By Hydrogen Transfer From Other Hydrocarbon Patents (Class 585/257)
  • Patent number: 9260361
    Abstract: The invention relates to processes for converting hydrocarbons to olefins products such as ethylene and propylene. The invention also relates to polymerizing the olefins, and to equipment useful for these processes.
    Type: Grant
    Filed: October 12, 2012
    Date of Patent: February 16, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Paul F. Keusenkothen, Frank Hershkowitz, S. M. Davis
  • Patent number: 8586815
    Abstract: The present invention relates to a process for removing at least one component selected from the group consisting of oxygen, nitrogen oxides, acetylenes and dienes from a gas mixture comprising the at least one component and also hydrogen, one or more olefins which are not dienes and possibly further gas constituents, in which the gas mixture is brought into contact with a catalyst in a reaction zone, wherein the catalyst comprises copper(I) sulfide.
    Type: Grant
    Filed: August 24, 2007
    Date of Patent: November 19, 2013
    Assignee: BASF SE
    Inventors: Peter Rudolf, Michael Bender, Michael Koch
  • Patent number: 8450543
    Abstract: Isobutene, isoprene, and butadiene are obtained from mixtures of C4 and/or C5 olefins by dehydrogenation. The C4 and/or C5 olefins can be obtained by dehydration of C4 and C5 alcohols, for example, renewable C4 and C5 alcohols prepared from biomass by thermochemical or fermentation processes. Isoprene or butadiene can be polymerized to form polymers such as polyisoprene, polybutadiene, synthetic rubbers such as butyl rubber, etc. in addition, butadiene can be converted to monomers such as methyl methacrylate, adipic acid, adiponitrile, 1,4-butadiene, etc. which can then be polymerized to form nylons, polyesters, polymethylmethacrylate etc.
    Type: Grant
    Filed: January 7, 2011
    Date of Patent: May 28, 2013
    Assignee: Gevo, Inc.
    Inventors: Matthew W. Peters, Joshua D. Taylor, David E. Henton, Leo E. Manzer, Patrick R. Gruber, Josefa M. Griffith, Yassin Al Obaidi
  • Patent number: 8383251
    Abstract: A substituted pyrene for electroluminescent applications and a method to produce the substituted pyrenes.
    Type: Grant
    Filed: April 30, 2012
    Date of Patent: February 26, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Norman Herron, Mark A. Guidry, Vsevolod Rostovtsev
  • Patent number: 8080697
    Abstract: The present invention relates to a process for the production of ethylene, comprising the following steps of: (a) thermally converting a feed charge containing methane into acetylene as an intermediate, (b) in-situ hydrogenation of the acetylene produced in step (a) into ethylene by a non-catalytic hydrogen transfer mechanism, characterized by (c) recovering heat from hot effluents obtained in step (b) which may be utilized for different purposes.
    Type: Grant
    Filed: January 18, 2007
    Date of Patent: December 20, 2011
    Assignee: Saudi Basic Industries Corporation
    Inventors: Yungyi Lin, Mohamed Abdelghani
  • Publication number: 20110270002
    Abstract: A catalyst for producing monocyclic aromatic hydrocarbons, used for producing monocyclic aromatic hydrocarbons of 6 to 8 carbon number from a feedstock oil having a 10 volume % distillation temperature of at least 140° C. and an end point temperature of not more than 400° C., wherein the catalyst contains a crystalline aluminosilicate, gallium and/or zinc, and phosphorus, the molar ratio between silicon and aluminum (Si/Al ratio) in the crystalline aluminosilicate is not more than 100, the molar ratio between the phosphorus supported on the crystalline aluminosilicate and the aluminum of the crystalline aluminosilicate (P/Al ratio) is not less than 0.01 and not more than 1.0, and the amount of gallium and/or zinc is not more than 1.2% by mass based on the mass of the crystalline aluminosilicate.
    Type: Application
    Filed: March 26, 2010
    Publication date: November 3, 2011
    Inventors: Shinichiro Yanagawa, Masahide Kobayashi, Yuko Aoki, Kazuaki Hayasaka
  • Patent number: 8013196
    Abstract: The invention relates to a process for the production of ethylene, comprising the steps of a) thermally converting, by a pyrolysis or a partial oxidation process, a feed charge containing methane into an acetylene containing effluent, and b) in situ hydrogenating, by a non-catalytic reaction, the acetylene produced in the first step into ethylene by intimately mixing the acetylene containing effluent with an ethane feed. The process according to the invention is more efficient than other synthesis schemes, while simplifying the overall process design. This process thus offers an economically attractive scheme for mass production of ethylene from natural gas, based on a well-known and proven acetylene route.
