The Alkylene, Alkenyl Or Alkenylene And The Ring Are Both Bonded Directly To The Same Sulfonyl Group Patents (Class 534/642)
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Patent number: 10533031Abstract: Materials and methods for preparing reactive lignin and for preparing a bio-based adhesive are described herein.Type: GrantFiled: February 18, 2016Date of Patent: January 14, 2020Assignee: NUtech VenturesInventors: Mark Alan Helle, Chin Li Cheung
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Patent number: 7687612Abstract: The present invention relates to a novel reactive dyestuff with dialkylether bridge group, represented by the following formula (I): wherein B, B?, E1, E2, Z, Z?, i, j, (R1)0-3, (R2)0-3, m and n are defined the same as the specification. The reactive dyestuff of the present invention is suitable for exhaust dyeing, cold batch-up dyeing, continuous dyeing, printing and digital spray printing materials that contain hydroxyl group or amino group fibers.Type: GrantFiled: March 9, 2009Date of Patent: March 30, 2010Assignee: Everlight USA, Inc.Inventors: Chien-Yu Chen, Chen-Lung Kao, Wen-Jang Chen
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Patent number: 7619074Abstract: The present invention relates to a novel reactive dyestuff with an N,N-dialkylamino bridge group, represented by the following formula (I): wherein R, B, B?, E1, E2, Z, Z?, i, j, R1, R2, m and n are defined the same as the specification. The reactive dyestuff of the present invention is suitable for exhaust dyeing, cold batch-up dyeing, continuous dyeing, printing and digital spray printing materials that contain hydroxyl group or polyamine fibers.Type: GrantFiled: May 20, 2008Date of Patent: November 17, 2009Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Ya-Cing Yu, Hong-Chang Huang, Chien-Yu Chen, Chen-Lung Kao, Hsien-Chung Hsia
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Patent number: 7524953Abstract: The invention relates to novel triphendioxazine pigments of formula (I) wherein X represents hydrogen or chlorine, while R1 represents phenyl substituted by one to five radicals from the group comprising C1-C4-alkyl, halogen, C1-C4-alkoxy, acetylamino, aminocarbonyl, methylaminocarbonyl and C1-C4-alkoxycarbonyl, or phenyl annelated in the 2,3- or 3,4- with a divalent radical of the formula —NH—(CO)m—NR2—, —CR2?CH—CO—NH—, —CR2?N—CO—NH—, —CO—NH—CO—NR2—, —CO—(NH)m—CO— or —O—(CO)m—NH— so as to form a five- or six-membered ring, R2 representing hydrogen, methyl, ethyl or phenyl and m representing 1 or 2.Type: GrantFiled: January 12, 2005Date of Patent: April 28, 2009Assignee: Clariant Produkte (Deutschland) GmbHInventors: David Blum, Carsten Plueg, Tanja Reipen
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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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Patent number: 7390889Abstract: The present invention relates to a novel trisazo reactive dyestuff compound of the following formula (I): wherein, R, A, B, D, and m are defined the same as in the specification. The trisazo reactive dyestuff compound of the present invention exhibits the properties of good solubility, good alkali-resistant solubility, and good wash-off, while dyeing cellulose fibers.Type: GrantFiled: October 5, 2007Date of Patent: June 24, 2008Assignee: Everlight USA, Inc.Inventors: Wen-Jang Chen, Chen-Lung Kao
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Patent number: 7109313Abstract: The present invention relates to dyes of the general formula (I) where X1 is a radical —CH2CH2Z or —CH?CH2, Z being analkali-eliminable group, X2 is alkyl, alkoxy, halogen, COOM or SO3M, X3 is a heterocyclic reactive group of the general formula (IIa) or (IIb) ?or a reactive group of the formula (IIc), (IId) or (IIe) the stated variables being as defined in claim 1, to processes for preparing them and to their use for dyeing and printing hydroxyl-containing and/or carboxamido-containing material.Type: GrantFiled: March 18, 2003Date of Patent: September 19, 2006Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Stefan Meier, Werner Russ, Stefan Ehrenberg
