Formation Of Azo Group By Coupling Diazonium Compound With Coupling Component At A Specified Ph Range Patents (Class 534/582)
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Patent number: 11541024Abstract: The present invention relates to a composition for injectable formulation, the composition comprising: —An aqueous solution of ibuprofen and arginine with a molar ratio of ibuprofen:arginine comprised between 1:1.1 and 1:2.1; —An aqueous solution of a diuretic compound comprising between 3.9% and 4.35% w/v of the diuretic compound. The present invention also concerns a pharmaceutical composition comprising said composition and the use of said composition and said pharmaceutical composition.Type: GrantFiled: July 27, 2017Date of Patent: January 3, 2023Assignee: AMBAH IP LIMITEDInventor: Irfan Jamil
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Patent number: 9580576Abstract: Provided is a pigment dispersion excellent in the dispersibility of C.I. Pigment yellow 185. The pigment dispersion includes C.I.Type: GrantFiled: February 27, 2013Date of Patent: February 28, 2017Assignee: CANON KABUSHIKI KAISHAInventors: Shosei Mori, Takeshi Sekiguchi, Taichi Shintou, Yuko Katsumoto, Takayuki Ujifusa, Takeshi Miyazaki
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Plasminogen activator inhibitor-1 inhibitors and methods of use thereof to modulate lipid metabolism
Patent number: 9527878Abstract: The invention relates to plasminogen activator-1 (PAI-1) inhibitor compounds and uses thereof in the treatment of any disease or condition associated with elevated PAI-1. The invention includes, but is not limited to, the use of such compounds to modulate lipid metabolism and treat conditions associated with elevated PAI-1, cholesterol, or lipid levels.Type: GrantFiled: August 4, 2015Date of Patent: December 27, 2016Assignees: THE REGENTS OF THE UNIVERSITY OF MICHIGAN, EASTERN MICHIGAN UNIVERSITYInventors: Daniel A. Lawrence, Cory Emal, Jacqueline Cale, Enming Joe Su, Mark Warnock, Shih-Hon Li, Jeanne Ann Cupp -
Patent number: 8329880Abstract: The invention relates to a process for preparing naphthalen-2-yl-pyrazol-3-one intermediates, tautomers, and salts thereof, to novel intermediates, and to the use of the intermediates in the preparation of sigma receptor inhibitors.Type: GrantFiled: April 24, 2009Date of Patent: December 11, 2012Assignee: Laboratorios del Dr. Esteve, S.A.Inventors: Antoni Torrens Jover, Jordi Corbera Arjona, Maria Rosa Cuberes-Altisent
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Publication number: 20120159719Abstract: Black trisazo dyes of general formula (IV) or of general formula (V) where A is a moiety of general formula (VI) or a moiety of general formula (VII) and B is a moiety of general formula (VIII) or of general formula (IX) and M, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, R18, m, n, o and p are as described in the specification, are excellent black dyes for dying and printing of paper, other cellulose containing materials and textile materials and, in particular, for the preparation of recording liquids for ink jet printing and for writing utensils.Type: ApplicationFiled: December 22, 2011Publication date: June 28, 2012Inventors: Kurt Baettig, Damien Moigno
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Patent number: 7932366Abstract: Methods are disclosed for preparing compounds of Formula I: where R1, R3, and R4 are independently hydrogen or C1 to C4 alkyl, and R2 is: where R5 is selected from the group consisting of hydrogen and C1 to C4 alkyl, or where R6, R7 and R8 are independently hydrogen or C1 to C4 alkyl; or the esters or pharmacologically acceptable salts thereof. The methods can involve converting a suitably functionalized aniline compound to a diazonium salt (which aniline compound can be first formed by reduction of a nitrobenzene) and coupling the diazonium salt with a suitably functionalized benzene compound. The suitably functionalized aniline compound either includes a primary alcohol or aldehyde group, which is then oxidized to a carboxylic acid group, or includes a nitrile or amide group, which is hydrolyzed to a carboxylic acid group. The methods can also involve the direct coupling (via reduction of nitro groups to form an azo linkage) of suitably functionalized nitrobenzenes.Type: GrantFiled: July 7, 2005Date of Patent: April 26, 2011Assignee: Biocon LimitedInventors: Jennifer A. Riggs-Sauthier, Nnochiri N. Ekwuribe
