Patents by Inventor Kazuo Takimiya
Kazuo Takimiya 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).
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Publication number: 20190245150Abstract: There are provided a novel aromatic compound which has excellent semiconductor properties in terms of carrier mobility, an organic semiconductor material and a thin film forming composition containing the compound, an organic thin film containing the compound, and an organic semiconductor device containing the thin film. The aromatic compound is represented by General Formula (1). In General Formula (1), R1 and R2 independently represent a hydrogen atom, or a saturated hydrocarbon group having 1 to 30 carbon atoms, a saturated fluorohydrocarbon group having 1 to 30 carbon atoms, an aryl group, or a styryl group that may have a substituent; m is an integer from 1 to 6; and A represents a hydrogen atom, a halogen atom, a saturated hydrocarbon-trisubstituted silyl group, an aryl group, a heteroaryl group, a direct bond, or a di- to hexavalent linking group having an aromatic ring or a heterocyclic ring.Type: ApplicationFiled: July 11, 2017Publication date: August 8, 2019Applicants: Riken, Nippon Kayaku Kabushiki KaishaInventors: Masahiro NAKANO, Ji-Hoon KIM, Kazuo TAKIMIYA, Hiroshi NAKAMURA
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Patent number: 9859508Abstract: [Problem] To provide: a novel compound which has high mobility and on/off ratio and is useful for organic electronic devices; and a method for producing the compound. [Solution] A condensed polycyclic aromatic compound which is represented by general formula (1). (In the formula, A represents a 1,5-dihydronaphthalene ring or a 2,6-dihydronaphthalene ring; each of R1, R2, R3 and R4 independently represents a hydrogen atom, a halogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted alicyclic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted hydrocarbon oxy group, a substituted or unsubstituted ester group, a substituted or unsubstituted acyl group, or a substituted or unsubstituted cyano group; and each of X1 and X2 independently represents an oxygen atom, a sulfur atom or a selenium atom.Type: GrantFiled: February 27, 2014Date of Patent: January 2, 2018Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kazuo Takimiya, Shoji Shinamura, Masahiro Hamada, Yuichi Sadamitsu
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Patent number: 9796727Abstract: A heterocyclic compound represented by formula (1) and a field effect transistor having a semiconductor layer comprising the compound. (In the formula, X1 and X2 each independently represents a sulfur atom or a selenium atom, and R1 and R2 each independently represents a C5-16 alkyl.Type: GrantFiled: February 25, 2010Date of Patent: October 24, 2017Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Patent number: 9564604Abstract: The present invention provides a fused aromatic compound represented by general formula (1) or general formula (2): wherein R1 to R8 each independently represent an atom or a functional group selected from the group consisting of a hydrogen atom, a halogen atom, a hydrocarbon oxy group, an aromatic hydrocarbon group, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an ester group, an acyl group, a cyano group, and a substituted silyl group, X1 to X4 each independently represent a cyano group, an ester group, or an acyl group, and Y1 to Y4 each independently represent an oxygen atom, a sulfur atom, or a selenium atom.Type: GrantFiled: October 17, 2013Date of Patent: February 7, 2017Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kazuo Takimiya, Shoji Shinamura, Masahiro Hamada, Yuichi Sadamitsu
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Patent number: 9312491Abstract: A photoelectric conversion element has a structure where a hole transport layer, a photoelectric conversion layer, and an electron transport layer are held between a first electrode and a second electrode. The photoelectric conversion layer is a bulk heterojunction layer, and fullerene or a fullerene derivative is used as an n-type organic semiconductor. As a p-type organic semiconductor, a polymer represented by the following Expression is used. In the Expression, R1, R2, R3, and R4 each independently represent any one of a branched alkyl group, a linear alkyl group, an alkyl ester group, a carboxy alkyl group, and an alkoxy group. Independently, X is any one of S, O, and N.Type: GrantFiled: September 3, 2013Date of Patent: April 12, 2016Assignees: JX NIPPON OIL & ENERGY CORPORATION, NATIONAL UNIVERSITY CORPORATION OF HIROSHIMA UNIVERSITYInventors: Seunghun Eu, Tsuyoshi Asano, Itaru Osaka, Kazuo Takimiya
