Patents by Inventor Yoshio Aso

Yoshio Aso 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).

  • Patent number: 10894770
    Abstract: An object of the present invention is to provide a novel fullerene derivative usable in n-type semiconductor materials for organic thin-film solar cells and the like. The object is achieved by a fullerene derivative represented by formula (1) wherein R1 represents aryl optionally substituted with at least one substituent, R2 represents an organic group, R3 represents an organic group, with the proviso that at least one of R2 and R3 is alkyl optionally substituted with at least one substituent or alkyl ether optionally substituted with at least one substituent, R4 represents hydrogen or an organic group, and a ring A represents a fullerene ring.
    Type: Grant
    Filed: October 6, 2016
    Date of Patent: January 19, 2021
    Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITY
    Inventors: Takabumi Nagai, Kenji Adachi, Yoshio Aso, Yutaka Ie, Makoto Karakawa
  • Patent number: 10793584
    Abstract: In order to provide a naphthobischalcogenadiazole derivative that can be used as an intermediate for producing a naphthobischalcogenadiazole compound into which a fluorine atom has been introduced, the naphthobischalcogenadiazole derivative in accordance with an aspect of the present invention is represented by a formula (I): where each of A1 and A2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X1 and X2 is independently a hydrogen atom, a halogen atom, a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.
    Type: Grant
    Filed: October 13, 2017
    Date of Patent: October 6, 2020
    Assignees: Osaka University, Ishihara Sangyo Kaisha, Ltd.
    Inventors: Yutaka Ie, Yoshio Aso, Takuji Seo, Taichi Moriyama
  • Publication number: 20190337966
    Abstract: In order to provide a naphthobischalcogenadiazole derivative that can be used as an intermediate for producing a naphthobischalcogenadiazole compound into which a fluorine atom has been introduced, the naphthobischalcogenadiazole derivative in accordance with an aspect of the present invention is represented by a formula (I): where each of A1 and A2 is independently an oxygen atom, a sulfur atom, a selenium atom, or a tellurium atom; and each of X1 and X2 is independently a hydrogen atom, a halogen atom, a boronic acid group, a boronic acid ester group, a boronic acid diaminonaphthalene amide group, an N-methyliminodiacetic acid boronate group, a trifluoroborate salt group, or a triolborate salt group.
    Type: Application
    Filed: October 13, 2017
    Publication date: November 7, 2019
    Inventors: Yutaka Ie, Yoshio Aso, Takuji Seo, Taichi Moriyama
  • Patent number: 10388878
    Abstract: The present invention is a material having excellent performance as an n-type semiconductor material, in particular for organic thin-film solar cells. The present invention provides an n-type semiconductor consisting of a fullerene derivative having a purity of 99% or more, the fullerene derivative being represented by formula (1): wherein ring A represents C60 fullerene; R1 represents a hydrogen atom, alkyl optionally having at least one substituent, or aryl optionally having at least one substituent; and Ar represents aryl optionally substituted with at least one alkyl group.
    Type: Grant
    Filed: May 16, 2014
    Date of Patent: August 20, 2019
    Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITY
    Inventors: Takabumi Nagai, Kenji Adachi, Yoshio Aso, Yutaka Ie, Makoto Karakawa
  • Publication number: 20180282274
    Abstract: An object of the present invention is to provide a novel fullerene derivative usable in n-type semiconductor materials for organic thin-film solar cells and the like. The object is achieved by a fullerene derivative represented by formula (1) wherein R1 represents aryl optionally substituted with at least one substituent, R2 represents an organic group, R3 represents an organic group, with the proviso that at least one of R2 and R3 is alkyl optionally substituted with at least one substituent or alkyl ether optionally substituted with at least one substituent, R4 represents hydrogen or an organic group, and a ring A represents a fullerene ring.
