Unsaturated Compound Synthesis Patents (Class 585/500)
  • Patent number: 6096934
    Abstract: A process for converting methane to ethane and ethylene through oxidative coupling of methane and carbon conservation has been developed. The process begins by contacting methane and an oxygen-containing stream with an oxidative coupling catalyst that is capable of reacting with carbon oxides to form a solid carbonate compound in an oxidative coupling reactor to produce an effluent containing methane, ethane, and ethylene. The solid carbonate compounds are thermally decomposed to the oxidative coupling catalyst by reaction with hot hydrogen. The oxidative coupling catalyst is then available for reuse and a stream containing hydrogen and carbon oxide by-products are produced. The stream containing hydrogen and carbon oxide by-products is contacted with a methanation catalyst in a methanation reactor to produce a stream containing methane and water. The methane is separated, dried, and recycled to the oxidative coupling reactor.
    Type: Grant
    Filed: December 9, 1998
    Date of Patent: August 1, 2000
    Assignee: UOP LLC
    Inventor: James E. Rekoske
  • Patent number: 6031145
    Abstract: A catalyst composition for a process of oligomerising ethylene to produce 1-butene and/or 1-hexene wherein the catalytic composition is obtained by mixing at least one chromium compound with at least one aryloxy aluminum compound with general formula R.sub.n Al(R'O).sub.3-n where R is a linear or branched hydrocarbyl radical containing 1 to 30 carbon atoms, R'O is an aryloxy radical containing 6 to 80 carbon atoms and n is a whole number which can take the values 0, 1 or 2, and with at least one other hydrocarbyl aluminum compound selected from tris(hydrocarbyl)aluminum compounds or chlorinated or brominated hydrocarbyl aluminum compounds.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: February 29, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Dominique Commereuc, Sebastien Drochon, Lucien Saussine
  • Patent number: 6013850
    Abstract: A process to maximize the production of low molecular weight alpha olefins from ethylene is disclosed. The process comprises oligomerizing ethylene in the presence of a catalyst, of titanium aryloxide and/or titanium alkoxide; alkyl aluminum halide and triaryl phosphine and/or trialkyl phosphine in the temperature range of 80.degree. C. to 110.degree. C. at substantially low pressures of from 60 to 150 psi. A continuous supply of ethylene is maintained.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: January 11, 2000
    Assignee: Indian Petrochemicals Corporation Limited
    Inventors: G. L. Tembe, S. Muthukumaru Pillai, Sheo Satish, M. Ravindranathan
  • Patent number: 6008426
    Abstract: The conversion of n-olefins, particularly n-butene, by skeletal isomerization, or by dimerization optionally with cracking, may be selectively carried out using as a catalyst a molecular sieve, such as a zeolite or silica/alumina phosphate, which has been ion exchanged with a cation to provide a Lewis acid site. No steam activation of the molecular sieve is required.
    Type: Grant
    Filed: June 2, 1998
    Date of Patent: December 28, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Cornelius W. M. Van Oorschot, Michiel Makkee, Marcel J. G. Janssen, Wilfried J. Mortier
  • Patent number: 6002059
    Abstract: The invention discloses a method for converting methane to higher order hydrocarbons. This method includes synthesizing ammonia from natural gas and nitrogen in the presence of a source of hydrogen. The ammonia is converted to nitrous oxide in the presence of a source of oxygen. Methane is coupled in the presence of the nitrous oxide to provide higher hydrocarbons. The invention also discloses a method of balancing reaction heat requirements in a process for converting methane to higher order hydrocarbons.
    Type: Grant
    Filed: October 28, 1998
    Date of Patent: December 14, 1999
    Assignee: Mobil Oil Corporation
    Inventors: Stuart D. Hellring, Scott A. Stevenson
  • Patent number: 5994594
    Abstract: A process for producing an alpha olefin, a tertiary olefin or a tertiary alkyl ether from an unsaturated hydrocarbon cut containing at least one alpha olefin and at least one etherifiable tertiary olefin comprises synthesising at least one tertiary alkyl ether to obtain a product which is separated into a fraction (O1) which is depleted in ether and containing the alpha olefin and a fraction (E1) which is enriched in ether, followed by decomposition of at least a portion of the ether in fraction (E1) into a product (P1) containing at least one alcohol and at least one tertiary olefin, which is fractionated in a fractionation zone (C5) into a fraction (B1) containing the major portion of the tertiary olefin and a fraction (A1) containing the major portion of the alcohol.
