The Alkylene, Alkenyl Or Alkenylene And The Ring Are Both Bonded Directly To The Same Sulfonyl Group Patents (Class 534/642)
  • Patent number: 10533031
    Abstract: Materials and methods for preparing reactive lignin and for preparing a bio-based adhesive are described herein.
    Type: Grant
    Filed: February 18, 2016
    Date of Patent: January 14, 2020
    Assignee: NUtech Ventures
    Inventors: Mark Alan Helle, Chin Li Cheung
  • Patent number: 7687612
    Abstract: 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: Grant
    Filed: March 9, 2009
    Date of Patent: March 30, 2010
    Assignee: Everlight USA, Inc.
    Inventors: Chien-Yu Chen, Chen-Lung Kao, Wen-Jang Chen
  • Patent number: 7619074
    Abstract: 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: Grant
    Filed: May 20, 2008
    Date of Patent: November 17, 2009
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Ya-Cing Yu, Hong-Chang Huang, Chien-Yu Chen, Chen-Lung Kao, Hsien-Chung Hsia
  • Patent number: 7524953
    Abstract: 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: Grant
    Filed: January 12, 2005
    Date of Patent: April 28, 2009
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: David Blum, Carsten Plueg, Tanja Reipen
  • Patent number: 7414129
    Abstract: 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: Grant
    Filed: December 20, 2005
    Date of Patent: August 19, 2008
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Stefan Ehrenberg
  • Patent number: 7390889
    Abstract: 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: Grant
    Filed: October 5, 2007
    Date of Patent: June 24, 2008
    Assignee: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Chen-Lung Kao
  • Patent number: 7109313
    Abstract: 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: Grant
    Filed: March 18, 2003
    Date of Patent: September 19, 2006
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Stefan Meier, Werner Russ, Stefan Ehrenberg
  • Patent number: 7038024
    Abstract: 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: Grant
    Filed: October 4, 2002
    Date of Patent: May 2, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Bernhard Müller
  • Patent number: 6992179
    Abstract: 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: Grant
    Filed: March 26, 1999
    Date of Patent: January 31, 2006
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Sea Wha Oh, Myeong Nyeo Kang, Tae Kyung Kim
  • Patent number: 6949631
    Abstract: 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: Grant
    Filed: November 28, 2002
    Date of Patent: September 27, 2005
    Assignee: DyStar Textilfarbon GmbH & Co. Deutschland KG
    Inventors: Stefan Meier, Werner Russ, Jörg Wörner
  • Patent number: 6884876
    Abstract: 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: Grant
    Filed: January 16, 2002
    Date of Patent: April 26, 2005
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Sea Wha Oh, Seung Rim Shin, Tae Kyung Kim, Sun Il Kim, Jong Il Shin
  • Patent number: 6884875
    Abstract: 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: Grant
    Filed: September 15, 2003
    Date of Patent: April 26, 2005
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Sea-Wha Oh, Young-Suk Kim, Jinsoo Kim, Tae Kyung Kim, Sun Il Kim
  • Patent number: 6870035
    Abstract: 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: Grant
    Filed: August 12, 2003
    Date of Patent: March 22, 2005
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Ronald Pedemonte, Joachim Steckelberg, Werner Russ
  • Patent number: 6815536
    Abstract: 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: Grant
    Filed: October 17, 2002
    Date of Patent: November 9, 2004
    Assignee: Everlight USA, Inc.
    Inventors: Huei-Chin Huang, Chia-Huei Yu
  • Patent number: 6809187
    Abstract: 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: Grant
    Filed: April 10, 2003
    Date of Patent: October 26, 2004
    Assignee: Oystar Textil Farben GmbH & Co.
    Inventors: Stefan Ehrenberg, Klaus Kunde
  • Patent number: 6790943
    Abstract: 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: Grant
    Filed: March 27, 2002
    Date of Patent: September 14, 2004
    Assignee: North Carolina State University
    Inventors: Peter Jeffrey Broadbent, David Malcolm Lewis, Gilles Yves Marie Fernand Genain, Wei Dong He, Taher Iqbal Yousaf
  • Patent number: 6762288
    Abstract: 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: Grant
    Filed: November 15, 2002
    Date of Patent: July 13, 2004
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Warren James Ebenezer
  • Patent number: 6734290
    Abstract: 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: Grant
    Filed: May 29, 2003
    Date of Patent: May 11, 2004
    Assignee: Kyung-In Synthetic Corporation
    Inventors: Sung Yong Cho, Tae Chung Kang, Woo Jin Yoon, Sang Ki Yang, Sung Il Myung, Ho Lee
  • Patent number: 6716969
    Abstract: 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: Grant
    Filed: November 8, 2001
    Date of Patent: April 6, 2004
    Assignee: North Carolina State University
    Inventors: David Malcolm Lewis, Wei Dong He, Taher Iqbal Yousaf, Gilles Yves Maria Fernand Genain
  • Patent number: 6624291
    Abstract: 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: Grant
    Filed: July 24, 2001
    Date of Patent: September 23, 2003
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Ronald Pedemonte
  • Patent number: 6592634
    Abstract: 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-C4alky
    Type: Grant
    Filed: March 9, 2000
    Date of Patent: July 15, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Hans Reichert, Thomas Verdugo
  • Patent number: 6518408
    Abstract: 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: Grant
    Filed: March 19, 2001
    Date of Patent: February 11, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz
  • Patent number: 6469147
    Abstract: 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: Grant
    Filed: February 9, 2001
    Date of Patent: October 22, 2002
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Uwe Nickel, Rüdiger Jung, Klaus Saitmacher, Leonhard Unverdorben
  • Patent number: 6451072
    Abstract: 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 o
    Type: Grant
    Filed: March 24, 2000
    Date of Patent: September 17, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz
  • Patent number: 6444794
    Abstract: 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: Grant
    Filed: May 22, 2000
    Date of Patent: September 3, 2002
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Jörg Dannheim, Stefan Ehrenberg
  • Patent number: 6399751
    Abstract: 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: Grant
    Filed: July 24, 2000
    Date of Patent: June 4, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Warren James Ebenezer, David Greenwood, Michael Gordon Hutchings, Michael Alan Rabjohns, Andrea Maria Zamponi
  • Patent number: 6392021
    Abstract: 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: Grant
    Filed: September 24, 2001
    Date of Patent: May 21, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
  • Patent number: 6376656
    Abstract: 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: Grant
    Filed: October 26, 1999
    Date of Patent: April 23, 2002
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventors: Klaus Kunde, Karl-Josef Herd
  • Patent number: 6329514
    Abstract: 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: Grant
    Filed: February 8, 2000
    Date of Patent: December 11, 2001
    Assignee: Everlight USA, Inc.
