Sulfur Containing Patents (Class 544/189)
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Patent number: 5274083Abstract: Dyestuff of the formula ##STR1## wherein FB=the radical of a dyestuffB/B'=a bridge memberX=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --YY=a radical which can be eliminated under alkaline conditions andR, R.sup.1 and R.sup.2 =H or C.sub.1 -C.sub.4 -alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato and whereinR.sup.1 -R.sup.2 can also represent a C.sub.1 -C.sub.4 -alkylene unit,Hal=F, Cl or Br,A=a direct bond or an aliphatic, cycloaliphatic or mixed aromatic-aliphatic bridge member, which can optionally contain hereto atoms, selected from N, O, S or SO.sub.2, and wherein the radical --NR.sup.1 --A--NR.sup.2 -- can also be ##STR2## and Z=a reactive group produce, on naturally occurring and synthetic materials containing OH groups and amide group, dyeings and prints with good general fastness properties, in particular good wet-fastness properties, coupled with a good build-up capacity and a high fixing yield.Type: GrantFiled: July 2, 1991Date of Patent: December 28, 1993Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
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Patent number: 5270454Abstract: Reactive dyestuffs of the formula ##STR1## in which ##STR2## and Z=a heterocyclic reactive group and the remaining groups have the meaning indicated in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.Type: GrantFiled: February 11, 1991Date of Patent: December 14, 1993Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Karl-Josef Herd, Frank-Michael Stohr, Hermann Henk, Karl-Heinz Schundehutte
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Patent number: 5268457Abstract: Reactive dyes of the formula ##STR1## are particularly suitable for dyeing or printing cellulosic fibre materials by the exhaust method or by continuous processes and give, with a high color yield, dyeings and prints with good fastness properties, 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; R is hydrogen or alkyl having 1 to 4 carbon atoms, which can be substituted by hydroxyl, cyano, carboxyl, sulfo or sulfato; X is fluorine or chlorine; B is a substituted or unsubstituted aliphatic or aromatic bridge member; Y is a substituted or unsubstituted aliphatic, aromatic, araliphatic or heterocyclic radical, which is free from reactive groups; R.sub.2 is hydrogen or alkyl having 1 to 4 carbon atoms, which can be substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.Type: GrantFiled: December 28, 1992Date of Patent: December 7, 1993Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5266696Abstract: Anthraquinone compounds of the formula, ##STR1## wherein R is hydrogen, alkyl or the like, R.sub.1 and R.sub.2 are each hydrogen, halogen or sulfo, l is 1 or 2, X is sulfo or the like or --V--A--(W).sub.m --Z, and Y is --V.sub.1 --A.sub.1 --U, wherein V and V.sub.1 are each --O-- or --S--, A and A.sub.1 are each a divalent group such as ##STR2## W is --NH-- or the like, Z is hydrogen or a fiber reactive group, and U is hydrogen, a fiber reactive group or a fiber reactive group-containing group, provided that at least one of Z and U is or has a fiber reactive group, which is useful for dyeing or printing fiber materials such as cotton to give a dyed or printed product having excellent fastness properties, particularly those such as light fastness and perspiration-light fastness.Type: GrantFiled: February 19, 1992Date of Patent: November 30, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Kingo Akahori, Naoki Harada, Yutaka Kayane, Takashi Omura
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Patent number: 5256774Abstract: Improved reactive dyestuffs have the following formula ##STR1## in which the substituents have the meaning given in the description.Type: GrantFiled: February 20, 1992Date of Patent: October 26, 1993Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Thomas Eizenhofer
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Patent number: 5231172Abstract: There are described water-soluble fiber-reactive dye-stuffs which possess a triazinylamino radical to which is bonded as second substituent an amino group or an N-containing heterocyclic group which, bonded via an arylene, alkylene or aralkyl radical, possesses a fiber-reactive grouping of the vinyl sulfone series, and to which is bonded as third substituent a sulfonamide group, wherein the sulfone radical is substituted by optionally substituted aryl, alkylenearyl or arylenealkyl or optionally substituted amino groups.The dyestuffs are used for dyeing hydroxy - and/or carboxamido-containing material, in particular fiber material, such as cellulose fibers, wool and synthetic polyamide.Type: GrantFiled: October 21, 1992Date of Patent: July 27, 1993Assignee: Hoechst AktiengesellschaftInventors: Thomas Beck, Werner H. Russ, Wilhelm Muhlig
