Patents by Inventor Joji Kawai

Joji Kawai 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: 10392334
    Abstract: A method and a system for inexpensively producing a corresponding target ketone and/or alcohol by decomposing hydroperoxide rapidly and with high selectivity using an aqueous alkaline solution and by recovering and recycling alkali. The method includes neutralizing at least a part of a carboxylic acid in the oxidation reaction solution by contacting the oxidation reaction solution with a first alkaline solution including a carbonate of an alkali metal, and separating the reaction mixture into a first oil phase and a first water phase; decomposing the hydroperoxide and the ester compound in the first oil phase by contacting the first oil phase with a second alkaline solution having a higher pH value than the first alkaline solution, and separating the reaction mixture into a second oil phase and a second water phase; and recovering the carbonate of an alkali metal from the first water phase and recycling the carbonate of an alkali metal to the first alkaline solution.
    Type: Grant
    Filed: December 6, 2016
    Date of Patent: August 27, 2019
    Assignee: UBE INDUSTRIES, LTD.
    Inventors: Yoshinori Sugimura, Kazunori Kurosawa, Kazuo Yamato, Junichi Kugimoto, Joji Kawai, Wanna Sirisuksukon, Nantariya Ngamsup
  • Publication number: 20180346399
    Abstract: A method and a system for inexpensively producing a corresponding target ketone and/or alcohol by decomposing hydroperoxide rapidly and with high selectivity using an aqueous alkaline solution and by recovering and recycling alkali. The method includes neutralizing at least a part of a carboxylic acid in the oxidation reaction solution by contacting the oxidation reaction solution with a first alkaline solution including a carbonate of an alkali metal, and separating the reaction mixture into a first oil phase and a first water phase; decomposing the hydroperoxide and the ester compound in the first oil phase by contacting the first oil phase with a second alkaline solution having a higher pH value than the first alkaline solution, and separating the reaction mixture into a second oil phase and a second water phase; and recovering the carbonate of an alkali metal from the first water phase and recycling the carbonate of an alkali metal to the first alkaline solution.
    Type: Application
    Filed: December 6, 2016
    Publication date: December 6, 2018
    Inventors: Yoshinori SUGIMURA, Kazunori KUROSAWA, Kazuo YAMATO, Junichi KUGIMOTO, Joji KAWAI, Wanna SIRISUKSUKON, Nantariya NGAMSUP
  • Patent number: 10099985
    Abstract: This invention provides producing having an objective ketone and/or alcohol by decomposing of a hydrocarbon compound rapidly and selectively having a same number of carbon atoms as a hydrocarbon compound by decomposing a hydroperoxide in a reaction solution obtained from oxidizing the hydrocarbon compound using molecular oxygen of this invention involves, a hydroperoxide decomposition step for decomposing the hydroperoxide into the ketone and/or alcohol by contacting the reaction solution with an aqueous solution containing a carbonate of an alkaline earth metal or a carbonate of an alkali metal and a transition metal compound, a separation step for separating into an oil phase comprising the ketone and/or alcohol, and a water phase comprising the carbonate of an alkaline earth metal or carbonate of an alkali metal and the transition metal compound, a recovery step for recovering the carbonate of an alkali metal or carbonate of an alkaline earth metal and the transition metal compound by combusting the water
    Type: Grant
    Filed: October 5, 2015
    Date of Patent: October 16, 2018
    Assignee: UBE INDUSTRIES, LTD.