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Patent number: 7038024Abstract: Reactive dyes containing at least one structural unit of formula (I), wherein Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, are suitable for dyeing cellulosic or amide-group-containing fiber materials.Type: GrantFiled: October 4, 2002Date of Patent: May 2, 2006Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Bernhard Müller
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Patent number: 6992179Abstract: The present invention relates to a reactive orange dye containing vinyl sulfone and more particularly, to the dye which have 6(7)-alkoxycarbonylamino-4-hydroxy-2-naphthalenesulfonic acid as a chromophore and aminophenyl-?-ethylsulfone derivative as an azo coupler. This dye provides excellent fastness in terms of light, washing, perspiration and chlorine as well as better dyeing yield than other monofunctional reactive dye. In Formula (1), M is alkaline metal atom; Z is —O—SO3M or OC(O)CH3; R is alkyl group having 1–4 of carbon atom; and a position of C6 or C7 is substituted with carbamate group.Type: GrantFiled: March 26, 1999Date of Patent: January 31, 2006Assignee: Korea Research Institute of Chemical TechnologyInventors: Sea Wha Oh, Myeong Nyeo Kang, Tae Kyung Kim
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Patent number: 6949631Abstract: The present invention relates to reactive dyes of the general formula (1) where X1, X2, R, M, m and n are each as defined in claim 1, processes for their preparation and also their use for dyeing and printing hydroxyl- and/or carboxamido-containing materials.Type: GrantFiled: November 28, 2002Date of Patent: September 27, 2005Assignee: DyStar Textilfarbon GmbH & Co. Deutschland KGInventors: Stefan Meier, Werner Russ, Jörg Wörner
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Patent number: 6884876Abstract: The present invention relates to water insoluble disperse-reactive dyes expressed by the formula (3) and (4) and to their preparation, (3) (4) wherein each of Ar1 and Ar2 represents aryl or benzothiazole group, and each of R, R1, R2, and R3 independently represents hydrogen, alkyl, alkoxy, cyanoalkyl or aminoacetyl group.Type: GrantFiled: January 16, 2002Date of Patent: April 26, 2005Assignee: Korea Research Institute of Chemical TechnologyInventors: Sea Wha Oh, Seung Rim Shin, Tae Kyung Kim, Sun Il Kim, Jong Il Shin
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Patent number: 6884875Abstract: The present invention relates to a reactive blue dye, and more particularly to a reactive blue dye represented by the following Formula 1, which is effective in black dyeing or printing of polyamide textiles, in particular, nylon fiber, wherein M is a hydrogen atom or an alkali metal atom. The blue dye of the present invention offers superior color yield, reactivity, fixing efficiency, light fastness, and washing fastness, substantivity, and superior cleaning properties over unfixed dyes.Type: GrantFiled: September 15, 2003Date of Patent: April 26, 2005Assignee: Korea Research Institute of Chemical TechnologyInventors: Sea-Wha Oh, Young-Suk Kim, Jinsoo Kim, Tae Kyung Kim, Sun Il Kim
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Patent number: 6870035Abstract: Deep black-dyeing dye mixtures comprising a disazo dye conforming to the general formula (1), and one or more disazo dyes conforming to the general formula (2), wherein the amide group is in the 6, 7, or 8 position relative to the hydroxy group and wherein: M, n, W, R1, R2, R3, R4, R5, R11, L1, L2, L3 are as defined in claim 1 methods for their preparation and use thereof for dyeing hydroxyl- and/or carboxamido-containing fiber material.Type: GrantFiled: August 12, 2003Date of Patent: March 22, 2005Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Ronald Pedemonte, Joachim Steckelberg, Werner Russ
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Patent number: 6815536Abstract: A monoazo reactive red dyestuff of the formula (I), wherein the R1, R2, R3, X, D, Z and n are as defined in the description. These kinds of dyestuffs are suitable for dyeing and printing of materials containing either cellulose fibers, such as cotton, artificial cotton, linen, and artificial linen, or synthetic polyamide, such as wool, silk, and nylon etc., as well as on mixed or cross-linked cellulose fibers and other fibers. Dyed materials with excellent properties can be obtained, showing especially outstanding performance in of wash-off, level-dyeing, light fastness and perspiration-light fastness.Type: GrantFiled: October 17, 2002Date of Patent: November 9, 2004Assignee: Everlight USA, Inc.Inventors: Huei-Chin Huang, Chia-Huei Yu
