Carbonylation, Carbonation, Or Hydroformylation Patents (Class 554/128)
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Patent number: 9783709Abstract: 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: GrantFiled: January 6, 2016Date of Patent: October 10, 2017Assignee: HEXION INC.Inventor: Denis Heymans
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Patent number: 9556402Abstract: 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: GrantFiled: November 7, 2014Date of Patent: January 31, 2017Inventors: Frédéric Hapiot, Eric Monflier, Théodore Vanbesien
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Patent number: 9260374Abstract: 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: GrantFiled: April 3, 2012Date of Patent: February 16, 2016Assignee: HEXION INC.Inventor: Denis Heymans
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Publication number: 20150073047Abstract: 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: ApplicationFiled: August 1, 2014Publication date: March 12, 2015Inventor: Nicos A. Petasis
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Publication number: 20140303387Abstract: 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: ApplicationFiled: April 3, 2012Publication date: October 9, 2014Applicant: Momentive Specialty Chemicals Inc.Inventor: Denis Heymans
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Patent number: 8568846Abstract: 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: GrantFiled: September 13, 2010Date of Patent: October 29, 2013Assignee: ExxonMobil Research and Engineering CompanyInventors: 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
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Publication number: 20110165355Abstract: 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: ApplicationFiled: September 13, 2010Publication date: July 7, 2011Applicant: ExxonMobile Research and Engineering CompanyInventors: 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
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Patent number: 7098353Abstract: 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: GrantFiled: April 11, 2003Date of Patent: August 29, 2006Assignee: Akzo Nobel N.V.Inventors: Zongchao Zhang, Shuguang Zhang
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Patent number: 6781004Abstract: 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: GrantFiled: February 4, 2002Date of Patent: August 24, 2004Assignee: BASF AktiengesellschaftInventors: Daniela Klein, Hansgeorg Ernst, Jürgen Koppenhöfer
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Patent number: 6455716Abstract: 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: GrantFiled: March 2, 2001Date of Patent: September 24, 2002Assignee: The Proctor & Gamble CompanyInventors: Corey James Kenneally, Daniel Stedman Connor
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Patent number: 6281372Abstract: 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: GrantFiled: February 28, 2000Date of Patent: August 28, 2001Assignee: OXENO Olefinchemie GmbHInventors: Klaus-Diether Wiese, Paul Olbrich, Juergen Gabriel
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Patent number: 6127574Abstract: 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: GrantFiled: June 16, 1998Date of Patent: October 3, 2000Assignee: BP Chemicals LimitedInventors: Mark Julian Howard, Michael David Jones
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Patent number: 6013816Abstract: 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: GrantFiled: July 5, 1996Date of Patent: January 11, 2000Assignee: DSM NVInventors: Onko J. Gelling, Imre Toth
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Patent number: 5698722Abstract: 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: GrantFiled: June 6, 1995Date of Patent: December 16, 1997Assignee: 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
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Patent number: 5629434Abstract: 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: GrantFiled: September 25, 1995Date of Patent: May 13, 1997Assignee: Exxon Chemical Patents IncInventors: 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
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Patent number: 5436356Abstract: 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: GrantFiled: January 14, 1994Date of Patent: July 25, 1995Assignee: Shell Oil CompanyInventors: Eit Drent, Dennis H. L. Pello, Melis Hasselaar
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Patent number: 5185462Abstract: 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: GrantFiled: October 4, 1991Date of Patent: February 9, 1993Assignees: BP Chemicals Limited, The University of SouthamptonInventors: John Evans, Steven L. Scruton
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Patent number: 5177228Abstract: 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: GrantFiled: August 5, 1991Date of Patent: January 5, 1993Assignee: Mitsubishi Kasei CorporationInventors: Keiichi Sato, Yuji Kawaragi, Masaki Takai
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Patent number: 5164523Abstract: 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: GrantFiled: June 6, 1991Date of Patent: November 17, 1992Assignee: Mallinckrodt Specialty Chemicals CompanyInventors: Clyde R. Hudson, Edgar N. Nelson