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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Patent number: 8816100Abstract: There are provided a novel compound having a good field mobility, a method of producing of the compound, an organic semiconductor material containing the novel compound, and an organic semiconductor device. The novel compound which is represented by the following general formula (1), (2), (3) or (4) (where Z represents a sulfur atom or a selenium atom, and R represents a hydrogen atom, an alkyl group or a phenyl group in general formulae) has a structure having two benzene rings of naphthalene bonded with a thiophene ring and a selenophene ring, respectively. These compounds have a conjugate system in molecules due to an interaction between ? orbitals, and show a strong molecular interaction through a sulfur atom or a selenium atom contained in a thiophene ring or a selenophene ring in each molecule, thereby having a good field mobility.Type: GrantFiled: October 24, 2013Date of Patent: August 26, 2014Assignee: Hiroshima UniversityInventor: Kazuo Takimiya
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Publication number: 20140187792Abstract: 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: ApplicationFiled: August 3, 2012Publication date: July 3, 2014Applicant: TEIJIN LIMITEDInventors: Yoshinori Ikeda, Azusa Kohno, Takashi Shiro, Kazuo Takimiya
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Publication number: 20140163188Abstract: Provided is an organic semiconductor material with good crystallinity and an excellent carrier mobility. The organic semiconductor material comprises a backbone represented by formula 1. In formula 1, R1 is hydrogen, an alkyl group, an alkylcarbonyl group, an alkoxy group, or an alkoxycarbonyl group, m is an integer of 1 or more, Ar is a monocyclic or condensed polycyclic heteroaromatic ring optionally comprising a substituent, and when a plurality of heteroaromatic rings are linked, the same or different heteroaromatic rings are optionally linked.Type: ApplicationFiled: July 25, 2012Publication date: June 12, 2014Applicant: National University of Corporation Hiroshima UniveInventors: Itaru Osaka, Kazuo Takimiya
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Publication number: 20140051865Abstract: There are provided a novel compound having a good field mobility, a method of producing of the compound, an organic semiconductor material containing the novel compound, and an organic semiconductor device. The novel compound which is represented by the following general formula (1), (2), (3) or (4) (where Z represents a sulfur atom or a selenium atom, and R represents a hydrogen atom, an alkyl group or a phenyl group in general formulae) has a structure having two benzene rings of naphthalene bonded with a thiophene ring and a selenophene ring, respectively. These compounds have a conjugate system in molecules due to an interaction between ? orbitals, and show a strong molecular interaction through a sulfur atom or a selenium atom contained in a thiophene ring or a selenophene ring in each molecule, thereby having a good field mobility.Type: ApplicationFiled: October 24, 2013Publication date: February 20, 2014Inventor: Kazuo TAKIMIYA
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Publication number: 20140000716Abstract: 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: ApplicationFiled: September 3, 2013Publication date: January 2, 2014Applicants: National University Corporation of Hiroshima University, JX Nippon Oil & Energy CorporationInventors: Seunghun EU, Tsuyoshi Asano, Itaru Osaka, Kazuo Takimiya
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Publication number: 20130330876Abstract: 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: ApplicationFiled: February 24, 2012Publication date: December 12, 2013Applicants: NIPPON KAYAKU KABUSHIKI KAISHA, HIROSHIMA UNIVERSITYInventors: Kazuo Takimiya, Kazuki Niimi, Hirokazu Kuwabara, Yuichi Sadamitsu, Eisei Kanoh
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Patent number: 8313671Abstract: Disclosed are a heterocyclic compound characterized by being represented by formula (1), and a composition of the compound. Also disclosed is an organic electronic device using the compound. (In formula (1), X1, X2 and X3 each independently represents a sulfur atom or a selenium atom; and R1-R6 each independently represents an aromatic hydrocarbon group, an aliphatic hydrocarbon group, a halogen atom, a hydroxyl group, an alkoxyl group, a mercapto group, an alkylthio group, a boronic acid group, a nitro group, a substituted amino group, an amide group, an acyl group, a carboxyl group, an acyloxy group, a cyano group, a sulfo group, a sulfamoyl group, an alkylsulfamoyl group, a carbamoyl group, an alkylcarbamoyl group or a hydrogen atom, provided that all the R1-R6 are not hydrogen atoms at the same time.) The compound represented by formula (1) is suitable for use in an organic electronic device such as an organic EL element, an organic transistor element and a liquid crystal element.Type: GrantFiled: November 20, 2009Date of Patent: November 20, 2012Assignees: Hiroshima University, Nippon Kayaku Kabushiki KaishaInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Publication number: 20120211731Abstract: 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: ApplicationFiled: August 24, 2010Publication date: August 23, 2012Applicant: TEIJIN LIMITEDInventors: Yoshinori Ikeda, Takashi Shiro, Kazuo Takimiya
