Utilizing Unsaturated Compound Patents (Class 570/175)
  • Patent number: 5847242
    Abstract: 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: Grant
    Filed: November 21, 1996
    Date of Patent: December 8, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Munirpallam A. Subramanian
  • Patent number: 5847245
    Abstract: 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: Grant
    Filed: October 9, 1996
    Date of Patent: December 8, 1998
    Assignee: Solvay (Societe Anonyme)
    Inventors: Raimund Franz, Gunter Siegemund
  • Patent number: 5780695
    Abstract: A process for saturating an olefin-containing halogenated organic stream to produce saturated halogenated organic compounds while minimizing the hydrodehalogenation of the organic compounds.
    Type: Grant
    Filed: October 31, 1995
    Date of Patent: July 14, 1998
    Assignee: UOP
    Inventor: Tom N. Kalnes
  • Patent number: 5723701
    Abstract: The compounds CF.sub.3 CHFCHFCF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CH.sub.2 CHFCF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CHFCHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCHFCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, and CF.sub.3 CF.sub.2 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.3 ; and compositions thereof.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: March 3, 1998
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Carl George Krespan
  • Patent number: 5714654
    Abstract: A method is proposed for producing 1,1,1,3,3-pentafluoropropane, in which 1,1,3,3,3-pentafluoropropene is reduced at a temperature between 40.degree. C. and 300.degree. C. by reacting it with hydrogen in a gas phase in the presence of a palladium catalyst. Further, a method is proposed for producing 1,1,1,3,3-pentafluoropropane and/or 1,1,3,3,3-pentafluoropropene, in which the raw material 2-chloro-1,1,3,3,3-pentafluoropropene is hydrogenated especially at a temperature between 30.degree. C. and 450.degree. C. in the presence of a catalyst composed of at least one metal selected from palladium, platinum and rhodium. Further, a method is proposed of producing 1,1,3,3,3-pentafluoropropene, in which 1,1,1,3,3-pentafluoro-2,3-dichloropropane is dechlorinated by using hydrogen in the presence of a metal oxide catalyst. Based on these production methods, 1,1,1,3,3-pentafluoropropane and/or 1,1,3,3,3-pentafluoropropene can thus be produced with high yield rates.
    Type: Grant
    Filed: December 8, 1995
    Date of Patent: February 3, 1998
    Assignee: Daikin Industries Ltd.
    Inventors: Akinori Yamamoto, Eiji Seki, Hirokazu Aoyama, Tatsuo Nakada
  • Patent number: 5679875
    Abstract: The present inventions provide manufacturing methods of 1,1,1,2,3-pentafluoropropene characterized by the reaction of removing HF by means of the contact of 1,1,1,2,3,3-hexafluoropropane in the gas state with active carbon or active carbon added with metallic salt. 1,1,1,2,3-pentafluoropropene can be produced from easily available 1,1,1,2,3,3-hexafluoropropane by cost-effective industrial methods at high yields according to these inventions.The inventions also provide manufacturing methods of 1,1,1,2,3-pentafluoropropane characterized by reducing 1,1,1,2,3-pentafluoropropene with hydrogen under the presence of a hydrogenation catalyst consisting of palladium added with one or more of silver, copper, gold, tellurium, zinc, chromium, molybdenum, and thallium or under the presence of a rhodium catalyst. The desired product can be produced at high reactivities and high selectivities according to these inventions.
    Type: Grant
    Filed: November 30, 1994
    Date of Patent: October 21, 1997
    Assignee: Daikin Industries, Ltd.
    Inventors: Hirokazu Aoyama, Eiji Seki
  • Patent number: 5672787
    Abstract: 1,1,1,4,4,4-Hexafluorobutane (R 356) can be obtained in a simple manner and in excellent yields and with excellent selectivities when 1,1,1,4,4,4-hexafluorobutene is reacted in the liquid phase with hydrogen in the presence of a noble metal catalyst.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: September 30, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Bielefeldt, Norbert Lui, Albrecht Marhold
  • Patent number: 5663464
    Abstract: A method for producing 1,1,1,3,3-pentafluoropropane, which comprises reducing at least one chlorofluorohydrocarbon selected from the group consisting of CF.sub.3 CClXCClF.sub.2 wherein X is a H atom or a Cl atom, and CF.sub.3 CCl.dbd.CF.sub.2, with hydrogen in the presence of a reduction catalyst comprising, as a first component, at least one metal selected from the group consisting of Ru, Rh, Pd and Pt, and, as a second component, at least one metal selected from the group consisting of Ni, Co, La, Re, W, Ta, Nb, Ti, Zr, Mo, Cu, Ag and Au.
