Patents by Inventor Yoshihisa Tokumaru
Yoshihisa Tokumaru 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: 11114695Abstract: To provide an electrolytic solution that suppresses increase in the OH? ion concentration even in the case of electrochemical changes and thereby reduces deterioration or corrosion of resin, rubber, or metal to improve the reliability of an electrochemical device, an electrolyte used in the electrolytic solution, and an electrochemical device comprising the electrolytic solution. The electrolyte, for example, comprises a compound having a cation unit represented by the following formula and an electrolyte (a quaternary ammonium salt or the like). (In the formula, R1, R2, R3, and R4 are the same or different and each represent an alkyl group or an alkoxyalkyl group; R1 and R2 may together form a ring such as a pyrrolidine ring and a piperidine ring; and R3 and R4 may together form a ring such as a pyrrolidine ring and a piperidine ring.Type: GrantFiled: July 31, 2017Date of Patent: September 7, 2021Assignee: OTSUKA CHEMICAL CO., LTD.Inventors: Taiji Nakagawa, Yoshihisa Tokumaru, Shoji Hiketa
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Patent number: 10593488Abstract: The present invention provides a nonaqueous electrolytic solution that provides an electric double layer capacitor having excellent durability. The nonaqueous electrolytic solution of the present invention is a nonaqueous electrolytic solution for electric double layer capacitors prepared by dissolving a quaternary ammonium salt as an electrolyte in a nonaqueous solvent, and the nonaqueous electrolytic solution has an alkali metal cation concentration of 0.1 to 30 ppm.Type: GrantFiled: December 11, 2014Date of Patent: March 17, 2020Assignee: OTSUKA CHEMICAL CO., LTD.Inventors: Yoshihisa Tokumaru, Yoshihiro Okada, Taiji Nakagawa, Shoji Hiketa, Koichi Sorajo
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Publication number: 20190273284Abstract: To provide an electrolytic solution that suppresses increase in the OH? ion concentration even in the case of electrochemical changes and thereby reduces deterioration or corrosion of resin, rubber, or metal to improve the reliability of an electrochemical device, an electrolyte used in the electrolytic solution, and an electrochemical device comprising the electrolytic solution. The electrolyte, for example, comprises a compound having a cation unit represented by the following formula and an electrolyte (a quaternary ammonium salt or the like). (In the formula, R1, R2, R3, and R4 are the same or different and each represent an alkyl group or an alkoxyalkyl group; R1 and R2 may together form a ring such as a pyrrolidine ring and a piperidine ring; and R3 and R4 may together form a ring such as a pyrrolidine ring and a piperidine ring.Type: ApplicationFiled: July 31, 2017Publication date: September 5, 2019Applicant: OTSUKA CHEMICAL CO., LTD.Inventors: Taiji NAKAGAWA, Yoshihisa TOKUMARU, Shoji HIKETA
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Patent number: 9905375Abstract: Provided is a nonaqueous electrolytic solution that provides an electric double layer capacitor having excellent durability. The nonaqueous electrolytic solution is prepared by dissolving a quaternary ammonium salt as an electrolyte in a nonaqueous solvent, and the nonaqueous electrolytic solution comprises a diethylpyrrolidinium salt and/or a 1-ethyl-1,3-dimethylpyrrolidinium salt.Type: GrantFiled: June 3, 2014Date of Patent: February 27, 2018Assignee: OTSUKA CHEMICAL CO., LTD.Inventors: Yoshihisa Tokumaru, Taiji Nakagawa, Shoji Hiketa, Koichi Sorajo
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Publication number: 20170330700Abstract: The present invention provides a nonaqueous electrolytic solution that provides an electric double layer capacitor having excellent durability. The nonaqueous electrolytic solution of the present invention is a nonaqueous electrolytic solution for electric double layer capacitors prepared by dissolving a quaternary ammonium salt as an electrolyte in a nonaqueous solvent, and the nonaqueous electrolytic solution has an alkali metal cation concentration of 0.1 to 30 ppm.Type: ApplicationFiled: December 11, 2014Publication date: November 16, 2017Applicant: OTSUKA CHEMICAL CO., LTD.Inventors: Yoshihisa TOKUMARU, Yoshihiro OKADA, Taiji NAKAGAWA, Shoji HIKETA, Koichi SORAJO
