Diazines (including Hydrogenated) Patents (Class 8/689)
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Patent number: 8206465Abstract: An azo pigment showing excellent coloring characteristics such as tinctorial strength and hue and excellent fastness such as light fastness, and a pigment dispersion containing the azo pigment are provided. An azo pigment represented by the following general formula (1) and a pigment dispersion containing the pigment: Wherein Y, G, X1, X2, R1, R2 and R3 are defined in the claims and in the specification.Type: GrantFiled: March 5, 2009Date of Patent: June 26, 2012Assignee: FUJIFILM CorporationInventors: Nobuo Seto, Keiichi Tateishi
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Patent number: 7686851Abstract: The present invention concerns concentrated storage-stable aqueous dye solutions comprising a) 5% to 30% by weight of a dye of the formula ?where K is a coupling component of the acetoacetanilide, pyridone, pyrazolone or pyrimidine series, and b) 0.1 to 0.9 mol of aminoalkoxy alcohols or monoalkanolamines per mole of dye of the formula (1) and c) 0 to 3 mol of trialkanolamine per mole of dye of the formula (1).Type: GrantFiled: March 4, 2005Date of Patent: March 30, 2010Assignee: Clariant Finance (BVI) LimitedInventor: Heidrun Schene
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Patent number: 7413578Abstract: The present invention relates to agents comprising cationic azacyanine dyes of the formula (I) for coloring keratin fibers, such as, for example, wool, silk or furs and in particular human hair (where X1 is N—R1, O or S and X2 is N—R2, O or S), and to a method of coloring hair with varying degrees of damage.Type: GrantFiled: January 25, 2006Date of Patent: August 19, 2008Assignee: The Procter & Gamble CompanyInventors: Manuela Javet, Catherine Müller, Anita Roulin, Cécile Pasquíer
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Patent number: 7410507Abstract: The present invention relates to the use of cationic azacyanine dyes of the formula (Ia) or (Ib) for coloring keratin fibers, and to a method of coloring hair with various degrees of damage.Type: GrantFiled: January 25, 2006Date of Patent: August 12, 2008Assignee: The Procter & Gamble CompanyInventors: Manuela Javet, Catherine Müller, Anita Roulin, Cécile Pasquier
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Patent number: 7407517Abstract: The present disclosure relates to the use of cationic azo compounds with julolidine units as direct dyes, for the dyeing of keratin fibers, including human keratin fibers, such as the hair. The present disclosure also relates to a dyeing composition for the dyeing of keratin fibers, including human keratin fibers such as the hair, containing at least one cationic direct azo dye with julolidine units, in a suitable dyeing medium. The present disclosure also relates to a method of dyeing of keratin fibers, including human keratin fibers such as the hair, employing the dyeing composition according to the disclosure. The present disclosure also relates to cationic azo compounds with julolidine units.Type: GrantFiled: August 23, 2006Date of Patent: August 5, 2008Assignee: L'Oreal S.A.Inventors: Nicolas Daubresse, Andrew Greaves
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Patent number: 7374583Abstract: The present invention relates to agents containing cationic azacyanine dyes having formula (I) for dyeing fibers, such as, for example, keratin fibers, wool, silk or fleeces, and in particular human hair, as well as to new asymmetrical azacyanine dyes.Type: GrantFiled: April 3, 2007Date of Patent: May 20, 2008Assignee: The Procter & Gamble CompanyInventors: Manuela Javet, Catherine Müller
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Patent number: 7341607Abstract: The present invention relates to novel yellow anionic dyes, a process for their preparation, certain novel intermediates for their preparation and the use of these dyes for dyeing natural or synthetic materials, in particular, paper.Type: GrantFiled: May 27, 2003Date of Patent: March 11, 2008Assignee: Ciba Specialty Chemicals Corp.Inventors: Michael Lennartz, Adolf Käser, Sandra Weiss
