Phthalocyanines Patents (Class 540/122)
  • Patent number: 11981758
    Abstract: A process to form a polymer composition comprising an ethylene-based polymer and a functionalized ethylene-based polymer, said process comprising the steps described herein, which include passing a polymer melt through at least one static mixer, and wherein the functionalized ethylene-based polymer, in melt form, is introduced into the polymer melt, before the polymer melt enters the static mixer.
    Type: Grant
    Filed: November 11, 2017
    Date of Patent: May 14, 2024
    Assignee: Dow Global Technologies LLC
    Inventors: Brian W. Walther, Santosh S. Bawiskar, Jianping Pan
  • Patent number: 10633510
    Abstract: A colorant for plastic containing a halogenated phthalocyanine pigment (A) that satisfies conditions (1) to (4) below: (1) the average number of halogen substitutions is at least 2.0 but not more than 7.0, (2) the halogen distribution width is at least 5, (3) the amount of aluminum phthalocyanine and halogenated aluminum phthalocyanine is not more than 1.0% by mass, and (4) the central element is at least one element selected from the group consisting of hydrogen, manganese, iron, cobalt, zinc, nickel and copper. As a result, a colorant for plastic can be shown that can color a resin without changing the mechanical or chemical properties of the resin, and in particular can produce a plastic molded article having essentially no migration, extremely low discoloration due to heat, and no deformation such as warping and distortion.
    Type: Grant
    Filed: July 4, 2014
    Date of Patent: April 28, 2020
    Assignees: TOYO INK SC HOLDINGS CO., LTD., TOYOCOLOR CO., LTD.
    Inventors: Noriyoshi Takahata, Akimitsu Mochizuki, Naoki Hamada, Takashi Kasuya
  • Patent number: 9915757
    Abstract: Compositions for increasing the thermal stability of optical absorbers are provided as well as methods of making and using the resulting compositions. The compositions or complexes of the present teachings generally include an optical absorber bound to a metal or a metal oxide through one or more linkers, which contain a metal binding moiety.
    Type: Grant
    Filed: June 24, 2014
    Date of Patent: March 13, 2018
    Assignee: The Research Foundation for the State University of New York
    Inventors: William E. Bernier, Megan Fegley, Bradley Galusha, Francis D. Goroleski, Wayne E. Jones, Jr., Kenneth H. Skorenko
  • Patent number: 9770688
    Abstract: A nanocomposite membrane including an ?-Al2O3 membrane support, a ?-Al2O3 intermediate layer that is 300-1200 nm thick and coats a surface of the membrane support, and a nanocomposite layer including SiO2 and Y2O3 that is 25-150 nm thick and coats a surface of the intermediate layer, wherein the nanocomposite layer is porous with an average largest radius micropore of 0.2-0.6 nm. A method of manufacturing the nanocomposite membrane, whereby the membrane support is coated with the ?-Al2O3, a silica source is hydrolyzed with a mixture of water, an alcohol solvent, and a Y source with a sol-gel technique to yield a Si/Y sol-gel, the membrane support is dip coated with the Si/Y sol-gel, and the nanocomposite membrane is calcined. A method of separating a mixture of gas, whereby the mixture of gas is introduced into a permeance cell and fed through the nanocomposite membrane.
    Type: Grant
    Filed: October 22, 2015
    Date of Patent: September 26, 2017
    Assignee: King Fahd University of Petroleum and Minerals
    Inventor: Md. Hasan Zahir
  • Patent number: 9725313
    Abstract: Provided is a nano structure including dielectric particle supporters, a fabrication method thereof, and an application device thereof. The method for fabricating a nano structure includes: forming a plurality of dielectric particle supporters over a substrate, the dielectric particle supporters including linkers thereon; forming a plurality of metal ions to the linkers; and forming one or more metallic nanoparticles over the linkers.
    Type: Grant
    Filed: June 23, 2014
    Date of Patent: August 8, 2017
    Assignee: SK INNOVATION CO., LTD.
    Inventor: Jun-Hyung Kim
  • Patent number: 9442399
    Abstract: The photosensitive layer of an electrophotographic photosensitive member contains a phthalocyanine crystal in which a compound represented by the following formula (1) is contained:
    Type: Grant
    Filed: December 9, 2013
    Date of Patent: September 13, 2016
    Assignee: CANON KABUSHIKI KAISHA
    Inventor: Masato Tanaka
  • Patent number: 9255202
    Abstract: The surface of fine pigment particles is efficiently treated using low energy without causing a cost increase. Provided is a method of treating the surface of fine pigment particles, characterized by maintaining a small gap of 1 mm or narrower between two treating surfaces which are able to get close to and apart from each other and relatively rotate and using the gap between the two treating surfaces which is kept so narrow, as a passage for a fluid to be treated, thereby forming a thin film of the fluid to be treated (forced thin film). Fine pigment particles are formed in this thin-film fluid (forced thin film). The method is further characterized by modifying the surface of the formed fine pigment particles within the thin-film fluid (forced thin film).
    Type: Grant
    Filed: November 10, 2009
    Date of Patent: February 9, 2016
    Assignee: M. TECHNIQUE CO., LTD.
