Earlier Synthesis Is Condensation Or Alkyl Transfer Patents (Class 585/316)
  • Patent number: 9732294
    Abstract: A method for synthesizing cyclic hydrocarbons with linear hydrocarbon side chains from a renewable source, or biomass by naturally occurring or bioengineered fungal strains, or hydrodistillation of plants.
    Type: Grant
    Filed: September 2, 2015
    Date of Patent: August 15, 2017
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventor: Benjamin G. Harvey
  • Patent number: 9382171
    Abstract: A process is described for producing a catalyst composition comprising an iridium component dispersed on a support. In the process, silica- o group to form an organic iridium complex on the support. The treated support is then heated in an oxidizing atmosphere at a temperature of about 325° C. to about 475° C. to partially decompose the organic metal complex on the support. The treated support is then heated in a reducing atmosphere at a temperature of about 350° C. to about 500° C. to convert the partially decomposed organic iridium complex into the desired iridium component.
    Type: Grant
    Filed: July 21, 2014
    Date of Patent: July 5, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Stuart L. Soled, Sabato Miseo, Joseph E. Baumgartner, Christine E. Kliewer, Jane C. Cheng
  • Publication number: 20150148574
    Abstract: A process for the preparation of an olefin product, which process comprises the steps of: a) converting an oxygenate feedstock in an oxygenate-to-olefins conversion system, comprising a reaction zone in which an oxygenate feedstock is contacted with an oxygenate conversion catalyst under oxygenate conversion conditions, to obtain a conversion effluent comprising olefins and paraffins; b) separating at least a portion of the paraffins from the conversion effluent to form a paraffin stream; and c) recycling at least a portion of the paraffin stream to step a).
    Type: Application
    Filed: December 20, 2012
    Publication date: May 28, 2015
    Inventors: Leslie Andrew Chewter, Timothy Michael Nisbet, Sivakumar Sadasivan Vijayakumari, Jeroen Van Westrenen
  • Patent number: 8802907
    Abstract: A processes for producing a dehydrogenation reaction product stream comprising the step of contacting a hydrocarbon stream comprising cyclohexane and methyl cyclopentane with a dehydrogenation catalyst comprising at least one metal or compound thereof and at least one molecular sieve and under conditions effective to convert at least a portion of the cyclohexane to benzene and to convert at least a portion of the methyl cyclopentane to at least one paraffin. The hydrocarbon stream is produced by hydroalkylating benzene and hydrogen to form a hydroalkylation reaction product stream which is separated to yield the hydrocarbon stream.
    Type: Grant
    Filed: December 17, 2010
    Date of Patent: August 12, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Teng Xu, Edward A. Lemon, Jr., Tan-Jen Chen, Terry E. Helton
  • Patent number: 8629310
    Abstract: Oxygenate feedstocks derived from biomass are converted to a variety of fuels including gas, jet, and diesel fuel range hydrocarbons. General methods are provided including hydrolysis, dehydration, hydrogenation, condensation, oligomerization, and/or a polishing hydrotreating.
    Type: Grant
    Filed: March 9, 2012
    Date of Patent: January 14, 2014
    Assignee: Phillips 66 Company
    Inventors: Edgar Lotero, Kristi Fjare, TiePan Shi, Sourabh Pansare, Yun Bao
  • Publication number: 20130237731
    Abstract: Processes for preparing alkylation aromatic compounds are provided. One process for preparing alkylated aromatic compounds includes reacting an aromatic compound and an olefin in at least one primary alkylation reaction in the presence of a first alkylation catalyst to produce a first effluent. The first effluent is split into a first product-rich stream and a first recycle stream, and the first recycle stream is recycled to the at least one primary alkylation reaction. Unreacted aromatic compound from the first product-rich stream and an additional olefin are reacted in at least one downstream alkylation reaction in the presence of a second alkylation catalyst to produce a second effluent. The second effluent is split into a second product-rich stream and a second recycle stream, and the second recycle stream is recycled to the at least one primary alkylation reaction and, optionally, to the at least one downstream alkylation reaction.
    Type: Application
    Filed: March 12, 2012
    Publication date: September 12, 2013
    Applicant: UOP LLC
    Inventors: Debarshi Majumder, Carl John Stevens, Robert James Schmidt
  • Publication number: 20130150640
    Abstract: The inventive method is directed to the production of xylenes by methylation of aromatic compounds with methanol. The process uses fixed bed reactors, operates at lower pressure, and without the need for hydrogen or other gas recycle.