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Patent number: 6809187Abstract: Reactive copper, cobalt or chromium complex compounds of the general formula (1) where R1-R5, M, Me, W1, X, k, l and m are each as defined in claim 1, processes for their preparation and their use for dyeing or printing textile fiber materials.Type: GrantFiled: April 10, 2003Date of Patent: October 26, 2004Assignee: Oystar Textil Farben GmbH & Co.Inventors: Stefan Ehrenberg, Klaus Kunde
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Patent number: 6790943Abstract: A reactive dye compound comprising: (a) at least one chromophore moiety; (b) at least one SO2C2H4 group which is attached to the chromophore moiety either directly via the sulphur atom of the SO2C2H4 group or via a linking group L; characterized in that at least one SO2C2H4 group is substituted on its terminal carbon atom with at least one Y group wherein Y is derived from a hydrated aldehyde, a hydrated ketone, a hydrated alpha-hydroxy ketone or the hydrated form of formic acid, and linked via one of its oxygen atoms to the terminal carbon of the SO2C2H4 group thereby forming a hemiacetal.Type: GrantFiled: March 27, 2002Date of Patent: September 14, 2004Assignee: North Carolina State UniversityInventors: Peter Jeffrey Broadbent, David Malcolm Lewis, Gilles Yves Marie Fernand Genain, Wei Dong He, Taher Iqbal Yousaf
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Patent number: 6762288Abstract: The present invention relates to reactive azo dyes of the formula (I) or an alkali metal salt thereof, wherein A is formula (i) or (ii) C is an optionally substituted aromatic or heteroaromatic residue; and R1, R2, B, D, Y, a, b, c, d and n are defined as given in claim 1, a process for preparing said dyes and a process for colouring fibre material, which comprises applying thereto said dyes.Type: GrantFiled: November 15, 2002Date of Patent: July 13, 2004Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Warren James Ebenezer
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Patent number: 6734290Abstract: The present writing relates to a novel fiber-reactive dye of the formula wherein R11, D, R0, X and Z are as defined in the specification. The novel dye according to the present writing can be used in dyeing and printing fibre materials, especially, cellulosic fibre materials by a general fixing method, and a good adsorbing/fixing rate and an excellent fastness to light and wet treatment.Type: GrantFiled: May 29, 2003Date of Patent: May 11, 2004Assignee: Kyung-In Synthetic CorporationInventors: Sung Yong Cho, Tae Chung Kang, Woo Jin Yoon, Sang Ki Yang, Sung Il Myung, Ho Lee
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Patent number: 6716969Abstract: A reactive dye compound comprising: (a) at least one chromophore moiety (b) at last one SO2C2H4 group which is attached to the chromophore moiety either direcly via the sulphur atom of the SO2C2H4 group or a linking group L; characterized in that at least one SO2C2H4 group is substituted on its terminal carbon atom with at least one Y group wherein Y is —A(CO)R* wherein A is selected from O or S and wherin R′ contains at least one terminal nucleophilic group, such as OH, NH2, SH, COOH, N, NHR1 and NR1R2 wherein R1 and R2 may be the same of different and may be selected from C1-C4 alkyl; and salts therof. Also claimed is a process of manufacture of the compounds herein and products obtainable by the process.Type: GrantFiled: November 8, 2001Date of Patent: April 6, 2004Assignee: North Carolina State UniversityInventors: David Malcolm Lewis, Wei Dong He, Taher Iqbal Yousaf, Gilles Yves Maria Fernand Genain
