Acyclic -c(=x)-, Wherein X Is Chalcogen, Attached Directly Or Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 534/612)
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Patent number: 5548071Abstract: The invention relates to compounds of the formula ##STR1## where the variables are each as defined in the claims. The compounds are suitable for use as dyes, in particular for dyeing and printing cellulose-containing fibre materials and produce dyeings and prints having good allround fastness properties.Type: GrantFiled: May 13, 1994Date of Patent: August 20, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas, Paul Herzig
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Patent number: 5541300Abstract: Trifunctional reactive dyestuffs of the formula ##STR1## a process for their preparation and their use, wherein D=the radical of a diazo component of the benzene or naphthalene series,K=the radical of a coupling component of the formula ##STR2## where the radical of the formula II and the azo group are linked to one another via the bond marked with *,X=a radical of the formula ##STR3## Z=a heterocyclic fibre-reactive radical which differs from X and the other substituents have the meaning given in the description.Type: GrantFiled: May 27, 1994Date of Patent: July 30, 1996Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Eckhard Bock, Manfred Hoppe, Wolfram Reddig
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Patent number: 5532345Abstract: Compounds of the formula ##STR1## in which the variables are as defined in the claims, which are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials, are described.Type: GrantFiled: May 26, 1995Date of Patent: July 2, 1996Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Anton Andreoli
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Patent number: 5488098Abstract: A monoazo compound of the following formula, ##STR1## wherein D is phenylene or naphthylene; X is halogeno, pyridinio or ##STR2## B is --OR.sub.3, --SR.sub.4, ##STR3## in which R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each hydrogen, alkyl, phenyl, naphthyl or benzyl, r is 0 or 1, and E is O, SO, SO.sub.2, CH.sub.2 or NR.sub.8, in which R.sub.8 is hydrogen or C.sub.1 -C.sub.4 alkyl; R, R.sub.1, R.sub.2 and R.sub.7 are each hydrogen or alkyl; A.sub.1, A.sub.2 and A.sub.3 are each phenylene, naphthylene or alkylene; Z.sub.1, Z.sub.2 and Z.sub.3 are each --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Y, in which Y is a splittable group; and p is 0 or 1; which compound is useful for dyeing or printing fiber materials to obtain a product dyed or printed in a color superior in various fastness properties with superior build-up property.Type: GrantFiled: February 7, 1994Date of Patent: January 30, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Masayuki Miki, Kingo Akahori, Yutaka Kayane, Takeshi Washimi
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Patent number: 5484899Abstract: The invention relates to compounds of the formula ##STR1## in which the variables are as defined in the claims. The compounds are suitable as dyes, in particular for dyeing and printing cellulosic fibre materials, and produce dyeings and prints with good all-round fastness properties.Type: GrantFiled: May 3, 1994Date of Patent: January 16, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas
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Patent number: 5484898Abstract: The invention relates to compounds of formula ##STR1## wherein the variables are as defined in the claims. The compounds are suitable for use as dyes, especially for dyeing and printing cellulosic fibre materials, and give dyeings and prints of good fastness properties.Type: GrantFiled: May 10, 1994Date of Patent: January 16, 1996Assignee: Ciba-Geigy CorporationInventors: Rolf Deitz, Athanassios Tzikas
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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: 5449762Abstract: Reactive dyes of the formula I ##STR1## where n is 0 or 1R.sup.1, R.sup.2 and R.sup.3 are in each case hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridge member, A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, Q being a group which can be removed under alkaline reaction conditions, andD is phenyl or naphthyl, it being possible for these radicals to be substituted, and a process for preparing reactive dyes by oxidation of the abovementioned compounds are described.Type: GrantFiled: February 1, 1995Date of Patent: September 12, 1995Assignee: BASF AktiengesellschaftInventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
