Patents by Inventor Toshikazu Hirao

Toshikazu Hirao has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Publication number: 20240315124
    Abstract: The present invention provides an electrically conductive polymer having excellent electrical conductivity. A polythiophene compound comprising a structural unit of following general formula (A) (wherein L is alkylene or the like; each of M1 and M2 is independently an alkyl group, a hydrogen atom, an alkali metal, an alkaline earth metal or an ammonium group; R1A is a hydrogen atom, an alkyl group, an alkoxy group, an acyl group or a group represented by formula (15); and each of L1, M1c and M2c are respectively the same as L, M1 and M2) and having a high absorbance ratio calculated by calculation formula (A2000/A407) from absorbance (A2000) at the wavelength of 2,000 nm and absorbance (A407) at the wavelength of 407 nm achieves excellent electrical conductivity. Further, an electrical conductive polymer of the present invention is useful as a material for solar cells.
    Type: Application
    Filed: June 6, 2022
    Publication date: September 19, 2024
    Inventors: Toshikazu Hirao, Toru Amaya, Kahori Kiriyama, Keiho Tsuchiya, Yuhi Inada, Takeshi Yamao, Ryo Okazaki
  • Patent number: 9550861
    Abstract: An aniline monomer having a phosphonic acid of general formula (4) is polymerized to produce a polyaniline. In the formula, R1 is NH2 or NH3X, and X is a halogen. R2 are each independently a phosphonic acid or a salt thereof. R3 are each independently selected from the group consisting of a halogen atom, alkyl group having 1-15 carbon atoms, aralkyl group having 7-34 carbon atoms, alkoxy group having 1-15 carbon atoms, alkylthio group having 1-15 carbon atoms, alkylamino group having 1-15 carbon atoms, carboxyl group, carboxylic acid alkyl ester group wherein the alkyl group has 1-15 carbon atoms, nitro group, and cyano group. m is an integer of 1-4, n is an integer of 0-3, and the sum of m and n is 1-4. However, none of R2 and R3 is present at the para position relative to R1.
    Type: Grant
    Filed: April 4, 2014
    Date of Patent: January 24, 2017
    Assignees: OSAKA UNIVERSITY, DAIHACHI CHEMICAL INDUSTRY CO., LTD.
    Inventors: Toshikazu Hirao, Toru Amaya, Yasushi Abe
  • Publication number: 20160046767
    Abstract: An aniline monomer having a phosphonic acid of general formula (4) is polymerized to produce a polyaniline. In the formula, R1 is NH2 or NH3X, and X is a halogen. R2 are each independently a phosphonic acid or a salt thereof. R3 are each independently selected from the group consisting of a halogen atom, alkyl group having 1-15 carbon atoms, aralkyl group having 7-34 carbon atoms, alkoxy group having 1-15 carbon atoms, alkylthio group having 1-15 carbon atoms, alkylamino group having 1-15 carbon atoms, carboxyl group, carboxylic acid alkyl ester group wherein the alkyl group has 1-15 carbon atoms, nitro group, and cyano group. m is an integer of 1-4, n is an integer of 0-3, and the sum of m and n is 1-4. However, none of R2 and R3 is present at the para position relative to R1.
    Type: Application
    Filed: April 4, 2014
    Publication date: February 18, 2016
    Applicants: DAIHACHI CHEMICAL INDUSTRY CO., LTD., OSAKA UNIVERSITY
    Inventors: TOSHIKAZU HIRAO, TORU AMAYA, YASUSHI ABE
  • Patent number: 7847056
    Abstract: An object of the invention is to provide a fluorine-containing (meth)acrylate polymer readily at a low cost without using any special polymerization facilities. Thus, the invention provides a fluorine-containing (meth)acrylate polymer obtained by reacting a (meth)acrylate polymer with an alcohol containing a fluorine atom represented by General Formula 1: Rf(CH2)nOH??(1) wherein Rf is a fluoroalkyl group or a fluoroalkyl ether group of 1 to 15 carbon atoms containing at least one or more fluorine atoms and n is an integer of 0 to 10 as well as a method for producing the same.
    Type: Grant
    Filed: March 25, 2005
    Date of Patent: December 7, 2010
    Assignees: Kaneka Corporation
    Inventors: Etsuo Horii, Hirosuke Kawabata, Toshikazu Hirao, Akiya Ogawa, Xiaoliang Xu
  • Patent number: 7759489
    Abstract: Provided are an organic electroluminescence device having high luminous efficiency and a long emission lifetime, and a transition metal complex compound realizing the organic electroluminescence device. In the transition metal complex compound, three ligands are crosslinked with a crosslinking group having a saturated cyclic structure or a saturated polycyclic structure in a tripod manner. The organic electroluminescence device includes an organic thin film layer composed of one or multiple layers including at least a light emitting layer, the organic thin film layer being interposed between a pair of electrodes. In the organic electroluminescence device, at least one layer of the organic thin film layer contains the transition metal complex compound.
