By Skeletal Isomerization Patents (Class 585/671)
  • Patent number: 5874661
    Abstract: The average degree of branching of a branched olefin feedstock is reduced by skeletal isomerization in contact with a molecular sieve.
    Type: Grant
    Filed: May 3, 1996
    Date of Patent: February 23, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Wim Herman Verrelst, Luc Roger Marc Martens, Georges Marie Karel Mathys
  • Patent number: 5866746
    Abstract: The present invention concerns, in the dehydroisomerization of at least one C.sub.4 -C.sub.5 n-paraffin, preferably n-butane, the use of a catalyst comprising a refractory oxide based support, preferably an alumina, at least one precious metal from group VIII, preferably platinum or palladium, optionally at least one element from group IVB such as titanium or zirconium, preferably titanium, optionally at least one element from the group formed by germanium, tin, lead, rhenium, tungsten and indium, and optionally at least one halogen such as chlorine. The present invention also concerns the regeneration of this catalyst.
    Type: Grant
    Filed: October 10, 1996
    Date of Patent: February 2, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Blaise Didillion, Christine Travers, Jean-Pierre Burzynski
  • Patent number: 5855917
    Abstract: Methods of inhibiting lipoprotein lipase and controlling the body fat and the body weight of an animal employ an effective amount of at least one 20 carbon, conjugated, unsaturated, fatty acid. Pharmaceutical compositions for use in the method are also disclosed. The 20-carbon conjugated fatty acids are selected from an eicosadienoic acid, an eicosatrienoic acid, and an eicosatetraenoic acid. Preferably, the fatty acids are 11,13-eicosadienoic acid; 12,14-eicosadienoic acid; 8,11,13-eicosatrienoic acid; 5,8,11,13-eicosatetraenoic acid; 5,8,12,14-eicosatetraenoic acid, or an ester, salt, or mixture thereof.
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: January 5, 1999
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Mark E. Cook, Yeonhwa Park, Michael W. Pariza
  • Patent number: 5851383
    Abstract: A light hydrocarbon stream, such as a C.sub.3 -C.sub.5 stream recovered from an FCC unit, is catalytically treated for the selective hydrogenation of dienes and for the removal of mercaptans by thioetherification. The effluent of the reaction zone is fractionated to remove light ends and thioethers in a dual section fractionation zone, with the interconnection of the sections facilitating a reduction in capital and operating costs.
    Type: Grant
    Filed: December 15, 1997
    Date of Patent: December 22, 1998
    Assignee: UOP LLC
    Inventor: Stanley J. Frey
  • Patent number: 5849975
    Abstract: A process for skeletal isomerization of light normal C.sub.4-6 olefins to iso-olefins by contacting a hydrocarbon stream containing C.sub.4-6 normal olefins under isomerization conditions with a SSZ-32 zeolite catalyst.
    Type: Grant
    Filed: January 7, 1997
    Date of Patent: December 15, 1998
    Assignee: Chevron U.S.A. Inc.
    Inventors: Harris E. Kluksdahl, Lawrence W. Jossens, Thomas V. Harris, Stacey I. Zones
  • Patent number: 5846400
    Abstract: The present invention relates to new crystalline zeolite SSZ-42 prepared by processes for preparing crystalline molecular sieves, particularly large pore zeolites, using an organic templating agent selected from the group consisting of N-benzyl-1,4-diazabicyclo?2.2.2!octane cations and N-benzyl-1-azabicyclo?2.2.2!octane cations.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: December 8, 1998
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stacey I. Zones, Andrew Rainis
  • Patent number: 5817907
    Abstract: The invention concerns a process for skeletal isomerization of linear olefins using a catalyst containing at least one pre-treated molecular sieve selected from the group formed by SAPO-31, SAPO-11, Theta-1, EU-1, omega zeolite, mordenite, Nu-10, Nu-86, Nu-87, ferrierite, ZSM-12 and ZSM-23. The pre-treatment process consists in bringing the molecular sieve, which has a pore size of 0.4 to 0.8 nm, into contact with at least one hydrocarbon molecule containing 4 to 20 carbon atoms, at a space velocity of 0.1-45 h.sup.-1, a temperature of 300.degree.-550.degree. C. and at a pressure of 0.1-1 MPa, for 0.5-48 h, to deposit coke in the pores. The process is of particular application to one-dimensional sieves. It is preferably carried out outside the reaction zone. The invention also concerns a catalyst containing a pre-treated sieve, the sieve being selected from SAPO-31, SAPO-11, Theta-1, EU-1, omega zeolite, mordenite, ferrierite, Nu-10, Nu-86 and Nu-87.
