Azo Dye Patents (Class 8/437)
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Patent number: 4518391Abstract: Compounds of the formula ##STR1## wherein D is ##STR2## wherein R.sub.1 is H or SO.sub.3 H, andR.sub.2 is H, halo, CH.sub.3, OCH.sub.3 or --NHCOCH.sub.3, andY is ##STR3## wherein R.sub.3 is H or ##STR4## R.sub.5 is C.sub.1-4 alkyl or monosubstituted by chloro, cyano orhydroxy, C.sub.1-4 alkyl, andR.sub.6 is halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,and mixtures of such compounds, which compounds are in free acid or salt form, are useful for dyeing or printing hydroxy group- or nitrogen-containing organic substrates, particularly leather and textiles containing or consisting of natural or synthetic polyamides or of natural or regenerated cellulose, especially textile materials containing or consisting of cotton.Type: GrantFiled: September 12, 1983Date of Patent: May 21, 1985Assignee: Sandoz Ltd.Inventor: Guenther Auerbach
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Patent number: 4514188Abstract: Use of mono-copper complexes of dyestuffs of the formula ##STR1## wherein X is H or SO.sub.3 H andR is H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, halogen or sulpho,and of mixtures thereof with the bis-copper complexes of (II) in amounts of up to 50% by weight, for dyeing natural and synthetic materials, in particular cellulose materials, leather, wool and polyamide.Type: GrantFiled: October 3, 1983Date of Patent: April 30, 1985Assignee: Bayer AktiengesellschaftInventors: Martin Michna, Hermann Henk
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Patent number: 4509948Abstract: Cationic dyestuffs of the general formula ##STR1## wherein D is the radical of a diazo component free of anionic groups,X is a radical of the formula COCH.sub.3, CN, COOCH.sub.3, COOC.sub.2 H.sub.5, CONH.sub.2 or COC.sub.6 H.sub.5,R.sub.1 and R.sub.2 independently of each other are hydrogen or a nonionic substituent andR.sub.3, R.sub.4 and R.sub.5 independently of one another are alkyl, alkenyl or aralkyl, orR.sub.3 and R.sub.4, together with the nitrogen to which they are bonded, form a 5- or 6-membered heterocyclic ring,n is 1 or 2 andAn.sup.(-) is an anion, andwherein the cyclic and acyclic radicals can in turn be substituted, are used for dyeing synthetic and natural cationically dyeable materials, such as cotton, paper, leather, polyacrylnitrile or acid-modified polyester or polyamide fibres.Type: GrantFiled: August 5, 1983Date of Patent: April 9, 1985Assignee: Bayer AktiengesellschaftInventors: Peter Wild, Frank-Michael Stohr
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Patent number: 4507125Abstract: The dyes of the formula I given in claim 1 are suitable for dyeing furs and especially leather.They are preferably used in admixture with one or more suitable yellow, blue or red dyes for dyeing leather in dark shades.Type: GrantFiled: October 26, 1983Date of Patent: March 26, 1985Assignee: Ciba-Geigy CorporationInventors: Alois Puntener, Josef Koller
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Patent number: 4507124Abstract: The dyes of the formula I ##STR1## in which Me is cobalt or chromium, A and A' independently of each other are each the radical of an amine of the benzene series which carries the hydroxyl group in the o-position relative to the azomethine group, Ar.sub.1 and Ar.sub.3 independently of each other are each a substituted or unsubstituted phenylene or naphthylene radical, Ar.sub.2 and Ar.sub.4 independently of each other are each a substituted or unsubstituted benzene or naphthalene radical, m and n independently of each other are each 0 or 1, p is an integer from 3 to 6 and Ka.sym. is a cation, are suitable for dyeing polyamides, particularly wool and leather.Type: GrantFiled: June 20, 1983Date of Patent: March 26, 1985Assignee: Ciba-Geigy CorporationInventors: Alois Puntener, Fabio Beffa
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Patent number: 4502860Abstract: Dyes of the formula I ##STR1## in which A, B, C, D, E, F, Z, Z', X, X', n, n.sub.1, n.sub.2 and n.sub.3, p and Ka.sup..sym. are as defined in claim 1, are particularly suitable for dyeing wool or polyamide and especially leather.Type: GrantFiled: June 20, 1983Date of Patent: March 5, 1985Assignee: Ciba-Geigy CorporationInventor: Gerhard Back
