Preparing By Oxyhalogenation Patents (Class 570/243)
  • Patent number: 11453630
    Abstract: In an oxychlorination process of the type where ethylene is converted to 1,2-dichloroethane in the presence of a supported copper catalyst, the improvement comprising: the use of a supported catalyst prepared by (i) impregnating, within a first step, an alumina support with a first aqueous solution including copper, to thereby form a first catalyst component; and (ii) impregnating, within a subsequent step, the first catalyst component with a second aqueous solution including copper and alkaline earth metal, to thereby form the supported catalyst.
    Type: Grant
    Filed: June 23, 2015
    Date of Patent: September 27, 2022
    Assignee: Oxy Vinyls, LP
    Inventor: Keith Kramer
  • Publication number: 20140275661
    Abstract: In an oxychlorination process of the type where ethylene is converted to 1,2-dichloroethane in the presence of a supported copper catalyst, the improvement comprising: the use of a supported catalyst prepared by (i) impregnating, within a first step, an alumina support with a first aqueous solution including copper, an alkaline earth metal, and an alkali metal to thereby form a first catalyst component; and (ii) impregnating, within a subsequent step, the first catalyst component with a second aqueous solution including copper and alkaline earth metal, where the second aqueous solution is substantially devoid of alkali metal, to thereby form the supported catalyst.
    Type: Application
    Filed: March 17, 2014
    Publication date: September 18, 2014
    Inventor: Keith KRAMER
  • Publication number: 20140128643
    Abstract: This invention relates to a catalyst containing from about 2 up to about 8% by wt. of copper, zero up to about 0.6 moles/kg of one or more alkali metal(s), from about 0.08 up about 0.85 moles/kg of one or more alkaline earth metals and from about 0.09 up to about 0.9 moles/kg of one or more transition metals selected from the group consisting of Mn, Re and mixtures thereof, where all the metals are impregnated in form of their chlorides or other water soluble salts on a fluidizable support with a BET surface area of from about 80 up to about 220 m2/g. A process for the oxychlorination of ethylene to form 1,2-dichloroethane using such a catalyst having good activity, good selectivity and low tendency to stickiness in fluidized bed oxychlorination reactions.
    Type: Application
    Filed: November 5, 2013
    Publication date: May 8, 2014
    Inventors: Rolf Tompers, Keith Kramer
  • Patent number: 8674149
    Abstract: Oxidatively halogenate methane by placing a feedstream that comprises methane, a source of halogen, a source of oxygen and, optionally, a source of diluent gas in contact with a first catalyst (e.g. a solid super acid or a solid super base) that has greater selectivity to methyl halide and carbon monoxide than to methylene halide, trihalomethane or carbon tetrahalide. Improve overall selectivity to methyl halide by using a second catalyst that converts at least part of the feedstream to a mixture of methyl halide, methylene halide, trihalomethane, carbon tetrahalide and unreacted oxygen, and placing that mixture in contact with the first catalyst which converts at least a portion of the methylene halide, trihalomethane and carbon tetrahalide to carbon monoxide, hydrogen halide and water.
    Type: Grant
    Filed: August 19, 2009
    Date of Patent: March 18, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Robert G. Bowman, Eric E. Stangland, Mark E. Jones, Dean M. Millar, Simon G. Podkolzin, Brien A. Stears, Richard M. Wehmeyer
  • Patent number: 8431512
    Abstract: A catalyst for oxychlorination according to the present invention contains alumina and copper, and a content of copper is in the range from 5 to 20% by weight calculated as that of CuO, while a content of halogen is not more than 5% by weight. The catalyst is produced by the following steps (a) to (c): (a) preparing a slurry for spray-drying by adding an acid and an aqueous solution of cupric nitrate in a pseudo-boehmite alumina slurry; (b) spray-drying the slurry; and (c) burning the particles obtained in step (b).
    Type: Grant
    Filed: May 17, 2007
    Date of Patent: April 30, 2013
    Assignee: JGC Catalysts and Chemicals Ltd.
    Inventor: Kazutaka Egami
  • Patent number: 8415512
    Abstract: Improvements in previously disclosed methods of and apparatuses for converting alkanes, alkenes, and aromatics to olefins, alcohols, ethers, and aldehydes includes: safety improvements, use of alternative feedstocks, process simplification, improvements to the halogenation step, improvements to the reproportionation step, improvements to the solid oxide reaction, improvements to solid oxide regeneration, improvements in separations, maintenance, start-up, shut-down, and materials of construction.
    Type: Grant
    Filed: October 13, 2010
    Date of Patent: April 9, 2013
    Assignee: GRT, Inc.
