The Hetero Ring Consists Of Sulfur, Nitrogen And Carbon (e.g., Benzothiazole, Etc.) Patents (Class 534/788)
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Publication number: 20120291207Abstract: Novel disperse azo dyes of formula (I), and processes for preparation thereof. These dyes possess superior washing fastness, sublimation fastness and light fastness.Type: ApplicationFiled: December 23, 2010Publication date: November 22, 2012Applicant: COLOURTEX INDUSTRIES LIMITEDInventors: Pankaj Desai, Kiyoshi Himeno, Nikhil Desai
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Publication number: 20110306742Abstract: This invention relates to coloured polymer particles preferably with surface functionality for charge retention, a process for their preparation, the use of these particles for the preparation of an electrophoretic device, colour electrophoretic displays comprising such particle, and new water-soluble dyes.Type: ApplicationFiled: January 29, 2010Publication date: December 15, 2011Applicant: MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNGInventors: Louise Diane Farrand, Mark James, Matthias Koch, Ashley Nathan Smith, Jonathan Henry Wilson, Mark John Goulding, Daniel Walker
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Patent number: 8070832Abstract: The invention provides for a dye of the formula (I) where D is the residue of a diazo component; R1 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C1-C6)-alkyl or —NHSO2 (C1-C6)-alkyl; R2 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy or halogen; R3 is hydrogen, (C1-C6)-alkyl, substituted (C1-C6)-alkyl, (C3-C4)-alkenyl or substituted (C3-C4)-alkenyl or R2 and R3 combine to form the radical —C*H(CH3)CH2C(CH3)2—, where the carbon atom marked * is attached to the phenyl nucleus; R4 is hydrogen or (C1-C6)-alkyl; R5 is hydrogen or (C1-C6)-alkyl; R6 is hydrogen or (C1-C6)-alkyl; X is phenyl, thiophenyl, sulfonylphenyl or phenoxy; n is 0, 1, or 2; and m is 0 or 1. The invention is also related to the process of using the dye and the process of preparing the dye.Type: GrantFiled: August 1, 2008Date of Patent: December 6, 2011Assignee: DyStar Colours Deutschland GmbHInventor: Stefan Neubauer
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Publication number: 20110247150Abstract: The invention provides for a dye of the formula (I) where D is the residue of a diazo component; R1 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C1-C6)-alkyl or —NHSO2(C1-C6)-alkyl; R2 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy or halogen; R3 is hydrogen, (C1-C6)-alkyl, substituted (C1-C6)-alkyl, (C3-C4)-alkenyl or substituted (C3-C4)-alkenyl or R2 and R3 combine to form the radical —C*H(CH3)CH2C(CH3)2—, where the carbon atom marked * is attached to the phenyl nucleus; R4 is hydrogen or (C1-C6)-alkyl; R5 is hydrogen or (C1-C6)-alkyl; R6 is hydrogen or (C1-C6)-alkyl; X is phenyl, thiophenyl, sulfonylphenyl or phenoxy; n is 0 , 1, or 2; and m is 0 or 1. The invention is also related to the process of using the dye and the process of preparing the dye.Type: ApplicationFiled: August 1, 2008Publication date: October 13, 2011Applicant: DYSTAR COLOURS DEUTSCHLANDS GMBHInventor: Stefan Neubauer
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Publication number: 20110197377Abstract: The present invention relates to dyes of formula wherein R1 and R2 are each independently of the other hydrogen, vinyl, allyl or C1-C6alkyl which is unsubstituted or substituted by cyano, carboxy, hydroxy, C1-C6alkoxy or C6-C24aryl, R3 is hydrogen, C1-C6alkyl or C6-C24aryl, R4 is hydrogen, C1-C6alkyl or C6-C24aryl, 2-Cyano-C1-C6alkyl, 2-Alkoxy-C1-C6alkyl, 2-Oxo-C1-C6alkyl, n is 0, 1 or 2, and D denotes a radical of formula (2), (3), (4), (5), (6) or (7) wherein R5 is hydrogen, nitro, cyano or halogen, R6 and R7 are each independently of the other hydrogen, nitro, cyano or halogen, R8 and R9 are each independently of the other hydrogen, nitro, cyano or halogen, R10 and R11 are each independently of the other nitro, cyano, trifluoromethyl, carboxy, C1-C6alkyl, C1-C6alkoxy, C1-C6acylamino or halogen, R12 and R13 are each independently of the other hydrogen, nitro, cyano, trifluoromethyl, carboxy, C1-C6alkoxycarbonyl, C1-C6alkylsulfonyl, C1-C6alkylsulfonylamino, C1-C6acylamino or halogen, R14 represenType: ApplicationFiled: September 23, 2009Publication date: August 18, 2011Applicant: Huntsman International LLCInventors: Ralf Petermann, Christian Suppiger, Urs Lauk
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Patent number: 7875706Abstract: Disperse dyes of the general formula (I) where D is a diazo component derived from a substituted or unsubstituted aromatic amine, K is an aromatic radical of the formula and the substituents are each as defined in the first claim. Further described are the preparation and the use of the dyes according to the invention.Type: GrantFiled: December 2, 2004Date of Patent: January 25, 2011Assignee: Clariant Finance (BVI) LimitedInventor: Robert Egli