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Patent number: 7326257Abstract: Disclosed herein is a composition for dyeing keratinous fibers, comprising at least one direct dye corresponding to the following formula (I): in which R1 and R2 may be chosen from hydrogen atoms; R3 may be a phenyl group, n may chosen from 0 and 1; R4 and R5 may be alkyl groups having 1 to 6 carbon atoms; R6 may be chosen from phenol groups and aniline groups; X and Y may represent nitrogen atoms, wherein the group —NR4R5 may occupy a position chosen from the 1-, 6-, 8-, and 9-position when n is equal to 1; and A is an anionic counterion. Further disclosed herein are methods for dyeing keratinous fibers using these direct dyes.Type: GrantFiled: July 30, 2004Date of Patent: February 5, 2008Assignee: L'OrealInventors: Alain Lagrange, Frédéric Guerin, Sylvain Kravtchenko
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Patent number: 7270684Abstract: The present invention relates to a composition for dyeing keratinous fibers, containing at least one azodiazine direct dye corresponding to the following formula (I): The present invention also relates to a method for dyeing keratinous fibers using these direct dyes.Type: GrantFiled: July 30, 2004Date of Patent: September 18, 2007Assignee: L'OrealInventors: Alain LaGrange, Sylvain Kravtchenko
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Patent number: 7182792Abstract: The present invention relates to a composition for dyeing keratinous fibers, containing at least one azodiazine direct dye corresponding to the following formula (I): The present invention also relates to a method for dyeing keratinous fibers using these direct dyes.Type: GrantFiled: July 30, 2004Date of Patent: February 27, 2007Assignee: L'Oreal S.A.Inventors: Alain Lagrange, Frédéric Guerin, Sylvain Kravtchenko
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Patent number: 7175672Abstract: The present disclosure relates to a composition for dyeing keratinous fibers, comprising at least one azodiazine direct dye aminated at the 7-position. The present disclosure also relates to a process for dyeing keratinous fibers using the direct dyes described herein.Type: GrantFiled: July 30, 2004Date of Patent: February 13, 2007Assignee: L'OrealInventors: Alain Lagrange, Frédéric Guerin, Sylvain Kravtchenko
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Patent number: 7029501Abstract: Provided is a hair dye composition containing a dissociative direct dye represented by the following formula (1): wherein, R1 to R4 each represents H or substituent, X represents OH or —NHSO2R5 (R5 representing an alkyl, aryl or heterocyclic group) and A represents a group of any one of formulas (Cp-1) through (Cp-12). The hair dye composition of the present invention is capable of strongly dyeing the hair with a vivid color tone without causing decomposition of the dye during the dyeing process, exhibits excellent resistance against sunlight, hair washing, perspiration, friction and heat, has a high stability against an alkali agent and an oxidizing agent, has a high dyeing property, and shows less color fade over time.Type: GrantFiled: September 12, 2003Date of Patent: April 18, 2006Assignees: Kao Corporation, Fuji Photo Film, Co., Ltd.Inventors: Dominic Pratt, Toshio Kawagishi
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Patent number: 6833455Abstract: Disclosed herein are bridged perinones/quinophthalones of the general formula (I) or tautomeric forms thereof where X1, X2, Ar1 Ar2 and B are as described herein and are particularly characterized in that the bridging B is a radical of the formula —T1—W—T2—, where T1 and T2 are independently O or S and W is alkylene, especially C1-C6-alkylene, C6-C10-arylene, especially phenylene or cycloalkylene, which are each optionally substituted or is the radical of the formula (a) where the phenyl rings are optionally substituted and A is a radical of the formula O, S, SO, SO2 or CO, optionally substituted alkylene, or optionally substituted cycloalkylene, said alkylene or cycloalkylene being attached to the adjacent phenyl rings itself or else via its substitutents, or W is a radical of the formulae where s and t are independently from 1 to 6, the ends of the radical B each being attached to an aromatic carbon atom of the two radicals Ar1Type: GrantFiled: November 22, 2002Date of Patent: December 21, 2004Assignee: Bayer AktiengesellschaftInventors: Christoph Thiebes, Josef-Walter Stawitz, Ulrich Feldhues