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Publication number: 20160372274Abstract: Provided is a nonaqueous electrolytic solution that provides an electric double layer capacitor having excellent durability. The nonaqueous electrolytic solution is prepared by dissolving a quaternary ammonium salt as an electrolyte in a nonaqueous solvent, and the nonaqueous electrolytic solution comprises a diethylpyrrolidinium salt and/or a 1-ethyl-1,3-dimethylpyrrolidinium salt.Type: ApplicationFiled: June 3, 2014Publication date: December 22, 2016Applicant: OTSUKA CHEMICAL CO., LTD.Inventors: Yoshihisa TOKUMARU, Taiji NAKAGAWA, Shoji HIKETA, Koichi SORAJO
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Patent number: 7714125Abstract: An object of the invention is to provide an industrially advantageous process capable of remarkably suppressing the generation of an undesirable by-product cepham compound to thereby efficiently produce a desired 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylic acid ester. In the present invention, a diphenylmethyl 2?-bromomethyl-2?-methylpenam-3?-carboxylate (BMPB) is reacted with 1,2,3-triazole in a halogenated hydrocarbon solvent at ?5° C. or lower. The reaction in a halogenated hydrocarbon solvent at ?5° C. or less can remarkably suppress the generation of an undesirable by-product cepham compound, so that the desired diphenylmethyl 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylate (TMPB) can be efficiently produced.Type: GrantFiled: October 25, 2005Date of Patent: May 11, 2010Assignee: Otsuka Chemical Co., Ltd.Inventors: Isao Wada, Yoshihisa Tokumaru, Akihiro Shimabayashi
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Patent number: 7547777Abstract: The present invention provides novel 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylic acid benzhydryl ester (TMPB)-acetone crystals for use in the production of 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylic acid 1,1-dioxide benzhydryl ester (TAZB); a process for producing the TMPB-acetone crystals comprising the steps of (A) concentrating a TMPB-containing organic solvent solution, (B) dissolving the resulting concentrate in acetone, and (C) precipitating TMPB-acetone crystals from the acetone solution thus obtained; and a process for producing TAZB comprising the step of reacting the TMPB-acetone crystals with an oxidizing agent.Type: GrantFiled: October 8, 2004Date of Patent: June 16, 2009Assignees: Otsuka Chemical Co., Ltd., Taiho Pharmaceutical Co., Ltd.Inventors: Yoshihisa Tokumaru, Akihiro Shimabayashi
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Patent number: 7514553Abstract: A process for preparing a penicillanic acid compound of the formula (2) comprising reacting a halogenated penicillanic acid compound of the formula (1), (a) in the presence of a metal bismuth or bismuth compound, (b) with a metal having a lower standard oxidation-reduction potential than bismuth to obtain the compound (2) (X and Y are a hydrogen atom or halogen atom, provided that X and Y are not hydrogen atoms at the same time, n is an integer of 0 to 2, R is carboxylic acid protecting group) (n and R are same as above).Type: GrantFiled: September 2, 2004Date of Patent: April 7, 2009Assignees: Otsuka Chemical Co., Ltd., Taiho Pharmaceutical Co., Ltd.Inventors: Yoshihisa Tokumaru, Norio Saito, Makoto Akizuki
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Publication number: 20090012287Abstract: An object of the invention is to provide an industrially advantageous process capable of remarkably suppressing the generation of an undesirable by-product cepham compound to thereby efficiently produce a desired 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylic acid ester. In the present invention, a diphenylmethyl 2?-bromomethyl-2?-methylpenam-3?-carboxylate (BMPB) is reacted with 1,2,3-triazole in a halogenated hydrocarbon solvent at ?5° C. or lower. The reaction in a halogenated hydrocarbon solvent at ?5° C. or less can remarkably suppress the generation of an undesirable by-product cepham compound, so that the desired diphenylmethyl 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylate (TMPB) can be efficiently produced.Type: ApplicationFiled: October 25, 2005Publication date: January 8, 2009Inventors: Isao Wada, Yoshihisa Tokumaru, Akihiro Shimabayashi
