Alkylene, Alkenyl, Alkenylene, Alkynyl Or Alkynylene Attached Directly Or Indirectly To A Ring By Nonionic Bonding Patents (Class 534/640)
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Patent number: 10865309Abstract: The present disclosure provides reactive quencher dyes that can be used in the detection and/or quantification of desirable target molecules, such as proteins, nucleic acids and various cellular organelles. These dyes are essentially non-fluorescent but are efficient quenchers of various fluorescent dyes. Also, provided are methods of using the dyes, bio-probes incorporating dyes and methods of using the bio-probes. The quencher dyes described herein are modified to provide beneficial properties.Type: GrantFiled: October 6, 2018Date of Patent: December 15, 2020Assignee: Enzo Biochem, Inc.Inventors: Zaiguo Li, Praveen Pande, Natarajan Raju
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Publication number: 20080039614Abstract: A reactive dyestuff containing an alkylthio-s-triazinyl reactive group of the following formula (I) is disclosed, wherein A, X, Y, Z, R, Q, and a are defined the same as the specification. It is suitable for exhaust dyeing, cold batch-up dyeing and continuous dyeing materials that contain hydroxyl group or nitrogen group fibers.Type: ApplicationFiled: February 15, 2007Publication date: February 14, 2008Applicant: Everlight USA, Inc.Inventors: Wen-Jang Chen, Hsien-Chung Shia, Duncan Adrian Sidney Phillips, John Anthony Taylor
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Publication number: 20040143106Abstract: The present invention relates to a reactive blue dye, and more particularly to a reactive blue dye represented by the following Formula 1, which is effective in black dyeing or printing of polyamide textiles, in particular, nylon fibre, 1Type: ApplicationFiled: September 15, 2003Publication date: July 22, 2004Applicant: KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGYInventors: Sea-Wha Oh, Young-Suk Kim, Jinsoo Kim, Tae Kyung Kim, Sun Il Kim
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Patent number: 6124441Abstract: Described are fiber-reactive, water-soluble monoazo compounds which conform to the hereinbelow indicated and defined general formula (1) and which are capable of dyeing hydroxy- and/or carboxamido-containing material, especially fiber material, such as cellulose fibers, for example cotton or regenerated cellulose fibers, and also wool and synthetic polyamide fibers in high color strength and good fastnesses. ##STR1## where M is hydrogen, an alkali metal or some other salt-forming, colorless metal, D is a 2-sulfophenyl radical which may be additionally substituted by alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfo and/or carboxy or is a 1-sulfonaphth-2-yl radical which may be additionally substituted by sulfo and/or carboxy, and the group --SO.sub.2 --Y is a fiber-reactive group of the vinyl sulfone series.Type: GrantFiled: April 13, 1999Date of Patent: September 26, 2000Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Stefan Ehrenberg, Karl-Josef Herd
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Patent number: 5929217Abstract: Reactive dyes of the formula I ##STR1## where a is 1 or 2,b is 0 or 1,Z.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, nitro, amino, hydroxysulfonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.6 -mono- or dialkylcarbamoyl,A is methylene, carbonyl, sulfonyl or a radical of the formula CH.sub.2 --CO or CH.sub.2 --SO.sub.2,X is a direct linkage or a linker,Y.sup.1 is vinyl or a radical of the formula C.sub.2 H.sub.4 Q where Q is a group which can be eliminated under alkaline conditions,W is in case 1) the radical of a chromophore which may have further reactive groups, or in case 2) the radical of a coupling component to which additionally the radical of a diazo component may be linked via an azo bridge and which may have additional reactive groups, andL.sup.1 and L.sup.2 are each linkers,their intermediates and a process for dyeing or printing substrates having hydroxyl groups or nitrogen atoms using the novel dyes are described.Type: GrantFiled: March 22, 1996Date of Patent: July 27, 1999Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Hermann Loffler, Claus Marschner
