Acyclic Oxygen Bonded Directly To The Hetero Ring Patents (Class 534/771)
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Publication number: 20130184241Abstract: The present invention provides compounds which can regulate VCP activity. The present invention provides the compound of formula (I) (R is as defined in the description) or oxides, esters, prodrugs, pharmaceutically acceptable salts or solvates thereof. The compounds can regulate VCP activity, and thus are useful for treating VCP-mediated diseases such as neurodegenerative diseases.Type: ApplicationFiled: July 28, 2011Publication date: July 18, 2013Applicant: KYOTO UNIVERSITYInventors: Akira Kakizuka, Seiji Hori, Toshiyuki Shudo, Tomohiro Fuchigami
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Patent number: 7144993Abstract: The present invention relates to a process for the preparation of a compound of the general formula (I), which comprises converting a compound of the general formula (II), in an aprotic organic solvent in the presence of a catalytically active amount of a strong acid (catalyst) or of an agent that liberates a strong acid or of an ammonium salt of a strong acid, it also being possible for the catalyst to be part of the starting material/product, into a compound of formula I, wherein R5, R6 and R8 are each independently of the others a hydrogen atom, a nitro group, a sulfo group, a halogen atom, a pseudohalogen, a group COOR1 or CONHR2 or a C1-8 alkyl, C1-8 alkoxy or aryloxy radical, an amide group, a thioalkyl or thioaryl radical, an alkyl- or aryl-sulfonyl radical, an alkyl- or aryl-sulfinyl radical, a trifluoromethyl group or a phosphono group, R1 and R2 being a hydrogen atom or a C1-8 alkyl radical or an aryl or aralkyl radical, R10 is a group —C(O)CH2C(O)CH3 and R11 is a hydrogen atom or an acyl radical, oType: GrantFiled: December 3, 2002Date of Patent: December 5, 2006Assignee: Ciba Specialty Chemicals Corp.Inventors: Johannes Benkhoff, Bernd Lamatsch
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Patent number: 6638921Abstract: A compound of formula I and pharmaceutically acceptable derivatives thereof Cx, R1 and R2 being as defined in the disclosure may be used to inhibit the activity of HIV integrase.Type: GrantFiled: June 28, 2002Date of Patent: October 28, 2003Assignee: Pharmacor Inc.Inventors: Gilles Sauvé, Brent Richard Stranix
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Patent number: 6627742Abstract: Hydroxypyridonemethide azo dyes conforming to the formula (I) or its tautomeric forms where X1 to X4, R1 and R2 are each as defined in the description part, are very useful for dyeing and printing hydrophobic synthetic fiber materials and their blends with natural fiber materials.Type: GrantFiled: December 4, 2002Date of Patent: September 30, 2003Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Rainer Hamprecht
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Patent number: 6133432Abstract: A process for preparing a compound of the formula ##STR1## wherein R is C.sub.1 -C.sub.18 alkyl by reacting a compound of the formulaRO.sub.2 C--CH.sub.2 CN (II)with a cyanide salt and formaldehyde or source thereof. Compounds of formula (I) are useful intermediates to pesticidally active compounds.Type: GrantFiled: December 1, 1998Date of Patent: October 17, 2000Assignee: Rhone-Poulenc AgroInventors: David William Hawkins, David Alan Roberts, John Harry Wilkinson, Jean-Louis Clavel
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Patent number: 5986075Abstract: The present invention relates to a process for desalting aqueous suspensions containing an organic diazonium compound and electrolytes containing Na ions, in which the aqueous suspension is passed through a semipermeable membrane.Type: GrantFiled: January 20, 1999Date of Patent: November 16, 1999Assignees: Bayer Corporation, Bayer AktiengesellschaftInventors: John C. DuBose, Andrew D. Johnson, Samuel Shaun Murphree, Edzard Tholema, Helmut Hoffmann, Wolfgang Zarges, Wolfgang Frank, Bettina Burkhardt
