Catalyst Utilized Patents (Class 570/165)
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Patent number: 7064240Abstract: The process for producing perfluorocarbons according to the present invention is characterized in that in the production of a perfluorocarbon by contacting an organic compound with a fluorine gas, the organic compound is contacted with the fluorine gas at a temperature of from 200 to 500° C. and the content of an oxygen gas within the reaction system is controlled to 2% by volume or less based on the gas components in the reaction starting material, whereby a perfluorocarbon reduced in the content of impurities is produced. According to the process for producing perfluorocarbons of the present invention, high-purity perfluorocarbons extremely suppressed in the production of impurities such as oxygen-containing compound can be obtained. The perfluorocarbons obtained by the production process of the present invention contain substantially no oxygen-containing compound and therefore, can be effectively used as an etching or cleaning gas for use in the process for producing a semiconductor device.Type: GrantFiled: February 21, 2002Date of Patent: June 20, 2006Assignee: Showa Denko K.K.Inventors: Hiromoto Ohno, Toshio Ohi
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Patent number: 7060165Abstract: The present invention involves processes that utilize an olefinic compound, in particular, hexafluoropropene (HFP) or chlorotrifluoroethene (CFC-1113) as extracting agents in the purification of pentafluoroethane (HFC-125). These processes can utilize recovered HFP as a precursor for the production of heptafluoropropane (HFC-227) or other derivatives.Type: GrantFiled: February 14, 2002Date of Patent: June 13, 2006Assignee: PCBU Services, Inc.Inventors: Stephan M. Brandstater, Mitchel Cohn, Victoria E. Hedrick, Yuichi Iikubo
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Patent number: 7053252Abstract: 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: August 2, 2002Date of Patent: May 30, 2006Assignee: AtofinaInventors: Béatrice Boussand, Eric Jorda
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Patent number: 7045668Abstract: A process for production of high-purity hexafluoroethane, wherein a mixed gas containing hexafluoroethane and chlorotrifluoromethane is reacted with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst at 200-450° C., for fluorination of the chlorotrifluoromethane, or wherein pentafluoroethane containing chlorine compounds with 1-3 carbon atoms is reacted with hydrogen in a gas phase in the presence of a hydrogenation catalyst at 150-400° C., and the product is then reacted with fluorine in a gas phase in the presence of a diluent gas.Type: GrantFiled: August 6, 2002Date of Patent: May 16, 2006Assignee: Showa Denko K.K.Inventors: Hiromoto Ohno, Toshio Ohi
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Patent number: 6955789Abstract: The present invention relates to a reactor suitable for liquid-phase fluorination and provided, as heating means, with at least one element fixed to the cover so as to be immersed to the bottom of the vessel, characterized in that the parts of said reactor that are liable to be in contact with the reaction medium, other than the heating element, are coated with a tetrafluoroethylene/hexafluoropropylene copolymer and in that the part of the heating element liable to be in contact with the reaction medium is made of silicon carbide.Type: GrantFiled: January 30, 2003Date of Patent: October 18, 2005Assignee: ARKEMAInventors: Michel Devic, Philippe Bonnet, Eric Lacroix
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Patent number: 6930215Abstract: 1,1,1,3,3-pentafluoropropane is produced by reaction between 1,1,1,3,3-pentachloropropane and hydrogen fluoride in the presence of a hydrofluorination catalyst. The 1,1,1,3,3-pentachloropropane may advantageously be obtained by reaction between vinyl chloride and tetrachloromethane in the presence of a telomerization catalyst and of a nitrile.Type: GrantFiled: July 3, 2003Date of Patent: August 16, 2005Assignee: Solvey (Societe Anonyme)Inventors: Vincent Wilmet, Francine Janssens, Jean-Paul Schoebrechts