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Patent number: 6624291Abstract: Monoazo dyestuffs of the formula (1) wherein Y is vinyl or is ethyl which is substituted in the &bgr;-position by a substituent which can be eliminated by the action of an alkali, forming the vinyl group; M, X, are groups customary to dyestuffs, R1, R2 is hydrogen methyl, methoxy or sulfo; Q is cyanamido or is a group of the formula (a) or (b): A, B, D are hydrogen, optionally substituted C1-C6 alkyl or phenyl, or is alternately a group of the formula (a) or (b) wherein (a) is a cyclic ring system having a tertiary nitrogen of (b) is a cyclic having a quarternary nitrogen; n is 0 if Q is a group of the formula (a) and n is 1 if Q is a group of formula (b); W— is a halogenide or the equivalent of a divalent anionic group; The invention further relates to the method for preparing the dyestuff and use for dyeing.Type: GrantFiled: July 24, 2001Date of Patent: September 23, 2003Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Ronald Pedemonte
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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: 6518408Abstract: Compounds of formula (1) wherein K1 and K2 are each independently of the other the radical of a coupling component from the series benzene, naphthalene, 4-alkyl-6-hydroxypyridone-(2), 2,5-diamino-4-alkylpyridine, 1-arylpyrazolone-(5) and 1-aryl-5-aminopyrazole, at least one of which contains a fiber-reactive group, with the proviso that (i) the fiber-reactive group is not 2-(&bgr;-sulfatoethylsulfonyl)ethylamino when K1 and K2 are phenyl substituted by a fiber-reactive group, and (ii) the fiber-reactive group is not &bgr;-sulfatoethylsulfonyl when K1 and K2 are N-(&bgr;-sulfatoethyl)aniline substituted on the phenyl ring by a fiber-reactive group, are suitable for dyeing a wide variety of fiber materials, especially cellulosic fiber materials, and yield dyeings having good allround properties.Type: GrantFiled: March 19, 2001Date of Patent: February 11, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Rolf Deitz
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Patent number: 6469147Abstract: Azo colorants are prepared by conducting the diazotization of aromatic or hetaromatic amines or the azo coupling reaction or the diazotization and the azo coupling reaction in a microreactor.Type: GrantFiled: February 9, 2001Date of Patent: October 22, 2002Assignee: Clariant Finance (BVI) LimitedInventors: Uwe Nickel, Rüdiger Jung, Klaus Saitmacher, Leonhard Unverdorben
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Patent number: 6451072Abstract: Reactive dyes of formula (1) wherein A is phenyl or naphthyl, each of which is unsubstituted or substituted by halogen, C1-C4alkyl, C1-C4alkoxy, carboxy, sulfo or a fiber-reactive group of formula (2a), (2b), (2c), (2d) or (2e) —SO2—Y (2a), —NH—CO—(CH2)l—SO2—Y (2b), —CONH—(CH2)m—SO2—Y (2c), —NH—CO—CH(Hal)—CH2Hal (2d) or —NH—CO—C(Hal)═CH2 (2e), B is an aliphatic linking group, D is the radical of a diazo component of the benzene or naphthalene series, R1 is hydrogen or unsubstituted or substituted C1-C4alkyl, R2 is hydrogen, cyano, carbamoyl or sulfomethyl, R3 is hydrogen or C1-C4alkyl, R is hydrogen or unsubstituted or substituted C1-C4alkyl or corresponds to a radical of formula (3) wherein B, D, R2 and R3 have the meanings cited above, X1 is halogen, hydroxy, C1-C4alkoxy, unsubstituted oType: GrantFiled: March 24, 2000Date of Patent: September 17, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Rolf Deitz
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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: 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: 6392021Abstract: Reactive dyes of formula (1) wherein b is the number 1 or 2, A is the radical of formula (2) or (3) D1, D2, R1, R2, X1, Y, l, m and n are as defined in the specification, are especially suitable for dyeing cotton and wool and yield dyeings having good all round properties.Type: GrantFiled: September 24, 2001Date of Patent: May 21, 2002Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
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Patent number: 6376656Abstract: Reactive dyestuffs of the formula (I) wherein R1 denotes H or unsubstituted or substituted C1-C4-alkyl, R2 denotes C1-C4-alkyl, X denotes F, Cl or Br, Z denotes —CH═CH2 or —CH2CH2—OSO3H, R15 denotes H, C1-C4-alkyl, C1-C4-alkoxy, Cl, Br, acylamino, amino carbonylamino, C1-C4-alkylsulphonylamino or arylsulphonylamino and R18 denotes H, C1-C4-alkyl, C1-C4-alkoxy, OH or SO3H. The invention also relates to a process for the preparation of the reactive dyestuff and their use of dyeing fibre materials containing OH groups and NH groups.Type: GrantFiled: October 26, 1999Date of Patent: April 23, 2002Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Klaus Kunde, Karl-Josef Herd