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Patent number: 7871446Abstract: A dyestuff of the formula (I) wherein D is a diazo component; R1 is hydrogen, (C1-C4)-alkyl, hydroxy, —NHCOR6 or —NHSO2R6; R2 is hydrogen, halogen or (C1-C4)-alkoxy; R3 is hydrogen or methyl; R4 is hydrogen, (C1-C6)-alkyl, substituted (C1-C6)-alkyl, (C2-C6)-alkyl, which is interrupted by 1, 2 or 3 heteroatoms wherein said heteroatoms are —0—, —S— or —NR7, substituted (C2-C6)-alkyl, which is interrupted by 1, 2 or 3 heteroatoms wherein said heteroatoms are —0—, —S— or —NR7, (C2-C6)-alkenyl, substituted (C2-C6)-alkenyl, benzyl or phenethyl; R5 is hydrogen or methyl; R6 is (C1-C4)-alkyl, phenyl or substituted phenyl; R7 is (C1-C4)-alkyl, phenyl or substituted phenyl; m is 0, 1 or 2; and n is 0 or 1. The invention further relates to use of the dyestuff and the process of making the dyestuff.Type: GrantFiled: November 2, 2007Date of Patent: January 18, 2011Assignee: DyStar Colours Deutschland KGInventors: Hartwig Jordan, Wolfgang Koster, Anthony Lawrence
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Patent number: 7833291Abstract: The present invention provides dyes of the general formula (I) where D is the residue of a diazo component; R1 to R7 and L are each as defined in claim 1, processes for their preparation and their use.Type: GrantFiled: January 14, 2008Date of Patent: November 16, 2010Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Hartwig Jordan, Stefan Neubauer, Anthony Lawrence, Nigel Hall
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Publication number: 20100281629Abstract: The invention relates to a dye of the general formula (I) where D is the residue of a diazo component; R1 is hydrogen, (C1-C6-alkyl, (C1-C4)-alkoxy, hydroxyl, halogen, —NHCHO, —NHCO(C1-C6)-alkyl, —NHCOaryl, —NHSO2(C1-C6)-alkyl or —NHSO2aryl; R2 is hydrogen, (C1-C6)-alkyl, (C1-C4)-alkoxy, phenoxy or halogen; R3 is hydrogen, (C1-C6)-alkyl, substituted (C1-C6)-alkyl, (C3-C4)-alkenyl or substituted (C3-C4)-alkenyl; or R2 and R3 combine to form the radical —C*H(CH3)CH2C(CH3)2—, where the carbon atom marked * is attached to the phenyl nucleus; R4 is hydrogen, (C1-C6)-alkyl or phenyl; R5 is vinyl or a group of the formula —CHR6COR7, where R6 is hydrogen, (C1-C6)-alkyl or phenyl; R7 is (C1-C6)-alkyl, substituted (C1-C6)-alkyl, phenyl or substituted phenyl; and X is C1-C5)-alkylene. The invention for relates to a process to prepare the dye and their use.Type: ApplicationFiled: September 15, 2008Publication date: November 11, 2010Applicant: DyStar Colours Deustschland GmbHInventor: Stefan Neubauer
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Patent number: 7824450Abstract: The present invention provides dyes of the general formula (I) where D, R1 to R7 and n are each as defined in claim 1, processes for their preparation and their use.Type: GrantFiled: October 16, 2007Date of Patent: November 2, 2010Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Hartwig Jordan, Stefan Neubauer
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Patent number: 7772377Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.Type: GrantFiled: January 25, 2008Date of Patent: August 10, 2010Assignee: Xerox CorporationInventors: Jeffrey H Banning, Donald R Titterington, Clifford R King
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Publication number: 20100092670Abstract: The present invention provides dyes of the general formula (I) where D, R1 to R7 and n are each as defined in claim 1, processes for their preparation and their use.Type: ApplicationFiled: October 16, 2007Publication date: April 15, 2010Applicant: DyStar Textilfarben GmbH & Co. Deutschland KGInventors: Hartwig Jordan, Stefan Neubauer
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Publication number: 20100076182Abstract: The present invention provides dyes of the general formula (I) where D is the residue of a diazo component; R1 to R7 and L are each as defined in claim 1, processes for their preparation and their use.Type: ApplicationFiled: January 14, 2008Publication date: March 25, 2010Inventors: Hartwig Jordan, Stefan Neubauer, Anthony Lawrence, Nigel Hall
