Using Extraneous Nonhydrocarbon Agent, E.g., Catalyst, Etc. Patents (Class 585/627)
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Patent number: 10836691Abstract: A process is provided including subjecting a raw C5 stream containing C5 diolefins to extractive distillation to form C5 diolefins and a raffinate stream. The process includes subjecting the raffinate stream to dehydrogenation to form additional C5 diolefins, which are recycled to the extractive distillation. Another process includes modifying a C5 diolefin extractive distillation unit by forming a recycle loop with a C5 olefin dehydrogenation reactor. A system is provided that includes a C5 diolefin extractive distillation unit and a C5 olefin dehydrogenation reactor that are arranged in a recycle loop. A process is provided that includes subjecting a raffinate stream containing C5 olefins from an extractive distillation unit to dehydrogenation to form C5 diolefins.Type: GrantFiled: September 22, 2015Date of Patent: November 17, 2020Assignee: FINA TECHNOLOGY, INC.Inventors: James Assef, Scott Cooper, Kaushik Gandhi
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Patent number: 9656929Abstract: Co-extraction techniques for separating and purifying butadiene and isoprene from a C4 hydrocarbon mixture including butadiene and a C5 hydrocarbon mixture including isoprene are provided. In an exemplary embodiment, a system includes a dimerization heat exchanger, a C5 purification column; an extraction zone including a mainwasher column, a rectifier column and an afterwasher column; a distillation zone; a degassing zone; and an isoprene finishing column. The system can further include a C5 washer column, an absorption column, and a distillation column.Type: GrantFiled: June 19, 2014Date of Patent: May 23, 2017Assignee: SAUDI BASIC INDUSTRIES CORPORATIONInventor: Mohamed Sabri Abdelghani
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Patent number: 9012709Abstract: The disclosure describes a new class of isomorphously metal-substituted aluminophosphate materials with high phase purity that are capable of performing selective Brönsted acid catalyzed chemical transformations, such as transforming alcohols to olefins, with high conversions and selectivities using mild conditions. Isomorphous substitutions of functional metal ions for both the aluminum ions and the phosphorous ions were successful in various AlPO structures, along with multiple metal substitutions into a single aluminum site and/or a phosphorous site. This invention can be used towards the catalytic conversion of hydroxylated compounds of linear and/or branched moiety with the possibility of being substituted to their respective hydrocarbon products, preferably light olefins containing 2 to 10 carbon atoms, among other chemistries.Type: GrantFiled: May 12, 2014Date of Patent: April 21, 2015Assignee: Signa Chemistry, Inc.Inventors: Michael Lefenfeld, Robert Raja, Alexander James Paterson, Matthew Edward Potter
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Publication number: 20150005532Abstract: The present invention relates to a process for the production of 1,3-butadiene which comprises the following phases: a) extracting, by means of extractive distillation, in an extraction section, an end-product containing 1,3-butadiene and a raffinate product, starting from mixtures of saturated and unsaturated compounds having from 2 to 10 carbon atoms in the chain; b) sending the raffinate product to a dehydrogenation section; c) dehydrogenating the raffinate product in the dehydrogenation section in the presence of a dehydrogenation catalyst and an inert product so as to form a reaction effluent containing 1,3-butadiene; d) recirculating the reaction effluent containing 1,3-butadiene directly to the extraction section after separating the incondensable compounds.Type: ApplicationFiled: December 24, 2012Publication date: January 1, 2015Applicant: versalis S.p.A.Inventors: Alessandro Del Seppia, Fabio Assandri, Elena Ghirardo, Carmelo Vella
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Patent number: 8759599Abstract: The disclosure describes a new class of isomorphously metal-substituted aluminophosphate materials with high phase purity that are capable of performing selective Brönsted acid catalyzed chemical transformations, such as transforming alcohols to olefins, with high conversions and selectivities using mild conditions. Isomorphous substitutions of functional metal ions for both the aluminum ions and the phosphorous ions were successful in various AlPO structures, along with multiple metal substitutions into a single aluminum site and/or a phosphorous site. This invention can be used towards the catalytic conversion of hydroxylated compounds of linear and/or branched moiety with the possibility of being substituted to their respective hydrocarbon products, preferably light olefins containing 2 to 10 carbon atoms, among other chemistries.Type: GrantFiled: January 22, 2010Date of Patent: June 24, 2014Assignee: Signa Chemistry, Inc.Inventors: Michael Lefenfeld, Robert Raja, Alexander James Paterson, Matthew Edward Potter
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Patent number: 8546634Abstract: There is provided a method for production of a conjugated diene from a monoolefin having four or more carbon atoms by a fluidized bed reaction. The method for production of a conjugated diolefin includes bringing a catalyst in which an oxide is supported on a carrier into contact with a monoolefin having four or more carbon atoms in a fluidized bed reactor in which the catalyst and oxygen are present, wherein the method satisfies the following (1) to (3): (1) the catalyst contains Mo, Bi, and Fe; (2) a reaction temperature is in the range of 300 to 420° C.; and (3) an oxygen concentration in a reactor outlet gas is in the range of 0.05 to 3.0% by volume.Type: GrantFiled: September 29, 2010Date of Patent: October 1, 2013Assignee: Asahi Kasei Chemicals CorporationInventors: Hideo Midorikawa, Hiroyuki Yano, Takashi Kinoshita
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Publication number: 20130237732Abstract: A method of making para-xylene or toluene is carried out by: (a) reacting a C5 or C6 linear monoene (itself, or formed from a C5 or C6 linear alkane) with a hydrogen acceptor in the presence of a hydrogen transfer catalyst to produce a C5 or C6 diene; (b) reacting the C5-C6 diene with ethylene to produce a cyclohexene having 1 or 2 methyl groups substituted thereon; and then (c) either (i) dehydrogenating the cyclohexene in the presence of a hydrogen acceptor with a hydrogen transfer catalyst to produce a compound selected from the group consisting of para-xylene and toluene, or (ii) dehydrogenating the cyclohexene in the absence of a hydrogen acceptor with a dehydrogenation catalyst, to produce para-xylene or toluene.Type: ApplicationFiled: May 2, 2013Publication date: September 12, 2013Applicant: The University of North Carolina at Chapel HillInventors: Maurice Brookhart, Michael Findlater, Damien Guironnet, Thomas Warren Lyons
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Patent number: 8524969Abstract: A method for the dehydrogenation of hydrocarbons to alkenes, such as n-pentene to piperylene and n-butane to butadiene at pressures less than atmospheric utilizing a dehydrogenation catalyst are disclosed. Embodiments involve operating the dehydrogenation reactor at a pressure of 1,000 mbar or less.Type: GrantFiled: July 21, 2009Date of Patent: September 3, 2013Assignee: Fina Technology, Inc.Inventors: James Butler, Olga Khabashesku, James T. Merrill
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Patent number: 8293960Abstract: Processes are provided for the production of butadiene from C4 containing feed stocks that contain isobutene and/or isobutane in addition to n-butene(s) and/or n-butane. The processes of the present invention generally comprise feeding the feed stock to a combination butenes isomerization reaction and distillation tower for conversion of 1-butene to 2-butenes and separation from isobutene and isobutane, followed by an oxydehydrogenation unit to convert n-butenes to butadiene. The processes may also include additional isomerization and/or dehydrogenation steps for the tower overhead and bottoms streams to create additional isobutene and/or n-butenes for valued uses, which may include additional production of butadiene. The feed to the system may comprise any mixture or separate feeding of C4 olefins and C4 paraffins, at least one of which contains isobutene and/or isobutane.Type: GrantFiled: August 17, 2009Date of Patent: October 23, 2012Assignee: Lummus Technology Inc.Inventors: Stephen Craig Arnold, Anne Mae Gaffney, Lawrence John Karas, Philip Jay Angevine, Chuen Yuan Yeh, Ruozhi Song
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Publication number: 20120232320Abstract: A method of producing a carrier used for a catalyst for oxidative dehydrogenation of n-butane; a method of producing a magnesium orthovanadate catalyst supported by the carrier; and a method of producing n-butene and 1,3-butadiene using the catalyst are described.Type: ApplicationFiled: March 8, 2012Publication date: September 13, 2012Applicant: SAMSUNG TOTAL PETROCHEMICALS CO., LTD.Inventors: Ho Won SONG, Ho Won LEE, Yeon Shick YOO, Young Jin CHO, Jin Suk LEE, Ho Sik JANG
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Patent number: 8188328Abstract: The present invention is an improved cyclic, endothermic hydrocarbon conversion process and a catalyst bed system for accomplishing the same. Specifically, the improved process comprises reacting a hydrocarbon with a multi-component catalyst bed in such a manner that the temperature within the catalyst bed remains within controlled temperature ranges throughout all stages of the process. The multi-component catalyst bed comprises a reaction-specific catalyst physically mixed with a heat-generating material.Type: GrantFiled: June 27, 2011Date of Patent: May 29, 2012Assignee: Sud-Chemie Inc.Inventors: Vladimir Fridman, Michael A. Urbancic
