Co, Fe, Or Ni Patents (Class 585/270)
  • Patent number: 6423664
    Abstract: The invention concerns a catalyst comprising at least one group VIII metal, at least one additional metal, at least two halogens, including chlorine and fluorine, and at least one amorphous oxide matrix. The catalytic composition is such that the fluorine content is 1.5% by weight or more of the total catalyst mass. The invention also concerns the use of this catalyst in hydrogenating aromatic compounds contained in feeds comprising sulphurated compounds.
    Type: Grant
    Filed: November 9, 2000
    Date of Patent: July 23, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Nathalie Marchal-George, Slavik Kasztelan
  • Patent number: 6281163
    Abstract: The invention is directed to hydrogenation catalyst particles based on nickel or cobalt and a support, incorporated in a matrix of hardened oil or a derivative thereof, which matrix material is solid at a temperature of 25° C., said particles having an average weight of at least 120 mg and an average height of at least 2.8 mm.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: August 28, 2001
    Assignee: Engelhard de Meern B.V.
    Inventor: Gustaaf J. M. Van Dijk
  • Patent number: 6255530
    Abstract: Six-membered ring carbocycles of the formula (II) can be prepared by ring hydrogenation of aromatic compounds of the formula (I) the definitions for which are given in the description, in a reaction system consisting of two liquid, immiscible phases in which elemental hydrogen is dispersed. The first phase consists of the aromatic compound (I) and, if necessary, a water-immiscible solvent. The second phase is essentially aqueous and comprises, colloidally dispersed therein, a hydrogenation-active metal as hydrogenation catalyst, and auxiliaries for stabilizing the colloidal catalyst. The process is carried out at from 50 to 180° C. and from 1 bar to 400 bar.
    Type: Grant
    Filed: February 22, 1999
    Date of Patent: July 3, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rolf William Albach, Manfred Jautelat
  • Patent number: 6203695
    Abstract: A process for hydrotreating a hydrocarbon feed, comprising subjecting said feed to hydrotreating conditions in the presence of a catalyst comprising an essentially alumina-based extruded support, essentially constituted by a plurality of juxtaposed agglomerates, optionally at least one catalytic metal or a compound of a catalytic metal from group VIB (group 6 of the new periodic table notation) and/or optionally, at least one catalytic metal or a compound of a catalytic metal from group VIII (group 8, 9 and 10 of the new periodic table notation), in which the sum S of the group VIB and VIII metals, expressed as the oxides, is 0% to 50% by weight, and wherein each of these agglomerates is partly in the form of packs of flakes and partly in the form of needles, said needles being uniformly dispersed both about the packs of flakes and between the flakes, in which the alumina agglomerates are obtained by forming a starting alumina originating from rapid dehydration of hydrargillite and in which the amount of alum
    Type: Grant
    Filed: March 17, 2000
    Date of Patent: March 20, 2001
    Assignee: Institut Francais du Petrole
    Inventors: Virginie Harle, Slavik Kazstelan, Frédéric Morel, Stéphane Kressmann, Philippe Courty
  • Patent number: 6153805
    Abstract: A process for the obtention of low impurity cyclohexane content, practically methylcyclopentane (MCP) free, by catalytic hydrogenation of benzene in gas phase in the presence of group VIII metal catalyzers. The catalytic hydrogenation is performed in the presence of ammonia or nitrogenated organic basis as MCP formation inhibitors, being incorporated in a 0.2 to 100 ppm concentration.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: November 28, 2000
    Assignee: YPF S.A.
    Inventor: Anibal Miguel Jose
  • Patent number: 6040263
    Abstract: A novel non-aqueous catalytic composition comprises at least one quaternary ammonium and/or phosphonium salt in which the anion is selected from the group consisting of tetrafluoroborate, tetrachloroborate, hexafluorophosphate, hexafluoroantimonate, hexafluoroarsenate, trifluorosulphonate, fluorosulphonate, trifluoromethylsulphonate, trifluoroarsenate, dichlorocuprate, trichlorocuprate, tetrachlorocuprate, and trichlorozincate, and at least one complex of a transition metal from groups 8, 9 or 10, i.e., iron, ruthenium, colbalt, rhodium iridium, nickel, palladium and platinum. The catalyst can be used in a process of total or selective hydrogenation of unsaturated compounds such as monoolefins, diolefins, acetylene compounds, aromatic compounds, or polynuclear aromatic compounds. Hydrogenation may be accompanied by isomerisation.