    Type: Application
    Filed: December 7, 2012
    Publication date: June 13, 2013
    Applicant: GTC Technology US, LLC
    Inventor: GTC Technology US, LLC
  • Patent number: 8373015
    Abstract: Catalytic methods for the production of saturated hydrocarbons with 2 to 5 carbon atoms per molecule by conversion of small hydrocarbon halides and/or hydrogenation of carbonaceous material are disclosed that result in high yield of saturated C2 to C5 hydrocarbons at reduced corrosion of the reactors and in good lifetime of the catalyst. The methods are performed in the presence of a Lewis acid comprising catalyst and in the absence of oxygen or oxygen containing compounds, whereby an upper limit of at most 50 parts per million mass of oxygen or oxygen containing compounds can be tolerated.
    Type: Grant
    Filed: March 19, 2007
    Date of Patent: February 12, 2013
    Assignee: ETH Zürich
    Inventors: Jan Wendelin Stark, Neil Osterwalder
  • Publication number: 20130011893
    Abstract: The invention relates to a process for the production of ethylbenzene which comprises: a reaction step in which benzene is reacted with ethanol, or a mixture of ethanol and ethylene, at a pressure higher than atmospheric pressure, preferably in gaseous phase or in mixed gas-liquid phase, in the presence of a catalytic system containing a zeolite belonging to the BEA family, and a separation step of the product obtained. According to a preferred aspect, ethanol deriving from biomasses is used, in particular ethanol obtained from the fermentation of sugars deriving from biomasses.
    Type: Application
    Filed: December 23, 2010
    Publication date: January 10, 2013
    Applicant: VERSALIS S.P.A.
    Inventors: Maria Angela Mantegazza, Fabrizio Bordes, Roberto Buzzoni
  • Patent number: 8178728
    Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted under hydroalkylation conditions with a catalyst system comprising a MCM-22 family molecular sieve and at least one hydrogenation metal. The conditions comprise a temperature of about 140° C. to about 175° C., a pressure of about 135 psig to about 175 psig (931 kPag to 1207 kPag), a hydrogen to benzene molar ratio of about 0.30 to about 0.65 and a weight hourly space velocity of benzene of about 0.26 to about 1.05 hr?1.
    Type: Grant
    Filed: February 24, 2009
    Date of Patent: May 15, 2012
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Jane C. Cheng, Tan-Jen Chen, Prasenjeet Ghosh
  • Patent number: 8134039
    Abstract: A process is described for the production of high-octane hydrocarbon compounds by means of the selective dimerization of isobutene, in the presence of C5 hydrocarbons and oxygenated compounds (branched alcohols or alternatively blends of linear or branched alcohols and alkyl ethers) characterized in that it utilizes a catalytic distillation as second reaction step.
    Type: Grant
    Filed: November 14, 2006
    Date of Patent: March 13, 2012
    Assignee: Snamprogetti S.p.A.
    Inventors: Marco Di Girolamo, Domenico Sanfilippo, Massimo Conte
  • Patent number: 8067655
    Abstract: This invention is a process for producing diisobutylene from isobutylene. The process comprises first contacting a sulfonic acid resin with a reaction feed comprising isobutylene and tertiary butyl alcohol to produce a product stream comprising diisobutylene, isobutylene, tertiary butyl alcohol, and water. The product stream is distilled to produce a first overhead stream comprising water and isobutylene and a first bottoms stream comprising diisobutylene and tertiary butyl alcohol. Water is separated from the first overhead stream, and the resulting isobutylene-enriched stream is recycled back to the reaction step. The first bottoms stream is distilled to produce a second overhead stream comprising tertiary butyl alcohol and a bottoms product stream comprising diisobutylene.
    Type: Grant
    Filed: May 29, 2008
    Date of Patent: November 29, 2011
    Assignee: Lyondell Chemical Technology, L.P.
    Inventors: Natalie C. M. B. Nichols, Christopher P. Renaudo, David W. Leyshon
  • Publication number: 20110263915
    Abstract: A process for upgrading hydrocarbons comprising removal of C5 hydrocarbons from a feedstock, metathesizing said C5 hydrocarbons to C6+ and C4? hydrocarbons, and upgrading said C4? hydrocarbons is disclosed absent any dehydrogenation.