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Patent number: 5831041Abstract: A monoazo compound represented by the general formula (I): ##STR1## wherein A represents alkylene which may be substituted or a group: --(CH.sub.2)m--Q.sup.1 --(CH.sub.2)n-- wherein Q.sup.1 is --O--, --S-- or --NR.sup.3 --, m and n are, independently with each other, 2, 3 or 4 and R.sup.3 is hydrogen, alkyl which may be substituted or phenyl which may be substituted; B represents .beta.-carboxyvinyl, alkyl which may be substituted or phenyl which may be substituted; D represents phenylene which may be substituted; X represents aliphatic, aromatic, alicyclic, cyclic or unsubstituted amino; R.sup.1 and R.sup.2 represent, independently with each other, hydrogen or alkyl which may be substituted; and SO.sub.2 Y is a reactive vinyl sulfone group; or a salt thereof, and a process for dyeing or printing fiber materials using said compound. Said process enables red dyeing or printing of hydroxyl group and/or amido group containing organic materials with excellent fixing in deep dyeing.Type: GrantFiled: October 20, 1997Date of Patent: November 3, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Nobutaka Kunimi, Toshiyuki Araki, Yasuyoshi Ueda
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Patent number: 5770707Abstract: A monoazo compound represented by the general formula (I): ##STR1## wherein D is an optionally substituted phenyl or an optionally substituted naphthyl;R and R.sup.1 are hydrogen or an optionally substituted lower alkyl;A is a naphthylene represented by the general formula (A1): ##STR2## m.sub.1 and m.sub.2 are 0 or 1; Y is an aliphatic connecting group Z is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z.sup.1 in which Z.sup.1 is a group removable by the action of an alkali;X is an aliphatic, aromatic, alicyclic, cyclic amino group, etc;and a method for dyeing or printing fiber materials using the monoazo compound.Type: GrantFiled: February 22, 1996Date of Patent: June 23, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshimi Ebiike, Takeshi Washimi, Yasuyoshi Ueda, Takashi Omura
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Patent number: 5710258Abstract: The invention relates to compounds of formula ##STR1## The compounds of formula (1) are suitable as dye for dyeing or printing hydroxyl group-containing or nitrogen-containing fibre materials and give dyeings of prints having good allround fastness properties.Type: GrantFiled: February 5, 1996Date of Patent: January 20, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Jean-Marie Adam, Peter Sutter
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Patent number: 5703215Abstract: A process for the coloration of a substrate, especially a textile, comprising the steps of:(a) applying to the substrate a mixture comprising an aqueous solvent and a water-soluble dye comprising molecules which contain a nucleophilic group and an electrophilic group; and(b) heating or basifying or heating and basifying the dye thereby causing molecules of the dye to join together.Also claimed are dyes, polymers and oligomers.Type: GrantFiled: May 30, 1995Date of Patent: December 30, 1997Assignee: Zeneca LimitedInventors: Andrew Hunter Morris Renfrew, Andrew Paul Shawcross
