From O Compound Feed Or Intermediate Patents (Class 585/327)
  • Patent number: 10988427
    Abstract: An olefin and methanol co-production plant for co-production of an olefin and methanol from a source gas containing methane includes: an olefin production unit for producing the olefin; and a methanol production unit for producing methanol from a carbon oxide gas in the olefin production unit. The olefin production unit includes a partial oxidative coupling device for producing the olefin by partial oxidative coupling reaction of methane contained in the source gas. The methanol production unit includes a reforming device for producing hydrogen by reforming reaction of methane, and a methanol production device for producing methanol by reaction with hydrogen produced by the reforming device. At least one of the reforming device or the methanol production device is configured to perform reaction using the carbon oxide gas in the olefin production unit.
    Type: Grant
    Filed: December 14, 2017
    Date of Patent: April 27, 2021
    Assignee: Mitsubishi Heavy Industries Engineering, Ltd.
    Inventors: Shinya Tachibana, Akiyori Hagimoto
  • Patent number: 10654763
    Abstract: The invention relates to a process for producing butadiene from an ethanol feedstock comprising a step of converting ethanol into butadiene, a step of separating the reactants into a hydrated butadiene effluent, an impurities effluent and an ethanol-butadiene effluent, a separation step that separates the ethanol-butadiene effluent into a butadiene distillate and a contaminated reactants effluent, a step of purifying the butadiene by extractive distillation and an effluent treatment step.
    Type: Grant
    Filed: June 26, 2017
    Date of Patent: May 19, 2020
    Assignees: IFP Energies nouvelles, Compagnie Generale des Etablissements Michelin
    Inventors: Rejane Dastillung, Sophie Couderc, Olivier Thinon
  • Patent number: 10647629
    Abstract: A process for oligomerization of olefins includes contacting a feedstock with a zeolite catalyst under conditions of oligomerization at pressure between 8-20 bars and temperature in the range of 60-100° C. to obtain oligomers, wherein, the zeolite catalyst has a pentagonal sheet morphology.
    Type: Grant
    Filed: February 1, 2017
    Date of Patent: May 12, 2020
    Assignee: Hindustan Petroleum Corporation Limited
    Inventors: Raman Ravishankar, Bennet Chelliahn, Ragireddy Sudarshan Reddy, Peddy Venkat Chalapathy Rao, Gandham Sriganesh
  • Patent number: 10508062
    Abstract: The invention pertains to a method for converting butanediol into butadiene that is fed with a butanediol feedstock, where said method comprises at least an esterification step, a pyrolysis step, and a step for separation of the pyrolysis effluent comprising at least one section for cooling said pyrolysis effluent and producing a liquid pyrolysis effluent and a steam pyrolysis effluent and a gas-liquid washing section that is fed at the top with a fraction of the butanediol diester effluent obtained from the esterification step and at the bottom with the steam pyrolysis effluent, where said section produces a butadiene effluent at the top and a washing effluent at the bottom.
    Type: Grant
    Filed: May 9, 2017
    Date of Patent: December 17, 2019
    Assignees: IFP ENERGIES NOUVELLES, COMPAGNIE GENERALE DES ETABLISSEMENTS MICHELIN
    Inventors: Marc Jacquin, Nuno Pacheco, Claire Fauvarque-Nuytten
  • Patent number: 10501391
    Abstract: The invention relates to a process for producing butadiene from an ethanol feedstock, comprising a step of converting the ethanol into butadiene, a distillation step, a step of washing with water, a butadiene purification step comprising at least one section for separating the 1-butene by extractive distillation and a final distillation section fed with the topped butadiene distillate, separating at the top a purified butadiene effluent and at the bottom a butene residue, and an effluent treatment step.
    Type: Grant
    Filed: June 26, 2017
    Date of Patent: December 10, 2019
    Assignees: IFP Energies Nouvelles, Compagnie Generale des Etablissements Michelin
    Inventors: Sophie Couderc, Rejane Dastillung, Olivier Thinon
  • Patent number: 10406511
    Abstract: A catalyst for converting dimethyl ether into light olefins, including ethylene and propylene. The catalyst comprises a mixture of two zeolites, ZSM-5 and ZSM-35, intimately mixed and kept in close proximity in a porous extruded binder system. The resulting combination of zeolites demonstrates a synergistic effect with respect to the conversion of the dimethyl ether and has improved resistance to deactivation due to carbon and coke formation than the individual zeolites alone when operating in this reaction. The catalyst is used to produce ethylene and propylene from a feed mixture containing methanol, dimethyl ether and water.
    Type: Grant
    Filed: April 7, 2017
    Date of Patent: September 10, 2019
    Assignee: Enerkem, Inc.
