Plural Nitrogens Bonded Directly To The Pentacyclo Ring System Patents (Class 544/76)
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Patent number: 5451666Abstract: A water-soluble dye having a reactive group of the Formula (1): ##STR1## wherein: R.sup.1 is H or optionally substituted alkyl;R.sup.2 is H or C.sub.1-4 -alkyl;L is a divalent organic spacer group; andV is vinyl or a group convertible to vinyl on treatment with aqueous alkali.The reactive dyes of the present invention are useful for coloring natural and artificial textile materials containing amino or hydroxyl groups.Type: GrantFiled: June 9, 1993Date of Patent: September 19, 1995Assignee: Zeneca LimitedInventor: Kenneth Anderton
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Patent number: 5451665Abstract: The invention relates to dye mixtures which contain dyes of the formulae ##STR1## and to dyes of the formula ##STR2## in which A.sub.1, A.sub.2, A.sub.3, B, B.sub.1, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Z.sub.1, Z,.sub.2, X.sub.1, X.sub.2 and X.sub.3 are as defined in claim 1.The dyes and dye mixtures are distinguished by generally good properties and produce dyeings and prints having good wet and light fastness properties.Type: GrantFiled: April 15, 1993Date of Patent: September 19, 1995Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5439486Abstract: Dye mixtures obtainable by condensing a compound of the formula ##STR1## and a compound of the formula ##STR2## with a compound of the formulaT--B--T (9)where the ring substituents are as defined herein, B is a bivalent organic linking group and T is halogen are suitable for use as direct dyes for dyeing and printing a wide range of materials and especially of cellulosic fibre materials, to give dyeings and prints of good allround fastness properties.Type: GrantFiled: September 3, 1993Date of Patent: August 8, 1995Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
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Patent number: 5438137Abstract: An asymmetric dioxazine compound of the following formula in the free acid form, ##STR1## wherein R is hydrogen, halogen, sulfo or alkoxy, R.sub.1, R.sub.2 and R.sub.3 are each hydrogen or alkyl, X.sub.1 and X.sub.2 are each hydrogen, halogen, alkyl, alkoxy or phenoxy, Y is alkylene, phenylene or naphthylene, Z is --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, V is hydrogen, alkyl, acyl or substituted triazinyl, and Q is halogen, alkoxy, amino or a group similar to that of ##STR2## provided that R is hydrogen, and Q is amino or a group similar to that of ##STR3## when V is substituted triazinyl, which is useful for dyeing or printing fiber materials to give dyed or printed products of a brilliant blue color superior in fastness properties, particularly those such as chlorine fastness with superior build-up property.Type: GrantFiled: September 30, 1993Date of Patent: August 1, 1995Assignee: Sumitomo Chemical Company, LimitedInventors: Tetsuya Miyamoto, Miyao Takahashi, Takahiko Fujisaki, Shinei Ikeou, Takashi Omura, Naoki Harada
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Patent number: 5420255Abstract: A process for the continuous reaction of halogenopyrimidines with amines, a halogenopyrimidine and an aqueous amine solution or suspension being passed into a reactor and the reaction product being subsequently conducted away, is described, characterized in that the starting materials are introduced into the reactor simultaneously and continuously with intensive mixing.Type: GrantFiled: February 22, 1994Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Siegbert Arnold, Hans-Georg Frosch, Manfred Hoppe, Wolfgang Mullers, Richard Sommer
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Patent number: 5420256Abstract: Reactive dyestuffs have the following formula ##STR1## in which D is the radical of an organic dyestuffB is a direct bond or a bridging member on a ring C atom of an aromatic-carbocyclic or on a ring C atom or N atom of an aromatic-heterocyclic ring in D,R.sub.a, R.sub.b, identical or different, are H, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkyl substituted by OH, CN, CO.sub.2 H, OSO.sub.3 H or SO.sub.3 H,U is Cl, F or a pyridinium radical which is unsubstituted or substituted by CO.sub.2 H, CONH.sub.2, SO.sub.3 H or C.sub.1 -C.sub.4 -alkyl,W is straight-chain or branched C.sub.1 -C.sub.6 -alkylene,Y is CH.dbd.CH.sub.2 or CH.sub.2 --CH.sub.2 --X, in whichX is a radical which can be eliminated by alkali,V is H, halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.3 -alkyl, CN, COOH, CONH.sub.2, SO.sub.3 H.Type: GrantFiled: January 27, 1993Date of Patent: May 30, 1995Assignee: Bayer AktiengesellschaftInventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