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Patent number: 6900362Abstract: A process for the production of HFC-227ea from HF and HFP is provided. This process takes advantage of an azeotropic composition of HF and HFC-227ea in order to produce HFC-227ea essentially free of HF and recycle unreacted HF back to the reactor. The recycle of said azeotropic composition, also allows the use of HFC-227ea as a diluent to aid in control of reactor temperature for a highly exothermic reaction.Type: GrantFiled: October 31, 2002Date of Patent: May 31, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: Ralph Newton Miller, Mario J. Nappa, Donald J. Toton
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Patent number: 6891074Abstract: A process for the production of a hydrofluoroalkane, which process comprises contacting a hydrochlorofluoroethane of formula CClXYCFHZ, wherein X and Y are each independently chlorine or fluorine and Z is chlorine, fluorine or hydrogen, in the liquid phase with hydrogen fluoride and a fluorination catalyst and recovering a hydrofluoroalkane from the resulting products.Type: GrantFiled: September 3, 2001Date of Patent: May 10, 2005Assignee: Ineos Fluor Holdings LimitedInventors: Clive Robert Giddis, Paul Hendry Stewart
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Patent number: 6858762Abstract: A liquid phase process is disclosed for producing halogenated alkane adducts of the formula CAR1R2CBR3R4 (where A, B, R1, R2, R3, and R4 are as defined in the specification) which involves contacting a corresponding halogenated alkane, AB, with a corresponding olefin, CR1R2?CR3R4 in a dinitrile or cyclic carbonate ester solvent which divides the reaction mixture into two liquid phases and in the presence of a catalyst system containing (i) at least one catalyst selected from monovalent and divalent copper; and optionally (ii) a promoter selected from aromatic or aliphatic heterocyclic compounds which contain at least one carbon-nitrogen double bond in the heterocyclic ring. When hydrochlorofluorocarbons are formed, the chlorine content may be reduced by reacting the hydrochlorofluorocarbons with HF. New compounds disclosed include CF3CF2CCl2CH2CCl3, CF3CCl2CH2CH2Cl and CF3CCl2CH2CHClF. These compounds are useful as intermediates for producing hydrofluorocarbons.Type: GrantFiled: June 12, 2003Date of Patent: February 22, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: Ralph Thomas Baker, Ralph Newton Miller, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 6849772Abstract: 1,1-Difluoroethane containing less than 10 mg/kg of vinyl chloride is obtained by treatment, with hydrogen fluoride, of a crude 1,1-difluoroethane containing less than 1 mol of hydrogen chloride per mole of 1,1-difluoroethane.Type: GrantFiled: October 7, 2002Date of Patent: February 1, 2005Assignee: Solvay (Societe Anonyme)Inventors: Charles-Marie Anciaux, Vincent Wilmet, Dominique Lecroc
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Patent number: 6846963Abstract: In a process for producing 1,1,1,3,3-pentafluoropropane which has a liquid-phase reaction step for fluorination of 1,1,1,3,3-pentahalopropane (wherein at least one of halogen atoms is not fluorine) with HF in the presence of antimony pentahalide catalyst in a reactor to obtain a reaction mixture comprising 1,1,1,3,3-pentafluoropropane and the antimony pentahalide catalyst, the fluorination is conducted at a reaction temperature less than 50° C.Type: GrantFiled: February 11, 2004Date of Patent: January 25, 2005Assignee: Daikin Industries, Ltd.Inventors: Tatsuo Nakada, Seiji Takubo, Toshikazu Yoshimura, Takashi Shibanuma
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Patent number: 6844475Abstract: A process for producing 1-chloro-3,3,3-trifluoropropene (HCFC-1233zd) from 1,1,1-3,3-pentachloropropane (HCC-240fa) by its reaction with hydrogen fluoride, the reactants are reacted in a liquid phase reaction at a temperature of less than 150° C. in the presence of a Lewis acid catalyst or mixture of Lewis acid catalysts, and hydrogen chloride and HCFC-1233zd formed in the reaction are continuously removed and the HCFC-12333zd is isolated.Type: GrantFiled: August 8, 2003Date of Patent: January 18, 2005Assignee: Honeywell International Business MachinesInventors: Hseuh Sung Tung, Kevin D. Ulrich, Daniel C. Merkel
