Transhalogenation Or Disproportionation Patents (Class 570/163)
-
Patent number: 8859829Abstract: The present invention relates in part to a method of stabilizing chloropropenes, such as 1,1,2,3-tetrachloropropene, otherwise known to decompose and degrade, and to the resulting stabilized chloropropene, using a morpholine compound and/or a trialkyl phosphate compound as defined herein. Such stabilized chloropropenes are useful in the manufacture of hydrofluoroolefins such as 2,3,3,3-tetrafluoroprop-1-ene (1234yf).Type: GrantFiled: March 11, 2014Date of Patent: October 14, 2014Assignee: Honeywell International Inc.Inventors: Haluk Kopkalli, Haiyou Wang, Hsueh Sung Tung, Daniel C. Merkel
-
Publication number: 20140275651Abstract: The invention relates to a process to prepare 2-chloro-3,3,3-trifluoropropene (HCO-1233xf) or 2-chloro-1,1,12-tetrafluoropropane (HCFC-244bb) using dichloro-trifluoropropanes and/or trichloro-difluoropropanes, and to prepare 2-chloro-3,3,3-trifluoropropene (HCO-1233xf) using various 242 and 243 isomers.Type: ApplicationFiled: March 11, 2014Publication date: September 18, 2014Applicant: HONEYWELL INTERNATIONAL INC.Inventors: Haiyou Wang, Daniel C. Merkel, Hsueh Sung Tung, Selma Bektesevic
-
Patent number: 8524955Abstract: Disclosed is a process for making hexafluoro-2-butyne comprising the steps of: (a) providing a composition comprising CF3CX?CXCF3, where X=halogen; and (b) treating CF3CX?CXCF3 with a dehalogenation catalyst in the presence of a halogen acceptor compound Y, where Y is not hydrogen. The halogen acceptor compound Y is a material capable of being halogenated, preferably a compound having a multiple bond, such as an alkyne, alkene, allene, or carbon monoxide. Another suitable material capable of being halogenated is a cyclopropane. A catalyst effectively transfers halogen from CF3CX?CXCF3 to the halogen acceptor compound. Since Y is not hydrogen, the formation of CF3CX?CHCF3 is greatly reduced or eliminated.Type: GrantFiled: May 19, 2011Date of Patent: September 3, 2013Assignee: Honeywell International Inc.Inventors: Andrew Joseph Poss, David Nalewajek, Haridasan K. Nair, Michael Van Der Puy, Rajiv Ratna Singh
-
Patent number: 8350099Abstract: Disclosed are fluorovinyl ether functionalized aromatic diesters and derivatives thereof. The compounds disclosed have utility as functionalized monomers and comonomers in polyesters, polyamides, and the like. It has been found that incorporation of the monomers into polymers provides improved soil resistance to shaped articles produced from the polymers.Type: GrantFiled: September 1, 2010Date of Patent: January 8, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Neville Everton Drysdale, Surbhi Mahajan, Kenneth Gene Moloy, Fredrik Nederberg, Joel M. Pollino, Joachim C. Ritter
-
Patent number: 8309774Abstract: The invention is directed to a process for preparing 2,2,2,3-tetrafluoropropene (1234yf), comprising: (i) contacting 1,1,2,3-tetrachloropropene (1230xa) with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 2,2,2,3-tetrafluoropropene (1234yf) and a second stream comprising HF, 2-chloro-3,3,3-trifluoro-1-propene (1233xf) and 1,1,1,2,2-pentafluoropropane (245cb); (iii) recycling at least a part of the second stream at least in part back to step (i).Type: GrantFiled: March 9, 2012Date of Patent: November 13, 2012Assignee: Arkema FranceInventors: Anne Pigamo, Dominique Deur-Bert, Laurent Wendlinger
-