    Type: Application
    Filed: October 6, 2016
    Publication date: October 4, 2018
    Applicants: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITY
    Inventors: Takabumi NAGAI, Kenji ADACHI, Yoshio ASO, Yutaka IE, Makoto KARAKAWA
  • Publication number: 20160126462
    Abstract: The present invention is a material having excellent performance as an n-type semiconductor material, in particular for organic thin-film solar cells. The present invention provides an n-type semiconductor consisting of a fullerene derivative having a purity of 99% or more, the fullerene derivative being represented by formula (1): wherein ring A represents C60 fullerene; R1 represents a hydrogen atom, alkyl optionally having at least one substituent, or aryl optionally having at least one substituent; and Ar represents aryl optionally substituted with at least one alkyl group.
    Type: Application
    Filed: May 16, 2014
    Publication date: May 5, 2016
    Applicants: OSAKA UNIVERSITY, DAIKIN INDUSTRIES, LTD.
    Inventors: Takabumi NAGAI, Kenji ADACHI, Yoshio ASO, Yutaka IE, Makoto KARAKAWA
  • Publication number: 20160093807
    Abstract: The present invention is a material that exhibits excellent properties as an n-type semiconductor, in particular for use in organic thin-film solar cells. The present invention relates to a fullerene derivative represented by formula (1): wherein R1a and R1b are the same or different, and each represents a hydrogen atom or a fluorine atom; R1c and R1d are the same or different, and each represents a hydrogen atom, a fluorine atom, alkyl, alkoxy, ester, or cyano; R2 represents (1) phenyl optionally substituted with at least one substituent selected from the group consisting of fluorine, alkyl, alkoxy, ester, and cyano, or (2) a 5-membered heteroaryl group optionally substituted with 1 to 3 methyl groups; and ring A represents a fullerene ring.
    Type: Application
    Filed: May 16, 2014
    Publication date: March 31, 2016
    Applicants: OSAKA UNIVERSITY, DAIKIN INDUSTRIES, LTD.
    Inventors: Takabumi NAGAI, Kenji ADACHI, Yoshio ASO, Yutaka IE, Makoto KARAKAWA
  • Patent number: 8859717
    Abstract: Nitrogen-containing fused ring compound having at least one structural unit selected from the group consisting of a structural unit represented by the formula (1-1) and a structural unit represented by the formula (1-2).
    Type: Grant
    Filed: March 3, 2011
    Date of Patent: October 14, 2014
    Assignees: Sumitomo Chemical Company, Limited, Osaka University
    Inventors: Yutaka Ie, Masashi Ueta, Yoshio Aso, Masato Ueda
  • Patent number: 8841410
    Abstract: It is an object of the present invention to provide a nitrogen-containing condensed ring compound, which can be used as an organic n-type semiconductor having an excellent electron transport property and which is also excellent in terms of solubility in an organic solvent. The nitrogen-containing condensed ring compound of the present invention has a structural unit represented by the following formula (1-1) or formula (1-2): wherein Ar1 represents an aromatic ring; one of Y1 and Y2 represents a single bond, and the other represents —C(R11)(R12)— or —C(?X1)—; one of Y3 and Y4 represents a single bond, and) the other represents —C(R21)(R22)— or —C(?X2)—, and one of Y1 to Y4 represents —C(R11)(R12)— or —C(R21)(R22)—; at least one of W1 and W2 represents —N?; and Z1 and Z2 each represent any one of the groups represented by the formula (i) to the formula (ix).
    Type: Grant
    Filed: January 30, 2012
    Date of Patent: September 23, 2014
    Assignees: Sumitomo Chemical Company, Limited, Osaka University
    Inventors: Yoshio Aso, Yutaka Ie, Masashi Ueta, Masato Ueda
  • Publication number: 20130324685
    Abstract: It is an object of the present invention to provide a nitrogen-containing condensed ring compound, which can be used as an organic n-type semiconductor having an excellent electron transport property and which is also excellent in terms of solubility in an organic solvent. The nitrogen-containing condensed ring compound of the present invention has a structural unit represented by the following formula (1-1) or formula (1-2): wherein Ar1 represents an aromatic ring; one of Y1 and Y2 represents a single bond, and the other represents —C(R11)(R12)— or —C(?X1)—; one of Y3 and Y4 represents a single bond, and the other represents —C(R21)(R22)— or —C(?X2)—, and one of Y1 to Y4 represents —C(R11)(R12)— or —C(R21)(R22)—; at least one of W1 and W2 represents —N?; and Z1 and Z2 each represent any one of the groups represented by the formula (i) to the formula (ix).