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Patent number: 5428140Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1R.sup.1, R.sup.2 and R.sup.3 are in each case hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridge member, A is unsubstitued or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, Q being a group which can be removed under alkaline reaction conditions, andD is phenyl or naphthyl, it being possible for these radicals to be substituted,and a process for preparing reactive dyes by oxidation of the abovementioned compounds are described.Type: GrantFiled: June 6, 1994Date of Patent: June 27, 1995Assignee: BASF AktiengesellschaftInventors: Matthias Wiesenfeldt, Bernd Siegel, Manfred Patsch
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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: 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: 5328995Abstract: The compounds of the formula ##STR1## where the substituents are as defined in claim 1, are direct dyes for various substrates, in particular cellulosic fibre materials. They are high temperature resistant and therefore are particularly highly suitable for the one-bath, single-stage dyeing of polyester/cotton blend fabrics with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.Type: GrantFiled: January 27, 1993Date of Patent: July 12, 1994Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Urs Lauk
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Patent number: 5306813Abstract: A compound which, in the free acid form, is of Formula (1): ##STR1## wherein: D is optionally substituted phenyl or optionally substituted naphthyl;K is optionally substituted phenylene or optionally substituted naphthylene;R.sup.1 and R.sup.4 are each independently H or optionally substituted alkyl;R.sup.2 and R.sup.3 are each independently H or optionally substituted alkyl, provided at least one of R.sup.2 and R.sup.3 is optionally substituted alkyl;B is H, optionally substituted alkyl or optionally substituted each A is H or a substituent; andeachA is H or a substituent; andL is an optionally substituted divalent organic radical. The compound is useful as a reactive dye for textiles.Type: GrantFiled: January 22, 1993Date of Patent: April 26, 1994Assignee: Imperial Chemical Industries PLCInventors: Andrew H. M. Renfrew, John A. Taylor
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Patent number: 5292870Abstract: A compound which, in the free acid form, is of Formula (1): ##STR1## wherein: Z is vinyl, or an ethyl group having a substituent at the 2-position which is capable of being eliminated in the presence of alkali to give a vinyl group;D is substituted or unsubstituted phenylene or naphthylene;K is the residue of a coupling component;R.sup.1 is H, alkyl or substituted alkyl;R.sup.2 is alkyl or substituted alkyl;X is halo or quaternary ammonium; andL is substituted or unsubstituted phenylene.The compound is useful as a dye for the coloration of, for example, cotton, on which it has excellent build up, good fixation efficiency and good wash off properties.Type: GrantFiled: November 8, 1991Date of Patent: March 8, 1994Assignee: Imperial Chemical Industries PLCInventor: Kenneth Anderton
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Patent number: 5286854Abstract: Basic azo dyes useful for dyeing or printing polymeric material have the formula ##STR1## where R.sup.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkanoylamino,R.sup.2 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or a radical of the formula CO-X, andX is hydroxyl, C.sub.1 -C.sub.4 -alkoxy, amino, mono- or di(C.sub.1 -C.sub.6 -alkyl)amino or a radical of the formula ##STR2## where n is 0 or 1,R.sup.3, R.sup.4 and R.sup.5 are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.6 is hydrogen or C.sub.1 -C.sub.4 -alkyl,L is C.sub.2 -C.sub.6 -alkylene, andAn.sup..crclbar. is one equivalent of an anion,with the proviso that at least one basic or quaternary radical is present in the molecule.Type: GrantFiled: December 30, 1992Date of Patent: February 15, 1994Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Heidi Hengelsberg, Udo Mayer
