Patents by Inventor Yuzo Komatsu

Yuzo Komatsu 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: 9518140
    Abstract: Provided is a process for the production of a fluorine-containing block copolymer, which suppresses the formation of a homopolymer as a by-product and which, regardless of whether the chain transfer constant of the iodine end is large or small, achieves nearly 100% conversion into a block copolymer. The process is characterized by reacting (A) a fluorine-containing polymer which has an iodine atom or a bromine atom at either or both terminals of the backbone chain and/or at a side-chain terminal with (M) a radical-polymerizable monomer in the presence of (C) a sulfur compound represented by general formula (2): (Y1)nH2-nS2O4 (wherein Y1 is a mono- or divalent metal ion or an ammonium ion; and n is an integer of 0 to 2).
    Type: Grant
    Filed: February 11, 2016
    Date of Patent: December 13, 2016
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuzo Komatsu, Kenichi Katsukawa, Haruhiko Mohri, Takashi Kanemura
  • Patent number: 9487459
    Abstract: The present invention provides a method for producing a fluorine-containing olefin, the method comprising reacting a chlorine-containing compound represented by a specific formula with anhydrous hydrogen fluoride in the presence of a chromium atom-containing fluorination catalyst, the reaction being carried out at a temperature within the range of 200 to 350° C. in the presence of 0.0001 to 0.03 mol of molecular chlorine per mol of the chlorine-containing compound. The present invention is capable of achieving the effect of suppressing catalyst deterioration, maintaining the starting material conversion and the target product selectivity within excellent ranges, and reducing adverse effects caused by the use of a large amount of non-condensable gas.
    Type: Grant
    Filed: March 7, 2014
    Date of Patent: November 8, 2016
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Daisuke Karube, Tatsuya Takakuwa, Yuzo Komatsu
  • Publication number: 20160297740
    Abstract: The object of the present invention is to provide a process for producing ?-fluoroacrylic acid ester at a high starting material conversion, high selectivity, and high yield. The present invention provides a process for producing the compound represented by the formula (1) wherein R represents alkyl optionally substituted with one or more fluorine atoms, the process comprising step A of reacting a compound represented by the formula (2) wherein X represents a bromine atom or a chlorine atom with an alcohol represented by the formula (3) wherein the symbol is as defined above, and carbon monoxide in the presence of a transition metal catalyst and a base to thereby obtain the compound represented by the formula (1).
    Type: Application
    Filed: June 15, 2016
    Publication date: October 13, 2016
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Tatsuya OHTSUKA, Akihiro GOTOU, Sumi ISHIHARA, Yoshihiro YAMAMOTO, Akinori YAMAMOTO, Yoshichika KUROKI, Yuzo KOMATSU, Yousuke KISHIKAWA
  • Patent number: 9388117
    Abstract: The object of the present invention is to provide a process for producing ?-fluoroacrylic acid ester at a high starting material conversion, high selectivity, and high yield. The present invention provides a process for producing the compound represented by the formula (1) wherein R represents alkyl optionally substituted with one or more fluorine atoms, the process comprising step A of reacting a compound represented by the formula (2) wherein X represents a bromine atom or a chlorine atom with an alcohol represented by the formula (3) wherein the symbol is as defined above, and carbon monoxide in the presence of a transition metal catalyst and a base to thereby obtain the compound represented by the formula (1).
    Type: Grant
    Filed: August 30, 2013
    Date of Patent: July 12, 2016
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Tatsuya Ohtsuka, Akihiro Gotou, Sumi Ishihara, Yoshihiro Yamamoto, Akinori Yamamoto, Yoshichika Kuroki, Yuzo Komatsu, Yousuke Kishikawa
  • Patent number: 9388099
    Abstract: This invention provides a process for producing 2,3,3,3-tetrafluoropropene, the process comprising: (1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula (1): CClX2CHClCH2Cl, wherein each X is the same or different and is CI or F, a chloropropene represented by Formula (2): CClY2CCl?CH2, wherein each Y is the same or different and is CI or F, and a chloropropene represented by Formula (3): CZ2?CClCH2Cl, wherein each Z is the same or different and is CI or F in a gas phase in the absence of a catalyst while heating; and (2) a second reaction step of reacting hydrogen fluoride with a reaction product obtained in the first reaction step in a gas phase in the presence of a fluorination catalyst while heating. According to the process of this invention, 2,3,3,3-tetrafluoropropene (HFO-1234yf) can be obtained with high selectivity, and catalyst deterioration can be suppressed.
