Abstract: The invention relates to a fluorination process, alternately comprising reaction stages and regeneration stages, wherein the reaction stages comprise reacting a chlorinated compound with hydrogen fluoride in gas phase in the presence of a fluorination catalyst to produce a fluorinated compound, and the regeneration stages comprise contacting the fluorination catalyst with an oxidizing agent-containing gas flow.
Type:
Grant
Filed:
January 21, 2011
Date of Patent:
April 5, 2016
Assignee:
Arkema France
Inventors:
Anne Pigamo, Laurent Wendlinger, Nicolas Doucet
Abstract: The invention relates to synthesis of liquid C5 and higher hydrocarbons from CO and H2 according to the Fischer-Tropsch synthesis. An object is to provide high syngas conversion rate, minimum content of waxes in the products, high content of C10-C20 fractions per pass within a single reactor and avoidance of use of expensive catalyst components. The claimed method for preparing synthetic liquid hydrocarbons by catalytic conversion of a syngas according to the Fischer-Tropsch synthesis comprises sequential passing the reaction mixture through at least four layers of a multilayer fixed bed of granulated catalysts, wherein a first layer in the direction of passing the reaction mixture comprises a cobalt Fischer-Tropsch synthesis catalyst that provides occurring the Fischer-Tropsch synthesis at Anderson-Schulz-Flory factor of 0.67 to 0.
Type:
Grant
Filed:
August 11, 2014
Date of Patent:
March 22, 2016
Assignee:
INFRA XTL TECHNOLOGY LIMITED
Inventors:
Lilia Vadimovna Sineva, Vladimir Zalmanovich Mordkovich
Abstract: In certain aspects, the present invention relates to methods for increasing the cost efficiency and safety of the hydrogenation of a fluorinated olefin by controlling the reaction conditions and parameters. In further aspects, the hydrogenation reaction is provided in a two stage reaction wherein the reactant amounts, temperature and other parameters are controlled such that the conversion percentage, selectivity, and reaction parameters are all within commercially acceptable levels.
Type:
Grant
Filed:
March 14, 2013
Date of Patent:
March 22, 2016
Assignee:
HONEYWELL INTERNATIONAL INC.
Inventors:
Stephen A. Cottrell, John J. Senetar, Hsueh S. Tung, Daniel C. Merkel, Yuon Chiu, Haluk Kopkalli
Abstract: The presently-disclosed subject matter includes methods for producing liquid hydrocarbons from syngas. In some embodiments the syngas is obtained from biomass and/or comprises a relatively high amount of nitrogen and/or carbon dioxide. In some embodiments the present methods can convert syngas into liquid hydrocarbons through a one-stage process. Also provided are catalysts for producing liquid hydrocarbons from syngas, wherein the catalysts include a base material, a transition metal, and a promoter. In some embodiments the base material includes a zeolite-iron material or a cobalt-molybdenum carbide material. In still further embodiments the promoter can include an alkali metal.
Type:
Grant
Filed:
January 23, 2014
Date of Patent:
March 15, 2016
Assignee:
Mississippi State University Research and Technology Corporation
Abstract: The present invention provides a process of catalytic fluorination in gas phase of product 1,1,1,2,3-pentachloropropane or/and 1,1,2,2,3-pentachloropropane into product 2-chloro-3,3,3-trifluoropropene in presence of a catalyst and oxygen.
Type:
Grant
Filed:
October 22, 2010
Date of Patent:
March 15, 2016
Assignee:
Arkema France
Inventors:
Philippe Bonnet, Anne Pigamo, Laurent Wendlinger, Nicolas Doucet
Abstract: The present invention provides a process of catalytic fluorination in gas phase of product 1,1,1,2,3-pentachloropropane or/and 1,1,2,2,3-pentachloropropane into product 2,3,3,3-tetrafluoropropene in presence of a catalyst.
Type:
Grant
Filed:
January 21, 2011
Date of Patent:
March 8, 2016
Assignee:
Arkema France
Inventors:
Dominique Deur-Bert, Anne Pigamo, Nicolas Doucet, Laurent Wendlinger
Abstract: This invention relates to a process for the suppression of 3,3,3-trifluoropropyne during the manufacture of fluorocarbons, fluoroolefins, hydrochlorofluoroolefins. More particularly, this invention is directed to a process to suppress the formation of 3,3,3-trifluoropropyne during processes for the manufacture of HCFO-1233zd(E), HCFO-1233zd(Z), HFO-1234ze(E), and/or HFO-1234ze(Z).
Type:
Grant
Filed:
March 14, 2013
Date of Patent:
March 1, 2016
Assignee:
Honeywell International Inc.
