Patents Examined by Medhanit W Bahta
  • Patent number: 11242304
    Abstract: The present invention relates to a process for producing 1-chloro-3,3,3-trifluoropropene, comprising the step i) of contacting hydrofluoric acid (HF) in a reactor with a starting composition comprising at least one of the chloro compounds selected from the group consisting of 1,1,3,3-tetrachloropropene (1230za), 1,3,3,3-tetrachloropropene (1230zd) and 1,1,1,3,3-pentachloropropane (240fa), or a mixture thereof, to produce a stream A comprising 1-chloro-3,3,3-trifluoropropene (1233zd), characterized in that said step i) is carried out in a low-HF liquid phase.
    Type: Grant
    Filed: May 13, 2019
    Date of Patent: February 8, 2022
    Assignee: ARKEMA FRANCE
    Inventors: Anne Pigamo, Cédric Lavy
  • Patent number: 11236048
    Abstract: The disclosure is directed to improved methods for preparing substituted quinolinylcyclohexylpropanamide compounds.
    Type: Grant
    Filed: June 29, 2018
    Date of Patent: February 1, 2022
    Assignee: Bristol-Myers Squibb Company
    Inventors: Albert J. Delmonte, Benjamin M. Cohen, Kenneth Joseph Fraunhoffer, Sergei Kolotuchin, Francisco Gonzalez-Bobes, Gregory Louis Beutner, Adam Joseph Freitag, Michael Scott Bultman, Yu Fan, Prantik Maity, Ian Scott Young, Hilary Plake Beck, Maksim Osipov, Jay Patrick Powers, Maureen Kay Reilly, Hunter Paul Shunatona, James Ross Walker, Mikhail Zibinsky
  • Patent number: 11224865
    Abstract: Disclosed herein, inter alia, are novel nickel-ruthenium-magnesium oxide catalyst compositions and methods of making and using the same. The catalysts provide for improved methanation activity of syngas (CO+H2) and producer gas in, for example, a fixed-bed reactor. In this manner, the CO conversion and CH4 yield can be maximized in methanation reactions.
    Type: Grant
    Filed: September 20, 2019
    Date of Patent: January 18, 2022
    Assignee: The Regents of the University of California
    Inventors: Robert Cattolica, Reinhard Seiser, Tinku Baidya
  • Patent number: 11225447
    Abstract: The present invention relates to a process for purifying olefin feed comprising R-5 1234yf, R-40, R-134a, R-134, R-1225zc, and OFCB, comprising the step of separating different ternary and binary azeotrope compositions comprising 1234yf. The olefin feed is obtained from the pyrolysis of tetrafluoroethylene/chlorodifluoromethane with chloromethane/methane, optionally in presence of initiator.
    Type: Grant
    Filed: May 13, 2019
    Date of Patent: January 18, 2022
    Inventors: Jose George, Sunil Raj, Ambuj Kumar Mishra, Anurag Katiyar, Anurag Jain, Sudip Maity
  • Patent number: 11220472
    Abstract: Aspects of the invention relate to systems and processes for recovering R1233zd in purified form from compositions additionally comprising hydrogen fluoride. In accordance with one aspect, the invention provides a process that includes separating a feed stream comprised of hydrogen fluoride and R1233zd using azeotropic distillation in a first distillation column to produce a first distillate stream comprised of hydrogen fluoride and R1233zd and a first bottoms stream consisting essentially of hydrogen fluoride. The first distillation column is operated at a first pressure. The process further includes separating the first distillate stream using azeotropic distillation in a second distillation column to produce a second distillate stream comprised of hydrogen fluoride and R1233zd and a second bottoms stream consisting essentially of R1233zd. The second distillation column is operated at a second pressure that may be different than the first pressure of the first distillation column.
    Type: Grant
    Filed: December 14, 2017
    Date of Patent: January 11, 2022
    Assignee: Arkema lnc.