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Patent number: 5420257Abstract: A reactive dye comprising a 1,3,5-s-triazine group having a chromophoric group at two of the 2-, 4- and 6-positions and a substituent at the remaining 2-, 4- or 6-position selected from H, optionally substituted alkyl, optionally substituted phenyl, --CH(CO.sub.2 R.sup.1).sub.2, --NR.sup.1 SO.sub.2 R.sup.2, and --SO.sub.2 R.sup.2, wherein each R.sup.1 is H or alkyl and R.sup.2 is alkyl. The reactive dyes may be used for the coloration of textile materials.Type: GrantFiled: September 17, 1993Date of Patent: May 30, 1995Assignee: Zeneca LimitedInventors: Kenneth Anderton, Andrew P. Shawcross
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Patent number: 5410041Abstract: The invention relates to fibre-reactive dyes of formula ##STR1## wherein the variables are as defined in the claims. These dyes are especially suitable for dyeing cellulosic fibre materials and produce dyeings of good tinctorial strength and good fastness properties.Type: GrantFiled: August 13, 1993Date of Patent: April 25, 1995Assignee: Ciba Geigy CorporationInventor: Bernhard Muller
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Patent number: 5405947Abstract: Reactive dyestuffs which, in the form of the free acid, have the following formula ##STR1## in which X denotes fluorine, chlorine or bromine andSO.sub.2 -Z denotes a specific reactive radical,the remaining substituents having the meaning given in the description, and show improved fixation yield in dyeing.Type: GrantFiled: April 27, 1993Date of Patent: April 11, 1995Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Eckhard Bock, Wolfram Reddig, Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
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Patent number: 5399674Abstract: Fiber-reactive dyestuffs, processes for their preparation and their useDyestuffs of the formula (1) are described ##STR1## The dyestuffs have fiber-reactive properties and dye materials containing hydroxy groups and/or containing carboxamide groups, in particular fiber materials, such as, for example, cellulose fibers, wool and synthetic polyamide fibers, in deep, fast shades by the methods known for this process.Type: GrantFiled: December 3, 1993Date of Patent: March 21, 1995Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5378817Abstract: Reactive dyestuffs of the formula ##STR1## wherein Z=a heterocyclic reactive group and the remaining groups have the meaning given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups.Type: GrantFiled: January 15, 1993Date of Patent: January 3, 1995Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Karl-Josef Herd
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Patent number: 5373094Abstract: A water-soluble dye which contains a group of Formula (1): ##STR1## The dyes of Formula (1) can be used to dye materials including natural and artificial textile materials such as wool, silk, polymides and modified polyacrylonitrile fibers.Type: GrantFiled: June 24, 1993Date of Patent: December 13, 1994Assignee: Zeneca LimitedInventor: John A. Taylor
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Patent number: 5352246Abstract: The invention relates to dye compositions for obtaining level dyeings on carboxamido-containing and hydroxyl-containing fiber materials, which dyeings have comparably good light and wetlightfastness properties, the dye compositions containing dioxazine dyes (I) and disazo dyes (II) (one or more than one from IIa to IIf) in a weight ratio of 90:10 to 10:90, preferably 60:40 to 10:90, in particular 40:60 to 15:85.Type: GrantFiled: September 10, 1992Date of Patent: October 4, 1994Assignee: Hoechst AktiengesellschaftInventors: Manfred Hahnke, Marcos Segal, Werner H. Russ, Uwe Mrotzeck, Jutta Reiter, Christine Feuchtner
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Patent number: 5342927Abstract: Reactive dyestuffs of the formula ##STR1## in which X is ##STR2## and Z is a heterocyclic reactive group and the remaining groups have the meaning given in the description, are highly suitable for the dyeing and printing of hydroxyl- or amido-containing materials.Type: GrantFiled: July 21, 1992Date of Patent: August 30, 1994Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd
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Patent number: 5340928Abstract: Reactive dyestuffs of the formula (1) ##STR1## in which D denotes the radical of an organic dyestuff,R, R.sub.1 and R.sub.2, independently of one another, denote hydrogen or substituted or unsubstituted C.sub.1-4 -alkyl,A denotes a substituted or unsubstituted aliphatic, aromatic or aromatic-aliphatic bridging member,X denotes Cl, FPym denotes the radicals ##STR2## n denotes 1 or 2, are suitable in particular for the dyeing of cellulose fibres.Type: GrantFiled: May 6, 1992Date of Patent: August 23, 1994Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Karl-Josef Herd, Thomas Eizenhofer, Wolfgang Harms, Hermann Henk, Klaus Kunde, Wolfram Reddig