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Patent number: 5276148Abstract: Reactive dyes of the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,A is unsubstituted or substituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, whereQ is a group which can be eliminated under alkaline reaction conditions,D.sup.1 is phenyl or naphthyl, where these radicals may be substituted,D.sup.2 is phenylene or naphthylene, where these radicals may be substituted, andZ is a reactive radical,with the proviso thata) n is zero when D.sup.1 is substituted by unsubstituted or substituted phenylazo or by unsubstituted or substituted naphthylazo andb) the reactive radical Z is not devised from the triazine series when n is zero and D.sup.1 is dihydroxysulfonylphenyl or trihydroxysulfonylnaphthyl,are used for dyeing and printing organic substrates containing hydroxyl groups or nitrogen atoms.Type: GrantFiled: May 22, 1992Date of Patent: January 4, 1994Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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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: 5239063Abstract: Fiber reactive azo dyestuffs of the formula ##STR1## in which R=H or C.sub.1 -C.sub.6 alkyl, which can be substituted with OH, Hal, SO.sub.3 H or OSO.sub.3 H;Z=heterocyclic five or six membered ring;n, m=0, 1 or 2, wherein n+m=0, 1 or 2;Y=OH, OR, NR.sub.2 R.sub.3, OMe; andR.sub.2, R.sub.3, =H, R and R.sub.2, R.sub.3 and N can form a heterocyclic 5 or 6-membered ring.Type: GrantFiled: January 9, 1992Date of Patent: August 24, 1993Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Martin Michna, Karl-Josef Herd, Frank-Michael Stohr
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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: 5182371Abstract: The reactive dyes have the formula ##STR1## where n is 0 or 1,R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## L is a bridgemember, A is substituted or unsubstituted C.sub.2 -C.sub.8 -alkylene,Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.2 --Q, where Q is a group which is detachable under alkaline reaction conditions, andD is phenyl or naphthyl, which may each be substituted.The present dyes are useful in dyeing or printing hydroxyl- or nitrogen-containing fibres.Type: GrantFiled: February 14, 1992Date of Patent: January 26, 1993Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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Patent number: 5116956Abstract: A polyazo compound of the following formula, ##STR1## wherein X is ##STR2## --NR.sub.2 R.sub.3, --OR.sub.4 or --SR.sub.5, in which R.sub.1 is hydrogen or alkyl, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are each hydrogen, alkyl, phenyl, naphthyl or benzyl, A is phenylene, naphthylene or alkylene, Z is a fiber-reactive group of --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z' in which Z' is a splittable group, Y is pyridinio, and F is polyazo dye moiety carrying a fiber-reactive group like that represented by Z, which compound is useful for dyeing or printing fiber materials to obtain a product dyed or printed in a color superior in various fastness properties with superior build-up property.Type: GrantFiled: May 17, 1990Date of Patent: May 26, 1992Assignee: Sumitomo Chemical Co., Ltd.Inventors: Tetsuya Miyamoto, Kazufumi Yokogawa, Yutaka Kayane, Takashi Omura, Takeshi Washimi, Naoki Harada, Kingo Akahori
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Patent number: 5104978Abstract: A monoazo compound represented by the following formula in the free acid form: ##STR1## wherein D is unsubstituted or substituted phenylene or naphthylene, X is unsubstituted or substituted pyridinio, Z is --SO.sub.2 CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 L in which L is a group capable of being split by the action of an alkali, and Y is --V--R in which V is --O-- or --S--, and R is hydrogen or which may be substituted alkyl, cyclohexyl, phenyl which may be substituted, naphthyl which may be substituted or benzyl which may be substituted, or ##STR2## in which R.sub.1 and R.sub.2 independently of one another are each hydrogen or unsubstituted or substituted alkyl, phenyl, naphthyl or benzyl, which is superior in solubility and useful for dyeing or printing fiber materials such as cellulose to a red color with superior build-up properties.Type: GrantFiled: November 20, 1989Date of Patent: April 14, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Kingo Akahori, Masayuki Miki, Takashi Omura, Naoki Harada, Takeshi Washimi
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Patent number: 5095102Abstract: Reactive dyestuffs of the formula ##STR1## in which A=H, halogen, alkyl, alkoxy, acylamino or amino,B=H, alkyl or alkoxy,X=--CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 --Y, whereY=a radical which can be removed under alkaline conditions andZ=a fibre-reactive radical.Type: GrantFiled: August 13, 1990Date of Patent: March 10, 1992Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Rolf Brockmann, Frank-Michael Stohr
