Stilbene Containing Patents (Class 534/631)
  • Publication number: 20040260074
    Abstract: Reactive azo dyes, preparation thereof and use thereof
    Type: Application
    Filed: April 29, 2004
    Publication date: December 23, 2004
    Inventors: Stafan Meier, Werner Russ, Jorg Worner
  • Patent number: 6762288
    Abstract: The present invention relates to reactive azo dyes of the formula (I) or an alkali metal salt thereof, wherein A is formula (i) or (ii) C is an optionally substituted aromatic or heteroaromatic residue; and R1, R2, B, D, Y, a, b, c, d and n are defined as given in claim 1, a process for preparing said dyes and a process for colouring fibre material, which comprises applying thereto said dyes.
    Type: Grant
    Filed: November 15, 2002
    Date of Patent: July 13, 2004
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Warren James Ebenezer
  • Patent number: 5976197
    Abstract: A process for defining a substrate is provided. The process comprises applying to the substrate a water soluble dye having at least two electrophilic groups and a nucleophilic agent having a molecular weight below 600 and at least one group selected from aliphatic primary amino groups and secondary amino groups.
    Type: Grant
    Filed: January 30, 1998
    Date of Patent: November 2, 1999
    Assignee: Zeneca Limited
    Inventors: Michael Gordon Hutchings, Colin Michael Brennan, Neil Anthony Tallant, Andrew Paul Shawcross, Prakash Patel, Warren James Ebenezer
  • Patent number: 5821347
    Abstract: Dyestuffs corresponding to the general formula ##STR1## are described in which the variables have the meaning given in the specification. These dyestuffs have fiber-reactive properties and dye materials containing hydroxy and/or carboxamide groups, in particular fiber materials, such as wool, synthetic polyamide fibers and, in particular, cellulose fibers, such as cotton, in deep shades with good fastness properties.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: October 13, 1998
    Assignee: Dy Star Textil farben Gmbh & Co. Deutschland KG
    Inventor: Jorg Dannheim
  • Patent number: 5717078
    Abstract: Reactive dyes of the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl,X.sub.1 and X.sub.2 are halogen,B.sub.1 is an aromatic or aliphatic bridge member, or the radical of the formula --N(R.sub.2)--B.sub.1 --N(R.sub.3)-- is a piperazine radical,A.sub.1 is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore and,A.sub.2 is a radical of the formula ##STR2## in which D.sub.1 is substituted or unsubstituted phenyl or naphthyl,R.sub.5 and R.sub.6 independently of one another are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, alk is substituted or unsubstituted C.sub.2 -C.sub.6 alkylene andZ is vinyl or a radical --CH.sub.2 --CH.sub.2 --U.sub.1, and U.sub.1 is a leaving group, andthe radicals A.sub.1 and A.sub.
    Type: Grant
    Filed: August 22, 1996
    Date of Patent: February 10, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 5629409
    Abstract: Disazo dyes of the formula ##STR1## where n is 0, 1 or 2,D is a radical of a diazo component which is free of fiber-reactive groups,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl,Z is chlorine or unsubstituted or substituted amino andQ is hydroxysulfonylphenylene,are used for printing cellulose-containing materials.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: May 13, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Hermann L offler, Manfred Patsch
  • Patent number: 5554734
    Abstract: Azo dyes of formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently of one another hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 alkyl,R.sub.5 and R.sub.6 are each independently of the other hydrogen, halogen, or unsubstituted or hydroxy-substituted C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; C.sub.2 -C.sub.4 alkanoylamino which is unsubstituted or substituted in the alkyl moiety by hydroxy or C.sub.1 -C.sub.4 alkoxy, or ureido which is unsubstituted or substituted in the amino end group by one or two C.sub.1 -C.sub.4 alkyl groups,Y.sub.1 and Y.sub.2 are each independently of the other amino, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylamino which is unsubstituted or substituted in the alkyl moiety by hydroxy, sulfo, carboxy or C.sub.1 -C.sub.4 alkoxy; C.sub.5 -C.sub.7 cycloalkylamino which is unsubstituted or substituted in the. cycloalkyl ring by C.sub.1 -C.sub.4 alkyl; phenylamino or N-C.sub.1 -C.sub.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: September 10, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Urs Lauk
  • Patent number: 5532345
    Abstract: 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: Grant
    Filed: May 26, 1995
    Date of Patent: July 2, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Herzig, Anton Andreoli
  • Patent number: 5495003
    Abstract: The disazo dyestuffs and mixtures thereof, of the general formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and M possess the significances given in claim 1, are eminently suitable for dyeing or printing organic substrates containing hydroxyl, thiol or amido groups, especially cotton or paper.
