S-containing Catalyst Patents (Class 585/526)
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Patent number: 6011191Abstract: A process is described for the production of hydrocarbons with a high octane number starting from hydrocarbon cuts containing isobutene by selective dimerization with acid catalysts characterized in that the dimerization reaction is carried out in the presence of primary alcohols and alkyl others in such a quantity as to have in the feeding a molar ratio primary alcohols+alkyl ethers/isobutene of more than 0.1 and a molar ratio primary alcohols/isobutene of less than 0.2, operating, preferably, at a reaction temperature of between 30 and 120.degree. C., at a pressure of less than 5 MPa and feeding space velocities of less than 30 h.sup.-1.Type: GrantFiled: May 15, 1998Date of Patent: January 4, 2000Assignee: Snamprogetti S.p.A.Inventors: Marco Di Girolamo, Lorenzo Tagliabue
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Patent number: 5962761Abstract: A process for the continuous oligomerization of ethylene to produce linear alpha olefins by oligomerizing ethylene in a polar phase comprising a solution of transition metal catalyst system at oligomerization conditions including a temperature and pressure greater than the critical temperature and pressure of ethylene. The resulting hydrocarbon phase containing oligomers and unreacted ethylene is subjected to physical treatment which tends to render the ethylene a nonsolvent for oligomers and thereby produce a liquid stream rich in unreacted ethylene which may be recycled to the oligomerization reaction zone by pumping.Type: GrantFiled: October 15, 1998Date of Patent: October 5, 1999Assignee: Uop LLCInventors: Paul A. Sechrist, Brian H. Johnson
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Patent number: 5945575Abstract: A process for the preparation of halogen-free, reactive polyisobutene having a content of terminal double bonds of more than 50 mol % and an average molecular weight M.sub.n of from 500 to 5000 dalton by the cationic polymerization of isobutene or isobutene-containing hydrocarbon mixtures in the liquid phase, wherein the polymerization is carried out at a temperature of from -30.degree. to +40.degree. C. over a heterogeneous polymerization catalyst containing at least one element acting as promoter and selected from Group IB, Group IIB, Group IIIB, Group IVB, Group VB, Group VIIB, or Group VIIIB of the Periodic Table or from Group IIA, Group IIIA, Group IVA, Group VA, or Group VIA of the Periodic Table or a number of said elements in each case in the form of an oxygen-containing compound and zirconium in the form of an oxygen-containing compound, said polymerization catalyst containing no industrially effective amounts of halogens.Type: GrantFiled: January 27, 1998Date of Patent: August 31, 1999Inventors: Christoph Sigwart, Eugen Gehrer, Ulrich Muller, Hans Peter Rath, Rolf Fischer
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Patent number: 5877372Abstract: A process is provided for the production of a gasoline blending fraction rich in isooctane by the dimerization of isobutylene using tertiary butyl alcohol modifier and isoalkane diluent; advantageously the isobutylene is derived from the dehydration of tertiary butyl alcohol and the isoalkane used as diluent in the dimerization is the product formed by hydrogenation of the oligomerization product.Type: GrantFiled: November 21, 1997Date of Patent: March 2, 1999Assignee: Arco Chemical Technology, L.P.Inventors: Thomas I. Evans, Lawrence J. Karas, Ramesh Rameswaran
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Patent number: 5817905Abstract: The invention concerns an improved process for the conversion of ethylene into light alpha olefins wherein the ethylene is brought into contact with a catalyst obtained by mixing a compound of zirconium with an organic compound selected from the class of acetals and ketals, esters, ketones, ethers, amines, nitrites, anhydrides, chlorides of acids, amides, aldehydes, thioethers, sulphides and disulphides, thiophenes, thioureas and phosphines, and with a chloro or bromo compound of aluminium hydrocarbyl, in the presence of an additive formed by at least one quaternary ammonium salt.Type: GrantFiled: April 24, 1997Date of Patent: October 6, 1998Assignee: Institut Francais du PetroleInventors: Dominique Commereuc, Yves Glaize, Fran.cedilla.ois Hugues, Pierre Panzarella, Lucien Saussine
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Patent number: 5744679Abstract: Ethylene is effectively oligomerized to linear alpha-olefins using catalyst systems based on transition metal compounds. It has been found that when the reaction is conducted in a polar organic liquid as solvent, incorporation of water into the solvent at levels of 1 to 10 weight percent increases alpha-olefin purity and also influences the Schulz-Flory distribution.Type: GrantFiled: December 27, 1996Date of Patent: April 28, 1998Assignee: UOP LLCInventors: Richard E. Marinangeli, Timothy A. Brandvold
