Plural Acyclic Chalcogens Bonded Directly To The Hetero Ring At The Two Positions Adjacent To The Ring Nitrogen Patents (Class 534/772)
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Patent number: 4952677Abstract: Reddish-brown to yellow shade colorants suitable for ribbon and ball point inks are produced from the glassy waste by-product of pararosaniline manufacture by slurrying the residue in mineral acid, diazotizing, and coupling. the resulting colorants are useful in preparing inks.Type: GrantFiled: September 15, 1988Date of Patent: August 28, 1990Assignee: BASF CorporationInventors: Floyd G. Spence, Louis R. de Alvare, Robert J. Allen
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Patent number: 4918169Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.Type: GrantFiled: August 19, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4880431Abstract: A monoazo compound of the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, R.sub.4 is alkyl or carboxy, A is ##STR2## in which R.sub.5 is hydrogen, methyl, methoxy, ethoxy, sulfo or carboxy, X is hydrogen or sulfo, n is 0 or 1, and the asterisked linkage bonds to the azo group, B.sub.1 and B.sub.2 are independently phenylene or naphthylene, W is hydrogen, carbamoyl, sulfoalkyl, cyano, sulfo, chloro or bromo, and Y.sub.1 and Y.sub.2 are independently --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing hydroxy group- or carbonamide group-containing materials in a deep yellow color excellent in various fastness properties such as light fastness, perspiration-light fastness and chlorine fastness.Type: GrantFiled: December 8, 1987Date of Patent: November 14, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
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Patent number: 4826505Abstract: A monoazo pyridone compound of the following formula, ##STR1## wherein X is a member selected from hydrogen, halogeno, alkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, aralkoxycarbonyl, alkylsulfonyl, arylsulfonyl, carbamoyl, sulfamoyl or cyano, and R is alkyl, alkenyl, cycloalkyl, phenyl or anilino, with the provisos that X is a member selected from those defined above except for hydrogen, chloro, methyl and methoxy when R is ethyl, and X is a member selected from those defined above except for alkyl when R is iso-butyl, which is stable under dyeing conditions, and useful for dyeing hydrophobic fiber materials to give dyed products of a deep, fast and brilliant color of greenish yellow to orange.Type: GrantFiled: February 8, 1988Date of Patent: May 2, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Masao Nishikuri, Kiyoyasu Hashimoto, Hideo Hattori
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Patent number: 4795807Abstract: Azo disperse dyestuffs are prepared by diazotization and coupling in an aqueous phase, the coupling being carried out in the presence of an ester of a lower aliphatic carboxylic acid.Type: GrantFiled: March 30, 1987Date of Patent: January 3, 1989Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Friedrich Schophoff, Wolf Weidemuller
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Patent number: 4785083Abstract: Mixtures comprising at least two dyes of formula I ##STR1## where R is unsubstituted linear C.sub.3-7 alkyl, with the proviso that at least two different dyes of formula I are each present to the extent of at least 10 mole %, based on the total molar quantity of dyes present, which are useful for dyeing and printing synthetic and semi-synthetic high molecular weight, hydrophobic organic substrates, particularly for rapid dyeing.Type: GrantFiled: December 27, 1982Date of Patent: November 15, 1988Assignee: Sandoz Ltd.Inventor: Ulrich Zirngibl
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Patent number: 4772292Abstract: A dyestuff mixture for coloring synthetic fibers a yellow color contains as component A a dyestuff of the formula ##STR1## and as component B a different yellow disperse dyestuff species.Type: GrantFiled: November 30, 1987Date of Patent: September 20, 1988Assignee: Cassella AktiengesellschaftInventors: Manfred Hahnke, Ulrich Buhler, Albert Bode
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Patent number: 4764599Abstract: Sulfo-free compounds of the formula ##STR1## where R is hydrogen or C.sub.1 -C.sub.4 -alkyl andK.sup.1 and K.sup.2 independently of one another are a radical of a coupling component, and the rings A and B may furthermore be monosubstituted or polysubstituted by fluorine, chlorine, bromine, nitro, methyl, trifluoromethyl, ethyl, acetyl, benzoyl, a carboxylic ester group, unsubstituted or substituted carbamyl or sulfamyl, an aryl sulfonate group, C.sub.1 -C.sub.4 -alkylsulfonyl, unsubstituted or substituted phenylsulfonyl, cyano or acylamino or a fused ring, are very useful as pigments for coloring printing inks, surface coatings or plastics.Type: GrantFiled: September 30, 1986Date of Patent: August 16, 1988Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Erwin Hahn
