Alkylene, Alkenyl Or Alkenylene Bonded Directly To Sulfonyl Or Sulfonamido, Which Sulfonyl Or Sulfonamido Is Between A Ring And The Alkylene, Alkenyl Or Alkenylene Patents (Class 534/641)
  • Patent number: 4948879
    Abstract: Monoazo compounds conforming to the general formula (1) shown and defined hereinafter have very good fiber-reactive dye properties and dye hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fibers, in strong fast shades. ##STR1## where the symbols have the following meanings: D is a benzene or naphthalene ring or a heterocyclic radical,R.sup.1 and R.sup.
    Type: Grant
    Filed: November 17, 1988
    Date of Patent: August 14, 1990
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Horst Tappe, Dieter Oehme, Werner H. Russ
  • 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: 4925927
    Abstract: Reactive dyes which are particularly suitable for dyeing or printing cellulose-containing fiber materials by the exhaust method or by continuous methods having the formula ##STR1## in which D and D' are each independently of the other a 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', R", B.sub.1 and B.sub.2 are independently of each other hydrogen or alkyl which has 1 to 4 carbon atoms and which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X and Y are independently of each other fluorine, chlorine, bromine, sulfo, C.sub.1 -C.sub.4 -alkylsulfonyl or phenylsulfonyl, B is a direct bond or a radical --CH.sub.2).sub.n or --O--CH.sub.2).sub.n, n is 1 to 6; R is a radical of the formula ##STR2## Z is .
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: May 15, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4925928
    Abstract: Reactive dyes suitable in particular for dyeing or printing cellulose-containing fiber materials by the exhaust method or by continuous methods and, while giving a high dyeing yield, produce dyes and prints having good fastness properties; having the formula ##STR1## in which D is the radical or a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thiozanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye, R, 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 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato, X and Y independently of each other are fluorine, chlorine, bromine, sulfo C.sub.1 -C.sub.4 alkylsulfonyl or phenylsulfonyl, A is an amino substituent which contains at least one group of the formula--SO.sub.2 --Z(2)z is .beta.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: May 15, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • 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: 4918183
    Abstract: The invention relates to monoazo dyes of the formula ##STR1## wherein K is the radical of a coupling component of the benzene, naphthalene or heterocyclic series, and R is hydrogen, halogen, carboxy, a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, C.sub.1 -C.sub.6 alkylsulfonyl, phenyl(C.sub.1 -C.sub.4)alkylsulfonyl or naphthyl(C.sub.1 -C.sub.4)alkylsulfonyl or benzoyl radical, which radicals may be further substituted, or is a ##STR2## group, wherein each of R.sub.1 and R.sub.2 independently of the other is hydrogen or a C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical, which radicals may be further substituted, and wherein X is hydrogen, halogen or a C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkanoylamino or C.sub.1 -C.sub.6 alkylsulfonylamino radical, which radicals may be further substituted.These dyes give dyeings of good light- and wetfastness properties on polyamide material.
    Type: Grant
    Filed: October 24, 1985
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Rudolf Hurter
  • Patent number: 4912244
    Abstract: Intermediate useful for the preparation of fiber-reactive dyes having the formula ##STR1## in which the alks independently of each other are C.sub.2 -C.sub.6 -alkylene and Z is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.-acetoxyethyl.
    Type: Grant
    Filed: July 19, 1988
    Date of Patent: March 27, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4908436
    Abstract: A reactive dye of the formula ##STR1## or of the formula ##STR2## or of the formula ##STR3## in which D, D.sub.1 and D.sub.2 are each phenylene or naphthylene unsubstituted or substituted by alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, carboxylic acylamino having 1 to 8 carbon atoms, amino, alkylamino having 1 to 4 carbon atoms, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, alkoxycarbonyl having 1 to 4 carbon atoms in the alkoxy radical, alkylsulfonyl having 1 to 4 carbon atoms, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-alkylcarbamoyl having 1 to 4 carbon atoms in the alkyl radical, sulfamoyl N-alkylsulfamoyl having 1 to 4 carbon atoms, N-(.beta.-hydroxyethyl)-sulfamoyl, N,N-di-(.beta.-hydroxyethyl)-sulfamoyl, N-phenylsulfamoyl, ureido hydroxyl, carboxyl, sulfomethyl, or sulfo, R.sub.1 is hydrogen or C.sub.1-4 -alkyl unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.