    Type: Application
    Filed: June 9, 2011
    Publication date: October 27, 2011
    Applicant: CONOCOPHILLIPS COMPANY
    Inventors: Bruce B. Randolph, Bruce Welch, Roland Schmidt, Edward L. Sughrue, II
  • Publication number: 20110224468
    Abstract: In a process for alkylation of an alkylatable aromatic compound to produce a monoalkylated aromatic compound, a first feed stream comprising fresh alkylatable aromatic compound is passed to a first reaction zone which comprises a transalkylation catalyst and which also receives a second feed stream comprising polyalkylated aromatic compounds. The first and second feed streams are contacted with the transalkylation catalyst in the first reaction zone under conditions to transalkylate the polyalkylated aromatic compounds with the alkylatable aromatic compound to produce the desired monoalkylated aromatic compound. A first effluent stream comprising unreacted alkylatable aromatic compound and the monoalkylated aromatic compound is removed from the first reaction zone and passed to a fractionation system to separate the first effluent stream into a first light fraction comprising the unreacted alkylatable aromatic compound and a first heavy fraction comprising the monoalkylated aromatic compound.
    Type: Application
    Filed: September 24, 2009
    Publication date: September 15, 2011
    Inventors: Matthew J. Vincent, Charles Morris Smith
  • Patent number: 7923590
    Abstract: A process for producing a monoalkylation aromatic product, such as ethylbenzene and cumene, utilizing an alkylation reactor zone and a transalkylation zone in series or a combined alkylation and transalkylation reactor zone. This process requires significantly less total aromatics distillation and recycle as compared to the prior art.
    Type: Grant
    Filed: June 27, 2008
    Date of Patent: April 12, 2011
    Assignees: ExxonMobil Chemical Patents Inc, Stone & Webster, Inc.
    Inventors: Shiou-Shan Chen, Shyh-Yuan H. Hwang
  • Publication number: 20100160699
    Abstract: A method for efficient use of hydrogen in aromatics production from heavy aromatic oil. A hydrocarbonaceous stream comprising C9+ hydrocarbons and an essentially pure hydrogen stream are hydrotreated and hydrocracked to produce a hydrocracking zone effluent comprising aromatics. The hydrocracking zone effluent is fractionated to separately recover C4 and lighter hydrocarbons, hydrocarbons boiling between about 180° F. and about 380° F., and diesel. The heavier hydrocarbons are combined with a low purity hydrogen-containing stream and heated, then dehydrogenated or transalkylated to form hydrogen, volatile compounds, and aromatics. The hydrogen and volatile components are separated from the aromatics and treated by pressure swing adsorption to provide an essentially pure hydrogen-containing stream, which is compressed and provided to the hydrotreating and hydrocracking steps. Liquid products are recovered from the aromatics-containing stream.
    Type: Application
    Filed: December 23, 2008
    Publication date: June 24, 2010
    Inventors: Stanley Joseph FREY, Vasant P. Thakkar
  • Publication number: 20100028735
    Abstract: The present invention relates to a process for converting methane into a higher alkane mixture, preferably a liquid alkane mixture, comprising (C3+) alkanes having 3 carbon atoms and more, preferably (C4+) alkanes having 4 carbon atoms, especially (C5+) alkanes having 5 carbon atoms and more.
    Type: Application
    Filed: December 18, 2007
    Publication date: February 4, 2010
    Inventors: Jean Marie Basset, Sudhakar Chakka, Daravong Soulivong, Mostafa Taoufik, Jean Thivolle-Cazat
  • Patent number: 7655825
    Abstract: A method is disclosed for producing a synthetic fuel, especially diesel fuel and in addition gasoline, liquefied petroleum gas and heating gas from a gas mixture comprising an oxygenate wherein the oxygenate is methanol and/or dimethyl ether and/or another oxygenate, through a series of steps, including olefin-formation, oligomerization of the olefins, and several separation steps and recycling steps, in particular the recycling of a stream of saturated hydrocarbons following the oligomerization of olefins back to the olefin-forming stage, to obtain the diesel fuel and the other synthetic fuels in high yield.
    Type: Grant
    Filed: December 1, 2005
    Date of Patent: February 2, 2010
    Assignee: Lurgi AG
    Inventors: Martin Rothämel, Bernd Ahlers, Matthias Wagner, Harold Koempel, Juergen Hofmockel
  • Publication number: 20090292150
    Abstract: Integrated processes for making detergent range alkylbenzenes from C5-C6-containing feeds involve feed pretreatment and/or selective hydrogenation to enable acceptable quality alkylbenzene production at attractive capital and operating costs.