    Inventors: Jay F. Miller, John A. Wismer
  • Patent number: 11214532
    Abstract: Provided is a preparation method for a cyclohexane dimethanol (CHDM), which can have a high trans content through particular conditions, additive addition, or reactant addition, which is controlled in a cyclohexane dicarboxylic acid (CHDA) hydrogenation reaction, and a cyclohexane dimethanol prepared thereby.
    Type: Grant
    Filed: December 21, 2018
    Date of Patent: January 4, 2022
    Assignee: HANWHA SOLUTIONS CORPORATION
    Inventors: Jong Kwon Lee, Ki Don Kim, Eun Jeong Kim, Joo Hee Han, Ho Seong Nam
  • Patent number: 11207668
    Abstract: A dehydrochlorination process is disclosed. The process involves contacting RfCHClCH2Cl with a chromium oxyfluoride catalyst in a reaction zone to produce a product mixture comprising RfCCl?CH2, wherein Rf is a perfluorinated alkyl group.
    Type: Grant
    Filed: November 19, 2019
    Date of Patent: December 28, 2021
    Assignee: THE CHEMOURS COMPANY FC, LLC
    Inventor: Mario Joseph Nappa
  • Patent number: 11198663
    Abstract: The present invention relates to a method for storing, in a closed container, a composition comprising 1,1,1,2,3,3-hexafluoropropane in a liquid/gas state composed of a liquid phase and of a gas phase, characterized in that i) a stream comprising 1,1,1,2,3,3-hexafluoropropane is injected into said container, said stream comprising an oxygen concentration of at most 5000 ppm by volume at a temperature of 25° C., and ii) the container is closed after injection of said stream. The present invention also relates to a container for storing 1,1,1,2,3,3-hexafluoropropane.
    Type: Grant
    Filed: July 16, 2018
    Date of Patent: December 14, 2021
    Assignee: Arkema France
    Inventors: Dominique Deur-Bert, Laurent Wendlinger
  • Patent number: 11192838
    Abstract: Provided is a method that is for producing hexafluoro-1,3-butadiene, discharges small amounts of industrial wastes, and is industrially applicable. The method for producing hexafluoro-1,3-butadiene includes a reaction step of reacting a halogenated butane represented by chemical formula, CF2X1-CFX2-CFX3-CF2X4 (X1, X2, X3, and X4 are each independently a halogen atom other than a fluorine atom) in an organic solvent in the presence of zinc to eliminate the halogen atoms, X1, X2, X3, and X4, other than the fluorine atoms to generate hexafluoro-1,3-butadiene, giving a reaction product containing the hexafluoro-1,3-butadiene, and an aftertreatment step of separating the hexafluoro-1,3-butadiene from the reaction product produced in the reaction step, then adding water to a reaction product residue after the separating, and removing the organic solvent, giving an aqueous solution of zinc halide.
    Type: Grant
    Filed: April 25, 2018
    Date of Patent: December 7, 2021
    Assignee: SHOWA DENKO K.K.
    Inventors: Yohsuke Fukuchi, Atsushi Nakamura, Nozomi Inoue, Mitsuhiro Hino, Tomoki Sekiguchi
  • Patent number: 11192842
    Abstract: A method of separating 1,1,2-trichloro-1,2,2-trifluoroethane (CFC-113) and 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) includes providing an untreated composition including 1,1,2-trichloro-1,2,2-trifluoroethane (CFC-113) and 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a). The untreated composition is treated with an adsorbent to form a treated composition in which the concentration of 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) is less than 93 percent of the concentration of the 1,1,1-trichloro-2,2,2-trifluoroethane (CFC-113a) in the untreated composition based on a treatment time of 24 hours.