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Patent number: 5650548Abstract: Alpha-olefin oligomer is prepared by contacting an alpha-olefin monomer which contains from about 6 to about 20 carbon atoms with a catalyst system comprising boron trifluoride, a protic promoter, and an organic sulfone, sulfoxide, carbonate, thiocarbonate, or sulfonate. Oligomer containing as much as 50% or more of dimer can be produced at high conversions, at modest reaction temperatures, and in acceptably short reaction periods.Type: GrantFiled: June 16, 1995Date of Patent: July 22, 1997Assignee: Amoco CorporationInventors: Kevin J. Theriot, Robert G. Irwin
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Patent number: 5633420Abstract: Alpha-olefin oligomers are prepared by a process which comprises contacting an oligomerizable olefin monomer with a catalyst system comprising a catalytic amount of boron trifluoride, a protic promoter, and an organic modifier selected from the group consisting of phosphate, thiophosphate, phosphine oxide, and phosphine sulfide. The oligomerizable olefin monomer is a C.sub.6 to C.sub.20 linear olefin comprising at least 50 mole % alpha olefin.Type: GrantFiled: September 22, 1995Date of Patent: May 27, 1997Assignee: Amoco CorporationInventors: Kevin J. Theriot, Robert G. Irwin
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Patent number: 5620935Abstract: Zeolites containing titanium atoms used as catalyst for the preparation of epoxides from olefins and hydrogen peroxide are regenerated by treating the spent catalyst with hydrogen peroxide in the absence of olefins and the regenerated catalyst is again used for the epoxidation.Type: GrantFiled: June 14, 1996Date of Patent: April 15, 1997Assignee: Degussa AktiengesellschaftInventor: Georg Thiele
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Patent number: 5557023Abstract: The present invention relates to the oligomerization of lower alpha olefins, and particularly ethylene, to higher olefins in the presence of a catalyst precursor having either or both of a dithiophosphinate complex and a heterobifunctional ligand having a phosphine center and an imine or similar center, in the presence of an activator. The catalysts have a high reactivity and a good selectivity.Type: GrantFiled: May 23, 1995Date of Patent: September 17, 1996Assignee: The Governors of the University of AlbertaInventors: Arpad F. Somogyvari, Beth L. Creed, Antonio P. Nicola, Alan R. Sanger, David J. Law, Ronald G. Cavell
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Patent number: 5523508Abstract: Linear alpha-olefin formation via oligomerization of ethylene using transition metal catalysis leads to a Schultz-Flory distribution of oligomers. At modest temperatures formation of heavy oligomers which are waxy solids only partly soluble in the LAO product mix causes reactor plugging and curtailing the time of continuous runs. Recycling a portion of a lighter oligomeric fraction obviates this problem and permits runs uninterrupted by solids formation.Type: GrantFiled: December 29, 1994Date of Patent: June 4, 1996Assignee: UOPInventors: Mark A. Krawczyk, Richard E. Marinangeli, R. Joe Lawson
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Patent number: 5502264Abstract: 1-pentene dimers of .alpha.-methylstyrenes are produced with high selectivity in good productivity by stirring 50 to 95 parts by weight of an .alpha.-methylstyrene in the presence of 50 to 5 parts by weight of an aqueous solution of a sulfonic acid, and a 1-pentene dimer having good preservative property is then collected by removing the sulfonic acid, adjusting the resulting reaction solution to pH 8 or higher and distilling the neutralized reaction solution.Type: GrantFiled: May 18, 1994Date of Patent: March 26, 1996Assignee: Goi Chemical Company, Ltd.Inventors: Hiroshi Nishizawa, Takayuki Saitoh, Tatsuo Itoh, Kiyotaka Mashita
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Patent number: 5498815Abstract: A synthetic oil is made by a process comprising the steps of (a) reacting a vinylidene olefin in the presence of a catalyst to form an intermediate mixture which contains at least about 50 weight percent dimer of said vinylidene olefin, and (b) adding a vinyl olefin to said intermediate mixture and reacting said intermediate mixture and said vinyl olefin in the presence of a catalyst so as to form a product mixture which contains said dimer of said vinylidene olefin and a codimer of said added vinyl olefin with said vinylidene olefin.Type: GrantFiled: December 13, 1991Date of Patent: March 12, 1996Assignee: Albemarle CorporationInventors: Robert A. Schaerfl, Jr., Ali M. Dadgar, Carroll W. Lanier