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Patent number: 5091516Abstract: Reactive dyes useful for dyeing or printing hydroxyl- or amino-containing organic substrates have the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl,R.sup.4 is C.sub.1 -C.sub.4 -alkoxy, phenoxy or a radical of the formula NL.sup.1 L.sup.2, where L.sup.1 and L.sup.2 are each substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl or substituted or unsubstituted phenyl, or L.sup.1 and L.sup.2 together combine with the nitrogen atom joining them to form a heterocyclic radical, or L.sup.1 may also be hydrogen,R.sup.5 is fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl or a radical of the formula ##STR2## A is substituted or unsubstituted C.sub.2 -C.sub.8 -alkylene, Y is vinyl or a radical of the formula --CH.sub.2 --CH.sub.Type: GrantFiled: November 5, 1990Date of Patent: February 25, 1992Assignee: BASF AktiengesellschaftInventors: Bernd Siegel, Manfred Patsch
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Patent number: 5037965Abstract: A monoazo compound represented by the following formula in the free acid form, ##STR1## wherein D is phenylene or naphthylene, R is hydrogen or alkyl, A is phenylene or naphthylene, Z.sub.1 and Z.sub.2 independently of one another are each vinylsulfonyl, .beta.-sulfatoethylsulfonyl and the like, and X is pyridinio or amino represented by the following formula ##STR2## wherein R.sub.1 and R.sub.2 independently of one another are each hydrogen, alkyl, phenyl, naphthyl or benzyl, which is useful for dyeing or printing fiber materials to give dyed or printed products of red color excellent in fastness properties with excellent build-up, level-dyeing and washing-off properties.Type: GrantFiled: November 21, 1988Date of Patent: August 6, 1991Assignee: Sumitomo Chemical Company, LimitedInventors: Toshihiko Morimitsu, Kingo Akahori, Yutaka Kayane, Naoki Harada, Takashi Omura
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Patent number: 5023326Abstract: Reactive dyes of the formula ##STR1## in which Y is hydrogen or sulfo, U is --CN, --CONH.sub.2, --SO.sub.3 H, --OH or --OSO.sub.3 H, D is a phenyl or naphthyl radical, which can be substituted by C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, carboxyl and sulfo, and which contains at least one reactive radical bound direclty or via a bridge member to a ring carbon atom, or to which a further radical is bound which contains a reactive radical, and u is the number 2, 3, 4 or 5, are suitable in particular for the dyeing or printing of cellulose-containing fiber materials by the exhaust method or by the continuous method and product in combination with a high colorisitc yield dyeings and prints which have good fastness properties.Type: GrantFiled: November 9, 1989Date of Patent: June 11, 1991Assignee: Ciba-Geigy CorporationInventors: Athanassios Tzikas, Herbert Seiler
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Patent number: 4985545Abstract: A water-soluble formazan colorant, which is represented by the following general formula (I) in the form of free acid: ##STR1## (where: R represents a hydrogen atom or a lower alkyl group which may be substituted; X denotes a phenylene group or a naphthylene group which may be substituted; Y indicates --SO.sub.2 CH.dbd.CH.sub.2 group or --SO.sub.2 C.sub.2 H.sub.4 W group wherein W represents a group to be eliminated by the action of alkali; and Z designates a lower alkylamino group, a phenylamino group or a naphthylamino group, having one or two water-soluble groups selected from the group consisting of hydroxyl group, sulfonic acid group and carboxylic acid group); and a method of dyeing by use of the colorant. The colorant is used to dye cellulosic and nitrogen-containing fibers in blue shades with excellent reactive fixing properties.Type: GrantFiled: August 15, 1988Date of Patent: January 15, 1991Assignee: Mitsubishi Kasei CorporationInventors: Kiyoshi Himeno, Toshio Hihara, Kanzi Shimizu, Yukiharu Shimizu
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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: 4847364Abstract: Methine-azo compounds of the formula ##STR1## in which A is the complement to a heterocyclic 5- or 6-membered ring which has a quaternized N atom as a ring member, which can contain further hetero atoms and which can be substituted or/and be fused with carbocyclic or heterocyclic rings,R is hydrogen, cyano or C.sub.2 --C.sub.3 -alkylene which is bonded to an N atom of ring A to form a 5- or 6-membered ring,B is substituted or unsubstituted phenylene or naphthylene,X.sup..crclbar. is an anion andKK is the radical of an open-chain coupling component which contains active methylene groups, except that, if A is the complement to a pyridinium ring, KK cannot be the radical of acetoacetanilide which is unsubstituted or alkyl-substituted in the aniline ring.They are suitable for use as dyes for dyeing and printing cationically dyeable substrates, in particular paper.Type: GrantFiled: June 16, 1987Date of Patent: July 11, 1989Inventor: Peter Mockli
