Patents by Inventor Kojiro Shimojo

Kojiro Shimojo 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: 10494329
    Abstract: In synthesis of a compound represented by the General Formula (1) or a salt thereof, nitrilotriacetic acid as its raw material is reacted with a dehydrating agent to allow dehydration, and the resulting nitrilotriacetic acid anhydride is reacted with a dialkylamine to obtain a reaction intermediate product. The reaction intermediate product is then similarly reacted with a dehydrating agent to allow dehydration, and the resulting reaction intermediate anhydride is reacted with a dialkylamine to synthesize a tetraalkylnitriloacetic acid diacetamide compound. In Formula (1), R1, R2, R3 and R4 independently represent the same or different hydrocarbon group, with the proviso that the total number of carbon atoms in the hydrocarbon groups R1, R2, R3, and R4 is 8 to 64.
    Type: Grant
    Filed: September 14, 2018
    Date of Patent: December 3, 2019
    Assignee: JAPAN ATOMIC ENERGY AGENCY
    Inventors: Kojiro Shimojo, Hirochika Naganawa
  • Publication number: 20190092718
    Abstract: In synthesis of a compound represented by the General Formula (1) or a salt thereof, nitrilotriacetic acid as its raw material is reacted with a dehydrating agent to allow dehydration, and the resulting nitrilotriacetic acid anhydride is reacted with a dialkylamine to obtain a reaction intermediate product. The reaction intermediate product is then similarly reacted with a dehydrating agent to allow dehydration, and the resulting reaction intermediate anhydride is reacted with a dialkylamine to synthesize a tetraalkylnitriloacetic acid diacetamide compound. In Formula (1), R1, R2, R3 and R4 independently represent the same or different hydrocarbon group, with the proviso that the total number of carbon atoms in the hydrocarbon groups R1, R2, R3, and R4 is 8 to 64.
    Type: Application
    Filed: September 14, 2018
    Publication date: March 28, 2019
    Applicant: JAPAN ATOMIC ENERGY AGENCY
    Inventors: Kojiro SHIMOJO, Hirochika NAGANAWA
  • Patent number: 9133100
    Abstract: A rare earth metal extractant containing, as the extractant component, dialkyldiglycol amide acid which is excellent in breaking down light rare earth elements is reacted in diglycolic acid (X mol) and an esterification agent (Y mol) at a reaction temperature of 70° C. or more and for a reaction time of one hour or more such that the mol ratio of Y/X is 2.5 or more, and is subjected to vacuum concentration. Subsequently, a reaction intermediate product is obtained by removing unreacted products and reaction residue. Then a nonpolar or low-polar solvent which is an organic solvent for forming an organic phase during solvent extraction of the rare earth metal and which is capable of dissolving dialkyldiglycol amide acid is added as the reaction solvent, and the reaction intermediate product is reacted with dialkyl amine (Z mol) such that the mol ratio of Z/X is 0.9 or more.
    Type: Grant
    Filed: July 1, 2011
    Date of Patent: September 15, 2015
    Assignees: SHIN-ETSU CHEMICAL CO., LTD., JAPAN ATOMIC ENERGY AGENCY
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Kume, Masaki Ohashi, Hirochika Naganawa, Kojiro Shimojo
  • Patent number: 8889903
    Abstract: A rare earth metal extractant in the form of a dialkyl diglycol amic acid is synthesized by reacting diglycolic anhydride with a dialkylamine in an aprotic polar solvent, with a molar ratio of dialkylamine to diglycolic anhydride being at least 1.0, and removing the aprotic polar solvent.
    Type: Grant
    Filed: July 5, 2011
    Date of Patent: November 18, 2014
    Assignees: Shin-Etsu Chemical Co., Ltd., Nissin Chemical Industry Co., Ltd.
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Ohashi, Tetsuya Kume, Masahiko Ikka, Hirochika Naganawa, Kojiro Shimojo
  • Patent number: 8841482
    Abstract: A rare earth metal extractant containing, as the extractant component, dialkyldiglycol amide acid which is excellent in breaking down light rare earth elements is reacted in diglycolic acid (X mol) and an esterification agent (Y mol) at a reaction temperature of 70° C. or more and for a reaction time of one hour or more such that the mol ratio of Y/X is 2.5 or more, and is subjected to vacuum concentration. Subsequently, a reaction intermediate product is obtained by removing unreacted products and reaction residue, and an aprotic polar solvent is added as the reaction solvent. Then, the reaction intermediate product is reacted with dialkyl amine (Z mol) such that the mol ratio of Z/X is 0.9 or more and the aprotic polar solvent is removed. As a consequence, a rare earth metal extractant is efficiently synthesized at a low cost and at a high yield without having to use expensive diglycolic acid anhydride and harmful dichloromethane.
    Type: Grant
    Filed: July 1, 2011
    Date of Patent: September 23, 2014
    Assignees: Shin-Etsu Chemical Co., Ltd., Japan Atomic Energy Agency
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Kume, Masaki Ohashi, Hirochika Naganawa, Kojiro Shimojo
  • Patent number: 8519184
    Abstract: A rare earth metal extractant in the form of a dialkyl diglycol amic acid is synthesized by reacting diglycolic anhydride with a dialkylamine in a synthesis medium. A molar ratio (B/A) of dialkylamine (B) to diglycolic anhydride (A) is at least 1.0. A non-polar or low-polar solvent in which the dialkyl diglycol amic acid is dissolvable is used as the synthesis medium.
    Type: Grant
    Filed: July 5, 2011
    Date of Patent: August 27, 2013
    Assignees: Shin-Etsu Chemical Co., Ltd., Nissin Chemical Industry Co., Ltd.
