Including Free Metal Patents (Class 585/751)
  • Patent number: 12049597
    Abstract: The present disclosure relates to a mixture that includes a first portion that includes at least one of a paraffin and/or a naphthene having between 5 carbons and 13 carbons, inclusively, at a first concentration between about 75 wt % and about 99 wt %, and a second portion that includes hydrocarbons having greater than 13 carbons at a second concentration of less than 0.05 wt %.
    Type: Grant
    Filed: November 16, 2020
    Date of Patent: July 30, 2024
    Assignee: Alliance for Sustainable Energy, LLC
    Inventors: Jesse Evan Hensley, Daniel Ruddy, Joshua A. Schaidle, Connor Patrick Nash
  • Patent number: 9347007
    Abstract: Microcrystalline paraffin having a consistency in a rage of paste-like to solid, prepared by catalytic hydroisomerization of FT paraffins having a carbon chain length distribution in a range of 20 to 105 at temperatures above 200° C., and being free of aromatic compounds, heterocyclic compounds, and naphthenes.
    Type: Grant
    Filed: May 19, 2003
    Date of Patent: May 24, 2016
    Assignee: SASOL WAX GMBH
    Inventors: Helmuth Schulze-Trautmann, Michael Matthäi, Thorsten Butz, Günter Hildebrand
  • Patent number: 8716544
    Abstract: One exemplary embodiment can be a process for isomerizing a feed stream including one or more C4-C6 hydrocarbons. Generally, the process includes contacting the feed stream in an isomerization reaction zone with an isomerization catalyst at isomerization conditions to produce an isomerization zone effluent; passing at least a portion of the isomerization zone effluent to a stabilizer zone and recovering a stabilizer overhead stream, a bottom stream, and a side-stream; passing at least a portion of the side-stream to a stripper zone; and sending a stripper bottom stream to a C5 splitter zone and passing a stream from the C5 splitter zone to the isomerization reaction zone. Generally, the stabilizer overhead stream can include one or more C5? hydrocarbons, a bottom stream can include at least about 85%, by weight, one or more C6+ hydrocarbons, and a side-stream can include at least about 85%, by weight, one or more C5+ hydrocarbons.
    Type: Grant
    Filed: January 13, 2011
    Date of Patent: May 6, 2014
    Assignee: UOP LLC
    Inventor: David James Shecterle
  • Publication number: 20130324782
    Abstract: The method for isomerization of paraffin hydrocarbons C4-C7 for production of high-octane gasoline components is disclosed, it can be used in the oil refining and petrochemical industries. Paraffin hydrocarbons C4-C7 are isomerized on a porous zirconium oxide catalyst with the average pore diameter within 8 to 24 nm in a hydrogen atmosphere at the temperature of 100-250° C. and pressure of 1.0-5.0 MPa, molar ratio H2:hydrocarbons of (0.1-5):1, feed space velocity of 0.5-6.0 h?1 and under isomerate stabilization and/or fractionation with recovery of individual hydrocarbons or high-octane fractions. Zirconium oxide catalyst has the following composition, weight %: 97.00-99.90 of a carrier, the carrier comprising: zirconium oxide (60.00-86.00), aluminum oxide (10.00-30.00), titanium oxide (0.05-2.00), manganese oxide (0.05-2.00), iron oxide (0.05-2.00), SO42? or WO32? (3.00-20.00).
    Type: Application
    Filed: November 20, 2012
    Publication date: December 5, 2013
    Applicant: Joint Stock Company Scientific Industrial Enterprise Neftehim (JSC SIE Nefthim)
    Inventors: Alexander Nikitovich SHAKUN, Marina Leonidovna FEDOROVA
  • Patent number: 8426666
    Abstract: A method to isomerize one or more wet hexanes in the presence of a catalyst comprising tungsten, zirconium and a Group VIII metal is provided.
    Type: Grant
    Filed: December 8, 2009
    Date of Patent: April 23, 2013
    Assignee: Phillips 66 Company
    Inventor: Bradley M. Taylor
  • Patent number: 8222473
    Abstract: A process for isomerizing light paraffins using a catalyst comprising an STI-type zeolite and at least one Group VIII metal. It has been found that the catalyst can selectively convert C6 paraffins into the more favorable higher octane C6 isomer, namely 2,3-dimethylbutane (RON=105), over the less favorable C6 isomer, namely octane 2,2-dimethylbutane (RON=94).
