Carbonylation, Carbonation, Or Hydroformylation Patents (Class 554/128)
  • Patent number: 9783709
    Abstract: The invention relates to a process for the manufacture of ?,?-branched carboxylic acids vinyl esters comprising the following steps: isomerising and converting an olefin feed with CO and water under Koch reaction conditions to make an acid with a ratio of Non Blocking isomers (NB) versus Blocking isomers (B) of NB/B above 1.5, wherein a blocking isomer has always a tertiary carbon atom in alpha position of the carboxylic acid and in the beta position of the carboxylic acid, whereas a non-blocking isomer has primary carbon atoms in the beta position of the carboxylic acid converting the resulting acid into a vinyl ester.
    Type: Grant
    Filed: January 6, 2016
    Date of Patent: October 10, 2017
    Assignee: HEXION INC.
    Inventor: Denis Heymans
  • Patent number: 9556402
    Abstract: The invention relates to a method for the hydroformnylation of triglycerides by homogeneous catalysis in the presence of at least one substituted cyclodextrin, said method comprising a step a) of combining, under agitation, at least one catalyst, waiter, at least one unsaturated triglyceride and said substituted cyclodextrin, in the presence of gaseous hydrogen and carbon monoxide, said step being carried out in reactive conditions allowing the formation of an emulsion during the agitation and a decanting of the products once the agitation has stopped.
    Type: Grant
    Filed: November 7, 2014
    Date of Patent: January 31, 2017
    Inventors: Frédéric Hapiot, Eric Monflier, Théodore Vanbesien
  • Patent number: 9260374
    Abstract: The invention relates to a process for the manufacture of ?,?-branched carboxylic acids vinyl esters comprising the following steps: isomerizing and converting an olefin feed with CO and water under Koch reaction conditions to make an acid with a ratio of Non Blocking isomers (NB) versus Blocking isomers (B) of NB/B above 1.5, wherein a blocking isomer has always a tertiary carbon atom in alpha position of the carboxylic acid and in the beta position of the carboxylic acid, whereas a non-blocking isomer has primary carbon atoms in the beta position of the carboxylic acid converting the resulting acid into a vinyl ester.
    Type: Grant
    Filed: April 3, 2012
    Date of Patent: February 16, 2016
    Assignee: HEXION INC.
    Inventor: Denis Heymans
  • Publication number: 20150073047
    Abstract: Benzolipoxin analogs, methods of their preparation and pharmaceutical compositions containing the compounds are provided. The compounds and compositions are useful in methods for treatment of various diseases, including, inflammation, autoimmune disease and abnormal cell proliferation.
    Type: Application
    Filed: August 1, 2014
    Publication date: March 12, 2015
    Inventor: Nicos A. Petasis
  • Publication number: 20140303387
    Abstract: The invention relates to a process for the manufacture of ?,?-branched carboxylic acids vinyl esters comprising the following steps: isomerising and converting an olefin feed with CO and water under Koch reaction conditions to make an acid with a ratio of Non Blocking isomers (NB) versus Blocking isomers (B) of NB/B above 1.5, wherein a blocking isomer has always a tertiary carbon atom in alpha position of the carboxylic acid and in the beta position of the carboxylic acid, whereas a non-blocking isomer has primary carbon atoms in the beta position of the carboxylic acid converting the resulting acid into a vinyl ester.
    Type: Application
    Filed: April 3, 2012
    Publication date: October 9, 2014
    Applicant: Momentive Specialty Chemicals Inc.
    Inventor: Denis Heymans
  • Patent number: 8568846
    Abstract: Provided are compositions, processes for making, and processes for using neoalkyl polyol esters and triglycerides as plasticizers. In one form, a neoalkylester triglyceride plasticizers can be produced by (i) drying a polyol feedstream; (ii) contacting in a reactor the dried polyol feedstream with a neoacid feedstream under effective temperature, pressure and time to form a neoalkylester plasticizer effluent stream, and (iii) purifying the neoalkylester plasticizer effluent stream to remove unreacted polyol and unreacted neoacid to form a neoalkylester plasticizer. Such plasticizers can be phthalate-free and provide outstanding properties including a suitable melting or pour point, glass transition temperature, low volatility, increased compatibility, increased hydrolytic stability, and excellent low temperature properties in a range of polymeric resins.
