Hydrogenation Of Diolefin Or Triple Bond Patents (Class 585/259)
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Patent number: 12187673Abstract: An integrated apparatus for hydrogenating olefins wherein the hydrogen stream is generated from the electrolysis of water is described. Water is derived from a first reaction step wherein a first feed stream comprising oxygenated hydrocarbons is reacted to produce a first reacted product stream comprising olefins and a second reacted product stream comprising water. The second reacted product stream is electrolyzed to produce an electrolyzer product stream comprising hydrogen. Hydrogen is used to hydrogenate olefins. A paraffin stream can be obtained from the hydrogenated effluent.Type: GrantFiled: March 7, 2024Date of Patent: January 7, 2025Assignee: UOP LLCInventors: Manuela Serban, Chunqing Liu, Ashish Mathur, Saikrishna Laxmirajam Gosangari, Charles Luebke, Eseoghene Jeroro, Chad R. Huovie
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Patent number: 11731924Abstract: A method for operating an acetylene hydrogenation unit of a steam cracking system that integrates a fluidized catalytic dehydrogenation (FCDh) effluent from a fluidized catalytic dehydrogenation (FCDh) system may include separating a cracked gas from the steam cracking system into at least a hydrogenation feed comprising at least acetylene, CO, and hydrogen, introducing the FCDh effluent to the separation system, combining the FCDh effluent with the cracked gas upstream of the separation system, or both. The method may include hydrogenating acetylene in the hydrogenation feed. Elevated CO concentration in the hydrogenation feed due to the FCDh effluent may reduce a reaction rate of acetylene hydrogenation. The acetylene hydrogenation unit may operate at an elevated temperature relative to normal operating temperatures when the portion of the FCDh effluent is not integrated, such that a concentration of acetylene in the hydrogenated effluent is less than a threshold acetylene concentration.Type: GrantFiled: June 8, 2020Date of Patent: August 22, 2023Assignee: Dow Global Technologies LLCInventors: Hangyao Wang, Lin Luo, Yu Liu, Matthew T. Pretz, Andrzej Malek
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Patent number: 11306045Abstract: A method to recover refrigeration credit from propane feed to a propane dehydrogenation reactor by fully condensing a Depropanizer overhead stream, letting the condensed stream down in pressure, and vaporizing the stream at lower pressure against process streams to recover refrigeration credit.Type: GrantFiled: September 10, 2020Date of Patent: April 19, 2022Assignee: KELLOGG BROWN & ROOT LLCInventor: Rian Reyneke
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Patent number: 11298690Abstract: A catalyst including an amorphous matrix of a metallic glass including iron and phosphorous; wherein when the catalyst performs a catalytic reaction with a reactant, the metallic glass catalyst activates at least some of the reactant, and at least a portion of the catalyst at a surface of the metallic glass matrix transforms to a surface layer including a material property different from that of the metallic glass matrix being covered by the surface layer; and wherein the surface layer is arranged to maintain an amorphous structure of the metallic glass matrix and to facilitate the catalytic reaction to occur at the surface layer.Type: GrantFiled: June 21, 2019Date of Patent: April 12, 2022Assignee: City University of Hong KongInventors: Jian Lu, Zhe Jia, Qing Wang
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Patent number: 11084000Abstract: The invention is an improved method of making a carbon molecular sieve (CMS) membrane in which a polyimide precursor polymer is pyrolyzed to form a carbon molecular sieve membrane by heating, in a furnace, said polyimide precursor polymer to a final pyrolysis temperature of 600 C to 700 C at a pyrolysis heating rate of 3 to 7 C/minute from 400 C to the final pyrolysis temperature, the final pyrolysis temperature being held for a pyrolysis time of at most 60 minutes in a non-oxidizing atmosphere. In a particular embodiment, the cooling rate from the pyrolysis temperature is accelerated by methods to remove heat. The CMS membranes have shown an improved combination of selectivity and permeance as well as being particularly suitable to separate gases in gas streams such methane from natural gas, oxygen from air and ethylene or propylene from light hydrocarbon streams.Type: GrantFiled: March 2, 2017Date of Patent: August 10, 2021Assignees: Dow Global Technologies LLC, Georgia Tech Research CorporationInventors: John Hessler, William J. Koros, Liren Xu, Mark K. Brayden, Marcos V. Martinez
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Patent number: 10781383Abstract: Methods and systems for treating pygas are disclosed. Methods include depentanizing the pygas to produce a C5 stream and a C6+ stream before hydrotreating the C6+ stream, to integrate the processing of pygas with the production of isoprene, piperylene, and dicyclopentadiene. Systems include a depentanizer added before a pygas hydrotreatment unit.Type: GrantFiled: March 28, 2017Date of Patent: September 22, 2020Assignee: SABIC GLOBAL TECHNOLOGIES B.V.Inventors: Fares Alabbad, Mohamed Sabri Abdelghani, Ernesto Uehara
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Patent number: 10737992Abstract: Methods of forming propylene and alkylate are provided. The methods may include providing a stream that includes n-butenes, and contacting the stream with ethylene in the presence of a disproportionation catalyst to form a stream that includes propylene. Propylene then may be removed from the stream, and the stream may be disposed in an alkylation unit to form alkylate.Type: GrantFiled: March 6, 2019Date of Patent: August 11, 2020Assignee: Lyondell Chemical Technology, L.P.Inventors: Daniel F. White, Lei Zhang