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Patent number: 6329514Abstract: A fiber reactive dyestuff of the following formula (I) wherein the definition of D, and Z the same meaning as given in the description. The fiber reactive dyestuff of the present invention is suitable for dyeing and printing on cellulose fiber or fiber materials containing cellulose. Dyed material with various excellent properties in dyed color can be obtained, showing especially outstanding performance in the property of wash fastness.Type: GrantFiled: February 8, 2000Date of Patent: December 11, 2001Assignee: Everlight USA, Inc.Inventors: Huei Ching Huang, Keh Loong Chen, Mao Cheng Hsu, Ta Chung Yin
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Patent number: 6326474Abstract: This invention relates to a reactive black dye containing acetoxyethyl sulfone compound and more particularly, to the reactive black dye containing acetoxyethyl sulfone compound of formula (1), which is characterized by lessening the loss of dyes in filtering process owing to the low solubility by introducing the aminophenyl-beta-acetoxyethyl sulfone moiety, saving the cost for waste water treatment by using a small amount of salt in salting-out process and furthermore obtaining bright color with high dyeing yield and good substantivity wherein M is an alkali metal atom, and wherein the compound of formula (1) is chosen fromType: GrantFiled: November 20, 2000Date of Patent: December 4, 2001Assignee: Korea Research Institute of Chemical TechnologyInventors: Sea Wha Oh, Myeong Nyeo Kang, Seung Rim Shin, Tae Kyung Kim, Sung Nyung Yun
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Patent number: 6323327Abstract: Reactive dyes of formula (1) wherein b is the number 1 or 2, A is the radical of formula (2) or (3) D1 is a radical off formula or the radical of an azo dye when b is the number 1 or the radical of an aromatic tetraazo component when b is the number 2, D2 is the radical of a diazo component, of the benzene or naphthalene series, R1 and R2 are each independently of the other hydrogen or C1-C4alkyl, (R3)0-2 denotes from 0 to 2 substituents selected from the group C1-C4alkyl, C1-C4alkoxy, halogen and sulfo, X1 is fluorine or chlorine, Y is vinyl or a radical —CH2—CH2—U and U is a group removable under alkaline conditions, l is the number 2, 3, 4, 5 or 6, and m and n are each independently of the other the number 0 or 1, wherein when A is a radical of formula (3) and D1 is the radical of an azo dye, at least one of the radicals D1 and D2 contains a fibre-reactive radical of formula (2) with the proviso that A is a radical of fType: GrantFiled: November 2, 2000Date of Patent: November 27, 2001Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
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Patent number: 6281340Abstract: The present invention relates to reactive dyes of the general formula I where D1, D2 and M are as defined in the specification.Type: GrantFiled: April 19, 2000Date of Patent: August 28, 2001Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Joachim Eichhorn
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Patent number: 6239263Abstract: Novel water-soluble azo compounds useful as raw materials for preparing dyes excellent in dyeing properties and fastness and prepared from a coupler consisting of 2-hydroxynaphthalene-3,6-dicarboxylic acid or an ester thereof or an amide derivative of the same and a diazonium compound having a group of the general formula: —B—(CH2)2- Q or —B′—(CH2)2-Q′ (wherein B and B′ are each an electron-attracting group; and Q and Q′ are each a group capable of forming a vinyl group through the elimination with an alkali, provided the groups Q and Q′ are each bonded at the &bgr;-position of the ethyl group).Type: GrantFiled: August 26, 1999Date of Patent: May 29, 2001Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masaharu Kittaka
