Plural Nitrogens Bonded Directly To The Pentacyclo Ring System Patents (Class 544/76)
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Patent number: 7905928Abstract: Reactive dyes of the formula (1) in which Q1, X, V1, V2, B, T and R1, R2, R4 and R5 are defined in the claims and in the disclosure and wherein the reactive dyes are suitable for dyeing widely varying fiber materials, in particular cellulosic fiber materials and produce dyeings with good allround properties.Type: GrantFiled: October 7, 2008Date of Patent: March 15, 2011Assignee: Huntsman International LLCInventors: Athanassios Tzikas, Thomas Verdugo, Georg Roentgen
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Publication number: 20100251490Abstract: Reactive dyes of the formula (1) in which Q1 is hydrogen, halogen or a radical of the formula R1, R2 and R3 independently of one another are hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, and R1 in formula (1) and R1 in formula (2a) have identical or different meanings and R2 in formula (1) and R2 in formula (2a) have identical or different meanings, (R4)0-1 and (R5)0-1 independently of one another are 0 or 1 identical or different substituents from the group consisting of C1-C4alkyl, C1-C4alkoxy, halogen and sulfo, A is hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, phenyl which is unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, carbamoyl, sulfo or halogen, phenyl-C1-C2alkylene which is unsubstituted or substituted in the phenyl ring by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, sulfo, carbamoyl or halogen, or C5-Type: ApplicationFiled: October 7, 2008Publication date: October 7, 2010Applicant: Huntsman International LLCInventors: Athanassios Tzikas, Thomas Verdugo, Georg Roentgen
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Publication number: 20090018317Abstract: The present invention provides a reactive dyestuff with an alkylthio group and a ?-sulfatoethylsulfone group, which is represented by formula (I), wherein D, R, R1, R2, R3, R4, Q, x, and y are defined the same as the specification. The reactive dyestuffs of the present invention not only have characteristics of high solubility, high alkali solubility, and easily being washed off for dyeing cellulose fiber, but also are suitably applied in cold-pad-batch dyeing, continuous-dyeing, printing, and digital printing.Type: ApplicationFiled: July 10, 2007Publication date: January 15, 2009Applicant: Everlight USA, Inc.Inventors: Wen-Jang Chen, Hong-Chang Huang, Duncan A. S. Phillips, John A. Taylor
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Patent number: 7439340Abstract: A reactive dyestuff containing an alkylthio-s-triazinyl reactive group of the following formula (I) is disclosed, wherein A, X, Y, Z, R, Q, and a are defined the same as the specification. It is suitable for exhaust dyeing, cold batch-up dyeing and continuous dyeing materials that contain hydroxyl group or nitrogen group fibers.Type: GrantFiled: February 15, 2007Date of Patent: October 21, 2008Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Hsien-Chung Shia, Duncan Adrian Sidney Phillips, John Anthony Taylor
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Patent number: 7414129Abstract: The present invention relates to triphendioxazine dye of the general formula I where A1 and A2, B, R1 and M are each as defined in the claims and Y1 is a group of the general formula II or III where X1 to X4 and also R2 and R3 are each as defined in the claims, processes for their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.Type: GrantFiled: December 20, 2005Date of Patent: August 19, 2008Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Stefan Ehrenberg
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Publication number: 20080114166Abstract: The present invention relates to triphendioxazine dye of the general formula I where A1 and A2, B, R1 and M are each as defined in the claims and Y1 is a group of the general formula II or III where X1 to X4 and also R2 and R3 are each as defined in the claims, processes for their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.Type: ApplicationFiled: December 20, 2005Publication date: May 15, 2008Applicant: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Stefan Ehrenberg
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Patent number: 6953845Abstract: Reactive dyes of formula wherein A is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, formazan or dioxazine chromophore, R1, R2 and R3 are each hydrogen or unsubstituted or substituted C1-C4alkyl, X1 and X2 are halogen, B is an organic bridging member, T is a reactive radical as defined herein and V1 and V2 are each independently of the other N, C—H, C—Cl or C—F, give prints that are distinguished by brilliant color shades and good all-round properties.Type: GrantFiled: July 14, 2003Date of Patent: October 11, 2005Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Hans Reichert, Herbert Klier