    Type: Grant
    Filed: May 6, 1996
    Date of Patent: October 6, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Eric Benazzi, Michel Guisnet, Christine Travers, Ngi Suor Gnep, Patricia Andy
  • Patent number: 5811623
    Abstract: A isomerization process for C.sub.4 to C.sub.15 olefins carried out by the reaction of C.sub.4 to C.sub.15 olefins, having a first skeletal distribution, with aromatic compounds under alkylation conditions to produce an alkylated aromatic product, dealkylation of the alkylated aromatic product under dealkylation conditions to produce a dealkylated product comprising said aromatic compounds and olefins corresponding to the olefins in the alkylation and having a second skeletal distribution different than said first skeletal distribution. Acidic catalysts such as molecular sieves are used in both alkylation and dealkylation. The reactions may be carried out in either straight pass fixed beds or in catalytic distillation reactors.
    Type: Grant
    Filed: June 9, 1997
    Date of Patent: September 22, 1998
    Assignee: Catalytic Distillation Technologies
    Inventors: J. Yong Ryu, Willibrord A. Groten
  • Patent number: 5780702
    Abstract: A catalytic composition comprises at least one quaternary ammonium and/or phosphonium salt in which the anion is preferably selected from the group formed by tetrafluoroborate, tetrachloroborate, hexafluorophosphate, hexafluoroantimonate, hexafluoroarsenate, trifluorosulphonate, fluorosulphonate, tetrachloroaluminate, dichlorocuprate, and trichlorozincate, and at least one complex of a transition metal from groups 8, 9 and 10, i.e., iron, ruthenium, cobalt, rhodium, iridium, nickel, palladium and platinum, is for the displacement of the double bond in olefins.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: July 14, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Yves Chauvin, Lothar Mussmann, Helene Olivier
  • Patent number: 5763726
    Abstract: A C.sub.4 and/or C.sub.5 normal olefin isomerization process using a catalyst which contains SM-3 produces high yields of C.sub.4 and/or C.sub.5 iso-olefins.
    Type: Grant
    Filed: June 10, 1997
    Date of Patent: June 9, 1998
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stephen J. Miller, John H. Shinn
  • Patent number: 5759386
    Abstract: A light hydrocarbon stream, such as a C.sub.3 -C.sub.5 stream recovered from an FCC unit, is catalytically treated for the selective hydrogenation of dienes and for the removal of mercaptans by thioetherification. The effluent of the reaction zone is fractionated to remove light ends and thioethers in a dual section fractionation zone, with the interconnection of the sections facilitating a reduction in capital and operating costs.
    Type: Grant
    Filed: January 9, 1997
    Date of Patent: June 2, 1998
    Assignee: UOP
    Inventor: Stanley J. Frey
  • Patent number: 5686648
    Abstract: Continuous process for the skeletal isomerization of n-olefins containing at the most 20 carbon atoms, in the presence of a catalyst essentially constituted by alumina and titanium, in which a charge containing the said n-olefins is made to flow through at least one fluidized bed reaction zone, the catalyst flowing into each reaction zone. The catalyst drawn off from the final reaction zone is passed into a regeneration zone, at the outlet of which it is passed into a zone where it undergoes a steam treatment prior to its reintroduction into the first reaction zone. The process is performed in the presence of steam, so that the catalyst is in contact with 3 to 85 wt. % (based on the catalyst weight) of steam. The water/olefin charge molar ratio in the reaction zone is between 0.1 and 3.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: November 11, 1997
    Assignee: Institut Francais du Petrole
    Inventors: Jean-Pierre Burzynski, Christine Travers, Didier Duee, Larry Mank, Jean De Bonneville
  • Patent number: 5683572
    Abstract: The present invention relates to new crystalline zeolite SSZ-44 prepared by processes for preparing crystalline molecular sieves, particularly large pore zeolites, using a N,N-diethyl-cis-2,6-dimethyl piperidinium cation templating agent.
    Type: Grant
    Filed: August 27, 1996
    Date of Patent: November 4, 1997
    Assignee: Chevron U.S.A. Inc.
    Inventor: Yumi Nakagawa
  • Patent number: 5659104
    Abstract: The invention concerns an isomerisation process for n-olefins containing at most 20 carbon atoms, consisting of bringing a feed containing the olefins into contact with an alumina based catalyst impregnated with 0.03% to 0.6% by weight of titanium and 0.05% to 5% by weight of an oxide of an element from group IIIA. The process can then be carried out in the presence of a small quantity of steam or it can be carried out in the absence of steam.
