From Acetylenic Hydrocarbons Patents (Class 560/242)
  • Publication number: 20140058127
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes processing the acetylene to form a stream having vinyl acetate. A hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream is treated to convert acetylene to vinyl acetate. The method according to certain aspects includes controlling the level of carbon monoxide to prevent undesired reactions in downstream processing units.
    Type: Application
    Filed: June 11, 2013
    Publication date: February 27, 2014
    Inventors: Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin
  • Patent number: 8557922
    Abstract: A diamine compound of formula (I) is proposed as well as polymers, copolymers, polyamic acids, polyamic acid esters, or polyimides based on such compound.
    Type: Grant
    Filed: September 14, 2012
    Date of Patent: October 15, 2013
    Assignee: Rolic AG
    Inventors: Thomas Bachels, Zoubair Mohammed Cherkaoui, Guy Marck, Olivier Muller, Joachim Reichardt, Andreas Schuster, Hubert Seiberle, Peggy Studer, Thomas Peglow, Jean-Francois Eckert
  • Patent number: 8329823
    Abstract: A diamine compound of formula (I) is proposed as well as polymers, copolymers, polyamic acids, polyamic acid esters, or polyimides based on such compound.
    Type: Grant
    Filed: December 1, 2011
    Date of Patent: December 11, 2012
    Assignee: ROLIC AG
    Inventors: Thomas Bachels, Zoubair Mohammed Cherkaoui, Guy Marck, Olivier Muller, Joachim Reichardt, Andreas Schuster, Hubert Seiberle, Peggy Studer, Thomas Peglow, Jean-Francois Eckert
  • Publication number: 20120203025
    Abstract: A process for the selective production of vinyl ester by the reaction of a carboxylic acid with acetylene with a homogeneous catalyst is disclosed and claimed. In one aspect, esters of neoacids are provided.
    Type: Application
    Filed: April 24, 2012
    Publication date: August 9, 2012
    Inventors: Barbara F.M. Kimmich, Hannah E. Toomey, Qiang Yao, G. Paull Torrence, Jan Cornelis van der Waal, Michael J. Doyle
  • Patent number: 8173749
    Abstract: A diamine compound of formula (I) is proposed as well as polymers, copolymers, polyamic acids, polyamic acid esters, or polyimides based on such compound.
    Type: Grant
    Filed: December 19, 2006
    Date of Patent: May 8, 2012
    Assignee: Rolic AG
    Inventors: Thomas Bachels, Zoubair Mohammed Cherkaoui, Guy Marck, Olivier Muller, Joachim Reichardt, Andreas Schuster, Hubert Seiberle, Peggy Studer, Thomas Peglow, Jean-Francois Eckert
  • Patent number: 8044233
    Abstract: The present invention relates to a process for preparing vinyl carboxylates, wherein a carboxylic acid is reacted with an alkyne compound in the presence of a catalyst which is selected from carbonyl complexes, halides and oxides of rhenium, of manganese, of tungsten, of molybdenum, of chromium and of iron and rhenium metal at a temperature of ?300° C. The process gives the desired vinyl esters with high yield.
    Type: Grant
    Filed: November 22, 2006
    Date of Patent: October 25, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Staffel, Roland Kessinger, Jochem Henkelmann
  • Patent number: 7982065
    Abstract: A process for the selective production of vinyl ester by the reaction of a carboxylic acid with acetylene under heterogeneous catalytic conditions is disclosed and claimed. In a preferred embodiment of this invention, reaction of benzoic acid and acetylene in the presence of supported platinum catalyst at a temperature of from about 100 to 180° C. results in quantitative yields of vinyl benzoate.
