Acyclic Patents (Class 570/134)
  • Publication number: 20040158109
    Abstract: Octafluoropropane is produced by a process including 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: Application
    Filed: February 4, 2004
    Publication date: August 12, 2004
    Applicant: SHOWA DENKO K.K.
    Inventors: Hiromoto Ohno, Toshio Ohi
  • Patent number: 6755942
    Abstract: The invention relates to azeotropic compositions of halogenated propanes with HF.
    Type: Grant
    Filed: August 14, 2000
    Date of Patent: June 29, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ralph Thomas Baker, Ralph Newton Miller, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 6720465
    Abstract: A process for preparing purified, saturated, partially fluorinated or perfluorinated hydrocarbon compounds from crude products which are contaminated with impurity compounds which absorb light at a wavelength of &lgr;>200 nm by irradiating the crude product with UV radiation of a wavelength of &lgr;>200 nm and thereafter recovering highly pure, partially fluorinated or perfluorinated hydrocarbon compounds from the irradiated reaction product, for example, by simple vacuum distillation.
    Type: Grant
    Filed: March 4, 2002
    Date of Patent: April 13, 2004
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Carsten Brosch, Heinz Gress
  • Patent number: 6710214
    Abstract: The present invention is to provide a method for producing a highly branched perfluoroolefin conveniently in a high yield, a novel highly branched perfluoroolefin, a method for producing a super-stable perfluoroalkyl radical and a novel super-stable perfluoroalkyl radical. The present invention is a production method of a perfluoroolefin which comprises reacting a hexafluoropropene trimer with a trialkylperfluoroalkylsilane in an aprotic polar solvent using a fluoride ion as a catalyst.
    Type: Grant
    Filed: November 12, 2002
    Date of Patent: March 23, 2004
    Assignees: National Institute of Advanced Industrial Science and Technology, Daikin Industries, Ltd.
    Inventors: Taizo Ono, Masakazu Nishida, Masaharu Okazaki, Kazumi Toriyama, Tetsuo Shimizu
  • Patent number: 6689923
    Abstract: The present invention provides a perfluoroolefin-hydrocarbon hybrid compound represented by the following general formula (1): [(CF3)2CX][(CF3)2CY]C═C(CF3)Z   (1) wherein X, Y and Z may be the same or different, and independently represent F or R, excepting that all of X, Y and Z are F, wherein R represents straight chain or branched alkyl and aryl groups having from 1 to 15 carbon atoms. The present invention also provides a method of producing the above compound, and a method of producing a perfluoroalkyl radical by using the above compound as a starting material.
    Type: Grant
    Filed: February 26, 2003
    Date of Patent: February 10, 2004
    Assignee: National Institute of Advanced Industrial Science and Technology
    Inventors: Masakazu Nishida, Taizo Ono
  • Patent number: 6677493
    Abstract: A process is disclosed for the separation of a mixture of HF and CF3CClFCF3. The process involves placing the mixture in a separation zone at a temperature of from about −30° C. to about 100° C. and at a pressure sufficient to maintain the mixture in the liquid phase, whereby an organic-enriched phase comprising less than 50 mole percent HF is formed as the bottom layer and an HF-enriched phase comprising more than 90 mole percent HF is formed as the top layer. The organic-enriched phase can be withdrawn from the bottom of the separation zone and subjected to distillation in a distillation column to recover essentially pure CF3CClFCF3. The distillate comprising HF and CF3CClFCF3 can be removed from the top of the distillation column while essentially pure CF3CClFCF3 can be recovered from the bottom of the distillation column. The HF-enriched phase can be withdrawn from the top of the separation zone and subjected to distillation in a distillation column.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: January 13, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ralph Newton Miller, V. N. Mallikarjuna Rao, Steven H. Swearingen
  • Patent number: 6673264
    Abstract: 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: Grant
    Filed: June 3, 2002
    Date of Patent: January 6, 2004
    Assignee: Honeywell International Inc.