    Type: Grant
    Filed: December 22, 2011
    Date of Patent: July 17, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Cong-Yan Chen, Xiaoying Ouyang, Tracy M. Davis, Stacey I. Zones
  • Patent number: 8142644
    Abstract: A process for hydrocracking and hydro-isomerization of a paraffinic feedstock obtained by Fischer-Tropsch hydrocarbon synthesis comprising at least 50 wt % of components boiling above 370° C. to obtain a hydro-isomerized feedstock, the process comprising contacting the feedstock, in the presence of hydrogen, at elevated temperature and pressure with a catalyst comprising a hydrogenating compound supported on a carrier comprising amorphous silica-alumina, the carrier having a pore volume of at least 0.8 ml/g, wherein at most 40% of the pore volume comes from pores having a pore diameter above 35 nm and wherein at most 20% of the pore volume comes from pores having a pore diameter below 50 ? and above 37 ?, the carrier having a median pore diameter of at least 85 ?, wherein the product of (surface area per pore volume) and (median pore diameter as measured by mercury intrusion porosimetry) of the carrier is at least 34,000 ?·m2/ml.
    Type: Grant
    Filed: September 10, 2008
    Date of Patent: March 27, 2012
    Assignee: Shell Oil Company
    Inventors: Focco Kornelis Bijlsma, Jan Lodewijk Maria Dierickx, Arend Hoek
  • Patent number: 8067658
    Abstract: An isomerization process is disclosed including contacting a n-hexane hydrocarbon feed containing less than about 10 volume % naphthenic hydrocarbons with a catalyst to produce an iso-hexane containing product; wherein the catalyst is prepared by: a) incorporating tungsten on a zirconium hydroxide solid; b) drying and calcining the tungsten impregnated zirconium hydroxide; c) sizing the dried and calcined material to particle sizes between about 150 and about 600 microns; d) incorporating a Group VIII metal selected from the group consisting of nickel, platinum and palladium, and combinations thereof, on the sized material; e) drying and calcining the Group VIII metal impregnated tungsten/zirconia material; and f) contacting the second dried and calcined material with hydrogen in a reducing environment to form the catalyst which contains tungsten, zirconia and a Group VIII metal selected from the group consisting of nickel, platinum and palladium, and combinations thereof.
    Type: Grant
    Filed: January 23, 2009
    Date of Patent: November 29, 2011
    Assignee: ConocoPhillips Company
    Inventors: Bradley M. Taylor, David E. Simon
  • Patent number: 7893312
    Abstract: There is provided a process for selective isomerisation of C4+ paraffins using a catalyst comprising mixed aluminium, tungsten and zirconium oxides, and a hydrogenation/dehydrogenation component, such as palladium or other Group VIII metals. The feed may optionally also include shorter paraffins, aromatics or cycloparaffins.
    Type: Grant
    Filed: September 17, 2003
    Date of Patent: February 22, 2011
    Assignee: Haldor Topsøe A/S
    Inventors: Jindrich Houzvicka, Niels Jørgen Blom
  • Patent number: 7875757
    Abstract: A reforming and isomerization process has been developed. A reforming feedstream is charged to a reforming zone containing a reforming catalyst and operating at reforming conditions to generate a reforming zone effluent. Hydrogen and an isomerization feedstream is charged into an isomerization zone to contact an isomerization catalyst at isomerization conditions to increase the branching of the hydrocarbons. The isomerization catalyst is a solid acid catalyst comprising a support comprising a sulfated oxide or hydroxide of at least an element of Group IVB, a first component being at least one lanthanide series element, mixtures thereof, or yttrium, and a second component being a platinum group metal or mixtures thereof. The reforming zone effluent and the isomerization zone effluent are each separated to form a light ends stream and a product stream. The light ends streams are combined for processing in a net gas re-contacting zone.
    Type: Grant
    Filed: May 29, 2008
    Date of Patent: January 25, 2011
    Assignee: UOP LLC
    Inventors: Douglas A. Nafis, Gregory F. Maher, Lynn H. Rice, William D. Schlueter, Ralph D. Gillespie, Michelle J. Cohn
  • Patent number: 7838272
    Abstract: The present invention is generally directed to systems and methods for integrating gas-to-liquids (GTL) processing with biofuels production. In some embodiments of the present invention, carbon dioxide (CO2) generated by GTL processing is used to support grovel (via photosynthesis) of microalgae. In some such embodiments, the microalgae can be further processed to yield a diesel fuel that can be used either by itself, or mixed with fuel produced by the GTL processing.
    Type: Grant
    Filed: July 25, 2007
    Date of Patent: November 23, 2010
    Assignee: Chevron U.S.A. Inc.
    Inventor: Stephen Joseph Miller
  • Publication number: 20100210888
    Abstract: A method to isomerize one or more wet hexanes in the presence of a catalyst comprising tungsten, zirconium and a Group VIII metal is provided.