    Inventors: Stephane Marie-Rose, Ludovic Pinard, Jennifer Lorena Gil Coba
  • Patent number: 10358395
    Abstract: A method for producing butadiene, the method including: a first synthesis step of bringing a mixed gas containing hydrogen and carbon monoxide into contact with a first catalyst to obtain a primary product containing ethanol as an intermediate; and a second synthesis step of bringing the primary product into contact with a second catalyst to obtain butadiene.
    Type: Grant
    Filed: September 16, 2015
    Date of Patent: July 23, 2019
    Assignee: SEKISUI CHEMICAL CO., LTD.
    Inventors: Tomoaki Nishino, Toshihito Miyama
  • Patent number: 9834624
    Abstract: Systems and processes for generating polyethylene are provided. A process includes performing a first reaction with methane and oxygen to produce a first product; performing a second reaction with the first product to produce a second product; separating components from the second product; returning ethane from the second product and performing a reaction simultaneous to the first reaction; performing a third reaction to produce a third product including polyethylene and vented methane; and returning the vented methane to a feed to the first reaction.
    Type: Grant
    Filed: October 7, 2014
    Date of Patent: December 5, 2017
    Assignee: SAUDI BASIC INDUSTRIES CORPORATION
    Inventors: Aghaddin Mamedov, Mohamed Sabri Abdelghani
  • Publication number: 20150148560
    Abstract: Provided herein are methods that utilize polyhydroxyalkanoates (PHAs) as a substrate for further conversion to C4 and C5 compounds. Polyhydroxyalkanoates can undergo esterification to yield alkyl hydroxyalkanoates and alkyl alkenoates, which may serve as useful precursors in the production of alkadienes and alkenedioic acids, including for example butadiene and butenedioic acid.
    Type: Application
    Filed: May 31, 2013
    Publication date: May 28, 2015
    Applicant: MICROMIDAS, INC.
    Inventors: Ryan L. Smith, John Bissell, Makoto N. Masuno, Douglas Cannon, Alex B. Wood, Marc Foster
  • Publication number: 20150141715
    Abstract: A process for making a bio-naphtha and optionally bio-propane from a complex mixture of natural occurring fats & oils, wherein said complex mixture is subjected to a refining treatment for removing the major part of non-triglyceride and non-fatty acid components, thereby obtaining refined fats & oils; said refined fats & oils are transformed into linear or substantially linear paraffin's as the bio-naphtha by an hydrodeoxygenation or from said refined fats & oils are obtained fatty acids that are transformed into linear or substantially linear paraffin's as the bio-naphtha by hydrodeoxygenation or decarboxylation of the free fatty acids or from said refined fats & oils are obtained fatty acids soaps that are transformed into linear or substantially linear paraffin's as the bio-naphtha by decarboxylation of the soaps.
    Type: Application
    Filed: January 28, 2015
    Publication date: May 21, 2015
    Inventors: Walter Vermeiren, Nicolas Van Gyseghem
  • Publication number: 20150133685
    Abstract: The invention provides a process for the production of a diene. In the process, a lactone is heated in the presence of a first catalyst system to produce an alkene and carbon dioxide and the alkene is contacted with a second catalyst system to produce an alkyldiene.
    Type: Application
    Filed: March 28, 2013
    Publication date: May 14, 2015
    Applicant: Agency for Science, Technology and Research
    Inventors: Ludger Stubbs, Chuanzhao Li, Pui Kwan Wong, Martin van Meurs
  • Patent number: 9012713
    Abstract: The present invention provides a process for removing oxygenate from an olefin stream comprising oxygenate, comprising providing to an oxygenate recovery zone the olefin stream comprising oxygenate and a solvent comprising ethanol, treating the olefin stream comprising oxygenate with the solvent, and retrieving from the oxygenate recovery zone at least one oxygenate-depleted olefinic product stream comprising olefin and a spent solvent comprising at least part of the oxygenate.
    Type: Grant
    Filed: December 20, 2013
    Date of Patent: April 21, 2015
    Assignee: Shell Oil Company
    Inventor: Jeroen Van Westrenen
  • Patent number: 8940951
    Abstract: A process for preparing isobutene by dissociation of MTBE, including: a) reaction of isobutene-containing hydrocarbon mixtures, with methanol, present in one or more methanol-containing streams, over acidic ion exchangers to give a stream, containing MTBE and TBA; b) separation of a stream containing MTBE and TBA, from a stream by distillation; c) dissociation of a stream in the gas phase over a heterogeneous catalyst to give a stream containing at least isobutene, methanol, MTBE and water and possibly TBA, d) separation of a stream by distillation to give a stream containing in each case more than 50% by mass of the amounts of methanol, TBA and water present in another stream and a stream containing isobutene, e) separation of water from stream to below 1% by mass by distillation to give a stream, f) total or partial recirculation of the methanol-containing stream.
