Patents by Inventor Takuji Shitara

Takuji Shitara 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: 7785556
    Abstract: A method of recovering ammonia by the distillation of an aqueous solution containing ammonia, carbon dioxide and hydrogen cyanide. The distillation is conducted using a distillation apparatus having at least its portion which comes into contact with the aqueous solution made of an alloy 1 or alloy 2. The alloy 1 contains 3% by weight or more of molybdenum, 15% by weight or more of nickel and 15% by weight or more of chromium. The alloy 2 contains 1% by weight or more of molybdenum, 9% by weight or less of nickel and 20% by weight or more of chromium. The use of the alloy 1 or alloy 2 prevents the corrosion of the distillation apparatus and enables the stable recovery of ammonia for a long period of time.
    Type: Grant
    Filed: October 26, 2007
    Date of Patent: August 31, 2010
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kazuhiko Amakawa, Fumio Tanaka, Takuji Shitara
  • Patent number: 7371882
    Abstract: A reactor for producing a nitrile compound from a carbon ring or heterocyclic compound having organic substituents by a gas phase reaction using a fluidized catalyst bed with ammonia and a gas containing oxygen. In a cylindrical fluidized catalyst bed having a diameter of 2.0 meters or greater, partial vaporization-type cooling tubes (the cooling medium is partially vaporized in the tubes) and complete vaporization-type cooling tubes (the cooling medium is completely vaporized in the cooling tubes) are disposed in a specific arrangement. Water containing ionic SiO2 in 0.1 ppm or smaller and having an electric conductivity of 5 ?S/cm or smaller is used as the cooling medium for the complete vaporization-type cooling tubes. The temperature of the reaction is easily stabilized and uniform distribution of temperature is obtained in the fluidized catalyst bed. Stable continuous operation is achieved for a long time in a commercial scale apparatus.
    Type: Grant
    Filed: September 15, 2004
    Date of Patent: May 13, 2008
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Shuichi Ueno, Takuji Shitara, Kenichi Nakamura, Fumisada Kosuge
  • Publication number: 20080102014
    Abstract: A method of recovering ammonia by the distillation of an aqueous solution containing ammonia, carbon dioxide and hydrogen cyanide. The distillation is conducted using a distillation apparatus having at least its portion which comes into contact with the aqueous solution made of an alloy 1 or alloy 2. The alloy 1 contains 3% by weight or more of molybdenum, 15% by weight or more of nickel and 15% by weight or more of chromium. The alloy 2 contains 1% by weight or more of molybdenum, 9% by weight or less of nickel and 20% by weight or more of chromium. The use of the alloy 1 or alloy 2 prevents the corrosion of the distillation apparatus and enables the stable recovery of ammonia for a long period of time.
    Type: Application
    Filed: October 26, 2007
    Publication date: May 1, 2008
    Inventors: Kazuhiko Amakawa, Fumio Tanaka, Takuji Shitara
  • Patent number: 7307181
    Abstract: In a process for producing a nitrile compound comprising introducing a carbon ring or heterocyclic compound having organic substituents, ammonia and the air into a reactor and reacting the introduced compounds in the presence of a catalyst, during the reaction, a residual gas obtained after the formed nitrile compound is separated from a reaction gas discharged from the reactor is recycled to the reactor in an amount of 10 to 60% by volume based on the amount of the fresh raw material gas supplied to the reactor and the ratio of the amount by mole of molecular oxygen to the amount by mole of the organic substituent in the carbon ring or heterocyclic compound having organic substituents supplied to the reactor (O2/organic substituent) is kept within 1.5 to 7. The reaction is achieved under an advantageous condition and the nitrile compound can be produced industrially advantageously at a higher yield.
    Type: Grant
    Filed: June 14, 2004
    Date of Patent: December 11, 2007
    Assignee: Mitsubishi Gas Chemical Company, Inc
    Inventors: Kenichi Nakamura, Shuji Ebata, Fumio Tanaka, Takuji Shitara
  • Patent number: 7161021
    Abstract: In a process for producing a polynitrile compound comprising introducing a polysubstituted organic compound (POC) which is a carbon ring or heterocyclic compounds having a plurality of organic substituents into a reactor with ammonia and a gas containing oxygen and ammoxidizing POC in the presence of a catalyst, at least a portion of the unreacted POC and a mononitrile compound of an intermediate product in the reaction gas discharged from the reactor is separated, recovered and recycled to the reactor so that the flow rate of the mononitrile compound at the outlet of the reactor is 2 to 16% by mole of the total flow rate of POC and the mononitrile compound supplied to the reactor. Burning reaction of the side reaction is suppressed and the loss of POC can be decreased without adverse effects on productivity and the polynitrile compound can be obtained at a high yield.