    Inventors: Hang T. Pham, Rajiv R. Singh, Hsueh S. Tung
  • Publication number: 20030216594
    Abstract: According to the invention there is proposed a process for the preparation of 4,4,4-trifluoro-3-methylamino-crotonic acid esters by dehydrating trifluoroacetoacetic acid esters and methylamine in the presence of an inert reaction medium and of a C1-C4carboxylic acid, in which process the reaction is carried out at a temperature of from 75 to 100° C. without isolation of intermediates and the water that forms during the reaction is removed continuously from the reaction medium.
    Type: Application
    Filed: March 23, 2001
    Publication date: November 20, 2003
    Inventors: Reinhard Georg Hanreich, Herng-Tay Wu, Michael Allen Oliver, Dean Kent Hoglen
  • Patent number: 6586488
    Abstract: Azeotrope-like compositions of 1,1,1,3,3-pentafluoropropane and at least one hydrocarbon selected from the group n-pentane, iso-pentane, cyclopentane, n-hexane and iso-hexane are provided. The compositions of the invention are useful in the preparation of polyurethane and polyisocyanurate foams.
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: July 1, 2003
    Assignee: AlliedSignal Inc.
    Inventor: Ian Robert Shankland
  • Patent number: 6555086
    Abstract: 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: Grant
    Filed: October 7, 1999
    Date of Patent: April 29, 2003
    Assignee: Ineos Fluor Holdings Limited
    Inventors: Paul Nicholas Ewing, Charles John Shields, Robert Elliott Low
  • Patent number: 6540933
    Abstract: A process for the manufacture of CF3CF═CF2 is disclosed. The process involves contacting 2,3-dichloro-1,1,1,2,3,3-hexafluoropropane with at least 0.1 mole of hydrogen in a reaction vessel of titanium, nickel or iron or their alloys, which is either empty or packed with particles or formed shapes of titanium, nickel or iron or their alloys, at a temperature within the range of from about 350° C. to about 600° C. and for a time sufficient to produce hexafluoropropene. Also disclosed are compositions which comprise hydrogen fluoride in combination with an effective amount of CClF2CClFCF3 to form an azeotrope or azeotrope-like composition with hydrogen fluoride. The compositions contain from about 8.7 to 33.6 mole percent CClF2CClFCF3.
    Type: Grant
    Filed: November 27, 2000
    Date of Patent: April 1, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Allen Capron Sievert, V. N. Mallikarjuna Rao
  • Patent number: 6506950
    Abstract: The compounds CF3CHFCHFCF2CF3, CF3CH2CHFCF2CF3, CF3CHFCH2CF2CF3, CF3CHFCHFCF2CF2CF3, CF3CH2CHFCF2CF2CF3, CF3CHFCH2CF2CF2CF3, CF3CF2CH2CHFCF2CF3, CF3CF2CHFCHFCF2CF2CF3, CF3CHFCHFCF2CF2CF2CF3, CF3CHFCH2CF2CF2CF2CF3, CF3CH2CHFCF2CF2CF2CF3, CF3CF2CHFCH2CF2CF2CF3, and CF3CF2CH2CHFCF2CF2CF3; and compositions thereof. Catalytic processes using Group VIII metals are disclosed for reacting selected olefinic starting materials with hydrogen to produce as the major products dihydropolyfluoroalkanes or trihydropolyfluoroalkanes wherein the hydrogens are positioned on two adjacent carbon atoms; as are processes using iodine and/or hydrogen iodide in the reduction of selected olefinic starting materials to dihydropolyfluoroalkanes or trihydropolyfluoroalkanes.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: January 14, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Carl George Krespan
  • Patent number: 6500994
    Abstract: A process for purification of 1,1,1,3,3-pentafluorobutane (HFC-365mfc) containing a decreased amount of hydrogen chloride, hydrogen fluoride and/or unsaturated impurities. To this end crude 1,1,1,3,3-pentafluorobutane is treated in the liquid phase with a solid, inorganic sorption agent and/or with diatomic molecules which and to C—C multiple bonds. The product to be purified is preferably treated with elemental fluorine. The contents of hydrogen chloride and hydrogen can each be decreased to below 1 ppm. The content of unsaturated (chlorine)-fluorine-compounds can be decreased to below 20 ppm, and the content of unsaturated C2 compounds can be decreased to below 10 ppm. It has also been discovered that fluorotrichloroethylene can be used as a control substance to monitor the purification of 1,1,1,3,3-pentafluorobutane.
    Type: Grant
    Filed: June 8, 2001
    Date of Patent: December 31, 2002
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Carsten Brosch, Heinz Gress, Matthias Rieland
  • Patent number: 6489523
    Abstract: 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: Grant
    Filed: January 14, 2002
    Date of Patent: December 3, 2002
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Kazunari Kaga, Toshio Ohi
  • Patent number: 6489367
    Abstract: The invention concerns semi-fluorinated alkanes of the general formulae RFRH or RFRHRF, RF being a linear or branched perfluoroalkyl group and RH being a linear or branched saturated (hydrocarbon)-alkyl group.
    Type: Grant
    Filed: May 15, 2001
    Date of Patent: December 3, 2002
    Inventor: Hasso Meinert
  • Patent number: 6486212
    Abstract: The invention concerns semi-fluorinated alkanes of the general formulae RFRH or RFRHRF, RF being a linear or branched perfluoroalkyl group and RH being a linear or branched saturated (hydrocarbon)-alkyl group.
    Type: Grant
    Filed: May 15, 2001
    Date of Patent: November 26, 2002
    Inventor: Hasso Meinert
  • Patent number: 6451867
    Abstract: The invention relates to mixtures of 1,1,1,3,3-pentafluoropropane and 1,1,1,3,3-pentafluorobutane. The blends are useful as blowing agents for polymer foam, solvents, aerosol propellants and heat transfer media.
    Type: Grant
    Filed: March 21, 2001
    Date of Patent: September 17, 2002
    Assignee: Honeywell International Inc.
    Inventors: Mary Charlotte Bogdan, David John Williams, Leslie Bruce Bement, Ronald Riegal
  • Patent number: 6436368
    Abstract: Described is a process for preparing beclomethsaone dipropionate Freon® clathrate comprising the use of an agent which selectively binds methanol to selectively remove methanol from a mixture of methanol and Freon® 11 containing beclomethasone dipropionate.
    Type: Grant
    Filed: October 17, 2000
    Date of Patent: August 20, 2002
    Assignee: Schering Corporation
    Inventors: George M. Love, Stanley Rosenhouse
  • Patent number: 6403846
    Abstract: A composition containing less than 95 mol % of a trihydrofluorinated saturated hydrocarbon represented by the following formula (I) Rf1—R1—Rf2  (I) (wherein R1 represents a carbon chain in which CHF and CH2 are bound, and Rf1 and Rf2 are bound to each other to form a ring by a perfluoroalkylene chain of 2 to 4 carbon atoms) and the balance of a tetrahydrofluorinated saturated hydrocarbon having the same carbon number and the same carbon structure as the trihydrofluorinated saturated hydrocarbon, as represented by the following formula (II) Rf1—R2—Rf2  (II) (wherein R2 represents a carbon chain in which CH2 and CH3 are bound, and Rf1 and Rf2 are as defined above) is provided as a composition containing, in a high proportion, trihydrofluorocarbon, a hydrofluorocarbon (HFC) known to have a small global heating coefficient, which has less influence on the global environment, shows less toxicity to animals, and is chemically stable.
    Type: Grant
    Filed: February 3, 2000
    Date of Patent: June 11, 2002
    Assignees: Japan as Represented by Director General of Agency of Industrial Science and Technology, Nippon Zeon Co., Ltd.
    Inventors: Akira Sekiya, Toshirou Yamada, Takashi Uruma, Tatsuya Sugimoto
  • Patent number: 6383454
    Abstract: A process for fluorinating a hydrocarbon substrate is by mixing it with an inert diluent and mixing the diluted substrate with a gaseous fluorinating reagent to form a foam reaction mixture. The fluorinating reagent reacts with the substrate in the form to foam product. The foam is separated into a liquid component which contains product and a gas component. Product is withdrawn from the liquid component which is then returned to the diluting step. Fluorinating reagent is fed into the gas component which is then recirculated to the mixing step. An installation for fluorinating a hydrocarbon substrate includes, in sequence as a circuit, a dilution stage, a mixing stage, a reaction stage and a separation stage. Liquid returning means feeds liquid from the separation stage to the dilution stage, and gas recirculation means feeds gas from the separation stage to the mixing stage.