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Patent number: 5334709Abstract: Fiber-reactive dyestuffs, such as, for example, azo dyestuffs and heavy metal complex derivatives thereof, anthraquinone dyestuffs, phthalocyanine dyestuffs and formazan dyestuffs, which contain a fiber-reactive group of the vinylsulfone series and furthermore a group of the general formula ##STR1## in which R.sup.x is hydrogen or lower alkyl, which can be substituted by substituents customary in dyestuffs, and Q.sup.1 and Q.sup.2 both independently of one another are each lower alkyl, which is substituted by 1 or 2 lower alkanoyl groups or 1 or 2 lower alkoxycarbonyl groups or by one such alkoxycarbonyl and alkanoyl group, or an amino group, which is substituted by optionally substituted aryl and/or alkyl radicals, or an optionally substituted alkoxy, aryloxy, alkylthio or arylthio radical or a cyanamido radical, are described.Type: GrantFiled: December 18, 1992Date of Patent: August 2, 1994Assignee: Hoechst AGInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5310906Abstract: The novel triphendioxazine dyestuffs of the formula ##STR1## in which the substituents R, R', T.sub.1, T.sub.2, X, Y and n have the meanings given in the description are highly suitable for the dyeing and printing of cellulose-containing or amido-containing material.Type: GrantFiled: April 26, 1993Date of Patent: May 10, 1994Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 5280110Abstract: Water-soluble dyes, such as, for example, azo dyes, heavy metal complex azo dyes, anthraquinone, phthalocyanine and formazan dyes containing the group of the formula ##STR1## are described, in which R.sup.x is hydrogen or substituted or unsubstituted lower alkyl, U is hydrogen, cyano, lower alkanoyl, lower alkoxycarbonyl, nitro, lower alkylsulfonyl or substituted or unsubstituted arylsulfonyl, V is cyano, lower alkoxycarbonyl, substituted or unsubstituted aryloxycarbonyl, carboxy, lower alkylaminocarbonyl, substituted or unsubstituted arylaminocarbonyl, lower alkylcarbonyl, substituted or unsubstituted arylcarbonyl or arylsulfonyl, aminocarbonyl, dialkylaminocarbonyl, trifluoromethyl, nitro or lower alkylsulfonyl and Q is an amino group which is mono- or disubstituted by the radical --W--(SO.sub.2 --Y).sub.Type: GrantFiled: December 18, 1992Date of Patent: January 18, 1994Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Andreas v.d. Eltz
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Patent number: 5278292Abstract: Water-soluble fiber-reactive dyes are described conforming to the below-indicated formula (1) which are capable of dyeing hydroxyl- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fiber materials, in strong, fast shades. ##STR1## in which F is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, triphenoldioxazine, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, formazan, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye;R.sup.x is hydrogen or alkyl of 1 to 4 carbon atoms;R is hydrogen, sulfo, carboxyl, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or chlorine;w is 1, 2, 3 or 4;Y is vinyl or an ethyl group which contains in the .beta.-position a substituent which is eliminable by alkali to form a vinyl group;n is 1 or 2.Type: GrantFiled: July 17, 1992Date of Patent: January 11, 1994Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Rolf Gleissner, Gunther Schwaiger
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Patent number: 5274083Abstract: Dyestuff of the formula ##STR1## wherein FB=the radical of a dyestuffB/B'=a bridge memberX=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --YY=a radical which can be eliminated under alkaline conditions andR, R.sup.1 and R.sup.2 =H or C.sub.1 -C.sub.4 -alkyl, which is unsubstituted or substituted by halogen, hydroxyl, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato and whereinR.sup.1 -R.sup.2 can also represent a C.sub.1 -C.sub.4 -alkylene unit,Hal=F, Cl or Br,A=a direct bond or an aliphatic, cycloaliphatic or mixed aromatic-aliphatic bridge member, which can optionally contain hereto atoms, selected from N, O, S or SO.sub.2, and wherein the radical --NR.sup.1 --A--NR.sup.2 -- can also be ##STR2## and Z=a reactive group produce, on naturally occurring and synthetic materials containing OH groups and amide group, dyeings and prints with good general fastness properties, in particular good wet-fastness properties, coupled with a good build-up capacity and a high fixing yield.Type: GrantFiled: July 2, 1991Date of Patent: December 28, 1993Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Hermann Henk, Frank-Michael Stohr