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Patent number: 10562829Abstract: A process is disclosed for polishing a relatively highly pure stream of aromatic material bound for use as a petrochemical feedstock wherein the stream includes olefins and especially concerning, diolefins. The process comprises hydrotreating the highly pure aromatic stream with an unsulfided cobalt molybdenum catalyst that has low saturating activity for the aromatic but is active for saturating olefins and diolefins.Type: GrantFiled: December 6, 2018Date of Patent: February 18, 2020Assignee: Phillips 66 CompanyInventors: Tushar Choudhary, Tu N. Pham, Sundararajan Uppili
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Patent number: 10144883Abstract: Embodiments of apparatuses and methods for desulfurization of naphtha are provided. In one example, a method comprises fractionating a partially hydrodesulfurized, olefin-enriched naphtha stream in a first vapor-liquid contacting chamber to form a partially hydrodesulfurized, H2S-depleted, olefin-enriched naphtha stream. The partially hydrodesulfurized, H2S-depleted, olefin-enriched naphtha stream is contacted with a hydrotreating catalyst to form an additionally hydrodesulfurized, olefin-enriched naphtha stream. The additionally hydrodesulfurized, olefin-enriched naphtha stream is fractionated in a second vapor-liquid contacting chamber to form a hydrodesulfurized, H2S-depleted, olefin-enriched naphtha product stream. The first and second vapor-liquid contacting chambers are enclosed in a split shell stripper vessel and separated by a dividing wall.Type: GrantFiled: November 14, 2013Date of Patent: December 4, 2018Assignee: UOP LLCInventors: Sarathsatyakalyan Konda, Krishnan Vaidyanathan, Venkat Ram Naidu Pandranki
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Patent number: 10099205Abstract: Disclosed are a catalyst, its preparation and use in selective hydrogenation, which catalyst has a porous support grain on which are deposited palladium and silver, and at least one alkali and/or alkaline earth metal; the porous support contains a refractory silica, alumina and/or silica-alumina oxide, where at least 80 wt. % of the palladium is distributed in a crust at the periphery of the support, and at least 80 wt. % of the silver is distributed in a crust at the periphery of the support, the local content of palladium at each point along the diameter of the grain follows the same course as the local content of silver.Type: GrantFiled: December 6, 2016Date of Patent: October 16, 2018Assignee: IFP Energies NouvellesInventors: Amandine Cabiac, Vincent Zozaya, Alexandre Chambard, Cecile Thomazeau
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Patent number: 9957448Abstract: The present application concerns a process for the treatment of a gasoline containing sulphur-containing compounds and olefins, with the following steps: a) a step for hydrodesulphurization of said gasoline in order to produce an effluent which is depleted in sulphur by passing the gasoline mixed with hydrogen over at least one hydrodesulphurization catalyst; b) a step for separating the partially desulphurized gasoline from the hydrogen introduced in excess as well as the H2S formed during step a); c) a catalytic step for sweetening desulphurized gasoline obtained from step b), which converts residual mercaptans into thioethers via an addition reaction with the olefins.Type: GrantFiled: June 17, 2014Date of Patent: May 1, 2018Assignee: IFP ENERGIES NOUVELLESInventors: Julien Gornay, Philibert LeFlaive, Annick Pucci, Olivier Touzalin
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Patent number: 9914676Abstract: A process includes hydrogenating, in a reaction zone, a highly unsaturated hydrocarbon received from a hydrocarbon stream to yield a product having an unsaturated hydrocarbon, the hydrogenating step occurring in the presence of a hydrogenation catalyst which has a selectivity for conversion of the highly unsaturated hydrocarbon to the unsaturated hydrocarbon of about 90 mol % or greater based on the moles of the highly unsaturated hydrocarbon which are converted to the product, the hydrogenating step occurring in a reaction zone under conditions which include a flow index (IF) in a range of about 0.09 to about 35, wherein the IF is defined as: I F = F × [ CO ] V , wherein F is the flow rate of the hydrocarbon stream into the reaction zone in units of kg/h, [CO] is the concentration of carbon monoxide in the hydrocarbon stream in units of mol %, and V is the volume of the reaction zone in units of ft3.Type: GrantFiled: August 8, 2017Date of Patent: March 13, 2018Assignee: Chevron Phillips Chemical Company LPInventors: Joseph Bergmeister, III, Tin-Tack Peter Cheung, Zongxuan Hong, Timothy O. Odi, Charles D. Nolidin, Thomas J. Gonzales, Jennifer L. Nill, David W. Dockter
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Patent number: 9796935Abstract: The invention concerns a method for selectively hydrogenating a hydrocarbon charge containing at least two carbon atoms per molecule, having a final boiling point which is less than or equal to 250° C., and comprising at least one polyunsaturated compound, wherein the charge, in the presence of hydrogen, is brought into contact with at least one catalyst comprising a carrier and an active metal phase deposited on the carrier, the active metal phase comprising iron and at least one metal selected from zinc and copper in a molar ratio of Fe:(Zn and/or Cu) of between 0.35 and 0.99.Type: GrantFiled: September 19, 2014Date of Patent: October 24, 2017Assignee: IFP Energies NouvellesInventors: Fabien Corvaisier, Antoine Fecant, Cecile Thomazeau, Pascal Raybaud, Yves Schuurman, David Farrusseng