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Publication number: 20040138436Abstract: The present invention relates to colorant of the general formula, wherein A, B and B′, m and m′ and n and n′ are as defined in the description. The colorants can be used for the pigmenting of porous materials and in injekt printing and, in the case of pigmenting, are converted to the insoluble pigment form. In the pigmenting of porous materials, for example in the pigmenting of wood or anodised aluminium in the pores, the colorants yield very good penetration and fastness to light and, in injekt printing, yield very good water-resistance.Type: ApplicationFiled: October 16, 2003Publication date: July 15, 2004Inventors: Hans-Thomas Schacht, Gilbert Moegle
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Patent number: 6592634Abstract: Reactive dyes of the formula (1) in which R1, R2, R3 and R4 independently of one another are hydrogen or substituted or unsubstituted C1-C4alkyl, (R5)0-2 and (R6)0-2 independently of one another are 0 to 2 identical or different substituents from the group consisting of C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, halogen, carboxyl, sulfo, carbamoyl, N-C1-C4alkylcarbamoyl, N,N-di-C1-C4alkylcarbamoyl, C1-C4alkylsulfonyl, sulfamoyl, N-C1-C4alkylsulfamoyl and N,N-di-C1-C4alkylsulfamoyl, A is hydrogen or C1-C4alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, phenyl or naphthyl which are unsubstituted or substituted by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, carbamoyl, sulfo or halogen, phenyl-C1-C4alkylene which is unsubstituted or substituted in the phenyl ring by C1-C4alkyl, C1-C4alkoxy, C2-C4alkanoylamino, hydroxyl, carboxyl, sulfo, carbamoyl, ureido or halogen, or C5-C7cycloalkyl which is unsubstituted or substituted by C1-C4alkyType: GrantFiled: March 9, 2000Date of Patent: July 15, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Hans Reichert, Thomas Verdugo
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Patent number: 6515123Abstract: The invention is directed to carbamate group containing non chloranil based triphendioxazine compounds useful as pigments which are readily convertible into the corresponding triphendioxazine pigments without carbamate.Type: GrantFiled: February 9, 2001Date of Patent: February 4, 2003Assignee: Clariant Finance (BVI) LimitedInventors: Bansi Lal Kaul, Bruno Piastra, Pascal Steffanut
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Patent number: 6444794Abstract: Disclosed are water-soluble dyes, such as azo dyes, metal complex dyes, anthraquinone, phthalocyanine and formazan dyes which, optionally via a bridge member, possess a fiber-reactive group of the vinyl sulfone series and further contain a 4-cyanamido-1,3,5-triazin-6-ylamino radical which is 2-substituted by a group of the general formula (2) where Rz is hydrogen, lower alkyl optionally substituted by alkyl, hydroxyl, cyano, lower alkoxy, carboxyl, sulfamoyl, sulfo or sulfato or an optionally substituted phenyl radical, or is a cyclohexyl radical or an optionally substituted phenyl radical, W is an alkyl radical which is substituted by a reactive group and may be interrupted by a hetero atom, A is zero or 1 and B is 1 or 2, subject to the proviso that the sum of (A+B) is 2.Type: GrantFiled: May 22, 2000Date of Patent: September 3, 2002Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Jörg Dannheim, Stefan Ehrenberg
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Patent number: 6440507Abstract: An unsymmetrical dioxazine compound represented by the formula (1-1) or (1-2) below, a dichroic dye, a liquid crystal composition containing the same, and a liquid crystal display element fabricated with the same: (In the formula, each of Y1 to Y3 stands for a group represented by the formula (2) or (3) ; X stands for H or the like; h is an integer of 0 to 2; A stands for phenylene or the like; E stands for phenylene or the like; G stands for H, F, or the like; i is an integer of 1 to 2; j is an integer of 0 to 2, each of J and M stands for phenylene or the like; and Q stands for H, F or the like.Type: GrantFiled: May 26, 2000Date of Patent: August 27, 2002Assignees: Sumitomo Chemical Company, Limited, Japan as represented by Secretary of Agency of Industrial Science and Technology, New Energy and Industrial Technology Development OrganizationInventors: Toshihiko Tanaka, Toru Ashida