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Patent number: 6187912Abstract: Disazo compounds, processes for their preparation and their use as dyestuffs Described are fiber-reactive, water-soluble disazo compounds corresponding to the formula (1) given below, which are capable of dyeing fiber material containing hydroxy, amino, thiol and/or carboxamido groups, such as cellulose fibers, for example cotton, regenerated cellulose fibers, wool and synthetic polyamide fibers, in a high intensity and with good fastness properties. in which: W2 is a particular fiber-reactive grouping, D1 is phenyl or naphthyl, each optionally substituted by substituents customary in dyestuffs, and D2 is phenylene or naphthylene optionally substituted by substituents customary in dyestuffs, M is hydrogen or an alkali metal, R is hydrogen or sulfo and R1 is hydrogen, optionally substituted lower alkyl or optionally substituted phenyl.Type: GrantFiled: January 7, 2000Date of Patent: February 13, 2001Assignee: Dystar Textifarben GmbH & Co.Inventor: Joachim Steckelberg
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Patent number: 6177552Abstract: Described are fiber-reactive water-soluble azo compounds which contain a group of the general formula (2) as diazo component where R21 is hydrogen, methyl, ethyl, methoxy, ethoxy or sulfo, R22 is hydrogen, methyl, ethyl, methoxy, ethoxy or sulfo, R23 is hydrogen, alkyl of 1 to 4 carbon atoms or phenyl, n is 2 or 3 and the group —SO2—Y is a fiber-reactive group of the vinyl sulfone series, and which are capable of dyeing hydroxy- and/or carboxamido-containing material, especially fiber material, such as cellulose fibers, for example cotton, or regenerated cellulose fibers and also wool and synthetic polyamide fibers in high color strength and good fastnesses.Type: GrantFiled: December 28, 1999Date of Patent: January 23, 2001Assignee: DyStarTextilfarben GmbH & Co. Deutschland KGInventors: Uwe Reiher, Ron Pedemonte
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Patent number: 6160101Abstract: Azo dyes comprising at least one structural unit of the formula (1) ##STR1## The azo dyes according to the invention are particularly suitable for dyeing cotton and wool and produce dyeings with good allround properties.Type: GrantFiled: March 6, 2000Date of Patent: December 12, 2000Assignee: Ciba Specialty Chemicals CorporationInventors: Athanassios Tzikas, Rolf Deitz
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Patent number: 6130320Abstract: Disazo dyes of formula (I) where one of the two symbols X.sup.1 and X.sup.2 means hydroxy and the other amino and R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are as defined in the specification. The invention also relates to sulphonamides as their intermediate products and to the use of the dyes for the dyeing of natural and synthetic substrates.Type: GrantFiled: July 22, 1998Date of Patent: October 10, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Helmut Reichelt, Gerhard Wagenblast
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Patent number: 6020470Abstract: The present invention provides novel water-soluble azo compounds derived from 2-hydroxynaphthalene-3,6-dicarboxylic acid or derivatives thereof and diazonium salts having sulfo group(s). These compounds are useful as raw materials for dyes having excellent dyeing properties and fastness.Type: GrantFiled: March 22, 1999Date of Patent: February 1, 2000Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masaharu Kittaka
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Patent number: 6015885Abstract: A polyazo compound represented by the following formula (I): ##STR1## wherein A represents unsubstituted phenylene or naphthylene;E represents hydroxynaphthylene;m, m.sup.1 and m.sup.3 independently represent an integer of 0 or 1;B and B1 represents hydrogen atom, --SO.sub.2 -Z in which Z represents --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 Y in which Y represents a group eliminatable by an action of an alkali, or a substituted triazine group, etc.Type: GrantFiled: July 10, 1997Date of Patent: January 18, 2000Assignee: Sumitomo Chemical Company, LimitedInventor: Yoshiteru Ohta