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Patent number: 5808015Abstract: Dyestuffs of the formula ##STR1## wherein D is the radical of a carbo- or heterocyclic diazo component,X represents O, NH, NT, NCOT, NCCH.sub.2 T or NSO.sub.2 T,are preferably suitable, if m=n=l=o, for dyeing and printing hydrophobic synthetic fiber materials and mixtures thereof with naturally occurring fiber materials.Type: GrantFiled: September 18, 1996Date of Patent: September 15, 1998Assignee: Bayer AktiengesellschaftInventor: Rainer Hamprecht
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Patent number: 5760197Abstract: Hydroxyquinolone monoazo dyestuffs of the formula I ##STR1## in which D is an organic radical such as one of the disclosed aromatic radicals, and R is substituted or unsubstituted alkyl, benzyl, phenyl, phenoxy, or alkoxy (most preferably C.sub.1 -C.sub.6 -alkyl) are especially well suited to dyeing and printing of hydrophobic materials and other dyeing or printing applications. The dyestuffs are prepared by diazotizing an amine (D--NH.sub.2) and coupling the diazotization product to a hydroxyquinolone compound.Type: GrantFiled: July 3, 1996Date of Patent: June 2, 1998Assignee: Dystar Japan Ltd.Inventor: Ulrich Buhler
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Patent number: 5696241Abstract: Novel sulfonated quinolone compounds used in the preparation of fiber reactive dyes having the formula: ##STR1## being N-alkyl substituted-4-hydroxy-6-sulfo-2-quinolone. The alkyl group bonded to the nitrogen in the quinolone has from 1 to 4 carbon atoms which may be further substituted by an hydroxy, amino, or sulfo group. The compounds of the invention may be prepared by the sulfonation of an N-alkyl substituted-4-hydroxy-2-quinolones, ##STR2## followed by selective desulfonation to yield the compounds of interest. New monoazo fiber reactive dyes having the formulas: ##STR3## and their metal complexes, may be prepared from these sulfonated compounds by the diazotization of an amine component, selected from an unsubstituted, or a substituted benzene or naphthalene compound, containing a fiber reactive group, and coupling the diazo component to the compounds of the invention.Type: GrantFiled: January 15, 1997Date of Patent: December 9, 1997Assignee: Dystar, L.P.Inventors: Philomen Z. deCroos, Ronald P. Pedemonte, Thomas S. Phillips
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Patent number: 5612221Abstract: Avidin-binding azo reagents which alter the spectrophotometric properties of avidin and the use of such reagents in homogeneous assays are described.Type: GrantFiled: May 30, 1995Date of Patent: March 18, 1997Assignee: Dade Chemistry Systems Inc.Inventors: Donald M. Simons, Susan Y. Tseng, Patricia C. Weber
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Patent number: 5536820Abstract: Avidin-binding azo reagents which alter the spectrophotometric properties of avidin and the use of such reagents in homogeneous assays are described.Type: GrantFiled: June 23, 1994Date of Patent: July 16, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Donald M. Simons, Susan Y. Tseng, Patricia C. Weber
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Patent number: 5389110Abstract: Azo dyes useful for dyeing natural or synthetic substrates have the formula ##STR1## where n is from 1 to 4,q is 1 or 2,L.sup.1 is hydrogen or C.sub.1 -C.sub.3 -alkyl,L.sup.2 is acetyl, carbamoyl or hydroxysulfonyl, andD is the radical of a diazo component.Type: GrantFiled: August 18, 1993Date of Patent: February 14, 1995Assignee: BASF AktiengesellschaftInventors: Johannes P. Dix, Bernd Hupfeld, Gunther Lamm, Helmut Reichelt
