Azo Patents (Class 8/639)
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Patent number: 5389596Abstract: Thermal transfer dye mixtures comprise at least one azo dye with a coupling component of the diaminopyridine series and at least one triazolopyridine, pyridone and/or 1-aminopyrid-2,6-dione dye.Type: GrantFiled: May 10, 1993Date of Patent: February 14, 1995Assignee: BASF AktiengesellschaftInventors: Karl-Heinz Etzbach, Gunther Lamm, Ruediger Sens
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Patent number: 5389109Abstract: The present invention relates to a process for the preparation of highly thermomigration-resistant dyeings on fiber materials composed entirely or in part of polyester, in which the fiber materials, after dyeing, are subjected to a heat treatment, characterized in that dyeing is carried out with one or more dyes of the general formula I ##STR1## in which R.sup.1 and R.sup.2 independently of one another, are methyl and ethyl.Type: GrantFiled: November 23, 1992Date of Patent: February 14, 1995Assignee: Hoechst Mitsubishi Kasei Co.Inventor: Ulrich Buhler
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Patent number: 5382263Abstract: Blue dye mixtures useful for dyeing or printing polyester fabrics contain from 30 to 95% by weight, based on the total weight of the dyes, of one or more dyes based on 1,4-diaminoanthraquinone-2,3-dicarboximides and also from 5 to 70% by weight based on the total weight of the dyes, of one or more thiopheneazo dyes having a coupling component of the aniline series.Type: GrantFiled: September 18, 1992Date of Patent: January 17, 1995Assignee: BASF AktiengesellschaftInventors: Helmut Degen, Arno Lange, Sabine Gruettner-Merten, Helmut Reichelt
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Patent number: 5364416Abstract: Improved reactive dyestuff mixtures comprise a reactive dyestuff of the formula (I) ##STR1## and a chlorotriazine dyestuff of the formula ##STR2## wherein the substituents have the meaning given in the description.Type: GrantFiled: November 24, 1992Date of Patent: November 15, 1994Assignee: Bayer AktiengesellschaftInventors: Max Schwarz, Joachim Grutze, Dietrich Hildebrand, Joachim Wolff, Frank-Michael Stohr
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Patent number: 5358536Abstract: According to the present invention, there can be provided a black dyestuff for heat-sensitive transfer record comprising at least one orange dyestuff represented by the formulaAr.sub.1 --N=N--Ar.sub.2 --N=N--Ar.sub.3 ( 1)[wherein each of Ar.sub.1, Ar.sub.2 and Ar.sub.3 is independently an aryl group which may have a substituent] and at least one blue dyestuff represented by the formula ##STR1## [wherein each of R.sub.1, R.sub.2 and R.sub.3 is independently a hydrogen atom, halogen atom, nitro group, hydroxyl group, alkyl group which may have a substituent, alkoxy group, alkylsulfonylamino group or alkylcarbonylamino group, and each of R.sub.4 and R.sub.5 is independently an alkyl group which may have a substituent, and a black heat-sensitive transfer sheet in which the above-mentioned dyestuff is used.Type: GrantFiled: July 31, 1992Date of Patent: October 25, 1994Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Hitoshi Koshida, Isamu Ghoda, Tsukasa Ohyama, Keisuke Takuma
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Patent number: 5356440Abstract: The invention relates to a process for the dyeing of synthetic polyamide fibre materials, which comprises dyeing these fibre materials with a reactive dye of the formulaHO.sub.3 S--Fa--X--SO.sub.2 CH.sub.2 CH.sub.2 OSO.sub.3 H).sub.m(1),in which Fa is a dye radical, X is a direct bond or a radical of the formula --CONHCH.sub.2 CH.sub.2 -- and m is the number 1 or 2, the dye of the formula (1) containing only one sulfo group, from an aqueous liquor at a pH of 5 to 9 and, to set the dyeing temperature, raising the temperature from 80.degree. C. to at least 95.degree. C. over a period of at least 20 minutes. The process according to the invention produces level dyeings on synthetic polyamide fibre materials.Type: GrantFiled: July 22, 1993Date of Patent: October 18, 1994Assignee: Ciba-Geigy CorporationInventors: Pierre Galafassi, Jean-Marie Adam
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Patent number: 5354341Abstract: Leather is dyed using dye mixtures comprising at least two metal-free dyes each carrying a single sulfo or carboxyl group and having a molecular weight in the range from 450 to 700.It is preferred to use a trichromatic dyeing formulation comprising at least one yellow dye of formula (1), at least one red dye of formula (2) and at least one blue dye of formula (3) according to claim 2.Leather is dyed in brilliant shades with these dye mixtures.Type: GrantFiled: March 26, 1993Date of Patent: October 11, 1994Assignee: Ciba-Geigy CorporationInventors: Peter Moser, Thomas P. Campbell, Alois Puntener