    Type: Application
    Filed: July 29, 2009
    Publication date: November 26, 2009
    Inventors: Bryan K. Glover, Stephen W. Sohn, Mark G. Riley, Dean E. Rende
  • Patent number: 7595427
    Abstract: Process for production of styrene by dehydrogenation of ethylbenzene in a reactor system comprising a dehydrogenation reactor and a fast riser catalyst regenerator.
    Type: Grant
    Filed: May 17, 2004
    Date of Patent: September 29, 2009
    Assignee: Snamprogetti S.p.A.
    Inventors: Domenico Sanfilippo, Ivano Miracca, Guido Capone, Vincenzino Fantinuoli
  • Patent number: 7579511
    Abstract: Provided is a process for making cyclohexylbenzene.
    Type: Grant
    Filed: October 10, 2008
    Date of Patent: August 25, 2009
    Assignee: Exxonmobil Research and Engineering Company
    Inventors: Jihad Mohammed Dakka, Lorenzo Cophard DeCaul, Teng Xu
  • Patent number: 7524467
    Abstract: A process for the production of alkylbenzene includes the steps of introducing benzene and an olefin feed into a first alkylation reaction zone in the presence of a first alkylation catalyst under first alkylation reaction conditions to produce alkylbenzene and a vapor containing unconverted olefin; absorbing the unconverted olefin into an aromatic stream containing benzene and alkylbenzene; and, introducing the aromatic stream containing absorbed olefin into a second alkylation reaction zone containing a second alkylation catalyst under second alkylation reaction conditions to convert the absorbed olefin and at least some of the benzene of the aromatic stream to alkylbenzene. The process is particularly advantageous for the alkylation of benzene with ethylene to produce ethylbenzene. About 99.9% conversion of ethylene is achieved overall, with a substantial reduction in the required catalyst.
    Type: Grant
    Filed: June 8, 2006
    Date of Patent: April 28, 2009
    Assignee: Lummus Technology Inc.
    Inventor: Stephen L. Pohl
  • Patent number: 7501546
    Abstract: The invention relates to a process for producing high-quality hydrocarbon base oil of biological origin. The process of the invention comprises alcohol condensation, hydrodeoxygenation, and isomerization steps. Alcohols, preferably fatty alcohols of biological origin are used as the feedstock.
    Type: Grant
    Filed: December 11, 2006
    Date of Patent: March 10, 2009
    Assignee: Neste Oil Oj
    Inventors: Eija Koivusalmi, Juha Moilanen
  • Publication number: 20090043142
    Abstract: Process for the production of vinyl-aromatic monomers which comprises: a) feeding an aromatic stream and an olefinic stream to alkylation; b) feeding the reaction product coming from the alkylation section to a first separation section; c) recovering the mono-alkylated aromatic hydrocarbon from the first separation section; d) feeding the mono-alkylated aromatic product to a dehydrogenation section; e) cooling and condensing the reaction gases in the shell of one or more heat exchangers; f) feeding the reaction product coming from the dehydrogenation section to a second separation section; g) recovering the stream of vinyl-aromatic monomer.
    Type: Application
    Filed: December 18, 2006
    Publication date: February 12, 2009
    Applicant: POLIMERI EUROPA S.P.A.
    Inventors: Mario Lucchini, Armando Galeotti
  • Publication number: 20080194893
    Abstract: Integrated, energy efficient process for making detergent range alkylbenzenes use a combination of a low benzene to olefin feed ratio for alkylation, alkylbenzene refining system operation and a transalkylation of dialkylbenzene co-produced during alkylation is used to reduce energy costs per unit of alkylbenzene product.
    Type: Application
    Filed: February 12, 2007
    Publication date: August 14, 2008
    Inventors: Stephen W. Sohn, Mark G. Riley
  • Patent number: 7411101
    Abstract: A process for producing a monoalkylation aromatic product, such as ethylbenzene and cumene, utilizing an alkylation reactor zone and a transalkylation zone in series or a combined alkylation and transkylation reactor zone.
    Type: Grant
    Filed: February 6, 2002
    Date of Patent: August 12, 2008
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Shiou-Shan Chen, Henry Hwang
  • Publication number: 20080021251
    Abstract: In a process for converting methane to syngas and aromatic hydrocarbons, a feed containing methane is contacted with a dehydrocyclization catalyst under conditions effective to convert said methane to aromatic hydrocarbons and produce a first effluent comprising aromatic hydrocarbons and H2, wherein said first effluent comprises at least 5 wt % more aromatic hydrocarbons than said feed. At least part of the H2 from said first effluent is then reacted with an oxygen-containing species, such as carbon dioxide, to produce a second effluent having an increased H2 and CO content compared with said first effluent.