    Inventors: Jeffrey H. Sherman, Eric W. McFarland, Michael J. Weiss, Ivan Marc Lorkovic, Leroy E. Laverman, Shouli Sun, Dieter J. Schaefer, Galen D. Stucky, Peter C. Ford, Philip Grosso, Ashley W. Rreed, Michael F. Doherty
  • Publication number: 20120251435
    Abstract: A process is proposed for preparing isocyanates by phosgenating the corresponding amines in the gas phase, which comprises dividing a phosgene-containing reaction mixture from the gas phase synthesis of carbon monoxide and chlorine to phosgene, which is run with a stoichiometric carbon monoxide excess over chlorine, by means of a thermal separating process and/or of a membrane separating process into two streams, specifically into a first, low-carbon monoxide stream comprising not more than 1% by weight of carbon monoxide, based on the total weight of the first, low-carbon monoxide stream, and into a second, carbon monoxide-rich stream comprising more than 10% by weight of carbon monoxide, based on the total weight of the second, carbon monoxide-rich stream, and using the first, low-carbon monoxide stream as a reactant stream in the phosgenation of amines to isocyanates in the gas phase.
    Type: Application
    Filed: March 29, 2012
    Publication date: October 4, 2012
    Applicant: BASF SE
    Inventors: Vanessa Simone LEHR, Torsten Mattke, Carsten Knösche, Heiner Schelling, Gerhard Olbert
  • Patent number: 8119745
    Abstract: Process for the manufacture of 1,2-dichloroethane (DCE) starting from a stream of ethane which is subjected to a catalytic oxydehydrogenation (ODH) producing a gas mixture containing ethylene then dried and subjected to an absorption to be separated into a fraction enriched with the compounds that are lighter than ethylene containing some of the ethylene conveyed to a chlorination reactor R1 in which most of the ethylene is converted into DCE, and into a fraction F1 which is subjected to a desorption D1 to be separated into an ethylene fraction depleted of the compounds that are lighter than ethylene conveyed to a chlorination reactor R2, the stream of products derived from this reactor being added to the dry gas mixture, and into a fraction F2. Fraction F2 is then subjected to a desorption D2 to be separated into a fraction enriched with ethylene conveyed to an oxychlorination reactor in which most of the ethylene is converted into DCE, and into a fraction F3 which is recycled to the absorption.
    Type: Grant
    Filed: June 22, 2007
    Date of Patent: February 21, 2012
    Assignee: Solvay (Societé Anonyme)
    Inventors: Michel Strebelle, Dominique Balthasart
  • Patent number: 8030530
    Abstract: A reactor with swing feeds is provided for oxychlorination. This reactor comprises multiple inlets with controls capable of introducing feed streams sequentially to the reactor. In one configuration, a feed stream comprises a paraffin or olefin hydrocarbon such as methane or ethylene, and a second feed stream comprises oxygen and hydrogen chloride. By segregating these feeds, combustion reactions can be minimized and yields of chlorinated components increased.
    Type: Grant
    Filed: December 8, 2009
    Date of Patent: October 4, 2011
    Inventor: John E. Stauffer
  • Publication number: 20110201841
    Abstract: Oxidatively halogenate methane by placing a feedstream that comprises methane, a source of halogen, a source of oxygen and, optionally, a source of diluent gas in contact with a first catalyst (e.g. a solid super acid or a solid super base) that has greater selectivity to methyl halide and carbon monoxide than to methylene halide, trihalomethane or carbon tetrahalide. Improve overall selectivity to methyl halide by using a second catalyst that converts at least part of the feedstream to a mixture of methyl halide, methylene halide, trihalomethane, carbon tetrahalide and unreacted oxygen, and placing that mixture in contact with the first catalyst which converts at least a portion of the methylene halide, trihalomethane and carbon tetrahalide to carbon monoxide, hydrogen halide and water.
    Type: Application
    Filed: August 19, 2009
    Publication date: August 18, 2011
    Inventors: Robert G. Bowman, Eric E. Stangland, Mark E. Jones, Dean M. Millar, Simon G. Podkolzin, Brien A. Stears, Richard M. Wehmeyer
  • Publication number: 20110178345
    Abstract: With a method for utilization of the reaction heat that occurs in the production of 1,2-dichloroethane from ethylene, by reaction with oxygen and hydrochloride (oxychlorination), in a fluidized bed reactor, with dissipation of this reaction heat through cooling pipe bundles situated within the reactor, positioned in the fluidized bed, utilization of the heat is supposed to be improved, while simultaneously reducing the size of the corresponding system elements. This is achieved in that part of the reaction heat is dissipated by heating boiler feed water, whereby the heated boiler feed water is used to heat heat sinks in the production process.
    Type: Application
    Filed: September 2, 2009
    Publication date: July 21, 2011
    Applicants: UHDE GmbH, Vinnolit GmbH & Co. KG
    Inventors: Ulrike Gnabs, Michael Benje, Walter Kern
  • Patent number: 7960595
    Abstract: Process for the manufacture of 1,2-dichloroethane starting with a hydrocarbon source according to which: a) the hydrocarbon source is subjected to cracking which produces a mixture of products containing ethylene and other constituents; b) the said mixture of products is separated into at least one fraction containing ethylene and into a heavy fraction (fraction C); c) the fraction or fractions containing ethylene are conveyed to a chlorination reactor and/or to an oxychlorination reactor, in which reactors most of the ethylene present is converted to 1,2-dichloroethane; d) the 1,2-dichloroethane obtained is separated from the streams of products derived from the chlorination and oxychlorination reactors and it is conveyed to the pyrolysis oven; and e) the fraction C is conveyed to cracking or to the oven for pyrolysis of 1,2-dichloroethane as fuel.