    Type: Application
    Filed: January 30, 2012
    Publication date: December 5, 2013
    Applicants: OSAKA UNIVERSITY, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yoshio Aso, Yutaka Ie, Masashi Ueta, Masato Ueda
  • Patent number: 8378338
    Abstract: According to the first invention group there are provided conjugated compounds having two or more groups represented by the following formula (I) or the following formula (II): wherein one of Ar and Ar? represents a C6 or greater divalent aromatic hydrocarbon group and the other represents a C4 or greater divalent heterocyclic group, wherein the groups each may have a substituent, with the proviso that the groups as a whole contain no fluorine atoms, R1 and R2 each independently represent a hydrogen atom, a halogen atom or a monovalent group, and Ar? represents a trivalent aromatic hydrocarbon or trivalent heterocyclic group; when the conjugated compound has two or more groups represented by formula (I), the portion excluding these groups contain no fluorine atoms.
    Type: Grant
    Filed: November 27, 2008
    Date of Patent: February 19, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yoshio Aso, Yutaka Ie, Makoto Okabe, Masashi Nitani, Masato Ueda
  • Publication number: 20130041123
    Abstract: Nitrogen-containing fused ring compound having at least one structural unit selected from the group consisting of a structural unit represented by the formula (1-1) and a structural unit represented by the formula (1-2).
    Type: Application
    Filed: March 3, 2011
    Publication date: February 14, 2013
    Applicants: OSAKA UNIVERSITY, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yutaka Ie, Masashi Ueta, Yoshio Aso, Masato Ueda
  • Patent number: 8207184
    Abstract: A condensation compound of a fluorinated cyclopentane ring and an aromatic ring, which is useful, for example, for electronic materials, and a process for producing the same are provided. For instance, according to Scheme 1 below, a compound (68) containing a condensed structure formed of a hexafluorocyclopentane ring and an aromatic ring is synthesized. The aromatic ring is not limited to a thiophene ring but can be any ring and any substituent can be used. Thus a compound containing a condensed ring structure formed of a hexafluorocyclopentane ring and an aromatic ring, particularly, for instance, a thiophene ring, which was impossible to produce conventionally, can be produced easily with high yield. The compound of the present invention is particularly suitable to be applied to, for example, electronic materials or semiconductors.
    Type: Grant
    Filed: May 12, 2011
    Date of Patent: June 26, 2012
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Yutaka Ie, Yoshio Aso
  • Publication number: 20120091437
    Abstract: An object of the present invention is to provide a polymer having a low LUMO, a high charge transport property, and further high solubility in a solvent. The present invention provides a polymer having a repeating unit represented by the formula (I): wherein Ar0 means an aromatic ring that may have a substituent or substituents, or a heterocycle that may have a substituent or substituents, and X1 and X2 are the same or different and each mean an oxygen atom or a sulfur atom.
    Type: Application
    Filed: March 8, 2010
    Publication date: April 19, 2012
    Applicants: OSAKA UNIVERSITY, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yutaka Ie, Atsuki Yoshimura, Yoshio Aso, Masato Ueda
  • Patent number: 8158275
    Abstract: Fluorinated compounds of the invention are represented by the following general formula (I): (in formula (I), Ar1 and Ar2 each independently represent a C10 or greater aromatic hydrocarbon or C4 or greater heterocyclic group, R1 represents hydrogen or a monovalent substituent, R2 and R3 each independently represent a monovalent substituent, and s1 and t1 each independently represent an integer of 0 or greater. When s1 is 2 or greater, the multiple R2 groups may be the same or different, and when t1 is 2 or greater the multiple R3 groups may be the same or different.
