Halogen-containing Feed Using Extraneous Nonhydrocarbon Agent Patents (Class 585/612)
  • Patent number: 7622616
    Abstract: A process for obtaining vinyl compounds by dehalogenation of halofluorinated compounds having a linear, branched or cyclic structure, said halofluorinated compounds containing in the molecule at least one group: wherein Y1 and Y2, equal to or different from each other, are selected from Cl, Br, I; wherein the halofluorinated compounds are dehalogenated in the presence of a transition metal, or of transition metal couples, by operating in a biphasic system of solvents immiscible among each other, formed of a (per)fluorinated solvent and a dipolar aprotic or protic solvent (co-solvent), wherein the ratio moles co-solvent/equivalents of the halofluorinated compound ranges from 0.5 to 10, preferably from 0.5 to 5, still more preferably from 1 to 3.
    Type: Grant
    Filed: May 4, 2006
    Date of Patent: November 24, 2009
    Assignee: Solvay Solexis S.p.A.
    Inventors: Ivan Wlassics, Vito Tortelli
  • Patent number: 6552237
    Abstract: A Grignard-type process for the preparation of unsaturated organic compounds. The process comprises contacting an unsaturated organic halide with magnesium metal in a mixture of ether and a polar halogenated hydrocarbon co-solvent, filtering the reaction product from the reaction step and thereafter, treating the reaction product filtrate from the filtration step to obtain the desired unsaturated organic compounds.
    Type: Grant
    Filed: April 4, 2002
    Date of Patent: April 22, 2003
    Assignee: Dow Corning Corporation
    Inventors: Curtis J. Bedbury, Binh T. Nguyen
  • Patent number: 5919994
    Abstract: Processes for decreasing the chlorine to carbon ratio for halogenated hydrocarbons containing chlorine and from 1 to 6 carbon atoms, in the presence of a catalyst are disclosed. The processes are each characterized by employing a catalyst comprising ruthenium on a support of (i) fluorided alumina, (ii) aluminum fluoride, or (iii) fluorides of Zn, Mg, Ca, Ba, Y, Sm, Eu, and/or Dy. Also disclosed are multiphase catalyst compositions of ruthenium supported on fluorides of Zn, Mg, Ca, Ba, Y, Sm, Eu and/or Dy.
    Type: Grant
    Filed: July 28, 1997
    Date of Patent: July 6, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Velliyur Nott Mallikarjuna Rao
  • Patent number: 5714649
    Abstract: Disclosed are compounds suitable for use as raw materials which enable cis-olefin compounds useful as physiologically active substances such as the sex pheromones of various insects, or as intermediates for the synthesis thereof to be prepared on an industrial scale at a reasonable cost, and processes for the preparation of cis-olefin compounds by using the same. For this purpose, novel compounds (i.e., 1-halo-cis-3-tetradecenes) of the general formula (I)CH.sub.3 (CH.sub.2).sub.9 CH.dbd.CH(CH.sub.2).sub.2 X (I)wherein X is a halogen atom, are used as raw materials for the preparation of cis-olefin compounds.
    Type: Grant
    Filed: December 20, 1995
    Date of Patent: February 3, 1998
    Assignee: Shin-Etsu Chemical CO., Ltd.
    Inventors: Takehiko Fukumoto, Daisuke Iwai, Shigeo Okano, Hiroshi Suzuki, Mitsuyoshi Oshima
  • Patent number: 5498800
    Abstract: A process is disclosed for obtaining a compound of the formulaAr-Z IIwhere Ar, R.sub.1 and R.sub.2 are defined in the specification and Z is --C(R.sub.3).dbd.CH.sub.2 or --CH(R.sub.3)CHO where R.sub.3 is defined in the specification. The process utilizes a heterogeneous mixture of the compound of formula I and an alkali or alkaline earth metal in dimethylformamide. The mixture is subjected to ultrasonic vibrations for a time and at a temperature sufficient to produce a compound of formula II: ##STR1## where Ar, R.sub.1, and R.sub.2 are defined above and X is the halo group.