    Type: Grant
    Filed: June 16, 2010
    Date of Patent: January 27, 2015
    Assignee: Evonik Degussa GmbH
    Inventors: Markus Winterberg, Dirk Roettger, Armin Rix, Reiner Bukohl, Walter Luh, Holger Wiederhold, Gunnar Schilling, Christian Boeing
  • Publication number: 20140378726
    Abstract: A process for making isoprene from isobutane is described. The process allows control of the isobutene concentration entering the isoprene reaction zone to be at least about 40% consistently. The process also allows control of the oxygenate removal zone.
    Type: Application
    Filed: June 20, 2013
    Publication date: December 25, 2014
    Inventors: BIPIN V. VORA, BING SUN
  • Publication number: 20140296588
    Abstract: A method of producing butene from an oxygenate-containing feedstock is described. The oxygenate-containing feedstock is converted to olefins and separated. The C4 isoolefins are then etherified and separated. The normal C4 olefins can be used to produce butadiene.
    Type: Application
    Filed: March 28, 2013
    Publication date: October 2, 2014
    Applicant: UOP LLC
    Inventors: Andrea G. Bozzano, Steven L. Krupa, Timothy Foley
  • Publication number: 20140296587
    Abstract: A process is present for increasing the yields of 1,3 butadiene. The process includes recovering 1,3 butadiene from a cracking unit that generates a crude C4 stream. The 1,3 butadiene is separated and the remaining C4 process stream components are further reacted and dehydrogenated to generate 1,3 butadiene in a subsequent process stream. The subsequent process stream is recycled to recover the additional 1,3 butadiene.
    Type: Application
    Filed: March 28, 2013
    Publication date: October 2, 2014
    Applicant: UOP LLC
    Inventors: Andrea G. Bozzano, Bipin V. Vora, Daniel H. Wei, Steven L. Krupa
  • Publication number: 20140296570
    Abstract: The invention relates to a process for converting hydrocarbons into products containing aldehydes and/or alcohols. The invention also relates to producing olefins from the aldehyde and alcohol, to polymerizing the olefins, and to equipment useful for these processes.
    Type: Application
    Filed: December 20, 2011
    Publication date: October 2, 2014
    Applicant: Exxonmobile Chemical Patents Inc.
    Inventors: Paul F. Keusenkothen, Frank Hershkowitz
  • Publication number: 20140171665
    Abstract: The present invention provides a process for removing oxygenate from an olefin stream comprising oxygenate, comprising providing to an oxygenate recovery zone the olefin stream comprising oxygenate and a solvent comprising ethanol, treating the olefin stream comprising oxygenate with the solvent, and retrieving from the oxygenate recovery zone at least one oxygenate-depleted olefinic product stream comprising olefin and a spent solvent comprising at least part of the oxygenate.
    Type: Application
    Filed: December 20, 2013
    Publication date: June 19, 2014
    Applicant: Shell Oil Company
    Inventor: Jeroen VAN WESTRENEN
  • Patent number: 8735639
    Abstract: The present process provides a method for converting an oxygenate-containing feed stream to an olefin-containing product stream. The method includes: (1) providing a first fluidized catalytic reactor for converting methanol to propylene, the first reactor having a fluidized catalyst system comprising a first catalyst and a second catalyst; (2) providing a second fluidized catalytic reactor communicating with the first fluidized catalytic reactor for cracking heavy olefins having four carbon atoms or greater into propylene, the second reactor having the fluidized catalyst system; (3) providing an oxygenate containing feed to the first reactor; and (4) fluidizing the catalyst system with the oxygenate containing feed.
    Type: Grant
    Filed: April 7, 2010
    Date of Patent: May 27, 2014
    Assignee: UOP LLC
    Inventors: Andrea G. Bozzano, Bryan K. Glover, Peter R. Pujado
  • Publication number: 20140128650
    Abstract: A process is described for making a product mixture including isobutene, propylene, 1-butene, 2-butene 2-methyl-1-butene and 2-methyl-2-butene from a mixture of acetic acid and propionic and through reaction in the presence of a source of hydrogen and of a mixed oxide catalyst, for example, a ZnxZryOz mixed oxide catalyst.
