Catalyst Utilized Patents (Class 570/165)
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Publication number: 20110112340Abstract: The invention provides a process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) comprising (a) contacting 1,1,1-trifluoro-2,3-difluoropropane (243db) with hydrogen fluoride (HF) in the presence of a zinc/chromia catalyst to produce a compound having the formula CF3CHFCH2X, wherein X is Cl or F, and (b) dehydrohalogenating the compound of formula CF3CHFCH2X to produce 1234yf.Type: ApplicationFiled: April 9, 2009Publication date: May 12, 2011Inventors: John W. Smith, Claire Mcguiness, Andrew P. Sharratt
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Publication number: 20110060171Abstract: The present invention relates to a process for the manufacture of pentafluoroethane. It more particularly relates to a process for the manufacture of pentafluoroethane by gas-phase fluorination of perchloroethylene (PER) in the presence of a catalyst, characterized in that (i) the reaction of the PER with HF is carried out with an HF/PER molar ratio of greater than or equal to 20 and a pressure of greater than 5 bar absolute, and that (ii) the stream leaving this reaction step is recycled directly to the reaction step after separation of pentafluoroethane and of HCl.Type: ApplicationFiled: October 10, 2007Publication date: March 10, 2011Applicant: Arkema FranceInventors: Béatrice Boussand, Emmanuel Guiraud
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Publication number: 20100331583Abstract: The invention provides an improved process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) by reacting 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with hydrogen fluoride, in the presence of a fluorination catalyst, where by using 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) of high purity, the need to add an oxidizing agent (typically chlorine) to keep the catalyst active can be avoided. The HCFC-244bb is then used as an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).Type: ApplicationFiled: June 28, 2010Publication date: December 30, 2010Applicant: HONEYWELL INTERNATIONAL INC.Inventors: Robert C. Johnson, Daniel C. Merkel
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Publication number: 20100286456Abstract: The process for recovering pentafluoroethane of the invention includes bringing a mixed gas containing pentafluoroethane and a non-condensable gas into contact with a chlorinated solvent, and allowing the chlorinated solvent to absorb pentafluoroethane contained in the mixed gas. The process for the production of pentafluoroethane of the invention uses the recovering process.Type: ApplicationFiled: July 27, 2006Publication date: November 11, 2010Applicant: SHOWA DENKO K.K.Inventor: Kazunari KAGA
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Publication number: 20100280292Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).Type: ApplicationFiled: May 21, 2007Publication date: November 4, 2010Inventor: Bertrand Collier
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Patent number: 7786334Abstract: A process is described for the preparation of 2-chloro-1,1,1-difluoroethane by the reaction of 1,2-dichloro-1,1-difluoroethane with hydrogen fluoride. in the presence of a fluorination catalyst. The process utilizes a rate enhancing reagent that is trichloroethylene, is 1-fluoro-1,2,3-trichloroethane or an aromatic rate enhancing reagent having the formula where R is C1 to C6 linear or branched alkyl substituted with at least one halo group, halo or nitro and R? is C1 to C6 linear or branched alkyl substituted with at least one halo group.Type: GrantFiled: March 20, 2009Date of Patent: August 31, 2010Inventor: Randolph K. Belter
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Patent number: 7781626Abstract: The invention relates to azeotropic and azeotrope-like mixtures of 1,1,1,3,3-pentafluorobutane (HFC-365) and hydrogen fluoride and a process for separating the azeotrope-like mixtures. The compositions of the invention are useful as an intermediate in the production of HFC-365. The latter is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent and aerosol to propellant.Type: GrantFiled: August 21, 2007Date of Patent: August 24, 2010Assignee: Honeywell International IncInventors: Hang T. Pham, Rajiv R. Singh, Hsueh S. Tung