    Type: Application
    Filed: April 26, 2007
    Publication date: January 24, 2008
    Inventors: Larry L. Iaccino, James R. Lattner
  • Patent number: 6864398
    Abstract: An integrated process for producing high value products, including for example distillate fuel, from syngas is disclosed. The integrated process of the present invention produces high value products from a Fischer Tropsch with minimal production of low value products, including methane. In a process of the present invention, syngas is reacted under low temperature Fischer-Tropsch reaction conditions to provide a hydrcarbon product stream comprising substantially waxy products. The waxy products are subjected to an olefin-selective paraffin cracking process, preferably in a Paragon reactor to form olefins. The resulting olefins are then subjected to oligomerization conditions to form iso-olefins. In the processes of the present invention, the hydrocarbon product stream from the Fischer Tropsch reaction comprises desirable low levels of methane, preferably below 10%.
    Type: Grant
    Filed: December 28, 2001
    Date of Patent: March 8, 2005
    Assignee: Chevron U.S.A. Inc.
    Inventor: Dennis J. O'Rear
  • Patent number: 6700027
    Abstract: A process for increasing the yield of C10 plus hydrocarbon products from a Fischer-Tropsch plant which comprises (a) recovering a Fischer-Tropsch condensate fraction boiling below about 700 degrees F. from the Fischer-Tropsch plant, wherein said fraction contains at least 10 weight percent and preferably more olefins; (b) contacting the olefins in the Fischer-Tropsch condensate fraction under oligomerization conditions, at a reaction temperature between about 650 degrees F. and 800 degrees F. with an oligomerization catalyst comprising active chromium on an inert support; and (c) recovering a C10 plus hydrocarbon product.
    Type: Grant
    Filed: August 7, 2002
    Date of Patent: March 2, 2004
    Assignee: Chevron U.S.A. Inc.
    Inventors: David R. Johnson, Christopher A. Simmons
  • Patent number: 6646172
    Abstract: A multistage process for preparing propene, in which the first stage is the reaction of 1-butene, 2-butene and isobutene to give propene, 2-pentene and 2-methyl-2-butene in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements; the second stage is separation of the propene and 2-pentene/2-methyl-2-butene formed; the third stage is reaction of the 2-pentene and 2-methyl-2-butene with ethehe to give propene, 1-butene and isobutene in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements; the fourth stage is separation of the propene and 1-butene/isobutene formed and returning the 1-butene and isobutene formed to the first stage.
    Type: Grant
    Filed: October 8, 1998
    Date of Patent: November 11, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schwab, Michael Schulz
  • Patent number: 6613108
    Abstract: The invention relates to process for dimerizing olefinic hydrocarbon feedstock, to hydrocarbon compositions and to fuel components produced by the process. According to the invention, fresh olefinic hydrocarbon feedstock is fed to a reaction zone of a system including at least one reaction zone and at least one distillation zone. The olefinic hydrocarbon feedstock is contacted with an acidic catalyst in the presence of an oxygenate at conditions in which at least a part of the olefins dimerizes. The effluent from the reaction zone is conducted to the distillation zone where dimerized reaction product is separated from effluent, and at least one flow comprising oxygenate is withdrawn from the side of at least one distillation column. The flow is circulated from distillation zone back to dimerization. The reaction mixture is recovered and optionally hydrogenated to form a parafinic reaction product.
    Type: Grant
    Filed: June 30, 1999
    Date of Patent: September 2, 2003
    Assignee: Fortum Oil & Gas Oy
    Inventors: Juhani Aittamaa, Juha Jakkula, Petri Lindqvist, Matti Koskinen, Juha Linnekoski, Outi Krause, Mauri Sourander, Jyrki Ignatius, Antti Pyhälahti
  • Patent number: 6596912
    Abstract: This invention relates to processes and systems for the conversion of methane in high yields to C4+ hydrocarbons. The principal steps of the recycle process include reacting methane and O2 in an oxidative coupling reactor over a Mn/Na2WO4/SiO2 catalyst at 800° C. to convert the methane to ethylene, and oligomerizing the ethylene product by reacting it with an H-ZSM-5 zeolite catalyst at 275° C. in a catalytic reactor for subsequent conversion of the ethylene to higher hydrocarbons. Total yields of C4+ products using the process of the invention are in the range of about 60% to about 80%, and yields of C4+ nonaromatic hydrocarbons are in the range of about 50% to about 60%.