    Type: Grant
    Filed: April 10, 1996
    Date of Patent: September 2, 1997
    Assignee: Asahi Glass Company Ltd.
    Inventors: Hidekazu Okamoto, Keiichi Ohnishi
  • Patent number: 5637782
    Abstract: A process for saturating an olefin-containing halogenated organic stream to produce saturated halogenated organic compounds while minimizing the hydrodehalogenation of the organic compounds.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: June 10, 1997
    Assignee: UOP
    Inventor: Tom N. Kalnes
  • Patent number: 5608128
    Abstract: The present invention provides a production method of obtaining the mixture of 1,1,1,4,4,4-hexafluoro-2,3-dichloro-2-butene, 1,1,1,4,4,4-hexafluoro-2-chloro-2-butene and 1,1,1,4,4,4-hexafluoro-2-butene (1,1,1,4,4,4-hexafluoro-2-butene compounds) by reacting at least one of butane, butene and butadiene with chlorine and HF in the presence of a suitable catalyst, and also a production method of obtaining 1,1,1,4,4,4-hexafluorobutane by reducing said products in the presence of a noble metal catalyst.
    Type: Grant
    Filed: July 27, 1995
    Date of Patent: March 4, 1997
    Assignee: Daikin Industries, Ltd.
    Inventors: Tatsuo Nakada, Hirokazu Aoyama, Seiji Takubo
  • Patent number: 5569796
    Abstract: A fluorinated saturated hydrocarbon represented by the formula (2): ##STR1## wherein R and R' represent a perfluoroalkyl group or both R and R' are bonded together to form a perfluoroalkylene group which is a part of a ring, is industrially advantageously produced with good operating characteristics by reacting a fluorinated unsaturated hydrocarbon represented by the formula (1):R --CF.dbd.CF-R' (1)wherein R and R' are as defined above, with hydrogen in the presence of a platinum catalyst.
    Type: Grant
    Filed: March 29, 1995
    Date of Patent: October 29, 1996
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Toshiro Yamada, Yasuhiro Mitsuda
  • Patent number: 5536890
    Abstract: 1,1,1,4,4,4-hexafluorobutane is obtained from a trifluoroethane compound, by reacting this with hydrogen in the gas phase and without a diluent on a palladium- and/or nickel-containing supported catalyst and subsequently hydrogenating the reaction product.
    Type: Grant
    Filed: November 4, 1994
    Date of Patent: July 16, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Bielefeldt, Albrecht Marhold
  • Patent number: 5530169
    Abstract: Saturated, fluorine-containing and chlorine-free hydrocarbons are prepared by catalytically hydrogenating unsaturated, fluorine- and chlorine-containing hydrocarbons at temperatures above 80.degree. C. in the gas phase.
    Type: Grant
    Filed: October 19, 1994
    Date of Patent: June 25, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Bielefeldt, Rudolf Braden, Michael Negele, Heinz Ziemann
  • Patent number: 5516951
    Abstract: 1,1,1,4,4,4-Hexafluoro-2-butene is prepared by reacting 1,1,1-trifluoro-2,2-dichloroethane with copper and an amine, and then 1,1,1,4,4,4-hexafluorobutane is prepared by reacting 1,1,1,4,4,4-hexafluoro-2-butene with hydrogen.1,1,1,4,4,4-Hexafluorobutane, which is used as a coolant, a blowing agent or a cleaner and can reserves the environment, is easily obtained, and 1,1,1,4,4,4-hexafluoro-2-butene, which is useful as an intermediate for the 1,1,1,4,4,4-hexafluorobutane, or as a monomer of fluorine-containing polymers is easily prepared in a good yield.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: May 14, 1996
    Assignee: Daikin Industries Ltd.
    Inventor: Hirokazu Aoyama
  • Patent number: 5504265
    Abstract: The compounds CF.sub.3 CHFCHFCF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CH.sub.2 CHFCF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CHFCHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCHFCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, and CF.sub.3 CF.sub.2 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.3 ; and compositions thereof.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: April 2, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carl G. Krespan, V. N. Mallikarjuna Rao
  • Patent number: 5406008
    Abstract: A process for the manufacture of hydrofluorocarbons by the reaction of selected relatively low modular weight saturated and unsaturated hydrocarbons and corresponding partially halogenated hydrocarbons with elemental fluorine in the vapor phase. By selecting the ratio of F.sub.2 / substrate in combination with reaction temperature and reactor residence time the extent of fluorination of a substrate and degree of overfluorination can be controlled. Thus, starting with 1,1,1-trifluoroethane, CH.sub.3 CF.sub.3 (HFC-143a), 1,1,1,2-tetrafluoroethane, CH.sub.2 FCF.sub.3 (HFC-134a) is produced by simple thermal fluorination even in the presence of simultaneous formation of pentafluoroethane HFC-125. The use of compounds highly reactive toward fluorine are shown to promote the selective fluorination of partially fluorinated substrates.
    Type: Grant
    Filed: December 28, 1989
    Date of Patent: April 11, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Allen C. Sievert
  • Patent number: 5367103
    Abstract: 1,1,1.Trifluoro-2-fluoroethane (HFC 134A), respectively 1,1,1-trifluoro-2, 2-dichloroethane (HCFC 123) 1,1,1-trifluoro-2-chloro, 2-fluoroethane (HCFC 124) and pentafluoroethane (HFC 125), are purified from impurities respectively consisting of 1,1-difluoro-2-chloroethylene (HCFC 1122) and of difluorodichloroethylene (CFC 1112A and CFC 1112), by reacting in the liquid state respectively HFC 134A or HCFC 123, HCFC 124 and HFC 125 containing the relative impurities, with elemental fluorine, at temperatures ranging from -80.degree. to -40.degree. C.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: November 22, 1994
    Assignee: Ausimont S.p.A.
    Inventors: Giorgio Guglielmo, Giampaolo Gambaretto
  • Patent number: 5364991
    Abstract: 1,1,1,4,4,4-Hexafluorobutane is prepared by reducing 2-chloro-1,1,1,4,4,4-hexafluorobutene-2 with hydrogen in the presence of a hydrogenation catalyst containing an alloy which contains at least one first metal component selected from the group consisting of platinum and palladium and at least one second metal component selected from the group consisting of silver, copper, gold, tellurium, zinc, chromium, molybdenum and thallium. 1,1,1,4,4,4-Hexafluorobutane can be prepared in a high selectivity and a high yield.
    Type: Grant
    Filed: July 20, 1993
    Date of Patent: November 15, 1994
    Assignee: Daikin Industries, Ltd.
    Inventors: Eiji Seki, Hirokazu Aoyama, Tatsuo Nakada, Satoshi Koyama
  • Patent number: 5334788
    Abstract: Substrate compounds are reacted by passing them through an eductor with fluorine gas optionally in the presence of a liquid medium and preferably in a loop reactor with cooling means thereby providing rapid but controlled reaction suitable for industrial scale production. Vinylidene chloride, for example, smoothly produces dichlorodifluoroethane and dichlorotrifluoroethane in good yield.
    Type: Grant
    Filed: May 1, 1992
    Date of Patent: August 2, 1994
    Assignee: PCR Group, Inc.
