Alkylene, Alkenyl Or Alkenylene Bonded Directly To Sulfonyl Or Sulfonamide, Which Sulfonyl Or Sulfonamide Is Between A Ring And The Alkylene, Alkenyl Or Alkenylene Patents (Class 534/629)
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Publication number: 20110283465Abstract: The present invention relates to dyes of the formula (I), in which R1 to R4, D1, f, and M are defined as indicated in claim 1, to processes for preparing them, and to their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.Type: ApplicationFiled: January 18, 2010Publication date: November 24, 2011Applicant: DYSTAR COLOURS DEUTSCHLAND GMBHInventors: Joachim Eichhorn, Andreas Schrell
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Publication number: 20110285781Abstract: Reactive dyes of formula wherein R1 is hydrogen or unsubstituted or substituted C1-C4alkyl, (R2)s denotes s identical or different substituents from the group halogen, nitro, unsubstituted or halo-substituted C1-C4alkyl, C2-C4alkanoylamino, C1-C4alkylsulfonyl, carbamoyl, sulfamoyl and sulfo, Me is chromium, cobalt or iron, E is a bivalent radical of formula wherein X denotes chlorine or fluorine, T is a fibre-reactive radical of formula —NH—(CH2)2-3—SO2—Z??(2a), —NH—(CH2)2-3—O—(CH2)2-3—SO2—Z??(2b), (R3)0-2 denotes from 0 to 2 identical or different substituents from the group halogen, C1-C4alkyl, C1-C4alkoxy and sulfo, Z is vinyl or a —CH2—CH2—U radical and U is a group that is removable under alkaline conditions, Q is a —CH(Hal)-CH2-Hal or —C(Hal)=CH2 group, s is the number 0, 1, 2 or 3, q is the number 0 or 1, A denotes a bivalent radical of formula wherein R1, R2, X, T, m, n, q and s are as defined above, R4 and R7 denote hydrogen or C1-C4alkyl, R5 and R6 represent, each independType: ApplicationFiled: January 11, 2010Publication date: November 24, 2011Applicant: Huntsman International LLCInventors: Rainer Hildebrand, Alexander Mueller, Kurt Plattner, Sandra Da Silva Saraiva, Damien Schoehn
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Publication number: 20100299849Abstract: The present invention relates to a shading process characterized by using a composition comprising a phthalocyanine to which at least one dyestuff is attached through a covalent bonding, to shading compositions, to new compounds used in these shading compositions as well as to the production of these new compounds.Type: ApplicationFiled: July 21, 2010Publication date: December 2, 2010Inventors: Alfred HÖHENER, Frank BACHMANN, Adolf KÄSER, Chandrasekhar Dayal MUDALIAR, Dinesh Narendra RELE, Sneha Shankar RANE, Georg ROENTGEN
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Patent number: 7619074Abstract: The present invention relates to a novel reactive dyestuff with an N,N-dialkylamino bridge group, represented by the following formula (I): wherein R, B, B?, E1, E2, Z, Z?, i, j, R1, R2, m and n are defined the same as the specification. The reactive dyestuff of the present invention is suitable for exhaust dyeing, cold batch-up dyeing, continuous dyeing, printing and digital spray printing materials that contain hydroxyl group or polyamine fibers.Type: GrantFiled: May 20, 2008Date of Patent: November 17, 2009Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Ya-Cing Yu, Hong-Chang Huang, Chien-Yu Chen, Chen-Lung Kao, Hsien-Chung Hsia
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Patent number: 7132517Abstract: The invention relates to dyes of general formula (1), in which R11, R2, M, Z, v and x are defined as cited in claim 1, to the production of the same and to the use of said dyes for colouring or printing material containing hydroxy and/or carbonamide groups, preferably fibrous materialType: GrantFiled: June 10, 2003Date of Patent: November 7, 2006Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Günther Schwaiger, Werner Russ, Stefan Meier
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Patent number: 7105645Abstract: Dyes of general formula (I) wherein R1, R2, M, Y and x have the meaning cited in the description, the production and use thereof for dyeing or printing material containing hydroxy and/or carbonamide groups, preferably fiber material.Type: GrantFiled: April 22, 2003Date of Patent: September 12, 2006Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Günther Schwaiger, Stefan Meier, Werner Russ
