By Alkyl Transfer, E.g., Disproportionation, Etc. Patents (Class 585/643)
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Patent number: 4925822Abstract: This invention relates to a catalyst composition prepared by reacting in a hydrocarbon solvent a molybdenum or tungsten halide with siloxyalane selected from [(CH.sub.3 CH.sub.2).sub.2 AlO].sub.2 SiR.sub.2 and (R'.sub.3 SiO).sub.2 AlCH.sub.2 CH.sub.3 wherein R and R' are aryl or C.sub.1 -C.sub.5 alkyl. Preferably the halide is tungsten hexachloride, R is phenyl and R' is ethyl. The instant compositions are particularly useful as olefin disproportionation catalysts.Type: GrantFiled: March 30, 1989Date of Patent: May 15, 1990Assignee: Shell Oil CompanyInventors: Lynn H. Slaugh, Thomas H. Johnson, Ronald J. Hoxmeier
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Patent number: 4895997Abstract: The disclosure of the invention relates to a process for double bond isomerization in which the double bond of an alpha olefinic molecule is moved from the alpha position to an internal position of the olefinic molecule. The catalyst utilized for this migration is a catalyst prepared by incorporating palladium into an alumina hydrogel.Type: GrantFiled: August 31, 1988Date of Patent: January 23, 1990Assignee: Shell Oil CompanyInventors: David M. Hamilton, Jr., Richard A. Kemp
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Patent number: 4880520Abstract: Crystalline molecular sieves having three-dimensional microporous framework structures of TiO.sub.2, AlO.sub.2, SiO.sub.2 and PO.sub.2 tetrahedral units are disclosed. These molecular sieves have an empirical chemical composition on an anhydrous basis expressed by the formula:mR: (Ti.sub.w Al.sub.x P.sub.y Si.sub.z)O.sub.2wherein "R" represents at least one organic templating agent present in the intracrystalline pore system; "m" represents the molar amount of "R" present per mole of (Ti.sub.w Al.sub.x P.sub.y Si.sub.z)O.sub.2 ; and "w", "x", "y" and "z" represent the mole fractions of titanium, aluminum, phosphorus and silicon, respectively, present as tetrahedral oxides. Their use as adsorbents, catalysts, etc. is also disclosed.Type: GrantFiled: October 21, 1988Date of Patent: November 14, 1989Assignee: UOPInventors: Brent M. T. Lok, Bonita K. Marcus, Edith M. Flanigen
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Patent number: 4837188Abstract: Improved catalytic systems of long active duration, comprising initially (a) a tungsten compound, (b) an organometallic compound and (c) a partially or totally fluorinated organic compound.Process of stabilization of these catalytic systems, comprising dissolving (a) in an organic solvent, contacting (b) with (a), agitation and heating at 0.degree. to 100.degree. C. for 0.5 to 60 minutes, then introduction of (c) into the mixture of (a) and (b).Use of these stabilised catalytic systems for the metathesis of olefins which carry functional groups or do not carry such groups.Type: GrantFiled: March 18, 1988Date of Patent: June 6, 1989Assignee: Societe Nationale Elf AquitaineInventors: Jean-Paul Laval, Michel Leconte, Jean Ollivier, Emile Perez, Francoise Quignard, Isabelle Rico
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Patent number: 4818442Abstract: A process for the disproportionation of olefins comprising contacting said olefins under suitable reaction conditions with a neutral-carbene complex catalyst and then using anhydrous ammonia to effect separation of the catalyst and the organic products.Type: GrantFiled: October 9, 1984Date of Patent: April 4, 1989Assignee: Phillips Petroleum CompanyInventors: John W. Vanderveen, Dennis S. Banasiak
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Patent number: 4784746Abstract: A crude oil is upgraded by thermal treatment at a temperature of at least 400.degree. C. under at least autogenous pressure and preferably from 100 to 1000 psig for about 20 to 30 minutes in order to increase the proportion of distillable components in the crude. The improvement is attributed to alkylation of lower molecular weight components, especially aromatics, by alkyl groups derived from the high boiling component of the crude. The process reduces the nondistillable residue and enables subsequent processing to be carried out with lower gas and coke make. The process may be operated with a whole crude or a topped crude as feed.Type: GrantFiled: April 22, 1987Date of Patent: November 15, 1988Assignee: Mobil Oil Corp.Inventors: Malvina Farcasiu, Rene B. LaPierre