    Type: Grant
    Filed: February 27, 1994
    Date of Patent: February 27, 1996
    Assignee: Sandoz Ltd.
    Inventors: Reinhard Pedrazzi, Ulrich Zirngibl
  • Patent number: 5449762
    Abstract: 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: Grant
    Filed: February 1, 1995
    Date of Patent: September 12, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
  • Patent number: 5428140
    Abstract: Reactive dyes of the formula ##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 unsubstitued 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: Grant
    Filed: June 6, 1994
    Date of Patent: June 27, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
  • Patent number: 5328995
    Abstract: 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: Grant
    Filed: January 27, 1993
    Date of Patent: July 12, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Rudolf Schaulin, Urs Lauk
  • Patent number: 5298607
    Abstract: 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: Grant
    Filed: May 26, 1993
    Date of Patent: March 29, 1994
    Assignee: Ciba-Geigy Corporation
    Inventor: Herbert Seiler
  • Patent number: 5268457
    Abstract: 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: Grant
    Filed: December 28, 1992
    Date of Patent: December 7, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5233026
    Abstract: 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: Grant
    Filed: August 2, 1991
    Date of Patent: August 3, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 5200511
    Abstract: 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: Grant
    Filed: March 30, 1992
    Date of Patent: April 6, 1993
    Assignee: Basf Aktiengesellschaft
    Inventors: Hermann Loeffler, Manfred Patsch
  • Patent number: 5200512
    Abstract: 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: Grant
    Filed: December 27, 1991
    Date of Patent: April 6, 1993
    Assignee: Hoechst AG
    Inventor: Uwe Reiher
  • Patent number: 5175261
    Abstract: A water-soluble compound of Formula (1) which is useful for coloring e.g. cellulosic materials, animal furs and animal skins such as leather. ##STR1## wherein: A is optionally substituted phenylene or naphthylene;X is a cellulose-reactive group;p is greater than or equal to 1;T.sup.1 and T.sup.2 are each independently selected from H, CN, CO.sub.2 R.sup.2, CONR.sup.2 R.sup.3, COR.sup.2, alkyl, aralkyl, cycloalkyl, aryl or a heterocyclic radical, which are unsubstituted or substituted;Z is a divalent linking group containing from 2 to 6 carbon atoms;n is from 2 to 6;R.sup.1 is H or sulpho; andR.sup.2 and R.sup.3 are each independently H or C.sub.1-6 -alkyl;and salts thereof.
    Type: Grant
    Filed: August 1, 1991
    Date of Patent: December 29, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventor: Denis R. A. Ridyard
  • Patent number: 5003052
    Abstract: 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: Grant
    Filed: May 11, 1988
    Date of Patent: March 26, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4952679
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye radical, X.sub.1 is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphoric acid group or a quaternized ammonium group, X.sub.2 independently has the meaning of X.sub.1 or is C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 alkoxy, R is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy, and r is 1 or 2.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: August 28, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4935501
    Abstract: 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: Grant
    Filed: March 7, 1988
    Date of Patent: June 19, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4929719
    Abstract: Reactive dyes which are particularly suitable for dyeing and printing cellulose containing fiber materials by the cold padbatch process and which produce, in high dye yield, dyeings and prints having good fastness properties containing the radical of an amine of the formula ##STR1## in which R is hydrogen, halogen, hydroxyl or sulfo, Z is a radical of the formula --CH.dbd.CH.sub.2 or --CH.sub.2 --CH.sub.2 --Y, Y is a detachable group, R' is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by --COOH, --CN, --OH or --SO.sub.3 H, and E is a radical of the formula ##STR2## in which R' and Z are as defined above, alk, alk' and alk" independently of one another are a C.sub.1 -C.sub.6 alkylene radical, U is hydrogen, halogen, hydroxyl, sulfato, C.sub.1 -C.sub.4 alkanoyloxy, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above, V is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.