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Patent number: 5346510Abstract: Dye mixtures comprising the dye of the formula I ##STR1## where R.sup.1 is in each instance the radical of the formula ##STR2## and a dye of the formula ##STR3## where one of the two radicals R.sup.2 and R.sup.3 is methoxy and the other is hydroxysulfonyl, andR.sup.4 is hydrogen or hydroxysulfonyl, are useful for dyeing or printing hydroxyl- or nitrogen-containing organic substrates.Type: GrantFiled: October 13, 1993Date of Patent: September 13, 1994Assignee: BASF AktiengesellschaftInventors: Reinhold Krallmann, Regina Laws, Wolfgang Schrott
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Patent number: 5344465Abstract: A colorant mixture for use in printing inks contains a pigment of formula I ##STR1## a basic dye of the formula II ##STR2## where the substituents are as defined in the specification L-A. and exhibits higher color strength than that of the pigment of formula I alone.Type: GrantFiled: March 25, 1992Date of Patent: September 6, 1994Assignee: BASF AktiengesellschaftInventors: Horst Colberg, Joachim Jesse
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Patent number: 5342416Abstract: The present invention provides a blue dye composition having excellent percentage of exhaustion which comprises a compound of formula(I) and a compound of formula(II): ##STR1## wherein each of said R's, which may be the same or different, represents a C.sub.1-4 alkyl group.Type: GrantFiled: December 28, 1992Date of Patent: August 30, 1994Assignee: Lucky LimitedInventors: Chun Yoon, Han-Chul Song, Tae-Gab Kwon
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Patent number: 5338319Abstract: There is disclosed a process for the photochemical and thermal stabilisation of polyamide fibre material as claimed in claim 1.The fibre materials treated by the inventive process are distinguished by good fibre affinity and enhanced photochemical and thermal stability.Type: GrantFiled: April 20, 1992Date of Patent: August 16, 1994Assignee: Ciba-Geigy CorporationInventors: Jurgen Kaschig, Gerhard Reinert
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Patent number: 5332404Abstract: A disperse dye mixture comprising a monoazo dye of the following formula (1) and a monoazo dye of the following formula (2) blended thereto in an amount of from 0.1 to 10 times by weight of the dye of the formula (1): ##STR1## wherein each of X.sup.1 and X.sup.2 which are independent of each other, is nitro, cyano, sulfomethyl or halogen, each of Y.sup.1, Y.sup.2, Z.sup.1 and Z.sup.2 which are independent of one another, is hydrogen, cyano, nitro, trifluoromethyl, halogen or sulfomethyl, each of W.sup.1 and W.sup.2 which are independent of each other, is hydrogen, halogen, C.sub.1 -C.sub.2 alkyl or alkoxy, and each of R.sup.1 and R.sup.2 which are independent of each other, is C.sub.1 -C.sub.4 alkyl, or C.sub.2 -C.sub.4 alkyl which is substituted by cyano, halogen, hydroxy, hydroxyalkoxy, C.sub.1 -C.sub.4 alkyl, hydroxyalkoxyalkoxy, acyloxyalkoxy, acyloxyalkoxyalkoxy or alkoxyalkoxy.Type: GrantFiled: December 10, 1992Date of Patent: July 26, 1994Assignee: Hoechst Mitsubishi Kasei Co., Ltd.Inventors: Kiyoshi Himeno, Toshio Hihara, Hirotsugu Tsumura, Yoshiharu Hamano
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Patent number: 5330542Abstract: A dye-incorporated composition which comprises a cyanine type dye and an azo metal chelate compound comprising an azo type compound of the following formula (I): ##STR1## (wherein A is a residue forming a hetero ring together with the carbon atom and the nitrogen atom to which it is bonded, B is a residue forming an aromatic ring or a hetero ring together with the two carbon atoms to which it is bonded, and X is a group having an active hydrogen), and a metal, and an optical recording medium comprising a recording layer which contains the dye-incorporated composition.Type: GrantFiled: January 24, 1992Date of Patent: July 19, 1994Assignee: Mitsubishi Kasei CorporationInventors: Shuichi Maeda, Satoru Imamura, Kazuo Mitsuhashi, Takako Tsukahara
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Patent number: 5324330Abstract: Dye mixtures comprising at least one dye of formula ##STR1## and at least one dye of formula ##STR2## wherein the substituents are as defined in claim 1, have good allround fastness properties and are suitable for dyeing cellulosic fibre materials.Type: GrantFiled: December 10, 1992Date of Patent: June 28, 1994Assignee: Ciba-Geigy CorporationInventors: Rudolf Schaulin, Urs Lauk