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Patent number: 6841706Abstract: Hydrofluorination catalyst based on a chromium oxide which is poor in ammonium salts.Type: GrantFiled: October 11, 1999Date of Patent: January 11, 2005Assignee: Solvay (Societe Anonyme)Inventors: Vincent Wilmet, Georges Lejeune
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Patent number: 6841705Abstract: A method of producing difluoromethane (HFC-32), which includes firstly reacting methylene chloride with hydrogen fluoride in gas phase at 280 to 340° C. in the presence of a fluorination catalyst to produce chlorofluoro methane, and secondly reacting the chlorofluoro methane with hydrogen fluoride in liquid phase at 60 to 80° C. in the presence of an antimony chloride catalyst. The method is advantageous in that HFC-32 is produced in high yield under mild reaction conditions using a relatively small amount of energy.Type: GrantFiled: February 24, 2003Date of Patent: January 11, 2005Assignee: Ulsan Chemical Co., Ltd.Inventors: Iikubo Yuichi, Hae Seok Ji, Ook Jae Cho
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Patent number: 6787678Abstract: Disclosed are improved fluorination processes and fluorine-containing compositions which involve introducing to one or more fluorination process compositions a water reactive agent in an amount and under conditions effective to decrease the amount of water in that composition. The water reactive agent is preferably introduced to the fluorination process at a location downstream of the fluorination reaction, in amounts and under conditions effective to produce a relatively lower concentration of water in the composition, and preferably throughout the fluorination process.Type: GrantFiled: December 11, 2003Date of Patent: September 7, 2004Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Jason T. Stuck
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Patent number: 6784327Abstract: A process for the production of a fluorinated organic compound, characterized by fluorinating an organic compound having a hydrogen atoms using IF5; and a novel fluorination process for fluorinating an organic compound having a hydrogen atoms by using a fluorinating agent containing IF5 and at least one member selected from the group consisting of acids, bases, salts and additives.Type: GrantFiled: December 10, 2002Date of Patent: August 31, 2004Assignee: Daikin Industries, Ltd.Inventors: Norihiko Yoneda, Tsuyoshi Fukuhara, Kazuhiro Shimokawa, Kenji Adachi, Satoshi Oishi
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Patent number: 6755942Abstract: The invention relates to azeotropic compositions of halogenated propanes with HF.Type: GrantFiled: August 14, 2000Date of Patent: June 29, 2004Assignee: E. I. du Pont de Nemours and CompanyInventors: Ralph Thomas Baker, Ralph Newton Miller, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Publication number: 20040102660Abstract: 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: ApplicationFiled: October 31, 2003Publication date: May 27, 2004Inventors: Yuichi Iikubo, Stephen Owens, Mitchel Cohn, Stephan M. Brandstadter, Vicki E. Hedrick, Janet K. Boggs, John Qian, Julie Sacarias
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Patent number: 6723887Abstract: A process for vapor phase fluorination of methylene chloride with anhydrous hydrogen fluoride (AHF) in the presence of a coprecipitated chromia-alumina impregnated with zinc salt as catalyst, removing HCl and heavier components by distillation, subjecting HFC-32 rich cut to a further step of fluorination in the presence of a fluorination catalyst.Type: GrantFiled: July 12, 2002Date of Patent: April 20, 2004Assignee: SFR LimitedInventors: Rajasekaran Ramanathan, Rajdeep Anand, Anurag Jain, Jampani Madhusudana Rao
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Patent number: 6720464Abstract: Octafluoropropane is produced by a process comprising a step (1) of reacting hexafluoropropene with hydrogen fluoride in a gas phase at a temperature of from 150 to 450° C. in the presence of a fluorination catalyst to obtain 2H-heptafluoropropane and a step (2) of reacting 2H-heptafluoropropane obtained in step (1) with fluorine gas in a gas phase at a temperature of from 250 to 500° C. in the absence of a catalyst to obtain octafluoropropane. High-purity octafluoropropane is obtained which can be used in a process for producing a semiconductor device.Type: GrantFiled: April 29, 2002Date of Patent: April 13, 2004Assignee: Showa Denko K.K.Inventors: Hiromoto Ohno, Toshio Ohi