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Patent number: 5463158Abstract: An improved process is described for the catalytic oligomerization of light olefins, such as ethylene or propylene. Higher hydrocarbons, such as gasoline grade hydrocarbons, are produced from the light olefins using a liquid catalyst which comprises a Lewis acid and a Lewis base component which forms with the Lewis acid a melt which is liquid at room temperature. The Lewis acid is a metal halide, such as aluminum trichloride and the Lewis base is an organic salt, such as an organic halide salt containing an N-heterocyclic ring or salts containing fully substituted onium ions.Type: GrantFiled: March 7, 1994Date of Patent: October 31, 1995Assignee: Her Majesty the Queen in right of Canada, as represented by the Minister of Energy, Mines and ResourcesInventors: Maciej Goledzinowski, Viola I. Birss
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Patent number: 5430212Abstract: A catalyst composition comprising a perfluorinated ion-exchange polymer containing sulfonic acid groups supported on an inert carrier having a hydrophobic surface with a mean pore diameter of at least 1000 .ANG.. Use of this catalyst provides improved hydrocarbon conversion processes for oligomerization of olefins, hydration of olefins and hydrolysis of esters.Type: GrantFiled: February 28, 1994Date of Patent: July 4, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Martin H. D. Butt, Francis J. Waller
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Patent number: 5349115Abstract: A process for preparing a dimer of a lower .alpha.-olefin in the presence of Catalyst (A) containing a nickel compound, a trialkylaluminum, a halogenated phenol, a phosphorus compound and a sulfur compound, Catalyst (B) containing a nickel compound, a trialkylaluminum, a fluorinated isopropyl alcohol, a phosphorus compound, a sulfonic acid and water, or Catalyst (C) containing a nickel compound, a trialkylaluminum, a halogenated phenol, a phosphorus compound, a sulfonic acid and water, by which method, the dimer of the lower .alpha.-olefin is prepared in a high yield and high selectivity.Type: GrantFiled: May 7, 1993Date of Patent: September 20, 1994Assignee: Sumitomo Chemical Co., Ltd.Inventors: Kotohiro Nomura, Masaru Ishino, Michio Yamamoto, Gohfu Suzukamo, Makoto Itagaki
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Patent number: 5243118Abstract: An improved process is disclosed for preparing synthetic lubricant base stocks. Synthetic lubricant base stocks are prepared in good yield by oligomerizing linear olefins using sulfate-activated molecular sieves as catalyst.Type: GrantFiled: December 9, 1991Date of Patent: September 7, 1993Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, John F. Knifton, Edward T. Marquis
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Patent number: 5233102Abstract: A catalyst composition comprising a perfluorinated ion-exchange polymer containing sulfonic acid groups supported on an inert carrier having a hydrophobic surface with a mean pore diameter of at least 1000 .ANG.. Use of this catalyst provides improved hydrocarbon conversion processes for oligomerization of olefins, hydration of olefins and hydrolysis of esters.Type: GrantFiled: November 6, 1991Date of Patent: August 3, 1993Assignee: E. I. du Pont de Nemours and CompanyInventors: Martin H. D. Butt, Francis J. Waller
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Patent number: 5191139Abstract: An improved process is disclosed for preparing synthetic lubricant base stocks. Synthetic lubricant base stocks are prepared in good yield by oligomerizing linear olefins using a sulfate-activated Group IV oxide particularly zirconium dioxide, as the catalyst.Type: GrantFiled: November 4, 1991Date of Patent: March 2, 1993Assignee: Texaco Chemical CompanyInventors: John R. Sanderson, John F. Knifton, John M. Larkin
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Patent number: 5190730Abstract: A liquid phase process for oligomerization of C.sub.4 and C.sub.5 isoolefins or the etherification thereof with C.sub.1 to C.sub.6 alcohols wherein the reactants are contacted in a reactor with a fixed bed acid cation exchange resin catalyst at an LHSV of 5 to 20, pressure of 0 to 400 psig and temperature of 120.degree. to 300.degree. F. Wherein the improvement is the operation of the reactor at a pressure to maintain the reaction mixture at its boiling point whereby at least a portion but less than all of the reaction mixture is vaporized. By operating at the boiling point and allowing a portion of the reaction mixture to vaporize, the exothermic heat of reaction is dissipated by the formation of more boil up and the temperature in the reactor is controlled.Type: GrantFiled: July 8, 1991Date of Patent: March 2, 1993Assignee: Chemical Research & Licensing CompanyInventors: Lawrence A. Smith, Jr., Dennis Hearn, Edward M. Jones, Jr.