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Patent number: 5231171Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or nitrogen-containing substrates have the formula ##STR1## where Rg is a radical of the formula ##STR2## Ar is the radical of a benzene or naphthalene ring, Z.sup.1 and Z.sup.2 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano, halogen or hydroxysulfonyl,Z.sup.3, Z.sup.4 and Z.sup.5 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl,U is a group which is detachable under alkaline reaction conditions,X is in case a) the radical of a chromophore or in case b) the radical of a coupling component to which may additionally be attached, via an azo bridge, the radical of a diazo component and which may have additional reactive groups, andL is in case a) a bridge member or in case b) an azo bridge.Type: GrantFiled: December 13, 1991Date of Patent: July 27, 1993Assignee: BASF AktiengesellschaftInventors: Claus Marschner, Matthias Niedenbrueck, Bernd Siegel, Manfred Patsch, Klaus Pandl
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Patent number: 5225595Abstract: Sulfonyl compounds of the formula ##STR1## where Ar is the radical of a benzene or naphthalene ring,R.sup.1 and R.sup.2 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano, halogen or hydroxysulfonyl,R.sup.3 is nitro, amino, C.sub.1 -C.sub.4 -alkanoylamino or benzoylamino, andR.sup.4 is a radical of the formula ##STR2## where X.sup.1, X.sup.2 and X.sup.3 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl, andX.sup.4 is a group which is detachable under alkaline conditions,either in the free form or in the form of their salts, are useful for synthesizing reactive dyes.Type: GrantFiled: November 4, 1992Date of Patent: July 6, 1993Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Claus Marschner, Manfred Patsch
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Patent number: 5095102Abstract: Reactive dyestuffs of the formula ##STR1## in which A=H, halogen, alkyl, alkoxy, acylamino or amino,B=H, alkyl or alkoxy,X=--CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Y, whereY=a radical which can be removed under alkaline conditions andZ=a fibre-reactive radical.Type: GrantFiled: August 13, 1990Date of Patent: March 10, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Rolf Brockmann, Frank-Michael Stohr
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Patent number: 5093483Abstract: Water-soluble monoazo compounds having fiber-reactive dyestuff properties which correspond to the general formula ##STR1## in which M is a hydrogen atom or an alkali metal,D is a group of the general formula (2a), (2b) or (2c) ##STR2## in which R.sup.1 denotes hydrogen, cyano, lower alkyl which is optionally substituted by sulfo, carboxy or sulfato, hydroxy, alkoxy which is optionally subhstituted by sulfo, carboxy, or sulfato, sulfo, carboxy, halogen or denotes a group of the formula (3) ##STR3## in which alk is an alkylene having 2 to 4 carbon atoms,R is sulfo, carboxy, sulfato or phosphato andR.sup.1 is hydrogen, methyl or ethyl,R.sup.2 denotes hydrogen, lower alkoxy, lower alkyl or sulfo,Y is the vinyl group or stands for an ethyl group which contains a subhstituent in the .beta.-position which can be eliminated by alkali,k is the number 1 or 2 andn denotes the number zero or 1.Type: GrantFiled: June 26, 1990Date of Patent: March 3, 1992Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Kurt Hussong
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Patent number: 5003052Abstract: A reactive dye of the formula ##STR1## in which R is a radical of the formula ##STR2## or Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; V is hydrogen or a radicalZ--SO.sub.2 --CH.sub.2 --CH.sub.2 --in which z is as defined above; R.sub.1 is hydrogen or C.sub.1-6 -alkyl; alk, independently of each other, are polymethylene radicals having 2 to 6 C atoms or their branched isomers; K is a benzene, naphthalene or heterocyclic radical; m is 1 to 6, p is 1 to 6 and q is 1 to 6; and the benzene or naphthalene radical A is further unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -acylamino, C.sub.1 -C.sub.4 -alkylamino, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-C.sub.1 -C.sub.Type: GrantFiled: May 11, 1988Date of Patent: March 26, 1991Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5001228Abstract: An azo amide compound of the formula .dbd.N--C(CH.sub.3).sub.2 --CO--NH--R].sub.2 or a hydrate thereof or an acid-addition salt thereof, wherein R is --CH.sub.2 CH.dbd.CH.sub.2, benzyl chloride, picolyl, tetrahydropyridylmethyl and N-piperidinoethyl, is useful as a functional polymerization initiator for polymerizing acrylonitrile, methyl acrylate, styrene, vinyl acetate and other vinyl compounds.Type: GrantFiled: July 26, 1989Date of Patent: March 19, 1991Assignee: Wako Pure Chemical Industries, Ltd.Inventors: Kazuo Shiraki, Tsutomu Miyagawa