    Type: Application
    Filed: December 8, 2009
    Publication date: August 19, 2010
    Applicant: CONOCOPHILLIPS COMPANY
    Inventor: Bradley M. Taylor
  • Patent number: 7659438
    Abstract: A method to isomerize one or more wet hexanes in the presence of a catalyst comprising tungsten, zirconium and a Group VIII metal is provided.
    Type: Grant
    Filed: February 17, 2009
    Date of Patent: February 9, 2010
    Assignee: ConocoPhillips Company
    Inventor: Bradley M. Taylor
  • Patent number: 7399896
    Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a tungstated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a phosphorus component, and at least one platinum-group metal component which is preferably platinum. The catalyst has a structure other than a hetropoly anion structure.
    Type: Grant
    Filed: December 15, 2005
    Date of Patent: July 15, 2008
    Assignee: UOP LLC
    Inventors: Ralph D. Gillespie, Feng Xu
  • Patent number: 7368626
    Abstract: A hydrocarbon isomerization method of making hydrocarbons containing at least 50 wt. % of saturated hydrocarbons having 7 and 8 carbon atoms (so-called heavy naphtha) come into contact, in the presence of hydrogen, with a solid acid catalyst containing a platinum group metal component supported on a carrier that contains as metal components at least one group IV metal component selected from the group consisting of titanium, zirconium and hafnium and at least one group VI metal component selected from the group consisting of tungsten and molybdenum. In particular, the isomerization method is preferably carried out at a temperature in a range of 190 to 250° C. and a pressure in a range of 0.8 to 10 MPa and, as the catalyst, it is preferable to use a solid acid catalyst in which the carrier further contains aluminum as a metal component.
    Type: Grant
    Filed: March 17, 2003
    Date of Patent: May 6, 2008
    Assignee: Japan Energy Corporation
    Inventor: Koichi Matsushita
  • Patent number: 7326819
    Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a sulfated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a first component of at least one lanthanide element or yttrium component, which is preferably ytterbium, and at least one platinum-group metal component which is preferably platinum.
    Type: Grant
    Filed: January 21, 2005
    Date of Patent: February 5, 2008
    Assignee: UOP LLC
    Inventors: Ralph D. Gillespie, Michelle J. Cohn
  • Patent number: 7022889
    Abstract: A process for the isomerization of a feedstream comprising C5–C6 hydrocarbons where the process involves charging hydrogen and a feedstream comprising at least normal C5–C6 hydrocarbons into an isomerization zone and contacting said hydrogen and feedstream with an isomerization catalyst at isomerization conditions to increase the branching of the feedstream hydrocarbons and produce an isomerization effluent stream comprising at least normal pentane, normal hexane, methylbutane, dimethylbutane, and methylpentane has been discovered. The catalyst used is a solid acid catalyst comprising a support comprising a sulfated oxide or hydroxide of at least an element of Group IVB (IUPAC 4) of the Periodic Table, a first component selected from the group consisting of at least one lanthanide-series element, mixtures thereof, and yttrium, and a second component selected from the group of platinum-group metals and mixtures thereof.
    Type: Grant
    Filed: March 19, 2004
    Date of Patent: April 4, 2006
    Assignee: UOP LLC
    Inventors: Ralph D. Gillespie, Michelle J. Cohn, Lynn H. Rice
  • Patent number: 7019183
    Abstract: It is made possible to efficiently produce adamantane and analogues thereof, namely a hydrocarbon having an adamantane structure by a process which comprises isomerizing a tricyclic saturated hydrocarbon having ten or more carbon atoms in the presence of a solid-acid catalyst containing one or two or more metals selected from among the metals belonging to group VIII in the Periodic Table (group 8 to 12 in the new Periodic Table), wherein one or two or more monocyclic saturated hydrocarbons are added to the tricyclic saturated hydrocarbon having ten or more carbon atoms.
    Type: Grant
    Filed: November 26, 2001
    Date of Patent: March 28, 2006
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Akio Kojima, Kouichi Kodoi
  • Patent number: 7015175
    Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a sulfated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a first component of at least one lanthanide element or yttrium component, which is preferably ytterbium, and at least one platinum-group metal component which is preferably platinum and a refractory-oxide binder having at least one platinum-group metal component dispersed thereon.
    Type: Grant
    Filed: June 21, 2004
    Date of Patent: March 21, 2006
    Assignee: UOP LLC
    Inventors: James G. Vassilakis, Richard R. Rosin, Steven A. Bradley, Ralph D. Gillespie, Michelle J. Cohn, Feng Xu
  • Patent number: 6881873
    Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a sulfated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a first component of at least one lanthanide element or yttrium component, which is preferably ytterbium, and at least one platinum-group metal component which is preferably platinum.