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Publication number: 20090056038Abstract: A hair dye composition containing an azo dye (1) or a salt thereof, (wherein R1 to R4 represents H, aliphatic hydrocarbon group, aryl group, halogen atom, acyl group, cyano group, acylamino group, or the like, wherein R1 and R2, and/or R3 and R4 may be coupled to form a 5- or 6-membered ring; X represents C or N, with the proviso that when X represents C, n stands for 1, and when X represents N, n stands for 0; A1, A2, A3 and A4 each represents N or represents C substituted by Y or having H, with the proviso that at least one of A1, A2, A3 and A4 is a nitrogen atom; and Y represents a substituent with the proviso that m stands for an integer from 0 to 3).Type: ApplicationFiled: February 10, 2006Publication date: March 5, 2009Applicant: KAO CORPORATIONInventors: Masakazu Yamaguchi, Dominic Pratt, Yasuhiro Ishiwata
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Patent number: 7358344Abstract: An azo dye represented by formula (I): A-N?N—B??formula (I) wherein, A represents a group having a substituent required for inducing an intramolecular nucleophilic substitution reaction with a nitrogen atom of a reduced azo group as a nucleophilic species when the azo group is reductively decomposed, the group forming a compound containing the nitrogen atom in a ring structure, and B represents an aromatic or hetero ring which is bound to the azo group through a carbon atom.Type: GrantFiled: November 4, 2004Date of Patent: April 15, 2008Assignee: Fujifilm CorporationInventors: Yasuhiro Shimada, Yasuhiro Ishiwata, Makiko Yokoi
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Patent number: 7358345Abstract: The present invention claims dyestuffs of formula (I), wherein D, R1 to R7 and n are defined as given in claim 1, a process for their preparation and their useType: GrantFiled: October 15, 2004Date of Patent: April 15, 2008Assignee: Dystar Textilfarben GmbH & Co. Deutschland KGInventor: Nigel Hall
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Patent number: 6969759Abstract: Disclosed is a colorant composition of the formula wherein R is an alkyl group, an aryl group, an arylalkyl group, or an alkylaryl group, and wherein R can be joined to the phenyl moiety to form a ring, R? is an aromatic- or heteroaromatic-containing group, each Ra, independently of the others, is a halogen atom, an alkyl group, an alkoxy group, a nitrile group, a nitro group, an amide group, or a sulfonamide group, w is an integer of 0, 1, 2, 3, or 4, n is an integer representing the number of carbon atoms in each repeat alkylene oxide unit, and x is an integer representing the number of repeat alkylene oxide units, wherein said colorant has no more than one —OH, —SH, or primary or secondary amino group per molecule.Type: GrantFiled: May 25, 2004Date of Patent: November 29, 2005Assignee: Xerox CorporationInventors: Jeffery H. Banning, Donald R. Titterington, Clifford R. King
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Patent number: 6479647Abstract: Novel addition products of hydroxyl-protecting groups (such as isocyanates) with oxyalkylene-substituted intermediates, such as poly(oxyalkylenated) aniline compounds, for the eventual production of substituted, and substantially pure, colorants, particularly diazo and triphenylmethane derivatives, through the reaction of such intermediates with certain reactants are provided. These new colorants exhibit improved wax and/or oil solubility and high purity, particularly due to the inability of certain impurities to deleteriously react with the protected hydroxyl groups of either the intermediate or the colorant during and/or after formation thereof. A method for producing such novel colorants through utilization of these novel substantially pure colorant intermediates is also provided.Type: GrantFiled: September 6, 2001Date of Patent: November 12, 2002Assignee: Milliken & CompanyInventor: Rajnish Batlaw
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Publication number: 20020016260Abstract: The present invention provides a method for forming an azo colorant by reaction of a diazo compound and a coupler. The coupler has a leaving group at the coupling position thereof, such that a coupling reaction rate is faster than it would be if the coupler did not have the leaving group. The coupling reaction rate constant k is preferably 0.1 (s−1) or more.Type: ApplicationFiled: April 18, 2001Publication date: February 7, 2002Inventors: Hisao Yamada, Mitsuyuki Tsurumi, Kazunori Nigorigawa
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Patent number: 6191265Abstract: Azo dyes of the formula wherein the substituents are each as defined in the description, are useful for dyeing and printing synthetic textile materials.Type: GrantFiled: December 14, 1999Date of Patent: February 20, 2001Assignee: DyStar Textilfarben GmbH & Co. Deutschland KGInventor: Rainer Hamprecht