    Inventors: Keith B. Baucom, Adam C. Alty, Earl J. Kimmel
  • Patent number: 5315047
    Abstract: 1,1,1,4,4,4-Hexafluorobutane is prepared by first reacting 1,1,3,4,4-pentachlorobuta-1,3-diene with hydrogen fluoride in the presence of catalysts at 60.degree. to 180.degree. C. to give 1,1,1,4,4,4-hexafluoro-2-chlorobutane, and converting this to 1,1,1,4,4,4-hexafluorobutane. On working up the product of the first stage of the process, it is possible to isolate novel compounds of formula (I):CF.sub.2 X--CH.sub.2 --R (I)in whichX is fluorine or chlorine andR is --CHCl--CF.sub.2 Cl, --CHCl--CFCl.sub.2 or --CCl.dbd.CCl.sub.2.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: May 24, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Norbert Lui, Albrecht Marhold, Dietmar Bielefeldt
  • Patent number: 5306850
    Abstract: Process for purifying a hydrofluoroalkane with respect to impurities which are less volatile than the hydrofluorocarbon, by distillation in the presence of an acid-scavenger, for example a C.sub.3 -C.sub.8 olefin.
    Type: Grant
    Filed: March 31, 1993
    Date of Patent: April 26, 1994
    Assignee: Solvay (Societe Anonyme)
    Inventor: Gilles Darago
  • Patent number: 5208396
    Abstract: A process is disclosed for producing saturated halohydrocarbons containing fluorine which comprises the step of reacting certain saturated or olefinic compounds at an elevated temperature with hydrogen in the presence of at least one material selected from the group consisting of iodine and hydrogen iodide, or with hydrogen iodide. Also disclosed s a process for producing certain chloromethanes which comprises the step of reacting CCl.sub.4 at an elevated temperature with hydrogen in the presence of iodine and/or HI, or with hydrogen iodide; and a process for producing CF.sub.3 CCl.dbd.CHCF.sub.3 which comprises the step of reacting CF.sub.3 CCl.dbd.CClCF.sub.3 at an elevated temperature with hydrogen in the presence of iodine and/or HI, or with hydrogen iodide.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: May 4, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Douglas R. Anton
  • Patent number: 5202510
    Abstract: A process is disclosed for the treatment of a new or deactivated supported metal catalyst containing noble metal to prepare said catalyst for use in the hydrodehalogenation of a compound having the formula C.sub.n H.sub.m F.sub.p X.sub.q, where each X is independently selected from Cl and Br, wherein n is an integer from 1 to 6, m is an integer from 0 to 12, p is an integer from 1 to 13, and q is an integer from 1 to 13, and wherein m+p+q equals 2n+2 for saturated compounds which are acyclic, m+p+q equals 2n for saturated compounds which are cyclic and for olefinic compounds which are acyclic, and m+p+q equals 2n-2 for olefinic compounds which are cyclic, comprising the step of contacting said catalyst with an atmosphere comprising chlorine gas at a temperature from about 100.degree. C. to 400.degree. C. for a time sufficient to improve the catalytic activity thereof for said hydrodehalogenation.
    Type: Grant
    Filed: July 11, 1991
    Date of Patent: April 13, 1993
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Carl S. Kellner
  • Patent number: 5177275
    Abstract: Substrate compounds are reacted by passing them through an eductor with fluorine gas optionally in the presence of a liquid medium and preferably in a loop reactor with cooling means thereby providing rapid but controlled reaction suitable for industrial scale production. Vinylidene chloride, for example, smoothly produces dichlorodifluoroethane and dichlorotrifluoroethane in good yield.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: January 5, 1993
    Assignee: PCR Group, Inc.