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Patent number: 4820806Abstract: 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: GrantFiled: February 28, 1986Date of Patent: April 11, 1989Assignee: Sandoz, Ltd.Inventors: Werner Baumann, Joseph V. Diest, Herbert Eichenberger, Max Oppliger
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Patent number: 4736021Abstract: There are described azo compounds of the formula ##STR1## wherein K is an optionally quaternized basic group,X is the radical COOR, in which R is an alkyl group or a substituted or unsubstituted phenyl group, or X is the radical CONHR', in which R' is an alkyl group or a substituted or unsubstituted phenyl group; and wherein the benzene rings B and/or D can be further substituted;and the use thereof as dyes for the dyeing of textile materials, and particularly for the dyeing of paper of all types, especially bleached, lignin-free, unsized paper.Type: GrantFiled: September 13, 1982Date of Patent: April 5, 1988Assignee: Ciba-Geigy CorporationInventors: Jean-Marie Adam, Pierre Galafassi
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Patent number: 4686285Abstract: (i) Metal-free compounds of the formula ##STR1## (ii) tautomers thereof, (iii) 1:1 and 1:2 metal complexes of (i) and (ii),(iv) salts of (i), (ii), and (iii), and(v) mixtures of (i), (ii), (iii), and (iv),wherein the symbols are as defined in the Specification, are useful as dyes for, for example, polymers and copolymers of acrylonitrile, polyesters modified to contain acid groups, polyamides such as wool, leather, cotton, bast fibers such as hemp, flax, sisal jute, coir and straw, regenerated cellulose, glass fibers and paper (those wherein R.sub.o is other than hydrogen) or as intermediates for the synthesis of dyes.Type: GrantFiled: February 8, 1985Date of Patent: August 11, 1987Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4670546Abstract: Compounds of the formula ##STR1## in metal-free, 1:1 or 1:2 metal complex form, or in acid addition salt form, where the symbols are defined in the specification, useful as dyes for, for example, regenerated cellulose, cotton, synthetic polyamides and polyesters modified to contain acid groups and polymers and copolymers of acrylonitrile and 1,1-dicyanoethylene.Type: GrantFiled: June 28, 1984Date of Patent: June 2, 1987Assignee: Sandoz Ltd.Inventors: Jacky Dore, Reinhard Pedrazzi
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Patent number: 4664714Abstract: A pigment composition consisting of 100 parts by weight of a pigment, and from 0.1 to 30 parts by weight of a pigment dispersant of formula ##STR1## in which Q is (a) an anthraquinone dye or pigment radical, (b) an azo dye or pigment radical, (c) a benzimidazolone dye or pigment radical, (d) a phthalocyanine dye or pigment radical, (e) a quinacridone dye or pigment radical, (f) a dioxazine dye or pigment radical, (g) an anthrapyrimidine dye or pigment radical, (h) an anthanthrone dye or pigment radical, (i) an indanthrone dye or pigment radical, (j) a falvanthrone dye or pigment radical, (k) a pyranthrone dye or pigment radical, (l) a perinone dye or pigment radical, (m) a perylene dye or pigment or (n) a thioindigo dye or pigment radical; X is a direct bonds, --CH.sub.2 --; ##STR2## Y.sub.1 is NH or --O--; Z is in which Y.sub.2 is --NH-- or --O--, or --NH--X--Q when n is 1; R.sub.1 and R.sub.Type: GrantFiled: April 10, 1985Date of Patent: May 12, 1987Assignee: Toyo Ink Manufacturing Co., Ltd.Inventors: Hiromitsu Katsura, Shigeyuki Ehashi, Motohiko Kashioka, Makoto Sakamoto
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Patent number: 4656256Abstract: Compounds of the formula ##STR1## where Y is chlorine or bromine, Z is hydrogen, chlorine, bromine, a sulfonic ester group, nitro or unsubstituted or substituted sulfamyl, X is --O-- or ##STR2## R is alkylene which may or may not be interrupted by oxygen, ##STR3## m is 1 or 2, n is 0 or 1, p is 0, 1 or 2, q is 1 or 2, R.sup.1 and R.sup.2 independently of one another are each hydrogen, unsubstituted or substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl, or R.sup.1 and R.sup.2, together with the nitrogen atom, form a heterocyclic structure, R.sup.3 is hydrogen or unsubstituted or substituted alkyl, B is hydrogen or C.sub.1 -C.sub.4 -alkyl, B.sup.1 is hydrogen, hydroxyl, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkyl, A.sup.- is an anion, R.sup.4 is unsubstituted or substituted alkyl, R.sub.5 is hydrogen or C.sub.1 -C.sub.Type: GrantFiled: May 16, 1985Date of Patent: April 7, 1987Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Hans-Juergen Degen, Johannes P. Dix