    Type: Application
    Filed: December 13, 2013
    Publication date: May 8, 2014
    Applicants: ARCHER DANIELS MILDAND COMPANY, Washington State University
    Inventors: Junming Sun, Changjun Liu, Yong Wang, Colin Smith, Kevin Martin, Padmesh Venkitasubramanian, Joshua Terrian
  • Publication number: 20140114105
    Abstract: A process can include making a bio-diesel, a bio-naphtha, and optionally bio-propane from a complex mixture of natural occurring fats & oils. The complex mixture can be subjected to a refining treatment for removing a major part of non-triglyceride and non-fatty acid components to obtain refined oils. The refined oils can be subjected to a fractionation step to obtain a substantially unsaturated liquid triglyceride part (phase L), and a substantially saturated solid triglyceride part (phase S). The phase L can transformed into alkyl-esters as bio-diesel by a transesterification. The phase S can be transformed into substantially linear paraffin's as the bio-naphtha by an hydrodeoxygenation. Fatty acids can be obtained from the phase S and transformed into substantially linear paraffin's as the bio-naphtha by hydrodeoxygenation or decarboxylation. Fatty acids soaps can be obtained from the phase S that are transformed into substantially linear paraffin's as the bio-naphtha by decarboxylation.
    Type: Application
    Filed: November 5, 2013
    Publication date: April 24, 2014
    Applicant: TOTAL PETROCHEMICALS RESEARCH FELUY
    Inventors: Walter Vermeiren, Francois Bouvart, Nicolas Dubut
  • Publication number: 20140058146
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes processing the acetylene to form a stream having butadiene. The hydrocarbon stream is introduced into a supersonic reactor and pyrolyzed to convert at least a portion of the methane to acetylene. The reactor effluent stream is be treated to convert acetylene to butadiene. The method according to certain aspects includes controlling the level of carbon monoxide to prevent undesired reactions in downstream processing units.
    Type: Application
    Filed: June 11, 2013
    Publication date: February 27, 2014
    Inventors: Jeffery C. Bricker, John Q. Chen, Peter K. Coughlin, Debarshi Majumder
  • 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: 20130261323
    Abstract: 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: Application
    Filed: May 24, 2013
    Publication date: October 3, 2013
    Applicant: GEVO, INC.
    Inventors: Matthew W. Peters, Joshua D. Taylor, David E. Henton, Leo E. Manzer, Patrick R. Gruber, Josefa M. Griffith, Yassin Al Obaidi
  • Patent number: 8507742
    Abstract: The present invention provides a process for producing olefins from a feed comprising at least methane, ethane and carbon dioxide. The feed is separated into at least a methane-comprising feed, an ethane-comprising feed and a carbon dioxide-comprising feed. At least part of the methane-comprising feed is converted to a synthesis gas. The ethane-comprising feed is cracked to obtain at least olefins and hydrogen. At least part of the carbon dioxide-comprising feed and at least part of the synthesis gas are used to synthesis oxygenates. At least part of the oxygenates are converted in an oxygenate-to-olefin (OTO) zone to obtain at least olefins and hydrogen. At least part of the cracking effluent and at least part of the OTO zone effluent are combined to obtain a combined effluent from which hydrogen is separated. At least part of the hydrogen is supplied to the oxygenate synthesis zone.
    Type: Grant
    Filed: November 9, 2010
    Date of Patent: August 13, 2013
    Assignee: Shell Oil Company
    Inventors: Leslie Andrew Chewter, Herve Henry, Jeroen Van Westrenen
  • Patent number: 8445740
    Abstract: A process for recovering ethylene is disclosed, the process including: recovering a ethylene-containing stream comprising methane, ethylene, and nitrogen oxides from at least one of an ethylene production process and an ethylene recovery process; separating the ethylene-containing stream via extractive distillation using at least one C2+ hydrocarbon absorbent to produce an overheads fraction comprising methane and nitrogen oxides and a bottoms fraction comprising the at least one C2+ hydrocarbon absorbent and ethylene; wherein the separating comprises operating the extractive distillation at temperatures and pressures sufficient to prevent any substantial conversion of nitrogen oxides to N2O3.
    Type: Grant
    Filed: November 23, 2010
    Date of Patent: May 21, 2013
    Assignee: Lummus Technology Inc.
    Inventors: Stephen J. Stanley, Stephen De Haan, Peter Daniel Kuzma, Jr.
  • Patent number: 8410326
    Abstract: A process for producing hydrocarbons, especially C8 or larger alkenes, from lactones, hydroxy-carboxylic acids, alkene-carboxylic acids, alcohols, or mixtures thereof, or an aqueous solution of lactones, hydroxy-carboxylic acids, alkene-carboxylic acids, alcohols, or mixtures thereof is described. The process includes reacting the starting materials with a first acid catalyst to yield a first product mixture. The first product mixture is then reacted with a second acid catalyst (which can be the same or different from the first acid catalyst) to yield a second product mixture comprising hydrocarbons, for example alkenes having a chain length of C8+. The process is suitable for producing hydrocarbons that can be used in or as liquid transportation fuels.