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Publication number: 20100210884Abstract: The present invention relates to a process for producing pentafluoroethane. More particularly, the subject of the invention is a continuous process for producing pentafluoroethane comprising (i) a step of fluorinating perchloroethylene (PER) with hydrofluoric acid, in the gas phase, in the presence of a catalyst, (ii) a step of separating the products issuing from step (i) in order to give a fraction of light products and a fraction of heavy products, comprising hydrofluoric acid, unreacted perchloroethylene and under-fluorinated products, and (iii) a step of pretreating the fraction of heavy products before recycling to step (i).Type: ApplicationFiled: May 21, 2007Publication date: August 19, 2010Applicant: Arkema FranceInventors: Béatrice Boussand, Sylvain Perdrieux
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Publication number: 20100197981Abstract: A process is disclosed for making CH2ClCF2CClF2. The process involves reacting CH2ClF with CClF?CF2 in an addition reaction zone in the presence of an aluminum halide composition having a bulk formula of AlClxBryF3-x-y wherein the average value of x is 0 to 3, the average value of y is 0 to 3?x, provided that the average values of x and y are not both 0. Also disclosed is a process for making CH2FCF2CF3 that involves reacting the CH2ClCF2CClF2 with HF in a fluorination reaction zone in the presence of a fluorination catalyst. Also disclosed is a process for making CHF?CFCF3 that involves dehydrofluorinating the CH2FCF2CF3.Type: ApplicationFiled: September 5, 2007Publication date: August 5, 2010Inventor: Allen Capron Sievert
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Publication number: 20100191025Abstract: The present invention relates to a process for preparing (hydro)(chloro)fluoroolefins comprising at least one step of fluorination in the liquid phase of a (hydro)haloalkane or of a (hydro)haloalkene in the presence of at least one ionic liquid as a catalyst. The ionic liquids are derivatives of Lewis acids based on aluminum, titanium, niobium, tantalum, tin, antimony, nickel, zinc or iron.Type: ApplicationFiled: May 13, 2008Publication date: July 29, 2010Applicant: Arkema FranceInventor: Sylvain Perdrieux
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Publication number: 20100163780Abstract: A process for the production of dichlorotrifluoroethane is described. The process comprises reacting perchloroethylene with hydrogen fluoride (HP) at elevated temperature in the vapour phase in at least one reactor in the presence of a fluorination catalyst. The process is operated so that 30 weight % or more of the perchloroethylene reactant that is fed to the at least one reactor remains unreacted having passed through the or each reactor. The dichlorotrifluoroethane may be purified and then used as it is or used to prepare pentafluoroethane.Type: ApplicationFiled: December 18, 2006Publication date: July 1, 2010Inventors: Clive Robert Giddis, Paul Hendry Stewert
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Publication number: 20100168482Abstract: A process is disclosed for making CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2. The process involves reacting at least one starting material selected from the group consisting of halopropanes of the formula CX3CH2CH2X, halopropenes of the formula CX3CH?CH2 and halopropenes of the formula CX2?CHCH2X, wherein each X is independently F or Cl, with HF and Cl2 in a reaction zone to produce a product mixture comprising HF, HCl, CF3CF2CH3, CF3CF?CH2, and CF3CCl?CH2; and recovering the CF3CF2CH3, CF3CF?CH2 and/or CF3CCl?CH2 from the product mixture. Also disclosed is a process for making CF3CH2CHF2, CF3CH?CHF, and/or CF3CH?CHCl.Type: ApplicationFiled: October 31, 2007Publication date: July 1, 2010Applicant: E.I. DU PONT DE NEMOURS AND COMPANYInventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Publication number: 20100168483Abstract: A process for the production of pentafluoroethane is described. The process comprises reacting perchloroethylene with hydrogen fluoride in the vapour phase in a first reactor or a first plurality of reactors in the presence of a fluorination catalyst to produce a composition comprising dichlorotrifluoroethane, hydrogen chloride, unreacted hydrogen fluoride and perchloroethylene. This composition is subjected to a separation step to yield a purified composition comprising at least 95 weight % of dichlorotrifluorethane and less than 0.5 weight % of compounds having the formula C2C16-XFX, where x is an integer of from 0 to 6, base the total weight of organic compounds in the composition. The composition from the separation step is then reacted with hydrogen fluoride in the vapour phase in a second reactor or a second plurality of reactors in the presence of a fluorination catalyst to produce a composition comprising pentafluoroethane and less than 0.Type: ApplicationFiled: December 18, 2006Publication date: July 1, 2010Inventors: Clive Robert Giddis, Paul Hendry Stewert