    Type: Grant
    Filed: April 1, 1998
    Date of Patent: November 30, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Marie-Claire Marion, Vincent Coupard, Alain Forestiere, Philippe Travers, Jean-Charles Viltard
  • Patent number: 5959170
    Abstract: A method for converting methane to higher hydrocarbon products and coproduct water wherein a gas comprising methane and a gaseous oxidant are contacted with a nonacidic catalyst at temperatures within the range of about 700 to 1200.degree. C. A preferred catalyst comprises an alkali component associated with a support material. Results obtained over alkali-promoted solids are enhanced when the contacting is conducted in the presence of halogen promoters.
    Type: Grant
    Filed: May 24, 1985
    Date of Patent: September 28, 1999
    Assignee: Atlantic Richfield Company
    Inventor: Howard P. Withers, Jr.
  • Patent number: 5942104
    Abstract: This invention provides a method for preparing non-zeolitic molecular sieves using inexpensive reagents and at lower manufacturing cost. The method includes using a low density, small size particulate hydrated alumina, such as aluminum hydroxide, in place of aluminum alkoxides and other more costly reagents. The preferred particulate hydrated alumina has a density of less than 1.0 g/cm.sup.3, an average particle size of less than about 40 microns and an alkali content of less than 0.12 wt %.
    Type: Grant
    Filed: December 18, 1997
    Date of Patent: August 24, 1999
    Assignee: Chevron U.S.A. Inc.
    Inventor: Stephen J. Miller
  • Patent number: 5910619
    Abstract: The disclosure described a process for producing an .alpha.-olefin oligomer, which comprises carrying out oligomerization of an .alpha.-olefin in a solvent in the presence of a catalytically effective amount of a chromium-based catalyst system composed of a combination of at least (a) a chromium compound, (b) a nitrogen-containing compound of at least one selected from the group consisting of an amine, an amide and an imide, (c) an alkylaluminum compound and (d) a halogen-containing compound,wherein each of the .alpha.-olefin, the chromium compound (a), the nitrogen-containing compound (b) of at least one selected from the group consisting of an amine, an amide and an imide, the alkylaluminum compound (c) and the halogen-containing compound (d) is supplied to a reaction system in a mode that the chromium compound (a) and the alkylaluminum compound (c) do not contact each other before each of said compounds (a) to (d) and the .alpha.-olefin coexists in the reaction solvent and the oligomerization of an .alpha.
    Type: Grant
    Filed: June 20, 1995
    Date of Patent: June 8, 1999
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Hisao Urata, Takayuki Aoshima, Toshiyuki Oshiki, Jun Takahara, Shinji Iwade, Yoshiaki Nanba, Yoshitaka Araki, Hirofumi Nakamura, Takeshi Okano
  • Patent number: 5892007
    Abstract: A protecting group for use in separating oligodeoxyribonucleotide compounds having the formula Ar--L--Y, wherein Ar represents a substantially planar, fused ring system containing at least fused rings; L represents a linker group containing at least one carbon atom which is capable of bonding to Ar and Y; and Y represents a specifically acid labile group.
    Type: Grant
    Filed: February 1, 1996
    Date of Patent: April 6, 1999
    Assignee: Laporte PLC
    Inventor: Robert Ramage
  • Patent number: 5849970
    Abstract: A process for the bacterial production of the hydrocarbon isoprene (2-methyl-1,3-butadiene) is described and claimed. Various bacterial species, both Gram-negative and Gram-positive, were found to produce isoprene, and a method to isolate isoprene-producing bacteria from natural sources is described. Production of isoprene is confirmed by gas chromatography and gas chromatography-mass spectrometry. Of the tested species, Bacillus produces the most isoprene. Growth in a variety of media, including a chemically defined salts medium, in the presence of amino acid sources (casein, gelatin, or lactalbumin hydrolysates) supports isoprene production in logarithmic phase of growth, and with Bacillus cultured in a stirred fermentor, isoprene production occurs both in growing and non-growing cells. High isoprene production rates can also be restored to nutrient-limited cells by adding fresh media, suggesting isoprene production is dependent on nutrient availability.
    Type: Grant
    Filed: June 23, 1995
    Date of Patent: December 15, 1998
    Assignee: The Regents of the University of Colorado
    Inventors: R. Ray Fall, Jennifer Kuzma, Michele Nemecek-Marshall
  • Patent number: 5817904
    Abstract: A method for converting methane by an oxidative coupling reaction to longer chain hydrocarbons comprising cofeeding methane and oxygen simultaneously and continuously into a reaction zone to form a mixture, contacting said methane and oxygen mixture under oxidative coupling reaction conditions with a solid catalyst consisting essentially of manganese oxide and silicon oxide, promoted with an alkaline metal and non metal, to form longer chain hydrocarbons wherein the manganese, silicon oxide, alkali metal and non metal are present in a molar ratio 0-0.5:93.2-93.7:4.2:2.1.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 6, 1998
    Assignee: Repsol Petroleo S.A.
