5-C6-cycloalkyl, C7-C9-phenylalkyl or sulfo, R2 is hydrogen, C1-C4-alkyl, C1-C4-alkoxy, halogen, hydroxy or sulfo, R3 is hydrogen, C1-C12-alkyl, C1-C4-alkoxy, phenyl, (C1-C8-alkyl) -phenyl, C5-C6-cycloalkyl, C2-C9-alkoxycarbonyl, halogen
Suitable UV absorbers of the formula (1) are preferably A) 2-phenylbenzotriazoles of the formula wherein R1 is hydrogen, C1-C12-alkyl, chlorine, C5-C6-cycloalkyl, C7-C9-phenylalkyl or sulfo, R2 is hydrogen, C1-C4 alkyl, C1-C4 alkoxy, chlorine, hydroxy or sulfo R3 C1-C12-alkyl, C1-C4-alkoxy, phenyl, (C1-C8-alkyl) -phenyl, C5-C6-cycloalkyl, C2-C9-alkoxycarbonyl, chlorine, carboxyethyl or C7-C9-phenylalkyl or sulfo, R4 is hydrogen, chlorine, C1-C4-alkyl, C1-C4-alkoxy, C2-C9-alkoxycarbonyl, carboxy or sulfo and R
Examples of compounds of formula (2) are the sodium salt of 3- (2'H-benzotriazol-2'-yl) -5-tert-butyl-4-hydroxy-, 3- (2'H-5'-chlorobenzotriazole -2'-yl) -5-tert-butyl-4-hydroxy- and 3- (2'H-benzotriazol-2'-yl) -5-sec.-butyl-4-hydroxy-benzenesulfonic acid, and B) 2-phenyl-s-triazines of the formula wherein R1 is hydrogen, halogen, C1-C4-alkyl or sulfo, R2 is hydrogen, C1-C4-alkyl, C1-C4-alkoxy or hydroxy, R3 is hydrogen, or sulfo and R6 and R7 independently of one another are C1-C4-alkyl, C1-C4-alkoxy, C5-C6-cycloalkyl, phenyl or phenyl substituted by C
Examples of compounds of the formula (3) are the sodium salt of 3- (4 ′, 6′-diphenyl-s-triazin-2′-yl) -4-hydroxy-6-methoxy-, 3- (4 ′, 6 ′ -diphenyl-s-triazin-2'-yl) -4-hydroxy-6-ethoxy- and 3- (4 ', 6'-diphenyl-s-triazin-2'-yl) -4-hydroxy-6-propoxy -benzenesulfonic acid.
the compounds of formulas (1) to (3) given above are e.g. known from WO-A-84/02365 and WO-A-86/03528 and can be prepared by known methods.
UV absorbers Mixtures of UV absorbers can also be used.
the UV absorber is advantageously applied to the substrate from an aqueous medium.
the UV absorber can be impregnated and held at room or elevated temperature, for example between 20 and 90 ° C. for 30 minutes to all known methods of dyeing or printing, such as treatment in a long bath at temperatures from 20 to 140 ° C. 48 hours depending on the temperature, padding and fixing by the action of saturated steam, superheated steam, hot air, treatment with high-frequency or contact heat, are applied and fixed on the substrate.
the UV absorber can also be used in so-called thermal printing.
the UV absorber can be fixed on the substrate by mediating organic high polymers, for example in the form of aqueous or non-aqueous paints, or using the pigment printing method.
UV absorber The choice of application and fixing method and the amount of UV absorber depend on the substrate, the dyes used, the optical brighteners and their fastness and the properties of the UV absorbers used. In general, good extinguishing effects are obtained when the UV absorber is used in an amount of 0.1 to 5% of the weight of the goods.
the UV absorber can be used according to the invention after the optical brightening, or before, during or after the dyeing or printing of a substrate treated with an optical brightener.
the treatment with the UV absorber can also take place before, during or after dyeing or printing, before the substrate in question is treated with an optical brightener. This is the case, for example, with items of clothing that are washed after use will.
Commercial detergents or soaps for the household today mostly contain optical brighteners to make the laundry washed with them appear whiter. If light-colored dyed or printed textiles are now washed with such a detergent, a different color tone results after drying than before. This is particularly objectionable for light colors such as blue, rosé, beige etc.
optical brightening effects are deleted or suppressed locally or over the entire surface.
optical brightening effects are produced by commercially available optical brighteners, for example known anionic or cationic optical brighteners and dispersion brighteners as are used in detergents.
optical brighteners are derivatives of bis (triazinylamino) stilbene disulfonic acid, triazolyl derivatives of stilbene sulfonic acids, bis (stilbene) compounds, pyrazoline, coumarin, bis (benzimidazolyl), bis (oxazolyl), naphthalimide and cyanine -, Benzoxazolyl and Oxacyanin derivatives called.
Textile materials made from natural or synthetic polyamides are used as substrates and e.g. Yarns, fabrics, knitted or nonwovens understood.
the textile materials can also consist of mixtures of polyamides with other fibers.
both liquors are taken in at 50 ° C., the temperature is raised to 90 ° C. in 20 minutes and the dyeing is completed in 45 minutes. It is then rinsed cold and dried at 80 ° C.
Example 1 or 2 The procedure is as noted in Example 1 or 2, i.e. two dyeings are prepared with 0.01% of the dye of the formula (III) without and with 1% of the UV absorber of the formula (VII). If these dyeings are washed with the brightener-containing detergents, the conventional dyeings undergo a clear change in shade to brilliant purple, while the dyeings containing compound (VII) are practically unchanged.
Each 20 g piece of a bleached wool mousse line is dyed with and without UV absorber.
the dye liquors are charged with 2% ammonium sulfate, 2% of the sulfonated reaction product from naphthalene and formaldehyde and 0.005% of the dye of formula (X).
Fleet A receives no further additives, while Fleet B receives 1% of the UV absorber of the formula (X)
the dyeing is carried out at a liquor ratio of 1:50 by entering at 50 ° C., heating to 95 ° C. in 30 minutes and treatment for 45 minutes. Then the samples are rinsed well cold, spun and dried at 80 ° C.
the dye is replaced by 0.015% of the dye of the formula (V), so there are color shades which behave differently when washed in wash liquors containing brighteners: the pattern containing UV absorber remains unchanged while the conventionally colored after redder / brilliant unbeatable.