    Type: Grant
    Filed: January 22, 1996
    Date of Patent: August 19, 1997
    Assignee: Institut Francais Du Petrole
    Inventors: Christine Travers, Jean-Pierre Burzynski, Albert Chaillard
  • Patent number: 5656149
    Abstract: The present invention relates to new crystalline zeolite SSZ-41 which comprises oxides of (1) silicon or a mixture of silicon and germanium, and (2) zinc, said zinc being present in an amount from about 2 wt % to about 5 wt % of zinc metal based on the total weight of metals in said zeolite. Zeolite SSZ-41 may also optionally contain oxides of aluminum, iron, gallium or mixtures thereof. Zeolite SSZ-41 has the X-ray diffraction lines of Table I and has an argon adsorption capacity of at least about 0.06 cc/gm at 87.degree. K. Also disclosed are methods of making and using zeolite SSZ-41.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: August 12, 1997
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stacey I. Zones, Donald S. Santilli
  • Patent number: 5648584
    Abstract: An active and stable catalyst for isomerizing linear olefins to methyl branched isoolefins is provided by (a) mixing (i) a zeolite powder containing at least one zeolite with at least one one-dimensional pore structure having pore size small enough to retard by-product dimerization and coke formation and large enough to permit entry of the linear olefin and allow formation of the methyl branched isoolefin, (ii) an alumina-containing binder, (iii) water, (iv) at least one acid selected from monocarboxylic acids and inorganic acids and (v) at least one polycarboxylic acid; (b) forming a pellet of the mixture; and (c) calcining the pellet. The resulting catalyst has superior selectivity, higher maximum product concentration in the product stream and longer run length for isomerizing linear olefins to their corresponding isoolefins.
    Type: Grant
    Filed: January 4, 1996
    Date of Patent: July 15, 1997
    Assignee: Shell Oil Company
    Inventor: Brendan Dermot Murray
  • Patent number: 5648585
    Abstract: This invention relates to a process in which a linear olefin is converted under isomerizing conditions to its corresponding methyl branched isoolefin by contact at a temperature of from 200.degree. C. to 650.degree. C. with an isomerizing catalyst comprising (i) at least one zeolite having only in one dimension a pore structure having a pore size small enough to retard by-product dimerization and coke formation and large enough to permit entry of the linear olefin and allow formation of the methyl branched isoolefin, (ii) an alumina binder and (iii) up to about 15% by weight of coke oxidation-promoting metal. After a period of operation, when sufficient coke has deposited on the catalyst in an amount to significantly reduce the activity of the catalyst, the catalyst is stripped of hydrocarbon and then contacted at elevated temperature with an oxygen-containing gas for a sufficient time to burn off the coke, i.e., to regenerate the catalyst at a temperature of less than about 565.degree. C.
    Type: Grant
    Filed: December 29, 1993
    Date of Patent: July 15, 1997
    Inventors: Brendan Dermot Murray, Bruce Herman Charles Winquist, Donald Henry Powers, Jon Barin Wise, Richard Brian Halsey
  • Patent number: 5633422
    Abstract: An active and stable catalyst for isomerizing linear olefins to methyl branched isoolefins is provided by (a) mixing (i) a zeolite powder containing at least one zeolite with at least one one-dimensional pore structure having pore size small enough to retard by-product dimerization and coke formation and large enough to permit entry of the linear olefin and allow formation of the methyl branched isoolefin, (ii) an alumina-containing binder, (iii) water, (iv) at least one acid selected from monocarboxylic acids and inorganic acids and (v) at least one polycarboxylic acid; (b) forming a pellet of the mixture; and (c) calcining the pellet. The resulting catalyst has superior selectivity, higher maximum product concentration in the product stream and longer run length for isomerizing linear olefins to their corresponding isoolefins.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 27, 1997
    Assignee: Shell Oil Company
    Inventor: Brendan D. Murray
  • Patent number: 5624879
    Abstract: This invention provides a method of preparing an isomerization catalyst by contacting an alkali metal with catalyst support particles in a fluidized bed. After the alkali metal is uniformly dispersed on the support particles, oxygen is added to the fluidizing gas to oxidize a portion of the alkali metal.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 29, 1997
    Inventors: Robert S. Smith, Steven L. McMahon
  • Patent number: 5600054
    Abstract: Process for the skeleton isomerization of linear olefins, preferably n-butenes or n-pentenes, which consists in putting said olefins in contact with a catalyst comprising alumina on whose surface boron oxide is deposited in a quantity which is lower than 2.1.times.10.sup.-4 g/m.sup.2 of the surface of the alumina.