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Patent number: 7927384Abstract: Compounds of the general formula (I) a process for their preparation and their use for dyeing and/or printing organic substrates are described.Type: GrantFiled: June 21, 2007Date of Patent: April 19, 2011Assignee: Clariant Finance (BVI) LimitedInventor: Rainer Nusser
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Patent number: 7847073Abstract: A process for producing a liquid formulation of salts of sulfonated azo dyes by coupling an at least equimolar amount of diazotized aminoarylsulfonic acids I H2N—Ar—SO3H??(I), where Ar is phenylene (which may be monosubstituted by sulfo) or naphthylene (which may be mono- or disubstituted by sulfo and/or monosubstituted by hydroxyl) onto the coupling product of an unsubstituted or methyl-substituted phenylenediamine with itself comprises dissolving the azo dye in a basic medium and then subjecting the solution to a nanofiltration.Type: GrantFiled: May 18, 2005Date of Patent: December 7, 2010Assignee: BASF AktiengesellschaftInventors: Gunter-Rudolf Schroeder, Juergen Decker, Helmut Reichelt, Ingo Klopp, Armin Diefenbacher, Hartwig Voss
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Patent number: 7488810Abstract: A process for preparing a liquid formulation of salts of sulfonated azo dyes, comprising a) preparing vesuvin from m-phenylenediamine; b) without interveningly isolating the vesuvin coupling an at least equimolar amount of diazotized aminoarylsulfonic acids I H2N—Ar—SO3H??(I), where Ar is phenylene (which may be monosubstituted by sulfo) or naphthalene (which may be mono- or disubstituted by sulfo and/or monosubstituted by hydroxyl) onto vesuvin and c) isolating the dyes in their acid form and subsequently dissolving them in aqueous bases.Type: GrantFiled: November 17, 2003Date of Patent: February 10, 2009Assignee: BASF AktiengesellschaftInventors: Michael Schmitt, Helmut Reichelt
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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: 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: 6852135Abstract: Dyes of the general formula (1): where M is hydrogen, alkali, ammonium or the equivalent of an alkaline earth metal ion, X is halogen, alkoxy or an N-containing heterocycle, Q is a grouping of the formula (e) where Y is vinyl or an alkali-eliminable grouping and W is alkyl which may be interrupted by an O or an NR group and the radicals R1 and R2 represent alkyl, alkoxy, alkylcarbonylamino, arylcarbonylamino, and also the radicals R3 and R4 are alkyl or hydrogen, their preparation and their use for dyeing and printing hydroxyl- and/or carboxamido-containing material, preferably fiber material.Type: GrantFiled: July 14, 2001Date of Patent: February 8, 2005Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Joachim Steckelberg, Hermann Henk
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Patent number: 6756486Abstract: Disclosed are green shade yellow pigments represented by the Formula I: wherein R1 and R2 are independently selected from hydrogen, hydroxy, halogen, an alkyl group having 1 to about 4 carbon atoms, an alkoxy group having 1 to about 4 carbon atoms, a halo-alkyl group containing 1 to about 4 carbon atoms, an alkoxy carbonyl group having 1 to about 5 carbon atoms; R3 and R4 are independently selected from hydrogen, hydroxy, halogen, an alkyl group containing from 1 to about 4 carbon atoms, an alkoxy group containing from 1 to about 4 carbon atoms, and halo-alkyl groups containing from 1 to about 4 carbon atoms; and M is at least one divalent metal. Also disclosed are methods of making the green shade yellow pigments, methods of using the green shade yellow pigments, and coating compositions, ink compositions, electrostatic toner compositions, paint compositions, paper compositions, and plastic compositions containing the green shade yellow pigments.Type: GrantFiled: September 18, 2003Date of Patent: June 29, 2004Assignee: Engelhard CorporationInventors: Amrit P. Bindra, Steven A. Zamborsky