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Patent number: 5952328Abstract: The present invention is directed to novel benzothiazo and related heterocyclic group-containing inhibitors of cysteine or serine proteases. Methods for using the same are also described.Type: GrantFiled: November 12, 1997Date of Patent: September 14, 1999Assignee: Cephalon, Inc.Inventors: Ron Bihovsky, Gregory J. Wells, Ming Tao
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Patent number: 5925150Abstract: A black colorant composition useful for coloring polyurethanes is provided having a red benzothiazole azo colorant which, when combined with a complementary blue and yellow colorant, exhibits low flairing.Type: GrantFiled: August 20, 1997Date of Patent: July 20, 1999Assignee: Milliken & CompanyInventors: Mark Edward Ragsdale, David Jesse Moody, Eric B. Stephens
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Patent number: 5877301Abstract: A benzothiazole azo dye for thermal transfer recording of the following formula (I): ##STR1## wherein R.sup.1 is a C.sub.3-8 branched chain alkyl group, R.sup.2 is a substituted or unsubstituted alkyl group, X is a hydrogen atom, a lower alkyl group, a formylamino group, a lower alkylcarbonylamino group, a lower alkoxycarbonylamino group or a benzoylamino group, Y is a chlorine atom or a bromine atom, and Z is a hydrogen atom, a chlorine atom or a bromine atom.Type: GrantFiled: November 17, 1997Date of Patent: March 2, 1999Assignee: Mitsubishi Chemical CorporationInventors: Yukichi Murata, Mio Ishida
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Patent number: 5824117Abstract: The present invention relates to the dyestuff of the formula I ##STR1## modifications of this dyestuff which are stable during dyeing, processes for the preparation thereof and their use for dyeing and printing synthetic fiber materials.Type: GrantFiled: June 28, 1996Date of Patent: October 20, 1998Assignee: Dystar Japan Ltd.Inventors: Ulrich Buhler, Jurgen Kuhlwein, Hubert Kruse
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Patent number: 5723587Abstract: Disperse dyes of formula ##STR1## wherein D is the radical of a diazo component of the benzene, naphthalene, diphenyl, azobenzene, thiophene, benzothiazole, benzisothiazole, thiazole, thiadiazole, indazole, benzotriazole, pyrazole, anthraquinone, naphtholimide, chromone or diphenylene oxid series;X is hydrogen, methyl, halogen or --NH--CO--R, wherein R is methyl, ethyl, propyl, isopropyl, ethoxy or amino;Y is hydrogen, halogen, methoxy or --O--(CH.sub.2).sub.n --OR', wherein R' is hydrogen, CH.sub.3 or CH.sub.2 CH.sub.2 CN, and n is an integer from 1 to 6;R.sub.3 is C.sub.1 -C.sub.6 alkyl, andR.sub.4 is hydrogen, C.sub.1 -C.sub.6 alkyl or alkyl.The dyes are particularly suitable for dyeing polyester textile material and are distinguished in particular by very good lightfastness.Type: GrantFiled: August 8, 1996Date of Patent: March 3, 1998Assignee: Ciba Specialty Chemicals CorporationInventors: Antoine Clement, Athanassios Tzikas
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Patent number: 5719270Abstract: Azophenyl compounds of the formula: ##STR1## wherein R.sub.1 is an o-, p-directing substituent; R.sub.2 is a substituted or unsubstituted .beta.-hydroxyalkyl group; R.sub.3 is an aromatic carbocyclic or heterocyclic group which is mono- or poly-cyclic and is substituted or unsubstituted; and wherein the benzene ring A may contain one or more further substituents. The compounds are useful as dyestuffs (if they are themselves colored) or as intermediates in the preparation of dyestuffs.Type: GrantFiled: January 15, 1997Date of Patent: February 17, 1998Inventors: Steven Michael Partington, David Allan Clarke
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Patent number: 5691458Abstract: There are described compounds which are represented by the formula ##STR1## The compounds are useful as dyes, and as intermediates and dye moieties in the preparation of compounds, which are particularly useful in imaging applications, such as, for example, diffusion transfer photographic systems.Type: GrantFiled: September 18, 1996Date of Patent: November 25, 1997Assignee: Polaroid CorporationInventors: Michael J. Arnost, Peter Viski, David P. Waller, David C. Whritenour
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Patent number: 5635607Abstract: The cationic or basic aminobenzothiazole dyes disclosed herein are particularly suitable for dyeing paper.Paper is dyed with these dyes in blue or violet shades of good fastness properties.Type: GrantFiled: April 21, 1995Date of Patent: June 3, 1997Assignee: Ciba-Geigy CorporationInventor: Adolf Kaser
