Sulfonic Acid Group Containing (-(o=)s(=o)-oh, Wherein H Of The -oh May Be Replaced By The Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 534/781)
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Publication number: 20100305247Abstract: A process for mass-colouring high molecular weight material, in which process a compound of formula (I) or a tautomer thereof, wherein M1 is H, ½ M2, ? M3 or NR4R5R6R7, preferably H, ½ M2 or NR4R5R6R7, especially H, M2 is an alkaline earth or transition metal in oxidation state II or an oxo-metal in oxidation state IV, M3 is Al (III), a transition metal in oxidation state III or an oxo-metal in oxidation state V, R1 is H or a non-ionic substituent, R2 is H or, independently of R1, a further non-ionic substituent, R3 is H, C1-C6alkyl, phenyl, CO—C1-C6alkyl or CO-phenyl, preferably H or CO—C1-C6alkyl, especially H, and R4, R5, R6 and R7 are each independently of the others H or phenyl, benzyl or C1-C6alkyl, which are unsubstituted or may be substituted by hydroxy or by halogen and in the case of C3-C6alkyl is uninterrupted or interrupted by O, is incorporated into the high molecular weight material before or during shaping.Type: ApplicationFiled: October 15, 2007Publication date: December 2, 2010Inventors: Thomas Ruch, Ursula Luterbacher
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Patent number: 7824488Abstract: The invention relates to a pigment composition based on P.Y. 191 of the formula (1) containing 0.05 to 30 mol %, based on the sum of P.Y. 191 and a further yellow colorant, of at least one further yellow colorant of the formula (2) and/or of C.I. Pigment Yellow 100 in which R1, R2, R3 and R4 are each independently hydrogen, halogen, —CH3, —NO2, or NH—R6 where R6 is C1-C4-alkyl; R5 is methyl or carboxyl, and where the compound of the formula (2) is not C.I. Pigment Yellow 191.Type: GrantFiled: February 12, 2008Date of Patent: November 2, 2010Assignee: Clariant Finance (BVI) LimitedInventors: Till Borchert, Martin Ulrich Schmidt, Arpad Acs, Ruediger Jung
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Publication number: 20100112622Abstract: The present invention provides a phenothiazine-derivative color-measuring method that can detect a phenothiazine-derivative color even at a wavelength longer than the wavelength that exhibits maximum absorption.Type: ApplicationFiled: January 30, 2008Publication date: May 6, 2010Applicant: ARKRAY, INC.Inventors: Satoshi Yonehara, Norio Inamura
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Publication number: 20100068472Abstract: Monomers and dimers of mono-azo compounds of formula wherein: D is an optionally substituted aryl or an optionally substituted heteroaryl group; R1 and R2 are each independently optionally substituted alkyl: halo: amino: —NR4R5; wherein R4 is H, optionally substituted alkyl, optionally substituted alkoxy, optionally substituted acyl, optionally substituted aryl, optionally substituted heterocyclyl; and R5 is optionally substituted alkyl, optionally substituted alkoxy, optionally substituted acyl, optionally substituted aryl, optionally substituted heterocyclyl or R4 together with R5 and the nitrogen to which they are attached forms an optionally substituted 5 or 6 membered ring: —OR6; wherein R6 is H or optionally substituted alkyl: or —SR7; wherein R7 is optionally substituted alkyl; R3 is amino: halo; —NR4R5; wherein R4 is H, optionally substituted alkyl, optionally substituted alkoxy, optionally substituted acyl, optionally substituted aryl, optionally substituted heterocyclyl; and R5 is optionally suType: ApplicationFiled: October 13, 2006Publication date: March 18, 2010Inventors: Gavin Wright, Rachel Anne James, Roy Bradbury, Lynn Patricia Bradbury
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Patent number: 7470780Abstract: The present invention relates to dyes of formula (1) that are soluble in organic solvents, wherein Cat+ is an organic cation, to a process for their preparation and to their use in the production of colored plastics or polymeric color particles, printing colorants, printing pastes and printing inks.Type: GrantFiled: December 19, 2005Date of Patent: December 30, 2008Assignee: Ciba Specialty Chemicals CorporationInventors: Thomas Ruch, Ursula Luterbacher