    Inventor: Masakazu Enomura
  • Patent number: 9079443
    Abstract: The invention relates to layer structures for ID cards on which information can be written by laser engraving and which have an additional layer that is applied to the card body after the laser engraving and restricts or completely prevents subsequent writing on the card by means of laser engraving, and consequently prevents falsification of the identifying information contained, and relates to a method for blocking the laser engraving writability of layer structures on which information can be written by laser engraving.
    Type: Grant
    Filed: October 10, 2009
    Date of Patent: July 14, 2015
    Assignee: Bayer MaterialScience AG
    Inventors: Heinz Pudleiner, Mehmet-Cengiz Yesildag, Georgios Tziovaras, Dirk Pophusen
  • Patent number: 9034095
    Abstract: An object is to overcome the drawbacks of conventional blue phthalocyanine pigments upon the formation of images, and to develop a blue pigment that can satisfactorily exhibit a greenish blue color high in chroma and excellent in colorfulness, brightness, dispersibility, hue, tinting power and the like and that is applicable to various image recording methods. The object can be achieved by a greenish blue pigment, which exhibits a greenish blue hue of high chroma and contains a pigment represented by the following formula (I): wherein the number, m, of substituent phthalimidomethyl group(s) is in a range of 1.0?m?5.0, and the number, n, of a substituent sulfonic group R1 is in a range of 0.05?n?1.0.
    Type: Grant
    Filed: July 19, 2012
    Date of Patent: May 19, 2015
    Assignee: DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.
    Inventors: Koji Tsuchiya, Masahiko Aoba, Kenjiro Matsumoto, Takeshi Tamaki
  • Patent number: 8658290
    Abstract: The present invention relates to the use of halogenated phthalocyanines as charge transport materials and/or as absorber materials.
    Type: Grant
    Filed: October 31, 2008
    Date of Patent: February 25, 2014
    Assignees: BASF SE, The Board of Trustees of the Leland Stanford Junior University
    Inventors: Martin Koenemann, Sudhakar Sundarraj, Jae Hyung Hwang, Jan Schoeneboom, Albert Liu, Peter Peumans, Felix Eickemeyer, Ingmar Bruder, Neil Gregory Pschirer, Ruediger Sens, Gerd Weber, Sheeja Bahulayan, Peter Erk
  • Patent number: 8598151
    Abstract: The present invention relates to solid solution inducing layer for the preparation of weak epitaxial films of non-planar phthalocyanine and the thin film of non-planar phthalocyanine generated from the weak epitaxial growth on the solid solution inducing layer and organic thin film transistor based on the weak rpitaxy growth thin film of non-planar phthalocyanine. The solid solution inducing layer is prepared at certain substrate temperature by vapor co-deposition of any two inducing layer molecules presented by Formula I and Formula II. The solid solution inducing layer has uniformed structure, of which the lattice parameter and electronic structure can be controlled by adjusting the component proportion, the solid solution inducing layer can epitaxially grow a high quality thin film of non-planar phthalocyanine and fabricate high performance transistor device based on such epitaxial thin film.
    Type: Grant
    Filed: July 20, 2011
    Date of Patent: December 3, 2013
    Assignee: Shanghai Casail Display Technology Ltd.
    Inventors: Donghang Yan, Yanhou Geng, Hongkun Tian, Lizhen Huang, Jianfeng Shen, Xiaodong Guo
  • Patent number: 8318005
    Abstract: The present invention relates to making tetra-sulfo iron-phthalocyanine by reacting sulfonated reactant(s) in the presence a boron-containing promoter. The present invention also relates to making tetra-sulfo iron phthalocyanine more tolerant to oxygen by combining the tetra-sulfo iron-phthalocyanine with a stabilizing amount of a complexing agent (e.g., a stabilizing amine) and/or contacting the tetra-sulfo iron-phthalocyanine with steam.
    Type: Grant
    Filed: December 21, 2007
    Date of Patent: November 27, 2012
    Assignee: DOW Global Technologies LLC
    Inventors: John M. Griffin, Stephen A. Bedell, Clare M. Worley
  • Publication number: 20120283430
    Abstract: Organo-metallic materials with reduced steric hindrance and the ability to aggregate ar disclosed. The metal remains capable of binding additional molecules. As an example, Zn complexes that prove aggregation are provided. Such aggregation may help improve or trigger new surface properties of the materials, alone or in combination with others. In a further implementation of the present disclosure, a robust molecule that resists degradation via nucleophilic, electrophilic and radical attacks is provided. Coordinated O2 is reduced catalytically, producing efficiently thyil radicals in spite of the extreme electronic deficiency of the catalyst.
    Type: Application
    Filed: November 1, 2011
    Publication date: November 8, 2012
    Applicant: NEW JERSEY INSTITUTE OF TECHNOLOGY
    Inventors: Sergiu M. Gorun, Andrei Ioan Loas, Kimberly Griswold, Lukasz Lapok, Hemantbhai Hasmukhbhai Patel, Robert Gerdes
  • Patent number: 8282722
    Abstract: A sulfonated dye salt of formula (II): wherein M is Ga(A1); A1 is an axial ligand selected from the group consisting of: —OH and halogen; and Z1+, Z2+, Z3+ and Z4+ are independently selected from the group consisting of: H and an ammonium cation including 3 or more hydroxyl groups. At least one of Z1+, Z2+, Z3+ and Z4+ is the ammonium cation. Such salts exhibit reduced kogation in thermal bubble-forming inkjet printheads.