    Inventors: Kazunori Kurosawa, Yoshinori Sugimura, Hideo Shimomura, Kazuo Yamato, Joji Funatsu, Naoya Katagiri, Junichi Kugimoto, Joji Kawai
  • Publication number: 20170313641
    Abstract: This invention provides producing having an objective ketone and/or alcohol by decomposing of a hydrocarbon compound rapidly and selectively having a same number of carbon atoms as a hydrocarbon compound by decomposing a hydroperoxide in a reaction solution obtained from oxidizing the hydrocarbon compound using molecular oxygen of this invention involves, a hydroperoxide decomposition step for decomposing the hydroperoxide into the ketone and/or alcohol by contacting the reaction solution with an aqueous solution containing a carbonate of an alkaline earth metal or a carbonate of an alkali metal and a transition metal compound, a separation step for separating into an oil phase comprising the ketone and/or alcohol, and a water phase comprising the carbonate of an alkaline earth metal or carbonate of an alkali metal and the transition metal compound, a recovery step for recovering the carbonate of an alkali metal or carbonate of an alkaline earth metal and the transition metal compound by combusting the water
    Type: Application
    Filed: October 5, 2015
    Publication date: November 2, 2017
    Applicant: Ube Industries, Ltd.
    Inventors: Kazunori Kurosawa, Yoshinori Sugimura, Hideo Shimomura, Kazuo Yamato, Joji Funatsu, Naoya Katagiri, Junichi Kugimoto, Joji Kawai
  • Patent number: 9242931
    Abstract: A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.
    Type: Grant
    Filed: December 27, 2013
    Date of Patent: January 26, 2016
    Assignee: UBE INDUSTRIES, LTD.
    Inventors: Junichi Kugimoto, Joji Kawai
  • Patent number: 8962826
    Abstract: A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol% or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.
    Type: Grant
    Filed: December 27, 2013
    Date of Patent: February 24, 2015
    Assignee: Ube Industries, Ltd.
    Inventors: Junichi Kugimoto, Joji Kawai, Kazuo Yamato, Masahide Okada, Tsunemi Sugimoto, Hiroshi Matsumoto
  • Patent number: 8816069
    Abstract: The present invention relates to a method for producing a high purity, high quality amide compound, particularly, lactam. A first embodiment of the present invention is characterized in that an amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. A second embodiment of the present invention is characterized in that one or more compounds selected from the group consisting of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A third embodiment of the present invention is characterized in that a content of impurities having a cyclic bridge structure is controlled by using a cycloalkanone purified by recrystallization.
    Type: Grant
    Filed: March 15, 2011
    Date of Patent: August 26, 2014
    Assignee: Ube Industries, Ltd.
    Inventors: Junichi Kugimoto, Joji Kawai, Hiroshi Matsumoto
  • Publication number: 20140114061
    Abstract: A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.
    Type: Application
    Filed: December 27, 2013
    Publication date: April 24, 2014
    Applicant: Ube Industries, Ltd.
    Inventors: Junichi Kugimoto, Joji Kawai, Kazuo Yamato, Masahide Okada, Tsunemi Sugimoto, Hiroshi Matsumoto
  • Publication number: 20140114062
    Abstract: A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.
    Type: Application
    Filed: December 27, 2013
    Publication date: April 24, 2014
    Applicant: Ube Industries, Ltd.
    Inventors: Junichi Kugimoto, Joji Kawai, Kazuo Yamato, Masahide Okada, Tsunemi Sugimoto, Hiroshi Matsumoto
  • Publication number: 20130005960
    Abstract: The present invention relates to a method for producing a high purity, high quality amide compound, particularly, lactam. A first embodiment of the present invention is characterized in that an amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. A second embodiment of the present invention is characterized in that one or more compounds selected from the group consisting of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A third embodiment of the present invention is characterized in that a content of impurities having a cyclic bridge structure is controlled by using a cycloalkanone purified by recrystallization.
    Type: Application
    Filed: March 15, 2011
    Publication date: January 3, 2013
    Applicant: UBE INDUSTRIES, LTD.
