Patents by Inventor Hideaki Imura

Hideaki Imura 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).

  • Publication number: 20190092711
    Abstract: A method for producing 1,2-dichloro-3,3,3-trifluoropropene according to the present invention includes the step of reacting 1,1,2,3,3-pentachloropropene with a fluorinating agent where hydrogen fluoride is used as the fluorinating agent.
    Type: Application
    Filed: April 10, 2017
    Publication date: March 28, 2019
    Inventors: Kei MATSUNAGA, Hideaki IMURA, Masatomi KANAI, Masahiko TANI, Naoto TAKADA, Kohei SUMIDA, Satoru OKAMOTO
  • Publication number: 20180265821
    Abstract: What is disclosed is a liquid composition containing: 80 mol % to 99.9999 mol % of (Z)-1,2-dichloro-3,3,3-trifluoropropene (1223Z) and 0.0001 mol % to 20 mol % of (E)-1,2-dichloro-3,3,3-trifluoropropene (1223E). The liquid composition has small impact on the global environment and exerts azeotrope-like properties. Therefore, the composition of the liquid composition is not substantially changed even when the liquid composition is used in an open system or used for a long period. The composition of the liquid composition is also rarely changed even when the liquid composition is recovered by distillation. Therefore, the liquid mixture according to the present invention can be used suitably as a cleaning agent (a solvent).
    Type: Application
    Filed: January 14, 2016
    Publication date: September 20, 2018
    Applicant: Central Glass Company, Limited
    Inventors: Hideaki IMURA, Naoto TAKADA
  • Patent number: 10047326
    Abstract: An azeotropic-like composition containing 2-chloro-1,3,3,3-tetrafluoropropene and 1-chloro-3,3,3-trifluoropropene is provided. The azeotropic-like composition according to the present invention is non-flammable, has little influence on the environment, and has substantially the same composition ratio in the liquid phase and the gas phase. By use of an azeotropic-like composition according to the present invention, a washing detergent, a solvent, a silicone solvent, a foaming agent, a coolant, a heating medium for a heat pump, and a high temperature working fluid that are non-flammable, have little influence on the environment, and have substantially the same composition ratio in a liquid phase and a gas phase thereof may be provided.
    Type: Grant
    Filed: March 31, 2017
    Date of Patent: August 14, 2018
    Assignee: CENTRAL GLASS COMPANY, LIMITED
    Inventors: Masahiko Tani, Hideaki Imura, Yoshio Nishiguchi, Naoto Takada
  • Publication number: 20170321167
    Abstract: A liquid composition according to one embodiment of the present invention contains 0.0001 mol % to 40 mol % (Z)-1,2-dichloro-3,3,3-trifluoropropene (1223Z) and 99.9999 mol % to 60 mol % (E)-1,2-dichloro-ethylene (t-DCE). The liquid composition has less influence on the global environment and azeotropic (or azeotrope-like) properties. There occurs practically no composition change even when the liquid composition is used in an open system or used for a long term. Further, it is less likely that there will occur a composition change even when the liquid composition is recovered by distillation. The liquid composition is thus suitably usable as a cleaning agent (solvent). In particular, the liquid composition of 90 mol % or less of t-DCE is classified as non-hazardous under the Fire Serves Act.
    Type: Application
    Filed: October 20, 2015
    Publication date: November 9, 2017
    Inventors: Hideaki IMURA, Naoto TAKADA
  • Publication number: 20170218311
    Abstract: An azeotropic-like composition containing 2-chloro-1,3,3,3-tetrafluoropropene and 1-chloro-3,3,3-trifluoropropene is provided. The azeotropic-like composition according to the present invention is non-flammable, has little influence on the environment, and has substantially the same composition ratio in the liquid phase and the gas phase. By use of an azeotropic-like composition according to the present invention, a washing detergent, a solvent, a silicone solvent, a foaming agent, a coolant, a heating medium for a heat pump, and a high temperature working fluid that are non-flammable, have little influence on the environment, and have substantially the same composition ratio in a liquid phase and a gas phase thereof may be provided.