Inventors:
Haluk Kopkalli, Jeffrey A. Ball, Yuon Chiu, Hsueh Sung Tung, Konstantin A. Pokrovski, Daniel C. Merkel
Abstract: This invention relates to methods and systems for producing hydrochlorofluoro-olefins, particularly 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd) by the fluorination of a starting material selected from the group consisting of 1,1,1,3,3-pentachloropropane (HCC-240fa), 1,1,3,3-tetrachloropropene, and 1,1,1,3-tetrachloropropene, alone or in combination, in an ionic liquid.
Abstract: A method for preparing optically active 1-bromo-1-[3,5-bis(trifluoromethyl)-phenyl]ethane having a high optical purity, which comprises the step of brominating optically active 1-[3,5-bis(trifluoromethyl)phenyl]ethanol by using, as a brominating agent, (a) a combination of a phosphorus halide and hydrogen bromide, (b) a combination of 1,2-dibromo-1,1,2,2-tetrachloroethane and an organic phosphorous compound represented by the general formula (I): P(R1)(R2)(R3) (in the formula, R1, R2, and R3 independently represent a C6-10 aryl group, a C6-10 aryloxy group, a C1-10 alkyl group, a C1-10 alkoxyl group, a C3-6 cycloalkyl group, or a C3-6 cycloalkoxy group), or (c) a combination of N-bromosuccinimide and a dialkyl sulfide.
Abstract: The present invention relates to a method for separating a composition containing 2,3,3,3-tetrafluoropropene and hydrofluoric acid, and for recovering the thus-separated 2,3,3,3-tetrafluoropropene and hydrofluoric acid. The invention also relates to a method for manufacturing and purifying 2,3,3,3-tetrafluoropropene using a hydrofluorination reaction of the saturated or unsaturated compound having three carbon atoms and including at least one chlorine atom in the presence of a fluorination catalyst.
Abstract: A subject-matter of the invention is a process for the preparation of 2,3,3,3-tetrafluoro-1-propene which comprises the following stages: (i) hydrogenation of hexafluoropropylene to give 1,1,1,2,3,3-hexafluoropropane; (ii) dehydrofluorination of the 1,1,1,2,3,3-hexafluoropropane obtained in the preceding stage to give 1,2,3,3,3-pentafluoro-1-propene; (iii) hydrogenation of the 1,2,3,3,3-pentafluoro-1-propene obtained in the preceding stage to give 1,1,1,2,3-pentafluoropropane; and (iv) dehydrofluorination of the 1,1,1,2,3-pentafluoropropane obtained in the preceding stage to give 2,3,3,3-tetrafluoro-1-propene. Stages (ii) and (iv) are carried out using a water and potassium hydroxide mixture with the potassium hydroxide representing between 58 and 86% by weight of the mixture and at a temperature of between 110 and 180° C.
Type:
Grant
Filed:
August 19, 2009
Date of Patent:
February 9, 2016
Assignee:
Arkema France
Inventors:
Anne Pigamo, Michel Devic, Laurent Wendlinger
Abstract: A novel process and apparatus is disclosed for performing chemical reactions. Highly compressed gaseous streams such as H2, CO, CO2, H2O, O2, or CH4 are raised to Mach speeds to form supersonic jets incorporating shockwaves. Two or more such jets are physically collided together to form a localized reaction zone where the energy from the shockwaves causes endothermic reactions wherein the chemical bonds of the reactant gases are broken. Between and among reactants molecular surface interaction and molecular surface chemistry take place. In the ensuing exothermic reactions a desired new chemical product is formed and this product is locked into a lower state of enthalpy (state of energy of formation) through adiabatic cooling by means of a free jet expansion.
Abstract: Process of catalytic fluorination in liquid phase of product 2-chloro-3,3,3-trifluoropropene into product 2-chloro-1,1,1,2-tetrafluoropropane, with an ionic liquid based catalyst. Process for manufacturing 2,3,3,3-tetrafluoropropene.
Type:
Grant
Filed:
October 25, 2010
Date of Patent:
February 9, 2016
Assignee:
Arkema France
Inventors:
Anne Pigamo, Laurent Wendlinger, Philippe Bonnet
Abstract: A production process for the production of E-1-chloro-3,3,3-trifluoropropene, the process including at least one stage during which 1,1,3,3 -tetrachloropropene reacts with anhydrous hydrofluoric acid in the liquid phase, in the absence of a catalyst, with an HF/1,1,3,3-tetrachloropropene molar ratio between 3 and 20 inclusive, at a temperature between 50° C. and 150° C. inclusive and an absolute pressure of between 1 and 20 bar inclusive.