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Patent number: 5320648Abstract: The invention relates to a process for dyeing or printing hydroxyl group containing fibre materials, which comprises using at least one yellow or orange dyeing dye of formula ##STR1## wherein the substituents are as defined in claim 1, together with at least one blue dyeing dye and/or at least one red dyeing dye. Level dyeings and prints with good allround fastness properties are obtained by the process of the invention.Type: GrantFiled: December 16, 1992Date of Patent: June 14, 1994Assignee: Ciba-Geigy CorporationInventors: David H. McMullan, Rudolf Schaulin, Urs Lauk
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Patent number: 5319075Abstract: Mixtures of iron complexes of metallizable disazo compounds, at least one compound being of the formula ##STR1## and at least one compound being of the formula ##STR2## wherein the substituents have the meaning given in the specification, are useful for dyeing substrates dyeable with anionic dyes, e.g., leather.Type: GrantFiled: February 22, 1993Date of Patent: June 7, 1994Assignee: Sandoz Ltd.Inventors: Jordi Berenguer Barra, Herbert Holliger, Jose Rocas Sorolla
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Patent number: 5318601Abstract: Dye mixtures containing from 50 to 95% by weight, of a 4-chloro-2-nitrophenylazohydroxypyridone dye and from 5 to 50% by weight of a chlorinated quinophthalone dye and/or from 5 to 20% by weight of an unsubstituted quinophthalone dye, dye formulations containing the novel dye mixtures and the use of dye mixtures for dyeing polyesters or printing them by the direct printing method.Type: GrantFiled: March 29, 1993Date of Patent: June 7, 1994Assignee: BASF AktiengesellschaftInventors: Arno Lange, Gert Motzkus, Helmut Degen, Volker Walther
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Patent number: 5316553Abstract: Salts of ionic dyes with compounds which contain at least one ammonium, cycloammonium or immonium group and at least one aliphatic, cycloaliphatic or carbonyl radical-substituted aromatic group or containing a piperazine or piperidine group or a heteroaromatic group selected from those of the triazine, pyrimidine, quinazoline, quinoxaline, phthalazine or phthalimidine series or which contain at least two carboxylic acid groups, at least one amino group and at least one carboxylic acid group or at least one sulfonic acid group and one aliphatic, cycloaliphatic, monocyclic aromatic or heteroaromatic group are useful for dyeing synthetic materials, particularly synthetic polyamides in the mass. The obtained dyeings have exceptionally good wet fastness.Type: GrantFiled: July 26, 1991Date of Patent: May 31, 1994Assignee: Sandoz Ltd.Inventors: Bansi L. Kaul, Angelos-Elie Vougioukas
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Patent number: 5308362Abstract: A fiber reactive dye composition which comprises (1) a reactive dye of the formula (I), and (2) at least one member selected from the group consisting of reactive dyes of the formulas (II) to (IV), the formulas being represented each in the free acid form as follows: ##STR1## wherein Z, Z' and Z" are each --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.1, --CH.sub.2 CH.sub.2 Z.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.3, respectively, wherein Z.sub.1, Z.sub.2 and Z.sub.3 are each a group capable of being split by the action of an alkali, and Q is --SO.sub.2 CH.dbd.CH.sub.2 located at o-, m- or p-position against the imino when the --SO.sub.2 Z in the formula (I) is located at o-, m- or p-position against the imino, respectively, provided that the reactive dye of the formula (I) is one having --CH.sub.2 CH.sub.2 Z.sub.Type: GrantFiled: November 19, 1991Date of Patent: May 3, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Yutaka Kayane, Naoki Harada, Kingo Akahori
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Patent number: 5304221Abstract: New dyestuff mixtures contain in each case at least one fluoropyrimidine dyestuff of the general formula (I) ##STR1## and a vinylsulfonyl dyestuff of the formula (II) ##STR2## in which the substituents have the meaning given in the description.Type: GrantFiled: November 25, 1992Date of Patent: April 19, 1994Assignee: Bayer AktiengesellshaftInventors: Max Schwarz, Joachim Grutze, Dietrich Hildebrand, Joachim Wolff, Frank Stohr
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Patent number: 5304222Abstract: A disperse dye mixture comprising from 20 to 80% by weight of a red disperse dye of the following formula (A) and from 20 to 80% by weight of a red disperse dye of the following formula (B): ##STR1## wherein R.sup.1 is --C.sub.2 H.sub.5 or --C.sub.2 H.sub.4 OCOCH.sub.3, R.sup.2 is --C.sub.2 H.sub.4 OCOCH.sub.3 or --C.sub.2 H.sub.4 CN, and R.sup.3 is hydrogen or --CH.sub.3.Type: GrantFiled: June 17, 1992Date of Patent: April 19, 1994Assignee: Hoechst Mitsubishi Kasei Co., Ltd.Inventors: Ryouichi Sekioka, Kouichi Seto