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Patent number: 6809187Abstract: Reactive copper, cobalt or chromium complex compounds of the general formula (1) where R1-R5, M, Me, W1, X, k, l and m are each as defined in claim 1, processes for their preparation and their use for dyeing or printing textile fiber materials.Type: GrantFiled: April 10, 2003Date of Patent: October 26, 2004Assignee: Oystar Textil Farben GmbH & Co.Inventors: Stefan Ehrenberg, Klaus Kunde
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Patent number: 6458195Abstract: Reactive Red 23 magenta dye that is hydrolyzed to produce a passivated form having improved lightfastness in inkjet ink.Type: GrantFiled: January 26, 2001Date of Patent: October 1, 2002Assignee: Hewlett-Packard CompanyInventors: John L Stoffel, Peter C. Morris
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Patent number: 6265554Abstract: Dyes of formula (1) wherein Z is C10-C20terpeneamino; or N-mono- or N,N-di-C1-C16alkylamino unsubstituted or substituted in the alkyl moiety by phenyl (which may itself be substituted by carboxy, carbamoyl, sulfo or by sulfamoyl), amino, C2-C4alkanoylamino, hydroxy, sulfo, sulfato, carboxy, carbamoyl or by sulfamoyl, which further may be interrupted in the alkyl moiety by one, two or three oxygen atoms or —NH— groups, yield bluish magenta prints and dyeings having good light-fastness properties and a high colour brilliance.Type: GrantFiled: September 25, 2000Date of Patent: July 24, 2001Assignee: Ciba Specialty Chemicals Corp.Inventors: Urs Lehmann, Marcel Frick
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Patent number: 6060591Abstract: The disclosed dyes (which are fiber-reactive and are useful for dyeing materials containing OH and/or carboxamide groups) are compounds of the formula (1)Fb--Z.sub.n (1)in which:Fb is the radical of various classes of dyestuffs, including the formazans, azomethines, phthalocyanines, etc., and particularly sulfo group-containing monoazo or disazo dyes of the formulas (a-1) through (a-5):D.sup.1 --N.dbd.N--K.sup.2 -- (a-1)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.1 (a-2)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.2 -- (a-3)D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-4)--D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-5)in which in which D.sup.1 is a substituted or unsubstituted phenyl or naphthyl radical, D.sup.2 is the radical of a diazo component and K.sup.1, K.sup.2, and K.sup.0 are various coupling components, and E is a middle component.Type: GrantFiled: December 1, 1997Date of Patent: May 9, 2000Assignee: Dy Star Textilfarben GmbH & Co. Deutschland K.G.Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
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Patent number: 5929217Abstract: Reactive dyes of the formula I ##STR1## where a is 1 or 2,b is 0 or 1,Z.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, nitro, amino, hydroxysulfonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.6 -mono- or dialkylcarbamoyl,A is methylene, carbonyl, sulfonyl or a radical of the formula CH.sub.2 --CO or CH.sub.2 --SO.sub.2,X is a direct linkage or a linker,Y.sup.1 is vinyl or a radical of the formula C.sub.2 H.sub.4 Q where Q is a group which can be eliminated under alkaline conditions,W is in case 1) the radical of a chromophore which may have further reactive groups, or in case 2) the radical of a coupling component to which additionally the radical of a diazo component may be linked via an azo bridge and which may have additional reactive groups, andL.sup.1 and L.sup.2 are each linkers,their intermediates and a process for dyeing or printing substrates having hydroxyl groups or nitrogen atoms using the novel dyes are described.Type: GrantFiled: March 22, 1996Date of Patent: July 27, 1999Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Hermann Loffler, Claus Marschner
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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: 5349057Abstract: Water-soluble azo dyes and their heavy metal complex derivatives, such as copper, cobalt and chromium complex azo dyes are described, which have the general formula (1) shown below, have fiber-reactive properties and dye natural and synthetic hydroxyl- and/or carboxamido-containing materials, in particular fiber materials, such as wool and in particular cellulose fiber materials, by the dyeing and printing processes customary for fiber-reactive dyes, in hues which have high color strength and good fastness properties.Type: GrantFiled: January 10, 1992Date of Patent: September 20, 1994Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Hartmut Springer