    Type: Grant
    Filed: January 14, 2010
    Date of Patent: April 2, 2013
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, David Martin Alonso, Jesse Quentin Bond, Dong Wang, Ryan M. West
  • Patent number: 8404890
    Abstract: Described is a method of making sorbic acid, pentadiene, or 3-penten-2-one. The method includes partially hydrogenating 4-hydroxy-6-methyl-2-pyrone (HMP) to yield 5,6-dihydro-4-hydroxy-6-methyl-2H-pyran-2-one (4-DHMMP). Then, if 3-penten-2-one is desired, thermally decomposing the 4-DHMMP to yield 3-penten-2-one. If sorbic acid or pentadiene are desired, the 4-DHMMP is hydrogenated to yield 4-hydroxy-6-methyltetrahydro-2-pyrone (4-HMTHP). The 4-HMTHP is then dehydrated by contacting it with a solid acid catalyst to yield parasorbic acid (PSA). The PSA can then be ring-opened by contacting it with a solid acid catalyst. The reaction conditions of the ring-opening reaction can be controlled to yield sorbic acid and/or pentadiene.
    Type: Grant
    Filed: November 10, 2010
    Date of Patent: March 26, 2013
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: James A. Dumesic, Mei Chia
  • Patent number: 8399728
    Abstract: A process for conversion of methanol to olefins (MTO), including: contacting methanol and air in a methanol-to-olefins reactor; recovering an effluent from the methanol-to-olefins reactor comprising methanol, ethylene, and nitrogen oxides; separating the effluent via one or more reactive distillation and/or distillation stages using a hydrocarbon absorbent to recover a first fraction comprising ethylene and a second fraction comprising methane; wherein the separating comprises operating the one or more extractive distillation and/or distillation stages at temperatures and pressures sufficient to prevent any substantial conversion of nitrogen oxides to N2O3.
    Type: Grant
    Filed: October 29, 2008
    Date of Patent: March 19, 2013
    Assignee: Lummus Technology Inc.
    Inventors: Stephen De Haan, Peter Daniel Kuzma, Jr.
  • Patent number: 8394900
    Abstract: The present invention generally relates to a method for sequestering carbon dioxide. Biomass is converted into paraffinic hydrocarbons. The paraffinic hydrocarbons are steam cracked into olefins. The olefins are polymerized into non-biodegradable polyolefins.
    Type: Grant
    Filed: March 18, 2010
    Date of Patent: March 12, 2013
    Assignee: Syntroleum Corporation
    Inventor: Ramin Abhari
  • Patent number: 8350107
    Abstract: A process for converting alcohol feedstocks to diesel/turbine fuels.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: January 8, 2013
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Benjamin G. Harvey, Michael E. Wright
  • Patent number: 8344196
    Abstract: A process from converting alcohol feedstock to diesel/turbine fuels.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: January 1, 2013
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Benjamin G. Harvey, Michael E. Wright
  • Publication number: 20120271082
    Abstract: The method of the present invention provides a high yield pathway to 2,5-dimethylhexadiene from renewable isobutanol, which enables economic production of renewable p-xylene (and subsequently, terephthalic acid, a key monomer in the production of PET) from isobutanol. In addition, the present invention provides methods for producing 2,5-dimethylhexadiene from a variety of feed stocks that can act as “equivalents” of isobutylene and/or isobutyraldehyde including isobutanol, isobutylene oxide, and isobutyl ethers and acetals. Catalysts employed in the present methods that produce 2,5-dimethylhexadiene can also catalyze alcohol dehydration, alcohol oxidation, epoxide rearrangement, and ether and acetal cleavage.
    Type: Application
    Filed: April 19, 2012
    Publication date: October 25, 2012
    Applicant: Gevo, Inc.
    Inventors: Thomas Jackson Taylor, Joshua D. Taylor, Matthew W. Peters, David E. Henton
  • Patent number: 8242319
    Abstract: A process from converting alcohol feedstock to diesel/turbine fuels.
    Type: Grant
    Filed: April 27, 2011
    Date of Patent: August 14, 2012
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Benjamin G. Harvey, Michael E. Wright
  • Patent number: 8207387
    Abstract: Provided is a method of producing polypropylene comprising contacting an oxygenate stream with a molecular sieve to form an olefin stream comprising propane, propylene and dimethylether; introducing the olefin stream into a propylene rectification tower possessing from less than 200 theoretical stages; withdrawing from the propylene rectification tower a bottom stream comprising dimethylether, a sidestream comprising propane, and an overhead stream comprising propane and propylene; introducing the overhead to a condenser to accumulate a propylene-rich stream; passing the propylene-rich stream to a splitter to produce (i) a first propylene stream that is introduced into a polypropylene reactor to contact a polyolefin catalyst, and (ii) a second propylene stream that is re-introduced into the rectification tower, the first and second propylene streams introduced at a desirable ratio; and recirculating the dimethylether stream to contact the molecular sieve.