    Type: Grant
    Filed: January 31, 1995
    Date of Patent: February 4, 1997
    Assignee: Snamprogetti S.p.A.
    Inventors: Roberta Miglio, Ugo Cornaro
  • Patent number: 5589602
    Abstract: This invention provides a method of preparing an isomerization catalyst by contacting an alkali metal with catalyst support particles in a fluidized bed. After the alkali metal is uniformly dispersed on the support particles, oxygen is added to the fluidizing gas to oxidize a portion of the alkali metal.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: December 31, 1996
    Inventors: Robert S. Smith, Steven L. McMahon
  • Patent number: 5569806
    Abstract: The invention concerns a process for the isomerisation of less substituted olefins to more substituted external olefins and/or internal olefins in the absence of diolefins, in the presence of a palladium based catalyst deposited on a support. Before loading it into the reactor, said catalyst is treated with at least one sulphur-containing compound which is dissolved in a solvent then activated in a neutral or reducing atmosphere between 20.degree. C. and 300.degree. C., 1 and 50 bars and with a VVH of 50 to 600 h.sup.-1. The catalyst, containing 0.05% to 10% by weight of sulphur, is brought into contact with the feedstock and hydrogen between 20.degree. C. and 200.degree. C., 1 and 50 bars, a VVH of 0.5 to 10 h.sup.-1 and a H.sub.2 /olefin molar ratio of 0.01 to 1.
    Type: Grant
    Filed: July 29, 1994
    Date of Patent: October 29, 1996
    Assignee: Institut Francais Du Petrole
    Inventors: Charles Cameron, Jean-Luc Nocca, Patrick Sarrazin, Alain Forestiere
  • Patent number: 5545793
    Abstract: The invention concerns a process for the skeletal isomerisation of n-olefins containing 4 to 20 carbon atoms, consisting in bringing a feedstock containing the olefins into contact with a catalyst prepared from an alumina-based compound which is treated with a polyoroanosiloxane then heat treated. The quantity of silica introduced is generally between 0.05% and 15% by weight.
    Type: Grant
    Filed: December 21, 1994
    Date of Patent: August 13, 1996
    Assignee: Institut Francais Du Petrole
    Inventors: Christine Travers, Jean-Pierre Burzynski
  • Patent number: 5536895
    Abstract: Forms of zeolite Omega synthesized by hydrothermal crystallization from reaction systems containing alkali metal cations and organic templating agents, modified by calcination in air, ion-exchange, steam calcination and treatment with a low-pH aqueous ammonium ion solution, are significantly improved with respect to surface area, catalytic activity and adsorption capacities for large molecular species. A catalyst comprising zeolite Omega is effective for isomerization of aromatics and aliphatics.
    Type: Grant
    Filed: December 6, 1994
    Date of Patent: July 16, 1996
    Assignee: UOP
    Inventors: Vinayan Nair, Donald F. Best, Gregory J. Gajda
  • Patent number: 5532421
    Abstract: An object of the present invention is to provide a method for the preparation of geometrical isomers which are important as constituents of synthetic pheromones, synthetic perfumes, terpenes and the like (i.e., a method for the isomerization of cis-alkenyl compounds to their trans-isomers). In this method, the above-described object is accomplished by reacting a cis-alkenyl compound in the presence of nitric acid used as the sole catalyst.
    Type: Grant
    Filed: July 19, 1994
    Date of Patent: July 2, 1996
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takanobu Terauchi, Toyohisa Sakurada, Takehiko Fukumoto, Hiroshi Suzuki
  • Patent number: 5523511
    Abstract: A process is disclosed for the highly selective skeletal isomerization of linear olefin-containing organic feeds to iso-olefins at high levels of feed conversion wherein linear olefins, e.g., n-butenes, are contacted with catalyst comprising ZSM-35 under skeletal isomerization conditions which can include temperatures of 100.degree. to 750.degree. C. and linear olefin space velocities of less than 30 WHSV. The process uses a catalyst composition comprising 5 to 40 wt % ZSM-35, and 60 to 95 wt % inorganic oxide matrix, e.g., silica.