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Publication number: 20070060559Abstract: The present invention provides novel 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylic acid benzhydryl ester (TMPB)-acetone crystals for use in the production of 2?-methyl-2?-[(1,2,3-triazol-1-yl)methyl]penam-3?-carboxylic acid 1,1-dioxide benzhydryl ester (TAZB); a process for producing the TMPB-acetone crystals comprising the steps of (A) concentrating a TMPB-containing organic solvent solution, (B) dissolving the resulting concentrate in acetone, and (C) precipitating TMPB-acetone crystals from the acetone solution thus obtained; and a process for producing TAZB comprising the step of reacting the TMPB-acetone crystals with an oxidizing agent.Type: ApplicationFiled: October 8, 2004Publication date: March 15, 2007Inventors: Yoshihisa Tokumaru, Akihiro Shimabayashi
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Publication number: 20060281917Abstract: A process for preparing a penicillanic acid compound of the formula (2) comprising reacting a halogenated penicillanic acid compound of the formula (1), (a) in the presence of a metal bismuth or bismuth compound, (b) with a metal having a lower standard oxidation-reduction potential than bismuth to obtain the compound (2) (X and Y are a hydrogen atom or halogen atom, provided that X and Y are not hydrogen atoms at the same time, n is an integer of 0 to 2, R is carboxylic acid protecting group) (n and R are same as above).Type: ApplicationFiled: September 2, 2004Publication date: December 14, 2006Inventors: Yoshihisa Tokumaru, Norio Saito, Makoto Akizuki
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Patent number: 6339152Abstract: The present invention is directed to a process for preparing an exo-methylenepenam compound wherein a cephem compound is reduced with a metal having a standard oxidation-reduction potential of up to −0.3 (V/SCE) in an amount of at least one mole per mole of the cephem compound and with a metal compound having a higher standard oxidation reduction potential than the metal and in an amount of 0.Type: GrantFiled: September 7, 1999Date of Patent: January 15, 2002Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Sigeru Torii, Hideo Tanaka, Yutaka Kameyama, Yoshihisa Tokumaru
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Patent number: 6063918Abstract: A process for preparing a 2-isocephem derivative characterized in that a thioacetic acid derivative which itself is basic or a mixture of a base and a thioacetic acid derivative is caused to act on a 2-azetidinyl-3,4-dihalogeno-2-butenoic acid compound represented by the general formula (1) in a water-containing organic solvent to obtain a 3-halomethyl-2-isocephem derivative represented by the general formula (2), and a process for preparing a 2-oxaisocephem derivative characterized in that a base is caused to act on a 2-azetidinyl-3,4-dihalogeno-2-butenoic acid compound represented by the general formula (1) in a water-containing organic solvent to obtain a 3-halomethyl-2-oxaisocephem derivative represented by the general formula (3) ##STR1## wherein R.sup.1 is a hydrogen atom, amino or protected amino, R.sup.2 is a hydrogen atom or lower alkoxyl, R.sup.1 and R.sup.2, when taken together, form a cyclic amino protecting group, R.sup.Type: GrantFiled: July 7, 1997Date of Patent: May 16, 2000Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Michio Sasaoka, Daisuke Suzuki, Delsoo Suh, Yoshihisa Tokumaru
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Patent number: 5688942Abstract: A process for preparing a 2-isocephem derivative characterized in that a thioacetic acid derivative which itself is basic or a mixture of a base and a thioacetic acid derivative is caused to act on a 2-azetidinyl-3,4-dihalogeno-2-butenoic acid compound represented by the general formula (1) in a water-containing organic solvent to obtain a 3-halomethyl-2-isocephem derivative represented by the general formula (2), and a process for preparing a 2-oxaisocephem derivative characterized in that a base is caused to act on a 2-azetidinyl-3,4-dihalogeno-2-butenoic acid compound represented by the general formula (1) in a water-containing organic solvent to obtain a 3-halomethyl-2-oxaisocephem derivative represented by the general formula (3) ##STR1## wherein R.sup.1 is a hydrogen atom, amino or protected amino, R.sup.2 is a hydrogen atom or lower alkoxyl, R.sup.1 and R.sup.2, when taken together, form a cyclic amino protecting group, R.sup.Type: GrantFiled: November 6, 1996Date of Patent: November 18, 1997Assignee: Otsuka Kagaku Kabushiki KaishaInventors: Michio Sasaoka, Daisuke Suzuki, Delsoo Suh, Yoshihisa Tokumaru