    Inventors: Huei Ching Huang, Keh Loong Chen, Mao Cheng Hsu, Ta Chung Yin
  • Patent number: 6326474
    Abstract: 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 from
    Type: Grant
    Filed: November 20, 2000
    Date of Patent: December 4, 2001
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Sea Wha Oh, Myeong Nyeo Kang, Seung Rim Shin, Tae Kyung Kim, Sung Nyung Yun
  • Patent number: 6323327
    Abstract: 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 f
    Type: Grant
    Filed: November 2, 2000
    Date of Patent: November 27, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz, Herbert Klier
  • Patent number: 6281340
    Abstract: The present invention relates to reactive dyes of the general formula I where D1, D2 and M are as defined in the specification.
    Type: Grant
    Filed: April 19, 2000
    Date of Patent: August 28, 2001
    Assignee: DyStar Textilfarben GmbH & Co. Deutschland KG
    Inventor: Joachim Eichhorn
  • Patent number: 6239263
    Abstract: 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: Grant
    Filed: August 26, 1999
    Date of Patent: May 29, 2001
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masaharu Kittaka
  • Patent number: 6187912
    Abstract: 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: Grant
    Filed: January 7, 2000
    Date of Patent: February 13, 2001
    Assignee: Dystar Textifarben GmbH & Co.
    Inventor: Joachim Steckelberg
  • Patent number: 6177552
    Abstract: 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: Grant
    Filed: December 28, 1999
    Date of Patent: January 23, 2001
    Assignee: DyStarTextilfarben GmbH & Co. Deutschland KG
    Inventors: Uwe Reiher, Ron Pedemonte
  • Patent number: 6160101
    Abstract: 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: Grant
    Filed: March 6, 2000
    Date of Patent: December 12, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Athanassios Tzikas, Rolf Deitz
  • Patent number: 6130320
    Abstract: 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: Grant
    Filed: July 22, 1998
    Date of Patent: October 10, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt, Gerhard Wagenblast
  • Patent number: 6020470
    Abstract: 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: Grant
    Filed: March 22, 1999
    Date of Patent: February 1, 2000
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masaharu Kittaka
  • Patent number: 6015885
    Abstract: 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: Grant
    Filed: July 10, 1997
    Date of Patent: January 18, 2000
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Yoshiteru Ohta
  • Patent number: 6013775
    Abstract: 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: Grant
    Filed: October 28, 1997
    Date of Patent: January 11, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Matthias Wiesenfeldt
  • Patent number: 6011140
    Abstract: 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: Grant
    Filed: July 6, 1998
    Date of Patent: January 4, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Andrea Zamponi, Manfred Patsch, Hermann Loffler
  • Patent number: 6011141
    Abstract: 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: Grant
    Filed: June 19, 1998
    Date of Patent: January 4, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Gunther Lamm, Helmut Reichelt, Matthias Wiesenfeldt
  • Patent number: 6008331
    Abstract: 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: Grant
    Filed: April 21, 1999
    Date of Patent: December 28, 1999
    Assignee: Zeneca Limited
    Inventors: Peter Gregory, Ronald Wynford Kenyon, Paul Wight
  • Patent number: 5998591
    Abstract: 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: Grant
    Filed: May 20, 1998
    Date of Patent: December 7, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kouji Toishi, Nobutaka Kunimi, Yoshiteru Ohta
  • Patent number: 5969114
    Abstract: 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: Grant
    Filed: November 3, 1998
    Date of Patent: October 19, 1999
    Assignee: Zeneca Limited
    Inventors: Paul Wight, Peter Gregory, Ronald Wynford Kenyon
  • Patent number: 5962655
    Abstract: 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: Grant
    Filed: January 20, 1998
    Date of Patent: October 5, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Nobutaka Kunimi, Shigeru Sasaki, Kouji Toishi, Atsushi Inoue
  • Patent number: 5929217
    Abstract: 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: Grant
    Filed: March 22, 1996
    Date of Patent: July 27, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Manfred Patsch, Hermann Loffler, Claus Marschner
  • Patent number: 5886159
    Abstract: 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: Grant
    Filed: August 18, 1997
    Date of Patent: March 23, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Nobutaka Kunimi, Kouji Toishi
  • Patent number: 5874547
    Abstract: 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: Grant
    Filed: June 5, 1997
    Date of Patent: February 23, 1999
    Assignee: Crompton & Knowles Corporation
    Inventors: John W. Larsen, Tracey McCracken, Jay E. Rowe, Lee A. Schaeffer
  • Patent number: RE37004
    Abstract: 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: Grant
    Filed: August 22, 1997
    Date of Patent: December 26, 2000
    Assignee: Dystar Japan Ltd.
    Inventors: Yousuke Takahashi, Yukihara Shimizu, Toshio Hihara, Kiyoshi Himeno