    Type: Grant
    Filed: May 7, 2009
    Date of Patent: July 19, 2011
    Assignee: Celanese International Corporation
    Inventors: Barbara F. M. Kimmich, Hannah E. Toomey, Qiang Yao, G. Paull Torrence, Jan Cornelis van der Waal, Bozena A. A. Silberova
  • Patent number: 7473797
    Abstract: A copper(I) bi-dentate ligand complex-catalyzed procedure for synthesis of 1,3-enynes. The methods and/or systems of this invention afford a variety of enynes, tolerate a variety of sensitive functional groups, and can be employed without resort to expensive palladium reagents.
    Type: Grant
    Filed: April 27, 2005
    Date of Patent: January 6, 2009
    Assignee: University of Massachusetts
    Inventors: Dhandapani Venkataraman, Craig G. Bates, Pranorm Saejueng
  • Patent number: 6914156
    Abstract: In yielding diacetoxybutene by feeding butadiene, acetic acid, and oxygen in the presence of a solid catalyst containing palladium, the butadiene can be efficiently reacted to produce diacetoxybutene in high yield by feeding an oxygen-containing gas containing 7 mol % or more oxygen as fine bubbles to a reaction zone containing the solid catalyst.
    Type: Grant
    Filed: April 14, 2003
    Date of Patent: July 5, 2005
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Kazuhiro Makino, Hiroshi Iwasaka, Kazuyuki Okubo, Koji Hata
  • Patent number: 6602476
    Abstract: Apparatus and process for heat exchange with fluid beds comprises heat-exchange tubes located longitudinally with respect to the axis of a fluidization zone with a rectangular pitch, one side of which having a length at least one and a half times the length of the other side and/or with a triangular pitch, having two sides each at least one and a half times the length of the shortest side reduces the impact of the heat-exchange tubes on the fluidization characteristics of the fluid bed. The invention is particularly suitable for oxidation reactions using molecular oxygen-containing gas in the presence of a fluid bed of fluidizable catalyst, such as (a) the acetoxylation of olefins, (b) the oxidation of ethylene to acetic acid and/or the oxidation of ethane to ethylene and/or acetic acid, (c) the ammoxidation of propylene and/or propane to acrylonitrile and (d) the oxidation of C4's to maleic anhydride.
    Type: Grant
    Filed: September 28, 2001
    Date of Patent: August 5, 2003
    Assignee: BP Chemicals Limited
    Inventors: Stanley John Becker, Timothy Crispin Bristow, Michele Fiorentino, David Newton, Bruce Leo Williams
  • Patent number: 6420595
    Abstract: A method of real time process control in a reaction system for the production of vinyl acetate from the oxidation of ethylene and acetic acid. Reaction system samples are collected from the reactor vessel feed and/or effluent and/or from columns and/or transfer lines downstream of the reactor vessel, and the concentration of one or more components in the sample is measured by an infrared analyzer. The concentration measurements are then used to make adjustments in the concentration of components in the reaction system, directly or indirectly, such as by adjusting the temperature profile in a particular column, the flow rate of solution in to or out of a column, or the addition or extraction of a component to or from the solution. For optimum process control, the measurements are transmitted to a control unit for real time analysis, and the adjustments are made almost instantly after the infrared analysis.
    Type: Grant
    Filed: September 10, 2001
    Date of Patent: July 16, 2002
    Assignee: Millennium Petrochemicals, Inc.
    Inventors: Noel Hallinan, Wayne Brtko
  • Patent number: 6307095
    Abstract: A process for the catalytic conversion of carboxylic acids with acetylene to vinylesters. At least one, preferably saturated, secondary carboxylic ester and/or at least one, preferably tertiary carboxylic acid is (are) passed in the gas phase together with acetylene at an elevated temperature, preferably in the range of from 150 to 400° C., over a catalyst comprising zinc and a solid inert oxidic carrier, preferably alumina. The carboxylic acids have advantageously the following formula: in which R1 is H or an alkyl group and R2 and R3 are alkyl groups, the total number of C-atoms of R1+R2+R3 being in the range of from 3 to 18. These vinylesters have a good stability and are particularly useful components in emulsion paints and as modifiers in alkyd and epoxy resin.