    Type: Grant
    Filed: July 13, 2001
    Date of Patent: May 7, 2002
    Assignee: South Africa Nuclear Energy Corporation Ltd.
    Inventors: Driekus Van Der Westhuizen, Petrus Johannes Venter
  • Patent number: 6362379
    Abstract: A method is provided for preparation of chlorofluoroethers ClCF2CFClOR8f and Cl2CFCFClOR8f by direct fluorination of Cl2CHCH2OR8 and Cl3CCH2OR8, respectively, wherein R8 is a C1-C20 alkyl-or acyl-containing group optionally up to 5 ether oxygen atoms and optionally substituted by functional groups and R81, is the corresponding perfluoroalkyl or perfluoracyl-containing group.
    Type: Grant
    Filed: May 1, 2001
    Date of Patent: March 26, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: George G. I. Moore, Fred B. McCormick, Mita Chattoraj, Elisa M. Cross, Junkang Jacob Liu, Ralph R. Roberts, Jay F. Schulz
  • Patent number: 6350926
    Abstract: The present invention provides the novel chlorofluorohydrocarbon 1,1-difluoro-1,4-dichlorobutane, and a process for its preparation comprising reacting 1,1,1,4-tetrachlorobutane or 1,1,4-trichlorobut-1-ene with hydrogen fluoride in the liquid or vapour phase. The product has useful solvent properties and is also useful in synthetic chemistry for the introduction of fluorocarbon functionality.
    Type: Grant
    Filed: December 14, 1999
    Date of Patent: February 26, 2002
    Assignee: Syngenta Limited
    Inventor: Alfred Glyn Williams
  • Publication number: 20020022751
    Abstract: 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: Application
    Filed: May 11, 2000
    Publication date: February 21, 2002
    Inventor: Paolo Cuzzato
  • Publication number: 20020007099
    Abstract: 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: Application
    Filed: November 30, 1998
    Publication date: January 17, 2002
    Inventors: CHARLES-MARIE ANCIAUX, VINCENT WILMET, DOMINIQUE LECROC
  • Patent number: 6329529
    Abstract: Disclosed are a fluorinating agent represented by the general formula (1): wherein R1 to R4 are a substituted or unsubstituted, saturated or unsaturated alkyl group or a substituted or unsubstituted aryl group, and can be the same or different; R1 and R2 or R3 and R4 can bond to form a ring including a nitrogen atom or a nitrogen atom and other hetero atoms; or R1 and R3 can bond to form a ring including a nitrogen atom or a nitrogen atom and other hetero atoms, for example: a preparation process of the fluorinating agent and a process for preparing fluorine compounds by reacting various compounds with the fluorinating agent. The invention has also disclosed that the fluorinating agent is very effective for fluorinating oxygen containing functional compounds.
    Type: Grant
    Filed: July 31, 1998
    Date of Patent: December 11, 2001
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hiroshi Sonoda, Kazunari Okada, Akira Takahashi, Kouki Fukumura, Hidetoshi Hayashi, Teruyuki Nagata, Yasuhiro Takano
  • Patent number: 6291727
    Abstract: The instant invention relates to azeotropic or azeotrope-like compositions of hydrofluoric acid with at least one of 1,1-dichloroethane, 1-chloro-1-fluoroethane and 1,1 -difluoroethane. The invention also relates to manufacturing processes for separating hydrofluoric acid from a mixture comprising hydrofluoric acid and one or more of the 1,1 -dihaloethane.
    Type: Grant
    Filed: February 17, 1998
    Date of Patent: September 18, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Maria U. D. Beug-Deeb, Barry Asher Mahler, Ralph Newton Miller
  • Patent number: 6288291
    Abstract: A process for fluorinating a hydrocarbon substrate by mixing it with an inert diluent and mixing the diluted substrate with a gaseous fluorinating reagent to form a foam reaction mixture. The fluorinating reagent reacts with the substrate in the form to foam product. The foam is separated into a liquid component which contains product and a gas component. Product is withdrawn from the liquid component which is then returned to the diluting step. Fluorinating reagent is fed into the gas component which is then recirculated to the mixing step.