    Type: Grant
    Filed: September 15, 1998
    Date of Patent: March 21, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Lothar Mussmann, Yves Chauvin, Helene Olivier
  • Patent number: 6037513
    Abstract: There is described a process and a catalyst for the hydroalkylation of an aromatic hydrocarbon, particularly benzene, wherein the catalyst comprises a first metal having hydrogenation activity and a crystalline inorganic oxide material having a X-ray diffraction pattern including the following d-spacing maxima 12.4.+-.0.25, 6.9.+-.0.15, 3.57.+-.0.07 and 3.42.+-.0.07.
    Type: Grant
    Filed: July 9, 1998
    Date of Patent: March 14, 2000
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Jane C. Cheng, Terry E. Helton, Michael A. Steckel, Scott A. Stevenson
  • Patent number: 6020285
    Abstract: Shaped particles suitable for use as a catalyst, or precursor thereto, particularly for the decomposition of hypohalite ions in aqueous solution, comprising a high alumina cement having an aluminium to calcium atomic ratio above 2.5 and at least one oxide of a Group VIII metal M selected from nickel and cobalt, said particles containing 10 to 70% by weight of said Group VIII metal oxide and having a porosity in the range of 30 to 60%, in which at least 10% of the pore volume is in the form of pores of size in the range 15 to 35 nm and less than 65% of the pore volume is in the form of pores of diameter greater then 35 nm are disclosed.
    Type: Grant
    Filed: January 22, 1998
    Date of Patent: February 1, 2000
    Assignee: Imperial Chemical Industries PLC
    Inventor: Frederick Ernest Hancock
  • Patent number: 5928501
    Abstract: A process for treating a hydrocarbon oil feed to reduce total acid number (TAN) and increase API gravity employs a catalyst which includes one or more metals of non-noble Group VIII of the periodic table (e.g., iron, cobalt and nickel), and at least one metal selected from Group VIB (e.g., chromium, tungsten and molybdenum) on a phosphorus treated carbon support, the phosphorus treated carbon support being comprised of phosphorus bound to the carbon surface predominantly as polyphosphate species characterized by peaks between -5 and -30 ppm in the solid-state magic angle spinning .sup.31 P nuclear magnetic resonance spectrum. The process includes blending the catalyst with the hydrocarbon oil feed to form a slurry which is then treated with hydrogen at moderate temperature and pressure in, for example, a tubular reactor. Deposit formation is minimized or avoided.
    Type: Grant
    Filed: February 3, 1998
    Date of Patent: July 27, 1999
    Assignee: Texaco Inc.
    Inventors: Chakka Sudhakar, Mark T. Caspary, Stephen J. DeCanio
  • Patent number: 5865985
    Abstract: A process for the production of a diesel fuel includes contacting a feedstock comprising cracked stocks in the presence of hydrogen under conditions of elevated temperature and pressure with a first catalyst comprising a Group VI hydrogenation metal component and a Group VIII hydrogenation metal component on a substantially non-acidic carrier, and then contacting at least a portion of the effluent from the first catalyst with a second catalyst comprising a Group VI hydrogenation metal component and a Group VIII hydrogenation metal component on an acidic carrier. This process can produce diesel fuels having an improved cetane index and API gravity. The effluent from the second catalyst bed may be contacted with a third catalyst bed which contains a catalyst comprising a Group VI hydrogenation metal component and a Group VIII hydrogenation metal component on a substantially non-acidic carrier.
    Type: Grant
    Filed: February 14, 1997
    Date of Patent: February 2, 1999
    Assignee: Akzo Nobel NV
    Inventors: Pankaj Himatlal Desai, Johannes Wilhelmus Sonnemans, Terry Allan Reid
  • Patent number: 5856603
    Abstract: The invention is directed to a process for the production of cyclohexane by catalytic hydrogenation of benzene using hydrogen, said process comprising the hydrogenation of benzene in the presence of a supported nickel catalyst having a nickel content of at least 10 wt. %, calculated as nickel, said catalyst containing sulfur, or compounds thereof, as promotor.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: January 5, 1999
    Assignee: Engelhard Corporation
    Inventors: Tjalling Rekker, Bernard Hendrik Reesink, Frederik Borninkhof
  • Patent number: 5852130
    Abstract: A novel catalytic composition comprises at least one quaternary ammonium and/or phosphonium salt in which the anion is 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. Application to total or selective hydrogenation of unsaturated compounds such as monoolefins, diolefins, acetylenic compounds, aromatic compounds, polynuclear aromatic compounds. Hydrogenation may be accompanied by isomerisation.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: December 22, 1998
    Assignee: Institut Francais du Petrole
    Inventors: Lothar Mussmann, Yves Chauvin, Helene Olivier
  • Patent number: 5831138