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Patent number: 4777310Abstract: A method for the selective gas-phase equilibration of at least one C.sub.3 or greater monoalkene over a HAMS-1B crystalline borosilicate-based catalyst composition employing operating conditions in which the total butylene and t-amylene C.sub.5 and lower fraction of the product are maximized and the formation of C.sub.1 to C.sub.3 hydrocarbons, total aromatics and total paraffins are minimized. In another aspect of the invention the equilibration product is usefully separated by converting the isobutylene and t-amylene fractions to their methyl ethers by reaction with methanol.Type: GrantFiled: December 30, 1987Date of Patent: October 11, 1988Assignee: Amoco CorporationInventors: David L. Sikkenga, Chander Balakrishnan
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Patent number: 4754099Abstract: This invention relates to a process for disproportionation of hydrocarbon olefins by contacting said hydrocarbon at disproportionation conditions with a catalyst prepared by incorporating a metals solution containing cobalt and an element selected from the group consisting of molybdenum and tungsten into an alumina hydrogel. The final calcined catalysts have surface areas greater than about 300 m.sup.2 /g and more than about 40% of their pore volume in pores having diameters less than about 50 .ANG..Type: GrantFiled: May 27, 1987Date of Patent: June 28, 1988Assignee: Shell Oil CompanyInventors: Richard A. Kemp, David M. Hamilton, Jr.
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Patent number: 4754098Abstract: Catalyst composition is provided which is prepared by impregnating high surface area, high pore volume alumina with at least one magnesium compound convertible to the oxide, and, optionally, at least one alkali metal compound which is convertible to the oxide, and/or at least one zirconium compound convertible to the oxide, then subjecting the impregnated support to an oxygen-containing atmosphere under conditions suitable to convert at least a portion of the magnesium, alkali metal and zirconium compounds to the oxide form. The resulting catalyst is an effective double bond isomerization catalyst, and also greatly enhances the disproportionation activity of disproportionation catalysts when used in combination therewith.Type: GrantFiled: March 30, 1987Date of Patent: June 28, 1988Assignee: Phillips Petroleum CompanyInventor: Charles A. Drake
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Patent number: 4727215Abstract: Compounds of the formula:M(NR.sup.1)(OR.sup.2).sub.2 (CHR.sup.3)whereinM is molybdenum or tungsten;R.sup.1 and R.sup.2 are alkyl, aryl, aralkyl or halogen-substituted derivatives or silicon-containing analogs thereof;R.sup.3 is an alkyl, aryl, aralkyl or any substituent that results from the initial reaction between the M.dbd.CHR.sup.3 complex and the olefin(s) that is(are) being metathesized;alkyl has 1-20 carbons, aryl has 6-20 carbons and aralkyl has 7-20 carbons.These compounds are catalysts for the metathesis of ordinary olefins (hydrocarbons) and especially functionalized olefins in the homogeneous phase.Type: GrantFiled: June 9, 1986Date of Patent: February 23, 1988Assignee: Massachusetts Institute of TechnologyInventor: Richard R. Schrock
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Patent number: 4709115Abstract: A catalytic process for the disproportionation of alkenes in a distillation column reactor, whereby high conversion and selectivity are simultaneously achieved.Type: GrantFiled: October 9, 1986Date of Patent: November 24, 1987Assignee: The Dow Chemical CompanyInventors: Chu W. Jung, Philip E. Garrou, Gary R. Strickler