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Patent number: 6613888Abstract: An azo dye represented by the following general formulae (10) and (12): (wherein the variables are as defined herein) and a process for making the azo dye is disclosed. The process comprises a step in which a diazonium salt is formed by the reaction between an aminopyrazole represented by the general formula (3) and an diazotizing agent, a step in which a compound represented by the general formula (5) is formed by the reaction between the diazonium salt and an aromatic coupling agent represented by the general formula (4), and a step in which an azo dye represented by the general formula (6) is formed by the reaction between the compound represented by the general formula (5) and an arylating agent or a heterylating agent in the presence of a base.Type: GrantFiled: June 24, 2002Date of Patent: September 2, 2003Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
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Patent number: 6602342Abstract: C.I. Pigment Yellow 191 is obtained in new crystal polymorphs (beta, gamma, delta and epsilon phases) if the known alpha phase or another inventive phase of this pigment is treated with certain solvents and reprecipitated.Type: GrantFiled: July 2, 2001Date of Patent: August 5, 2003Assignee: Clariant GmbHInventors: Martin U. Schmidt, Arpad Acs, Rüdiger Jung, Franz Schui
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Patent number: 6489452Abstract: An azo dye represented by the following general formula (1) and a process for making the azo dye is disclosed. The process comprises a step in which a diazonium salt is formed by the reaction between an aminopyrazole represented by the general formula (3) and an diazotizing agent, a step in which a compound represented by the general formula (5) is formed by the reaction between the diazonium salt and an aromatic coupling agent represented by the general formula (4), and a step in which an azo dye represented by the general formula (6) is formed by the reaction between the compound represented by the general formula (5) and an arylating agent or a heterylating agent in the presence of a base.Type: GrantFiled: March 21, 2001Date of Patent: December 3, 2002Assignee: Fuji Photo Film Co., Ltd.Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
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Patent number: 6049428Abstract: The present invention provides dyes of formula I-XXXIV, described in detail below, and dichroic light polarizers based on the dyes. In the dichroic light polarizers of this invention the dye molecules are aggregated into particles oriented in a predetermined direction on a surface of a substrate to enable the dye to polarize light transmitted through the dye. In another embodiment, a dichroic light polarizer includes a molecularly oriented layer of an organic dye on a surface of a substrate. The layer has a non-periodic arrangement of different polarizing elements. Each of the polarizing elements have differing orientations of the polarization vector in the substrate plane and/or differing colors. The dichroic light polarizer may contain one or more additional dye layers and may have a transparent layer intermediate to the dye layer.Type: GrantFiled: August 4, 1997Date of Patent: April 11, 2000Assignee: Optiva, Inc.Inventors: Ir G Khan, Yuri A. Bobrov, Leonid Y. Ignatov, Elena Y. Shishkina, Pavel I Lazarev, Alexey V. Kurbatov
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Patent number: 5746821Abstract: Disclosed are compositions comprising one or more compounds characterized by the formula: ##STR1## wherein Ar is an aromatic moiety having at least one substituent which is an acid group or salt thereof; X is a hydrocarbyl, carboxylic acid ester, sulfonic acid ester, carboxylic acid amide or sulfonic acid amide group; each Y is independently a hydrocarbyl, halogen, hydrocarbyloxy, carboxylic acid ester, sulfonic acid ester, carboxylic acid amide, imidazolone, sulfonic acid amide or nitro group; and a is 1, 2 or 3. Also disclosed is a process for preparing azo dyes which comprises coupling (i) at least one diazonium component of one or more aromatic amines containing at least one sulfonic acid group or carboxylic acid group, or salts thereof; with (ii) at least one coupling component represented by the formula: ##STR2## wherein X, Y and a are as defined above. The dye compositions prepared by this process and the azo pigments derived from such dyes are also disclosed.Type: GrantFiled: February 13, 1995Date of Patent: May 5, 1998Assignee: Engelhard CorporationInventor: Byron G. Hays
