Hydroxy Bonded Directly At The 2-position Of The Bicyclo Ring System (h Of Hydroxy May Be Replaced By The Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 534/842)
  • Patent number: 8585784
    Abstract: The present invention relates to new compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups and to a process for their preparation. Further aspects are shading compositions using these compounds.
    Type: Grant
    Filed: November 25, 2008
    Date of Patent: November 19, 2013
    Assignee: BASF SE
    Inventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Käser, Roger Wolfgang Basler
  • Publication number: 20130227797
    Abstract: The invention relates to the dyeing of human keratinous fibres, in particular the hair, using anionic direct dyes or acid dyes having a tetraalkylammonium counterion of formula (I) with Col(?)m. R1, R2, R3, R4, m, and n as defined in the description. A subject-matter of the invention is a dyeing composition comprising an anionic dye of formula (I) and a method for dyeing keratinous fibres, such as the hair, employing the said composition. A subject-matter of the invention is likewise novel dyes of formula (I) and their uses for the colouring of keratinous fibres. This composition makes it possible to obtain a chromatic, powerful and particularly persistent colouring on keratinous fibres.
    Type: Application
    Filed: November 16, 2011
    Publication date: September 5, 2013
    Applicant: L'OREAL
    Inventor: Andrew Greaves
  • Publication number: 20100319142
    Abstract: The present invention relates to new compounds, which are molecular combinations of a phthalocyanine and a mono-azo dyestuff linked via specific linking groups and to a process for their preparation. Further aspects are shading compositions using these compounds.
    Type: Application
    Filed: November 25, 2008
    Publication date: December 23, 2010
    Applicant: BASF SE
    Inventors: Hans Kramer, Frank Bachmann, Christof Dosenbach, Mini Jeevanath, Georg Roentgen, Adolf Kaser, Roger Wolfgang Basler
  • Patent number: 6843839
    Abstract: Magenta ink exhibiting excellent coloration on various recording materials is provided according to the present invention. The magenta ink can realize high image densities and can produce images having superior light resistance.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: January 18, 2005
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tsuyoshi Kanke, Takao Yamamoto, Kumiko Mafune, Hisashi Teraoka, Yuko Yakushigawa
  • Patent number: 6709502
    Abstract: Monoazo dyes of formulas (IV) wherein R1, R2, R3, m, n and M are as described in the specification, are excellent dyes for dyeing and printing of cellulose containing materials and especially for the preparation of inks for ink jet printing.
    Type: Grant
    Filed: December 17, 2001
    Date of Patent: March 23, 2004
    Assignee: Ilford Imaging Switzerland GmbH
    Inventor: Kurt Baettig
  • Patent number: 6599748
    Abstract: A hardness indicator composition, and a method of water hardness analysis, capable of measuring hardness even with higher-hardness water without requiring titration by a two-liquid system. The hardness indicator composition is formulated of a metal indicator with a desensitizer added thereto.
    Type: Grant
    Filed: November 21, 2000
    Date of Patent: July 29, 2003
    Assignees: Miura Co., Ltd., Miura Institute of Research & Development Co. Ltd.
    Inventors: Junichi Nakajima, Keita Mizogami, Yuuji Ukena
  • Patent number: 6548703
    Abstract: A toning agent for an azo pigment, an azo pigment with a modified tone, and process for preparing the same are provide. 2-hydroxynaphthalene-3,6-dicarboxylic acid or a derivative thereof is admixed with a primary coupler component for an azo pigment and the mixed coupler composition and an aromatic diazonium are coupled.
    Type: Grant
    Filed: June 16, 2000
    Date of Patent: April 15, 2003
    Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo Kenkyujo
    Inventors: Ryuzo Ueno, Masaya Kitayama, Kenji Minami, Masamitsu Kubotsu
  • Publication number: 20020121221
    Abstract: Monoazo dyes of formulas (IV) 1
    Type: Application
    Filed: December 17, 2001
    Publication date: September 5, 2002
    Applicant: ILFORD IMAGING SWITZERLAND GmbH
    Inventor: Kurt Baettig
  • Publication number: 20020011178
    Abstract: Magenta ink exhibiting excellent coloration on various recording materials is provided according to the present invention. The magenta ink can realize high image densities and can produce images having superior light resistance. The magenta ink contains first and second coloring materials represented by the following general formulae 1 and 2, respectively, and a water-based medium.