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Patent number: 5272267Abstract: An asymmetric dioxazine compound of the following formula in the free acid form, ##STR1## wherein R is hydrogen, halogen, sulfo or alkoxy, R.sub.1, R.sub.2 and R.sub.3 are each hydrogen or alkyl, X.sub.1 and X.sub.2 are each hydrogen, halogen, alkyl, alkoxy or phenoxy, Y is alkylene, phenylene or naphthylene, Z is --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, V is hydrogen, alkyl, acyl or substituted triazinyl, and Q is halogen, alkoxy, amino or a group similar to that of ##STR2## provided that R is hydrogen, and Q is amino or a group similar to that of ##STR3## when V is substituted triazinyl, which is useful for dyeing or printing fiber materials to give dyed or printed products of a brilliant blue color superior in fastness properties, particularly those such as chlorine fastness with superior build-up property.Type: GrantFiled: July 17, 1992Date of Patent: December 21, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Tetsuya Miyamoto, Naoki Harada
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Patent number: 5268474Abstract: The invention relates to an improved process for the preparation of dyestuffs based on at least one triphendioxazine which is linked to a further chromophore via a triazine at a pH of 5.5 to 2.0 and a temperature of 50 to 100.degree. C.Type: GrantFiled: January 9, 1992Date of Patent: December 7, 1993Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 5268475Abstract: The compounds of formula (1) are suitable for use as direct dyes for dyeing and printing a wide range of materials, especially cellulosic fibers, to give dyeings and prints of good all-round fastness properties: ##STR1## wherein R and R.sub.1 are each independently of the other hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl,X is a direct bond, --O--, --S-- or --N(R.sub.4)--, wherein R.sub.4 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, X.sub.1 is --O--, --S-- or --N(R.sub.4)--, wherein R.sub.4 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl,Y and Y.sub.1 are each independently of the other C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, sulfo, carboxy, carbamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylcarbamoyl, N-phenyl- or N,N-diphenylcarbamoyl, sulfamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.4 alkylsulfamoyl or N-phenyl- or N,N-diphenylsulfamoyl, Z and Z.sub.Type: GrantFiled: October 28, 1991Date of Patent: December 7, 1993Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
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Patent number: 5256774Abstract: Improved reactive dyestuffs have the following formula ##STR1## in which the substituents have the meaning given in the description.Type: GrantFiled: February 20, 1992Date of Patent: October 26, 1993Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Thomas Eizenhofer
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Patent number: 5241055Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or nitrogen-containing substrates have the formula ##STR1## where U is vinyl, propenyl or the radical of the formula ##STR2## in which Z.sup.1 is hydrogen or methyl and Z.sup.2 is a group which is detachable under alkaline reaction conditions,X isa) the radical of a chromophore orb) the radical of a coupling component to which may be additionally attached the radical of a diazo component via an azo linkage and which may contain an additional reactive group, andL isa) a bridge member of the formula ##STR3## where Q.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl, Q.sup.2 and Q.sup.3 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl, and Q.sup.4 is a leaving group, orb) an azo linkage,the radical X-L being bonded to the benzene ring meta or para to the CH.sub.2 -SO.sub.3 H group,and their preparation may involve novel benzyl compounds as intermediates.Type: GrantFiled: June 17, 1992Date of Patent: August 31, 1993Assignee: BASF AktiengesellschaftInventors: Claus Marschner, Joerg L. Jessen, Klaus Pandl, Manfred Patsch
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Patent number: 5231172Abstract: There are described water-soluble fiber-reactive dye-stuffs which possess a triazinylamino radical to which is bonded as second substituent an amino group or an N-containing heterocyclic group which, bonded via an arylene, alkylene or aralkyl radical, possesses a fiber-reactive grouping of the vinyl sulfone series, and to which is bonded as third substituent a sulfonamide group, wherein the sulfone radical is substituted by optionally substituted aryl, alkylenearyl or arylenealkyl or optionally substituted amino groups.The dyestuffs are used for dyeing hydroxy - and/or carboxamido-containing material, in particular fiber material, such as cellulose fibers, wool and synthetic polyamide.Type: GrantFiled: October 21, 1992Date of Patent: July 27, 1993Assignee: Hoechst AktiengesellschaftInventors: Thomas Beck, Werner H. Russ, Wilhelm Muhlig