    Type: Grant
    Filed: June 22, 2006
    Date of Patent: September 6, 2011
    Assignee: Saudi Basic Industries Corporation
    Inventors: Aggadin Mamedov, Saeed Al-Wahabi, Yungyi Lin, Mohamed Sabri Abdelghani, Akram Al-Alwan
  • Patent number: 8003838
    Abstract: The present invention relates to the use of Ruthenium complexes having cyclopentadienyl derivatives and a diene as ligands, together with some acidic additives for improving the selectivity in the 1,4-hydrogenation of conjugated dienes into the corresponding “cis”-alkene as major product, i.e. wherein the two substituents in position 2,3 of the diene are in a cis configuration in the corresponding alkene.
    Type: Grant
    Filed: April 2, 2008
    Date of Patent: August 23, 2011
    Assignee: Firmenich SA
    Inventors: Philippe Dupau, Lucia Bonomo
  • Patent number: 7847130
    Abstract: An additive for improving the rate of catalysis in biphasic reaction systems is disclosed. The additive is an ionic molecule comprising an organic cation such as a heterocyclic compound or a quaternary ammonium or phosphonium cation, and an anion which may be organic or inorganic. A process for improved catalysis in an aqueous biphasic system wherein the catalyst is substantially dissolved in the aqueous phase and the substrate is substantially contained in the non-aqueous phase is also described. A suitable additive is 1-octyl-3-methylimidazolium halide. Examples of suitable catalytic reactions include the hydrogenation, hydrosilation, hydroboration, hydrovinylation, hydroformylation, oxidation and hydroxycarbonylation of alkenes, and Heck, Suzuki, Stille, and Sonigashira coupling.
    Type: Grant
    Filed: August 21, 2007
    Date of Patent: December 7, 2010
    Assignee: The University Court of the University of St. Andrews
    Inventors: David Cole-Hamilton, Simon Laurent Desset
  • Patent number: 7820037
    Abstract: A desulfurizing agent is produced by mixing a copper compound, a zinc compound and an ammonium compound with an aqueous solution of an alkali substance to prepare or precipitate followed by calcitrating the resulting precipitate to form a calcined precipitate into a shape form of a copper oxide-zinc oxide-aluminum oxide mixture. The shaped form is impregnated with iron or nickel and calcined to produce a calcined oxide and reduced with hydrogen to form a sulfur-absorption desulfurizing agent.
    Type: Grant
    Filed: November 19, 2008
    Date of Patent: October 26, 2010
    Assignee: Osaka Gas Company Limited
    Inventors: Masataka Masuda, Shin-ichi Nagase, Susumu Takami, Osamu Okada
  • Publication number: 20100099904
    Abstract: The present invention relates to the use of Ruthenium complexes having cyclopentadienyl derivatives and a diene as ligands, together with some acidic additives for improving the selectivity in the 1,4-hydrogenation of conjugated dienes into the corresponding “cis”-alkene as major product, i.e. wherein the two substituents in position 2,3 of the diene are in a cis configuration in the corresponding alkene.
    Type: Application
    Filed: April 2, 2008
    Publication date: April 22, 2010
    Inventors: Philippe Dupau, Lucia Bonomo
  • Publication number: 20090318734
    Abstract: An additive for improving the rate of catalysis in biphasic reaction systems is disclosed. The additive is an ionic molecule comprising an organic cation such as a heterocyclic compound or a quaternary ammonium or phosphonium cation, and an anion which may be organic or inorganic. A process for improved catalysis in an aqueous biphasic system wherein the catalyst is substantially dissolved in the aqueous phase and the substrate is substantially contained in the non-aqueous phase is also described. A suitable additive is 1-octyl-3-methylimidazolium halide. Examples of suitable catalytic reactions include the hydrogenation, hydrosilation, hydroboration, hydrovinylation, hydroformylation, oxidation and hydroxycarbonylation of alkenes, and Heck, Suzuki, Stille, and Sonigashira coupling.
    Type: Application
    Filed: August 21, 2007
    Publication date: December 24, 2009
    Applicant: THE UNIVERSITY COURT OF THE UNIVERSITY OF ST. ANDREWS
    Inventors: David Cole-Hamilton, Simon Laurent Desset
  • Patent number: 7534340
    Abstract: Process for the contemporaneous production of fuels and lubricating bases from synthetic paraffinic mixtures, which includes a hydrocracking step in the presence of a solid bi-functional catalyst comprising: (A) a support of an acidic nature consisting of a catalytically active porous solid, including silicon, aluminum, phosphorus and oxygen bonded to one another in such a way as to form a mixed amorphous solid characterized by an Si/Al atomic ratio of between 15 and 250, a P/Al ratio of at least 0.1, but lower than 5, a total pore volume ranging from 0.5 to 2.0 ml/g, with an average pore diameter ranging from 3 nm. to 40 nm, and a specific surface area ranging from 200 to 1000 M2/g; (B) at least one metal with a hydro-dehydrogenating activity selected from groups 6 to 10 of the periodic table of elements, dispersed on said support (A) in an amount of between 0.05 and 5% by weight with respect to the total weight of the catalyst.