    Type: Application
    Filed: June 4, 2001
    Publication date: January 31, 2002
    Inventors: Tsuyoshi Kanke, Takao Yamamoto, Kumiko Mafune, Hisashi Teraoka, Yuko Yakushigawa
  • Patent number: 5874547
    Abstract: A process for diazotizing an amine comprises the steps of oxidizing nitric oxide in solution with an oxidizing agent to maintain an equilibrium concentration of a diazotizing agent and reacting a primary aromatic amine in situ with said diazotizing agent in said solution.
    Type: Grant
    Filed: June 5, 1997
    Date of Patent: February 23, 1999
    Assignee: Crompton & Knowles Corporation
    Inventors: John W. Larsen, Tracey McCracken, Jay E. Rowe, Lee A. Schaeffer
  • Patent number: 5254160
    Abstract: A water-soluble dye for a color subtractive, lightfast, wide spectrum ink as follows: ##STR1## wherein: X is ##STR2## R.sub.1 is: an aliphatic radical having from 1 to 18 carbon atoms; the radical ##STR3## in which R.sub.2 is --H, -lower alkyl of 1 to 4 C atoms, -lower alkoxy, -halogen, --NO.sub.2 --CN, --CO.sub.2 H;R.sub.3 is --H, -lower alkyl having 1 to 4 C atoms, -halogen, --CO.sub.2 H;M is H, Li, Na, K, --N(R.sub.4).sub.4 in which R.sub.4 is H, ##STR4## in which R.sub.5 is --H, -lower alkyl, and.sub.n is 1 to 4; and in which one of the --SO.sub.3 M groups on the amino-naphthol radical is positioned meta or para --SO.sub.3 M is meta to the --OH.and the dye in a water and glycol vehicle. A dye set of this dye, Direct Blue 199, and Direct Yellow 132 provides a full color spectrum of bright, lightfast colors.
    Type: Grant
    Filed: December 14, 1992
    Date of Patent: October 19, 1993
    Assignee: Lexmark International, Inc.
    Inventors: Bradley L. Beach, Kathryn E. Burns, James F. Feeman, Ann M. Piekunka, Agnes K. Zimmer
  • Patent number: 5196518
    Abstract: A process for the preparation of azo dyes of formula ##STR1## wherein K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, and the hydroxy group is attached to K adjacent to the azo group, X is hydrogen or nitro and M is an alkali metal ion, which process comprises coupling a diazo component of formula ##STR2## in the presence of one or more buffer mixtures and in the absence or presence of an alkali metal chloride, to a coupling component of formula ##STR3## in which formulae (2) and (3) K and X are as defined for formula (1). The present invention makes it possible to prepare the azo dyes in high yields.
    Type: Grant
    Filed: August 28, 1991
    Date of Patent: March 23, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Langfeld, Claudio Puebla, Gunter Sereinig
  • Patent number: 5183501
    Abstract: An ink composition for ink jet recording, which contains a water-soluble dye, an organic solvent and water, in which the dye is represented by the formula (1) as shown in the state of free acid:D--(SO.sub.2 CH.sub.2 CH.sub.2 SO.sub.3 H).sub.m (1)wherein D represents a dye residue selected from the group of monoazo and polyazo dyes, their complexes with Cr, Fe, Co and Cu, copper and nickel phthalocyanine dyes, anthraquinone dyes, dioxazine dyes, and formazane complex dyes, and m represents an integer of 1, 2, 3 or 4, and which is superior in its stability during preservation and while being used, thermal stability, image clearness, water resistivity, light fastness, etc.
    Type: Grant
    Filed: October 11, 1991
    Date of Patent: February 2, 1993
    Assignees: Sumitomo Chemical Company, Limited, Taoka Chemical Co. Ltd.
    Inventors: Hideo Kawashita, Mituhiro Ohta, Kazuya Ogino
  • Patent number: 5126435
    Abstract: A process for the preparation of azo dyes of formula ##STR1## wherein K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series, and the hydroxy group is attached to K adjacent to the azo group, X is hydrogen or nitro and M is an alkali metal ion or an ammonium ion, which process comprises coupling a diazo component of formula ##STR2## in the presence of a zinc salt and in an inert gas atmosphere, to a coupling component of formula ##STR3## in which formula (2) and (3) above K and X are as defined for formula (1). The process makes it possible to obtain the azo dyes in high yield.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: June 30, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans P. Joswig, Werner Huber
  • Patent number: 5051131
    Abstract: An azo pigment composition which forms a dispersion having high tinting strength and excellent clearness, transparency, fluidity and storage stability, and which is formed from a coupling reaction between a diazo component and a coupler component, and contains a compound represented by formula (I) ##STR1## wherein Q represents a diazo or coupler component moiety, A represents a divalent bonding group selected from a class consisting of --CONR'--, SO.sub.2 NR'--, --CH.sub.2 NH-- and --CH.sub.2 NHCOCH.sub.2 NH-- in which R' represents a hydrogen atom, alkyl group having 1 to 20 carbon atoms or aryl group,each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 represents a hydrogen atom, alkyl group having 1 to 20 carbon atoms or alkenyl group having 2 to 20 carbon atoms, and R.sub.3 and R.sub.