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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: 5227475Abstract: Water-soluble dyestuffs which correspond to the formula (1) given below, have fiber-reactive properties and dye synthetic and natural materials, in particular fiber materials, containing hydroxyl and/or carboxamide groups, such as wool and in particular cellulose fiber materials, in deep shades ##STR1## in which: F is the radical of a dyestuff, such as of an azo dyestuff, heavy metal complex azo dyestuff, anthraquinone dyestuff or phthalocyanine dyestuff,R.sup.x is hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;n is the number 1 or 2; andQ is a group of the formula ##STR2## in whichR.sup.Type: GrantFiled: January 10, 1992Date of Patent: July 13, 1993Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Reinhard Hahnle, Hartmut Springer
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Patent number: 5210190Abstract: Anthraquinone dyes I ##STR1## (Ar = aryl, A = anthraquinonyl) are prepared by reacting a aryldihalotriazine II ##STR2## (Hal = chlorine or bromine) with an aminoanthraquinone IIIA--NH.sub.2in an N--C.sub.1 --C.sub.4 -alkylpyrrolid-2-one or -piperid-2-one, N-di-C.sub.1 -C.sub.4 -alkylacetamide or -propionamide or urea derivatives of the formula IV ##STR3## (R = identical or different alkyl groups of from 1 to 4 carbon atoms which can also be linked together to form a 5- or 6-membered ring containing the urea group) as solvent.Type: GrantFiled: October 22, 1991Date of Patent: May 11, 1993Assignee: BASF AktiengesellschaftInventors: Reinhard Helwig, Helmut Hoch, Gerhard Epple
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Patent number: 5149790Abstract: Water-soluble reactive dyes of the formula: (1) which are suitable for the coloration of textile materials to give dyeings with good wash-off properties ##STR1## wherein D represents the radical of a water-soluble chromophoric compound; each of R, R.sup.1 and R.sup.2, independently, represents hydrogen or an optionally substituted alkyl radical and Q represents a radical of the formula: ##STR2## wherein each of X and Y, independently, represents halogen, alkyl, alkoxy, acylamino, nitro, carboxy or sulpho and each of n and m, independently, represents an integer from 0 to 2.Type: GrantFiled: December 1, 1989Date of Patent: September 22, 1992Assignee: Imperial Chemical Industries plcInventor: John A. Taylor
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Patent number: 5130429Abstract: Process for the methylation of compounds at least one group of the formula (I) ##STR1## by means of a mixture of formaldehyde and formic acid in a reaction medium consisting of an aromatic hydrocarbon solvent.Type: GrantFiled: November 27, 1991Date of Patent: July 14, 1992Assignee: Ciba-Geigy CorporationInventors: Piero Piccinelli, Ivan Orban, Martin Holer, Valerio Borzatta
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Patent number: 5128455Abstract: Water-soluble fiber-reactive dyes which contain one or more groups of the general formula (1) ##STR1## where R.sup..alpha. and R.sup..beta. are each hydrogen or lower alkyl,R is hydrogen or sulfoY is vinyl or ethyl which is substituted in the .beta.-position by a substituent which is eliminatable under alkaline conditions,W is hydroxy, N-morpholino, N-piperidinyl, N-pyrrolidinyl or a group of the general formula (2) ##STR2## where G is hydrogen or alkyl of 1 to 6 carbon atoms andQ is a group of the general formula (2a), (2b), (2c) or (2d) ##STR3##--(CH.sub.2).sub.t --R.sup.a (2b)--(CH.sub.2).sub.t --O--(CH.sub.2).sub.w --R.sup.a (2c)--(CH.sub.2).sub.t --R.sup.2 (2d)whereR.sup.a is a group of the general formula --SO.sub.2 --Y, where Y is as defined above, or sulfo,R.sup.b is hydrogen, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, carboxy or chlorine,R.sup.Type: GrantFiled: December 21, 1989Date of Patent: July 7, 1992Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Patrick Scheidhauer, Karl-Michael Reichert, Guther Schwaiger, Kurt Hussong