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Patent number: 7714177Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene comprising: a) reacting a compound of the formula (I) CHFX2 with a compound of formula (II) CH2?CF2 to produce a reaction product comprising a compound of formula (III) CHXFCH2CXF2, wherein each X is independently selected from the group consisting of chlorine, bromine and iodine; and (b) exposing said compound of formula (III) to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene.Type: GrantFiled: January 7, 2008Date of Patent: May 11, 2010Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy
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Patent number: 7659436Abstract: A process for the manufacture of CF3CH2CHF2 and/or CF3CH2CF3 is disclosed. The process involves (a) reacting HF and at least one halopropene of the formula CX3CCI?CCIX (where each X is independently F or Cl) to produce a product including both CF3CCI?CF2 and CF3CHCICF3; (b) reacting CF3CCI?CF2 and/or CF3CHCICF3 produced in (a) with hydrogen to produce a product including CF3CH2CHF2 and/or CF3CH2CF3; and (c) recovering CF3CH2CHF2 and/or CF3CH2CF3 from the product produced in (b). In (a), the CF3CCI?CF2 and CF3CHCICF3 are produced in the presence of a fluorination catalyst comprising at least one chromium-containing component selected from (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.Type: GrantFiled: August 4, 2006Date of Patent: February 9, 2010Assignee: E.I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Patent number: 7659435Abstract: A process is disclosed for the manufacture of CF3CH2CHF2 and CF3CHFCH2F. The process involves (a) reacting hydrogen fluoride, chlorine, and at least one halopropene of the formula CX3CCl?CClX (where each X is independently F or Cl) to produce a product including both CF3CCl2CClF2 and CF3CClFCCl2F; (b) reacting CF3CCl2CClF2 and CF3CClFCCl2F produced in (a) with hydrogen to produce a product including both CF3CH2CHF2, and CF3CHFCH2F; and (c) recovering CF3CH2CHF2 and CF3CHFCH2F from the product produced in (b). In (a), the CF3CCl2CF3 and CF3CClFCClF2 are produced in the presence of a chlorofluorination catalyst including (i) a crystalline alpha-chromium oxide where at least 0.05 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper, and/or (ii) a chromium-containing composition of (i) which has been treated with a fluorinating agent.Type: GrantFiled: August 4, 2006Date of Patent: February 9, 2010Assignee: E.I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Capron Sievert, Shekhar Subramoney
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Publication number: 20090326284Abstract: The invention relates to a method for producing pentafluoroethane, and especially to a method comprising (i) a step during which perchloroethylene and optionally 2,2-dichloro-1,1,1-trifluoroethane and/or 2-chloro-1,1,1,2-tetrafluoroethane react(s) with hydrofluoric acid in a gaseous phase in the presence of a catalyst in an adiabatic multi-stage reactor, and optionally (ii) a step of separating the flow produced in step (i) in order to obtain a fraction of light products and a fraction of heavy products.Type: ApplicationFiled: May 9, 2007Publication date: December 31, 2009Applicant: Arkema FranceInventors: Bertrand Collier, Géraldine Cavallini, Béatrice Boussand
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Publication number: 20090270662Abstract: A process for the production of dichlorotrifluoroethane is described. The process comprises reacting perchloroethylene with hydrogen fluoride in the vapour phase at elevated temperature in at least one reactor in the presence of a fluorination catalyst to produce a composition comprising dichlorotrifluoroethane, hydrogen chloride, unreacted perchloroethylene and unreacted hydrogen fluoride. The composition that is produced is subjected to a separation step to recover a first fraction comprising dichlorotrifluoroethane and a second fraction comprising perchloroethylene and hydrogen fluoride. The second fraction is further separated into a hydrogen fluoride-rich fraction and a perchloroemylene-containing, organic-rich fraction which are then recycled. The dichlorotrifluoroethane that is recovered may be used to prepare pentafluoroethane.Type: ApplicationFiled: December 18, 2006Publication date: October 29, 2009Applicant: INEOS FLUOR HOLDINGS LIMITEDInventors: Clive Robert Giddis, Paul Hendry Stewert
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Publication number: 20090259079Abstract: A process for the production of dichlorotrifluoroethane is described. The process comprises reacting perchloroethylene with hydrogen fluoride (HF) at elevated temperature in the vapour phase in at least one reactor in the presence of a fluorination catalyst. The process is operated so that the increase in temperature across the or each reactor from the inlet side to the outlet side is controlled. The dichlorotrifluoroethane may be purified and then used as it is or used to prepare pentafluoroethane.Type: ApplicationFiled: December 18, 2006Publication date: October 15, 2009Applicant: INEOS FLUOR HOLDINGS LIMITEDInventors: Clive Robert Giddis, Paul Hendry Stewert