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Patent number: 5227475Abstract: Water-soluble dyestuffs which correspond to the formula (1) given below, have fiber-reactive properties and dye synthetic and natural materials, in particular fiber materials, containing hydroxyl and/or carboxamide groups, such as wool and in particular cellulose fiber materials, in deep shades ##STR1## in which: F is the radical of a dyestuff, such as of an azo dyestuff, heavy metal complex azo dyestuff, anthraquinone dyestuff or phthalocyanine dyestuff,R.sup.x is hydrogen or lower alkyl, which can be substituted by halogen, hydroxyl, cyano, lower alkoxy, lower alkoxycarbonyl, carboxyl, sulfamoyl, sulfo or sulfato;n is the number 1 or 2; andQ is a group of the formula ##STR2## in whichR.sup.Type: GrantFiled: January 10, 1992Date of Patent: July 13, 1993Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Reinhard Hahnle, Hartmut Springer
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Patent number: 5225544Abstract: Water-soluble dyes are described, such as azo dyes, metal complex dyes, anthraquinone, phthalocyanine and formazan dyes, which contain a fiber-reactive group of the vinyl sulfone series which, if desired, is bound via a bridging member, and furthermore contain a 4-cyanamido-1,3,5-triazin-6-ylamino radical which is substituted in the 2 position by a group of the formula (2) ##STR1## in which R.sup.Type: GrantFiled: November 12, 1992Date of Patent: July 6, 1993Assignee: Hoechst AktiengesellschaftInventors: Jorg Dannheim, Werner H. Russ
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Patent number: 5223000Abstract: Mixtures of different oligomer compounds of formula (1) are suitable for use as direct dyes for dyeing and printing a wide range of materials, especially cellulose fibers, to give dyeings and prints of good all-round fastness properties: ##STR1## wherein R.sub.1 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, R independently has the meaning of R.sub.1 or is an unsubstituted or substituted heteroaryl radical or a radical of formula ##STR2## wherein R.sub.4 is unsubstituted or substituted alkyl, cycloalkyl, aryl, aralkyl or heteroaryl, A is an unsubstituted or substituted alkylene, cycloalkylene, arylene or aralkylene radical, X is --O--, --S-- or --N(R.sub.5)--, wherein R.sub.5 is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or aralkyl, or wherein the group ##STR3## is an unsubstituted or substituted heterocyclic radical, Y is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, sulfo, carboxy, carbamoyl, N-mono- or N,N-di-C.sub.1 -C.sub.Type: GrantFiled: October 28, 1991Date of Patent: June 29, 1993Assignee: Ciba-Geigy CorporationInventor: Urs Lauk
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Patent number: 5213582Abstract: Light-polarizing films or foils, preferably based on a vinyl alcohol homopolymer or copolymer, contain dyes corresponding to the following formula ##STR1## in which R, R.sup.1, T.sup.1, T.sup.2, n, X and Z are as defined in the specification.Type: GrantFiled: March 11, 1992Date of Patent: May 25, 1993Assignee: Bayer AktiengesellschaftInventors: Peter Wild, Uwe Claussen, Friedrich W. Krock
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Patent number: 5210187Abstract: Double attachment reactive dyes have the formula ##STR1## where U.sup.1 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR2## where Q.sup.1 and Q.sup.2 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.3 is a group which is detachable under alkaline reaction conditions,Z is the radical ##STR3## where each Q.sup.4 is independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl which may be substituted by cyano, U.sup.2 is C.sub.1 -C.sub.4 -alkyl, phenyl, C.sub.2 -C.sub.10 -alkenyl or the radical ##STR4## where Q.sup.5 and Q.sup.6 are each independently of the other hydrogen or C.sub.1 -C.sub.4 -alkyl and Q.sup.7 is a group which is detachable under alkaline reaction conditions, and w is 0, 1 or 2,t is 0, 1 or 2,v is 1 or 2 and X and L are each as defined in the description, with the proviso that at least one of the two radicals U.sup.1 and U.sup.2 is not C.sub.1 -C.sub.Type: GrantFiled: April 9, 1992Date of Patent: May 11, 1993Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Uwe Nahr, Friedrich Wirsing, Joerg L. Jessen, Klaus Pandl, Claus Marschner, Matthias Dust
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Patent number: 5202436Abstract: The new triphendioxazine dyestuffs of the formula ##STR1## in which the substituents have the meaning given in the description are suitable for the dyeing and printing of cellulose-containing and amido-containing materials.Type: GrantFiled: March 7, 1991Date of Patent: April 13, 1993Assignee: Bayer AktiengesellschaftInventor: Horst Jager
