Patents by Inventor Akinari Sugiyama

Akinari Sugiyama 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: 8344191
    Abstract: The present invention provides a process for producing 2,3,3,3-tetrafluoropropene represented by the formula CF3CF?CH2, comprising contacting a fluorine-containing propane represented by the formula CF2XCFYCH2Z, wherein X is Cl, Br, or I; one of Y and Z is H, and the other is F, Cl, Br, or I, with at least one catalyst selected from the group consisting of chromium oxides, fluorinated chromium oxides, and iron fluorides in a gas phase. According to the process of the invention, 2,3,3,3-tetrafluoropropene can be easily produced under economically advantageous conditions.
    Type: Grant
    Filed: July 24, 2009
    Date of Patent: January 1, 2013
    Assignee: Daikin Industries, Ltd.
    Inventors: Masatoshi Nose, Daisuke Karube, Akinari Sugiyama, Takashi Shibanuma, Takehiro Chaki
  • Patent number: 8080696
    Abstract: The present invention provides a method for producing an olefin represented by General Formula (II): RfCF?CH2 (II) (wherein Rf is defined as below), wherein the method includes the step of contacting a fluorohalide represented by General Formula (I): RfCF2CH2X (I) (wherein Rf is H(CF2)n (n=1 to 8) or F(CF2)n (n=1 to 8), and X is Br or I) with a metal in a reaction medium of a polar organic solvent, or a mixed solvent of water and a polar organic solvent to conduct a dehalogenation reaction. The production method of the present invention provides olefins in a highly selective manner at a low cost and high yield under relatively mild reaction conditions.
    Type: Grant
    Filed: October 26, 2007
    Date of Patent: December 20, 2011
    Assignee: Daikin Industries, Ltd.
    Inventors: Akinari Sugiyama, Takehiro Chaki
  • Publication number: 20110201851
    Abstract: The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene comprising the steps of: (a) reacting 3,3,3-trifluoropropyne with hydrogen fluoride while heating to obtain a product containing 2,3,3,3-tetrafluoropropene; (b) separating the product obtained in Step (a) into Component A containing 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne, and Component B containing 1,3,3,3-tetrafluoropropene; (c) separating 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne contained in Component A obtained in Step (b) into each compound; (d) conducting a dehydrofluorination reaction by heating Component B obtained in Step (b) in the presence of a catalyst; (e) separating the product obtained in Step (d) into Component C containing 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne, and Component D containing 1,3,3,3-tetrafluoropropene; (f) separating 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne contained in Component C obtained in Step (e) into each compound; and (g) conducting a d
    Type: Application
    Filed: October 13, 2009
    Publication date: August 18, 2011
    Inventors: Masatoshi Nose, Kazuhiro Takahashi, Yuzo Komatsu, Akinari Sugiyama, Takashi Shibanuma
  • Patent number: 7985877
    Abstract: The present invention provides a process for producing 1,1,1,3,3,3-hexafluoro-2-methoxypropane, wherein a novel compound, 2-methoxy-2-trifluoromethyl-3,3,3-trifluoropropionic acid or a salt thereof is decarboxylated, or wherein an olefin compound represented by chemical formula (4): CF2?C(CF3)(OCH3) is reacted with a fluorinating agent; and a process for producing 2-methoxy-2-trifluoromethyl-3,3,3-trifluoropropionic acid or a salt thereof by reacting a hydroxycarboxylic ester with a methylating agent and then hydrolyzing the reaction product, or hydrolyzing the hydroxycarboxylic ester and then reacting the resulting product with a methylating agent. In accordance with the invention, 1,1,1,3,3,3-hexafluoro-2-methoxypropane, which is useful as a raw material for, for example, the anesthetic Sevoflurane, can be produced efficiently and at low cost.