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Patent number: 6406525Abstract: New dioxazine compounds and mixtures thereof containing sulphonic acid groups according to formula (I) in which the substituents have the meanings given in claim 1, processes for their production and the use of such compounds for dyeing or printing organic substrates or as a component of printing inks.Type: GrantFiled: October 2, 2001Date of Patent: June 18, 2002Assignee: Clariant Finance (BVI) LimitedInventor: Ludwig Hasemann
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Patent number: 6399751Abstract: This application relates to reactive dyes having at least one halobenzene nucleus linked to a chromophoric group via an amino linkage and additionally containing a second reactive group.Type: GrantFiled: July 24, 2000Date of Patent: June 4, 2002Assignee: BASF AktiengesellschaftInventors: Warren James Ebenezer, David Greenwood, Michael Gordon Hutchings, Michael Alan Rabjohns, Andrea Maria Zamponi
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Patent number: 6319289Abstract: Compounds of formula (I) wherein A is hydrogen or a descretionary radical, a novel process for their preparation and their use for the dyeing of organic substrates.Type: GrantFiled: March 31, 1999Date of Patent: November 20, 2001Assignee: Clariant Finance (BVI) LimitedInventor: Georg Schöfberger
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Patent number: 6302923Abstract: Compounds of formula (I) with the meanings of R1, R1′, R2, R2′, X, X′, Y, Y′, m and n as given in claim 1 can be used as paper dyes or direct dyes or for the preparation of ink-jet inks.Type: GrantFiled: May 19, 2000Date of Patent: October 16, 2001Assignee: Clariant Finance (BVI) LimitedInventor: Ludwig Hasemann
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Patent number: 6274728Abstract: Compounds of formula A(B)x (I), wherein x is an integer from 1 to 8, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, indanthrone, isoindolinone, isoindoline, dioxazine, azo, phthalocyanine or diketopyrrolopyrrole series that is bonded to x groups B via one or more hetero atoms, those hetero atoms being selected from the group consisting of N, O and S and forming part of the radical A, each group B independently of any other(s) is hydrogen or a group of the formula at least one group B being a group of the formula The compounds according to the invention are used in high-molecular-weight organic materials, thermo-, photo- or chemo-sensitive recording materials, light-sensitive negative or positive resist compositions, ink compositions for ink-jet printing and color tapes for thermal transfer printing.Type: GrantFiled: December 16, 1999Date of Patent: August 14, 2001Assignee: Ciba Specialty Chemicals Corp.Inventors: Véronique Hall-Goulle, Aline Bize
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Patent number: 6255482Abstract: The triphendioxazine compounds of the general formula (I) in which the rings labelled A in positions 1,2-, 2,3- or 3,4- and 8,9-, 9,10- or 10,11- carry a linearly or angularly fused heterocyclic ring containing at least one nitrogen atom which is substituted or unsubstituted, with the proviso that compounds with only unsubstituted nitrogen atoms and symmetrically disubstituted compounds with C1-2alkyl and unsubstituted phenyl substituents are excluded, are outstanding pigments and are notable over the closest comparable pigments in particular for better migration, light and solvent fastnesses, better heat stability and enhanced colouring power and also better dispersibility and capability to be brought into pigment form. The invention also relates to a process for preparing these triphendioxazine compounds which is characterized by a cyclization step conducted in the presence of manganese dioxide and concentrated sulphuric acid.Type: GrantFiled: October 19, 1998Date of Patent: July 3, 2001Assignee: Clariant Finance (BVI) LimitedInventors: Patrick Boeglin, Bansi Lal Kaul, Peter Kempter
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Patent number: 6197941Abstract: Reactive dyes of the formula I where a is 1 or 2, b is 0 or 1, Y is vinyl or a radical of the formula C2H4Q, where Q is an alkali-detachable group, Het is the radical of a 5- or 6-membered aromatic hetero-cyclic ring having from 1 to 3 hetero atoms selected from the group consisting of oxygen, sulfur and nitrogen, W is either in case 1) the radical of a coupling component, of a monoazo dye or additionally, when b=0, of a disazo dye, which may each bear further fiber-reactive groups, or in case 2) the radical of a chromophore which optionally has further fiber-reactive groups and is derived from an optionally metallized mono- or disazo dye, a triphendioxazine, an anthraquinone, a metallized formazan or a metallized phthalocyanine, and L1 and L2 are each a bridge member, are useful for dyeing or printing hydroxyl-containing or nitrogenous substrates.Type: GrantFiled: March 29, 1999Date of Patent: March 6, 2001Assignee: BASF AktiengesellschaftInventors: Andrea Zamponi, Manfred Patsch, Helmut Hagen, Bernd-Peter Walther