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Patent number: 9260451Abstract: A method for producing a heterocyclic compound represented by general formula (2) from a heterocyclic compound represented by general formula (1) (in the formulae, X1 represents a halogen atom; each of Y1 and Y2 independently represents an oxygen atom, sulfur atom, or selenium atom; each of R1 and R2 independently represents a substituent; m and n respectively represent the number of substituents R1 and R2, each of m and n representing an integer of 0-4; and when m and n are 2 or higher, R1 and R2 may be the same or different and may bond to each other to form an optionally substituted ring).Type: GrantFiled: August 22, 2013Date of Patent: February 16, 2016Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kazuo Takimiya, Shoji Shinamura, Masahiro Hamada, Yuichi Sadamitsu
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Publication number: 20160013428Abstract: [Problem] To provide: a novel compound which has high mobility and on/off ratio and is useful for organic electronic devices; and a method for producing the compound. [Solution] A condensed polycyclic aromatic compound which is represented by general formula (1). (In the formula, A represents a 1,5-dihydronaphthalene ring or a 2,6-dihydronaphthalene ring; each of R1, R2, R3 and R4 independently represents a hydrogen atom, a halogen atom, a substituted or unsubstituted aliphatic hydrocarbon group, a substituted or unsubstituted alicyclic hydrocarbon group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted hydrocarbon oxy group, a substituted or unsubstituted ester group, a substituted or unsubstituted acyl group, or a substituted or unsubstituted cyano group; and each of X1 and X2 independently represents an oxygen atom, a sulfur atom or a selenium atom.Type: ApplicationFiled: February 27, 2014Publication date: January 14, 2016Inventors: Kazuo Takimiya, Shoji Shinamura, Masahiro Hamada, Yuichi Sadamitsu
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Patent number: 9209409Abstract: A naphthobisthiadiazole derivative is represented by Formula 1. In Formula 1, Z is selected from a hydrogen atom, a boronic acid group, a boronic acid ester group, a trifluoroborate salt group and a triolborate salt group, and at least one Z is a boronic acid group, a boronic acid ester group, a trifluoroborate salt group or a triolborate salt group. The naphthobisthiadiazole derivative is an organoboron compound, and can be converted to various compounds by a Suzuki-Miyaura coupling reaction; thus, is applicable as a precursor of complex compounds. Using the naphthobisthiadiazole derivative, research, development, and practical applications of low molecular weight compounds and high-molecular compounds useful for various organic semiconductor materials and the like can be ensured.Type: GrantFiled: February 27, 2013Date of Patent: December 8, 2015Assignees: National University of Corporation Hiroshima University, Sankyo Kasei Co., Ltd.Inventors: Kazuo Takimiya, Itaru Osaka, Kazuaki Kawashima
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Patent number: 9187493Abstract: Provided is a novel compound that can be applied to an organic electronics element. More specifically, provided is a novel heterocyclic compound applicable to organic electronics elements such as an organic EL element, an organic solar cell element, an organic transistorelement and an organic semiconductor laser element. The compound is a heterocyclic compound represented by the following general formula (1): wherein R1 and R2 independently represent a hydrogen atom, an aryl group that may have a substituent or an alkyl group that may have a substituent; m and n independently represent an integer of 1 to 4; and when R1 and R2 are two or more, one of R1's and one of R2's may be each the same as or different from one another.Type: GrantFiled: August 5, 2013Date of Patent: November 17, 2015Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kazuo Takimiya, Chihaya Adachi, Masaaki Ikeda
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Publication number: 20150303383Abstract: The present invention provides a fused aromatic compound represented by general formula (1) or general formula (2): wherein R1 to R8 each independently represent an atom or a functional group selected from the group consisting of a hydrogen atom, a halogen atom, a hydrocarbon oxy group, an aromatic hydrocarbon group, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an ester group, an acyl group, a cyano group, and a substituted silyl group, X1 to X4 each independently represent a cyano group, an ester group, or an acyl group, and Y1 to Y4 each independently represent an oxygen atom, a sulfur atom, or a selenium atom.Type: ApplicationFiled: October 17, 2013Publication date: October 22, 2015Inventors: Kazuo Takimiya, Shoji Shinamura, Masahiro Hamada, Yuichi Sadamitsu