    Type: Grant
    Filed: June 28, 2004
    Date of Patent: May 19, 2009
    Assignees: ENI S.p.A., Institute Francais du Petrole, Enitecnologie S.p.A.
    Inventors: Vincenzo Calemma, Cristina Flego, Luciano Cosimo Carluccio, Wallace Parker, Roberto Giardino, Giovanni Faraci
  • Patent number: 5837127
    Abstract: A hydrocarbon feedstock is cracked, and then the cracker product is compressed and separated into various hydrocarbon fractions including a stream containing hydrocarbons more highly unsaturated than mono-olefins. That stream is used for transhydrogenation with at least one paraffin and the products from transhydrogenation are combined with the cracker product before the compression thereof.
    Type: Grant
    Filed: June 23, 1995
    Date of Patent: November 17, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Arthur Gough, Stephen Keith Turner, Jane Mercer, Edmund Hugh Stitt
  • Patent number: 5744667
    Abstract: Gasoline range olefins such as trimethyl pentene are saturated to the corresponding paraffins such as trimethylpentane by hydrogen transfer from lower molecular weight paraffins using a catalyst comprising platinum supported on a large pore borosilicate zeolite which has been partially neutralized by the addition of alkali cations.
    Type: Grant
    Filed: December 31, 1996
    Date of Patent: April 28, 1998
    Assignee: Texaco Inc.
    Inventor: Regis J. Pellet
  • Patent number: 5639926
    Abstract: A process for producing a branched chain olefin which comprises isomerising and transhydrogenating a hydrocarbon stream containing at least one straight chain paraffin of 4 or more carbon atoms by contacting the same at elevated temperature with a stream containing a hydrogen acceptor that is more highly unsaturated than a mono-olefin to produce a stream containing at least one branched chain olefin product. The product is separated to give a stream depleted of the product. The thus depleted stream is recycled to the isomerising and transhydrogenating stages. The hydrogen acceptor stream may comprise a diene and/or acetylene.
    Type: Grant
    Filed: January 4, 1995
    Date of Patent: June 17, 1997
    Assignee: Institut Francais Du Petrole
    Inventors: Stephen Keith Turner, Arthur Gough
  • Patent number: 5585530
    Abstract: A process for the production of olefins comprises dehydrogenating at least one hydrogen-donor hydrocarbon that is essentially free from olefinic unsaturation, e.g. a paraffin, in the presence of a dehydrogenation catalyst and in the presence of at least one hydrogen-acceptor hydrocarbon that is more highly unsaturated than a mono-olefin, e.g. a diene and/or acetylene, under conditions effective to cause at least part of said hydrogen-donor hydrocarbon to be dehydrogenated and at least part of the hydrogen-acceptor to be hydrogenated. The amount of hydrogen-acceptor is such that there are 0.5 to 20 moles of said hydrogen-donor for each mole of hydrogen-acceptor. Preferably the amount of said hydrogen-acceptor hydrocarbon hydrogenated is such that the heat of hydrogenation of said hydrogen-acceptor hydrocarbon provides at least 25% of the heat required for dehydrogenation of said hydrogen-donor hydrocarbon. In a preferred form of the invention, a hydrocarbon stream containing a hydrogen-acceptor is a C.sub.
    Type: Grant
    Filed: June 8, 1994
    Date of Patent: December 17, 1996
    Assignee: Institut Francais Du Petrole
    Inventors: Arthur Gough, Stephen K. Turner
  • Patent number: 5510503
    Abstract: The invention relates to novel enantiomerically pure bisphosphines of the general formula (I) ##STR1## in which R, R.sup.1 and R.sup.2 have the meanings given in the description, a process for the preparation thereof and the use thereof in metal complexes as catalysts for asymmetric hydrogenations.
    Type: Grant
    Filed: September 2, 1994
    Date of Patent: April 23, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Laue, Georg Schroder, Dieter Arlt, Rolf Grosser
  • Patent number: 5227552
    Abstract: The present invention provides a process for producing a selected paraffin from a reaction mixture containing(i) an acceptor olefin having the carbon backbone structure of said selected paraffin;(ii) a donor paraffin having a carbon backbone structure different from that of said selected paraffin;(iii) less than about 10 mole percent molecular hydrogen; which process comprises the steps of contacting said reaction mixture with a heterogeneous catalyst comprising active carbon in the absence of an added catalytic metal or metal compound to convert at least a portion of said acceptor olefin to said selected paraffin and to dehydrogenate at least a portion of said donor paraffin.