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Publication number: 20110245568Abstract: A method for the dehydrogenation of n-butene to form butadiene over a dehydrogenation catalyst with a butadiene yield of at least 40 mol % is disclosed. Embodiments involve operating the dehydrogenation reactor at a pressure of 1,000 mbar or less.Type: ApplicationFiled: April 27, 2011Publication date: October 6, 2011Applicant: Fina Technology, Inc.Inventors: Olga Khabashesku, James R. Butler, Dariusz Wachowicz
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Patent number: 8003840Abstract: This invention relates to a bismuth molybdate catalyst, a preparation method thereof, and a method of preparing 1,3-butadiene using the same, and to a bismuth molybdate catalyst, a preparation method thereof, and a method of preparing 1,3-butadiene using the same, in which 1,3-butadiene can be prepared through oxidative dehydrogenation directly using a C4 mixture including n-butene and n-butane as a reactant in the presence of a mixed-phase bismuth molybdate catalyst including ?-bismuth molybdate (Bi2Mo3On) and ?-bismuth molybdate (Bi2MoO6). According to this invention, the C4 raffinate, containing many impurities, is used as a reactant, without an additional n-butane separation process, thus obtaining 1,3-butadiene at high yield.Type: GrantFiled: March 16, 2007Date of Patent: August 23, 2011Assignees: SK Innovation Co., Ltd., SK Global Chemical Co., Ltd.Inventors: Seung Hoon Oh, Seong Jun Lee, Tae Jin Kim, Ahn Seop Choi, Young Min Chung, In Kyu Song, Ji Chul Jung, Hee Soo Kim
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Publication number: 20100216958Abstract: Isobutene, isoprene, and butadiene are obtained from mixtures of C4 and/or C5 olefins by dehydrogenation. The C4 and/or C5 olefins can be obtained by dehydration of C4 and C5 alcohols, for example, renewable C4 and C5 alcohols prepared from biomass by thermochemical or fermentation processes. Isoprene or butadiene can be polymerized to form polymers such as polyisoprene, polybutadiene, synthetic rubbers such as butyl rubber, etc. in addition, butadiene can be converted to monomers such as methyl methacrylate, adipic acid, adiponitrile, 1,4-butadiene, etc. which can then be polymerized to form nylons, polyesters, polymethylmethacrylate etc.Type: ApplicationFiled: February 24, 2010Publication date: August 26, 2010Inventors: Matthew W. Peters, Joshua D. Taylor, Leo E. Manzer, David E. Henton
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Patent number: 7683232Abstract: A process is disclosed for producing functionalized olefins from a fuel source including an organic compound including a functional group. Useful fuel sources include, for example, biofeedstocks (e.g., carbohydrates, triglycerides, polyols, and biodiesel). The process is preferably carried out by partial oxidation. The overall process can be carried out autothermally.Type: GrantFiled: May 25, 2005Date of Patent: March 23, 2010Assignee: Regents of the University of MinnesotaInventors: Lanny D. Schmidt, Ramanathan Subramanian
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Patent number: 7622623Abstract: An improved dehydrogenation catalyst bed system for olefin production utilizing classical processing techniques is disclosed.Type: GrantFiled: September 2, 2005Date of Patent: November 24, 2009Assignee: Sud-Chemie Inc.Inventors: Vladimir Fridman, Jay S. Merriam, Michael A. Urbancic
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Publication number: 20090088594Abstract: This invention relates to a bismuth molybdate catalyst, a preparation method thereof, and a method of preparing 1,3-butadiene using the same, and to a bismuth molybdate catalyst, a preparation method thereof, and a method of preparing 1,3-butadiene using the same, in which 1,3-butadiene can be prepared through oxidative dehydrogenation directly using a C4 mixture including n-butene and n-butane as a reactant in the presence of a mixed-phase bismuth molybdate catalyst including ?-bismuth molybdate (Bi2Mo3On) and ?-bismuth molybdate (Bi2MoO6). According to this invention, the C4 raffinate, containing many impurities, is used as a reactant, without an additional n-butane separation process, thus obtaining 1,3-butadiene at high yield.Type: ApplicationFiled: March 16, 2007Publication date: April 2, 2009Applicant: Sk Energy Co., LtdInventors: Seung Hoon Oh, Seong Jun Lee, Tae Jin Kim, Ahn Seop Choi, Young Min Chung, In Kyu Song, Ji Chul Jung, Hee Soo Kim
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Patent number: 7262334Abstract: A process for the production of a reaction product including a carbon containing compound. The process includes providing a film of a fuel source including at least one organic compound on a wall of a reactor, contacting the fuel source with a source of oxygen, forming a vaporized mixture of fuel and oxygen, and contacting the vaporized mixture of fuel and oxygen with a catalyst under conditions effective to produce a reaction product including a carbon containing compound. Preferred products include ?-olefins and synthesis gas. A preferred catalyst is a supported metal catalyst, preferably including rhodium, platinum, and mixtures thereof.Type: GrantFiled: July 15, 2003Date of Patent: August 28, 2007Assignee: Regents of the University of MinnesotaInventors: Lanny D. Schmidt, Jakob J. Krummenacher, Kevin N. West