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Publication number: 20150239901Abstract: A method for producing a heterocyclic compound represented by general formula (2) from a heterocyclic compound represented by general formula (1) (in the formulae, X1 represents a halogen atom; each of Y1 and Y2 independently represents an oxygen atom, sulfur atom, or selenium atom; each of R1 and R2 independently represents a substituent; m and n respectively represent the number of substituents R1 and R2, each of m and n representing an integer of 0-4; and when m and n are 2 or higher, R1 and R2 may be the same or different and may bond to each other to form an optionally substituted ring).Type: ApplicationFiled: August 22, 2013Publication date: August 27, 2015Inventors: Kazuo Takimiya, Shoji Shinamura, Masahiro Hamada, Yuichi Sadamitsu
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Publication number: 20150218185Abstract: Provided is a novel compound that can be applied to an organic electronics element. More specifically, provided is a novel heterocyclic compound applicable to organic electronics elements such as an organic EL element, an organic solar cell element, an organic transistorelement and an organic semiconductor laser element. The compound is a heterocyclic compound represented by the following general formula (1): wherein R1 and R2 independently represent a hydrogen atom, an aryl group that may have a substituent or an alkyl group that may have a substituent; m and n independently represent an integer of 1 to 4; and when R1 and R2 are two or more, one of R1's and one of R2's may be each the same as or different from one another.Type: ApplicationFiled: August 5, 2013Publication date: August 6, 2015Inventors: Kazuo Takimiya, Chihaya Adachi, Masaaki Ikeda
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Patent number: 9073938Abstract: Disclosed is a method for producing an aromatic compound represented by the general formula (2) below, which is characterized in that a compound represented by the general formula (1) below is reacted with a sulfur compound (at least one member selected from the group consisting of sulfur, hydrogen sulfide, metal hydrosulfides and metal sulfides) or a selenium compound. (In the formula (1), R1 represents a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an ester group, an optionally substituted alkyl group having 1-18 carbon atoms or the like; R2 represents a halogen atom; R3 represents a hydrogen atom, C?C—R1 or R2; and n represents an integer of 0-4. When n is not less than 2, R3's may be the same as or different from each other.) (In the formula (2), R1, R3 and n are as defined in the formula (1); and X represents a sulfur atom or a selenium atom.Type: GrantFiled: May 13, 2008Date of Patent: July 7, 2015Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Patent number: 9056871Abstract: Provided are a novel adduct compound and a novel ?-diketone compound, from which organic semiconductor layers consisting of a fused polycyclic aromatic compound can be formed by a solution method, said solution method being generally easier than a deposition method. Also provided are a method for the purification of the adduct compound, and a solution for the formation of organic semiconductor film, which contains the adduct compound. The adduct compound has a structure wherein a compound having a double bond is added in an eliminable state to a fused polycyclic aromatic compound of general formula (I): Ar1Ar2Ar3 (I), while the ?-diketone compound has a structure wherein a compound having a double bond is added in an eliminable state to a fused polycyclic aromatic compound. The fused polycyclic aromatic compound is dinaphthothienothiophene or the like, while the compound having a double bond is hexachlorocyclopentadiene or the like.Type: GrantFiled: August 24, 2010Date of Patent: June 16, 2015Assignee: Teijin LimitedInventors: Yoshinori Ikeda, Takashi Shiro, Kazuo Takimiya
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Patent number: 9018630Abstract: Provided are a novel heterocyclic compound represented by formula (1), and a field-effect transistor having a semiconductor layer comprising the aforementioned compound. Also provided is a method for producing an intermediate enabling the production of the aforementioned novel heterocyclic compound. (In the formula, R1 and R2 represent a hydrogen atom, a C2-16 alkyl group or an aryl group. However, when R1 each independently represents a C2-16 alkyl group or an aryl group, R2 represents a hydrogen atom or each independently represents an aryl group; and when R1 represents a hydrogen atom, R2 each independently represents an aryl group.Type: GrantFiled: February 24, 2012Date of Patent: April 28, 2015Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kazuo Takimiya, Kazuki Niimi, Hirokazu Kuwabara, Yuichi Sadamitsu, Eisei Kanoh