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Patent number: 4739042Abstract: Halftone gravure printing inks containing pyridone azo dyestuffs wherein the dyestuffs are obtained by reacting a pyridone dyestuff of the formula ##STR1## with a dicarboxylic or polycarboxylic acid or a pyridone azo dyestuff of the formula ##STR2## with a dihydroxy or polyhydroxy compound.Type: GrantFiled: August 4, 1986Date of Patent: April 19, 1988Assignee: Bayer AktiengesellschaftInventors: Manfred Lorenz, Artur Haus
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Patent number: 4711954Abstract: Azo dyestuffs which contain at least one water-solubilizing group and have the formula ##STR1## wherein K stands for the radical of a coupling component,R.sub.1 stands for CN, COOX, CONXY or COZ,R.sub.2 stands for hydrogen, halogen, CN, alkyl or aryl,R.sub.3 stands for alkyl or aryl,X stands for H, alkyl, alkenyl, cycloalkyl, aryl or aralkyl andY stands for H or alkyl andZ stands for alkyl or aryl,are highly suitable for dyeing polyamide fibres. The resulting dyeings are distinguished by good all-round fastness properties.Type: GrantFiled: March 4, 1986Date of Patent: December 8, 1987Assignee: Bayer AktiengesellschaftInventors: Holger Heidenreich, Gerhard Wolfrum
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Patent number: 4704452Abstract: Monoazo compounds of the formula ##STR1## in which one of the two substituents R.sub.1 or R.sub.2 or both substituents are C.sub.3 -C.sub.8 -alkyl or a group of the formula ##STR2## in which R.sub.3 and R.sub.4 are independently of each other hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl and the other of the two substitutents R.sub.1 or R.sub.2, when the two are not C.sub.3 -C.sub.8 -alkyl or a group of the formula (1a), is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl, and KK is the radical of a coupling component which is free of water-solubilizing groups the two described. These compounds can be used as dyes for dyeing or printing for example polyester fibre materials.Type: GrantFiled: December 19, 1985Date of Patent: November 3, 1987Assignee: Ciba-Geigy CorporationInventor: Peter Liechti
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Patent number: 4686285Abstract: (i) Metal-free compounds of the formula ##STR1## (ii) tautomers thereof, (iii) 1:1 and 1:2 metal complexes of (i) and (ii),(iv) salts of (i), (ii), and (iii), and(v) mixtures of (i), (ii), (iii), and (iv),wherein the symbols are as defined in the Specification, are useful as dyes for, for example, polymers and copolymers of acrylonitrile, polyesters modified to contain acid groups, polyamides such as wool, leather, cotton, bast fibers such as hemp, flax, sisal jute, coir and straw, regenerated cellulose, glass fibers and paper (those wherein R.sub.o is other than hydrogen) or as intermediates for the synthesis of dyes.Type: GrantFiled: February 8, 1985Date of Patent: August 11, 1987Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4668774Abstract: Novel dye salts of anionic dyes of the general formula I ##STR1## where F is a radical of an anionic dye, n is 1, 2, 3 or 4, and B.sup.1 and B.sup.2 independently of one another are each unsubstituted or substituted branched alkyl or alkyl-substituted cycloalkyl having a total of 10 to 36 carbon atoms, are very useful for dyeing solvents, printing inks or polymeric film-forming materials.Type: GrantFiled: April 23, 1985Date of Patent: May 26, 1987Assignee: BASF AktiengesellschaftInventors: Hermann Loeffler, Rainer Dyllick-Brenzinger
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Patent number: 4652633Abstract: Compounds useful for dyeing nylon, wool, and leather, having the formula: ##STR1## wherein X.sup.1 is chlorine, bromine, methyl or trifluoromethyl, Y.sup.3 is chlorine or bromine, and K.sup.1 is a radical of the formula ##STR2## where R.sup.3 is C.sub.2 to C.sub.4 hydroxyalkyl, methoxyethyl or methoxypropyl.Type: GrantFiled: February 15, 1985Date of Patent: March 24, 1987Assignee: BASF AktiengesellschaftInventor: Gunther Lamm
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Patent number: 4632983Abstract: Compounds of the general formula I ##STR1## where R is hydrogen or an aliphatic, alkenyl, cycloaliphatic, araliphatic, aromatic or heteroaromatic radical, R.sup.1 is hydrogen, amino, hydroxyl or C.sub.1 -C.sub.3 -alkyl, R.sup.2 is hydrogen, unsubstituted or substituted alkyl, allyl, aralkyl or aryl or alkylamino or arylamino, X is hydrogen, chlorine, bromine, nitro, methyl, phenoxy, tolyloxy, dimethylphenoxy, chlorophenoxy or C.sub.1 -C.sub.8 -alkoxy, Y is hydrogen, chlorine or bromine, and Z is hydrogen, acetyl, carbamyl or cyano, are useful for dyeing and/or printing textile material.Type: GrantFiled: December 5, 1983Date of Patent: December 30, 1986Assignee: BASF AktiengesellschaftInventor: Gunther Lamm