    Type: Grant
    Filed: September 5, 2011
    Date of Patent: October 9, 2012
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Simone Charlotte Vonwiller, Sutharsiny Indusegaram, Graciel Gonzaga, Damon Donald Ridley, Kia Silverbrook
  • Publication number: 20120194932
    Abstract: This invention concerns a polymer coating composition for use as non-focal optical power limiting dye containing polymeric materials. This composition contains: (1) one or more Modified Polymers comprising a Polymer, such as a hyperbranched polymer family, especially HB—PCS, HB—PU, HB—PUSOX or PC with one or more of: a) reverse saturable dye (RSA), b) multi-photon absorption dye (MPA), c) an azo dye, or d) absorption dye, which dye is chemically bonded to the pendant groups of the Polymer (along its chain and/or termini) or which forms a part of the backbone of the Polymer; (2) carbon nanotubes (CNT) as optical power limiters (OPL); and (3) a self-focusing component. This Modified Polymer composition contains the dye incorporated into the polymer chain backbone or chemically bonded to the terminal groups at the ends or along the chain of the polymer, which provides efficient protection from laser beam damage along with its self-focusing mechanism.
    Type: Application
    Filed: September 22, 2010
    Publication date: August 2, 2012
    Applicant: OXAZOGEN, INC.
    Inventors: Abhijit Sarkar, Petar R. Dvornic, James P. Godschalx
  • Patent number: 8216491
    Abstract: A method of producing a thin film comprising uniformly dispersed carbon nanotubes, the method comprising the steps of: adapting a molecular semiconductor to make it soluble; adapting the molecular semiconductor to facilitate the formation of a high degree of molecular order and frontier orbital overlap between adjacent molecules; adapting carbon nanotubes to make them soluble; combining the soluble carbon nanotubes and the soluble molecular semiconductor in a solvent to form a solution; producing the thin film from the solution.
    Type: Grant
    Filed: July 7, 2006
    Date of Patent: July 10, 2012
    Assignee: University of Surrey
    Inventors: Ross Andrew Hatton, Sembukutiarachilage Ravi Silva
  • Patent number: 8206502
    Abstract: The invention is directed to mixtures of PcTiO and a minor amount of another, substituted titanyl phthalocyanine and the synthesis of mixtures of PcTiO and a minor amount of another, substituted titanyl phthalocyanine. The invention is further directed towards milled pigment compositions of such mixtures, and to use of such milled pigment compositions in an electrophotographic element.
    Type: Grant
    Filed: December 15, 2008
    Date of Patent: June 26, 2012
    Assignee: Eastman Kodak Company
    Inventor: William T. Gruenbaum
  • Patent number: 8168359
    Abstract: Nano-sized phthalocyanine pigment particles include a phthalocyanine chromogen structure as the main component, and a substituted soluble metal-phthalocyanine dye as a minor component that is associated non-covalently with the phthalocyanine chromogen structure, wherein the presence of one or more sterically bulky substituents on the substituted soluble metal-phthalocyanine dye limits an extent of pigment particle growth and aggregation, to afford nano-sized pigment particles.
    Type: Grant
    Filed: March 25, 2008
    Date of Patent: May 1, 2012
    Assignee: Xerox Corporation
    Inventors: James D. Mayo, Rina Carlini, Adela Goredema, Peter G. Odell, Jeffrey H. Banning
  • Publication number: 20120101427
    Abstract: The present invention provides novel drug formulations for oral administration for diverse medical applications including anticancer, antimetastatic, antibacterial, antifungal, antiprotozoic, antiviral, antiprionic and PDT treatments for diagnostic and therapeutic purposes. In a preferred embodiment the oral drug formulation comprises a photosensitizer and suitable excipients and may be administered in multiple doses over an extended period of time with exposure to activating radiation occurring generally between individual doses or in a light-independent manner. In another preferred embodiment PDT methods for treating hyperplasia and neoplasia, for localizing hyperplasic and neoplasic tissues and pathogen bacteria by fluorescence, for treating infections caused by pathogen bacteria in complex body fluids and for fat reduction, skin disorders and vascular diseases are provided.
    Type: Application
    Filed: April 28, 2009
    Publication date: April 26, 2012
    Inventors: Gerard Farmer, Gerhard Wieland, Dietrich Scheglmann, Arno Wiehe, Susanna Gräfe, Nikolay E. Nufantiev, Volker Albrecht, Wolfgang Neuberger
  • Publication number: 20120068123
    Abstract: The present invention relates to organic solar cell comprising at least one photoactive region comprising an organic donor material in contact with an organic acceptor material and forming a donor-acceptor heterojunction, wherein the photoactive region comprises at least one compound of the formulae Ia and/or Ib where M, (Ra)m and (Rb)n as described in the claims and description. Furthermore, the present invention relates to compounds of formulae Ia and Ib, wherein M, (Ra)m and n are as described in the claims and description and Rb is fluorine and to a process for preparing them.
