Metal Containing Patents (Class 540/139)
  • Patent number: 7199237
    Abstract: A flexible organic single crystal has a plurality of columns. The plurality of columns includes a plurality of planar organic compounds arranged so that molecular planes of molecules are respectively parallel to each other. As the organic compound, an organic compound is used that has a large molecular plane and a large area overlapping on an adjacent organic compound due to an intermolecular interaction. Further, energy changes in proportion to a strain. In this structure, when force along the direction of a stack axis is exerted, an angle formed by the stack axis and the normal of the molecular plane of the organic compound changes. Thus, the single crystal obtains flexibility.
    Type: Grant
    Filed: August 31, 2004
    Date of Patent: April 3, 2007
    Assignee: Sony Corporation
    Inventors: Hideo Yamakado, Toshiyuki Kunikiyo, Akito Ugawa
  • Patent number: 7179512
    Abstract: A liquid crystal display which has spacers reliably joined with a pair of substrates of the liquid crystal display by using spacers adapted to the purpose with respect to material, structure, method of joining with the substrates, etc. A pair of substrates can be reliably joined with spacers, and the strength of the liquid crystal display against an external pressure as well as display characteristics can be thereby improved. A manufacturing methods for such a liquid crystal display is also disclosed.
    Type: Grant
    Filed: May 13, 2003
    Date of Patent: February 20, 2007
    Assignee: Fujitsu Limited
    Inventors: Katsuji Ebisu, Takahiro Kashikawa
  • Patent number: 7163772
    Abstract: The present invention provides an organic electrophotographic photo-receptor having a conductive substrate and a photosensitive layer laid on the conductive substrate, wherein the photosensitive layer contains at least one ?-oxo bridged heterometal compound as a charge generating material. The organic electrophotographic photo-receptor has high photo-sensitivity, high stability, excellent durability on sensitivity and on electric potential, and has excellent organic photo-conductive property.
    Type: Grant
    Filed: January 5, 2004
    Date of Patent: January 16, 2007
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kenji Takaki
  • Patent number: 7153956
    Abstract: The present invention provides an IR-absorbing dye of formula (I) or (II) wherein R10, R13, R20, R23, R30, R33, R40 and R43 are independently selected from a C1-12 alkyl group bearing a hydrophilic or hydrophilizable group; R11, R12, R21, R22, R31, R32, R41 and R42 are independently selected from H or a C1-30 hydrocarbyl group, or each of R11/R12, R21/R22, R31/R32, and R41/R42 are together joined to form a C3-30 hydrocarbylene group; M is selected from Si(A1)(A2), Ge(A1)(A2), Ga(A1), Mg, Al(A1), TiO, Ti(A1)(A2), ZrO, Zr(A1)(A2), VO, V(A1)(A2), Mn, Mn(A1), Fe, Fe(A1), Co, Ni, Cu, Zn, Sn, Sn(A1)(A2), Pb, Pb(A1)(A2), Pd and Pt; A1 and A2 are axial ligands, which may be the same or different, and are selected from —OH, halogen, —OR3, a hydrophilic ligand and/or a ligand suitable for reducing intermolecular interactions; R3 is a selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl or Si(Rx)(Ry)(Rz); and Rx, Ry and Rz may be the same or different and are selected from C1-12 alkyl, C5-12 aryl, C5-12 arylalkyl
    Type: Grant
    Filed: August 9, 2004
    Date of Patent: December 26, 2006
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Simone Charlotte Vonwiller, Scott Matthew Starling, Damon Donald Ridley, Lachlan Everett Hall, Simon Fielder, Graciel Gonzaga, Kia Silverbrook, Paul Lapstun
  • Patent number: 7135521
    Abstract: The invention relates to ophthalmic molding formulations and to tinted, high Dk ophthalmic moldings. This invention also relates to a method for making a tinted ophthalmic molding. The method comprises: (a) providing a polymer precursor having cross-linkable or polymerizable groups; (b) providing a pigment dispersion comprising an inorganic or organic pigment and a dispersing agent; (c) mixing the pigment dispersion with the polymer precursor to form a tinted prepolymer mixture; (d) dispensing the tinted prepolymer mixture into a mold; and (e) forming a tinted ophthalmic molding from the tinted prepolymer mixture, the molding comprising a polymer matrix having the pigment entrapped therein. With this method, tinted ophthalmic moldings, particularly edge-to-edge soft, tinted contact lenses having improved properties, are prepared with an improved efficiency.
    Type: Grant
    Filed: June 30, 2004
    Date of Patent: November 14, 2006
    Assignee: Novartis AG
    Inventors: Richard Charles Turek, Jacalyn Mary Schremmer
  • Patent number: 7087747
    Abstract: An object of the present invention is to provide a new ?-oxo bridged heterometal compound, which can make the photo-functional materials to have diversified properties, and a production method such that the ?-oxo bridged heterometal compound is obtained simply, selectively and with high yield. The present invention provides ?-oxo bridged heterometal compounds, NcM1-O-M2Nc, PcM1-O-M2Nc and NcM1-O-M2Pc wherein Nc represents naphthalocyanine, Pc represents phthalocyanine, M1 represents a metal atom which is able to have a valence of up to three, and M2 represents a metal atom which is able to have a valence of four or five.
