Additional Hetero Ring Containing Patents (Class 534/635)
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Patent number: 5548072Abstract: Water-soluble azo compounds, preparation thereof and use thereof as dyesThere are described monoazo compounds conforming to the formula (1) ##STR1## which are used as dyes having fiber-reactive properties for preparing strong, red, fast dyeings and prints on hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and synthetic polyamide fibers and in particular cellulose fibers, such as cotton.In the formula (1):M is hydrogen or an alkali metal; R.sup.1 is hydrogen or sulfo; R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, halogen or carboxy; R.sup.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; Y is vinyl or is ethyl which contains in the .beta.-position a substituent which is eliminable with alkali to form a vinyl group; p is 1 or 2; the one --SO.sub.3 M group is attached to the naphthalene ring para or meta to the amino group.Type: GrantFiled: June 5, 1995Date of Patent: August 20, 1996Assignee: Hoechst AktiengesellschaftInventors: J org Dannheim, Dieter Oehme, Horst Tappe
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Patent number: 5541301Abstract: Reactive dyes of formula ##STR1## wherein R.sub.1 and R.sub.2 are each independently of the other hydrogen or C.sub.1 -C.sub.4 alkyl,R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each independently of one another hydrogen, C.sub.1 -C.sub.4 alkyl,C.sub.1 -C.sub.4 alkoxy, C.sub.2 -C.sub.4 alkanoylamino, ureido or halogen,X is chloro or fluoro,Z is a group of formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, and Y is a leaving group, andA is as defined in claim 1,are particularly suitable for dyeing or printing cellulosic fiber materials or natural or synthetic polyamide fiber materials in high tinctorial yield, and give dyeings and prints with good fastness properties.Type: GrantFiled: December 9, 1994Date of Patent: July 30, 1996Assignee: Ciba-Geigy CorporationInventors: Guido Jordine, Jean-Marie Adam
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Patent number: 5539088Abstract: Water-soluble azo compounds are described which possess fiber-reactive properties and which are suitable as dyes for the dyeing of material, in particular fiber material, which contains hydroxy and/or carboxamido groups, examples being cellulosic fiber materials such as cotton, wool and nylon, and which compounds possess, as the radical of a diazo component, a radical of the formula ##STR1## in which R is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen or sulfo and G forms to the benzene ring the radical of a heterocycle which is free from olefinic double bonds and which contains at least one carboxamide group of the formula --CO--N(R.sup.10)-- in which R.sup.Type: GrantFiled: February 2, 1995Date of Patent: July 23, 1996Assignee: Hoechst AktiengesellschaftInventors: Christian Schumacher, Werner H. Russ
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Patent number: 5532345Abstract: Compounds of the formula ##STR1## in which the variables are as defined in the claims, which are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials, are described.Type: GrantFiled: May 26, 1995Date of Patent: July 2, 1996Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Anton Andreoli
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Patent number: 5514782Abstract: Water-soluble monoazo compounds of the formula ##STR1## are described, suitable as fiber-reactive dyes for dyeing hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and cellulose fiber materials, in which D is phenylene which can be substituted by 1 or 2 substituents customary in diazo components of fiber-reactive dyes and/or by a group of the formula Y--SO.sub.2 --(CH.sub.2).sub.m -- where Y has one of the meanings given below and m is the number 1 or 2, or is naphthylene which can be substituted by 1 or 2 substituents customary in diazo components of fiber-reactive dyes, or is benzothiazol-2-yl containing the group aforementioned Y--SO.sub.2 --(CH.sub.2).sub.n -- bonded to the carbocyclic ring thereof and can be substituted by a further substituent customary in fiber-reactive dyes, n is the number zero, 1 or 2, the group Y-SO.sub.Type: GrantFiled: April 1, 1993Date of Patent: May 7, 1996Assignee: Hoechst AktiengesellschaftInventor: Jorg Dannheim
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Patent number: 5512663Abstract: Reactive dyestuffs, a process for their preparation and their use and novel intermediates and a process for their preparation.Reactive dyestuffs of the formula (I) ##STR1## are described, in which A denotes a radical of the formula ##STR2## B denotes a bridging member, and R.sub.1, R.sub.2, R.sub.3, R.sub.4 and X have the meanings given in the description.Type: GrantFiled: April 22, 1994Date of Patent: April 30, 1996Assignee: Bayer AktiengesellschaftInventor: Klaus Kunde