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Patent number: 9567272Abstract: A process is presented for the production of light olefins. The process provides for the separation of the effluent stream from a catalytic cracking process into a stream having light olefins and a stream having heavier hydrocarbons. The heavier stream is oligomerized to generate an oligomer stream having heavier hydrocarbons, and then separated into a stream to be passed to the catalytic cracking process, and a stream to be passed to a reforming unit.Type: GrantFiled: June 26, 2014Date of Patent: February 14, 2017Assignee: UOP LLCInventors: Robert L. Mehlberg, Michael R. Smith, Trung Pham
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Patent number: 9545610Abstract: Oxidative dehydrogenation of paraffins to olefins provides a lower energy route to produce olefins. Oxidative dehydrogenation processes may be integrated with a number of processes in a chemical plant such as polymerization processes, manufacture of glycols, and carboxylic acids and esters. Additionally, oxidative dehydrogenation processes can be integrated with the back end separation process of a conventional steam cracker to increase capacity at reduced cost.Type: GrantFiled: March 4, 2013Date of Patent: January 17, 2017Assignee: NOVA Chemicals (International) S.A.Inventors: Vasily Simanzhenkov, Leonid Modestovich Kustov, Aleksey Victorovich Kucherov, Elena Dmitrievna Finashina, Xiaoliang Gao, Edward Christopher Foy, Claire Jeannine Ennis
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Patent number: 9346720Abstract: The present invention relates to a process for isomerizing linear alpha-olefins having from 4 to 8 carbon atoms over a heterogeneous catalyst, wherein the catalyst comprises a hydrogenation metal and a selectivity promoter selected from among selenium and tellurium on a support, and also a process for preparing 1-olefins by a metathesis reaction of 2-olefins with ethene, wherein the 2-olefins are prepared by the above mentioned isomerization process.Type: GrantFiled: April 27, 2012Date of Patent: May 24, 2016Assignee: BASF SEInventors: Stefan Iselborn, Michael Hesse, Piotr Makarczyk
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Patent number: 9328037Abstract: A process for making linear alkyl aromatics is described. The process involves preparing the paraffin feed by dehydrogenating normal paraffins, selectively hydrogenating any diolefins, and adsorbing any aromatics to form an olefin feed. The olefin feed is contacted with an aromatic feed in the presence of an ionic liquid catalyst to form a mixture of alkylated aromatics. The ionic liquid catalyst is separated from the mixture of alkylated aromatics by gravity, and any ionic liquid retained in the alkylated aromatics is removed by adsorption or extraction. The mixture of alkylated aromatics is then separated into monoalkylated aromatics and dialkylated aromatics.Type: GrantFiled: July 9, 2014Date of Patent: May 3, 2016Assignees: UOP LLC, BORESKOV INSTITUTE OF CATALYSISInventors: Mark G. Riley, Alakananda Bhattacharyya, Nikolay Yu. Adonin, Mariya N. Timofeeva, Sergey A. Prikhodko, Bair S. Bal'zhinimaev
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Patent number: 9067851Abstract: A selective hydrogenation method is particularly effective in selectively hydrogenating alkynyl compounds, such as acetylene or methyl acetylene, over alkenyl compounds, such as ethylene. The method produces a relatively high quantity of heat during the selective hydrogenation reaction. This production of heat is, however, quite beneficial in that enough heat is produced such that a substantial portion of the produced heat can be recovered for heat efficiency purposes.Type: GrantFiled: August 9, 2012Date of Patent: June 30, 2015Assignee: ExxonMobil Chemical Patents Inc.Inventors: S. Mark Davis, Neeraj Sangar, Paul F. Keusenkothen
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Patent number: 9023299Abstract: A liquid/gas reactor includes a bulk catalyst bed and means for supplying fresh feed and recycled at least partially converted liquid product stream to the bulk catalyst bed. The reactor also includes means for collecting an at least partially converted liquid product stream from the bulk catalyst bed and recycling at least a portion thereto. A minor catalyst bed extends substantially vertically through the bulk catalyst bed. Means for supplying recycled at least partially converted product stream only to the minor catalyst bed is also provided. A separating wall is disposed between the bulk catalyst bed and the minor catalyst bed.Type: GrantFiled: January 12, 2012Date of Patent: May 5, 2015Assignee: Davy Process Technology LimitedInventors: Edward Adrian Lord, Arthur James Reason
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Publication number: 20150119615Abstract: A process for treating pyrolysis gasoline that includes providing a first stage di-olefin reactor that includes a first bed and a second bed and introducing a pyrolysis gasoline stream to the first bed of the first stage di-olefin reactor. The process also preferably includes providing interstage cooling to the pyrolysis gasoline stream between the first and second beds of the first stage di-olefin reactor and routing the cooled pyrolysis gasoline stream through the second bed of the first stage di-olefin reactor. Finally, embodiments of the process also preferably involve routing at least a portion of an effluent stream from the second bed of the first stage di-olefin reactor to a location upstream of the first bed of the first stage di-olefin reactor, such that the effluent stream is configured to be combined with the pyrolysis gasoline stream.Type: ApplicationFiled: October 25, 2013Publication date: April 30, 2015Applicant: UOP LLCInventors: Robert J. Schmidt, Charles P. Luebke, Rose M. Janulis