    Type: Grant
    Filed: November 6, 2003
    Date of Patent: August 8, 2006
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kenji Takaki
  • Patent number: 7067652
    Abstract: A copper phthalocyanine/iodine intermolecular compound wherein the ratio of copper phthalocyanine molecules/iodine molecules is 2.0±0.1, and a process for the production thereof.
    Type: Grant
    Filed: March 23, 2005
    Date of Patent: June 27, 2006
    Assignee: Toyo Ink Mfg. Co., Ltd.
    Inventor: Osamu Shiromaru
  • Patent number: 7034148
    Abstract: Mixtures of metallocenyl phthalocyanines obtainable by reacting a mixture A comprising two phthalocyanines (I) and (II) with a metallocene derivative in the presence of a catalyst, and also oligomeric metallocenyl phthalocyanines, processes for preparing them, their use for, inter alia, optical recording and optical recording media
    Type: Grant
    Filed: April 9, 2002
    Date of Patent: April 25, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jürgen Beyrich, Rudolf Blattner, Jean-Luc Budry, Wolfgang Freitag, Colin Morton, Gerald Anthony Murphy, Beat Schmidhalter, Michael Schulz, Heinz Spahni, Christian Stern, Annemarie Wolleb, Heinz Wolleb, Roland Zoelper
  • Patent number: 7005517
    Abstract: The present invention provides a novel paramagnetic metal-phthalocyanine complexes and pharmaceutically acceptable salts thereof, which are useful as contrast agents for MRI(Magnetic Resonance Imaging), diagnostic X-ray imaging and computed tomography(CT). The present invention also provides contrast agents for imaging, comprising the new paramagnetic metal-phthalocyanine complexes. The new contrast agents of the present invention show high imaging enhancement effects at lower concentration and are safer than the previously reported contrast agents.
    Type: Grant
    Filed: January 4, 2002
    Date of Patent: February 28, 2006
    Inventors: Sung-Young Lee, Kyo-Im Koo
  • Patent number: 6815074
    Abstract: An ophthalmic lens suited for extended-wear periods of at least one day on the eye without a clinically significant amount of corneal swelling and without substantial wearer discomfort. The lens has a balance of oxygen permeability and ion or water permeability, with the ion or water permeability being sufficient to provide good on-eye movement, such that a good tear exchange occurs between the lens and the eye. A preferred lens is a copolymerization product of a oxyperm macromer and an ionoperm monomer. The invention encompasses extended wear contact lenses, which include a core having oxygen transmission and ion transmission pathways extending from the inner surface to the outer surface.
    Type: Grant
    Filed: May 22, 2002
    Date of Patent: November 9, 2004
    Assignee: Novartis AG
    Inventors: Celeste Aguado, Paul Clement Nicolson, Lynn Cook Winterton, Yongxing Qiu, John Martin Lally, Jacalyn Mary Schremmer
  • Patent number: 6793727
    Abstract: A pigment composition which shows excellent flowability and stability with time, when used for an ink, and whose printed matter shows an excellent gloss, clearness, color strength and migrationfastness, and an ink composition, which pigment composition is formed of a phthalocyanine type pigment and a compound of the formula (1), P-[SO3−.Fen+/n]m  (1)  (wherein P is a metal-free or metal phthalocyanine residue which may be substituted with a chlorine atom, a bromine atom or both of them, n is 2 or 3 and m is a number of 1 to 4).
    Type: Grant
    Filed: May 16, 2003
    Date of Patent: September 21, 2004
    Assignee: Toyo Ink Mfg. Co., Ltd.
    Inventors: Akimitsu Mochizuki, Shigeki Kato
  • Patent number: 6774178
    Abstract: The invention relates to ophthalmic molding formulations and to tinted, high Dk ophthalmic moldings. This invention also relates to a method for making a tinted ophthalmic molding. The method comprises: (a) providing a polymer precursor having cross-linkable or polymerizable groups; (b) providing a pigment dispersion comprising an inorganic or organic pigment and a dispersing agent; (c) mixing the pigment dispersion with the polymer precursor to form a tinted prepolymer mixture; (d) dispensing the tinted prepolymer mixture into a mold; and (e) forming a tinted ophthalmic molding from the tinted prepolymer mixture, the molding comprising a polymer matrix having the pigment entrapped therein. With this method, tinted ophthalmic moldings, particularly edge-to-edge soft, tinted contact lenses having improved properties, are prepared with an improved efficiency.
    Type: Grant
    Filed: December 14, 2001
    Date of Patent: August 10, 2004
    Assignee: Novartis AG
    Inventors: Richard Charles Turek, Jacalyn Mary Schremmer
  • Publication number: 20030234995
    Abstract: A phthalocyanine compound (1) of a specific structure excelling in ability to absorb near infrared, ability to effect selective absorption of near infrared radiation particularly in a wavelength range exceeding 920 nm and falling short of 1050 nm, solubility in a solvent as well, compatibility with resin, and in such characteristic properties as heat resistance, light resistance, and weatherability, and a near infrared absorbing filter characterized by using the phthalocyanine compound (1) and phthalocyanine compound (2) having a maximum absorption wavelength at least in the range of 800-920 nm are provided. It enjoys a long service life and permits extensive use without selecting a substrate.