    Inventors: Sebastian Vic, Miguel A. Pena, Pilar Terreros, Juan P. Gomez, Jose L. Garcia-Fierro, Juan M. Jimenez
  • 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: 5763722
    Abstract: An improved method for the oxidative conversion of methane into higher hydrocarbons in which methane and oxygen are continuously and simultaneously cofed into a reaction zone under effective oxidative coupling conditions and contacted with a solid catalyst consisting essentially of a catalyst having a composition of empirical formula Ce.sub.a Na.sub.b Ca.sub.100 O.sub.x wherein a is in the range 0.03 to 2.0, b is in the range of 0.7 to 7.0 and oxygen is present in a molar amount sufficient to fulfill the valence requirements of cerium, sodium and calcium.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: June 9, 1998
    Assignee: Repsol Petroleo S.A.
    Inventors: Sebastian Vic, Miguel A. Pena, Pilar Terreros, Juan P. Gomez, Jose L. Garcia-Fierro, Juan M. Jimenez
  • Patent number: 5750821
    Abstract: The following steps are conducted for producing a hydrocarbon having a carbon number of at least 2: a coupling step, in which a coupling feed gas containing methane and a gas containing oxygen are supplied to a conveying catalyst bed which is formed by an ascending stream which contains a catalyst, and then methane and oxygen are allowed to react so as to produce a coupling product gas; a catalyst separation step for separating the catalyst from the coupling product gas; and a catalyst feedback step for feeding back the thus-separated catalyst to the coupling step. Accordingly, the reaction system does not accumulate excessive heat, the combustion reaction as a side reaction is hindered, and the selectivity of the coupling reaction is enhanced. In addition, the yield of the hydrocarbon having a carbon number of at least 2 is improved.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: May 12, 1998
    Assignees: Japan National Oil Corporation, Sekiyushigen Kaihatsu Kabushiki Kaisha, Cosmo Research Institue
    Inventors: Makoto Inomata, Tsutomu Katagiri, Kozo Imura, Erli Sun
  • Patent number: 5698752
    Abstract: A selective hydrogenation of an alkyne in an olefin-containing fluid is provided which comprises contacting the fluid and hydrogen gas with a catalyst in the presence of at least one sulfur compound, under reaction conditions effective to produce at least one alkene wherein the catalyst comprises at least one alkali metal, fluorine and an inorganic support material.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: December 16, 1997
    Assignee: Phillips Petroleum Company
    Inventors: Scott H. Brown, James B. Kimble, Stan A. Zisman
  • Patent number: 5650548
    Abstract: Alpha-olefin oligomer is prepared by contacting an alpha-olefin monomer which contains from about 6 to about 20 carbon atoms with a catalyst system comprising boron trifluoride, a protic promoter, and an organic sulfone, sulfoxide, carbonate, thiocarbonate, or sulfonate. Oligomer containing as much as 50% or more of dimer can be produced at high conversions, at modest reaction temperatures, and in acceptably short reaction periods.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: July 22, 1997
    Assignee: Amoco Corporation
    Inventors: Kevin J. Theriot, Robert G. Irwin
  • Patent number: 5648582
    Abstract: A process for the catalytic partial oxidation of methane in gas phase at very short residence time (800,000 to 12,000,000 hr.sup.-1) by contacting a gas stream containing methane and oxygen with a metal supported catalyst, such as platinum deposited on a ceramic monolith.
    Type: Grant
    Filed: November 30, 1995
    Date of Patent: July 15, 1997
    Assignee: Regents of the University of Minnesota
    Inventors: Lanny D. Schmidt, Daniel A. Hickman
  • Patent number: 5633420
    Abstract: Alpha-olefin oligomers are prepared by a process which comprises contacting an oligomerizable olefin monomer with a catalyst system comprising a catalytic amount of boron trifluoride, a protic promoter, and an organic modifier selected from the group consisting of phosphate, thiophosphate, phosphine oxide, and phosphine sulfide. The oligomerizable olefin monomer is a C.sub.6 to C.sub.20 linear olefin comprising at least 50 mole % alpha olefin.
    Type: Grant
    Filed: September 22, 1995
    Date of Patent: May 27, 1997
    Assignee: Amoco Corporation
    Inventors: Kevin J. Theriot, Robert G. Irwin
  • Patent number: 5625107
    Abstract: The present invention relates to a new catalyst for converting methane into ethane, preparation thereof, and process for manufacturing ethylene using said catalyst. The conversion reaction catalyst in the present invention is employed in converting directly methane or methane-containing gas in the presence of the above catalyst with the following general formula (1).Ma.Pc.D/S (1)Where,M is a metal cluster or metal complex compound selected from the group of VIII, VII and VI series;S is an inorganic carrier;P is a promoter of phosphorus compound;D is a cobalt compound.And "a" is weight percentage of metal cluster or metal complex compound in catalyst, having a value of 0.01 to 10, "c" is weight percentage of promoter in catalyst, ranging from 1.0 to 35.0.