    Type: Grant
    Filed: October 23, 1986
    Date of Patent: March 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Scheibli
  • Patent number: 4900813
    Abstract: Novel reactive dyes particularly suitable for the dyeing and printing of cellulose-containing fiber materials which give, in combination with a high color yield, dyeings and prints having good fastness properties, said dyes having the formula ##STR1## in which D is the radical of a diazo component, Q is a substituted or unsubstituted phenyl or naphthyl radical or a substituted or unsubstituted aromatic heterocyclic radical and A.sub.1 and A.sub.2 independently of one another are a radical of the formula ##STR2## in which R.sub.1 and R.sub.2 independently of one another are hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 alkyl or substituted or unsubstituted aryl, or R.sub.1 and R.sub.2 together with the N atom form a further substituted or unsubstituted heterocyclic 5- or 6-ring, with the proviso that at least one of the radicals A.sub.1, A.sub.2 and D has a fiber-reactive group.
    Type: Grant
    Filed: June 23, 1988
    Date of Patent: February 13, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Kurt Burdeska
  • Patent number: 4885360
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R.sub.1 and R.sub.2, independently of each other, are each hydrogen or the radical of an unsubstituted or substituted hydrocarbon, A is an unsubstituted or substituted aliphatic or aromatic bridge member, n is 0 or 1, Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --X radical, X is an inorganic or organic radical detachable under alkaline conditions, Z is a radical of the formula ##STR2## and Hal is chlorine or bromine, and if n is 1 Z must not be either of the two radicals mentioned at the end for Z, are suitable for dyeing or printing cellulose fibre materials and produce lightfast and wetfast dyeings or prints.
    Type: Grant
    Filed: November 21, 1988
    Date of Patent: December 5, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Peter Scheibli
  • 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: 4853466
    Abstract: This invention relates to disazo dyes, and their metal complexes, which are useful for dyeing cellulosic fibers in lightfast and washfast hues. In addition, these dyes have high water solubility, a high degree of fixation, acceptable migration and high water solubility with reasonable cost.The disazo dyes have the structure: ##STR1## Wherein: R is selected from ##STR2## Wherein the azo bonds are ortho to the --OH or NH.sub.2 groups;R.sub.1 is H, lower alkyl, lower alkoxy, or --CO.sub.2 M;R.sub.2 is H, lower alkyl, lower alkoxy, Cl;R.sub.3 is lower alkylene;R.sub.4 is H, --lower alkyl;R.sub.5 is H, lower alkyl, --CO.sub.2 M;R.sub.6 is OH or --NH.sub.2 ;R.sub.7 is H, --CH.sub.2 SO.sub.3 M;M is H, Na, Li, K, Mg, Ca, NH.sub.4 ; ##STR3## and n is 0, 1, 2.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: August 1, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: James F. Feeman
  • Patent number: 4851516
    Abstract: This invention relates to novel disazo dyes and processes for their production having the structure: ##STR1## wherein: R.sub.1 is H, lower alkyl, chloro, lower alkoxy, --CO.sub.2 M;R.sub.2 is H, lower alkyl, lower alkoxy, chloro;R.sub.3 is lower alkylene;R.sub.4 is H or lower alkyl;R.sub.5 is H, lower alkyl, lower alkoxy, chloro, nitro, --NHCO-- lower alkyl; CF.sub.3 ;R.sub.6 is H, lower alkyl, lower alkoxy, chloro, --SO.sub.3 M;R.sub.7 is --SO.sub.3 M, --CO.sub.2 MM is H, Na, Li, K, N.sub.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: July 25, 1989
    Assignee: Crompton & Knowles Corporation
    Inventor: James F. Feeman
  • Patent number: 4845203
    Abstract: A fibre-reactive dye of the formula ##STR1## in which R.sub.1 is hydrogen, halogen, C.sub.1-14 -alkyl, C.sub.1-4 -alkoxy, nitro or carboxyl;X.sub.2 is hydrogen, vinylsulfonyl, .beta.-chloroethylsulfonyl, .beta.-sulfatoethylsulfonyl, .beta.-acetoxyethylsulfonyl or a radical of the formulaCl--CH.sub.2 --CH.sub.2 --SO.sub.2 --CH.sub.2 --CH.sub.2 --CH.sub.2 --CO--NH-- orCl--CH.sub.2 --CH.sub.2 --SO.sub.2 --CH.sub.2 --CH.sub.2 --NH--CO--;n is 1 to 3;R.sub.2 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy; R.sub.3 is hydrogen C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, acetylamino, sulfoacetylamino, ureido or sulfo; andX.sub.1 is a radical of the formula ##STR2## in which Z is the radical of an amine comprising a vinylsulfonyl moiety, subject to the proviso that Z must not be a vinylsulfonylphenylamino or vinylsulfonylnaphtylamino moiety. These dyes are useful for dyeing and printing a wide variety of materials, and in particular cellulose-containing fibre materials.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: July 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Rolf Dietz, Herbert Seiler
  • Patent number: 4841028
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, A is a polymethylene radical having 2 to 6 C atoms (or its branched isomers) which can be substituted by chlorine, bromine, fluorine, hydroxyl, sulfato, acyloxy having 1 to 4 C atoms, cyano, carboxyl, alkoxycarbonyl having 1 to 5 C atoms or carbamoyl, or an alkyleneoxalkylene radical having 1 to 6 C atoms in each alkylene member, independently of each other; Y is a radical --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: June 20, 1989
    Inventors: Peter Aeschlimann, Hansrudolf Schwander
  • Patent number: 4841030
    Abstract: They are useful for dyeing and printing materials containing hydroxyl groups or amide groups.