    Type: Application
    Filed: March 31, 2017
    Publication date: August 3, 2017
    Inventors: Masahiko TANI, Hideaki IMURA, Yoshio NISHIGUCHI, Naoto TAKADA
  • Patent number: 9533926
    Abstract: A production method of 2-chloro-1,3,3,3-tetrafluoropropene (1224) according to the present invention includes bringing 2,3-dichloro-1,1,1,3-tetrafluoropropane (234da) into contact with an inorganic base having a pKa of 4.8 or greater in an aqueous medium in the presence of a phase transfer catalyst. Preferably, the inorganic base has a pKa of 10 or greater. Further, the phase transfer catalyst is preferably at least one selected from the group consisting of tetrabutylammonium bromide, methyltri-n-octylammonium chloride, benzyltrimethylammonium chloride and tetraethylammonium chloride. It is possible by this method to selectively produce 1224 from 234da.
    Type: Grant
    Filed: July 27, 2015
    Date of Patent: January 3, 2017
    Assignee: Central Glass Company, Limited
    Inventors: Hideaki Imura, Naoto Takada
  • Patent number: 9321708
    Abstract: Provided is a purification method for efficiently reducing an undesirable organic compound or compound in (E)-1-chloro-3,3,3-trifluoropropene and thereby obtaining (E)-1-chloro-3,3,3-trifluoropropene with high purity. The purification method of OF-1233E according to the present invention is characterized by bringing a composition containing OF-1233E and at least one organic compound selected from the group consisting of HCFC-142 isomers, HCFC-244fa, HFC-245fa, OF-1234E, OF-1234Z and OF-1233Z into contact with a solid adsorbent.
    Type: Grant
    Filed: January 24, 2013
    Date of Patent: April 26, 2016
    Assignee: Central Glass Company, Limited
    Inventors: Hideaki Imura, Naoto Takada, Masamune Okamoto
  • Publication number: 20160023968
    Abstract: A production method of 2-chloro-1,3,3,3-tetrafluoropropene (1224) according to the present invention includes bringing 2,3-dichloro-1,1,1,3-tetrafluoropropane (234da) into contact with an inorganic base having a pKa of 4.8 or greater in an aqueous medium in the presence of a phase transfer catalyst. Preferably, the inorganic base has a pKa of 10 or greater. Further, the phase transfer catalyst is preferably at least one selected from the group consisting of tetrabutylammonium bromide, methyltri-n-octylammonium chloride, benzyltrimethylammonium chloride and tetraethylammonium chloride. It is possible by this method to selectively produce 1224 from 234da.
    Type: Application
    Filed: July 27, 2015
    Publication date: January 28, 2016
    Inventors: Hideaki IMURA, Naoto TAKADA
  • Patent number: 9221731
    Abstract: A method for producing a desired isomer of 1-chloro-3,3,3-trifluoro-1-propene or a desired isomer of 1,3,3,3-tetrafluoropropene at a high conversion ratio with no use of a solid catalyst is provided. Since no solid catalyst is used, a desired isomer of 1-chloro-3,3,3-trifluoro-1-propene and a desired isomer of 1,3,3,3-tetrafluoropropene can be stably obtained with no undesired possibility that the solid catalyst is deteriorated due to coking or the like caused as a result of long-time use thereof.
    Type: Grant
    Filed: December 9, 2014
    Date of Patent: December 29, 2015
    Assignee: CENTRAL GLASS COMPANY, LIMITED
    Inventors: Hideaki Imura, Satoru Okamoto, Masamune Okamoto, Naoto Takada, Fuyuhiko Sakyu
  • Patent number: 9181153
    Abstract: The present invention provides a process for purifying a (E)-1-chloro-3,3,3-trifluoropropene composition (OF-1233E composition) in which at hydrogen fluoride and 2-chloro-1,1,1,3,3-pentafluoropropane are contained by bringing the (E)-1-chloro-3,3,3-trifluoropropene composition into contact with a weak base and a method for producing (E)-1-chloro-3,3,3-trifluoropropene composition by distilling the (E)-1-chloro-3,3,3-trifluoropropene composition obtained by such a purification process. This makes it possible to efficiently produce OF-1233E by removing the hydrogen fluoride from the OF-1233E composition, without generating any new component difficult to separate by distillation, and subjecting the resulting composition to distillation.