    Type: Application
    Filed: May 25, 2010
    Publication date: March 22, 2012
    Applicant: BASF SE
    Inventors: Sudhakar Sundarraj, Ingmar Bruder, Jae Hyung Hwang, Jan Schoeneboom, Martin Koenemann, Sheeja Bahulayan, Antti Ojala, Augustine Leow Yoon Wui, Peter Erk, Ruediger Sens, Thomas Gessner
  • Patent number: 8110038
    Abstract: The present invention provides a mixed crystal having absorption properties that are excellent for color reproducibility as a blue pigment, and including a compound represented by the following Formula (I) and a compound represented by the following Formula (II), and a colored pigment dispersion composition including the mixed crystal and a medium. In Formula (I), X represents —SO—Z, —SO2—Z, —SO2NR1R2, —SO3R1, —CONR1R2 or —CO2R1; Z, R1 and R2 each independently represent an alkyl group, an aryl group, a heterocyclic group or the like; Y represents a monovalent substituent; M1 represents a hydrogen atom, a metal element or the like; and a and b are integers from 0 to 16 and satisfy the relationship of 0?a+b?16. In Formula (II), G1 to G4 and Q1 to Q4 each independently represent a carbon atom or a nitrogen atom, and A1 to A4 each independently represent a group of atoms necessary for forming an aromatic ring or heterocycle with the respective G1 to G4 and Q1 to Q4.
    Type: Grant
    Filed: March 27, 2009
    Date of Patent: February 7, 2012
    Assignee: Fujifilm Corporation
    Inventors: Shigeaki Tanaka, Keiichi Tateishi
  • Publication number: 20110311911
    Abstract: Disclosed is a method of proving the authenticity of goods or a support comprising using a compound represented by Formula (I). wherein, in Formula (I), each of R11 to R46 independently represents a hydrogen atom or a substituent group, wherein when a benzene ring is substituted with any of R11 to R46, any groups adjacent to each other among R11 to R46 may be bonded each other to form a ring; M represents a hydrogen atom, a metal ion, or a group containing a metal ion; and n represents 1 or 2. The infrared absorption efficiency is high and the deterioration in infrared absorption over time is ameliorated. The infrared absorption efficiency is high and the deterioration in infrared absorption over time is ameliorated.
    Type: Application
    Filed: December 15, 2009
    Publication date: December 22, 2011
    Inventors: Keizo Kimura, Takuma Amemiya, Katsumi Kobayashi
  • Patent number: 8034531
    Abstract: The present invention relates to a photosensitive resin composition comprising a) as a component (A) a green colorant of the formula (I) in which the rings A, B, C and D are substituted by hydroxy or by moiety wherein R, is hydrogen or C1,-C4.-Alkyl, R2 is hydrogen or C1,-C4-Alkyl, n is 0, 1, 2 or 3 and the ring E is unsubstituted or substituted by C1,-C6alkyl, C1,-C6alkoxy, hydroxy, NHCOR3, NHSO2, R4 or SO2NHR5, wherein R3, is C1,-C4,-Alkyl or phenyl, R4, is C1,-C4-Alkyl or phenyl and R5 is C1,-C4-Alkyl or phenyl, b) as a component (B) an alkali soluble oligomer or polymer (reactive or unreactive), c) as a component (C) a polymerizable monomer, d) as a component (D) a photoinitiator, e) as a component (E) an epoxy compound, and also, if desired, f) as a component (F) further additives, used as solder resist, etching resist or plating resist in the manufacture of printed circuit boards.
    Type: Grant
    Filed: November 19, 2003
    Date of Patent: October 11, 2011
    Assignee: BASF SE
    Inventors: Hidetaka Oka, Jean-Marie Adam
  • Publication number: 20110239903
    Abstract: A method of producing a modified pigment by sulfonating a pigment and subsequently oxidizing the pigment. The modified pigment may have sulfonic acid and carboxyl surface modifying groups attached to the surface of the pigment. Charge balancing counterions such as alkali metals, alkaline earth metals and NR1R2R3H+, where R1, R2 and R3 are independently H or C1-C5 alkyl groups, may be associated with the surface modifying groups. The modified pigment is combined with water to produce a dispersion that can be used in such applications as coatings, paints, papers, adhesives, latexes, toners, textiles, fibers, plastics and inks.
    Type: Application
    Filed: March 8, 2011
    Publication date: October 6, 2011
    Inventors: Puthalath K. Sujeeth, Mark Ulrich, Gabe Srouji, John Kane, Daniel A. Ouellette
  • Patent number: 8029611
    Abstract: A salt of a sulfonated dye comprising an ammonium cation as a counterion. The ammonium cation comprises at least 3 hydroxyl groups. The salt is useful in reducing kogation in thermal inkjet printheads. One example of these salts is the compound of formula (II): wherein M is Ga(OH); and each of Z1+, Z2+, Z3+ and Z4+ is protonated 2,2-bis(hydroxymethyl)-2,2?,2?-nitrilotriethanol.