    Type: Grant
    Filed: December 4, 1981
    Date of Patent: June 20, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Horst Jager
  • Patent number: 4820806
    Abstract: Metal-free monoazo and disazo compounds of the formulaCH.sub.2 .dbd.CH--SO.sub.2 --W.sub.1 --D--N.dbd.N--K--(W.sub.2 --Z).sub.n,1:1 and 1:2 metal complexes of such metallizable metal-free compounds and acid addition salts of such metal-free compounds and 1:1 and 1:2 metal complexes, whereinD is the radical of a diazo component of the benzene, naphthalene or tetrahydronaphthalene series,K is the radical of a coupling component of the benzene, naphthalene, pyrazol-5-one, pyridine, pyridone, barbituric acid, quinoline, isoquinoline, benzeneazobenzene, benzeneazonaphthalene, naphthaleneazobenzene, naphthaleneazonaphthalene, tetrahydronaphthaleneazobenzene, tetrahydronaphthaleneazonaphthalene or acetoacetamide series,W.sub.1 is a direct bond or a divalent bridging radical,each W.sub.
    Type: Grant
    Filed: February 28, 1986
    Date of Patent: April 11, 1989
    Assignee: Sandoz, Ltd.
    Inventors: Werner Baumann, Joseph V. Diest, Herbert Eichenberger, Max Oppliger
  • Patent number: 4818814
    Abstract: Water-soluble disazo compounds of the formula ##STR1## in which D is a benzene ring or a naphthalene ring which can both be substituted by substituents from the group consisting of chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, carboxy and sulfo, X is the vinyl group or a .beta.-sulfatoethyl group, R is a .beta.-sulfatoethylsulfonyl, 3-(.beta.-chloroethylsulfonyl)-benzoyl, 4-(.beta.-chloroethylsulfonyl)-benzoyl, 3-(.beta.-chloroethylsulfonylmethyl)-benzoyl, 4-(.beta.-chloroethylsulfonylmethyl)-benzoyl,4-(.beta.-chloroethylsulfonyl )-cinnamoyl, 3-(N-methyl-N-.beta.chloroethylsulfonyl)-aminobenzoyl or 4-(N-methyl-N-.beta.-chloroethylsulfonyl)-aminobenzoyl group, m is the number 1 or 2 and M denotes a hydrogen atom or an alkali metal.The disazo compounds are suitable for use as dyes having fiber-reactive properties for dyeing hydroxy- and/or carboxamido-containing fiber material, such as in particular cellulose fiber materials and polyamide fiber materials.
    Type: Grant
    Filed: October 14, 1986
    Date of Patent: April 4, 1989
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Ludwig Schlafer
  • Patent number: 4801694
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthrone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, X is a substituent which is detachable as an anion, B is a radical of the formula ##STR2## R.sub.1 and R.sub.2, independently of each other, are hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl or phenyl, A is a substituted or unsubstituted aliphatic or aromatic bridge member, Y is a --CO--Z or --SO.sub.2 --Z radical, Z is an aliphatic, aromatic or heterocyclic reactive radical, and n is 1 or 2, are suitable for dyeing or printing cellulose-containing and nitrogen-containing materials and in high dyeing yield produce dyeings and prints having good fastness properties.