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Patent number: 4985043Abstract: Mixtures of monoazo dyes suitable for dyeing and printing hydrophobic fiber materials and mixtures thereof with natural fibers contain one or more dyes of the formula I ##STR1## and one or more dyes of the formula II ##STR2## in which Hal denotes bromo or chloro; R.sup.1 and R.sup.2, independently of one another, denote methyl or ethyl; R.sup.3, R.sup.4, R.sup.5 and R.sup.6, independently of one another, denote linear alkyl having 1 to 4 carbon atoms or alkenyl having 3 or 4 carbon atoms; and R denotes methyl, acetylamino, propionylamino, i-butyrylamino, or n-butyrylamino.Type: GrantFiled: March 15, 1989Date of Patent: January 15, 1991Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Manfred Hahnke, Reinhard Kuhn, Margarete Boos
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Patent number: 4952681Abstract: Compounds of the formula I ##STR1## where X is fluorine, chlorine, bromine, SO.sub.2 E or unsubstituted or substituted hydroxyl or mercapto, E is alkyl, alkenyl, cycloalkyl, aralkyl, aryl, chlorine or unsubstituted or substituted hydroxyl or amino, Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl, T is hydrogen, C.sub.1 -C.sub.4 -alkyl, a radical which can be introduced by electrophilic substitution or a radical of the formula --CH.dbd.B, in which B is a radical of a methylene-active compound or of an amine, and K is a radical of a coupling component, are disclosed. They are useful for dyeing synthetic fibers or plastics.Type: GrantFiled: July 27, 1988Date of Patent: August 28, 1990Assignee: Sandoz AGInventors: Guenter Hansen, Ernst Schefczik, Karl-Heinz Etzbach, Helmut Reichelt, Hermann Loeffler
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Patent number: 4950305Abstract: Hydrophobic textile materials can be dyed or printed with one or more monoazo dyes of the formula ##STR1## in which R.sup.1 is fluoro, chloro or bromo;R.sup.2 is hydrogen or chloro; andR.sup.3 is allyl, alkyl having 1 to 4 carbon atoms, alkoxyalkyl having 2 to 4 carbon atoms in the alkyl portion and 1 to 4 carbon atoms in the alkoxy portion or cyanoalkyl having 2 to 4 carbon atoms.Type: GrantFiled: August 7, 1989Date of Patent: August 21, 1990Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Margareta Boos, Reinhard Kuhn
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Patent number: 4918183Abstract: The invention relates to monoazo dyes of the formula ##STR1## wherein K is the radical of a coupling component of the benzene, naphthalene or heterocyclic series, and R is hydrogen, halogen, carboxy, a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, C.sub.1 -C.sub.6 alkylsulfonyl, phenyl(C.sub.1 -C.sub.4)alkylsulfonyl or naphthyl(C.sub.1 -C.sub.4)alkylsulfonyl or benzoyl radical, which radicals may be further substituted, or is a ##STR2## group, wherein each of R.sub.1 and R.sub.2 independently of the other is hydrogen or a C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical, which radicals may be further substituted, and wherein X is hydrogen, halogen or a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino or C.sub.1 -C.sub.6 alkylsulfonylamino radical, which radicals may be further substituted.These dyes give dyeings of good light- and wetfastness properties on polyamide material.Type: GrantFiled: October 24, 1985Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Rudolf Hurter