    Type: Grant
    Filed: April 18, 1994
    Date of Patent: June 4, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Claus-Peter Haelsig, Albin Huss, Jr., Donald J. Klocke, Daria N. Lissy, Iraj I. Rahmim
  • Patent number: 5523510
    Abstract: A process of converting linear olefins to branched olefins by a skeletal isomerization reaction wherein said reaction is carried out at a temperature of between about 300.degree. C. and about 650.degree. C., under a pressure of between about 0.1 and about 100 atmospheres and a space velocity of said linear olefins of between about 0.1 and about 40 WHSV in the presence of a steamed then acid washed zeolite ferrierite catalyst.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: June 4, 1996
    Assignee: Texaco Inc.
    Inventors: Regis J. Pellet, Chi-Lin O'Young, John Hazen, Alison E. Hadowanetz, James E. Browne
  • Patent number: 5516959
    Abstract: A process is disclosed for the highly selective skeletal isomerization of linear olefin-containing organic feeds to iso-olefins at high levels of feed conversion wherein linear olefins, e.g., n-butenes, are contacted with catalyst comprising ZSM-35 under skeletal isomerization conditions which can include temperatures of 100 to 750.degree. C. The process uses a catalyst composition comprising ZSM-35, e.g., microcrystalline ZSM-35 having a crystal size whose largest dimension is no greater than 0.5 micron and whose ratio of its second largest dimension to said largest dimension ranges from 0.5 to 1. The process exhibits enhanced catalyst cycle life where the ZSM-35 is composited with a silica-containing matrix to provide a catalyst composite having a total pore volume greater than 0.6 cc/g or 300.sup.+ angstroms pore volume of greater than 0.1 cc/g.
    Type: Grant
    Filed: December 9, 1994
    Date of Patent: May 14, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Iraj I. Rahmim, Albin Huss, Jr., Daria N. Lissy, Donald J. Klocke, Werner O. Haag
  • Patent number: 5510559
    Abstract: An improved process is disclosed for the conversion of hydrocarbons, using a catalyst comprising a non-zeolitic molecular sieve which has been activity-moderated by controlled carbon deposition. It is of particular interest in skeletal isomerization to increase the proportion of olefins containing tertiary carbons in the product with low formation of undesirable by-products. Controlled carbon deposition increases selectivity to the desired olefin isomers. Product olefins may be further processed to obtain ethers, which enjoy high current interest as components for reformulated gasoline.
    Type: Grant
    Filed: May 17, 1994
    Date of Patent: April 23, 1996
    Assignee: UOP
    Inventors: Paul T. Barger, Dorothy M. Richmond, Patrick T. Darby, II, R. Joe Lawson
  • Patent number: 5510560
    Abstract: The method of converting n-butylenes to isobutylene by a skeletal isomrization reaction wherein said reaction is carried out at a temperature of between 300.degree. C. and 650.degree. C., under a pressure of between 0.1 and 100 atmospheres and a space velocity of said n-butylenes of between 0.1 and 40 WHSV using a cagalyst comprising a zeolite binder selected frm the group consisting of alumina, silica, silica-alumina, clay and a combination thereof, said catalyst having a pore size of at least about 4.5 angstroms and the pore size structure is characteried by intersecting 10-member ring and 8-member ring channels.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: April 23, 1996
    Assignee: Texaco Inc.
    Inventors: Chi-Lin O'Young, Regis J. Pellet, Alison E. Hadowanetz, John Hazen, James E. Browne
  • Patent number: 5510306
    Abstract: An active and stable catalyst for isomerizing linear olefins to methyl branched isoolefins is provided by (a) mixing (i) a zeolite powder containing at least one zeolite with at least one one-dimensional pore structure having pore size small enough to retard by-product dimerization and coke formation and large enough to permit entry of the linear olefin and allow formation of the methyl branched isoolefin, (ii) an alumina-containing binder, (iii) water, (iv) at least one acid selected from monocarboxylic acids and inorganic acids and (v) at least one polycarboxylic acid; (b) forming a pellet of the mixture; and (c) calcining the pellet. The resulting catalyst has superior selectivity, higher maximum product concentration in the product stream and longer run length for isomerizing linear olefins to their corresponding isoolefins.
    Type: Grant
    Filed: December 29, 1993
    Date of Patent: April 23, 1996
    Assignee: Shell Oil Company
    Inventor: Brendan D. Murray
  • Patent number: 5503818
    Abstract: A novel family of substantially amorphous aluminosilicate catalysts and a process for the manufacture thereof are described. In the process, a source of silica, a source of alumina and a source of an alkali metal are mixed in an aqueous medium and then subjected to hydrothermal treatment at a temperature of from 20.degree. C. to 200.degree. C. for a period of from 1 hour to 250 hours, the reaction conditions and duration being selected so as to produce a solid which is substantially amorphous. The invention also extends to the use of the calalyst in acid catalyzed reactions such as the skeletal isomerization of normal olefins, in particular normal butene, and to the use of the catalyst as a support in metal catalyzed reactions.