    Type: Grant
    Filed: August 30, 1995
    Date of Patent: April 29, 1997
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Dae C. Park, Pyung K. Ahn
  • 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: 5599510
    Abstract: Dual-flow chemical reactor cores containing catalytic heat-transfer walls comprising both a gas-impervious material and a suitable catalyst which allows oxidative coupling of methane into higher hydrocarbons, dual-flow reactors having these catalytic heat-transfer walls to control and facilitate simultaneously coupling of methane and cracking of hydrocarbon compounds in separate gas streams, and chemical processes which combine coupling of methane and cracking of hydrocarbon compounds to make olefins in a dual-flow reactor having catalytic heat-transfer walls.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: February 4, 1997
    Assignee: Amoco Corporation
    Inventors: Mark P. Kaminsky, George A. Huff, Jr., Narasimhan Calamur, Michael J. Spangler
  • Patent number: 5596115
    Abstract: The present invention concerns new compounds of rhenium and aluminum corresponding to the general formula: O.sub.3 Re--O--[Al(OR)(L).sub.x --O].sub.n --ReO.sub.3 in which R is a hydrocarbyl residue, for example alkyl, cycloalkyl, alkenyl, aryl and aryl or cycloalkyl which are substituted, containing from 1 to 40 carbon atoms, which residue can be substituted by alkoxy groups or by halogens, L is the synthesis solvent, x is equal to 0 or 1 and n is an integer of from 1 to 10. The invention also concerns derived compounds of the formula O.sub.3 Re(L')--O--[Al(OR)(L).sub.x --O].sub.n --ReO.sub.3 (L') in which L' is a stabilising ligand. The invention also concerns the preparation of such compounds and the use thereof in the preparation of catalysts.
    Type: Grant
    Filed: November 6, 1995
    Date of Patent: January 21, 1997
    Assignee: Institut Francais Du Petrole
    Inventor: Dominique Commereuc
  • Patent number: 5569800
    Abstract: An electrophotographic photoconductor which is composed of an electroconductive support and a photoconductive layer formed thereon comprising a novel pyrene-ring-containing olefin compound having formula [I]: ##STR1## wherein R.sup.1 and R.sup.2 each represent hydrogen or an alkyl group which may have a substituent; Y is an aliphatic hydrocarbon group which may have a substituent, a cyclic hydrocarbon group which may have a substituent, or an aromatic group which may have a substituent; n is an integer of 0 or 1, and m is an integer of 1 to 3, provided that when n is 0, m is 1, R.sup.1 is hydrogen, and Y is an aromatic group with a substituent ##STR2## R.sup.2 and R.sup.3 each represent hydrogen, and Y and R.sup.1 may be bonded to form a ring, a method of synthesizing the pyrene-ring-containing olefin compound and an intermediate therefor are disclosed.
    Type: Grant
    Filed: May 2, 1995
    Date of Patent: October 29, 1996
    Assignee: Ricoh Company, Ltd.
    Inventors: Tamotsu Aruga, Masaomi Sasaki, Tomoyuki Shimada, Hiroshi Adachi
  • Patent number: 5563307
    Abstract: Novel fluid mixtures of specified hydrocarbons meeting an array of structural criteria are described. Linear hydrocarbons having terminal double bonds and internal segments of specified differing chain lengths separated by one or more carbon atom(s) each of which has a methylidene substituent make up one group of such compounds. Another group is alkenyl end-capped compounds of the first group. Third and fourth groups are products formed by hydrogenation of the first and second groups, respectively. The products, whether end-capped or not, and whether hydrogenated or not, have desirable lubricating properties such as suitably low pour points and/or low NOACK volatility and/or very high viscosity index and thus can be used as base oils or as components in formulating lubricants.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: October 8, 1996
    Assignee: Albemarle Corporation
    Inventors: Robert A. Schaerfl, Jr., Ali M. Dadgar, Carroll W. Lanier
  • Patent number: 5557026
    Abstract: A method for oligomerizing an .alpha.-olefin in the presence of a catalyst comprising a specific chromium compound including chromium atom and pyrrolyl group and an alkylaluminum compound, wherein the .alpha.-olefin is contacted to the chromium compound and the alkylaluminum compound without preliminarily contacting the chromium compound to either the .alpha.-olefin or the alkylaluminum compound.