    Type: Grant
    Filed: July 13, 1987
    Date of Patent: January 31, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Scheibli, Karl Seitz, Herbert Seiler, Athanassios Tzikas
  • 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: 4782140
    Abstract: The invention relates to novel useful reactive dyes of the formula I ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxanine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl, X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,P is 1 or 2 andA is a radical of the formula ##STR2## in which: the groups designated "alk" are independently of each other straight or branched polymethylene radicals having 2 to 6 carbon atoms, andZ is .beta.-halogenoethyl, vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl or .beta.acetoxyethyl.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: November 1, 1988
    Assignee: Ciba-Giegy Corporation
    Inventor: Athanassios Tzikas
  • Patent number: 4777247
    Abstract: A dyestuff which, in the form of its free acid, corresponds to the formula ##STR1## wherein W=a direct bond or a bridge member to a C atom of the naphthalene nucleus C or the benzene nucleus A, wherein the bridge member is ##STR2## wherein R=H or C.sub.1 -C.sub.4 -alkyl,alkylene=C.sub.2 -C.sub.5 -alkylene andarylene=unsubstituted or substituted phenylene,R.sub.1, R.sub.2 and R.sub.3 =H--, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, hydroxyl, halogen, carboxyl, sulphonamido, nitro, alkyl or arylcarbonylamino, --SO.sub.3 H, --SO.sub.2 --CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 --CH.sub.2 --Z,whereinZ=--OSO.sub.3 H, --SSO.sub.3 H, OPO.sub.3 H.sub.2, --OCOCH.sub.3, dialkylamino, or quaternary ammoniumR.sub.4 =H or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkoxy, --OSO.sub.3 H, --SO.sub.3 H, --COOH or hydroxyl.X=a fibre-reactive radical,p=1 or 2,q=0 or 1,l, m and n=0 or 1,k=1 or 2 andMe=Cu.
    Type: Grant
    Filed: April 6, 1987
    Date of Patent: October 11, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4754023
    Abstract: A reactive dye of the formula ##STR1## in which: F is a radical selected from the group consisting of metal-free or metal-containing monoazo or disazo dyes containing at least one --SO.sub.3 H group, anthraquinone dyes, sulfophthalocyanine dyes, formazan dyes, phenazine dyes, oxazine dyes and nitroaryl dyes,R is hydrogen, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted with --COOH or --SO.sub.3 H, cyanoethyl, or hydroxyethyl,X is fluorine, chlorine, bromine, --SO.sub.3 H, phenylsulfonyl or C.sub.1 -C.sub.4 -alkylsulfonyl,p is 1 or 2 andA is a radical of the formula ##STR2## in which: Y is chlorine, bromine, fluorine, --OH, --OSO.sub.3 H, --O-acyl, --CN, --COOH, --COO--C.sub.1 -C.sub.4 -alkyl, --CONH.sub.2 or --SO.sub.2 --Z,the group designated "alk" is a straight or branched polymethylene radical having 2 to 6 carbon atoms,V is ##STR3## hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.2 -alkoxy, carboxyl, sulfo, halogen or hydroxy,Z is .beta.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: June 28, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Athanassios Tzikas, Herbert Seiler, Peter Scheibli
  • Patent number: 4723001
    Abstract: The invention relates to chromium complexes of the formula ##STR1## in which B is the radical of a bidentate bianionic compound, L is H.sub.2 O, NH.sub.3, alkanol, alkylamine, dialkylamine, trialkylamine or pyridine, D is a benzene or naphthalene diazo component, Y is the nitrogen atom or the CH group, K is a coupling component, R is hydrogen, alkyl or phenyl, X is a fibre-reactive group,Ka is a cation, m is 1, 2 or 3, n is 1 or 2 and k is 0 or 1.These chromium complexes are suitable for dyeing nitrogen-containing or hydroxy-containing materials and they produce level dyeings having good all-round fastness properties.