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Patent number: 5106960Abstract: The present invention relates to azo dyes of the formula ##STR1## wherein X is an aryloxy radical or an unsubstituted or substituted C.sub.1 -C.sub.12 alkyl radical, a cycloalkyl radical or an aryl radical or a group of the formula ##STR2## wherein R.sub.1 is hydrogen, unsubstituted or substituted lower alkyl, cycloalkyl or aryl, and R.sub.2 is hydrogen or unsubstituted or substituted lower alkyl, or wherein R.sub.1 and R.sub.2, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which may contain a further hetero-atom, Y is halogen, low molecular alkyl or low molecular alkoxy, and K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series.These dyes yield dyeings of good light- and wetfastness on polyamide material.Type: GrantFiled: March 22, 1991Date of Patent: April 21, 1992Assignee: Ciba-Geigy CorporationInventors: Rudolf Hurter, Dieter Mausezahl
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Patent number: 5077200Abstract: Chromogenic substrates for the detection of hydrolyzing enzymes, processes for the preparation of these chromogenic substrates and the use of the chromogenic substrates.The quantification of hydrolyzing enzymes for diagnostic purposes has to date been carried out by determination of the amounts of a fluorescent or highly absorbent chromogenic dyestuff liberated in the hydrolytic reaction, detection of which has in part been possible exlusively by instruments or in the neutral to alkaline pH range. After enzymatic hydrolysis, the chromogenic substrates according to the invention lead to highly sensitive and specifically measurable signals regardless of the pH range.Azo dyestuff compounds with the general formulaA--N.dbd.N--B (OR)in which A) and B) have the meanings given in claim 1 andR) is a radical which can be liberated by enzymatic hydrolysis, excluding a carbonyl radical,are provided.After enzymatic hydrolysis, highly sensitively and specifically measurable signals are obtained regardless of the pH range.Type: GrantFiled: September 28, 1988Date of Patent: December 31, 1991Assignee: Behringwerke AktiengesellschaftInventor: Klaus Habenstein
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Patent number: 5023324Abstract: Disazo and trisazo compounds free of sulfo groups which contain 6-hydroxy-4-methyl-3-N-pyridiniumpyridone-2 coupling component radicals, the preferred compounds being of the formula ##STR1## wherein R is a tetrazo component radical,each R.sub.1 is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl the hydroxy group of which is in other than the 1-position or --NR.sub.3 R.sub.4, wherein each of R.sub.3 and R.sub.4 is independently n-C.sub.1-4 alkyl,each R.sub.2 is independently hydrogen, n-C.sub.1-4 alkyl, n-C.sub.1-4 hydroxyalkyl or C.sub.1-4 alkoxy, andeach A.sup..crclbar. is an anion,and liquid and granulated dye compositions comprising such compounds, are useful for dyeing paper and basically dyeable substrates such as polymers and copolymers of acrylonitrile and dicyanoethylene and synthetic polyesters and polyamides modified to contain acid groups. Dyeings on paper are brilliant and possess good light fastness and good fastness to water and alcohol.Type: GrantFiled: July 29, 1986Date of Patent: June 11, 1991Assignee: Sandoz Ltd.Inventor: Helmut Moser
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Patent number: 4988594Abstract: A photoconductor for electrophotography comprises an electroconductive substrate and a photoconductive layer formed on the substrate and including a novel disazo compound as a charge generating layer. The disazo compound is represented by the following general formula: ##STR1## wherein X1 stands for one of an alkyl group, an aryl group and an aromatic heterocyclic group, each of which groups may be or not may be substituted, X.sub.2 stands for one of a hydrogen atom, a cyano group, a carbamoyl group, a carboxyl group, an ester group and an acyl group, each of X.sub.3 and X.sub.4 stands for one of a hydrogen atom, a halogen atom, a nitro group, an alkyl group and an alkoxyl group, both of last two groups may be or not may be substituted, Z stands for one of a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aryl group and an aromatic heterocyclic group, each of which groups may be or not may be substituted and --N.dbd.N--D--N--N.dbd.N-- stands for a disazo residual group.Type: GrantFiled: July 26, 1989Date of Patent: January 29, 1991Assignee: Fuji Electric, Co. Ltd.Inventors: Yoshimasa Hattori, Noboru Furusho, Youichi Nakamura, Masami Kuroda