    Type: Grant
    Filed: May 14, 2009
    Date of Patent: October 4, 2011
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Simone Charlotte Vonwiller, Sutharsiny Indusegaram, Graciel Gonzaga, Damon Donald Ridley, Kia Silverbrook
  • Patent number: 7981581
    Abstract: A phthalocyanine composite with high sensitivity and low environmental dependence is provided. It comprises both at least one phthalocyanine compound expressed by general formula (1) and at least one phthalocyanine compound expressed by general formula (2): where, in the general formulae (1) and (2), M1 represents at least one arbitrary atom or atomic group that is capable of binding to a phthalocyanine, M2 represents an atom, or an atomic group containing an atom, selected from the second and subsequent periods of the periodic table and capable of binding to a phthalocyanine, M1 and M2 being different in kind from each other, X1-X4 represent, independently of each other, a halogen atom, and a, b, c, and d represent, independently of each other, an integer between 0 and 4 and satisfy a+b+c+d?1.
    Type: Grant
    Filed: March 4, 2005
    Date of Patent: July 19, 2011
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Mitsuo Wada, Kazutaka Ida, Akiteru Fujii
  • Publication number: 20110112287
    Abstract: A method for covalently binding target molecules to carbon nanoparticles via at least one bridge molecule includes converting carbon nanoparticles to acyl carbon nanoparticles using a carbonyl compound of the at least one bridge molecule in the presence of a Lewis acid under Friedel-Crafts conditionsm, where the acyl carbon nanoparticles include a nucleofuge in the omega position. The target molecule is covalently bound to the acyl carbon nanoparticles via nucleophilic substitution of the nucleofuge in the omega position.
    Type: Application
    Filed: October 27, 2010
    Publication date: May 12, 2011
    Applicant: KARLSRUHER INSTITUT FUER TECHNOLOGIE
    Inventors: Teodor Silviu Balaban, Stefanie Potratz, Frank Hennrich, Regina Fischer, Michaela Carmen Balaban, Manfred Kappes
  • Patent number: 7928221
    Abstract: A method of producing an organic semiconductor device is provided in which a layer composed of an organic semiconductor having excellent crystallinity and orientation in a low-temperature region can be formed, and the device can be produced in the air.
    Type: Grant
    Filed: December 26, 2007
    Date of Patent: April 19, 2011
    Assignees: Canon Kabushiki Kaisha, Ehime University
    Inventors: Akane Masumoto, Toshihiro Kikuchi, Noboru Ono, Hidemitsu Uno, Hiroko Nakashima
  • Patent number: 7906499
    Abstract: Metal binding polycarboxylated porphyrins, their precursors, or cofactors in the porphyrin biosynthetic pathway, are administered to individuals determined to be subject to or predisposed to a polycarboxylated porphyrin-binding metal toxicity to increase the level of the metal-binding polycarboxylated porphyrin in the individual.
    Type: Grant
    Filed: January 29, 2005
    Date of Patent: March 15, 2011
    Assignee: Children's Hospital & Research Center at Oakland
    Inventor: Hani Atamna
  • Patent number: 7871855
    Abstract: This invention relates to the use of axial substituted phthalocyanine compound as a semiconductor layer between the source/drain electrodes of organic thin-film transistor. The centre ligand of the axial substituted phthalocyanine compound is an atom with 3 valences or higher, and the axial ligands are chlorine, fluorine, or oxygen which can be connected with the centre ligands of axial substituted phthalocyanine compounds. Crystalline Film with high quality can be prepared on an organic substrate from the axial substituted phthalocyanine compound using vapor deposition process. These crystalline films have high carrier mobility, rich energy level, and stable performances and are easy for integrated process. The field effect mobility and the on/off Ratio of the organic thin-film transistor are 0.01 cm2/Vs or more and higher than 105, respectively.
    Type: Grant
    Filed: January 17, 2008
    Date of Patent: January 18, 2011
    Assignee: Changchun Institute of Applied Chemistry Chinese Academy of Sciences
    Inventors: Donghang Yan, De Song, Feng Zhu, Bo Yu
  • Publication number: 20100291359
    Abstract: The present invention provides an image-recording/pixel-forming coloring composition containing a phthalocyanine type colorant having at least one group selected from alkyl and alkyloxy groups (alkylphthalocyanine type colorant). According to the present invention, there can also be provided a coloring composition containing a phthalocyanine type colorant capable of exhibiting excellent properties when used as an image-recording coloring composition or pixel-forming coloring composition, production processes of the phthalocyanine type colorants, a coloring method, and the like.
    Type: Application
    Filed: May 5, 2010
    Publication date: November 18, 2010
    Applicant: Dainichiseika Color & Chemicals Mfg. Co., Ltd.