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Patent number: 5194607Abstract: Triphendioxazine dyes suitable for dyeing or printing hydroxyl- or amido-containing substrates have the formula ##STR1## where n is 0 or 1,m is 1 or 2,R.sup.1 and R.sup.2 are each independently of the other hydrogen, chlorine, bromine, hydroxysulfonyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, substituted or unsubstituted phenyl or substituted or unsubstituted phenoxy,R.sup.3 is halogen, carboxyl, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, vinylsulfonyl or the radical --SO.sub.2 --CH.sub.2 CH.sub.2 --Z, where Z is a leaving group, andQ.sup.1 and Q.sup.2 are each independently of the other a radical of the formula ##STR2## where R.sup.4 and R.sup.5 are each independently of the other hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.6 is hydrogen or a fiber-reactive radical,L.sup.1 and L.sup.2 are each independently of the other substituted or unsubstituted C.sub.2 -C.sub.8 -alkylene or phenylene,X is a chemical bond, oxygen, sulfur, imino, C.sub.1 -C.sub.Type: GrantFiled: June 27, 1991Date of Patent: March 16, 1993Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Claus Marschner, Claus-Ulrich Priester
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Patent number: 5171852Abstract: Triphenodioxazine reactive dyes, useful for dyeing cellulosic fibers, of the formula: ##STR1## wherein each of T.sup.1 and T.sup.2, independently, represents H, Cl, Br, F, SO.sub.3 H or an optionally substituted alkyl or aryl radical;R.sup.1 represents H or an optionally substituted hydrocarbon or heterocyclic radical;R.sup.2 represents an optionally substituted hydrocarbon radical;A represents C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, Cl, COOH or SO.sub.3 H, andn has a value of 0 or 1,the nature of the substituents being such that the dyes contain at least two SO.sub.3 H groups and at least two fibre-reactive groups.Type: GrantFiled: April 25, 1990Date of Patent: December 15, 1992Assignee: Imperial Chemical Industries PLCInventors: Andrew H. M. Renfrew, Denis R. A. Ridyard, Brian Lamble
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Patent number: 5166338Abstract: Anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone and perylenetetracarbimide dyes which contain one or two groups of the general formula ##STR1## where Y is vinyl or an ethyl group which contains in a .beta.-position a substituent which is eliminable by means of alkali to form a vinyl group, and W is a direct bond or a group of the general formula ##STR2## where M is a hydrogen atom or an alkali metal and n is zero, 1 or 2. The dyes have very good fiber-reactive properties and are advantageously suitable for dyeing carboxamino- and/or hydroxy-containing material, for example wool, in particular cellulose fiber materials; on these materials they produce strong fast shades in a high degree of fixation.Type: GrantFiled: February 13, 1991Date of Patent: November 24, 1992Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Josef Geisenberger, Hartmut Springer
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Patent number: 5138054Abstract: Triphendioxazine reactive dyestuffs of the general formula ##STR1## with the substituent definition given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups or amide groups. They give red dyeings with high wet- and light-fastnesses.Type: GrantFiled: February 15, 1991Date of Patent: August 11, 1992Assignee: Bayer AktiengesellschaftInventor: Wolfgang Harms
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Patent number: 5128455Abstract: Water-soluble fiber-reactive dyes which contain one or more groups of the general formula (1) ##STR1## where R.sup..alpha. and R.sup..beta. are each hydrogen or lower alkyl,R is hydrogen or sulfoY is vinyl or ethyl which is substituted in the .beta.-position by a substituent which is eliminatable under alkaline conditions,W is hydroxy, N-morpholino, N-piperidinyl, N-pyrrolidinyl or a group of the general formula (2) ##STR2## where G is hydrogen or alkyl of 1 to 6 carbon atoms andQ is a group of the general formula (2a), (2b), (2c) or (2d) ##STR3##--(CH.sub.2).sub.t --R.sup.a (2b)--(CH.sub.2).sub.t --O--(CH.sub.2).sub.w --R.sup.a (2c)--(CH.sub.2).sub.t --R.sup.2 (2d)whereR.sup.a is a group of the general formula --SO.sub.2 --Y, where Y is as defined above, or sulfo,R.sup.b is hydrogen, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, carboxy or chlorine,R.sup.Type: GrantFiled: December 21, 1989Date of Patent: July 7, 1992Assignee: Hoechst AktiengesellschaftInventors: Hartmut Springer, Patrick Scheidhauer, Karl-Michael Reichert, Guther Schwaiger, Kurt Hussong
