Patents Examined by Alan Siegel
  • Patent number: 6297411
    Abstract: Mixed fluorination catalyst comprising one or more nickel and chromium oxides, halides and/or oxyhalides deposited on a support composed of aluminium fluoride or of a mixture of aluminium fluoride and alumina, characterized in that the weight of nickel/weight of chromium ratio is between 0.08 and 0.25, preferably between 0.1 and 0.2.
    Type: Grant
    Filed: December 4, 2000
    Date of Patent: October 2, 2001
    Assignee: Elf Atochem S.A.
    Inventors: Philippe Bonnet, Eric Jorda, Eric Lacroix
  • Patent number: 6297412
    Abstract: A process for purifying difluoromethane, which comprises subjecting a mixture comprising difluoromethane and hydrogen fluoride to extraction treatment with at least one extractant selected from the following (a) and (b) to separate it by liquid separation into an extractant layer comprising the difluoromethane and the extractant as the main components, and a hydrogen fluoride layer comprising the hydrogen fluoride as the main component, and separating the difluoromethane from the extractant layer: (a) Dichloromethane (b) Chlorofluoromethane.
    Type: Grant
    Filed: February 21, 2001
    Date of Patent: October 2, 2001
    Assignee: Asahi Glass Company, Limited
    Inventors: Takaaki Yokoyama, Koichi Yanase, Yasuhiro Suzuki
  • Patent number: 6291729
    Abstract: A highly selective process is disclosed for the hydrogenolysis of 2,2-dichlorohexafluoropropane (i.e., CFC-216aa or CF3CCl2CF3) to 2,2-dihydrohexafluoropropane (i.e., HFC-236fa or CF3CH2CF3) and 2-chloro-2-hydrohexafluoropropane (i.e., 226da or CF3CHClCF3). The process involves reacting the starting material with hydrogen at an elevated temperature of about 300° C. or less in the presence of a catalyst containing a catalytically effective amount of palladium supported on a support of fluorinated alumina and/or aluminum fluoride.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: September 18, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: V. N. Mallikarjuna Rao
  • Patent number: 6291728
    Abstract: A manufacturing method for 1,1,1,3,3-pentafluoropropane, wherein 1,1,1,3,3-pentafluoropropane (HFC-245fa) is obtained by reacting halogenated propane, for example, 1,1,1,3,3-pentachloropropane and so on, which is represented by the general formula: CX3CH2CHX2 [In the general formula, X is fluorine atom (F) or chlorine atom (Cl), and all of X can not be fluorine atoms at the same time], with anhydrous hydrofluoric acid (HF) under the presence of antimony catalyst. HFC-245fa can be obtained with high yield and economical advantages through simple process.
    Type: Grant
    Filed: March 27, 1998
    Date of Patent: September 18, 2001
    Assignee: Daikin Industries, Ltd.
    Inventors: Hirokazu Aoyama, Tatsuo Nakada, Akinori Yamamoto
  • 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: 6291731
    Abstract: In a continuous process for preparing propargyl chloride by reacting propargyl alcohol with a chlorinating agent in the presence of a catalyst, the chlorinating agent, propargyl alcohol and from 0.1 to 10 mol % of the catalyst, based on the amount of propargyl alcohol, are continuously metered into a reaction zone and reacted at from 40 to 70° C.
    Type: Grant
    Filed: August 29, 2000
    Date of Patent: September 18, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Armin Stamm, Jochem Henkelmann, Hans-Jürgen Weyer
  • Patent number: 6291730
    Abstract: A liquid phase process is disclosed for producing halogenated alkane adducts of the formula: CAR1R2CBR3R4 (where A, B, R1, R2, R3, and R4 are as defined in the specification) which involves contacting a corresponding halogenated alkane, AB, with a corresponding olefin, CR1R2═C3R4 in a dinitrile or cyclic carbonate ester solvent which divides the reaction mixture into two liquid phases and in the presence of a catalyst system containing: (i) at least one catalyst selected from monovalent and divalent copper; and optionally (ii) a promoter selected from aromatic or aliphatic heterocyclic compounds which contain at least one carbon-nitrogen double bond in the heterocyclic ring. When hydrochlorofluorocarbons are formed, the chlorine content may be reduced by reacting the hydrochlorofluorocarbons with HF. New compounds disclosed include CF3CF2CCl2CH2CCl3, CF3CCl2CH2CH2Cl and CF3CCl2CH2CHClF. These compounds are useful as intermediates for producing hydrofluorocarbons.