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Patent number: 6743901Abstract: A process for preparing liquid formulations of dyes of the general formula I where the variables are as defined in the specification by diazotizing an amine of the formula II and then coupling the diazonium salt onto a compound of the formula III and also optionally adding solubilizing additives, which comprises effecting said diazotizing at a pH set to an acidic value using pure methanesulfonic acid or at least 20 mol % mixtures of methanesulfonic acid in monobasic acids.Type: GrantFiled: April 10, 2003Date of Patent: June 1, 2004Assignee: BASF AktiengesellschaftInventors: Michael Schmitt, Roland Merger, Rainer Tresch
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Patent number: 6583273Abstract: This invention relates to dyes of formula wherein R1 is hydrogen, halogen, C1-C8alkyl, —NH—CO—C1-C4alkyl or phenyl, R2 is hydrogen, halogen, C1-C8alkyl, C1-C8alkoxy, —NH—CO—C1-C4alkyl or phenyl, R3 is hydrogen, C1-C8alkyl or phenyl, R4 is hydrogen, halogen or C1-C8alkyl, and X is —CO—, — COO—or —SO2—, and n is the number 1 or 2, to their preparation and to their use for dyeing or printing natural and synthetic materials, in particular synthetic polyamide fibre materials.Type: GrantFiled: May 4, 2000Date of Patent: June 24, 2003Assignee: Ciba Specialty Chemicals CorporationInventors: Jean-Pierre Bacher, Jean-Marie Adam
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Patent number: 6548647Abstract: The invention provides a process for preparing azo colorants which comprises spraying one or more coupling components individually or in a mixture and one or more compatible diazonium salts individually or in a mixture, in their solution or suspension form through nozzles to a point of conjoint collision in a reactor chamber enclosed by a housing in a microjet reactor, a gas or an evaporating liquid being passed into the reactor chamber through an opening in the housing for the purpose of maintaining a gas atmosphere in the reactor chamber, and the resulting product solution or suspension and the gas or the evaporated liquid being removed from the reactor through a further opening in the housing by means of overpressure on the gas entry side or underpressure on the product and gas exit side.Type: GrantFiled: October 5, 2001Date of Patent: April 15, 2003Assignee: Clariant GmbHInventors: Erwin Dietz, Joachim Weber, Dieter Schnaitmann, Christian Wille, Leonhard Unverdorben, Klaus Saitmacher, Jörg Jung, Kristina Schiffer
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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: 6458936Abstract: The invention is related to compounds according to the formula (I) and salts thereof, or mixtures of such compounds or of their salts, wherein the substituents have the meanings as defined in claim 1; these compounds are useful as fiber-reactive dyestuffs in dyeing and printing hydroxy-group-containing and nitrogen-containing organic substrates.Type: GrantFiled: March 14, 2001Date of Patent: October 1, 2002Assignee: Clariant Finance (BVI) LimitedInventor: Markus Gisler
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Patent number: 6437104Abstract: A process for preparing disazo condensation pigments by diazotization of an aromatic amine, azo coupling with a coupling component to form an azocarboxylic acid or azodicarboxylic acid, formation of an azocarbonyl chloride or azodicarbonyl dichloride and condensation of the azocarbonyl chloride with an aromatic diamine or of the azodicarbonyl dichloride with an aromatic amine comprises effecting the acyl chloride formation and/or the condensation and optionally the diazotization and optionally the azo coupling in a microreactor.Type: GrantFiled: June 28, 2001Date of Patent: August 20, 2002Assignee: Clariant GmbHInventors: Uwe Nickel, Klaus Kund, Frank Alfter