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Patent number: 5112971Abstract: Anthraquinone compounds of the formula, ##STR1## wherein R is hydrogen, alkyl or the like, R.sub.1 and R.sub.2 are each hydrogen, halogen or sulfo, l is 1 or 2, X is sulfo or the like or --V--A--(W).sub.m --Z, and Y is --V.sub.1 --A.sub.1 --U, wherein V and V.sub.1 are each --O-- or --S--, A and A.sub.1 are each a divalent group such as ##STR2## W is --NH-- or the like, Z is hydrogen or a fiber reactive group, and U is hydrogen, a fiber reactive group or a fiber reactive group-containing group, provided that at least one of Z and U is or has a fiber reactive group, which is useful for dyeing or printing fiber materials such as cotton to give a dyed or printed product having excellent fastness properties, particularly those such as light fastness and perspiration-light fastness.Type: GrantFiled: July 31, 1989Date of Patent: May 12, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Kingo Akahori, Naoki Harada, Yutaka Kayane, Takashi Omura
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Patent number: 5059681Abstract: A water-soluble reactive dye of the formula: ##STR1## wherein D represents a radical of a water-soluble azo dye selected from: (i) sulphonated monoazo radicals which are free from complexly bound metal and have the formula: ##STR2## wherein A represents a radical of the benzene or naphthalene series, R.sup.3 represents hydrogen or C.sub.1-8 -alkyl and one of U and V is SO.sub.3 H, the other being H, and(ii) a disazo radical of the formula: ##STR3## x represents Cl, Br, F, SO.sub.3 H or a quaternary ammonium group; R.sup.1 represents an optionally substituted C.sub.1-8 -alkyl radical; R.sup.2 represents hydrogen or an optionally substituted C.sub.1-8 -alkyl radical; andT represents a 1,3- or 1,4-phenylene radical which may carry one or more substituents selected from halogen, alkyl, alkoxy, acylamino, nitro and carboxy.Type: GrantFiled: February 1, 1990Date of Patent: October 22, 1991Assignee: Imperial Chemical Industries plcInventor: John A. Taylor
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Patent number: 5021558Abstract: Water-soluble fiber-reactive azo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylemthane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dyes which contain once or twice the group of the general formula ##STR1## in which: R.sup.x and R.sup.z are, independently of one another, hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;W is fluorine, chlorine, bromine, sulfo, phenylsulfonyl or alkylsulfonyl of 1 to 4 carbon atoms;Y is vinyl, .beta.-substituted, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-alkanoyloxyethyl of 2 to 5 carbon atoms in the alkanoyl radical, .beta.-benozoyloxyethyl, .beta.-(sulfobenzoyloxy)ethyl, .beta.-(p-toluenesulfonyloxy)ethyl or .beta.-halogenoethyl.Type: GrantFiled: March 20, 1990Date of Patent: June 4, 1991Assignee: Hoechst AktiengesellschaftInventor: Holger M. Buch
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Patent number: 5003049Abstract: The compounds of the general formula (I) ##STR1## where A is a dye radical, where relevant the radicals Y independently of one another are each oxygen, sulfur, R.sup.1 --N or a direct bond, n is 1 or 2, the radicals R.sup.1 independently of one another are each hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl and Z is a bridge member, are very useful for dyeing hydroxyl-containing textile material.Type: GrantFiled: February 8, 1989Date of Patent: March 26, 1991Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Alfred Hackenberger, Manfred Patsch
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Patent number: 4935501Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the monoazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R.sub.1 is hydrogen or an unsubstituted or substituted C.sub.1-4 -alkyl radical, and X is the vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, are suitable in particular for dyeing and printing cellulose-containing fibre materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.Type: GrantFiled: March 7, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 4906737Abstract: Fibre-reactive dyes of the formula ##STR1## wherein X is an alkyl or alkoxy group of 1 to 4 carbon atoms, a carboxy group or a halogen atom, each of R.sub.1 and R.sub.2 is independently a hydrogen atom or an alkyl group of 1 to 4 carbon atoms and D is the radical of an organic dye which contains sulpho groups, and the benzene ring A can contain further substituents apart from X and SO.sub.3 H.Type: GrantFiled: August 17, 1988Date of Patent: March 6, 1990Assignee: Ciba-Geigy CorporationInventors: Herbert Seiler, Gert Hegar, Ester Hegar-Zimmerman