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Publication number: 20150051357Abstract: A heterogeneous catalyst comprising a metal-containing polymer matrix covalently bonded to a support material and a method of making and using such catalysts. The metal-containing polymer matrix comprises metal nano-particles encapsulated in a polymer matrix, e.g., a siloxane. In one aspect, the metal-containing polymer matrix can be bonded to the support material via a hydrophobic group attached to the support material. The catalyst can be recovered after being used in a metal catalyzed reaction and exhibit excellent catalytic activity upon reuse in subsequent reactions.Type: ApplicationFiled: March 14, 2013Publication date: February 19, 2015Inventors: Srinivas Komati, Vivek Khare, Kenrick Lewis, Alok Sarkar, Abirami Srikanth, Aroop Kumar Roy
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Publication number: 20150005552Abstract: A process is presented for the purification of 1,3 butadiene. The process is for treating a butadiene stream from an oxidative dehydrogenation unit, where a butane stream is dehydrogenated, generating a butadiene rich stream. The butadiene rich stream is fractionated and passed through a butadiene recovery unit. Additional C4 compounds recovered from the fractionation bottoms stream are further processed for increasing yields of butadiene.Type: ApplicationFiled: June 26, 2013Publication date: January 1, 2015Inventors: Steven L. Krupa, Timothy D. Foley
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Patent number: 8921631Abstract: The invention relates to a process for selectively hydrogenating an alkyne to the corresponding alkene comprising a step of contacting a gaseous feed comprising hydrogen and 0.1 to 20 mass % of alkyne with a catalyst comprising at least one Group 10 element on a boron-modified support. The process shows high conversion and good selectivity, and can be stably operated also if the feed comprises more than 2 mass % of alkyne.Type: GrantFiled: December 15, 2009Date of Patent: December 30, 2014Assignee: Saudi Basic Industries CorporationInventors: Aggadin Kh. Mamedov, Saeed Mohammed Al-Wahabi
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Patent number: 8921630Abstract: Disclosed is a process for the removal of sulfur from a fuel gas stream that additionally contains diolefins and oxygen as well as organic sulfur compounds by pretreating the fuel gas stream in a pretreatment reactor in order to significantly reduce the amounts of any diolefins and oxygen contained therein prior to the hydrodesulfurization in a hydrotreater reactor wherein organic sulfur compounds are converted to hydrogen sulfide. The hydrogen sulfide formed is removed from the hydrotreated gas stream by use of an absorption treatment method, such as amine treatment, to yield a treated fuel gas stream having a reduced concentration of hydrogen sulfide and an overall sulfur content that is low enough to meet stringent sulfur regulation requirements.Type: GrantFiled: August 15, 2008Date of Patent: December 30, 2014Assignee: Shell Oil CompanyInventors: Gary Lee Ripperger, Michael Norris Treybig
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Patent number: 8859834Abstract: The present invention describes a process for the parallel selective hydrogenation of branched and unbranched multiply unsaturated C4-C6-hydrocarbons in olefin-containing hydrocarbon mixtures with minimization of hydrogenation and isomerization of the olefins present in the stream.Type: GrantFiled: June 9, 2011Date of Patent: October 14, 2014Assignee: Evonik Degussa GmbHInventors: Christian Boeing, Markus Winterberg, Tobias Laiblin, Gunnar Schilling, Wolfgang Garstka, Burkard Kreidler, Dietrich Maschmeyer, Reiner Bukohl
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Publication number: 20140275674Abstract: Systems and methods for separating one or more olefins are provided. In one or more embodiments, the method for separating one or more olefins can include separating at least a portion of one or more C3 and heavier hydrocarbons from a hydrocarbon containing C1 to C20 hydrocarbons to provide a first mixture that can include methane, ethane, ethylene, and/or acetylene. At least a portion of the first mixture can be hydrogenated to convert at least a portion of the acetylene to ethane and ethylene. At least a portion of the methane can be separated from the hydrogenated mixture to provide a second mixture that can include ethane and ethylene. At least a portion of the ethylene can be separated from the second mixture to provide a first product that can include at least 95 mol % ethylene and a second product that can include at least 95 mol % ethane.Type: ApplicationFiled: March 13, 2014Publication date: September 18, 2014Applicant: Kellogg Brown & Root LLCInventors: Vijender Kumar Verma, Curtis Eng