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Publication number: 20040030204Abstract: 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 fromType: ApplicationFiled: May 12, 2003Publication date: February 12, 2004Inventors: Vincent Wilmet, Francine Janssens, Lionel Casaubon Seignour, Philippe Krafft, Alain Lambert, Olivier Buyle
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Publication number: 20040024271Abstract: Process for the preparation of a hydro(chloro)fluoroalkane according to which a halogenated precursor of the hydro(chloro)fluoroalkane is reacted with hydrogen fluoride in the presence of a catalyst comprising chromium (Cr) and at least one other metal selected from the group consisting of aluminium, barium, bismuth, calcium, cerium, copper, iron, magnesium, strontium, vanadium and zirconium.Type: ApplicationFiled: November 25, 2002Publication date: February 5, 2004Inventors: Vincent Wilmet, Francine Janssens
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Patent number: 6686509Abstract: A method for producing an &agr;,&agr;-difluorocycloalkane at high purity with good efficiency, which comprises a step of treating a fluorocycloalkene with hydrogen fluoride wherein the fluorocycloalkene has one fluorine atom directly bonded to a carbon atom of carbon—carbon unsaturated double bond, more preferably, a step of directly adding the hydrogen fluoride to a reaction mixture obtained by treating the cycloalkanone with the de-oxygen fluorinating agent.Type: GrantFiled: September 24, 2002Date of Patent: February 3, 2004Assignee: Mitsui Chemicals, Inc.Inventors: Kouki Fukumura, Hiroshi Sonoda, Hidetoshi Hayashi, Masahiko Kusumoto
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Publication number: 20040019244Abstract: 1,1,1,3,3-pentafluoropropane is produced by reaction between 1,1,1,3,3-pentachloropropane and hydrogen fluoride in the presence of a hydrofluorination catalyst. The 1,1,1,3,3-pentachloropropane may advantageously be obtained by reaction between vinyl chloride and tetrachloromethane in the presence of a telomerization catalyst and of a nitrile.Type: ApplicationFiled: July 3, 2003Publication date: January 29, 2004Inventors: Vincent Wilmet, Francine Janssens, Jean-Paul Schoebrechts
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Patent number: 6673264Abstract: 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: June 3, 2002Date of Patent: January 6, 2004Assignee: Honeywell International Inc.Inventors: Hang T. Pham, Rajiv R. Singh, Hsueh S. Tung
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Patent number: 6660893Abstract: A process for separating and recovering hydrogen fluoride from a mixture with an organic compound especially a fluorine-containing compound by extraction with a solution of an alkali metal fluoride in hydrogen fluoride, phase separation and recovery. A process for producing a fluorine-containing organic compound by fluorinating a starting material with hydrogen fluoride and similarly recovering hydrogen fluoride from the product stream. The solution may be anhydrous or aqueous.Type: GrantFiled: June 5, 2001Date of Patent: December 9, 2003Assignee: Ineca Fluor Holdings LimitedInventors: Paul Nicholas Ewing, Charles John Shields, Christopher Roberts
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Patent number: 6639115Abstract: The invention relates to the synthesis of difluoromethane by gas-phase catalytic fluorination of methylene chloride. To lengthen the lifetime of the catalyst the operation is carried out in the presence of chlorine.Type: GrantFiled: January 18, 2001Date of Patent: October 28, 2003Assignee: AtofinaInventors: Benoit Requieme, Sylvain Perdrieux, Bernard Cheminal, Eric Lacroix, Andre Lantz