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Patent number: 6159250Abstract: Doubled reactive dyes of the general formula I ##STR1## where Chr is a chromophore residue with or without further fiber-reactive groups and derived from a metallized or unmetallized mono- or disazo dye, from a triphendioxazine, from an anthraquinone, from a metallized formazan or from a metallized phthalocyanine,Z.sup.1, Z.sup.2 and Z.sup.3 are each independently of the others hydrogen or substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl,Hal is fluorine or chlorineL.sup.1 and L.sup.2 are each independently of the other C.sub.2 -C.sub.6 -alkylene with or without interruption by 1 or 2 unadjacent oxygen atoms, andA is hydrogen, substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl, substituted or unsubstituted phenyl, substituted or unsubstituted C.sub.2 -C.sub.3 -alkenyl, substituted or unsubstituted C.sub.1 -C.sub.6 -alkoxy, substituted or unsubstituted phenoxy or C.sub.1 -C.sub.6 -alkylamino,and their mixtures are prepared and useful for dyeing or printing hydroxyl-containing or nitrogenous substances.Type: GrantFiled: December 22, 1999Date of Patent: December 12, 2000Assignee: BASF AktiengesellschaftInventor: Manfred Patsch
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Patent number: 6146430Abstract: An asymmetric dioxazine compound represented by the following formula (I): ##STR1## wherein T.sub.1 and T.sub.2 represents hydrogen, alkyl, etc.;A.sub.1 represents alkyl, etc.;A.sub.2 represents hydrogen, alkyl, etc.;R represents hydrogen, alkyl, etc.; andZ represents a pyrimidine-based or quinoxaline-based fiber reactive group, or a triazine-based fiber reactive group and the triazine-based fiber reactive group may have halogen and/or --SO.sub.2 --CH.dbd.CH.sub.2 or --SO.sub.2 CH.sub.2 CH.sub.2 Z.sub.2 ' (Z.sub.2 ' represents a group which is released by the action of an alkali).Type: GrantFiled: December 23, 1998Date of Patent: November 14, 2000Assignee: Sumitomo Chemical Company, LimitedInventors: Masahiko Tatsuma, Junichi Sekihachi
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Patent number: 6136970Abstract: An asymmetric dioxazine compound represented by the following formula (I) in the free acid form: ##STR1## wherein A.sub.1 and A.sub.2 independently of one another are each sulfo, halo, alkyl or alkoxy, X.sub.1 and X.sub.2 independently of one another are each hydrogen, halo, alkyl, alkoxy or phenoxy, R.sub.1 is hydrogen or unsubstituted or substituted alkyl, R.sub.2 and R.sub.3 independently of one another are each hydrogen, alkyl, alkoxy, halo or unsubstituted or substituted amino, Z is a fiber-reactive group, m and n independently of one another are each 0 or 1, provided that m.noteq.n, and L is 1 or 2. This compound is suitable for dyeing and printing cellulose fiber, natural and synthetic polyamide fibers, polyurethane fiber, leather and the like and mixed yarns thereof, to obtain dyed or printed products of a color fast to light, wetness and chlorine with superior build-up and level dyeing properties.Type: GrantFiled: October 29, 1992Date of Patent: October 24, 2000Assignee: Sumitomo Chemical Company, LimitedInventors: Kazufumi Yokogawa, Takahiko Fujisaki, Miyao Takahashi, Shigeru Kawabata, Naoki Harada, Kingo Akahori, Yutaka Kayane, Takashi Omura
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Patent number: 6060591Abstract: The disclosed dyes (which are fiber-reactive and are useful for dyeing materials containing OH and/or carboxamide groups) are compounds of the formula (1)Fb--Z.sub.n (1)in which:Fb is the radical of various classes of dyestuffs, including the formazans, azomethines, phthalocyanines, etc., and particularly sulfo group-containing monoazo or disazo dyes of the formulas (a-1) through (a-5):D.sup.1 --N.dbd.N--K.sup.2 -- (a-1)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.1 (a-2)--D.sup.2 --N.dbd.N--(E--N.dbd.N).sub.v --K.sup.2 -- (a-3)D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-4)--D.sup.1 --N.dbd.N--K.sup.0 --N.dbd.N--D.sup.2 -- (a-5)in which in which D.sup.1 is a substituted or unsubstituted phenyl or naphthyl radical, D.sup.2 is the radical of a diazo component and K.sup.1, K.sup.2, and K.sup.0 are various coupling components, and E is a middle component.Type: GrantFiled: December 1, 1997Date of Patent: May 9, 2000Assignee: Dy Star Textilfarben GmbH & Co. Deutschland K.G.Inventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
