Additional Hetero Ring Containing Patents (Class 534/635)
  • Patent number: 5548072
    Abstract: 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: Grant
    Filed: June 5, 1995
    Date of Patent: August 20, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: J org Dannheim, Dieter Oehme, Horst Tappe
  • Patent number: 5541301
    Abstract: 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: Grant
    Filed: December 9, 1994
    Date of Patent: July 30, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Guido Jordine, Jean-Marie Adam
  • Patent number: 5539088
    Abstract: 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: Grant
    Filed: February 2, 1995
    Date of Patent: July 23, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Christian Schumacher, Werner H. Russ
  • 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: 5514782
    Abstract: 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: Grant
    Filed: April 1, 1993
    Date of Patent: May 7, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Jorg Dannheim
  • Patent number: 5512663
    Abstract: 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: Grant
    Filed: April 22, 1994
    Date of Patent: April 30, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventor: Klaus Kunde
  • Patent number: 5502174
    Abstract: 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: Grant
    Filed: August 25, 1994
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stefan Ehrenberg, Aloysius Engel, Hermann Henk
  • Patent number: 5488098
    Abstract: 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: Grant
    Filed: February 7, 1994
    Date of Patent: January 30, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masayuki Miki, Kingo Akahori, Yutaka Kayane, Takeshi Washimi
  • Patent number: 5486600
    Abstract: 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: Grant
    Filed: July 19, 1993
    Date of Patent: January 23, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Athanassios Tzikas
  • Patent number: 5484899
    Abstract: 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: Grant
    Filed: May 3, 1994
    Date of Patent: January 16, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Deitz, Athanassios Tzikas
  • Patent number: 5463032
    Abstract: 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: Grant
    Filed: November 23, 1993
    Date of Patent: October 31, 1995
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kingo Akahori, Yoshiteru Ohta, Takashi Omura, Mahito Fujita, Naoki Harada
  • Patent number: 5463031
    Abstract: 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: Grant
    Filed: April 12, 1994
    Date of Patent: October 31, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Frank-Michael Stohr, Karl K. Schundehutte
  • Patent number: 5459246
    Abstract: 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: Grant
    Filed: May 4, 1993
    Date of Patent: October 17, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Klaus Wunderlich
  • Patent number: 5459245
    Abstract: 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: Grant
    Filed: October 27, 1994
    Date of Patent: October 17, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jaeger
  • Patent number: 5451665
    Abstract: 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: Grant
    Filed: April 15, 1993
    Date of Patent: September 19, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • 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: 5436324
    Abstract: 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: Grant
    Filed: July 23, 1992
    Date of Patent: July 25, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd
  • Patent number: 5434252
    Abstract: 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: Grant
    Filed: October 25, 1994
    Date of Patent: July 18, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Herzig, Athanassios Tzikas, Anton Andreoli, Claudia Carisch
  • Patent number: 5420256
    Abstract: 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: Grant
    Filed: January 27, 1993
    Date of Patent: May 30, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
  • Patent number: 5420255
    Abstract: 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: Grant
    Filed: February 22, 1994
    Date of Patent: May 30, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Siegbert Arnold, Hans-Georg Frosch, Manfred Hoppe, Wolfgang Mullers, Richard Sommer
  • Patent number: 5412078
    Abstract: 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: Grant
    Filed: January 26, 1993
    Date of Patent: May 2, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
  • Patent number: 5403920
    Abstract: 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: Grant
    Filed: July 19, 1993
    Date of Patent: April 4, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Herbert Klier, Athanassios Tzikas
  • Patent number: 5399674
    Abstract: 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: Grant
    Filed: December 3, 1993
    Date of Patent: March 21, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jorg Dannheim, Werner H. Russ
  • Patent number: 5391716
    Abstract: 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: Grant
    Filed: May 4, 1993