    Type: Grant
    Filed: September 7, 2006
    Date of Patent: July 20, 2010
    Assignees: Idemitsu Kosan Co., Ltd., Osaka University
    Inventors: Masami Watanabe, Toshikazu Hirao, Toshiyuki Moriuchi, Lisheng Mao, Hsyueh-Liang Wu
  • Patent number: 7435859
    Abstract: The present invention provides Sumanene, its derivative and a method for manufacturing Sumanene and its derivative. As shown by a below-described scheme, benzotris(norbornadiene) (a below formula (87)) is firstly synthesized from norbornadiene (a below formula (86)). Then, the compound is subjected to a metathesis reaction so as to synthesize hexahydrosumanene (a below formula (88)), and it is dehydrogenized so as to obtain Sumanene (a below formula (84)). Thereby, Sumanene can be mass-synthesized under a moderate condition. In addition, a compound with a structure where a benzyl position of Sumanene is substituted by a N atom or an O atom can be obtained similarly, and various derivatives also can be obtained by further chemical modification of the compound. Sumanene and its derivative are suitable for electronic materials, synthesis raw materials for various kinds of fullerenes and heterofullerenes, and the like. Condition of the Reaction a) BuLi, t-BuOK, BrCH2CH2Br, THF, ?78° C. to ?45° C.
    Type: Grant
    Filed: January 27, 2004
    Date of Patent: October 14, 2008
    Assignee: Kaneka Corporation
    Inventors: Toshikazu Hirao, Hidehiro Sakurai, Taro Daiko
  • Publication number: 20080004424
    Abstract: An object of the invention is to provide a fluorine-containing (meth)acrylate polymer readily at a low cost without using any special polymerization facilities. Thus, the invention provides a fluorine-containing (meth)acrylate polymer obtained by reacting a (meth)acrylate polymer with an alcohol containing a fluorine atom represented by General Formula 1: Rf(CH2)nOH??(1) wherein Rf is a fluoroalkyl group or a fluoroalkyl ether group of 1 to 15 carbon atoms containing at least one or more fluorine atoms and n is an integer of 0 to 10 as well as a method for producing the same.
    Type: Application
    Filed: March 25, 2005
    Publication date: January 3, 2008
    Applicants: KANEKA CORPORATION
    Inventors: Etsuo Horii, Hirosuke Kawabata, Toshikazu Hirao, Akiya Ogawa, Xiaoliang Xu
  • Publication number: 20070243416
    Abstract: An amine-based compound having a specific structure and an organic electroluminescence device which comprises at least one layer comprising at least a light emitting layer and is disposed between a cathode and an anode, wherein at least one layer in the organic thin film layer comprises the amine-based compound singly or as a component of a mixture. The organic electroluminescence device exhibits an excellent balance in physical properties such as a small ionization potential, a great band gap energy, a great efficiency of injection and a great mobility and excellent heat resistance and current efficiency due to the amine-based compound.
    Type: Application
    Filed: May 27, 2005
    Publication date: October 18, 2007
    Applicant: Idemitsu Kosan Co., Ltd.
    Inventors: Masami Watanabe, Chishio Hosokawa, Hirofumi Kondo, Toshikazu Hirao
  • Publication number: 20070176540
    Abstract: Provided are an organic electroluminescence device having high luminous efficiency and a long emission lifetime, and a transition metal complex compound realizing the organic electroluminescence device. In the transition metal complex compound, three ligands are crosslinked with a crosslinking group having a saturated cyclic structure or a saturated polycyclic structure in a tripod manner. The organic electroluminescence device includes an organic thin film layer composed of one or multiple layers including at least a light emitting layer, the organic thin film layer being interposed between a pair of electrodes. In the organic electroluminescence device, at least one layer of the organic thin film layer contains the transition metal complex compound.
    Type: Application
    Filed: September 7, 2006
    Publication date: August 2, 2007
    Applicants: Idemitsu Kosan Co., Ltd., Osaka University
    Inventors: Masami Watanabe, Toshikazu Hirao, Toshiyuki Moriuchi, Lisheng Mao, Hsyueh-Liang Wu
  • Publication number: 20060142370
    Abstract: The present invention provides Sumanene, its derivative and a method for manufacturing Sumanene and its derivative. As shown by a below-described scheme, benzotris(norbornadiene) (a below formula (87)) is firstly synthesized from norbornadiene (a below formula (86)). Then, the compound is subjected to a metathesis reaction so as to synthesize hexahydrosumanene (a below formula (88)), and it is dehydrogenized so as to obtain Sumanene (a below formula (84)). Thereby, Sumanene can be mass-synthesized under a moderate condition. In addition, a compound with a structure where a benzyl position of Sumanene is substituted by a N atom or an O atom can be obtained similarly, and various derivatives also can be obtained by further chemical modification of the compound. Sumanene and its derivative are suitable for electronic materials, synthesis raw materials for various kinds of fullerenes and heterofullerenes, and the like. Condition of the Reaction a) BuLi, t-BuOK, BrCH2CH2Br, THF, ?78° C. to ?45° C.
    Type: Application
    Filed: January 27, 2004
    Publication date: June 29, 2006
    Applicants: Nippon Shokubai Co., Ltd., Daicel Chemical Industries, Ltd., Kaneka Corporation
    Inventors: Toshikazu Hirao, Hidehiro Sakurai, Taro Daiko
  • Publication number: 20050191527
    Abstract: An organometallic compound comprising a quinoxaline structure, and having a structure represented by the following general formula (2), wherein M represents a monovalent to trivalent metal, L represents a ligand, Ar1 and Ar2 represent an aryl group in which a part of hydrogens may be substituted, and the same or different, m represents an integer of 1 to 3, n represents an integer of 0 to 2, and m-n is an integer of 1 to 3.
    Type: Application
    Filed: February 23, 2005
    Publication date: September 1, 2005
    Inventors: Hiroyuki Fujii, Toshikazu Hirao, Hidehiro Sakurai, Lisheng Mao, Kazuyasu Tani