    Type: Grant
    Filed: May 31, 2007
    Date of Patent: July 26, 2011
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsuya Ohtsuka, Yoshihiro Yamamoto, Yoshichika Kuroki, Atsushi Suzuki, Akinari Sugiyama
  • Publication number: 20110178344
    Abstract: The present invention provides a process for producing 2,3,3,3-tetrafluoropropene represented by the formula CF3CF?CH2, comprising contacting a fluorine-containing propane represented by the formula CF2XCFYCH2Z, wherein X is Cl, Br, or I; one of Y and Z is H, and the other is F, Cl, Br, or I, with at least one catalyst selected from the group consisting of chromium oxides, fluorinated chromium oxides, and iron fluorides in a gas phase. According to the process of the invention, 2,3,3,3-tetrafluoropropene can be easily produced under economically advantageous conditions.
    Type: Application
    Filed: July 24, 2009
    Publication date: July 21, 2011
    Inventors: Masatoshi Nose, Daisuke Karube, Akinari Sugiyama, Takashi Shibanuma, Takehiro Chaki
  • Publication number: 20110137090
    Abstract: The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene represented by CF3CF?CH2 and 1,3,3,3-tetrafluoropropene represented by CF3CH?CHF, in which 3,3,3-trifluoropropyne represented by the chemical formula CF3C?CH is reacted with hydrogen fluoride under heating. The process of the present invention is a simple, effective and industrially applicable process for preparing 2,3,3,3-tetrafluoropropene and 1,3,3,3-tetrafluoropropene.
    Type: Application
    Filed: July 21, 2009
    Publication date: June 9, 2011
    Inventors: Masatoshi Nose, Yuzo Komatsu, Akinari Sugiyama, Takashi Shibanuma
  • Publication number: 20110124929
    Abstract: The present invention provides a process for preparing a fluorine-containing propene represented by the chemical formula CF3CF?CX1X2, wherein X1 is a hydrogen atom or chlorine atom, and X2 is a fluorine atom, chlorine atom, or hydrogen atom, by reacting a halogenated propene represented by the chemical formula CCIYZCF?CX1X2, wherein X1 and X2 are the same as above, and Y and Z may be the same or different and individually indicate a fluorine atom or chlorine atom, with anhydrous hydrogen fluoride in a gas phase in the presence of a chromium oxide or a fluorinated chromium oxide as a fluorination catalyst. The process of the present invention provides a fluorine-containing propene represented by the chemical formula CF3CF?CClX, wherein X is Cl, H or F, under relatively mild conditions at a high yield.
    Type: Application
    Filed: June 25, 2009
    Publication date: May 26, 2011
    Inventors: Masatoshi Nose, Akinari Sugiyama, Atsushi Suzuki
  • Publication number: 20100197852
    Abstract: The invention provides a compound which is useful in production of a fluoropolymer and easy to be removed from the produced fluoropolymer, a method of producing the compound, and a method of producing a fluoropolymer using the compound. The invention provides a compound which is represented by Rf1—CH2O—CF2—CHF—Rf2—X, wherein Rf1 represents a fluoroalkyl group containing 1 to 5 carbon atoms, Rf2 represents a fluoroalkylene group containing 1 to 3 carbon atoms, X represents —COOM or —SO3M, and M represents one of H, K, Na, and NH4.
    Type: Application
    Filed: July 24, 2008
    Publication date: August 5, 2010
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Nobuhiko Tsuda, Akinari Sugiyama
  • Publication number: 20100168480
    Abstract: The present invention provides a method for producing a fluoroalkyl alcohol represented by general formula (6) wherein Rf1 and Rf2 are the same or different, each represents a CF3(CF2)n group (wherein n is an integer of 0 to 10) or a CH3(CH2)m group (wherein m is an integer of 0 to 10), and at least one of Rf1 and Rf2 represents a CF3(CF2)n group, the method comprising: decarboxylating a compound represented by general formula (1) wherein Rf1 and Rf2 are the same as above; and R1 represents an optionally substituted alkyl group, an optionally substituted aryl group, an optionally substituted aralkyl group, an alkali metal, or M1/2 (wherein M represents an alkaline earth metal), in the presence of at least one member selected from the group consisting of pyridines, amines, quaternary ammonium salts, and quaternary phosphonium salts.