    Inventors: Keith B. Baucom, Adam C. Alty, Earl J. Kimmel
  • Patent number: 5171902
    Abstract: The compounds CF.sub.3 CHFCHFCF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CH.sub.2 CHFCF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CHFCHFCF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCHFCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, CF.sub.3 CF.sub.2 CHFCH.sub.2 CF.sub.2 CF.sub.2 CF.sub.3, and CF.sub.3 CF.sub.2 CH.sub.2 CHFCF.sub.2 CF.sub.2 CF.sub.3 ; and compositions thereof.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: December 15, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Carl G. Krespan, V. N. Mallikarjuna Rao
  • Patent number: 5157171
    Abstract: A process for the preparation of chlorofluoropropanes of the formula C.sub.3 HCl.sub.2 F.sub.5 by contacting monofluorodichloromethane with tetrafluoroethylene in the presence of a modified aluminum chloride catalyst at a temperature of 0.degree. to 150.degree. C. The novel compound CF.sub.3 CCl.sub.2 CHF.sub.2 is also disclosed.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: October 20, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Allen C. Sievert, Carl G. Krespan, Frank J. Weigert
  • Patent number: 5136113
    Abstract: Catalytic hydrogenolysis of fluorohalocarbons (e.g., CFCs) and fluorohalohydrocarbons (e.g., HCFCs), using catalysts of Re, Co, Ni, Ru, Rh, Pd, Os, Ir, and/or Pt on a carbon having low ash content. Preferred catalysts use carbon which is acid-washed, first with an acid other than hydrofluoric acid and then with hydrofluoric acid; and also have a low content of phosphorus, sulfur, potassium, sodium and iron.
    Type: Grant
    Filed: July 23, 1991
    Date of Patent: August 4, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: V. N. M. Rao
  • Patent number: 5091600
    Abstract: A method for the preparation of 1,1,1,2-tetrafluoroethane whereby 1,1,2,2-tetrafluoroethane is contacted with the fluorination catalyst at elevated temperature to effect isomerization.
    Type: Grant
    Filed: May 29, 1990
    Date of Patent: February 25, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Geoffrey J. Moore, Helen M. Massey
  • Patent number: 5087777
    Abstract: Novel partially fluorinated alkenes having the Formula: ##STR1## wherein each R is the same or different and is selected from the group consisting of CF.sub.3, CHF.sub.2, CH.sub.2 F, and CH.sub.3 CF.sub.2, and R' is an alkenyl or fluoroalkenyl group having 1 to 6 carbon atoms have utility as solvents in a variety of industrial cleaning applications including cold cleaning, dry cleaning, and defluxing of printed circuit boards.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: February 11, 1992
    Assignee: Allied-Signal Inc.
    Inventors: Chien C. Li, Kane D. Cook, Rajat S. Basu
  • Patent number: 5068470
    Abstract: The present invention relates to the synthesis of new terminal olefins, perfluoro 2,4-dimethyl 3-ethylpentene and perfluoro 2-isopropyl 3,3-dimethylbutene, and to the subsequent fluorination thereof in order to obtain highly branched perfluoroalkanes, capable of providing perfluoroalkyl radicals, which are utilizable as initiators for the polymerization of ethylenically unsaturated monomers.
    Type: Grant
    Filed: October 31, 1990
    Date of Patent: November 26, 1991
    Assignee: Ausimont, S.r.l
    Inventors: Claudio Tonelli, Vito Tortelli
  • Patent number: 5059729
    Abstract: A process for preparing 1,2-difluoroethane or 1,1,2-trifluoroethane by hydrogenation of 1,2-dichlorodifluoroethylene or 1-chlorotrifluoroethylene in the presence of a hydrogenation catalyst. The process is conducted in the gas phase at a temperature ranging from 100.degree. C. to 220.degree. C., the molar ratios between H.sub.2 and olefin being higher than 3.
    Type: Grant
    Filed: April 2, 1991
    Date of Patent: October 22, 1991
    Assignee: Ausimont S.r.l.
    Inventor: Claudio Gervasutti
  • Patent number: 5059728
    Abstract: Novel partially fluorinated alkanes having the Formula: ##STR1## wherein each R is the same or different and is selected from the group consisting of CF.sub.3, CHF.sub.2, CH.sub.2 F, and CH.sub.3 CF.sub.2, and R' is an alkyl or fluoroalkyl group having 1 to 6 carbon atoms with the proviso that when each R is CF.sub.3, R' is not CF.sub.3 (CF.sub.2).sub.2 -, CH.sub.3 CF.sub.2 -, or CF.sub.3 have utility as solvents in a variety of industrial cleaning applications including cold cleaning, dry cleaning, and defluxing of printed circuit boards.
    Type: Grant
    Filed: June 29, 1990
    Date of Patent: October 22, 1991
    Assignee: Allied-Signal Inc.