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Patent number: 4864018Abstract: A compound of the formula: ##STR1## wherein X is a non-chromophoric bridging group which provides at least three single covalent bonds between Ring B and the group R;R is a group containing a reactive halogen atom; andeach A independently is H or an acidic group;provided that the molecule contains sufficient acidic groups to render it water soluble and then when X provides only 3 covalent bonds between Ring B and R, the latter is not a chlorodifuoropyrimidyl group, which is suitable for the preparation of a protein adsorbent or precipitant for use in the separation of mixtures of proteins.Type: GrantFiled: July 14, 1986Date of Patent: September 5, 1989Assignee: Imperial Chemical Industries PLCInventors: Cecil V. Stead, Steven J. Burton, Christopher R. Lowe
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Patent number: 4851528Abstract: A water-soluble anthraquinone compound of the formula: ##STR1## wherein A represents a divalent hydrocarbon group;X represents a divalent hydrocarbon group; andR.sup.1 & R.sup.2 each independently is H or alkyl or together, with X and the N atoms to which they are attached, represent a diazaheterocycle;R represents a monovalent hydrocarbon group;n is 0 or 1;Z is H or a group, Y--B;Y is a divalent heterocycle; andB is an activated halogen atom, and an adduct thereof with a carbohydrate substrate, capable of selectively absorbing certain proteinaceous materials and suitable for use in the chromatographic separation of proteins.Type: GrantFiled: August 27, 1986Date of Patent: July 25, 1989Assignee: Imperial Chemical Industries PLCInventors: Cecil V. Stead, Steven J. Burton, Christopher R. Lowe
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Patent number: 4837320Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.3 is phenyl substituted with sulpho have the meaning given in the description, and their use for the dyeing and printing of textile materials containing hydroxyl groups and containing nitrogen, especially textile materials consisting of natural and regenerated cellulose, and also those consisting of wool, silk and synthetic polyamide and polyurethane fibers. Dyeings obtained distinguish themselves by good fastness properties and high brilliancy.Type: GrantFiled: January 16, 1985Date of Patent: June 6, 1989Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
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Patent number: 4812558Abstract: A triazine compound having at least one symtriazine moiety of the following formula, ##STR1## wherein R is hydrogen or unsubstituted or substituted alkyl, Y is vinyl or --CH.sub.2 CH.sub.2 L in which L is a group splittable by the action of an alkali, and Z is phenylene or naphthylene unsubstituted or substituted once by sulfo, which is useful for dyeing or printing fiber materials to give dyed or printed products of excellent fastness properties with superior dye performance, even when dyebath conditions including temperatures, pH, amounts of an inorganic salt and bath ratio are varied to some extent.Type: GrantFiled: November 10, 1987Date of Patent: March 14, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi Omura, Kazufumi Yokogawa
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Patent number: 4785081Abstract: A new process for the production of reactive dyes by the reaction of cyanuric chloride with anionic dyes containing an amino group, which process comprises the adiabatic reaction of cyanuric chloride with the dye, at a temperature of 20.degree. to 80.degree. C. and a pH value of between 3.0 to 7.0, with the rapid addition of the educts within 1 to 30 minutes, produces reactive dyes in good yield and purity and is technically advantageous.Type: GrantFiled: September 22, 1986Date of Patent: November 15, 1988Assignee: Ciba-Geigy AGInventor: Karlheinz Franke
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Patent number: 4782140Abstract: The invention relates to novel useful reactive dyes of the formula I ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,P is 1 or 2 andA is a radical of the formula ##STR2## in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, andZ is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.acetoxyethyl.Type: GrantFiled: October 2, 1986Date of Patent: November 1, 1988Assignee: Ciba-Giegy CorporationInventor: Athanassios Tzikas
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Patent number: 4740597Abstract: The reaction of cyanuric fluoride with amines to form monocondensation products is possible in high yields by subjecting the educts to rapid thorough mixing and then bringing the reaction to completion under plug flow conditions.Type: GrantFiled: August 21, 1985Date of Patent: April 26, 1988Assignee: Ciba-Geigy CorporationInventors: Karlheinz Franke, Edmond Ruhlmann