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Patent number: 5295999Abstract: The dyestuff mixtures comprising the dyestuff of the formula (I) ##STR1## and a dyestuff of the formula ##STR2## wherein R.sub.1 and R.sub.2 independently of one another represent alkyl, cycloalkyl or aryl,and/or tautomeric forms of the dyestuffs of the formulae (I) and/or (II), are particularly suitable for the preparation of concentrated, storage-stable dyestuff solutions which, apart from a small amount of alkanolamines, comprise no further water-soluble organic solubilising agents.Type: GrantFiled: January 21, 1993Date of Patent: March 22, 1994Assignee: Bayer AktiengesellschaftInventors: Rolf Hinrichs, Peter Wild
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Patent number: 5292872Abstract: A Monoazo dye of the general formula I ##STR1## in which X is methyl, chlorine or bromineR.sup.1 is ethyl, n-propyl, i-propyl, n-butyl or i-butylR.sup.2 is methyl, ethyl, n-propyl, i-propyl, n-butyl or i-butyl andn is 2 or 3,mixtures containing dyes of the general formula I and the preparation of these dyes and their mixtures and their use for the dyeing of hydrophobic synthetic materials, in particular for automotive cover fabrics.Type: GrantFiled: November 24, 1992Date of Patent: March 8, 1994Assignee: Hoechst Mitsubishi Kasei Co.Inventor: Ulrich Buhler
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Patent number: 5288680Abstract: The present invention relates to a process for the preparation of finished dyeings of high fastness to thermomigration on fibre materials consisting completely or partly of polyester, characterized in that the material is dyed with one or more dyestuffs of the general formula I ##STR1## wherein R denotes linear (C.sub.1 -C.sub.3)-alkyl or (C.sub.3 -C.sub.6)-alkyl which is interrupted by an oxygen atom andR.sup.1 denotes (C.sub.1 -C.sub.4)-alkyl,and the dyeing thus obtained is then finished.Type: GrantFiled: May 22, 1992Date of Patent: February 22, 1994Assignee: Cassella AktiengesellschaftInventors: Rudolf Binder, Ulrich Buhler, Friedrich Schophoff, Margareta Boos, Reinhard Kuhn
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Patent number: 5281241Abstract: A polycylic dye of the Formula (1): ##STR1## wherein: R.sup.1 is --OSO.sub.2 R in which R is optionally substituted alkyl, alkoxy, aryl, alkoxyaryl, cycloalkyl or heteroaryl;Ring A is unsubstituted or is substituted by from one to three groups; andRing B is unsubstituted or is substituted by one or two groups in addition to the group R.sup.1.Dyes of the present invention are useful for the coloration of textile materials particularly synthetic textile materials such as polyester, dye mixtures comprising a polycyclic dye of Formula (1) and a different polycyclic dye or an azo dye show improved build-up on polyester material.Type: GrantFiled: December 4, 1992Date of Patent: January 25, 1994Assignee: Zeneca LimitedInventor: Prakash Patel
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Patent number: 5256772Abstract: A monoazo lake pigment and use thereof; the monoazo lake pigment is obtained by subjecting to a coupling reaction a diazo component mixture containing a naphthalene-based or benzene-based amine having a soluble group and 0.1 to 20 mol %, based on said amine, of a naphthalene-based or benzene-based amine having no soluble group and a coupler component mixture containing either .beta.-naphthol or .beta.-oxynaphthoic acid and 0.1 to 30 mol %, based on said .beta.-naphthol or .beta.-oxynaphthoic acid, of at least one member selected from compounds of the following formulae (I) to (III), and carrying out a lake-forming reaction of a coupling reaction product during or after said coupling reaction, ##STR1## wherein each of X.sub.1, X.sub.2 and X.sub.3 is at least one water-insoluble group selected from the group consisting of a halogen atom, a lower alkoxy group, a lower alkyl group, a nitro group and an amino group substituted with a lower alkyl group.Type: GrantFiled: November 7, 1991Date of Patent: October 26, 1993Assignee: Toyo Ink Manufacturing Co., Ltd.Inventor: Yoshitaka Ohtomo