    Type: Grant
    Filed: July 24, 1986
    Date of Patent: February 2, 1988
    Assignee: CIBA-GEIGY Corporation
    Inventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
  • Patent number: 4719053
    Abstract: New .beta.-chloroethylsuflonylmethyl-benzoic acid halides which can serve as fibre-reactive anchors for thesynthesis of novel organic, water-soluble compounds, preferably dyestuffs, having fibre-reactive and fibre-finishing properties, such as preferably dyestuff properties, and containing, as a fibre-reactive group, one or two .beta.-chloroethylsufonylmethylbenzoic acid amide groups. For the synthesis of these novel fibre-finishing compounds, said new .beta.-chloroethylsulfonylmethyl-benzoic acid halide compounds are reacted with an organic, water-soluble compound having fibre-finishing properties and continuing one or two amino groups. Also precursors of the fibre-finishing, fibre-reactive compounds, containing said .beta.-chloroethylsulfonylmethyl-benzxoic acid amid grouping, can be employed for their synthesis.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: January 12, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ludwig Schlafer, Reinhard Hahnle
  • Patent number: 4709018
    Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of an organic dye of the monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide series, R is hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl, X is a substituent which is detatchable in the form of an anion, A is arylene or C.sub.2-6 -alkylene, Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Z radical, Z is an inorganic or organic radical which is detachable under alkaline conditions, B is hydrogen or the radical of a substituted or unsubstituted hydrocarbon, T is a negative substituent, and n is 1 or 2, are suitable for dyeing or printing cellulose-containing and nitrogen-containing materials and produce, in high colouristic yields, dyeings and prints having good fastness properties.
    Type: Grant
    Filed: August 30, 1984
    Date of Patent: November 24, 1987
    Assignee: Ciba-Geigy Corporation
    Inventor: Karl Seitz
  • Patent number: 4703112
    Abstract: Water-soluble azo compounds, having fiber-reactive properties and yielding (for instance, on cellulose fiber materials) deep and fast dyeings and prints, of the formula ##STR1## in which D is phenylene which can be substituted by one or two subtituents from the group consisting of lower alkyl, lower alkoxy, hydroxy, lower alkanoylamino, benzoylamino, benzoylamino substituted by lower alkyl, lower alkoxy, chlorine and/or sulfo, chlorine, bromine, fluorine and carboxy and/or by a nitro group and/or by a further group of the formula Y--SO.sub.2 --(CH.sub.2).sub.
    Type: Grant
    Filed: October 30, 1986
    Date of Patent: October 27, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Mischke, Ludwig Schlafer
  • Patent number: 4652634
    Abstract: A water-soluble azo compund of formula ##STR1## in which Y is vinyl or --CH.sub.2 --CH.sub.2 --Z in which Z is chlorine, bromine, fluorine, lower alkanoyloxy, benzoyloxy, sulfobenzoyloxy, benzenesulfonyloxy, toluenesulfonyloxy, lower alkylsulfonylamino, arylsulfonylamino, phenoxy, dialkylamino, each alkyl being of from 1 to 4 carbon atoms, thiosulfato, phosphato or sulfato;n is the number zero or 1;D is phenylene unsubstituted or substituted by one or two substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, lower alkanoylamino, chlorine, bromine, fluorine and carboxy; by one nitro substituent; by one sulfo substituent; by one substituent of the formula Y--SO.sub.2 --(CH.sub.2).sub.n -- in which n is 1; by a plurality of substituents selected from the group consisting of said one or two substituents, said one nitro substituent, said one sulfo substituent and said one substituent of the formula Y--SO.sub.2 --(CH.sub.2).sub.
    Type: Grant
    Filed: January 15, 1986
    Date of Patent: March 24, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Peter Mischke, Hermann Fuchs
  • Patent number: 4638054
    Abstract: The invention provides new reaction dyestuffs of the formula ##STR1## where n and m are each 0 or 1 such that n+m=1 or 2 and whereG is a radical of the formula ##STR2## wherein B is a direct bond between D or D' and X or represents a bridge member as described in the specification,X is S, SO or SO.sub.2,Y is optionally substituted alkylene,R is H, optionally substituted C.sub.1 -C.sub.4 -alkyl or optionally substituted C.sub.2 -C.sub.4 -alkylene or optionally substituted phenylalkylene,Z is a fibre-reactive radical, and whereD and D' are as defined in the body of the Application.On hydroxyl- or amide-containing textile materials the new reactive dyestuffs produce prints and dyeings of a high fastness level.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: January 20, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Karl J. Herd, Martin Michna
  • Patent number: 4618671
    Abstract: A pyridone compound of the following formula, or a salt thereof, ##STR1## wherein R.sub.1 and R.sub.2 are independently a hydrogen atom or a lower alkyl group having up to 4 carbon atoms, X is a hydrogen atom or a methyl or sulfo group, A is an unsubstituted or substituted phenylene or naphthylene group, and Y is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z, in which Z is a group capable of being split by the action of an alkali. The compound is useful for dyeing or printing fiber materials to give a dyed product of a brilliant yellow color excellent in various fastness properties with good reproducibility.