    Type: Grant
    Filed: January 9, 1995
    Date of Patent: March 12, 1996
    Assignee: Albemarle Corporation
    Inventor: Thanikavelu Manimaran
  • Patent number: 5268525
    Abstract: The invention relates to the conversion of saturated hydrocarbons.According to the invention a first gas containing chlorine and a second gas containing hydrogen are introduced into a chamber (3) so as to mix them. At the exit (4) of this chamber (3) the mixture of chlorine and hydrogen is ignited and the products originating from this flame are then mixed in a chamber (7) with a third gas containing the hydrocarbons to be converted, with a mean weight content of hydrogen element of at least 18%. The effluents from the chamber (7) are collected, quenched and fractionated. The hydrochloric acid is reformed into chlorine which is recycled in the first gas, the hydrogen is recycled in the second gas, and the alkanes in the third gas. The unsaturated hydrocarbons are recovered.The invention applies in particular to the conversion of natural gases into unsaturated hydrocarbons, such as ethylene.
    Type: Grant
    Filed: March 18, 1991
    Date of Patent: December 7, 1993
    Assignee: Gaz de France
    Inventor: Guy-Marie Come
  • Patent number: 5245098
    Abstract: The monomer 5-methyl-1,4-hexadiene (5-MHD), uncontaminated with 4-methyl-1,4-hexadiene (4-MHD), or other hydrocarbons, is obtained by reacting 1-chloro-2-methylpropene with allylmagnesium bromide in equimolar amounts under gentle reflux at atmospheric pressure in an organic solvent medium (diethyl ether) and in the presence of a catalytic amount of a dichloro-[1,2-bis(dimethylphosphino)ethane]nickel (II) in an inert atmosphere. The allyl magnesium bromide is added dropwise with stirring with a mixture of 1-chloro-2-methylpropene and catalyst in the solvent at room temperature. The solvent is separated from the product by distillation, giving substantially pure product. Absence of other hydrocarbons in either the crude product or the pure product may be shown by .sup.1 H NMR, .sup.13 C NMR and GC analysis. Other nonconjugated diolefins can be prepared in an analogous manner using an alkenyl halide and an alkenyl Grignard reagent which upon cross coupling will give the desired nonconjugated diene.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: September 14, 1993
    Assignee: The University of Akron
    Inventors: Gabriel J. Summers, Fernando J. Hamilton
  • Patent number: 5202102
    Abstract: A process is disclosed which comprises: contacting a catalyst such as alumina silica, aluminosilicates, titanium oxide, magnesium oxide, and the metals of Groups III and IIB of the Periodic Table under reducing conditions with a gaseous mixture comprising elemental chlorine gas and a diluent under conditions effective to improve the ability of the catalyst to dehydrohalogenate halogenated hydrocarbons: contacting the catalyst with a halogenated hydrocarbon feedstock, the halogenated hydrocarbon feedstock with or without a carrier gas, in the gas phase under dehydrohalogenation conditions; and recovering a dehydrohalogenated product.
    Type: Grant
    Filed: May 22, 1991
    Date of Patent: April 13, 1993
    Assignee: The Dow Chemical Company
    Inventor: Hong A. Nguyen
  • Patent number: 5019175
    Abstract: A method for the destruction of halogenated organic compounds contained in a contaminated medium comprises adding an aqueous solution of polyethylene glycol to the contaminated medium in an amount to provide from about 0.1 to about 20 weight percent of polyethylene glycol, based on the weight of the contaminated medium. An alkali metal hydroxide is then added in an amount of from about 2 to about 20 weight percent, based on the weight of the contaminated medium. The medium is then heated to substantially dehydrate the medium and then further heated at a temperature between about 100.degree. and 350.degree. C. to effect destruction of the halogenated organic compounds. An acid is then added to the medium in an amount sufficient to neutralize the same.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: May 28, 1991
    Assignee: The United States of America as represented by the Administrator, Environmental Protection Agency
    Inventors: Charles J. Rogers, Alfred Kornel, Harold L. Sparks
  • Patent number: 4871874
    Abstract: Alkadienes are produced by reacting alkenyltrialkylammonium halide in which the double bond is allylic or homoallylic relative to the nitrogen atom with a strong inorganic base under phase transfer conditions. In this reaction trialkylamine is eliminated from the quaternary ammonium halide thereby resulting in the concurrent formation of the alkadiene. Long chain (e.g., C.sub.6 -C.sub.20) conjugated alkadienes, can readily be prepared from the corresponding alkenes in good yields on an economical basis by a three-stage process involving:(a) allylically monobrominating an alkene in the liquid phase;(b) converting the allylically monobrominated alkene into alkenyl quaternary ammonium bromide by reaction with a trialkyl amine; and(c) reacting the alkenyl quaternary ammonium bromide with a strong inorganic base under phase transfer conditions so that conjugated alkadiene and trialkylamine are formed.