    Type: Grant
    Filed: September 13, 2010
    Date of Patent: October 29, 2013
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Jihad Mohammed Dakka, Edmund John Mozeleski, Lisa Saunders Baugh, Jon Edmond Randolph Stanat, Karla Schall Colle, Francisco Manuel Benitez, Peter Stokes James, Allen David Godwin, Carl Robert Beck
  • Publication number: 20110165355
    Abstract: Provided are compositions, processes for making, and processes for using neoalkyl polyol esters and triglycerides as plasticizers. In one form, a neoalkylester triglyceride plasticizers can be produced by (i) drying a polyol feedstream; (ii) contacting in a reactor the dried polyol feedstream with a neoacid feedstream under effective temperature, pressure and time to form a neoalkylester plasticizer effluent stream, and (iii) purifying the neoalkylester plasticizer effluent stream to remove unreacted polyol and unreacted neoacid to form a neoalkylester plasticizer. Such plasticizers can be phthalate-free and provide outstanding properties including a suitable melting or pour point, glass transition temperature, low volatility, increased compatibility, increased hydrolytic stability, and excellent low temperature properties in a range of polymeric resins.
    Type: Application
    Filed: September 13, 2010
    Publication date: July 7, 2011
    Applicant: ExxonMobile Research and Engineering Company
    Inventors: Jihad Mohammed Dakka, Edmund John Mozeleski, Lisa Saunders Baugh, Jon Edmond Randolph Stanat, Karla Schall Colle, Francisco Manuel Benitez, Peter Stokes James, Allen David Godwin, Carl Robert Beck
  • Patent number: 7098353
    Abstract: The present invention generally relates to a process for the skeletal isomerization of unsaturated linear fatty acids and/or alkyl esters thereof to their branched counterparts. Said skeletal isomerization process comprises contacting said unsaturated linear fatty acids and/or alkyl esters thereof with at least one metal ion exchanged solid material catalyst. The present invention also relates to a process for the preparation of branched fatty acids and/or alkyl esters thereof from their straight chain counterparts. Finally, the invention also relates to various derivatives prepared from the branched fatty acids and/or alkyl esters prepared in accordance with the present invention.
    Type: Grant
    Filed: April 11, 2003
    Date of Patent: August 29, 2006
    Assignee: Akzo Nobel N.V.
    Inventors: Zongchao Zhang, Shuguang Zhang
  • Patent number: 6781004
    Abstract: The invention relates to a process for the preparation of cis-6-hexadecenoic acid of the formula I, which comprises reacting a1) a triphenylphosphonium salt of the formula II, R1OOC—(CH2)5—P(R2)3+X−  II  with decanal of the formula III H3C—(CH2)8—CH═O  III  or a2) a triphenylphosphonium salt of the formula IV, H3C—(CH2)9—P(R2)3+X−  IV  with an aldehyde of the formula V, R1OOC—(CH2)4—CH═O  V  in a Wittig reaction, and b) saponifying the ester, formed by process step a1) or a2), of the formula VI,  where the substituents R1, R2 and X− have the meanings given in the description.
    Type: Grant
    Filed: February 4, 2002
    Date of Patent: August 24, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Daniela Klein, Hansgeorg Ernst, Jürgen Koppenhöfer
  • Patent number: 6455716
    Abstract: A process for the branching of saturated and/or unsaturated fatty acids and/or alkyl esters thereof comprises subjecting the fatty acids and/or alkyl esters to a skeletal isomerization reaction using a catalyst comprising a crystalline porous structure having incorporated therein a metal to form metal sites on said catalyst and isolating branched fatty acids, alkyl esters thereof, or mixtures thereof, from a reaction mixture obtained by said skeletal isomerization reaction. The catalyst used in the isomerization reaction is preferably a zeolite catalyst containing metal sites of a Group VIII metal. The process produces a mixture of fatty acids and/or alkyl esters that contain significant quantities of branched molecules.
    Type: Grant
    Filed: March 2, 2001
    Date of Patent: September 24, 2002
    Assignee: The Proctor & Gamble Company
    Inventors: Corey James Kenneally, Daniel Stedman Connor
  • Patent number: 6281372
    Abstract: A process for the synthesis of vinyl esters from butene oligomers, wherein butenes are oligomerized, the butene oligomers are separated from the oligomerized mixture, the butene oligomers are converted to carboxylic acids which are longer by one carbon atom, and the resulting carboxylic acids are converted to the corresponding vinyl esters. The butene oligomers are in particular dibutene, tributene and tetrabutene. The invention also relates to the use of the vinyl esters as plasticizers or as comonomers in polymerization reactions.
    Type: Grant
    Filed: February 28, 2000
    Date of Patent: August 28, 2001
    Assignee: OXENO Olefinchemie GmbH
    Inventors: Klaus-Diether Wiese, Paul Olbrich, Juergen Gabriel
  • Patent number: 6127574
    Abstract: A process for the production of a carboxylic acid and/or a carboxylic acid anhydride which process comprises contacting a reaction composition comprising an alcohol and/or a carboxylic acid ester, optionally water, a first hydrocarbyl halide and/or a hydrocarbyl ether reactant and a second hydrocarbyl halide promoter, the first and second hydrocarbyl halides being the same or different, with carbon monoxide in the presence of a catalyst comprising an insoluble imidazole-containing resin supporting a Group VIII metal species.