Patent number: 8158836Abstract: The invention is directed to a process for preparing 2,3,3,3-tetrafluoropropene (1234yf), comprising: (i) contacting 1,1,2,3-tetrachloropropene (1230xa) with hydrogen fluoride HF in gas phase in the presence of a fluorination catalyst under conditions sufficient to produce a reaction mixture; (ii) separating the reaction mixture into a first stream comprising HCl, 2,3,3,3-tetrafluoropropene (1234yf) and a second stream comprising HF, 2-chloro-3,3,3-trifluoro-1-propene (1233xf) and 1,1,1,2,2-pentafluoropropane (245cb); (iii) recycling at least a part of the second stream at least in part back to step (i).Type: GrantFiled: December 23, 2010Date of Patent: April 17, 2012Assignee: Arkema FranceInventors: Anne Pigamo, Dominique Deur-Bert, Laurent Wendlinger
-
Patent number: 7906693Abstract: A process is disclosed for making CH2?CFCF3. The process involves contacting CH2ClCF2CF3 with H2 in a reaction zone in the presence of a catalyst including a catalytically effective amount of palladium supported on a support selected from chromium oxide, fluorinated chromium oxide, chromium fluoride, aluminum oxide, aluminum fluoride and/or fluorinated alumina, to produce CH2?CFCF3. The mole ratio of H2 to the CH2ClCF2CF3 fed to the reaction zone is between about 1:1 and about 4:1.Type: GrantFiled: October 31, 2007Date of Patent: March 15, 2011Assignee: E.I. du Pont de Nemours and CompanyInventors: Mario Joseph Nappa, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
-
Publication number: 20100185027Abstract: The present invention involves methods for isomerization of 1234zc. Also provided are methods for managing 1,1,3,3-tetrafluoropropene produced as a byproduct in a process for synthesizing trans-1,3,3,3-tetrafluoropropene from 245fa, wherein 1234zc is converted into trans/cis-1234ze with the help of a catalyst in the absence of HF and in an isomerization reactor, or is converted into 1234zc and/or 245fa with the help of a catalyst in the presence of HF in a separate reactor or preferably in the same reactor of 245fa dehydrofluorination.Type: ApplicationFiled: January 13, 2010Publication date: July 22, 2010Applicant: HONEYWELL INTERNATIONAL INC.Inventors: HAIYOU WANG, KONSTANTIN A. POKROVSKI, HSUEH S. TUNG, Michael Van Der Puy
-
Publication number: 20100152503Abstract: A crystalline alpha-chromium oxide where from about 0.05 atom % to about 5 atom % of the chromium atoms in the alpha-chromium oxide lattice are replaced by divalent copper (Cu+2) atoms is disclosed. Also disclosed is a chromium-containing catalyst composition comprising as a chromium-containing component the crystalline copper-substituted alpha-chromium oxide; and methods for preparing a composition comprising the crystalline copper-substituted alpha-chromium oxide. One method involves (a) co-precipitating a solid by adding ammonium hydroxide to an aqueous solution of a soluble copper salt and a soluble trivalent chromium salt that contains at least three moles of nitrate per mole of chromium in the solution and has a copper concentration of from about 0.Type: ApplicationFiled: August 4, 2006Publication date: June 17, 2010Inventors: Velliyur Nott Mallikarjuna Rao, H. David Rosenfeld, Allen Sievert, Shekhar Subramoney
-
Publication number: 20100113322Abstract: An azeotrope-like composition consisting essentially of 1,1,2,3-tetrachloropropene and hydrogen fluoride is provided, as well as methods that involve such an azeotrope-like composition.Type: ApplicationFiled: October 28, 2009Publication date: May 6, 2010Applicant: HONEYWELL INTERNATIONAL INC.Inventors: HSUEH S. TUNG, HANG T. PHAM, RAJIV R. SINGH, DANIEL C. MERKEL, ROBERT JOHNSON
-
Publication number: 20100113323Abstract: An azeotrope-like composition consisting essentially of 1,1,1,2,3-pentachloropropane and hydrogen fluoride is provided, as well as methods that involve such an azeotrope-like composition.Type: ApplicationFiled: October 28, 2009Publication date: May 6, 2010Applicant: HONEYWELL INTERNATIONAL INC.Inventors: HSUEH S. TUNG, HANG T. PHAM, RAJIV R. SINGH, DANIEL C. MERKEL
-