    Type: Application
    Filed: June 10, 2003
    Publication date: December 25, 2003
    Inventors: Kiyoshi Masuda, Masunori Kitao
  • Publication number: 20030194646
    Abstract: An optical recording medium having a recording layer which contains at least one compound selected from the group consisting of mono-, di-, and triazaporphyrin compounds optionally in the form of a metal complex; or an optical recording medium comprising a substrate and formed thereon at least a recording layer containing an organic dye as a main component, characterized in that the organic dye has a first maximum value of absorption at a wavelength &lgr;1 of 400 nm or less in the absorption spectrum and has a second maximum value of absorption at a longer-wavelength side than the &lgr;1, and a wavelength band wherein the refractive index (n) and the absorption coefficient (k) of the above organic dye satisfy n≧1.90 and 0.03≦k≦0.30.
    Type: Application
    Filed: June 28, 2002
    Publication date: October 16, 2003
    Inventors: Akira Ogiso, Shinobu Inoue, Taizo Nishimoto, Hisashi Tsukahara, Tsutami Misawa, Tadashi Koike, Norihiko Mihara, Shunsuke Murayama, Ryousuke Nara
  • Patent number: 6569212
    Abstract: Phthalocyanine compounds of Formula (1) have utility as colorants in inks for ink-jet printing, where Formula (1) represents: and all IJP-effective forms of such compounds; and in which M represents a metal or H; Pc represents a phthalocyanine nucleus of Formula (2) x+y+z represents an average from 3 to 4; and z may be zero. A represents C1-4-alkylene; R1, R3 each independently represent H or C1-4-alkyl; R4 represents H; or C1-4-alkyl optionally substituted with hydroxy; R5 represents a carboxylic acid substituted aryl group; and R2 represents H, C1-4-alkyl or a group of formula BD where: B represents C1-4-alkylene; and D represents NR6R7;or SC1-4alkyleneSO3H; where: R6 represents H; or C1-4alkyl, optionally subsititued by hydroxy; R7 represents H; C1-4alkyl, optionally subsititued by hydroxy or morphlino; or R6 and R7 together with the N atom to which they are attached form a morpholino or piperazino ring.
    Type: Grant
    Filed: February 27, 2001
    Date of Patent: May 27, 2003
    Assignee: Avecia Limited
    Inventor: Kathryn Carr
  • Patent number: 6514651
    Abstract: A composite metal phthalocyanine crystal particle is disclosed. In the composite metal phthalocyanine crystal particle, metal phthalocyanine compound A in an amount of at least 0.001 to less than 0.1 weight part is uniformly dispersed at the molecular level in 100 weight parts of metal phthalocyanine compound B which has a different chemical structure from said metal phthalocyanine compound A.
    Type: Grant
    Filed: May 30, 2000
    Date of Patent: February 4, 2003
    Assignee: Konica Corporation
    Inventor: Hirofumi Hayata
  • Patent number: 6511971
    Abstract: Phthalocyanine compounds of the formulas I and II: wherein X1-8 are each halogen and R1-8 are each independently halogen or an anti-stacking moiety; and [MxLySz]Cw  (II) wherein M is a metal, L is an anion of a phthalocyanine compound of formula I as defined above, S is an organic or inorganic ligand, C is a counterion, x and y are numbers greater than zero, and z and w are numbers zero or greater, are disclosed. Pharmaceutical compositions comprising the compounds and methods of using the compounds, for example for treatment of cancer, are also disclosed.
    Type: Grant
    Filed: October 12, 1999
    Date of Patent: January 28, 2003
    Assignee: Brown University Research Foundation
    Inventor: Sergiu M. Gorun
  • Patent number: 6506244
    Abstract: The invention relates to a new polymorphic pigmentary form of phthalocyanines, the preparation therof by salt-milling a phthalocyanine crude in the presence of a water-soluble neutral organic liquid, and some uses thereof. These phthalocyanines are stable &bgr;-like mixed-phase (the &agr; phase being totally absent) and have excellent pigmentary properties, which makes them suitable for example as pigments for electrophotographic toners. wherein M is two hydrogens or monovalent metals, a bivalent metal, or a bivalent oxometal, hydroxymetal or halogenometal moiety, with the proviso that the metal is not copper, and each X independently from all others is hydrogen or halogen.
    Type: Grant
    Filed: July 19, 2000
    Date of Patent: January 14, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Hitoshi Nagasue, Yves Grandidier, Keisuke Hirano
  • Patent number: 6485658
    Abstract: Disclosed are a phthalocyanine composition having main diffraction peaks at 7.0°, 9.0°, 14.1°, 18.0°, 23.7° and 27.3° of Bragg angles (2&thgr;±0.2°) in an X-ray diffraction spectrum with Cu K&agr;, a process for producing the same and an electrophotographic photoreceptor using the same.