    Type: Grant
    Filed: May 24, 2000
    Date of Patent: July 22, 2003
    Assignee: The Texas A&M University System
    Inventors: Jack H. Lunsford, Serguei Pak
  • Patent number: 6479721
    Abstract: A process for the alkylation of aromatics with olefins using a solid catalyst is disclosed, wherein the olefin ratio and/or the maximum olefin concentration in the alkylation catalyst, bed is maintained less than an upper limit. Such operation can decrease the catalyst deactivation rate and the formation of diphenylalkanes. This invention is applicable to processes for the production of a wide variety of commercially important alkylated aromatics, including ethylbenzene and cumene.
    Type: Grant
    Filed: March 28, 2000
    Date of Patent: November 12, 2002
    Assignee: UOP LLC
    Inventors: Gregory J. Gajda, James F. McGehee
  • Patent number: 6433240
    Abstract: Propene and, if desired, 1-butene are prepared by first reacting 1-butene and 2-butene to give propene and 2-pentene in the presence of a metathesis catalyst containing at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements. The propene and 2-pentene formed are subsequently separated, and the 2-pentene is then reacted to give propene and 1-butene in the presence of a metathesis catalyst containing at least one compound of a metal of transition group VIb, VIIb or VIII. The propene and 1-butene formed are subsequently separated, and at least some of the 1-butene is discharged or at least partly isomerized to give 2-butene in the presence of an isomerization catalyst. Undischarged 1-butene and the 2-butene formed are subsequently returned to the initial reaction step, together with that part of the C4 fraction which was not reacted in the initial reaction step.
    Type: Grant
    Filed: February 1, 1999
    Date of Patent: August 13, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schwab, Boris Breitscheidel, Carsten Oost, Ralf Schulz, Michael Schulz
  • Patent number: 6376731
    Abstract: A process is provided for the production of a gasoline blending fraction rich in isooctane by the dimerization of isobutylene using tertiary butyl alcohol modifier and lower alkane diluent; advantageously the isobutylene is derived from the dehydration of tertiary butyl alcohol.
    Type: Grant
    Filed: January 14, 2000
    Date of Patent: April 23, 2002
    Assignee: Arco Chemical Technology, l.p.
    Inventors: Thomas I. Evans, Lawrence J. Karas, Ramesh Rameswaran
  • Patent number: 6339179
    Abstract: A process for producing alkyl aromatics using a transalkylation reaction zone and an alkylation reaction zone is disclosed. One portion of the transalkylation reaction zone effluent passes to an alkylation reaction zone where an aromatic substrate is alkylated to the desired alkyl aromatic. At least a portion of the alkylation reaction zone effluent and another portion of the transalkylation reaction zone effluent pass to a product recovery zone. This process decreases the capital and operating costs of recycling aromatic substrate to the transalkylation and/or alkylation reaction zone while maintaining operational flexibility. This process is well suited for solid transalkylation and alkylation catalysts. Ethylbenzene and cumene may be produced by this process.
    Type: Grant
    Filed: July 25, 2000
    Date of Patent: January 15, 2002
    Assignee: UOP LLC
    Inventors: Russell C. Schulz, Gregory J. Gajda, Guy B. Woodle, Andrew S. Zarchy
  • Patent number: 6150578
    Abstract: A separation arrangement for a cumene process that operates with a relatively wet feed to an alkylation zone and relatively dry feed to a transalkylation zone reduces utilities and capital expenses for the separation and recycle of distinct wet and dry components by using an arrangement that first separates effluent from the trans alkylation and alkylation reaction zone in a benzene column before performing light ends and drying in a downstream depropanizer column. The arrangement uses a portion of the net overhead stream from the benzene column as a wet recycle stream for return to the alkylation reaction zone and sends another portion of the benzene net overhead to the depropanizer to supply a dry benzene recycle for the trans alkylation reaction zone.
    Type: Grant
    Filed: December 7, 1999
    Date of Patent: November 21, 2000
    Assignee: UOP LLC
    Inventors: Perry K. Ho, Russell C. Schulz
  • 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: 6096935
    Abstract: A process for producing alkyl aromatics using a transalkylation reaction zone and an alkylation reaction zone is disclosed. The transalkylation reaction zone effluent passes to the alkylation reaction zone where aromatics in the transalkylation reaction zone effluent are alkylated to the desired alkyl aromatics. This process decreases the capital and operating costs of recycling the aromatics in the transalkylation reaction zone effluent. This process is well suited for solid transalkylation and alkylation catalysts. Ethylbenzene and cumene may be produced by this process.
