Pyrazole (including Hydrogenated) Patents (Class 534/710)
  • Patent number: 8808824
    Abstract: An aspect of the present invention relates to an optical information recording medium comprising a recording layer on a surface of a support, wherein the surface of the support has pregrooves with a track pitch ranging from 50 to 500 nm, the recording layer comprises an azo metal complex dye being a complex of six azo dyes and seven transition metal ions. A further aspect of the present invention relates to a method of recording information onto the optical information recording medium and a novel azo metal complex dye.
    Type: Grant
    Filed: September 25, 2009
    Date of Patent: August 19, 2014
    Assignee: FUJIFILM Corporation
    Inventors: Kousuke Watanabe, Taisuke Fujimoto, Tetsuya Watanabe, Masashi Ogiyama, Seiji Hatano, Taro Hashizume, Hirokazu Hashimoto
  • Patent number: 8092890
    Abstract: The optical information recording medium comprises a recording layer on a surface of a support. The surface of the support has pregrooves with a track pitch ranging from 50 to 500 nm, the recording layer comprises an azo metal complex dye, the azo metal complex dye is a complex of one or more azo dye and transition metal ions of which number is equal to or greater than the number of the azo dye. The azo metal complex dye comprises two or more transition metal ions per molecule, and in a molecule of the azo metal complex dye.
    Type: Grant
    Filed: April 11, 2008
    Date of Patent: January 10, 2012
    Assignee: FUJIFILM Corporation
    Inventors: Kousuke Watanabe, Tetsuya Watanabe, Taro Hashizume, Masashi Ogiyama
  • Patent number: 7754863
    Abstract: The invention accordingly relates to an optical recording medium comprising a substrate, a reflecting layer and a recording layer, wherein the recording layer comprises a compound of formula (I) or a mesomeric or a tautomeric form thereof, wherein M1 is a metal cation in the oxidation state +3, a hydroxy or halogeno metal group wherein the metal is in the oxidation state +4, or an oxo metal group wherein the metal is in the oxidation state +5; (III) and (IV)are each independently of the other (V), (VI) or (VII); (VIII) is (IX), (X), (XI), (XII), (XIII), or (XIV); (XV) is (XVI) or C2-C8heteroaryl unsubstituted or mono- or poly-substituted by R10, R11, R12 and/or R13; Q1 is N or CR18, Q2 is N or CR19, Q3, Q5 and Q7 are each independently of the other CR20R21, O, S or NR22, Q4 is CR16 or N and Q6 is CR17 or N; and R2 and/or R6 are O, S or NR33. Please see the disclosure for the other substituents which are less relevant.
    Type: Grant
    Filed: July 6, 2005
    Date of Patent: July 13, 2010
    Assignee: Ciba Specialty Chemicals Corp.
    Inventors: Jean-Pierre Bacher, Gisèle Baudin, Frédérique Wendeborn, Jean-Marie Adam, Urs Lehmann, Jean-Luc Birbaum
  • Publication number: 20100002569
    Abstract: An aspect of the present invention relates to an optical information recording medium comprising a recording layer on a surface of a support, wherein the surface of the support has pregrooves with a track pitch ranging from 50 to 500 nm, the recording layer comprises an azo metal complex dye in the form of a complex of at least one azo dye denoted by general formula (1) and at least one metal ion: wherein, in general formula (1), Q1 denotes an atom group forming a ring with two adjacent carbon atoms and a carbon atom bonded to —N?N-group, G1 denotes a heterocyclic group or carbocyclic group, and R1 denotes an alkyl group, alkenyl group, alkynyl group, aryl group, or heterocyclic group.
    Type: Application
    Filed: June 25, 2009
    Publication date: January 7, 2010
    Applicant: FUJIFILM Corporation
    Inventors: Hisato NAGASE, Tetsuya Watanabe, Taro Hashizume
  • Patent number: 7625621
    Abstract: The present invention provides novel azo dye material based on antipyrine azo structure and metal complexes containing such azo compounds which are suitable for optical recording media. The dyes exert high light-fastnesses properties and excellent recording characteristics. In particular the invention relates to optical layers comprising such dyes, to a method for manufacturing such optical layers and to optical recording media comprising such optical layers.
    Type: Grant
    Filed: July 29, 2005
    Date of Patent: December 1, 2009
    Assignee: Clariant Finance (BVI) Limited
    Inventor: Pascal Steffanut
  • Publication number: 20080249290
    Abstract: Disclosed is a compound of the formula and dimers thereof, wherein R, R?, X, (Y)m, and (Z)n are as defined herein. The compounds are useful as colorants, particularly in applications such as phase change inks.