    Type: Grant
    Filed: December 6, 2002
    Date of Patent: January 9, 2007
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenichi Nakamura, Shuji Ebata, Fumio Tanaka, Takuji Shitara
  • Patent number: 7119230
    Abstract: In the process of the present invention, xylylenediamine and/or cyanobenzylamine is produced by a catalytic liquid-phase hydrogenation of a phthalonitrile compound. The liquid-phase hydrogenation is performed by controlling the concentration of a benzamide compound to a specific level or lower. In a preferred embodiment, the concentration of a benzoic acid compound is further controlled to a specific level or lower. By the process, xylylenediamine and/or cyanobenzylamine is produced at high yields and the catalyst life is prolonged.
    Type: Grant
    Filed: June 30, 2003
    Date of Patent: October 10, 2006
    Assignee: Mitsubishi Gas Chemical Co., Inc.
    Inventors: Kazuhiko Amakawa, Takuji Shitara
  • Publication number: 20050054855
    Abstract: A reactor for producing a nitrile compound from a carbon ring or heterocyclic compound having organic substituents by a gas phase reaction using a fluidized catalyst bed with ammonia and a gas containing oxygen. In a cylindrical fluidized catalyst bed having a diameter of 2.0 meters or greater, partial vaporization-type cooling tubes (the cooling medium is partially vaporized in the tubes) and complete vaporization-type cooling tubes (the cooling medium is completely vaporized in the cooling tubes) are disposed in a specific arrangement. Water containing ionic SiO2 in 0.1 ppm or smaller and having an electric conductivity of 5 ?S/cm or smaller is used as the cooling medium for the complete vaporization-type cooling tubes. The temperature of the reaction is easily stabilized and uniform distribution of temperature is obtained in the fluidized catalyst bed. Stable continuous operation is achieved for a long time in a commercial scale apparatus.
    Type: Application
    Filed: September 15, 2004
    Publication date: March 10, 2005
    Inventors: Shuichi Ueno, Takuji Shitara, Kenichi Nakamura, Fumisada Kosuge
  • Publication number: 20050014944
    Abstract: In a process for producing a nitrile compound comprising introducing a carbon ring or heterocyclic compound having organic substituents, ammonia and the air into a reactor and reacting the introduced compounds in the presence of a catalyst, during the reaction, a residual gas obtained after the formed nitrile compound is separated from a reaction gas discharged from the reactor is recycled to the reactor in an amount of 10 to 60% by volume based on the amount of the fresh raw material gas supplied to the reactor and the ratio of the amount by mole of molecular oxygen to the amount by mole of the organic substituent in the carbon ring or heterocyclic compound having organic substituents supplied to the reactor (O2/organic substituent) is kept within 1.5 to 7. The reaction is achieved under an advantageous condition and the nitrile compound can be produced industrially advantageously at a higher yield.
    Type: Application
    Filed: June 14, 2004
    Publication date: January 20, 2005
    Inventors: Kenichi Nakamura, Shuji Ebata, Fumio Tanaka, Takuji Shitara
  • Publication number: 20040005254
    Abstract: A reactor for producing a nitrile compound from a carbon ring or heterocyclic compound having organic substituents by a gas phase reaction using a fluidized catalyst bed with ammonia and a gas containing oxygen. In a cylindrical fluidized catalyst bed having a diameter of 2.0 meters or greater, partial vaporization-type cooling tubes (the cooling medium is partially vaporized in the tubes) and complete vaporization-type cooling tubes (the cooling medium is completely vaporized in the cooling tubes) are disposed in a specific arrangement. Water containing ionic SiO2 in 0.1 ppm or smaller and having an electric conductivity of 5 &mgr;S/cm or smaller is used as the cooling medium for the complete vaporization-type cooling tubes. The temperature of the reaction is easily stabilized and uniform distribution of temperature is obtained in the fluidized catalyst bed. Stable continuous operation is achieved for a long time in a commercial scale apparatus.
    Type: Application
    Filed: December 23, 2002
    Publication date: January 8, 2004
    Inventors: Shuichi Ueno, Takuji Shitara, Kenichi Nakamura, Fumisada Kosuge
  • Publication number: 20040002614
    Abstract: In the process of the present invention, xylylenediamine and/or cyanobenzylamine is produced by a catalytic liquid-phase hydrogenation of a phthalonitrile compound. The liquid-phase hydrogenation is performed by controlling the concentration of a benzamide compound to a specific level or lower. In a preferred embodiment, the concentration of a benzoic acid compound is further controlled to a specific level or lower. By the process, xylylenediamine and/or cyanobenzylamine is produced at high yields and the catalyst life is prolonged.