    Abstract: The present invention is directed toward a catalyst composition comprising a catalyst prepared by a process comprising: (a) impregnating an oxide precursor selected from the group consisting of rare earth oxide precursors, yttria precursors and mixtures thereof, onto an inorganic refractory oxide support; (b) drying said support at a temperature of about 100.degree. to about 120.degree. C. followed by calcining said support at a temperature of about 400.degree. to about 600.degree. C.; and (c) compositing or depositing on said support of step (b), a catalyst precursor salt represented by (ML)(Mo.sub.y W.sub.1-y O.sub.4).sub.a wherein M comprises Cr and/or one or more divalent promoter metals selected from the group consisting of Mn, Fe, Co, Ni, Cu, Zn and mixtures thereof, wherein y is any value ranging from 0 to 1, and wherein L is one or more neutral, nitrogen-containing ligands at least one of which is a chelating polydentate ligand; a=1 when chromium is not one of the promoter metals and 0.5.ltoreq.a.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: November 3, 1998
    Assignee: Exxon Research and Engineering Company
    Inventors: Teh Chung Ho, Stuart Leon Soled, Sabato Miseo, Gary Brice McVicker, Michel Daage, Viktor Buchholz
  • Patent number: 5817900
    Abstract: The color of hydrocarbon resins having carbon-carbon double bonds and containing color bodies is lightened by a hydrotreating process consisting essentially of contacting the resin with hydrogen at a hydrogen pressure of 1 to about 20 bar (14.5 to about 290 psi) in the presence of a catalyst that promotes the hydrogenation of the color bodies without substantially changing the softening point or the content of carbon-carbon double bonds in the resin. The preferred catalyst is nickel/zinc oxide on SiO.sub.2.
    Type: Grant
    Filed: February 1, 1996
    Date of Patent: October 6, 1998
    Assignee: Hercules Incorporated
    Inventors: Erik Berrevoets, Jan van Drongelen
  • Patent number: 5777186
    Abstract: A process for selectively hydrogenating benzene in a hydrocarbon oil is disclosed. The process comprises reacting the hydrocarbon oil with hydrogen gas in the presence of a hydrogenation catalyst comprising at least one metal in Group VIII of the Periodic Table and an alkaline aqueous layer which contains zinc or a zinc compound. Benzene in hydrocarbon oils can be selectively converted into cyclohexane by the process, while suppressing the hydrogenation reaction of alkyl aromatic compounds which are important high octane materials for gasoline.
    Type: Grant
    Filed: October 6, 1997
    Date of Patent: July 7, 1998
    Assignees: Cosmo Research Institute, Cosmo Oil Co., Ltd.
    Inventor: Toshio Shimizu
  • Patent number: 5705723
    Abstract: A composition comprises nickel and a support material which comprises aluminum borate and zirconium borate. In one embodiment, this composition additionally comprises rhenium. Preferably, the catalyst support material is a coprecipitate of aluminum borate and zirconium borate.The above-described composition is employed as a catalyst for hydrogenating aromatic hydrocarbons to saturated hydrocarbons.
    Type: Grant
    Filed: October 24, 1995
    Date of Patent: January 6, 1998
    Assignee: Phillips Petroleum Company
    Inventors: Lyle R. Kallenbach, Marvin M. Johnson
  • Patent number: 5689021
    Abstract: Halonitroaromatic compounds, e.g., 3-chloro-4-fluoronitrobenzene, are selectively hydrogenated into the corresponding haloaromatic amines, in the essential absence of hydrodehalogenation, by reacting same with hydrogen in the presence of a catalytically effective amount of a novel Raney-type catalyst composition consisting essentially of an alloy of nickel, aluminum and molybdenum, Ni/Al/Mo, the Al/Mo ratio by weight thereof being equal to or greater than 1.
    Type: Grant
    Filed: March 26, 1996
    Date of Patent: November 18, 1997
    Assignee: Rhone-Poulenc Chimie
    Inventors: Georges Cordier, Jean-Pierre Damon, Pierre Fouilloux, Philippe Marion
  • Patent number: 5670437
    Abstract: The method of preparation comprises:a step (a) of placing in solution at least one compound of at least one metal A in at least one organic solvent S, and of at least one reducing compound R of at least one metal B in at least one organic solvent S',a step (b) of placing the reducing compound R in contact with the metal A compound,a step (d) of neutralisation of the residual reducing functions of the reducing compound R with at least one oxidizing agent O,and where applicable the addition of a selectivity agent P either during step (a) or during step (c) placed between steps (b) and (d),The catalyst obtained can be used in selective or total hydrogenation.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: September 23, 1997
    Assignee: Institut Francais du Petrole
    Inventors: Daniel Durand, Gerard Hillion, Patrick Sarrazin
  • Patent number: 5668293
    Abstract: The invention concerns a process and catalyst for the production of cyclohexane by hydrogenation of benzene, comprising at least the two following steps: a) gradually introducing the feed of benzene for hydrogenation and a hydrogen-rich gas into a reaction zone containing a cyclohexane-rich liquid and a nickel-based catalyst in colloidal suspension and recovering a gaseous phase containing cyclohexane, hydrogen and benzene; b) introducing the gaseous phase into a reactor operating under hydrogenation conditions and containing at least one fixed bed of a solid nickel-based hydrogenation catalyst, wherein the nickel-based catalyst used in step a) is a product which results from the reduction, by at least one trialkylaluminium compound, of a solution of at least one nickel carboxylate and at least one sodium carboxylate in solution, the Ni:Na molar ratio being between 2:1 and 1000:1 in a hydrocarbon or a hydrocarbon mixture.