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Patent number: 5126450Abstract: Unsymmetrical triphendioxazine (TPD) reactive dyes of Formula (1) for the colouration of e.g. wool, silk, leather and cotton are claimed as well as intermediates for their manufacture. ##STR1## wherein W.sup.1 and W.sup.2 are different and each independently of the formula: ##STR2## R.sup.1 and R.sup.2 in each group defined by W.sup.1 or W.sup.2 independently represent H or an optionally substituted hydrocarbon radical or are joined together to form, with B and the two N atoms, a piperazine ring;each x independently has a value of 0 or 1;each B independently represents an optionally substituted divalent hydrocarbon radical;each Z independently represents a fibre-reactive group;T.sup.1 and T.sup.2 each independently represents H, Cl, Br, F, SO.sub.3 H or an optionally substituted alkyl or aryl radical;A.sup.1 and A.sup.2 each independently represents an alkyl, alkoxy, Cl, Br, COOH, SO.sub.Type: GrantFiled: November 1, 1990Date of Patent: June 30, 1992Assignee: Imperial Chemical Industries PlcInventor: Peter Smith
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Patent number: 5122605Abstract: Sulpho group-containing dioxazine compounds corresponding to the formula ##STR1## in which the symbols are as defined in the specification, and salts thereof as well as dyeing preparations thereof are useful for dyeing or printing hydroxy group- or nitrogen-containing organic substrates, optionally combined with a special after-treatment of the dyed or printed textiles thus obtained to improve their wet fastness properties. Most preferred substrates are textile material containing or consisting of cellulose and paper.Type: GrantFiled: February 23, 1990Date of Patent: June 16, 1992Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 5112970Abstract: Water-soluble triphendioxazine compounds of the formula (1) with quaternary ammonium groups ##STR1## in which the substituents are defined in claim 1. The compounds (1) have fiber-reactive dyestuff properties and dye, for example, cellulose fiber materials, wool and synthetic polyamide in deep, fast shades.Type: GrantFiled: August 23, 1989Date of Patent: May 12, 1992Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Hartmut Springer
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Patent number: 5091515Abstract: A new process for the preparation of substituted 2,4-diamino-6-flurotriazines of the formula ##STR1## in which the substituents have the meanings given in the description, comprises reacting ammonium salts of the formula ##STR2## in an aqueous medium at pH values of about 2.5-10 with 2,4,6-trifluorotriazine in a continuous process. The reaction products can be converted to dyestuffs without isolating the intermediates.Type: GrantFiled: May 3, 1990Date of Patent: February 25, 1992Assignee: Bayer AktiengesellschaftInventors: Karl J. Herd, Hans-Georg Frosch, Hermann Henk, Wolfgang Mullers, Frank-Michael Stohr
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Patent number: 5084562Abstract: Reactive dyes which particularly suitable for dyeing or printing cellulose fiber material by the exhaust method or by continuous methods, which produce dyeing having good fastness properties in a high coloristic yield, having the formula ##STR1## where 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.sub.1 and R.sub.2 are independently of each other hydrogen or alkyl having 1 to 4 carbon atoms which may 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, B is a direct bond or a radical --(CH.sub.2)--.sub.n or --O--(CH.sub.2)--.sub.n, n is 1, 2, 3, 4, 5 or 6, R is a radical of the formula ##STR2## where R' is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: October 17, 1989Date of Patent: January 28, 1992Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5073634Abstract: Basic dyes of the formulaChr.sup..sym.[FeCl.sub.4 ].sup..crclbar.where Chr.sup.a is a dye cation are useful for dyeing acrylonitrile polymers or acid-modified polyesters.Type: GrantFiled: May 1, 1990Date of Patent: December 17, 1991Assignee: BASF AktiengesellschaftInventors: Johannes P. Dix, Guenter Hansen, Hellmut Kast
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Patent number: 5068327Abstract: A dioxazine compound represented by the following formula (I) in the free acid form, ##STR1## wherein V is a direct linkage or ##STR2## in which R.sub.3 is hydrogen or unsubstituted or substituted alkyl, and X is a direct linkage or an aliphatic, araliphatic or aromatic bridging group, provided that X stands for the bridging group as defined hereinabove when V is ##STR3## Y is unsubstituted or substituted phenylene, or unsubstituted or substituted naphthylene, Z is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 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, Q is sulfo, hydroxy, halo, alkoxy, unsubstituted or substituted phenoxy or unsubstituted or substituted amino, and R.sub.1 and R.sub.Type: GrantFiled: December 11, 1989Date of Patent: November 26, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Tetsuya Miyamoto, Miyao Takahashi, Takahiko Fujisaki, Shinei Ikeou, Takashi Omura