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Patent number: 5608042Abstract: A monoazo dye of the following formula (I): ##STR1## wherein R is phenyl, phenoxy or benzyl, and D is a group of the formula (D1), (D2), (D3) or (D4): ##STR2## wherein each of X.sup.1, X.sup.2 and X.sup.3, which are independent of one another, is hydrogen or chlorine, X.sup.4 is hydrogen, chlorine, methyl or --NHCOR.sup.1, wherein R.sup.1 is C.sub.1-4 alkyl or phenyl; ##STR3## wherein X.sup.4 is as defined above, Y.sup.1 is hydrogen, chlorine or C.sub.1-4 alkoxy; ##STR4## wherein X.sup.5 is hydrogen, halogen, methyl or --NHZ, wherein Z is C.sub.1-4 alkylsurfonyl, C.sub.1-4 alkylcarbonyl, phenylsulfonyl, phenylcarbonyl, C.sub.1-2 alkoxy C.sub.1-2 alkylcarbonyl or aminocarbonyl, Y.sup.2 is hydrogen, methyl or C.sub.1-2 alkoxy, and Q.sup.1 is cyano or C.sub.1-4 alkylcarbonyl; ##STR5## wherein P is formyl, nitro or cyano, Q.sup.2 is cyano or nitro, T is halogen, methyl, phenyl or methylsulfonyl, X.sup.5 is as defined above, and Y.sup.3 is hydrogen or C.sub.1-2 alkoxy.Type: GrantFiled: January 31, 1996Date of Patent: March 4, 1997Assignee: Dystar Japan Ltd.Inventors: Kiyoshi Himeno, Toshio Hihara, Ryouichi Sekioka
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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: 5567470Abstract: A blue dyestuff represented by the formula (2) ##STR1## wherein each of R.sub.1, R.sub.2 and R.sub.3 is independently a hydrogen atom, halogen atom, nitro group, hydroxy group, alkyl group which may have a substituent, alkoxy group, alkylsulfonylamino group or alkylcarbonylamino group, and each of R.sub.4 and R.sub.5 is independently an alkyl group which may have a substituent, and a heat-sensitive transfer sheet containing the above-mentioned dyestuff.Type: GrantFiled: August 18, 1995Date of Patent: October 22, 1996Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Hitoshi Koshida, Isamu Ghoda, Tsukasa Ohyama, Keisuke Takuma
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Patent number: 5550218Abstract: Compounds of the formula ##STR1## wherein A is C.sub.1-6 alkylene, D is a diazo component radical of the triazolyl, pyrazolyl, cyano(C.sub.1-4 alkyl)-imidazolyl, 4-chlorothiazolyl, 4-chlorotheinyl-2, 3-phenyl-1,2,4-thiadiazolyl-5, isothiazolyl-5, benzoisothiazolyl-3 or 1,3,4-thiadiazolyl-5 series or the phenyl series wherein the phenyl group is free of sulfonyl groups and may be substituted, by a maximum of 3 substituents 5-nitrothiazolyl-2, ##STR2## R.sub.1a is phenyl or phenyl substituted by 1 to 4 substituents each of which is independently halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, trifluoromethyl, hydroxy, nitro, formyl, cyano, --SCN, (C.sub.1-4 alkyl)carbonyl, (C.sub.1-4 alkyl)carbonylamino, (C.sub.1-4 alkoxy)carbonyl, (C.sub.1-4 alkyl)carbonyloxy, carbamoyl, (C.sub.1-2 alkoxy)(C.sub.2-3 alkoxy)carbonyl or phenyl, andR.sub.2 -R.sub.4 and R.sub.10 -R.sub.Type: GrantFiled: October 6, 1994Date of Patent: August 27, 1996Assignee: Sandoz Ltd.Inventor: Ruedi Altermatt
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Patent number: 5527888Abstract: A monoazo dye of the following formula (I): ##STR1## wherein R is phenyl, phenoxy or benzyl, and D is a group of the formula (D1), (D2), (D3) or (D4): ##STR2## wherein each of X.sup.1, X.sup.2 and X.sup.3, which are independent of one another, is hydrogen or chlorine, X.sup.4 is hydrogen, chlorine, methyl or --NHCOR.sup.1, wherein R.sup.1 is C.sub.1-4 alkyl or phenyl; ##STR3## wherein X.sup.4 is as defined above, Y.sup.1 is hydrogen, chlorine or C.sub.1-4 alkoxy; ##STR4## wherein X.sup.5 is hydrogen, halogen, methyl or --NHZ, wherein Z is C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkylcarbonyl, phenylsulfonyl, phenylcarbonyl, C.sub.1-2 alkoxy C.sub.1-2 alkylcarbonyl or aminocarbonyl, Y.sup.2 is hydrogen, methyl or C.sub.1-2 alkoxy, and Q.sup.1 is cyano or C.sub.1-4 alkylcarbonyl; ##STR5## wherein P is formyl, nitro or cyano, Q.sup.2 is cyano or nitro, T is halogen, methyl, phenyl or methylsulfonyl, X.sup.5 is as defined above, and Y.sup.3 is hydrogen or C.sub.1-2 alkoxy.Type: GrantFiled: March 7, 1995Date of Patent: June 18, 1996Assignee: Dystar Japan Ltd.Inventors: Kiyoshi Himeno, Toshio Hihara, Ryouichi Sekioka
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Patent number: 5342928Abstract: Azo dyes useful for dyeing or printing textile fibers or fabrics and containing novel aminobenzo heterocycles as diazo component have the formula ##STR1## where X is nitrogen or a radical of the formula CR.sup.6, where R.sup.6 is hydrogen, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.6 -alkanoyl,R.sup.1 and R.sup.2 are substituted or unsubstituted C.sub.1 -C.sub.10 -alkyl or substituted or unsubstituted C.sub.3 -C.sub.4 -alkenyl or additionally in the case of R.sup.1 hydrogen,R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkoxy,R.sup.4 is C.sub.1 -C.sub.6 -alkyl, C.sub.1 -C.sub.4 -alkoxy, substituted or unsubstituted C.sub.1 -C.sub.8 -alkanoylamino, C.sub.1 -C.sub.4 -alkylsulfonylamino, C.sub.3 -C.sub.4 -alkenoylamino or substituted or unsubstituted C.sub.1 -C.sub.4 -alkoxycarbonylamino, andR.sup.5 is hydrogen, nitro, halogen, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio or cyano.Type: GrantFiled: April 30, 1993Date of Patent: August 30, 1994Assignee: BASF AktiengesellschaftInventors: Thomas Roetsch, Helmut Hagen, Helmut Reichelt, Clemens Grund