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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: 6307033Abstract: The present invention relates to a bifunctional blue reactive dye and more particularly, to the bifunctional blue reactive dye with monochlorotriazine and acetoxyethylsulfone as reactive groups expressed by formula (1), wherein, M is alkaline metal atom, and which provides excellent combination of properties in that 1) the introduction of aminophenyl-&bgr;-acetoxyethylsulfone group to the dye may minimize the loss of dye, since its low solubility to water lessens the amount of the remaining solution during filtration, 2) an easier salting-out process requires a smaller amount of salt during the process so that the costs for the treatment of waste water may be significantly reduced, and 3) a better dyeing yield with enhanced substantivity and better brightness in color.Type: GrantFiled: November 20, 2000Date of Patent: October 23, 2001Assignee: Korea Research Institute of Chemical TechnologyInventors: Sea Wha Oh, Myeong Nyeo Kang, Tae Kyung Kim
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Patent number: 6153734Abstract: Oligomeric azo dyes having an alternating construction made up of tetrazo components and coupling components, containing in the molecule at least 2 units of the structure I------[D--------K]------ (I)where D and K are as defined in the specification, are prepared and used alone or in mixtures for dyeing and printing natural or synthetic substrates.Type: GrantFiled: November 1, 1999Date of Patent: November 28, 2000Assignee: BASF AktiengesellschaftInventors: Gunter-Rudolf Schroder, Torsten Freund, Udo Mayer, Karl-Heinz Etzbach
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Patent number: 6043349Abstract: Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.Type: GrantFiled: March 8, 1999Date of Patent: March 28, 2000Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer
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Patent number: 6028178Abstract: Azo pigment of the formula (1) ##STR1## which has a specific surface area of the pigment powder of more than 45 m.sup.2 /g.The azo pigment is particularly suitable as colorant in electrophotographic toners and developers, and in powder coatings and electret materials.Type: GrantFiled: July 26, 1999Date of Patent: February 22, 2000Assignee: Clariant GmbHInventors: Hans Joachim Metz, Rudiger Baur, Hans-Tobias Macholdt
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Patent number: 5986075Abstract: The present invention relates to a process for desalting aqueous suspensions containing an organic diazonium compound and electrolytes containing Na ions, in which the aqueous suspension is passed through a semipermeable membrane.Type: GrantFiled: January 20, 1999Date of Patent: November 16, 1999Assignees: Bayer Corporation, Bayer AktiengesellschaftInventors: John C. DuBose, Andrew D. Johnson, Samuel Shaun Murphree, Edzard Tholema, Helmut Hoffmann, Wolfgang Zarges, Wolfgang Frank, Bettina Burkhardt
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Patent number: 5910577Abstract: Compounds of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 are identical or different and are Cl, COO(C.sub.1 -C.sub.4)-alkyl, CONH.sub.2, CONCH.sub.3, CON(CH.sub.3).sub.2 or SO.sub.2 NRR', where R and R' are identical or different and are hydrogen, C.sub.1 -C.sub.4 -alkyl or phenyl, it being possible for phenyl to be substituted by methyl, ethyl, methoxy, ethoxy or halogen,R.sup.3 is hydrogen, methyl, methoxy, ethoxy, chloro or bromo, andR.sup.4 is hydrogen, C.sub.1 -C.sub.3 -alkyl, chloro or bromo,are useful yellow pigments with high light fastness and weather fastness properties.Type: GrantFiled: July 31, 1998Date of Patent: June 8, 1999Assignee: Clariant GmbHInventors: Hans Joachim Metz, Joachim Weber
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Patent number: 5883234Abstract: The novel process for dyeing cellulosic materials with disazo dyestuffs of the formula ##STR1## in which the substituents NHR.sup.1 and NHR.sup.2 are in each case in the 6- and/or 7-position and R.sup.1, R.sup.2, m, n, p and q have the meaning given in the description, produces blue dyeings with very good fastness properties.Type: GrantFiled: September 18, 1997Date of Patent: March 16, 1999Assignee: Bayer AktiengesellschaftInventors: Winfried Mennicke, Klaus Kunde