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Patent number: 4876334Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye, B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which can be substituted by halogen, hydroxyl, cyano, C.sub.1-4 alkoxy, C.sub.1-4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X is fluorine, chlorine, bromine, sulfo, alkylsulfonyl having 1 to 4 C atoms or phenylsulfonyl, B is a --CH.sub.2 --.sub.n or --O--CH.sub.2 --.sub.n radical, n is 1 to 6, R is a radical of the formula ##STR2## Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acyloxyethyl, .beta.Type: GrantFiled: February 1, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig
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Patent number: 4843153Abstract: Thienothiophene dyes of the formula ##STR1## wherein Z is carboxylate, acyl, carboxyl, substituted or unsubstituted carbamoyl, cyano or nitro, X is hydrogen, fluorine, chlorine, bromine, Z or a group of the formula ##STR2## T.sup.1 and T.sup.2 are identical or different and each is independently of the other cyano, substituted or unsubstituted alkoxycarbonyl, alkenyloxycarbonyl, carbamoyl or alkylcarbamoyl and W is hydrogen, methyl or ethyl, Y is hydrogen, chlorine or bromine and K is the radical of a coupling component, are highly suitable for dyeing synthetic fibers, in particular polyesters wherein the dyeing obtained have good fastness properties.Type: GrantFiled: July 1, 1987Date of Patent: June 27, 1989Assignee: BASF AktiengesellschaftInventors: Heinz Eilingsfeld, Karl-Heinz Etzbach, Guenter Hansen, Helmut Reichelt
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Patent number: 4841036Abstract: A dis-azo dye for polyester fibers represented by the formula ##STR1## wherein Y is hydrogen or acetylamino and R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 alkyl, cyanoethyl, acetoxyethyl or C.sub.1 -C.sub.4 alkoxyethyl.Type: GrantFiled: December 18, 1984Date of Patent: June 20, 1989Assignee: Mitsubishi Chemical Industries, LimitedInventors: Seiichi Imahori, Kiyoshi Himeno, Junji Yoshihara
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Patent number: 4841030Abstract: They are useful for dyeing and printing materials containing hydroxyl groups or amide groups.Type: GrantFiled: December 4, 1981Date of Patent: June 20, 1989Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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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: 4786721Abstract: The reactive dyes are useful, in particular, for dyeing or printing cellulose-containing fiber materials by the cold pad-batch method and produce, with a high dyeing yield, dyeings and prints having good fastness properties.Type: GrantFiled: August 13, 1986Date of Patent: November 22, 1988Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig
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Patent number: 4757137Abstract: Azo dyestuffs of the formula ##STR1## wherein R.sub.1 denotes acyl,R.sub.2 denotes hydrogen, fluorine, chlorine or trifluoromethyl,R.sub.3 denotes hydrogen, optionally substituted C.sub.1 -C.sub.4 -alkyl, cyclohexyl or optionally substituted phenyl andR.sub.4 denotes hydrogen or C.sub.1 -C.sub.4 -alkyl groupare suitable for dyeing natural and synthetic fibre materials, for example for dyeing wool or polyamide fibres, in level read to violet shades with very good fastnesses to light, wet processing and perspiration, the color yield being good.Type: GrantFiled: September 22, 1983Date of Patent: July 12, 1988Assignee: Bayer AktiengesellschaftInventors: Gerhard Wolfrum, Erich Klauke, Hans-Gunter Otten
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Patent number: 4754024Abstract: The invention relates to reactive dyes of the formula ##STR1## wherein D is the radical of a diazo component, R.sub.1 and R.sub.2 are each independently an unsubstituted or substituted alkyl or alkenyl group, Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --X radical in which X is a fibre-reactive radical, and the benzene ring A may be further substituted. These dyes are suitable for dyeing and printing textile fibre material and yield dyeings and prints of good fastness properties.Type: GrantFiled: August 25, 1986Date of Patent: June 28, 1988Inventor: Hansrudolf Schwander