    Type: Grant
    Filed: December 21, 2005
    Date of Patent: June 14, 2011
    Assignee: SOLVAY (Société Anonyme)
    Inventors: Michel Strebelle, Dominique Balthasart
  • Publication number: 20100274061
    Abstract: Process for the oxychlorination of ethylene to form 1,2-dichloroethane in the gas recycle mode with reduced accumulation of hydrogen, which comprises the following steps: (A) introduction of ethylene, oxygen and hydrogen chloride as starting materials into an oxychlorination reactor, with the hydrogen chloride comprising hydrogen, (B) reaction of the starting materials over a catalyst comprising from 3.5 to 12.5% by weight of copper as copper salt from 0.1 to 1.0% by weight of magnesium as magnesium salt from 0.1 to 2.0% by weight of potassium as potassium salt on a support material to form 1,2-dichloroethane and water with at least partial conversion of the hydrogen present into water, (C) work-up of the reactor output and recirculation of the recycle gas to the oxychlorination reactor.
    Type: Application
    Filed: December 2, 2008
    Publication date: October 28, 2010
    Applicant: BASF SE
    Inventors: Heiko Urtel, Henrik Junicke
  • Patent number: 7807604
    Abstract: Oxychlorination catalyst containing at least copper as an active element deposited on a support characterized in that the support consists essentially of an alumina obtained by calcination of an alumina hydrate obtained as by-product of the ALFOL® linear primary alcohol process and use of such catalyst in an oxychlorination process of a hydrocarbon containing 1 to 4 carbon atoms.
    Type: Grant
    Filed: May 12, 2005
    Date of Patent: October 5, 2010
    Assignee: Solvay (Societe Anonyme)
    Inventors: Michel Strebelle, André Petitjean
  • Patent number: 7718138
    Abstract: The present invention relates to a device and a process for introducing gas into a fluidised bed reactor having at least one gas inlet pipe (2, 3) located underneath and/or above the fluidised bed for introducing gas into the fluidised bed, characterized in that the gas inlet pipe (2, 3) has gas-swirling means upstream of and/or at its mouth.
    Type: Grant
    Filed: May 26, 2003
    Date of Patent: May 18, 2010
    Assignee: Vinnolit Technologie GmbH & Co. KG
    Inventors: Klaus Krejci, Peter Kammerhofer, Ingolf Mielke, Uwe Wäterling
  • Publication number: 20090326179
    Abstract: Process for the manufacture of 1,2-dichloroethane (DCE) starting with a hydrocarbon source which is subjected to a cracking thus producing a mixture of cracking products then subjected to treatment steps to obtain a mixture of products containing ethylene. The mixture is afterwards subjected to a first separation step into a fraction enriched with the compounds that are lighter than ethylene containing some of the ethylene conveyed to a chlorination reactor in which most of the ethylene is converted to DCE, and into a fraction F1 which is subjected to a second separation step into a fraction F2 and into a heavy fraction. Fraction F2 is afterwards subjected to a third separation step into a fraction enriched with ethylene conveyed to an oxychlorination reactor in which most of the ethylene is converted to DCE, and into a fraction F3 mainly composed of ethane.
    Type: Application
    Filed: June 21, 2007
    Publication date: December 31, 2009
    Applicant: SOLVAY S.A.
    Inventors: Dominique Balthasart, Michel Lempereur, Michel Strebelle
  • Publication number: 20090203854
    Abstract: Process for the manufacture of 1,2-dichloroethane (DCE) starting from a stream of ethane which is subjected to a catalytic oxydehydrogenation (ODH) producing a gas mixture containing ethylene then dried and subjected to an absorption to be separated into a fraction enriched with the compounds that are lighter than ethylene containing some of the ethylene conveyed to a chlorination reactor R1 in which most of the ethylene is converted into DCE, and into a fraction F1 which is subjected to a desorption D1 to be separated into an ethylene fraction depleted of the compounds that are lighter than ethylene conveyed to a chlorination reactor R2, the stream of products derived from this reactor being added to the dry gas mixture, and into a fraction F2. Fraction F2 is then subjected to a desorption D2 to be separated into a fraction enriched with ethylene conveyed to an oxychlorination reactor in which most of the ethylene is converted into DCE, and into a fraction F3 which is recycled to the absorption.
    Type: Application
    Filed: June 22, 2007
    Publication date: August 13, 2009
    Applicant: SOLVAY (SOCIETE ANONYME)
    Inventors: Michel Strebelle, Dominique Balthasart
  • Publication number: 20080214879
    Abstract: Oxychlorination catalyst containing at least copper as an active element deposited on a support characterized in that the support consists essentially of an alumina obtained by calcination of an alumina hydrate obtained as by-product of the ALFOL® linear primary alcohol process and use of such catalyst in an oxychlorination process of a hydrocarbon containing 1 to 4 carbon atoms.