    Type: Grant
    Filed: April 26, 2000
    Date of Patent: November 26, 2002
    Assignee: Mitsubishi Paper Mills, Limited
    Inventors: Tamotsu Horiuchi, Hideki Nagamura, Makoto Okaji
  • Patent number: 6486354
    Abstract: Embodiments of the present invention generally relate to carrying out organic chemistry on solid supports comprising derivatised functionalities, methods for synthesizing said supports, methods for synthesizing compounds comprising amine groups or N-containing heterocycles using said solid supports, intermediate compounds linked to said supports and uses thereof.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: November 26, 2002
    Assignee: Akzo Nobel N.V.
    Inventors: David Gani, Friedrich Erich Karl Kroll, Michael John Plater, John Richard Morphy, David Rees
  • Patent number: 6476219
    Abstract: Disclosed is a process for preparing a colorant of the formula wherein M is an atom or group of atoms capable of bonding to the central cavity of a phthalocyanine molecule, wherein axial ligands optionally can be attached to M, which comprises (a) reacting 3-n-pentadecylphenol with 4-nitrophthalonitrile in the presence of a base to form an alkylarylether adduct of phthalonitrile; and (b) reacting the alkylarylether adduct of phthalonitrile with either (i) a metal compound, or (ii) an ammonia-releasing compound in the presence of an alkanolamine solvent, or (iii) mixtures of (i) and (ii), to form the colorant.
    Type: Grant
    Filed: February 8, 2002
    Date of Patent: November 5, 2002
    Assignee: Xerox Corporation
    Inventors: James M. Duff, James D. Mayo, Roger E. Gaynor, Jeffrey H. Banning, Michael B. Meinhardt, Randall R. Bridgeman, Nan-Xing Hu, Carol A. Jennings, Marko D. Saban, Paul F. Smith, Hadi K. Mahabadi
  • Patent number: 6472523
    Abstract: Disclosed are compounds of the formula wherein M is an atom or group of atoms capable of bonding to the central cavity of a phthalocyanine molecule, wherein axial ligands optionally can be attached to M.
    Type: Grant
    Filed: February 8, 2002
    Date of Patent: October 29, 2002
    Assignee: Xerox Corporation
    Inventors: Jeffrey H. Banning, Nan-Xing Hu, James D. Mayo, James M. Duff, Roger E. Gaynor, Rosa M. Duque, Nam S. Ro
  • Patent number: 6468713
    Abstract: The invention relates to a novel phthalocyanine compound which absorbs in a near-infrared region of 700˜1000 nm with little absorption in the visible region of the spectrum and can be applied with advantage to a near-infrared light-absorbing filter for plasma display, a secret ink and other applications and to a process for producing the phthalocyanine compound. The above phthalocyanine compound has the following general formula (I). A near-infrared light-absorbing material containing the same is also provided.
    Type: Grant
    Filed: October 10, 2000
    Date of Patent: October 22, 2002
    Assignee: Yamamoto Chemicals, Inc.
    Inventors: Hiroshi Terao, Shigeo Fujita, Yojiro Kumagae
  • Patent number: 6399768
    Abstract: There was found a metallocenyl-phthalocyanine or its metal complex of a divalent metal, oxometal, halogenometal or hydroxymetal, in which at least one of the four phenyl rings of the phthalocyanine contains, bound via a bridge unit E, at least one metallocene radical as substituent, E being composed of a chain of at least two atoms or atom groups selected from the group consisting of —CH2—, —C(═O)—, —CH(C1-C4alkyl)—, —C(C1-C4alkyl)2—, —NH—, —S—, —O— and —CH═CH—, as well as mixtures of the novel compounds which comprise, inter alia, isomers, a process for the production, the use and recording media comprising the novel compounds.
    Type: Grant
    Filed: August 2, 1999
    Date of Patent: June 4, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Heinz Wolleb, Annemarie Wolleb, Beat Schmidhalter, Jean-Luc Budry
  • Patent number: 6391505
    Abstract: Disclosed are a phthalocyanine crystal in which an organic acceptor compound is associated with a phthalocyanine molecule, wherein said organic acceptor compound has a reduction potential to a reference electrode (Ag+/Ag) is not less than −1.5 V and not more than −0.5 V, and an electrophotosensitive material containing said phthalocyanine crystal as an electric charge generating material, which exhibits sufficient photosensitivity even in high-speed image forming apparatuses.