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Patent number: 4734490Abstract: Novel monoazo compounds of the formula I ##STR1## and mixtures of these compounds with one another are described. The substituents X, R, R.sub.1, R.sub.2 and R.sub.3 are defined as follows: R is a phenyl or naphthyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, or is a cycloalkyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, or is a C.sub.1 -C.sub.8 -alkyl radical which is unsubstituted or substituted by cyano, halogen, phenyl or sulfophenyl, or is a propenyl radical which is unsubstituted or substituted by halogen, X is hydrogen or halogen, R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 -alkyl radical, R.sub.2 is C.sub.1 -C.sub.8 -alkyl radical, a C.sub.1 -C.sub.4 -sulfatoalkyl radical, a C.sub.1 -C.sub.4 -sulfoalkyl radical or a cycloalkyl radical and R.sub.3 is a C.sub.1 -C.sub.4 -alkyl radical, or is a cycloalkyl radical which is unsubstituted or substituted by C.sub.1 -C.sub.Type: GrantFiled: August 28, 1986Date of Patent: March 29, 1988Assignee: Ciba-Geigy CorporationInventors: Hansrudolf Schwander, Christian Zickendraht
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Patent number: 4668775Abstract: A compound of the formula: ##STR1## wherein K is a radical of a coupling component, R is a radical of a methylene-active compound, X is hydrogen or unsubstituted or substituted alkyl, aryl, or hetaryl and Y is cyano, nitro, alkanoyl, aroyl, alkylsulfonyl, arylsulfonyl, carboxyl, a carboxylic ester group or unsubstituted or substituted carbamyl. The present compound is useful for the dyeing of polyesters, nylons, cellulose esters and blends of polyesters and cellulose fibers.Type: GrantFiled: July 24, 1985Date of Patent: May 26, 1987Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Erwin Hahn, Guenter Hansen
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Patent number: 4667057Abstract: Compounds of the formula ##STR1## in which X is a radical of the formula --CHCl--CH.sub.2 Cl, --CHBr--CH.sub.2 Br, --CCl.dbd.CH.sub.2 or --CBr.dbd.CH.sub.2,are prepared by halogenation of acryloylamidoglycolic acid and optionally elimination of hydrogen halide from the dihalogeno compounds by the action of alkali. The compounds are suitable as intermediates for reactive dyes.Type: GrantFiled: September 28, 1982Date of Patent: May 19, 1987Assignee: Ciba-Geigy CorporationInventors: Jean-Marie Adam, Arthur Buhler
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Patent number: 4659807Abstract: Monoazo compounds which are suitable as fiber-reactive dyestuffs have the general formula (1) ##STR1## in which: D is a benzene or naphthalene ring or a radical of the formula (2) or (3) ##STR2## R.sup.1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, hydroxy, nitro or halogen, if D stands for a benzene ring, andR.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, carboxy or sulfo, if D stands for a benzene ring, orR.sup.1 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy, halogen, sulfo or a group of the formula --SO.sub.2 --Y (where Y has the meaning mentioned hereinafter), if D stands for a naphthalene ring, andR.sup.2 is hydrogen or sulfo, if D is a naphthalene ring, orR.sup.1 is, if D is a radical of the formula (2), hydrogen, nitro, chlorine or alkoxy of 1 to 4 carbon atoms, R.sup.1 being bonded to the benzene nucleus V, andR.sup.Type: GrantFiled: July 22, 1985Date of Patent: April 21, 1987Assignee: Hoechst AktiengesellschaftInventor: Marcos Segal