    Type: Grant
    Filed: April 24, 2015
    Date of Patent: July 12, 2016
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Kazuhiro Takahashi, Yuzo Komatsu, Akinori Ueda
  • Publication number: 20160159961
    Abstract: Provided is a process for the production of a fluorine-containing block copolymer, which suppresses the formation of a homopolymer as a by-product and which, regardless of whether the chain transfer constant of the iodine end is large or small, achieves nearly 100% conversion into a block copolymer. The process is characterized by reacting (A) a fluorine-containing polymer which has an iodine atom or a bromine atom at either or both terminals of the backbone chain and/or at a side-chain terminal with (M) a radical-polymerizable monomer in the presence of (C) a sulfur compound represented by general formula (2): (Y1)nH2-nS2O4 (wherein Y1 is a mono- or divalent metal ion or an ammonium ion; and n is an integer of 0 to 2).
    Type: Application
    Filed: February 11, 2016
    Publication date: June 9, 2016
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuzo KOMATSU, Kenichi KATSUKAWA, Haruhiko MOHRI, Takashi KANEMURA
  • Patent number: 9290628
    Abstract: Provided is a process for the production of a fluorine-containing block copolymer, which suppresses the formation of a homopolymer as a by-product and which, regardless of whether the chain transfer constant of the iodine end is large or small, achieves nearly 100% conversion into a block copolymer. The process is characterized by reacting (A) a fluorine-containing polymer which has an iodine atom or a bromine atom at either or both terminals of the backbone chain and/or at a side-chain terminal with (M) a radical-polymerizable monomer in the presence of (C) a sulfur compound represented by general formula (2): (Y1)nH2-nS2O4 (wherein Y1 is a mono- or divalent metal ion or an ammonium ion; and n is an integer of 0 to 2).
    Type: Grant
    Filed: July 28, 2015
    Date of Patent: March 22, 2016
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuzo Komatsu, Kenichi Katsukawa, Haruhiko Mohri, Takashi Kanemura
  • Publication number: 20160052841
    Abstract: The present invention provides a method for producing a fluorine-containing olefin, the method comprising reacting a chlorine-containing compound represented by a specific formula with anhydrous hydrogen fluoride in the presence of a chromium atom-containing fluorination catalyst, the reaction being carried out at a temperature within the range of 200 to 350° C. in the presence of 0.0001 to 0.03 mol of molecular chlorine per mol of the chlorine-containing compound. The present invention is capable of achieving the effect of suppressing catalyst deterioration, maintaining the starting material conversion and the target product selectivity within excellent ranges, and reducing adverse effects caused by the use of a large amount of non-condensable gas.
    Type: Application
    Filed: March 7, 2014
    Publication date: February 25, 2016
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Daisuke KARUBE, Tatsuya TAKAKUWA, Yuzo KOMATSU
  • Publication number: 20150329683
    Abstract: Provided is a process for the production of a fluorine-containing block copolymer, which suppresses the formation of a homopolymer as a by-product and which, regardless of whether the chain transfer constant of the iodine end is large or small, achieves nearly 100% conversion into a block copolymer. The process is characterized by reacting (A) a fluorine-containing polymer which has an iodine atom or a bromine atom at either or both terminals of the backbone chain and/or at a side-chain terminal with (M) a radical-polymerizable monomer in the presence of (C) a sulfur compound represented by general formula (2): (Y1)nH2-nS2O4 (wherein Y1 is a mono- or divalent metal ion or an ammonium ion; and n is an integer of 0 to 2).
    Type: Application
    Filed: July 28, 2015
    Publication date: November 19, 2015
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuzo KOMATSU, Kenichi KATSUKAWA, Haruhiko MOHRI, Takashi KANEMURA
  • Patent number: 9162945
    Abstract: Provided is a process for preparing 2-chloro-3,3,3-trifluoropropene, wherein at least one chlorine-containing compound selected from the group consisting of chloropropane represented by formula (1): CX3CHClCH2Cl, wherein each X is the same or different and each represents Cl or F, chloropropene represented by formula (2): CClY2CCl?CH2, wherein each Y is the same or different and each represents Cl or F, and chloropropene represented by formula (3): CZ2?CClCH2Cl, wherein each Z is the same or different and each represents Cl or F, is used as a starting compound, and said at least one chlorine-containing compound is reacted with hydrogen fluoride while being heated in a gaseous state in the presence of 50 ppm or more of water relative to the chlorine-containing compound. The process of the present invention makes it possible to produce 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) in a manner that is easily conducted, economically advantageous, and suitable for industrial scale production.
    Type: Grant
    Filed: March 21, 2013
    Date of Patent: October 20, 2015
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Masayuki Kishimoto, Yuzo Komatsu
  • Publication number: 20150259266
    Abstract: This invention provides a process for producing 2,3,3,3-tetrafluoropropene, the process comprising: (1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula (1): CClX2CHClCH2Cl, wherein each X is the same or different and is CI or F, a chloropropene represented by Formula (2): CClY2CCl?CH2, wherein each Y is the same or different and is CI or F, and a chloropropene represented by Formula (3): CZ2?CClCH2Cl, wherein each Z is the same or different and is CI or F in a gas phase in the absence of a catalyst while heating; and (2) a second reaction step of reacting hydrogen fluoride with a reaction product obtained in the first reaction step in a gas phase in the presence of a fluorination catalyst while heating. According to the process of this invention, 2,3,3,3-tetrafluoropropene (HFO-1234yf) can be obtained with high selectivity, and catalyst deterioration can be suppressed.