    Type: Grant
    Filed: November 20, 2003
    Date of Patent: April 19, 2005
    Assignee: UOP LLC
    Inventors: Ralph D. Gillespie, Michelle J. Cohn
  • Patent number: 6784328
    Abstract: The invention relates to a method of selectively producing adamantanes in a production apparatus made of an inexpensive material, not having any negative influence on the natural environment. The method for producing adamantanes includes isomerizing a tricyclic saturated hydrocarbon having at least 10 carbon atoms in the presence of a metal-carrying solid acid catalyst, wherein an unsaturated bond-having compound is made to coexist along with the catalyst during the isomerization.
    Type: Grant
    Filed: March 4, 2003
    Date of Patent: August 31, 2004
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Akio Kojima, Masao Saito
  • Publication number: 20040077915
    Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a sulfated oxide or hydroxide of a Group IVB (WPAC 4) metal, a first component of at least one lanthanide element or yttrium component, which is preferably ytterbium, and at least one platinum-group metal component which is preferably platinum.
    Type: Application
    Filed: November 20, 2003
    Publication date: April 22, 2004
    Inventors: Ralph D. Gillespie, Michelle J. Cohn
  • Patent number: 6723889
    Abstract: A process for producing a diesel fuel having at least 70% C10+ paraffins, wherein the iso-paraffin to normal paraffin mole ratio is 5:1 and higher. This diesel fuel is produced by from a feed containing at least 40% C10+ normal paraffins and at least 20% C26+ normal paraffins. It is produced by contacting that feed in an isomerization/cracking reaction zone a feed with a catalyst comprising a SAPO-11 and platinum in the presence of hydrogen (hydrogen:feed ratio of from 1,000 to 10,000 SCFB) at a temperature of from 340° C. to 420° C., a pressure of from 100 psig to 600 psig, and a liquid hourly space velocity of from 0.1 hr−1 to 1.0 hr−1.
    Type: Grant
    Filed: January 22, 2001
    Date of Patent: April 20, 2004
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stephen J. Miller, Arthur John Dahlberg, Kamala R. Krishna, Russell R. Krug
  • Publication number: 20040059174
    Abstract: There is provided a process for selective isomerisation of C4+ paraffins using a catalyst comprising mixed aluminium, tungsten and zirconium oxides, and a hydrogenation/dehydrogenation component, such as palladium or other Group VIII metals. The feed may optionally also include shorter paraffins, aromatics or cycloparaffins.
    Type: Application
    Filed: September 17, 2003
    Publication date: March 25, 2004
    Inventors: Jindrich Houzvicka, Niels Jergen Blom
  • Patent number: 6670516
    Abstract: A process for producing phenyl-alkanes by paraffin dehydrogenation followed by olefin isomerization and then by alkylation of a phenyl compound by a lightly branched olefin is disclosed. An effluent of the alkylation section comprises paraffins that are recycled to the dehydrogenation step. A process that sulfonates phenyl-alkanes having lightly branched aliphatic alkyl groups to produce modified alkylbenzene sulfonates is also disclosed. In addition, the compositions produced by these processes, which can comprise detergents, lubricants, and lubricant additives, are disclosed.
    Type: Grant
    Filed: December 20, 2002
    Date of Patent: December 30, 2003
    Assignee: UOP LLC
    Inventors: Richard E. Marinangeli, Leonid B. Galperin, Thomas R. Fritsch, R. Joe Lawson
  • Patent number: 6495733
    Abstract: A superacid catalyst comprising: zirconium oxide on whose surface sulfate groups are present, in a quality corresponding to total coverage of the surface of the zirconium oxide by means of a monolayer of these sulfate groups, optionally containing a noble metal in a quantity ranging from 0.1 to 3% by weight, with a porosity ranging from 0.1 to 0.30 cm3/g, consisting of at least 70% of pores with a diameter ranging from 1 to 4 nm, prepared by a process which comprises: (a) hydrolyzing derivate of zirconium in a basic medium in the presence of a tetra-alkylammonium hydroxide (TAA), sulfuric acid and acetylacetone (AcAc); (b) drying the product of step (a) and calcining the dried material at a temperature ranging from 250 to 650° C. (c) optionally treating the product resulting from step (b) with an aqueous solution of a compound of a noble metal, and drying and calcining the treated product.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: December 17, 2002
    Assignees: AGIP Petroli S.p.A., Enitecnologie S.p.A.