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Patent number: 4676885Abstract: The invention disclosed herein comprises a process for the selective upgrading of combustion quality of a distillate transportation fuel by careful selective dehydrogenation, disproportionation and hydrogenation to convert cycloparaffinic materials contained in the distillate transportation fuel to acyclic paraffinic hydrocarbons, wherein said conversion is undertaken by first forming cyclomonoolefinic hydrocarbons from cycloparaffinic hydrocarbons via dehydrogenation, disproportionating the cyclomonoolefinic hydrocarbons to acyclic di-.alpha.-olefin hydrocarbons and then selectively hydrogenating said di-.alpha.-olefin hydrocarbons in the presence of hydrogen to saturate the double bonds of the di-.alpha.-olefin to form acyclic paraffinic hydrocarbons. The selective disproportionation reaction includes the addition of ethylene or an ethylene acting material to ring open the cyclomonoolefinic material.Type: GrantFiled: May 28, 1986Date of Patent: June 30, 1987Assignee: Shell Oil CompanyInventor: Warren V. Bush
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Patent number: 4654462Abstract: Improved process of metathesis of olefins by contact of one or more olefins with a catalyst comprising a tungsten complex with two phenoxy groups, carrying substituents and four other ligands, the complex carrying as coordination groups a halogen atom, an alkyl radical and a carbene. The catalyst preferably is of the formula ##STR1## where X is halogen, R is hydrocarbon or an electronegative group or atom, R.sup.1 is alkyl and R.sup.2 and R.sup.3 are individually hydrogen or alkyl groups.Type: GrantFiled: February 6, 1986Date of Patent: March 31, 1987Assignee: Societe Nationale Elf AquitaineInventors: Jean M. Basset, Michel Leconte, Jean Ollivier, Francoise Quignard
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Patent number: 4613721Abstract: The process for the interconversion of "small olefins" selected from the class consisting of ethylene, propylene, butenes and mixtures thereof comprising contacting said small olefin(s) with non-zeolitic molecular sieves.Type: GrantFiled: May 6, 1985Date of Patent: September 23, 1986Assignee: Union Carbide CorporationInventor: Steven W. Kaiser
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Patent number: 4609769Abstract: Olefins are converted into other olefins having different numbers of carbon atoms by contact with a catalyst comprising a silica support containing tungsten oxide and a promoting amount of at least one titaniferous agent and activated under conditions suitable for the titaniferous agent to promote the activity of tungsten oxide and silica for the disproportionation and isomerization reaction.Type: GrantFiled: February 15, 1984Date of Patent: September 2, 1986Assignee: Phillips Petroleum CompanyInventors: Simon Kukes, Robert L. Banks
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Patent number: 4605810Abstract: Process for activation of tungsten on silica disproportionation catalyst by contacting the catalyst with at least one acetylenic compound is disclosed. In a specific embodiment, the acetylenic compound can be prepared by isomerization of an allene compound when contacted with magnesium oxide, either as a separate catalyst bed, or as part of the disproportionation catalyst system.Type: GrantFiled: August 9, 1985Date of Patent: August 12, 1986Assignee: Phillips Petroleum CompanyInventor: Robert L. Banks
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Patent number: 4556753Abstract: A process for producing isobutene, comprising contacting, at elevated temperatures, a feed containing propylene with a catalyst comprising a crystalline silica polymorph of the silicalite type in the presence of steam to recover a stream containing isobutene. The reaction can be carried out in either liquid or vapor phase.Type: GrantFiled: April 3, 1985Date of Patent: December 3, 1985Assignee: Labofina, S.A.Inventors: Guy L. G. Debras, Georges E. M. J. De Clippeleir, Raymond M. Cahen
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Patent number: 4550216Abstract: Improved catalyst for the metathesis of olefins comprising a compound of W with a halogen and with a phenoxy group which can carry substituents. It contains 4 halogen atoms and 2 phenoxy groups per atom of W. Preferably, the phenoxy group is halogenated. This catalyst allows the more rapid carrying out of various types of metathesis reactions, when it is used as a co-catalyst in conjunction with organo-metallic compounds, particularly Al or Sn. Among others, it allows the economical preparation of pheromones. It is practically insensitive to traces of water and oxygen.Type: GrantFiled: June 15, 1984Date of Patent: October 29, 1985Assignee: Societe Nationale Elf AquitaineInventors: Jean M. M. Basset, Michel Leconte, Jean Ollivier, Francoise Quignard