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Patent number: 4502862Abstract: Cationic polyazo dyestuffs which can be obtained by reacting diaminobenzene derivatives of the general formula ##STR1## wherein R represents hydrogen, C.sub.1 - to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -alkoxy or halogen,if appropriate in a mixture with up to 30% of aromatic monoamines of the formula ##STR2## wherein R.sup.2 represents hydrogen, C.sub.1 - to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -alkoxy, halogen or C.sub.1 - to C.sub.4 -acylamino and n represents 1 to 3,with 0.5 to 0.75 mole of a salt or ester of nitrous acid per mole of diamine and then with 1 to 4 moles of an alkylene oxide of the formula ##STR3## wherein R.sup.3 represents hydrogen or an optionally hydroxyl-, alkoxy- or halogen-substituted C.sub.1 - to C.sub.4 -alkyl radical,are used--preferably in the form of their solutions--for dyeing paper, leather and anionically modified synthetic fibres.Type: GrantFiled: January 16, 1984Date of Patent: March 5, 1985Assignee: Bayer AktiengesellschaftInventor: Roderich Rave
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Patent number: 4486196Abstract: Chrome-complex dyes of the formula (I) ##STR1## wherein the phenyl groups A and B independently of one another are each unsubstituted or are mono- or disubstituted by chlorine, methyl, ethyl, methoxy or ethoxy, and wherein Me.sup..sym. is a cation.The dyes are suitable for dyeing nitrogen-containing materials, particularly for dyeing wool in orange shades.Type: GrantFiled: January 16, 1984Date of Patent: December 4, 1984Assignee: Ciba-Geigy CorporationInventor: Alois Puntener
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Patent number: 4453942Abstract: The dyes of the formula I given in claim 1 are suitable for dyeing furs and in particular leather.They are preferably used in admixture with a blue dye and a red dye for the trichromatic dyeing of leather.Type: GrantFiled: December 10, 1982Date of Patent: June 12, 1984Assignee: Ciba-Geigy CorporationInventor: Alois Puntener
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Patent number: 4452602Abstract: A mixture of at least three selected 1:2 chromium or 1:2 cobalt complex dyes of different colors and belonging to the azo or azomethine series is used for dyeing leather and furs. The mixtures of dyes make it possible for the first time to dye leather by the trichromatic process.Type: GrantFiled: March 19, 1982Date of Patent: June 5, 1984Inventors: Alois Puntener, Josef Koller, Fabio Beffa
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Patent number: 4443225Abstract: The lyotropic, liquid-crystalline, aqueous phase of a reactive dyestuff of the formula ##STR1## wherein M.sym. represents H.sym. or an alkali metal cation (preferably Na.sym., K.sym. or Li.sym.) andR is a fibre-reactive groupingpresent in water at room temperature in a concentration of 10-25%, if appropriate in the presence of concentration-increasing additives and/or buffer substances, is highly suitable for preparing dyebaths and print pastes for application to natural and synthetic substrates, in particular cotton, wool, regenerated cellulose, paper and leather.Type: GrantFiled: November 23, 1982Date of Patent: April 17, 1984Assignee: Bayer AktiengesellschaftInventors: Joachim Wolff, Karlheinz Wolf, Jochen Koll, Reinhold Hornle, Hans-Heinz Molls, Volker Paulat
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Patent number: 4427411Abstract: The dyes of the formula I indicated in patent claim 1 are suitable for dyeing furs and especially leather.They are preferably used as a mixture with a red dye and a yellow dye for dyeing leather by the trichromatic process.Type: GrantFiled: March 19, 1982Date of Patent: January 24, 1984Assignee: Ciba-Geigy CorporationInventor: Alois Puntener
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Patent number: 4425133Abstract: The dyes of the formula I indicated in patent claim 1 are suitable for dyeing furs and especially leather. They are preferably used as a mixture with a blue dye and a yellow dye for dyeing leather by the trichromatic process.Type: GrantFiled: March 19, 1982Date of Patent: January 10, 1984Assignee: Ciba-Geigy CorporationInventor: Alois Puntener