    Inventors: Stefano Peratello, Angela Carati
  • Patent number: 6420305
    Abstract: A method for producting a solid acid catalyst is provided which produces a shaped material of a solid acid catalyst containing a sulfureous component but have a high activity and having a practically sufficient handleability and mechanical strength involves the steps of (a) fabricating a support containing a portion of zirconia and/or hydrated zirconia and a portion of alumina and/or hydrated alumina and having a peak diameter in the range of 0.05 to 1 &mgr;m in a pore diameter distribution of 0.05 to 10 &mgr;m; and having a sulfuerous component supported on the support or (b) fabricating a support containing a portion of zirconia and/or hydrated zirconia and a portion of alumina and/or hydrated alumina and including pores having a pore diameter of not less than 0.05 &mgr;m and not more than 1 &mgr;m occupying a pore volume of 0.05 to 0.5 ml/g and pores having a pore diameter of about 1 &mgr;m and not more than 10 &mgr;m occupying a pore volume of below 0.
    Type: Grant
    Filed: August 11, 2000
    Date of Patent: July 16, 2002
    Assignee: Japan Energy Corporation
    Inventors: Kenji Matsuzawa, Kohjiroh Aimoto, Kazuhiro Seki
  • Patent number: 6355856
    Abstract: Catalyst based on molibden and silicon having a surface area ranging from 20 to 400 m2/g and a molar ratio Mo/Si>0.2 obtainable with a process which comprises: a) dissolving a soluble molibden salt in an aqueous solution containing at least one basic compound selected from ammonium hydroxides having general formula (I): R1R2R3R4N+OH−  (I) b) adding to the solution of step (a) at least one compound of silicon capable of hydrolyzing to Sio2; c) gelifying and calcining the gel obtained.
    Type: Grant
    Filed: June 23, 1999
    Date of Patent: March 12, 2002
    Assignees: Agip Petroli S.p.A., EniTechnologies S.p.A.
    Inventors: Stefano Peratello, Angela Carati, Giuseppe Bellussi, Caterina Rizzo
  • Publication number: 20020002319
    Abstract: A process for isomerising a feed comprising normal paraffins containing 5 to 8 carbon atoms per molecule as a major portion in the presence of hydrogen is characterized in that the sum of the amounts of normal paraffins containing 7 and 8 carbon atoms per molecule contained in the feed is in the range 2% to 90% by weight with respect to the feed, and in that said feed is treated in at least one reaction zone containing at least one catalyst in a fixed bed, said catalyst comprising a support, at least one halogen and at least one group VIII metal, the reaction being carried out at a temperature in the range 30° C. to 150° C.
    Type: Application
    Filed: November 25, 1998
    Publication date: January 3, 2002
    Inventors: ERIC BENAZZI, HERVE CAUFFRIEZ, OLIVIER CLAUSE, JEAN-FRANCOIS JOLY, CHRISTINE TRAVERS
  • Publication number: 20010051759
    Abstract: Catalyst based on molibden and silicon having a surface area ranging from 20 to 400 m2/g and a molar ratio Mo/Si>0.
    Type: Application
    Filed: June 23, 1999
    Publication date: December 13, 2001
    Inventors: STEFANO PERATELLO, ANGELA CARATI, GIUSEPPE BELLUSSI, CATERINA RIZZO
  • Patent number: 6320089
    Abstract: An improved catalyst is disclosed for the conversion of hydrocarbons. The catalyst comprises an alumina support, a Friedel-Crafts metal halide, and a platinum-group metal component, wherein the support comprises primarily eta alumina and a small amount of gamma alumina and has a defined pore-size and acidity characteristics. An isomerization process also is disclosed which is particularly effective for the conversion of C4-C7 alkanes.
    Type: Grant
    Filed: January 9, 2001
    Date of Patent: November 20, 2001
    Assignee: UOP LLC
    Inventor: Ralph D. Gillespie
  • Patent number: 6310265
    Abstract: This invention relates to a process for isomerizing paraffins comprising the step of contacting a feed containing paraffins with a catalyst comprising a synthetic porous crystalline material, designated MCM-68, which exhibits a distinctive X-ray diffraction pattern and has a unique crystal structure which contains at least one channel system, in which each channel is defined by a 12-membered ring of tetrahedrally coordinated atoms, and at least two further, independent channel systems, in each of which each channel is defined by a 10-membered ring of tetrahedrally coordinated atoms, wherein the number of unique 10-membered ring channels is twice the number of 12-membered ring channels.
    Type: Grant
    Filed: November 1, 1999
    Date of Patent: October 30, 2001
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Arthur W. Chester, David C. Calabro, Sandeep S. Dhingra, Jean W. Beeckman, Timothy J. Fiebig, Glenn R. Sweeten, Terry E. Helton, Charles T. Kresge, Richard F. Socha, Simon C. Weston
  • Patent number: 6204426
    Abstract: A process for producing a diesel fuel having at least 70% C10+ paraffins, wherein the iso-paraffin to normal paraffin mole ratio is 5:1 and higher. This diesel fuel is produced by from a feed containing at least 40% C10+ normal paraffins and at least 20% C26+ normal paraffins. It is produced by contacting that feed in an isomerization/cracking reaction zone a feed with a catalyst comprising a SAPO-11 and platinum in the presence of hydrogen (hydrogen:feed ratio of from 1,000 to 10,000 SCFB) at a temperature of from 340° C. to 420° C., a pressure of from 100 psig to 600 psig, and a liquid hourly space velocity of from 0.1 hr−1 to 1.0 hr−1.