Publication number: 20100022809Abstract: Disclosed is a method for forming HFO-1234ze, and for forming compositions comprising HFO-1234ze, by (a) converting, preferably by dehydrofluorination, pentafluorpropane (HFC-245), preferably 1,1,1,3,3-pentafluorpropane (HFC-245fa), preferably by contact with a caustic solution, to a reaction product comprising cis-HFO-1234ze and trans-HFO-1234ze; and (b) contacting at least a portion, preferably substantially portion, and in certain embodiments substantially all of said reaction product with at least one isomerization catalyst to convert at least a portion, and preferably at least a substantial portion, of cis-HFO-1234ze in said reaction product to trans-HFO-1234ze.Type: ApplicationFiled: May 21, 2008Publication date: January 28, 2010Applicant: HONEYWELL INTERNATIONAL, INC.Inventors: Stephen A. Cottrell, Hsueh S. Tung, Haiyou Wang
-
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
-
Publication number: 20080262277Abstract: Methods and systems for producing halogenated hydrocarbon compounds with an inorganic fluoride (e.g., germanium tetrafluoride (GeF4)) are disclosed herein.Type: ApplicationFiled: September 11, 2007Publication date: October 23, 2008Inventor: Bamidele Omotowa
-
Publication number: 20080262276Abstract: Methods and systems for producing hydrofluorocarbon with an inorganic fluoride (e.g., germanium tetrafluoride (GeF4)) are disclosed herein.Type: ApplicationFiled: September 11, 2007Publication date: October 23, 2008Inventor: Bamidele Omotowa
-
Publication number: 20080194779Abstract: A process is disclosed for the manufacture of CHClF2 which involves contacting CHCl3, HF and pentavalent antimony catalyst in the liquid phase; passing reactor vapor effluent to a reflux column to produce a reflux column vapor effluent of CHClF2 and HCl; passing the reflux column vapor effluent to a condenser to produce a condenser liquid effluent of CHClF2 and a condenser vapor effluent of CHClF2 and HCl; passing the condenser liquid effluent to the reflux column upper end; and recovering CHClF2 from the condenser vapor effluent.Type: ApplicationFiled: October 15, 2004Publication date: August 14, 2008Applicant: E.I. DU PONT DE NEMOURS AND COMPANYInventors: Mark John Christmas, Yiannis Nicolas Dimitratos
-
Patent number: 7348461Abstract: 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: October 31, 2003Date of Patent: March 25, 2008Assignee: Great Lakes Chemical CorporationInventors: Yuichi Iikubo, Stephen Owens, Mitchel Cohn, Stephan M. Brandstadter, Vicki E. Hedrick, Janet K. Boggs, John Qian, Julie Sacarias
-
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
-
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
-
Patent number: 7214839Abstract: A manufacturing process for making hydrofluorocarbons (HFCs), by reacting a hydrochlorocarbon and HF in a liquid phase catalytic reactor using a large mole ratio of HF to hydrochlorocarbon to minimize formation of high boiling by-products and improve HF consumption and hydrofluorocarbon yields.Type: GrantFiled: May 23, 2003Date of Patent: May 8, 2007Assignee: Honeywell International Inc.Inventors: Hsueh Sung Tung, Chad L. Marks, Stephen A. Cottrell
-
Patent number: 7109386Abstract: Process for the preparation of a halogenated olefin by reaction of an alkyne and/or of an allene compound with a hydrogen halide in a liquid medium comprising at least one hydrohalogenation catalyst comprising at least one palladium compound.Type: GrantFiled: March 20, 2002Date of Patent: September 19, 2006Assignee: Solvay (Societe Anonyme)Inventor: Véronique Mathieu
-
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
-
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
-