    Type: Grant
    Filed: May 3, 2010
    Date of Patent: June 26, 2012
    Assignee: Exxonmobil Chemical Patents Inc.
    Inventors: Gerald G. McGlamery, Jr., Lawrence C. Smith, Jennifer L. Bancroft
  • Publication number: 20120116119
    Abstract: Described is a method of making sorbic acid, pentadiene, or 3-penten-2-one. The method includes partially hydrogenating 4-hydroxy-6-methyl-2-pyrone (HMP) to yield 5,6-dihydro-4-hydroxy-6-methyl-2H-pyran-2-one (4-DHMMP). Then, if 3-penten-2-one is desired, thermally decomposing the 4-DHMMP to yield 3-penten-2-one. If sorbic acid or pentadiene are desired, the 4-DHMMP is hydrogenated to yield 4-hydroxy-6-methyltetrahydro-2-pyrone (4-HMTHP). The 4-HMTHP is then dehydrated by contacting it with a solid acid catalyst to yield parasorbic acid (PSA). The PSA can then be ring-opened by contacting it with a solid acid catalyst. The reaction conditions of the ring-opening reaction can be controlled to yield sorbic acid and/or pentadiene.
    Type: Application
    Filed: November 10, 2010
    Publication date: May 10, 2012
    Inventors: James A. Dumesic, Mei Chia
  • Patent number: 8158838
    Abstract: The novel C dialdehyde compound which can be efficiently utilized in the synthesis of carotenoid compounds based on the sulfone chemistry, the preparation method of the same, and the expeditious and practical synthetic processes for lycopene and ?-carotene by the use of the above novel compound are disclosed. The syntheses of lycopene and ?-carotene are characterized by the processes of the coupling reaction between two equivalents of geranyl sulfone or cyclic geranyl sulfone and the above C dialdehyde, the functional group transformation reactions of the diol in the resulting C 40 coupling products to X's (either halogens or ethers), and the double elimination reactions of the functional groups of the benzenesulfonyl and X to produce the fully conjugated polyene chain of the carotenoids.
    Type: Grant
    Filed: March 14, 2011
    Date of Patent: April 17, 2012
    Assignee: Myongji University Industry and Academia Cooperation
    Inventors: Sang Ho Koo, Eun Ho Choi, Joo-Won Suh
  • Patent number: 8143468
    Abstract: The present invention relates to the preparation of 3-methylbut-1-ene from a hydrocarbon stream I comprising isobutene by feeding a hydrocarbon stream II which comprises at least 70% by mass of isobutene in relation to the olefins present in the hydrocarbon stream and which has been obtained from hydrocarbon stream I or is identical to it to a process step for hydroformylation in which isobutene is hydroformylated in the presence of a rhodium catalyst, hydrogenating the aldehyde obtained from the hydroformylation of isobutene to the corresponding alcohol and preparing 3-methylbut-1-ene by water elimination from the alcohol.
    Type: Grant
    Filed: May 11, 2007
    Date of Patent: March 27, 2012
    Assignee: Evonik Oxeno GmbH
    Inventors: Alfred Kaizik, Klaus-Diether Wiese, Dietrich Maschmeyer, Dieter Hess, Wilfried Bueschken, Franz Nierlich
  • Patent number: 8080698
    Abstract: Systems and processes for producing one or more olefins are provided. A feed containing C4 compounds can be dehydrogenated to provide a first product containing butene. At least a portion of the first product can be bypassed around a methyl-tert-butyl-ether production unit and cracked in a first cracker to provide a second product containing propylene, ethylene, and butane. A light hydrocarbon containing gas oils, full range gas oils, resid or any combination thereof can be cracked in a second cracker to provide a cracked hydrocarbon containing propylene, ethylene, and butane. An alkane can be cracked in a third cracker to provide cracked alkanes containing propylene, ethylene, and butane. The second product, cracked hydrocarbons, and cracked alkanes can be combined and separated to provide a third product containing propylene and a first recycle containing butane. At least a portion of the first recycle can be recycled to the first product prior to cracking.