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Patent number: 4638053Abstract: Chlorozincate salts of benzothiazonium azo compounds are prepared by reacting benzothiazolium azo compounds with an dialkylsulfate having from 1 to 4 carbon atoms in the alkyl radicals, which process comprises carrying out the reaction in an aqueous medium at a temperature of from 10.degree. to 80.degree. C. in the presence of an acid acceptor and the alkylation with the use of from 1.8 to 2.5 mols of the dialkylsulfate, calculated on the starting azo dyestuff, at a pH not exceeding 7. The prepared benzothiazolium azo compound is precipitated as chlorozincate salt, especially with the use of an alkali metal chloride. According to this process, the chlorozincate salts are obtained in higher purity. A perceptible decomposition of the benzothiazolium azo compound does not occur. Chemicals, for example the alkylation agent and acid-binding agents need be used in a small quantity.Type: GrantFiled: September 11, 1985Date of Patent: January 20, 1987Assignee: HoechstaktiengesellschaftInventors: Rudolf Neeb, Reinhard Mohr
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Patent number: 4621136Abstract: Disazo dyestuffs for polyester fibers represented by the following general formula: ##STR1## wherein X represents a hydrogen atom, a chlorine atom, a trifluoromethyl group or a nitro group, Y represents a cyano group, a lower alkoxycarbonyl group or a lower alkoxyalkoxycarbonyl group, Z represents a hydrogen atom, a chlorine atom, a bromine atom, a methyl group or an acylamino group, R.sup.1 represents a hydrogen atom, a lower alkyl group, a cyanoalkyl group, a hydroxyalkyl group, a lower alkoxyalkyl group, a lower alkoxyalkoxyalkyl group, an aryloxyalkyl group, an acyloxyalkyl group, an alkenyloxyalkyl group, a lower alkoxycarbonylalkyl group, a lower alkoxyalkoxycarbonylalkyl group, a lower alkoxycarbonyloxyalkyl group, an alkenyl group or an aralkyl group, R.sup.Type: GrantFiled: December 23, 1981Date of Patent: November 4, 1986Assignee: Mitsubishi Chemical Industries, Ltd.Inventors: Seiichi Imahori, Kiyoshi Himeno, Shuichi Maeda
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Patent number: 4619992Abstract: A compound of the formula: ##STR1## where R is hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl, chlorophenyl, methylphenyl, methoxyphenyl or nitrophenyl; R.sup.1 is allyl, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkyl substituted by C.sub.1 -C.sub.8 -alkoxy, phenoxy, phenyl or C.sub.1 -C.sub.8 -alkanoyloxy, cyclopentyl, cyclohexyl, methylcyclohexyl, norbornyl, phenyl or phenyl substituted by chlorine, methyl or alkoxy; R.sup.2 is C.sub.1 -C.sub.10 -alkanoyl, C.sub.1 -C.sub.10 -alkanoyl substituted by alkoxy or phenoxy, cyclohexanoyl, benzoyl, benzoyl substituted by chlorine, methyl or methoxy, C.sub.1 -C.sub.8 -alkoxycarbonyl, aminocarbonyl, phenylaminocarbonyl, CH.sub.3 NHCO, C.sub.2 H.sub.5 NHCO, C.sub.3 H.sub.7 NHCO, C.sub.4 H.sub.9 NHCO, (CH.sub.3).sub.2 NCO, CH.sub.3 SO.sub.2, C.sub.6 H.sub.5 SO.sub.2 or p--CH.sub.3 --C.sub.6 H.sub.4 --SO.sub.2 ; or R.sup.1 and R.sup.2, together with the nitrogen atom, form a ring system, and K is a radical of a coupling component.Type: GrantFiled: March 12, 1985Date of Patent: October 28, 1986Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Johannes P. Dix, Guenter Hansen, Ernst Schefczik
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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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2-amino-cinnamoylthiophene azo dyes having aniline, tetrahydroquinoline, or benzomorpholine couplers
Patent number: 4593088Abstract: Disclosed are new disperse azo dyes prepared from 2-amino-cinnamoylthiophene compounds. These dyes give bright blue shades, for example, on polyester, cellulose acetate and other synthetic fibers and exhibit improvements in one or more of such properties as bathochromic shift, fastness to light, sublimation, chlorine, heat, ozone, gas, perspiration, crock, and wash, build, pH stability, bloom resistance, depth of shade, leveling, strike rate, migration, and the like. The dyes have the general formula: ##STR1## wherein each R is a substituent selected for example from alkyl, substituted alkyl, hydroxy, alkoxy, halogen, nitro, alkoxycarbonyl, alkanoyloxy, alkanoyl, cyano, alkylamino, and dialkylamino, R.sup.14 is hydrogen or alkyl, C.sup.1 represents an aniline, tetrahydroquinoline or benzomorpholine coupling component which may be extensively substituted, and each of R.sup.12 and R.sup.13 is hydrogen or a substituent such as acyl, acylamido, alkyl, halogen, and cyano.Type: GrantFiled: January 23, 1984Date of Patent: June 3, 1986Assignee: Eastman Kodak CompanyInventor: Robert N. Gourley -