    Type: Grant
    Filed: November 11, 2020
    Date of Patent: December 7, 2021
    Assignee: THE CHEMOURS COMPANY FC, LLC
    Inventor: Xuehui Sun
  • Patent number: 11192840
    Abstract: The present invention provides highly efficient processes for the preparation of chlorinated alkanes. The processes comprise contacting an alkene, halogenated alkene, or combinations thereof, a halogenated methane comprising at least one chlorine atom, at least one solid metallic catalyst, and a ligand forming a reaction mixture in a reactor. The product mixture does not contain a phase transfer catalyst. After a product mixture is formed, various fractions, distillation streams, and effluent streams are separated and/or treated with an aqueous alkaline substance. This treatment removes at least a portion of the metal and through recycling of the heavy fraction, treated product mixture, or combinations thereof, allows for the kinetics of the process to be maintained or increased.
    Type: Grant
    Filed: April 2, 2019
    Date of Patent: December 7, 2021
    Assignee: Blue Cube IP LLC
    Inventor: John D. Myers
  • Patent number: 11168043
    Abstract: Provided are a method and an apparatus for producing 1,2,3,4-tetrachlorobutane that are unlikely to lose 3,4-dichloro-1-butene as the material or 1,2,3,4-tetrachlorobutane as the product and can be stably and economically produce 1,2,3,4-tetrachlorobutane. A reaction liquid (1) containing 3,4-dichloro-1-butene is placed in a reaction container (11), then chlorine gas is supplied to a gas phase (2) in the reaction container (11), and the 3,4-dichloro-1-butene is reacted with the chlorine gas to give 1,2,3,4-tetrachlorobutane.
    Type: Grant
    Filed: March 1, 2019
    Date of Patent: November 9, 2021
    Assignee: SHOWA DENKO K.K.
    Inventors: Katsumi Mikami, Yohsuke Fukuchi, Shinya Oguro, Hiroshi Kobayashi
  • Patent number: 11161099
    Abstract: The present invention relates to a catalyst containing an active cobalt phase, deposited on a support comprising alumina, silica or silica-alumina, said support containing a mixed oxide phase containing cobalt and/or nickel, said catalyst has been prepared by introducing at least one organic compound of the family of carboxyanhydrides. The invention also relates to the process for the preparation thereof, and to the use thereof in the field of Fischer-Tropsch synthesis processes.
    Type: Grant
    Filed: October 24, 2019
    Date of Patent: November 2, 2021
    Assignee: IFP Energies nouvelles
    Inventors: Damien Delcroix, Manuel Corral Valero
  • Patent number: 11155507
    Abstract: The present disclosure provides a method for producing a reaction gas containing R-1132(E) with selectivity higher than that of known methods. Specifically, the present disclosure provides a method for producing a reaction gas containing (E)-1,2-difluoroethylene (R-1132(E)), (1) the method comprising a step of subjecting a starting material gas containing one or more fluoromethanes selected from the group consisting of chlorodifluoromethane (R-22), difluoromethane (R-32), and fluoromethane (R-41) to a reaction that involves thermal decomposition to obtain the reaction gas, and (2) the starting material gas having a water vapor content of 1 volume % or less.
    Type: Grant
    Filed: December 22, 2020
    Date of Patent: October 26, 2021
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Tatsuya Takakuwa, Osamu Yamamoto, Katsuki Fujiwara, Kei Kuramoto, Yuuta Hasumoto
  • Patent number: 11148125
    Abstract: Provided herein are cinchonium betaine catalysts and methods of promoting asymmetric butenolide isomerization reactions using the same.
    Type: Grant
    Filed: April 10, 2018
    Date of Patent: October 19, 2021
    Assignee: Brandeis University
    Inventors: Xiao Zhou, Yongwei Wu, Li Deng
  • Patent number: 11142461
    Abstract: The method for recycling carbon dioxide according to the present invention includes: injecting a reaction gas containing carbon dioxide and a carbon raw material into a rotary heating furnace; reacting the reaction gas and the carbon raw material with each other in the rotary heating furnace to generate a hydrocarbon precursor containing carbon monoxide; and converting the hydrocarbon precursor into a hydrocarbon compound, thereby exhibiting excellent conversion rate of carbon dioxide.