    Type: Grant
    Filed: December 17, 1984
    Date of Patent: October 21, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Tetsuya Miyamoto, Takashi Omura, Hirokazu Sawamoto, Naoki Harada, Akira Takeshita
  • 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: 4585460
    Abstract: Reactive dyes of the formula ##STR1## wherein Y is a --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --X radical, in which X is a leaving group, and Z is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or carboxy, and K is the radical of a coupling component which couples at pH.ltoreq.7, are suitable for dyeing and printing textile fibre material and give dyeings and prints of good fastness properties.
    Type: Grant
    Filed: September 30, 1983
    Date of Patent: April 29, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Jurgen Markert, Peter Aeschlimann
  • Patent number: 4562249
    Abstract: There are described novel yellow to red azo compounds of the formula I ##STR1## wherein each D independently of the other is the radical of an aromatic or heterocyclic diazo component, each Z independently of the other is hydrogen or a C.sub.1 -C.sub.4 -alkyl group or an acylamino group, Y is hydrogen or an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl group, X is either the direct bond or C.sub.1 -C.sub.6 -alkylene, ##STR2## and n is a number from 2 to 6, preferably 2; and the substituent Y, in the case of an unsubstituted or substituted C.sub.1 -C.sub.6 -alkyl group, can also be bonded to the o-position relative to the N atom of the phenylene group to form a six-membered ring, or both Y substituents can be linked together to form a C.sub.1 -C.sub.
    Type: Grant
    Filed: March 5, 1985
    Date of Patent: December 31, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Hansrudolf Schwander, Rudolf Hurter
  • Patent number: 4558121
    Abstract: The invention provides novel symmetrical and unsymmetrical disazo dyes which in the form of the free acid have the formula I ##STR1## wherein each R independently of the other represents hydrogen or an alkyl group of 1 to 4 carbon atoms,each R.sub.1 independently of the other represents hydrogen, the methyl, ethyl, hydroxyethyl or cyanoethyl radical, but especially hydrogen,each X independently of the other represents hydrogen, halogen, an alkyl or alkoxy group, each of 1 to 4 carbon atoms,each Y independently of the other represents hydrogen or an alkoxy group of 1 to 4 carbon atoms,each Z independently of the other represents hydrogen, an acylamino group or an alkyl or alkoxy group, each of 1 to 4 carbon atoms, andB represents an acyl radical.
    Type: Grant
    Filed: October 23, 1980
    Date of Patent: December 10, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Alfred Fasciati, Arthur Buhler
  • Patent number: 4556707
    Abstract: The invention provides reactive dyestuffs of the formula ##STR1## wherein X is a fibre-reactive group of the triazine or pyrimidine series; R.sub.3 and R.sub.4 are each hydrogen; n is 0 or 1; and k is a pyridone or pyrimidone coupling component; the dyestuffs are particularly suitable for dyeing and printing natural and regenerated cellulose fibre materials and synthetic polyamide fibre materials.
    Type: Grant
    Filed: February 1, 1984
    Date of Patent: December 3, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4550158
    Abstract: Metal-free azo compounds of the formula ##STR1## wherein Ra is an aromatic group or an active methylene coupling component radical as defined in the specification,R.sub.t is an arylazo group or a group of the formula -Y-Z,whereinY is a direct bond or a bridging radical, andZ is a basic amino or quaternary ammonium group, ##STR2## wherein each of the variables is as defined above or below, X is a direct bond or a bridging radical,x is hydrogen, hydroxy C.sub.1-4 alkyl, C.sub.1-4 alkoxy, amino or carboxy,ring B is further unsubstituted or further substituted,d is 0, 1 or 2, andn is 0 or 1,with the provisos that (i) the compounds contain an average of at least 1.3 basic water-solubilizing groups, and (ii) the compounds are free of sulfo groups,and 1:1 and 1:2 metal complexes thereof,which metal-free compounds and metal complexes are useful as dyes for leather and paper.
    Type: Grant
    Filed: August 18, 1982
    Date of Patent: October 29, 1985
    Assignee: Sandoz Ltd.
    Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid