Patents Examined by Medhanit W Bahta
  • Patent number: 11111442
    Abstract: A Fischer-Tropsch process for synthesizing hydrocarbons, by bringing a catalyst comprising a support and an active phase comprising a Group VIII metal into contact with a feedstock comprising synthesis gas, said catalyst being prepared according to the following steps: a) a porous support is provided; b) an organic compound containing oxygen and/or nitrogen is added to the porous support; c) a step of bringing said porous support into contact with a solution containing a salt of a precursor of the phase comprising a Group VIII metal is carried out; d) the porous support obtained at the end of step c) is dried; characterized in that step b) is carried out by bringing together said porous support and said organic compound under conditions of temperature, pressure and duration such that a fraction of said organic compound is transferred in the gaseous state to the porous support.
    Type: Grant
    Filed: October 24, 2019
    Date of Patent: September 7, 2021
    Assignees: Total Research & Technology Feluy, IFP Energies Nouvelles
    Inventors: Florent Guillou, P-Louis Carrette, Bertrand Guichard, Damien Delcroix
  • Patent number: 11104627
    Abstract: A process for the manufacture of 1,1,3,3-tetrachloropropene, the process comprising dehydrochlorinating 1,1,1,3,3-pentachloropropane.
    Type: Grant
    Filed: February 17, 2020
    Date of Patent: August 31, 2021
    Assignee: Occidental Chemical Corporation
    Inventors: Rodney L. Klausmeyer, Darrell G. Hollis, Keith S. Kramer, John L. Dawkins, Derrek Rae Burrows
  • Patent number: 11104852
    Abstract: Processes and catalyst systems are disclosed for performing Fischer-Tropsch (FT) synthesis to produce C4+ hydrocarbons, such as gasoline boiling-range hydrocarbons and/or diesel boiling-range hydrocarbons. Advantageously, catalyst systems described herein have additional activity (beyond FT activity) for in situ hydroisomerization and/or hydrocracking of wax that is generated according to the distribution of hydrocarbons obtained from the FT synthesis reaction. This not only improves the yield of hydrocarbons (e.g., C4-19 hydrocarbons) that are useful for transportation fuels, but also allows for alternative reactor types, such as a fluidized bed reactor.
    Type: Grant
    Filed: May 7, 2019
    Date of Patent: August 31, 2021
    Assignee: Gas Technology Institute
    Inventors: Terry Marker, Jim Wangerow, Pedro Ortiz-Toral, Martin Linck
  • Patent number: 11084768
    Abstract: A process for the production of 2,3,3,3-tetrafluoropropene including the stages: i) in a first reactor, bringing a stream A including 2-chloro-3,3,3-trifluoropropene into contact with hydrofluoric acid in the gas phase in the presence of a catalyst in order to produce a stream B including 2,3,3,3-tetrafluoropropene, HCl, HF and unreacted 2-chloro-3,3,3-trifluoropropene; and ii) in a second reactor, bringing hydrofluoric acid into contact, in the gas phase in the presence or not of a catalyst, with a stream including at least one chlorinated compound selected from the group of 1,1,1,2,3-pentachloropropane, 2,3-dichloro-1,1,1-trifluoropropane, 2,3,3,3-tetrachloropropene and 1,1,2,3-tetrachloropropene, in order to produce a stream C including 2-chloro-3,3,3-trifluoropropene, wherein the stream B obtained in stage i) feeds the second reactor used for stage ii); and wherein the electrical conductivity of the stream A provided in stage i) is less than 15 mS/cm.
    Type: Grant
    Filed: March 4, 2019
    Date of Patent: August 10, 2021
    Assignee: ARKEMA FRANCE
    Inventors: Laurent Wendlinger, Dominique Deur-Bert, Anne Pigamo
  • Patent number: 11078143
    Abstract: Processes for converting a hydrocarbon reactant into an alcohol compound and/or a carbonyl compound are disclosed, and these processes include the steps of irradiating the hydrocarbon reactant and a supported chromium catalyst comprising chromium in a hexavalent oxidation state with a light beam at a wavelength in the UV-visible spectrum to reduce at least a portion of the supported chromium catalyst to form a reduced chromium catalyst, and hydrolyzing the reduced chromium catalyst to form a reaction product comprising the alcohol compound and/or the carbonyl compound. In addition, these processes can further comprise a step of calcining all or a portion of the reduced chromium catalyst to regenerate the supported chromium catalyst.