    Inventors: Atsushi Nogami, Toshiyasu Fujita, Masanori Takakamo, Shigeru Sakamoto, Michiei Nakamura
  • Publication number: 20100232830
    Abstract: Provided is an excellent phthalocyanine crystal having high sensitivity and little fluctuation in sensitivity for a humidity change in a use environment and applicable to the martial for solar battery, electronic paper, electrophotographic photoreceptor, etc. Namely, phthalocyanine crystal obtained by bringing a phthalocyanine crystal precursor into contact with an aromatic aldehyde compound to convert the crystal form. Also, provided is an electrophotographic photoreceptor that not only exhibits high sensitivity but also has little fluctuation in sensitivity for a humidity change in a use environment. Further, provided is an electrophotographic photoreceptor cartridge and an image-forming device, both of which can produce a stable quality images for a humidity change in a use environment by using the electrophotographic photoreceptor.
    Type: Application
    Filed: March 20, 2007
    Publication date: September 16, 2010
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Mitsuo Wada, Kazutaka Ida, Teruyuki Mitsumori, Hiroaki Takamura, Tadashi Mizushima
  • Publication number: 20100168413
    Abstract: A method of effecting a one-pot conversion of a tetrahydronaphthalic anhydride of formula (I): to a nitrate salt of a benzisoindolenine of formula (II): The method comprises heating the tetrahydronaphthalic anhydride of formula (I) with a reagent mixture comprising ammonium nitrate so as to effecting concomitant dehydrogenation during the conversion.
    Type: Application
    Filed: February 21, 2010
    Publication date: July 1, 2010
    Inventors: Sutharsiny Indusegaram, Simone Charlotte Vonwiller, Damon Donald Ridley, Kia Silverbrook
  • Publication number: 20100126378
    Abstract: A sulfonated derivative of an organic pigment moiety comprising a polyetheramine, and a metal or ammonium salt. The pigment is used for coloration of printing inks and coatings. For ink-jet systems there is excellent filterability, low viscosity, and stability thereof.
    Type: Application
    Filed: April 3, 2008
    Publication date: May 27, 2010
    Inventor: Stanislav Vilner
  • Publication number: 20090227785
    Abstract: Nanoscale pigment particles of phthalocyanine pigments are prepared by providing a unsubstituted phthalocyanine chromogen material and a substituted phthalocyanine chromogen material, reacting the unsubstituted phthalocyanine chromogen material and the substituted phthalocyanine chromogen material to form a mixture of unsubstituted phthalocyanine dye molecules and substituted phthalocyanine dye molecules, and causing the substituted phthalocyanine dye molecules to non-covalently associate with the unsubstituted phthalocyanine dye molecules, so as to limit an extent of particle growth and aggregation and result in nanoscale pigment particles.
    Type: Application
    Filed: July 22, 2008
    Publication date: September 10, 2009
    Applicant: XEROX CORPORATION
    Inventors: James D. MAYO, Rina CARLINI, C. Geoffrey ALLEN
  • Patent number: 7578880
    Abstract: A method of producing fine particles of metal complex pigment, containing the step of reacting a solution of an alkali metal salt of a ligand that constitutes the metal complex with a solution of salts of a metal that constitutes the metal complex, in the course of a laminar flow in a channel; and a method of producing fine particles of metal complex pigment, containing the step of bringing a solution of an alkali metal salt of a ligand that constitutes the metal complex and a solution of salts of a metal that constitutes the metal complex into contact with each other in a channel having an equivalent diameter of 1 mm or less to form a liquid flow.
    Type: Grant
    Filed: September 5, 2006
    Date of Patent: August 25, 2009
    Assignee: FUJIFILM CORPORATION
    Inventors: Tadahisa Sato, Jun Tanabe, Hideki Maeta
  • Patent number: 7569106
    Abstract: The invention relates to a method for producing an aqueous suspension of pure-phase ?-copper phtalocyanine blue pigment using an agitator ball mill. According to said method: a) in a preparatory step, a phthalocyanine crude blue is suspended by means of a dissolver in an aqueous medium, said aqueous medium containing in particular lipophilic substances, which are similar to binding agents and are compatible with the final application medium and crystalline-phase controlling and/or pigment-surface conditioning compounds; b) said aqueous suspension of the phthalocyanine crude blue is ground in an agitator ball mill to form a suspension of a ?-phtalocyanine blue pigment. The aqueous suspension thus obtained is characterized in that it contains a high-grade ?-phtalocyanine blue pigment for producing a conditioned ?-phtalocyanine blue pigment. The advantage is that said suspension can also be directly converted into a colour concentrate, in particular by means of a flushing and kneading method.
    Type: Grant
    Filed: June 16, 2005
    Date of Patent: August 4, 2009
    Assignee: Colour Ltd.
    Inventors: Rainer Heubach, Dieter Lieske
  • Patent number: 7560421
    Abstract: A method of disinfecting a contact lens is provided, including the steps of preparing a disinfecting liquid which contains hydrogen peroxide and at least one metal phthalocyanine compound dispersed or dissolved in an aqueous medium, immersing the contact lens in the disinfecting liquid, and irradiating the disinfecting liquid in which the contact lens is immersed with a light.
    Type: Grant
    Filed: August 14, 2003
    Date of Patent: July 14, 2009
    Assignee: Menicon Co., Ltd.