Patent number: 4567252Abstract: Azo dyestuff of the formula ##STR1## wherein X is secondary amino or tertiary amino moiety, useful for dyeing and printing hydrophobic fiber materials to produce a deep orange color having excellent fastness properties and also useful for coloring organic solvents, mineral oil products, waxes, plastics and surface coatings.Type: GrantFiled: May 6, 1983Date of Patent: January 28, 1986Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Horst Tappe, Albert Bode, Manfred Hahnke, Kurt Roth
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Patent number: 4564673Abstract: A monoazo dye for synthetic fibers, particularly polyester fibers, which can dye the fiber clear blue with excellent fastness to sublimation, fastness to light, resistance for after finish and alkali discharge.Type: GrantFiled: November 21, 1983Date of Patent: January 14, 1986Assignee: Research Association Of Synthetic DyestuffsInventors: Toshio Niwa, Kiyoshi Himeno, Shuichi Maeda
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Patent number: 4556707Abstract: The invention provides reactive dyestuffs of the formula ##STR1## wherein X is a fibre-reactive group of the triazine or pyrimidine series; R.sub.3 and R.sub.4 are each hydrogen; n is 0 or 1; and k is a pyridone or pyrimidone coupling component; the dyestuffs are particularly suitable for dyeing and printing natural and regenerated cellulose fibre materials and synthetic polyamide fibre materials.Type: GrantFiled: February 1, 1984Date of Patent: December 3, 1985Assignee: Bayer AktiengesellschaftInventor: Hermann Henk
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Patent number: 4544373Abstract: There are described new azo dyes of the formula ##STR1## wherein R.sub.1 is an optionally substituted alkyl group, R.sub.2 is a substituted aliphatic radical, unsubstituted C.sub.3 -C.sub.10 -alkyl or cycloalkyl, and R.sub.3 and R.sub.4 are alkyl groups; and mixtures thereof with analogous azo dyes in which R.sub.4 is H; and also the production and use of these new azo dyes and of the said mixtures thereof for dyeing and printing synthetic fibres, particularly polyester fibres. The dyes are fast to light, have good affinity to the material and a good build-up, have high coloring strength and are stable to hydrolysis.Type: GrantFiled: March 17, 1980Date of Patent: October 1, 1985Assignee: Ciba-Geigy CorporationInventors: Angelo Della Casa, Peter Aeschlimann
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Patent number: 4542207Abstract: Monoazo dyes for dyeing polyester fibers represented by the formula: ##STR1## wherein D represents a substituted or unsubstituted thiazolyl, benzothiazolyl, thiadiazolyl or pyridyl group, X represents a hydrogen atom, a chlorine atom, a methyl group, a methoxy group or an acylamino group, Y represents a hydrogen atom, a chlorine atom, a methyl group, an alkoxy group or an alkoxyalkyl group, R.sup.1 represents a hydrogen atom, a substituted or unsubstituted alkyl, alkenyl or aryl group, and R.sup.2 represents a phenoxymethyl group, a phenoxyethyl group, a benzyl group or a tetrahydrofurfuryl group.Fibers which can be dyed with the azo dyes of the present invention include polyester fibers such as polyethylene terephthalate, a polycondensate between terephthalic acid and 1,4-bis (hydroxymethyl) cyclohexane or the like and blended or mixed fibers of the above-described polyester fibers with natural fibers such as cotton, silk or wool.Type: GrantFiled: April 7, 1983Date of Patent: September 17, 1985Assignee: Research Association Of Synthetic DyestuffsInventors: Toshio Niwa, Kiyoshi Himeno, Junji Yoshihara