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Patent number: 5234467Abstract: The invention relates to a dye mixture comprising at least one dye of the formula ##STR1## in which R.sub.1 and R.sub.2, independently of one another, are hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, R.sub.3 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, C.sub.5 -C.sub.7 cycloalkyl or phenyl, R.sub.4 is hydrogen or a radical of the formula ##STR2## R.sub.5 is hydrogen or substituted or unsubstituted C.sub.1 -C.sub.8 alkyl or phenyl, and benzene rings I and II may be further substituted, together with at least one dye of the formulae (2) to (6) given in the description.The dye mixtures are suitable for the dyeing or printing of natural and synthetic polyamide fibre materials, in particular in combination with other dyes.Type: GrantFiled: July 14, 1992Date of Patent: August 10, 1993Assignee: Ciba-Geigy CorporationInventor: Jurgen Schaetzer
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Patent number: 5232462Abstract: 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: September 20, 1991Date of Patent: August 3, 1993Assignee: Ciba-Geigy CorporationInventor: Athanassios Tzikas
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Patent number: 5218095Abstract: The novel dispersion dyes of the formula ##STR1## in which R.sub.1 is a C.sub.2 -C.sub.8 alkyl radical which is substituted by hydroxyl, halogen, a radical --X--C.sub.1 -C.sub.8 alkyl or --X--phenyl, in which X is a bridging member of the formula --O--, ##STR2## and R.sub.2 and R.sub.3, independently of one another, are each an unsubstituted C.sub.1 -C.sub.8 alkyl radical or a C.sub.2 -C.sub.8 alkyl radical which is substituted as mentioned for R.sub.1, or in which R.sub.1 and R.sub.2 together with the nitrogen atom linking them are a heterocyclic radical, are suitable in particular for the dyeing of polyester textile material.Type: GrantFiled: February 15, 1991Date of Patent: June 8, 1993Assignee: Ciba-Geigy CorporationInventor: Martin Trottmann
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Patent number: 5207804Abstract: Coupling products of diazotized o- or p-toluidines to 3-hydroxy-2-naphthoic acid p-anisidide do not produce optimum dyeing properties in HT exhaustion dyeing of wound packages of synthetic fiber materials. Filtration occurs time after time under critical conditions, since these single dyestuffs and also mixtures of these with one another build up too slowly in the heating-up phase.A bright red multi-component system of the same color shade, which exhibits a significantly improved exhaustion capacity by synergism during HT dyeing of wound packages and no longer presents difficulties in respect of filtration, can be obtained by mixing monoazo dyestuffs which are obtained by coupling diazotized aniline and p-toluidine in each case to 3-hydroxy-2-naphthoic acid p-anisidide.Type: GrantFiled: April 20, 1992Date of Patent: May 4, 1993Assignee: Hoechst AktiengesellschaftInventors: Reinhard Kuhn, Margareta Boos, Rudolf Binder, Klaus Hofmann
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Patent number: 5201922Abstract: A disperse dye mixture comprising from 20 to 80% by weight of an orange disperse dye of the following formula (A) and from 20 to 80% by weight of an orange disperse dye of the following formula (B), as dye components: ##STR1##Type: GrantFiled: December 12, 1991Date of Patent: April 13, 1993Assignee: Hoechst Mitsubishi Kasei Co., Ltd.Inventors: Kouichi Seto, Riyouichi Sekioka
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Patent number: 5174792Abstract: The invention relates to mixtures of monoazo dyes, which are characterized in that they consist of one or more dyes of the general formula I ##STR1## and one or more dyes of the general formula II ##STR2## where R.sup.1 is methyl, ethyl, n-propyl or i-propyl,R.sup.2 is ethyl or n-propyl,m is 2 or 3 andn is 1 or 2, with the proviso that m+n is 4,processes for preparing same and the use thereof for dyeing and printing hydrophobic fibre materials and blends thereof with natural fibre materials.Type: GrantFiled: August 12, 1991Date of Patent: December 29, 1992Assignee: Cassella AktiengesellschaftInventors: Hirotsugu Tsumura, Ulrich Buhler, Reinhard Kuhn, Margareta Boos
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Patent number: 5171848Abstract: Black compounds of Formula (1) having enhanced solubility in polar organic liquids which are useful as ink colorants in conventional and hot melt ink-jet printing and automatic identification, as black colorants for toners and thermal wax transfer sheets and as charge control agents for electrophotographic toners; ##STR1## wherein R is H, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, aryl, C.sub.4-8 cycloalkyl, --CN, --NO.sub.2, halogen, --COOR.sup.1, --OH, --SH or --SO.sub.3 A;R.sup.1 is A, C.sub.1-4 -alkyl or aryl;R.sup.2 is --NH.sub.2, --OH or --SO.sub.3 A;R.sup.3 is --NH.sub.2 or --OH;R.sup.4 is --NH.sub.2, --OH, --SO.sub.3 A or H; andA is NQ.sub.4 in which at least one Q is a branched chain fatty C.sub.6-20 -aliphatic group.Type: GrantFiled: March 30, 1992Date of Patent: December 15, 1992Assignee: Imperial Chemical Industries PLCInventors: David Greenwood, Peter Gregory, John E. Presgrave