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Patent number: 6635790Abstract: The subject of the invention is a continuous process for the manufacture of difluoromethane (F32) from methylene chloride (F30) and hydrogen fluoride in the presence of chlorine, in the gas phase, over a fluorination catalyst. According to the invention, the gas flow exiting from the reactor is subjected to a distillation in order to separate, at the top, a flow containing virtually all the HCl and at least 90% of the F32 produced by the reaction and, at the bottom, a flow containing at least 90% of the unconverted reactants (F31, F30 and HF) and the latter flow is recycled directly to the reactor, without any purification operation.Type: GrantFiled: January 28, 2000Date of Patent: October 21, 2003Assignee: AtofinaInventors: Dominique Garrait, Emmanuel Guiraud
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Patent number: 6555086Abstract: Processes for separating and recovering hydrogen fluoride from a gaseous mixture of an organic compound and hydrogen fluoride are disclosed. The processes include contacting the gaseous mixture with a solution of an alkali metal fluoride in hydrogen fluoride, separating a gas phase depleted in hydrogen fluoride and containing the organic compound from a liquid phase, and recovering hydrogen fluoride from the liquid phase.Type: GrantFiled: October 7, 1999Date of Patent: April 29, 2003Assignee: Ineos Fluor Holdings LimitedInventors: Paul Nicholas Ewing, Charles John Shields, Robert Elliott Low
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Patent number: 6548720Abstract: A process is disclosed for producing the pentfluropropenes of the formula CF3CX═CF2, where X is H or Cl. The process involves hydrodehalogenating CF3CCl2CF3 with hydrogen at an elevated temperature in the vapor phase over a catalyst comprising an elemental metal, metal oxide, metal halide and/or metal oxyhalide (the metal being copper, nickel, chromium and the halogen of said halides and said oxyhalides being fluorine and/or chlorine. Processes for producing the hydrofluorocarbons CF3CH2CHF2, CF3CHFCF3 and CF3CH2CF3 are also disclosed which involve (a) hydrodehalogenating CF3CCl2CF3 with the hydrogen as indicated above to produce a product comprising CF3CCl═CF2, CF3CH═CF2, HCl and HF; and (b) either reacting the CF3CCl═CF2 and/or CF3CH═CF2 produced in (a) in the vapor phase with hydrogen to produce CF3CH2CHF2, reacting CF3CCl═CF2 produced in (a) with HF to produce CF3CHFCF3, or reacting the CF3CH═CF2produced in (a) with HF to produce CF3CH2CF3.Type: GrantFiled: January 30, 2002Date of Patent: April 15, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: William H. Manogue, V. N. Mallikarjuna Rao, Allen Capron Sievert, Steven H. Swearingen
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Patent number: 6521199Abstract: Hydrogen fluoride adducts and ammonium fluorides are used for fluorinating acid chlorides and halocarbon compounds such as chloroalkanes or chloronated ethers. The used adducts can be regenerated and then reused in the fluorination reactions.Type: GrantFiled: March 4, 2002Date of Patent: February 18, 2003Assignee: Solvay Fluor und Derivate GmbHInventors: Max Braun, Stefan Palsherm
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Publication number: 20020183569Abstract: A process for the preparation of 142 is provided, wherein 140 is fluorinated in the gas phase with HF in the presence of a fluorination catalyst. 142 is a known foam blowing agent.Type: ApplicationFiled: July 26, 2002Publication date: December 5, 2002Inventors: Michael S. Bolmer, Bin Chen, Maher Y. Elsheikh
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Patent number: 6489523Abstract: The present invention intends to provide a process for producing CF3CF3 with good profitability using CF3CHF2 containing a compound having chlorine atom within the molecule, and use thereof. In the process of the present invention, a gas mixture containing CF3CHF2 and a compound having chlorine atom within the molecule is reacted with hydrogen fluoride in the presence of a fluorination catalyst, thereby converting CClF2CF3 as a main impurity into CF3CF3, and CF3CHF2 containing CF3CF3 is reacted with fluorine gas in the gaseous phase in the presence of a diluting gas.Type: GrantFiled: January 14, 2002Date of Patent: December 3, 2002Assignee: Showa Denko K.K.Inventors: Hiromoto Ohno, Kazunari Kaga, Toshio Ohi
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Patent number: 6479718Abstract: An improved liquid phase process is provided for the fluorination of perchloroethylene to 1,1-dichloro-2,2,2-trifluoroethane in the presence of an antimony catalyst.Type: GrantFiled: March 28, 2002Date of Patent: November 12, 2002Assignee: Atofina Chemicals, Inc.Inventors: Maher Y. Elsheikh, Jonathan M. Tracy, John A. Wismer