    Type: Grant
    Filed: July 31, 1995
    Date of Patent: September 17, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Eiji Tanaka, Hisao Urata, Toshiyuki Oshiki
  • Patent number: 5527978
    Abstract: Methane is converted into higher hydrocarbon products by oxidative coupling, by bringing a gaseous mixture containing methane and oxygen into contact with a solid catalyst formed from calcium oxide, magnesium oxide, a lanthanide oxide plus possibly lithium oxide, wherein:the lithium content is between 0 and 0.20 wt %,the calcium/magnesium atomic ratio is between 0.08 and 0.7, andthe (calcium+magnesium)/lanthanide atomic ratio is between 0.8/1 and 8/1, and preferably between 2/1 and 4/1.
    Type: Grant
    Filed: October 28, 1993
    Date of Patent: June 18, 1996
    Assignee: Eniricerche S.p.A.
    Inventors: Giuseppe Fornasari, Giuseppe Bellussi
  • Patent number: 5523437
    Abstract: A tertiary phosphine compound of the formula (1): ##STR1## wherein R.sup.1 and R.sup.2 represent independently from each other a hydrogen atom or a methyl group, or together form --CH.dbd.CH--CH.dbd.CH--; R.sup.3 is a hydrogen atom or a cycloalkyl group having 5 to 7 carbon atoms or a lower alkyl group which may be substituted with a halogen atom, a lower alkoxy group, a lower alkoxyalkoxy group or a phenyl group; X.sup.1 is a halogen atom when both R.sup.1 and R.sup.2 are hydrogen atoms, or a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group when at least one of R.sup.1 and R.sup.2 is not a hydrogen atoms; and m is an integer of 1 to 5, which is useful as a ligand of a transition metal complex that can catalyze various reactions.
    Type: Grant
    Filed: July 26, 1994
    Date of Patent: June 4, 1996
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Tamio Hayashi, Yasuhiro Uozumi, Kazunori Iwakura, Isao Kurimoto, Masayoshi Minai
  • Patent number: 5510550
    Abstract: A catalyst composition comprising palladium, silver and a support material (preferably alumina) is contacted at a relatively low temperature (of up to about 60.degree. C.) with a liquid composition comprising an effective reducing agent (preferably an alkali metal borohydride, hydrazinc, formaldehyde, formic acid, ascorbic acid, dextrose, aluminum powder). Preferably, at least one alkali metal compound (more preferably KOH, RbOH, CsOH, KF) is also present in the liquid composition. An improved process for selectively hydrogenating acetylene (to ethylene) employs this wet-reduced catalyst composition.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: April 23, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Tin-Tack P. Cheung, Marvin M. Johnson, Scott H. Brown, Stan A. Zisman, James B. Kimble
  • Patent number: 5496524
    Abstract: An apparatus for the thermal conversion of methane into hydrocarbons of higher molecular weight, comprising a reactor (1) of elongate form, connected on the one hand, at a first end, to an inlet for supplying gaseous mixture containing methane (process gas) and on the other, at the opposite end, to an outlet (10), the reactor comprising on the first end side a plurality of elements disposed in at least two layers disposed between two refractory walls, at least one refractory wall being disposed between the outside walls of the reactor, the layers being substantially parallel to the axis of the reactor, at least one of these layers comprising a series of sheaths (4) inside which there are electric heaters (3) which thus form a layer of heating elements, the elements being disposed in such a way as to define spaces or passages for the circulation of gaseous mixtures and/or effluents, the heaters and the sheaths being adapted to heat the said passages by successive independent cross-sections substantially at rig
    Type: Grant
    Filed: August 19, 1994
    Date of Patent: March 5, 1996
    Assignees: Institut Francais du Petrole, Electricite de France, Gaz de France
    Inventors: Je/ rome Weill, Laure Capogna, Ve/ ronique Arrondel, Jean-Jack Boumendil
  • Patent number: 5491272
    Abstract: A method for oligomerizing an .alpha.-olefin in the presence of a catalyst comprising a specific chromium compound including chromium atom and pyrrolyl group and an alkylaluminum compound, wherein the .alpha.-olefin is contacted to the chromium compound and the alkylaluminum compound without preliminarily contacting the chromium compound to either the .alpha.-olefin or the alkylaluminum compound.
    Type: Grant
    Filed: September 17, 1993
    Date of Patent: February 13, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Eiji Tanaka, Hisao Urata, Toshiyuki Oshiki
  • Patent number: 5487848
    Abstract: Processes for preparing a polymerization initiator precursor compound are disclosed wherein a first process involves dimerizing a halogen-diarylpropane compound to form a tetraarylhexane compound. A second process involves reacting a diaryl-propanol compound with a halogen-diarylpropane compound to form a bis(diaryl-propyl) ether compound. A third process involves reacting a halogen-diarylpropane compound with allyl halogen to form a diaryl-hexene compound.