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Patent number: 5808014Abstract: A process for the preparation of arylazotetronic acid derivatives of the general formula: ##STR1## in which a 3-chloro-4-hydroxy-2(5H)-furanone of the formula: ##STR2## is diazotized. The arylazotetronic acid derivatives are important intermediates in the preparation of (+)-biotin.Type: GrantFiled: September 3, 1997Date of Patent: September 15, 1998Assignee: Lonza, AGInventor: Josef Schroer
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Patent number: 5697985Abstract: This invention relates to a process for the preparation of storage-stable dye dispersions of alkali metal salts of anionic azo direct dyes by(a) preparing an aqueous slurry of an alkali metal salt of an azo direct dye, said salt having a solubility in water at 25.degree. C. of about 0.1 to about 15% by weight, by azo coupling one or more aromatic diazonium salts with one or more couplers while maintaining a pH of at least about 5 by adding a basic alkali metal compound in the absence of a nitrogen-containing base;(b) optionally, stirring the aqueous slurry at a temperature of about 5.degree. C. to about 100.degree. C. for up to about six hours;(c) optionally, adjusting the temperature of the aqueous slurry to about 5.degree. C. to about 40.degree. C.; and(d) adding to the aqueous slum/a viscosity enhancing agent in an amount sufficient to obtain a viscosity, determined at a temperature of about 20.degree. to about 25.degree. C.Type: GrantFiled: May 24, 1996Date of Patent: December 16, 1997Assignee: Bayer CorporationInventors: James J. Good, Tanya T. Harper, Samuel S. Murphree, John G. Skabardonis
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Patent number: 5637678Abstract: The invention provides a process for the production of azodyes and their derivatives by diazotization and coupling reactions and optionally further modification reactions, wherein a compound of formula ##STR1## in which E signifies an aromatic bivalent radical,X.sub.1 signifies hydroxy or a primary amino group,Y.sub.1 signifies hydroxy or a primary amino group and in which the aminogroup linked to the --SO.sub.2 -bound phenyl radical may optionally be acylated,or a mixture of compounds of formula (I), is employed as a coupling component or/and--in the non-acylated form--as a diazo component,the invention in particular relates also to the novel dyes and their use and to the novel intermediates.Type: GrantFiled: June 6, 1995Date of Patent: June 10, 1997Assignee: Sandoz Ltd.Inventors: Jordi Berenguer Barra, Jose Rocas Sorolla
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Patent number: 5625042Abstract: Novel reactive dyestuffs of the general formula ##STR1## in which A represents CH.dbd.CH, or CH.sub.2 --CH.sub.2 Z, in which Z denotes a substituent which can be split off under dyeing conditions,and in which the other groups have the meaning given in the description, show improved application properties.Type: GrantFiled: May 24, 1995Date of Patent: April 29, 1997Assignee: Bayer AktiengesellschaftInventors: Horst Jager, Joachim Wolff
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Patent number: 5616694Abstract: A compound of Formula (1) and salts thereof wherein the variables are as defined in the specification:Ar.sup.1 N.dbd.N-J-X-L-X-J-N.dbd.NAr.sup.2 (1)A compound of Formula (1) is suitable for use in the coloration of cellulosic substrates, such as paper, to give bright prints with good light and water fastness. It is especially suitable for use in the printing of paper by non-impact printing techniques, such as ink jet printing, especially thermal ink jet printing.Type: GrantFiled: July 12, 1995Date of Patent: April 1, 1997Assignee: Zeneca LimitedInventors: Ronald W. Kenyon, Prahalad M. Mistry
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Patent number: 5597905Abstract: Described is a process for preparing benzothiazolylazoanilines by diazotization of 2-aminobenzothiazoles in a mixture consisting essentially of phosphoric acid, sulfuric acid and water using customary diazotizing agents and subsequent addition of the reaction mixture to an aqueous acidic solution of the anilines.Type: GrantFiled: December 15, 1995Date of Patent: January 28, 1997Assignee: BASF AktiengesellschaftInventor: Rudolf Bermes