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Patent number: 5502174Abstract: Fibre-reactive dyestuffs based on barbituric acid, of the following formula ##STR1## wherein the substituents have the meaning given in the description, are distinguished by improved properties.Type: GrantFiled: August 25, 1994Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventors: Stefan Ehrenberg, Aloysius Engel, Hermann Henk
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Patent number: 5488098Abstract: A monoazo compound of the following formula, ##STR1## wherein D is phenylene or naphthylene; X is halogeno, pyridinio or ##STR2## B is --OR.sub.3, --SR.sub.4, ##STR3## in which R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen, alkyl, phenyl, naphthyl or benzyl, r is 0 or 1, and E is O, SO, SO.sub.2, CH.sub.2 or NR.sub.8, in which R.sub.8 is hydrogen or C.sub.1 -C.sub.4 alkyl; R, R.sub.1, R.sub.2 and R.sub.7 are each hydrogen or alkyl; A.sub.1, A.sub.2 and A.sub.3 are each phenylene, naphthylene or alkylene; Z.sub.1, Z.sub.2 and Z.sub.3 are each --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y, in which Y is a splittable group; and p is 0 or 1; which compound is useful for dyeing or printing fiber materials to obtain a product dyed or printed in a color superior in various fastness properties with superior build-up property.Type: GrantFiled: February 7, 1994Date of Patent: January 30, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Masayuki Miki, Kingo Akahori, Yutaka Kayane, Takeshi Washimi
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Patent number: 5486600Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, R', A and Y.sub.1 are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fibre materials or naturally occurring or synthetic polyamide fibre materials with a high tinctorial yield, and produce dyeings and prints having good fastness properties.Type: GrantFiled: July 19, 1993Date of Patent: January 23, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas
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Patent number: 5484899Abstract: The invention relates to compounds of the formula ##STR1## in which the variables are as defined in the claims. The compounds are suitable as dyes, in particular for dyeing and printing cellulosic fibre materials, and produce dyeings and prints with good all-round fastness properties.Type: GrantFiled: May 3, 1994Date of Patent: January 16, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas
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Patent number: 5463032Abstract: A bisazo compound represented by the formula (I) in the free acid form, ##STR1## wherein D is unsubstituted or substituted phenyl or naphthyl; A and B are independently unsubstituted or substituted phenylene or naphthylene; R is hydrogen or unsubstituted or substituted lower alkyl; X is aromatic amino residue or aliphatic amino residue; arid Y is a group represented by the formula, ##STR2## wherein R.sup.1 is hydrogen or unsubstituted or substituted alkyl, W.sub.0 is unsubstituted or substituted alkylene; and Z is vinyl or --CH.sub.2 CH.sub.2 Z.sub.1, in which Z.sub.1 is a group capable of being split by the action of an alkali; is a reactive dye useful for dyeing or printing fiber materials having hydroxy groups and/or amide groups to brown or violet color, and can provide dyed or printed products with superior fastness properties and dyeing properties such as build-up property.Type: GrantFiled: November 23, 1993Date of Patent: October 31, 1995Assignee: Sumitomo Chemical Company, LimitedInventors: Kingo Akahori, Yoshiteru Ohta, Takashi Omura, Mahito Fujita, Naoki Harada
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Patent number: 5463031Abstract: Reactive dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are highly suitable for the dyeing and printing of cellulose materials and nitrogen-containing materials.They produce dyeings and prints having good wet and light fastness properties.Type: GrantFiled: April 12, 1994Date of Patent: October 31, 1995Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Frank-Michael Stohr, Karl K. Schundehutte
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Patent number: 5459246Abstract: New reactive dyestuffs which, in the form of the free acid, correspond to the following formula ##STR1## wherein the substituents have the meaning given in the description, are suitable for dyeing and printing materials containing hydroxyl groups or amide groups, in particular cellulose materials.Type: GrantFiled: May 4, 1993Date of Patent: October 17, 1995Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Klaus Wunderlich
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Patent number: 5459245Abstract: Reactive dyestuffs which, in the form of the free acid, have the following formula ##STR1## in which the substituents have the meaning given in the description, are suitable for the dyeing and printing of hydroxyl- and amido-containing materials, in particular cellulose materials.Type: GrantFiled: October 27, 1994Date of Patent: October 17, 1995Assignee: Bayer AktiengesellschaftInventor: Horst Jaeger
