Preparing By Halogen Exchange Patents (Class 570/260)
  • Patent number: 8692039
    Abstract: Disclosed is a method and device for simply and safely preparing, using a direct synthesis process at room temperature, a radioactive methyl iodine (CH3131I) tracer for use in evaluating the ability of impregnated activated carbon to adsorb radioactive organic iodine according to ASTM D 3803 (Standard Test Method for Nuclear-Grade Activated Carbon), in which the tracer can be directly synthesized by mixing radioactive sodium iodide (Na131I) with methyl iodine (CH3I) at room temperature under reduced pressure, thus shortening excessive synthesis time and decreasing the probability of radiation exposure due to leakage of volatile material during the distillation.
    Type: Grant
    Filed: July 12, 2011
    Date of Patent: April 8, 2014
    Assignee: Korea Hydro & Nuclear Power Co., Ltd.
    Inventors: Ki Bang Sung, Ho Yeon Yang, Ji Hoon Lee, Jin Soo Choi, Tae Won Hwang
  • Patent number: 8395001
    Abstract: To provide processes for efficiently and economically producing 2-chloro-1,1,1,2-tetrafluoropropane (R244bb) and 2,3,3,3-tetrafluoropropene (R1234yf) in an industrially practical manner. A process for producing 2-chloro-1,1,1,2-tetrafluoropropane, which comprises a chlorination step of reacting 1,2-dichloro-2-fluoropropane and chlorine in the presence of a solvent under irradiation with light to obtain 1,1,1,2-tetrachloro-2-fluoropropane, and a fluorination step of reacting the 1,1,1,2-tetrachloro-2-fluoropropane obtained in the chlorination step and hydrogen fluoride in the presence of a catalyst to obtain 2-chloro-1,1,1,2-tetrafluoropropane, and a process for producing 2,3,3,3-tetrafluoropropene, which comprises dehydrochlorinating it in the presence of a catalyst.
    Type: Grant
    Filed: June 10, 2011
    Date of Patent: March 12, 2013
    Assignee: Asahi Glass Company, Limited
    Inventors: Satoshi Kawaguchi, Takashi Okazoe, Hidekazu Okamoto
  • Publication number: 20120209035
    Abstract: Disclosed is a method and device for simply and safely preparing, using a direct synthesis process at room temperature, a radioactive methyl iodine (CH3131I) tracer for use in evaluating the ability of impregnated activated carbon to adsorb radioactive organic iodine according to ASTM D 3803 (Standard Test Method for Nuclear-Grade Activated Carbon), in which the tracer can be directly synthesized by mixing radioactive sodium iodide (Na131I) with methyl iodine (CH3I) at room temperature under reduced pressure, thus shortening excessive synthesis time and decreasing the probability of radiation exposure due to leakage of volatile material during the distillation.
    Type: Application
    Filed: July 12, 2011
    Publication date: August 16, 2012
    Inventors: Ki Bang Sung, Ho Yeon Yang, Ji Hoon Lee, Jin Soo Choi, Tae Won Hwang
  • Patent number: 7943015
    Abstract: A photochemical reaction apparatus including a reactor and a light source situated so that light from the light source is directed through a portion of the reactor wall is disclosed. The apparatus is characterized by the portion of the reaction wall comprising a copolymer of a perfluoro (alkyl vinyl ether). The perfluoro (alkyl vinyl ether) is selected from the group consisting of CF30CF?CF2, C2F5OCF?CF2, C3F7OCF?F2, and mixture thereof. Also disclosed is a photochemical reaction process wherein light from a light source is directed through said reactor wall to interact with reactants in said reactor. A process for increasing the fluorine content of at least one compound selected from hydrocarbons and halohydrocarbons, comprising: (a) photochlorinating said at least one compound; and (b) reacting the halogenated hydrocarbon produced in (a) with HF.
    Type: Grant
    Filed: December 19, 2005
    Date of Patent: May 17, 2011
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Velliyur Nott Mallikarjuna Rao, Allen Capron Sievert
  • Patent number: 7074975
    Abstract: Catalysts such as antimony halides, which are useful in fluorination reactions involving hydrogen fluoride, may be reduced during the reaction and require regeneration. Regenerative oxidation is usually carried out by introducing elemental halogen, preferably fluorine or chlorine, into the reaction mixture. In accordance with the invention elemental halogen is prevented from coming into contact with starting materials or intermediate products which are reactive therewith. This is preferably achieved by withdrawing part of the reaction mixture from the reactor, mixing the withdrawn part with chlorine or fluorine in order to regenerate the catalyst, and thereafter returning the withdrawn part to the reactor.