    Type: Grant
    Filed: October 30, 2007
    Date of Patent: December 20, 2011
    Assignee: Kellogg Brown & Root LLC
    Inventor: Curtis N. Eng
  • Patent number: 8052938
    Abstract: The present invention provides a reactor system having: (1) a first reactor receiving an oxygenate component and a hydrocarbon component and capable of converting the oxygenate component into a light olefin and the hydrocarbon component into alkyl aromatic compounds; (2) a separator system for providing a first product stream containing a C3 olefin, a second stream containing a C7 aromatic, and a third stream containing C8 aromatic compounds; (3) a first line connecting the separator to the inlet of the first reactor for conveying the second stream to the first reactor; (4) a second line in fluid communication with the separator system for conveying the C3 olefin to a propylene recovery unit, and (4) a third line in fluid communication with the separator system for conveying the C8 aromatic compounds to a xylene recovery unit.
    Type: Grant
    Filed: October 12, 2010
    Date of Patent: November 8, 2011
    Assignee: UOP LLC
    Inventors: Andrea G. Bozzano, Timur V. Voskoboynikov, Tom N. Kalnes, Paul T. Barger, Gavin P. Towler, Bryan K. Glover
  • Patent number: 8003841
    Abstract: Processes and systems for utilizing products from DME synthesis in converting oxygenates to olefins are provided that include removing a DME-reactor effluent from a DME reactor, wherein the DME effluent includes DME, water, and methanol; separating carbon dioxide gas from the DME reactor effluent in a liquid gas separator to produce a degassed effluent stream. The processes and systems can include feeding the degassed effluent stream to an oxygenate to olefin reactor to produce an olefin containing effluent, wherein the olefin containing effluent further includes oxygenates.
    Type: Grant
    Filed: June 30, 2008
    Date of Patent: August 23, 2011
    Assignee: UOP LLC
    Inventor: Andrea G. Bozzano
  • Publication number: 20110166400
    Abstract: The novel C dialdehyde compound which can be efficiently utilized in the synthesis of carotenoid compounds based on the sulfone chemistry, the preparation method of the same, and the expeditious and practical synthetic processes for lycopene and ?-carotene by the use of the above novel compound are disclosed. The syntheses of lycopene and ?-carotene are characterized by the processes of the coupling reaction between two equivalents of geranyl sulfone or cyclic geranyl sulfone and the above C dialdehyde, the functional group transformation reactions of the diol in the resulting C 40 coupling products to X's (either halogens or ethers), and the double elimination reactions of the functional groups of the benzenesulfonyl and X to produce the fully conjugated polyene chain of the carotenoids.
    Type: Application
    Filed: March 14, 2011
    Publication date: July 7, 2011
    Applicant: Myongji University Industry and Academia Cooperation
    Inventors: Sang Ho Koo, Eun Ho Choi, Joo-Won Suh
  • Patent number: 7973208
    Abstract: A catalyst for converting methanol to light olefins and the process for making and using the catalyst are disclosed and claimed. SAPO-34 is a specific catalyst that benefits from its preparation in accordance with this invention. A seed material is used in making the catalyst that has a higher content of the EL metal than is found in the principal part of the catalyst. The molecular sieve has predominantly a roughly rectangular parallelepiped morphology crystal structure with a lower fault density and a better selectivity for light olefins.
    Type: Grant
    Filed: April 28, 2009
    Date of Patent: July 5, 2011
    Assignee: UOP LLC
    Inventors: Wharton Sinkler, Robert W. Broach, Natasha Erdman, Thomas M. Reynolds, John Q. Chen, Stephen T. Wilson, Paul T. Barger
  • Patent number: 7968758
    Abstract: A process for the dissociation of methyl tert-butyl ether (MTBE), which includes at least a) catalytic dissociation of MTBE which is present in two streams I and VII over a catalyst to give a dissociation product II, b) separation by distillation of the dissociation product II obtained in a) into an overhead stream III containing more than 90% by mass and a bottom stream IV containing diisobutene, MTBE and more than 80% of the methanol present in the dissociation product II, c) separation by distillation of the bottom stream IV obtained in b) into a methanol-containing bottom stream V, a side stream VI containing diisobutene, methanol and MTBE and an overhead stream VII containing MTBE and methanol and d) recirculation of the overhead stream VII to a).
    Type: Grant
    Filed: June 5, 2007
    Date of Patent: June 28, 2011
    Assignee: Evonik Oxeno GmbH
    Inventors: Markus Winterberg, Franz Nierlich, Silvia Santiago Fernandez, Walter Luh, Stephan Houbrechts, Dietrich Maschmeyer, Horst-Werner Zanthoff, Wilfried Büschken
  • Patent number: 7951984
    Abstract: The present invention provides a reactor system having: (1) a first reactor receiving an oxygenate component and a hydrocarbon component and capable of converting the oxygenate component into a light olefin and the hydrocarbon component into alkyl aromatic compounds; (2) a separator system for providing a first product stream containing a C3 olefin, a second stream containing a C7 aromatic, and a third stream containing C8 aromatic compounds; (3) a first line connecting the separator to the inlet of the first reactor for conveying the second stream to the first reactor; (4) a second line in fluid communication with the separator system for conveying the C3 olefin to a propylene recovery unit, and (4) a third line in fluid communication with the separator system for conveying the C8 aromatic compounds to a xylene recovery unit.