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Patent number: 4405329Abstract: Concentrated fluid formulations of textile dyes, leather dyes or paper dyes, comprising(1) metal-free dyes,(2) non-ionic compounds having a hydrotropic action, at least one of components (3) or (4), component(3) being a reaction product of a fatty acid having 8 to 22 carbon atoms and 1 to 2 mols of diethanolamine, and component(4) being a compound of the formula ##STR1## in which R is an aliphatic hydrocarbon radical having 8 to 22 carbon atoms or a cycloaliphatic, aromatic or aliphatic-aromatic hydrocarbon radical having 10 to 22 carbon atoms, R.sub.1 is hydrogen or methyl, A is --O-- or ##STR2## X is the acid radical of an inorganic, oxygen-containing acid, the acid radical of a polybasic carboxylic acid or a carboxyalkyl radical and m is a number from 1 to 50,(5) water, a water-soluble organic solvent having a boiling point of at least 80.degree. C.Type: GrantFiled: June 1, 1981Date of Patent: September 20, 1983Assignee: Ciba-Geigy CorporationInventors: Heinz Abel, Paul Hugelshofer
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Patent number: 4402701Abstract: Leather dyeing agents, which can be obtained by concentrating, by means of a membrane separation process, the mother liquors, which are produced in the salting-out process in the preparation of organic dyestuffs which are water-soluble or which contain groups imparting water-solubility, the mother liquors having an extinction in the absorption maximum which is .gtoreq.500, with a layer thickness of 10 cm, and by drying the concentrate, if appropriate.Type: GrantFiled: September 21, 1981Date of Patent: September 6, 1983Assignee: Bayer AktiengesellschaftInventors: Harald Gleinig, Hans-Heinz Molls, Jochen Koll, Gottfried Dick, Reinhold Hornle, Friedrich Kunert
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Patent number: 4398911Abstract: What is disclosed are improved methods for the preparation of leather wherein, in one or more steps for preparing leather from animal skins or hides, including beamhouse operations such as soaking, dehairing, opening of the hide structure, deliming, bating, pickling, and degreasing to prepare dehaired tannable hides from animal skins or hides, and including subsequent tanning, retanning, and dying steps performed on said tannable hides, a thickening agent is added to at least one of the treating baths involved in such method steps.Type: GrantFiled: March 3, 1982Date of Patent: August 16, 1983Assignee: Rohm GmbHInventors: Max May, Rolf Monsheimer, Ernst Pfleiderer
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Patent number: 4374064Abstract: Compounds of the formula ##STR1## in which A--X-- is the radical of a diazo component,X-- is ortho to the azo group and is a metallizable substituent or a substituent convertible to a metallizable group,Y is --OH or --NH.sub.2,Z is methyl or carboxy,R is hydrogen, halogen, methyl or sulpho,andB is the radical of a coupling component of the heterocyclic, acyclic active methylene or monocyclic benzene series, which coupling component of the monocyclic benzene series contains an amino and/or hydroxy group which groups may be alkylated or acylated, and--N.dbd.N--B is bound to the 3- or 4-position of ring D,which compounds contain at least one water-solubilizing group,and metal complexes thereof, with the proviso that when the compounds are unmetallized, B is other than amonocyclic benzene coupling component radical. The metal complexes are useful as dyes for the dyeing and printing of anionic dyeable.Type: GrantFiled: April 28, 1980Date of Patent: February 15, 1983Assignee: Sandoz Ltd.Inventor: Heinz Wicki
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Patent number: 4367172Abstract: Compounds of the formula ##STR1## wherein F is the residue of a monoazo or disazo compound,each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,whereinQ is linear or branched C.sub.2-6 alkylene,R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl substituted by hydroxy or cyano; C.sub.1-3 alkyl substituted by phenyl or substituted phenyl having 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups, with the proviso that neither R.sub.5 nor R.sub.6 can be hydrogen, orR.