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Patent number: 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: 5319074Abstract: A metal-free dyestuff of the formula ##STR1## and metal complex thereof wherein: Fb=the radical of a dyestuff selected from the group consisting of mono- or polyazo, anthraquinone, phthalocyanine, formazan, dioxazine and triphenylmethane radicals,B and B'=a direct bond or an aliphatic or aromatic bridge member to a ring C atom of an aromatic-carbocyclic ring or to a ring C or N atom or an aromatic-heterocyclic ring in Fb,X=CH.dbd.CH.sub.2 or CH.sub.2 CH.sub.2 --Y, whereinY=OSO.sub.3 H, SSO.sub.3 H, OCOCH.sub.3, OPO.sub.3 H.sub.2, OSO.sub.2 CH.sub.3, SCN, NHSO.sub.2 CH.sub.3 --, Cl, Br, F, OCOC.sub.6 H.sub.5, OSO.sub.2 --C.sub.6 H.sub.4 CH.sub.3, ##STR2## R=H or C.sub.1 -C.sub.4 -alkyl, which is optionally be substituted by halogen, hydroxy, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, sulpho or sulphato,Z=a fiber-reactive radical of the formula ##STR3## wherein M=H, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -thioalkyl, F or CF.sub.Type: GrantFiled: January 24, 1992Date of Patent: June 7, 1994Assignee: Bayer AktiengesellschaftInventors: Wolfram Reddig, Karl-Josef Herd, Ernst Kysela
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Patent number: 5298607Abstract: The invention provides reactive dyes of the formula ##STR1## wherein D is a mono- or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, dioxazine or stilbene dye which contains sulfo groups, R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, methyl or ethyl, X is a radical of the formula --SO.sub.2 CH.sub.2 CH.sub.2 Cl, --SO.sub.2 CH.dbd.CH.sub.2, --SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, --SO.sub.2 CH.sub.2 CH.sub.2 OPO.sub.3 H or --N(R.sub.3)SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H, and R.sub.3 is hydrogen, methyl or ethyl, and the benzene or naphthalene radical is not further substituted or is further substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.Type: GrantFiled: May 26, 1993Date of Patent: March 29, 1994Assignee: Ciba-Geigy CorporationInventor: Herbert Seiler
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Patent number: 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: 5233026Abstract: Reactive dyes of the formula ##STR1## in which D is a monoazo dye, R.sub.1 is hydrogen or a substituted or unsubstituted C.sub.1-4 alkyl radical, Z is an unsubstituted or substituted amino group, and X is a vinyl, .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-acetoxyethyl group, with the condition that Z is not a sulfo- or carboxyl-substituted phenylamino group when the triazine radical is bonded to the radical of 1,8-aminonaphthol-3,6- or -4,6-disulfonic acid, and the X--SO.sub.2 radical is bonded directly to an aromatic C atom, are suitable in particular for dyeing and printing cellulose-containing fiber materials by the cold pad-batch method and produce, in high dyeing yields, dyeings and prints having good fastness properties.Type: GrantFiled: August 2, 1991Date of Patent: August 3, 1993Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 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: 5231171Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or nitrogen-containing substrates have the formula ##STR1## where Rg is a radical of the formula ##STR2## Ar is the radical of a benzene or naphthalene ring, Z.sup.1 and Z.sup.2 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl, C.sub.1 -C.sub.4 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, cyano, halogen or hydroxysulfonyl,Z.sup.3, Z.sup.4 and Z.sup.5 are each hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl,U is a group which is detachable under alkaline reaction conditions,X is in case a) the radical of a chromophore or in case b) the radical of a coupling component to which may additionally be attached, via an azo bridge, the radical of a diazo component and which may have additional reactive groups, andL is in case a) a bridge member or in case b) an azo bridge.Type: GrantFiled: December 13, 1991Date of Patent: July 27, 1993Assignee: BASF AktiengesellschaftInventors: Claus Marschner, Matthias Niedenbrueck, Bernd Siegel, Manfred Patsch, Klaus Pandl