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Patent number: 5177289Abstract: A liquid phase process for oligomerization of C.sub.4 and C.sub.5 isoolefins or the etherification thereof with C.sub.1 to C.sub.6 alcohols wherein the reactants are contacted in a reactor with a fixed bed acid cation exchange resin catalyst at an LHSV of 5 to 20, pressure of 0 to 400 psig and temperature of 120.degree. to 300.degree. F. wherein the improvement is the operation of the reactor at a pressure to maintain the reaction mixture at its boiling point whereby at least a portion but less than all of the reaction mixture is vaporized. By operating at the boiling point and allowing a portion of the reaction mixture to vaporize, the exothermic heat of reaction is dissipated by the formation of more boil up and the temperature in the reactor is controlled.Type: GrantFiled: March 8, 1991Date of Patent: January 5, 1993Assignee: Chemical Research & Licensing CompanyInventors: Lawrence Smith, Jr., Dennis Hearn, Edward M. Jones, Jr.
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Patent number: 5169914Abstract: A method for producing polymers with narrow molecular weight distribution which involves combining (1) an initiator component of the formula ##STR1## in which R.sub.1, R.sub.2, and R.sub.3 are alkyl, aryl, or aralkyl groups, and can be the same or different, and X is an acetate, etherate, a hydroxyl group, or a halogen, and i is a positive whole number, (2) a Lewis acid of the formula MX.sub.n in which M is titanium, aluminum, boron, or tin, X is a halogen, and n is a positive whole number, (3) an electron donor component having an electron donor number of from at least about 25 to no more than about 50, (4) a solvent for the preceding and (5) a hydrocarbon monomer component.Type: GrantFiled: April 1, 1992Date of Patent: December 8, 1992Assignee: Edison Polymer Innovation CorporationInventors: Gabor Kaszas, Judit E. Puskas, Joseph P. Kennedy
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Patent number: 5113034Abstract: A solid, acid catalyst, supported or unsupported, comprised of an anion modified Group IVB oxide is used to dimerize C.sub.3 or C.sub.4 containing feedstreams.Type: GrantFiled: August 5, 1991Date of Patent: May 12, 1992Assignee: Exxon Research and Engineering CompanyInventors: Stuart L. Soled, Nicholas C. Dispenziere, Jr., Ramzi Y. Saleh, Sabato Miseo
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Patent number: 5105047Abstract: Improved processes for acid-catalyzed oligomerization of olefins and alkylation of toluene are disclosed using a catalyst blend of at least one perfluorinated ion-exchange polymer containing sulfonic acid groups and at least one polymer diluent in a nonpolar reaction mixture.Type: GrantFiled: August 2, 1989Date of Patent: April 14, 1992Assignee: E. I. Du Pont de Nemours and CompanyInventor: Francis J. Waller
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Patent number: 5043510Abstract: This invention relates to a process for alkylation at carbon and phosphorus sites in an aqueous medium using precious metal catalysts containing sulfonated triarylphosphines (STP) of the generic formula P(C.sub.6 H.sub.4 SO.sub.3 --)X(C.sub.6 H.sub.5)Y (X+Y=3).Type: GrantFiled: March 27, 1989Date of Patent: August 27, 1991Assignee: E. I. Du Pont de Nemours and CompanyInventors: Albert L. Casalnuovo, William A. Nugent, Jr.