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 taken together and with the nitrogen atom to which they are joined form a 5- or 6-membered ring containing at most one further hetero atom, andR.sub.7 is C.sub.1-4 alkyl or benzyl,each Z.sub.1 is independently --CO--, --SO.sub.Type: GrantFiled: December 4, 1980Date of Patent: January 4, 1983Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4363761Abstract: Compounds of the formula ##STR1## wherein F is the residue of a monoazo or disazo compound, each X is independently --NR.sub.2 --Q--NR.sub.3 R.sub.4 or --NR.sub.2 --Q--N.sup..sym. R.sub.5 R.sub.6 R.sub.7,wherein Q is linear or branched C.sub.2-6 alkylene, R.sub.2 is hydrogen or C.sub.1-4 alkyl,each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 is independently hydrogen; C.sub.1-6 alkyl; C.sub.2-6 alkyl substituted by hydroxy or cyano; C.sub.1-3 alkyl substituted by phenyl or substituted phenyl having 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl and C.sub.1-4 alkoxy; C.sub.5-6 cycloalkyl or C.sub.5-6 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups, with the proviso that neither R.sub.5 and R.sub.6 can be hydrogen, orR.sub.3 and R.sub.4 or R.sub.5 and R.sub.6 taken together and with the nitrogen atom to which they are joined from a 5- or 6-membered ring containing at most one further hetero atom, andR.sub.7 is C.sub.1-4 alkyl or benzyl,each Z.sub.1 is independently --CO--, --SO.sub.Type: GrantFiled: December 4, 1980Date of Patent: December 14, 1982Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4358287Abstract: 1:2 Metal complexes of the formula ##STR1## in which each of X.sub.1 and X.sub.2, independently, is --COO-- or --O--,each of B.sub.1 and B.sub.2, independently, is a radical of a coupling component of the benzene or oxyquinoline series,M is a metal capable of forming a 1:2 complex and,each of ##STR2## independently, is the radical of a diazo component of the benzene series, with the proviso that at most one of such diazo component radicals contains a single sulpho group,and mixtures thereof with one or more of the corresponding symmetrical 1:2 metal complexes,which complexes and mixtures of complexes are in free acid or salt form and are useful as anionic dyes for dyeing and printing substrates such as natural and regenerated cellulose, natural and synthetic polyamides, polyurethanes and polymers modified to contain basic groups, especially leather.Type: GrantFiled: April 13, 1981Date of Patent: November 9, 1982Assignee: Sandoz Ltd.Inventors: Heinz Wicki, Claude Vogel
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Patent number: 4338092Abstract: Compounds of the formula ##STR1## in which each of R.sub.1 and R.sub.3, independently, is hydrogen, methyl, methoxy or --NHCOR.sub.6,each of R.sub.2 and R.sub.4, independently, is hydrogen, methyl or methoxy, with the proviso that at least one of R.sub.1 to R.sub.4 is hydrogen,R.sub.5 is hydrogen, 2-, 3- or 4-hydroxy-C.sub.2-4 alkyl, carboxy-C.sub.1-4 alkyl, sulpho-C.sub.1-4 alkyl, sulphophenyl or carboxyphenyl andR.sub.6 is methyl or NH.sub.2, salts thereof,and mixtures of such compounds which compounds and mixtures are useful as reactive dyes for nitrogen-containing and hydroxy group-containing organic substrates such as leather and textile materials comprising or consisting of natural or synthetic polyamides such as wool, silk and nylon and natural or regenerated cellulose such as cotton, viscose and spun rayon.Type: GrantFiled: December 17, 1980Date of Patent: July 6, 1982Assignee: Sandoz Ltd.Inventor: Lukas Schneider
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Patent number: 4318705Abstract: The invention relates to a process for improving the lightfastness of conventionally dyed leathers by treating the leathers before, during or after fatting with alkane and/or chloroalkane sulfonamides in amounts of about 0.1 to 8 weight percent, based on the shaved weight of the leather. Used as alkane sulfonamides and chloroalkane sulfonamides are preferably products with a chain length of about 10 to 35 carbon atoms and a chlorine content of about 10 to 40%. The alkane and/or chloroalkane sulfonamides are advantageously used in aqueous solution or in stable emulsion. A substantial improvement in lightfastness is obtained regardless of the type of the dye, tanning agent, fatting agent or other leather treating agent used.Type: GrantFiled: September 6, 1979Date of Patent: March 9, 1982Assignee: Chemische FabrikInventors: Rudolf Nowak, Kurt Dahmen, Dolf Stockhausen