    Type: Grant
    Filed: October 3, 2012
    Date of Patent: November 10, 2015
    Assignee: Central Glass Company, Limited
    Inventors: Masamune Okamoto, Hideaki Imura, Naoto Takada, Tatsuya Hayasaka
  • Patent number: 9174897
    Abstract: Disclosed is a method for purifying a trans-1,3,3,3-tetrafluoropropene, in which a composition containing trans-1,3,3,3-tetrafluoropropene and at least one impurity selected from the group consisting of C2H3ClF2, CF3CH2CHClF, CF3CH2CHF2, CHF2CH?CF2, CF3CH?CHCl, CF3CH?CH2, CF3C?CH, and cis-1,3,3,3-tetrafluoropropene is brought into contact with a solid adsorbent to reduce an impurity content thereof. By this method, it is possible to remove the impurity in trans-1,3,3,3-tetrafluoropropene by a simple operation.
    Type: Grant
    Filed: June 27, 2013
    Date of Patent: November 3, 2015
    Assignee: Central Glass Company, Limited
    Inventors: Hideaki Imura, Naoto Takada, Masamune Okamoto
  • Patent number: 9035112
    Abstract: Disclosed is a process for producing 2-chloro-1,3,3,3-tetrafluoropropene (1224), including a first step of separating 2,3-dichloro-1,1,1,3-tetrafluoropropane (234da) into erythro form and threo form, and a second step of bringing the separated erythro form or threo form in contact with a base to obtain 2-chloro-1,3,3,3-tetrafluoropropene (1224). The first step is a step of separating 234da by distillation to achieve a separation into a fraction containing mainly erythro form and a fraction containing mainly threo form. In the second step, 1224 cis form is obtained from the erythro form, and 1224 trans form is obtained from the threo form. By this process, it is possible to selectively and efficiently produce cis form or trans form of 2-chloro-1,3,3,3-tetrafluoropropene (1224).
    Type: Grant
    Filed: May 8, 2014
    Date of Patent: May 19, 2015
    Assignee: Central Glass Company, Ltd.
    Inventors: Hideaki Imura, Yoshio Nishiguchi, Masamune Okamoto, Tatsuya Hayasaka, Minako Oomura, Satoru Okamoto, Naoto Takada
  • Patent number: 9012657
    Abstract: A method for producing a pyrazole compound of the general formula (5) includes reacting a 2-acyl-3-aminoacrylic acid ester of the general formula (1) with a hydrazine of the general formula (4) in the presence of a base where R1, R2, R3 and R4 each independently represent an alkyl group wherein R5 represents an alkyl group or an aryl group wherein R1, R4 and R5 have the same meanings as above. It is possible by this production method to produce the 1,3-disubstituted pyrazol-4-carboxylic acid ester at a high yield and selectivity and with less discoloration.
    Type: Grant
    Filed: June 18, 2012
    Date of Patent: April 21, 2015
    Assignee: Central Glass Company, Limited
    Inventors: Masamune Okamoto, Hideaki Imura, Naoto Takada
  • Publication number: 20150099907
    Abstract: A method for producing a desired isomer of 1-chloro-3,3,3-trifluoro-1-propene or a desired isomer of 1,3,3,3-tetrafluoropropene at a high conversion ratio with no use of a solid catalyst is provided. Since no solid catalyst is used, a desired isomer of 1-chloro-3,3,3-trifluoro-1-propene and a desired isomer of 1,3,3,3-tetrafluoropropene can be stably obtained with no undesired possibility that the solid catalyst is deteriorated due to coking or the like caused as a result of long-time use thereof.
    Type: Application
    Filed: December 9, 2014
    Publication date: April 9, 2015
    Inventors: Hideaki IMURA, Satoru OKAMOTO, Masamune OKAMOTO, Naoto TAKADA, Fuyuhiko SAKYU
  • Publication number: 20150038749
    Abstract: Disclosed is a process for producing 2-chloro-1,3,3,3-tetrafluoropropene (1224), including a first step of separating 2,3-dichloro-1,1,1,3-tetrafluoropropane 234da) into erythro form and threo form, and a second step of bringing the separated erythro form or threo form in contact with a base to obtain 2-chloro-1,3,3,3-tetrafluoropropene (1224). The first step is a step of separating 234da by distillation to achieve a separation into a fraction containing mainly erythro form and a fraction containing mainly threo form. In the second step, 1224 cis form is obtained from the erythro form, and 1224 trans form is obtained from the threo form. By this process, it is possible to selectively and efficiently produce cis form or trans form of 2-chloro-1,3,3,3-tetrafluoropropene (1224).