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Publication number: 20030187108Abstract: Metal complexes of metals of the scandium group with an azo compound which conforms to the formula (I) or to one of its tautomeric structures 1Type: ApplicationFiled: March 25, 2003Publication date: October 2, 2003Inventors: Ulrich Feldhues, Frank Linke, Ronald Gobel, Udo Herrmann, Sabine Endert
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Publication number: 20010037532Abstract: The present invention relates to methods of dyeing a material which involve contacting the material with a dyeing system which comprises: (a) a mixture of (i) an aromatic diamine and (ii) one or more of a naphthol and an aminonaphthalene and (b) an oxidation system comprising (i) a hydrogen peroxide source and an enzyme exhibiting peroxidase activity or (ii) an enzyme exibiting oxidase activity on one or more of the compounds of mixture (a). The material may be a fabric, yarn, fiber, garment or film made of fur, hide, leather, silk or wool, or made of cationic polysaccharide, cotton, diacetate, flax, linen, lyocel, polyacrylic, synthetic polyamide, polyester, ramie, rayon, triacetate, or viscose.Type: ApplicationFiled: March 8, 2001Publication date: November 8, 2001Applicant: Novozymes A/SInventors: Martin Barfoed, Ole Kirk, Sonja Salmon
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Patent number: 5525124Type: GrantFiled: September 2, 1994Date of Patent: June 11, 1996Assignee: Ciba-Geigy CorporationInventors: Jean-Francois Landre, Athanassios Tzikas, Jean P. Luttringer
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Patent number: 5423888Abstract: A reactive dyestuff mixture contains at least one vinylsulphonylphthalocyanine dyestuff, at least one Ni fluoro-chloropyrimidenyl phthalocyanine dyestuff and/or one Ni chlorotriazinyl-phthalocyanine dyestuff.Type: GrantFiled: February 24, 1994Date of Patent: June 13, 1995Assignee: Bayer AktiengesellschaftInventors: Dietrich Hildebrand, Joachim Wolff, Rolf Schulz
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Patent number: 5393306Abstract: Dye mixtures which comprise a reactive dye of the formula ##STR1## together with at least one reactive dye of the formulae ##STR2## in which D, D', R.sub.1, R.sub.2, R.sub.3, R.sub.3 ' and B are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fibre materials or naturally occurring or synthetic polyamide fibre materials with a high tinctoffal yield, and produce dyeings and prints having good fastness properties.Type: GrantFiled: July 19, 1993Date of Patent: February 28, 1995Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Claudia Carisch
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Patent number: 5352246Abstract: The invention relates to dye compositions for obtaining level dyeings on carboxamido-containing and hydroxyl-containing fiber materials, which dyeings have comparably good light and wetlightfastness properties, the dye compositions containing dioxazine dyes (I) and disazo dyes (II) (one or more than one from IIa to IIf) in a weight ratio of 90:10 to 10:90, preferably 60:40 to 10:90, in particular 40:60 to 15:85.Type: GrantFiled: September 10, 1992Date of Patent: October 4, 1994Assignee: Hoechst AktiengesellschaftInventors: Manfred Hahnke, Marcos Segal, Werner H. Russ, Uwe Mrotzeck, Jutta Reiter, Christine Feuchtner
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Patent number: 5210188Abstract: 1. Dyestuffs for cyclic or straight polyfluoropolyoxyalkylenes, of general formula:Q[B--(A).sub.s ].sub.t (III)or[(Q).sub.s --B].sub.2 A (IV)where:Q=an organic group containing a chromophore group, free from free or salified sulphonic and/or carboxylic groups, and/or sulphon-amidic groups;A=a perfluorooxyalkylene chain, which is monovalent in formula (II) and divalent in formula (III);B=an organic at least divalent group;s, t=1 or 2, respectively.2. Compositions comprising cyclic or straight polyfluoropolyoxyalkylenes and at least a dyestuff of formula (III) or (IV) dissolved therein.Type: GrantFiled: February 11, 1992Date of Patent: May 11, 1993Assignee: Ausimont S.p.A.Inventors: Ezio Strepparola, Piero Gavezotti, Giovanni Gavazzi