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Patent number: 8822746Abstract: The present invention relates to a process for the hydrogenation, in particular the selective hydrogenation of unsaturated hydrocarbon compounds, such as the selective hydrogenation of acetylene to ethylene, using a hydrogenation catalyst comprising an ordered intermetallic compound, namely an ordered cobalt-aluminum or iron-aluminum intermetallic compound. According to another aspect, the present invention relates to a catalyst comprising a support and at least one specific ordered cobalt-aluminum and/or iron-aluminum intermetallic compound supported thereon, as well as to the use of specific ordered intermetallic cobalt-aluminum and iron-aluminum intermetallic compounds as catalysts. The ordered cobalt-aluminum and iron-aluminum intermetallic compounds proved to be highly selective and long-term stable catalysts, e.g. in the selective hydrogenation of acetylene to ethylene in a large excess of ethylene.Type: GrantFiled: March 22, 2010Date of Patent: September 2, 2014Assignees: Max-Planck-Gesellschaft zur Foerderung der Wissenschaften E.V., Ludwig-Maximilians-Universitaet Munich, Forschungszentrum Juelich GmbHInventors: Marc Armbruster, Kirill Kovnir, Juri Grin, Robert Schlogl, Peter Gille, Marc Heggen, Michael Feuerbacher
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Patent number: 8772561Abstract: A process for selective hydrogenation of hydrocarbons is presented. The process uses a catalyst to selectively hydrogenate acetylenes and diolefins to increase the monoolefins in a product stream. The catalyst in the process includes a layered structure with an inert inner core and an outer layer bonded to the inner core, where the outer layer is a metal oxide and has at least two metals deposited on the outer layer.Type: GrantFiled: November 19, 2008Date of Patent: July 8, 2014Assignee: UOP LLCInventors: Antoine Negiz, Gregory J. Gajda, Dean E. Rende
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Patent number: 8729326Abstract: A method for producing a selective hydrogenation catalyst for hydrogenating a highly unsaturated hydrocarbon to an unsaturated hydrocarbon comprising contacting an inorganic catalyst support with a chlorine-containing compound to form a chlorided catalyst support and adding palladium to the chlorided catalyst support to form a supported-palladium composition. A selective hydrogenation catalyst for hydrogenating a highly unsaturated hydrocarbon to an unsaturated hydrocarbon formed by the method comprising contacting an inorganic catalyst support with a chlorine-containing compound to form a chlorided catalyst support and adding palladium to the chlorided catalyst support to form a supported-palladium composition.Type: GrantFiled: August 14, 2008Date of Patent: May 20, 2014Assignee: Chevron Phillips Chemical Company LPInventors: Tin-Tack Peter Cheung, Joseph Bergmeister, III, Zongxuan Hong
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Publication number: 20140114102Abstract: Provided is a method for selective hydrogenation phenylacetylene (PA) in cracked C8 fraction, which adopts a hydrogenation reactor featuring an upper catalyst bed and a lower catalyst bed, and operated by the following steps: feedstock cracked C8 fraction is supplied through the lower bed while hydrogen is supplied through the gas distributor located below the lower bed and increases the bed temperature to 0-20° C., and gas distributor located below the upper bed increases the upper bed temperature to 0-15° C., the reaction effluent from the upper bed is subsequently passed through and recovered from the packing layer. The method is characterized with low loss rate of styrene after hydrogenation and high hydrogenation rate of phenylacetylene.Type: ApplicationFiled: October 11, 2013Publication date: April 24, 2014Applicant: Guangdong Xinhuayue Huade Technology Co., Ltd.Inventors: YIQUN KAN, HAJIAN PANG
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Publication number: 20140100399Abstract: A process for recovering butadiene from a C4 fraction is disclosed. The process may include: contacting a mixed C4 stream comprising butane, butene, and butadiene, with a solvent comprising an organic solvent and water in a butadiene pre-absorber column to recover an overheads fraction comprising at least a portion of the butane, butene, and water, and a first bottoms fraction comprising the organic solvent, butadiene, and at least a portion of the butene; and feeding the first bottoms fraction to a butadiene extraction unit to recover a butene fraction, a crude butadiene fraction, and a solvent fraction.Type: ApplicationFiled: September 24, 2013Publication date: April 10, 2014Applicant: Lummus Technology Inc.Inventors: Robert John Brummer, Kevin John Schwint, Thomas Alexander Dwyer
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Patent number: 8680350Abstract: Unsaturated hydrocarbons are hydrogenated over catalysts which comprise copper and zinc and whose active composition, in unreduced form, consists essentially of from 10 to 95% by weight of copper oxide, calculated as copper(II) oxide (CuO), from 5 to 90% by weight of zinc oxide (ZnO), optionally from 0.1 to 50% by weight of zirconium dioxide (ZrO2) and optionally from 0.1% by weight to 50% by weight of Al2O3, the proportions by weight adding up to 100% by weight.Type: GrantFiled: July 5, 2007Date of Patent: March 25, 2014Assignee: BASF SEInventors: Stephan Hatscher, Michael Hesse