    Type: Application
    Filed: May 23, 2008
    Publication date: July 1, 2010
    Inventors: Akinari Sugiyama, Atsushi Suzuki, Masahiro Tomita
  • Publication number: 20100130797
    Abstract: The present invention provides a method for producing an olefin represented by General Formula (II): RfCF?CH2 (II) (wherein Rf is defined as below), wherein the method includes the step of contacting a fluorohalide represented by General Formula (I): RfCF2CH2X (I) (wherein Rf is H(CF2)n (n=1 to 8) or F(CF2)n (n=1 to 8), and X is Br or I) with a metal in a reaction medium of a polar organic solvent, or a mixed solvent of water and a polar organic solvent to conduct a dehalogenation reaction. The production method of the present invention provides olefins in a highly selective manner at a low cost and high yield under relatively mild reaction conditions.
    Type: Application
    Filed: October 26, 2007
    Publication date: May 27, 2010
    Inventors: Akinari Sugiyama, Takehiro Chaki
  • Patent number: 7692048
    Abstract: The present invention provides a method for producing a fluorine-containing halide, comprising reacting a fluorine-containing sulfonyl halide or fluorine-containing disulfonyl chloride with a metal halide or metal component in the present or absence of a solvent. In accordance with the present invention, a fluorine-containing bromide, fluorine-containing iodide or fluorine-containing chloride can be readily produced in high yield at low cost, using an industrially advantageous process.
    Type: Grant
    Filed: March 11, 2005
    Date of Patent: April 6, 2010
    Assignee: Daikin Industries, Ltd.
    Inventors: Akinari Sugiyama, Kazuyoshi Ichihara, Noriyuki Shinoki, Toshiya Mantani, Masahiro Kondou
  • Publication number: 20090156861
    Abstract: The present invention provides a process for producing 1,1,1,3,3,3-hexafluoro-2-methoxypropane, wherein a novel compound, 2-methoxy-2-trifluoromethyl-3,3,3-trifluoropropionic acid or a salt thereof is decarboxylated, or wherein an olefin compound represented by chemical formula (4): CF2?C(CF3)(OCH3) is reacted with a fluorinating agent; and a process for producing 2-methoxy-2-trifluoromethyl-3,3,3-trifluoropropionic acid or a salt thereof by reacting a hydroxycarboxylic ester with a methylating agent and then hydrolyzing the reaction product, or hydrolyzing the hydroxycarboxylic ester and then reacting the resulting product with a methylating agent. In accordance with the invention, 1,1,1,3,3,3-hexafluoro-2-methoxypropane, which is useful as a raw material for, for example, the anesthetic Sevoflurane, can be produced efficiently and at low cost.
    Type: Application
    Filed: May 31, 2007
    Publication date: June 18, 2009
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Tatsuya Ohtsuka, Yoshihiro Yamamoto, Yoshichika Kuroki, Atsushi Suzuki, Akinari Sugiyama
  • Publication number: 20080004473
    Abstract: The present invention provides a method of producing a fluorine-containing fluorosulfonylalkyl vinyl ether represented by the formula CF2=CFOCF2CF2SO2F, the method comprising reacting a fluorine-containing chlorosulfonylalkyl vinyl ether represented by the formula CF2=CFOCF2CF2SO2Cl with a fluorinating agent represented by the formula KF·(HF)n (wherein n is 0 to 5) in a polar organic solvent at a temperature not higher than 70° C. The method of the invention produces the fluorine-containing fluorosulfonylalkyl vinyl ether in high yield at low cost in a simple, industrially advantageous manner.