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Patent number: 7045671Abstract: A process for catalytic dehydrogenation of a dehydrogenatable hydrocarbon process stream to the corresponding olefin or olefins, the process comprising contacting the dehydrogenatable hydrocarbon process stream under dehydrogenation conditions with a mesoporous zeotype catalyst having an intra-crystalline, non-crystallographic mesopore system and a mesopore volume of the zeotype crystals above 0.25 ml/g and comprising at least one element belonging to Groups 5–14 in the Periodic Table of the Elements (new notation). The invention also comprises a catalyst for use in the above process.Type: GrantFiled: November 21, 2003Date of Patent: May 16, 2006Assignee: Haldor Topsoe A/SInventors: Iver Schmidt, Anne Krogh, Claus Hviid Christensen
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Patent number: 7034195Abstract: The invention relates to a process for preparing butadiene from n-butane comprising the steps (A) providing an n-butane-containing feed gas stream, (B) feeding the n-butane-containing feed gas stream into a first dehydrogenation zone and nonoxidatively catalytically dehydrogenating n-butane to 1-butene, 2-butene and optionally butadiene to obtain a first product gas stream comprising n-butane, 1-butene and 2-butene, with or without butadiene and secondary components, (C) feeding the first product gas stream comprising n-butane, 1-butene and 2-butene, with or without butadiene and secondary components, into a second dehydrogenation zone and oxidatively dehydrogenating 1-butene and 2-butene to butadiene to give a second product gas stream comprising butadiene, n-butane and steam, with or without secondary components, (D) recovering butadiene from the second product gas stream.Type: GrantFiled: July 10, 2003Date of Patent: April 25, 2006Assignee: BASF AktiengesellschaftInventors: Götz-Peter Schindler, Christian Walsdorff, Klaus Harth, Hartmut Hibst
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Publication number: 20040116760Abstract: A gel composition substantially contained within the pores of a solid material is disclosed for use as a catalyst or as a catalyst support in dehydrogenation and dehydrocyclization processes.Type: ApplicationFiled: November 21, 2003Publication date: June 17, 2004Inventors: Kostantinos Kourtakis, Leo Ernest Manzer
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Patent number: 6582589Abstract: The present invention relates to a new catalyst support material comprising a mixed oxide consisting essentially of a divalent metal and a trivalent metal in a substantially homogeneous phase, the mixed oxide being a calcination product of a hydrotalcite-like phase calcinated at a temperature of about 700-1200° C., wherein the divalent metal/trivalent metal molar ratio is greater than or equal to 2. The invention also relates to a process of preparing the support. The invention further provides a catalyst for dehydrogenation which includes a transition metal selected from the first row of transition metals of the periodic table and/or a Group VIII metal impregnated on the new catalyst support material. The invention also provides a process for dehydrogenation of light alkanes using the catalyst.Type: GrantFiled: November 6, 2001Date of Patent: June 24, 2003Assignee: Oen Norske Stats Oljeselskap A.S.Inventors: Erling Rytter, Duncan Akporiaye, Unni Olsbye
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Patent number: 6531631Abstract: A process for producing olefins and carboxylic acids from lower alkanes using a mixed metal oxide catalytic system comprising a catalyst having the formula MoaVbAlcXdYeOz wherein: X is at least one element selected from the group consisting of W and Mn; Y is at least one element selected from the group consisting of Pd, Sb, Ca, P, Ga, Ge, Si, Mg, Nb, and K; a is 1; b is 0.01 to 0.9; c is >0 to 0.2; d is >0 to 0.5; e is >0 to 0.5; and z is an integer representing the number of oxygen atoms required to satisfy the valency of Mo, V, Al, X, and Y.Type: GrantFiled: April 28, 2000Date of Patent: March 11, 2003Assignee: Saudi Basic Industries CorporationInventors: Khalid Karim, Mohammad H. Al-Hazmi, Asad Ahmad Khan, Syed Irshad Zaheer
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Publication number: 20030040655Abstract: A catalyst useful for the production of olefins from alkanes via oxidative dehydrogenation (ODH) is disclosed. The catalyst includes an oxide selected from the group containing alumina, zirconia, titania, yttria, silica, niobia, and vanadia. The catalyst does not contain any unoxidized metals; it is activated by higher preheat temperatures. As a result, similar conversions are achieved at a considerably lower cost.Type: ApplicationFiled: March 26, 2002Publication date: February 27, 2003Applicant: Conoco Inc.Inventors: Lisa M. Budin, Larry M. Meyer