    Type: Grant
    Filed: June 18, 2004
    Date of Patent: July 11, 2006
    Assignee: Solvay Fluor und Derivate GmbH
    Inventors: Max Braun, Carsten Brosch
  • Patent number: 7041859
    Abstract: A method for obtaining a halogenated organic compound, whereby an organotrifluoroborate compound is reacted with a halide ion in the presence of an oxidizing agent to produce the corresponding halogenated organic compound. The method may be used for producing radiohalogenated organic compounds.
    Type: Grant
    Filed: July 5, 2005
    Date of Patent: May 9, 2006
    Assignee: University of Tennessee Research Foundation
    Inventor: George W. Kabalka
  • Patent number: 6946559
    Abstract: A method by which a halogen atom of a halogen compound can be efficiently replaced with an electrophilic group. Also provided are: a reagent for converting a functional group through a halogen-metal exchange reaction, characterized by comprising either a mixture of a magnesium compound represented by the formula R1—Mg—X (I) (wherein R1 represents a halogen atom or an optionally substituted hydrocarbon residue; and X1 represents a halogen atom) and an organolithium compound represented by the formula R2—Li (II) (wherein R2 represents an optionally substituted hydrocarbon residue) or a product of the reaction of the magnesium compound with the organolithium compound; and a process for producing with the reagent a compound in which a halogen atom of a halogen compound has been replaced with an electrophilic group.
    Type: Grant
    Filed: January 24, 2001
    Date of Patent: September 20, 2005
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Takehiko Iida, Toshihiro Wada, Toshiaki Mase
  • 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: 6627777
    Abstract: Catalysts for the fluid-bed hydrodechlorination of carbon tetrachloride to chloroform having high catalytic stability and comprising platinum supported on microspheroidal gamma alumina, characterized in that the platinum is in the form of particles dispersed throughout the mass of the support.
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: September 30, 2003
    Assignee: Sud Chemie MT S.R.L.
    Inventors: Michele Rossi, Carlo Rubini, Antonio Pasquale, Luigi Cavalli
  • Publication number: 20030083531
    Abstract: Methods of converting methyl chloride to methyl bromide include the steps of providing a composition comprising a bromide salt and a liquid; contacting the composition with gaseous methyl chloride and/or methyl chloride dissolved in a water-immiscible solvent; and recovering methyl bromide.
    Type: Application
    Filed: October 25, 2001
    Publication date: May 1, 2003
    Inventors: David T. Erdman, Jonathan D. Spicher, Mary F. Lamar, David E. Cockrill
  • Patent number: 6489524
    Abstract: Aromatic substrates are Ar-brominated in high yield and selectivity by reacting the substrate with a brominating agent in the presence of at least about 0.19 gram per mmol of substrate of a zeolite catalyst which has an absorbed water content of no greater than about 7.5 weight percent.
    Type: Grant
    Filed: October 27, 1997
    Date of Patent: December 3, 2002
    Assignee: Albemarle Corporation
    Inventors: Mahmood Sabahi, Hassan Y. Elnagar, Robert L. Davis
  • Patent number: 6489525
    Abstract: Methods of converting methyl chloride to methyl bromide include the steps of providing a composition comprising a bromide salt and water; contacting the composition with a primary alkyl chloride; and recovering methyl bromide.
    Type: Grant
    Filed: October 5, 2001
    Date of Patent: December 3, 2002
    Assignee: Bayer Corporation
    Inventors: David T. Erdman, Jonathan D. Spicher, Mary F. Lamar, David E. Cockrill
  • 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: 5948942
    Abstract: A catalyst useful for the simultaneous and selective hydrogenation of diolefins and nitriles present in a hydrocarbon feedstock includes (a) a support material selected from the group consisting of inorganic oxide, carbon, zeolite and mixtures thereof; and (b) a catalytically active metal phase including at least two metals selected from the group consisting of at least partially reduced Group IB metals and completely reduced Group VIII metals, the active metal phase being present in an amount of about .gtoreq.0.03 wt %.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: September 7, 1999
    Assignee: Intevep, S.A.