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Patent number: 5188641Abstract: A colored polymer containing repeat units derived from at least one azo dye which is free from water-solubilizing groups and contains at least one polymerizable olefinically unsaturated group and has the formula:A--N.dbd.N--Ewherein A represents the residue of a carbocyclic or heterocyclic diazotisable amine containing at least one electron-withdrawing substituent and E represents the residue of a carbocyclic or heterocyclic coupling component with the proviso that when both A and E are carbocyclic, the residue of the diazotisable amine does not contain a nitro or chloro substituent except when another different electron-withdrawing substituent is also present, the or each polymerizable group being attached to a carbon atom forming part of residue A or E.Type: GrantFiled: January 9, 1992Date of Patent: February 23, 1993Assignee: Imperial Chemical Industries PLCInventor: Brian Parton
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Patent number: 5173086Abstract: Aqueous solutions containing, each percentage being based on the weight of the aqueous solution,a) from 5 to 20% by weight of the dye of the formula ##STR1## (calculated as free acid) where cat.sup..sym. is a mixture of cations comprising from 5 to 50 mol % of lithium ions, from 5 to 40 mol % of diethanolammonium ions and from 20 to 90 mol % of triethanolammonium ions, andb) from 0 to 15% of urea, are useful for dyeing paper stock.Type: GrantFiled: September 12, 1991Date of Patent: December 22, 1992Assignee: BASF AktiengesellschaftInventor: Rudolf Bermes
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Patent number: 5163971Abstract: Dyestuff mixtures containing one or more dyestuffs of the formula ##STR1## and one or more dyestuffs of the formula ##STR2## in which the substituents have the meanings given in the description are highly suitable for producing green cotton dyeings.Type: GrantFiled: May 16, 1991Date of Patent: November 17, 1992Assignee: Bayer AktiengesellschaftInventors: Josef-Walter Stawitz, Frank-Michael Stohr, Manfred Groll, Karl-Josef Herd, Karl-Heinz Schundehutte, deceased
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Patent number: 5143519Abstract: Concentrated dye solutions of dyes of the formula (1) shown in claim are described.The dye solutions are distinguished by a good storage stability and are suitable, in particular, for dyeing paper.Type: GrantFiled: March 29, 1991Date of Patent: September 1, 1992Assignee: Ciba-Geigy CorporationInventor: Willy Stingelin
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Patent number: 5049189Abstract: A liquid dyestuff, useful as a major component of a ballpoint ink is prepared. A dye base, having both a sulfonic acid group and an azo group bonded to the same aromatic ring system, is provided in the aqueous phase of a two-phase system in which the organic phase is about 30 percent or more benzyl alcohol. In this two-phase system, the dye base is complexed with a diaryl quanidine, and the resulting dye concentrates in the organic solvent phase.Type: GrantFiled: February 2, 1990Date of Patent: September 17, 1991Assignee: Morton International, Inc.Inventors: Michael R. Friswell, Michael P. Hinton, Alejandro Zimin
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Patent number: 4995885Abstract: Concentrated dye solutions of the formula (1) shown in claim 1 are described.The dye solutions are notable for a long shelf life and are suitable in particular for dyeing paper.Type: GrantFiled: November 13, 1989Date of Patent: February 26, 1991Assignee: Ciba-Geigy Corp.Inventor: Hans Morawietz