    Type: Grant
    Filed: April 27, 1992
    Date of Patent: July 13, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Stuart D. Hellring, Randy F. Striebel
  • Patent number: 4751344
    Abstract: Saturated hydrocarbon is transformed catalytically into olefinic hydrocarbon of corresponding skeletal configuration by reacting the saturated hydrocarbon with a suitable alkene cyclopentadienyl or alkene arene transition metal molecular complex, such as bis(ethylene)pentamethylcyclopentadienyliridium, bis(ethylene)pentamethylcyclopentadienylrhodium and bis(ethylene)hexamethylbenzene osmium in the presence of free alkene as hydrogen acceptor. The reaction may be performed photochemically under irradiation with ultraviolet light or it may be performed thermolytically under application of heat. The catalyst may be charged to the reaction as a preformed alkene cyclopentadienyl or alkene arene transition metal molecular complex or the catalyst may be formed in situ in the reaction mixture via displacement of ligand from a suitable transition metal complex containing the displaceable ligand, such as dicarbonylpentamethylcyclopentadienyliridium or cyclooctadienepentamethylcyclopentadienyliridium.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: June 14, 1988
    Assignee: Ethyl Corporation
    Inventor: Howard W. Walker
  • Patent number: 4684755
    Abstract: A transhydrogenation process for the conversion of alkanes to alkenes with high yields and extended catalyst life between regenerations comprises the pssing of an alkane combined with a suitable hydrogen acceptor over a catalyst bed, subject to the conditions that(a) the pressure is from 0-4 atmospheres (gauge);(b) the hydrogen acceptor is present to the extent of from 5-30% by volume;(c) the temperature of the catalyst is from 400.degree.-600.degree. C.; and(d) the temperature of the catalyst is raised during the process at a rate of from 1-15 deg. C/hr.The catalyst is preferably a chromia on alumina type.
    Type: Grant
    Filed: September 17, 1986
    Date of Patent: August 4, 1987
    Assignee: ICI Australia Limited
    Inventors: David Parris, Steven P. Tonner
  • Patent number: 4670621
    Abstract: Saturated hydrocarbon is transformed catalytically into olefinic hydrocarbon of corresponding skeletal configuration by reacting the saturated hydrocarbon with a suitable alkene cyclopentadienyl or alkene arene transition metal molecular complex, such as bis(ethylene)pentamethylcyclopentadienyliridium, in the presence of free alkene as hydrogen acceptor. The reaction may be performed photochemically under irradiation with ultraviolet light or it may be performed thermolytically under application of heat. The catalyst may be charged to the reaction as a preformed alkene cyclopentadienyl or alkene arene transition metal molecular complex or the catalyst may be formed in situ in the reaction mixture via displacement of ligand from a suitable transition metal complex containing the displaceable ligand, such as dicarbonylpentamethylcyclopentadienyliridium or cyclooctadienepentamethylcyclopentadienyliridium.
    Type: Grant
    Filed: May 5, 1986
    Date of Patent: June 2, 1987
    Assignee: Ethyl Corporation
    Inventor: Howard W. Walker
  • Patent number: 4359594
    Abstract: Vinyl cyclohexene is converted to ethylbenzene and styrene at 170.degree. C.-360.degree. C. in the presence of a hydrogen transfer catalyst typified by IrCl(CO)(Ph.sub.3 P).sub.2.
    Type: Grant
    Filed: February 9, 1981
    Date of Patent: November 16, 1982
    Assignee: Texaco Inc.
    Inventors: John A. Patterson, Wheeler C. Crawford, James R. Wilson
  • Patent number: 4322556
    Abstract: Aniline may be prepared by reaction of nitrobenzene and vinylcyclohexene at 170.degree. C.-300.degree. C., typically 200.degree. C., in the presence of a homogeneous catalyst typified by IrCl(CO)(Ph.sub.3 P).sub.2.
    Type: Grant
    Filed: September 26, 1980
    Date of Patent: March 30, 1982
    Assignee: Texaco Inc.
    Inventors: John A. Patterson, Wheeler C. Crawford, James R. Wilson
  • Patent number: 4260839
    Abstract: A process for effecting an endothermic and an exothermic reaction, under conversion conditions, in a single reaction zone wherein ethane is endothermically converted to C.sub.3 + hydrocarbons, and wherein an unconverted portion of ethane is simultaneously exothermically hydrogenated to methane in the presence of a catalyst system comprising a crystalline aluminosilicate zeolite having a uniform structure characterized by pores, the major dimension of which is less than 6 Angstroms and ZSM-5 type aluminosilicate zeolite, containing a minor amount of Zn in combination with a Group VIII noble metal or a Group IB metal, the exothermic reaction providing sufficient heat to maintain the reaction zone at a temperature capable of sustaining the endothermic reaction.
    Type: Grant
    Filed: July 16, 1979
    Date of Patent: April 7, 1981
    Assignee: Mobil Oil Corporation
    Inventors: Nai Y. Chen, Werner O. Haag, Tracy J. Huang