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Patent number: 6046311Abstract: Dyes containing a 5,6-difluoropyrimidin-4-yl radical as fiber-reactive group are useful for dyeing hydroxy- and/or carboxamido-containing material, including fiber material, for example cellulose fibers, wool and polyamide.Type: GrantFiled: March 19, 1998Date of Patent: April 4, 2000Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Wilfried Hansmann, Hermann Henk, Stefan Ehrenberg, Wolfram Reddig
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Patent number: 6013777Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: June 10, 1998Date of Patent: January 11, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 6005084Abstract: Fibre-reactive asymmetrical triphenodioxazine compounds conform to the formula I ##STR1## where the individual symbols are as defined in the description, and mixtures thereof and are present in the form of a free acid or as salt. They are used as reactive dyes for dyeing or printing hydroxyl-containing or nitrogenuos organic substrates, such as leather or fiber material consisting of or comprising natural or synthetic polyamides or natural or regenerated cellulose; the most preferred substrate is textile material consisting of or comprising cotton.Type: GrantFiled: August 15, 1996Date of Patent: December 21, 1999Assignee: Clariant Finance (BVI) LimitedInventors: Detlef Kalweit, Roland Wald
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Patent number: 5977358Abstract: An asymmetric dioxazine compound represented, when shown in free acid form, by the general formula (I): ##STR1## wherein T.sub.1 and T.sub.2 represent a hydrogen atom, a chlorine atom, a bromine atom, a lower alkyl group, a phenoxy group or others, A.sub.1 represents an alkyl group, a chlorine atom, a carboxyl group or others, A.sub.2 represents a hydrogen atom, an alkyl group, a chlorine atom, a carboxyl group or others, R represents a hydrogen atom or a lower alkyl group, X and Y represent a halogen atom, a fiber-reactive group or others, respectively, with the proviso that at least one of X and Y is a fiber-reactive group is provided.The compound is suitable for dyeing or printing of a fiber material or the like which has a hydroxy group and/or an amide group, and provides a blue-dyed product with various fastness, including particularly chlorine fastness.Type: GrantFiled: July 15, 1998Date of Patent: November 2, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Masato Inoue, Junya Hada, Toshiyuki Araki
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Patent number: 5972048Abstract: Fiber-reactive triphendioxazine dyes, preparation thereof and use thereof Novel triphenoxazine dyes of the formula (1) ##STR1## where M is hydrogen or an alkali metal, m and n are each 1 or 2 and Y is 2,4,6-trifluoropyrimidinyl or a radical of the formula (3) ##STR2## where Z is fluorine, --NH.sub.2, C.sub.1 -C.sub.4 -alkylamino which may be hydroxy- or sulfo-substituted, N,N-di(C.sub.1 -C.sub.4 -alkyl)amino which may be hydroxy- or sulfo-substituted, phenylamino which may be C.sub.1 -C.sub.4 -alkyl-, C.sub.1 -C.sub.4 -alkoxy-, halogen-, hydroxy-, ureido-, acetylamino-, carboxy-, sulfo- or sulfomethyl-substituted, N-(C.sub.1 -C.sub.4 -alkyl)-N-phenylamino, sulfonaphthylamino, cyanoamino or N-morpholino, are notable for high color strengths, high brilliance and high fastnesses.Type: GrantFiled: May 27, 1998Date of Patent: October 26, 1999Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Uwe Reiher, Hans-Walter Stein
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Patent number: 5944854Abstract: According to the invention, a process for the preparation of triphendioxazines systemetrically or asymmetrically amidated on both sides comprises reducing a triphendioxazine chromophore, which is optionally already amidated on one side, to give the leuco form end amidating and re-oxidizing the leuco form. Products amidated on both sides are obtained in this manner with a high yield and product quality. Novel triphendioxazine dyestuffs are furthermore prepared in this manner.Type: GrantFiled: July 15, 1997Date of Patent: August 31, 1999Assignee: Dystar Textilfarben GmbH & Co.Inventors: Christian Schumacher, Karl-Josef Herd
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Patent number: 5925745Abstract: A fiber-reactive dye corresponding to formula (1) ##STR1## in which: Fb is the radical of an azo dye, of a heavy metal complex azo dye, of a formazan dye, of a triphenodioxazine dye or of a phthalocyanine dye;U.sup.(+) is a permanent quaternary ammonium group;A.sup.(-) is a colorless anion, andR.sup.x, R.sub.4, G, Q and n are as defined in the specification, with the proviso that the dye contains at least one group of the vinylsulfone series, such as a group of the formula --SO.sub.2 Y, wherein Y is as defined in the specification, these dyes being capable of dyeing hydroxy- and/or carboxamido-containing fibres, such as cellulosic fibre and wool.Type: GrantFiled: May 11, 1998Date of Patent: July 20, 1999Assignee: Dystar, L.P.Inventors: Thomas S. Phillips, Ralph Svenningsen, Ronald P. Pedemonte