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Patent number: 4676803Abstract: The invention is directed to reactive azo dyestuffs, free from anionic groups and which contain a basic group and a halogenotriazinyl radical and are of the general formula ##STR1## in which D is the radical of an organic azo dyestuff which is free from anionic groups and is preferably free from basic groups,B is a direct bond or a bridge member to a ring C atom of D,R.sub.1 is H, alkyl, aralkyl or aryl andW is a halogenotriazinyl radical containing a basic group; the dyestuffs are useful for the dyeing and printing of fibre materials containing cellulose.Type: GrantFiled: May 14, 1986Date of Patent: June 30, 1987Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Robert Kuth, Klaus Wunderlich
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Patent number: 4677199Abstract: Compounds of the general formula I ##STR1## wherein R.sup.1 is hydrogen, fluorine, chlorine or bromine, R.sup.2 is hydrogen, fluorine, chlorine, bromine, or nitro, B is aliphatic or a sulfo-substituted phenylene radical, and X is a dye radical, are useful for dyeing hydroxyl-containing textile material, in particular cotton.Type: GrantFiled: September 19, 1985Date of Patent: June 30, 1987Assignee: BASF AktiengesellschaftInventors: Dietmar Augart, Heinz Eilingsfeld, Heinz Krueger, Hartmut Lardon, Ortwin Schaffer, Guenther Seybold
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Patent number: 4649193Abstract: Water-soluble fibre-reactive dyestuffs containing one or two fibre-reactive groups of the vinylsulfone series and one or two fibre-reactive groups of the fluoro-s-triazinyl-amino series. These dyestuffs can be applied on fibre materials containing hydroxy and/or carbonamide groups by known application and fixation techniques for fibre-reactive dyes to yield deep and fast dyeings on these materials.Type: GrantFiled: August 1, 1983Date of Patent: March 10, 1987Assignee: Hoechst AktiengesellschaftInventors: Fritz Meininger, Joachim W. Otten, deceased, by Ursula Otten, heir, by Anna G. Rudolph nee Otten, heir
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Anthraquinone compound having both monohalogenotriazinyl and vinylsulfone type fiber reactive groups
Patent number: 4631341Abstract: A compound, or a salt thereof, represented by the formula, ##STR1## wherein X is a halogen atom, Y is a group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z (in which Z is a group capable of being split by the action of an alkali), A is an unsubstituted or substituted phenylene or naphthylene group, B is a cycloalkylene group of the formula, ##STR2## an arylene group of the formula, ##STR3## or an alkylene of the formula --(CH.sub.2).sub.1 --, (in which R.sub.3 and R.sub.4 are independently a hydrogen atom or a methyl, ethyl or methoxy group, n is 0, 1 or 2 and 1 is an integer of 2 to 6), R.sub.1 and R.sub.Type: GrantFiled: May 16, 1984Date of Patent: December 23, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Yutaka Kayane, Takashi Omura, Katsumasa Otake, Akira Takeshita -
Patent number: 4626589Abstract: A compound of the formula, ##STR1## wherein D is an organic dye moiety, R.sub.1 and R.sub.2 are independently hydrogen or a substituted or unsubstituted lower alkyl group, R.sub.3 is hydrogen or a substituted or unsubstituted lower alkyl, phenyl or naphthyl group, X.sub.1 and X.sub.2 are independently hydrogen, halogen or a lower alkyl, cyano, carbamoyl, vinyl, .beta.-hydroxyethyl, .beta.-sulfoethyl, .beta.-sulfatoethyl, carboxyl, carboxylic acid ester or sulfonic acid group, and Z is appended to the above-defined D or R.sub.3 and stands for --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y, in which Y is a group capable of being split by the action of an alkali, which is useful for dyeing hydroxyl or amido group-containing fiber materials with excellent build-up properties, thereby giving dyed products having excellent various fastness properties.Type: GrantFiled: February 7, 1985Date of Patent: December 2, 1986Assignee: Sumitomo Chemical Company, LimitedInventors: Takashi Omura, Yutaka Kayane, Mikoto Takahashi, Tetsuya Miyamoto, Akira Takeshita, Naoki Harada, Katsumasa Otake
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Patent number: 4621143Abstract: A number of novel amides were found to be highly effective as cockroach repellents.Type: GrantFiled: June 27, 1984Date of Patent: November 4, 1986Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Terrence P. McGovern, George S. Burden
