By Reacting With Hydrogen Fluoride Patents (Class 570/164)
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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: 6809226Abstract: The invention relates to a process for the preparation of chloro-1-fluoroethane and 1,1-difluoroethane by reaction of vinyl chloride with hydrogen fluoride, in organic solvent consisting of at least one saturated halogen-containing hydrocarbon.Type: GrantFiled: October 27, 1995Date of Patent: October 26, 2004Assignee: Solvay (Societe Anonyme)Inventors: Pascal Pennetreau, Francine Janssens
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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: 20040102659Abstract: Disclosed is a method of producing difluoromethane (HFC-32), which comprises firstly reacting methylene chloride with hydrogen fluoride in gas phase at 280 to 340° C. in the presence of a fluorinated 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: ApplicationFiled: February 24, 2003Publication date: May 27, 2004Applicant: ULSAN CHEMICAL Co., Ltd.Inventors: Iikubo Yuichi, Hae-Seok Ji, Ook-Jae Cho
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Publication number: 20040097758Abstract: 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: ApplicationFiled: August 1, 2003Publication date: May 20, 2004Applicant: Solvay Fluor und Derivate GmbHInventors: Max Braun, Carsten Brosch
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Publication number: 20040073072Abstract: Prior to carrying out a gaseous phase chemical reaction, a liquid phase organic compound which is prone to degrade is vaporised at elevated pressures with the aid of a second compound. In one embodiment of the invention, vaporisation is effected by co-vaporising a mixture of the two compounds in a vaporiser. In another embodiment, the first compound is injected into a hot gaseous stream and undergoes atomisation into droplets which then vaporise within the gaseous stream. The second compound is used to assist the atomisation process and/or to sweep atomised droplets of the first compound away from hot surfaces where the first compound would otherwise tend to undergo degradation if the droplets are allowed to reside in contact with such surfaces.Type: ApplicationFiled: July 18, 2003Publication date: April 15, 2004Inventors: John David Scott, Charles Brian Blake, Paul Nicholas Ewing, Jeremy Charles Bauser Hunns, Steven Toplis, Andrew Neil Irwin, Mark Spruce
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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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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: 20040015022Abstract: 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: ApplicationFiled: April 4, 2003Publication date: January 22, 2004Inventors: Hiromoto Ohno, Toshio Ohi
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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: 6630610Abstract: A process for producing a fluorinated organic compound comprising: (a) reacting an organic starting material with a fluorination agent in the presence of a liquid fluorination catalyst under conditions which are effective to vaporize one or more chlorinated organic by-products and to produce a gaseous product stream containing said fluorinated organic compound and said one or more chlorinated organic by-products; and (b) recovering said fluorinated organic compound from said product stream, and a system for performing the aforementioned process and recovering the chlorinated by-product.Type: GrantFiled: March 6, 2001Date of Patent: October 7, 2003Assignee: AlliedSignal Inc.Inventors: Charles F. Swain, Stephen A. Cottrell, Clifford Scott Riegel, Curtis A. Brescher
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Publication number: 20030109759Abstract: 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: ApplicationFiled: October 7, 2002Publication date: June 12, 2003Inventors: Charles-Marie Anciaux, Vincent Wilmet, Dominique Lecroc
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Publication number: 20030088132Abstract: 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: ApplicationFiled: October 31, 2002Publication date: May 8, 2003Inventors: Ralph Newton Miller, Mario J. Nappa, Donald J. Toton
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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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Publication number: 20030078460Abstract: 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: ApplicationFiled: September 24, 2002Publication date: April 24, 2003Inventors: Kouki Fukumura, Hiroshi Sonoda, Hidetoshi Hayashi, Masahiko Kusumoto
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Publication number: 20030060671Abstract: 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: ApplicationFiled: October 29, 2002Publication date: March 27, 2003Applicant: Solvay (Societe Anonyme)Inventors: Alain Lambert, Vincent Wilmet