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Patent number: 5597387Abstract: The present invention relates to water-soluble polyazo dyestuffs of the general formula I ##STR1## wherein Y, Z, m and M.sup..sym.1 to M.sup..sym.4 are as defined in claim 1, processes for dyeing leather and paper with the polyazo dyestuffs, and recording liquids and inks containing the polyazo dyestuffs.Type: GrantFiled: November 9, 1995Date of Patent: January 28, 1997Assignee: Hoechst AGInventors: Wolfgang Bauer, Dieter Baumgart, Walter Zoller
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Patent number: 5548072Abstract: Water-soluble azo compounds, preparation thereof and use thereof as dyesThere are described monoazo compounds conforming to the formula (1) ##STR1## which are used as dyes having fiber-reactive properties for preparing strong, red, fast dyeings and prints on hydroxy- and/or carboxamido-containing material, in particular fiber material, such as wool and synthetic polyamide fibers and in particular cellulose fibers, such as cotton.In the formula (1):M is hydrogen or an alkali metal; R.sup.1 is hydrogen or sulfo; R.sup.2 is hydrogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, halogen or carboxy; R.sup.3 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms; Y is vinyl or is ethyl which contains in the .beta.-position a substituent which is eliminable with alkali to form a vinyl group; p is 1 or 2; the one --SO.sub.3 M group is attached to the naphthalene ring para or meta to the amino group.Type: GrantFiled: June 5, 1995Date of Patent: August 20, 1996Assignee: Hoechst AktiengesellschaftInventors: J org Dannheim, Dieter Oehme, Horst Tappe
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Patent number: 5532345Abstract: Compounds of the formula ##STR1## in which the variables are as defined in the claims, which are suitable as fibre-reactive dyes for dyeing or printing widely varying fibre materials, are described.Type: GrantFiled: May 26, 1995Date of Patent: July 2, 1996Assignee: Ciba-Geigy CorporationInventors: Paul Herzig, Anton Andreoli
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Patent number: 5498700Abstract: Reactive dyestuffs of the formula ##STR1## produce bluish red dyes having excellent fastness properties on hydroxyl- and amido-containing fibre material.Type: GrantFiled: September 1, 1994Date of Patent: March 12, 1996Assignee: Bayer AktiengesellschaftInventors: Hermann Henk, Wilfried Hansmann
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Patent number: 5459245Abstract: Reactive dyestuffs which, in the form of the free acid, have the following formula ##STR1## in which the substituents have the meaning given in the description, are suitable for the dyeing and printing of hydroxyl- and amido-containing materials, in particular cellulose materials.Type: GrantFiled: October 27, 1994Date of Patent: October 17, 1995Assignee: Bayer AktiengesellschaftInventor: Horst Jaeger
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Patent number: 5412078Abstract: The reactive dyestuffs of the formula ##STR1## wherein the substituents have the meaning given in the description, are particularly suitable for dyeing naturally occurring and synthetic materials containing OH groups and/or amide groups.Type: GrantFiled: January 26, 1993Date of Patent: May 2, 1995Assignee: Bayer AktiengesellschaftInventors: Thomas Eizenhofer, Wolfgang Harms, Karl-Josef Herd
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Patent number: 5354850Abstract: Water-soluble disazo compounds, a process for their preparation and their use as dyes.Disazo compounds are described which have the formula (1) given and defined below and are used in their function as fiber-reactive dyes for the dyeing of hydroxy- and/or carboxamido-containing fiber material, such as cellulose fiber materials and synthetic and natural polyamide fiber materials, such as wool. They produce brown dyeings and prints having high color strength and good color fastness by the application and fixation methods customary for fiber-reactive dyes ##STR1## in which R is hydrogen or sulfo,R.sup.1 is hydroxy, methoxy or ethoxy,is hydrogen or an alkali metal and the non-fixed sulfo group in the naphthylene radical is in the 6 or 7 position.Type: GrantFiled: June 24, 1993Date of Patent: October 11, 1994Assignee: Hoechst AGInventors: Andreas von der Eltz, Werner H. Russ