    Type: Grant
    Filed: February 22, 2007
    Date of Patent: April 17, 2012
    Assignees: Osaka University, Sumitomo Chemical Company, Limited
    Inventors: Yutaka Ie, Yoshio Aso, Masashi Nitani, Masato Ueda
  • Publication number: 20120056168
    Abstract: An object of the invention is to provide a fluorine-containing polymer that is superior in both stability against doping of oxygen and solubility in an organic solvent. The invention provides a fluorine-containing polymer including a structure represented by formula (I) in a repeating unit. wherein R1 and R2 are the same or different and each mean a hydrogen atom, a halogen atom, or a monovalent group.
    Type: Application
    Filed: March 8, 2010
    Publication date: March 8, 2012
    Applicants: OSAKA UNIVERSITY, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yutaka Ie, Masashi Nitani, Yoshio Aso, Masato Ueda
  • Patent number: 8129400
    Abstract: A condensation compound of a fluorinated cyclopentane ring and an aromatic ring, which is useful, for example, for electronic materials, and a process for producing the same are provided. For instance, according to Scheme 1 below, a compound (68) containing a condensed structure formed of a hexafluorocyclopentane ring and an aromatic ring is synthesized. The aromatic ring is not limited to a thiophene ring but can be any ring and any substituent can be used. Thus a compound containing a condensed ring structure formed of a hexafluorocyclopentane ring and an aromatic ring, particularly, for instance, a thiophene ring, which was impossible to produce conventionally, can be produced easily with high yield. The compound of the present invention is particularly suitable to be applied to, for example, electronic materials or semiconductors.
    Type: Grant
    Filed: May 12, 2011
    Date of Patent: March 6, 2012
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Yutaka Ie, Yoshio Aso
  • Publication number: 20120053352
    Abstract: A branched compound having a construction with a core portion, at least 3 side chain portions bonded to the core portion, and end portions bonded to each of the side chain portions, wherein the side chain portions arc groups in which a plurality of conjugated units are linked, at least one of the conjugated units being a divalent heterocyclic group, at least one of the end portions is a group represented by formula (1), and the side chain portions and the end portions are conjugated with the core portion. [In the formula, Ar represents a trivalent aromatic hydrocarbon or a trivalent heterocyclic group, and X represents oxygen, sulfur, or a group represented by formula (a).] [In the formula, A represents hydrogen, a halogen or a monovalent group, and at least one A group is an electron-withdrawing group.
    Type: Application
    Filed: March 10, 2010
    Publication date: March 1, 2012
    Applicants: OSAKA UNIVERSITY, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yutaka Ie, Makoto Okabe, Yoshio Aso, Masato Ueda
  • Publication number: 20120049174
    Abstract: A conjugated compound having a group represented by formula (I) and/or formula (II). [In the formulas, Ar represents an optionally substituted trivalent aromatic hydrocarbon or optionally substituted trivalent heterocyclic group, and A represents hydrogen, a halogen atom or a monovalent group. When multiple A groups are present they may be the same or different, and at least one A represents an electron-withdrawing group. Ar? represents an optionally substituted C6 or greater divalent aromatic hydrocarbon or optionally substituted C4 or greater divalent heterocyclic group, and R1 and R2 are the same or different and each represents hydrogen, a halogen atom or a monovalent group, while A? represents hydrogen, a halogen atom or a monovalent group. When multiple A? groups are present they may be the same or different, and at least one A? represents an electron-withdrawing group.
    Type: Application
    Filed: March 10, 2010
    Publication date: March 1, 2012
    Applicants: OSAKA UNIVERSITY, SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventors: Yutaka Ie, Makoto Okabe, Yoshio Aso, Masato Ueda
  • Patent number: 8114956
    Abstract: A polymer having a repeating unit represented by the following general formula (I) and a ferrocene-based reduction potential of ?1.5 to ?0.5 V as measured by a cyclic voltammetry method wherein Ar1 represents a divalent aromatic hydrocarbon group or a divalent heterocyclic group, and these groups may be substituted by a substituent.
    Type: Grant
    Filed: March 5, 2008
    Date of Patent: February 14, 2012
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yutaka Ie, Yoshio Aso, Yoshikazu Umemoto, Masato Ueda