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Patent number: 4652632Abstract: Naphtholazo benzoylalkylene amines and salts thereof which are useful as dyes for acid-modified fibers, leather and paper, and which are represented by the formula ##STR1## wherein n is 0 or 1,A is an anion,R is C.sub.2 - to C.sub.4 -alkyleneR.sup.1 and R.sup.2 independently of one another are C.sub.1 - to C.sub.4 -alkyl, methoxyethyl, cyclohexyl, and R.sup.1 and R.sup.2 together are ##STR2## and R.sup.3 is methyl, ethyl or hydroxyethyl.Type: GrantFiled: April 1, 1985Date of Patent: March 24, 1987Assignee: BASF AktiengesellschaftInventor: Horst Colberg
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Patent number: 4591635Abstract: Metal-free compounds and 1:1 and 1:2 metal complexes of the formula ##STR1## or a 1:2 metal complex of a metal-free compound of said formula and a metallizable azo compound not of said formula, whereineach K is independently a coupling component radical of the pyrazolone-5, 5-aminopyrazole, pyridone, 2,6-diaminopyridine, .beta.-naphthol, acetic acid ester, acetic acid amide or N-substituted N,N-disubstituted aniline series,each K.sub.1 is independently ##STR2## wherein R.sub.3 is hydrogen, C.sub.1-4 alkyl, phenyl or benzyl,R.sub.4 is C.sub.1-4 alkyl, (C.sub.1-4 alkoxy)-carbonyl or --CO--N(R.sub.8).sub.2, wherein each R.sub.8 is independently hydrogen or C.sub.1-4 alkyl,R.sub.5 is amino or hydroxy,R.sub.5a is hydroxy,T is hydrogen, cyano, ##STR3## or (C.sub.1-4 alkyl)carbonyl, wherein R.sub.7, R.sub.10, R.sub.12, Z.sub.a and A.crclbar. are as defined in the specification,each R.sub.1 is independently hydrogen, halo, hydroxy, C.sub.1-4 alkoxy or C.sub.1-4 alkyl, orR.sub.1 and R.sub.Type: GrantFiled: November 10, 1983Date of Patent: May 27, 1986Assignee: Sandoz Ltd.Inventors: Manfred Greve, Helmut Moser
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Patent number: 4550158Abstract: 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: GrantFiled: August 18, 1982Date of Patent: October 29, 1985Assignee: Sandoz Ltd.Inventors: Paul Doswald, Emil Moriconi, Helmut Moser, Horst Schmid
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Patent number: 4525583Abstract: Benzthiazole compounds of the formula ##STR1## or a tautomeric form thereof, in which KK is the radical of a pyrimidine coupling compound as defined, W is a radical of the formula --CH.sub.2 --NH--CO--C.sub.1 --C.sub.4 -alkyl-Q.sup..sym. An.sup..crclbar. in which An is an anion and Q is a quaternary radical of the formula ##STR2## in which R.sub.1 to R.sub.6 independently of one another are a substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl radical, or the radicals R.sub.1 and R.sub.2, or R.sub.3 and R.sub.4, or R.sub.3 and R.sub.4 and R.sub.5, together with the N atom, form a heterocyclic ring, m is the number 1, 2 or 3 and n is the number 0 or 1, and in which the benzene radicals A, B and/or C may be further substituted are particularly suitable as dyes for paper, brilliant yellow to orange dyeings which have, in particular, good wet-fastness and light-fastness, being obtained.Type: GrantFiled: January 13, 1983Date of Patent: June 25, 1985Assignee: Ciba-Geigy CorporationInventor: Jean-Marie Adam
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Patent number: 4486348Abstract: Cationic triazinyl dyestuffs of the formula ##STR1## wherein R.sub.11 and R.sub.12 independently of one another are H, Cl, Br, OCH.sub.3, OC.sub.2 H.sub.5, CH.sub.3 or C.sub.2 H.sub.5,X is a radical of the formula COCH.sub.3, CN, COOCH.sub.3, COOC.sub.2 H.sub.5, CONH.sub.2 or COC.sub.6 H.sub.5,Y and Z independently of one another are C.sub.2 -C.sub.5 -alkylene,R.sub.1 and R.sub.2 independently of one another are H, Cl, Br, OCH.sub.3, OC.sub.2 H.sub.5, CH.sub.3 or C.sub.2 H.sub.5,R.sub.3 and R.sub.4 independently of one another are hydrogen or C.sub.1 -C.sub.4 -alkyl,R.sub.5 -R.sub.10 independently of one another are hydrogen, C.sub.1 -C.sub.4 -alkyl, .beta.- or .gamma.-hydroxy-C.sub.2 -C.sub.4 -alkyl, phenyl or benzyl, orR.sub.5 and R.sub.6, and/or R.sub.8 and R.sub.9 in each case together with the nitrogen, form a pyrrolidine, morpholine or piperidine ring, orR.sub.5, R.sub.6 and R.sub.7 and/or R.sub.8, R.sub.9 and R.sub.Type: GrantFiled: February 24, 1984Date of Patent: December 4, 1984Assignee: Bayer AktiengesellschaftInventor: Klaus Kunde