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Patent number: 5350838Abstract: A process for preparing monoazo dyes by coupling a aromatic diazonium salt with an amino-4-hydroxy-naphthalene sulfonic acid derivative at a temperature of 40.degree.-85.degree. C. The process of the invention provides a isomerically purer dye.Type: GrantFiled: February 8, 1993Date of Patent: September 27, 1994Assignee: Hoechst Celanese CorporationInventors: Mark A. Helle, Walter Helmling
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Patent number: 5284939Abstract: There is described a process for the preparation of highly concentrated aqueous solutions of specific cationic azo dyes. The solutions are prepared by diazotising a diazo component in a solution which contains sulfuric acid, coupling the diazotised component to a coupling component, treating the resultant azo dye with a bicarbonate, and converting the dye bicarbonate with an organic acid into the dye salt of said acid.Type: GrantFiled: May 14, 1992Date of Patent: February 8, 1994Assignee: Ciba-Geigy CorporationInventors: Alex Nicopoulos, Hanspeter Birri, Gerhard Hanika
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Patent number: 5270455Abstract: A metal complex suitable as dyes for the dyeing of a wide range of textile and non-textile materials, particularly leather and fur, said metal complex of a compound of the formula ##STR1## in which D and D.sub.1, independently of one another, are each the radical of a diazo component of the benzene or naphthalene series and M is a phenylene radical which may be further substituted.Type: GrantFiled: July 27, 1992Date of Patent: December 14, 1993Assignee: Ciba-Geigy CorporationInventor: Ulrich Schlesinger
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Patent number: 5258505Abstract: Disclosed herein is an azo compound represented by the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 each are a group or atom selected from the group consisting of a hydrogen atom, alkyl groups having 1 to 4 carbon atoms, a methoxy group, halogen atoms, COOM and COOR.sub.4 in which R.sub.4 is an alkyl group having 1 to 4 carbon atoms, and M denotes an alkali metal atom, or an ammonium or organic ammonium ion. An ink containing this compound is suitable for use in an ink-jet recording.Type: GrantFiled: March 27, 1992Date of Patent: November 2, 1993Assignee: Canon Kabushiki KaishaInventors: Tsuyoshi Eida, Mayumi Yamamoto, Takao Yamamoto
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Patent number: 5216138Abstract: There are described water soluble azo compounds conforming to the formula (1)D--N.dbd.N--K (1)where D is a radical of the formula (2), (2a) or (2b) ##STR1##where Y is a substituent which is eliminable by alkali to form a vinyl group, Y.sup.2 has one of the meanings of Y or is hydroxyl, X is chlorine or bromine, and R is hydrogen, lower alkyl, phenyl or halogen, and K is a radical of a singly couplable coupling component which may additionally contain an azo group, or the radical of a doubly couplable coupling component.The compounds of the formula (1) have fiber-reactive properties and are very highly suitable for use as dyes for dyeing hydroxy- and/or carboxamido-containing material, in particular fiber material, for example cellulose-fiber materials, wool and synthetic polyamide fibers, in strong, fast shades.There are also described novel starting compounds of the formulae (7), (7a) and (7b) ##STR2##where Y.sup.2, X and R are each as defined above, x is zero or 2 and W is nitro or amino.Type: GrantFiled: November 27, 1991Date of Patent: June 1, 1993Assignee: Hoechst AktiengesellschaftInventor: Jorg Dannheim