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Patent number: 5328994Abstract: New azinoneutromethines of the formula ##STR1## in which the symbols used have the meaning given in the description, a process for their preparation and their use in thermal and photochromic recording materials, as nonlinear optical materials, as photoconductors in electrophotography and for dyeing fibres and woven fabrics of polyester and plastics.Type: GrantFiled: February 19, 1993Date of Patent: July 12, 1994Assignee: Bayer AktiengesellschaftInventors: Horst Berneth, Karin Hassenruck
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Patent number: 5304222Abstract: A disperse dye mixture comprising from 20 to 80% by weight of a red disperse dye of the following formula (A) and from 20 to 80% by weight of a red disperse dye of the following formula (B): ##STR1## wherein R.sup.1 is --C.sub.2 H.sub.5 or --C.sub.2 H.sub.4 OCOCH.sub.3, R.sup.2 is --C.sub.2 H.sub.4 OCOCH.sub.3 or --C.sub.2 H.sub.4 CN, and R.sup.3 is hydrogen or --CH.sub.3.Type: GrantFiled: June 17, 1992Date of Patent: April 19, 1994Assignee: Hoechst Mitsubishi Kasei Co., Ltd.Inventors: Ryouichi Sekioka, Kouichi Seto
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Patent number: 5278293Abstract: Azo dyestuffs of the formula ##STR1## having the substituent meanings given in the description, are outstandingly suitable for dyeing and printing materials containing hydroxyl groups and amide groups.Type: GrantFiled: October 31, 1990Date of Patent: January 11, 1994Assignee: Bayer AktiengesellschaftInventors: Karl-Josef Herd, Manfred Hoppe, Hermann Henk, Klaus Kunde, Frank-Michael Stuohr
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Patent number: 5264032Abstract: Pigment preparation essentially comprisinga) at least one pigment from the class of azo, anthrapyrimidine, anthanthrone, quinacridone, perinone, diketopyrrolopyrrole, dioxazine, flavanthrone, indanthrone, isoindolinone, isoviolanthrone, perylene, phthalocyanine, pyranthrone or thioindigo pigments or a mixture of pigments belonging to various classes, andb) at least one dispersant of the formula (I) ##STR1## in which P, independently of the pigments mentioned in a), is a radical of an anthanthrone azo, quinacridone, perinone, diketopyrrolopyrrole, dioxazine, indanthrone, perylene, phthalocyanine or thioindigo pigment,R.sup.1 and R.sup.2, independently of one another, are hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.Type: GrantFiled: October 21, 1992Date of Patent: November 23, 1993Assignee: Hoechst AGInventors: Erwin Dietz, Manfred Urban
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Patent number: 5187265Abstract: The present invention relates to a chromogenic benzoisothiazolone polymer derivative for measuring the presence or appearance of thiols in an aqueous system.Type: GrantFiled: February 28, 1992Date of Patent: February 16, 1993Assignee: Miles Inc.Inventors: James P. Albarella, David L. Garling, Robert P. Hatch
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Patent number: 5128457Abstract: Newly synthesized chromogenic thiol-indicating benzoisthiazolone derivatives having the structure: ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification, are useful in the detection of thiols, particularly in an aqueous system. This process comprises contacting the aqueous system with a chromogenic thiol-indicating benzoisothiazolone derivative as described herein. Chromophoric changes due to thiol-mediated reduction of the benzothiazolone derivative then occur. Such changes can be in a solution or on an indicator surface in contact or having been in contact with the aqueous system. The chromophoric changes, due to a bathochromic shift in characteristics light absorption upon reduction of the benzoisothiazolone derivative, are proportional to the amount or rate of appearance of thiols in the aqueous system.Type: GrantFiled: December 5, 1991Date of Patent: July 7, 1992Assignee: Miles Inc.Inventors: James P. Albarella, David L. Garling, Robert P. Hatch