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Patent number: 5669967Abstract: Disclosed are compositions comprising one or more compounds characterized by the formula: ##STR1## wherein X is a hydrocarbyl, carboxylic acid ester, sulfonic acid ester, carboxylic acid amide or sulfonic acid amide group; Y is a hydrocarbyl, halogen or hydrocarbyloxy group; Ar is an aromatic moiety characterized by the formula: ##STR2## wherein A is a halogen group; each Z is independently a --COOH or --SO.sub.3 H group, or salts of such groups; m is 1 or 2; each R is independently a halogen, hydrocarbyl, hydrocarbyloxy, carboxylic acid ester, sulfonic acid ester, carboxylic amide, imidazolone, sulfonic acid amide, nitro group; and n is 0, 1 or 2.A process for preparing azo dyes, the dye compositions prepared by this process and the azo pigments derived from such dyes are also disclosed. Paint, ink and plastic compositions containing the foregoing pigments compositions are disclosed.Type: GrantFiled: May 30, 1996Date of Patent: September 23, 1997Assignee: Engelhard CorporationInventor: Byron G. Hays
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Patent number: 5532342Abstract: An azo metal chelate compound of an azo compound of the formula (I) with a metal: ##STR1## wherein A is a residue forming a heterocyclic ring together with the carbon atom and the nitrogen atom to which it is bonded, X is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, R.sup.1 is an alkyl group which may be substituted, an aryl group which may be substituted, an alkenyl group which may be substituted, or a cycloalkyl group which may be substituted, Y is a hydrogen atom or a cation, and n is an integer of from 1 to 3.Type: GrantFiled: April 17, 1995Date of Patent: July 2, 1996Assignee: Mitsubishi Chemical CorporationInventors: Tameichi Ochiai, Yutaka Kurose, Takumi Nagao, Takako Tsukahara, Satoru Imamura
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Patent number: 5502174Abstract: Fibre-reactive dyestuffs based on barbituric acid, of the following formula ##STR1## wherein the substituents have the meaning given in the description, are distinguished by improved properties.Type: GrantFiled: August 25, 1994Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventors: Stefan Ehrenberg, Aloysius Engel, Hermann Henk
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Patent number: 5494507Abstract: A dye having a representative formula as follows and an ink providing waterfast printing having the dye, in which a surfactant is not essential: ##STR1##Type: GrantFiled: December 19, 1994Date of Patent: February 27, 1996Assignee: Lexmark International, Inc.Inventors: Bradley L. Beach, James F. Feeman, Ann M. Piekunka, Allen C. Sanders
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Patent number: 5482546Abstract: Disclosed herein is a dye represented by the general formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently a radical selected from the Group B or a radical of the formula (i) or (ii), R.sub.5 is CH.sub.3 or COONH.sub.4, and R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are independently a radical selected from the Group B or a radical of the formula (iii), with the proviso that in a molecule of the dye, the number of SO.sub.3 NH.sub.4 is 1 and the number of COONH.sub.4 is 2 or 3:Group B: H, OH, CH.sub.3, C.sub.1, COONH.sub.4 and SO.sub.3 NH.sub.Type: GrantFiled: March 28, 1995Date of Patent: January 9, 1996Assignee: Canon Kabushiki KaishaInventor: Tsuyoshi Eida
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Patent number: 5457188Abstract: An azo lake of the formula ##STR1## in which ##STR2## R.sup.1 =--OH or --NR.sup.4 R.sup.5, R.sup.2 = ##STR3## except the lake of the formula ##STR4## Such azo lakes are useful as pigments.Type: GrantFiled: July 22, 1994Date of Patent: October 10, 1995Assignee: Bayer AktiengesellschaftInventor: Gesine Zimmermann
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Patent number: 5298608Abstract: A metal chelate compound comprising a monoazo compound of the following formula (I): ##STR1## (wherein A is a residue forming a hetero ring together with the carbon atom and the nitrogen atom to which it is bonded, B is a residue forming an aromatic group together with the two carbon atoms to which it is bonded, and X is a hydrogen atom or a cation), and a metal, and an optical recording medium comprising a substrate and a recording layer formed thereon for information to be written in and/or read out by laser, wherein said recording layer contains the metal chelate compound comprising a monoazo compound of the above formula (I) and a metal.Type: GrantFiled: January 16, 1992Date of Patent: March 29, 1994Assignee: Mitsubishi Kasei CorporationInventors: Tetsuo Murayama, Shuichi Maeda, Chiyoko Fukabori, Takumi Nagao