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Patent number: 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: 5138041Abstract: Water-soluble dyes having fiber-reactive properties and conforming to the general formula (1) ##STR1## where F is the radical of a metal-free or heavy metal complex monoazo or disazo dye which contains at least one sulfo group,n is 1 or 2,Y is vinyl, .beta.-sulfatoethyl, .beta.-haloethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl or .beta.-acetoxyethyl,R.sup..alpha. is hydrogen or lower alkyl which may be substituted by carboxy, sulfo, cyano, hydroxyl or chlorine,A is a group of the general formula (2a) or (2b) ##STR2## where G is alkylene of 1 to 6 carbon atoms, alkylene of 2 to 6 carbon atoms which is interrupted by 1 or 2 hetero groups, or methyl-substituted cycloalkylene,R is hydrogen, halogen, hydroxy, sulfato, cyano, carboxy, carbamoyl, lower carbalkoxy, lower alkanoylamino, substituted or unsubstituted benzoylamino or a group of the formula --SO.sub.2 --Y.sup.2 where Y.sup.2 has one of the meanings of Y or is .beta.Type: GrantFiled: December 18, 1990Date of Patent: August 11, 1992Assignee: Hoechst AktiengesellschaftInventors: Holger M. Buch, Werner H. Russ, Horst Tappe
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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: 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: 5082963Abstract: A process for the preparation of isomerically pure sulfonic acids of 2-aminonaphthalenes having a fiber reactive substituent of the formula --(SO.sub.2 X) wherein X is --CH.sub.2 --CH.sub.2 --Z and Z is a substituent such as thiosulfato, phosphato or sulfato. The process comprises a first step of acylating the amino group of the substituted 2-aminonaphthalene to form a N-acyl derivative of the formula, R--CO--NH--A--SO.sub.2 X wherein A represents a naphthalene nucleus. The N-acyl derivative is then sulfonated to provide an essentially isomerically pure sulfonic acid derivative of the formula R--CO--NH--A(--SO.sub.2 X, --SO.sub.3 H). Depending upon the position of the --SO.sub.2 X group in the starting material, the sulfonation reaction product will have one of the following isomeric ring positions for the sulfonyl and sulfo groups, respectively; 5:7 or 7:5 or 6:8 or 8:6.Type: GrantFiled: November 24, 1986Date of Patent: January 21, 1992Assignee: Hoechst Celanese CorporationInventors: Thomas S. Phillips, Anthony J. Corso
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Patent number: 5015732Abstract: Water-soluble copper complex monoazo compounds of the general formula (1) ##STR1## in which D denotes the radical of a diazo component of the benzene or naphthalene series with the oxy group in the ortho-position relative to the azo bridge, K denotes the radical of a coupling component of the benzene, naphthalene, pyridone or pyrazolone series with the phenolic or enolic oxy group in ortho-position relative to the azo group, R denotes hydrogen or alkyl of 1 to 4 C atoms, Y denotes the radical of the formula --NH--, --N(lower alkyl)-- or --CH.sub.2 --, n represents the number zero or 1, Z denotes the vinyl, .beta.-acetoxyethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-sulfatoethyl group and X denotes a radical of the general formula (2a), (2b) or (2c) ##STR2## in which R.sup.1 is an optionally substituted alkyl radical, an optionally substituted aryl radical or an optionally substituted heteroaromatic radical, R.sup.Type: GrantFiled: March 29, 1988Date of Patent: May 14, 1991Assignee: Hoechst AktiengesellschaftInventor: Fritz Meininger
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Patent number: 5003052Abstract: A reactive dye of the formula ##STR1## in which R is a radical of the formula ##STR2## or Z is .beta.-sulfatoethyl, .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-acetoxyethyl, .beta.-halogenoethyl or vinyl; V is hydrogen or a radicalZ--SO.sub.2 --CH.sub.2 --CH.sub.2 --in which z is as defined above; R.sub.1 is hydrogen or C.sub.1-6 -alkyl; alk, independently of each other, are polymethylene radicals having 2 to 6 C atoms or their branched isomers; K is a benzene, naphthalene or heterocyclic radical; m is 1 to 6, p is 1 to 6 and q is 1 to 6; and the benzene or naphthalene radical A is further unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.8 -acylamino, C.sub.1 -C.sub.4 -alkylamino, phenylamino, N,N-di-.beta.-hydroxyethylamino, N,N-di-.beta.-sulfatoethylamino, sulfobenzylamino, N,N-disulfobenzylamino, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkylsulfonyl, trifluoromethyl, nitro, cyano, halogen, carbamoyl, N-C.sub.1 -C.sub.Type: GrantFiled: May 11, 1988Date of Patent: March 26, 1991Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5003049Abstract: The compounds of the general formula (I) ##STR1## where A is a dye radical, where relevant the radicals Y independently of one another are each oxygen, sulfur, R.sup.1 --N or a direct bond, n is 1 or 2, the radicals R.sup.1 independently of one another are each hydrogen or unsubstituted or substituted C.sub.1 -C.sub.4 -alkyl and Z is a bridge member, are very useful for dyeing hydroxyl-containing textile material.Type: GrantFiled: February 8, 1989Date of Patent: March 26, 1991Assignee: BASF AktiengesellschaftInventors: Udo Bergmann, Alfred Hackenberger, Manfred Patsch