Type:
Grant
Filed:
January 13, 2014
Date of Patent:
February 9, 2016
Assignee:
ARKEMA FRANCE
Inventors:
Anne Pigamo, John Wismer, Bertrand Collier, Philippe Bonnet
Abstract: The invention provides a process comprising contacting (1243zf) or (253fb) with hydrogen in the presence of a hydrogenation catalyst to produce a composition comprising 1,1,1-trifluoropropane (263fb).
Type:
Grant
Filed:
July 18, 2012
Date of Patent:
February 2, 2016
Assignee:
Mexichem Amanco Holding S.A. de C.V.
Inventors:
Andrew P. Sharratt, Claire E. McGuinness, Emma J. Hodgson
Abstract: Provided is a palladium on carbon (Pd/C) catalyst obtained by using an ionic liquid, a method for preparing the same, and a method for hydrogenation of hydrofluorocarbon using the same. More particularly, palladium particles are supported on carbon particles by using an ionic liquid, and the resultant Pd/C catalyst is used for hydrogenation of hydrofluorocarbon. The catalyst includes palladium particles having a smaller particle size and a more uniform shape as compared to the existing Pd/C catalysts, and thus shows high catalytic activity.
Type:
Grant
Filed:
October 21, 2013
Date of Patent:
January 19, 2016
Assignee:
KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY
Inventors:
Chang Soo Kim, Kyesang Yoo, Byoung Sung Ahn, Hyun Joo Lee, Jeong Myeong Ha, Hong Gon Kim
Abstract: A process has been developed for preparing a Fischer-Tropsch catalyst precursor and a Fischer-Tropsch catalyst made from the precursor. The process includes contacting a gamma alumina catalyst support material with a first solution containing a vanadium compound, to obtain a modified catalyst support material. The modified catalyst support material is calcined at a temperature of at least 500° C. The calcined modified catalyst support has a pore volume of at least 0.35 cc/g. The modified catalyst support is less soluble in acid solutions than an equivalent unmodified catalyst support. The modified catalyst support loses no more than 15% of its pore volume when exposed to water vapor. The modified catalyst support is contacted with a second solution which includes a precursor compound of an active cobalt catalyst component to obtain a catalyst precursor. The catalyst precursor is reduced to activate the catalyst precursor to obtain the Fischer-Tropsch catalyst.
Abstract: A process has been developed for preparing a Fischer-Tropsch catalyst precursor and a Fischer-Tropsch catalyst made from the precursor. The process includes contacting a gamma alumina catalyst support material with a first solution containing a compound containing zinc and optionally containing P, Ti, V, Co, Ga, Ge, Mo, W and/or Pr to obtain a modified catalyst support material. The modified catalyst support material is calcined at a temperature of at least 500° C. The calcined modified catalyst support has a pore volume of at least 0.4 cc/g. The modified catalyst support is less soluble in acid solutions than an equivalent unmodified catalyst support. The modified catalyst support is contacted with a second solution which includes a precursor compound of an active cobalt catalyst component to obtain a catalyst precursor. The catalyst precursor is reduced to activate the catalyst precursor to obtain the Fischer-Tropsch catalyst.
Type:
Grant
Filed:
September 10, 2014
Date of Patent:
January 12, 2016
Assignee:
Chevron U.S.A. Inc.
Inventors:
Kandaswamy Jothimurugesan, Mark Muraoka
Abstract: Processes for the production of chlorinated propenes are provided wherein a dehydrochlorination reaction occurs prior to a first chlorination reaction. The present processes make use of at least one reactor twice, i.e., at least two reactions occur in the same reactor. Cost and time savings are thus provided. Additional savings can be achieved by conducting more than two chlorination reactions, or all chlorination reactions, in one chlorination reactor, and/or by conducting more than two dehydrochlorination reactions, or all dehydrochlorination reactions, within a single dehydrochlorination reactor.
Type:
Grant
Filed:
August 4, 2012
Date of Patent:
January 12, 2016
Assignee:
Blue Cube IP LLC
Inventors:
Max M. Tirtowidjojo, Barry B. Fish, David S. Laitar
Abstract: The present invention is directed to processes for the production of 1233zd from 240fa and HF, with or without a catalyst, at a commercial scale. The 240fa and HF are fed to a reactor operating at high pressure. The resulting product stream comprising 1233zd, HCl, HF, and other byproducts is treated to one or more purification techniques including phase separation and one or more distillations to provide purified 1233zd, which meets commercial product specifications, i.e., having a GC purity of 99.5% or greater.
Type:
Grant
Filed:
January 30, 2015
Date of Patent:
January 5, 2016
Assignee:
Honeywell International Inc.
Inventors:
Stephen A. Cottrell, Hsueh Sung Tung, Konstantin A. Pokrovski