    Type: Grant
    Filed: June 16, 1998
    Date of Patent: October 3, 2000
    Assignee: BP Chemicals Limited
    Inventors: Mark Julian Howard, Michael David Jones
  • Patent number: 6013816
    Abstract: Process for the preparation of a linear .omega.-formyl-carboxylic acid or a corresponding linear formylnitrile compound starting from an internally unsaturated C.sub.4 -C.sub.12 carboxylic acid or a corresponding ester or nitrile by means of hydroformylation in the presence of carbon monoxide, hydrogen and a catalyst system, wherein the hydroformylation is carried out in an aqueous medium and in that the catalyst system comprises platinum and a water-soluble organic bidentate ligand.
    Type: Grant
    Filed: July 5, 1996
    Date of Patent: January 11, 2000
    Assignee: DSM NV
    Inventors: Onko J. Gelling, Imre Toth
  • Patent number: 5698722
    Abstract: A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: December 16, 1997
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Joseph Victor Cusumano, William Daniel Diana, Jacob Emert, Keith Raymond Gorda, Richard H. Schlosberg, David A. Young, William Bernard Eckstrom, Edris Eileen Manry, Michael John Keenan
  • Patent number: 5629434
    Abstract: A Koch functionalized product which is the reaction product of at least one polymer having a number average molecular weight of at least 500 and at least one ethylenic double bond per polymer chain, with carbon monoxide and a nucleophilic trapping agent. The invention includes functionalized polymer, derivatives thereof and methods of making the same.
    Type: Grant
    Filed: September 25, 1995
    Date of Patent: May 13, 1997
    Assignee: Exxon Chemical Patents Inc
    Inventors: Joseph V. Cusumano, William D. Diana, Jacob Emert, Keith R. Gorda, Richard H. Schlosberg, David A. Young, William B. Eckstrom, Edris E. Manry, Michael J. Kennan
  • Patent number: 5436356
    Abstract: A process for the carbonylation of ethylenically unsaturated compounds by reaction with carbon monoxide and a co-reactant in the presence of a substantially non-acidic catalyst system based on a palladium compound and a bidentate ligand of the formulaR.sub.1 R.sub.2 M.sub.1 RM.sub.2 R.sub.3 R.sub.4in which M.sub.1 and M.sub.2 may be phosphorus, arsenic or antimony atom, R is a bivalent organic bridging group, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently substituted or non-substituted aliphatic groups, with the proviso that R.sub.1 together with R.sub.2, and/or R.sub.3 together with R.sub.4 form a bivalent cyclic group with at least 5 ring atoms whereby the two free valencies are linked to M.sub.1 or M.sub.2, respectively.Catalytic compositions employing the bidentate ligands used in this method in which M.sub.1 and M.sub.2 are phosphorous are also presented.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: July 25, 1995
    Assignee: Shell Oil Company
    Inventors: Eit Drent, Dennis H. L. Pello, Melis Hasselaar
  • Patent number: 5185462
    Abstract: A process for the production from an alcohol having n carbon atoms, wherein n is a number from 1 to 20, of a carboxylic acid having n+1 carbon atoms and/or an ester of the alcohol having n carbon atoms with the carboxylic acid by reacting the alcohol at a temperature of at least 50.degree. C.
    Type: Grant
    Filed: October 4, 1991
    Date of Patent: February 9, 1993
    Assignees: BP Chemicals Limited, The University of Southampton
    Inventors: John Evans, Steven L. Scruton
  • Patent number: 5177228
    Abstract: Hydroformylation process, wherein an olefinic compound is reacted with hydrogen and carbon dioxide in the presence of a Group VIII precious metal complex catalyst containing an organic phosphorus compound as a ligand, the process being characterized by use of trialkyl phosphine, as the organic phosphorus compound, having the total carbon atom number of 27 or more in its alkyl groups.
    Type: Grant
    Filed: August 5, 1991
    Date of Patent: January 5, 1993
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Keiichi Sato, Yuji Kawaragi, Masaki Takai
  • Patent number: 5164523
    Abstract: A fusion process for the rapid production of a granular metal soap passes a mixture of metal (e.g. zinc) oxide, one or more molten fatty acids and a catalyst through a heated reactor to form molten metallic soap which is then ejected through a spray nozzle in a cooling tower to form a granular soap product. Use of a spiral tubular reactor with a rapid heating coil is disclosed. The reaction is conducted under pressure to maintain water generated by the reaction in the liquid state. Flashing of the reaction water in the cooling tower aids in cooling and formation of fine granules.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: November 17, 1992
    Assignee: Mallinckrodt Specialty Chemicals Company
    Inventors: Clyde R. Hudson, Edgar N. Nelson