    Type: Grant
    Filed: July 27, 2000
    Date of Patent: May 21, 2002
    Assignee: Kyocera Mita Corporation
    Inventors: Kazunari Hamasaki, Yukimasa Watanabe
  • Patent number: 6384027
    Abstract: Disclosed are compounds of formula V wherein M is selected from: a metal atom; a metal compound; 2H whereby one H is bonded to each of the two nitrogen atoms depicted as being bonded to M (positions 29 and 31 shown) R3 is H or methyl; R1 and R4 are independently selected from: H, C1 to C4 alkyl, C2 to C4 alkenyl, methoxy, butoxy, propoxy, NH2, NH—(C1 to C4 alkyl), N—(C1 to C4 alkyl)2, S—(C1 to C4 alkyl); R8 to R25 are the same or different and are independently selected from: C1 to C32 alkyl; C2 to C32 alkenyl; X—O—Y; X—phenyl, X2COOX1, X2CONR1R11, H; halide; wherein: X and X2 are independently selected from: a chemical bond, —(CH2)n— wherein n is an integer from 1 to 32, —(CH2)a—CH═CH(CH2)b where a and b are independently selected from integers 0-32 and a+b totals 32; X1 and Y are independently selected from: C1 to C32 alkyl, C2 to C32 alkenyl, and H; R1 and R11 are independently selected from: H; C1 to C32 alkyl, C2 to C
    Type: Grant
    Filed: April 18, 2000
    Date of Patent: May 7, 2002
    Assignee: QinetiQ Limited
    Inventor: Michael J Cook
  • Publication number: 20020007056
    Abstract: A mixture is made of a plurality of different titanyltetraazaporphyrin compounds, each of which is represented by formula (1): 1
    Type: Application
    Filed: July 16, 2001
    Publication date: January 17, 2002
    Applicant: Ricoh Company, Ltd.
    Inventors: Tomoyuki Shimada, Masayuki Shoshi, Kaoru Tadokoro, Chiaki Tanaka, Michihiko Namba
  • Patent number: 6335442
    Abstract: Phthalocyanine compounds substituted by from 1 to 8 substituents of formula (—O—R—O—) wherein R is a 1,2-arylene group are provided. Preferably, the phthalocyanine compounds are substituted by catechol. Additional substituents which may be present include hydrocarlyloxy, hydrocarbylthio, halogen and sulphonic acid or a salt thereof.
    Type: Grant
    Filed: February 3, 1997
    Date of Patent: January 1, 2002
    Assignee: Avecta Limited
    Inventors: Peter Gregory, Stephen James Reynolds
  • Patent number: 6323340
    Abstract: A phthalocyanine compound is provided which exhibits particularly high transmittance to a visible ray, offers a highly efficient cut of a near infrared ray, excels in the ability to effect selective absorption in a near infrared region, excels in the solubility in a solvent, excels in the compatibility with a resin, and excels in heat resistance, light resistance, and weatherability, a method for the production thereof, a near infrared absorbable dye using the same, and a heat ray shielding material, a plasma display grade filter and a near infrared absorbable material formed thereof.
    Type: Grant
    Filed: July 24, 2000
    Date of Patent: November 27, 2001
    Assignee: Nippon Shobukai Co., Ltd.
    Inventors: Kiyoshi Masuda, Masunori Kitao, Chie Tateyama
  • Patent number: 6297207
    Abstract: The invention relates to photochemical singlet oxygen generators useful as bleaching agents or anti-microbial agents in laundry detergent compositions or in hard surface cleaning compositions. The singlet oxygen generators described herein have enhanced singlet oxygen generation due to aromatic moieties teed to the molecules, said aromatic moieties absorbing ultra violet radiation then re-emitting the radiation as fluorescence at a wavelength absorbable by the singlet oxygen producing photosensitizer unit. The increase in the number of photons having an absorbable wavelength provides an increase in the production of singlet oxygen.
    Type: Grant
    Filed: July 23, 1999
    Date of Patent: October 2, 2001
    Assignee: Case Western Reserve University
    Inventors: Alan David Willey, Anthony Harriman, Brian Jeffreys, David William Ingram
  • Patent number: 6251177
    Abstract: Solid preparations of metal-containing or metal-free phthalocyanine dyes, a) which have an average particle size of greater than 100 &mgr;m, and b) which have a pH of greater than or equal to 10 when dissolved in 10 times the amount of water, are particularly suitable for the dyeing and printing of paper, after dissolution in water.
    Type: Grant
    Filed: December 8, 1999
    Date of Patent: June 26, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventor: Josef-Walter Stawitz
  • Patent number: 6221137
    Abstract: Phase change inks containing at least one colorant that comprises at least one metal phthalocyanine tetraamide chromogen, at least one metal phthalocyanine tetraester chromogen, or mixtures thereof.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: April 24, 2001
    Assignee: Xerox Corporation
    Inventors: Clifford R. King, Donald R. Titterington, Jeffrey H. Banning
  • Patent number: 6221114
    Abstract: Dye salts which are free from fiber-reactive radicals and have the formula where Chr is an (m+n)-valent radical of a chromophore from the series of the metal-free or metal-containing phthalocyanines, of the quinacridones, of the mono-, dis- or polyazo dyes, of the anthraquinones or copper formazans, Ar is phenyl or naphthyl each of which is unsubstituted or substituted, x⊕ is a metal cation or ammonium ion, y⊕ is a proton, metal cation or ammonium ion, m is 1 to 6 and n is 1 to 6, the sum of m and n being not more than 7, are used in methods of dyeing or printing polymeric material and in dye preparations.