    Type: Grant
    Filed: January 28, 1998
    Date of Patent: September 18, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Ralph Thomas Baker, Viacheslav Alexandrovich Petrov, Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 6288292
    Abstract: Prior to carrying out a gaseous phase chemical reaction, a liquid phase organic compound which is prone to degrade is vaporised at elevated pressures with the aid of a second compound. In one embodiment of the invention vaporisation is effected by co-vaporising a mixture of the two compounds in a vaporiser. In another embodiment, the first compound is injected into a hot gaseous stream and undergoes atomisation into droplets which then vaporise within the gaseous stream. The second compound is used to assist the atomisation process and/or to sweep atomised droplets of the first compound away from hot surfaces where the first compound would otherwise tend to undergo degradation if the droplets are allowed to reside in contact with such surfaces.
    Type: Grant
    Filed: November 29, 1999
    Date of Patent: September 11, 2001
    Assignee: Imperial Chemical Industries, PLC
    Inventors: John David Scott, Charles Brian Blake, Paul Nicholas Ewing, Jeremy Charles Bauser Hunns
  • Patent number: 6288294
    Abstract: A method for purifying a 133a product mixture containing olefinic impurities is provided wherein the mixture is contacted with a diene under conditions sufficient to convert the olefinic impurities to cyclohexenes.
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: September 11, 2001
    Assignee: Atofina Chemicals, Inc.
    Inventor: Michael S. Bolmer
  • Patent number: 6288293
    Abstract: The invention relates to a process for the preparation of 1,1,1,2-tetrafluoroethane from 1,1,1-trifluoro-2-chloroethane and hydrogen fluoride in the gas phase, in which a catalyst containing chromium and magnesium is used which is obtainable by precipitating chromium(III) hydroxide by reacting 1 mol of a water-soluble chromium(III) salt with at least 1.5 mol of magnesium hydroxide or magnesium oxide in the presence of water, the reaction mixture is made into a paste containing chromium hydroxide and a magnesium salt, and the paste is then dried and treated with hydrogen fluoride at temperatures of 20 to 500° C.
    Type: Grant
    Filed: June 21, 1993
    Date of Patent: September 11, 2001
    Assignee: Solvay (Societe Anonyme)
    Inventors: Wolfgang Wanzke, Günter Siegemund, Wilfried Schmieder
  • Patent number: 6284933
    Abstract: A method of making TFPX using an SN2 type nucleophilic displacement reaction. The method includes reacting a nucleophilic fluorine molecule with a nonfluorinated-tetrahalo-p-xylene molecule. Exemplary nucleophilic fluorine molecules include, but are not limited to, CsF, KF, NaF and LiF. The nonfluorinated-tetrahalo-p-xylene molecules may include, &agr;,&agr;,&agr;′,&agr;′-tetrachloro-p-xylene, &agr;,&agr;,&agr;′,&agr;′-tetrabromo-p-xylene or &agr;,&agr;,&agr;′,&agr;′-tetraiodo-p-xylene. The reaction may be carried out in an open or closed container. Furthermore, the reaction may be carried out in the presence of a phase transfer catalyst. In certain embodiments, the reaction is carried in a substantially solvent-free environment.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: September 4, 2001
    Inventors: William R. Dolbier, Jr., Xiao X. Rong, Walter E. Stalzer
  • Patent number: 6284934
    Abstract: Disclosed is a method of separating the meta isomer of a haloalkylbenzene having the general formula from a mixture with at least one other isomer, where X is Cl or Br and R is alkyl from C2 to C12 or cycloalkyl from C3 to C8. About 0.0001 to about 5 wt % of a Friedel-Crafts catalyst is added to the mixture and the mixture is exposed to a brominating agent which preferentially brominates the meta isomer. The mixture is then heated at a temperature above the boiling point of the other isomers but below the boiling point of the brominated meta isomer.