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Patent number: 8664459Abstract: A process for hydrogenating olefins is disclosed. The olefins are present in a feed gas which includes H2 and one or more sulfur compounds. The sulfur compounds may include H2S and organic sulfur compounds. The feed gas is passed through a reactor at an inlet temperature from 100° C. to 250° C. The reactor contains a catalyst which is active at the inlet temperature. The reactor may be adiabatic. Saturated hydrocarbons are formed from the olefins. A temperature gradient may be formed in the reactor due to the exothermic nature of the hydrogenation reaction, causing the temperature to increase downstream in the reactor. At temperatures higher than the inlet temperature, H2S may be formed from organic sulfur compounds. A gas mixture including saturated hydrocarbons, H2S and H2 exits the reactor and may be brought into contact with a chemical adsorbent which removes the H2S. The gas stream may then be passed to a steam methane reformer.Type: GrantFiled: November 4, 2008Date of Patent: March 4, 2014Assignees: Air Products and Chemicals, Inc., Johnson Matthey PLCInventors: Ruth A. Davis, Norman Macleod, Gordon Edward Wilson
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Patent number: 8652321Abstract: Production of gasolines with low sulfur contents from a starting gasoline containing sulfur-containing compounds comprising a stage a) for selective hydrogenation of non-aromatic polyunsaturated compounds present in the starting gasoline, a stage b) for increasing the molecular weight of the light sulfur-containing products that are initially present in the gasoline that enters this stage, a stage c) for alkylation of at least a portion of the sulfur-containing compounds present in the product that originates from stage b), a stage d) for fractionation of the gasoline that originates from stage c) into at least two fractions, one fraction virtually lacking in sulfur-containing compounds, whereby the other contains a larger proportion of sulfur-containing compounds (heavy gasoline), a stage e) for catalytic treatment of the heavy gasoline for transformation of sulfur-containing compounds under conditions for the at least partial decomposition of hydrogenation of these sulfur-containing compounds.Type: GrantFiled: June 1, 2010Date of Patent: February 18, 2014Assignee: IFP Energies nouvellesInventors: Quentin Debuisschert, Denis Uzio, Jean-Luc Nocca, Florent Picard
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Patent number: 8648225Abstract: A process for hydrogenating highly unsaturated hydrocarbons to less unsaturated hydrocarbons wherein production of saturated hydrocarbons is minimized. The process utilizes catalyst including Ce2O3, MgO, and an inorganic support, and optionally palladium, optionally silver, and/or an optional alkali metal.Type: GrantFiled: April 12, 2010Date of Patent: February 11, 2014Assignee: Chevron Phillips Chemical Company LPInventors: Tin-Tack Peter Cheung, Marvin M Johnson, Darin B. Tiedtke
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Patent number: 8648227Abstract: The invention relates to a method for extracting styrene, having a polymerization quality, from pyrolysis benzol fractions containing styrene by means of extractive distillation. The pyrolysis benzol fraction is separated in a separating wall column in a C8-core fraction, a C7 fraction and a C9+-fraction, the obtained C8-core fraction is subjected to selective hydrogenation of the phenylacetylene C8H6 which it contains. Subsequently, the obtained C8-fraction undergoes extractive-distillative separation in a styrene fraction and a fraction which is low in styrene.Type: GrantFiled: May 24, 2006Date of Patent: February 11, 2014Assignee: Thyssenkrupp Uhde GmbHInventor: Helmut Gehrke
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Publication number: 20140018584Abstract: A process for the conversion of linear pentenes to propylene is disclosed. The process may include feeding hydrogen and a C5-olefin containing stream comprising linear pentenes, dienes, acetylenes, and cyclopentene to a catalytic distillation reactor system. Concurrently in the catalytic distillation reactor system, the acetylenes and dienes may be hydrogenated and the C5-olefin containing stream may be fractionated, thereby recovering an overheads fraction comprising the linear pentenes, a side draw fraction comprising the cyclopentene, and a bottoms fraction. In some embodiments, at least a portion of the overheads fraction may then be fed to a metathesis reactor for converting the linear pentenes to propylene.Type: ApplicationFiled: July 12, 2012Publication date: January 16, 2014Applicant: LUMMUS TECHNOLOGY INC.Inventors: Yongqiang Xu, Gary G. Podrebarac
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Publication number: 20130310615Abstract: Processes and systems for stabilization and subsequent hydrogenation of an immiscible olefin are described. In certain embodiments, the hydrogenation is conducted in a fixed bed reactor in presence of a hydrogenation catalyst.Type: ApplicationFiled: July 25, 2013Publication date: November 21, 2013Applicant: AMYRIS, INC.Inventors: Nicholas L. Ohler, Roberto Vazquez
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Patent number: 8586815Abstract: The present invention relates to a process for removing at least one component selected from the group consisting of oxygen, nitrogen oxides, acetylenes and dienes from a gas mixture comprising the at least one component and also hydrogen, one or more olefins which are not dienes and possibly further gas constituents, in which the gas mixture is brought into contact with a catalyst in a reaction zone, wherein the catalyst comprises copper(I) sulfide.Type: GrantFiled: August 24, 2007Date of Patent: November 19, 2013Assignee: BASF SEInventors: Peter Rudolf, Michael Bender, Michael Koch