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Patent number: 5008466Abstract: Alkenes having a terminal double bond can be isomerized to give alkenes having an internal double bond if alkenes having a terminal double bond or hydrocarbon feedstock having a content of alkenes of this type having a terminal double bond are subjected to treatment, in the presence of hydrogen, over a macroporous or gel-like cation exchanger in the H.sup.+ form which contains 0.001 to 10 g of one or more metals of the VIth and/or VIIth and/or VIIIth sub-group of the periodic system of the elements in elementary form per liter of dry cation exchanger and which has a degree of crosslinking of 2 to 65% and a specific surface area of 5 to 750 m.sup.2 /g of dry exchange resin. The treatment is carried out in the liquid phase at a temperature from 0.degree. to 120.degree. C.Type: GrantFiled: April 12, 1989Date of Patent: April 16, 1991Assignee: EC Erdolchemie GmbHInventors: Bernhard Schleppinghoff, Hans-Dieter Kohler, Christian Gabel, Hans-Volker Scheef
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Patent number: 5003124Abstract: A liquid phase process for oligomerization of C.sub.4 and C.sub.5 isoolefins or the etherification thereof with C.sub.1 to C.sub.6 alcohols wherein the reactants are contacted in a reactor with a fixed bed acid cation exchange resin catalyst at an LHSV of 5 to 20, pressure of 0 to 400 psig and temperature of 120 to 300.degree. F. wherein the improvement is the operation of the reactor at a pressure to maintain the reaction mixture at its boiling point whereby at least a portion but less than all of the reaction mixture is vaporized. By operating at the boiling point and allowing a portion of the reaction mixture to vaporize, the exothermic heat of reaction is dissipated by the formation of more boil up and the temperature in the reactor is controlled.Type: GrantFiled: October 31, 1988Date of Patent: March 26, 1991Assignee: Chemical Research & Licensing CompanyInventors: Lawrence A. Smith, Jr., Dennis hearn, Edward M. Jones, Jr.
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Patent number: 4973789Abstract: A process for preparing a lower alkene polymer from a lower alkene feedstream, including the steps of: (A) contacting the lower alkene monomer with a catalyst system comprising boron trifluoride and at least one acid selected from the group consisting of sulfuric acid, sulfurous acid, phosphoric acids and strong acid resins and (B) polymerizing the lower alkene monomer in the presence of the catalyst system at a temperature of about -3.degree. C. to about -30.degree. C. thereby obtaining a lower alkene polymer having a molecular weight of about 250 to about 500.Type: GrantFiled: July 30, 1987Date of Patent: November 27, 1990Assignee: The Lubrizol CorporationInventors: Jack L. Karn, Willis P. Nichols
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Patent number: 4910356Abstract: Compositions containing sulfuric acid and one or more of certain chalcogen-containing compounds in which the chalcogen compound/H.sub.2 SO.sub.4 molar ratio is below 2 contain the mono-adduct of sulfuric acid which is catalytically active for promoting organic chemical reactions. Suitable chalcogen-containing compounds have the empirical formula ##STR1## wherein X is a chalcogen, each of R.sub.1 and R.sub.2 is independently selected from hydrogen, NR.sub.3 R.sub.4, and NR.sub.5, at least one of R.sub.1 and R.sub.2 is other than hydrogen, each of R.sub.3 and R.sub.4 is hydrogen or a monovalent organic radical, and R.sub.5 is a divalent organic radical. Such compositions are useful for catalyzing organic reactions such as oxidation, oxidative addition, reduction, reductive addition, esterification, transesterification, hydrogenation, isomerication (including racemization of optical isomers), alkylation, polymerization, demetallization of organometallics, nitration, Friedel-Crafts reactions, and hydrolysis.Type: GrantFiled: January 29, 1988Date of Patent: March 20, 1990Assignee: Union Oil Company of CaliforniaInventor: Donald C. Young
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Patent number: 4711969Abstract: A process for oligomerizing ethylene using a nickel ylide catalyst substituted with a sulfonato group, wherein the oligomerization is carried out in the presence of methanol and water.Type: GrantFiled: August 25, 1986Date of Patent: December 8, 1987Assignee: Chevron Research CompanyInventors: David L. Beach, James J. Harrison