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Patent number: 5451665Abstract: The invention relates to dye mixtures which contain dyes of the formulae ##STR1## and to dyes of the formula ##STR2## in which A.sub.1, A.sub.2, A.sub.3, B, B.sub.1, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Z.sub.1, Z,.sub.2, X.sub.1, X.sub.2 and X.sub.3 are as defined in claim 1.The dyes and dye mixtures are distinguished by generally good properties and produce dyeings and prints having good wet and light fastness properties.Type: GrantFiled: April 15, 1993Date of Patent: September 19, 1995Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5449762Abstract: Reactive dyes of the formula I ##STR1## where n is 0 or 1R.sup.1, R.sup.2 and R.sup.3 are in each case hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridge member, A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, Q being a group which can be removed under alkaline reaction conditions, andD is phenyl or naphthyl, it being possible for these radicals to be substituted, and a process for preparing reactive dyes by oxidation of the abovementioned compounds are described.Type: GrantFiled: February 1, 1995Date of Patent: September 12, 1995Assignee: BASF AktiengesellschaftInventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
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Patent number: 5436324Abstract: Improved reactive dyestuffs of the following formula (I) ##STR1## in which the substituents have the meaning given in the description. The improved reactive dyestuffs are highly suitable for the dyeing and printing of natural or synthetic OH-- and/or amido-containing materials, in particular, those made of cellulose and polyamides.Type: GrantFiled: July 23, 1992Date of Patent: July 25, 1995Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd
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Patent number: 5434252Abstract: Reactive dyes of the formula ##STR1## in which D, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fiber materials or naturally occurring or synthetic polyamide fiber materials with a high tinctorial yield, and produce dyeings and prints having good fastness properties.Type: GrantFiled: October 25, 1994Date of Patent: July 18, 1995Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Athanassios Tzikas, Anton Andreoli, Claudia Carisch
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Patent number: 5420256Abstract: Reactive dyestuffs have the following formula ##STR1## in which D is the radical of an organic dyestuffB is a direct bond or a bridging member on a ring C atom of an aromatic-carbocyclic or on a ring C atom or N atom of an aromatic-heterocyclic ring in D,R.sub.a, R.sub.b, identical or different, are H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, CN, CO.sub.2 H, OSO.sub.3 H or SO.sub.3 H,U is Cl, F or a pyridinium radical which is unsubstituted or substituted by CO.sub.2 H, CONH.sub.2, SO.sub.3 H or C.sub.1 -C.sub.4 -alkyl,W is straight-chain or branched C.sub.1 -C.sub.6 -alkylene,Y is CH.dbd.CH.sub.2 or CH.sub.2 --CH.sub.2 --X, in whichX is a radical which can be eliminated by alkali,V is H, halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -alkyl, CN, COOH, CONH.sub.2, SO.sub.3 H.Type: GrantFiled: January 27, 1993Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
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Patent number: 5420255Abstract: A process for the continuous reaction of halogenopyrimidines with amines, a halogenopyrimidine and an aqueous amine solution or suspension being passed into a reactor and the reaction product being subsequently conducted away, is described, characterized in that the starting materials are introduced into the reactor simultaneously and continuously with intensive mixing.Type: GrantFiled: February 22, 1994Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Siegbert Arnold, Hans-Georg Frosch, Manfred Hoppe, Wolfgang Mullers, Richard Sommer
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Patent number: 5412078Abstract: The reactive dyestuffs of the formula ##STR1## wherein the substituents have the meaning given in the description, are particularly suitable for dyeing naturally occurring and synthetic materials containing OH groups and/or amide groups.Type: GrantFiled: January 26, 1993Date of Patent: May 2, 1995Assignee: Bayer AktiengesellschaftInventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
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Patent number: 5403920Abstract: Reactive dyes of the formula ##STR1## in which A, U, R.sub.1, R.sub.2, Z and n are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fibre materials or naturally occurring or synthetic polyamide fibre materials with a high tinctorial yield and produce dyeings and prints with good fastness properties.Type: GrantFiled: July 19, 1993Date of Patent: April 4, 1995Assignee: Ciba-Geigy CorporationInventors: Herbert Klier, Athanassios Tzikas