    Inventors: Kazuhiko Nakada, Kotaro Sakanishi
  • Patent number: 7553960
    Abstract: The present invention provides a phthalocyanine compound represented by the following formula (PC-1): Formula (PC-1) (wherein M represents a hydrogen atom or a metal atom, R1, R4, R5, R8, R9, R12, R13, and R16 each represents independently a hydrogen atom or a substituent, at least one of R1, R4, R5, R8, R9, R12, R13, and R16 is a group represented by formula (II), and R2, R3, R6, R7, R10, R11, R14, and R15 each independently represent a hydrogen atom or a substituent); —SO2R17??Formula (II) (wherein R17 represents an alkyl group, aryl group or a heterocyclic group having a hydrophilic group). A novel phthalocyanine compound having high durability and useful as a functional dye is provided.
    Type: Grant
    Filed: September 19, 2005
    Date of Patent: June 30, 2009
    Assignee: FUJIFILM Corporation
    Inventors: Seiichi Yamamoto, Masahiko Taniguchi, Yasuhiro Yoshioka, Takanori Hioki, Hideo Hanawa
  • Patent number: 7524367
    Abstract: A poly cross linked phthalocyanine compound for a solar cell and ink composition comprising the same, and more particularly a poly cross linked phthalocyanine compound effective for use in a near infrared absorbent having a high absorption power in a near infrared wavelength from about 750 nm to about 1100 nm, wherein the poly cross linked phthalocyanine compound having structures according to the present inventive concept is sensitized to infrared region, although ruthenium-based compound used for existing dye-sensitized solar cells is sensitized to visible light region, such that the compound according to the present novel concept can be extended in wavelengths for use in solar cells to improve an energy conversion efficiency.
    Type: Grant
    Filed: December 14, 2007
    Date of Patent: April 28, 2009
    Inventors: Dae Woo Ihm, Shi Surk Kim, Kyung Mi Lee, Byung Sun Cho
  • Publication number: 20090018317
    Abstract: The present invention provides a reactive dyestuff with an alkylthio group and a ?-sulfatoethylsulfone group, which is represented by formula (I), wherein D, R, R1, R2, R3, R4, Q, x, and y are defined the same as the specification. The reactive dyestuffs of the present invention not only have characteristics of high solubility, high alkali solubility, and easily being washed off for dyeing cellulose fiber, but also are suitably applied in cold-pad-batch dyeing, continuous-dyeing, printing, and digital printing.
    Type: Application
    Filed: July 10, 2007
    Publication date: January 15, 2009
    Applicant: Everlight USA, Inc.
    Inventors: Wen-Jang Chen, Hong-Chang Huang, Duncan A. S. Phillips, John A. Taylor
  • Patent number: 7470315
    Abstract: A naphthalocyanine dye of formula (I) is provided: wherein M is a metal group or is absent; R1 and R2 are independently selected from hydrogen or C1-12 alkoxy; X is selected from O, S or —NH—; Ar1, Ar2, Ar3, Ar4, Ar5, Ar6, Ar7 and Ar8 are selected from phenyl, naphthyl, pyridyl, furanyl, pyrollyl, thiophenyl, each of Ar1, Ar2, Ar3, Ar4, Ar5, Ar6, Ar7 and Ar8 being optionally substituted with 1, 2, 3, 4 or 5 groups, the or each group being independently selected from C1-12 alkyl, C1-12 alkoxy, C1-12 arylalkyl, C1-12 arylalkoxy, —(OCH2CH2)dORd, cyano, halogen, amino, hydroxyl, thiol, —SRv, —NRuRv, nitro, phenyl, phenoxy, —CO2Rv, —C(O)Rv, —OCORv, —SO2Rv, —OSO2Rv, —NHC(O)Rv, —CONRuRv, —CONRuRv, sulfonic acid, sulfonic acid salt and sulfonamide; d is an integer from 2 to 5000; Rd is H, C1-8 alkyl or C(O)C1-8 alkyl; and Ru and Rv are independently selected from hydrogen, C1-12 alkyl, phenyl or phenyl-C1-8 alkyl.
    Type: Grant
    Filed: July 5, 2005
    Date of Patent: December 30, 2008
    Assignee: Silverbrook Research Pty Ltd
    Inventors: Simone Charlotte Vonwiller, Damon Donald Ridley, Sutharsiny Indusegaram, Scott Matthew Starling, Graciel Gonzaga, Kia Silverbrook
  • Patent number: 7459016
    Abstract: A method for the production of a phthalocyanine pigment preparation includes finely distributing a crude phthalocyanine pigment by dry milling, wet milling, salt kneading, acid pasting or acid swelling to give a pre-pigment, the pre-pigment is subjected to a finishing treatment in a mixture of water and an organic solvent at alkaline pH, increased temperature and in the presence of at least one pigment dispersant from the group of phthalocyanine sulphonic acids, phthalocyanine carboxylic acids, phthalocyanine sulphonate salts, phthalocyanine carboxylate salts and phthalocyanine suiphonamides.