    Type: Grant
    Filed: November 1, 1994
    Date of Patent: April 2, 1996
    Assignee: CSIR
    Inventor: Christakis P. Nicolaides
  • Patent number: 5498811
    Abstract: Polymeric fuels are produced from saturated C.sub.4 hydrocarbons by a process comprising:(A) dehydroisomerizing a gas mixture comprising predominantly of n-butane and hydrogen in a catalytic reactor containing a catalyst (a) of platinum supported on alumina, whose surface is coated with silica, and, optionally, a solid acidic catalyst (b) selected from the group consisting of alumina, whose surface is coated with silica, and Boralite B, with an effluent being obtained which comprises a mixture of predominantly of unreacted n-butane, butenes and isobutene, all of which components of the mixture have a carbon atom content less than 5;(B) separating the mixture of olefins and parafins from hydrogen and aromatic byproducts; and(C) oligomerizing said mixture in the presence of a catalyst consisting of amorphous silica-alumina gel, as determined by X-rays, having a silica:alumina molar ratio within the range of 30:1 to 500:1, with a surface area of from 500 to 1000 m.sup.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: March 12, 1996
    Assignees: Eniricerche S.p.A., Enichem Synthesis S.p.A.
    Inventors: Carlo Perego, Stefano Peratelo
  • Patent number: 5493066
    Abstract: Process for the preparation of branched olefins comprising contacting a hydrocarbonaceous feedstock comprising linear olefins having at least four carbon atoms at elevated temperature with a catalyst which comprises a MeAPO and/or MeAPSO medium-pore molecular sieve having an anhydrous composition expressed in molar oxide ratios as follows; (MeO).sub.a (Al.sub.2 O.sub.3).sub.b (P.sub.2 O.sub.5).sub.c (SiO.sub.2).sub.d, whereby (a+b)/c is greater than 1.0, a ranges from 0.003 to 0.2, b and c range from 0.05 to 0.3, d is at most 0.4 and a/(c+d) is at least 0.05 when SiO.sub.2 is present, and Me is at least one of Mg, Mn, Co and Zn.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: February 20, 1996
    Assignee: Shell Oil Company
    Inventors: Bettina Kraushaar-Czarnetzki, Hermanus Jongkind
  • Patent number: 5491276
    Abstract: The conversion of normal olefins such as n-butylenes can be converted to branched olefin species such as isobutylene by skeletal isomerization over zeolite-based catalysts having pore sizes of at least about 4.5 Angstroms and a pore structure characterized by intersecting 10-MR and 8 MR channels. The zeolite-based catalysts have sufficient acidity to catalyze the skeletal isomerization of normal olefins. The catalysts can be used to produce isoolefins for reaction with alcohols in integrated processes to produce alkyl tertiary alkyl ethers such as MTBE.
    Type: Grant
    Filed: February 25, 1994
    Date of Patent: February 13, 1996
    Assignee: Texaco Inc.
    Inventors: Chi-Lin O'Young, Regis J. Pellet, Alison E. Hadowanetz, John Hazen, James E. Browne
  • Patent number: 5489726
    Abstract: A process is disclosed for the continuous highly selective skeletal isomerization of linear olefin-containing organic feeds to iso-olefins over constrained intermediate pore zeolites, e.g., ZSM-35, using multiple parallel reactors.
    Type: Grant
    Filed: April 26, 1994
    Date of Patent: February 6, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Albin Huss, Jr., Iraj I. Rahmim, Peter Wood
  • Patent number: 5475178
    Abstract: There is provided a catalyst comprising a heteropoly acid, such as phosphotungstic acid, supported on a mesoporous crystalline material, such as M41S. A particular form of this M41S support is designated as MCM-41. There is also provided a method for preparing this catalyst by impregnating the heteropoly acid on the support. There is also provided a process for using this catalyst to catalyze acid catalyzed reactions, such as the isomerization of paraffins and the alkylation of aromatics.
    Type: Grant
    Filed: August 18, 1994
    Date of Patent: December 12, 1995
    Assignee: Mobil Oil Corp.
