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).

  • Patent number: 11066422
    Abstract: 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: Grant
    Filed: July 6, 2018
    Date of Patent: July 20, 2021
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventor: Jiro Nakatani
  • Publication number: 20210053992
    Abstract: 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: Application
    Filed: July 6, 2018
    Publication date: February 25, 2021
    Applicant: Toray Fine Chemicals Co., Ltd.
    Inventor: Jiro NAKATANI
  • Patent number: 10017485
    Abstract: 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: Grant
    Filed: February 8, 2016
    Date of Patent: July 10, 2018
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Jiro Nakatani, Ryota Takezawa
  • Publication number: 20180030013
    Abstract: 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: Application
    Filed: February 8, 2016
    Publication date: February 1, 2018
    Inventors: Jiro Nakatani, Ryota Takezawa
  • Patent number: 9783476
    Abstract: 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: Grant
    Filed: September 7, 2015
    Date of Patent: October 10, 2017
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Jiro Nakatani, Tatsuhiro Nozoe
  • Publication number: 20170088499
    Abstract: 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: Application
    Filed: September 7, 2015
    Publication date: March 30, 2017
    Inventors: Jiro Nakatani, Tatsuhiro Nozoe
  • Patent number: 9434811
    Abstract: 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: Grant
    Filed: December 24, 2010
    Date of Patent: September 6, 2016
    Assignee: TORAY INDUSTRIES, INC.
    Inventors: Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko, Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani
  • Patent number: 8722942
    Abstract: 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: Grant
    Filed: October 12, 2007
    Date of Patent: May 13, 2014
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Patent number: 8664413
    Abstract: 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: Grant
    Filed: March 2, 2011
    Date of Patent: March 4, 2014
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani, Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko
  • Patent number: 8415490
    Abstract: 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: Grant
    Filed: October 13, 2009
    Date of Patent: April 9, 2013
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventors: Koutaro Ono, Michiya Ishikawa, Jiro Nakatani
  • Publication number: 20130012730
    Abstract: 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: Application
    Filed: March 2, 2011
    Publication date: January 10, 2013
    Applicant: TORAY FINE CHEMICALS CO., LTD.
    Inventors: Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani, Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko
  • Publication number: 20130005855
    Abstract: 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: Application
    Filed: December 24, 2010
    Publication date: January 3, 2013
    Inventors: Atsuhito Arai, Hiroaki Sakata, Hiroshi Taiko, Michiya Ishikawa, Hidetoshi Kato, Jiro Nakatani
  • Patent number: 8263216
    Abstract: 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: Grant
    Filed: January 13, 2010
    Date of Patent: September 11, 2012
    Assignee: Toray Industries, Inc.
    Inventors: Atsuhito Arai, Hiroaki Sakata, Kenichi Yoshioka, Hiroshi Taiko, Jiro Nakatani, Kotaro Ono, Michiya Ishikawa
  • Publication number: 20120035299
    Abstract: 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: Application
    Filed: January 13, 2010
    Publication date: February 9, 2012
    Inventors: Atsuhito Arai, Hiroaki Sakata, Kenichi Yoshioka, Hiroshi Taiko, Jiro Nakatani, Kotaro Ono, Michiya Ishikawa
  • Patent number: 7893306
    Abstract: 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: Grant
    Filed: October 25, 2006
    Date of Patent: February 22, 2011
    Assignees: Toray Fine Chemicals Co., Ltd.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Publication number: 20110040111
    Abstract: 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: Application
    Filed: October 13, 2009
    Publication date: February 17, 2011
    Applicant: Toray Fine Chemicals Co., Ltd.
    Inventors: Koutaro Ono, Michiya Ishikawa, Jiro Nakatani
  • Publication number: 20100230634
    Abstract: 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: Application
    Filed: October 12, 2007
    Publication date: September 16, 2010
    Applicants: TORAY FINE CHEMICALS CO., LTD.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Publication number: 20100036167
    Abstract: 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: Application
    Filed: November 5, 2007
    Publication date: February 11, 2010
    Applicant: TORAY FINE CHEMICALS CO., LTD.
    Inventor: Jiro Nakatani
  • Publication number: 20080319238
    Abstract: 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: Application
    Filed: October 25, 2006
    Publication date: December 25, 2008
    Applicants: Toray Fine Chemicals Co., Ltd.
    Inventors: Tamio Hayashi, Jiro Nakatani
  • Patent number: 6462248
    Abstract: 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 o
    Type: Grant
    Filed: August 30, 1999
    Date of Patent: October 8, 2002
    Assignee: Toray Industries, Inc.
    Inventors: Jiro Nakatani, Eiichi Minomiya, Masahiro Inohara, Kazuyoshi Iwayama, Tetsuya Kato