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Patent number: 9018398Abstract: An intermediate for an acenedichalcogenophene derivative is expressed by formula (1) or formula (2). In the formulae (1) and (2), Ar1 represents any one ring of a benzene ring, a naphthalene ring, or an anthracene ring having at least one of hydrogen thereof is substituted with a boronic acid group or a boronate ester group; Y represents an oxygen atom, a sulfur atom, or a selenium atom; and Z represents a substituent group. This intermediate for the acenedichalcogenophene derivative is capable of easily deprotecting the boronic acid group or the boronate ester group and allowing a substitution with a desired functional group, such that a desired synthesis of acenedichalcogenophene derivative, and further a desired synthesis of oligomers and polymers using this obtained acenedichalcogenophene derivative can be achieved.Type: GrantFiled: December 12, 2012Date of Patent: April 28, 2015Assignee: National University of Corporation Hiroshima UniversityInventors: Kazuo Takimiya, Itaru Osaka
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Publication number: 20150112081Abstract: A naphthobisthiadiazole derivative is represented by Formula 1. In Formula 1, Z is selected from a hydrogen atom, a boronic acid group, a boronic acid ester group, a trifluoroborate salt group and a triolborate salt group, and at least one Z is a boronic acid group, a boronic acid ester group, a trifluoroborate salt group or a triolborate salt group. The naphthobisthiadiazole derivative is an organoboron compound, and can be converted to various compounds by a Suzuki-Miyaura coupling reaction; thus, is applicable as a precursor of complex compounds. Using the naphthobisthiadiazole derivative, research, development, and practical applications of low molecular weight compounds and high-molecular compounds useful for various organic semiconductor materials and the like can be ensured.Type: ApplicationFiled: February 27, 2013Publication date: April 23, 2015Inventors: Kazuo Takimiya, Itaru Osaka, Kazuaki Kawashima
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Publication number: 20150011780Abstract: An intermediate for an acenedichalcogenophene derivative is expressed by formula (1) or formula (2). In the formulae (1) and (2), Ar1 represents any one ring of a benzene ring, a naphthalene ring, or an anthracene ring having at least one of hydrogen thereof is substituted with a boronic acid group or a boronate ester group; Y represents an oxygen atom, a sulfur atom, or a selenium atom; and Z represents a substituent group. This intermediate for the acenedichalcogenophene derivative is capable of easily deprotecting the boronic acid group or the boronate ester group and allowing a substitution with a desired functional group, such that a desired synthesis of acenedichalcogenophene derivative, and further a desired synthesis of oligomers and polymers using this obtained acenedichalcogenophene derivative can be achieved.Type: ApplicationFiled: December 12, 2012Publication date: January 8, 2015Inventors: Kazuo Takimiya, Itaru Osaka
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Patent number: 8921836Abstract: An object of the present invention is to provide a polymer compound providing high charge mobility. The polymer compound of the present invention has a repeating unit represented by the formula (1): wherein Ar1 and Ar2 are each an aromatic hydrocarbon ring, a heterocycle, or a fused ring of an aromatic hydrocarbon ring and a heterocycle; and R1, R2, R3 and R4 each represent a hydrogen atom, an alkyl group, an alkoxy group, an alkylthio group, an aryl group, an aryloxy group, an arylthio group, an arylalkyl group, an arylalkoxy group, an arylalkylthio group, a substituted silyl group, an unsubstituted or substituted carboxyl group, a monovalent heterocyclic group, a cyano group or a fluorine atom.Type: GrantFiled: December 22, 2010Date of Patent: December 30, 2014Assignees: Sumitomo Chemical Company, Limited, National University of Corporation Hiroshima UniversityInventors: Kazuo Takimiya, Itaru Osaka, Kenji Kohiro, Kenichiro Ohya, Kunihito Miyake
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Patent number: 8829202Abstract: Provided is a condensed polycyclic aromatic compound that can be used as a precursor for synthesizing a condensed polycyclic aromatic compound having relatively high solubility. Also provided is a method for synthesizing and using such a novel condensed polycyclic aromatic compound. The condensed polycyclic aromatic compound is represented by formula (II): (II) (where X1 and X2 are each independently selected from the group consisting of a hydrogen atom, halogen atom, alkyl group, and the like, but at least one of X1 and X2 is a halogen atom; B is a condensed ring having at least one benzene ring moiety; each Y is independently selected from chalcogens; and A1 through A4 are each independently selected from the group consisting of hydrogen atoms, halogen atoms, alkyl groups, and the like and two adjacent atoms or groups can bond together to form an aromatic group).Type: GrantFiled: August 3, 2012Date of Patent: September 9, 2014Assignee: Teijin LimitedInventors: Yoshinori Ikeda, Azusa Kohno, Takashi Shiro, Kazuo Takimiya