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Ohashi, Tetsuya Kume, Masahiko Ikka, Hirochika Naganawa, Kojiro Shimojo
  • Publication number: 20130123534
    Abstract: A rare earth metal extractant containing, as the extractant component, dialkyldiglycol amide acid which is excellent in breaking down light rare earth elements is reacted in diglycolic acid (X mol) and an esterification agent (Y mol) at a reaction temperature of 70° C. or more and for a reaction time of one hour or more such that the mol ratio of Y/X is 2.5 or more, and is subjected to vacuum concentration. Subsequently, a reaction intermediate product is obtained by removing unreacted products and reaction residue. Then a nonpolar or low-polar solvent which is an organic solvent for forming an organic phase during solvent extraction of the rare earth metal and which is capable of dissolving dialkyldiglycol amide acid is added as the reaction solvent, and the reaction intermediate product is reacted with dialkyl amine (Z mol) such that the mol ratio of Z/X is 0.9 or more.
    Type: Application
    Filed: July 1, 2011
    Publication date: May 16, 2013
    Applicants: JAPAN ATOMIC ENERGY AGENCY, SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Kume, Masaki Ohashi, Hirochika Naganawa, Kojiro Shimojo
  • Publication number: 20130102806
    Abstract: A rare earth metal extractant containing, as the extractant component, dialkyldiglycol amide acid which is excellent in breaking down light rare earth elements is reacted in diglycolic acid (X mol) and an esterification agent (Y mol) at a reaction temperature of 70° C. or more and for a reaction time of one hour or more such that the mol ratio of Y/X is 2.5 or more, and is subjected to vacuum concentration. Subsequently, a reaction intermediate product is obtained by removing unreacted products and reaction residue, and an aprotic polar solvent is added as the reaction solvent. Then, the reaction intermediate product is reacted with dialkyl amine (Z mol) such that the mol ratio of Z/X is 0.9 or more and the aprotic polar solvent is removed. As a consequence, a rare earth metal extractant is efficiently synthesized at a low cost and at a high yield without having to use expensive diglycolic acid anhydride and harmful dichloromethane.
    Type: Application
    Filed: July 1, 2011
    Publication date: April 25, 2013
    Applicants: JAPAN ATOMIC ENERGY AGENCY, SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Kume, Masaki Ohashi, Hirochika Naganawa, Kojiro Shimojo
  • Patent number: 8177881
    Abstract: Solvent extraction from an aqueous phase containing first and second rare earth elements is carried out by contacting an organic phase containing a diglycolamic acid as an extractant and a hydrocarbon or a low-polar alcohol as a solvent, with the aqueous phase below pH 3 for extracting the first rare earth element into the organic phase, back-extracting from the organic phase with an aqueous acid solution for recovering the first rare earth element, and recovering the second rare earth element which has not been extracted into the organic phase and has remained in the aqueous phase.
    Type: Grant
    Filed: June 11, 2010
    Date of Patent: May 15, 2012
    Assignees: Shin-Etsu Chemical Co., Ltd., Japan Atomic Energy Agency
    Inventors: Hiroto Sugahara, Kazuaki Sakaki, Takehisa Minowa, Hirochika Naganawa, Kojiro Shimojo
  • Publication number: 20120004458
    Abstract: A rare earth metal extractant in the form of a dialkyl diglycol amic acid is synthesized by reacting diglycolic anhydride with a dialkylamine in a synthesis medium. A molar ratio (B/A) of dialkylamine (B) to diglycolic anhydride (A) is at least 1.0. A non-polar or low-polar solvent in which the dialkyl diglycol amic acid is dissolvable is used as the synthesis medium.
    Type: Application
    Filed: July 5, 2011
    Publication date: January 5, 2012
    Applicants: NISSIN CHEMICAL INDUSTRY CO., LTD., SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Ohashi, Tetsuya Kume, Masahiko Ikka, Hirochika Naganawa, Kojiro Shimojo
  • Publication number: 20120004459
    Abstract: A rare earth metal extractant in the form of a dialkyl diglycol amic acid is synthesized by reacting diglycolic anhydride with a dialkylamine in an aprotic polar solvent, with a molar ratio of dialkylamine to diglycolic anhydride being at least 1.0, and removing the aprotic polar solvent.
    Type: Application
    Filed: July 5, 2011
    Publication date: January 5, 2012
    Applicants: NISSIN CHEMICAL INDUSTRY CO., LTD., SHIN-ETSU CHEMICAL CO., LTD.
    Inventors: Kazuaki Sakaki, Hiroto Sugahara, Tetsuya Ohashi, Tetsuya Kume, Masahiko Ikka, Hirochika Naganawa, Kojiro Shimojo
  • Publication number: 20100319491
    Abstract: Solvent extraction from an aqueous phase containing first and second rare earth elements is carried out by contacting an organic phase containing a diglycolamic acid as an extractant and a hydrocarbon or a low-polar alcohol as a solvent, with the aqueous phase below pH 3 for extracting the first rare earth element into the organic phase, back-extracting from the organic phase with an aqueous acid solution for recovering the first rare earth element, and recovering the second rare earth element which has not been extracted into the organic phase and has remained in the aqueous phase.
    Type: Application
    Filed: June 11, 2010
    Publication date: December 23, 2010
    Applicants: SHIN-ETSU CHEMICAL CO., LTD., JAPAN ATOMIC ENERGY AGENCY
    Inventors: Hiroto Sugahara, Kazuaki Sakaki, Takehisa Minowa, Hirochika Naganawa, Kojiro Shimojo