    Type: Application
    Filed: April 4, 2007
    Publication date: October 9, 2008
    Inventors: Jeffrey H. Banning, James D. Mayo, Rina Carlini
  • Patent number: 7018457
    Abstract: There are described metal-complexed azo dyes which are useful in ink jet printing applications. Also described are ink jet ink compositions including a dye of the invention as well as ink jet printing methods and apparatus.
    Type: Grant
    Filed: November 12, 2003
    Date of Patent: March 28, 2006
    Assignee: Polaroid Corporation
    Inventors: Michael J. Berger, Michael P. Filosa, Stephen Stroud
  • Patent number: 6827770
    Abstract: A metal chelated dyestuff for inkjet recording comprising a water soluble azo metal chelated compound formed by an azo-based compound represented by the following general formula (1) having one or more hydrophilic group per molecule and a metal element; an aqueous inkjet recording liquid comprising an aqueous medium and the aforementioned metal chelated dyestuff; and an inkjet recording method using the aforementioned recording liquid are described, wherein the heterocyclic ring containing X1 is a triazole ring or the like; and Ar1 represents naphthyl group having a chelated group.
    Type: Grant
    Filed: June 18, 2002
    Date of Patent: December 7, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Tomohiro Chino, Masahiro Yamada, Hideo Sano, Wataru Shimizu, Yuukichi Murata
  • Publication number: 20040191660
    Abstract: An electrophotographic printing method which comprises using a charge controlling agent containing a monoazo iron complex compound of the formula (1) as an effective component, 1
    Type: Application
    Filed: November 18, 2003
    Publication date: September 30, 2004
    Applicant: Hodogaya Chemical Co., Ltd.
    Inventors: Hideyuki Otsuka, Kazuo Nemoto, Shinji Otani, Noriyuki Suzuki, Eisuke Yamada, Masaki Okubo
  • Publication number: 20040163568
    Abstract: There are described metal-complexed azo dyes which are useful in ink jet printing applications. Also described are ink jet ink compositions including a dye of the invention as well as ink jet printing methods and apparatus.
    Type: Application
    Filed: November 12, 2003
    Publication date: August 26, 2004
    Inventors: Michael J. Berger, Michael P. Filosa, Stephen Stroud
  • Patent number: 6755903
    Abstract: A metal chelated dyestuff for inkjet recording is described, which is a water soluble azo metal chelated compound formed from an azo compound represented by the following general formula (1) and a metal element and is good at the clearness of color tone, light resistance, indoor discoloring and fading property, solubility, storage stability, and the like.
    Type: Grant
    Filed: June 24, 2002
    Date of Patent: June 29, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Masahiro Yamada, Tomio Yoneyama, Tomohiro Chino
  • Patent number: 6689872
    Abstract: An optical recording medium dye is described. The optical recording medium dye is an azo metal chelate compound, wherein the azo metal chelate compound comprises the following structure: wherein R1 is a hydrogen atom, a C1-6 straight chain or branched alkyl group, an amino group, an alkylamino group or a tolylamino group; R2 is a hydrogen atom, a hydroxyl group, a halogen atom, an ether group, a C1-6 straight chain or branched alkyl group; R3 is a hydrogen atom, a C1-6 straight chain or branched alkyl group; R4 is a hydrogen atom, a C1-6 straight chain or branched alkyl group or a halogen atom; A3 is a residue forming a heterocyclic ring derivative together with a carbon atom and a nitrogen atom.
    Type: Grant
    Filed: September 17, 2002
    Date of Patent: February 10, 2004
    Assignee: Ritek Corporation
    Inventors: Nae-Jen Wang, Ching-Huang Chen, Li-Ling Lin, Chao-Nan Kuo, Wen-Dar Liu, Wan-Chun Chen, Shyh-yeu Wang
  • Patent number: 6284877
    Abstract: A metal chelate compound obtained from an azo compound of the following formula [a] or [b] and a metal salt: wherein each of A2 and A3 is a residue forming, together with the carbon atom and the nitrogen atom to which A2 or A3 is bonded, a heterocyclic ring which may have a substituent, B1 is a residue forming, together with the carbon atoms to which B1 is bonded, an aromatic or heterocyclic ring which may have a substituent, and Y is a C1-6 linear or branched alkyl group substituted by at least two fluorine atoms.