    Type: Application
    Filed: May 12, 2005
    Publication date: September 4, 2008
    Applicant: Solvay (Societe Anonyme)
    Inventors: Michel Strebelle, Andre Petitjean
  • Publication number: 20080108856
    Abstract: Process for the manufacture of 1,2-dichloroethane starting with a hydrocarbon source according to which: a) the hydrocarbon source is subjected to a first cracking step, namely a pyrolysis step carried out in a cracking oven, thus producing a mixture of cracking products; b) the said mixture of cracking products is subjected to a succession of treatment steps which make it possible to obtain a mixture of products containing ethylene and other constituents, among which an aqueous quenching step, an alkaline washing step aimed at removing at least most of the carbon dioxide generating an alkaline solution and an oxidation step aimed at removing the hydrogen sulphide contained in the mixture of cracking products; c) the mixture of products containing ethylene derived from step b) is separated into at least one fraction containing ethylene and into a heavy fraction; d) the fraction(s) containing ethylene is (are) conveyed to a chlorination reactor and/or an oxychlorination reactor, in which reactors most of the e
    Type: Application
    Filed: December 21, 2005
    Publication date: May 8, 2008
    Inventors: Michel Strebelle, Dominique Balthasart
  • Patent number: 7335806
    Abstract: Describes an integrated process for preparing 1,2-dichloroethylenes. In the described process organic feed material, e.g., C2-C4 aliphatic hydrocarbons and/or chlorinated derivatives of such aliphatic hydrocarbons, is introduced into a first reaction zone 10, e.g., a chlorination zone such as an oxychlorination zone, or a thermal cracking zone; first product effluent from the first reaction zone is forwarded to a second reaction zone 9; trichloroethane is introduced into the second reaction zone and into heat exchange contact with the first product effluent from the first reaction zone, which has a heat content sufficient to cause thermal dehydrochlorination of trichloroethane in the second reaction zone; and second product effluent is removed from the second reaction zone. 1,2-dichloroethylene is recovered by conventional distillation recovery methods from the second product effluent.
    Type: Grant
    Filed: February 14, 2006
    Date of Patent: February 26, 2008
    Assignee: PPG Industries Ohio, Inc.
    Inventor: Johnathan W. Scroggins
  • Patent number: 7309804
    Abstract: A process for the preparation of 1,2-dichloroethane that is very pure with respect to chloral or/and chloral hydrate and carbon dioxide is described herein. The process comprises oxychlorination of ethylene, using hydrogen chloride and an oxygen-containing gas, and alkali treatment of the 1,2-dichloroethane produced. In the process, the carbon dioxide present in the 1,2-dichloroethane-containing organic phase is, in accordance with the invention, substantially separated out from the 1,2-dichloroethane-containing organic phase before the alkali treatment.
    Type: Grant
    Filed: October 25, 2002
    Date of Patent: December 18, 2007
    Assignees: Vinnolit Technologie GmbH & Co., Vintron GmbH
    Inventors: Helmut Grumann, Manfred Stoger, Jurgen Eichler, Dieter Jaculi, Winfried Lork, Arend Greve, Jan Wilkens, Peter Kammerhofer, Hermann Tropp
  • Patent number: 7196236
    Abstract: A catalytic one-step process for the production of CF3I by reacting, in the presence of a source of oxygen, a source of iodine a reactant of the formula: CF3R where R is —COOH, —COX, —CHO, —COOR2 and —SO2X, where R2 is an alkyl group and X is selected from chlorine, bromine and iodine. The catalyst may be a metal salt such as salts of Cu, Hg, Pt, Pd, Co, Mn, Rh, Ni, V, Tl, Ba, Cs, Ca, K and Ge and mixtures thereof, preferably on a support, such as MgO, BaO and CaO, BaCO3, CsNO3, Ba (NO3)2, activated carbon, basic alumina, and ZrO2.
    Type: Grant
    Filed: December 8, 2004
    Date of Patent: March 27, 2007
    Assignee: Honeywell International Inc.
    Inventors: Sudip Mukhopadhyay, HsuehSung Tung
  • Patent number: 7161049
    Abstract: A process is disclosed for purifying a hydrofluoropropane of undesirable C2–C4 olefinic and C1–C4 saturated chlorinated impurities, comprising the steps of: contacting a first mixture of hydrofluoropropane, olefinic impurity and saturated chlorinated impurity with hydrogen and hydrogen fluoride concurrently in the presence of a bifunctional catalyst, for example an alloy of gold and palladium supported on carbon, capable of catalyzing hydrogenation and fluorination. During the contacting step, olefinic impurity is converted to saturated hydrogenated derivative and/or saturated hydrofluorinated derivative, and saturated chlorinated impurity is converted to a saturated hydrodechlorinated derivative and/or saturated fluorinated derivative. The hydrofluoropropane thus formed is substantially free of both the olefinic and saturated chlorinated impurities and may be used as obtained or subject to further purification steps such as distillation to remove the process derivatives (e.g.
    Type: Grant
    Filed: December 11, 2003
    Date of Patent: January 9, 2007
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen C. Sievert
  • Patent number: 7001573
    Abstract: By a process for removing fine dust from a fluidized-bed reactor, in particular for the oxychlorination of ethylene, is intended to permit specific control of the amount of fine dust particles in a reactor while reducing the height of the reactor and the same time filtering off the fine dust from the main stream leading to the quench. This is achieved if the fine dust inside, the reactor is removed via filter cartridges, and the reaction gas mixture is passed to the quench from the reactor dome, a part-stream in the form of a bypass stream having a predetermined fine dust fraction below a predetermined particle size being removed from the reactor in addition to the main stream.