    Type: Grant
    Filed: September 17, 1999
    Date of Patent: April 24, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Würthner, Rüdiger Sens, Günther Seybold, Karl-Heinz Etzbach
  • Patent number: 6218533
    Abstract: A method of manufacturing an organic pigment including the steps of providing an organic pigment wet cake which includes at least an organic pigment and a solvent and drying the organic pigment wet cake while the wet cake is heated at a temperature higher than room temperature to prepare a powder of the organic pigment, wherein the organic pigment is present in the organic pigment wet cake in an amount of not greater than about 70% by weight.
    Type: Grant
    Filed: July 7, 2000
    Date of Patent: April 17, 2001
    Assignee: Ricoh Company, Ltd.
    Inventor: Tatsuya Niimi
  • Patent number: 6190422
    Abstract: Phthalocyanine compounds of Formula (1) have utility as colorants in inks for ink-jet printing, where Formula (1) represents: which includes all IJP-effective forms of such compounds; and in which: M represents a metal or H; A represents C1 4alkylene; Pc represents a phthalocyanine nucleus of Formula (2): D represents NR4R5 or SC1-4alkyleneSO3H; R1, R2 and R3each independently represents H or C1-4-alkyl; R4 represents H,; or C1-4-alkyl optionally substituted by hydroxy; R5 represents C1-4alkyl optionally substituted by hydroxy and/or morpholino; or R4 and R5 together with the N atom to which they are attached form a morpholino ring; and x+y+z represents an average of from 3 to 4.
    Type: Grant
    Filed: January 24, 2000
    Date of Patent: February 20, 2001
    Assignee: Avecia Limited
    Inventor: Kathryn Carr
  • Patent number: 6136966
    Abstract: A phthalocyanine radical anion stable in ambient atmosphere, which is formed by subjecting a salt containing dihalogeno(phthalocyaninato)antimony (V) cation to a one-electron reduction. According to the present invention, a phthalocyaninc radical stable in ambient atmosphere, which is expected to be developed as an n-type organic semiconductor, is provided.
    Type: Grant
    Filed: September 23, 1999
    Date of Patent: October 24, 2000
    Assignee: National Research Institute for Metals
    Inventors: Hiroaki Isago, Yutaka Kagaya, Md. Hasan Zahir
  • Patent number: 6087492
    Abstract: This invention relates to a phthalocyanine or its metal complex of a divalent metal, oxometal, halogenometal or hydroxymetal, which comprises at least one unsubstituted or substituted formyl, carbonyl, hydroxymethyl or carboxyl group which as attached at the peripheral carbon skeleton.These phthalocyanines or their derivatives are used in recording layers of optical recording media.There is also claimed a novel process for the preparation of some of these compounds corresponding to formula III ##STR1## wherein M is a divalent metal, oxometal, halogenometal or hydroxymetal, or 2 hydrogen atoms,X is halogen, or 2 X in vicinal position on a phenyl ring form together a --C.dbd.C--C.dbd.C-- bridge so that an additional phenyl ring is obtained,Y is --OR.sub.1, --OOC--R.sub.2, --NHR.sub.1, --N(R.sub.1)R.sub.2 or --SR.sub.
    Type: Grant
    Filed: February 9, 1999
    Date of Patent: July 11, 2000
    Assignee: Ciba Specialty Chemicals Corporation
    Inventor: Heinz Wolleb
  • Patent number: 6069244
    Abstract: A phthalocyanine compound possessing an excellent ability to absorb near infrared ray, exhibiting excellent compatibility with resin, and excelling in such special qualities as heat resistance, light resistance, and resistance to weather conditions is provided. This phthalocyanine compound is represented by the following general formula (1) ##STR1## wherein Z.sub.2, Z.sub.3, Z.sub.6, Z.sub.7, Z.sub.10, Z.sub.11, Z.sub.14, and Z.sub.15 are independently SR.sup.1, OR.sup.2, or a fluorine atom, and at least one of them is for SR.sup.1 or OR.sup.2, Z.sub.1, Z.sub.4, Z.sub.5, Z.sub.8, Z.sub.9, Z.sub.12, Z.sub.13, and Z.sub.16 independently stand for NHR.sup.3, SR.sup.1, OR.sup.2, or a fluorine atom and at least one of them is NHR.sup.3, at least one of Z.sub.1 to Z.sub.16 is a fluorine atom or OR.sup.2, R.sup.1, R.sup.2, and R.sup.
    Type: Grant
    Filed: February 3, 1999
    Date of Patent: May 30, 2000
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kiyoshi Masuda, Osamu Kaieda
  • Patent number: 6066729
    Abstract: A photothermal conversion material showing high sensitivity to the light of a semiconductor laser having an emission frequency band of 750 nm.about.900 nm with a high photothermal conversion efficiency and a planographic original plate fabricated by using the transducer are provided. This photothermal conversion material comprises a phthalocyanine compound of the following general formula (I) ##STR1## wherein R.sub.1 .about.R.sub.8 each represents alkyl or alkoxyalkyl; X.sub.1 .about.X.sub.8 each represents sulfur or NR.sub.9, where R.sub.9 is hydrogen or alkyl.