    Type: Grant
    Filed: August 10, 1989
    Date of Patent: May 29, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Athanassios Tzikas, Peter Aeschlimann
  • Patent number: 4918169
    Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, napthoquinone, pyrenequinone or perylene-tetracarbimide dye radical, X is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphonic acid group or a quaternized ammonium group, r is 1 or 2, R is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, and A is a radical of the formula ##STR2## wherein R' is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by halogen, hydroxyl, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkoxy or phenyl, C.sub.5 -C.sub.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Hoegerle
  • Patent number: 4898933
    Abstract: Water-soluble azo compounds having useful fiber-reactive dye properties conforming to the general formula ##STR1## in which: A is phenylene which may be substituted by lower alkoxy, lower alkyl, chlorine, sulfo and carboxy, or is a radical of the formula ##STR2## in which W is a direct bond or a radical of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R* denotes hydrogen, nitro, sulfo, carboxy, methyl, ethyl, methoxy or ethoxy;n is the number zero or 1;B is a radical of the formula ##STR3## where R is equal to carboxy or carbamoyl; M is hydrogen or an alkali metal;K is a radical of the formula ##STR4## in which D is phenylene which may be substituted by chlorine, bromine, lower alkyl, lower alkoxy, carboxy and sulfo, or unsubstituted or sulfo substituted naphthylene;R.sup.1 is hydrogen, chlorine, lower alkyl or lower alkoxy;R.sup.2 is hydrogen or lower alkyl;G is carboxy, methyl or lower carbalkoxy;Y is vinyl, .beta.-sulfatoethyl or .beta.-chloroethyl;m is the number zero or 1;Z is .alpha.- or .beta.
    Type: Grant
    Filed: May 5, 1989
    Date of Patent: February 6, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Reinhard Hahnle
  • Patent number: 4876334
    Abstract: 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: Grant
    Filed: February 1, 1988
    Date of Patent: October 24, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Paul Herzig
  • Patent number: 4843150
    Abstract: A water soluble disazo colorant represented by formula (I) in the form of free acid: ##STR1## wherein K represents ##STR2## [wherein A represents a methyl group or a carboxylic group; R.sup.2 represents a hydrogen atom, an alkyl group of 1 to 8 carbon atoms, a sulfoalkyl grouop of 1 to 4 carbon atoms, or an alkyl group of 1 to 4 carbon atoms which is substituted by an alkoxy group of 1 to 4 carbon atoms;R.sup.3 represents a hydrogen atom, a halogen atom, a cyano group, a --CONH.sub.2 group, a carboxyl group, a sulfonic group, or a sulfomethyl group, p represents an integer of 1 or 2];Z represents a fluorine atom or ##STR3## [wherein R.sup.4 represents a hydrogen atom or an alkyl group of 1 to 4 carbon atoms;R.sup.5 and R.sup.6 each represents independently a hydrogen atom, an alkyl group of 1 to 4 carbon atoms, an alkoxy group of 1 to 4 carbon atoms, a sulfonic group, or a halogen atom; Y represents --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.
    Type: Grant
    Filed: July 9, 1987
    Date of Patent: June 27, 1989
    Assignee: Mitsubushi Chemical Industries Limited
    Inventors: Toshio Hihara, Yukiharu Shimizu, Kanzi Shimizu
  • Patent number: 4808193
    Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.
    Type: Grant
    Filed: May 26, 1988
    Date of Patent: February 28, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
  • Patent number: 4808706
    Abstract: Dyes of the formula ##STR1## wherein D is the radical of an organic dye, R.sub.1 is hydrogen or methyl, R.sub.2 is alkyl of 2 to 4 carbon atoms, and X is hydrogen or methyl.
    Type: Grant
    Filed: February 14, 1984
    Date of Patent: February 28, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Herbert Seiler
  • Patent number: 4786721
    Abstract: 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: Grant
    Filed: August 13, 1986
    Date of Patent: November 22, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Peter Aeschlimann, Paul Herzig
  • Patent number: 4785081
    Abstract: 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: Grant
    Filed: September 22, 1986
    Date of Patent: November 15, 1988
    Assignee: Ciba-Geigy AG
    Inventor: Karlheinz Franke
  • Patent number: 4766206
    Abstract: Disclosed are reactive dyes, and the use thereof, according to the formula(R--U).sub.n D--(X).sub.r,in which D is the radical of a monoazo, polyazo or metal complex azo dye; U is --CO-- or --SO.sub.2 --; R is a radical of the formula ##STR1## Z is sulfatoethyl, .beta.-thiosultafoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; alk is straight-chained or branched C.sub.1 -C.sub.6 -alkylene; Y is hydrogen, chlorine, bromine, fluorine, hydroxyl, sulfato, C.sub.1 -C.sub.4 -alkanoyloxy, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C-atoms, carbamoyl or a radical --SO.sub.2 --Z in which Z is as defined above; V is hydrogen or C.sub.1 -C.sub.4 -alkyl unsubstituted or substituted by carboxyl, sulfo, C.sub.1 -C.sub.2 -alkoxy, halogen or hydroxyl or is a radical ##STR2## in which Z, alk and Y are as defined above; R.sub.1 is hydrogen or C.sub.1 -C.sub.6 -alkyl; alk' are independently of each other straight-chained or branched C.sub.2 -C.sub.