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Patent number: 4965345Abstract: Solvent dyes of the formula ##STR1## where ##STR2## R.sup.1 and R.sup.2 are each, independently of the other, hydrogen, methyl, ethyl, methoxy or ethoxy,n is 0 or 1 andk, if n is 0, is the radical of a coupling component of the pyrazolone series or, if n is 1, is the radical of a coupling component of the pyrazolone, 2-naphthol, hydroxyquinoline, aniline, naphthylamine, pyridone or 2,6-diaminopyridine series,R.sup.3 and R.sup.4 each independently of the other being C.sub.1 -C.sub.22 -alkyl which may be substituted or interrupted by oxygen, imino or C.sub.1 -C.sub.4 -alkylimino, subject to the proviso that COR has more than 8 carbon atoms, are very highly suitable for coloring organic substrates.Type: GrantFiled: October 2, 1987Date of Patent: October 23, 1990Assignee: BASF AktiengesellschaftInventor: Hermann Loeffler
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Patent number: 4906740Abstract: The present invention relates to monoazo dyes which dye polyamide material with good light- and wet-fastness and which have the formula ##STR1## in which K is the radical of an amino- or alkoxy-benzene, amino- or alkoxy-naphthalene, naphthol, aminonaphthol, pyrazolone, aminopyrazole, indole, naphthimidazole, diphenylamine, tetrahydroquinoline or acetoacetamide and can be further substituted, R is hydrogen, halogen, C.sub.1-6 -alkyl, trifluoromethyl, carboxyl or a --SO.sub.2 --C.sub.1-6 --alkyl, --SO.sub.2 --R.sub.1, ##STR2## --CO--R.sub.4 group, in which R.sub.1 is a substituted or unsubstituted phenyl- or naphthyl-C.sub.1-4 -alkyl radical, R.sub.2 and R.sub.3 independently of one another are hydrogen or a substituted or unsubstituted C.sub.1-6 -alkyl or C.sub.5-7 -cycloalkyl radical and R.sub.4 is a substituted or unsubstituted phenyl radical, and X is hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or halogen, and in which R in formula (1) may not be hydrogen or chlorine if the radical --N.dbd.Type: GrantFiled: July 15, 1986Date of Patent: March 6, 1990Assignee: Ciba-Geigy CorporationInventor: Rudolf Hurter
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Patent number: 4880431Abstract: A monoazo compound of the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, R.sub.4 is alkyl or carboxy, A is ##STR2## in which R.sub.5 is hydrogen, methyl, methoxy, ethoxy, sulfo or carboxy, X is hydrogen or sulfo, n is 0 or 1, and the asterisked linkage bonds to the azo group, B.sub.1 and B.sub.2 are independently phenylene or naphthylene, W is hydrogen, carbamoyl, sulfoalkyl, cyano, sulfo, chloro or bromo, and Y.sub.1 and Y.sub.2 are independently --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing hydroxy group- or carbonamide group-containing materials in a deep yellow color excellent in various fastness properties such as light fastness, perspiration-light fastness and chlorine fastness.Type: GrantFiled: December 8, 1987Date of Patent: November 14, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
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Patent number: 4841036Abstract: A dis-azo dye for polyester fibers represented by the formula ##STR1## wherein Y is hydrogen or acetylamino and R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.4 alkyl, cyanoethyl, acetoxyethyl or C.sub.1 -C.sub.4 alkoxyethyl.Type: GrantFiled: December 18, 1984Date of Patent: June 20, 1989Assignee: Mitsubishi Chemical Industries, LimitedInventors: Seiichi Imahori, Kiyoshi Himeno, Junji Yoshihara