    Type: Application
    Filed: June 30, 2003
    Publication date: January 1, 2004
    Inventors: Kazuhiko Amakawa, Takuji Shitara
  • Patent number: 6646163
    Abstract: In a method for producing xylylenediamine by hydrogenating phthalonitrile separated from a gas produced by causing xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, (1) the gas is brought into contact with an organic solvent to trap phthalonitrile; (2) a liquid in which phthalonitrile is trapped is distilled, to thereby recover phthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of phthalonitrile; (3) the organic solvent is recovered from the top of the column and liquefied phthalonitrile of high purity is recovered at the bottom of the column; and (4) the phthalonitrile is hydrogenated after mixing with liquid ammonia and at least one solvent selected from aromatic hydrocarbon and saturated hydrocarbon. Thus, high-purity phthalonitrile is produced at high yield industrially efficiently.
    Type: Grant
    Filed: July 2, 2002
    Date of Patent: November 11, 2003
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Kenichi Nakamura, Kazuhiko Amakawa, Takuji Shitara
  • Publication number: 20030114701
    Abstract: In a process for producing a polynitrile compound comprising introducing a polysubstituted organic compound (POC) which is a carbon ring or heterocyclic compounds having a plurality of organic substituents into a reactor with ammonia and a gas containing oxygen and ammoxidizing POC in the presence of a catalyst, at least a portion of the unreacted POC and a mononitrile compound of an intermediate product in the reaction gas discharged from the reactor is separated, recovered and recycled to the reactor so that the flow rate of the mononitrile compound at the outlet of the reactor is 2 to 16% by mole of the total flow rate of POC and the mononitrile compound supplied to the reactor.
    Type: Application
    Filed: December 6, 2002
    Publication date: June 19, 2003
    Inventors: Kenichi Nakamura, Shuji Ebata, Fumio Tanaka, Takuji Shitara
  • Publication number: 20030114702
    Abstract: In a process for producing a nitrile compound comprising introducing a carbon ring or heterocyclic compound having organic substituents, ammonia and the air into a reactor and reacting the introduced compounds in the presence of a catalyst, during the reaction, a residual gas obtained after the formed nitrile compound is separated from a reaction gas discharged from the reactor is recycled to the reactor in an amount of 10 to 60% by volume based on the amount of the fresh raw material gas supplied to the reactor and the ratio of the amount by mole of molecular oxygen to the amount by mole of the organic substituent in the carbon ring or heterocyclic compound having organic substituents supplied to the reactor (O2/organic substituent) is kept within 1.5 to 7. The reaction is achieved under an advantageous condition and the nitrile compound can be produced industrially advantageously at a higher yield.
    Type: Application
    Filed: December 6, 2002
    Publication date: June 19, 2003
    Inventors: Kenichi Nakamura, Shuji Ebata, Fumio Tanaka, Takuji Shitara
  • Patent number: 6509490
    Abstract: In a method for separating isophthalonitrile from a gas produced by causing m-xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, the gas is brought into contact with an organic solvent having a boiling point lower than that of isophthalonitrile; a liquid in which isophthalonitrile is trapped in a trapping step is distilled, to thereby recover isophthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of isophthalonitrile; and the organic solvent is recovered from the top of the rectification column and liquefied isophthalonitrile of high purity is recovered at the bottom of the column.
    Type: Grant
    Filed: September 17, 2001
    Date of Patent: January 21, 2003
    Assignee: Mitsubishi Gas Chemical Co. Inc.
    Inventors: Susumu Otsuka, Takuji Shitara, Fumisada Kosuge, Kazuhiko Amakawa
  • Publication number: 20030013917
    Abstract: In a method for producing xylylenediamine by hydrogenating phthalonitrile separated from a gas produced by causing xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, (1) the gas is brought into contact with an organic solvent to trap phthalonitrile; (2) a liquid in which phthalonitrile is trapped is distilled, to thereby recover phthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of phthalonitrile; (3) the organic solvent is recovered from the top of the column and liquefied phthalonitrile of high purity is recovered at the bottom of the column; and (4) the phthalonitrile is hydrogenatd after mixing with liquid ammonia and at least one solvent selected from aromatic hydrocarbon and saturated hydrocarbon. Thus, high-purity phthalonitrile is produced at high yield industrially efficiently.