    Inventors: Kenneth J. Del Rossi, Gregory A. Jablonski, Charles T. Kresge, Guenter H. Kuehl, David O. Marler, Gayatri S. Rav, Brenda H. Rose
  • Patent number: 5463161
    Abstract: An improved process is disclosed for the isomerization of hindered olefins using a catalyst comprising a non-zeolitic molecular sieve. It is of particular interest to reduce alkyl substituents in the olefins with low formation of undesirable by-products.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: October 31, 1995
    Assignee: UOP
    Inventors: Gregory J. Gajda, Paul T. Barger
  • Patent number: 5463160
    Abstract: The selective conversion by skeletal isomerization over steam pretreated ferrierite zeolite-based catalysts having pore sizes of at least about 4.2 Angstroms and a pore structure characterized by intersecting 10-MR and 8-MR channels. The steam pretreated ferrierite zeolite-based catalysts have sufficient acidity to catalyze the skeletal isomerization of normal olefins. The catalysts can be used to produce isoolefins for reaction with alcohols in integrated processes to produce tertiary amyl methyl ethers such as TAME.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: October 31, 1995
    Assignee: Texaco Inc.
    Inventors: Erven J. Kuhlmann, James R. Pascoe, Christopher J. Thom
  • Patent number: 5449851
    Abstract: A process is disclosed for the highly selective skeletal isomerization of linear olefin-containing organic feeds wherein linear olefins, e.g., n-butenes, are contacted with catalyst comprising ZSM-35 under isomerization conditions to produce iso-olefins of corresponding carbon number, e.g., isobutene. High iso-olefin selectivities thus can be obtained, even at relatively low temperatures and high linear olefin partial pressures.
    Type: Grant
    Filed: April 19, 1993
    Date of Patent: September 12, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Iraj Rahmin, Albin Huss, Jr., Daria N. Lissy, Donald J. Klocke, Werner O. Haag
  • Patent number: 5444173
    Abstract: Bimetallic oxynitrides and nitrides which have catalytic properties comprise two transition metals selected from Groups IIIB to VIII of the Periodic Table of the Elements. Preferably, one metal is either molybdenum or tungsten. The other can be tungsten or molybdenum, respectively, or another transition metal, such as vanadium, niobium, chromium, manganese, cobalt, or nickel. They have a face centered cubic (fcc) arrangement of the metal atoms and have a surface area of no less than about 40 m.sup.2 /gm.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: August 22, 1995
    Assignees: Akzo Nobel N.V., Clarkson University
    Inventors: Shigeo T. Oyama, Chunzhe C. Yu, Fawzy G. Sherif
  • Patent number: 5434328
    Abstract: This invention relates to a process for restructuring an olefinic feedstock rich in linear olefins into a product olefin of narrower composition which is richer in branched olefins than the starting feedstock. Such restructuring is achieved by contacting the feedstock with an unmodified or partially modified tectometallosilicate of the Theta-1 type at relatively low temperatures. The product olefins are valuable as petrochemical feedstock for producing polyolefins, alcohols, ethers and other oxygenates, surfactants, alkyl aromatics and oligomers useful as gasoline blending components.
    Type: Grant
    Filed: April 30, 1987
    Date of Patent: July 18, 1995
    Assignee: The British Petroleum Company p.l.c.
    Inventors: Sami A. I. Barri, Rabaab Tahir, David W. Walker
  • Patent number: 5430221
    Abstract: An improved process is disclosed for the isomerization of olefins in gasoline-range streams using a medium-pore molecular-sieve catalyst. The process features high yields of C.sub.5 + isomerized product and avoids conversion of paraffin isomers to equilibrium values.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: July 4, 1995
    Assignee: UOP
    Inventor: Gregory J. Gajda
  • Patent number: 5414183
    Abstract: An improved process is disclosed for the removal of nitrogen compounds from light hydrocarbon streams. Such nitrogen removal enhances the performance of catalytic processes which upgrade light hydrocarbons, especially light olefins, such as isomerization and etherification. The nitrogen-removal process can usefully be combined with steps for removal of sulfur compounds and highly unsaturated compounds in a process combination for upgrading the light hydrocarbons.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: May 9, 1995
    Assignee: UOP
    Inventors: Hayim Abrevaya, Suleyman M. Ozmen, Paul T. Barger, Christopher D. Gosling, Thomas A. Verachtert
  • Patent number: 5414182
    Abstract: The process for activating a catalytic composition for paraffin dehydrogenation containing gallium, alumina, possibly silica and/or one or more alkaline or alkaline-earth metals, comprises thermal activation in air followed by post-activation effected by the following stages:oxidation with air and/or oxygen or a mixture containing oxygen and inert gas;purging with inert gas;reduction with hydrogen or a mixture of hydrogen and an inert or reducing gas.The catalytic composition activated by said process contains gallium, alumina, silica and possibly one or more alkaline or alkaline-earth metals, the alumina being in .delta. or .theta. phase or in .delta.+.theta. or .delta.+.theta.+.alpha. phase mixture.