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Patent number: 4980459Abstract: The invention describes a process for the preparation of formulations of water-insoluble to sparingly soluble azo dyes by simultaneous diazotization and coupling in a single step reaction, filtering the dye dispersion and, if desired, drying the dyestuff, which process comprises carrying out said simultaneous diazotization and coupling by intimately mixing the aqueous solution or suspension of the reactants, in the presence of one or more surface-active agents, concentrating the dilute dye dispersion by membrane separating methods, and at the same time at least partially removing salt and/or acid from the dispersion and converting it into a storage stable liquid formulation or, by drying, into a solid dye formulation.Type: GrantFiled: August 14, 1989Date of Patent: December 25, 1990Assignee: Ciba-Geigy CorporationInventors: Alberto Rabassa, Beat Bruttel
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Patent number: 4917705Abstract: The invention relates to a process for dyeing or printing natural or synthetic polyamide fiber materials which comprises dyeing or printing these fiber materials with reactive dyes of the formula ##STR1## where each M is a cation, R.sub.1 and R.sub.2 are independently of each other hydrogen or C.sub.1 -alkyl, and X.sub.1 and X.sub.2 are independently of each other .alpha.,.beta.-dibromopropionyl, .alpha.-bromoacryloyl, chloroacetyl or a mono-, di- or trihalopyrimidinyl radical.Type: GrantFiled: September 21, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy Corp.Inventors: Dieter Mausezahl, Peter Loew
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Patent number: 4840642Abstract: Compounds of the formula ##STR1## and salts thereof, useful for dyeing and printing hydroxy group - or nitrogen-containing organic substrates, for example, leather and fibrous materials containing or consisting of natural or synthetic polyamides or natural or regenerated cellulose; preferably textile material containing or consisting of cotton which is preferably dyed using the exhaust dyeing method.Type: GrantFiled: September 4, 1987Date of Patent: June 20, 1989Assignee: Sandoz Ltd.Inventors: Gunther Auerbach, Helmut A. Moser
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Patent number: 4647286Abstract: Reactive dyes of the formula ##STR1## in which M is twice-coupled 1-amino-8-hydroxynaphthalene-3,6-disulfonic acid, 1-amino-8-hydroxynaphthalene-4,6-disulfonic acid, 1-amino-8-hydroxynaphthalene-4-sulfonic acid or 2-amino-5-hydroxynaphthalene-7-sulfonic acid, A and B, independently of each other, are each sulfophenylene or sulfonaphthylene which can be further substituted, and X.sub.1 and X.sub.2 are each a 2,4-difluoro-5-chloropyrimid-6-yl radical, subject to the condition that A and B together contain at least 3 sulfo groups, are particularly suitable for dyeing and printing cellulose-containing fibre materials and produce, in high dyeing yield, dyeings and prints having good fastness properties.Type: GrantFiled: August 20, 1985Date of Patent: March 3, 1987Assignee: Ciba-Geigy CorporationInventor: Karl Seitz
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Patent number: 4631065Abstract: The invention relates to reactive dyes of the formula ##STR1## wherein D is the radical of a dye of the monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, each of R.sub.1 and R.sub.2 independently is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.4 alkyl radical, X.sub.1 is an unsubstituted or substituted aminofluoro-s-triazine radical, and X.sub.2 is a heterocyclic reactive radical which is attached direct to the radical D through the --N(R.sub.2) bridge member, excepting an unsubstituted or substituted aminofluoro-s-triazine.These dyes are particularly suitable for dyeing and printing cellulosic fibre material by the cold pad-batch method and give dyeings and prints of good fastness properties and high tinctorial strength.Type: GrantFiled: August 20, 1985Date of Patent: December 23, 1986Assignee: Ciba-Geigy CorporationInventors: Karl Seitz, Peter Scheibli, Herbert Seiler