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Patent number: 5241058Abstract: Azo dye salts corresponding to formula I are suitable as masking couplers. ##STR1## In Formula I, A denotes an optionally substituted aryl group;CC denotes a group optionally carrying a ballast group and capable of coupling under the conditions of photographic color development to produce a dye preferably a cyan dye (color coupler residue);L denotes a linking member which is attached at the coupling position of the color coupler residue by an oxygen, sulphur or nitrogen atom;Z denotes a group conferring solubility in alkalies;R denotes NH--CO--R.sup.1, NH--SO.sub.2 --R.sup.1, COOR.sup.2 or NR.sup.1 --R.sup.2 ;R.sup.1 denotes an optionally substituted alkyl or aryl group;R.sup.2 denotes H or a group such as R.sup.1 ;[M.sup..sym. ] denotes a mixture of organic and inorganic cations optionally containing protons, in which the proportion of organic cation amounts to at least 1/2 mol per mol of dye;m stands for 0, 1 or 2; andn stands for 1, 2, 3 or 4; n.gtoreq.m.Type: GrantFiled: May 15, 1991Date of Patent: August 31, 1993Assignee: Agfa-Gevaert AktiengesellschaftInventors: Gunter Renner, Hans Langen, Ulrich Klein
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Patent number: 5077200Abstract: Chromogenic substrates for the detection of hydrolyzing enzymes, processes for the preparation of these chromogenic substrates and the use of the chromogenic substrates.The quantification of hydrolyzing enzymes for diagnostic purposes has to date been carried out by determination of the amounts of a fluorescent or highly absorbent chromogenic dyestuff liberated in the hydrolytic reaction, detection of which has in part been possible exlusively by instruments or in the neutral to alkaline pH range. After enzymatic hydrolysis, the chromogenic substrates according to the invention lead to highly sensitive and specifically measurable signals regardless of the pH range.Azo dyestuff compounds with the general formulaA--N.dbd.N--B (OR)in which A) and B) have the meanings given in claim 1 andR) is a radical which can be liberated by enzymatic hydrolysis, excluding a carbonyl radical,are provided.After enzymatic hydrolysis, highly sensitively and specifically measurable signals are obtained regardless of the pH range.Type: GrantFiled: September 28, 1988Date of Patent: December 31, 1991Assignee: Behringwerke AktiengesellschaftInventor: Klaus Habenstein
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Patent number: 4962191Abstract: Dyes suitable for dyeing a wide range of textile and non-textile materials, in particular for dyeing leather and pelts, having, in the form of the free acid, the formula ##STR1## wherein D.sub.1 and D.sub.2 are each independently of the other the radical of a diazo component of the benzene or naphthalene series which carries a hydroxy or carboxy in ortho-position to the azo group and which may or may not be further substituted,K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series which carries the group X in ortho-position to the azo group and which may or may not be further substituted,Me is chromium or cobalt,Q is an unsubstituted or substituted phenyl or naphthyl radical or an unsubstituted or substituted aromatic-heterocyclic radical,R.sub.1 is unsubstituted or substituted C.sub.1 -C.sub.6 alkyl or unsubstituted or substituted phenyl,R.sub.2 is hydrogen or independently has the meaning of R.sub.1, X is --O-- or --NR.sub.3,R.sub.3 is hydrogen or C.sub.Type: GrantFiled: August 28, 1989Date of Patent: October 9, 1990Assignee: Ciba-Geigy CorporationInventors: Alois Puntener, Kurt Burdeska
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Patent number: 4880431Abstract: A monoazo compound of the following formula, ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are independently hydrogen or alkyl, R.sub.4 is alkyl or carboxy, A is ##STR2## in which R.sub.5 is hydrogen, methyl, methoxy, ethoxy, sulfo or carboxy, X is hydrogen or sulfo, n is 0 or 1, and the asterisked linkage bonds to the azo group, B.sub.1 and B.sub.2 are independently phenylene or naphthylene, W is hydrogen, carbamoyl, sulfoalkyl, cyano, sulfo, chloro or bromo, and Y.sub.1 and Y.sub.2 are independently --CH.dbd.CH.sub.2, --CH.sub.2 CH.sub.2 OSO.sub.3 H or the like, which is useful for dyeing hydroxy group- or carbonamide group-containing materials in a deep yellow color excellent in various fastness properties such as light fastness, perspiration-light fastness and chlorine fastness.Type: GrantFiled: December 8, 1987Date of Patent: November 14, 1989Assignee: Sumitomo Chemical Company, LimitedInventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