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Patent number: 8232546Abstract: In one embodiment of the present invention, a novel fused polycyclic aromatic compound of the present invention is (a) a compound including a benzodichalcogenophenobenzodichalcogenophene (BXBX) skeleton further having an aromatic ring(s) located outside the BXBX skeleton, or (b) a compound including a BXBX skeleton in which a benzene ring is substituted with a heterocyclic ring. The compound can strengthen intermolecular interaction due to greater ? electron orbits. This improves an electron field effect mobility of an organic semiconductor device that is manufactured by use of the compound as an organic semiconductor material. Further, since the number of fused rings included in the compound is small, the compound does not cause problems that generally occur in compounds having an extremely large number of fused rings, i.e., poor solubility in solvent and poor atmospheric stability due to high affinity to oxygen.Type: GrantFiled: October 22, 2007Date of Patent: July 31, 2012Assignee: Hiroshima UniversityInventors: Kazuo Takimiya, Tatsuya Yamamoto
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Publication number: 20120116037Abstract: An organic thin-film transistor of the invention comprises an organic semiconductor layer that contains a polymer compound having a repeating unit represented by the following formula (1) and/or a repeating unit represented by the following formula (2), and a repeating unit represented by the following formula (3).Type: ApplicationFiled: May 11, 2010Publication date: May 10, 2012Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventors: Kazuo Takimiya, Kenji Kohiro, Hiroki Terai
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Patent number: 8124964Abstract: Disclosed is a field-effect transistor characterized by using a compound represented by the formula (1) below as a semiconductor material. (In the formula (1), X1 and X2 independently represent a sulfur atom, a selenium atom or a tellurium atom; and R1 and R2 independently represent an unsubstituted or halogeno-substituted C1-C36 aliphatic hydrocarbon group.Type: GrantFiled: October 19, 2007Date of Patent: February 28, 2012Assignees: Nippon Kayaku Kabushiki Kaisha, Hiroshima UniversityInventors: Kazuo Takimiya, Hideaki Ebata, Hirokazu Kuwabara, Masaaki Ikeda, Tatsuto Yui
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Patent number: 8084624Abstract: The object of the present invention to provide an organic semiconductor device comprising an organic semiconductor material satisfying both the requirement of high electron field-effect mobility and high on/off current ratio. The present invention provides a novel condensed polycyclic aromatic compound satisfying both the high electron field-erffect mobility and high on/off current ratio required for organic semiconductor materials.Type: GrantFiled: October 5, 2010Date of Patent: December 27, 2011Assignee: National University of Corporation Hiroshima UniversityInventors: Kazuo Takimiya, Yoshihito Kunugi, Yasushi Konda
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Publication number: 20110303910Abstract: 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: ApplicationFiled: February 25, 2010Publication date: December 15, 2011Applicants: NIPPON KAYAKU KABUSHIKI KAISHA, HIROSHIMA UNIVERSITYInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Publication number: 20110224445Abstract: There are provided a novel compound having a good field mobility, a method of producing of the compound, an organic semiconductor material containing the novel compound, and an organic semiconductor device. The novel compound which is represented by the following general formula (1), (2), (3) or (4) (where Z represents a sulfur atom or a selenium atom, and R represents a hydrogen atom, an alkyl group or a phenyl group in general formulae) has a structure having two benzene rings of naphthalene bonded with a thiophene ring and a selenophene ring, respectively. These compounds have a conjugate system in molecules due to an interaction between it orbitals, and show a strong molecular interaction through a sulfur atom or a selenium atom contained in a thiophene ring or a selenophene ring in each molecule, thereby having a good field mobility.Type: ApplicationFiled: October 30, 2009Publication date: September 15, 2011Inventor: Kazuo Takimiya