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Patent number: 5163972Abstract: Process to dye polyacrylonitrile in blue shades with cationic dye compounds: substituted benzothiazolium azo N-alkyl-N-hydroxyalkyl alkyl-aniline salts.Type: GrantFiled: December 3, 1990Date of Patent: November 17, 1992Assignee: Ciba-Geigy CorporationInventors: Wilfried Herter, Josef Koller
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Patent number: 5160348Abstract: Mixtures of dyestuffs of the formulae I to IV ##STR1## wherein the radicals have the meanings customary in dyestuff chemistry, are excellent substitute products for the expensive anthraquinone dyestuff Disperse Blue 56.Type: GrantFiled: December 17, 1991Date of Patent: November 3, 1992Assignee: Bayer AktiengesellschaftInventors: Manfred Hoppe, Dieter Wiegner, Klaus-Peter Sagner, Heinz D. Jordan, Horst Brandt
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Patent number: 5131917Abstract: A reactive dye composition comprising a monoazo compound of the following formula (I) in the free acid form, ##STR1## and at least one member selected from monoazo compounds of the following formulas (II) to (IV) in each free acid form, ##STR2## wherein Z, Z' and Z'" are each --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.1, --CH.sub.2 CH.sub.2 Z.sub.2 or --CH.sub.2 CH.sub.2 Z.sub.3, respetively, in which Z.sub.1, Z.sub.2 and Z.sub.3 are each a group capable of being split by the action of an alkali, Z" is --CH.dbd.CH.sub.2, and any one of X and Y is sulfo, and the other is hydrogen, exhibits superior dye performance such as solubility, storage stability and build-up property, and is useful for dyeing or printing fiber materials such as cellulose fiber in a red color excellent in various fastness properties.Type: GrantFiled: December 3, 1990Date of Patent: July 21, 1992Assignee: Sumitomo Chemical Company, LimitedInventors: Tetsuya Miyamoto, Yutaka Kayane, Sadanobu Kikkawa, Kingo Akahori
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Patent number: 5114430Abstract: The fibre-reactive formazan dyes of the formula ##STR1## where B is an aliphatic or sulfo-free aromatic bridge member, R is .alpha.,.beta.-dihalopropionyl, .alpha.-haloacryloyl or haloacetyl, T.sub.1 is halogen, X is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, cyano or nitro, Y is --CO-- or --SO.sub.2 --, Z is nitrogen or --C--T.sub.2, T.sub.2 is halogen, hydrogen, C.sub.1 -C.sub.4 alkylthio, cyano, formyl or C.sub.1 -C.sub.4 alkylsulfonyl, m is 1, 2 or 3, n is 0, 1 or 2, q is 0 or 1, and r and s are each either 0 or 1 but never the same as each other, produce dyeings having good fastness properties on nitrogen-containing or hydroxyl-containing fibre materials.Type: GrantFiled: November 13, 1990Date of Patent: May 19, 1992Assignee: Ciba-Geigy CorporationInventor: Urs Lehmann
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Patent number: 5114431Abstract: A disperse dye mixture comprising a red disperse dye of the following formula (A): ##STR1## and at least one red disperse dye of the following formula (B): ##STR2## wherein R.sup.1 is C.sub.2 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy C.sub.2 -C.sub.3 alkyl or C.sub.1 -C.sub.4 alkoxyethoxyethyl, in a weight ratio of (B)/(A) of from 0.1 to 5.Type: GrantFiled: February 12, 1991Date of Patent: May 19, 1992Assignee: Hoechst Mitsubishi Kasei Co., Ltd.Inventors: Riyouichi Sekioka, Kouichi Seto
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Patent number: 5112362Abstract: Dye mixtures useful for dyeing or printing synthetic fabrics contain at least one azo dye whose diazo component is 2-amino-3,5-dicyano-4-methylthiophene and whose coupling component comes from the 2-amino-4-thienylthiazole series and also at least one azo dye whose diazo component is 2-amino-3,5-dicyano-4-methylthiophene, 2-amino-3-alkoxycarbonyl-5-cyano-4-methylthiophene or 2-amino-5-alkoxycarbonyl-3-cyano-4-methylthiophene and whose coupling component comes from the 3-cyano-4-methyl-2,6-diaminopyridine series, and/or at least one azo dye whose diazo component is a 2,6-dicyano-4-alkylaniline and whose coupling component comes from the m-phenylenediamine series.Type: GrantFiled: April 2, 1991Date of Patent: May 12, 1992Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Guenter Hansen, Gunther Lamm, Helmut Reichelt, Gerhard Wagenblast