Patent number: 7038095Abstract: A mixture of fluoroalkyl iodide telomers represented by the formula: Rf(CF2CF2)nI wherein Rf represents a fluoroalkyl group whose number of carbon atoms is in the range of 1 to 10, with the polymerization degree n equal to or more than k that is an integer of 3 or more, is obtained by reacting a fluoroalkyl iodide with tetrafluoroethylene in a first reactor followed by fractionating a first reaction mixture which contains fluoroalkyl iodide telomers of low polymerization degree, as well as by reacting the telomer with n of (k?1) separated from the first reaction mixture with tetrafluoroethylene in the second reactor.Type: GrantFiled: February 5, 2002Date of Patent: May 2, 2006Assignee: Daikin Industries, Ltd.Inventors: Yukio Homoto, Kunitada Tanaka
-
Patent number: 7012165Abstract: The subject invention provides methods of fluorinating an aromatic or chloroaromatic compound comprising combining an aromatic compound, a chloroaromatic compound, a mixture of aromatic compounds, a mixture of chloroaromatic compounds, or a mixture of chloroaromatic and aromatic compounds and a fluorinating composition comprising at least one active fluorinating agent selected from the group consisting of CuF2, AgF, HgF2, TeF4, MnF4, FeF3, and CoF2-4 and at least one support selected from the group consisting of activated carbon, ZnF2, CaF2, MgF2, AlF3, and combinations of activated carbon, ZnF2, CaF2, MgF2, or AlF3.Type: GrantFiled: October 31, 2003Date of Patent: March 14, 2006Assignee: University of FloridaInventors: William R. Dolbier, Jr., Buvaneswari Gopal
-
Publication number: 20040236160Abstract: A manufacturing process for making hydrofluorocarbons (HFCs), by reacting a hydrochlorocarbon and HF in a liquid phase catalytic reactor using a large mole ratio of HF to hydrochlorocarbon to minimize formation of high boiling by-products and improve HF consumption and hydrofluorocarbon yields.Type: ApplicationFiled: May 23, 2003Publication date: November 25, 2004Applicant: Honeywell International Inc.Inventors: Hsueh Sung Tung, Chad L. Marks, Stephen A. Cottrell
-
Publication number: 20040162451Abstract: 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: ApplicationFiled: February 11, 2004Publication date: August 19, 2004Applicant: Daikin Industries, Ltd.Inventors: Tatsuo Nakada, Seiji Takubo, Toshikazu Yoshimura, Takashi Shibanuma
-
Publication number: 20040092781Abstract: The present invention relates to a process for preparing polyhaloalkanes and to their use for preparing intermediates for agrochemicals and pharmaceuticals.Type: ApplicationFiled: November 7, 2003Publication date: May 13, 2004Inventors: Albrecht Marhold, Axel Pleschke
-
Patent number: 6706935Abstract: A method is disclosed for increasing in a composition the mole fraction of a compound selected from the group CF3CHCl2, CF3CHF2 and CF3CHClF relative to the total mole fraction of the other two compounds of the group. The method comprises (a) providing a gaseous composition comprising at least one compound of said group provided that (i) if the selected compound is either CF3CHCl2 or CF3CHF2, said gaseous composition comprises CF3CHFCl and the mole fraction of the selected compound relative to the other two compounds in said gaseous composition is less than its equilibrium amount at 50° C., and (ii) if the selected compound is CF3CHFCl, said gaseous composition comprises both CF3CHCl2 and CF3CHF2 and the mole fraction of the selected compound relative to the other two compounds in said gaseous composition is less than its equilibrium amount at 500° C.Type: GrantFiled: February 6, 2003Date of Patent: March 16, 2004Assignee: E. I. du Pont de Nemours and CompanyInventors: Leo Ernest Manzer, Frank Julian Weigert
-
Publication number: 20040024270Abstract: 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: ApplicationFiled: May 13, 2003Publication date: February 5, 2004Inventors: Clive Robert Giddis, Paul Hendry Stewart
-