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Patent number: 6323383Abstract: A process for the synthesis of chemical industrial feedstock and high-octane fuel, wherein calcium phosphate which is controlled in the molar Ca/P ratio and/or one which contains an activating metal (M) at a molar (Ca+M)/P ratio of 1 to 2 is used as the catalyst and ethanol is used as the feedstock.Type: GrantFiled: September 27, 2000Date of Patent: November 27, 2001Assignee: Kabushiki Kaisha SangiInventors: Takashi Tsuchida, Kiminori Atsumi, Shuji Sakuma, Tomoyuki Inui
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Patent number: 6280608Abstract: This invention relates to a layered catalyst composition, a process for preparing the composition and processes for using the composition. The catalyst composition comprises an inner core such as alpha-alumina, and an outer layer bonded to the inner core composed of an outer refractory inorganic oxide such as gamma-alumina. The outer layer has uniformly dispersed thereon a platinum group metal such as platinum and a promoter metal such as tin. The composition also contains a modifier metal such as lithium. The catalyst composition shows improved durability and selectivity for dehydrogenating hydrocarbons.Type: GrantFiled: May 30, 2000Date of Patent: August 28, 2001Assignee: UOP LLCInventors: Robert H. Jensen, Jeffery C. Bricker, Qianjun Chen, Masaru Tatsushima, Kenji Kikuchi, Masao Takayama, Koji Hara, Isao Tsunokuma, Hiroyuki Serizawa
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Patent number: 6187985Abstract: A process for dehydrogenating C5-C22 aliphatic hydrocarbons to the corresponding olefinic hydrocarbons is carried out in the presence of a catalyst comprising at least one support, at least one metal from group VIII of the periodic table and at least one additional element M selected from the group formed by germanium, tin, lead, rhenium, gallium, indium, and thallium. The process is characterized in that the catalyst is prepared using a process in which said metal M is introduced in an aqueous solvent in the form of at least one organometallic compound comprising at least one carbon-M bond.Type: GrantFiled: October 30, 1998Date of Patent: February 13, 2001Assignee: Institut Francais du PetroleInventors: Fabienne Le Peltier, Blaise Didillon, Olivier Clause
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Patent number: 5837127Abstract: A hydrocarbon feedstock is cracked, and then the cracker product is compressed and separated into various hydrocarbon fractions including a stream containing hydrocarbons more highly unsaturated than mono-olefins. That stream is used for transhydrogenation with at least one paraffin and the products from transhydrogenation are combined with the cracker product before the compression thereof.Type: GrantFiled: June 23, 1995Date of Patent: November 17, 1998Assignee: Institut Francais du PetroleInventors: Arthur Gough, Stephen Keith Turner, Jane Mercer, Edmund Hugh Stitt
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Patent number: 5811622Abstract: A process for the dehydrogenation of a dehydrogenatable hydrocarbon by (1) contacting the dehydrogenatable hydrocarbon with a liquid alkali metal in a dehydrogenation zone to produce a stream containing a dehydrogenated hydrocarbon and an unconverted dehydrogenatable hydrocarbon, and an alkali metal hydride; (2) heating the alkali metal hydride to produce a heated liquid alkali metal and hydrogen; (3) recycling the heated liquid alkali metal to the dehydrogenation zone; (4) contacting the stream containing dehydrogenated hydrocarbon and unconverted dehydrogenatable hydrocarbon with a selective adsorbent to produce a stream containing dehydrogenated hydrocarbon and a stream containing an unconverted hydrogenatable hydrocarbon; (5) recycling the stream of the unconverted dehydrogenatable hydrocarbon to the dehydrogenation zone; and (6) recovering the stream containing dehydrogenated hydrocarbon.Type: GrantFiled: September 27, 1996Date of Patent: September 22, 1998Assignee: UOPInventor: Anil R. Oroskar
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Patent number: 5728917Abstract: Disclosed are ruthenium and osmium carbene compounds which are stable in the presence of a variety of functional groups and which can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins. Specifically, the present invention relates to carbene compounds of the formula ##STR1## wherein: M is Os or Ru; R and R.sup.1 are independently selected from hydrogen and functional groups C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkyl, aryl, C.sub.1 -C.sub.20 carboxylate, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 alkenyloxy, C.sub.2 -C.sub.20 alkynyloxy, aryloxy, C.sub.2 -C.sub.20 alkoxycarbonyl, C.sub.1 -C.sub.20 alkylthio, C.sub.1 -C.sub.20 alkylsulfonyl or C.sub.1 -C.sub.20 alkylsulfinyl; each optionally substituted with C.sub.1 -C.sub.5 alkyl, a halogen, C.sub.1 -C.sub.5 alkoxy or with a phenyl group optionally substituted with a halogen, C.sub.1 -C.sub.5 alkyl or C.sub.1 -C.sub.5 alkoxy; X and X.sup.Type: GrantFiled: October 30, 1995Date of Patent: March 17, 1998Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, SonBinh T. Nguyen