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Patent number: 5216139Abstract: Thiopheneazo dyes of the formula ##STR1## where R.sup.1 is cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, phenylazo, phenylsulfonyl, formyl or the radical ##STR2## where R.sup.7 and R.sup.8 are independently of the other cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,R.sup.2 is C.sub.1 -C.sub.4 -alkyl, phenyl, halogen, C.sub.1 -C.sub.4 -alkoxy or C.sub.1 -C.sub.4 -alkoxycarbonyl, or R.sup.1 and R.sup.2 together are the radical (CH.sub.2).sub.3 --CO, which may be substituted by 1 or 2 methyl groups and whose carbonyl group is bonded to the thiophene ring in the ortho position relative to the sulfur atom,R.sup.3 is cyano or C.sub.1 -C.sub.4 -alkoxycarbonyl,R.sup.4 is C.sub.1 -C.sub.8 -alkyl, cyclohexyl, phenoxy-C.sub.1 -C.sub.4 -alkyl, substituted or unsubstituted phenyl, or substituted or unsubstituted thienyl,R.sup.5 is C.sub.1 -C.sub.4 -alkyl, C.sub.3 -C.sub.7 -alkyl whose alkyl chain is interrupted by 1 or 2 oxygen atoms, or C.sub.1 -C.sub.4 -alkoxy andR.sup.6 is cyanoethyl, phenylethyl or C.sub.3 -C.sub.Type: GrantFiled: December 4, 1990Date of Patent: June 1, 1993Assignee: BASF AktiengesellschaftInventors: Karl-Heinz Etzbach, Guenter Hansen, Gunther Lamm, Helmut Reichelt
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Patent number: 5216137Abstract: Azo reactive dyes useful for dyeing or printing hydroxyl- or nitrogen-containing substrates have the formula ##STR1## where m is 0, 1 or 2,n is 0 or 1,p is 0 or 1,R.sup.1 and R.sup.2 are each independently of the other hydrogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl,R.sup.3 is hydrogen, methyl or ethyl,T is carboxyl or hydroxysulfonyl,Hal is fluorine or chlorine, andthe ring A may be benzofused or substituted.Type: GrantFiled: July 5, 1991Date of Patent: June 1, 1993Assignee: BASF AktiengesellschaftInventors: Hermann Loeffler, Manfred Patsch, Reinhold Krallmann
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Patent number: 5204453Abstract: The invention relates to a process for the preparation of 1:2 chromium, 1:2 cobalt, 1:2 nickel or 1:2 iron complex azo dyes diazotisation, coupling and metallizing, without isolation of the coupling product, which process comprises diazotizing at least one amine of the benzene or naphthalene series in aqueous solution and coupling the diazonium compound so obtained to at least one coupling component of the benzene or naphthalene series or of the heterocyclic series, such that the azo dye obtained as intermediate contains groups suitable for metal complex formation, and carrying out the diazotization or coupling in the presence of a chromium, cobalt, nickel or iron donor.The dyes obtained by the process of the invention are suitable for dyeing in particular wool or synthetic textile polyamide fibre materials as well as leather, and for use as wood mordant dyes.Type: GrantFiled: December 30, 1991Date of Patent: April 20, 1993Assignee: Ciba-Geigy CorporationInventors: Bernard Chambon, Horst H. Jager, Rudiger Oxenius, Alois Puntener
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Patent number: 5200512Abstract: There are described azo compounds which possess fiber-reactive groups and have valuable dye properties and are capable of dyeing hydroxy- and/or carboxamido-containing materials, in particular fiber materials, such as cellulose fibers and natural and synthetic polyamide such as wool, in strong, fast shades. They conform to the formula (1) ##STR1## where D is phenyl or naphthyl which are each substituted, at least one of these substituents being a water-solubilizing group or containing a water-solubilizing group;Y is fluorine, chlorine or a group of the formula--A--RwhereA is oxygen or the group NH andR is hydrogen, cycloalkyl or alkyl which may be interrupted by one or two hetero groups, or is benzyl, sulfomethyl, .beta.-sulfoethyl or cyano;X is fluorine, chlorine or a group conforming to the formula --NH--B, whereB is a group of the formula (3a), (3b) or (3c) ##STR2## where alk is alkylene which may be interrupted by one or two hetero groups,Z is a vinyl or an ethyl group which is substituted in the .beta.Type: GrantFiled: December 27, 1991Date of Patent: April 6, 1993Assignee: Hoechst AGInventor: Uwe Reiher
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Patent number: RE38531Abstract: Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.Type: GrantFiled: March 27, 2002Date of Patent: June 8, 2004Assignee: Clariant Finance (BVI) LimitedInventor: Jordi Berenguer