    Type: Grant
    Filed: December 29, 1999
    Date of Patent: March 20, 2001
    Assignee: Chevron U.S.A. Inc.
    Inventors: Stephen J. Miller, Arthur John Dahlberg, Kamala R. Krishna, Russell R. Krug
  • Patent number: 6187981
    Abstract: The present invention is a process for producing aryl-alkanes by paraffin isomerization followed by paraffin dehydrogenation and then by alkylation of an aryl compound by a lightly branched olefin. The effluent of the alkylation zone comprises paraffins that are recycled to the isomerization step or to the dehydrogenation step. This invention is also a process that that sulfonates phenyl-alkanes having lightly branched aliphatic alkyl groups that to produce modified alkylbenzene sulfonates. In addition, this invention is the compositions produced by these processes, which can be used as detergents having improved cleaning effectiveness in hard and/or cold water while also having biodegradability comparable to that of linear alkylbenzene sulfonates, as lubricants, and as lubricant additives. This invention is moreover the use of compositions produced by these processes as lubricants and lubricant additives.
    Type: Grant
    Filed: July 19, 1999
    Date of Patent: February 13, 2001
    Assignee: UOP LLC
    Inventors: Richard E. Marinangeli, R. Joe Lawson, Leonid B. Galperin, Thomas R. Fritsch
  • Patent number: 6118036
    Abstract: A process to isomerize at least one normal or mono-methyl-branched alkane to form at least one multi-methyl-branched alkane has been developed. At least one normal or mono-methyl-branched is introduced to a reaction zone to form at least one multi-methyl-branched alkane. The reaction zone is located between a first and a second adsorption zone with the adsorption zones containing an adsorbent effective to selectively adsorb normal and mono-methyl-branched alkanes relative to multi-methyl-branched alkanes. A desorbent is introduced to the first adsorption zone and an effluent containing at least one multi-methyl-branched alkane is withdrawn from the second adsorption zone. After a period of time, the introduction of the desorbent is redirected to the second adsorption zone and concurrently the withdrawal of the effluent is moved to the first adsorption zone.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: September 12, 2000
    Assignee: UOP LLC
    Inventor: Herman A. Zinnen
  • Patent number: 6080904
    Abstract: There is provided an isomerization process using a catalyst comprising a hydrogenation/dehydrogenation component, such as a noble metal, and an acidic solid component comprising a Group IVB metal oxide modified with an oxyanion of a Group VIB metal. An example of this catalyst is zirconia, modified with tungstate and platinum. This catalyst is used to isomerize, for example, C.sub.4 to C.sub.8 paraffins. The feed to this paraffin isomerization reaction may, optionally, include cyclic hydrocarbons, such as benzene or cyclohexane, which may undergo ring opening reactions during the course of the isomerization reaction.
    Type: Grant
    Filed: October 9, 1996
    Date of Patent: June 27, 2000
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Jose G. Santiesteban, David L. Stern
  • Patent number: 6015932
    Abstract: A reactivation process is disclosed for a catalyst formulated to selectively upgrade naphtha to obtain an isoparaffin-rich product for blending into gasoline. The process utilizes a solid strong-acid catalyst comprising an anion-modified metal oxide, preferably comprising a sulfated support of an oxide or hydroxide of a Group IVB (IUPAC 4) metal, and a platinum-group metal component.
    Type: Grant
    Filed: August 28, 1998
    Date of Patent: January 18, 2000
    Assignee: UOP LLC
    Inventor: Stanley J. Frey
  • Patent number: 5994607
    Abstract: The invention concerns a process for isomerising a feed containing essentially hydrocarbons, preferably paraffins containing principally 4 to 8, preferably princiapply to 6 and more principally 5 and/or 6 carbon atoms per molecule, comprising a fractionation zone and at least two isomersation reaction zones, said process comprising carrying out the following steps:(1) sending the feed to a fractionation zone;(2) drawing off at least a portion of the liquid circulating in said zone, via at least two draw-off levels; and(3) sending the major portion of the liquid drawn off in step (2) to at least two isomerisation zones, each isomerisation zone being associated with a draw-off level.