    Date of Patent: February 21, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Hermann Henk
  • Patent number: 5391717
    Abstract: 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: Grant
    Filed: July 19, 1993
    Date of Patent: February 21, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz
  • Patent number: 5386015
    Abstract: 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: Grant
    Filed: July 9, 1993
    Date of Patent: January 31, 1995
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Werner Koch
  • Patent number: 5378817
    Abstract: 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: Grant
    Filed: January 15, 1993
    Date of Patent: January 3, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Konrad Bootz, Karl-Josef Herd
  • Patent number: 5359043
    Abstract: 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: Grant
    Filed: April 21, 1992
    Date of Patent: October 25, 1994
    Assignee: Zeneca Limited
    Inventors: Stephen B. Bostock, Michael G. Hutchings, John A. Taylor
  • Patent number: 5359041
    Abstract: 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: Grant
    Filed: July 1, 1992
    Date of Patent: October 25, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Joef Herd
  • Patent number: 5359042
    Abstract: 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: Grant
    Filed: April 29, 1993
    Date of Patent: October 25, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Jager, Frank-Michael Stohr
  • Patent number: 5359040
    Abstract: 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: Grant
    Filed: October 20, 1992
    Date of Patent: October 25, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kingo Akahori, Masayuki Miki, Takeshi Washimi, Yutaka Kayane
  • Patent number: 5354849
    Abstract: 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: Grant
    Filed: June 4, 1993
    Date of Patent: October 11, 1994
    Assignee: Sandoz Ltd.
    Inventor: Georg Schoefberger
  • Patent number: 5349057
    Abstract: 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: Grant
    Filed: January 10, 1992
    Date of Patent: September 20, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Holger M. Buch, Hartmut Springer
  • 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: 5319074
    Abstract: 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: Grant
    Filed: January 24, 1992
    Date of Patent: June 7, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfram Reddig, Karl-Josef Herd, Ernst Kysela
  • Patent number: 5310886
    Abstract: 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: Grant
    Filed: June 25, 1992
    Date of Patent: May 10, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Kurt Hussong
  • Patent number: 5300633
    Abstract: 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: Grant
    Filed: May 8, 1992
    Date of Patent: April 5, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jorg Dannheim, Werner H. Russ
  • 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: 5292870
    Abstract: 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: Grant
    Filed: November 8, 1991
    Date of Patent: March 8, 1994
    Assignee: Imperial Chemical Industries PLC
    Inventor: Kenneth Anderton
  • Patent number: 5276148
    Abstract: 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: Grant
    Filed: May 22, 1992
    Date of Patent: January 4, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Siegel, Manfred Patsch
  • 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: 5268458
    Abstract: 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: Grant
    Filed: June 25, 1992
    Date of Patent: December 7, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hartmut Springer, Kurt Hussong
  • Patent number: 5256774
    Abstract: Improved reactive dyestuffs have the following formula ##STR1## in which the substituents have the meaning given in the description.
    Type: Grant
    Filed: February 20, 1992
    Date of Patent: October 26, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wolfgang Harms, Thomas Eizenhofer
  • Patent number: 5243034
    Abstract: 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: Grant
    Filed: November 18, 1991
    Date of Patent: September 7, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Horst Tappe, Dieter Oehme, Holger M. Buch, Werner H. Russ
  • 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: 5231171
    Abstract: 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: Grant
    Filed: December 13, 1991
    Date of Patent: July 27, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Claus Marschner, Matthias Niedenbrueck, Bernd Siegel, Manfred Patsch, Klaus Pandl
  • Patent number: 5210187
    Abstract: 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: Grant
    Filed: April 9, 1992
    Date of Patent: May 11, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Uwe Nahr, Friedrich Wirsing, Joerg L. Jessen, Klaus Pandl, Claus Marschner, Matthias Dust
  • Patent number: 5202436
    Abstract: 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: Grant
    Filed: March 7, 1991
    Date of Patent: April 13, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • 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: 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