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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: 20020198418Abstract: The invention relates to a process for the preparation of 1,1,1-trifluoro-2,2-dichloroethane (F123).Type: ApplicationFiled: February 28, 2001Publication date: December 26, 2002Inventors: Eric Jorda, Eric Lacroix, Sylvain Perdrieux
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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: 6472574Abstract: CF3CHFCHF2 production is disclosed which involves reacting CF3CF═CHF with HF at an elevated temperature over a catalyst selected from the group consisting of aluminum fluoride, fluorided alumina, metals supported on aluminum fluoride, metals supported on fluorided alumina and catalysts comprising trivalent chromium. Also disclosed is enrichment of CF3CF═CHF from a starting mixture containing CF3CF═CHF and CF3CH═CF2 which involves reacting said starting mixture with HF at an elevated temperature over a catalyst consisting essentially carbon, a catalyst consisting essentially of metal halides supported on carbon, a catalyst consisting essentially of Cr2O3, or mixtures thereof (provided that when Cr2O3 is present the temperature is about 250° C. or less) to produce a product mixture containing CF3CH2CF3 and unreacted CF3CF═CHF wherein the mole ratio of CF3CF═CHF to CF3CH═CF2 is greater than the ratio thereof in the starting mixture.Type: GrantFiled: March 11, 2002Date of Patent: October 29, 2002Assignee: E. I. du Pont Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Francis John Walczak
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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: 6417413Abstract: A process for preparing halogenated ethanes, particularly pentafluoroethane, from a mixture produced by the reaction of perchloroethylene, hydrogen fluoride and a recycle stream. The preferred process utilizes phase separation techniques to ensure that less than the azzeotropic amount of HF is included in the product stream, thereby minimizing the hydrogen fluoride that is carried off with the desired products after they are separated from the reaction mixture, and at the same time prevents undesirable byproducts from being recycled to the reaction.Type: GrantFiled: November 3, 1999Date of Patent: July 9, 2002Assignee: AlliedSignal Inc.Inventors: Gustavo Cerri, Yuon Chiu, Biju Z. Perincheril
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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: 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: 6384289Abstract: A process is provided which allows a 1,4-bis(difluoroalkyl)benzene derivative to be produced inexpensively by a simple procedure without requiring any special facility. This process comprises causing a compound (A) of the following formula (1): wherein X1, X2, X3, and X4 independently stand for an oxygen or sulfur atom, Y1 and Y2 independently stand for a group of the formula: —CnH2n—, in which n is 2 or 3, k is an integer in the range of 0 to 4, G stands for a halogen group, an alkyl group, a perfluoroalkyl group, or an alkoxy group, and m is an integer in the range of 0 to 4, to react with a fluorine-containing species, the molar ratio of the fluorine-containing species to compound (A) being in the range of 20-40. The process is carried out in the presence of a bromine-containing compound, which is in an amount of 2 to 3 equivalences to the amount of compound (A), in an organic solvent at −80° C. to 30° C.Type: GrantFiled: January 11, 2001Date of Patent: May 7, 2002Assignee: Nippon Shokubai Co., Ltd.Inventors: Seiichi Teshima, Yoshinobu Asako
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Patent number: 6375808Abstract: A process for refining difluoromethane by removing hydrogen fluoride, which is contained in difluoromethane difficult to remove. The process involves distilling a mixture of difluoromethane with hydrogen fluoride where the mixture is in contact with sulfuric acid. The hydrogen fluoride remains in the liquid phase and the difluoromethane goes into the vapor phase.Type: GrantFiled: April 26, 1999Date of Patent: April 23, 2002Assignee: Daikin Industries Ltd.Inventors: Takehide Tsuda, Takashi Shibanuma, Yasufu Yamada
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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: 6362382Abstract: An uncatalyzed process is provided for the fluorination of 240 fa in the presence of a solvent.Type: GrantFiled: July 20, 2001Date of Patent: March 26, 2002Assignee: Atofina Chemicals, Inc.Inventors: Bin Chen, Michael S. Bolmer
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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: 6291730Abstract: 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═C3R4 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: January 28, 1998Date of Patent: September 18, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: Ralph Thomas Baker, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
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Publication number: 20010021792Abstract: 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: ApplicationFiled: January 12, 2001Publication date: September 13, 2001Inventors: Tatsuo Nakada, Noriaki Shibata, Takashi Shibanuma