    Type: Grant
    Filed: February 16, 1995
    Date of Patent: September 16, 1997
    Assignee: Institut Francais du Petrole
    Inventors: Alain Forestiere, Pierre Yout, Henri Delhomme
  • Patent number: 5648577
    Abstract: The present invention is directed toward a catalyst composition prepared by a process comprising: (a) impregnating an oxide precursor selected from the group consisting of rare earth oxide precursors, yttria precursors and mixtures thereof, onto an inorganic refractory oxide support; (b) drying said support at a temperature of about 100.degree. to about 120.degree. C. followed by calcining said support at a temperature of about 400.degree. to about 600.degree. C.; and (c) compositing or depositing on said support of step (b), a catalyst precursor salt represented by (ML)(Mo.sub.y W.sub.1-y O.sub.4).sub.a wherein M comprises Cr and/or one or more divalent promoter metals selected from the group consisting of Mn, Fe, Co, Ni, Cu, Zn and mixtures thereof, wherein y is any value ranging from 0 to 1, and wherein L is one or more neutral, nitrogen-containing ligands at least one of which is a chelating polydentate ligand; a=1 when chromium is not one of the promoter metals and 0.5.ltoreq.a.ltoreq.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: July 15, 1997
    Assignee: Exxon Research and Engineering Company
    Inventors: Teh Chung Ho, Stuart Leon Soled, Sabato Miseo, Gary Brice McVicker, Michel Daage, Viktor Buchholz
  • Patent number: 5589600
    Abstract: A process for the preparation of cyclohexene by partial hydrogenation of benzene with hydrogen in the presence of water and ruthenium catalysts modified with nickel, at elevated temperature in the liquid phase, wherein alloys of ruthenium with nickel are used as catalysts.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: December 31, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Roman Dostalek, Laszlo Marosi
  • Patent number: 5482616
    Abstract: This invention relates to a catalyst for hydrogenation and/or dehydrogenation having an improved resistance against deactivation by sulfur compounds, comprising at least one hydrogenation component, at least one metal-oxide containing component and at least one component acting as a support material, in which at least a part of the hydrogenation component and a part of the metal-oxide containing component are present on said support material as separate particles, the particles of the hydrogenation component and the particles of the metal-oxide containing component being homogeneously distributed in the catalyst.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: January 9, 1996
    Assignee: Engelhard De Meern B. V.
    Inventors: Nilanjan Brahma, John W. Geus, Eugene G. M. Kuijpers
  • Patent number: 5435907
    Abstract: A naphtha or a middle distillate hydrocarbon is dehydroaromatized by hydrotreating in the presence of a catalyst containing non-noble Group VIII metal and Group VI-B metal on carbon.
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: July 25, 1995
    Assignee: Texaco Inc.
    Inventors: Chakka Sudhakar, Frank Dolfinger, Jr., Dennis J. Pao, John Hazen
  • Patent number: 5389241
    Abstract: A method of selectively hydrodenitrogenating various raw hydrocarbon oils such as various petroleum feedstocks, coal liquids, shale oils and sand oils, which method comprises passing the raw hydrocarbon oil along with hydrogen (H.sub.2) over sulfided carbon supported Fe--Mo catalysts, whereby the raw hydrocarbon oil is hydrodenitrogenated with a selectivity significantly higher than that is possible with conventional alumina supported hydrotreating catalysts.
    Type: Grant
    Filed: October 6, 1993
    Date of Patent: February 14, 1995
    Assignee: Texaco Inc.
    Inventors: Chakka Sudhakar, Gerald G. Sandford, Frank Dolfinger, Jr.
