Patents by Inventor Jiro Nakatani
Jiro Nakatani 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: 11066422Abstract: An industrially excellent production method for cycloalkyl(trifluoromethyl)benzene is free of complicated steps, small in the number of steps, and high in production efficiency. Cycloalkyl(trifluoromethyl)benzene is produced by reacting a halogen-substituted trifluoromethyl benzene with magnesium metal to produce a Grignard reagent and cross-coupling the Grignard reagent with a cycloalkyl halide in the presence of an iron salt or a cobalt salt at a reaction temperature of 60° C. to 80° C.Type: GrantFiled: July 6, 2018Date of Patent: July 20, 2021Assignee: Toray Fine Chemicals Co., Ltd.Inventor: Jiro Nakatani
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Publication number: 20210053992Abstract: An industrially excellent production method for cycloalkyl(trifluoromethyl)benzene is free of complicated steps, small in the number of steps, and high in production efficiency. Cycloalkyl(trifluoromethyl)benzene is produced by reacting a halogen-substituted trifluoromethyl benzene with magnesium metal to produce a Grignard reagent and cross-coupling the Grignard reagent with a cycloalkyl halide in the presence of an iron salt or a cobalt salt at a reaction temperature of 60° C. to 80° C.Type: ApplicationFiled: July 6, 2018Publication date: February 25, 2021Applicant: Toray Fine Chemicals Co., Ltd.Inventor: Jiro NAKATANI
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Patent number: 10017485Abstract: A method efficiently and safely manufactures, on an industrial scale, a compound having an N,N-bis(2-hydroxy-3-chloropropyl)amino group. (1) an amine compound or a solution thereof, (2) epichlorohydrin or a solution thereof, and (3) an acidic compound or a solution thereof are continuously supplied to a flow reactor and reacted at a reaction temperature of 40 to 130° C. and a liquid space velocity of 0.2 to 10 h?1 so that a compound having an N,N-bis(2-hydroxy-3-chloropropyl)amino group is manufactured. The obtained compound having an N,N-bis(2-hydroxy-3-chloropropyl)amino group is dehydrochlorinated by reaction with an alkali so that a polyfunctional glycidylamine type epoxy compound is manufactured.Type: GrantFiled: February 8, 2016Date of Patent: July 10, 2018Assignee: Toray Fine Chemicals Co., Ltd.Inventors: Jiro Nakatani, Ryota Takezawa
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Publication number: 20180030013Abstract: A method efficiently and safely manufactures, on an industrial scale, a compound having an N,N-bis(2-hydroxy-3-chloropropyl)amino group. (1) an amine compound or a solution thereof, (2) epichlorohydrin or a solution thereof, and (3) an acidic compound or a solution thereof are continuously supplied to a flow reactor and reacted at a reaction temperature of 40 to 130° C. and a liquid space velocity of 0.2 to 10 h?1 so that a compound having an N,N-bis(2-hydroxy-3-chloropropyl)amino group is manufactured. The obtained compound having an N,N-bis(2-hydroxy-3-chloropropyl)amino group is dehydrochlorinated by reaction with an alkali so that a polyfunctional glycidylamine type epoxy compound is manufactured.Type: ApplicationFiled: February 8, 2016Publication date: February 1, 2018Inventors: Jiro Nakatani, Ryota Takezawa
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Patent number: 9783476Abstract: A method produces a 2?-trifluoromethyl-substituted aromatic ketone and includes reacting a 2-halogen-substituted benzotrifluoride compound with magnesium metal to convert the compound to a Grignard reagent; and reacting the Grignard reagent with an acid anhydride; and then hydrolyzing the resultant to produce a 2?-trifluoromethyl-substituted aromatic ketone. The method of producing a 2?-trifluoromethyl-substituted aromatic ketone enables 2?-trifluoromethyl-substituted aromatic ketone to be produced without using expensive raw materials by generating a Grignard reagent as an intermediate and reacting this Grignard reagent with an acid anhydride in an efficient productivity.Type: GrantFiled: September 7, 2015Date of Patent: October 10, 2017Assignee: Toray Fine Chemicals Co., Ltd.Inventors: Jiro Nakatani, Tatsuhiro Nozoe