    Type: Grant
    Filed: August 4, 1998
    Date of Patent: November 30, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Jean-Francois Joly, Pierre Boucot, Michel Thery, Olivler Clause, Jean-Charles Viltard
  • Patent number: 5990371
    Abstract: The invention concerns a process for the selective hydroisomerisation of compounds containing at least one n-alkane chain containing more than 10 carbon atoms, in which the compound to be treated is brought into contact with a catalyst comprising at least one hydro-dehydrogenating element and at least one molecular sieve with a mono- or bidimensional pore network in which the openings of the accessible pores are delimited by 10 oxygen atoms, and the distance termed the bridge width between the pores is less than 0.70 nm, and in which the catalyst, when subjected to a standard n-heptadecane isomerization test, has a selectivity of at least 70% towards isomerized products for a conversion of 95%.The sieve is preferably a NU-10, NU-23, NU-87, EU-13 or Theta-1 zeolite.
    Type: Grant
    Filed: May 5, 1997
    Date of Patent: November 23, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Johan Martens, Wim Souverijns, Rudy Parton, Gilbert Froment, Eric Benazzi, Nathalie George Marchal, Christian Marcilly
  • Patent number: 5948948
    Abstract: The invention concerns a process for isomerising a feed containing essentially hydrocarbons, preferably paraffins preferably containing 5 and/or 6 carbon atoms per molecule, in which said feed is treated in a distillation zone comprising an exhausting zone and a rectification zone associated with an isomerisation reaction zone, in the presence of an isomerisation catalyst and a gas stream containing hydrogen, characterized in that the reaction zone is at least partially internal to the distillation zone, and wherein the hydrogen-containing gas is fed by a dedicated gas distributor to the bottom of at least one catalytic bed within the isomerization reaction zone.
    Type: Grant
    Filed: February 4, 1997
    Date of Patent: September 7, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Etienne Lebas, Sophie Jullian, Christine Travers, Pierre Capron, Jean-Fran.cedilla.ois Joly, Michel Thery
  • Patent number: 5905181
    Abstract: A paraffin isomerization process is described and claimed. The process involves contacting the paraffins with an isomerization catalyst at isomerization conditions. Additionally, the process requires the injection of a nitrogen containing compound such as an amine, e.g., t-butylamine, and raising the operating temperature by about 20.degree. C. to about 150.degree. C. The effect of these modifications is to provide improved selectivity and sulfur resistance to the catalyst.
    Type: Grant
    Filed: December 29, 1997
    Date of Patent: May 18, 1999
    Assignee: UOP LLC
    Inventor: Leonid B. Galperin
  • Patent number: 5831140
    Abstract: The invention concerns a process for isomerizing a feed containing essentially hydrocarbons, preferably paraffins containing principally 4 to 8, preferably principally 4 to 6 and more preferably principally 5 and/or 6 carbon atoms per molecule, comprising a fractionation zone and at least two isomerization reaction zones, said process comprising carrying out the following steps:(1) sending the feed to a fractionation zone;(2) drawing off at least a portion of the liquid circulating in said zone, via at least two draw-off levels;(3) sending the major portion of the liquid drawn off in step (2) to at least two isomerization zones, each isomerization zone being associated with a draw-off level;(4) sending the major portion of the effluents from step (3) to the fractionation zone, substantially adjacent to the draw-off levels;(5) recovering an effluent from the fractionation zone.
    Type: Grant
    Filed: February 4, 1997
    Date of Patent: November 3, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Jean-Fran.cedilla.ois Joly, Pierre Boucot, Michel Thery, Olivier Clause, Jean-Charles Viltard
  • Patent number: 5811630
    Abstract: A process is disclosed for the production of a high octane product from a feed mixture comprising C.sub.5 -C.sub.6 normal paraffins in which an equilibrium reaction to produce mono and dimethyl branched paraffins is achieved by conducting the reaction and the product separation in a pressure swing adsorption and reaction zone containing a uniformly distributed adsorbent for the selective adsorption of normal paraffins and a catalyst for the equilibrium conversion of normal paraffins to mono and dimethyl branched paraffins. More specifically, the process achieves the isomerization of the normal paraffins by the reaction of the normal paraffins in the presence of hydrogen with the simultaneous removal of the mono and dimethyl branched paraffin product at the same temperature and pressure. In one embodiment, the passing of the feed mixture to the bed is terminated and the bed is purged with one of the reactants which in turn further reacts to displace heavier paraffin and enhance the overall product octane.