    Type: Grant
    Filed: November 27, 2003
    Date of Patent: December 2, 2008
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Klaus Brychcy, Joachim Weber, Heidrun Mehler
  • Publication number: 20080194813
    Abstract: Processes for making photosensitive organic pigments for use in imaging members, specifically processes for making a photosensitive phthalocyanine pigments having a specific crystal form, comprising dissolving the pigment in a mixture of a haloacetic acid and alkylene halide to form a solution, precipitating the pigment by adding the solution to a non-solvent system, the solution comprised of one or more organic solvents and a small amount of water, wherein the amount of water controls the crystal form of the pigment, followed by a treatment with a halobenzene to obtain a highly photosensitive second crystal form of the pigment.
    Type: Application
    Filed: February 14, 2007
    Publication date: August 14, 2008
    Applicant: Xerox Corporation
    Inventors: George Liebermann, Marko Saban, Sandra Gardner, Cuong Vong
  • Publication number: 20080188595
    Abstract: An ink set includes an ozone stable cyan ink, and an ozone stable magenta ink. According to this exemplary embodiment, the ozone stable magenta ink includes an ozone stable magenta dye and a liquid vehicle including a fluorocarbon surfactant formed at least in part from a polymer comprising at least one Formula 1: Where R1?H, OH, or CH3; and R2?O(CH2)m—(CF2)n—CF3 with m=1-3 and n=0-3.
    Type: Application
    Filed: October 31, 2006
    Publication date: August 7, 2008
    Inventor: Larrie Deardurff
  • Patent number: 7404854
    Abstract: A process for warpage-free pigmentation of a plastic pigmented by a phthalocyanine pigment which was heated to not less than 80° C. as a suspension in a organic solvent in the presence of a carboxylic acid containing 2, 3 or 4 carboxyl groups or a salt of such a carboxylic acid.
    Type: Grant
    Filed: August 7, 2004
    Date of Patent: July 29, 2008
    Assignee: Clariant Produkte (Deutschland) GmbH
    Inventors: Matthias Ganschow, Carsten Plueg, Hans Joachim Metz
  • Publication number: 20080177060
    Abstract: This invention relates to the use of axial substituted phthalocyanine compound as a semiconductor layer between the source/drain electrodes of organic thin-film transistor. The centre ligand of the axial substituted phthalocyanine compound is an atom with 3 valences or higher, and the axial ligands are chlorine, fluorine, or oxygen which can be connected with the centre ligands of axial substituted phthalocyanine compounds. Crystalline Film with high quality can be prepared on an organic substrate from the axial substituted phthalocyanine compound using vapor deposition process. These crystalline films have high carrier mobility, rich energy level, and stable performances and are easy for integrated process. The field effect mobility and the on/off Ratio of the organic thin-film transistor are 0.01 cm2/Vs or more and higher than 105, respectively.
    Type: Application
    Filed: January 17, 2008
    Publication date: July 24, 2008
    Applicant: CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY CHINESE ACADEMY OF SCIENCES
    Inventors: Donghang Yan, De Song, Feng Zhu, Bo Yu
  • Publication number: 20080142790
    Abstract: An organic semiconductor having at least one compound of formula (PC-1); and a compound represented by formula (PC-1a): wherein M is a metallic atom, or two hydrogen atoms which bond respectively to a nitrogen atom of an isoindole ring and to a nitrogen atom of an isoindoline ring; R1 to R16 each independently are a hydrogen atom or a substituent, in which at least two substituents of R1 to R16 in formula (PC-1) are two or more different substituents, and in which at least one of the substituents of R1 to R16 in formula (PC-1a) is a fluorine atom, and at least one of the substituents of R1 to R16 in formula (PC-1a) is an electron-attracting group other than a fluorine atom.
    Type: Application
    Filed: March 20, 2007
    Publication date: June 19, 2008
    Applicant: FUJIFILM Corporation
    Inventors: Tetsu Kitamura, Takanori Hioki, Toshiyuki Saiki
  • Publication number: 20080108735
    Abstract: A method for treating phthalocyanine pigments, said method being characterized in that a) a phthalocyanine pigment is suspended in a liquid medium containing aqueous hydrochloric acid and an organic solvent containg carbonyl and/or ether groups, b) the suspension is maintained for between 5 to 300 min at a temperature of from 0° to 150° C. and c) the suspension is then filtered and washed.
    Type: Application
    Filed: November 15, 2005
    Publication date: May 8, 2008
    Inventors: Matthias Ganschow, Carsten Plueg, Hans Joachim Metz
  • Patent number: 7329315
    Abstract: Phthalocyanine blue pigments and pigment dispersions for water-borne inks and coatings are described. The pigments are produced by dry milling phthalocyanine blue and a polymeric dispersant, optionally with inorganic fillers and other additives, to obtain a material with improved coloristic, rheological, and stability properties. The resulting activated crude is then processed directly into water-based pigment dispersion with additives and/or surfactants to facilitate conversion to pigmentary form while maintaining the desirable green and clean shade.
    Type: Grant
    Filed: December 11, 2006
    Date of Patent: February 12, 2008
    Assignee: Sun Chemical Corporation
    Inventors: Stanislav Vilner, Tatiana N. Romanova, Mark Ortalano, George H. Robertson, Russell J. Schwartz