  • Patent number: 5189233
    Abstract: Disclosed is an improvement in a process for production of cyclohexane by liquid phase hydrogenation of benzene wherein no diluent is necessary, which comprises contacting benzene and hydrogen in the presence of a mixed catalyst bed comprising a first catalyst which is a less active hydrogenation catalyst selected from elements of Group VIII of the Periodic Table and a second, more active catalyst, comprising a Group VIII metal supported on an oxide, such as, for example, alumina, silica or titania at a temperature of about 40.degree. C. to about 300.degree. C. and pressure sufficient to keep the benzene liquid at the chosen reaction temperature.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: February 23, 1993
    Assignee: Texaco Chemical Company
    Inventors: John M. Larkin, James H. Templeton, Donald H. Champion
  • Patent number: 5183556
    Abstract: A process for producing diesel fuel from a diesel hydrocarbon feed. Hydrogen is fed cocurrently with the feed to a first hydrogenation zone in the presence of a hydrogenation catalyst. Liquid effluent from the first hydrogenation zone is then passed to a second hydrogenation zone, wherein the liquid effluent is contacted countercurrently with hydrogen in the presence of a hydrogenation catalyst. Preferred hydrogenation catalysts are those comprising non-noble metals in the first hydrogenation zone, and may comprise noble or non-noble metals in the second hydrogenation zone.
    Type: Grant
    Filed: March 13, 1991
    Date of Patent: February 2, 1993
    Assignee: ABB Lummus Crest Inc.
    Inventors: James W. Reilly, Gary Hamilton
  • Patent number: 5171907
    Abstract: A cobalt carbonyl phosphine complex useful for hydrogenation of cyclic polyenes to corresponding cyclic monoenes is prepared by reaction of dicobalt carbonyl and a phosphine compound in at least one non-oxygenated aliphatic solvent. Selective hydrogenation of the cyclic polyenes comprises an induction period during which the polyenes are contacted with the cobalt carbonyl complex catlayst under hydrogen pressure followed by decreasing the reaction temperature and pressure for a period of time sufficient to complete the hydrogenation.
    Type: Grant
    Filed: July 1, 1991
    Date of Patent: December 15, 1992
    Assignee: Phillips Petroleum Company
    Inventors: Michael S. Matson, Stan A. Zisman
  • Patent number: 5149893
    Abstract: A catalytic hydrogenation process comprising contacting a catalyst effective to promote a hydrogenation reaction with a feed stream comprising gaseous hydrogen and an unsaturated hydrocarbon thereby hydrogenating at least some of said unsaturated hydrocarbon, said catalyst being prepared from a precursor comprising a calcium aluminate cement and at least one oxide of a metal selected from nickel and cobalt by reduction of said metal oxide, and wherein said precursor contains 10 to 70% by weight of said metal oxide (expressed as the divalent oxide, MO) and has a porosity in the range 25 to 50%, in which at least 30% of the pore volume is in the form of pores of size in the range 15 to 35 nm and less than 40% of the pore volume is in the form of pores of diameter greater than 35 nm.
    Type: Grant
    Filed: June 6, 1991
    Date of Patent: September 22, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Frank King, Martin E. Fakley
  • Patent number: 5146024
    Abstract: A process for converting aromatic hydrocarbons (in particular benzene) to cycloalkyl-substituted aromatic hydrocarbons (in particular cyclohexylbenzene) in the presence of free hydrogen and a palladium-promoted zeolite catalyst is carried out in the presence of carbon monoxide as process modifier (so as to enhance the selectivity to the cycloalkyl-substituted aromatic hydrocarbon).
    Type: Grant
    Filed: May 20, 1991
    Date of Patent: September 8, 1992
    Assignee: Phillips Petroleum Company
    Inventor: Larry E. Reed
  • Patent number: 5068025
    Abstract: In a process for the concomitant hydrogenation of aromatics and sulfur-bearing hydrocarbons in an aromatics- and sulfur-bearing, diesel boiling-range hydrocarbon feedstock, the feedstock is contacted at a temperature between about 600.degree. F. and about 750.degree. F. and a pressure between about 600 psi and about 2500 psi in the presence of added hydrogen with a first catalyst bed containing a hydrotreating catalyst containing nickel, tungsten and optionally phosphorous supported on an alumina support, and, after contact with the first catalyst bed, the hydrogen and feedstock without modification, is passed from the first catalyst bed to a second catalyst bed where it is contacted at a temperature between about 600.degree. F. and about 750.degree. F. and a pressure between about 600 psi and about 2500 psi with a hydrotreating catalyst containing cobalt and/or nickel, molybdenum and optionally phosphorous supported on an alumina support.