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Patent number: 4421601Abstract: A dyestuff of the formula ##STR1## wherein X.sub.1 denotes amino, cyanamino, acetylamino, guanidino, ureido or hydroxyl;Y.sub.1 and Z.sub.1 denote hydroxyl or amino, with the proviso that at most 2 of the 3 radicals X.sub.1, Y.sub.1 and Z.sub.1 denote hydroxyl;R.sub.1 represents hydrogen, nitro, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, nitrile, C.sub.1 -C.sub.4 -alkylsulphonyl, trifluoromethyl, phenylsulphonyl, benzylsulphonyl, phenoxy, carbo-C.sub.1 -C.sub.4 -alkoxy, carbophenoxy, carbonamido, C.sub.1 -C.sub.4 -alkylcarbonylamino, benzoylamino, sulphonamido, or carbonamido or sulfonamide mono-substituted or disubstituted by C.sub.1 -C.sub.4 -alkyl, phenyl, or benzyl; andR.sub.2 and R.sub.3 represent hydrogen; chlorine C.sub.1 -C.sub.4 -alkyl, carbo-C.sub.1 -C.sub.4 -alkoxy, carbonamido; carbonamido mono-substituted or disubstituted by C.sub.1 -C.sub.4 -alkyl, phenyl, or benzyl, or C.sub.1 -C.sub.4 -alkoxyand a process for coloring substrates using such dyestuff.Type: GrantFiled: January 3, 1978Date of Patent: December 20, 1983Assignee: Bayer AktiengesellschaftInventors: Gunter Stephan, Karl H. Schundehutte
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Patent number: 4389215Abstract: Anthraquinone-azomethine compounds of the formula ##STR1## or of the tautomeric formula ##STR2## or of the tautomeric formula ##STR3## in which A denotes an anthraquinone radical which is free from sulphonic acid groups and optionally further substituted and which preferably consists of at most 5 fused rings,R.sub.1 denotes hydrogen, C.sub.1 -C.sub.4 -alkyl, hydroxy-C.sub.1 -C.sub.4 -alkyl, optionally substituted phenyl, carboxyl, carboxylic acid, C.sub.1 -C.sub.4 -alkyl ester or hydroxyl,R.sub.2 denotes hydrogen, halogen, nitro, cyano, optionally substituted carbamoyl or optionally substituted sulphamoyl, sulphonic acid C.sub.1 -C.sub.4 -alkyl ester, sulphonic acid aryl ester, C.sub.1 -C.sub.4 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, optionally substituted benzoyl, alkyl or optionally substituted phenyl sulphone, or a hetero-aromatic radical, for example a radical of the formula ##STR4## or of the formula ##STR5## or of the formula ##STR6## R.sub.Type: GrantFiled: September 24, 1981Date of Patent: June 21, 1983Assignee: Bayer AktiengesellschaftInventors: Rutger Neeff, Meinhard Rolf, Walter Muller
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Patent number: 4314818Abstract: Compounds of the formula ##STR1## in which R.sub.1 is hydrogen or methyl,either R.sub.2 is hydrogen; C.sub.1-6 alkyl; C.sub.1-4 alkyl monosubstituted by halo or phenyl; C.sub.2-4 alkyl monosubstituted in the 2-, 3- or 4-position by hydroxy or C.sub.1-2 alkoxy; C.sub.5-7 cycloalkyl; C.sub.5-7 cycloalkyl substituted by one to three C.sub.1-4 alkyl groups; phenyl; phenyl substituted by one or two substituents selected from the group consisting of halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; or --CH.sub.2 CH.sub.2 SO.sub.3 H, andR.sub.3 is hydrogen or C.sub.1-6 alkyl,or R.sub.2 and R.sub.3, together with the nitrogen atom to which they are bound, form a 5- or 6-membered saturated heterocyclic ring,and mixtures thereof, which compounds are in free acid or salt form, useful for dyeing and printing hydroxy group-containing and amido group-containing organic substrates such as natural and synthetic polyamides (e.g., wool, silk and nylon) and natural and regenerated cellulose (e.g., cotton, viscose and spun rayon).Type: GrantFiled: August 11, 1980Date of Patent: February 9, 1982Assignee: Sandoz Ltd.Inventor: Alfred Courtin
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Patent number: 4276045Abstract: A process for dyeing and printing cellulosic textile material, wherein the dye used is a compound of the general formula I ##STR1## where K is a radical of the formula ##STR2## one of the radicals X and Y is a C.sub.2 -C.sub.19 -carboxylic acid ester group, a C.sub.3 -C.sub.19 -carboxamide group, a C.sub.4 -C.sub.18 -sulfonamide group, a C.sub.4 -C.sub.8 -alkylsulfone group, a C.sub.6 -C.sub.8 -arylsulfone group or a sulfonic acid aryl ester group andthe remaining substituents X, Y and Z are hydrogen, bromine or methyl andY may also be nitro,A is cyano or carbamyl,B.sup.1, B.sup.2 and B.sup.3 independently of one another are aliphatic, cycloaliphatic, araliphatic or aromatic radicals, ##STR3## is a saturated heterocyclic radical, R is hydrogen or C.sub.1 -C.sub.3 -alkyl,one of the radicals T is a radical of the formula ##STR4## and the other radical T is hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl.Type: GrantFiled: June 30, 1980Date of Patent: June 30, 1981Assignee: BASF AktiengesellschaftInventors: Werner Juenemann, Gunther Lamm, Hermann Loeffler