    Type: Application
    Filed: May 8, 2014
    Publication date: February 5, 2015
    Applicant: Central Glass Company, Limited
    Inventors: Hideaki IMURA, Yoshio NISHIGUCHI, Masamune OKAMOTO, Tatsuya HAYASAKA, Minako OOMURA, Satoru OKAMOTO, Naoto TAKADA
  • Publication number: 20150011805
    Abstract: The present invention provides a process for purifying a (E)-1-chloro-3,3,3-trifluoropropene composition (OF-1233E composition) in which at hydrogen fluoride and 2-chloro-1,1,1,3,3-pentafluoropropane are contained by bringing the (E)-1-chloro-3,3,3-trifluoropropene composition into contact with a weak base and a method for producing (E)-1-chloro-3,3,3-trifluoropropene composition by distilling the (E)-1-chloro-3,3,3-trifluoropropene composition obtained by such a purification process. This makes it possible to efficiently produce OF-1233E by removing the hydrogen fluoride from the OF-1233E composition, without generating any new component difficult to separate by distillation, and subjecting the resulting composition to distillation.
    Type: Application
    Filed: October 3, 2012
    Publication date: January 8, 2015
    Inventors: Masamune Okamoto, Hideaki Imura, Naoto Takada, Tatsuya Hayasaka
  • Publication number: 20150011803
    Abstract: Provided is a purification method for efficiently reducing an undesirable organic compound or compound in (E)-1-chloro-3,3,3-trifluoropropene and thereby obtaining (E)-1-chloro-3,3,3-trifluoropropene with high purity. The purification method of OF-1233E according to the present invention is characterized by bringing a composition containing OF-1233E and at least one organic compound selected from the group consisting of HCFC-142 isomers, HCFC-244fa, HFC-245fa, OF-1234E, OF-1234Z and OF-1233Z into contact with a solid adsorbent.
    Type: Application
    Filed: January 24, 2013
    Publication date: January 8, 2015
    Applicant: Central Glass Company, Limited
    Inventors: Hideaki Imura, Naoto Takada, Masamune Okamoto
  • Patent number: 8912369
    Abstract: A production method of 1-chloro-3,3,3-trifluoropropene according to the present invention includes bringing a composition containing a compound of the general formula (1): CF3—CH2—CHClX (where X is a fluorine atom or a chlorine atom) into contact with a solid catalyst in the presence of hydrogen chloride. In this production method, the composition containing ozone depleting HCFC such as 3-chloro-1,1,1,3-tetraluoforpropane or 3,3-dichloro-1,1,1-trifluoropropane can be efficiently converted to the 1-chloro-3,3,3-trifluoropropene, which has less influence on the global environment and is useful as a solvent, a cleaning agent, a coolant, a working fluid, a propellant, a raw material for fluorinated resins etc.
    Type: Grant
    Filed: June 27, 2013
    Date of Patent: December 16, 2014
    Assignee: Central Glass Company, Limited
    Inventors: Hideaki Imura, Naoto Takada
  • Patent number: 8785689
    Abstract: A method for purifying difluoroacetic acid chloride, including the step of bringing a difluoroacetic acid chloride composition that contains at least difluoroacetic acid fluoride into contact with calcium chloride at a temperature enabling reaction thereof thereby converting difluoroacetic acid fluoride into difluoroacetic acid chloride.
    Type: Grant
    Filed: March 28, 2012
    Date of Patent: July 22, 2014
    Assignee: Central Glass Company, Limited
    Inventors: Naoto Takada, Masamune Okamoto, Hideaki Imura
  • Patent number: 8716526
    Abstract: A production method of difluoroacetyl chloride according to the present invention includes a chlorination step of bringing a raw material containing at least either a 1-alkoxy-1,1,2,2-tetrafluoroethane or difluoroacetyl chloride into contact with calcium chloride at a reaction enabling temperature. A production method of 2,2-difluoroethyl alcohol according to the present invention includes a catalytic reduction step of causing catalytic reduction of the difluoroacetyl chloride obtained by the above production method. By these methods, the difluoroacetyl fluoride can be efficiently converted to the difluoroacetyl chloride and to the 2,2-difluoroethyl alcohol.
    Type: Grant
    Filed: March 16, 2011
    Date of Patent: May 6, 2014
    Assignee: Central Glass Company, Limited
    Inventors: Masamune Okamoto, Hideaki Imura, Naoto Takada