    Type: Grant
    Filed: August 23, 1999
    Date of Patent: February 21, 2006
    Assignee: UHDE GmbH
    Inventor: Michael Benje
  • Patent number: 6984763
    Abstract: An oxidative halogenation and optional dehydrogenation process involving contacting a reactant hydrocarbon having three or more carbon atoms, such as propane or propene, or a halogenated derivative thereof, with a source of halogen, and optionally, a source of oxygen in the presence of a rare earth halide or rare earth oxyhalide catalyst, so as to form a halogenated hydrocarbon product, such as allyl chloride, having three or more carbon atoms and having a greater number of halogen substituents as compared with the reactant hydrocarbon, and optionally, an olefinic co-product, such as propene. The less desired of the two products, that is, the halogenated hydrocarbon or the olefin as the case may be, can be recycled to the process to maximize the production of the desired product.
    Type: Grant
    Filed: April 23, 2002
    Date of Patent: January 10, 2006
    Assignee: Dow Global Technologies Inc.
    Inventors: Albert E. Schweizer, Mark E. Jones, Daniel A. Hickman
  • Patent number: 6911185
    Abstract: A fluidized-bed reactor for the oxychlorination of ethylene, oxygen and HCL, comprises a heat exchanger, having tube packets in the fluidized-bed for releasing the heat evolved from exothermic reaction to a heat-transfer medium in the tube packets, in particular to water/steam. The tube packets come into contact with water via a ring pipe and the steam being removed via a ring pipe to provide an economical solution with which expensive drilled passages are avoided, the calculation for ring pipes is facilitated and a large number of wall passages is dispensed with. This is achieved by the ring pipe being mounted as a collector or chamber directly on the reactor wall.
    Type: Grant
    Filed: October 12, 1999
    Date of Patent: June 28, 2005
    Assignee: Krupp Unde GmbH
    Inventor: Harmut Schön
  • Patent number: 6872684
    Abstract: Catalysts for oxychlorination of ethylene to 1,2-dichloroethane, comprising compounds of copper and magnesium supported on alumina, in which the copper, expressed as metal, is present in an amount of 7 to 12% by weight and the Mg/Cu ratio is 0.05 to 1, and wherein the ratio between the concentration of copper provided by the Al/Cu ratio at the surface and that provided by the Al/Cu ratio in the entire particle of the catalyst is from 0.8 to 1.3.
    Type: Grant
    Filed: March 3, 2004
    Date of Patent: March 29, 2005
    Assignee: Sud Chemie MT S.R.I.
    Inventors: Francesco Casagrande, Carlo Orsenigo
  • Patent number: 6844474
    Abstract: The present invention provides a vapor phase process for the production of difluoromethane, HFC-32. The process of this invention provides for the preparation of HFC-32 by a process that exhibits both good product yield and selectivity.
    Type: Grant
    Filed: October 28, 1997
    Date of Patent: January 18, 2005
    Assignee: Allied Signal Inc.
    Inventors: Paul Gene Clemmer, Addison Miles Smith, Hsueh Sung Tung, John Stephen Bass
  • Patent number: 6835860
    Abstract: Iodohydroxylated olefins can be prepared by treating an olefin with an aqueous solution of an iodine monohalide selected from iodine monochloride and iodine monobromide.
    Type: Grant
    Filed: January 31, 2003
    Date of Patent: December 28, 2004
    Assignee: Merck & Co., Inc.
    Inventors: Yongkui Sun, Thorsten Rosner
  • Patent number: 6821924
    Abstract: An oxidative halogenation process involving contacting a hydrocarbon, for example, ethylene, or a halogenated hydrocarbon with a source of halogen, such as hydrogen chloride, and a source of oxygen in the presence of a catalyst so as to form a halocarbon, preferably a chlorocarbon, having a greater number of halogen substituents than the starting hydrocarbon or halogenated hydrocarbon, for example, 1,2-dichloroethane. The catalyst is a novel composition comprising copper dispersed on a porous rare earth halide support, preferably, a porous rare earth chloride support. A catalyst precursor composition comprising copper dispersed on a porous rare earth oxyhalide support is disclosed. Use of the porous rare earth halide and oxyhalide as support materials for catalytic components is disclosed.
    Type: Grant
    Filed: November 12, 2003
    Date of Patent: November 23, 2004
    Assignee: Dow Global Technologies Inc.
    Inventors: Robert J. Gulotty, Jr., Mark E. Jones, Daniel A. Hickman
  • Patent number: 6803342
    Abstract: Catalytic composition comprising copper chloride, magnesium chloride and potassium chloride deposited on an alumina, which may be used in particular for the oxychlorination of ethylene into 1,2-dichloroethane. In the processes for the oxychlorination of ethylene in oxygen in a fluid bed, this catalytic composition makes it possible to obtain an excellent yield of 1,2-dichloroethane without causing the deposition of soiling material on the surface of the bundle of tubes of the heat exchanger located in the reactor.