    Type: Grant
    Filed: February 10, 1994
    Date of Patent: May 9, 1995
    Assignees: Snamprogetti S.p.A., Eniricerche S.p.A.
    Inventors: Rodolfo Iezzi, Andrea Bartolini, Franco Buonomo
  • Patent number: 5396015
    Abstract: Skeletal isomerization of n-alkenes into isoalkenes and enrichment of isoalkenes in alkene-containing hydrocarbon mixtures is effected in the presence of an isomerization catalyst containing a microporous silicon-containing alumophosphate.A goal of the method for skeletal isomerization is to provide a running time in one operating period of over 100 hours. This goal is achieved by using, as isomerization catalysts, microporous alumophosphates with a molecular sieve structure whose pore inlet openings have a diameter of 0.4 to 0.6 nm which are mixed with a binder and activated at temperatures of 623 to 873K.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: March 7, 1995
    Assignee: Veba Oel AG
    Inventors: Rolf Fricke, Gerhard Ohlmann, Udo Roost, Heide L. Zubowa, Dieter Timm, Karl Becker, Helmut Striegler
  • Patent number: 5382743
    Abstract: A method for conversion of linear C5 olefins in the presence of contaminant diolefins to corresponding iso-olefins of the same carbon number which comprises contacting a linear C5 olefin-containing organic feedstock with a catalyst comprising material having the structure of ZSM-35 under skeletal isomerization conditions, wherein said conversion is carried out at temperatures between about 100.degree. and 750.degree. C., weight hourly space velocities (WHSV) based on linear C5 olefins in said feedstock between 0.1 and 500 WHSV, C5 linear olefin partial pressures between 2 and 2000 kPa, and in the presence of hydrogen added in an amount sufficient to enhance linear C5 olefin conversion activity and extend the catalyst life of the catalyst relative to operation without any hydrogen added.
    Type: Grant
    Filed: April 26, 1993
    Date of Patent: January 17, 1995
    Assignee: Mobil Oil Corporation
    Inventors: James H. Beech, Jr., Roland B. Saeger, Robert A. Ware
  • Patent number: 5367101
    Abstract: An improved process is disclosed for the isomerization of pentenes in the absence of hydrogen using a catalyst comprising a non-zeolitic molecular sieve. It is of particular interest to increase the proportion of olefins containing tertiary carbons in the product with low formation of undesirable by-products. Product olefins may be further processed to obtain methyl t-amyl ether, which enjoy high current interest as components for reformulated gasoline. Pentenes in raffinate from etherification may be returned to the isomerization process.
    Type: Grant
    Filed: December 22, 1992
    Date of Patent: November 22, 1994
    Assignee: UOP
    Inventors: Randy J. Lawson, Dorothy M. Richmond, Gregory J. Gajda, Paul T. Barger
  • Patent number: 5366616
    Abstract: This invention relates to hydrocarbon conversion processes using novel molecular sieve compositions as the catalyst. These molecular sieves contain chromium in the framework structure along with aluminum and silicon. The process of preparing the chromium-containing molecular sieves involves contacting a starting molecular sieve with a solution or slurry of a fluoro salt of chromium under effective process conditions to provide for aluminum extraction and substitution of chromium.
    Type: Grant
    Filed: November 24, 1992
    Date of Patent: November 22, 1994
    Assignee: UOP
    Inventors: Gary W. Skeels, Diane M. Chapman, Edith M. Flanigen
  • Patent number: 5365008
    Abstract: An improved process is disclosed for the isomerization of butenes and/or pentenes using a catalyst comprising a silicoaluminophosphate molecular sieve containing noncondensed silica. It is of particular interest to increase the proportion of olefins containing tertiary carbons in the product with low formation of undesirable by-products. Product olefins may be further processed to obtain ethers, which enjoy high current interest as components for reformulated gasoline.
    Type: Grant
    Filed: September 3, 1993
    Date of Patent: November 15, 1994
    Assignee: UOP
    Inventors: Paul T. Barger, R. Lyle Patton, David A. Lesch, Lorenz J. Bauer, Gregory J. Gajda