    Inventors: Chien C. Li, Bernard Sukornick
  • Patent number: 5045634
    Abstract: A process for fluorination by contacting a haloolefin with molten alkali metal acid fluoride to provide a fluorinated saturated or unsaturated hydrocarbon having at least one more fluorine than the starting haloolefin.
    Type: Grant
    Filed: June 28, 1990
    Date of Patent: September 3, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Richard E. Fernandez, William H. Gumprecht, Kaplan, Ralph B.
  • Patent number: 5017718
    Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: May 21, 1991
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Takamasa Fuchikami
  • Patent number: 5008476
    Abstract: Improved process for the preparation of 1,1,1,2-tetrafluoroethane by the steps of chlorofluorination of selected organic compounds using Cl.sub.2 and HF followed by hydrogenolysis of the resulting products, the improvement residing in the use of excess HF and recycle of the unreacted compounds and byproducts to the chlorofluorination step.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: April 16, 1991
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Leo E. Manzer, V. N. Mallikarjuna Rao
  • Patent number: 4950815
    Abstract: A method for the preparation of 1,1,1,2-tetrafluoroethane whereby 1,1,2,2-tetrafluoroethane is contacted with the fluorination catalyst at elevated temperature to effect isomerization.
    Type: Grant
    Filed: October 20, 1989
    Date of Patent: August 21, 1990
    Assignee: Imperial Chemical Industries PLC
    Inventors: Geoffrey J. Moore, Helen M. Massey
  • Patent number: 4937398
    Abstract: The present invention provides a process for the preparation of luorinated alkanes. The process comprises the step of: reacting an alkene with carbon having fluorine absorbed therein at a temperature and for a time sufficient to form fluorinated alkanes. The alkene used is not perhalogenated at the double-bonded carbons. Preferably, the alkene used is vinylidene fluoride or ethylene.The process produces products such as 1,1,1,2-tetrafluoroethane (known in the art as 134a) which may be used as a refrigerant and 1,1,1-trifluoroethane (known in the art as R143a) and 1,2-difluoroethane (known in the art as R152) which may be used as blowing agents or solvents.
    Type: Grant
    Filed: December 27, 1988
    Date of Patent: June 26, 1990
    Assignee: Allied-Signal Inc.
    Inventors: Hsueh S. Tung, Richard E. Eibeck, Bernard Sukornick
  • Patent number: 4922038
    Abstract: This invention provides for a process for the preparation of 1,1,1,2-tetrafluorodichloroethane (FC-114a) by reacting CF.sub.2 .dbd.CFCl in a polar aprotic solvent with a source of fluoride ion selected from at least one alkali metal fluoride and/or at least one tetraalkylammonium fluoride and with a source of chlorine selected from at least one of CCl.sub.4, CCl.sub.3 CCl.sub.3, and CCl.sub.3 CCl.sub.2 CCl.sub.3 at a temperature from about 25.degree. C. to about 150.degree. C.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: May 1, 1990
    Assignee: E. I. DuPont de Nemours and Company
    Inventors: Carl G. Krespan, Bruce E. Smart
  • Patent number: 4902839
    Abstract: This invention relates to a process for preparing fluorinated C.sub.4 to C.sub.6 hydrocarbons by catalytically hydrogenating, in the presence of a base, at least partially halogenated olefins. This invention also relates to certain novel cyclic fluorinated C.sub.5 and C.sub.6 hydrocarbons prepared by the process of this invention. This invention further relates to the use of fluorinated C.sub.4 to C.sub.6 hydrocarbons as propellant gas or as working fluid for heat pump systems.
    Type: Grant
    Filed: October 13, 1988
    Date of Patent: February 20, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Dietmar Bielefeldt, Albrecht Marhold, Michael Negele
  • Patent number: 4760208
    Abstract: A process for coupling two low molecular weight telomers of chlorotrifluoroethylene comprises reacting the telomers in a solvent with an amount of iron sufficient to form a coupled olefin. The olefin can then be fluorinated using a suitable fluorinating agent, such as chlorine trifluoride, to form a saturated product. Preferably, the solvent for the coupling reaction is acetonitrile, and the reaction is conducted under reflux conditions. A small amount of FeCl.sub.2 can optionally be added to the reaction mixture as an initiator for the reaction.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: July 26, 1988
    Assignee: Occidental Chemical Corporation
    Inventor: Mohan S. Saran
  • Patent number: 4754085
    Abstract: Process for the preparation of hydro(halo)fluoroalkanes by direct fluorination in liquid phase with elemental fluorine at low temperature (under 0.degree. C.) of the corresponding hydro(halo)=alkenes.