    Type: Grant
    Filed: March 29, 1996
    Date of Patent: October 12, 2004
    Assignee: Solvay (Societe Anonyme)
    Inventors: Helmut Derleth, Deniz Adem, Michel Strebelle
  • Patent number: 6680415
    Abstract: An oxidative halogenation process involving contacting a hydrocarbon, for example, ethylene, or a halogenated hydrocarbon with a source of halogen, such as hydrogen chloride, and a source of oxygen in the presence of a catalyst so as to form a halocarbon, preferably a chlorocarbon, having a greater number of halogen substituents than the starting hydrocarbon or halogenated hydrocarbon, for example, 1,2-dichloroethane. The catalyst is a novel composition comprising copper dispersed on a porous rare earth halide support, preferably, a porous rare earth chloride support. A catalyst precursor composition comprising copper dispersed on a porous rare earth oxyhalide support is disclosed. Use of the porous rare earth halide and oxyhalide as support materials for catalytic components is disclosed.
    Type: Grant
    Filed: May 14, 2002
    Date of Patent: January 20, 2004
    Assignee: Dow Global Technologies Inc.
    Inventors: Robert J. Gulotty, Jr., Mark E. Jones, Daniel A. Hickman
  • Patent number: 6452059
    Abstract: A catalyst for the oxi-chlorination of ethylene to 1,2-dichloroethane which comprises cupric oxychloride (CuOHCl) as an active component. CuOHCl is preferably supported on a porous support such as alumina and used in fixed-bed oxi-chlorination processes.
    Type: Grant
    Filed: October 26, 1999
    Date of Patent: September 17, 2002
    Assignee: Sud Chemie M.T. S.r.l.
    Inventors: Francesco Casagrande, Marinella Malentacchi
  • Patent number: 6452058
    Abstract: An oxidative halogenation process involving contacting a reactant hydrocarbon selected from methane, a halogenated C1 hydrocarbon, or a mixture thereof with a source of halogen and, preferably, a source of oxygen in the presence of a rare earth halide or rare earth oxyhalide catalyst, so as to form a halogenated C1 hydrocarbon having a greater number of halogen substituents as compared with the reactant hydrocarbon. Preferably, the product is a monohalogenated methane, more preferably, methyl chloride. The oxidative halogenation process to form methyl halide can be integrated with downstream processes to produce valuable commodity chemicals, for example, methyl alcohol and/or dimethyl ether; light olefins, including ethylene, propylene, and butenes; higher hydrocarbons, including gasolines; vinyl halide monomer, and acetic acid. Hydrogen halide, which is a co-product of these downstream processes, can be recycled to the oxidative halogenation process.
    Type: Grant
    Filed: May 21, 2001
    Date of Patent: September 17, 2002
    Assignee: Dow Global Technologies Inc.
    Inventors: Albert E. Schweizer, Mark E. Jones, Daniel A. Hickman
  • Patent number: 6437204
    Abstract: In a process for the production of VCM, the gaseous reactants and an inert carrier gas are fed into an adiabatic reaction zone in the oxychlorination section, both reaction zones being associated with an integral fluidised bed, the cooled reaction zone containing a vertically coaxial hollow cooling rod bundle forming a passage. A balanced production of VCM is to be achieved, this being done by selecting a ratio of 1 to 6 inclusive between the equivalent diameter of the passage cross-sectional area and the mean gas bubble pocket diameter of the fluidised bed.
    Type: Grant
    Filed: March 13, 2000
    Date of Patent: August 20, 2002
    Assignee: Krupp Uhde GmbH
    Inventors: Michael Benje, Thomas Schubotz, Hartmut Schön
  • Patent number: 6417414
    Abstract: The present invention is directed to a process for preparing 1,2-dichloroethane by reacting ethene with hydrogen chloride and oxygen over a copper-containing fluidized-bed catalyst. The discharge of the catalyst from the reactor per se is avoided if the catalyst is virtually completely retained in the upper part of the reactor by means of superfine filtration.
    Type: Grant
    Filed: July 31, 2000
    Date of Patent: July 9, 2002
    Assignee: Vinnolit Monomer GmbH & Co. KG
    Inventors: Horst Ertl, Peter Schwarzmaier, Ingolf Mielke, Peter Kammerhofer
  • Publication number: 20010011149
    Abstract: A process for the preparation of 1,2-dichloroethane by oxychlorination of ethene in the presence of a copper-containing fixed-bed catalyst comprising a bed essentially consisting of catalyst particles which comprise, at least partially, support material impregnated with an active component and, if desired, a promoter, where the catalyst bed comprises essentially no separate inert material for dilution.
    Type: Application
    Filed: January 17, 2001
    Publication date: August 2, 2001
    Inventors: Ruprecht MeiBner, Michael Hesse, Christian Walsdorff
  • Patent number: 6204418
    Abstract: 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: Grant
    Filed: July 27, 1999
    Date of Patent: March 20, 2001
    Inventor: John E. Stauffer
  • Patent number: 6191329
    Abstract: A process for specific energy saving, especially in processes involving the oxychlorination of ethylene, facilitates recovery of as much sensible heat to be used for other purposes. In the process the gas mixture leaving the oxychlorination reactor is cooled before it enters the quenching column and the heat recovered is then used to preheat the ethylene recycle gas feed stream.