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Publication number: 20090209792Abstract: A chromia-based fluorination catalyst comprising at least one additional metal selected from zinc, nickel, aluminium and magnesium in which from 0.1 to 8.0% by weight of the catalyst is in the form of one or more crystalline compounds of chromium and/or one or more crystalline compounds of the at least one additional metal. The catalyst can be used in processes for producing a fmorinated hydrocarbon.Type: ApplicationFiled: April 10, 2006Publication date: August 20, 2009Inventors: Andrew P. Sharratt, John D. Scott
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Patent number: 7566809Abstract: Process for the separation of a mixture comprising at least one hydrofluoroalkane and hydrogen fluoride, according to which a hydrofluoroalkane/hydrogen fluoride mixture is reacted with at least one chlorinated or chlorofluorinated precursor of the hydrofluoroalkane. Process for the preparation of a hydrofluoroalkane comprising such a separation, in combination with a catalytic reaction stage. Azeotropic compositions.Type: GrantFiled: May 25, 2007Date of Patent: July 28, 2009Assignee: Solvay S.A.Inventors: Alain Lambert, Vincent Wilmet
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Publication number: 20090182178Abstract: A process is described for the preparation of 2-chloro-1,1,1-difluoroethane by the reaction of 1,2-dichloro-1,1-difluoroethane with hydrogen fluoride. in the presence of a fluorination catalyst. The process utilizes a rate enhancing reagent that is trichloroethylene, is 1-fluoro-1,2,3-trichloroethane or an aromatic rate enhancing reagent having the formula where R is C1 to C6 linear or branched alkyl substituted with at least one halo group, halo or nitro and R? is C1 to C6 linear or branched alkyl substituted with at least one halo group.Type: ApplicationFiled: March 20, 2009Publication date: July 16, 2009Inventor: Randolph K. Belter
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Publication number: 20090062577Abstract: A process for the manufacture of 1,1,1,3,3-pentafluoropropane, which comprises reacting 1,1,1,3,3,3-hexafluoropropane with a source of hydrogen.Type: ApplicationFiled: March 22, 2007Publication date: March 5, 2009Applicant: SOLVAY (SOCIETE ANONYME)Inventors: Johannes Eicher, Stefan Mross
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Patent number: 7491857Abstract: An aminated oligonucleotide probe is provided, in which the amino group possesses improved reactivity. The present invention relates to an oligonucleotide probe, which is represented by general formula 1: (wherein R1 is a hydrogen atom or a protecting group for an amino group, R2 and R3 are each independently a divalent organic group, and A is an oligonucleotide).Type: GrantFiled: November 17, 2005Date of Patent: February 17, 2009Assignees: National Institute of Advanced Industrial Science and Technology, DNA Chip Research Inc.Inventors: Yasuo Komatsu, Naoshi Kojima, Kosuke Sato, Ken Nonaka, Yumi Fujinawa
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Publication number: 20090018376Abstract: A process is described for the preparation of 2-chloro-1,1,1-difluoroethane by the reaction of 1,2-dichloro-1,1-difluoroethane with hydrogen fluoride. in the presence of a fluorination catalyst. The process utilizes a rate enhancing reagent that is trichloroethylene, is 1-fluoro-1,2,3-trichloroethane or an aromatic rate enhancing reagent having the formula where R is C1 to C6 linear or branched alkyl substituted with at least one halo group, halo or nitro and R? is C1 to C6 linear or branched alkyl substituted with at least one halo group.Type: ApplicationFiled: July 9, 2007Publication date: January 15, 2009Inventor: Randolph K. Belter
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Publication number: 20090018377Abstract: A process is described for the preparation of a reaction stream comprising 2-chloro-1,1,1-difluoroethane substantially free of oligomeric tars. The process proceeds in a first step by reacting trichloroethylene with hydrogen fluoride in the presence of a hydrofluorination catalyst at a temperature from about ?5° to about 30° C. for a time sufficient to form a reaction mixture comprising 1,1,2-trichloro-1-fluoroethane substantially free of trichloroethylene. In the second step of the process, the reaction mixture is then reacted with hydrogen fluoride in the presence of a hydrofluorination catalyst at a temperature of from about 100° to about 175° C. for a time sufficient to form a reaction stream of 2-chloro-1,1,1-difluoroethane substantially free of oligomeric tars.Type: ApplicationFiled: November 13, 2007Publication date: January 15, 2009Inventor: C. Bradford Boyce