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Patent number: 4617382Abstract: The present invention relates to novel chromium complex dyes of the formula ##STR1## wherein Z is hydrogen, chloro, bromo, nitro, lower alkyl or acylamino;L is H.sub.Type: GrantFiled: April 13, 1983Date of Patent: October 14, 1986Assignee: Ciba-Geigy CorporationInventors: Gerhard Back, Fabio Beffa, Arthur Buhler
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Patent number: 4602084Abstract: Monoazo dyes of the formula ##STR1## in which K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, and R is a ##STR2## --CO--R.sub.2 or --SO.sub.2 --O--R.sub.2 group in which R.sub.1 is hydrogen or C.sub.1-4 -alkyl and R.sub.2 is a substituted or unsubstituted monosulfo-C.sub.1-12 -alkyl radical, a substituted or unsubstituted monosulfophenyl, disulfophenyl, monosulfonaphthyl or disulfonaphthyl radical, and X and Y, independently of each other, are hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, halogen, C.sub.2-6 -alkanoylamino, C.sub.1-5 -alkylsulfonylamino or a substituted or unsubstituted phenyl or phenoxy radical, produce dyeings on polyamide material which have good light and wet fastness properties.Type: GrantFiled: July 8, 1983Date of Patent: July 22, 1986Assignee: Ciba-Geigy CorporationInventor: Rudolf Hurter
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Patent number: 4559296Abstract: New dyes corresponding to the following general formula: ##STR1## wherein the substituents are as defined in the specification, are suitable for use in photographic recording materials.Type: GrantFiled: April 25, 1984Date of Patent: December 17, 1985Assignee: Agfa-Gevaert AktiengesellschaftInventors: Peter Bergthaller, Lothar Rosenhahn, Karl J. Herd, Hauke Fuerstenwerth, Rudolf Stolzenburg
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Patent number: 4514226Abstract: A colorant of the formula: ##STR1## wherein R.sub.1 R.sub.2 and R.sub.3 independently of one another are each C.sub.1 -C.sub.18 -alkyl, C.sub.1 -C.sub.18 -alkenyl, C.sub.4 -C.sub.9 -alkoxyalkyl, C.sub.4 -C.sub.9 -aryloxyalkyl, C.sub.9 -C.sub.11 -aralkoxyalkyl, C.sub.7 -C.sub.11 -aralkyl, C.sub.4 -C.sub.13 -acyloxyalkyl, C.sub.6 -C.sub.14 -alkoxycarbonyloxyalkyl, C.sub.6 -C.sub.12 -alkylaminocarbonyloxyalkyl or C.sub.4 -C.sub.9 -dialkylaminoalkyl, with the proviso that the sum of the carbon atoms of the radicals R.sup.1 to R.sup.3 is from 14 to 36 and the sum of the ether oxygen atoms in these radicals ranges from 0 to 2. The present dye compound is useful in the coloring of coating compositions, organic solvents and mineral oil products.Type: GrantFiled: March 10, 1982Date of Patent: April 30, 1985Assignee: BASF AktiengesellschaftInventor: Hermann Leoffler
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Patent number: 4491544Abstract: A compound having the formula (I): ##STR1## wherein D is a radical of a heterocyclic or aromatic component selected from the group of aniline, anthraquinone, phthalimide or aminobenzene radicals, wherein the radical is unsubstituted or is substituted by fluorine, chlorine, bromine, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, trifluoromethyl, cyano, C.sub.1 -C.sub.4 -alkylsulfonyl, carboxylic acid ester groups, carbamyl, sulfamyl, 1,3,4- or 1,2,4-oxadiazolyl or acylamino groups; X is CO-- or --SO.sub.2 --; and R is an aliphatic, aromatic or heterocyclic radical selected from the group of C.sub.1 -C.sub.Type: GrantFiled: August 18, 1982Date of Patent: January 1, 1985Assignee: BASF AktiengesellschaftInventors: Volker Radtke, Heinrich Kowarsch, Erwin Hahn, Peter Hauser
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Patent number: 4487719Abstract: This invention concerns azo dyes having the general formula ##STR1## and their preparations in which X, Y and Z are H or any of a variety of substituents, provided that at least one of X and Y must always be a substituent selected from --CN, --NO.sub.2, --CHO, and other selected groups specified herein, and A is the residue of an aniline, tetrahydroquinoline or benzomorpholine type disperse dye coupling component. These dyes which are unexpectedly non-photochromic produce red to blue shades on polyester fibers and exhibit one or more improved properties such as dyeability, dye exhaustion rate, light fastness, non-blooming, pH stability, build, fastness to ozone and nitrogen oxide, crock and wash fastness, migration, transfer, and pH stability on polyester and other fibers including cellulose ester.Type: GrantFiled: February 17, 1983Date of Patent: December 11, 1984Assignee: Eastman Kodak CompanyInventor: Max A. Weaver