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Patent number: 5001227Abstract: The invention relates to chromium complexes of the formula ##STR1## in which L is H.sub.2 O, NH.sub.3, R.sub.2 --OH, R.sub.2 --NH.sub.2, (R.sub.2).sub.2 NH, (R.sub.2).sub.3 N or pyridine, wherein R.sub.2 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.1-4 -alkoxy or amino, B is 8-hydroxyquinoline, 5-chloro-8-hydroxyquinoline, 5-hydroxyacridine, 6-hydroxy-4,7-phenanthroline, pyridine-2-carboxylic acid, 8-carboxyquinoline, 5,7-dibromo-8-hydroxyquinoline, o-hydroxyaniline, o-hydroxynaphthylamine, proline, glycine, serine, aspartic acid or R.sub.1 --CH(NH.sub.2)--COOH, wherein R.sub.1 is C.sub.1-6 -alkyl unsubstituted or substituted by halogen, C.sub.Type: GrantFiled: November 9, 1984Date of Patent: March 19, 1991Assignee: Ciba-Geigy CorporationInventors: Hans U. Schutz, Ulrich Schlesinger, Gerhard Back
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Patent number: 4996304Abstract: Reactive dyes of the formula ##STR1## in which D is the radical of a dye of the polyazo or metal complex azo 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: GrantFiled: February 23, 1990Date of Patent: February 26, 1991Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 4968781Abstract: A reactive dye of the formula ##STR1## in which Fa 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, T is a negative substituent, one X is a detachable substituent and the other X is a group of the formula ##STR2## A is arylene, V is hydrogen, a substituted or unsubstituted C.sub.1 -C.sub.4 alkyl radical or a radical of the formula --(CH.sub.2).sub.q --SO.sub.2 --Z, Z is a --CH.dbd.CH.sub.2 or CH.sub.2 --Y radical and Y is an inorganic or organic radical which is detachable under alkaline conditions, q, m and n are independently of one another an integral number from 2 to 6, R and R' are independently of one another hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 alkyl, and r is 1 or 2.Type: GrantFiled: March 28, 1988Date of Patent: November 6, 1990Assignee: Ciba-Geigy CorporationInventors: Karl Seitz, Karl Hoegerle
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Patent number: 4963660Abstract: Free radical heavy metal ions in water-soluble heavy metal complex dyestuffs are removed from the synthesis solution of the heavy metal complex dyestuff by means of a compound or several of the compounds mentioned below:(a) saturated and unsaturated fatty acids having about 8 to 18 carbon atoms and water-soluble salts thereof;(b) the monoesters and diesters of orthophosphoric acid and salts thereof corresponding to the general formula (1a) and (1b) ##STR1## in which R denotes a saturated or unsaturated aliphatic radical having about 8 to 18 carbon atoms and M stands for a hydrogen atom or a salt-forming, water-solubilizing metal;(c) aliphatic sulfonic acids and water-soluble salts thereof corresponding to the general formula (2)R--SO.sub.Type: GrantFiled: August 30, 1988Date of Patent: October 16, 1990Assignee: Hoechst AktiengesellschaftInventors: Uwe Mrotzeck, Peter Mischke, Gunther Schwaiger, Werner Russ, Manfred Sittig
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Patent number: 4963659Abstract: Reactive dyes which are particularly suitable for the dyeing or printing of cellulose-containing fiber materials by the exhaust process or by the continuous process and give, at a high color yield, dyeings and prints having good fastness properties, having the formula ##STR1## in which D.sub.1 and D.sub.2, independently of one another, are each 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.sub.1, R.sub.2, B.sub.1 and B.sub.2, independently of one another, are hydrogen or alkyl having 1 to 4 carbon atoms, 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 is fluorine, chlorine, bromine, sulfo, C.sub.1 -C.sub.Type: GrantFiled: March 14, 1989Date of Patent: October 16, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 4960870Abstract: The heavy metal complex dyes of azo or azomethine dyes of