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Publication number: 20170088499Abstract: A method produces a 2?-trifluoromethyl-substituted aromatic ketone and includes reacting a 2-halogen-substituted benzotrifluoride compound with magnesium metal to convert the compound to a Grignard reagent; and reacting the Grignard reagent with an acid anhydride; and then hydrolyzing the resultant to produce a 2?-trifluoromethyl-substituted aromatic ketone. The method of producing a 2?-trifluoromethyl-substituted aromatic ketone enables 2?-trifluoromethyl-substituted aromatic ketone to be produced without using expensive raw materials by generating a Grignard reagent as an intermediate and reacting this Grignard reagent with an acid anhydride in an efficient productivity.Type: ApplicationFiled: September 7, 2015Publication date: March 30, 2017Inventors: Jiro Nakatani, Tatsuhiro Nozoe
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Patent number: 9434811Abstract: Disclosed is a carbon-fiber-reinforced composite material that is suitable for use as a construction material and exhibits high mechanical strength in harsh usage environments such as low-temperature environments and high-temperature moisture-absorbing environments. Also disclosed are an epoxy resin composition for producing the aforementioned carbon-fiber-rein-forced composite material and a prepreg obtained through the use of said epoxy resin composition. Said epoxy resin composition comprises at least the following constituents, by mass with respect to the total mass of the composition: (A) between 20% and 80% of an epoxy resin having the structure represented by formula (1); and (B) between 10% and 50% of an epoxy resin that has at least two ring structures with four or more members each and also has one amine glycidyl or ether glycidyl directly connected to a ring structure.Type: GrantFiled: December 24, 2010Date of Patent: September 6, 2016Assignee: TORAY INDUSTRIES, INC.Inventors: Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko, Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani
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Patent number: 8722942Abstract: A method produces a biphenyl derivative, with an industrially high yield and excellent productivity, by use of a raw material which is low in cost and toxicity. The method for producing the biphenyl derivative represented by Formula (1) is characterized in that a chlorine atom in a benzene derivative represented by Formula (2) reacts with magnesium metal to convert the benzene derivative into a Grignard reagent, and then the Grignard reagent is subjected to a coupling reaction in the presence of a catalyst and a dichloropropane: (wherein A represents at least one selected from alkyl groups, alkoxy groups, alkoxymethyl groups, a vinyl group, phenyl groups and chlorine, and n represents an integer of 1 to 4).Type: GrantFiled: October 12, 2007Date of Patent: May 13, 2014Assignee: Toray Fine Chemicals Co., Ltd.Inventors: Tamio Hayashi, Jiro Nakatani
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Patent number: 8664413Abstract: An epoxy compound of high-purity N,N,N?,N?-tetraglycidyl-3,4?-diaminodiphenyl ether is produced by: an addition reaction step of reacting 3,4?-diaminodiphenyl ether with epichlorohydrin in a polar protic solvent at 65 to 100° C. for 12 hours or longer to form N,N,N?,N?-tetrakis(3-chloro-2-hydroxypropyl)-3,4?-diaminodiphenyl ether; and a cyclization reaction step of reacting the N,N,N?,N?-tetrakis(3-chloro-2-hydroxypropyl)-3,4?-diaminodiphenyl ether with an alkali compound for dehydrochlorination.Type: GrantFiled: March 2, 2011Date of Patent: March 4, 2014Assignee: Toray Fine Chemicals Co., Ltd.Inventors: Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani, Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko
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Patent number: 8415490Abstract: A novel epoxy compound represented by the following formula and a method for producing the same are provided: wherein R1 and R2 are members selected from the group consisting of hydrogen, aliphatic hydrocarbon group having 1 to 4 carbon atoms, alicyclic hydrocarbon group having 3 to 6 carbon atoms, aromatic hydrocarbon group having 6 to 10 carbon atoms, halogen atom, ether group, ester group, acyl group and nitro group, n is an integer of 1 to 4, and m is an integer of 1 to 5.Type: GrantFiled: October 13, 2009Date of Patent: April 9, 2013Assignee: Toray Fine Chemicals Co., Ltd.Inventors: Koutaro Ono, Michiya Ishikawa, Jiro Nakatani