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Patent number: 6288292Abstract: Prior to carrying out a gaseous phase chemical reaction, a liquid phase organic compound which is prone to degrade is vaporised at elevated pressures with the aid of a second compound. In one embodiment of the invention vaporisation is effected by co-vaporising a mixture of the two compounds in a vaporiser. In another embodiment, the first compound is injected into a hot gaseous stream and undergoes atomisation into droplets which then vaporise within the gaseous stream. The second compound is used to assist the atomisation process and/or to sweep atomised droplets of the first compound away from hot surfaces where the first compound would otherwise tend to undergo degradation if the droplets are allowed to reside in contact with such surfaces.Type: GrantFiled: November 29, 1999Date of Patent: September 11, 2001Assignee: Imperial Chemical Industries, PLCInventors: John David Scott, Charles Brian Blake, Paul Nicholas Ewing, Jeremy Charles Bauser Hunns
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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: 6165931Abstract: A process is disclosed for increasing the fluorine content of a saturated or olefinic halogenated hydrocarbon starting material of the formula C.sub.n H.sub.a Cl.sub.b F.sub.c, wherein n is an integer from 1 to 6, a is an integer from 0 to to 12, b is an integer from 0 to 13 and c is an integer from 0 to 13. The process involves contacting the starting material in the vapor phase at a temperature in the range of about 150.degree. C. to about 500.degree. C. with HF and a catalytic metal supported on a trivalent lanthanum compound support (the catalytic metal being chromium, cobalt, nickel, zinc, magnesium, copper, silver and/or gold). Certain catalytic compositions including catalytic metal (e.g., chromium, nickel, cobalt, zinc and/or magnesium) supported on a support at trivalent lanthanum compound containing fluoride anion are also disclosed. The atomic ratio of catalytic metal to lanthanum in the compositions is from about 1:1 to 1:999.Type: GrantFiled: April 11, 1997Date of Patent: December 26, 2000Assignee: E. I. du Pont de Nemours and CompanyInventor: V. N. Mallikarjuna Rao
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Patent number: 6118033Abstract: The invention relates to the continuous preparation of heptafluoropropane by conversion of hexafluoropropene with HF in the presence of a liquid hydrofluoride of an organonitrogen base corresponding to the formula [B.times.nHF], in which B represents an organonitrogen base and n represents an integer or a fraction.ltoreq.4, during which HF, hexafluoropropene and the hydrofluoride are converted in a first zone at an elevated pressure p.sub.1, the resulting heptafluoropropane is then evaporated off and isolated from the liquid reaction mixture, in a second zone under a pressure p.sub.2 <p.sub.1, and the remaining liquid reaction mixture is then transferred back into the first zone.Type: GrantFiled: June 10, 1998Date of Patent: September 12, 2000Assignee: Solvay (Societe Anonyme)Inventors: Peter Hopp, Wolf-Dietmar Kaufmann
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Patent number: 6107267Abstract: A process is disclosed for recovering HF from a product mixture including HF and CF.sub.3 CF.sub.2 CHF.sub.2. The process involves (1) distilling the product mixture to remove all products which have a lower boiling point than the lowest boiling azeotrope containing HF and CF.sub.3 CF.sub.2 CHF.sub.2 ; and (2) distilling the azeotrope to recover HF as an azeotropic composition containing HF and CF.sub.3 CF.sub.2 CHF.sub.2. Also disclosed are compositions of hydrogen fluoride in combination with an effective amount of CF.sub.3 CF.sub.2 CHF.sub.2 to form an azeotrope or azeotrope-like composition with hydrogen fluoride, (e.g., compositions containing from about 57.1 to 67.2 mole percent CF.sub.3 CF.sub.2 CHF.sub.2).A process for producing certain compositions comprising(a) CF.sub.3 CF.sub.2 CHF.sub.2 and (b) at least one saturated halogenated hydrocarbon and/or ether having the formula:C.sub.n H.sub.2n+2-a-b Cl.sub.a F.sub.b O.sub.Type: GrantFiled: August 20, 1998Date of Patent: August 22, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: V. N. Mallikarjuna Rao, Allen Capron Sievert, Munirpallam A. Subramanian
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Patent number: 6077819Abstract: A process is disclosed for recovering HF from a product mixture comprising HF and at least one compound having the formula CF.sub.3 CCl.sub.2+x F.sub.1-x (where x is 0 or 1). The process includes the steps of distilling the product mixture to remove all products which have a lower boiling point than the lowest boiling azeotrope containing HF and said at least one compound; and distilling said azeotrope to recover HF as an azeotropic composition containing HF and said at least one compound. Also disclosed are azeotrope and azeotrope-like compositions which consist essentially of hydrogen fluoride in combination with from about 10 to 27 mole percent CCl.sub.3 CF.sub.3 or from about 35 to 56 mole percent CCl.sub.2 FCF.sub.3.Type: GrantFiled: November 1, 1993Date of Patent: June 20, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Barry A. Mahler, Ralph N. Miller, V. N. Mallikarjuna Rao