the formula ##STR1## in which D is the radical of a dizao component of the benzene, naphthalene or heterocyclic series, K--OH is the radical of the formula ##STR2## in which the symbols A, A', B and B' each represent a carbon atom or in which one of the symbols A, A', B or B' represents a nitrogen atom while the others represent a carbon atom, R is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.4 alkyl or substituted or unsubstituted phenyl, and the ring E can be further substituted, Y is a nitrogen atom or a CH group, and n is 0 or 1, and in which --(CO).sub.n --OH is bonded to D in a position adjacent to --N.dbd.Y--, produce dyeings having good fastnesses particular very good crock, wet, wet crock and light fastness on nitrogen-containing or hydroxyl-containing fibre materials.Type: GrantFiled: February 1, 1988Date of Patent: October 2, 1990Assignee: Ciba-Geigy CorporationInventor: Urs Lehmann
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Patent number: 4952679Abstract: Reactive dyes suitable for dyeing and printing cellulosic fiber materials by the cold pad-batch process having the formula ##STR1## wherein Fa is a monoazo or polyazo, metal complex azo, anthraquinone, phthalocyanine, formazane, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye radical, X.sub.1 is halogen, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, a sulfonic acid or phosphoric acid group or a quaternized ammonium group, X.sub.2 independently has the meaning of X.sub.1 or is C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 alkoxy, R is hydrogen or C.sub.1 -C.sub.4 -alkyl which is unsubstituted or substituted by halogen, hydroxy, cyano, carboxyl, sulfo, sulfato, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxy, and r is 1 or 2.Type: GrantFiled: August 19, 1988Date of Patent: August 28, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4939243Abstract: Water-soluble copper complex disazo compounds with fiber-reactive dyestuff properties of the general formula ##STR1## in which m and n are the number zero or 1;the group --SO.sub.2 Y is bonded in the 5-position to the benzene nucleus if n is zero, or in the 4-position if n is zero or 1;the free azo can be bonded to the 6'-or 7'-position of the central naphthalene nucleus;if m is 1, this sulfo is bonded in the 5'-position if the azo is in the 6'-position, and is bonded in the 6'-position if the azo is in the 7'-position;X is chlorine, bromine, ##STR2## in which R.sup.1 represents optionally substituted alkyl with 1 to 4 carbon atoms, optionally substituted aryl or hydrogen,R.sup.2 is optionally substituted alkyl with 1 to 4 carbon atoms or optionally substituted aryl,R.sup.3 is hydrogen or optionally substituted alkyl with 1 to 4 carbon atoms andR.sup.Type: GrantFiled: February 20, 1985Date of Patent: July 3, 1990Assignee: Hoechst AktiengesellschaftInventors: Fritz Meininger, Ernst Hoyer
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Patent number: 4937326Abstract: A novel reactive monoazo dye, which can give to cellulose fiber materials a deep orange to scarlet color superior in build-up property and chlorine fastness, represented by a free acid of the formula, ##STR1## wherein D is a phenyl group substituted with 1 to 3 substitutes selected from methyl, ethyl, methoxy, ethoxy, halogen, acetylamino, propionylamino, benzoylamino, succinylamino, maleinylamino, nitro, suflonic acid and carboxyl groups; R.sub.1 is a hydrogen atom, or a methyl or ethyl group; R.sub.2 is an alkyl group having 1 to 4 carbon atoms which is unsubstituted or substituted with a hydroxy, cyano, alkoxy, halogen, carboxy, alkoxycarbonyl or sulfonic acid group; Z is a hydrogen atom or a sulfonic acid group; A is a phenylene residue which is unsubstituted or substituted with 1 or 2 substituents selected from methyl, ethyl, methoxy, ethoxy, chlorine, bromine and sulfonic acid groups; or a naphthylene residue which is unsubstituted or substituted with one sulfonic acid group; and X is --SO.sub.2 CH.dbd.Type: GrantFiled: March 22, 1985Date of Patent: June 26, 1990Assignee: Sumitomo Chemical Company, LimitedInventors: Yutaka Kayane, Masaki Sunami, Katsumasa Otake, Yasuo Tezuka
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Patent number: 4935501Abstract: 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: GrantFiled: March 7, 1988Date of Patent: June 19, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Fiber-reactive dyes containing an aniline radical which carries two different vinylsulfonyl moieties