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Patent number: 4689437Abstract: An olefin oligomerization/cooligomerization process with a catalyst comprising the reaction product of (1) a transition metal compound selected from the metals Ni, Co, Cr, Fe, Cu, (2) a catalyst activator capable of donating a hydride, alkyl, alkenyl or aryl group when the transition metal has the oxidation state of O or the transition metal compound does not have a hydride, alkyl, alkenyl or aryl group, and (3a) an organophosphorus sulfonate ligand containing one benzene ring with trivalent phosphorus P(III) group and SO.sub.3 M group at ortho-positions, or one benzene ring with CH.sub.2 --P(III) and CH.sub.2 --SO.sub.3 M groups at ortho-positions, or a bridging or fused aromatic ring system with P(III) or CH.sub.2 --P(III) group and SO.sub.3 M or CH.sub.2 --SO.sub.3 M group at adjacent positions on different rings, or any aromatic ring having the P(III) and SO.sub.3 M groups at adjacent positions, where M is H, Group IA or Group IIA metals, quarternary ammonium or phosphonium (NR.sub.4, PR.sub.Type: GrantFiled: July 21, 1986Date of Patent: August 25, 1987Assignee: Union Carbide CorporationInventor: Rex E. Murray
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Patent number: 4686315Abstract: A process for oligomerizing ethylene using a bicomponent catalyst comprising a nickel ylide substituted with a sulfonato group and an alkyl aluminum alkoxide.Type: GrantFiled: December 12, 1986Date of Patent: August 11, 1987Assignee: Chevron Research CompanyInventors: David L. Beach, Yury V. Kissin
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Patent number: 4677241Abstract: A process for oligomerization of a lower olefin having 2 to 8 carbon atoms which comprises contacting said lower olefin with a catalyst composition comprising a transition metal complex selected from complexes of nickel and palladium with a fluoro-organic thiol or sulfide ligand, having a single sulfur atom in a ligating position and wherein the carbon atom adjacent the carbon to which the sulfur atom is attached has at least one fluoro substituent and with the proviso that said fluoro-organic thiol or sulfide does not contain any other ligating group or atom in a ligating position which will displace fluoro as a ligand, and an organometallic-reducing agent selected from the group of borohydride and organoaluminum halides and alkoxides.Type: GrantFiled: August 15, 1986Date of Patent: June 30, 1987Assignee: Chevron Research CompanyInventor: Richard S. Threlkel
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Patent number: 4579990Abstract: Propylene contained in mixed C.sub.3 /C.sub.4 streams containing at least 5 wt. % isobutene, for example, catalytic cracker offgas, may be recovered as a useful gasoline component by oligomerizing the propylene in liquid phase at 80.degree. to 130.degree. C. at LHSV 2 to 5 in the presence of an acidic cation exchange resin whereby the oligomers produced are primary C.sub.6 to C.sub.8 mono olefins.Type: GrantFiled: July 15, 1985Date of Patent: April 1, 1986Assignee: Tenneco Oil CompanyInventor: Donald A. Keyworth
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Patent number: 4571439Abstract: Propylene contained in mixed C.sub.3 /C.sub.4 streams containing at least 5 wt. % isobutene, for example, catalytic cracker offgas, may be recovered as a useful gasoline component by reacting in the presence of methanol to etherify and oligomerize the propylene in liquid phase at 80.degree. to 130.degree. C. at LHSV 2 to 5 in the presence of an acidic cation exchange resin whereby the product contains oligomers which are primary C.sub.6 to C.sub.8 mono olefins, methyl isopropyl ether, methyl tertiary butyl ether and unreacted material, by maintaining a residual of methanol in the product stream of 0.03 to 0.9 wt. % based on the product stream.Type: GrantFiled: July 22, 1985Date of Patent: February 18, 1986Assignee: Tenneco Oil CompanyInventor: Donald A. Keyworth
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Patent number: 4540839Abstract: Conversions of over 80 mole % of n-butenes to oligomers can be obtained with less than 15 mole % C.sub.12 or higher oligomers by passing a predominantly C.sub.4 stream containing at least 40 mole % n-butenes through an acidic cation exchange resin at LHSV 2 to 5 at temperatures in the range of 80.degree. C. to 130.degree. C., in liquid phase by cofeeding from 1 to 5 weight %, based on the C.sub.4 stream, of methyl tertiary butyl ether, secondary butyl methyl ether, toluene or mixtures thereof.Type: GrantFiled: March 26, 1984Date of Patent: September 10, 1985Assignee: Petro-Tex Chemical CorporationInventors: Donald A. Keyworth, Cecil G. McFarland
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Patent number: 4533651Abstract: Catalyst systems for the oligomerization and/or isomerization of olefins which comprise a nickel (II) complex and a co-catalyst. The nickel (II) complex is a square planar species with a trivalent Group V donor ligand, preferably a phosphine or phosphite ligand, a halogen or pseudo-halogen ligand and a bidentate dithio ligand, especially a substituted dithio-.beta.-diketone ligand.Type: GrantFiled: October 17, 1983Date of Patent: August 6, 1985Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: Anthony F. Masters, Kingsley J. Cavell