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Patent number: 5672801Abstract: The present invention concerns a regeneration process for a catalyst containing at least one metallic element selected from the group formed by platinum, palladium, ruthenium, rhodium, osmium, iridium and nickel, preferably platinum, on a refractory oxide based support, which has been deactivated by coke deposition. The regeneration process is characterised in that said regeneration consists of treatment with a gas containing at least chlorine and molecular oxygen, at a temperature between 20.degree. C. and 800.degree. C. and a total gas flow rate, expressed in litres of gas per hour and per gram of catalyst, of between 0.05 and 20. The process at least restores the initial catalytic properties of the catalyst.Type: GrantFiled: August 6, 1996Date of Patent: September 30, 1997Assignee: Institut Francais Du PetroleInventor: Blaise Didillon
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Patent number: 5648582Abstract: 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: GrantFiled: November 30, 1995Date of Patent: July 15, 1997Assignee: Regents of the University of MinnesotaInventors: Lanny D. Schmidt, Daniel A. Hickman
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Patent number: 5639926Abstract: A process for producing a branched chain olefin which comprises isomerising and transhydrogenating a hydrocarbon stream containing at least one straight chain paraffin of 4 or more carbon atoms by contacting the same at elevated temperature with a stream containing a hydrogen acceptor that is more highly unsaturated than a mono-olefin to produce a stream containing at least one branched chain olefin product. The product is separated to give a stream depleted of the product. The thus depleted stream is recycled to the isomerising and transhydrogenating stages. The hydrogen acceptor stream may comprise a diene and/or acetylene.Type: GrantFiled: January 4, 1995Date of Patent: June 17, 1997Assignee: Institut Francais Du PetroleInventors: Stephen Keith Turner, Arthur Gough
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Patent number: 5585530Abstract: A process for the production of olefins comprises dehydrogenating at least one hydrogen-donor hydrocarbon that is essentially free from olefinic unsaturation, e.g. a paraffin, in the presence of a dehydrogenation catalyst and in the presence of at least one hydrogen-acceptor hydrocarbon that is more highly unsaturated than a mono-olefin, e.g. a diene and/or acetylene, under conditions effective to cause at least part of said hydrogen-donor hydrocarbon to be dehydrogenated and at least part of the hydrogen-acceptor to be hydrogenated. The amount of hydrogen-acceptor is such that there are 0.5 to 20 moles of said hydrogen-donor for each mole of hydrogen-acceptor. Preferably the amount of said hydrogen-acceptor hydrocarbon hydrogenated is such that the heat of hydrogenation of said hydrogen-acceptor hydrocarbon provides at least 25% of the heat required for dehydrogenation of said hydrogen-donor hydrocarbon. In a preferred form of the invention, a hydrocarbon stream containing a hydrogen-acceptor is a C.sub.Type: GrantFiled: June 8, 1994Date of Patent: December 17, 1996Assignee: Institut Francais Du PetroleInventors: Arthur Gough, Stephen K. Turner
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Patent number: 5437782Abstract: The present invention relates to an integrated fluid coking/paraffin dehydrogenation process. The fluid coking unit is comprised of a fluid coker reactor, a heater, and a gasifier. Solids from the fluidized beds are recycled between the coking zone and the heater and between the heater and the gasifier. A separate stream of hot solids from the gasifier is passed to a satellite reactor. A light paraffin stream is introduced into directly into this stream of hot solids passing to the satellite reactor or into the satellite reactor. The hot particles act to catalyze the dehydrogenation of the paraffins to olefins.Type: GrantFiled: October 27, 1993Date of Patent: August 1, 1995Assignee: Exxon Research and Engineering CompanyInventors: Michael C. Kerby, Roby Bearden, Jr., Stephen M. Davis
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Patent number: 5435905Abstract: An integrated fluid coking/paraffin dehydrogenation process. The fluid coking unit is comprised of a fluid coker reactor, a heater, and a gasifier. Solids from the fluidized beds are recycled between the coking zone and the heater and between the heater and the gasifier. A separate stream of hot solids from the gasifier is passed to the scrubbing zone after first being reduced in temperature by introduction of an effective amount of diluent, such as steam. A light paraffin stream is introduced into this stream of hot solids between the point where the diluent is added and the scrubbing zone. The hot particles act to catalyze the dehydrogenation of paraffins to olefins.Type: GrantFiled: October 27, 1993Date of Patent: July 25, 1995Assignee: Exxon Research and Engineering CompanyInventors: Stephen M. Davis, Michael C. Kerby, Roby Bearden, Jr.