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Patent number: 4507476Abstract: This invention relates to an anthraquinone dyestuff for cellulose containing fibers represented by the formula: ##STR1## wherein R.sup.1 represents amino or hydroxyl, R.sup.2 represents hydrogen, chlorine, bromine, cyano or --SO.sub.2 R wherein R represents methyl, ethyl or phenyl, R.sup.3 and R.sup.4 each represents hydrogen, amino, hydroxyl, nitro, chlorine or bromine, Y represents a connecting group consisting of --O-- or --S--, one of X.sup.1 and X.sup.2 is hydrogen and the other is a group of the formula: ##STR2## wherein --Z-- represents a connecting group consisting of --O-- or --S--, --W.sup.1 represents phenyl or --NR.sup.6 R.sup.7, R.sup.5 represents hydrogen, methyl, ethyl, methoxy, ethoxy, chlorine or bromine, R.sup.6 and R.sup.7 each represents hydrogen or alkyl, alkenyl, cyclohexyl, aryl or aralkyl which may optionally be substituted by lower alkoxy, or NR.sup.6 R.sup.7 represents a 5-membered or 6-membered nitrogen-containing heterocyclic ring formed by combination of R.sup.6 and R.sup.Type: GrantFiled: January 5, 1984Date of Patent: March 26, 1985Assignee: Mitsubishi Chemical Industries LimitedInventors: Toshio Niwa, Kiyoshi Himeno, Toshio Hihara
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Patent number: 4503224Abstract: Reactive dyestuffs which are free from anionic groups, in particular sulpho and carboxyl groups, and contain a basic group and a halogenotriazinyl radical, and their use for dyeing and printing synthetic fibre materials. The dyeing obtained are distinguished by good fastness properties, of which, in addition to fastness to sublimation, light and dry cleaning, fastness to wet processing is to be singled out in particular.Type: GrantFiled: June 16, 1980Date of Patent: March 5, 1985Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Robert Kuth, Klaus Wunderlich
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Patent number: 4472168Abstract: Lithium salts of fiber reactive dyestuffs are stabilized in aqueous solution with N,N dialkylamine benzene sulfonic acid salt/acid buffers.Type: GrantFiled: July 5, 1983Date of Patent: September 18, 1984Assignee: ICI Americas Inc.Inventor: Donald R. Gauthier
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Patent number: 4442288Abstract: Water-soluble anthraquinone compounds of the formula (1) ##STR1## wherein M is a hydrogen atom or the equivalent of a metal, such as in particular sodium or potassium, R is a hydrogen atom, a halogen atom, the methyl, ethyl, methoxy, ethoxy or carboxy group, and X is the vinyl group, a .beta.-thiosulfatoethyl, .beta.-sulfatoethyl or the .beta.-chloroethyl group. These compounds may be prepared in a manner know by itself by reacting an anthraquinone compound of the formula (2) ##STR2## wherein M is defined as above, with an equimolar quantity of cyanuric chloride and an amine of the formula (4) ##STR3## wherein R and X are defined as above, or by reacting said anthraquinone compound of the formula (2) with a compound of the formula (5) ##STR4## wherein R and X are defined as above. The new compounds of the formula (1) are valuable dyestuffs having fiber-reactive properties.Type: GrantFiled: April 30, 1982Date of Patent: April 10, 1984Assignee: Hoechst AktiengesellschaftInventors: Fritz Meininger, Joachim W. Otten, deceased, by Ursla Otten, heir, by Anna G. Rudolph, heir
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Patent number: 4436906Abstract: An anthraquinone dye for cellulose-containing fibers having the formula (I) indicated below and a process for producing the same are disclosed: ##STR1## wherein R.sup.1 is an amino group or a hydroxyl group; R.sup.2 is a hydrogen atom, a chlorine atom, a bromine atom, a cyano group or --SO.sub.2 R (wherein R is a lower alkyl group or a phenyl group); R.sup.3 and R.sup.4 are each a hydrogen atom, an amino group, a hydroxyl group, a nitro group, a chlorine atom or a bromine atom; Y is a bonding group --O-- or --S--; one of X.sup.1 and X.sup.2 is a hydrogen atom and the other is ##STR2## (wherein Z is a bonding group --O-- or --S--; R.sup.5 is a lower alkyl group, a lower alkoxy group or a hydrogen atom; R.sup.6 and R.sup.7 are each a hydrogen atom or an alkyl group, an alkenyl group, a cyanohexyl group, an aryl group or an aralkyl group which may be substituted by a cyano group, a hydroxyl group, a lower alkoxy group or a dialkylamino group, or NR.sup.6 R.sup.Type: GrantFiled: May 20, 1982Date of Patent: March 13, 1984Assignee: Mitsubishi Chemical Industries Ltd.Inventors: Toshio Niwa, Toshio Hihara
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Patent number: 4377688Abstract: Dyestuffs of the formula ##STR1## wherein X, R, R.sub.1, R.sub.2 and R.sub.3 have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose with dyeings and prints which are fast to washing.Type: GrantFiled: December 6, 1979Date of Patent: March 22, 1983Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