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Patent number: 7468466Abstract: A process for producing hexafluoroethane, comprising a step of distilling a crude hexafluoroethane containing chlorine compounds each having two carbon atoms to distill out hexafluoroethane as a top flow from the top of a distillation column and separate a hexafluoroethane mixture containing the chlorine compounds as a bottom flow from the bottom, and a step of contacting the bottom flow with hydrogen fluoride in the gas phase at a temperature of 300 to 500° C. in the presence of a fluorination catalyst to fluorinate the chlorine compounds. This process provides hexafluoroethane which can be used mainly as a cleaning gas in the production process of a semiconductor device.Type: GrantFiled: August 9, 2004Date of Patent: December 23, 2008Assignee: Show A Denko K.K.Inventors: Hiromoto Ohno, Tatsuharu Arai
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Patent number: 7468467Abstract: Process for obtaining a hydrofluoroalkane which is purified of organic impurities, according to which the hydrofluoroalkane containing organic impurities is subjected to at least one purification treatment chosen from (a) a treatment with chlorine in the presence of a initiator (b) a reaction with hydrogen fluoride (c) a distillation in which the purified hydrofluoroalkane is removed from the top of the distillation column or from the side (d) an extractive distillation (e) an adsorption onto a solid adsorbent (f) a reaction with a compound containing oxygen, and (g) a reaction with a compound containing oxygen and a gas-phase reaction with a reagent capable of reacting with at least some of the organic impurities, with the exception of a reaction with elemental chlorine.Type: GrantFiled: January 3, 2007Date of Patent: December 23, 2008Assignee: Solvay S.A.Inventors: Vincent Wilmet, Francine Janssens, Lionel Casaubon Seignour, Philippe Krafft, Alain Lambert, Olivier Buyle
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Publication number: 20080207964Abstract: A catalyst composition is disclosed that includes chromium, oxygen, and gold as essential constituent elements. The amount of gold in the composition is from about 0.05 atom % to about 10 atom % based on the total amount of chromium and gold. Also disclosed is a process for changing the fluorine distribution (i.e., content and/or arrangement) in a hydrocarbon or halogenated hydrocarbon in the presence of the catalyst composition; and methods for preparing said catalyst composition. One preparation method involves; (a) co-precipitating a solid by adding ammonium hydroxide (aqueous ammonia) to an aqueous solution of a soluble gold salt and a soluble chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a gold content of from about 0.Type: ApplicationFiled: February 21, 2008Publication date: August 28, 2008Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert, H. David Rosenfeld, Shekhar Subramoney
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Patent number: 7405333Abstract: A improved process is described for the preparation of a substantially pure, liquefied stream of 1,1,1,2-tetrafluoroethane by the catalyzed reaction of trichloroethylene with hydrogen fluoride to form the intermediate 2-chloro-1,1,1-trifluoroethane and then reacting said intermediate 2-chloro-1,1,1-trifluoroethane with hydrogen fluoride, in the presence of a hydrofluorination catalyst to form a reaction stream containing 1,1,1,2-tetrafluoroethane. The improvement comprises liquefying the by-product hydrogen chloride formed in the preparation of the intermediate 2-chloro-1,1,1-trifluoroethane and countercurrently passing said liquefied hydrogen chloride thru the reaction stream containing 1,1,1,2-tetrafluoroethane thereby forming a substantially pure, liquefied stream of 1,1,1,2-tetrafluoroethane and an effluent comprising gaseous hydrogen chloride.Type: GrantFiled: December 17, 2007Date of Patent: July 29, 2008Assignee: Norphlet Chemicals, Inc.Inventor: Ronnie D. Jackson
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Patent number: 7371905Abstract: A process for producing fluorinated C1 HFCs comprising fluorinating a reactive organic compound to produce a reaction product comprising at least the desired C1 HFC, unreacted reactive organic compound and a byproduct having a boiling point between the boiling point of said desired hydrofluorocarbon compound and said reactive organic compound; and removing from the reaction product at least a substantial portion of the byproduct to produce a high purity product stream.Type: GrantFiled: October 17, 2003Date of Patent: May 13, 2008Assignee: Honeywell International Inc.Inventors: Rajat S. Basu, Lawrence F. Mullan, Peter H. Scheidle, Steven J. Bass, Addison M. Smith