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Patent number: 6472573Abstract: A method of preparation for 1,1,1,3,3-pentafluoropropane (HFC-245fa) wherein the first process gives mainly 1,3,3,3-tetrafluoropropene (1234ze) by reacting 1-chloro-3, 3,3,-trifluoropropene (1233zd) with hydrogen fluoride in the gas phase and subsequently the second process gives 1,1,1,3,3-pentafluoropropane (HFC-245fa) by reacting 1,3,3,3-tetrafluoropropene (1234ze), separated as a component that does not contain hydrogen chloride from crude products obtained by the first process, with hydrogen fluoride in the gas phase. To provide a process that is capable of preparing economically HFC-245fa which does not require the separation of HFC-245fa and 1233zd.Type: GrantFiled: August 2, 2000Date of Patent: October 29, 2002Assignee: Daikin Industries, Ltd.Inventors: Akinori Yamamoto, Noriaki Shibata, Tatsuo Nakada, Takashi Shibanuma
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Patent number: 6452057Abstract: Halohydrocarbons comprising at least 3 carbon atoms are obtained by batchwise reaction between a haloalkane and an olefin in the presence of a catalyst and a co-catalyst. The addition of at least some of the co-catalyst is carried out gradually. At least some of the co-catalyst is recovered with a view to its re-use.Type: GrantFiled: September 29, 2000Date of Patent: September 17, 2002Assignee: Solvay (Societe Anonyme)Inventors: Alain Lambert, Véronique Mathieu, Charles-Marie Anciaux
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Patent number: 6437201Abstract: An improved process for the manufacture of CF3CHF2 by contacting 1,2-dichloro-1,1,2-trifluoroethane (CClF2CHClF) or 1-chloro-1,1,2,2-tetrafluoroethane (CHF2CClF2) or mixtures of CF3CHCl2 and CClF2CHClF or mixtures of CF3CHClF and CHF2CClF2 with HF in the presence of a Cr2O3 catalyst prepared by pyrolysis of ammonium dichromate, the reaction being conducted under controlled conditions whereby the production of CF3CHF2 is maximized, and the formation of chloropentafluoroethane (CF3CClF2) and other perhalo derivatives is minimized. The subject hydrogen-containing compound is useful as a blowing agent, propellant, refrigerant, fire extinguishing agent, or sterilant carrier gas.Type: GrantFiled: April 24, 1997Date of Patent: August 20, 2002Assignee: Ineos Fluor Holdings LimitedInventors: Paul Nicholas Ewing, Richard Llewellyn Powell, Michael Anthony Davies, Christopher John Skinner
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Patent number: 6433233Abstract: A method of preparing pentafluoroethane wherein chlorine-containing carbon compounds are fluorinated in the presence of chromium catalysts that are in an amorphous state and wherein the main component is chromium compounds with the addition of at least one metal element selected from the group composed of indium, gallium, cobalt, nickel, zinc and aluminum and the average valence of the chromium in said chromium compounds is not less than +3.5 but not more than +5.0. And said chromium catalysts and a preparation method thereof. A method of preparing pentafluoroethane wherein the total yield of chlorofluoroethane by-products can be decreased without significantly deteriorating the generation activity of the pentafluoroethane and compounds which can be recycled in the reaction system. And to provide catalysts for this fluorination and a preparation method thereof.Type: GrantFiled: June 12, 2000Date of Patent: August 13, 2002Assignee: Daikin Industries, Ltd.Inventors: Takashi Kanemura, Takashi Shibanuma
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Patent number: 6403524Abstract: A chromia-based fluorination catalyst in which the chromia is at least partially crystalline and which may contain a zinc or a compound thereof, the production of the catalyst by sintering amorphous chromia and its use in fluorination processes.Type: GrantFiled: March 8, 1999Date of Patent: June 11, 2002Assignee: Imperial Chemical Industries PLCInventors: John David Scott, Michael John Watson, Graham Ramsbottom