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Patent number: 4355163Abstract: Dyestuffs of the formula ##STR1## wherein X, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meaning indicated in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose with dyeings and prints which are fast to washing.Type: GrantFiled: November 20, 1979Date of Patent: October 19, 1982Assignee: Bayer AktiengesellschaftInventors: Klaus von Oertzen, Wolfgang Harms, Klaus Wunderlich
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Patent number: 4334068Abstract: Anthraquinone dyestuffs of the formula ##STR1## wherein A is an optionally substituted anthraquinone radical andR is an optionally substituted aryl radical, are obtained in outstanding yields, and without pollution of the effluent, by reacting 1 mol each of amino-anthraquinone and cyanuric chloride in excess phenol in a one-pot process and at 50.degree.-200.degree. C. in the absence of acid acceptors and organic solvents.Type: GrantFiled: December 4, 1980Date of Patent: June 8, 1982Assignee: Bayer AktiengesellschaftInventor: Rutger Neeff
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Patent number: 4332938Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 and R.sub.2 have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose with dyeings and prints which are fast to washing. The dyeings obtained are distinguished by good fastness to light and wet processing.Type: GrantFiled: November 30, 1979Date of Patent: June 1, 1982Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlich, Klaus von Oertzen
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Patent number: 4325705Type: GrantFiled: December 10, 1979Date of Patent: April 20, 1982Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlish, Klaus von Oertzen
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Patent number: 4294580Abstract: Dyestuffs of the formula ##STR1## wherein Fb, W, R.sub.1, R.sub.2, R.sub.3, n and m have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or nitrogen, such as textile fibres, filaments and fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for washfast dyeing and printing natural or regenerated cellulose.The dyeings obtained are distinguished by good fastness to wet processing.Type: GrantFiled: December 31, 1979Date of Patent: October 13, 1981Assignee: Bayer AktiengesellschaftInventors: Hermann Henk, Klaus Wunderlich, Peter Wild
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Patent number: 4284770Abstract: A process for the manufacture of vat dyes of the formula ##STR1## wherein each of A.sub.1 and A.sub.2 independently is a vattable radical, which comprises reacting compounds of the formula ##STR2## wherein X is halogen and A.sub.1 and A.sub.2 are as defined for formula (1), in a basic medium with hydrazine compounds.Type: GrantFiled: May 7, 1979Date of Patent: August 18, 1981Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 4276047Abstract: An anthraquinone dye for direct printing and pad dyeing of cellulose-containing fibers and of the formula: ##STR1## wherein A represents a phenylene group, Y represents a group --NH-- or --C.sub.2 H.sub.4 O--, X represents a carbamoyl group which may be substituted with a lower alkyl group or a lower alkoxy-lower alkyl group, a sulfamoyl group which may be substituted with a lower alkyl group or a lower alkoxy-lower alkyl group, a halogen atom or a cyano group, and Z represents an amino group, a mono- or di-alkylamino group having 1-6 carbon atoms in total, an anilino group, a lower alkoxy group or a group --O(R.sup.1 O).sub.n -R.sup.2 in which R.sup.1 represents an ethylene group or a propylene group, R.sup.2 represents a methyl group or an ethyl group and n is an integer of 1-5.Type: GrantFiled: April 18, 1980Date of Patent: June 30, 1981Assignee: Mitsubishi Chemical Industries LimitedInventors: Seiichi Imahori, Toshio Hihara, Tomio Yomeyama, Takao Hirota
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Patent number: 4273553Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, m, n, p and X have the meaning given in the description,and their use for dyeing and printing materials containing hydroxyl groups or amide groups, such as textile fibres, filaments and woven fabrics of wool, silk or synthetic polyamide or polyurethane fibres, and for dyeing and printing natural or regenerated cellulose in dyeings and prints which are fast to washing. Blue dyeings and prints which are fast to light and wet processing are obtained.Type: GrantFiled: October 19, 1979Date of Patent: June 16, 1981Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Horst Jager, Klaus von Oertzen, Klaus Wunderlich