    Type: Grant
    Filed: October 12, 2010
    Date of Patent: May 31, 2011
    Assignee: UOP LLC
    Inventors: Andrea G. Bozzano, Timur V. Voskoboynikov, Tom N. Kalnes, Paul T. Barger, Gavin P. Towler, Bryan K. Glover
  • Patent number: 7932428
    Abstract: The invention relates to a process for preparing 1-butene from technical mixtures which comprise at least 1-butene, isobutene, n-butane and 2-butenes by partial conversion of the isobutene present, distillative removal of a fraction comprising 1-butene and isobutene, and conversion of the isobutene present therein to tert-butyl ethers.
    Type: Grant
    Filed: September 15, 2006
    Date of Patent: April 26, 2011
    Assignee: Evonik Oxeno GmbH
    Inventors: Armin Rix, Udo Peters, Jochen Praefke, Dirk Röttger, Franz Nierlich
  • Patent number: 7910786
    Abstract: Isobutene is prepared by a process in which a) an MTBE-containing stream I is separated by distillation into an MTBE-containing overhead stream II and a bottom stream III which comprises compounds having boiling points higher than that of MTBE; and b) the MTBE present in the overhead stream II is dissociated over a catalyst to give a dissociation product IV; wherein the stream I has a proportion of 2-methoxybutane (MSBE) of greater than 1000 ppm by mass, based on MTBE, and wherein the separation by distillation in step a) and/or the dissociation in step b) is carried out so that the dissociation product IV has a concentration of less than 1000 ppm by mass of linear butenes, based on a C4-olefin fraction.
    Type: Grant
    Filed: August 16, 2007
    Date of Patent: March 22, 2011
    Assignee: Evonik Oxeno GmbH
    Inventors: Markus Winterberg, Walter Luh, Silvia Santiago Fernandez, Franz Nierlich, Stephan Houbrechts, Dietrich Maschmeyer, Horst-Werner Zanthoff, Wilfried Büschken
  • Patent number: 7888542
    Abstract: The invention relates to a process for producing high-quality saturated base oil or a base oil component based on hydrocarbons. The process of the invention comprises two main steps, the oligomerization and deoxygenation. A biological starting material containing unsaturated carboxylic acids and/or esters of carboxylic acids is preferably used as the feedstock.
    Type: Grant
    Filed: December 12, 2006
    Date of Patent: February 15, 2011
    Assignee: Neste Oil Oyj
    Inventors: Eija Koivusalmi, Jukka Myllyoja, Jorma Matikainen
  • Publication number: 20100317908
    Abstract: Provided is a method of producing polypropylene comprising contacting an oxygenate stream with a molecular sieve to form an olefin stream comprising propane, propylene and dimethylether; introducing the olefin stream into a propylene rectification tower possessing from less than 200 theoretical stages; withdrawing from the propylene rectification tower a bottom stream comprising dimethylether, a sidestream comprising propane, and an overhead stream comprising propane and propylene; introducing the overhead to a condenser to accumulate a propylene-rich stream; passing the propylene-rich stream to a splitter to produce (i) a first propylene stream that is introduced into a polypropylene reactor to contact a polyolefin catalyst, and (ii) a second propylene stream that is re-introduced into the rectification tower, the first and second propylene streams introduced at a desirable ratio; and recirculating the dimethylether stream to contact the molecular sieve.
    Type: Application
    Filed: May 3, 2010
    Publication date: December 16, 2010
    Inventors: Gerald G. McGlamery, JR., Lawrence C. Smith, Jennifer L. Bancroft
  • Patent number: 7847141
    Abstract: The invention relates to a process for converting a hydrocarbon charge of linear and branched olefins, comprises the following stages: a) a stage of membrane separation of the hydrocarbon charge under conditions making it possible to produce a cut ? containing the majority of the linear olefins present in said charge, and a cut ? containing the majority of the branched olefins, b) a stage of treatment of the linear olefins contained in the effluents originating from the membrane separation stage (cut ?) under moderate oligomerization conditions, c) a stage of distillation separation of the effluents originating from the oligomerization stage into at least two cuts, d) a stage of hydrogenation of the cut ? under conditions for obtaining a gas oil with a high cetane number.
    Type: Grant
    Filed: June 6, 2005
    Date of Patent: December 7, 2010
    Assignee: IFP Energies Nouvelles
    Inventors: Patrick Briot, Arnaud Baudot, Vincent Coupard, Alain Methivier