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Patent number: 5886160Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m and n, are as defined in claim 1.These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: June 12, 1998Date of Patent: March 23, 1999Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 5880282Abstract: Improved unsymmetric reactive dyestuffs have the following formula ##STR1## wherein Y.sub.1 is a radical of the formula ##STR2## and wherein the other substituents have the meaning given in the description.Type: GrantFiled: February 6, 1997Date of Patent: March 9, 1999Assignee: Bayer AktiengesellschaftInventors: Wolfgang Harms, Stefan Ehrenberg
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Patent number: 5837869Abstract: An asymmetric dioxazine compound represented, when shown in free acid form, by the general formula (I): ##STR1## wherein T.sub.1 and T.sub.2 represent a hydrogen atom, a chlorine atom, a bromine atom, a lower alkyl group, a phenoxy group or others, A.sub.1 represents an alkyl group, a chlorine atom, a carboxyl group or others, A.sub.2 represents a hydrogen atom, an alkyl group, a chlorine atom, a carboxyl group or others, R represents a hydrogen atom or a lower alkyl group, X and Y represent a halogen atom, a fiber-reactive group or others, respectively, with the proviso that at least one of X and Y is a fiber-reactive group is provided.The compound is suitable for dyeing or printing of a fiber material or the like which has a hydroxy group and/or an amide group, and provides a blue-dyed product with various fastness, including particularly chlorine fastness.Type: GrantFiled: January 23, 1997Date of Patent: November 17, 1998Assignee: Sumitomo Chemical Company, LimitedInventors: Masato Inoue, Junya Hada, Toshiyuki Araki
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Patent number: 5834601Abstract: Dyes of the formula (1) indicated and defined below, containing at least one sulfo group, which can be used for dyeing hydroxy and/or carboxamido-containing material, especially fiber material, for example cellulosic fiber materials, wool and synthetic polyamide. ##STR1## in which F is the radical of a dye molecule, n is the number 1 or 2, R.sup.A is hydrogen or substituted or unsubstituted lower alkyl, R.sup.B is hydrogen, unsubstituted or substituted lower alkyl or unsubstituted or substituted phenyl, X is halogen, R is hydrogen, lower alkyl, lower alkoxy halogen or sulfo, and G at the benzene ring forms the radical of a heterocycle which includes at least one carbonylamido group whose N atom can be substituted.Type: GrantFiled: October 17, 1997Date of Patent: November 10, 1998Assignee: Dystar Textilfarben GmbH & Co. Deutschland KGInventors: Stefan Ehrenberg, Christian Schumacher
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Patent number: 5780627Abstract: Compounds of formulaA(B).sub.x, (I),wherein x is an integer from 1 to 4,A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, isoindolinone, isoindoline, dioxazine, phthalocyanine or azo series, which radical contains x N-atoms attached to B, preferably with at least one directly adjacent or conjugated carbonyl group,B is a group of formula ##STR1## and, if x is 2, 3 or 4, may also be one, two or three hydrogen atoms. The symbols Q, R.sub.1, R.sub.2, R.sub.3, R.sub.4, X, Y, Z, m und n, are as defined in claim 1. These carbamate group-containing soluble chromophores are distinguished by outstanding solid state fluorescence in the UV range as well as the by ease with which they can be converted to the corresponding pigments in the substrate in which they are incorporated.Type: GrantFiled: July 9, 1996Date of Patent: July 14, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Zhimin Hao, John S. Zambounis, Abul Iqbal
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Patent number: 5772698Abstract: Compounds of the formula ##STR1## are described in which the variables are as defined in the claims and which are suitable as fiber-reactive dyes for dyeing a wide range of fiber materials.Type: GrantFiled: April 22, 1996Date of Patent: June 30, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Hans Reichert, Bernhard Muller
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Patent number: 5750689Abstract: A compound of Formula (1) and salts thereof: ##STR1## wherein: W is Cl or Br;A is optionally substituted alkyl;each R independently is halogen, alkyl, alkoxy or carboxy;n is 0 or 1;a+b is 0 to 4;each X independently is O, S or NR.sup.1 wherein R.sup.1 is H or optionally substituted alkyl;B is a divalent organic linker group; andZ is an aromatic nitrogen ring heterocycle devoid of cellulose-reactive groups.Type: GrantFiled: May 8, 1996Date of Patent: May 12, 1998Assignee: Zeneca LimitedInventors: Gordon Alexander Thomson, Duncan Adrian Sidney Phillips