Landscapes

Engineering & Computer Science (AREA)
Textile Engineering (AREA)
Coloring (AREA)
Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Detergent Compositions (AREA)
Paper (AREA)

EP88116113A 1987-10-02 1988-09-29 Procédé pour éteindre ou supprimer la fluorescence de substrats soumis à un azurage optique Expired - Lifetime EP0310083B1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CH3856/87		1987-10-02
CH385687		1987-10-02

Publications (2)

Publication Number	Publication Date
EP0310083A1 true EP0310083A1 (fr)	1989-04-05
EP0310083B1 EP0310083B1 (fr)	1993-01-13

Family

ID=4264941

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
EP88116113A Expired - Lifetime EP0310083B1 (fr)	1987-10-02	1988-09-29	Procédé pour éteindre ou supprimer la fluorescence de substrats soumis à un azurage optique

Country Status (4)

Country	Link
US (1)	US4950304A (fr)
EP (1)	EP0310083B1 (fr)
JP (1)	JPH01124682A (fr)
DE (1)	DE3877484D1 (fr)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0417040A1 (fr) *	1989-09-06	1991-03-13	Ciba-Geigy Ag	Procédé pour teindre la laine
WO1991004987A1 (fr) *	1989-10-03	1991-04-18	Sandoz Ltd.	Sels d'azurage optique et de photostabilisation
EP0475905A1 (fr) *	1990-09-13	1992-03-18	Ciba-Geigy Ag	Procédé pour stabiliser photochimiquement la laine
EP0659877A3 (fr) *	1993-12-23	1996-03-13	Ciba Geigy Ag	Composition pour le traitement des matières textiles.
EP0704437A3 (fr) *	1994-07-27	1996-10-23	Ciba Geigy Ag	Tris-aryl-s-triazines décalés vers le rouge et compositions stabilisées par ces derniers
WO2000077290A3 (fr) *	1999-06-11	2001-07-12	Ciba Sc Holding Ag	Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites
WO2010081625A2 (fr)	2009-01-19	2010-07-22	Basf Se	Pigments noirs organiques et leur préparation

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* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9026050D0 (en) *	1990-11-30	1991-01-16	Unilever Plc	Process and composition for treating fabrics
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
EP0584044B1 (fr) *	1992-08-18	1997-07-16	Ciba SC Holding AG	Procédé de stabilisation photochimique et thermique de matériaux fibreux teints et non-teints en polyester
US6017661A (en)	1994-11-09	2000-01-25	Kimberly-Clark Corporation	Temporary marking using photoerasable colorants
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
US6017471A (en)	1993-08-05	2000-01-25	Kimberly-Clark Worldwide, Inc.	Colorants and colorant modifiers
US5865471A (en)	1993-08-05	1999-02-02	Kimberly-Clark Worldwide, Inc.	Photo-erasable data processing forms
US5733693A (en)	1993-08-05	1998-03-31	Kimberly-Clark Worldwide, Inc.	Method for improving the readability of data processing forms
US6211383B1 (en)	1993-08-05	2001-04-03	Kimberly-Clark Worldwide, Inc.	Nohr-McDonald elimination reaction
US5773182A (en)	1993-08-05	1998-06-30	Kimberly-Clark Worldwide, Inc.	Method of light stabilizing a colorant
US5721287A (en)	1993-08-05	1998-02-24	Kimberly-Clark Worldwide, Inc.	Method of mutating a colorant by irradiation
US5645964A (en)	1993-08-05	1997-07-08	Kimberly-Clark Corporation	Digital information recording media and method of using same
GB9409466D0 (en) *	1994-05-12	1994-06-29	Ciba Geigy Ag	Textile treatment
US6242057B1 (en)	1994-06-30	2001-06-05	Kimberly-Clark Worldwide, Inc.	Photoreactor composition and 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
US5685754A (en)	1994-06-30	1997-11-11	Kimberly-Clark Corporation	Method of generating a reactive species and polymer coating applications therefor
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Publication number	Priority date	Publication date	Assignee	Title
EP0417040A1 (fr) *	1989-09-06	1991-03-13	Ciba-Geigy Ag	Procédé pour teindre la laine
WO1991004987A1 (fr) *	1989-10-03	1991-04-18	Sandoz Ltd.	Sels d'azurage optique et de photostabilisation
EP0475905A1 (fr) *	1990-09-13	1992-03-18	Ciba-Geigy Ag	Procédé pour stabiliser photochimiquement la laine
EP0659877A3 (fr) *	1993-12-23	1996-03-13	Ciba Geigy Ag	Composition pour le traitement des matières textiles.
US6174854B1 (en)	1993-12-23	2001-01-16	Ciba Specialty Chemicals Corporation	Composition for the treatment of textiles
US6398982B1 (en)	1993-12-23	2002-06-04	Ciba Specialty Chemicals Corporation	Composition for the treatment textiles
EP0704437A3 (fr) *	1994-07-27	1996-10-23	Ciba Geigy Ag	Tris-aryl-s-triazines décalés vers le rouge et compositions stabilisées par ces derniers
WO2000077290A3 (fr) *	1999-06-11	2001-07-12	Ciba Sc Holding Ag	Utilisation d'uva pour neutraliser la fluorescence sur des materiaux en fibres textiles traites
WO2010081625A2 (fr)	2009-01-19	2010-07-22	Basf Se	Pigments noirs organiques et leur préparation