Publication number: 20030139634Abstract: A method is disclosed for increasing in a composition the mole fraction of a compound selected from the group CF3CHCl2, CF3CHF2 and CF3CHClF relative to the total mole fraction of the other two compounds of the group. The method comprises (a) providing a gaseous composition comprising at least one compound of said group provided that (i) if the selected compound is either CF3CHCl2 or CF3CHF2, said gaseous composition comprises CF3CHFCl and the mole fraction of the selected compound relative to the other two compounds in said gaseous composition is less than its equilibrium amount at 50° C., and (ii) if the selected compound is CF3CHFCl, said gaseous composition comprises both CF3CHCl2 and CF3CHF2 and the mole fraction of the selected compound relative to the other two compounds in said gaseous composition is less than its equilibrium amount at 500° C.Type: ApplicationFiled: February 6, 2003Publication date: July 24, 2003Inventors: Leo Ernest Manzer, Frank Julian Weigert
-
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
-
Publication number: 20020183568Abstract: 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.Type: ApplicationFiled: January 14, 2002Publication date: December 5, 2002Inventors: Hiromoto Ohno, Kazunari Kaga, Toshio Ohi
-
Publication number: 20020173681Abstract: 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: ApplicationFiled: March 4, 2002Publication date: November 21, 2002Inventors: Max Braun, Stefan Palsherm
-
Patent number: 6479717Abstract: A gaseous process for eliminating chlorine atoms from a chlorofluorocarbon (CFC) of formula CnFxCly, wherein n is an integer from 1 to 3 and x+y=2n+2, wherein said compound is reacted with an hydrofluorocarbon of formula Cn′Fx′Hy′, wherein n′, x′, y′ are as above defined, in the presence of a fluorination catalyst in solid phase at temperatures in the range 200° C.-400° C.Type: GrantFiled: July 17, 2000Date of Patent: November 12, 2002Assignee: Ausimont S.p.A.Inventors: Paolo Cuzzato, Sergio Peron
-
Patent number: 6437200Abstract: A gaseous process for obtaining pentafluoroethane by dismutation of chlorotetrafluoroethane in the presence of a supported catalyst, said catalyst being formed of a mixture of trivalent chromium oxide with at least an alkaline-earth metal oxide selected from Mg, Ca, Sr and Ba.Type: GrantFiled: May 11, 2000Date of Patent: August 20, 2002Assignee: Ausimont S.p.AInventor: Paolo Cuzzato
-
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
-
Patent number: 6323379Abstract: A process for obtaining pentafluoroethane HFC 125 by dismutation of gaseous tetrafluorochloroethane HCFC 124, at temperatures in the range 200°-300° C., on a trivalent chromium oxide (Cr2O3) catalyst, supported on aluminum fluoride, by feeding HF in such amount that the HCFC 124/HF molar ratio is in the range 10/1-1/1.Type: GrantFiled: May 11, 2000Date of Patent: November 27, 2001Assignee: Ausimont S.p.A.Inventors: Paolo Cuzzato, Letanzio Bragante, Francesco Rinaldi
-
Patent number: 6300529Abstract: Process for preparing HCFC-123 with a content of olefins lower than 10 ppm and very small amounts of HCFC-123a and 123b by dismutation of HCFC-124 in gaseous phase by contact with a catalyst which essentially consists of three valence chromium oxide supported on aluminum fluoride, at temperatures in the range 150°-260° C., and with contact times between 5-25 sec.Type: GrantFiled: May 26, 1998Date of Patent: October 9, 2001Assignee: Ausimont S.p.A.Inventors: Paolo Cuzzato, Francesco Rinaldi, Letanzio Bragante
-
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
-