    Type: Grant
    Filed: November 17, 1998
    Date of Patent: May 23, 2000
    Assignee: Yamamoto Chemicals, Inc
    Inventors: Shigeo Fujita, Jun-ichi Taniguchi, Hiroshi Terao, Yojiro Kumagae
  • Patent number: 6051360
    Abstract: Dyestuffs represented by the below-described formula (1), that is, dyestuffs formed of a chromophoric nucleus and a bisphenol introduced therein have excellent solubility in solvents and binder resins, and can provide color filters having excellent transmittance characteristics and durability. ##STR1## wherein Dye represents a chromophoric nucleus, X represents a direct bond or a divalent connecting group, R.sup.1 to R.sup.10 and n are defined with the provision that one of R.sup.9 and R.sup.10 has 3 or more carbon atoms.
    Type: Grant
    Filed: December 31, 1997
    Date of Patent: April 18, 2000
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Akio Karasawa, Hisato Itoh
  • Patent number: 6043355
    Abstract: A phthalocyanine compound of formula (I): ##STR1## wherein FIGS. 1 to 16 around the phthalocyanine skeleton indicate the positions of carbon atoms in each benzene ring thereof; an oxygen atom is bonded to the carbon atom with position 1 or 4, to the carbon atom with position 5 or 8, to the carbon atom with position 9 or 12, and to the carbon atom with position 13 or 16; R.sup.1 is a fluorine-atom substituted alkyl group; R.sup.2 is an unsubstituted phenyl group or an alkyl-group-substituted phenyl group; R.sup.3 is an unsubstituted alkyl group, a fluorine-atom substituted alkyl group or a hydrogen atom; and M represents Zn, Cu or Ni.
    Type: Grant
    Filed: February 5, 1998
    Date of Patent: March 28, 2000
    Assignees: Ricoh Company, Ltd., Yamada Chemical Co., Ltd.
    Inventors: Toru Yashiro, Masatoshi Taniguchi, Toshiro Narizuka, Hiroaki Tomita
  • Patent number: 6034236
    Abstract: A method for producing a novel phthalocyanine compound which excels in yield and purity, allows no introduction of a chlorine atom into the phthalocyanine skeleton, and possesses relatively bulky substituents is provided. This method is characterized by causing an orthophthalonitrile compound having a substituent exhibiting smaller .sigma..sub.p values than .sigma..sub.m values in the Hammett's rule to react with a metal oxide in the presence of a compound forming in the aqueous solution thereof at 25.degree. C. an acid or conjugate acid having a dissociation index pKa (the logarithmic value of the reciprocal of the dissociation constant of the acid or conjugate acid) of not more than 7.0.
    Type: Grant
    Filed: June 5, 1998
    Date of Patent: March 7, 2000
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Minoru Aoki, Osamu Kaieda
  • Patent number: 6015896
    Abstract: A compound of formula (1) and salts thereof, wherein: M is a metal or hydrogen; Pc is phthalocyanine nucleus; R.sup.1, R.sup.2, W.sup.1 and W.sup.2 are each independently H or optionally substituted alkyl, aryl or aralkyl; R.sup.3 is an aminoalkyl group; L is a divalent organic linking group; x, y and t are each independently 0.5 to 2.5; and (x+y+t) is from 3 to 4. A process for making the compounds of formula (1). The compounds of formula (1) are useful as colorants for inks which are used in for example ink jet printing of substrates such as paper, plastics, textile materials, metal or glass.
    Type: Grant
    Filed: April 7, 1998
    Date of Patent: January 18, 2000
    Assignee: Zeneca Limited
    Inventors: Prahalad Manibhai Mistry, Ronald Wynford Kenyon
  • Patent number: 6008346
    Abstract: The present invention provides an electrophotographic photoreceptor which can be prepared so easily as to exhibit a photosensitivity well-adjusted for the respective type of machine in the dip coating method, which is an ordinary method for the preparation of an electrophotographic photoreceptor. A novel electrophotographic photoreceptor is provided comprising a charge-transporting layer and a charge-generating layer provided on an electrically-conductive support, wherein the charge-generating layer is a layer comprising a charge-generating material containing a phthalocyanine compound represented by the following general formula (1) dispersed in a resin: ##STR1## wherein Ar.sup.1 and Ar.sup.2 each independently represent an orthophenylene group which may have a substituent; and Pc represents an unsubstituted or substituted phthalocyanine residue.
    Type: Grant
    Filed: April 30, 1999
    Date of Patent: December 28, 1999
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Yoshitaka Saito, Katsunori Oba, Shinichi Okada
  • Patent number: 5998609
    Abstract: A phthalocyanine compound of a structural formula of phthalocyanine represented by the general formula (1): ##STR1## wherein 1 to 8 of a total 16 positions are substituted with a phenoxy group, the phenoxy group at either of the ortho positions is substituted with an aryl group which may be substituted, all the atoms in the aryl group and the substituents at the residual ortho positions excluding the hydrogen atoms assume a total atomic radius of not less than 6.0 .ANG., and a central atom group M contains a metal atom of not less than trivalence, a bromine-substituent of the compound, a phthalocyanine composition comprising the phthalocyanine compound and the bromine atom-containing phthalocyanine compound, and an optical recording medium containing it in a recording layer.