    Type: Grant
    Filed: January 10, 2000
    Date of Patent: September 4, 2001
    Assignee: Occidental Chemical Corporation
    Inventors: Michael J. Fifolt, William S. Derwin, Viesturs Lesins, Arthur H. Morth, Frank P. Bermel, David Y. Tang, Mark E. Lindrose, William L. Rueter
  • Patent number: 6284935
    Abstract: This invention relates to the production of an hexabromocyclododecane product, which process comprises brominating cyclododecatriene in the presence of a 1,4-dioxane and water based solvent and from about 0.5 to about 30 wt % bromide ion in the liquid phase of the reaction mass. Optional post-reaction heat treatment in a finishing step increases process yields if needed. The hexabromocyclododecane product is unrecrystallized and contains no more than about 1.5 wt % tetrabromocyclododecene impurities.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: September 4, 2001
    Assignee: Albemarle Corporation
    Inventors: John K. Kendall, Jeffrey T. Aplin
  • Patent number: 6281395
    Abstract: A process is disclosed for the manufacture of CF3CHFCF3 containing less than 0.01 ppm (CF3)2C═CF2. The process involves (a) contacting hexafluoropropene in the vapor phase at a temperature of less than about 260° C. with hydrogen fluoride in the presence of a selected fluorination catalyst or produce a product containing less than 10 parts (CF3)2C═CF2 per million parts of CF3CHFCF3; and (b) treating the product of (a) as necessary to remove excess (CF3)2C═CF2. Suitable catalysts include: (i) an activated carbon treated to contain from about 0.1 to about 10 weight % added alkali or alkaline earth metals, (ii) three dimensional matrix porous carbonaceous materials, (iii) supported metal catalysts comprising trivalent chromium, and (iv) unsupported chrome oxide prepared by the pyrolysis of (NH4)2Cr2O7.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: August 28, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Mario Joseph Nappa, V. N. Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 6281396
    Abstract: A halocarbon product made from the reaction of excess hydrogen fluoride with a halocarbon, containing excess hydrogen fluoride as an azeotrope is purified by fluorination in the presence of additional halocarbon or halo-olefin.
    Type: Grant
    Filed: August 11, 1995
    Date of Patent: August 28, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Leo Ernest Manzer, V. N. Mallikarjuna Rao
  • 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: 6274781
    Abstract: A process for producing difluoromethane is disclosed which includes the step of contacting a gaseous mixture containing CH2Cl2 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 ° C. to about 375° C. The catalyst and temperature conditions of this process allow the concurrent reaction CCl3CF3 with HF to form CCl2FCF3. CH2ClF and unreacted CH2Cl2, each of which may be recovered as an azeotrope with HF, may be recycled.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: August 14, 2001
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Paul S. Furmanek, David A. Glasscock, Michael Keane, Jr., Barry A. Mahler, V. N. Mallikarjuna Rao
  • Patent number: 6274782
    Abstract: A purification method for purifying hexafluoroethane, comprising a step of making hexafluoroethane containing impurities of hydrofluorocarbons including two carbon atoms in a molecule contact a zeolite having a mean micropore size in a range of 3.5 Å to 11 Å and a silicon/aluminum ratio of not more than 1.5 or an adsorbent comprising the above-described zeolite and a carbonaceous adsorbent having a mean micropore size in a range of 3.5 Å to 11 Å, thereby reducing said hydrofluorocarbons.
    Type: Grant
    Filed: March 13, 2000
    Date of Patent: August 14, 2001
    Assignee: Showa Denko K.K.
    Inventors: Hiromoto Ohno, Tetsuo Nakajo, Toshio Ohi, Tatsuharu Arai
  • Patent number: 6271168
    Abstract: A composite catalyst for decomposing an organohalogen compound of the present invention, comprises composite particles comprising: iron compound particles having an average particle size of 0.01 to 2.0 &mgr;m, a phosphorus content of not more than 0.02% by weight based on the weight of the particles, a sulfur content of not more than 0.3% by weight based on the weight of the particles, and a sodium content of not more than 0.3% by weight based on the weight of the particles; and an amine compound, said composite catalyst having a catalytic activity capable of decomposing not less than 50% by weight of monochlorobenzene when 50 mg of a mixture comprising iron oxide particles obtained by heat-treating said iron compound particles at a temperature of 300° C. for 60 minutes in air, and the amine compound, is instantaneously contacted with 5.0×10−7 mol of monochlorobenzene at a temperature of 300° C.
    Type: Grant
    Filed: September 25, 2000
    Date of Patent: August 7, 2001
    Assignee: Toda Kogyo Corporation
    Inventors: Tomoyuki Imai, Satoshi Hatakeyama, Toshiki Matsui, Yasuhiko Fujii, Tomoko Okita
  • Patent number: 6271426
    Abstract: This invention relates to an improved process for producing 2,6-dichloro-3,5-di(secondary or tertiary alkyl)toluene represented by the following formula (I). The process comprises chlorinating 3,5-di(secondary and tertiary alkyl)toluene represented by the following formula (II) by reacting with a chlorinating agent in the presence of a Lewis acid together with an aromatic sulfur compound represented by the formula (III) as a promoter: wherein R1 and R2 are independently a secondary alkyl or tertiary alkyl group, Ar1 and Ar2 are independently an unsubstituted or substituted aromatic ring, and n is 1 or 2.
    Type: Grant
    Filed: April 15, 1998
    Date of Patent: August 7, 2001
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Toshio Hozumi, Takayuki Tanonaka, Hitoshi Takahashi, Hidenori Moe, Masaaki Hiruta, Tadahito Kasami