    Type: Grant
    Filed: June 27, 1990
    Date of Patent: November 26, 1991
    Assignee: Shell Oil Company
    Inventor: Opindar K. Bhan
  • Patent number: 5030780
    Abstract: A catalyst typically containing nickel and tungsten on a support containing (a) a dispersion of silica-alumina in an alumina matrix and (b) an ultra-hydrophobic zeolite is utilized for converting relatively low boiling hydrocarbon-containing feedstocks. The catalyst is particularly effective for promoting aromatic saturation reactions, particularly in diesel fuel feedstocks.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: July 9, 1991
    Assignee: Union Oil Company of California
    Inventors: John W. Ward, Dennis D. Delaney
  • Patent number: 5030779
    Abstract: A hydrogenation catalyst prepared by combining one or more Group VIII metal compounds with one or more alkylalumoxanes and one or more alkyls or hydrides of a metal selected from the group consisting of the Group Ia, IIa, and IIa metals and a hyrogenation process wherein said catalyst is used to hydrogenate compounds containing ethylenic and/or aromatic unsaturation. Preferably, the one or more Group VIII metal compounds will be contacted sequentially with the one or more alkylalumoxanes and the one or more alkyls or hydrides, first with the one or more alkylalumoxanes and then with one or more alkyls and/or hydrides. The one or more Group VIII metal compounds is selected from the group of compounds consisting of carboxylates, chelates, alkoxides, salts of acids containing sulfur, salts of partial esters of acids containing sulfur and salts of aliphatic and aromatic sulfonic acids. Nickel and cobalt compounds are preferred for use in the hydrogenation catalysts.
    Type: Grant
    Filed: August 29, 1990
    Date of Patent: July 9, 1991
    Assignee: Shell Oil Company
    Inventors: Ronald J. Hoxmeier, Lynn H. Slaugh
  • Patent number: 4950820
    Abstract: Olefinic hydrocarbons present in mixtures containing tert.-alkyl alkyl ethers and, if appropriate, other saturated aliphatic or aromatic hydrocarbons can be hydrogenated with substantial preservation of the ethers if the catalyst used has an active component for hydrogenation on a catalyst support having a specific surface area of more than 50 m.sup.2 /g and a pore diameter of, in the main, <1,000 nm.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: August 21, 1990
    Assignee: EC Erdolchemie GmbH
    Inventors: Bernhard Schleppinghoff, Horst Reinhardt, Hans-Joachim Kramer
  • Patent number: 4895994
    Abstract: Catalysts made by the Raney process (e.g., Raney process nickel) pelletized in matrix of polymer and plasticizer are activated by either (a) removal of plasticizer (e.g., by solvent extraction) followed by leaching out Al with caustic solution, leaving an active catalyst made by the Raney process in a polymer matrix; or (b) removal of plasticizer, then calcining to remove polymer, followed by leaching with caustic. The activated catalyst pellets have sufficient strength and attrition resistance for efficient use in fixed beds and packed columns for superior hydrogenation of toluene, heptene, butyraldehyde, and other conventional feedstockers used with catalysts made by the Raney process.
    Type: Grant
    Filed: October 18, 1988
    Date of Patent: January 23, 1990
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Wu-Cheng Cheng, Christian B. Lundsager, Robert M. Spotnitz
  • Patent number: 4849093
    Abstract: In the catalytic processing of aromatic hydrocarbon compounds, a hydrocarbon oil is successively contacted at aromatic saturation conditions with a catalyst in a first reaction zone and contacted at a lower temperature with a second portion of the catalyst in the same reactor or in multiple reactors.
    Type: Grant
    Filed: February 2, 1987
    Date of Patent: July 18, 1989
    Assignee: Union Oil Company of California
    Inventors: Dennis A. Vauk, Milan Skripek
  • Patent number: 4840745
    Abstract: A stable fluid composition is provided by this invention which contains a cis-o-tercyclohexyl compound and a trans-o-tercyclohexyl compound at a weight ratio of 25:75-65:35. This composition is useful as a fluid for traction drive.
    Type: Grant
    Filed: November 20, 1987
    Date of Patent: June 20, 1989
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Toshiyuki Tsubouchi, Kazuaki Abe, Hitoshi Hata
  • Patent number: 4795840
    Abstract: The present invention provides a method for preparing a hydrocarbon mixture solvent comprising 1 to 15 wt % of alkyl tetralins and 0 to 10 wt % of aromatic hydrocarbons and having a boiling point of 160.degree. to 300.degree. C., the solvent being substantially free from naphthalene and biphenyl; the method being characterized by comprising the steps of subjecting a kerosene fraction having a boiling point of 150.degree. to 300.degree. C. to a nucleus hydrogenation treatment at a temperature of 100.degree. to 300.degree. C. at a pressure of 30 to 100 kg/cm.sup.2 in the presence of a metallic catalyst for nucleus hydrogenation of aromatic nuclei; separating and removing at least a part of n-paraffins in the kerosene therefrom by the use of a molecular sieve made from a synthesized zeolite having pores of 5 .ANG. in diameter in order to obtain a residual oil; and subjecting the latter to a rectification.