    Type: Grant
    Filed: October 15, 1997
    Date of Patent: October 23, 2001
    Inventors: Johannes Jacobus Keijsper, Jean-Paul Lange, Brendan Dermot Murray
  • Patent number: 5952523
    Abstract: A method for producing vinyl acetate using ethylene, acetic acid and argon containing oxygen that maximizes selectivity and minimizes ethylene loses to purge.
    Type: Grant
    Filed: December 31, 1997
    Date of Patent: September 14, 1999
    Assignee: Praxair Technology, Inc.
    Inventors: Vasilis Papavassiliou, Matthew Lincoln Wagner, Roger William Day
  • Patent number: 5395960
    Abstract: Preparation of vinyl carboxylates by the reaction of a carboxylic acid with acetylene in the presence of a platinum metal complex catalyst, which contains as ligands carbon monoxide or a nitrile (I), a tertiary nitrogen base (II), a tertiary phosphorus compound (III) having C-organic and/or O-organic radicals or mixtures of said compounds.The end products serve as monomers or comonomers for polymer dispersions.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: March 7, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Marc Heider, Thomas Ruehl, Jochem Henkelmann
  • Patent number: 4488996
    Abstract: Isopropenyl esters are prepared rapidly by reacting for about ten minutes at about 120.degree. C. and a pressure of about 400 pounds per square inch a fatty acid and propyne in the presence of loaded zeolite catalyst.
    Type: Grant
    Filed: September 29, 1982
    Date of Patent: December 18, 1984
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventor: Samuel Serota
  • Patent number: 4393249
    Abstract: A process for removing alkynes from hydrocarbon mixtures, particularly those containing butadiene by reacting the alkynes with hydroxyl group containing organic compounds in the presence of a silver exchanged ion-exchange resin and separating the products formed from the unreacted components of said mixture.
    Type: Grant
    Filed: October 23, 1981
    Date of Patent: July 12, 1983
    Assignee: The Dow Chemical Company
    Inventors: Albert Heuvelsland, Fritz F. F. Jann, Greet de Block-Martens
  • Patent number: 4125735
    Abstract: A process for the synthesis of perfume products, Vitamin E and intermediates described herein involving a coupling reaction. For instance, a process for the synthesis of dehydrophytol and Vitamin E comprising forming a C.sub.15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C.sub.20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
    Type: Grant
    Filed: October 16, 1975
    Date of Patent: November 14, 1978
    Assignee: SCM Corporation
    Inventors: Ralph E. Close, William Oroshnik
  • Patent number: 4075257
    Abstract: The compound 3,7,11-trimethyldodeca-1,2-diene useful for the synthesis of dehydrophytol and Vitamin E.
    Type: Grant
    Filed: February 25, 1977
    Date of Patent: February 21, 1978
    Assignee: SCM Corporation
    Inventors: Ralph E. Close, William Oroshnik
  • Patent number: 4066713
    Abstract: A method is disclosed for removing the small fractions of acetylenic compounds from a mixed hydrocarbon stream, the improvement consisting in that said stream is treated with an organic acid in the presence of an acidic ion-exchange resin, preferably an --SO.sub.3 H containing resin, the acidic groups of said resin having totally been exchanged with alkali metal ions or alkaline earth metal ions. Acetic acid (glacial, anhydrous) is the preferred acid.
    Type: Grant
    Filed: July 6, 1976
    Date of Patent: January 3, 1978
    Assignee: Snamprogetti, S.p.A.
    Inventors: Rocco Faraci, Carlo Rescalli, Stefano Catini
  • Patent number: 4055575
    Abstract: A process for the synthesis of dehydrophytol and Vitamin E comprising forming a C.sub.15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C.sub.20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.
    Type: Grant
    Filed: March 20, 1975
    Date of Patent: October 25, 1977
    Assignee: SCM Corporation
    Inventors: Ralph E. Close, William Oroshnik