    Type: Application
    Filed: April 24, 2015
    Publication date: September 17, 2015
    Inventors: Kazuhiro TAKAHASHI, Yuzo KOMATSU, Akinori UEDA
  • Patent number: 9127111
    Abstract: Provided is a process for the production of a fluorine-containing block copolymer, which suppresses the formation of a homopolymer as a by-product and which, regardless of whether the chain transfer constant of the iodine end is large or small, achieves nearly 100% conversion into a block copolymer. The process is characterized by reacting (A) a fluorine-containing polymer which has an iodine atom or a bromine atom at either or both terminals of the backbone chain and/or at a side-chain terminal with (M) a radical-polymerizable monomer in the presence of (C) a sulfur compound represented by general formula (2): (Y1)nH2-nS2O4 (wherein Y1 is a mono- or di-valent metal ion or an ammonium ion; and n is an integer of 0 to 2).
    Type: Grant
    Filed: July 16, 2010
    Date of Patent: September 8, 2015
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Yuzo Komatsu, Kenichi Katsukawa, Haruhiko Mohri, Takashi Kanemura
  • Publication number: 20150191413
    Abstract: The object of the present invention is to provide a process for producing ?-fluoroacrylic acid ester at a high starting material conversion, high selectivity, and high yield. The present invention provides a process for producing the compound represented by the formula (1) wherein R represents alkyl optionally substituted with one or more fluorine atoms, the process comprising step A of reacting a compound represented by the formula (2) wherein X represents a bromine atom or a chlorine atom with an alcohol represented by the formula (3) wherein the symbol is as defined above, and carbon monoxide in the presence of a transition metal catalyst and a base to thereby obtain the compound represented by the formula (1).
    Type: Application
    Filed: August 30, 2013
    Publication date: July 9, 2015
    Inventors: Tatsuya Ohtsuka, Akihiro Gotou, Sumi Ishihara, Yoshihiro Yamamoto, Akinori Yamamoto, Yoshichika Kuroki, Yuzo Komatsu, Yousuke Kishikawa
  • Patent number: 9040760
    Abstract: This invention provides a process for producing 2,3,3,3-tetrafluoropropene, the process comprising: (1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula (1): CClX2CHClCH2Cl, wherein each X is the same or different and is CI or F, a chloropropene represented by Formula (2): CClY2CCl?CH2, wherein each Y is the same or different and is CI or F, and a chloropropene represented by Formula (3): CZ2?CClCH2Cl, wherein each Z is the same or different and is CI or F in a gas phase in the absence of a catalyst while heating; and (2) a second reaction step of reacting hydrogen fluoride with a reaction product obtained in the first reaction step in a gas phase in the presence of a fluorination catalyst while heating. According to the process of this invention, 2,3,3,3-tetrafluoropropene (HFO-1234yf) can be obtained with high selectivity, and catalyst deterioration can be suppressed.
    Type: Grant
    Filed: October 27, 2011
    Date of Patent: May 26, 2015
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Kazuhiro Takahashi, Yuzo Komatsu, Akinori Ueda
  • Publication number: 20150057473
    Abstract: Provided is a process for preparing 2-chloro-3,3,3-trifluoropropene, wherein at least one chlorine-containing compound selected from the group consisting of chloropropane represented by formula (1): CX3CHClCH2Cl, wherein each X is the same or different and each represents Cl or F, chloropropene represented by formula (2): CClY2CCl?CH2, wherein each Y is the same or different and each represents Cl or F, and chloropropene represented by formula (3): CZ2?CClCH2Cl, wherein each Z is the same or different and each represents Cl or F, is used as a starting compound, and said at least one chlorine-containing compound is reacted with hydrogen fluoride while being heated in a gaseous state in the presence of 50 ppm or more of water relative to the chlorine-containing compound. The process of the present invention makes it possible to produce 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) in a manner that is easily conducted, economically advantageous, and suitable for industrial scale production.
    Type: Application
    Filed: March 21, 2013
    Publication date: February 26, 2015
    Applicant: DAIKIN INDUSTRIES, LTD.