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Patent number: 5101021Abstract: Compounds of the formula ##STR1## and mixtures of such compounds, wherein each R.sub.1 is independently halo,R.sub.3 is hydrogen or methyl, with the proviso that when R.sub.5 is ethoxy, R.sub.3 must be methyl,R.sub.4 is hydrogen or methyl, andR.sub.5 is hydrogen: C.sub.1-2 alkyl; C.sub.1-2 alkyl monosubstituted by halo; phenoxymethyl; vinyl; C.sub.1-4 alkoxy; C.sub.2-5 alkoxy monosubstituted by C.sub.1-2 alkoxy or halo; allyloxy; phenoxy or benzyloxy,useful as disperse dyes for the dyeing of substrates such as polyester by, for example, the rapid dyeing method and substrates dyed therewith.Type: GrantFiled: May 25, 1990Date of Patent: March 31, 1992Assignee: Sandoz Ltd.Inventor: Ruedi Altermatt
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Patent number: 5096460Abstract: The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is methyl or ethyl and at least one dye of the formulae (2) and (3) ##STR2## in which D is substituted or unsubstituted phenyl, thiophenyl or benzothiazolyl, R.sub.2 is C.sub.1 -C.sub.8 alkyl, R.sub.3 is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, and R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl, and ##STR3## in which R.sub.5 is C.sub.1 -C.sub.4 alkyl. The dye mixture is distinguished by generally good properties, in particular by good exhaustion.Type: GrantFiled: November 19, 1990Date of Patent: March 17, 1992Assignee: Ciba-Geigy CorporationInventor: Dieter Mausezahl
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Patent number: 5094665Abstract: The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, C.sub.2-4 alkanoylamino or an unsubstituted or substituted arylsulfonyl, aryloxy or arylcarbonyl radical, R.sub.2 is hydrogen, halogen, an unsubstituted or substituted alkyl, aryloxy or aryloxysulfonyl radical or a radical of the formula ##STR2## R.sub.3 is unsubstituted or substituted alkyl or aryl radical, R.sub.4 is hydrogen or alkyl and R.sub.5 and R.sub.6 independently of one another are hydrogen or an unsubstituted or substituted alkyl, cycloalkyl or aryl radical, and at least one dye of the formula (2) to (5) ##STR3## in which the benzene rings I, II and III can be substituted, ##STR4## in which the benzene rings IV, V and VI can be substituted and R is hydrogen or arylsulfonyl, ##STR5## in which B.sub.1, B.sub.2 and E.sub.1 are hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or C.sub.2-4 hydroxyalkoxy and X is straight-chain or branched C.sub.Type: GrantFiled: October 18, 1990Date of Patent: March 10, 1992Assignee: Ciba-Geigy CorporationInventor: Dieter Mausezahl
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Patent number: 5092906Abstract: The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is methyl or ethyl and at least one dye of the formulae (2) to (4) ##STR2## in which R.sub.2 is halogen, benzoylamino which is unsubstituted or substituted in the phenyl ring by halogen, 1-azacycloheptane-N-sulfonyl or ##STR3## in which R.sub.5 is C.sub.1 -C.sub.8 alkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, and R.sub.6 is hydrogen, or R.sub.5 and R.sub.6 are C.sub.1 -C.sub.8 alkyl, R.sub.3 is hydrogen, halogen or C.sub.1 -C.sub.8 alkyl, and R.sub.4 is hydrogen or halogen, ##STR4## in which D is substituted or unsubstituted phenyl, thiophenyl or benzothiazolyl, R.sub.7 is C.sub.1 -C.sub.8 alkyl, R.sub.8 is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl, and R.sub.9 is hydrogen or C.sub.1 -C.sub.4 alkyl, and ##STR5## in which R.sub.10 is C.sub.1 -C.sub.4 alkyl. The dye mixture is extinguished by generally good properties, in particular by good exhaustion.Type: GrantFiled: November 19, 1990Date of Patent: March 3, 1992Assignee: Ciba-Geigy CorporationInventor: Dieter Mausezahl
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Patent number: 5092905Abstract: Dye mixtures comprising(i) as a yellow component, at least one compound of the formula ##STR1## or a salt thereof, wherein R.sub.1 is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by halo,R.sub.2 is C.sub.1-4 alkyl or --COR.sub.6,wherein R.sub.6 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy or --NR.sub.7 R.sub.8,wherein each of R.sub.7 and R.sub.8 is independently hydrogen, C.sub.1-6 -alkyl or C.sub.2-6 alkyl mono-substituted by hydroxy,R.sub.4 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9,R.sub.5 is c.sub.1-4 alkyl or C.sub.2-6 alkyl monosubstituted by hydroxy,R.sub.10 is hydrogen, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --NR.sub.3 R.sub.9, andR.sub.11 is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy, whereineach R.sub.3 is independently hydrogen or C.sub.1-4 alkyl, andeach R.sub.9 is independently (C.sub.1-6 alkyl)carbonyl or (C.sub.Type: GrantFiled: October 4, 1990Date of Patent: March 3, 1992Assignee: Sandoz Ltd.Inventor: Jacky Dore