    Type: Grant
    Filed: July 25, 1994
    Date of Patent: January 30, 1996
    Assignee: Xerox Corporation
    Inventor: Timothy J. Fuller
  • Patent number: 5477924
    Abstract: A system is provided for disposal of gaseous hydrocarbons produced from an undersea well, which minimizes the gas disposal cost. The system includes a polymerization station (80) mounted on an anchored floating vessel arrangement (12), which converts the gas to a liquid hydrocarbon that is stored and then transported by a shuttle tanker (52) to a refinery. The liquified gas can be mixed with liquid hydrocarbons originally obtained from the undersea well, both in the shuttle tanker and in storage tanks on the anchored vessel arrangement. Sea water can be used to create steam for the polymerization process.
    Type: Grant
    Filed: December 20, 1994
    Date of Patent: December 26, 1995
    Assignee: Imodco, Inc.
    Inventor: Jack Pollack
  • Patent number: 5449849
    Abstract: The present invention relates to a catalyst and its use in a process for the conversion of ethene to a product rich in linear butenes, especially 2-butene, comprising contacting a feedstock comprising ethene under dimerization conditions with a catalyst composition comprising a porous crystalline silicate having the structure of ZSM-35 which has been treated by a) fluoriding, e.g., with NH.sub.4 F, and then b) at least partially surface deactivated for acid catalyzed reactions by chemisorption of a surface-deactivating agent which possesses an average cross section diameter greater than that of the zeolite pores, e.g., collidine.
    Type: Grant
    Filed: April 18, 1994
    Date of Patent: September 12, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Frank T. DiGuiseppi, Scott Han, Roland H. Heck
  • Patent number: 5430219
    Abstract: Disclosed is an integrated process for producing olefins by starting from methane containing gas mixture, which process essentially comprises the following steps:converting methane into higher hydrocarbons by oxidative coupling carried out in the presence of air and/or oxygen;dehydrogenating, with the aid of a catalyst, said higher hydrocarbons, with an olefin-rich mixture being obtained;removing H.sub.2 O, CO.sub.2, CO and H.sub.2 from the resulting olefinic mixture;removing from said olefinic mixture any not converted methane, and recycling it upstream from the oxidating coupling;separating ethylene from the olefinic mixture;separating any not dehydrogenated ethane from the olefinic mixture.
    Type: Grant
    Filed: September 30, 1993
    Date of Patent: July 4, 1995
    Assignees: Snamprogetti S.p.A., Eniricerche S.p.A.
    Inventors: Domenico Sanfilippo, Stefano Rossini
  • Patent number: 5414176
    Abstract: The invention relates to a method for converting methane into higher hydrocarbons. According to the invention, a catalyst comprised essentially of a metal belonging to the series of transition metals and of a carrier which is comprised particularly of a refractory metal oxide is subjected to a methane flow at a temperature comprised between 100.degree. C. and 300.degree. C. approximately, with a contact time of at least one second, and to a hydrogen flow at a temperature comprised between 100.degree. C. and 300.degree. C. with a contact time of at least one second. The method of the invention is particularly usable in chemical engineering.
    Type: Grant
    Filed: March 19, 1992
    Date of Patent: May 9, 1995
    Assignee: Gaz de France
    Inventors: Henri Amariglio, Jacques J. Saint Just
  • Patent number: 5406017
    Abstract: A method for converting methane to higher hydrocarbon products and coproduct water wherein a gas comprising methane and a gaseous oxidant are contacted with a nonacidic catalyst at temperatures within the range of about 700.degree. to 1200.degree. C. A preferred catalyst comprises an alkali component associated with a support material. Results obtained over alkali-promoted solids are enhanced when the contacting is conducted in the presence of halogen promoters.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: April 11, 1995
    Assignee: Atlantic Richfield Company
    Inventor: Howard P. Withers, Jr.
  • Patent number: 5365006
    Abstract: An alkane-containing feedstream is passed through one or more tubes, which may contain alkane-dehydrogenation catalyst, immersed in a bed of fluidized particles. The bed is at an elevated temperature which maintains the temperature within the tube(s) at an alkane-dehydrogenation temperature. The particles may be inert, chemically active and/or catalytically active. In one embodiment, cracking catalyst particles are circulated between a reaction zone wherein they contact a cracker feedstock which is converted to cracked hydrocarbon products and a regenerator (22) wherein carbonaceous deposits on the catalyst particles are exothermically removed by contact with an oxygen-containing gas (24). Hot regenerated particles from the regenerator (22) are recirculated (27) to the reaction zone for re-use therein.