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Patent number: 8586811Abstract: Processes and hydrocarbon processing apparatuses for preparing mono-olefins are provided. An exemplary process includes separating a hydrocarbon feed into a first fraction of carbon-containing compounds having less than or equal to 5 carbon atoms and a second fraction of compounds that have a lower vapor pressure than those in the first fraction. Dienes and/or acetylenes from the first fraction are selectively hydrogenated into corresponding mono-olefins. Paraffins from the first fraction are converted into corresponding mono-olefins. The converted mono-olefins are contact cooled with an impurity-containing liquid hydrocarbon stream, with the impurities in the impurity-containing liquid hydrocarbon stream having a lower vapor pressure than compounds in the first fraction. The dienes and/or acetylenes from the first fraction are selectively hydrogenated prior to converting the paraffins from the first fraction into mono-olefins and after separating the first fraction from the hydrocarbon feed.Type: GrantFiled: February 17, 2012Date of Patent: November 19, 2013Assignee: UOP LLCInventors: Steven C. Kozup, Joseph Edward Zimmermann
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Patent number: 8563793Abstract: Processes utilizing the integration of (i) processes and the associated equipment used to purify and recover propylene from propane- and/or C4+-containing refinery hydrocarbon streams, with (ii) catalytic dehydrogenation are disclosed. This integration allows for elimination of some or all of the conventional fractionation section of the dehydrogenation process, normally used to purify propylene from unconverted propane in the reactor effluent. Significant capital and utility savings are therefore attained.Type: GrantFiled: June 29, 2009Date of Patent: October 22, 2013Assignee: UOP LLCInventors: Joseph E. Zimmermann, Larry C. Erickson, Gregory J. Nedohin
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Patent number: 8519207Abstract: The present invention relates to a process for the hydrogenation, in particular selective hydrogenation of at least one unsaturated hydrocarbon compound comprising reacting the at least one unsaturated hydrocarbon compound with hydrogen in the presence of a hydrogenation catalyst, wherein the hydrogenation catalyst comprises a mixture of an ordered intermetallic compound and an inert material. According to another aspect, the present invention is concerned with the use of a mixture of at least one ordered intermetallic compound and at least one inert material, as a catalyst. The mixtures for use as a catalyst in the present invention can be prepared easily and achieve a superior activity in relation to the prior art, while preserving the high selectivity to the target compounds, e.g. in the selective hydrogenation of acetylene to ethylene.Type: GrantFiled: September 18, 2008Date of Patent: August 27, 2013Assignee: Max-Planck-Gesellschaft zur Förderung der Wissenschaften E.V.Inventors: Marc Armbruester, Marcus Schmidt, Kirill Kovnir, Matthias Friedrich, Karina Weinhold, Juri Grin, Robert Schloegl
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Publication number: 20130211162Abstract: A two catalyst system is described having separate catalyst beds for the selective conversion of acetylene to ethylene which reduces the concentration of acetylene, dienes, O2, and NOx is disclosed. An ethylene containing gas stream, such as an off-gas stream from a refinery catalytic cracking unit used in the production of fuels and gas oils, is treated by first contacting the gas stream with a silver catalyst supported on a metal oxide and subsequently contacting the gas stream with a ruthenium catalyst supported on metal oxide. The two catalysts are contained within contiguous continuous reactors or reactor compartments.Type: ApplicationFiled: February 15, 2012Publication date: August 15, 2013Inventors: Mingyong Sun, Steven A. Blankenship, Michael A. Urbancic, Richard Paul Zoldak
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Publication number: 20130204056Abstract: A selective hydrogenation method is particularly effective in selectively hydrogenating alkynyl compounds, such as acetylene or methyl acetylene, over alkenyl compounds, such as ethylene. The method produces a relatively high quantity of heat during the selective hydrogenation reaction. This production of heat is, however, quite beneficial in that enough heat is produced such that a substantial portion of the produced heat can be recovered for heat efficiency purposes.Type: ApplicationFiled: August 9, 2012Publication date: August 8, 2013Inventors: S. Mark Davis, Neeraj Sangar, Paul F. Keusenkothen
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Publication number: 20130184507Abstract: The present invention relates to a process for the hydrogenation, in particular the selective hydrogenation of unsaturated hydrocarbon compounds using a hydrogenation catalyst comprising an ordered intermetallic compound. The ordered intermetallic compound comprises at least one metal of type A capable of activating hydrogen, and at least one metal of type B not capable of activating hydrogen, and the structure of the ordered intermetallic compound is such that at least one king of type A metals is mainly surrounded by atoms of the metal of type B. According to another aspect, the present invention is concerned with a catalyst comprising a support and the above ordered intermetallic compound supported on the support. According to still another aspect, the invention pertains to the use of a binary Pd—Ga ordered intermetallic compound as a catalyst. The hydrogenation process and catalysts of the present invention achieve a selectivity to the target compounds, e.g.Type: ApplicationFiled: December 21, 2012Publication date: July 18, 2013Applicant: Max-Planck-Gesellschaft zur Foerderung der Wissenschaften E. V.Inventor: Max-Planck-Gesellschaft zur Foerderung der Wissenschaften E.V.