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Patent number: 4520222Abstract: Calcium silicate treated with an acid can be used as a polymerization catalyst or as a deodorizing agent. The acid is sulfuric acid, phosphoric acid or nitric acid.Type: GrantFiled: August 1, 1983Date of Patent: May 28, 1985Assignee: Phillips Petroleum CompanyInventors: Robert E. Reusser, Joseph R. Kenton, Elizabeth A. Todd
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Patent number: 4511750Abstract: An olefin oligomerization catalyst containing nickel sulfate on a porous support, activated by calcining in an oxidizing atmosphere, followed by inert gas treatment at a lower but elevated temperature, is useful for oligomerizing propylene and butenes.Type: GrantFiled: June 14, 1984Date of Patent: April 16, 1985Assignee: Chevron Research CompanyInventor: Stephen J. Miller
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Patent number: 4487847Abstract: A novel ethylene dimerization catalyst is provided consisting essentially of a nickel compound, a phosphine compound, and an acidic compound. In addition, an improved ethylene dimerization process is provided which comprises contacting ethylene with the novel catalyst composition present, in an effective solvent, at a temperature from about 0.degree. C. to about 200.degree. C. As a result of the inventive process, high catalyst productivity and good selectivity to the desired dimerized product, 1-butene, is obtained.Type: GrantFiled: July 25, 1983Date of Patent: December 11, 1984Assignee: Phillips Petroleum CompanyInventor: Ronald D. Knudsen
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Patent number: 4469911Abstract: The isobutene in C.sub.4 hydrocarbon streams containing 5 to 60 mole % isobutene and n-butenes may be reduced to a level of 0.2 mole % or less by passing the feed stream at LHSV 0.5 to 12 in liquid phase through a fixed bed cation exchange resin catalyst in a tubular reactor with a water heat exchange medium maintained at a temperature of 30.degree. to 80.degree. C., whereby the isobutene is oligomerized and easily separated from the remaining C.sub.4 by fractionation.Type: GrantFiled: November 8, 1982Date of Patent: September 4, 1984Assignee: Petro Tex Chemical CorporationInventor: Harold E. Manning
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Patent number: 4463211Abstract: A process for the oligomerization of normal C.sub.2 -C.sub.10 olefins, for example n-butenes by passing a feed containing said olefins in liquid phase through a fixed bed of acid, cation exchange resin at a temperature in the range of 40.degree. to 185.degree. C. at LHSV of 0.10 to 10 and recovering the oligomer product. In the case of n-butenes the principal component of the oligomer product is C.sub.8 dimer.Type: GrantFiled: September 27, 1982Date of Patent: July 31, 1984Assignee: Petro-Tex Chemical CorporationInventor: Harold E. Manning
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Patent number: 4425226Abstract: Calcium silicate treated with an acid can be used as a polymerization catalyst or as a deodorizing agent. The acid is sulfuric acid, phosphoric acid or nitric acid.Type: GrantFiled: December 10, 1982Date of Patent: January 10, 1984Assignee: Phillips Petroleum CompanyInventors: Robert E. Reusser, Joseph R. Kenton, Elizabeth A. Todd
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Patent number: 4423267Abstract: Iron sulfate supported on alumina or silica alumina and cobalt sulfate supported on alumina are catalysts used for olefin oligomerization. These new catalysts allow olefin oligomerizations to be carried out at lower temperatures than many other known catalysts. The reaction is normally carried out under sufficient pressure to keep the olefin present as a liquid. In addition, the catalysts provide excellent selectivity for the formation of lower olefins and require no water to maintain activity, thereby leading to increased productivity by avoiding problems of polymerization, coking and reactor plugging.Type: GrantFiled: June 1, 1982Date of Patent: December 27, 1983Assignee: Conoco Inc.Inventors: Robin M. Dowling, David P. Higley
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Patent number: 4400565Abstract: A method for oligomerizing olefins in the presence of boron trifluoride and a co-catalyst comprising a heterogeneous cationic ion exchange resin catalyst is described. While the resin catalyst cannot oligomerize olefins by itself at temperatures around 75.degree.-85.degree. C., when used together with boron trifluoride an oligomer mixture may be created which has improved properties over oligomers made over only boron trifluoride. If a resin catalyst is used, a protonic promoter is not required.Type: GrantFiled: April 28, 1982Date of Patent: August 23, 1983Assignee: Texaco Inc.Inventors: Jerome W. Darden, Edward T. Marquis, Lewis W. Watts, Jr.
