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)
  • Publication number: 20100305247
    Abstract: 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: Application
    Filed: October 15, 2007
    Publication date: December 2, 2010
    Inventors: Thomas Ruch, Ursula Luterbacher
  • Patent number: 7824488
    Abstract: 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: Grant
    Filed: February 12, 2008
    Date of Patent: November 2, 2010
    Assignee: Clariant Finance (BVI) Limited
    Inventors: Till Borchert, Martin Ulrich Schmidt, Arpad Acs, Ruediger Jung
  • Publication number: 20100112622
    Abstract: 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: Application
    Filed: January 30, 2008
    Publication date: May 6, 2010
    Applicant: ARKRAY, INC.
    Inventors: Satoshi Yonehara, Norio Inamura
  • Publication number: 20100068472
    Abstract: 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 su
    Type: Application
    Filed: October 13, 2006
    Publication date: March 18, 2010
    Inventors: Gavin Wright, Rachel Anne James, Roy Bradbury, Lynn Patricia Bradbury
  • Patent number: 7470780
    Abstract: 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: Grant
    Filed: December 19, 2005
    Date of Patent: December 30, 2008
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Thomas Ruch, Ursula Luterbacher
  • Patent number: 6613888
    Abstract: 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: Grant
    Filed: June 24, 2002
    Date of Patent: September 2, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
  • Patent number: 6602342
    Abstract: 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: Grant
    Filed: July 2, 2001
    Date of Patent: August 5, 2003
    Assignee: Clariant GmbH
    Inventors: Martin U. Schmidt, Arpad Acs, Rüdiger Jung, Franz Schui
  • Patent number: 6489452
    Abstract: 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: Grant
    Filed: March 21, 2001
    Date of Patent: December 3, 2002
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Keiichi Tateishi, Toshiki Fujiwara, Makoto Yamada
  • Patent number: 6049428
    Abstract: 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: Grant
    Filed: August 4, 1997
    Date of Patent: April 11, 2000
    Assignee: Optiva, Inc.
    Inventors: Ir G Khan, Yuri A. Bobrov, Leonid Y. Ignatov, Elena Y. Shishkina, Pavel I Lazarev, Alexey V. Kurbatov
  • Patent number: 5746821
    Abstract: 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: Grant
    Filed: February 13, 1995
    Date of Patent: May 5, 1998
    Assignee: Engelhard Corporation
    Inventor: Byron G. Hays
  • Patent number: 5669967
    Abstract: 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: Grant
    Filed: May 30, 1996
    Date of Patent: September 23, 1997
    Assignee: Engelhard Corporation
    Inventor: Byron G. Hays
  • Patent number: 5532342
    Abstract: 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: Grant
    Filed: April 17, 1995
    Date of Patent: July 2, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tameichi Ochiai, Yutaka Kurose, Takumi Nagao, Takako Tsukahara, Satoru Imamura
  • Patent number: 5502174
    Abstract: 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: Grant
    Filed: August 25, 1994
    Date of Patent: March 26, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stefan Ehrenberg, Aloysius Engel, Hermann Henk
  • Patent number: 5494507
    Abstract: 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: Grant
    Filed: December 19, 1994
    Date of Patent: February 27, 1996
    Assignee: Lexmark International, Inc.
    Inventors: Bradley L. Beach, James F. Feeman, Ann M. Piekunka, Allen C. Sanders
  • Patent number: 5482546
    Abstract: 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: Grant
    Filed: March 28, 1995
    Date of Patent: January 9, 1996
    Assignee: Canon Kabushiki Kaisha
    Inventor: Tsuyoshi Eida
  • Patent number: 5457188
    Abstract: 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: Grant
    Filed: July 22, 1994
    Date of Patent: October 10, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Gesine Zimmermann
  • Patent number: 5298608
    Abstract: 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: Grant
    Filed: January 16, 1992
    Date of Patent: March 29, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Tetsuo Murayama, Shuichi Maeda, Chiyoko Fukabori, Takumi Nagao
  • Patent number: 5241058
    Abstract: 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: Grant
    Filed: May 15, 1991
    Date of Patent: August 31, 1993
    Assignee: Agfa-Gevaert Aktiengesellschaft
    Inventors: Gunter Renner, Hans Langen, Ulrich Klein
  • Patent number: 5077200
    Abstract: 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: Grant
    Filed: September 28, 1988
    Date of Patent: December 31, 1991
    Assignee: Behringwerke Aktiengesellschaft
    Inventor: Klaus Habenstein
  • Patent number: 4962191
    Abstract: 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: Grant
    Filed: August 28, 1989
    Date of Patent: October 9, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Alois Puntener, Kurt Burdeska
  • Patent number: 4880431
    Abstract: 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: Grant
    Filed: December 8, 1987
    Date of Patent: November 14, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Kazufumi Yokogawa, Naoki Harada, Takashi Omura
  • Patent number: 4877412
    Abstract: 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: Grant
    Filed: March 31, 1988
    Date of Patent: October 31, 1989
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4685934
    Abstract: 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: Grant
    Filed: July 12, 1985
    Date of Patent: August 11, 1987
    Assignee: Sandoz Ltd.
    Inventors: Francois Benguerel, Roland Mislin
  • Patent number: 4652633
    Abstract: 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: Grant
    Filed: February 15, 1985
    Date of Patent: March 24, 1987
    Assignee: BASF Aktiengesellschaft
    Inventor: Gunther Lamm
  • Patent number: 4560744
    Abstract: 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: Grant
    Filed: March 6, 1981
    Date of Patent: December 24, 1985
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans Baumann, Klaus Grychtol
  • Patent number: 4554348
    Abstract: 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: Grant
    Filed: January 23, 1984
    Date of Patent: November 19, 1985
    Assignee: Eastman Kodak Company
    Inventor: Robert N. Gourley
  • Patent number: 4486347
    Abstract: The halogenated azo dyestuffs of the present invention possess fire-proofing and antimicrobial properties and have the following general formula: ##STR1##
    Type: Grant
    Filed: January 22, 1982
    Date of Patent: December 4, 1984
    Assignee: Tsentralny Nauchnoissledovatelsky Institut Shersti
    Inventors: 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