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Patent number: 5399674Abstract: Fiber-reactive dyestuffs, processes for their preparation and their useDyestuffs of the formula (1) are described ##STR1## The dyestuffs have fiber-reactive properties and dye materials containing hydroxy groups and/or containing carboxamide groups, in particular fiber materials, such as, for example, cellulose fibers, wool and synthetic polyamide fibers, in deep, fast shades by the methods known for this process.Type: GrantFiled: December 3, 1993Date of Patent: March 21, 1995Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5391716Abstract: Monoazo reactive dyestuffs of the formula ##STR1## wherein the substituents have the meaning given in the description, are particularly suitable for dyeing materials containing OH groups or amide groups.Type: GrantFiled: May 4, 1993Date of Patent: February 21, 1995Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Hermann Henk
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Patent number: 5391717Abstract: Reactive dyes of the formula ##STR1## in which D, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are as defined in claim 1, are particularly suitable for dyeing or printing cellulosic fiber materials or naturally occurring or synthetic polyamide fiber materials with a high tinctorial yield, and produce dyeings and prints having good fastness properties.Type: GrantFiled: July 19, 1993Date of Patent: February 21, 1995Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Rolf Deitz
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Patent number: 5386015Abstract: Compounds of the formula ##STR1## and salts thereof, and mixtures of such compounds and salts, wherein F.sub.c is ##STR2## wherein D.sub.1 is an unsubstituted or substituted phenyl or naphthyl diazo component radical,each of Q.sub.1, Q.sub.2 and Q.sub.3 is independently hydrogen or a substituent,each R.sub.5 is independently hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,each R.sub.6 is independently hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino or --NH--CO--NH.sub.2,R.sub.16 is hydrogen or --SO.sub.3 H,r is 1 or 2, andt is 2 or 3, andb is 1 or 2,whereineach R.sub.1 is independently hydrogen or C.sub.1-4 alkyl,each R.sub.7 is independently hydroxy, C.sub.1-4 alkoxy or --NH.sub.2,each Z is independently ##STR3## and each m is independently 0 or 1.Type: GrantFiled: July 9, 1993Date of Patent: January 31, 1995Assignee: Sandoz Ltd.Inventors: Paul Doswald, Werner Koch
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Patent number: 5378817Abstract: Reactive dyestuffs of the formula ##STR1## wherein Z=a heterocyclic reactive group and the remaining groups have the meaning given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.Type: GrantFiled: January 15, 1993Date of Patent: January 3, 1995Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Karl-Josef Herd
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Patent number: 5359043Abstract: A water soluble dye having a reactive group of the formula: ##STR1## wherein: T is a labile atom or group; andR.sup.2 and R.sup.3 are each independently a non-chromophoric optionally substituted aryl or alkyl group.Type: GrantFiled: April 21, 1992Date of Patent: October 25, 1994Assignee: Zeneca LimitedInventors: Stephen B. Bostock, Michael G. Hutchings, John A. Taylor
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Patent number: 5359041Abstract: Dyestuffs of the formula ##STR1## in which the substituents have the meaning given in the description, are suitable for the dyeing and printing of, for example, cellulose and polyamides.Type: GrantFiled: July 1, 1992Date of Patent: October 25, 1994Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Joef Herd
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Patent number: 5359042Abstract: New reactive dyestuffs which, in the form of the free acid, correspond to the following formula ##STR1## wherein the substituents have the meaning given in the description, are suitable for dyeing and printing materials containing hydroxyl groups or amide groups, in particular cellulose materials.Type: GrantFiled: April 29, 1993Date of Patent: October 25, 1994Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Frank-Michael Stohr
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Patent number: 5359040Abstract: A monoazo compound represented by the following formula (I) in the free acid form: ##STR1## wherein X is an alkylamino, C.sub.5 -C.sub.7 cycloalkylamino, piperidino, pyrrolidino or morpholino group which is unsubstituted or substituted with a substituent other than sulfo, R is hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl, R.sub.1 and R.sub.2 independently of one another are each hydrogen, methoxy, ethoxy, methyl, ethyl, chloro, bromo, nitro, carboxy or sulfo, Z is vinyl or -CH.sub.2 CH.sub.2 Y in which Y is a group which is split by the action of an alkali and p is 0 or 1. This compound is a reactive dye suitable for dyeing or printing fiber materials containing hydroxyl group and/or amide group in red color. This compound is high in dissolvability and can give dyed or printed products excellent in dyeability such as build-up property and various fastnesses.Type: GrantFiled: October 20, 1992Date of Patent: October 25, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Kingo Akahori, Masayuki Miki, Takeshi Washimi, Yutaka Kayane