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Patent number: 5705507Abstract: This invention relates to the fields of pharmaceutical and organic chemistry and provides novel 3-benzyl-benzofurans which are .alpha.-substituted with ether, thioether, amino, hydrazino, cyano or halo that are useful for the treatment of the various medical indications associated with post-menopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus and cervix. The present invention further relates to intermediate compounds and processes useful for preparing the pharmaceutically active compounds of the present invention, and pharmaceutical compositions.Type: GrantFiled: September 29, 1995Date of Patent: January 6, 1998Assignee: Eli Lilly and CompanyInventor: Brian S. Muehl
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Patent number: 5696258Abstract: According to the invention, a process for the preparation of triphendioxazines symmetrically or asymmetrically amidated on both sides comprises reducing a triphendioxazine chromophore, which is optionally already amidated on one side, to give the leuco form and amidating and re-oxidizing the leuco form. Products amidated on both sides are obtained in this manner with a high yield and product quality. Novel triphendioxazine dyestuffs are furthermore prepared in this manner.Type: GrantFiled: November 8, 1996Date of Patent: December 9, 1997Assignee: DyStar Textilfarben GmbHInventors: Christian Schumacher, Karl-Josef Herd
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Patent number: 5650507Abstract: An asymmetric dioxazine compound of the following formula: ##STR1## wherein R is sulfo, halogeno, alkoxy, alkyl or carboxy; R.sub.1 and R.sub.2 are each hydrogen or alkyl; R.sub.3 is hydrogen, alkyl or acyl; X.sub.1 and X.sub.2 are each hydrogen, halogeno, alkyl, alkoxy or phenoxy; Y is aliphatic amino having a vinylsulfonyl or .beta.-substituted ethylsulfonyl fiber-reactive group; and Q is unsubstitued, substituted or cyclic amino; is useful for dyeing or printing fiber materials blue with excellence in build-up properties and various fastness properties.Type: GrantFiled: December 27, 1995Date of Patent: July 22, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Kingo Akahori, Junya Hada, Takashi Omura, Shigeru Kawabata, Naoki Harada
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Patent number: 5591834Abstract: Reactive dyestuffs of the formula ##STR1## in which Z is a cyano-free pyrimidine 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: December 22, 1994Date of Patent: January 7, 1997Assignee: Bayer AktiengesellschaftInventors: Konrad Bootz, Karl-Josef Herd
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Patent number: 5585489Abstract: Triphendioxazine compounds corresponding to the formula (1) ##STR1## in which Z is a radical of the formula (2) ##STR2## in which Y.sup.1 and Y.sup.2 each vinyl .beta.-hydroxyethyl or an ethyl radical which contains a substituent which can be eliminated under alkaline conditions in the .beta.-position, and in which Y.sup.1 and Y.sup.2 are not simultaneously .beta.-hydroxyethyl, W.sup.1 and W.sup.2 are both allyene having 2 to 6 carbon atoms, A is a covalent bond of a group of the formula --B.sup.1 --N(R.sup.3)--, in which R.sup.3 has one of the meanings of R.sup.1 and B.sup.1 is an aliphatic or aromatic bridge member, and in which the group--N(R.sup.1) --B.sup.1 --N(R.sup.3)-- can also be in total a bivalent saturated heterocyclic radical, and Z.sup.0 is hydrogen or a group of the formula (4) ##STR3## in which A.sup.0 is a covalent bond or a radical or the formula --N(R.sup.4)--B.sup.2 -- having the meaning corresponding to the above formula --B.sup.1 (NR.sup.3)-- are described.Type: GrantFiled: May 4, 1995Date of Patent: December 17, 1996Assignee: Hoechst AGInventors: Werner H. Russ, Christian Schumacher
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Patent number: 5539109Abstract: The invention is that of a new triphenodioxazine dye of the formula: ##STR1## wherein: ##STR2## K is independently selected from SO.sub.3 H and COOH; W=a substituted or unsubstituted arylene, alkylene or arylene-alkylene group;Y.sup.1 =Vinyl, .beta.-Sulfatoethyl, .beta.-Thiosulfatoethyl, .beta.-Halogenethyl-group, .beta.-Phosphatoethyl, andX=H.R, R.sub.1 and R.sub.2 are independently selected from hydrogen and substituted or unsubstituted alkyl.T is independently selected from hydrogen, Cl, Br, C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy, phenyl or phenoxy; andn is selected from 0, 1 or 2.Type: GrantFiled: July 11, 1995Date of Patent: July 23, 1996Assignee: Hoechst Celanese CorporationInventors: Walter Helmling, Uwe Reiher