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Patent number: 5386074Abstract: Barium peroxide in which has been incorporated a transition metal compound is used as a catalyst for the oxidative dehydrogenation of organic compounds in the presence of terminal oxidants.Type: GrantFiled: July 30, 1993Date of Patent: January 31, 1995Assignee: Sun Company, Inc. (R&M)Inventors: Vincent A. Durante, James E. Lyons, Darrell W. Walker
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Patent number: 4995963Abstract: A crystalline, galliosilicate molecular sieve having the zeolite L type structure and the following composition expressed in terms of oxide mole ratios in the anhydrous state:Ga.sub.2 O.sub.3 :xSiO.sub.2 :yM.sub.2 O:zK.sub.2 Owhere M is an alkali metal other than potassium, preferably sodium, x equals at least 3.0, preferably 4 to 10, y equals 0 to 0.9, z equals 0.1 to 1.0, and y+z equals about 1.0. The crystalline, galliosilicate molecular sieve of the invention may be employed, after reducing its alkali metal content, as a component of a catalyst which can be used in a variety of chemical conversion processes, preferably hydrocarbon conversion processes, and most preferably hydrocracking and isomerization processes.Type: GrantFiled: January 16, 1990Date of Patent: February 26, 1991Assignee: Union Oil Company of CaliforniaInventor: Mario L. Occelli
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Patent number: 4982028Abstract: Non-acid microporous crystalline indium containing materials are combined with Group VIII metal such as platinum to produce catalysts which exhibit high selectivity for dehydrocyclization of C.sub.5.sup.+ paraffins and which exhibit little, if any, cracking activity for hexane and heptane.Type: GrantFiled: September 5, 1989Date of Patent: January 1, 1991Assignee: Mobil Oil CorporationInventors: Ralph M. Dessau, Ernest W. Valyocsik
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Patent number: 4973779Abstract: A hydrocarbon conversion process which utilizes a novel catalytic composite is disclosed. The catalyst composite comprises a platinum group metal component, a first modifier selected from Group IA and IIA elements of the Periodic Table, a second modifier component selected from the group of elements consisting of palladium, iridium, and osmium, and a third modifier component selected from the elements of Group IVA of the Periodic Table of the Elements. All of the catalytic components are located on a refractory oxide support having a nominal diameter (d) of from 50 to 10,000 microns. The catalytic composite is characterized in that the second modifier components is surface-impregnated upon the support in such a manner that the average concentration of the surface-impregnated second modifier component on the outside 0.2d micron catalyst layer is at least 2 times the average concentration of the second modifier component in 0.Type: GrantFiled: November 9, 1989Date of Patent: November 27, 1990Assignee: UOPInventors: Tamotsu Imai, Hayim Abrevaya
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Patent number: 4950830Abstract: A process for dehydrogenation of aliphatic and alicyclic hydrocarbon compounds and aliphatic and alicyclic substituted aromatic hydrocarbon compounds to form unsaturated aliphatic and alicyclic hydrocarbon chains. The catalyst is mixed basic metal oxide catalyst, one preferred catalyst is boron/alkali metal promoted metal oxide. Reaction of ethylbenzene according to this invention results in conversion to styrene.Type: GrantFiled: November 21, 1988Date of Patent: August 21, 1990Assignee: Institute of Gas TechnologyInventors: Erek J. Erekson, Anthony L. Lee
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Patent number: 4921946Abstract: A hydrocarbon conversion process is disclosed which extends the useful life of a regenerable zeolite-containing hydrocarbon conversion catalyst. In one aspect of this process, a hydrocarbon feed containing fluorides is passed through a fluoride removal system which reduces the fluoride concentration of the feed to below 100 ppb. The hydrocarbon feed containing less than 100 ppb fluorine is then converted over a regenerable zeolite-containing hydrocarbon conversion catalyst. The zeolite-containing hydrocarbon conversion catalyst is regenerated with an oxygen-containing gas stream as necessary to burn off carbonaceous deposits on the catalyst so as to return the zeolite catalyst to a high level of activity.Type: GrantFiled: November 1, 1988Date of Patent: May 1, 1990Assignee: UOPInventors: Joseph A. Kocal, David C. Martindale, Paul J. Kuchar
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Patent number: 4914249Abstract: Dehydrogenatable hydrocarbons may be subjected to a dehydrogenation reaction in which the hydrocarbons such as ethylbenzene are contacted with a dehydrogenation catalyst comprising a modified iron compound in the presence of steam. The reaction mixture effluent containing unconverted hydrocarbons, dehydrogenatable hydrocarbon, hydrogen and steam is then contacted with an oxidation catalyst in a second oxidation zone whereby hydrogen is selectively oxidized to the substantial exclusion of oxidation of the hydrocarbon. The selective oxidation catalyst which is employed is prepared in a two-step process in which a compound containing a noble metal of Group VIII of the Periodic Table and a compound containing a metal of Group IVA of the Periodic Table is impregnated on a porous inorganic support such as alumina. The impregnated support is then calcined and subjected to a second step impregnation in which the support is impregnated with a solution of a compound containing lithium.Type: GrantFiled: December 29, 1988Date of Patent: April 3, 1990Assignee: UOPInventor: Bryan L. Benedict