    Type: Grant
    Filed: May 18, 2000
    Date of Patent: September 11, 2001
    Assignee: South Africa Nuclear Energy
    Inventors: Driekus Van Der Westhuizen, Petrus Johannes Venter
  • Patent number: 6274779
    Abstract: A 1,1,1,3,3,3-hexafluoropropane product of greater than about 99.9 weight percent purity containing less than about 100 parts per million unsaturated fluorocarbons and a method for its purification from a distillation mixture of 1,1,1,3,3,3-hexafluoropropane with at least one unsaturated fluorocarbon which method includes the steps of: a) reacting the mixture with chlorine to saturate the unsaturated fluorocarbons, b) washing the reacted mixture with an aqueous solution to remove residual hydrochloric acid and chlorine, c) removing the aqueous solution, and d) distilling the reacted mixture to obtain a 1,1,1,3,3,3-hexafluoropropane product of greater than about 99.9 weight percent purity containing less than about 100 parts per million unsaturated fluorocarbons.
    Type: Grant
    Filed: February 28, 2000
    Date of Patent: August 14, 2001
    Inventors: Daniel Christopher Merkel, Addison Miles Smith, Kim Marie Fleming
  • Patent number: 6262126
    Abstract: The invention concerns semi-fluorinated alkanes of the general formulae RFRH and RFRHRF, RF being a linear or branched perfluoroalkyl group and RH being a linear or branched saturated (hydrocarbon)-alkyl group.
    Type: Grant
    Filed: September 30, 1998
    Date of Patent: July 17, 2001
    Inventor: Hasso Meinert
  • Patent number: 6255543
    Abstract: Selected novel partially fluorinated &agr;,&ohgr;-dienes can be free radically (co)polymerized to form polymers in which cyclic structures are present. The polymers are useful for films, coatings and molded parts.
    Type: Grant
    Filed: December 5, 2000
    Date of Patent: July 3, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Zhen-Yu Yang
  • Publication number: 20010003786
    Abstract: The invention relates to the synthesis of difluoromethane by gas-phase catalytic fluorination of methylene chloride.
    Type: Application
    Filed: January 18, 2001
    Publication date: June 14, 2001
    Applicant: ELF ATOCHEM S.A.
    Inventors: Benoit Requieme, Sylvain Perdrieux, Bernard Cheminal, Eric Lacroix, Andre Lantz
  • Patent number: 6229058
    Abstract: The instant invention relates to producing fluorinated propanes and pentanes. More particularly it relates to producing perhalofluoropropanes and pentanes by reacting dihalodifluoromethanes with polyfluoroethylenes, notably tetrafluoroethylene (TFE) and chlorotrifluoroethylene (CTFE) while in the presence of an aluminum chlorofluoride catalyst.
    Type: Grant
    Filed: August 28, 1997
    Date of Patent: May 8, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Allen Capron Sievert, Mario Joseph Nappa
  • Patent number: 6207869
    Abstract: The instant invention relates to producing perhalofluorobutanes and perhalofluorohexanes, more particularly it relates to their production by utilizing tetrafluoroethylene (hereinafter referred to as “TFE”) and chlorotrifluoro-ethylene (hereinafter referred to as “CTFE”) with selected perhalofluoroethanes containing 2 to 4 nonfluorine halogen and 2 to 4 fluorine substituents in the presence of a polyvalent metal halide such as an aluminum chloride or chlorofluoride as catalyst.
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: March 27, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mario Joseph Nappa, Allen Capron Sievert
  • Patent number: 6194621
    Abstract: A process for the production of difluoromethane which comprises contacting bis(fluoromethyl)ether in the liquid phase with boron trifluoride under conditions such that the molar ratio of boron trifluoride to bis(fluoromethyl) ether is at least 0.5:1.