    Inventors: Junichi Kugimoto, Joji Kawai, Kazuo Yamato, Masahide Okada, Tsunemi Sugimoto, Hiroshi Matsumoto
  • Patent number: 8338589
    Abstract: The present invention relates to a process for producing laurolactam from cyclododecanone oxime by liquid-phase rearrangement reaction using trichlorotriazine as a rearrangement catalyst. The present invention can provide a process which can solve the problem of termination of the reaction at a certain conversion, can prevent an inactive precipitate generated from trichlorotriazine from precipitating in the course of the reaction process, and can remove an inactive precipitate, an active intermediate and a residual catalyst.
    Type: Grant
    Filed: May 19, 2009
    Date of Patent: December 25, 2012
    Assignee: UBE Industries, Ltd.
    Inventors: Junichi Kugimoto, Nobuhiro Ii, Takashi Doi, Satoru Fujitsu, Tadashi Gotou, Hideo Shimomura, Ryouta Yasumatsu, Joji Kawai
  • Patent number: 8309714
    Abstract: Provided is a process for efficiently producing laurolactam by simple steps from cyclododecanone and hydroxylamine.
    Type: Grant
    Filed: November 19, 2008
    Date of Patent: November 13, 2012
    Assignee: Ube Industries, Ltd.
    Inventors: Junichi Kugimoto, Joji Kawai, Hideo Shimomura, Ryouta Yasumatsu, Nobuhiro Ii
  • Patent number: 8163899
    Abstract: Disclosed is a method for producing laurolactam from cyclododecanone and hydroxylamine in a simple process and with high efficiency. The method comprises the following steps (a) to (e): (a) reacting cyclododecanone with hydroxylamine in an aqueous solution in the presence of an excess amount of cyclododecanone or a solvent to produce cyclododecanone oxime; (b) separating the reaction mixture obtained after the oxime-forming step into an oil and an aqueous phases and collecting a solution of cyclododecanone oxime of the oil phase as; (c) removing dissolved water from the solution of cyclododecanone oxime which is collected as an oily phase in the oil/aqueous phase separation step; (d) producing laurolactam from cyclododecanone oxime by rearrangement reaction using an aromatic-ring containing compound as a rearrangement catalyst; and (e) separating the produced laurolactam from the reaction mixture after the rearrangement step and purifying the laurolactam.
    Type: Grant
    Filed: February 8, 2008
    Date of Patent: April 24, 2012
    Assignees: National University Corporation Nagoya University, UBE Industries, Ltd.
    Inventors: Kazuaki Ishihara, Junichi Kugimoto, Joji Kawai
  • Publication number: 20110065913
    Abstract: The present invention relates to a process for producing laurolactam from cyclododecanone oxime by liquid-phase rearrangement reaction using trichlorotriazine as a rearrangement catalyst. The present invention can provide a process which can solve the problem of termination of the reaction at a certain conversion, can prevent an inactive precipitate generated from trichlorotriazine from precipitating in the course of the reaction process, and can remove an inactive precipitate, an active intermediate and a residual catalyst.
    Type: Application
    Filed: May 19, 2009
    Publication date: March 17, 2011
    Applicant: UBE INDUSTRIES, LTD.
    Inventors: Junichi Kugimoto, Nobuhiro Ii, Takashi Doi, Satoru Fujitsu, Tadashi Gotou, Hideo Shimomura, Ryouta Yasumatsu, Joji Kawai
  • Publication number: 20100324283
    Abstract: Disclosed is a method for producing laurolactam from cyclododecanone and hydroxylamine in a simple process and with high efficiency. The method comprises the following steps (a) to (e): (a) reacting cyclododecanone with hydroxylamine in an aqueous solution in the presence of an excess amount of cyclododecanone or a solvent to produce cyclododecanone oxime; (b) separating the reaction mixture obtained after the oxime-forming step into an oil and an aqueous phases and collecting a solution of cyclododecanone oxime of the oil phase as; (c) removing dissolved water from the solution of cyclododecanone oxime which is collected as an oily phase in the oil/aqueous phase separation step; (d) producing laurolactam from cyclododecanone oxime by rearrangement reaction using an aromatic-ring containing compound as a rearrangement catalyst; and (e) separating the produced laurolactam from the reaction mixture after the rearrangement step and purifying the laurolactam.