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Publication number: 20130012730Abstract: An epoxy compound of high-purity N,N,N?,N?-tetraglycidyl-3,4?-diaminodiphenyl ether is produced by: an addition reaction step of reacting 3,4?-diaminodiphenyl ether with epichloro-hydrin in a polar protic solvent at 65 to 100° C. for 12 hours or longer to form N,N,N?,N?-tetrakis(3-chloro-2-hydroxypropyl)-3,4?-diaminodiphenyl ether; and a cyclization reaction step of reacting the N,N,N?,N?-tetrakis(3-chloro-2-hydroxypropyl)-3,4?-diaminodiphenyl ether with an alkali compound for dehydrochlorination.Type: ApplicationFiled: March 2, 2011Publication date: January 10, 2013Applicant: TORAY FINE CHEMICALS CO., LTD.Inventors: Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani, Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko
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Publication number: 20130005855Abstract: Disclosed is a carbon-fiber-reinforced composite material that is suitable for use as a construction material and exhibits high mechanical strength in harsh usage environments such as low-temperature environments and high-temperature moisture-absorbing environments. Also disclosed are an epoxy resin composition for producing the aforementioned carbon-fiber-rein-forced composite material and a prepreg obtained through the use of said epoxy resin composition. Said epoxy resin composition comprises at least the following constituents, by mass with respect to the total mass of the composition: (A) between 20% and 80% of an epoxy resin having the structure represented by formula (1); and (B) between 10% and 50% of an epoxy resin that has at least two ring structures with four or more members each and also has one amine glycidyl or ether glycidyl directly connected to a ring structure.Type: ApplicationFiled: December 24, 2010Publication date: January 3, 2013Inventors: Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko, Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani
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Patent number: 8263216Abstract: Disclosed is a fiber-reinforced composite material that is high in heat resistance and strength while being low in the content of volatile matter that volatilizes during curing. Also disclosed are an epoxy resin composition for production thereof, and a prepreg produced from the epoxy resin composition. Specifically the invention provides an epoxy resin composition comprising: [A] an epoxy resin comprising two or more ring structures each consisting of four or more members, and at least one amine type or ether type glycidyl group directly connected to the ring structures, [B] a tri- or more-functional epoxy resin, and [C] a curing agent, and also provides a prepreg produced by impregnating reinforcing fiber with the epoxy resin composition and a fiber-reinforced composite material produced by curing the prepreg.Type: GrantFiled: January 13, 2010Date of Patent: September 11, 2012Assignee: Toray Industries, Inc.Inventors: Atsuhito Arai, Hiroaki Sakata, Kenichi Yoshioka, Hiroshi Taiko, Jiro Nakatani, Kotaro Ono, Michiya Ishikawa
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Publication number: 20120035299Abstract: Disclosed is a fiber-reinforced composite material that is high in heat resistance and strength while being low in the content of volatile matter that volatilizes during curing. Also disclosed are an epoxy resin composition for production thereof, and a prepreg produced from the epoxy resin composition. Specifically the invention provides an epoxy resin composition comprising: [A] an epoxy resin comprising two or more ring structures each consisting of four or more members, and at least one amine type or ether type glycidyl group directly connected to the ring structures, [B] a tri—or more—functional epoxy resin, and [C] a curing agent, and also provides a prepreg produced by impregnating reinforcing fiber with the epoxy resin composition and a fiber-reinforced composite material produced by curing the prepreg.Type: ApplicationFiled: January 13, 2010Publication date: February 9, 2012Inventors: Atsuhito Arai, Hiroaki Sakata, Kenichi Yoshioka, Hiroshi Taiko, Jiro Nakatani, Kotaro Ono, Michiya Ishikawa
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Patent number: 7893306Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.Type: GrantFiled: October 25, 2006Date of Patent: February 22, 2011Assignees: Toray Fine Chemicals Co., Ltd.Inventors: Tamio Hayashi, Jiro Nakatani