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Patent number: 5090964Abstract: The invention relates to a dye mixture containing a dye of the formula ##STR1## in which R.sub.1 is methyl or ethyl and at least one dye of the formula ##STR2## in which R.sub.2 is substituted or unsubstituted C.sub.1 -C.sub.8 alkyl is halogen, benzoylamino which unsubstituted or substituted in the phenyl ring by halogen, or 1-azacycloheptane-N-sulfonyl or ##STR3## in which R.sub.5 is C.sub.1 14 C.sub.8 alkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkyl, and R.sub.6 is hydrogen or C.sub.1 -C.sub.8 alkyl, R.sub.3 is hydrogen, halogen or C.sub.1 -C.sub.8 alkyl, and R.sub.4 is hydrogen or halogen. The dye mixture is distinguished by generally good properties, in particular by good exhaustion.Type: GrantFiled: November 19, 1990Date of Patent: February 25, 1992Assignee: Ciba-Geigy CorporationInventor: Dieter Mausezahl
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Patent number: 5077396Abstract: Compounds of the formula ##STR1## wherein each A is independently linear or branched C.sub.2-6 alkylene or linear or branched C.sub.3-6 alkylene substituted by hydroxy,each D is independently the radical of a diazo component of the benzene, azobenzene or naphthalene series, E is a divalent radical attached to each --N.sup..sym. R.sub.3 R.sub.4 -- radical through an aliphatic carbon atom,each R.sub.1 is independently hydrogen, C.sub.1-4 alkyl, cyclohexyl, phenyl or phenyl(C.sub.1-2 alkyl),each R.sub.2 is independently hydrogen, cyano, --COOR.sub.5, --CONR.sub.6 R.sub.7 or ##STR2## wherein R.sub.5 is hydrogen, C.sub.1-4 alkyl or phenyl(C.sub.1-2 alkyl),each of R.sub.6 and R.sub.7 is independently hydrogen or C.sub.1-4 alkyl,each R.sub.8 is independently C.sub.1-4 alkyl, and r is 0, 1, 2 or 3,each R.sub.3 is independently C.sub.1-4 alkyl or C.sub.1-4 alkyl monosubstituted by halo, cyano, hydroxy or phenyl,each R.sub.4 is independently hydrogen, C.sub.1-4 alkyl or C.sub.Type: GrantFiled: May 14, 1990Date of Patent: December 31, 1991Assignee: Sandoz Ltd.Inventors: Helmut A. Moser, Roland Wald
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Patent number: 5071443Abstract: The dyestuff mixture contains at least one dyestuff of the formula I ##STR1## and at least one dyestuff of the formula II ##STR2## wherein X and Y denote chlorine or bromine,R.sup.1 and R.sup.5 denote methyl or ethyl,R.sup.2 and R.sup.6 denote methyl, ethyl, n-propyl or i-propyl andR.sup.3, R.sup.4, R.sup.7 and R.sup.8 denote, for example, C.sub.1 - to C.sub.11 -alkyl, in the weight ratio of I:II=(5 to 95):(95 to 5), and is, for example, outstandingly suitable for dyeing synthetic fibres.Type: GrantFiled: March 5, 1990Date of Patent: December 10, 1991Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Hubert Kruse, Manfred Hahnke, Margareta Boos, Reinhard Kuhn
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Patent number: 5062861Abstract: Navy and black dye mixtures contain one or more thiopheneazo dyes whose diazo component comes from the 2-aminothiophene series and whose coupling component comes from the aniline series and one or more dyes F whose absorption maximum is at a wavelength of from 390 to 520 nm, the proportion of the thiopheneazo dyes being from 60 to 99% by weight, based on the total weight of the thiopheneazo dyes and the dyes F in the mixture.Type: GrantFiled: March 23, 1990Date of Patent: November 5, 1991Assignee: BASF AktiengesellschaftInventors: Erwin Hahn, Guenter Hansen, Karl-Heinz Etzbach, Helmut Reichelt, Ernst Schefczik, Helmut Degen, Reinhold Krallmann, Gerhard Wagenblast
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Patent number: 5061636Abstract: There is provided a new and useful paper type G and or type V chemical agent detector comprising a paper base including, associated with the base, at least one dye chosen from 4-((4-(phenylazo)phenyl)azo)-phenol (D.Y. 23), p-ethoxyphenyl-azo-.alpha.-hydroxynaphthoic acid (PEN), or 3', 3", 5', 5"-tetrabromophenolphthalein ethyl ester (TBPE).Type: GrantFiled: February 5, 1991Date of Patent: October 29, 1991Assignee: Her Majesty the Queen in right of Canada as represented by the Minister of National DefenceInventors: Dominique Thoraval, John W. Bovenkamp
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Patent number: RE33908Abstract: Synthetic fiber materials are effectively colored by dyeing or printing with a dyestuff mixture containing at least two separate dyestuffs (I) and (II) in a weight ratio of (I):(II) of from (20 to 99):(80 to 1) wherein:(I) is at least one dyestuff of the formula ##STR1## and (II) is at least one dyestuff of the formula ##STR2## in which X and Y are the same or different and each is independently chloro and bromo:R.sup.1 and R.sup.Type: GrantFiled: February 19, 1991Date of Patent: May 5, 1992Assignee: Cassella AktiengesellschaftInventors: Horst Tappe, Hubert Kruse, Reinhard Kuhn, Albert Bode, Margareta Boos