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Patent number: 4265633Abstract: The invention provides a process for the manufacture of vat dyes of the formula ##STR1## wherein R is alkyl of 1 to 4 carbon atoms and X is an acyl radical, which comprises condensing a diaminoanthraquinone of the formula ##STR2## or mixtures of diaminoanthraquinones of the formula (2), with a 2,4-dihalogeno-6-alkylthio-s-triazine of the formula ##STR3## wherein Y is halogen and R is as defined for formula (1), in the molar ratio 2:1, and condensing the resulting intermediate of the formula ##STR4## with an acylating agent containing the acyl radical X which is as defined for formula (1), in the molar ratio 1:2.Type: GrantFiled: January 15, 1979Date of Patent: May 5, 1981Assignee: Ciba-Geigy AGInventor: Athanassios Tzikas
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Patent number: 4261889Abstract: Dyestuffs of the formula ##STR1## wherein R.sub.1 is hydrogen or a low-molecular alkyl group, R.sub.2 is hydrogen, a low-molecular alkyl group, an aryl radical or the radical of an organic dyestuff containing sulpho groups, and R.sub.1 and R.sub.2 together with the nitrogen atom can form a ring, X.sub.1 and X.sub.2 are hydrogen, a sulpho group or the --N.dbd.N--K radical, wherein K is the radical of a coupling component and, if one X is the --N.dbd.N--K radical, the other X is a sulpho group, and the benzene ring A can contain further substituents.Type: GrantFiled: October 19, 1978Date of Patent: April 14, 1981Assignee: Ciba-Geigy Corp.Inventors: Herbert Seiler, Gert Hegar
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Patent number: 4255325Abstract: Reactive dyestuffs of the formulaD-(T).sub.mwhereinD=the radical of an organic dyestuff,m=1-4 andT= ##STR1## wherein X and Y=a direct bond or a bridge member,W= ##STR2## acyl=an acyl radical and R.sub.1 -R.sub.3 =H, alkyl or aralkyl,the radical T being bonded, via X, to a C atom of an aromatic-carbocyclic or aromatic-heterocyclic ring of the chromophore and their use for dyeing and printing textile materials containing hydroxyl groups and textile materials containing nitrogen. The dyeings obtained are distinguished by good fastness properties, in particular excellent fastness to wet processing.Type: GrantFiled: November 14, 1978Date of Patent: March 10, 1981Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Klaus Wunderlich, Klaus van Oertzen
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Patent number: 4237284Abstract: The present invention relates to reactive dye-compounds of formula I, ##STR1## in which Y is hydrogen or sulpho,X is a straight chain or branched (C.sub.2-6) alkylene group or ##STR2## in which each of A.sub.1 and A.sub.2, independently, is a direct bond or a (C.sub.1-4) alkylene group, n is 1 or 2 and the ring D is optionally substituted by up to three (C.sub.1-4) alkyl groups,with the proviso that when n is 2, the group ##STR3## is the radical of an unsymmetrical diamine, R.sub.1 is hydrogen; (C.sub.1-4) alkyl; (C.sub.2-4) alkyl substituted in the .beta.,.gamma.-or .delta.-position by hydroxy and/or carboxy; or (C.sub.5-6) cycloalkyl or (C.sub.1-4) alkyl-substituted (C.sub.5-6) cycloalkylZ is the radical of a fibre reactive group which contains a single fibre reactive componentor mixtures thereof, which compounds are in free acid or water-soluble salt form and are useful as dyestuffs for dyeing or printing hydroxy group-containing or nitrogen containing organic textile substrates.Type: GrantFiled: September 14, 1978Date of Patent: December 2, 1980Assignee: Sandoz Ltd.Inventor: Roland Mislin
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Patent number: 4230852Abstract: A dye, which is suitable for dyeing cellulosic fiber materials, of the formula, ##STR1## wherein R and R' are each hydrogen, a C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 hydroxyalkyl, m is an integer of 1 to 6, n and n' are each an integer of 2 to 4, and when m is 2 or more, n may be the same or different integer between 2 and 4, X is hydrogen or a group of the formula ##STR2## (wherein Q is a dye residue, R.sub.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl and R.sub.2 is halogen); Y is hydrogen or a group of the formula ##STR3## (wherein Q' is a dye residue, and when m is 2 or more, Q's may be the same or different, R.sub.1 ' is hydrogen or a C.sub.1 -C.sub.4 alkyl and R.sub.2 ' is halogen); Z is hydrogen or a group of the formula ##STR4## (wherein Q" is a dye residue, R.sub.1 " is hydrogen or a C.sub.1 -C.sub.4 alkyl and R.sub.2 " is halogen, Q, Q' and Q" may independently be the same or different and X, Y and Z are not hydrogen at the same time).Type: GrantFiled: December 18, 1978Date of Patent: October 28, 1980Assignee: Sumitomo Chemical Company, LimitedInventors: Yoshihisa Sueda, Suketsugu Koumura, Kazuyoshi Hirabayashi, Hirohito Kenmochi, Hisashige Terao, Yoshio Mori