    Type: Grant
    Filed: July 29, 1999
    Date of Patent: February 20, 2001
    Assignee: Krupp Uhde GmbH
    Inventor: Michael Benje
  • Patent number: 6177599
    Abstract: An improved process is disclosed for manufacturing chlorinated hydrocarbon by way of oxychlorination which yields reduced levels of environmental toxins such as, chlorobenzenes, polychlorinated biphenyls, polychlorinated dibenzodioxins and polychlorinated dibenzofurans. The process involves fixed bed or fluid bed catalyzed oxychlorination of a hydrocarbon reactant containing from 1 to 3 carbon atoms. The oxychlorination process consists of contacting the hydrocarbon reactant with oxygen or oxygenated gas and at least a portion of externally obtained hydrogen chloride in the presence of the oxychlorination catalyst in a heated reaction zone operated at from 150° C. to 600° C. and recovering chlorinated hydrocarbon from the effluents of the reaction zone.
    Type: Grant
    Filed: November 17, 1995
    Date of Patent: January 23, 2001
    Assignee: Oxy Vinyls, L.P.
    Inventors: Joseph Allen Cowfer, Victor James Johnston, Lawrence Popiel
  • Patent number: 5986152
    Abstract: A supported catalyst includes: a) 0.5-15 wt. % of one or more Cu-II compounds, the quantitative amounts referring to copper metal; b) 0.1-8 wt. % of one or more alkali metal compounds, the quantitative amounts referring to alkali metal; c) 0.1-10 wt. % of an oxide mixture including; c1) 80-95 mole % of oxides of cerite rare earths with atomic Nos. 57 to 62, except promethium, and c2) 5-20 mole % of zirconium dioxide, where c1) and c2) must together total 100 mole % and the quantitative amount of c) refers to the oxides of the mixture, and d) the remainder up to 100 wt. % being .gamma. and/or .alpha.-aluminum oxide as support material, wherein e) the support material d) has a total pore volume in the range from 0.65 to 1.2 cm.sup.3 /g, and wherein f) the supported catalyst is present in the form of cylindrical hollow bodies having at least one passage channel, the ratio of height h to external diameter d.sup.e being less than 1.5 for diameters d.sub.e of up to 6 mm, and the ratio h/d.sub.e being less than 0.
    Type: Grant
    Filed: November 24, 1998
    Date of Patent: November 16, 1999
    Assignee: Degussa-Huls AG
    Inventors: Herbert Muller, Stefan Bosing, Ludwig Schmidhammer, Albin Frank, Klaus Haselwarter
  • Patent number: 5905177
    Abstract: In a method for producing 1,2-dichloroethane by an oxychlorination reaction of ethylene, hydrogen chloride and oxygen, a continuous method for producing 1,2-dichloroethane, which comprises cooling a gas discharged from an oxychlorination reactor to condense and separate 1,2-dichloroethane and water therefrom, further removing hydrogen chloride and carbon dioxide therefrom, then mixing oxygen and nitrogen thereto so that the oxygen concentration becomes from 20 to 30 vol % and the ethylene concentration becomes from 1 to 3 vol % and supplying the gas mixture thus adjusted to an oxychlorination reactor.
    Type: Grant
    Filed: March 15, 1996
    Date of Patent: May 18, 1999
    Assignee: Toshoh Corporation
    Inventors: Ikuya Seo, Terumasa Yoshida
  • Patent number: 5750812
    Abstract: An improved process is disclosed for manufacturing chlorinated hydrocarbon by way of a once-through air-based oxychlorination process which yields reduced levels of environmental toxins such as chlorobenzenes, polychlorinated biphenyls, polychlorinated dibenzodioxins and polychlorinated dibenzofurans. The process involves fixed bed or fluid bed catalyzed oxychlorination of a hydrocarbon reactant containing from 1 to 3 carbon atoms. The oxychlorination process consists of contacting the hydrocarbon reactant with air or oxygen enriched air and hydrogen chloride in the presence of the oxychlorination catalyst in a heated reaction zone operated at from 150.degree. C. to 600.degree. C. and recovering chlorinated hydrocarbon from the effluents of the reaction zone. The improvement consists of the use of air which is pretreated before use in the operated oxychlorination process by a means for removal of the aromatic hydrocarbons.
    Type: Grant
    Filed: December 28, 1995
    Date of Patent: May 12, 1998
    Assignee: The Geon Company
    Inventors: Joseph Allen Cowfer, Victor James Johnston, Lawrence Popiel
  • Patent number: 5600043
    Abstract: The subject invention relates to a process for oxychlorination of ethylene to produce 1,2-dichloroethane. The process comprises contacting a mixture of ethylene, oxygen or oxygen containing gas and hydrogen chloride with a fixed or fluidized catalyst composition in a reaction zone and recovering 1,2-dichloroethane from the effluents of the reaction zone.The invention is embodied in a process for the oxychlorination of ethylene to produce 1,2-dichloroethane by contacting a mixture of ethylene, oxygen containing gas and hydrogen chloride with a catalyst composition in a reaction zone and recovering 1,2-dichloroethane from the effluents of the reaction zone the process comprising introducing ethylene, HCl and oxygen containing gas into said reaction zone in a ratio of 1.8 and 2.2 moles of HCl per mole of ethylene and from 0.5 to 1 mole of oxygen per mole of ethylene, the oxychlorination process taking place at a temperature of from 215.degree. C. to 230.degree. C.