    Type: Grant
    Filed: July 2, 1987
    Date of Patent: January 3, 1989
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Michiaki Torii, Seiji Hirooka
  • Patent number: 4761510
    Abstract: Trans-isomers of perhydroacenaphthene are selectively prepared through hydrogenation of acenaphthene by effecting hydrogenation at 200.degree. to 300.degree. C. in the presence of a nickel catalyst on a kieselguhr carrier.
    Type: Grant
    Filed: May 4, 1987
    Date of Patent: August 2, 1988
    Assignee: Kawasaki Steel Corporation
    Inventors: Yoshihiro Naruse, Toshihide Suzuki
  • Patent number: 4734536
    Abstract: A process for producing a cycloolefin in high selectivity and yield by partial hydrogenation of a monocyclic armoatic hydrocarbon with hydrogen is disclosed. In this process, the hydrogenation reaction is carried out under a neutral or acidic condition in the presence of:(i) a particulate hydrogenating catalyst mainly comprising metallic ruthenium having an average crystallite size of 200 .ANG. or less,(ii) at least one zinc compound as a promoter,(iii) at least one additive selected from the group consisting of oxides, hydroxides and hydrates thereof Zr, Hf, Ti, Nb, Ta, Cr, Fe, Co, Al, Ga and Si, and(iv) water.
    Type: Grant
    Filed: October 2, 1986
    Date of Patent: March 29, 1988
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hajime Nagahara, Mitsuo Konishi
  • Patent number: 4731496
    Abstract: The present invention relates to an improvement in a process for the conversion of benzene in gas-phase to cyclohexane under a suitable operation conditions by hydrogenation over a specific supported nickel catalyst located on a fixed bed reactor, the improvement comprising that the specific supported nickel catalyst is a nickel catalyst supported by a mixture of titanium dioxide and zirconium dioxide. The present invention also relates to the operation condition for the hydrogenation of benzene, the optimal components of the catalyst used, process for the preparation of said specific supported catalysts and the conditions for pretreatment.
    Type: Grant
    Filed: July 25, 1986
    Date of Patent: March 15, 1988
    Assignee: Chinese Petroleum Corporation
    Inventors: Shao-Chueh Hu, I-Kai Wang, Jung-Chung Wu
  • Patent number: 4684735
    Abstract: There is disclosed a number of processes for the promotion of the Raney Nickel catalyzed hydrogenation of carbon-carbon double bonds. (a) One process uses tertiary amines to promote the Raney Nickel catalyzed hydrogenation. (b) Another process uses acetylene and acetylene derivatives to promote the Raney Nickel catalyzed hydrogenation. The promotion of Raney Nickel catalyst is particularly suited for the reduction of unsaturated hydantoins to saturated hydantoins and also for the reduction of cyclic and acyclic olefins and diolefins to the corresponding cyclic and acyclic alkanes.
    Type: Grant
    Filed: July 1, 1985
    Date of Patent: August 4, 1987
    Assignee: Stauffer Chemical Company
    Inventor: Stanley B. Mirviss
  • Patent number: 4604492
    Abstract: The invention provides a novel class of compounds dicyclohexylcyclopentanes or, in particular, 1,3-dicyclohexyl-1-methyl cyclopentane which is synthesized by the hydrogenation of 1-methyl-1,3-diphenyl cyclopentane which in turn is obtained by the dimerization reaction of .alpha.-methylstyrene in the presence of metallic sodium as the catalyst. The compound is useful as a fluid for traction drive.
    Type: Grant
    Filed: October 8, 1985
    Date of Patent: August 5, 1986
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Nobuaki Shimizu, Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4604493
    Abstract: The invention provides a novel compound 1-cyclohexyl-1,4-dimethyl decahydronaphthalene which is useful as fluids for traction drive. The compound can be synthesized by the hydrogenation of 1,4-dimethyl-4-phenyl-1,2,3,4-tetrahydronaphthalene and analytical results for the identification of the compound are given.
    Type: Grant
    Filed: October 8, 1985
    Date of Patent: August 5, 1986
    Assignee: Idemitsu Kosan Company Limited
    Inventors: Nobuaki Shimizu, Toshiyuki Tsubouchi, Hitoshi Hata
  • Patent number: 4532351
    Abstract: Supported catalysts comprised of one or more metals of Group VIII, optionally one or more metals from Group IB and IIA, aluminum and silicate are used for hydrogenating hydrogenatable organic compounds. The catalysts can be produced by coprecipitating metal ions from Group VIII, optionally metal ions from Groups IB and IIA, aluminum ions, and silicate ions, in the presence of solid porous particles.
    Type: Grant
    Filed: June 16, 1982
    Date of Patent: July 30, 1985
    Assignee: Exxon Research and Engineering Co.