    Type: Grant
    Filed: September 14, 2020
    Date of Patent: August 3, 2021
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Max P. McDaniel, Carlos A. Cruz, Masud M. Monwar, Jared L. Barr, William C. Ellis
  • Patent number: 11071972
    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 ether organic compound comprising not more than two ether functions and not comprising a hydroxyl group. 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: July 27, 2021
    Assignee: IFP Energies Nouvelles
    Inventors: Damien Delcroix, Manuel Corral Valero, Antoine Fecant
  • Patent number: 11066422
    Abstract: An industrially excellent production method for cycloalkyl(trifluoromethyl)benzene is free of complicated steps, small in the number of steps, and high in production efficiency. Cycloalkyl(trifluoromethyl)benzene is produced by reacting a halogen-substituted trifluoromethyl benzene with magnesium metal to produce a Grignard reagent and cross-coupling the Grignard reagent with a cycloalkyl halide in the presence of an iron salt or a cobalt salt at a reaction temperature of 60° C. to 80° C.
    Type: Grant
    Filed: July 6, 2018
    Date of Patent: July 20, 2021
    Assignee: Toray Fine Chemicals Co., Ltd.
    Inventor: Jiro Nakatani
  • Patent number: 11065611
    Abstract: Catalyst regeneration processes that include measures for controlling emissions generated during the regeneration are described. The present invention further relates to catalytic processes for producing various chlorinated aromatic compounds that include provisions for controlling emissions during catalyst regeneration.
    Type: Grant
    Filed: October 5, 2017
    Date of Patent: July 20, 2021
    Assignee: Monsanto Technology LLC
    Inventor: Kam-To Wan
  • Patent number: 11066350
    Abstract: A process for dehydrating methanol to dimethyl ether product in the presence of an aluminosilicate zeolite catalyst and a promoter selected from (i) aldehyde of formula R1CHO (Formula I) in which R1 is hydrogen, a C1-C11 alkyl group or a C3-C11 alkyl group in which 3 or more carbon atoms are joined to form a ring; or (ii) acetal derivative of an aldehyde of Formula I; and the molar ratio of promoter to methanol is maintained at 0.1 or less.
    Type: Grant
    Filed: August 23, 2018
    Date of Patent: July 20, 2021
    Assignees: BP P.L.C., BP (CHINA) HOLDINGS LTD
    Inventors: Benjamin James Dennis-Smither, John Glenn Sunley, Zhiqiang Yang
  • Patent number: 11053183
    Abstract: We have discovered that addition of water to a mixture of oxygenates increases their volatility relative to methanol. A process and apparatus are disclosed for separating methanol from other oxygenates. Water is separated from a stream comprising water, methanol and at least one other oxygenate to provide a water rich stream and a methanol and oxygenate rich stream. The methanol and oxygenate rich stream and water are fed to a column to provide an oxygenate rich stream and a methanol and water extract stream. The methanol and water can then be readily separated from each other.
    Type: Grant
    Filed: February 28, 2020
    Date of Patent: July 6, 2021
    Inventors: John J. Senetar, Yogesh Kumar Gupta, Joseph A. Montalbano
  • Patent number: 11046629
    Abstract: An object of the present invention is to provide a simple, low-cost, and industrial method of producing a compound having a polyene skeleton containing hydrogen and fluorine and/or chlorine. A method of producing a halogenated diene represented by formula (1): A1A2C?CA3-CA4=CA5A6 [A1, A2, A5, and A6 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A3 and A4 are each independently hydrogen, fluorine, or chlorine; at least one of A1 to A6 is hydrogen; at least one of A1 to A6 is fluorine or chlorine] comprises a step of subjecting the same or different halogenated olefin(s) represented by formula (2): A7A8C?CA9X [A7 and A8 are each independently hydrogen, fluorine, chlorine, a (perfluoro)alkyl group having 1 to 3 carbon atoms, or a (perfluoro)alkenyl group; A9 is each independently hydrogen, fluorine, or chlorine; X is bromine or iodine] to a coupling reaction in the presence of a zero-valent metal and a metal salt.