    Type: Grant
    Filed: July 6, 2000
    Date of Patent: September 4, 2001
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yuko Okamoto, Yutaka Kurose, Shuichi Maeda, Yuki Suzuki
  • Patent number: 5545400
    Abstract: A deodorant containing an azo metal complex expressed by the following structural formula 1, which is produced by mixing a solution in which azo compounds to be ligands are dissolved with a solution in which a metal salt is dissolved: ##STR1## In the structural formula 1, M represents a metal element, R.sub.1 and R.sub.2 represent aromatic compounds, which may be the same or different from each other, and R.sub.3 and R.sub.4 represent aromatic compounds or heterocyclic compounds, which may be the same or different from each other. In addition, either one or both of nitrogen atoms in an azo base in each of the legends may be coordinated to the metal M.
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: August 13, 1996
    Assignee: Sanyo Electric Co., Ltd.
    Inventors: Masakazu Sakata, Hiroyuki Fujii, Yuji Hamada, Kenichi Shibata, Yoshitaka Nishio
  • Patent number: 5330542
    Abstract: A dye-incorporated composition which comprises a cyanine type dye and an azo metal chelate compound comprising an azo type 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 ring or a hetero ring together with the two carbon atoms to which it is bonded, and X is a group having an active hydrogen), and a metal, and an optical recording medium comprising a recording layer which contains the dye-incorporated composition.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: July 19, 1994
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Shuichi Maeda, Satoru Imamura, Kazuo Mitsuhashi, Takako Tsukahara
  • Patent number: 5314998
    Abstract: Metal-azo dyes with excellent solubility in organic media are provided. The metal-containing dyes of the present invention have a nucleus of the formula: ##STR1## wherein the substituents have the meaning given in the description. Dye-donor sheets comprising the above-mentioned dyes are also disclosed.
    Type: Grant
    Filed: September 8, 1992
    Date of Patent: May 24, 1994
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Terrance P. Smith, David W. Macomber
  • Patent number: 4892584
    Abstract: Novel metallized azo dyes are useful as infrared absorptive dyes in inks for ink-jet printing.
    Type: Grant
    Filed: December 5, 1988
    Date of Patent: January 9, 1990
    Assignee: Eastman Kodak Company
    Inventor: Derek D. Chapman
  • Patent number: 4847365
    Abstract: The invention relates to novel 1:1 metal complexes of a divalent transition metal and an azo compound of the formula (1) ##STR1## wherein X is a hydrogen or a halogen atom, an alkyl, alkoxy, aryloxy, nitro, acylamino, ureido, arylureido, thioureido, thiocyano or sulfamoyl group or a phthalimido group which is unsubstituted or substituted by halogen atoms,Y is a hydrogen or halogen atom, an alkyl or alkoxy group, andR is an alkyl, alkoxycarbonyl, carbamoyl or alkylcarbamoyl group, orwherein X and Y, together with two vicinal carbon atoms of the benzene ring, form a fused benzene or imidazolone ring.These metal complexes, in particular the nickel and copper complexes, are suitable for the mass coloration of polymer fibres, especially polyolefins, polyamides or polyesters. The colored fibres have good fastness to heat, light and weather, as well as good rub- and wetfastness properties.
    Type: Grant
    Filed: February 17, 1988
    Date of Patent: July 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Paul Lienhard
  • Patent number: 4772687
    Abstract: Metal complex dyestuffs which in the form of the free acid correspond to the formula ##STR1## in which the substituents have the meaning given in the description are, depending on the meanings of the substituents, suitable for use as reactive dyestuffs for cotton, wool or polyamide, as direct dyestuffs for cotton or as pigment dyestuffs. Dyeings are obtained which have good fastness properties, in particular good wet-, light- and chlorine fastness.
    Type: Grant
    Filed: May 1, 1986
    Date of Patent: September 20, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Henk
  • Patent number: 4686285
    Abstract: (i) Metal-free compounds of the formula ##STR1## (ii) tautomers thereof, (iii) 1:1 and 1:2 metal complexes of (i) and (ii),(iv) salts of (i), (ii), and (iii), and(v) mixtures of (i), (ii), (iii), and (iv),wherein the symbols are as defined in the Specification, are useful as dyes for, for example, polymers and copolymers of acrylonitrile, polyesters modified to contain acid groups, polyamides such as wool, leather, cotton, bast fibers such as hemp, flax, sisal jute, coir and straw, regenerated cellulose, glass fibers and paper (those wherein R.sub.o is other than hydrogen) or as intermediates for the synthesis of dyes.
    Type: Grant
    Filed: February 8, 1985
    Date of Patent: August 11, 1987
    Assignee: Sandoz Ltd.