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Patent number: 6403847Abstract: One or more materials selected from 1,1,1,3,3-pentachloropropane, 1,1,3,3-tetrachloropropene and 1,3,3,3-tetrachloropropene are used as the specific materials described above. Before submitting the materials and HF to a fluorination reaction, almost all water is removed from them. To continuously manufacture useful intended products efficiently as well as to prevent deactivation of the catalyst and the accumulation of organic substances with high boiling points when manufacturing said useful 1,1,1,3,3-pentafluoropropane and/or 1-chloro-3,3,3-trifluoropropene, by fluorinating the specific materials with HF in the presence of a catalyst.Type: GrantFiled: March 20, 2001Date of Patent: June 11, 2002Assignee: Daikin Industries Ltd.Inventors: Tatsuo Nakada, Takashi Shibanuma, Noriaki Shibata
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Patent number: 6399841Abstract: Hydrogen fluoride is separated from its mixtures with 1,1,1,3,3-pentafluorobutane by extraction using an organic solvent containing a 1,1,1,3,3-chloro(fluoro)butane.Type: GrantFiled: September 24, 2001Date of Patent: June 4, 2002Assignee: Solvay (Societe Anonyme)Inventors: Alain Lambert, Vincent Wilmet
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Patent number: 6392106Abstract: A process for producing 1,1,1,2,2-pentafluoroethane by fluorinating with hydrogen fluoride at least one of 2,2-dichloro-1,1,1-trifluoroethane and 2-chloro-1,1,1,2-tetrafluoroethane as a starting material, the process being characterized by separating the reaction mixture resulting from the fluorination into a product portion A mainly containing 1,1,1,2,2-pentafluoroethane and a product portion B mainly containing 2,2-dichloro-1,1,1-trifluoroethane, 2-chloro-1,1,1,2-tetrafluoroethane and hydrogen fluoride, removing a fraction mainly containing 2,2-dichloro-1,1,1,2-tetrafluoroethane from the product portion B, and recycling the rest of the product portion B as part of feedstocks for fluorination. According to the process of the invention, the amount of CFC-115 contained in the target HFC-125 can be remarkably reduced through a simplified procedure.Type: GrantFiled: April 5, 2000Date of Patent: May 21, 2002Assignee: Daikin Industries, Ltd.Inventors: Satoru Kono, Toshikazu Yoshimura, Takashi Shibanuma
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Patent number: 6376727Abstract: Disclosed are azeotropic compositions comprising CF3CHFCF3 and HF. Also disclosed are compositions and a process for producing compositions comprising (c1) CF3CHFCF3, CF3CH2CF3, or CHF2CH2CF3, and (c2) at least one saturated halogenated hydrocarbon and or ether having the formula: CnH2n+2−a−bClaFbOc wherein n is an integer from 1-4, a is an integer from 0-2n+1, b is an integer from 1-2n+2a, and c is 0 or 1, provided that when c is 1 then n is an integer from 2-4, and provided that component (c2) does not include the selected component (c1) compound, wherein the molar ratio of component (c2) to component (c1) is between about 1:99 and a molar ratio of HF to component (c1) in an azeotrope or azeotrope-like composition of component (c1) with HF.Type: GrantFiled: August 19, 1999Date of Patent: April 23, 2002Assignee: E. I. du Pont de Nemours and CompanyInventors: V. N. Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 6369285Abstract: Halohydrocarbons containing at least 3 carbon atoms are obtained by reaction between a haloalkane and an olefin in the presence of a catalyst in a reaction medium which is essentially free of water.Type: GrantFiled: September 29, 2000Date of Patent: April 9, 2002Assignee: Solvay (Societe Anonyme)Inventors: Véronique Mathieu, Charles-Marie Anciaux
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Patent number: 6339178Abstract: The subject of the invention is the manufacture of 1,1,1-trifluoroethane by fluorination or 1-chloro-1,1-difluoroethane with anhydrous hydrofluoric acid. The reaction is carried out in the liquid phase and in the presence of a fluorination catalyst.Type: GrantFiled: June 22, 2000Date of Patent: January 15, 2002Assignee: AtofinaInventors: Andre Lantz, Sylvain Perdrieux, Dominique Garrait, Laurent Wendlinger