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Patent number: 6013775Abstract: Polyazo dyes of the formula I ##STR1## where one of the two radicals X.sup.1 and X.sup.2 is hydroxyl and the other is amino,p and q are each independently of the other 0 or 1,D.sup.1 and D.sup.2 are each independently of the other a radical of the formula ##STR2## and B is a bridge member are prepared using novel sulfonamide intermediates and are useful as dyes for dyeing natural or synthetic substrates.Type: GrantFiled: October 28, 1997Date of Patent: January 11, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Matthias Wiesenfeldt
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Patent number: 6011140Abstract: Reactive dyes of the formula ##STR1## where n is 1 or 2,G.sup.1 is hydrogen or hydroxyl,G.sup.2 is hydrogen or hydroxysulfonyl,G.sup.3 is hydrogen or arylazo,R.sup.1 is hydrogen or hydroxysulfonylmethyl,R.sup.2 is hydrogen or hydroxysulfonylmethyl, andD is the radical of a diazo or tetraazo component having in each case at least one anchor radical of the formula SO.sub.2 --Y, where Y is vinyl or substituted ethyl,their use for dyeing or printing hydroxyl-containing or nitrogenous organic substrates, and naphthylamines as intermediates therefor.Type: GrantFiled: July 6, 1998Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Andrea Zamponi, Manfred Patsch, Hermann Loffler
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Patent number: 6011141Abstract: Polyazo dyes of the formula ##STR1## where n, Y.sup.1, Y.sup.2, Y.sup.3, Y.sup.4, X, R.sup.1, R.sup.2 and R.sup.3 are each as defined in more detail in the description are useful for dyeing natural or synthetic substrates.Type: GrantFiled: June 19, 1998Date of Patent: January 4, 2000Assignee: BASF AktiengesellschaftInventors: Gunther Lamm, Helmut Reichelt, Matthias Wiesenfeldt
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Patent number: 6008331Abstract: A compound of the formula (1) ##STR1## or a salt thereof wherein J is a group of the formula (1a) ##STR2## and A, Y, T, T.sup.1, R, R.sup.1, R.sup.4, R.sup.5 and R.sup.6 are as defined in the specification are useful as black colorants for ink jet printing inks.Type: GrantFiled: April 21, 1999Date of Patent: December 28, 1999Assignee: Zeneca LimitedInventors: Peter Gregory, Ronald Wynford Kenyon, Paul Wight
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Patent number: 5998591Abstract: There is provided a bisazo compound which is useful as a reactive dye for dyeing or printing a fiber material in an orange to scarlet or red color; the bisazo compound being represented by the following formula (1): ##STR1## wherein m and n represents 0 or 1; W represents a divalent connecting group represented by --NH-- or --NHCONH--;D.sup.1 and D.sup.2 represent a group represented by the following formula (2a), (2b), (2c) or (2d) ##STR2## wherein Y represents --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 L, in which L represents a group eliminatable by the action of an alkali.Type: GrantFiled: May 20, 1998Date of Patent: December 7, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Kouji Toishi, Nobutaka Kunimi, Yoshiteru Ohta
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Patent number: 5969114Abstract: A compound of Formula (1) or a salt thereof: wherein:J is --OR.sup.4 or --NR.sup.4 R.sup.5 ;R.sup.4 is H or optionally substituted alkyl, aryl or acyl; andR.sup.4 and R.sup.5 taken together with the N atom to which they are attached form a 5- or 6-membered carbocyclic group optionally containing a ring oxygen atom;A is optionally substituted phenylene or optionally substituted naphthylene;Y is a substituted or unsubstituted naphthylene or phenylene ring;R.sup.1 is H or optionally substituted alkyl, alkylcarbonyl, alkylsulphonyl, alkoxycarbonyl, alkoxysulphonyl, arylcarbonyl or arylsulphonyl;T and T.sup.1 each independently is H or SO.sub.3 H; andR is, for example, H or optionally substituted alkyl or aryl. The compounds are used as black colorants for ink jet printing inks.Type: GrantFiled: November 3, 1998Date of Patent: October 19, 1999Assignee: Zeneca LimitedInventors: Paul Wight, Peter Gregory, Ronald Wynford Kenyon