Patent number: 6235951Abstract: The present invention relates to a method for producing 1,1,1,3,3-pentafluoropropane. This method includes the steps of (a) adding hydrogen fluoride to 1-chloro-3,3,3-trifluoropropene in the presence of an addition catalyst to obtain 1,1,1,3-tetrafluoro-3-chloropropane; and (b) disproportionating the 1,1,1,3-tetrafluoro-3-chloropropane into the 1,1,1,3,3-pentafluoropropane and 1,1,1-trifluoro-3,3-dichloropropane, in the presence of a disproportionation catalyst. This method is a useful method for producing 1,1,1,3,3-pentafluoropropane in an industrial scale, because its steps (a) and (b) are respectively superior in selectivity and yield. According to the invention, 1-chloro-3,3,3-trifluoropropene may be produced by a method including a step of reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in a gas phase in the presence of a fluorination catalyst. This method is useful, because yield of 1-chloro-3,3,3-trifluoropropene is high.Type: GrantFiled: November 20, 1996Date of Patent: May 22, 2001Assignee: Central Glass Company, LimitedInventors: Fuyuhiko Sakyu, Satoshi Yoshikawa, Yasuo Hibino, Yoshihiko Gotoh, Ryouichi Tamai
-
Patent number: 6204418Abstract: A process is provided for the chlorination of aliphatic hydrocarbons containing 1 to 4 carbon atoms using hydrogen chloride as the source of chlorine. The process comprises reaction steps operated in tandem in separate zones. First, an unsaturated aliphatic fluorocarbon is oxychlorinated to give the corresponding saturated perchlorofluorocarbon and water, and second, the saturated perchlorofluorocarbon is reacted in the vapor phase with a hydrocarbon to produce the desired chlorinated hydrocarbon, hydrogen chloride and the unsaturated aliphatic fluorocarbon, third, hydrogen chloride and unsaturated aliphatic fluorocarbon are separated from the chlorinated hydrocarbon and recycled to the first step, and fourth, the chlorinated hydrocarbon is further purified by subjecting it to addition chlorination to convert traces of unsaturated aliphatic fluorocarbon to the corresponding saturated perchlorofluorocarbon, which is separated and recycled to the second step.Type: GrantFiled: July 27, 1999Date of Patent: March 20, 2001Inventor: John E. Stauffer
-
Patent number: 6028026Abstract: This invention provides a crystalline chromium fluoride having a cubic crystal structure (i.e., chromium trifluoride having an X-ray diffraction powder pattern as shown in Table I); and a catalytic composition comprising cubic chromium trifluoride. This invention also provides a process for changing the fluorine content of halogenated hydrocarbons containing from one to six carbon atoms, in the presence of a chromium-containing catalyst. The process is characterized by the chromium-containing catalyst comprising cubic chromium trifluoride.Type: GrantFiled: August 20, 1998Date of Patent: February 22, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: V. N. Mallikarjuna Rao, Munirpallam A. Subramanian
-
Patent number: 5847242Abstract: 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, which is characterized by preparing certain single phase solid catalyst precursors containing two metal components (e.g., a divalent component of Mn, Co, Zn, Mg and/or Cd and a trivalent component of Al, Ga, Cr and/or V) which have structures that collapse at about 600.degree. C. or less; and producing said catalyst by heating the precursor to produce a multiphase composition wherein a phase containing one of the metal components is homogeneously dispersed with a phase containing the other metal component, and at least when the precursor contains no fluoride, contacting said multiphase composition with a vaporizable fluorine-containing fluorination compound at a temperature of from about 200.degree. C. to 450.degree. C. Also disclosed are single phase fluoride compositions having the formula MM'F.sub.5 (H.sub.2 O).sub.Type: GrantFiled: November 21, 1996Date of Patent: December 8, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Velliyur Nott Mallikarjuna Rao, Munirpallam A. Subramanian