    Type: Grant
    Filed: September 24, 1986
    Date of Patent: August 23, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4762916
    Abstract: Water-soluble compounds having fiber-reactive dye properties of the general formula ##STR1## in which A is an alkylene of 2 to 6 carbon atoms or a phenylene which can be substituted by 1 or 2 substituents, or is a radical of the formula ##STR2## in which W is a direct bond or a bridge member and the R' and R* each denote hydrogen, chlorine, methyl, methoxy, ethoxy, carboxy or sulfo;B is chlorine or fluorine;R is hydrogen, chlorine, an alkyl of 1 to 4 carbon atoms or an alkoxy of 1 to 4 carbon atoms;M is hydrogen or an alkali metal;n stands for the number zero, 1 or 2,K is a radical of the formula ##STR3## in which D is phenylene which can be substituted by chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy or sulfo, or is naphthalene with optionally 1 or 2 sulfo groups,R.sup.1 denotes hydrogen, chlorine, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,R.sup.
    Type: Grant
    Filed: December 23, 1986
    Date of Patent: August 9, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Hartmut Springer, Michael Kunze
  • Patent number: 4670547
    Abstract: Tetrakisazo compounds of the formula ##STR1## and salts thereof, whereinB is ##STR2## wherein B.sub.1 is a bridging radical as defined in the specification,R.sub.7 is hydrogen or C.sub.1-4 alkyl,R.sub.8 is hydrogen or C.sub.1-4 alkyl, andeach Y is independently halo, hydroxy, amino, hydroxyamino, C.sub.1-4 alkoxy, phenoxy, substituted phenoxy, an aliphatic, cycloaliphatic or aromatic amine radical or a saturated heterocyclic amine radical,each D is independently mono-, di- or tri-sulfonaphthyl or ##STR3## wherein R.sub.2 is hydrogen, halo, carboxy, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, C.sub.1-4 alkoxy, --COOR.sub.4, (C.sub.1-4 alkyl)carbonylamino or (C.sub.1-4 alkoxy)carbonylamino, wherein R.sub.4 is C.sub.1-4 alkyl, phenyl, benzyl or phenyl or benzyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy,R.sub.3 is hydrogen, halo, hydroxy, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, andm is 0, 1 or 2,each M is independently ##STR4## wherein R.sub.5 is hydrogen, halo, C.sub.
    Type: Grant
    Filed: November 8, 1984
    Date of Patent: June 2, 1987
    Assignee: Sandoz Ltd.
    Inventor: Friedrich Lehr
  • Patent number: 4602084
    Abstract: 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: Grant
    Filed: July 8, 1983
    Date of Patent: July 22, 1986
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4511506
    Abstract: Reactive dyes which in the form of the free acids correspond to the general formula ##STR1## where A is fluorine, chlorine or bromine,B is hydrogen, chlorine, methyl, methoxy, ethoxy, hydroxysulfonyl or carboxyl,R is carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 -alkyl- or -hydroxyalkyl-substituted carbamyl, carbopiperidide, carbopyrrolidide or carbomorpholide andR.sup.1 is C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by cyano, hydroxyl or carboxyl, phenyl which is unsubstituted or substituted by methyl, ethyl, fluorine, chlorine, bromine, amino, trifluoromethyl, methoxy, ethoxy, cyano, phenoxy, acetyl, methylsulfonyl, benzoyl, phenylsulfonyl, acetylamino, nitro, hydroxyl, carboxyl, carbamyl, 2-benzthiazolyl or sulfamyl, or naphthyl which is unsubstituted or substituted by hydroxysulfonyl. The novel compounds are particularly suitable for dyeing cellulose-containing textile materials, polyamides and leather.
    Type: Grant
    Filed: January 2, 1979
    Date of Patent: April 16, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Baumann, Hermann Kaack
  • Patent number: 4507236
    Abstract: Fibre-reactive dyes of the formula ##STR1## wherein D is the radical of a benzene or naphthalene azo dye which contains sulpho groups, each of R.sub.1, R.sub.2 and R.sub.3 is a hydrogen atom, B is an arylene group and A is an amino group.
    Type: Grant
    Filed: December 27, 1982
    Date of Patent: March 26, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Seiler, Gert Hegar