    Type: Grant
    Filed: February 1, 2019
    Date of Patent: June 29, 2021
    Assignee: KANTO DENKA KOGYO CO., LTD.
    Inventors: Wataru Kashikura, Yoshihiko Iketani, Ryo Kimura, Yukinobu Shibusawa
  • Patent number: 11046630
    Abstract: To produce, from a composition containing 1-chloro-2,3,3,4,4,5,5-heptafluoro-1-pentene and a substance that may cause problems in reliability and performance, 1-chloro-2,3,3,4,4,5,5-heptafluoro-1-pentene in which the content of the substance has been reduced. This method for producing 1-chloro-2,3,3,4,4,5,5-heptafluoro-1-pentene comprises bringing a composition containing 1-chloro-2,3,3,4,4,5,5-heptafluoro-1-pentene and at least one substance selected from the group consisting of water, 3,3,4,4,5,5-hexafluoro-1-pentyne, 1-chloro-3,3,4,4,5,5-hexafluoro-1-pentyne and an oxide, into contact with a solid adsorbent, to remove the substance from the composition.
    Type: Grant
    Filed: November 9, 2020
    Date of Patent: June 29, 2021
    Assignee: AGC Inc.
    Inventors: Takuya Iwase, Satoshi Kawaguchi, Hirokazu Takagi
  • Patent number: 11041786
    Abstract: It is an objet to provide an oil extraction agent that is used in an oil concentration meter, that can be manufactured at low cost, that has a high oil extraction efficiency, and whose burden on the environment is small. Trimeric or higher oligomers of chlorotrifluoroethylene are contained in the overall oil extraction agent in a range between 35% by weight or more and 100% by weight or less.
    Type: Grant
    Filed: June 24, 2019
    Date of Patent: June 22, 2021
    Assignee: HORIBA ADVANCED TECHNO, CO., LTD.
    Inventors: Ryota Kosaka, Katsunobu Ehara
  • Patent number: 11040931
    Abstract: Fluorine gas is introduced to a raw material liquid containing a reaction inducer and a fluorinated hydrocarbon represented by CpHqClrFs (in the formula, p is an integer of 3 to 18, q is an integer of 0 to 3, r is an integer of 0 to 9, and s is an integer of 5 to 30) and having no carbon-carbon unsaturated bond to give tetrafluoromethane. The reaction inducer is a halogen-containing carbon compound liquid at room temperature and pressure and is reacted with fluorine gas to induce a reaction of forming tetrafluoromethane from the fluorinated hydrocarbon and the fluorine gas. The reaction inducer is contained at a content of more than 0% by mass and not more than 10% by mass when the total content of the fluorinated hydrocarbon and the reaction inducer contained in the raw material liquid is 100% by mass.
    Type: Grant
    Filed: December 11, 2018
    Date of Patent: June 22, 2021
    Assignee: SHOWA DENKO K.K.
    Inventors: Yohsuke Fukuchi, Tomokazu Sugawara, Shinya Oguro, Hiroshi Kobayashi
  • Patent number: 11034636
    Abstract: A method for producing tetrafluoromethane as follows is unlikely to damage a reaction apparatus and can produce tetrafluoromethane safely, inexpensively, and stably. To a raw material liquid containing a fluorinated hydrocarbon represented by chemical formula CpHqClrFs (wherein p is an integer of 3 to 18, q is an integer of 0 to 3, r is an integer of 0 to 9, and s is an integer of 5 to 30) and having no carbon-carbon unsaturated bond, fluorine gas is introduced, and concurrently a reaction inducer is introduced in a gas state, giving tetrafluoromethane. The reaction inducer is reacted with fluorine gas to induce a reaction of forming tetrafluoromethane from the fluorinated hydrocarbon and the fluorine gas and is at least one reaction inducer selected from a hydrocarbon gaseous at normal temperature and pressure and hydrogen gas.
    Type: Grant
    Filed: December 25, 2018
    Date of Patent: June 15, 2021
    Assignee: SHOWA DENKO K.K.