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Patent number: 5354849Abstract: Anionic disazo compounds of the formula ##STR1## and salts thereof each cation of which is independently a non-chromophoric cation, and mixtures of such compounds or salts, wherein D is whereinR.sub.4 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halo,R.sub.1 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 hydroxyalkyl,R.sub.2 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, (C.sub.1-4 alkyl)carbonylamino, (C.sub.1-4 alkoxy)carbonylamino or --NHCONH.sub.2,R.sub.3 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, and ##STR2## wherein R.sub.5 is chloro, hydroxy or --NHCN,R.sub.6 is hydrogen, chloro or cyano, andR.sub.7 and R.sub.8 are as defined in the specification, with the proviso that R.sub.7 and R.sub.8 together contain at least 8 carbon atoms,useful for dyeing or printing anionically dyeable organic substrates such as nitrogen-containing substrates, particularly fiber material comprising natural or synthetic polyamide.Type: GrantFiled: June 4, 1993Date of Patent: October 11, 1994Assignee: Sandoz Ltd.Inventor: Georg Schoefberger
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Patent number: 5349057Abstract: Water-soluble azo dyes and their heavy metal complex derivatives, such as copper, cobalt and chromium complex azo dyes are described, which have the general formula (1) shown below, have fiber-reactive properties and dye natural and synthetic hydroxyl- and/or carboxamido-containing materials, in particular fiber materials, such as wool and in particular cellulose fiber materials, by the dyeing and printing processes customary for fiber-reactive dyes, in hues which have high color strength and good fastness properties.Type: GrantFiled: January 10, 1992Date of Patent: September 20, 1994Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Hartmut Springer
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Patent number: 5328995Abstract: The compounds of the formula ##STR1## where the substituents are as defined in claim 1, are direct dyes for various substrates, in particular cellulosic fibre materials. They are high temperature resistant and therefore are particularly highly suitable for the one-bath, single-stage dyeing of polyester/cotton blend fabrics with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.Type: GrantFiled: January 27, 1993Date of Patent: July 12, 1994Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Urs Lauk
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Patent number: 5319074Abstract: A metal-free dyestuff of the formula ##STR1## and metal complex thereof wherein: Fb=the radical of a dyestuff selected from the group consisting of mono- or polyazo, anthraquinone, phthalocyanine, formazan, dioxazine and triphenylmethane radicals,B and B'=a direct bond or an aliphatic or aromatic bridge member to a ring C atom of an aromatic-carbocyclic ring or to a ring C or N atom or an aromatic-heterocyclic ring in Fb,X=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --Y, whereinY=OSO.sub.3 H, SSO.sub.3 H, OCOCH.sub.3, OPO.sub.3 H.sub.2, OSO.sub.2 CH.sub.3, SCN, NHSO.sub.2 CH.sub.3 --, Cl, Br, F, OCOC.sub.6 H.sub.5, OSO.sub.2 --C.sub.6 H.sub.4 CH.sub.3, ##STR2## R=H or C.sub.1 -C.sub.4 -alkyl, which is optionally be substituted by halogen, hydroxy, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato,Z=a fiber-reactive radical of the formula ##STR3## wherein M=H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -thioalkyl, F or CF.sub.Type: GrantFiled: January 24, 1992Date of Patent: June 7, 1994Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd, Ernst Kysela
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Patent number: 5310886Abstract: There are disclosed azo compounds conforming to formula (1) shown and defined hereinafter, and the preparation thereof. They have fiber-reactive properties and are used for preparing strong and fast dyeings on hydroxy- and/or carboxamido-containing material, preferably fiber material, such as synthetic polyamide, wool and in particular cellulose fibers. ##STR1## where: M is hydrogen or a salt-forming metal,K.sup.o is a radical of the formula (2A) or (2B) ##STR2## where Z is a radical of the formula (3) ##STR3## where R.sup.o is hydrogen or lower alkyl which may be substituted by certain substituents, G is halogen, methoxy, hydroxy or substituted or unsubstituted anilino, Z.sup.1 is a radical of the formula (3a) or (3b) ##STR4##--alk--SO.sub.2 --Yand wherein A, B, R*, R", Y, a, k, D, E and K are as defined in the specification.Type: GrantFiled: June 25, 1992Date of Patent: May 10, 1994Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Kurt Hussong