    Inventors: Allan E. Barnett, Albert P. Halluin
  • Patent number: 4513149
    Abstract: Hydrogenation processes utilizing improved Raney nickel alloy catalysts are disclosed. The catalyst comprises a monolithic mesh type structure of a nickel alloy having an integral Beta phase Raney Ni.sub.x M.sub.1-x coating on its outer surfaces, where M is a catalytic activator selected from the group consisting of molybdenum, ruthenium, tantalum and titanium and where x, the weight fraction of nickel in the combined alloy, is between about 0.80 and about 0.95. The catalyst is effective in processes for hydrogenation of aromatic compounds of the type ##STR1## wherein K is either benzene or naphthalene, R.sub.1 is a hydrogen atom or an aliphatic chain containing from about 1 to about 9 carbon atoms or a phenyl radical, R.sub.2 is a hydrogen atom or an aliphatic chain containing from about 1 to about 3 carbon atoms, and R.sub.3 and R.sub.4 are hydrogen atoms, hydroxy, or nitro groups.
    Type: Grant
    Filed: April 5, 1982
    Date of Patent: April 23, 1985
    Assignee: Olin Corporation
    Inventors: Thomas J. Gray, Norman G. Masse
  • Patent number: 4495089
    Abstract: A continuous process for the production of a solvent for use in the liquefaction of coal is described. The process comprises hydrogenating a mixture of 100 parts by weight of a hydrocarbon mixture and from 0.2 to 10 parts by weight of phenol and/or alkylphenol. The hydrocarbon mixture contains at least 50% by weight of a polycyclic (from tricyclic to pentacyclic) aromatic hydrocarbon or its alkyl derivative. The hydrocarbon mixture is distilled away in a proportion of at least 80% when heated at a temperature of from 320.degree. to 550.degree. C. The hydrogenation of the hydrocarbon mixture and phenol and/or alkylphenol may be carried out with or without the addition of from 0.05 to 0.
    Type: Grant
    Filed: September 10, 1982
    Date of Patent: January 22, 1985
    Assignee: Mitsubishi Oil Company, Limited
    Inventors: Hiroyuki Ihara, Kazuo Takahashi, Michiro Matsubara, Fumio Kumata, Yoshitomo Sanami
  • Patent number: 4427534
    Abstract: Highly aromatic hydrocarbon feedstocks are converted to jet fuel or diesel fuel using a sulfided, halogen promoted Group VIB - Group VIII metal on an alumina-containing support. The preferred catalyst is a presulfided, fluorine-promoted nickel-tungsten on silica-alumina catalyst wherein the nickel is present in amounts of between 18 and 22 weight percent based on the total catalyst weight.
    Type: Grant
    Filed: June 4, 1982
    Date of Patent: January 24, 1984
    Assignee: Gulf Research & Development Company
    Inventors: Louis W. Brunn, Jaime Lopez
  • Patent number: 4420648
    Abstract: Supported coprecipitated cobalt-silica hydrogenation catalysts are disclosed. The catalysts are prepared by: preparing an aqueous reaction mixture containing cobalt cations, silicate anions and solid porous carrier particles under agitation to form a coprecipitate of the cobalt and silicate ions onto said solid porous support particles; heating the aqueous reaction mixture; and adding an alkaline precipitating agent to further precipitate the cobalt and silicate ions onto said solid porous carrier particles. The aqueous reaction mixture may additionally include copper cations.
    Type: Grant
    Filed: September 19, 1979
    Date of Patent: December 13, 1983
    Assignee: Exxon Research and Engineering Co.
    Inventors: James L. Carter, Allan E. Barnett
  • Patent number: 4413118
    Abstract: Organic sulfur compounds containing a carbon-sulfur double bond are used to remove homogeneous catalyst group VIII metals from chemical process streams.
    Type: Grant
    Filed: March 2, 1981
    Date of Patent: November 1, 1983
    Assignee: Merck & Co., Inc.
    Inventors: F. Edward Roberts, Victor J. Grenda
  • Patent number: 4379027
    Abstract: This invention provides a process for obtaining m-methylstyrene from a mixture with p-methylstyrene that comprises hydrogenating a mixture of p-methylstyrene and m-methylstyrene in the presence of a zeolite having a Constraint Index of about 1 to about 12, a silica to alumina mole ratio of at least about 12, and a dried crystal density of not less than about 1.6 grams per cubic centimeter, modified with at least one element of Group IA, IIA, IVB, or VB of the Periodic Chart of the Elements and a metal of Group VIII of the Periodic Chart of the Elements; thereby obtaining a mixture of m-methylstyrene and p-ethyltoluene, and removing p-ethyltoluene by distillation.
    Type: Grant
    Filed: December 24, 1981
    Date of Patent: April 5, 1983
    Assignee: Mobil Oil Corporation
    Inventors: John M. Klosek, Margaret M. Wu