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Publication number	Publication date
US4950304A (en)	1990-08-21
EP0310083B1 (fr)	1993-01-13
DE3877484D1 (de)	1993-02-25
JPH01124682A (ja)	1989-05-17

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Publication	Publication Date	Title
EP0310083A1 (fr)	1989-04-05	Procédé pour éteindre ou supprimer la fluorescence de substrats soumis à un azurage optique
EP0417040A1 (fr)	1991-03-13	Procédé pour teindre la laine
EP0202436A2 (fr)	1986-11-26	Procédé de teinture ou d'impression de fibres de cellulose ou de fibres mixtes de cellulose
EP0475905A1 (fr)	1992-03-18	Procédé pour stabiliser photochimiquement la laine
DE2726432A1 (de)	1977-12-29	Verfahren zur verbesserung der farbausbeute und der echtheiten von mit anionischen farbstoffen auf cellulosefasermaterial erzeugten faerbungen, fluorhaltige verbindungen und ihre herstellung
DE3614377C2 (de)	1994-05-19	Verfahren zum Löschen der Fluoreszenz von optischen Aufhellern
EP0017618B1 (fr)	1983-03-02	Procédé d'azurage optique de fibres en polyester par épuisement du bain
EP0584044B1 (fr)	1997-07-16	Procédé de stabilisation photochimique et thermique de matériaux fibreux teints et non-teints en polyester
EP0657577A1 (fr)	1995-06-14	Procédé de stabilisation photochimique et thermique de matériaux fibreux polyesters teints, non-teints ou imprimés
DE1910587B2 (de)	1975-03-06	Verfahren zum kontinuierlichen Färben oder Bedrucken von anionisch modifizierten Polyacrylnitril-, Polyamid- und Polyesterfasermaterialien
EP0950751B1 (fr)	2004-10-13	Procédé de traitement de fibres de cellulose
DE1080963B (de)	1960-05-05	Aufhellungsmittel
EP0011824A1 (fr)	1980-06-11	Benzofurannyl-benzimidazoles, procédé pour leur préparation et leur application pour le blanchiment optique de matériaux organiques
EP0507732B1 (fr)	1995-04-26	Acide oxalique diarylamide asymétrique
DE2921641C2 (fr)	1988-03-10
EP0248356B1 (fr)	1990-06-27	Naphtalimides contenant des groupements esters de l'acide sulfurique, procédé pour leur préparation et leur utilisation
US3265459A (en)	1966-08-09	Dyeing textile material with vat and sulfur dyes
DE2061741C3 (de)	1973-09-13	Verfahren zum Farben von Faser material aus natürlichem und synthe tischem Polyamid sowie Polyurethan
EP0044026A1 (fr)	1982-01-20	Procédé pour la teinture de matières fibreuses synthétiques
DE2512462C2 (de)	1977-05-12	Verfahren zum bedrucken oder klotzfaerben von polyester, cellulose-triacetat, cellulose 2 1/2 acetat und deren mischungen
EP0474594A1 (fr)	1992-03-11	Procédé de teinture de la laine et ses mélanges avec d'autres fibres avec des colorants réactifs
DE4402210A1 (de)	1995-07-27	Verfahren zur Herstellung aminierter Baumwollfasern
DE1923539C3 (de)	1979-06-07	Phthalocyaninfarbstoffe, deren Herstellung und Verwendung
EP0950750B1 (fr)	2003-10-22	Procédé de traitement de fibres de cellulose
DE3046482C2 (fr)	1992-09-03