    Type: Grant
    Filed: December 31, 1992
    Date of Patent: November 15, 1994
    Assignee: Exxon Research and Engineering Company
    Inventor: Willibald Serrand
  • Patent number: 5365005
    Abstract: A process and apparatus for the thermal conversion of methane into hydrocarbons of higher molecular weight, comprising a reactor (1) of elongate form, connected on the one hand, at a first end, to means (5) for supplying gaseous mixture containing methane (process gas) and on the other, at the opposite end, to discharge means (10), the said reactor comprising on a first part (the first end side) a plurality of elements disposed in at least two layers, substantially parallel inter se and substantially perpendicular to the axis of the reactor, at least one of these layers comprising a series of sheaths (4) inside which there are electric heating means (3) which thus form a layer of heating elements, the said elements being disposed in such a way as to define between them and/or between the layers which they form and/or between them and the walls of the spaces or passages for the circulation of gaseous mixtures and/or effluents, the said heating means and the said sheaths being adapted to heat the said passages
    Type: Grant
    Filed: October 19, 1992
    Date of Patent: November 15, 1994
    Assignee: Institut Francais du Petrole
    Inventors: Jerome Weill, Laure Capogna, Veronique Arrondel, Jean-Jack Boumendil
  • Patent number: 5354936
    Abstract: A method for preparing ethane and ethylene by reacting methane or a methane-containing natural gas in the presence of oxygen or an oxygen-containing gas, i.e., by partially oxidizing, at a temperature of 500.degree. through 1000.degree. C. using shellfishes or shells as a catalyst is disclosed. The oxidation coupling reaction of methane is controlled so as to remarkably increase the conversion ratio of methane and the selectivity of C.sub.2.sup.+ compounds. The waste matter abundantly released from food industries as well as easily accessible natural resources is used as a raw material of a catalyst for the reaction. The present method is extremely useful from the viewpoint of the recycling of waste as well.
    Type: Grant
    Filed: March 26, 1993
    Date of Patent: October 11, 1994
    Assignee: Sekiyushigen Kaihatsu Kabushiki Kaisha
    Inventors: Masami Yamamura, Hideo Okado, Naohide Tsuzuki, Kazutoshi Chaki, Toshiya Wakatsuki
  • Patent number: 5336826
    Abstract: Higher hydrocarbons are produced from methane by reacting the methane at elevated temperature, suitably in the range from 600.degree. to 800.degree. C., with an oxygen-containing gas having a ratio of methane to oxygen of greater than the stoichiometric ratio for complete combustion in the presence as catalyst of a lithium-doped material which under the reaction conditions is a physically base-stable, non-melting, oxygen-stable compound of an element of Groups III to VIII of the Periodic Table of the Elements including the rare earth elements.
    Type: Grant
    Filed: December 22, 1986
    Date of Patent: August 9, 1994
    Assignee: The British Petroleum Company p.l.c.
    Inventors: John H. Brophy, Steven R. Wade
  • Patent number: 5336825
    Abstract: This invention discloses an improved integrated two step process for conversion of methane to liquid hydrocarbons of gasoline range. The invention particularly comprises catalytic oxidative conversion of methane with free oxygen to ethylene and higher olefins containing gaseous product in the first step and catalytic conversion of the olefins from the product stream of the first step without separating them to liquid hydrocarbons of gasoline range in the second step, for the conversion of methane to liquid hydrocarbons. The process of the present invention could be used in the petroleum industry for the production of gasoline and liquid hydrocarbon fuels and aromatic hydrocarbons.
    Type: Grant
    Filed: July 10, 1992
    Date of Patent: August 9, 1994
    Assignee: Council of Scientific & Industrial Research
    Inventors: Vasant R. Choudhary, Subhash D. Sansare, Sopan T. Chaudhari
  • Patent number: 5326921
    Abstract: Poly-n-butene is prepared from a mixed C.sub.4 hydrocarbon feedstream containing less than about 5 wt. % isobutylene using an AlCl.sub.3 -HCl catalyst system wherein the HCl is introduced separately into the feedstream to form organochloride in the feedstream. Polymer product having a very narrow molecular weight distribution is obtained over the M.sub.n range of 300 to 900.
    Type: Grant
    Filed: September 18, 1992
    Date of Patent: July 5, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Frank J. Chen
  • Patent number: 5321190
    Abstract: There is provided a catalyst comprising nickel supported on a pillared (e.g., silica pillared) vacancy titanate material. There is also provided a method for preparing this catalyst. This method may involve impregnating a pillared vacancy titanate material with a nickel nitrate solution. There is further provided a process for oligomerizing ethylene using this catalyst.
    Type: Grant
    Filed: October 4, 1993
    Date of Patent: June 14, 1994
    Assignee: Mobil Oil Corp.