    Inventors: Magdalena Ramirez de Agudelo, Djamal Djauadi, Julia Guerra
  • Patent number: 5880318
    Abstract: Described is a process for easily preparing an .alpha.-bromo,.omega.-chloroalkane which is high in purity represented by the formula: Br(CH.sub.2).sub.n Cl in which n stands for an integer of 4 to 12. The process comprises reacting in an organic solvent an .alpha.,.omega.-dichloroalkane with an .alpha..omega.-dibromoalkane. As the organic solvent, an aprotic nitrogen-containing or sulfur-containing organic solvent having a dielectric constant at 20.degree. C. of 20 or larger, for example, N,N-dimethylformamide, N,N-dimethylacetamide or N,N-dimethylimidazolidinone is preferred.
    Type: Grant
    Filed: August 6, 1997
    Date of Patent: March 9, 1999
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takehiko Fukumoto, Hiroshi Suzuki, Kinya Ogawa, Kazushi Hirokawa
  • Patent number: 5877364
    Abstract: A process is provided for simultaneous selective hydrogenation of diolefins and nitriles from a hydrocarbon feedstock, wherein hydrogenation is carried out using a catalyst in one reactor zone while partially deactivated catalyst in another reactor zone is regenerated.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: March 2, 1999
    Assignee: Intevep, S.A.
    Inventors: Zaida Hernandez, Wolfgang Garcia, Magdalena Ramirez de Agudelo
  • Patent number: 5663446
    Abstract: A catalyst useful for the simultaneous and selective hydrogenation of diolefins and nitriles present in a hydrocarbon feedstock. The support material is preferably selected from the group consisting of an inorganic oxide-zeolite composite, carbon and zeolite. A catalytically active phase is deposited on the support material. The catalytically active metal phase is selected from the group consisting of partially reduced Group IB metals and completely reduced Group VIII metals. The catalytically active metal phase is present in an amount of .gtoreq.0.03 wt %.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: September 2, 1997
    Assignee: Intevep, S.A.
    Inventors: Magdalena Ramirez de Agudelo, Julia Guerra, Trino Romero, Mariela Medina
  • Patent number: 5347060
    Abstract: This invention relates to phase transfer catalysis (PTC) using a composition of synthetic ultra-large pore crystalline material which contains a cation of an onium compound, e.g. cetyltrimethylammonium, within the pores of said material. The crystalline material has, after calcination, an X-ray diffraction pattern with at least one peak at a d-spacing greater than 18 Angstrom Units and a benzene adsorption capacity of greater than 15 grams benzene per 100 grams of said material at 6.7 kPa (50 torr) and 25.degree. C.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: September 13, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Stuart D. Hellring, Jeffrey S. Beck
  • Patent number: 5146020
    Abstract: Trifluoromethane or monochlorodifluoromethane and carbon tetrachloride are converted to trichloromonofluoromethane, dichlorodifluoromethane and chloroform using a catalyst of activated aluminum and magnesium oxides.
    Type: Grant
    Filed: August 8, 1990
    Date of Patent: September 8, 1992
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Charles G. Rudershausen
  • Patent number: 4849545
    Abstract: An aliphatic ketone is produced by reacting a carbonyl complex of a metal of Group VIII of the Periodic Table of the Elements, for example a rhodium carbonyl complex, with an aliphatic hydrocarbyl halide, for example an alkyl iodide.
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: July 18, 1989
    Assignee: BP Chemicals Limited
    Inventors: Francesco P. Fanizzi, Peter M. Maitlis
  • Patent number: 4754089
    Abstract: The present invention relates to a novel method for conducting phase transfer catalysis in a multiphase reaction system wherein the different phases are separated by a membrane permeable to the phase transfer catalyst and its various reaction complexes. The invention also relates to membranes and a membrane-containing apparatus useful in carrying out phase transfer catalysis.
    Type: Grant
    Filed: December 5, 1986
    Date of Patent: June 28, 1988
    Assignee: Sepracor Inc.
    Inventors: Stephen L. Matson, Thomas J. Stanley
  • Patent number: 4368340
    Abstract: 1,3,5,-Trichlorobenzene is produced by chlorinating 1,3,5-trihalobenzene having 1 to 3 bromine atom and 2 to 0 chlorine atom. The gaseous 1,3,5-halobenzene having 1 to 3 bromine atom and 2 to 0 chlorine atom is brought into contact with chlorine gas at a molar ratio of 0.5 to 3.0 of the stoichiometric amount of chlorine required for said conversion, in a vapor phase at a temperature of 280.degree. to 500.degree. C.
    Type: Grant
    Filed: December 4, 1980
    Date of Patent: January 11, 1983
    Assignee: Ishihara Sangyo Kaisha Ltd.
    Inventors: Ryuzo Nishiyama, Kanichi Fujikawa, Isao Yokomichi, Itaru Shigehara, Mikio Miyaji