    Type: Application
    Filed: July 2, 2002
    Publication date: January 16, 2003
    Inventors: Kenichi Nakamura, Kazuhiko Amakawa, Takuji Shitara
  • Patent number: 6476269
    Abstract: A method for producing xylylenediamine by hydrogenating phthalonitrile synthesized through ammoxidation of xylene, wherein phthalonitrile is trapped in an organic solvent (A) by bringing a gas produced through ammoxidation into direct contact with the organic solvent (A), and hydrogenation including adding liquid ammonia to the resultant mixture is carried out without separation of phthalonitrile trapped in the organic solvent (A). Through this method, the phthalonitrile can be readily recovered from the produced gas and at high yield without need for new equipment, and xylylenediamine can be efficiently produced through hydrogenation. Xylylenediamine of high purity can be obtained by subjecting the produced xylylenediamine to extraction by use of an organic solvent (B) and water.
    Type: Grant
    Filed: September 17, 2001
    Date of Patent: November 5, 2002
    Assignee: Mitsubishi Gas Chemical Co. Inc.
    Inventors: Kenichi Nakamura, Susumu {overscore (O)}tsuka, Fumisada Kosuge, Takuji Shitara, Kazuhiko Amakawa
  • Publication number: 20020038054
    Abstract: A method for producing xylylenediamine by hydrogenating phthalonitrile synthesized through ammoxidation of xylene, wherein phthalonitrile is trapped in an organic solvent (A) by bringing a gas produced through ammoxidation into direct contact with the organic solvent (A), and hydrogenation including adding liquid ammonia to the resultant mixture is carried out without separation of phthalonitrile trapped in the organic solvent (A). Through this method, the phthalonitrile can be readily recovered from the produced gas and at high yield without need for new equipment, and xylylenediamine can be efficiently produced through hydrogenation. Xylylenediamine of high purity can be obtained by subjecting the produced xylylenediamine to extraction by use of an organic solvent (B) and water.
    Type: Application
    Filed: September 17, 2001
    Publication date: March 28, 2002
    Inventors: Kenichi Nakamura, Susumu Otsuka, Fumisada Kosuge, Takuji Shitara, Kazuhiko Amakawa
  • Publication number: 20020035287
    Abstract: In a method for separating isophthalonitrile from a gas produced by causing m-xylene to react with ammonia and oxygen-containing gas in the presence of a catalyst, the gas is brought into contact with an organic solvent having a boiling point lower than that of isophthalonitrile; a liquid in which isophthalonitrile is trapped in a trapping step is distilled, to thereby recover isophthalonitrile and the organic solvent from the top of the column and separate at the bottom of the column impurities having boiling points higher than that of isophthalonitrile; and the organic solvent is recovered from the top of the rectification column and liquefied isophthalonitrile of high purity is recovered at the bottom of the column.
    Type: Application
    Filed: September 17, 2001
    Publication date: March 21, 2002
    Inventors: Susumu Otsuka, Takuji Shitara, Fumisada Kosuge, Kazuhiko Amakawa
  • Patent number: 6284893
    Abstract: There is disclosed a process for producing a nitrile compounds by ammoxidation of a carbocyclic or heterocyclic compound having organic substituent(s) by reacting the compound with ammonia and an oxygen-containing gas, wherein unreacted ammonia is recovered from the reaction product gas and recycled to the reaction system.
    Type: Grant
    Filed: December 22, 2000
    Date of Patent: September 4, 2001
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Takuji Shitara, Takashi Okawa, Shuji Ebata, Fumisada Kosuge
  • Publication number: 20010007039
    Abstract: There is disclosed a process for producing a nitrile compounds by ammoxidation of a carbocyclic or heterocyclic compound having organic substituent(s) by reacting the compound with ammonia and an oxygen-containing gas, wherein unreacted ammonia is recovered from the reaction product gas and recycled to the reaction system. In the first process of the present invention, the ammoxidation is conducted by vapor-phase catalytic reaction in the presence of a fluid catalyst containing at least one metal oxide selected from the group consisting of vanadium oxide, molybdenum oxide and iron oxide while controlling a water concentration of a gas fed to a reactor to 12% by volume or lower by adjusting a water content of the recovered ammonia by distillation, thereby avoiding deterioration in activity of the catalyst due to recycle of the recovered ammonia. As a result, it is possible to stably obtain the aimed product at a high yield for a long period of time.
    Type: Application
    Filed: December 22, 2000
    Publication date: July 5, 2001
    Inventors: Takuji Shitara, Takashi Okawa, Shuji Ebata, Fumisada Kosuge