    Type: Grant
    Filed: June 15, 1987
    Date of Patent: October 3, 1989
    Assignee: Ethyl Corporation
    Inventor: Joachim W. Wolfram
  • Patent number: 4675464
    Abstract: Method for the total dehydrohalogenation of halogenated compounds. The method includes providing a reaction mixture by dissolving an alkali metal hydroxide in a molar excess of an ethylene glycol to form an alkali metal glycolate and reacting the halogenated organic compound with the alkali metal glycolate. In halogenated compounds having one carbon, carbon dioxide is the reaction product. In those having more than one carbon, acetylene is formed. The preferred ethylene glycol is tetraethylene glycol and the preferred alkali metal is potassium hydroxide. The method is particularly useful for disposing of toxic halogenated compounds which make up soil contaminants, like ethylene dibromide.
    Type: Grant
    Filed: July 9, 1986
    Date of Patent: June 23, 1987
    Assignee: Government of the United States as represented by the Administrator of the Environmental Protection Agency
    Inventors: Charles J. Rogers, Alfred Kornel
  • Patent number: 4579992
    Abstract: For the production of 3,3- and 2,3-dimethylbutene, respectively, and 2,3-dimethylbutadiene and/or for the simultaneous production of 3,3- and 2,3-dimethylbutene, respectively, 2,3-dimethylbutadiene, and glycol or polyglycol n-alkyl-3,3- and -2,3-dimethylbutyl ether, respectively, alkali hydroxides are reacted in a two-phase liquid system in the presence of a glycol or polyglycol ether, respectively, at temperatures of 100.degree.-250.degree. C., with mono- and dichlorodimethylbutane, respectively. By using, as the glycol or polyglycol ether, a glycol or polyglycol monoalkyl ether, the glycol or polyglycol n-alkyl-3,3- and -2,3-dimethylbutyl ether, respectively, is obtained besides the olefin.
    Type: Grant
    Filed: August 24, 1984
    Date of Patent: April 1, 1986
    Assignee: Huels Aktiengesellschaft
    Inventors: Manfred Kaufhold, Werner Smolka
  • Patent number: 4228313
    Abstract: Disclosed is a process for the coupling of a Grignard reagent RMgX with an allylic halide in the presence of a dipolar aprotic solvent wherein the improvement, for obtaining improved yield and selectivity, comprises adding a catalyst to said Grignard or allylic halide and then carrying out the coupling reaction by the addition of the Grignard reagent to the allylic halide, said reaction being characterized by the displacement at the gamma position (relative to the halide) of the allylic halide with R of the Grignard reagent, migration of the allylic double bond in the direction of the halogen atom and loss of halogen. The present invention also resides in the discovery of certain novel procedures for the synthesis of Vitamin E. Specific embodiments of this aspect of the invention reside in the syntheses of 6,7-dehydrophytol, 10,11-dihydrofarnesene, phytone, hexahydropseudoionone, and related compounds as precursors for Vitamin E.
    Type: Grant
    Filed: December 29, 1977
    Date of Patent: October 14, 1980
    Assignee: SCM Corporation
    Inventors: Carlos G. Cardenas, Zia U. Din
  • Patent number: 4221742
    Abstract: Disclosed is a process for the coupling of a Grignard reagent RMgX with an allylic halide in the presence of a dipolar aprotic solvent wherein the improvement, for obtaining improved yield and selectivity, comprises adding a catalyst to said Grignard or allylic halide and then carrying out the coupling reaction by the addition of the Grignard reagent to the allylic halide, said reaction being characterized by the displacement at the gamma position (relative to the halide) of the allylic halide with R of the Grignard reagent, migration of the allylic double bond in the direction of the halogen atom and loss of halogen. The present invention also resides in the discovery of certain novel procedures for the synthesis of Vitamin E. Specific embodiments of this aspect of the invention reside in the syntheses of 6,7-dehydrophytol, 10,11-dihydrofarnesene, phytone, hexahydropseudoionone, and related compounds as precursors for Vitamin E.
    Type: Grant
    Filed: December 29, 1977
    Date of Patent: September 9, 1980
    Assignee: SCM Corporation
    Inventors: Carlos G. Cardenas, Zia U. Din
  • Patent number: 4175187
    Abstract: Tertiary allylic amines are obtained from vinylic halides and olefins, and substituted derivatives thereof, by reacting said halide with a mono-, di-, or tri-substituted olefin and an unhindered basic secondary amine in the presence of a palladium catalyst.
    Type: Grant
    Filed: October 24, 1978
    Date of Patent: November 20, 1979
    Assignee: University of Delaware
    Inventor: Richard F. Heck