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Patent number: 5300633Abstract: Azo compounds of the formula D.sup.o --N.dbd.N--K.sup.o, in which D.sup.o is a radical of the formula (2), (2a) or (2b) ##STR1## in which Y is a substituent which can be eliminated by alkali to form the vinyl group, X is chlorine or bromine and R is hydrogen, lower alkyl, phenyl or halogen, and K.sup.o is the radical of a coupling component or another radical which contains azo groups, K.sup.o containing a group of the formula --N(R.sup.o)--Z, in which R.sup.o is hydrogen or lower alkyl and Z is a radical of the formula ##STR2## in which A is halogen or cyanoamido, R.sup.20 is hydrogen or lower alkyl, and R.sup.21 has one of the meanings given for R.sup.20, or is an optionally methyl-substituted cycloalkylene radical, or is a phenyl radical, or in which R.sup.20 and R.sup.21, together with the nitrogen atom and if appropriate one or two further hetero groups, can form a 5- or 6-membered heterocyclic radical.Type: GrantFiled: May 8, 1992Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5298607Abstract: The invention provides reactive dyes of the formula ##STR1## wherein D is a mono- or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, dioxazine or stilbene dye which contains sulfo groups, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, methyl or ethyl, X is a radical of the formula --SO.sub.2 CH.sub.2 CH.sub.2 Cl, --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, --SO.sub.2 CH.sub.2 CH.sub.2 OPO.sub.3 H or --N(R.sub.3)SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, and R.sub.3 is hydrogen, methyl or ethyl, and the benzene or naphthalene radical is not further substituted or is further substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.Type: GrantFiled: May 26, 1993Date of Patent: March 29, 1994Assignee: Ciba-Geigy CorporationInventor: Herbert Seiler
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Patent number: 5292870Abstract: A compound which, in the free acid form, is of Formula (1): ##STR1## wherein: Z is vinyl, or an ethyl group having a substituent at the 2-position which is capable of being eliminated in the presence of alkali to give a vinyl group;D is substituted or unsubstituted phenylene or naphthylene;K is the residue of a coupling component;R.sup.1 is H, alkyl or substituted alkyl;R.sup.2 is alkyl or substituted alkyl;X is halo or quaternary ammonium; andL is substituted or unsubstituted phenylene.The compound is useful as a dye for the coloration of, for example, cotton, on which it has excellent build up, good fixation efficiency and good wash off properties.Type: GrantFiled: November 8, 1991Date of Patent: March 8, 1994Assignee: Imperial Chemical Industries PLCInventor: Kenneth Anderton
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Patent number: 5276148Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, whereQ is a group which can be eliminated under alkaline reaction conditions,D.sup.1 is phenyl or naphthyl, where these radicals may be substituted,D.sup.2 is phenylene or naphthylene, where these radicals may be substituted, andZ is a reactive radical,with the proviso thata) n is zero when D.sup.1 is substituted by unsubstituted or substituted phenylazo or by unsubstituted or substituted naphthylazo andb) the reactive radical Z is not devised from the triazine series when n is zero and D.sup.1 is dihydroxysulfonylphenyl or trihydroxysulfonylnaphthyl,are used for dyeing and printing organic substrates containing hydroxyl groups or nitrogen atoms.Type: GrantFiled: May 22, 1992Date of Patent: January 4, 1994Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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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: 5268458Abstract: Azo compounds containing, as the diazo constituent, 1-sulpho-6-carboxy-2-aminonaphthalene and, as the coupling constituent, substances which contain a residue of the pyrimidine or triazine series which reacts with fibers. The azo compounds possess dye properties and, when used in the usual application fixing process for fiber-reactive dyes, color materials containing carbonamide and/or hydroxyl groups, in particular fibrous material such as wool, synthetic nylon and, in particular, cellulose fiber materials in intense, permanent shades.Type: GrantFiled: June 25, 1992Date of Patent: December 7, 1993Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Kurt Hussong