    Type: Grant
    Filed: March 27, 1995
    Date of Patent: February 4, 1997
    Assignee: The Geon Company
    Inventors: Victor J. Johnston, Joseph A. Cowfer
  • Patent number: 5527754
    Abstract: Catalytic composition comprising copper chloride, magnesium chloride and caesium chloride deposited on an alumina, which may be used in particular for the oxychlorination of ethylene into 1,2-dichloroethane. In the processes for the oxychlorination of ethylene in oxygen in a fluid bed, this catalytic composition makes it possible to obtain an excellent yield of 1,2-dichloroethane without causing the deposition of soiling material on the surface of the bundle of tubes of the heat exchanger located in the reactor.
    Type: Grant
    Filed: November 29, 1994
    Date of Patent: June 18, 1996
    Assignee: Solvay (Societe Anonyme)
    Inventors: Helmut Derleth, Deniz Adem, Michel Strebelle
  • Patent number: 5430181
    Abstract: Process for improving a controlled oxidation reaction between at least one reactant and oxygen, in which at least one reactant is reacted with oxygen or an oxygen containing gas, constituting a reaction mixture, in the presence of at least one additional gas which is introduced into said reaction mixture and is selected from methane, ethane and helium, and the resulting reaction product from the oxidation reaction is possibly treated so as to give a final product.
    Type: Grant
    Filed: February 19, 1993
    Date of Patent: July 4, 1995
    Assignee: L'Air Liquide Societe Anonyme Pour L'Etude et L'Exploitation des Procedes Georges Claude
    Inventors: Philippe Arpentinier, Jacques Koenig, Yves Torre
  • Patent number: 5382726
    Abstract: The subject invention relates to catalyst compositions for oxychlorination of ethylene to produce 1,2-dichloroethane. The catalysts comprise copper chloride, at least one alkali metal, at least one rare earth metal, and at least one Group IIA metal on a high surface area support for fluid bed applications or on a high or low surface area support for fixed bed applications. The catalyst compositions are prepared by depositing the metals on a support. The use of the catalyst compositions of the invention in the oxychlorination of ethylene to EDC results in high percent ethylene efficiency, high EDC product purity and high percent HCl conversion without exhibiting catalyst stickiness. A process for oxychlorination of ethylene to produce 1,2-dichloroethane is also disclosed.
    Type: Grant
    Filed: November 22, 1993
    Date of Patent: January 17, 1995
    Assignee: The Geon Company
    Inventors: George H. Young, Joseph A. Cowfer, Victor J. Johnston
  • Patent number: 5315051
    Abstract: The invention relates to a process for the oxychlorination of ethylene by means of a catalyst composition comprising an alumina support impregnated with cupric chloride, magnesium chloride and a chloride of an alkali metal chosen from sodium and lithium. The oxychlorination performed in this manner makes it possible to obtain an excellent yield without the reactor being corroded by the catalyst composition employed.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: May 24, 1994
    Assignee: Solvay (Societe Anonyme)
    Inventors: Helmut Derleth, Robert Walter, Gunter Weidenbach, Michel Strebelle
  • Patent number: 5262547
    Abstract: Petrochemicals are produced by the vapor phase reaction of a hydrocarbon with substantially pure oxygen in the presence of a suitable catalyst. In the improved process, the principal product is removed, carbon monoxide, present in the reactor effluent as a byproduct, is oxidized to carbon dioxide and part of the gaseous effluent, comprised mainly of carbon dioxide and unreacted hydrocarbon, is recycled to the reactor. Removal of carbon monoxide from the recycle stream reduces the hazard of a fire or explosion in the reactor or associated equipment. The use of carbon dioxide as the principal diluent increases heat removal from the reactor, thereby increasing the production capacity of the reactor.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: November 16, 1993
    Assignee: The BOC Group, Inc.
    Inventors: Ramakrishnan Ramachandran, Arthur I. Shirley, Lien-Lung Sheu
  • Patent number: H1800
    Abstract: A method for oxychlorinating ethylene to ethylene dichloride utilizing a two reactor oxychlorination system in which the oxygen and hydrogen chloride feeds are split between the reactors such that the volume ratio of HCl fed to the first reactor to the HCl fed to the second reactor, and the volume ratio of O.sub.2 fed to the first reactor to the O.sub.2 fed to the second reactor are both in the range of about 50:50 to about 99:1.
    Type: Grant
    Filed: July 16, 1997
    Date of Patent: August 3, 1999
    Assignee: The Dow Chemical Company
    Inventors: Leopoldo Salinas, III, Thomas Earl Morris