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Patent number: 4826531Abstract: Acrylic acid derivatives having the formula (I): ##STR1## and stereoisomers thereof, wherein W is R.sup.1 O.sub.2 C--C.dbd.CH--ZR.sup.2, R.sup.1 and R.sup.2 are alkyl or fluoroalkyl groups, and Z is oxygen or sulphur; A, B, D and E are hydrogen, halogen, hydroxy or optionally substituted alkyl, alkoxy, aralkyl, arylalkoxy, alkenyl, alkynyl, aryl, aryloxy, arylthio, heteroaryloxy, heteroarylthio, acyloxy, amino, arylazo or acylamino, nitro, cyano, --CO.sub.2 R.sup.3, --CONR.sup.3 R.sup.4, --COR.sup.3, --CR.sup.3 .dbd.NR.sup.4, --N.dbd.CR.sup.3 R.sup.4 or --S(O).sub.n R.sup.3 groups; any two of the groups A, B, D and E, when they are in adjacent positions on the ring, optionally join to form a fused ring, n is 0, 1 or 2; and R.sup.3 and R.sup.4 are hydrogen, alkyl, cycloalkyl, cycloalkylalkyl, alkenyl, alkynyl or optionally substituted aryl or aralkyl; and metal complexes thereof. These compounds are useful as fungicides, insecticides, nematicides or plant growth regulators.Type: GrantFiled: April 17, 1987Date of Patent: May 2, 1989Assignee: Imperial Chemical Industries PLCInventors: Vivienne M. Anthony, John M. Clough, Paul DeFraine, Christopher R. A. Godfrey, Patrick J. Crowley, Kenneth Anderton
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Patent number: 4795807Abstract: Azo disperse dyestuffs are prepared by diazotization and coupling in an aqueous phase, the coupling being carried out in the presence of an ester of a lower aliphatic carboxylic acid.Type: GrantFiled: March 30, 1987Date of Patent: January 3, 1989Assignee: Cassella AktiengesellschaftInventors: Ulrich Buhler, Friedrich Schophoff, Wolf Weidemuller
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Patent number: 4756739Abstract: The compounds of the formula I ##STR1## in which A denotes N or N.fwdarw.O, Z denotes O or NH, R denotes H, (halo)alkyl, (halo)alkenyl, (halo)alkynyl or alkoxycarbonyl, R.sup.1 denotes hydrogen, halogen, amino, --NHOH, hydroxyl, (substituted) phenylazo or a radical of the formulae Y=C=N--, Y.sup.1 Y.sup.2 C.dbd.N--, Y.sup.3 NH-- or ##STR2## K denotes 0 or 1, and m and n, independently of one another, denote a number from 1 to 4, with the proviso that, when Z-R denotes OH or NH.sub.2, (R.sup.1).sub.n denotes at least one radical of the formula ##STR3## or represents two radicals, in the 5 or 6 position of the heterocyclic ring, which, in the 5 position, denote halogen and, in the 6 position, denote a radical of the group comprising halogen, amino, hydroxyl or phenylazo, which may be substituted as specified above, are valuable intermediates in the synthesis of plant protection agents.Type: GrantFiled: December 19, 1986Date of Patent: July 12, 1988Assignee: Hoechst AktiengesellschaftInventors: Andreas Fuss, Volker Koch
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Patent number: 4704452Abstract: Monoazo compounds of the formula ##STR1## in which one of the two substituents R.sub.1 or R.sub.2 or both substituents are C.sub.3 -C.sub.8 -alkyl or a group of the formula ##STR2## in which R.sub.3 and R.sub.4 are independently of each other hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sub.5 is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl and the other of the two substitutents R.sub.1 or R.sub.2, when the two are not C.sub.3 -C.sub.8 -alkyl or a group of the formula (1a), is hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl, and KK is the radical of a coupling component which is free of water-solubilizing groups the two described. These compounds can be used as dyes for dyeing or printing for example polyester fibre materials.Type: GrantFiled: December 19, 1985Date of Patent: November 3, 1987Assignee: Ciba-Geigy CorporationInventor: Peter Liechti