    Inventors: Yohsuke Fukuchi, Tomokazu Sugawara, Shinya Oguro, Hiroshi Kobayashi
  • Patent number: 11034896
    Abstract: The present invention provides a process for upgrading a Fischer-Tropsch product by hydrocracking in the presence of a hydrocracking catalyst in a reactor, wherein the process is initiated by a series of steps (i) to (iv). The hydrocracking catalyst is (i) contacted with a hydrogen-containing stream having a feed temperature of from 360° C. to 420° C.; (ii) the feed temperature of the hydrogen-containing stream is reduced to a temperature of from 220° C. to 280° C.; (iii) the catalyst is contacted with a Fischer-Tropsch product stream having a feed temperature of from 220° C. to 280° C., which is co-fed with the hydrogen-containing stream; and (iv) the catalyst is co-fed with a Fischer-Tropsch product stream and hydrogen-containing stream having feed temperatures of from 380° C. and 400° C. for at least four days and wherein the hydrocracking catalyst is not activated by sulfiding.
    Type: Grant
    Filed: September 4, 2017
    Date of Patent: June 15, 2021
    Assignee: BP P.L.C.
    Inventor: Larry Nemec
  • Patent number: 11008270
    Abstract: The present disclosure relates to a new catalytic process for the production of methanol from carbon dioxide, comprising: (1) the conversion of carbon dioxide and hydrogen to formic acid or formate salts; (2) converting the formic acid or formate salts to diformate esters of diols; (3) hydrogenating the diformate esters to methanol and diols. The diols produced from the hydrogenation reaction can be recovered and re-used to prepare the diformate esters.
    Type: Grant
    Filed: April 1, 2019
    Date of Patent: May 18, 2021
    Assignee: Kare Chemical Technologies Inc.
    Inventors: Kareem Abdur-Rashid, Wenli Jia, Kamaluddin Abdur-Rashid
  • Patent number: 11008267
    Abstract: The disclosure relates to a method for hydrofluorination of an olefin of the formula: RCX?CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, wherein X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo, comprising reacting the olefin with HF in the liquid-phase, in the presence of SbF5, at a temperature ranging from about ?30° C. to about 65° C. and compositions formed by the process.
    Type: Grant
    Filed: May 28, 2019
    Date of Patent: May 18, 2021
    Assignee: THE CHEMOURS COMPANY FC, LLC
    Inventors: Xuehui Sun, Mario Joseph Nappa, Karl Krause
  • Patent number: 10988570
    Abstract: The present disclosure relates to a composition that includes a repeat unit defined by where each of R1, R2, R3, R4, R5, R6, R7, and R8 includes at least one of a hydrogen atom, a fluorine atom, and/or a first hydrocarbon chain having between 1 and 20 carbon atoms, inclusively, where each of A1, A2, A3 and A4 are either a carbon atom or a nitrogen atom, when A1 is a nitrogen atom, A2 is a carbon atom, when A2 is a nitrogen atom, A1 is a carbon atom, when A3 is a nitrogen atom, A4 is a carbon atom, when A4 is a nitrogen atom, A3 is a carbon atom, either A1 or A2 form a covalent bond, x, with a carbon atom, a, either A3 or A4 form a covalent bond, y, with a carbon atom, b, L is a linker group that includes an aromatic ring, and n is between 1 and 20, inclusively.
    Type: Grant
    Filed: April 6, 2020
    Date of Patent: April 27, 2021
    Assignee: Alliance for Sustainable Energy, LLC
    Inventors: Nadezhda Korovina, Justin Carter Johnson, Christopher Harry Chang
  • Patent number: 10988422
    Abstract: The disclosure relates to a method for hydrofluorination of an olefin of the formula: RCX?CYZ to produce a hydrofluoroalkane of formula RCXFCHYZ or RCXHCFYZ, wherein X, Y, and Z are independently the same or different and are selected from the group consisting of H, F, Cl, Br, and C1-C6 alkyl which is partially or fully substituted with chloro or fluoro or bromo; and R is a C1-C6 alkyl which is unsubstituted or substituted with chloro or fluoro or bromo, comprising reacting the olefin with HF in the liquid-phase, in the presence of SbF5, at a temperature ranging from about ?30° C. to about 65° C. and compositions formed by the process.
    Type: Grant
    Filed: April 13, 2020
    Date of Patent: April 27, 2021
    Assignee: THE CHEMOURS COMPANY FC, LLC
    Inventors: Xuehui Sun, Mario Joseph Nappa, Karl Krause