    Type: Grant
    Filed: June 11, 1996
    Date of Patent: February 27, 2001
    Assignee: Imperial Chemical Industries, PLC
    Inventors: Paul David Bernard Bujac, Jane Lesley Butcher
  • Patent number: 6194619
    Abstract: A catalyic process is disclosed for producing fluorine-substituted hydrocarbon products of the formulae RCH2CF2R and RFC═CHR at an elevated temperature, from compounds of the formula RCHFCHFR, where each R is independently selected from the group consisting of —CF3, —CF2CF3 and —CF2CF2CF3 or where both R groups of a formula together are —(CF2)2—, —(CF2)3— or —(CF2)4—. Suitable catalysts include carbon catalysts and catalysts containing at least one compound of a selected metal (e.g., Na, K, Rb, Cs, Y, La, Ce, Pr, Nd, Sm, Cr, Fe, Co, Rh, Ni, Cu, and/or Zn) supported on carbon. The saturated gem-dihydro- products may also be produced by hydrofluorinating the corresponding olefinic product over such catalysts at an elevated temperature, and can be combined with various other miscible solvents to form compositions useful for cleaning.
    Type: Grant
    Filed: September 10, 1993
    Date of Patent: February 27, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: V. N. Mallikarjuna Rao, Frank Julian Weigert, Carl G. Krespan
  • Patent number: 6191326
    Abstract: This invention provides a process for preparing 1,1,1,2,3,3,3-heptafluoropropane, which comprises reacting 2-trifluoromethyl-3,3,3-trifluoropropionic acid with fluorine gas. The process according to this invention produces 1,1,1,2,3,3,3-heptafluoropropane with high selectivity and is an industrially efficient and economical method.
    Type: Grant
    Filed: September 3, 1999
    Date of Patent: February 20, 2001
    Assignee: Daikin Industries, Inc.
    Inventors: Tatsuya Otsuka, Hirokazu Aoyama
  • Patent number: 6150565
    Abstract: A process is disclosed for making diiodofluorinated compounds of the formula ICF.sub.2 (A).sub.n I wherein n is an integer of at least 1 and each A is CXYCQZ wherein each X, Y, Q, and Z are each independently selected from the group consisting of H, F, Cl, R.sub.F and OR.sub.F, and R.sub.F is a perfluoroalkyl group or perfluorinated polyether group wherein one or more of the fluorines is optionally replaced by a substituent selected from the group consisting of chlorine, bromine, iodine, hydrogen, sulfonyl fluoride, nitrile, ester, acyl chloride and acyl fluoride. The process involves reacting an olefin of the formula CXY.dbd.CQZ with CF.sub.2 I.sub.2 at a temperature in the range of from about 120.degree. C. to 240.degree. C.Diiodofluorinated compounds of the formula ICF.sub.2 CH.sub.2 CHR.sub.F I are also disclosed.
    Type: Grant
    Filed: September 8, 1998
    Date of Patent: November 21, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Zhen-Yu Yang
  • Patent number: 6127587
    Abstract: The present invention provides a process for the preparation of 1,1-difluoro-1,4-dichlorobutane by reacting 1,1,1,4-tetrachlorobutane or 1,1,4-trichlorobut-1-ene with hydrogen fluoride in the vapor phase.
    Type: Grant
    Filed: September 10, 1999
    Date of Patent: October 3, 2000
    Assignee: Zeneca Limited
    Inventor: Alfred Glyn Williams
  • Patent number: 6121212
    Abstract: The present invention concerns a lubricant for improving the gliding properties of skis and its application to skiing. The lubricant possesses an elevated molecular weight but has a very low melting point. Furthermore, the lubricant does not crystallize easily and thus remains oily or waxy also at low temperatures. The lubricant is constituted of four perfluorinated chains attached to a hydrogenated core in a symmetrical arrangement in such a manner that a tetra-substituted derivative or tetrakis derivative is formed according to the following formula ##STR1## wherein each R.sub.x group can be the same or different and comprises a perfluorinated alkyl group.
    Type: Grant
    Filed: March 3, 1999
    Date of Patent: September 19, 2000
    Assignee: Centeiro Trading LDA
    Inventor: Gian Paolo Gambaretto
  • Patent number: 6096926
    Abstract: The subject-matter of the present invention is a process of use in perfluoroalkylation and a reactant for making use of this process. This process is defined in that it comprises a stage in which a material of formula RfH and a base (or a species capable of generating a base) are brought into contact, in a polar and anhydrous medium, with a substrate carrying at least one electrophilic functional group. Application to organic synthesis.