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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: 5243034Abstract: Disazo dyestuffs containing sulfo groups and having fiber-reactive properties, which are capable of dyeing materials containing hydroxyl groups and/or carboxamide groups, in particular fiber materials, such as synthetic polyamide fibers, wool and in particular cellulose fiber materials, in deep fast shades. They contain a group corresponding to the formula ##STR1## in which R.sup..alpha. is hydrogen or alkyl having 1 to 4 carbon atoms, which can be substituted by carboxyl, sulfo, cyano, hydroxyl or chlorine;B is fluorine, chlorine, bromine, lower alkylsulfonyl, phenylsulfonyl, methoxy or sulfo;Q is a group of the formula ##STR2## in which Y is vinyl, .beta.-sulfatoethyl, .beta.-halogenoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl or .beta.-acetoxyethyl,R is hydrogen or lower alkyl,k is the number zero to 4 andX, together with the N atom, forms the bivalent radical of a heterocyclic ring which optionally contains additional hetero atoms.Type: GrantFiled: November 18, 1991Date of Patent: September 7, 1993Assignee: Hoechst AktiengesellschaftInventors: Horst Tappe, Dieter Oehme, Holger M. Buch, Werner H. Russ
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Patent number: 5233026Abstract: Reactive dyes of the formula ##STR1## in which D is a monoazo dye, R.sub.1 is hydrogen or a substituted or unsubstituted C.sub.1-4 alkyl radical, Z is an unsubstituted or substituted amino group, and X is a vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, with the condition that Z is not a sulfo- or carboxyl-substituted phenylamino group when the triazine radical is bonded to the radical of 1,8-aminonaphthol-3,6- or -4,6-disulfonic acid, and the X--SO.sub.2 radical is bonded directly to an aromatic C atom, are suitable in particular for dyeing and printing cellulose-containing fiber materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.Type: GrantFiled: August 2, 1991Date of Patent: August 3, 1993Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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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: 5210187Abstract: Double attachment reactive dyes have the formula ##STR1## where U.sup.1 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR2## where Q.sup.1 and Q.sup.2 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.3 is a group which is detachable under alkaline reaction conditions,Z is the radical ##STR3## where each Q.sup.4 is independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl which may be substituted by cyano, U.sup.2 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR4## where Q.sup.5 and Q.sup.6 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.7 is a group which is detachable under alkaline reaction conditions, and w is 0, 1 or 2,t is 0, 1 or 2,v is 1 or 2 and X and L are each as defined in the description, with the proviso that at least one of the two radicals U.sup.1 and U.sup.2 is not C.sub.1 -C.sub.Type: GrantFiled: April 9, 1992Date of Patent: May 11, 1993Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Uwe Nahr, Friedrich Wirsing, Joerg L. Jessen, Klaus Pandl, Claus Marschner, Matthias Dust
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Patent number: 5202436Abstract: The new triphendioxazine dyestuffs of the formula ##STR1## in which the substituents have the meaning given in the description are suitable for the dyeing and printing of cellulose-containing and amido-containing materials.Type: GrantFiled: March 7, 1991Date of Patent: April 13, 1993Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 5200512Abstract: There are described azo compounds which possess fiber-reactive groups and have valuable dye properties and are capable of dyeing hydroxy- and/or carboxamido-containing materials, in particular fiber materials, such as cellulose fibers and natural and synthetic polyamide such as wool, in strong, fast shades. They conform to the formula (1) ##STR1## where D is phenyl or naphthyl which are each substituted, at least one of these substituents being a water-solubilizing group or containing a water-solubilizing group;Y is fluorine, chlorine or a group of the formula--A--RwhereA is oxygen or the group NH andR is hydrogen, cycloalkyl or alkyl which may be interrupted by one or two hetero groups, or is benzyl, sulfomethyl, .beta.-sulfoethyl or cyano;X is fluorine, chlorine or a group conforming to the formula --NH--B, whereB is a group of the formula (3a), (3b) or (3c) ##STR2## where alk is alkylene which may be interrupted by one or two hetero groups,Z is a vinyl or an ethyl group which is substituted in the .beta.Type: GrantFiled: December 27, 1991Date of Patent: April 6, 1993Assignee: Hoechst AGInventor: Uwe Reiher
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Patent number: 5200511Abstract: Reactive dyes of the formula ##STR1## where m is 0 or 1,A.sup.1 and A.sup.2 are different and each is a fiber-reactive radical or else, in the case of A.sup.2, hydrogen,D.sup.1 and D.sup.2 are substituted or unsubstituted phenylene, substituted or unsubstituted phenylenemethyl, substituted or unsubstituted naphthylene or substituted or unsubstituted naphthylenemethyl,K.sup.1 and K.sup.2 are each the radical of a coupling component of the aminonaphthalenesulfonic acid series andL is a bridge member,are useful for dyeing and printing hydroxyl- or nitrogen-containing substrates.Type: GrantFiled: March 30, 1992Date of Patent: April 6, 1993Assignee: Basf AktiengesellschaftInventors: Hermann Loeffler, Manfred Patsch