    Type: Grant
    Filed: April 7, 2020
    Date of Patent: October 12, 2021
    Assignee: SK Innovation Co., Ltd.
    Inventor: Min Su Koo
  • Patent number: 11124467
    Abstract: Provided is a method for producing HCFC and/or HFC by subjecting a halogenated hydrocarbon and anhydrous hydrogen fluoride to a fluorination reaction in the presence of a catalyst, whereby efficient production can be achieved, without the need to stop the production every time catalytic activity is regenerated or recovered, and without making facilities excessive. Provided as a solution therefor is a method comprising (A) subjecting a halogenated hydrocarbon and anhydrous hydrogen fluoride to a fluorination reaction in at least two reactors each in the presence of a catalyst to thereby obtain HCFC and/or HFC; and (B) while halting the reaction in at least one of the reactors, obtaining HCFC and/or HFC by the reaction in at least one other reactor.
    Type: Grant
    Filed: April 20, 2017
    Date of Patent: September 21, 2021
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Kazuhiro Takahashi, Shuuzou Kida, Tatsuya Takakuwa, Masanobu Nishitsuji
  • Patent number: 11124469
    Abstract: A hydrogenation process is disclosed. The process involves reacting a fluoroolefin with H2 in a reaction zone in the presence of a palladium catalyst to produce a hydrofluoroalkane product, wherein the palladium catalyst comprises palladium supported on a carrier wherein the palladium concentration is from about 0.001 wt % to about 0.2 wt % based on the total weight of the palladium and the carrier. Also disclosed is a palladium catalyst composition consisting essentially of palladium supported on ?-Al2O3 wherein the palladium concentration is from about 0.001 wt % to about 0.2 wt % based on the total weight of the palladium and the ?-Al2O3.
    Type: Grant
    Filed: April 15, 2020
    Date of Patent: September 21, 2021
    Assignee: THE CHEMOURS COMPANY FC, LLC
    Inventors: Patricia Cheung, Concetta Lamarca
  • Patent number: 11124468
    Abstract: The present disclosure provides a method for producing a reaction gas containing R-1132(E) with selectivity higher than that of known methods. Specifically, the present disclosure provides a method for producing a reaction gas containing (E)-1,2-difluoroethylene (R-1132(E)), (1) the method comprising a step of subjecting a starting material gas containing one or more fluoromethanes selected from the group consisting of chlorodifluoromethane (R-22), difluoromethane (R-32), and fluoromethane (R-41) to a reaction that involves thermal decomposition to obtain the reaction gas, and (2) the starting material gas having a water vapor content of 1 volume % or less.
    Type: Grant
    Filed: December 22, 2020
    Date of Patent: September 21, 2021
    Assignee: DAIKIN INDUSTRIES, LTD.
    Inventors: Tatsuya Takakuwa, Osamu Yamamoto, Katsuki Fujiwara, Kei Kuramoto, Yuuta Hasumoto
  • Patent number: 11117850
    Abstract: Provided is a method for producing hexafluoro-1,3-butadiene, and the method can produce hexafluoro-1,3-butadiene at an industrially sufficient level of yield. In a reaction liquid containing a halogenated butane represented by chemical formula, CF2X1—CFX2—CFX3—CF2X4 (X1, X2, X3, and X4 are each independently a halogen atom other than a fluorine atom), zinc, and an organic solvent, a reaction is conducted to eliminate the halogen atoms other than a fluorine atom, X1, X2, X3, and X4, from the halogenated butane, yielding hexafluoro-1,3-butadiene. During the reaction, the concentration of a zinc halide generated by the reaction, in the reaction liquid is not more than the solubility of the zinc halide in the organic solvent.
    Type: Grant
    Filed: June 3, 2019
    Date of Patent: September 14, 2021
    Assignee: SHOWA DENKO K.K.
    Inventors: Yohsuke Fukuchi, Shinya Oguro, Nozomi Inoue