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Patent number: 4877412Abstract: Compounds of the formula ##STR1## in free acid or salt form and internal, external and acid addition salts thereof, whereinK is ##STR2## wherein R.sub.3 -R.sub.5, R.sub.20, R.sub.21 and X-Z are as defined in the specification,each of Q.sub.1 and Q.sub.2 is independently hydrogen or --SO.sub.3 M.sub.1,each R.sub.1 and R.sub.2 is independently hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or --COOM, andn is 0 or 1,wherein each M and M.sub.1 is independently hydrogen or a nonchromophoric cation, with the provisos that (i) the compound contains at least one --SO.sub.3 M or --SO.sub.3 M.sub.1 group, (ii) when K is a gruop of Formula (a), at least one of R.sub.4 and R.sub.5 is hydrogen, (iii) the total number of anionic groups equals or exceeds the total number of basic and cationic groups, (iv) the positive charge of each cationic group is balanced by the negative charge of an --SO.sub.3.sup..crclbar. or --COO.sup..crclbar.Type: GrantFiled: March 31, 1988Date of Patent: October 31, 1989Assignee: Sandoz Ltd.Inventor: Reinhard Pedrazzi
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Patent number: 4685934Abstract: Monoazo compounds of formula ##STR1## wherein R.sub.1 is a coupling component radical,R.sub.1 is C.sub.1-6 alkyl; C.sub.1-6 alkyl substituted by 1 or 2 substituents selected from chloro, cyano, hydroxy, C.sub.1-4 alkoxy, phenyl and phenyl substituted by 1 or 2 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, carboxy, sulfo, sulfamoyl and acetamido; C.sub.5-7 cycloalkyl; C.sub.5-7 cycloalkyl substituted by 1 to 3 C.sub.1-4 alkyl groups; phenyl; phenyl substituted by 1 to 3 substituents selected from chloro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acetamido (maximum of 1), carboxy (maximum of 1), sulfo (maximum of 1) and --SO.sub.2 NR.sub.7 R.sub.8 (maximum of 1); 1- or 2-naphthyl or 1- or 2-naphthyl substituted by sulfo,whereineach of R.sub.7 and R.sub.8 is independently hydrogen; C.sub.1-4 alkyl; C.sub.1-4 alkyl monosubstituted by hydroxy or phenyl; cyclohexyl; phenyl or phenyl monosubstituted by chloro, methyl or methoxy, or--NR.sub.7 R.sub.Type: GrantFiled: July 12, 1985Date of Patent: August 11, 1987Assignee: Sandoz Ltd.Inventors: Francois Benguerel, Roland Mislin
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Patent number: 4652633Abstract: Compounds useful for dyeing nylon, wool, and leather, having the formula: ##STR1## wherein X.sup.1 is chlorine, bromine, methyl or trifluoromethyl, Y.sup.3 is chlorine or bromine, and K.sup.1 is a radical of the formula ##STR2## where R.sup.3 is C.sub.2 to C.sub.4 hydroxyalkyl, methoxyethyl or methoxypropyl.Type: GrantFiled: February 15, 1985Date of Patent: March 24, 1987Assignee: BASF AktiengesellschaftInventor: Gunther Lamm
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Patent number: 4560744Abstract: Compounds which in the form of the free acids correspond to the formula ##STR1## where A is a radical of a diazo component or of an amine,B is a radical of a coupling component or of an aldehyde,R.sup.1 is chlorine or bromine,R.sup.2 is methoxy or ethoxy,X is .dbd.N-- or .dbd.CH--,Y is --O-- or --COO-- andZ is --O-- or --NH--,are dyes which are very suitable for dyeing nylons and natural polyamides.Type: GrantFiled: March 6, 1981Date of Patent: December 24, 1985Assignee: BASF AktiengesellschaftInventors: Hans Baumann, Klaus Grychtol
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Patent number: 4554348Abstract: Disclosed are new acid azo dyes prepared from 2-amino-cinnamoylthiophene compounds. These dyes give bright red to blue shades, for example, on polyester, cellulose acetate, wool and particularly polyamide fibers and exhibit improvements in one or more of such properties as bathochromic shift, fastness to light, sublimation, chlorine, heat, ozone, gas, perspiration, crock, and wash, build, pH stability, bloom resistance, depth of shade, leveling, strike rate, migration, and the like. The dyes have the general formula ##STR1## wherein: R.sup.14 is H or alkyl; R is a substituent selected, for example, from alkyl, substituted alkyl, hydroxy, alkoxy, halogen, nitro, alkoxycarbonyl, alkanoyloxy, alkanoyl, cyano, alkylamino, and dialkylamino; C.sup.1 represents an aniline, tetrahydroquinoline or benzomorpholine coupling component which may be extensively substituted; each of R.sup.12 and R.sup.13 is selected from H, alkyl, alkoxy, acyl, halogen, and the like; and at least one of the water solubilizing groups, --SO.Type: GrantFiled: January 23, 1984Date of Patent: November 19, 1985Assignee: Eastman Kodak CompanyInventor: Robert N. Gourley
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Patent number: 4486347Abstract: The halogenated azo dyestuffs of the present invention possess fire-proofing and antimicrobial properties and have the following general formula: ##STR1##Type: GrantFiled: January 22, 1982Date of Patent: December 4, 1984Assignee: Tsentralny Nauchnoissledovatelsky Institut SherstiInventors: Irina N. Gorbacheva, Ljudmila M. Sukhova, Zinaida J. Kozinda, Vladislav L. Molokov, Lev T. Antonov, Vadim D. Simonov, Viktor A. Chertov, Semen I. Dvoskin, Raisa S. Veseneva