Patent number: 4929719Abstract: 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: GrantFiled: August 10, 1989Date of Patent: May 29, 1990Assignee: Ciba-Geigy CorporationInventors: Hansrudolf Schwander, Athanassios Tzikas, Peter Aeschlimann -
Patent number: 4925927Abstract: 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: GrantFiled: June 27, 1988Date of Patent: May 15, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 4925928Abstract: 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: GrantFiled: June 23, 1988Date of Patent: May 15, 1990Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 4918169Abstract: 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: GrantFiled: August 19, 1988Date of Patent: April 17, 1990Assignee: Ciba-Geigy CorporationInventor: Karl Hoegerle
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Patent number: 4908436Abstract: 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: GrantFiled: October 23, 1986Date of Patent: March 13, 1990Assignee: Ciba-Geigy CorporationInventor: Peter Scheibli
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Patent number: 4900812Abstract: Compounds of the formula ##STR1## and water-soluble salts thereof each cation of which is independently a non-chromophoric cation, whereinMe is cobalt, copper or nickel,Pc is the phthalocyanine radical,each R.sub.1 and R.sub.2 is independently hydrogen or C.sub.1-6 alkyl,each R.sub.4 is independently hydrogen, halo, hydroxy, C.sub.1-4 alkoxy, C.sub.1-4 alkyl, carboxy or sulfo,each R.sub.6 is hydrogen, cyano, carbamoyl or ##STR2## wherein An .crclbar. is a non-chromophoric anion,each R.sub.7 is hydrogen, C.sub.1-4 alkyl, C.sub.5-6 cycloalkyl, phenyl, benzyl, phenylethyl or carboxy,each W is linear or branched C.sub.2-6 alkylene; linear or branched C.sub.3-6 alkylene monosubstituted by hydroxy; linear or branched C.sub.2-6 alkylene interrupted by ##STR3## wherein R.sub.11 is linear or branched C.sub.Type: GrantFiled: January 29, 1988Date of Patent: February 13, 1990Assignee: Sandoz Ltd.Inventors: Helmut A. Moser, Roland Wald
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Patent number: 4885360Abstract: 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: GrantFiled: November 21, 1988Date of Patent: December 5, 1989Assignee: Ciba-Geigy CorporationInventor: Peter Scheibli
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Patent number: 4880434Abstract: Dyed and finished products of cellulose fiber materials superior in fastness properties are obtained without change in color shade by finishing dyed products with a fixing agent or/and a finishing agent capable of bonding with cellulose through a bridge formation, the dyed products being obtained by dyeing cellulose fiber materials with a dye represented by the following formula in the free acid form, ##STR1## wherein A is phenylene or naphthylene, B is alkyl, alkenyl, phenyl, naphthyl or heterocyclic group, Me is metal ion, X is --O-- or ##STR2## Y is alkoxy, phenoxy or amino, Z is sulfo or the like water-solubility-imparting group, m and n are each 0 or an integer of 1 to 3, provided that the sum is 1 to 3, D is phenylene or naphthylene, Q is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 L in which L is splittable group by the action of an alkali and R is hydrogen or alkyl.Type: GrantFiled: July 12, 1988Date of Patent: November 14, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Naoki Harada, Tetsuya Miyamoto, Kunihiko Imada, Takashi Omura
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Patent number: 4879372Abstract: A triazine compound having a dye moiety, a sym-monohalotriazine moiety and an aminobenzoylamine moiety, which is represented, for example, by the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, A is phenylene or naphthylene, D is a dye moiety, X is chloro or fluoro, 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, and n is 0, 1 or 2, and which is useful for dyeing or printing fiber materials such as cellulose fiber materials with superior dye performance such as build-up property to give dyed or printed products excellent is fastness properties.Type: GrantFiled: November 6, 1987Date of Patent: November 7, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Toshihiko Morimitsu, Naoki Harada, Takashi Omura
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Patent number: 4876334Abstract: 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: GrantFiled: February 1, 1988Date of Patent: October 24, 1989Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Paul Herzig