    Type: Application
    Filed: February 8, 2008
    Publication date: December 23, 2010
    Applicants: NATIONAL UNIVERSITY CORPORATION NAGOYA UNIVERSITY, UBE INDUSTRIES, LTD.
    Inventors: Kazuaki Ishihara, Junichi Kugimoto, Joji Kawai
  • Publication number: 20100267944
    Abstract: Provided is a process for efficiently producing laurolactam by simple steps from cyclododecanone and hydroxylamine.
    Type: Application
    Filed: November 19, 2008
    Publication date: October 21, 2010
    Applicant: UBE INDUSTRIES, LTD.
    Inventors: Junichi Kugimoto, Joji Kawai, Hideo Shimomura, Ryouta Yasumatsu, Nobuhiro II
  • Patent number: 6649757
    Abstract: Laurolactam having high quality is produced by reacting cyclododecanone with a hydroxylamine salt of a mineral acid, and converting the resultant cyclododecanoneoxime to laurolactam through the Beckmann rearrangement reaction, wherein a content of each of oxygen atom-containing C12 organic compounds, for example, cyclododecenone or epoxycyclododecane, and cycloaliphatic unsaturated C12 hydrocarbon compounds, contained, as an impurity, in the staring cyclododecanone material, is controlled to 1,000 ppm or less.
    Type: Grant
    Filed: January 16, 2003
    Date of Patent: November 18, 2003
    Assignee: Ube Industries, Ltd.
    Inventors: Nobuyuki Kuroda, Joji Kawai, Hideo Shimomura
  • Publication number: 20030139596
    Abstract: Laurolactam having high quality is produced by reacting cyclododecanone with a hydroxylamine salt of a mineral acid, and converting the resultant cyclododecanoneoxime to laurolactam through the Beckmann rearrangement reaction, wherein a content of each of oxygen atom-containing C12 organic compounds, for example, cyclododecenone or epoxycyclododecane, and cycloaliphatic unsaturated C12 hydrocarbon compounds, contained, as an impurity, in the staring cyclododecanone material, is controlled to 1,000 ppm or less.
    Type: Application
    Filed: January 16, 2003
    Publication date: July 24, 2003
    Applicant: UBE INDUSTRIES, LTD.
    Inventors: Nobuyuki Kuroda, Joji Kawai, Hideo Shimomura
  • Patent number: 5212630
    Abstract: A parallel inverter system has a plurality of AC output inverters of an instantaneous voltage control type, a bus for connecting outputs of the inverters to a load so as to share the load current, a detection circuit for detecting a cross current component in a current flowing among the inverters, and an instantaneous voltage control circuit for controlling the output voltages of the inverters. In response to a signal in accordance with the detected cross current component from the detection circuit, the voltage control circuit inserts a virtual impedance between the inverters so as to suppress cross current.
    Type: Grant
    Filed: December 18, 1991
    Date of Patent: May 18, 1993
    Assignee: Mitsubishi Denki Kabushiki Kaisha
    Inventors: Yushin Yamamoto, Joji Kawai
  • Patent number: 5091842
    Abstract: A device for removing D.C. components from output voltages of a multi-phase inverter which converts a D.C. voltage into first to N-th phases of A.C. voltages comprises first to (N-1)th detectors connected between the first-phase output line of the multi-phase inverter and the second- to N-th-phase output lines of the multi-phase inverter, respectively. The device also comprises controllers for respectively controlling the second- to N-th-phase output voltages of the inverter in such a manner that the D.C. components detected by the first to (N-1)th detectors are nullified.
    Type: Grant
    Filed: April 26, 1990
    Date of Patent: February 25, 1992
    Assignee: Mitsubishi Denki Kabushiki Kaisha
    Inventor: Joji Kawai