    Type: Grant
    Filed: July 28, 1998
    Date of Patent: August 1, 2000
    Assignee: UOP LLC
    Inventors: Russell C. Schulz, Gregory J. Gajda
  • Patent number: 6031143
    Abstract: Process for the production of styrene which comprises:a) feeding to an alkylation unit a stream of benzene and a stream of recycled product containing ethylene;b) mixing the stream at the outlet of the alkylation unit, containing ethylbenzene, with a stream consisting of ethane;c) feeding the mixture thus obtained to a dehydrogenation unit containing a catalyst capable of contemporaneously dehydrogenating ethane and ethylbenzene;d) feeding the product leaving the dehydrogenation unit to a separation section to produce a stream essentially consisting of styrene and a stream containing ethylene;e) recycling the stream containing ethylene to the alkylation unit.
    Type: Grant
    Filed: September 1, 1998
    Date of Patent: February 29, 2000
    Assignee: Snamprogetti S.p.A.
    Inventors: Franco Buonomo, Gianni Donati, Emilio Micheli, Lorenzo Tagliabue
  • Patent number: 6018086
    Abstract: The present invention relates to a process of preparing dialkylnaphthylenes and polyalkylenenaphthyleneates.
    Type: Grant
    Filed: October 10, 1997
    Date of Patent: January 25, 2000
    Assignees: Kabushiki Kaisha Kobe Seiko Sho, Mobil Oil Corporation
    Inventors: Masahiro Motoyuki, Koji Yamamoto, Ajit Vishwanath Sapre, John Paul Mc Williams, Susan Patricia Donnelly
  • Patent number: 5998684
    Abstract: A separation arrangement for a cumene process that operates with a relatively wet feed to an alkylation zone and relatively dry feed to a transalkylation zone reduces utilities and capital expenses for the separation and recycle of distinct wet and dry components by using an arrangement that first separates effluent from the trans alkylation and alkylation reaction zone in a benzene column before performing light ends and drying in a downstream depropanizer column. The arrangement uses a portion of the net overhead stream from the benzene column as a wet recycle stream for return to the alkylation reaction zone and sends another portion of the benzene net overhead to the depropanizer to supply a dry benzene recycle for the trans alkylation reaction zone.
    Type: Grant
    Filed: November 10, 1997
    Date of Patent: December 7, 1999
    Assignee: UOP LLC
    Inventors: Perry K. Ho, Russell C. Schulz
  • Patent number: 5959168
    Abstract: A zeolite-based ethylbenzene process which is suitable for retrofitting aluminum chloride-based ethylbenzene plants. The process involves alkylating benzene with ethylene in an alkylation zone in the presence of zeolite beta or Y or an MCM zeolite so as to produce an alkylation product mixture containing benzene, ethylbenzene, and polyethylbenzenes which can be separated in the aromatics recovery (distillation) stage of an aluminum chloride-based plant. The polyethylbenzenes are subsequently contacted with benzene in a transalkylation zone using zeolite beta or mordenite or Y so as to produce a transalkylation product mixture which is also separable in the aromatics recovery stage of an aluminum chloride-based plant.
    Type: Grant
    Filed: February 17, 1998
    Date of Patent: September 28, 1999
    Assignee: The Dow Chemical Company
    Inventors: Matheus J. M. van der Aalst, Mohammed S. U. Samson, Garmt R. Meima, Michael Q. de Steenwinkel
  • Patent number: 5902917
    Abstract: There is provided a process for producing alkylaromatics, especially ethylbenzene and cumene, wherein a feedstock is first fed to a transalkylation zone and the entire effluent from the transalkylation zone is then cascaded directly into an alkylation zone along with an olefin alkylating agent, especially ethylene or propylene.
    Type: Grant
    Filed: November 26, 1997
    Date of Patent: May 11, 1999
    Assignee: Mobil Oil Corporation
    Inventors: Nick A. Collins, Dominick N. Mazzone, Chaya R. Venkat
  • Patent number: 5877372
    Abstract: A process is provided for the production of a gasoline blending fraction rich in isooctane by the dimerization of isobutylene using tertiary butyl alcohol modifier and isoalkane diluent; advantageously the isobutylene is derived from the dehydration of tertiary butyl alcohol and the isoalkane used as diluent in the dimerization is the product formed by hydrogenation of the oligomerization product.