    Type: Grant
    Filed: April 29, 1996
    Date of Patent: September 22, 1998
    Assignee: UOP LLC
    Inventors: Hemant W. Dandekar, Gregory A. Funk
  • Patent number: 5770783
    Abstract: A process to isomerize at least one normal or mono-methyl-branched alkane containing from about 6 to about 8 carbon atoms to form at least one multi-methyl-branched alkane has been developed. The normal or mono-methyl-branched alkane is introduced to a reaction and adsorption zone operating under conditions effective to isomerize the normal or mono-methyl-branched alkane and containing a catalyst effective to isomerize the normal or mono-methyl-branched alkane and an adsorbent effective to selectively adsorb normal and mono-methyl-branched alkanes relative to multi-methyl-branched alkanes. Hydrogen and a desorbent comprising at least one alkane having from about 4 to about 8 carbon atoms is introduced to a first portion of the reaction and adsorption zone and an effluent containing at least one multi-methyl-branched alkane is withdrawn from a second portion of the reaction and adsorption zone.
    Type: Grant
    Filed: February 3, 1997
    Date of Patent: June 23, 1998
    Assignee: UOP LLC
    Inventors: Herman A. Zinnen, Charles P. McGonegal
  • Patent number: 5648590
    Abstract: Acyclic hydrocarbons having 4 to 7 carbon atoms per molecule are isomerized in the liquid phase by contact with a solid superacid catalyst comprising sulfated oxide or hydroxide of a metal selected from the group consisting of Group III and Group IV metals, to obtain high octane number blending components for motor fuel and/or valuable chemical and fuel intermediates.
    Type: Grant
    Filed: August 17, 1994
    Date of Patent: July 15, 1997
    Assignee: Sun Company, Inc. (R&M)
    Inventors: Chao-Yang Hsu, Vasant K. Patel, David H. Vahlsing, James T. Wei, Harry K. Myers, Jr.
  • Patent number: 5648589
    Abstract: The invention is directed to a catalyst composition comprising a Group VIII metal, preferably a Group VIII noble metal, and a zirconia support impregnated with silica and tungsten oxide and its use in an isomerization process.
    Type: Grant
    Filed: April 21, 1995
    Date of Patent: July 15, 1997
    Assignee: Exxon Research & Engineering Company
    Inventors: Stuart L. Soled, William E. Gates, Enrique Iglesia
  • Patent number: 5625115
    Abstract: A difunctional catalyst is disclosed which is constituted by:(a) silica particles partially coated with zirconia, acidified by means of the introduction of sulfate moieties,(b) one or more metal(s) from Group VIIIA.The preparation of said catalyst and its use in wax hydroisomerization are disclosed as well.
    Type: Grant
    Filed: January 4, 1996
    Date of Patent: April 29, 1997
    Assignees: Eniricerche S.p.A., AGIP Petroli S.p.A.
    Inventors: Cristina Flego, Laura Zanibelli
  • Patent number: 5608134
    Abstract: An improved process for preparing a difunctional catalyst active in the hydroisomerization of long-chain normal paraffins is disclosed, which is constituted by an amorphous silica-alumina gel and one or more metals belonging to Group VIIIA,
    Type: Grant
    Filed: June 1, 1995
    Date of Patent: March 4, 1997
    Assignee: Eniricerche S.p.A.
    Inventors: Carlo Perego, Giuseppe Bellussi, Vincenzo Calemma
  • Patent number: 5578196
    Abstract: The invention concerns a process for reducing the benzene content of petrol fractions, in which hydrogenation is carried out on a feed with the following composition by weight: 40% to 80% of paraffins, 0.5% to 7% of cyclic hydrocarbons and 6% to 45% of aromatics, and with a maximum distillation temperature of between 70.degree. C. and 90.degree. C., followed by isomerisation of the effluent from the hydrogenation step, mixing said feed and/or said effluent with a C.sub.5 -C.sub.6 cut; said process being characterised in that an isomerisation catalyst is used which contains chlorine and at least one group VIII metal deposited on a support composed of a mixture of specific proportions of eta alumina and gamma alumina.
    Type: Grant
    Filed: December 29, 1994
    Date of Patent: November 26, 1996
    Assignee: Institut Francais du Petrole
    Inventors: Christine Travers, Philippe Courty, Patrick Sarrazin
  • Patent number: 5576466
    Abstract: A process for isomerizing straight chain hydrocarbons having at least seven carbon atoms by forming a reaction mixture including at least one of the straight chain hydrocarbons and hydrogen and passing the reaction mixture over a catalyst including a molybdenum compound, at least the surface of which is formed of molybdenum carbide partially oxidized in the form of at least one oxycarbide.
    Type: Grant
    Filed: November 8, 1994
    Date of Patent: November 19, 1996
    Assignee: Pechiney Recherche
    Inventors: Marc J. Ledoux, Jean-Louis Guille, Cuong P. Huu, Edd Blekkan, Eric Peschiera