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Patent number: 4527001Abstract: The process for the interconversion of "small olefins" selected from the class consisting of ethylene, propylene, butenes and mixtures thereof comprising contacting said small olefin(s) with non-zeolitic molecular sieves.Type: GrantFiled: November 15, 1983Date of Patent: July 2, 1985Assignee: Union Carbide CorporationInventor: Steven W. Kaiser
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Patent number: 4517401Abstract: Olefins are converted into other olefins having different numbers of carbon atoms by contact with a catalyst comprising an inorganic refractory oxide support containing at least one of tungsten oxide and molybdenum oxide and a promoting amount of at least one methylating agent under conditions suitable for the methylating agent compounds to promote the activity of tungsten and molybdenum oxides for the disproportionation reaction.Type: GrantFiled: July 26, 1983Date of Patent: May 14, 1985Assignee: Phillips Petroleum Co.Inventors: Simon G. Kukes, Robert L. Banks
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Patent number: 4504694Abstract: Olefins are converted into other olefins having different numbers of carbon atoms by contact with a catalyst comprising an inorganic refractory material containing at least one of tungsten oxide and molybdenum oxide and a promoting amount of at least one treating agent selected from chlorinated silicon compounds, thionyl chloride, and sulfuryl chloride under conditions suitable for the treating agent to promote the activity of tungsten and molybdenum oxides for the disproportionation reaction.Type: GrantFiled: September 28, 1983Date of Patent: March 12, 1985Assignee: Phillips Petroleum CompanyInventors: Simon G. Kukes, Robert L. Banks
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Patent number: 4499328Abstract: Olefins are converted into other olefins having different numbers of carbon atoms by contact with a catalyst comprising silica containing tungsten oxide and a promoting amount of silver under conditions suitable for silver to promote the activity of tungsten oxide for the disproportionation reaction.Type: GrantFiled: October 5, 1983Date of Patent: February 12, 1985Assignee: Phillips Petroleum CompanyInventors: Simon G. Kukes, Robert L. Banks
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Patent number: 4490478Abstract: An improved olefin disproportionation catalyst produced by contacting an inorganic refractory oxide containing a catalytic amount of tungsten oxide or molybdenum oxide with a promoting amount of at least one elemental metal selected from zinc and manganese.Type: GrantFiled: July 29, 1983Date of Patent: December 25, 1984Assignee: Phillips Petroleum CompanyInventors: Robert L. Banks, Simon G. Kukes
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Patent number: 4436949Abstract: A novel process for the conversion of olefins is provided by adding water to said olefin and thereafter contacting said olefin with an acidic alumina catalyst under conditions sufficient to effect the conversion of said olefin.Type: GrantFiled: September 21, 1982Date of Patent: March 13, 1984Assignee: Phillips Petroleum CompanyInventors: John W. Myers, Daniel J. Strope
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Patent number: 4435606Abstract: Internal olefins are subjected to metathesis closely coupled after an isomerization reaction to obtain desired molecular weight range linear olefins. Specific process steps and separation conditions are necessary to obtain the desired linear olefins.Type: GrantFiled: December 24, 1981Date of Patent: March 6, 1984Assignee: Conoco Inc.Inventors: Kaye L. Motz, Paul H. Washecheck, Ronald L. Poe, James E. Yates