    Type: Grant
    Filed: December 12, 1989
    Date of Patent: September 24, 1991
    Assignee: Toyo Ink Manufacturing Co., Ltd.
    Inventors: Takahiro Yuasa, Kenzi Kitamura
  • Patent number: 5026830
    Abstract: Process for the preparation of azo dyes of the formula ##STR1## in which K is the radical of a coupling component of the benzene or naphthalene series or of the heterocyclic series in which the hydroxyl group is attached to K in a position adjacent to the azo group, X is hydrogen or nitro and M is an alkali metal ion or ammonium ion, which comprises coupling a diazo component of the formula ##STR2## in the presence of an alkali metal chloride and ammonium chloride with a coupling component of the formula (3) ##STR3## K and X in the formulae (2) and (3) being as defined under formula (1). The present invention allows the preparation of the said azodyes in high yields.
    Type: Grant
    Filed: August 29, 1988
    Date of Patent: June 25, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Horst Langfeld, Claudio Puebla, Gunter Sereinig
  • Patent number: 4841027
    Abstract: Improvement in a process for producing an arylazo-aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR1## wherein A is a phenyl or naphthyl group unsubstituted or substituted by one to four members selected from alkyl, alkoxy, phenoxy, sulfonic acid, carboxylic acid, arylamino, amino, nitro and hydroxyl groups and halogen atoms, and m is 0 or 1, which comprises reacting an aminonaphtholsulfonic acid represented by a free acid of the formula, ##STR2## wherein m is as defined above, with a dibasic acid anhydride to obtain an acylaminonaphtholsulfonic acid, coupling a diazonium compound of amine of the formula,A'--NH.sub.
    Type: Grant
    Filed: February 11, 1985
    Date of Patent: June 20, 1989
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Kayane, Takashi Omura, Yasuo Tezuka, Hideharu Sone
  • Patent number: 4530724
    Abstract: The color of azo pigments derived from 2-hydroxynaphthalene-3-carboxylic acid or its salts are improved by the coupling reaction of a diazonium compound of an aromatic aminosulfonic acid with a coupling component which is a mixture of (1) 2-hydroxynaphthalene-3-carboxylic acid or its salt, (2) .beta.-naphthol or its salt, and (3) a phenolic by-product having a molecular weight of about 300 and containing about 1 equivalent of phenolic hydroxy groups. The phenolic by-product can be obtained by evaporating .beta.-naphthol from a tarry substance formed as a by-product during the reaction of an alkali .beta.-naphtholate with carbon dioxide, extracting the residue with an alkali and precipitating the soluble matter with an acid. The color or tone of the azo pigment is stabilized by the use of the coupling component.
    Type: Grant
    Filed: September 1, 1982
    Date of Patent: July 23, 1985
    Assignee: Kabushiki Kaisha Ueno Seiyaku Uno Kenkyujo
    Inventors: Ryuzo Ueno, Hiroaki Tsuchiya, Shigeru Itoh
  • Patent number: 4499015
    Abstract: Chromium complex dyestuffs of the formula ##STR1## wherein X denotes hydrogen or nitro,Y denotes hydrogen, nitro or chlorine andZ denotes hydrogen, nitro, chlorine, alkyl, alkoxy, alkylsulphonyl, arylsulphonyl or SO.sub.2 NW.sub.1 W.sub.2 andW.sub.1 and W.sub.2 denote hydrogen, aryl or alkyl, with the proviso thatY and Z do not simultaneously represent nitro, are particularly suitable for dyeing polyamides and wool, on which they produce level dyeings having good general fastness properties.
    Type: Grant
    Filed: August 6, 1982
    Date of Patent: February 12, 1985
    Assignee: Bayer Aktiengesellschaft
    Inventor: Walter Scholl