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Patent number: 7361795Abstract: The invention relates to azeotropic and azeotrope-like mixtures of 1,1,1,3,3-pentafluorobutane (HFC-365) and hydrogen fluoride and a process for separating the azeotrope-like mixtures. The compositions of the invention are useful as an intermediate in the production of HFC-365. The latter is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent and aerosol to propellant.Type: GrantFiled: October 14, 2003Date of Patent: April 22, 2008Assignee: Honeywell International, Inc.Inventors: Hang T. Pham, Rajiv R. Singh, Hsueh S. Tung
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Publication number: 20080091053Abstract: A process for the manufacture of haloalkanes, or more particularly to a process for the manufacture of 1,1,1,3,3-pentachloropropane (HCC-240fa) and/or and/or 1,1,1,3-tetrachloropropane (HCC-250fb). The process includes (a) mixing a catalyst, co-catalyst and a haloalkane starting material under conditions suitable to produce a homogeneous mixture; (b) reacting the homogeneous mixture with a haloalkene and/or alkene starting material under conditions suitable to produce a haloalkane product stream; and (c) recovering a haloalkane product from said product stream.Type: ApplicationFiled: October 9, 2007Publication date: April 17, 2008Inventors: Hsueh Sung Tung, Ian Shankland
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Patent number: 7345209Abstract: Disclosed is a process for the synthesis of 1,3,3,3-tetrafluoropropene that comprises, in one preferred embodiment, providing a compound of the formula CF3CH2CHFX, wherein X is a selected from the group consisting of chlorine, bromine and iodine, and exposing said compound to reaction conditions effective to convert said compound to 1,3,3,3-tetrafluoropropene. Other processes for forming 1,3,3,3-tetrafluoropropene are also disclosed.Type: GrantFiled: April 29, 2005Date of Patent: March 18, 2008Assignee: Honeywell International Inc.Inventors: Sudip Mukhopadhyay, Haridasan K. Nair, Hsueh S. Tung, Michael Van Der Puy
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Patent number: 7329786Abstract: Methods and materials are provided for the production of essentially isomerically pure perhalogenated and partially halogenated compounds. One embodiment of the present invention provides a process for the production of essentially isomerically pure CFC-216aa. Other embodiments include processes for the production of CFC-217ba and HFC-227ea. Particular embodiments of the present invention provide separation techniques for the separation of chlorofluorocarbons from HF, from other chlorofluorocarbons, and the separation of isomers of halogenated compounds. Still other embodiments of the present invention provide catalytic synthetic techniques that demonstrate extended catalyst lifetime. In other embodiments, the present invention provides catalytic techniques for the purification of isomeric mixtures.Type: GrantFiled: September 28, 2001Date of Patent: February 12, 2008Assignee: Great Lakes Chemical CorporationInventors: Yuichi Iikubo, Stephen Owens, Mitchel Cohn, Stephan M. Brandstadter, Vicki E. Hedrick, Janet K. Boggs, John Chengping Chien, Julie Sacarias, Vimal Sharma
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Patent number: 7317071Abstract: Processes for producing a fluoromonomer from a fluoropolymer, among which one that can be carried out more simply is a process wherein thermal decomposition of a fluoropolymer is preformed by means of a rotary kiln (5) so as to produce a fluoromonomer, the process comprising feeding a fluoropolymer and steam (3) into a rotary kiln and heating the fluoropolymer.Type: GrantFiled: February 27, 2003Date of Patent: January 8, 2008Assignee: Daikin Industries, Ltd.Inventors: Takuya Ichida, Yukio Homoto
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Publication number: 20070299286Abstract: A process for the activation of a fluorination catalyst in which a catalyst precursor compound, supported or unsupported is first dried and thereafter activated by exposure to an activating agent at a pressure greater that about 100 psig and a temperature grater than about 100° C. The process is particularly suited to the activation of chromium (III) compounds, such as Cr2O3. The resulted dry, high-pressure activated catalyst was found to provide increase fluorination conversion, with higher selectivity of the desired product.Type: ApplicationFiled: June 21, 2006Publication date: December 27, 2007Inventor: Maher Y. Elsheikh