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Patent number: 4420646Abstract: Novel feedstocks for the production of synthetic lubricant base oils are described. The feedstock is a blend of internal and alpha olefins with the internal olefins comprising more than 50 but less than 99 weight percent of the blend. The alpha olefins may be derived from ethylene polymerization or wax pyrolysis. The olefins may be oligomerized over a boron trifluoride catalyst and a promoter. When the oligomers are hydrogenated they provide a synthetic lubricant base stock having excellent properties.Type: GrantFiled: April 28, 1982Date of Patent: December 13, 1983Assignee: Texaco Inc.Inventors: Jerome W. Darden, Lewis W. Watts, Jr., Edward T. Marquis
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Patent number: 4420647Abstract: A synthetic lubricating oil composition comprising a major portion of a synthetic lubricant component or a mixture of a synthetic lubricant component and a hydrocarbon mineral base oil and a minor portion of various additive components is described. The synthetic lubricant component is manufactured from internal olefins.The process for making the synthetic lubricant component utilizes boron trifluoride catalysis with a promoter to produce oligomer mixtures that have surprisingly low viscosities at low temperatures and surprisingly high viscosity indexes as compared with the oligomers found in other methods. It is important that internal olefins be used predominantly to make the oligomers. Alpha olefins make up the balance of the olefins.Type: GrantFiled: April 26, 1982Date of Patent: December 13, 1983Assignee: Texaco Inc.Inventors: Kenneth G. Hammond, Joseph C. Sendra, Lewis W. Watts, Jr., Edward T. Marquis, John M. Larkin
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Patent number: 4368345Abstract: The present invention relates to a process for the disproportionation of n-olefins comprising contacting the olefin feed with a catalyst composition comprising molybdenum oxide or tungsten oxide supported on silica. The catalyst composition is produced by impregnating a silica support with an alcoholic solution of a halide of a metal selected from molybdenum and tungsten, removing the alcoholic solvent by evaporation, and heat treating the impregnated support at an elevated temperature such that (a) the metal halide is converted to the corresponding oxide and/or an oxy-salt and (b) the halogen content thereof is reduced to less than 0.1% by weight of the total composition. By using a catalyst produced by this method, it is possible to carry out the process so as to selectively produce linear higher olefins.Type: GrantFiled: December 22, 1981Date of Patent: January 11, 1983Assignee: BP Chemicals LimitedInventor: Kathleen F. Dickinson
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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: 4287378Abstract: A process for the conversion of at least one olefinic organic compound by disproportionation, proportionation, and/or isomerization, in which an olefin conversion catalyst is exposed to electromagnetic radiation prior to and/or during contact of the organic compound with the catalyst. The catalyst may also be pretreated with ethylene, propylene and/or butene during exposure to radiation or the olefinic compound may be pretreated by contact with magnesium oxide while exposing the magnesium oxide to radiation.Type: GrantFiled: February 11, 1980Date of Patent: September 1, 1981Assignee: Phillips Petroleum CompanyInventor: Filippo Pennella
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Patent number: 4262156Abstract: A process and a catalyst for the disproportionation of olefins is disclosed wherein the catalyst consists essentially of (1) at least one neutral tungsten carbene complex, (2) at least one halogenated promoter, and (3) at least one tin promoter.Type: GrantFiled: February 6, 1980Date of Patent: April 14, 1981Assignee: Phillips Petroleum Co.Inventor: Dennis S. Banasiak
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Patent number: 4188501Abstract: Purity of hydrocarbon streams is increased by contacting with stable oxides of calcium, titanium, zinc, or zirconium prior to passage to a catalytic conversion process. In one embodiment, the stable metal oxides are preactivated by heating with vaporous hydrocarbon at an elevated temperature which is effective in extending the temperature at which metal oxides are subsequently effective for purification of hydrocarbon streams.Type: GrantFiled: August 25, 1978Date of Patent: February 12, 1980Assignee: Phillips Petroleum CompanyInventors: Mark R. Rycheck, Filippo Pennella