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Patent number: 6013846Abstract: An azeotrope containing HF and 1233zd is provided, as are methods for separating this azeotrope from mixtures of HF and 1233zd which are HF-rich or 1233zd-rich and methods for making use of the azeotrope and separation methods to improve processes for preparing 1233zd, an intermediate used in the preparation of 245fa. 245fa is a known foam blowing agent and refrigerant.Type: GrantFiled: March 5, 1998Date of Patent: January 11, 2000Assignee: Elf Atochem North America, Inc.Inventors: John A. Wismer, Michael S. Bolmer, Bin Chen
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Patent number: 6001796Abstract: Provided are azeotropic and azeotrope-like mixtures of 1,1,1,3,3-pentafluoropropane (HFC-245fa) and hydrogen fluoride. Such are useful as an intermediate in the production of HFC-245fa. The latter is useful as a nontoxic, zero ozone depleting fluorocarbon useful as a solvent, blowing agent, refrigerant, cleaning agent, aerosol propellant, heat transfer medium, dielectric, fire extinguishing composition and power cycle working fluid.Type: GrantFiled: July 3, 1996Date of Patent: December 14, 1999Assignee: AlliedSignal Inc.Inventors: Hang Thanh Pham, Rajiv Ratna Singh, Ian Robert Shankland, Hsueh Sung Tung
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Patent number: 5969199Abstract: The invention relates to a process for the addition of HF to halogenated alkenes by reacting these with at least one hydrofluoride of the formula [B.cndot.n HF], in which B is an organic nitrogen base and n is an integer or fraction .ltoreq.4, it being intended that the reaction of perfluoroiso-butene CF.sub.2 =C(CF.sub.3).sub.2 is excluded.Type: GrantFiled: June 8, 1998Date of Patent: October 19, 1999Assignee: Solvay S.A.Inventors: Raimund Franz, Gunter Siegemund
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Patent number: 5917098Abstract: 1,1,1,3,3-Pentachlorobutane, whose fluorination leads to 1,1,1,3,3-pentafluorobutane, is prepared with high yield and selectivity by addition of carbon tetrachloride to 2-chloropropene in the presence of a copper salt and an amine.Type: GrantFiled: January 27, 1997Date of Patent: June 29, 1999Assignee: Elf Atochem S.A.Inventors: Rene Bertocchio, Andre Lantz, Laurent Wendlinger
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Patent number: 5912392Abstract: Process for the preparation of 2H-heptafluoropropane from hexafluoropropene and hydrogen fluoride in an apparatus equipped with bubble columns fitted with flow resistances, in which a liquid hydrofluoride of an organic base circulates.Type: GrantFiled: April 28, 1997Date of Patent: June 15, 1999Assignee: Solvay (Societe Anonyme)Inventors: Helmut Vollmueller, Raimund Franz, Guenter Siegemund
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Patent number: 5902912Abstract: A process for producing a hydrofluorocarbon (HFC) comprising (a) providing a fluoropolymer-lined reactor; (b) adding a chlorinated organic compound in liquid phase and a fluorination agent to the reactor; and (c) reacting at least a portion of the chlorinated organic compound with at least a portion of the fluorination agent to produce the HFC.Type: GrantFiled: June 26, 1997Date of Patent: May 11, 1999Assignee: AlliedSignal Inc.Inventors: Hsueh Sung Tung, Daniel Christopher Merkel, Addison Miles Smith
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Patent number: 5895825Abstract: A process for the preparation of 245fa is provided, wherein 1233zd is first fluorinated to 1234ze, followed by fluorination of 1234ze to 245fa. 245fa is a known foam blowing agent and refrigerant.Type: GrantFiled: December 1, 1997Date of Patent: April 20, 1999Assignee: Elf Atochem North America, Inc.Inventors: Maher Y. Elsheikh, Michael S. Bolmer, Bin Chen
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Patent number: 5847245Abstract: The invention relates to a process for the addition of HF to halogenated alkenes by reacting these with at least one hydrofluoride of the formula ?B.n HF!, in which B is an organic nitrogen base and n is an integer or fraction .ltoreq.4, it being intended that the reaction of perfluoroisobutene CF.sub.2 .dbd.C(CF.sub.3).sub.2 is excluded.Type: GrantFiled: October 9, 1996Date of Patent: December 8, 1998Assignee: Solvay (Societe Anonyme)Inventors: Raimund Franz, Gunter Siegemund
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Patent number: 5831137Abstract: In the continuous preparation of alkyl halides from branched olefins and hydrohalic acids, the reaction is carried out without the addition of catalysts and without solvents. With a high olefin conversion, alkyl halides are obtained with high selectivity and with very good color quality.Type: GrantFiled: February 10, 1997Date of Patent: November 3, 1998Assignee: Huels AktiengesellschaftInventors: Josef Metz, Clemens Osterholt