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Patent number: 5532362Abstract: The present invention is directed to a dioxazine dye which provides brilliant reddish blue dyeings possessing superior fastness properties and high tinctorial strength.Type: GrantFiled: May 25, 1995Date of Patent: July 2, 1996Assignee: Hoechst Celanese CorporationInventors: Walter Helmling, David Brunetti, Uwe Reiher
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Patent number: 5502173Abstract: 2,4,6-trifluoro-5-chloro-pyrimidine and the aqueous solution of a salt of 2-amino-5-aminomethyl-naphthalene-1-sulphonic acid are simultaneously metered into a reactor in approximately equimolar amounts and afford a valuable intermediate for the preparation of high-purity dyes.Type: GrantFiled: September 27, 1994Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventors: Horst Ja/ ger, Siegbert Arnold, Richard Sommer
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Patent number: 5498712Abstract: A water-soluble triphenodioxazine dye having a chloro or bromo atom at one of the 6- and 13-positions and a group of Formula (1) at the remaining 6- or 13-position: ##STR1## wherein: R.sup.1 is H, OH or CH.sub.3 ; andR.sup.2 is C.sub.1-3 -alkyl, hydroxy-C.sub.1-3 -alkyl or --CH.sub.2 --(C.sub.1-4 -alkyl).The dyes are useful for the coloration of textile materials.Type: GrantFiled: May 13, 1993Date of Patent: March 12, 1996Assignee: Zeneca LimitedInventor: Gordon A. Thomson
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Patent number: 5486607Abstract: A dioxazine compound represented by the following formula in the free acid form, ##STR1## wherein V is a direct linkage or ##STR2## in which R.sub.3 is hydrogen or alkyl, X is a direct linkage or an aliphatic, araliphatic or aromatic bridging group, Y is phenylene or naphthylene, Z is a so-called vinylsulfone type fiber reactive group, and R.sub.1 and R.sub.2 are each hydrogen or alkyl, which is useful for dyeing or printing fiber materials to give a dyed or printed product of a blue color superior in fastness properties with superior build-up property.Type: GrantFiled: January 27, 1995Date of Patent: January 23, 1996Assignee: Sumitomo Chemical Company, LimitedInventors: Tetsuya Miyamoto, Miyao Takahashi, Takahiko Fujisaki, Naoki Harada, Yutaka Kayane, Takashi Omura
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Patent number: 5484458Abstract: Triphendioxazine compounds corresponding to the formula ##STR1## which are suitable as fiber-reactive dyestuffs for dyeing and printing material, in particular fiber material, containing hydroxy and/or carboxamide groups, such as wool and synthetic polyamide fibers, and especially cellulose fibers, such as cotton, are described. In formula (1), M is hydrogen or an alkali metal and Z is a radical of the formula (2) ##STR2## in which R is hydrogen, sulfo, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, nitro or cyano, W is alkylene having 3 to 6 carbon atoms and the group --SO.sub.2 --Y is a fiber-reactive group of the vinyl sulfone series.Type: GrantFiled: May 16, 1994Date of Patent: January 16, 1996Assignee: Hoechst AktiengesellschaftInventors: Werner H. Russ, Horst Tappe, Christian Schumacher
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Patent number: 5478936Abstract: An asymmetric dioxazine compound represented by the following formula (I) in the free acid form: ##STR1## wherein A.sub.1 and A.sub.2 independently of one another are each sulfo, halo, alkyl or alkoxy, W is an unsubstituted or substituted aliphatic or aromatic bridging group, X.sub.1 and X.sub.2 independently of one another are each hydrogen, halo, alkyl, alkoxy or phenoxy, R.sub.1 and R.sub.2 independently of one another are each hydrogen or unsubstituted or substituted alkyl, R.sub.3 and R.sub.4 independently of one another are each hydrogen, halo, alkyl, alkoxy or unsubstituted or substituted amino, Z is a fiber-reactive group, m and n independently of one another are each 0 or 1, provided that m.noteq.n, and l is 1 or 2.Type: GrantFiled: March 21, 1994Date of Patent: December 26, 1995Assignee: Sumitomo Chemical Company, LimitedInventors: Kazufumi Yokogawa, Miyao Takahashi, Takahiko Fuzisaki, Yutaka Kayane, Shigeru Kawabata, Naoki Harada
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Patent number: 5463031Abstract: Reactive dyestuffs of the formula ##STR1## in which the substituents have the meanings given in the description are highly suitable for the dyeing and printing of cellulose materials and nitrogen-containing materials.They produce dyeings and prints having good wet and light fastness properties.Type: GrantFiled: April 12, 1994Date of Patent: October 31, 1995Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Frank-Michael Stohr, Karl K. Schundehutte