-
Patent number: 5841006Abstract: Process for preparing pentafluoroethane (125) containing amounts of 115 lower than 0.02% by weight wherein pentafluoroethane is obtained by a dismutation process of tetrafluorochloroethane CF.sub.3 CHClF (HCFC-124) in gaseous phase in the presence of a chrome oxide catalyst (CR.sub.2 O.sub.3) supported on a AlF.sub.3 support, wherein one operates at temperatures from 140.degree.-180.degree. C. for contact times comprised between 15-30 seconds, from >180.degree. C. to 240.degree. C. for contact times between 5 to 15 seconds, from >240.degree. C. to 260.degree. C. for contact times between 1 to 5 seconds, from >260.degree. to 300.degree. C. for contact times between 0.1 to 1 second.Type: GrantFiled: November 26, 1996Date of Patent: November 24, 1998Assignee: Ausimont S.p.A.Inventor: Paolo Cuzzato
-
Patent number: 5672785Abstract: A process for producing 1,1-dichloro-1,2,2,2-tetrafluoroethane, which comprises isomerizing 1,1,2-trichloro-1,2,2-trifluoroethane to form 1,1,1-trichloro-2,2,2-trifluoroethane, followed by fluorination with hydrofluoric acid.Type: GrantFiled: February 17, 1995Date of Patent: September 30, 1997Assignee: Asahi Glass Company Ltd.Inventors: Shinsuke Morikawa, Shunichi Samejima, Masaru Yoshitake, Shin Tatematsu
-
Patent number: 5600037Abstract: 1,1,2-trifluoro-1,2-dichloroethane (Al23a) is isomerized to 1,1,1-tri-fluoro-2,2-dichloroethane (Al23) by contacting it with AlF.sub.3 at temperatures ranging from 180.degree. to 400.degree. C. Advantageously, it is operated with mixtures of Al23a with Al23 and/or other chlorofluorocarbons coming from the preparation of Al23 by hydrofluorination of perchloroethylene.Type: GrantFiled: June 7, 1995Date of Patent: February 4, 1997Assignee: Ausimont S.p.A.Inventors: Paolo Cuzzato, Letanzio Bragante, Antonio Masiero
-
Patent number: 5414167Abstract: The 1,1,2-trifluoro-1,2-dichloroethane content is reduced or removed from 1,1,1-trifluoro-2,2-dichloroethane by contacting a gaseous mixture comprising said compounds with chrome oxide (Cr.sub.2 O.sub.3) either as such or supported, at temperatures from 180.degree. to 400.degree. C.Type: GrantFiled: April 28, 1994Date of Patent: May 9, 1995Assignee: Ausimont S.p.A.Inventors: Letanzio Bragante, Paolo Cuzzato, Antonio Masiero
-
Patent number: 5406009Abstract: Gas phase and liquid phase processes are disclosed which use interconversion of CF.sub.3 CHFCl and CF.sub.2 HCF.sub.2 Cl in contact with catalyst consisting essentially of halided aluminum oxide and/or aluminum halide at elevated temperatures to increase the mole ratio of one of said compounds in a composition relative to the other. Also disclosed is use of said interconversion along with hydrogenolysis in processes for producing mixtures of CF.sub.3 CH.sub.2 F and CF.sub.2 HCF.sub.2 H from certain compositions comprising CF.sub.2 HCF.sub.2 Cl such that the mole ratio of CF.sub.3 CH.sub.2 F to CF.sub.2 HCF.sub.2 H in the product mixtures produced from said compositions may be increased or decreased.Type: GrantFiled: February 28, 1991Date of Patent: April 11, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: William H. Manogue, V. N. Mallikarjuna Rao, Frank J. Weigert
-
Patent number: 5345014Abstract: Pentafluoroethane (HFC 125) is selectively prepared by dismutation of tetrafluorochloroethane (HCFC 124) effected by contacting the latter, in the gas phase, with a Cr.sub.2 O.sub.3 catalyst at temperatures ranging from 150.degree. to 330.degree. C. Along with HFC 125, also HCFC 123 substantially free from isomers 123a and 123b is obtained.Type: GrantFiled: May 11, 1993Date of Patent: September 6, 1994Assignee: Ausimont S.p.A.Inventor: Paolo Cuzzato