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Patent number: 7294747Abstract: Process for the manufacture of 1,1-difluoroethane by liquid-phase fluorination of 1,2-dichloroethane using hydrofluoric acid in the presence of a Lewis acid as catalyst and of FeCl3 as cocatalyst. Process for the manufacture of 1,1-difluoroethylene employing it.Type: GrantFiled: October 17, 2003Date of Patent: November 13, 2007Assignee: Arkema FranceInventor: Phillipe Bonnet
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Patent number: 7223892Abstract: Process for the separation of a mixture comprising at least one hydrofluoroalkane and hydrogen fluoride, according to which a hydrofluoroalkane/hydrogen fluoride mixture is reacted with at least one chlorinated or chlorofluorinated precursor of the hydrofluoroalkane. Process for the preparation of a hydrofluoroalkane comprising such a separation, in combination with a catalytic reaction stage. Azeotropic compositions.Type: GrantFiled: June 28, 2006Date of Patent: May 29, 2007Assignee: Solvay S.A.Inventors: Alain Lambert, Vincent Wilmet
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Patent number: 7183448Abstract: A mixture comprising at least 1,1,1,3,3-pentafluoropropane and 1,1,1-trifluoro-3-chloro-2-propene is subjected to a distillation operation, and thereby, a distillate comprising an azeotropic composition consisting substantially of 1,1,1,3,3-pentafluoropropane and 1,1,1-trifluoro-3-chloro-2-propene is obtained and a bottom product comprising 1,1,1,3,3-pentafluoropropane or 1,1,1-trifluoro-3-chloro-2-propene which each is separated and purified.Type: GrantFiled: November 10, 1999Date of Patent: February 27, 2007Assignee: Daikin Industries, Ltd.Inventors: Tatsuo Nakada, Masayoshi Imoto, Takashi Shibanuma
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Patent number: 7179949Abstract: Process for obtaining a hydrofluoroalkane which is purified of organic impurities, according to which the hydrofluoroalkane containing organic impurities is subjected to at least one purification treatment chosen from (a) a treatment with chlorine in the presence of a initiator (b) a reaction with hydrogen fluoride (c) a distillation in which the purified hydrofluoroalkane is removed from the top of the distillation column or from the side (d) an extractive distillation (e) an adsorption onto a solid adsorbent (f) a reaction with a compound containing oxygen, and (g) a reaction with a compound containing oxygen and a gas-phase reaction with a reagent capable of reacting with at least some of the organic impurities, with the exception of a reaction with elemental chlorine.Type: GrantFiled: August 10, 2001Date of Patent: February 20, 2007Assignee: Solvay (Societe Anonyme)Inventors: Vincent Wilmet, Francine Janssens, Lionel Casaubon Seignour, Philippe Krafft, Alain Lambert, Olivier Buyle
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Patent number: 7176338Abstract: The invention relates to a process for preparing 1,1,1-trifluoro-2,2-dichloroethane (F123). This process consists in placing 1,1,1-trifluoro-2-chloroethane (F133a) in contact with chlorine in the presence of hydrogen fluoride and a fluorination catalyst. F133a may be obtained by fluorination of trichloroethylene, and the F123 may be subsequently fluorinated to F125.Type: GrantFiled: April 1, 2004Date of Patent: February 13, 2007Assignee: AtofinaInventors: Béatrice Boussand, Eric Jorda
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Patent number: 7145046Abstract: Inorganic and organic compounds containing fluorine can be produced, for example, from corresponding chlorine-containing compounds by chlorine/fluorine exchange using fluorinating agents. Monocyclic or bicyclic compounds containing at least two nitrogen atoms, at least one of which is incorporated into the ring system, can be used as catalysts or fluorinating agents for chlorine/fluorine exchange reactions to produce sulfurylchlorofluoride, sulfurylfluoride or a carboxylic acid fluoride. It is likewise possible to carry out HF addition to unsaturated carbon-carbon bonds or chlorine/fluorine exchange at carbon atoms. For example, monochloro or dichloro malonic acid esters can be converted to difluoro malonic acid esters. Work-up of the reaction mixture can be simplified by using suitable solvents which force the reaction mixture to exist in two phases.Type: GrantFiled: August 1, 2003Date of Patent: December 5, 2006Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Carsten Brosch
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Patent number: 7112708Abstract: A process for the production of difluoromethane (HFC-32), 1,1,1-trifluoroethane (HFC-143a) and 1,1-difluoroethane (HFC-152a).Type: GrantFiled: April 1, 2004Date of Patent: September 26, 2006Assignee: Honeywell International Inc.Inventors: Daniel C Merkel, Hsuehsung Tung, Ian Shankland