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Patent number: 8487150Abstract: In the process for hydrogenating butadiyne over a catalyst which comprises at least one platinum group metal on an inorganic metal oxide as a support, the hydrogenation is performed at a pressure in the range from 1 to 40 bar and a temperature in the range from 0 to 100° C., and from 0.05 to 5% by weight, based on the overall catalyst, of platinum group metal is present on the support.Type: GrantFiled: June 16, 2009Date of Patent: July 16, 2013Assignee: BASF SEInventors: Lucia Koenigsmann, Ekkehard Schwab, Piotr Makarczyk, Kai Rainer Ehrhardt, Maximilian Vicari, Thomas Heidemann, Dirk Grossschmidt, Gerrit Waters
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Patent number: 8476186Abstract: The invention concerns a catalyst comprising palladium on an oxide of aluminum support. In the calcined state, the oxide of aluminum support has a diffractogram obtained by X ray diffraction comprising peaks which correspond to the following interplanar spacings and relative intensities: Interplanar spacings d (10?10 m) Relative intensities ±5 × 10?3 d I/I0 (%) 4.54? ?3-10 2.70-2.75 ?5-25 2.41? 35-45 2.28? 15-30 2.10? ?0-10 1.987 30-50 1.958 30-50 1.642 0-5 1.519 10-20 1.Type: GrantFiled: June 19, 2009Date of Patent: July 2, 2013Assignee: IFP Energies NouvellesInventors: Antoine Fecant, Lars Fischer, Bernadette Rebours, Renaud Revel, Cecile Thomazeau
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Patent number: 8471082Abstract: A process for the production of ethylene, the process including: feeding hydrogen, a heavy solvent, a light solvent, and acetylene to a down-flow reactor comprising at least one reaction zone comprising a hydrogenation catalyst; concurrently in the down-flow reactor: contacting acetylene and hydrogen in the presence of the hydrogenation catalyst to convert at least a portion of the acetylene to ethylene; boiling at least a portion of the light solvent from a liquid phase to a vapor phase; recovering a reactor effluent comprising heavy solvent, light solvent, and ethylene; condensing at least a portion of the light solvent in the vapor phase; recovering a solvent fraction comprising the heavy solvent and the light solvent; recovering a product fraction comprising ethylene.Type: GrantFiled: March 14, 2008Date of Patent: June 25, 2013Assignee: Catalytic Distillation TechnologiesInventor: J. Yong Ryu
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Patent number: 8450550Abstract: A process for producing propylene, which including feeding at least one of dimethyl ether and methanol to a reactor to be reacted in the presence of a catalyst; supplying an obtained reaction product to a separator by which low-boiling compounds having a boiling point of ?50° C. or lower at atmospheric pressure among the reaction product are separated; and recycling a proportion of at least 70% of a total amount of the separated low-boiling compounds to said reactor.Type: GrantFiled: September 19, 2007Date of Patent: May 28, 2013Assignee: JGC CorporationInventors: Hirofumi Ito, Jiro Yoshida, Shuichi Funatsu, Koji Ooyama, Nobuyasu Chikamatsu
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Patent number: 8431094Abstract: A system and process for acetylene selective hydrogenation of an ethylene rich gas stream. An ethylene rich gas supply comprising at least H2S, CO2, CO, and acetylene is directed to a first treatment unit for removing H2S and optionally CO2 from the gas stream. A CO oxidation reactor is used to convert CO to CO2 and form a CO-depleted gas stream. A second treatment unit removes the CO2 from the CO-depleted gas stream and an acetylene selective hydrogenation treats the CO-depleted gas stream.Type: GrantFiled: July 31, 2012Date of Patent: April 30, 2013Assignee: UOP LLCInventors: David A. Wegerer, Kurt M. VandenBussche