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Publication number: 20110040111Abstract: A novel epoxy compound represented by the following formula and a method for producing the same are provided: wherein R1 and R2 are members selected from the group consisting of hydrogen, aliphatic hydrocarbon group having 1 to 4 carbon atoms, alicyclic hydrocarbon group having 3 to 6 carbon atoms, aromatic hydrocarbon group having 6 to 10 carbon atoms, halogen atom, ether group, ester group, acyl group and nitro group, n is an integer of 1 to 4, and m is an integer of 1 to 5.Type: ApplicationFiled: October 13, 2009Publication date: February 17, 2011Applicant: Toray Fine Chemicals Co., Ltd.Inventors: Koutaro Ono, Michiya Ishikawa, Jiro Nakatani
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Publication number: 20100230634Abstract: A method produces a biphenyl derivative, with an industrially high yield and excellent productivity, by use of a raw material which is low in cost and toxicity. The method for producing the biphenyl derivative represented by Formula (1) is characterized in that a chlorine atom in a benzene derivative represented by Formula (2) reacts with magnesium metal to convert the benzene derivative into a Grignard reagent, and then the Grignard reagent is subjected to a coupling reaction in the presence of a catalyst and a dichloropropane: (wherein A represents at least one selected from alkyl groups, alkoxy groups, alkoxymethyl groups, a vinyl group, phenyl groups and chlorine, and n represents an integer of 1 to 4).Type: ApplicationFiled: October 12, 2007Publication date: September 16, 2010Applicants: TORAY FINE CHEMICALS CO., LTD.Inventors: Tamio Hayashi, Jiro Nakatani
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Publication number: 20100036167Abstract: A method produces 2,2?-bis(trifluoromethyl)-4,4?-diaminobiphenyl, wherein 2,2?-bis(trifluoromethyl)biphenyl is produced from o-chlorobenzotrifluoride, further, 2,2?-bis(trifluoromethyl)biphenyl is dinitrated in 1,2-dichloropropane solution, and 2,2?-bis(trifluoromethyl)-4,4?-dinitrobiphenyl is isolated and reduced. The method for producing of 2,2?-bis(trifluoromethyl)-4,4?-diaminobiphenyl is an industrially excellent method for producing with high safety and high production efficiency.Type: ApplicationFiled: November 5, 2007Publication date: February 11, 2010Applicant: TORAY FINE CHEMICALS CO., LTD.Inventor: Jiro Nakatani
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Publication number: 20080319238Abstract: A process for producing biphenyl derivatives represented by formula (1), including reacting a chlorine atom of a benzene derivative represented by formula (2) with metallic magnesium to form a Grignard reagent, and coupling two molecules of the Grignard reagent with each other in the presence of a catalyst. (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.) (wherein A represents at least one member selected from the group consisting of trifluoromethyl and fluoro, and n is an integer of 1 to 4.Type: ApplicationFiled: October 25, 2006Publication date: December 25, 2008Applicants: Toray Fine Chemicals Co., Ltd.Inventors: Tamio Hayashi, Jiro Nakatani
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Patent number: 6462248Abstract: Aromatic compounds having an alkyl group with at least 3 carbon atoms are produced in a process comprising at least one of the following steps: (1) a step of contacting a starting material that contains an aromatic compound having a branched alkyl group with at least 3 carbon atoms, with a zeolite-containing catalyst in a liquid phase in the presence of hydrogen therein, thereby changing the position of the carbon atoms of the alkyl group bonding to the aromatic ring of the compound; (2) a step of contacting a starting material that contains an aromatic compound having a branched alkyl group with at least 3 carbon atoms, with a catalyst containing zeolite and containing rhenium and/or silver, in a liquid phase, thereby changing the position of the carbon atoms of, the alkyl group bonding to the aromatic ring of the compound; (3) a step of contacting a halogenated aromatic compound having an alkyl group with at least 3 carbon atoms, with an acid-type catalyst, thereby isomerizing the compound; (4) a step oType: GrantFiled: August 30, 1999Date of Patent: October 8, 2002Assignee: Toray Industries, Inc.Inventors: Jiro Nakatani, Eiichi Minomiya, Masahiro Inohara, Kazuyoshi Iwayama, Tetsuya Kato