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Patent number: 5116958Abstract: Disperse dyes, which produce dyeings of excellent thermomigration fastness, consisting of a chromophore and a lactam or oxime radical which detaches on heating to leave an isocyanate or isothiocyanate group, which reacts with a suitable group in the environment. The disclosed dyes are described by the formula ##STR1## where F is the radical of a dye which is free of water-solubilizing groups,B is a bridge member or a direct bond,Z is O or S andV is the radical of a group H--V, where H--V is an oxime of the formula ##STR2## or a lactam of the formula ##STR3## in which R.sup.1 and R.sup.2 are each independently of the other substituted or unsubstituted alkyl or aryl, orR.sup.1 and R.sup.2 together with the carbon atom linking them form a cycloaliphatic ring,R is hydrogen or alkyl andn is an integer from 4 to 11.Type: GrantFiled: January 5, 1990Date of Patent: May 26, 1992Assignee: Ciba-Geigy CorporationInventors: Peter Liechti, Martin Trottmann
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Patent number: 5101021Abstract: Compounds of the formula ##STR1## and mixtures of such compounds, wherein each R.sub.1 is independently halo,R.sub.3 is hydrogen or methyl, with the proviso that when R.sub.5 is ethoxy, R.sub.3 must be methyl,R.sub.4 is hydrogen or methyl, andR.sub.5 is hydrogen: C.sub.1-2 alkyl; C.sub.1-2 alkyl monosubstituted by halo; phenoxymethyl; vinyl; C.sub.1-4 alkoxy; C.sub.2-5 alkoxy monosubstituted by C.sub.1-2 alkoxy or halo; allyloxy; phenoxy or benzyloxy,useful as disperse dyes for the dyeing of substrates such as polyester by, for example, the rapid dyeing method and substrates dyed therewith.Type: GrantFiled: May 25, 1990Date of Patent: March 31, 1992Assignee: Sandoz Ltd.Inventor: Ruedi Altermatt
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Patent number: 5075429Abstract: A monoazo compound of the formula, ##STR1## wherein D is a heterocyclic or carbocyclic compound residue such as benzothiazolyl and phenyl, X is hydrogen, alkyl, alkoxy, halogeno, acylamino or the like, Y is hydrogen, halogeno, alkyl, alkoxy and the like, R.sub.1 is alkyl, R.sub.2 is C.sub.2 -C.sub.4 alkylene, B is a bridging group such as ##STR2## --O--, --S--, C.sub.1 -C.sub.6 alkylene and the like, and W.sub.1, W.sub.2, W.sub.3, Z.sub.1, Z.sub.2 and Z.sub.3 are independently hydrogen, alkyl, halogeno or the like, which is useful for dyeing hydrophobic fiber materials to give dyed or printed product of a deep color excellent in fastness properties, particularly those such as washing fastness, even after various finishing treatments of the product.Type: GrantFiled: October 10, 1989Date of Patent: December 24, 1991Assignee: Sumitomo Chemical Company LimitedInventors: Jun Yamamoto, Yasuyoshi Ueda, Takashi Omura, Yosuke Yamamoto, Hideo Hattori, Junichi Sekihachi
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Patent number: 5055567Abstract: The dyes according to the invention consist of a chromophore and a radical which, on heating, forms an isocyanate or isothiocyanate group. The latter reacts with a suitable group in the environment. Dyeings of excellent thermomigration fastness are obtained. The disclosed dyes are of the formulae ##STR1## where F is the radical of an azo, anthraquinone or tricyanovinyl dye which is free of water-solubilizing groups,B and B' are each independently of the other a direct bond or a bridge member, selected from the group consisting of a straight-chain or branched alkylene group having 2 to 8 C atoms or one of the following groups ##STR2## where R is hydrogen or C.sub.1 -C.sub.6 alkyl, n is an integer from 1 to 8 and m is an integer from 2 to 4,Z is O or S,V is a group which at a temperature between 180.degree. and 240.degree. C. is eliminated as a radical HV, andV' is a direct bond which is cleaved at a temperature between 180.degree. and 240.degree. C.Type: GrantFiled: April 10, 1989Date of Patent: October 8, 1991Assignee: Ciba-Geigy CorporationInventors: Peter Liechti, Karl Emmenegger, Martin Trottmann
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Patent number: 4997918Abstract: Novel cationic azo compounds of the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 -alkylene, R.sub.2 is C.sub.1 -C.sub.4 -alkyl, R.sub.3 is C.sub.1 -C.sub.4 -alkyl, R.sub.4 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, acylamino or halogen, R.sub.5 is hydrogen, C.sub.1 -C.sub.4 - alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen, one or more or R.sub.5 independently of each other being present on the ring to which R.sub.5 is attached, and A is an anion. Also provided is the production, and the use of these novel compounds as dyes for dyeing and/or printing, especially polyacrylonitrile materials, neutral blue dyeings having in particular good fastness to light being obtained.Type: GrantFiled: May 6, 1987Date of Patent: March 5, 1991Assignee: Ciba-Geigy CorporationInventor: Rudolf Zink