    Inventors: Masayuki Kishimoto, Yuzo Komatsu
  • Patent number: 8865952
    Abstract: The present invention provides a process for producing fluorine-containing alkene represented by Formula (2): Rf1C(Rf2)=CH2 wherein Rf1 and Rf2 are the same or different, and are F, H, F(CF2)n- wherein n is an integer of 1 to 5, or H(CF2)m- wherein m is an integer of 1 to 5, with the proviso that Rf1 and Rf2 are not simultaneously H, by heating fluorine-containing alkane represented by Formula (1): Rf1CF(Rf2))CH3 wherein Rf1 and Rf2 are as defined above, in a gas phase to perform a dehydrofluorination reaction, the dehydrofluorination reaction being carried out in the presence of 5 mol or more of anhydrous hydrogen fluoride per mol of the fluorine-containing alkane. The process of the present invention can significantly enhance the selectivity of fluorine-containing alkene without reducing conversion in the production of fluorine-containing alkene from fluorine-containing alkane, such as fluorine-containing propane.
    Type: Grant
    Filed: February 8, 2011
    Date of Patent: October 21, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Yuzo Komatsu, Daisuke Karube
  • Publication number: 20140249336
    Abstract: This invention provides a process for producing 2-chloro-3,3,3-trifluoropropene, comprising: reacting anhydrous hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of chloropropanes and chloropropenes represented by specific formulas in a gas phase in the presence of a chromium atom-containing fluorination catalyst while heating, the reaction being carried out in the presence of molecular chlorine or with a water content in the reaction system of 300 ppm or less. This invention enables suppression of catalyst deterioration and efficient production of 2-chloro-3,3,3-trifluoropropene in a simple and economically advantageous manner on an industrial scale.
    Type: Application
    Filed: October 23, 2012
    Publication date: September 4, 2014
    Inventors: Yuzo Komatsu, Masayuki Kishimoto
  • Patent number: 8816140
    Abstract: The present invention provides a process for producing a fluorine-containing alkene of the general formula CF3(CX2)nCF?CH2, wherein X each independently represents F or Cl, and n is an integer of 0 to 2. The process includes a first reaction step of allowing a specific chlorine-containing compound to react with a fluorinating agent under increased pressure in a gas phase in the presence of at least one fluorination catalyst selected from the group consisting of chromium oxide and fluorinated chromium oxide, and a second reaction step of heating the product of the first reaction step in a gas phase under a pressure lower than the pressure in the first reaction step. The process of the present invention can produce a fluorine-containing alkene with a high selectivity with the use of a catalyst that can be easily handled, while suppressing production of by-products that cannot be easily converted into the target or separated.
    Type: Grant
    Filed: February 8, 2011
    Date of Patent: August 26, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Daisuke Karube, Yuzo Komatsu, Atsushi Suzuki
  • Patent number: 8772554
    Abstract: The present invention provides a method for efficiently preparing 2,3,3,3-tetrafluoropropene (HFO-1234yf) by a simple and economically advantageous method that is suitable for implementation on an industrial scale. The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene, comprising the step of: (1) in a reactor, (1-1) reacting 1,1,1,2,3-penta-chloropropane with hydrogen fluoride in an amount of 10 to 100 mol per mole of the 1,1,1,2,3-pentachloropropane 1; (1-2) in the presence of chromic oxide represented by composition formula: CrOm (1.5<m<3) or fluorinated chromic oxide obtained by fluorinating the chromic oxide; (1-3) in the presence of oxygen in an amount of 0.02 to 1 mol per mole of the 1,1,1,2,3-pentachloropropane; and (1-4) in the gas phase within a temperature range of 320 to 390 degrees centigrade, thereby obtaining a reaction product containing 2,3,3,3-tetrafluoropropene.
    Type: Grant
    Filed: June 22, 2012
    Date of Patent: July 8, 2014
    Assignee: Daikin Industries, Ltd.
    Inventors: Masatoshi Nose, Yuzo Komatsu
  • Patent number: 8722809
    Abstract: The present invention provides a preparation process for converting to a vinylidene fluoride elastomer having a group having sulfinic acid, sulfinic acid derivative, sulfonic acid or sulfonic acid derivative at one end or both ends of its trunk chain, and the preparation process provides a vinylidene fluoride elastomer having, at one end or both ends of its trunk chain, end groups represented by the formula: —CR1R2—CR3R4—SO2H, wherein R1 to R4 may be the same or different and each is hydrogen atom or fluorine atom, by allowing a vinylidene fluoride elastomer having, at one end or both ends of its trunk chain, end groups represented by the formula: —CR1R2—CR3R4—X1, wherein R1 to R4 are as defined above, X1 is bromine atom or iodine atom, to react with a sulfur compound represented by the formula: (M1)nH2-nS2O4, wherein M1 is a monovalent or divalent metal ion or ammonium ion, n is an integer of 0 to 2.
    Type: Grant
    Filed: January 20, 2009
    Date of Patent: May 13, 2014
    Assignees: The University of Tokyo, Daikin Industries, Ltd.
    Inventors: Yuzo Komatsu, Haruhiko Mohri, Hirokazu Aoyama, Takanori Fukushima, Takuzo Aida