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Patent number: 5059681Abstract: A water-soluble reactive dye of the formula: ##STR1## wherein D represents a radical of a water-soluble azo dye selected from: (i) sulphonated monoazo radicals which are free from complexly bound metal and have the formula: ##STR2## wherein A represents a radical of the benzene or naphthalene series, R.sup.3 represents hydrogen or C.sub.1-8 -alkyl and one of U and V is SO.sub.3 H, the other being H, and(ii) a disazo radical of the formula: ##STR3## x represents Cl, Br, F, SO.sub.3 H or a quaternary ammonium group; R.sup.1 represents an optionally substituted C.sub.1-8 -alkyl radical; R.sup.2 represents hydrogen or an optionally substituted C.sub.1-8 -alkyl radical; andT represents a 1,3- or 1,4-phenylene radical which may carry one or more substituents selected from halogen, alkyl, alkoxy, acylamino, nitro and carboxy.Type: GrantFiled: February 1, 1990Date of Patent: October 22, 1991Assignee: Imperial Chemical Industries plcInventor: John A. Taylor
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Patent number: 5057609Abstract: Dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are suitable for the dyeing and printing of hydroxy-containing and amido-containing materials. They produce blue dyeings having high color density and high light fastness and wet fastness properties.Type: GrantFiled: June 20, 1989Date of Patent: October 15, 1991Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Joachim Wolff
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Patent number: 5041629Abstract: The preparation is described of compounds of the structure ##STR1## in which the substituents have the meanings indicated in the descripion. The compounds, which are in part new, are used as intermediate products for dyestuffs.Type: GrantFiled: August 21, 1989Date of Patent: August 20, 1991Assignee: Bayer AktiengesellschaftInventors: Karl J. Herd, Wolfgang Harms
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Patent number: 5026847Abstract: Compounds of the formula ##STR1## in which A, B, R.sub.1, R.sub.2, R.sub.3 and X are as defined in claim 1 are suitable for use as dyes for dyeing and printing cellulose-containing fibre materials, and produce dyeings and prints having good fastness properties.Type: GrantFiled: October 17, 1989Date of Patent: June 25, 1991Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5023325Abstract: A reactive dye of the formulaD--U--R).sub.nin which D is the radical of an anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye; U is --CO-- or --SO.sub.2 --; R is a radical of the formula ##STR1## Z is sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; alk is a polymethylene radical having 1 to 6 C atoms or its branched isomers; 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 which is unsubstituted or substituted by carboxyl, sulfo, C.sub.1 -C.sub.2 -alkoxy, halogen or hydroxyl;or a radical ##STR2## in which Z, alk and Y are as defined above; R.sub.1 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: May 11, 1988Date of Patent: June 11, 1991Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Peter Aeschlimann
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Patent number: 5019134Abstract: Triphenodioxazine reactive dyes containing at least one fiber-reactive group, the dye, in the free acid form, having the formula: ##STR1## wherein each of T.sup.1 and T.sup.2, independently, represents H, Cl, Br, F, SO.sub.3 H or an optionally substituted alkyl or aryl radical;each of A.sup.1 and A.sup.2 represents alkyl, alkoxy, Cl, Br, COOH, SO.sub.3 H or optionally substituted sulphamoyl;n has a value of 0, 1 or 2;m has a value of 1 or 2;R.sup.1 represents H or a group of the formula: ##STR2## wherein Z represents a fiber-reactive group;each of R.sup.2 and R.sup.3, independently, represents H or an optionally substituted hydrocarbon radical;B represents an optionally substituted divalent hydrocarbon radical; andD represents a group of the formula ##STR3## wherein R.sup.4 represents H, an optionally substituted hydrocarbon radical free from fiber-reactive residues or an acyl radical;R.sup.5 represents H or an optionally substituted hydrocarbon radical;R.sup.Type: GrantFiled: August 8, 1989Date of Patent: May 28, 1991Assignee: Imperial Chemical Industries PLCInventors: Denis R. A. Ridyard, Peter Smith