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Patent number: 6329560Abstract: A method for producing a hydrogen-containing fluorinated hydrocarbon includes supplying HF to a gap between an inner reactor made of a material resistant to the reaction and an outer container made of a material resistant to HF; supplying HF to the inner reactor; supplying a halogenated hydrocarbon selected from a chlorinated alkene and a hydrogen-containing chlorinated alkane to the inner reactor; and reacting HF with halogenated hydrocarbon in the presence of a fluorination catalyst in the inner reactor to obtain the reaction product containing the hydrogen-containing fluorinated hydrocarbon.Type: GrantFiled: January 12, 2001Date of Patent: December 11, 2001Assignee: Daikin Industries, Ltd.Inventors: Tatsuo Nakada, Noriaki Shibata, Takashi Shibanuma
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Patent number: 6329559Abstract: A process is disclosed for the manufacture of CF3CF═CF2, and optionally a least one compound selected from CF3CH2CF3 and CF3CHFCHF2. The process involves contacting a reactor feed including a precursor stream of at least one halogenated propane of the formula CX3CH2CHyX(3−y) and/or halogenated propene of the formula CX3CH═CHyX(2−y), where each X is Cl or F and y is 0, 1 or 2 (provided that the average fluorine content of the precursor stream is no more than 5 fluorine substituents per molecule) with HF and Cl2 in a chlorofluorination reaction zone containing a fluorination catalyst and operating at a temperature between about 150° C. and 400° C.Type: GrantFiled: November 27, 2000Date of Patent: December 11, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: Allen Capron Sievert, V. N. Mallikarjuna Rao, Francis J. Walczak
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Patent number: 6281395Abstract: A process is disclosed for the manufacture of CF3CHFCF3 containing less than 0.01 ppm (CF3)2C═CF2. The process involves (a) contacting hexafluoropropene in the vapor phase at a temperature of less than about 260° C. with hydrogen fluoride in the presence of a selected fluorination catalyst or produce a product containing less than 10 parts (CF3)2C═CF2 per million parts of CF3CHFCF3; and (b) treating the product of (a) as necessary to remove excess (CF3)2C═CF2. Suitable catalysts include: (i) an activated carbon treated to contain from about 0.1 to about 10 weight % added alkali or alkaline earth metals, (ii) three dimensional matrix porous carbonaceous materials, (iii) supported metal catalysts comprising trivalent chromium, and (iv) unsupported chrome oxide prepared by the pyrolysis of (NH4)2Cr2O7.Type: GrantFiled: April 1, 1999Date of Patent: August 28, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, V. N. Mallikarjuna Rao, Allen Capron Sievert
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Patent number: 6274780Abstract: A process is disclosed for changing the fluorine content of halogenated hydrocarbons containing from 1 to 6 carbon atoms, in the presence of a multiphase catalyst. The process involves producing the catalyst by heating a single phase solid catalyst precursor having the formula (NH3)6Cr2−xMxF6 (where x is in the range of 0.1 to 1 and M is at least one metal selected from the group consisting of Al, Sc, V, Fe, Ga and In) to about 400° or less to produce a multiphase composition wherein a phase containing crystalline M fluoride is homogeneously dispersed with a phase containing chromium fluoride. Also disclosed are multiphase catalyst compositions consisting essentially of chromium fluoride and a crystalline fluoride of at least one metal selected from the above group (provided the atom percent of Cr is at least equal to the atom percent of the crystalline fluoride metals). Phases of the crystalline fluorides are homogeneously dispersed with phases of the chromium fluoride.Type: GrantFiled: July 9, 1996Date of Patent: August 14, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: V. N. Mallikarjuna Rao, Munirpallam A. Subramanian
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Patent number: 6242659Abstract: The invention relates to the synthesis of difluoromethane by gas-phase catalytic fluorination of methylene chloride. To lengthen the lifetime of the catalyst the operation is carried out in the presence of chlorine.Type: GrantFiled: June 14, 1996Date of Patent: June 5, 2001Assignee: Elf Atochem, S.A.Inventors: Benoit Requieme, Sylvain Perdrieux, Bernard Cheminal, Eric Lacroix, Andre Lantz