    Type: Grant
    Filed: November 21, 1997
    Date of Patent: March 2, 1999
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Thomas I. Evans, Lawrence J. Karas, Ramesh Rameswaran
  • Patent number: 5847253
    Abstract: A process for the production of alkylaromatic hydrocarbons that operates with a high water content in an alkylation zone and a low water content in a transalkylation zone is disclosed. An aromatic feed and an acyclic feed are first passed through the alkylation reaction zone that operates at a high water content. A stripping column receives the effluent of the alkylation reaction zone, removes water and unreacted aromatic feed and produces a bottom stream containing unreacted aromatic feed and alkylated aromatics. A recycle column receives the bottom stream and produces an overhead stream of unreacted aromatic feed having a low water content. The overhead stream and a stream of polyalkylated aromatics are contacted in the transalkylation zone.
    Type: Grant
    Filed: March 18, 1997
    Date of Patent: December 8, 1998
    Assignee: UOP LLC
    Inventors: Perry K. Ho, Constante P. Tagamolila
  • Patent number: 5811608
    Abstract: A process for the production of saturated oligomers by the oligomerization of light olefins to heavier olefins and the saturation of the heavy olefins is improved by the recycle of the heavy paraffins to the oligomerization zone. The recycle of the heavy paraffins improves the selectivity of the oligomerization for C.sub.8 paraffin products and reduces catalyst fouling. The reduced catalyst fouling can be used to operate the oligomerization zone at lower pressure and facilitate its integration with a dehydrogenation zone for the production of the light olefin stream.
    Type: Grant
    Filed: December 15, 1995
    Date of Patent: September 22, 1998
    Assignee: UOP LLC
    Inventors: Laurence O. Stine, Brian S. Muldoon, Steven C. Gimre, Robert R. Frame
  • Patent number: 5811623
    Abstract: A isomerization process for C.sub.4 to C.sub.15 olefins carried out by the reaction of C.sub.4 to C.sub.15 olefins, having a first skeletal distribution, with aromatic compounds under alkylation conditions to produce an alkylated aromatic product, dealkylation of the alkylated aromatic product under dealkylation conditions to produce a dealkylated product comprising said aromatic compounds and olefins corresponding to the olefins in the alkylation and having a second skeletal distribution different than said first skeletal distribution. Acidic catalysts such as molecular sieves are used in both alkylation and dealkylation. The reactions may be carried out in either straight pass fixed beds or in catalytic distillation reactors.
    Type: Grant
    Filed: June 9, 1997
    Date of Patent: September 22, 1998
    Assignee: Catalytic Distillation Technologies
    Inventors: J. Yong Ryu, Willibrord A. Groten
  • Patent number: 5600046
    Abstract: This invention deals with a process for converting aliphatic C.sub.2 -C.sub.6 hydrocarbons into C.sub.6.sup.+ aromatics and C.sub.3.sup.= /C.sub.4.sup.= olefins. The process involves combining dehydrocyclodimerization (DHCD) with dehydrogenation. Thus, the feedstream is first sent to a DHCD zone which produces an effluent stream which contains C.sub.6.sup.+ aromatics along with C.sub.1 -C.sub.5 hydrocarbons. This effluent stream is separated into a stream containing C.sub.1 -C.sub.4 hydrocarbons and one containing C.sub.6.sup.+ aromatics. The C.sub.1 -C.sub.4 containing stream is flowed to a dehydrogenation zone to produce C.sub.3.sup.= /C.sub.4.sup.= olefins.
    Type: Grant
    Filed: December 2, 1994
    Date of Patent: February 4, 1997
    Assignee: UOP
    Inventors: Christopher D. Gosling, Joseph H. Gregor, Charles P. Luebke
  • Patent number: RE41136
    Abstract: The present invention relates to a process of preparing dialkylnaphthylenes and polyalkylenenaphthyleneates dialkylnaphthalenes and polyalkylenenaphthalates.
    Type: Grant
    Filed: January 24, 2002
    Date of Patent: February 16, 2010
    Assignees: Kobe Steel, Ltd, ExxonMobil Chemical Patents, Inc.
    Inventors: Masahiro Motoyuki, Koji Yamamoto, Ajit Vishwanath Sapre, John Paul McWilliams, Susan Patricia Donnelly