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Patent number: 4827072Abstract: A novel catalytic composite comprising a platinum group metal component; a modifier metal component selected from the group consisting of a tin component, germanium component, rhenium component and mixtures thereof; an optional alkali or alkaline earth metal component or mixtures thereof, an optional halogen component, and an optional catalytic modifier component on a refractory oxide support having a nominal diameter of at least about 850 microns. The distribution of the platinum group metal component is such that the platinum group component is surface-impregnated where substantially all of the platinum group metal component is located at most within a 400 micron exterior layer of the support. The effective amount of the modifier metal component is uniformly dispersed throughout the refractory oxide support.Type: GrantFiled: July 20, 1988Date of Patent: May 2, 1989Assignee: UOP Inc.Inventors: Tamotsu Imai, Hayim Abrevaya, Jeffery C. Bricker, Deng-Yang Jan
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Patent number: 4812597Abstract: Dehydrogenatable hydrocarbons may be subjected to a dehydrogenation reaction in which the hydrocarbons such as ethylbenzene are treated with a dehydrogenation catalyst comprising a modified iron catalyst in the presence of steam. The reaction mixture containing unconverted ethylbenzene, styrene, hydrogen and steam is then contacted with an oxidation catalyst in a second zone whereby hydrogen is selectively oxidized to the substantial exclusion of oxidation of the hydrocarbon. The selective oxidation catalyst which is employed will comprise a noble metal of Group VIII of the Periodic Table, a metal of Group IVA and, if so desired, a metal of Group IA or IIA composited on a porous inorganic support such as alumina.Type: GrantFiled: September 2, 1987Date of Patent: March 14, 1989Assignee: UOP Inc.Inventors: Tamotsu Imai, Jeffery C. Bricker
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Patent number: 4720336Abstract: A catalytic reactor system for effecting the contact of a reactant stream with catalyst particles that are movable by gravity flow through the system, which comprises in combination: (a) a vertically elongated confined reaction chamber; (b) a catalyst loading chamber having a fixed volume located outside of and generally overhead of the reaction chamber whereby fresh catalyst particles gravitationally flow downward into the chamber; (c) concentrically spaced apart wall members which provide an annular-form catalyst-retaining section that is spaced inwardly from the wall of the reaction chamber to additionally provide a manifold space around the section and a cylindrical center pipe volume, the wall members having a perforate screen lower end and an imperforate upper end wherein the imperforate upper end defines a portion of the annular-form catalyst-retaining section having a volume of greater than about 100% of the catalyst loading chamber; (d) an imperforate cover means over the annular-form catalyst-retainType: GrantFiled: September 10, 1986Date of Patent: January 19, 1988Assignee: UOP Inc.Inventors: Bipin V. Vora, Norman H. Scott
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Patent number: 4704495Abstract: A novel shape selective metal catalyst can be prepared by incorporating a metallic catalyst component such as platinum, palladium, or nickel into a member of a novel class of zeolites, said zeolites characterized by a silica to alumina mole ratio of at least 12 and a constraint index within the approximate range of 1 to 12, and then reducing the combined metal-zeolite in the presence of unsaturated hydrocarbon compounds with or without hydrogen at high temperatures.Type: GrantFiled: March 20, 1986Date of Patent: November 3, 1987Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 4677237Abstract: A novel dehydrogenation process is disclosed. This process comprises contacting dehydrogenatable hydrocarbons with a catalytic composite comprising a platinum component, a tin component, a potassium component, a lithium component, and an alumina support, wherein the lithium to potassium atomic ratio of said catalytic composite is in the range of from 3:1 to 5:1. The process of the invention has particular utility for the dehydrogenation of C.sub.3 -C.sub.30 paraffins.Type: GrantFiled: November 14, 1986Date of Patent: June 30, 1987Assignee: UOP Inc.Inventors: Tamotsu Imai, Hayim Abrevaya
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Patent number: 4675465Abstract: A process using hydrogen dissolving metals, alloys and intermetallic compounds to drive otherwise thermodynamically unfavorable dehydrogenation reactions is disclosed. The process comprises the steps of selecting an organic reactant comprising carbon and hydrogen, and exposing the organic reactant to a material at a temperature and pressure sufficient to remove at least one hydrogen from one said organic reactant and to form a material hydride, the material being selected from the group of metals, alloys and intermetallic compounds having a negative standard free energy of formation for a hydrided product MH.sub.y, where M is the material, H is hydrogen and y is a non-zero number between 0 and about 4 and represents the total hydrogen to material atom ratio wherein the standard free energy change for the reaction of the organic rectant in the present of the material to remove at least one hydrogen atom therefrom and from the material hydride is negative.Type: GrantFiled: December 30, 1985Date of Patent: June 23, 1987Assignee: Allied CorporationInventors: Anthony J. Fanelli, Arnulf J. Maeland, Robert W. Armbrust, George Rak
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Patent number: 4665267Abstract: Alkanes are dehydrogenated to alkenes, for example n-butane to n-butenes by contact with a catalyst comprising a silicalite and a platinum group metal the catalyst being substantially free of alkali and alkaline earth metals. The selectivity of the product to butenes is improved by either presulphiding the catalyst or by passing a minor amount of a sulphur-containing compound with the alkane feed.The catalyst can be prepared by either forming the silicalite in the presence of the platinum group metal or alternatively contacting preformed silicalite with a solution of a platinum group metal.Type: GrantFiled: July 17, 1986Date of Patent: May 12, 1987Assignee: The British Petroleum CompanyInventor: Sami A. I. Barri