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Patent number: 4382153Abstract: Ethylene is oligomerizied by reacting ethylene under an elevated pressure greater than about 700 pounds per square inch gauge (4826 kPa) in methanol in contact with a nickel ylide defined by the following Formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.Type: GrantFiled: April 5, 1982Date of Patent: May 3, 1983Assignee: Gulf Research & Development CompanyInventors: David L. Beach, James J. Harrison
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Patent number: 4375576Abstract: In the liquid phase reaction of isobutene in the presence of resin cation exchange resins with itself in a C.sub.4 hydrocarbon stream to form dimers, the formation of higher polymers, oligomers, and co-dimer by-products is suppressed by the presence of 0.0001 to 1 mole per mole of isobutene of methyl tertiary butyl ether.Type: GrantFiled: July 27, 1981Date of Patent: March 1, 1983Assignee: Chemical Research & Licensing Co.Inventor: Lawrence A. Smith, Jr.
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Patent number: 4367352Abstract: A process is disclosed for the production of high quality synthetic lubricants which comprises transforming ethylene into a mix of alpha olefins, separating from this mix of alpha olefins the alpha olefins in the range from about 14 to 20 carbon atoms, oligomerizing the alpha olefins in the range from about 14 to 20 atoms with a perfluorosulfonic acid resin catalyst and hydrogenating these oligomerized olefins. The olefins from the original mix of alpha olefins which are lighter and heavier than the 14 to 20 carbon atom alpha olefins processed above are combined and subjected to an isomerization/disproportionation process and the resulting olefins in the range of about 14 to 20 carbon atoms are oligomerized with perfluorosulfonic acid resin catalyst as above. Optionally, these olefins in the range of 14 to 20 carbon atoms may be combined with the olefins prepared directly from ethylene before oligomerization takes place. The resulting oligomers are hydrogenated.Type: GrantFiled: December 22, 1980Date of Patent: January 4, 1983Assignee: Texaco Inc.Inventors: Lewis W. Watts, Jr., Edward T. Marquis
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Patent number: 4310716Abstract: Ethylene is oligomerized by reacting ethylene in methanol under oligomerization conditions in contact with a nickel ylide defined by the following Formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.Type: GrantFiled: August 18, 1980Date of Patent: January 12, 1982Assignee: Gulf Research & Development CompanyInventors: David L. Beach, James J. Harrison
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Patent number: 4301318Abstract: Ammonium hydroxide is used to remove nickel ylide residue from an oligomerization reaction product obtained by contacting ethylene with a nickel ylide catalyst under oligomerization conditions. The oligomerization reaction product is contacted with ammonium hydroxide to obtain a product composed of two layers, an upper layer containing normal alpha olefins and a lower layer containing nickel ylide residue. The two layers are then separated from each other to recover the desired normal alpha olefins.Type: GrantFiled: November 25, 1980Date of Patent: November 17, 1981Assignee: Gulf Research & Development CompanyInventors: David L. Beach, James J. Harrison