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Patent number: 4309182Abstract: Liquid finished formulations which are stable to storage and hydrolysis and are based on the lyotropic liquid crystal aqueous phase of the dyestuff of the formula ##STR1## which is present in water in a concentration of 23-35% at room temperature, are outstandingly suitable for the preparation of dyebaths and printing pastes for dyeing cotton, wool, regenerated cellulose, paper and leather.Type: GrantFiled: November 19, 1980Date of Patent: January 5, 1982Assignee: Bayer AktiengesellschaftInventors: Jochen Koll, Volker Paulat, Reinhold Hornle, Hans-Heinz Molls, Konrad Nonn
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Patent number: 4309183Abstract: Liquid finished formulations which are stable to storage and hydrolysis and are based on the lyotropic liquid crystal aqueous phase of the dyestuff of the formula ##STR1## in water in a concentration of 12-35% at room temperature are outstandingly suitable for the preparation of dyebaths and printing pastes for dyeing cotton, wool, regenerated cellulose, paper and leather.Type: GrantFiled: November 19, 1980Date of Patent: January 5, 1982Assignee: Bayer AktiengesellschaftInventors: Jochen Koll, Volker Paulat, Reinhold Hornle, Hans-Heinz Molls, Konrad Nonn
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Patent number: 4285860Abstract: Polyazo dyes which in the form of the free acids correspond to the general formula I ##STR1## where D is the radical of a diazo component, or a radical of the formula ##STR2## n is 0 or 1, R.sup.1 is hydrogen, chlorine, bromine, methyl, ethyl, methoxy, ethoxy, carboxyl, trifluoromethyl, methylsulfonyl, ethylsulfonyl or hydroxysulfonyl,R.sup.Type: GrantFiled: January 16, 1980Date of Patent: August 25, 1981Assignee: BASF AktiengesellschaftInventors: Guenter Hansen, Hans J. Kolbinger, Horst Scheuermann, Georg Zeidler
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Patent number: 4272243Abstract: A process for dyeing grain leather with anionic dyes under the conventional conditions for exhaustion methods, in the presence of two specific surfactants. The combined use of the two surfactants results, in the case of cationically tanned (essentially mineral-tanned) leather, in an improvement in the levelness and dye penetration and in the case of anionically tanned (synthetics-tanned or vegetable-tanned) or retanned leather, in an increase in depth of the color.The two surfactants are(a) an aliphatic alcohol of 9 to 24 carbon atoms oxyethylated with from 3 to 120 ethylene oxide units and(b) an aliphatic amine of 8 to 20 carbon atoms oxyethylated with from 6 to 80 ethylene oxide units,and they are used in a weight ratio of a:b of from 1:4 to 4:1 and in a total amount of from 0.3 to 3%, based on shaved weight.Type: GrantFiled: December 12, 1979Date of Patent: June 9, 1981Assignee: BASF AktiengesellschaftInventors: Dietrich Lach, Rolf Streicher, Franz Feichtmayr
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Patent number: 4266939Abstract: The invention provides dyestuffs of the general formula ##STR1## in which R is hydrogen or an alkyl group having 1 to 6 carbon atoms and R' is an alkyl group having 1 to 6 carbon atoms.Type: GrantFiled: June 4, 1979Date of Patent: May 12, 1981Assignee: Ciba-Geigy CorporationInventors: John D. Hildreth, Anton F. Tschopp, David G. Evans
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Patent number: 4252529Abstract: Water-soluble copper, cobalt and chromium complex monoazo compounds of which the metal-free monoazo compound contains as diazo component an aminophenol or aminonaphthol compound subtituted by a fiber-reactive radical of the vinyl sulfone series, the aminophenol possibly being substituted by a lower alkyl, lower alkoxy, nitro, sulfonic acid group, or a chlorine or bromine atom and the naphthol possibly being substituted by a sulfo group, and as coupling component a 6-sulfonaphthol(8) which may be substituted by a sulfo group in the adjacent aromatic nucleus and must be substituted by the monoamide radical of succinic acid, glutaric acid or adipic acid.Type: GrantFiled: April 24, 1980Date of Patent: February 24, 1981Assignee: Hoechst AktiengesellschaftInventor: Hans H. Steuernagel