    Type: Grant
    Filed: October 20, 1986
    Date of Patent: June 28, 1988
    Assignee: Ausimont S.p.A.
    Inventors: Claudio Gervasutti, Lino Conte, Gian Paolo Gambaretto
  • Patent number: 4691067
    Abstract: A process for coupling two low molecular weight telomers of chlorotrifluoroethylene comprises reacting the telomers with hydrogen in the presence of an effective amount of a catalyst to form a coupled olefin. The catalyst comprises palladium, platinum, rhodium, ruthenium, Raney nickel, Raney cobalt, and mixtures thereof, either supported or unsupported. The olefin can be fluorinated using a suitable fluorinating agent, such as chlorine trifluoride, to form a saturated telomer.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: September 1, 1987
    Assignee: Occidental Chemical Corporation
    Inventor: Johny S. Ng
  • Patent number: 4680406
    Abstract: A novel apparatus and a process for fluorinating organic compounds from halogen-containing organic compounds is disclosed.
    Type: Grant
    Filed: October 15, 1985
    Date of Patent: July 14, 1987
    Assignee: The Dow Chemical Company
    Inventor: George S. Fujioka
  • Patent number: 4618734
    Abstract: A perfluoroalkylene .alpha.,.omega.-diacetylene compound having a fluorocarbon chain of from 5 to about 20 carbon atoms between two acetylene end groups, and a method of forming same by first reacting perfluoroalkylene diiodide having the formula I(CF.sub.2).sub.n I, wherein n is a whole number from 5 to about 20, inclusive with bis(trimethylsilyl)acetylene, and converting the reaction product to the diacetylene with KF. The diacetylene has the general formula HC.tbd.C(CF.sub.2).sub.n C.tbd.CH, wherein n is as set forth above, and it can be polymerized to produce a clear, hard, cross-linked resin suitable for use as a coating on bearings and in the manufacture of aircraft windshields. Monofunctional counterparts of the HC.tbd.C(CF.sub.2).sub.n C.tbd.CH compounds can be formed by substituting perfluoroalkyl primary iodides for the diiodides in the above-described reaction.
    Type: Grant
    Filed: August 12, 1983
    Date of Patent: October 21, 1986
    Assignee: Fluorochem Inc.
    Inventors: Kurt Baum, Ronald O. Hunadi, Clifford D. Bedford
  • Patent number: 4438088
    Abstract: The invention disclosed herein is a method for preparing antimony trifluorodichloride whereby antimony trifluoride is dispersed in a liquid organic medium to form a slurry and contacted with chlorine. The invention further comprises a process for fluorinating a fluorinatable hydrocarbon or halocarbon whereby a fluorinatable hydrocarbon or halocarbon is contacted with the antimony trifluorodichloride prepared in the above process, and the fluorinated product is distilled off.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: March 20, 1984
    Assignee: The Dow Chemical Company
    Inventor: John D. Weaver
  • Patent number: 4377715
    Abstract: Octafluoropropane or perfluoropropane is produced by introducing fluorine into an elongated inner zone surrounded by a porous member which is substantially resistant to fluorine corrosion and introducing a three carbon compound which is propane, a partially fluorinated propane, propene, a partially fluorinated propene, hexafluoropropene or mixtures thereof outside the porous member. When the porous member is metal, a perfluorinated diluent is used. When the porous member is fused alumina, conventional diluents such as nitrogen, or even no diluent may be employed.
    Type: Grant
    Filed: December 26, 1979
    Date of Patent: March 22, 1983
    Assignee: Allied Corporation
    Inventors: Henry R. Nychka, John B. Hino, Richard E. Eibeck, Martin A. Robinson