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Patent number: 4667019Abstract: Compounds of the general formula I ##STR1## where n is 0, 1 or 2, R.sup.1 and R.sup.2 are each hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, aryl, acyl, alkoxycarbonyl or aryloxycarbonyl, or together form alkylene or an unsubstituted or substituted benzo ring and Y is a radical of the formula ##STR2## where the rings A, B and C can be further substituted or benzo-fused, R.sup.3 and R.sup.4 are each hydrogen or unsubstituted or substituted alkyl, aralkyl or cycloalkyl, or, together with the nitrogen, form piperidino, pyrrolidino or morpholino, R.sup.5 is hydrogen, unsubstituted or substituted alkyl, cycloalkyl, aralkyl, acyl, alkoxycarbonyl, aryloxycarbonyl, alkylsulfonyl, or arylsulfonyl and R.sup.6 is hydrogen, alkyl or cycloalkyl. These compounds are useful as pleochroic dyes and have a good degree of order coupled with high solubility and good stability in the liquid crystal matrix.Type: GrantFiled: January 13, 1986Date of Patent: May 19, 1987Assignee: Kernforschungszentrum Karlsruhe GmbHInventors: Karl-Heinz Etzbach, Peter Neumann
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Patent number: 4634764Abstract: Compounds of the formula ##STR1## wherein each R is independently --N(R.sub.1).sub.2, --N.sup..sym. (R.sub.2).sub.3 A.sup..crclbar. or hydroxy, whereineach R.sub.1 is independently hydrogen, alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl orboth R.sub.1 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring,each R.sub.2 is independently alkyl, substituted alkyl, cycloalkyl, substituted cycloalkyl or aryl ortwo R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered saturated heterocyclic ring orall three R.sub.2 's taken together and with the nitrogen atom to which they are attached form a 5- or 6-membered unsaturated heterocyclic ring, andA.sup..crclbar. is a non-chromophoric anion,each T is independently a bridging radical, andZ is hydrogen or --N.dbd.Type: GrantFiled: November 10, 1983Date of Patent: January 6, 1987Assignee: Sandoz Ltd.Inventor: Manfred Greve
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Patent number: 4617382Abstract: The present invention relates to novel chromium complex dyes of the formula ##STR1## wherein Z is hydrogen, chloro, bromo, nitro, lower alkyl or acylamino;L is H.sub.Type: GrantFiled: April 13, 1983Date of Patent: October 14, 1986Assignee: Ciba-Geigy CorporationInventors: Gerhard Back, Fabio Beffa, Arthur Buhler
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Patent number: 4602084Abstract: Monoazo dyes of the formula ##STR1## in which K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, and R is a ##STR2## --CO--R.sub.2 or --SO.sub.2 --O--R.sub.2 group in which R.sub.1 is hydrogen or C.sub.1-4 -alkyl and R.sub.2 is a substituted or unsubstituted monosulfo-C.sub.1-12 -alkyl radical, a substituted or unsubstituted monosulfophenyl, disulfophenyl, monosulfonaphthyl or disulfonaphthyl radical, and X and Y, independently of each other, are hydrogen, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy, halogen, C.sub.2-6 -alkanoylamino, C.sub.1-5 -alkylsulfonylamino or a substituted or unsubstituted phenyl or phenoxy radical, produce dyeings on polyamide material which have good light and wet fastness properties.Type: GrantFiled: July 8, 1983Date of Patent: July 22, 1986Assignee: Ciba-Geigy CorporationInventor: Rudolf Hurter
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Patent number: 4487719Abstract: This invention concerns azo dyes having the general formula ##STR1## and their preparations in which X, Y and Z are H or any of a variety of substituents, provided that at least one of X and Y must always be a substituent selected from --CN, --NO.sub.2, --CHO, and other selected groups specified herein, and A is the residue of an aniline, tetrahydroquinoline or benzomorpholine type disperse dye coupling component. These dyes which are unexpectedly non-photochromic produce red to blue shades on polyester fibers and exhibit one or more improved properties such as dyeability, dye exhaustion rate, light fastness, non-blooming, pH stability, build, fastness to ozone and nitrogen oxide, crock and wash fastness, migration, transfer, and pH stability on polyester and other fibers including cellulose ester.Type: GrantFiled: February 17, 1983Date of Patent: December 11, 1984Assignee: Eastman Kodak CompanyInventor: Max A. Weaver