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Patent number: 5962655Abstract: There is provided a monoazo compound which is useful as a reactive dye for dyeing or printing a fiber material in an orange to scarlet color; and intermediate compounds for producing the compound is provided; the monoazo compound being represented by the following formula (1): ##STR1## wherein m represents 0 or 1; R.sup.1 represents a hydrogen atom or a lower alkyl group; D represents a specific diazo component of benzene type having substitution of a fiber reactive group; B.sup.1 represents a direct bond or connecting group; Z.sup.1 represents an alkylcarbonyl group, phenylcarbonyl group or a fiber-reactive group of vinylsulfone, triazine or pirimidine type; a group represented by --NR.sup.1 -- bonds to 6-position or 7-position of a naphthalene ring;and the intermediate compounds being represented by the following formulae (A) or (B): ##STR2## wherein U represents a connecting group such as alkylene and the like, Y represents vinyl or --CH.sub.2 CH.sub.Type: GrantFiled: January 20, 1998Date of Patent: October 5, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Nobutaka Kunimi, Shigeru Sasaki, Kouji Toishi, Atsushi Inoue
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Patent number: 5929217Abstract: Reactive dyes of the formula I ##STR1## where a is 1 or 2,b is 0 or 1,Z.sup.1 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.6 -alkoxy, halogen, nitro, amino, hydroxysulfonyl, C.sub.1 -C.sub.6 -alkoxycarbonyl, carbamoyl or C.sub.1 -C.sub.6 -mono- or dialkylcarbamoyl,A is methylene, carbonyl, sulfonyl or a radical of the formula CH.sub.2 --CO or CH.sub.2 --SO.sub.2,X is a direct linkage or a linker,Y.sup.1 is vinyl or a radical of the formula C.sub.2 H.sub.4 Q where Q is a group which can be eliminated under alkaline conditions,W is in case 1) the radical of a chromophore which may have further reactive groups, or in case 2) the radical of a coupling component to which additionally the radical of a diazo component may be linked via an azo bridge and which may have additional reactive groups, andL.sup.1 and L.sup.2 are each linkers,their intermediates and a process for dyeing or printing substrates having hydroxyl groups or nitrogen atoms using the novel dyes are described.Type: GrantFiled: March 22, 1996Date of Patent: July 27, 1999Assignee: BASF AktiengesellschaftInventors: Manfred Patsch, Hermann Loffler, Claus Marschner
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Patent number: 5886159Abstract: A bisazo compound represented by the following general formula (I) or its salt is a useful fiber-reactive dye: ##STR1## where D is a phenyl or naphthyl group; B is a phenylene group, etc.; U is an aliphatic or aromatic linking group; Z is a vinyl group, etc.; and X and Y are a halogen atom, a pyridinio group, etc.Type: GrantFiled: August 18, 1997Date of Patent: March 23, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Nobutaka Kunimi, Kouji Toishi
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Patent number: 5874547Abstract: A process for diazotizing an amine comprises the steps of oxidizing nitric oxide in solution with an oxidizing agent to maintain an equilibrium concentration of a diazotizing agent and reacting a primary aromatic amine in situ with said diazotizing agent in said solution.Type: GrantFiled: June 5, 1997Date of Patent: February 23, 1999Assignee: Crompton & Knowles CorporationInventors: John W. Larsen, Tracey McCracken, Jay E. Rowe, Lee A. Schaeffer
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Patent number: RE37004Abstract: A water-soluble monoazodye having the following formula (I) in its free acid form: ##STR1## wherein X is --CH.dbd.CH.sub.2 or --CH.sub.2 CH.sub.2 W wherein W is a leaving group removable by alkali; R.sup.1 is methyl, --NHCONH.sub.2 or --NHCOT.sup.1 wherein T.sup.1 is methyl, ethyl, --CH.sub.2 CH.sub.2 COOH or --CH.dbd.CHCOOH; R.sup.2 is hydrogen, lower alkyl or lower alkoxy; and Z is ##STR2## wherein P is cyano or halogen, each of Q and U which are independent of each other, is halogen, V is halogen or ##STR3## and Y is halogen or a group of the following formula (1) or (2): ##STR4## wherein R.sup.3, A, R.sup.4 and E are as defined in the disclosure and G is as defined above, has a moderate yellow to orange color and is particularly suitable for dyeing cellulose fibers or nitrogen-containing fibers.Type: GrantFiled: August 22, 1997Date of Patent: December 26, 2000Assignee: Dystar Japan Ltd.Inventors: Yousuke Takahashi, Yukihara Shimizu, Toshio Hihara, Kiyoshi Himeno