    Inventors: Brent A. Aufdembrink, Margaret M. Wu
  • Patent number: 5321187
    Abstract: A method for preparing a catalyst for conversion of methane to higher hydrocarbons, discloses the steps of: forming a mixture of a manganese aqueous solution and an oxidative agent aqueous solution in an inorganic oxide support material; varying a pH value of the mixture between acidic and basic values to obtain a precipitate of manganese oxide; drying the manganese oxide precipitate; impregnating the dried manganese oxide precipitate with a promoter to obtain an impregnated solid; drying the impregnated solid; and calcining the impregnated solid until a surface atomic ratio of promoter to manganese is at least 5. The catalyst so acquired may be contacted with a methane gas to obtain stable conversion values over extended reaction times.
    Type: Grant
    Filed: January 25, 1993
    Date of Patent: June 14, 1994
    Assignee: Intevep, S.A.
    Inventors: Cesar Ovalles, Nora Urbano, Francisco Rosa
  • Patent number: 5321188
    Abstract: Methane is converted into higher hydrocarbon products, and especially into ethane and ethylene, by oxidative coupling, by bringing a gaseous mixture containing methane and oxygen into contact at high temperature for a short contact time with a solid catalyst formed from lithium oxide, an alkaline earth metal oxide (preferably of magnesium) and a lanthanide oxide (preferably of neodymium or lanthanum), in which the lithium content is less than 0.20% by weight and the atomic ratio of the alkaline earth metal to the lanthanide varies from 0.8/1 to 8/1, said catalyst being obtained by:preparing a mixture of lithium, alkaline earth metal and lanthanide oxides in which the lithium content exceeds 1% by weight; andreducing the lithium content of the mixture to less than 0.20% by weight by high temperature thermal treatment conducted at least partly in an oxidizing atmosphere.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: June 14, 1994
    Assignees: Eniricerche S.p.A., Snamprogetti S.p.A.
    Inventors: Giuseppe Fornasari, Stefano Palmery, Giampiero Piro, Giuseppe Bellussi
  • Patent number: 5321185
    Abstract: A method of producing an oxidative coupling catalyst is disclosed by mixing particles of Fe.sub.2 O.sub.3, with a particle size in the range from 100 to 150 .mu.m, and silica, with a particle size in the range from about 150 to about 215 .mu.m. The particles are heated to a temperature of at least about 800.degree. C., after which the silica particles impregnated with Fe.sub.2 O.sub.3 are separated from the remaining iron particles. The catalyst can be utilized for the oxidative coupling of methane with water molecules on the surface of the silica substrate, with the silica having a particle size in the range from about 150 to about 215.ltoreq..mu.m. The silicate catalyst substrate is essentially non-porous and has an average geometrical surface on the order of about 0.004 .mu.m.sup.2 /g and a surface concentration of iron on the order of about 2% by weight.
    Type: Grant
    Filed: July 8, 1992
    Date of Patent: June 14, 1994
    Assignee: Virginia Tech Intellectual Properties
    Inventor: Donald R. van der Vaart
  • Patent number: 5321186
    Abstract: A method for preparing an unsaturated compound mainly comprising monoolefins, or a mixture of .alpha., .beta.-unsaturated nitriles and monoolefins comprises coming a mixed gas which comprises paraffins and oxygen, or paraffins, oxygen and ammonia in contact with a catalyst which comprises (1) an oxide of phosphorus and (2) at least one oxide selected from the group consisting of indium oxide and tin oxide or comprises, in addition to the foregoing catalytic components, (3) at least one oxide selected from the group consisting of vanadium oxide, tungsten oxide and molybdenum oxide. The method makes it possible to prepare monoolefins, or a mixture of .alpha., .beta.-unsaturated nitriles and monoolefins in high yield and high selectivity from cheap starting materials, parafins.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: June 14, 1994
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Tadatoshi Honda, Kazuhiro Terada
  • Patent number: RE35632
    Abstract: In an improved method for converting methane to at least one higher hydrocarbon product and coproduct water which comprises contacting a gas comprising methane and at least one added gaseous oxidant with nonacidic solid, the improvement comprising conducting at least a portion of said contacting in the presence of added water.
    Type: Grant
    Filed: January 19, 1993
    Date of Patent: October 14, 1997
    Assignees: Atlantic Richfield Company, Phillips Petroleum Company
    Inventor: David W. Leyshon
  • Patent number: RE35633
    Abstract: In an improved method for converting methane to at least one higher hydrocarbon product and coproduct water which comprises contacting a gas comprising methane and at least one added gaseous oxidant with nonacidic solid, the improvement comprising conducting at least a portion of said contacting in the presence of added water.
    Type: Grant
    Filed: January 19, 1995
    Date of Patent: October 14, 1997
    Assignee: Atlantic Richfield Company
    Inventor: David W. Leyshon