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Publication number: 20110204295Abstract: Disclosed are a heterocyclic compound characterized by being represented by formula (1), and a composition of the compound. Also disclosed is an organic electronic device using the compound. (In formula (1), X1, X2 and X3 each independently represents a sulfur atom or a selenium atom; and R1-R6 each independently represents an aromatic hydrocarbon group, an aliphatic hydrocarbon group, a halogen atom, a hydroxyl group, an alkoxyl group, a mercapto group, an alkylthio group, a boronic acid group, a nitro group, a substituted amino group, an amide group, an acyl group, a carboxyl group, an acyloxy group, a cyano group, a sulfo group, a sulfamoyl group, an alkylsulfamoyl group, a carbamoyl group, an alkylcarbamoyl group or a hydrogen atom, provided that all the R1-R6 are not hydrogen atoms at the same time.) The compound represented by formula (1) is suitable for use in an organic electronic device such as an organic EL element, an organic transistor element and a liquid crystal element.Type: ApplicationFiled: November 20, 2009Publication date: August 25, 2011Applicants: HIROSHIMA UNIVERSITY, NIPPON KAYAKU KABUSHIKI KAISHAInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Publication number: 20110024731Abstract: The object of the present invention to provide an organic semiconductor device comprising an organic semiconductor material satisfying both the requirement of high electron field-effect mobility and high on/off current ratio. The present invention provides a novel condensed polycyclic aromatic compound satisfying both the high electron field-effect mobility and high on/off current ratio required for organic semiconductor materials.Type: ApplicationFiled: October 5, 2010Publication date: February 3, 2011Applicant: National University of Corp. Hiroshima UniversityInventors: Kazuo TAKIMIYA, Yoshihito Kunugi, Yasushi Konda
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Patent number: 7834198Abstract: The object of the present invention to provide an organic semiconductor device comprising an organic semiconductor material satisfying both the requirement of high electron field-effect mobility and high on/off current ratio. The present invention provides a novel condensed polycyclic aromatic compound satisfying both the high electron field-effect mobility and high on/off current ratio required for organic semiconductor materials.Type: GrantFiled: January 18, 2006Date of Patent: November 16, 2010Assignee: National University of Corporation Hiroshima UniversityInventors: Kazuo Takimiya, Yoshihito Kunugi, Yasushi Konda
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Publication number: 20100137617Abstract: 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: ApplicationFiled: May 13, 2008Publication date: June 3, 2010Applicants: Nippon Kayaku Kabushiki Kaisha, Hiroshima UniversityInventors: Hirokazu Kuwabara, Masaaki Ikeda, Kazuo Takimiya
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Publication number: 20100065826Abstract: In one embodiment of the present invention, a novel fused polycyclic aromatic compound of the present invention is (a) a compound including a benzodichalcogenophenobenzodichalcogenophene (BXBX) skeleton further having an aromatic ring(s) located outside the BXBX skeleton, or (b) a compound including a BXBX skeleton in which a benzene ring is substituted with a heterocyclic ring. The compound can strengthen intermolecular interaction due to greater ? electron orbits. This improves an electron field effect mobility of an organic semiconductor device that is manufactured by use of the compound as an organic semiconductor material. Further, since the number of fused rings included in the compound is small, the compound does not cause problems that generally occur in compounds having an extremely large number of fused rings, i.e., poor solubility in solvent and poor atmospheric stability due to high affinity to oxygen.Type: ApplicationFiled: October 22, 2007Publication date: March 18, 2010Inventors: Kazuo Takimiya, Tatsuya Yamamoto
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Publication number: 20100032655Abstract: Disclosed is a field-effect transistor characterized by using a compound represented by the formula (1) below as a semiconductor material. (In the formula (1), X1 and X2 independently represent a sulfur atom, a selenium atom or a tellurium atom; and R1 and R2 independently represent an unsubstituted or halogeno-substituted C1-C36 aliphatic hydrocarbon group.Type: ApplicationFiled: October 19, 2007Publication date: February 11, 2010Inventors: Kazuo Takimiya, Hideaki Ebata, Hirokazu Kuwabara, Masaaki Ikeda, Tatsuto Yui