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Patent number: 7102040Abstract: The invention provides an apparatus useful in fluorinating organic compounds, or more particularly to a reactor system suitable for the fluorination of organic compounds on a commercial scale. The apparatus is also useful in chemical reactions including heating or cooling.Type: GrantFiled: April 4, 2003Date of Patent: September 5, 2006Assignee: Honeywell International Inc.Inventors: Yuon Chiu, Merwyn E. Howells, Stephen A. Cottrell
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Patent number: 7094934Abstract: In a process for producing a hydrogen-containing fluorinated hydrocarbon in which a halogenated hydrocarbon reaction raw material, which includes a chlorinated alkene and/or a hydrogen-containing chlorinated alkane, is subjected to a fluorination reaction with hydrogen fluoride in a liquid phase in a reactor in the presence of a fluorination catalyst to obtain a reaction mixture which includes the hydrogen-containing fluorinated hydrocarbon, the reactor to be used has a portion which is able to contact with the reaction mixture, at least a part of this portion being made of an alloy material of 18 to 20% by weight of chromium, 18 to 20% by weight of molybdenum, 1.5 to 2.2% by weight of at least one element selected from niobium and tantalum and the balance of nickel.Type: GrantFiled: January 31, 2001Date of Patent: August 22, 2006Assignee: Daikin Industries, Ltd.Inventors: Noriaki Shibata, Tatsuo Nakada, Takashi Shibanuma
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Patent number: 7074434Abstract: Process for the separation of a mixture comprising at least one hydrofluoroalkane and hydrogen fluoride, according to which a hydrofluoroalkane/hydrogen fluoride mixture is reacted with at least one chlorinated or chlorofluorinated precursor of the hydrofluoroalkane. Process for the preparation of a hydrofluoroalkane comprising such a separation, in combination with a catalytic reaction stage. Azeotropic compositions.Type: GrantFiled: October 29, 2002Date of Patent: July 11, 2006Assignee: Solvay (Societe Anonyme)Inventors: Alain Lambert, Vincent Wilmet
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Patent number: 7074973Abstract: A process for the preparation of pentafluoroethane is disclosed which involves contacting a mixture comprising hydrogen fluoride and at least one starting material selected from haloethanes of the formula CX3CHX2 and haloethanes of the formula CX2?CX2, where each X is independently selected from the group consisting of F and Cl (provided that no more than four of X are F), with a fluorination catalyst in a reaction zone to produce a product mixture comprising HF, HCl, pentafluoroethane, underfluorinated halogenated hydrocarbon intermediates and less than 0.2 mole percent chloropentafluoroethane based on the total moles of halogenated hydrocarbons in the product mixture. The process is characterized by the fluorination catalyst comprising (i) a crystalline cobalt-substituted alpha-chromium oxide where from about 0.05 atom % to about 6 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by trivalent cobalt (Co+3) and/or (ii) a fluorinated crystalline oxide of (i).Type: GrantFiled: August 21, 2003Date of Patent: July 11, 2006Assignee: E. I. du Pont de Nemours and CompanyInventors: Mario J. Nappa, Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Shekhar Subramoney, Munirpallam A. Subramanian, Allen C. Sievert
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Patent number: 7071368Abstract: A process for producing 1,1,1-trifluoroethane (HFC-143a) which process comprises reacting hydrogen fluoride with vinylidene chloride along with one or more of 1,1,-dichloro-1-fluoroethane (HCFC-141b), 1-chloro-1,1-difluoroethane (HCFC-142b) and 1,1,1-trichloroethane (HCC-140a) in the presence of pentavalent antimony as a fluorination catalyst under conditions to produce 1,1,1-trifluoroethane (HFC-143a), generally in yields of 90% or more.Type: GrantFiled: February 9, 2005Date of Patent: July 4, 2006Assignee: Honeywell International Inc.Inventors: Daniel C. Merkel, Hsueh Sung Tung, Robert C. Johnson
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Patent number: 7067707Abstract: Process for the manufacture of pentafluoroethane, according to which tetrafluoroethylene is subjected to reaction with an organic nitrogenous base hydrofluoride at a temperature of greater than 100° C. and not exceeding 160° C.Type: GrantFiled: August 22, 2003Date of Patent: June 27, 2006Assignee: Solvay (Societe Anonyme)Inventors: Eberhard Piepho, Vincent Wilmet, Olivier Buyle