    Type: Application
    Filed: October 28, 2005
    Publication date: January 3, 2008
    Inventors: Akinari Sugiyama, Kazuyoshi Ichihara, Noriyuki Shinoki, Toshiya Mantani, Masahiro Kondou
  • Publication number: 20070185355
    Abstract: The present invention provides a method for producing a fluorine-containing halide, comprising reacting a fluorine-containing sulfonyl halide or fluorine-containing disulfonyl chloride with a metal halide or metal component in the present or absence of a solvent. In accordance with the present invention, a fluorine-containing bromide, fluorine-containing iodide or fluorine-containing chloride can be readily produced in high yield at low cost, using an industrially advantageous process.
    Type: Application
    Filed: March 11, 2005
    Publication date: August 9, 2007
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Akinari Sugiyama, Kazuyoshi Ichihara, Noriyuki Shinoki, Toshiya Mantani, Masahiro Kondou
  • Patent number: 7005545
    Abstract: The present invention provides a process for producing a fluorinated fluorosulfonylalkyl vinyl ether represented by general formula (2): CF2?CFO(CF2CF(CF3)O)nCF2CF2SO2F??(2) wherein n is an integer from 0 to 10, comprising fluorinating a perfluorovinylether sulfonate with SF4 and HF, the perfluorovinylether sulfonate being represented by general formula (1): CF2?CFO(CF2CF(CF3)O)nCF2CF2SO3M??(1) wherein M is Ma or Mb1/2, provided that Ma is an alkali metal and Mb is an alkaline earth metal; and n is as defined above. According to the process of the invention, the fluorinated fluorosulfonylalkyl vinyl ether can be produced in high yield in an industrially advantageous manner.
    Type: Grant
    Filed: May 23, 2003
    Date of Patent: February 28, 2006
    Assignee: Daikin Industries, Ltd.
    Inventors: Akinari Sugiyama, Tatsuya Ohtsuka, Kazuyoshi Ichihara, Toshiya Mantani
  • Publication number: 20050177001
    Abstract: The present invention provides a process for producing a fluorinated fluorosulfonylalkyl vinyl ether represented by general formula (2): CF2=CFO(CF2CF(CF3)O)nCF2CF2SO2F??(2) wherein n is an integer from 0 to 10, comprising fluorinating a perfluorovinylether sulfonate with SF4 and HF, the perfluorovinylether sulfonate being represented by general formula (1): CF2=CFO(CF2CF(CF3)O)nCF2CF2SO3M??(1) wherein M is Ma or Mb1/2, provided that Ma is an alkali metal and Mb is an alkaline earth metal; and n is as defined above. According to the process of the invention, the fluorinated fluorosulfonylalkyl vinyl ether can be produced in high yield in an industrially advantageous manner.
    Type: Application
    Filed: May 23, 2003
    Publication date: August 11, 2005
    Inventors: Akinari Sugiyama, Tatsuya Ohtsuka, Kazuyoshi Ichihara, Toshiya Mantani
  • Patent number: 6903236
    Abstract: A method of producing (RfCO)2O by reacting RfCOCl with MmCO3 can efficiently synthesize a fluorocarboxylic anhydride in a one-step reaction, wherein Rf is a saturated hydrocarbon group having 1 to 20 carbon atoms, which optionally has an oxygen atom, in which all or part of hydrogen atoms are substituted with a fluorine atom, or a fluorine atom and another halogen atom, M is an alkali metal or an alkali earth metal, m is 2 when M is the alkali metal, or 1 when M is the alkali earth metal.
    Type: Grant
    Filed: December 12, 2000
    Date of Patent: June 7, 2005
    Assignee: Daikin Industries, Ltd.
    Inventors: Akinari Sugiyama, Takashi Shibanuma
  • Publication number: 20020183550
    Abstract: A method of producing (RfCo)2O by reacting RfCOCl with MmCO3 can efficiently synthesize a fluorocarboxylic anhydride in a one-step reaction,
    Type: Application
    Filed: June 21, 2002
    Publication date: December 5, 2002
    Inventors: Akinari Sugiyama, Takashi Shibanuma