    Type: Grant
    Filed: June 12, 1998
    Date of Patent: December 7, 1999
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Minoru Aoki, Osamu Kaieda, Kiyoshi Masuda, Yasunori Okumura
  • Patent number: 5981745
    Abstract: The present invention provides .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph. The .mu.-oxo-gallium phthalocyanine dimer may be applied as a charge generator for an organic photoconductive material, such as a photoreceptor of practical use and a high-gamma photoreceptor. The resulting organic photoconductive material has good stability and good electronic properties. The .mu.-oxo-gallium phthalocyanine dimer having a novel polymorph which shows diffraction peaks at a Bragg angle (2.theta..+-.0.2.degree.) of 6.8.degree., 12.9.degree., 19.0.degree., 19.6.degree., 20.3.degree., 25.5.degree., 25.9.degree. and 26.9.degree. in an X-ray diffraction spectrum by CuK .alpha.-ray.
    Type: Grant
    Filed: January 7, 1999
    Date of Patent: November 9, 1999
    Assignee: Orient Chemical Industries, Ltd.
    Inventors: Yasuhiro Yamasaki, Kazuyoshi Kuroda, Kenji Takaki
  • Patent number: 5981422
    Abstract: Stoichiometric and catalytic chemical transformations may be carried out in solution using novel fluorous multiphase systems (FMS). The term "fluorous" is defined as a carbon-fluorine bond rich organic molecule which is generated by replacing hydrogen atoms bonded to carbon atoms with fluorine. The novel complexes suitable for use as fluorous catalysts and reagents in the present invention contain sufficient number of fluorous moieties to render them preferentially soluble in the appropriate fluorous solvent without impairing the ability of the catalyst or reagent to be effective or participate in the corresponding reaction.
    Type: Grant
    Filed: August 26, 1997
    Date of Patent: November 9, 1999
    Assignee: Exxon Research and Engineering Co.
    Inventors: Istvan Tamas Horvath, Jozsef Rabai
  • Patent number: 5965598
    Abstract: The present invention refers to zinc-phthalocyanines of general formula (I) ##STR1## to processes for their preparation and to their use as phototherapeutic and photodiagnostic agents as free molecules and as conjugates with macromolecular carrier molecules.
    Type: Grant
    Filed: August 13, 1998
    Date of Patent: October 12, 1999
    Assignee: Molteni L. & C. dei Fratelli Alitti Societa di esercizio S.p.A.
    Inventors: Gabrio Roncucci, Donata Dei, Maria Paola De Filippis, Lia Fantetti, Ilaria Masini, Barbara Cosimelli, Giulio Jori
  • Patent number: 5942612
    Abstract: Phthalocyanines of formula (I) are described wherein M is a metal atom, metal compound or is 2H; one H being bonded to each of the two nitrogen atoms depicted as being bonded to M (positions 29 and 31 shown); R.sub.1 -R.sub.25 may be the same or different and are chosen independently from the following groups: straight or branched chain alkyl containing up to 32 carbon atoms where 1 or more non-adjacent CH.sub.2 groups may be replaced by O and/or a double bond; H; F; and at least one of R.sub.2.3.9.10.16.17.34.24 is chosen from formula (II) wherein Y, X and Z are chosen independently from HO, `O, --O, OR, H, C.sub.1-16 branched or straight chain alkyl or alkoxy; X and Z may also be selected from phenyl groups which may be, independently of each other, substituted with one or more C.sub.1-5 straight or branched chain alkyl groups; R may be C.sub.1-16 branched or straight chain alkyl or alkene wherein 1 or more non-adjacent CH.sub.
    Type: Grant
    Filed: June 20, 1997
    Date of Patent: August 24, 1999
    Assignee: Secretary of State for Defence in her Britannic Majesty's Government of the U.K. of Gt. Britain and N. Ireland Defence Evaluation & Research Agency
    Inventors: Neil Bruce McKeown, Guy James Clarkson, Paul Humberstone
  • Patent number: 5932722
    Abstract: An electrophotographic photosensitive member having a high sensitivity to long-wavelength light as emitted by a semiconductor laser and causing little change in potential change during repetitive use is formed by using as a charge-generating material a hydroxygallium phthalocyanine having a crystal form characterized by a strongest peak at a Bragg angle (2.theta..+-.0.2 deg.) of 28.1 deg. in a CuK.sub..alpha. characteristic X-ray diffraction pattern. The hydroxygallium phthalocyanine may preferably be produced through a process including treating a halogenated gallium phthalocyanine for conversion into a hydrous hydroxygallium phthalocyanine, freeze-drying the hydrous hydroxygallium phthalocyanine into a low-crystallinity hydroxygallium phthalocyanine, and milling the low-crystallinity hydroxygallium phthalocyanine.
    Type: Grant
    Filed: January 8, 1999
    Date of Patent: August 3, 1999
    Assignee: Canon Kabushiki Kaisha
    Inventors: Katsuaki Hirai, Noriyoshi Ueda, Yoshifumi Takehara, Masaaki Sato, Katsuhito Kato, Naho Saitoh, Kenichi Hayashi