    Type: Grant
    Filed: February 22, 1999
    Date of Patent: August 1, 2000
    Assignee: Rhodia Chimie
    Inventors: Nicolas Roques, James Russel
  • Patent number: 6072088
    Abstract: A compound having the formula:CF.sub.3 CH.sub.2-w (H.sub.1-x CH.sub.2-y R.sub.m R'.sub.n CH.sub.1-z).sub.p H.sub.2-q CF.sub.3wherein w=0, 1 or 2; x=0 or 1; y=0, 1 or 2; m=0, 1 or 2; n=0 or 1; z=0 or 1; p=1 or 2; and q=0, 1 or 2; with the provisos that 1.ltoreq.w+x.ltoreq.2, 1.ltoreq.q+z.ltoreq.2, and p.multidot.y=p(m+2n)+(p-1)(x+z)+q+w+x+z-2; and wherein R includes the halogens having an atomic number greater than 9, and radicals having a valence of 1, and wherein R' is a group having a valence of 2, and a process for preparing the compound.
    Type: Grant
    Filed: August 10, 1999
    Date of Patent: June 6, 2000
    Assignee: Alliedsignal Inc.
    Inventor: Michael Van Der Puy
  • Patent number: 6066768
    Abstract: The instant invention relates to producing perhalofluorobutanes and perhalofluorohexanes, more particularly it relates to their production by utilizing tetrafluoroethylene (hereinafter referred to as "TFE") and chlorotrifluoro-ethylene (hereinafter referred to as "CTFE") with selected perhalofluoroethanes containing 2 to 4 nonfluorine halogen and 2 to 4 fluorine substituents in the presence of a polyvalent metal halide such as an aluminum chloride or chlorofluoride as catalyst.
    Type: Grant
    Filed: October 25, 1996
    Date of Patent: May 23, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mario Joseph Nappa, Allen Capron Sievert
  • Patent number: 6060628
    Abstract: A manufacturing method for 1,1,1,3,3-pentafluoropropane in which the method is composed of:step A wherein 2,3-dichloro-1,1,1,3,3-pentafluoropropane is reduced with hydrogen under the presence of hydrogenation catalyst in gaseous phase;step B wherein all of the products of the said step A are introduced into a cooler condenser, so that either a component of hydrogen and hydrogen chloride as non-condensation component and another compoment of 1,1,1,3,3-pentafluoropropane as condensation components or a component of hydrogen as non-condensation component and another component of hydrogen chloride and 1,1,1,3,3-pentafluoropropane as condensation component are obtained;step C wherein hydrogen is separated from the non-condensation component of the said step B, and it is recycled to the said step A; andstep D wherein 1,1,1,3,3-pentafluoropropane is separated from the condensation component of the said step B.
    Type: Grant
    Filed: August 26, 1997
    Date of Patent: May 9, 2000
    Assignee: Daikin Industries Ltd.
    Inventors: Hirokazu Aoyama, Noriaki Shibata, Akinori Yamamoto
  • Patent number: 5955637
    Abstract: A process for producing difluoromethane is disclosed which includes the step of contacting a gaseous mixture containing CH.sub.2 Cl.sub.2 and hydrogen fluoride with a catalyst containing a catalytically effective amount of trivalent chromium supported on a carbon having an ash content of less than 0.5 percent by weight, at a temperature of from about 180.degree. C. to about 375.degree. C. The catalyst and temperature conditions of this process allow the concurrent reaction CCl.sub.3 CF.sub.3 with HF to form CCl.sub.2 FCF.sub.3. CH.sub.2 ClF and unreacted CH.sub.2 Cl.sub.2, each of which may be recovered as an azeotrope with HF, may be recycled.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: September 21, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Paul S. Furmanek, David A. Glasscock, Michael Keane, Jr.