    Inventor: Reinhard Pedrazzi
  • Patent number: 4661587
    Abstract: Disclosed are chrome complex dyes of the formula ##STR1## and of the formula ##STR2## wherein Z and Z' independently of one another are each nitrogen or --CH--;X and X' independently of one another are each oxygen, or a group of the formula --NR--, in which R is hydrogen or C.sub.1 -C.sub.4 -alkyl, provided X is oxygen when Z is --CH-- and provided X' is oxygen when Z' is --CH--;A and B independently of one another are each a diazo component of a benzene or naphthalene radical which carries the hydroxyl or carboxyl group in the o-position with respect to the azo group;C and D independently of one another are each a benzene or naphthalene radical which carries in the o-position with respect to the azo or azomethine group a hydroxyl or carboxyl group, or the radical of an aliphatic or cycloaliphatic aminocarboxylic acid, if n.sub.2 or n.sub.
    Type: Grant
    Filed: May 3, 1985
    Date of Patent: April 28, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Ulrich Schlesinger, Fabio Beffa
  • Patent number: 4617382
    Abstract: The present invention relates to novel chromium complex dyes of the formula ##STR1## wherein Z is hydrogen, chloro, bromo, nitro, lower alkyl or acylamino;L is H.sub.
    Type: Grant
    Filed: April 13, 1983
    Date of Patent: October 14, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Gerhard Back, Fabio Beffa, Arthur Buhler
  • Patent number: 4599402
    Abstract: The novel compounds of the general formula I ##STR1## where A is a radical of a coupling or diazo component which, if necessary after conversion, is capable of complex formation, Ar is an unsubstituted or substituted aromatic or heterocyclic radical, D is a radical of a diazo component and Me is a Co.sup.2+, Cu.sup.2+, Zn.sup.2+, Mn.sup.2+ or Ni.sup.2+ ion, and the ring B can be further substituted, are very useful for dyeing cellulose fibers, polyesters and blends of cellulose fibers and polyesters.The present dyes are lightfast and fast to washing and to solvents.
    Type: Grant
    Filed: October 12, 1984
    Date of Patent: July 8, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Dehnert, Werner Junemann
  • Patent number: 4598030
    Abstract: Photographic elements, diffusion transfer assemblages and coordination complexes are described which employ a novel nondiffusible compound capable of releasing at least one diffusible dye moiety having the formula: ##STR1## wherein: (a) D.sup.1, D.sup.2 and D.sup.3 each independently represents the atoms necessary to complete an aromatic heterocyclic nucleus having at least one ring of 5 to 7 atoms;(b) Z.sup.1 and Z.sup.2 each independently represents the atoms necessary to complete an aromatic carbocyclic or heterocyclic nucleus having at least one ring of 5 to 7 atoms or a ketomethine group;(c) G.sup.1 and G.sup.2 each independently represents a metal chelating group;(d) Me is a polyvalent, hexacoordinate metal ion,(e) CAR represents a ballasted carrier moiety capable of releasing the diffusible dye moiety as a function of development of the silver halide emulsion layer under alkaline conditions; and(f) n is 1, 2 or 3.
    Type: Grant
    Filed: August 2, 1985
    Date of Patent: July 1, 1986
    Assignee: Eastman Kodak Company
    Inventor: James A. Reczek
  • Patent number: 4563193
    Abstract: The novel asymmetric 1:2 chrome complex dyes of the formula I given in claim 1 are suitable in particular for dyeing wool or polyamide and especially leather.
    Type: Grant
    Filed: November 7, 1983
    Date of Patent: January 7, 1986
    Assignee: Ciba Geigy Corporation
    Inventor: Fabio Beffa
  • Patent number: 4500715
    Abstract: 1,3,4-Thiazole derivatives of the formula ##STR1## wherein R.sub.26 ' denotes a C.sub.1 -C.sub.8 -alkyl radical which is optionally substituted by hydroxyl, halogen, cyano, C.sub.1 -C.sub.4 -alkoxy, carboxyl, aminocarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonyl, a C.sub.2 -C.sub.4 -alkenyl radical, a cyclohexyl radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl, a phenyl, benzyl or phenylethyl radical which is optionally substituted by halogen, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy, a C.sub.1 -C.sub.2 -alkylcarbonyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminocarbonyl, aminocarbonyl, mono- or di-C.sub.1 -C.sub.4 -alkylaminosulphonyl, 2-thienyl, 2-furyl, 2-tetrahydrofuryl, amino, C.sub.1 -C.sub.4 -alkylamino or di-(C.sub.1 -C.sub.4 -alkyl)-amino radical or a phenylamino or benzylamino radical which is optionally substituted by C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy and R.sub.27 ' denotes a C.sub.1 -C.sub.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: February 19, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hauke Furstenwerth