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Patent number: 4994563Abstract: The azo dyes of the formula ##STR1## in which D is a diazo component, R.sub.1 and R.sub.2 independently of one another are each a C.sub.1 -C.sub.10 alkyl, C.sub.5 -C.sub.7 cycloalkyl, phenyl or naphthyl radical each of which is substituted or unsubstituted, or R.sub.1 and R.sub.2, together with the nitrogen atom linking them, are a 5-membered, 6-membered or 7-membered ring each of which is unsubstituted or substituted by heteroatoms, R.sub.3 is hydrogen, halogen or a C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxy or phenoxy radical each of which is substituted or unsubstituted, X is --CO-- or --SO.sub.2 --, n is the number 1, 2, 3, 4, 5 or 6 and M is a cation, produce dyeings of good fastness properties on fibre materials containing nitrogen or containing hydroxyl groups. This application also relates to the preparation and use of said azo dyes and to intermediates utilized in the preparation of said azo dyes.Type: GrantFiled: June 27, 1989Date of Patent: February 19, 1991Assignee: Ciba-Geigy CorporationInventors: Harald Walter, Rudolf Hurter
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Patent number: 4962040Abstract: 2-Hydrazono-4,6-dinitrobenzthiazolones of the formula ##STR1## in which X.sub.1 represents hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -hydroxyalkyl, C.sub.1 -C.sub.4 -sulphoalkyl or C.sub.1 -C.sub.4 -sulphatoalkyl, andX.sub.2 represents hydrogen or --SO.sub.2 X.sub.3, whereX.sub.3 may represent hydrogen, C.sub.1 -C.sub.8 -alkyl or optionally substituted aryl andX.sub.1 also represents a double bond between the cyclic nitrogen atom and the carbon atom 2 according to the formula II below: ##STR2## where X.sub.2 has the meaning specified under the above formula. These hydrazones may be employed in the preparation of azo dyestuffs and as color formers for detecting of biological substances, and in the determination of H.sub.2 O.sub.2.Type: GrantFiled: August 10, 1989Date of Patent: October 9, 1990Assignee: Bayer AktiengesellschaftInventors: Herbert Hugl, Aloysius Engel, Klaus Wehling
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Patent number: 4912203Abstract: Thiophene based colorants useful for coloring thermoset resins such as polyurethanes being the formula; ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are selected from halogen, carboxylic acid, alkanoyl, aryloyl, carbocyclic forming polymethylene chains, alkyl, aryl, cyano, thioalkyl, dithioalkyl, thioaryl, dithioaryl, thiocyano, carboxyalkyl, carboxyaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, oxyalkyl, thioamidoalkyl, thioamidodialkyl, or hydrogen when an adjacent group is isobutyryl; R.sub.4, R.sub.5, and R.sub.7 are selected from hydrogen alkyl, oxyalkyl, sulfonamidoalkyl, sulfonamidoaryl, amidoalkyl, amidodialkyl, amidoaryl, amidodiaryl, halogen, thioalkyl and thioaryl; and R.sub.8 and R.sub.9 are selected from polyalkylene oxide, copolymers of polyalkylene oxides, and hydroxyalkylenes.Type: GrantFiled: May 17, 1988Date of Patent: March 27, 1990Assignee: Milliken Research CorporationInventors: Edward W. Kluger, Patrick D. Moore
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Patent number: 4889535Abstract: Compounds of the formula ##STR1## and mixtures thereof, wherien p1 R.sub.1 is hydrogen, chloro or bromo, p1 R.sub.2 is hydrogen, chloro, bromo or nitro, p1 R.sub.3 is hydrogen, chloro, bromo, nitro or --SCN, p1 R.sub.4 is hydrogen, chloro or bromo, p1 R.sub.5 is hydrogen or C.sub.1-4 alkyl, and p1 R.sub.5 is C.sub.8-14 alkyl,with the provisos that (i) at least one of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is other than hydrogen, (ii) when R.sub.3 is nitro or --SCN, R.sub.2 is other than nitro, and (iii) when two or more of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are halo, then R.sub.3 is one of those halos, are useful as disperse dyes for dyeing substrates such as synthetic and semi-synthetic, hydrophobic, high molecular weight organic materials.Type: GrantFiled: March 13, 1987Date of Patent: December 26, 1989Assignee: Sandoz Ltd.Inventor: Beat Henzi
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Patent number: 4837308Abstract: A universally usable process for preparing azo dyestuffs by oxidative coupling consists in carrying out the oxidation in the presence of redox mediators with a standard potential of 0.2-1.5 volts and, if appropriate, an additional oxidizing agent with a standard potential of 0.25-2.5 volts, wherein the sum of the oxidation equivalents should be at least 4. The preferred redox mediator is iodine. The process is particularly suitable for the preparation of heteroaromatic azo dyestuffs using an aniline coupling component.Type: GrantFiled: January 12, 1988Date of Patent: June 6, 1989Assignee: Bayer AktiengesellschaftInventor: Rainer Gerlach