  • Patent number: 5902911
    Abstract: A process is disclosed for the monohydrogenolysis of 2,2-dichlorohexafluoropropane to 2-chloro-2-hydrohexafluoropropane. The process involves reacting the 2,2-dichlorohexafluoropropane with hydrogen at an elevated temperature of about 150.degree. C. or less in the presence of a catalyst containing a catalytically effective amount of palladium supported on trivalent chromium oxide in the presence of an acid of the formula HZ (where Z is Cl and/or F) to produce 2-chloro-2-hydrohexafluoropropane with a selectivity of over 70% based upon the 2,2-dichlorohexafluoropropane converted. Azeotropes of 2-chloro-2-hydrohexafluoropropane with HF are also disclosed; as are processes for producing such azeotropes.
    Type: Grant
    Filed: June 3, 1997
    Date of Patent: May 11, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Edwin James Warwas
  • Patent number: 5900514
    Abstract: The invention relates to the manufacture of difluoromethane by catalytic gas-phase fluorination of methylene chloride.The operation is carried out in the presence of oxygen at a temperature of between 330 and 450.degree. C. and with a bulk or supported chromium catalyst.
    Type: Grant
    Filed: June 14, 1996
    Date of Patent: May 4, 1999
    Assignee: Elf Atochem S.A.
    Inventors: Benoit Requieme, Eric Lacroix, Andre Lantz
  • Patent number: 5866029
    Abstract: Azeotrope-like compositions of 1,1,1,3,3-pentafluoropropane and at least one hydrocarbon selected from the group n-pentane, iso-pentane, cyclopentane, n-hexane and iso-hexane are provided. The compositions of the invention are useful in the preparation of polyurethane and polyisocyanurate foams.
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: February 2, 1999
    Assignee: AlliedSignal Inc
    Inventors: Earl August Eugene Lund, Robert Christian Parker, Ian Robert Shankland
  • Patent number: 5852222
    Abstract: The present invention provides the novel chlorofluorohydrocarbon 1,1-difluoro-1,4-dichlorobutane, and a process for its preparation by reacting 1,1,1,4-tetrachlorobutane with hydrogen fluoride in the liquid phase. The product has useful solvent properties and is also useful in synthetic chemistry for the introduction of fluorocarbon functionality.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: December 22, 1998
    Assignee: Zeneca Limited
    Inventors: Alfred Glyn Williams, Martin Charles Bowden, Stephen Martin Brown
  • Patent number: 5824826
    Abstract: The invention provides a process for the preparation of 1,1,2,3,3,4-hexafluorobutane by telomerization of chlorotrifluoroethylene to produce 1,1,3,4-tetrachlorohexafluorobutane followed by reduction of that compound to 1,1,2,3,3,4-hexafluorobutane.
    Type: Grant
    Filed: June 27, 1997
    Date of Patent: October 20, 1998
    Assignee: AlliedSignal Inc.
    Inventors: Alagappan Thenappan, Michael Van Der Puy, Andrew J. Poss
  • Patent number: 5817893
    Abstract: A process is disclosed for producing 1,12,2,3,3,4,4-octafluorobutane. The process involves chlorination of 2,2,3,3-tetrafluorobutane to form a mixture of chloro-compounds wherein compounds of the formula C.sub.4 H.sub.4 Cl.sub.6-x F.sub.4 (where x is 0 or 1) comprise at least 50 mole % of the mixture of chloro-compounds, followed by hydrofluorination, then hydrogenolysis, and sufficient recycle to provide a selectivity to CHF.sub.2 CF.sub.2 CF.sub.2 CHF.sub.2 of at least about 75% based upon the moles of CH.sub.3 CF.sub.2 CF.sub.2 CH.sub.3 reacted. Also disclosed is a multi-distillation process for the purification of CHF.sub.2 CF.sub.2 CF.sub.2 CHF.sub.2 from a mixture of HF and the compound(s). Also disclosed are certain new halogenated butanes containing fluorine, and a composition which contains HF in combination with an effective amount of CHF.sub.2 CF.sub.2 CF.sub.2 CHF.sub.2 to form an azeotrope or azeotrope-like composition with hydrogen fluoride.
    Type: Grant
    Filed: June 3, 1997
    Date of Patent: October 6, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ralph Newton Miller, V. N. Mallikarjuna Rao, Allen Capron Sievert