To Produce Unsaturate Patents (Class 585/324)
  • Patent number: 9751816
    Abstract: The present invention relates to a process of producing partly renewable light unsaturated hydrocarbons, in which at least one pyrolysis furnace of a unit for producing light unsaturated hydrocarbons from hydrocarbons is replaced by at least one reactor for conversion of ethanol to light unsaturated hydrocarbons.
    Type: Grant
    Filed: December 17, 2013
    Date of Patent: September 5, 2017
    Assignee: Braskem S.A.
    Inventors: Maria Ignez Broglio, Augusto Teruo Morita, Roberto Werneck do Carmo, Luis Felipe de Souza Tavares, Bruno Maia Moreira
  • Patent number: 9701913
    Abstract: A process for catalytic cracking includes the steps of: (a) contacting a hydrocarbon feed with a catalyst at catalytic cracking conditions; (b) adsorbing hydrogen on the catalyst during cracking; and (c) producing a cracked product, preferably propylene, wherein the catalyst comprises (i) a matrix, (ii) a catalytically active material, and (iii) a hydrogen adsorption material. Another process for catalytic cracking includes the steps of: (a) contacting a hydrocarbon feed with a catalyst at catalytic cracking conditions; (b) contacting the hydrocarbon feed with a hydrogen adsorption material; (c) adsorbing hydrogen on the hydrogen adsorption material during cracking; and (d) producing a cracked product, wherein the catalyst comprises (i) a matrix and (ii) a catalytically active material.
    Type: Grant
    Filed: December 17, 2013
    Date of Patent: July 11, 2017
    Assignee: UOP LLC
    Inventors: Matthew Lippmann, Alex A. Rio, Keith A. Couch
  • Patent number: 9687829
    Abstract: A novel catalyst blend for processing of feedstocks into monoaromatics in a single stage, comprising at least one cracking catalyst, one heterogeneous transition metal catalyst, and optionally at least one hydrogenation catalyst. The process occurs in one-step or single stage with substantially no solvents or external additives, or when the feedstock contains less than 15% oxygen, the process includes additional water or steam to enable sufficient amounts of H2 being produced in-situ.
    Type: Grant
    Filed: February 6, 2015
    Date of Patent: June 27, 2017
    Assignee: BASF CORPORATION
    Inventor: Robert McGuire
  • Patent number: 9677014
    Abstract: An apparatus and process are provided for processing hydrocarbon feeds. The process enhances the conversion of hydrocarbon feeds into conversion products, such as ethylene and propylene. In particular, the present techniques utilize two high-severity pyrolysis reactors integrated with another reactor type to convert hydrocarbons to other petrochemical products. The pyrolysis reactors recycle a portion of one of the reactor products to at least one of the pyrolysis reactors to further enhance the process.
    Type: Grant
    Filed: December 20, 2011
    Date of Patent: June 13, 2017
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Paul F. Keusenkothen, Frank Hershkowitz
  • Patent number: 9611193
    Abstract: A process for the production of C4 olefins, which may include: contacting a hydrocarbon mixture comprising alpha-pentenes with an isomerization catalyst to form an isomerization product comprising beta-pentenes; contacting ethylene and the beta-pentenes with a first metathesis catalyst to form a first metathesis product comprising butenes and propylene, as well as any unreacted ethylene and C5 olefins; and fractionating the first metathesis product to for an ethylene fraction, a propylene fraction, a butene fraction, and a C5 fraction.
    Type: Grant
    Filed: October 5, 2015
    Date of Patent: April 4, 2017
    Assignee: Lummus Technology Inc.
    Inventors: Sukwon Choi, Bala Ramachandran
  • Patent number: 9567269
    Abstract: The present disclosure provides oxidative coupling of methane (OCM) systems for small scale and world scale production of olefins. An OCM system may comprise an OCM subsystem that generates a product stream comprising C2+ compounds and non-C2+ impurities from methane and an oxidizing agent. At least one separations subsystem downstream of, and fluidically coupled to, the OCM subsystem can be used to separate the non-C2+ impurities from the C2+ compounds. A methanation subsystem downstream and fluidically coupled to the OCM subsystem can be used to react H2 with CO and/or CO2 in the non-C2+ impurities to generate methane, which can be recycled to the OCM subsystem. The OCM system can be integrated in a non-OCM system, such as a natural gas liquids system or an existing ethylene cracker.
    Type: Grant
    Filed: March 21, 2016
    Date of Patent: February 14, 2017
    Assignee: SILURIA TECHNOLOGIES, INC.
    Inventors: Guido Radaelli, Humera A. Rafique, Srinivas Vuddagiri, Erik C. Scher, Jarod McCormick, Joel Cizeron, Bipinkumar Patel, Satish Lakhapatri
  • Patent number: 9517447
    Abstract: A process for the providing a regenerant gas stream for a regenerable adsorbent used to remove water and hydrogen sulfide from a reactor effluent in a catalytic dehydrogenation process is described. The reactor effluent is compressed in a compressor to provide a compressed effluent. The compressed effluent may be treated to remove chlorides, and then passed to a dryer zone having a regenerable adsorbent. A regenerant gas stream is used to desorb the water and hydrogen sulfide and the spent regenerant stream may be passed to a cleaning zone having a sorbent configured to remove hydrogen sulfide from the spent regenerant stream. The cleaned regenerant gas stream may be recycled to the dryer zone to desorb and/or regenerate the regenerable adsorbent.
    Type: Grant
    Filed: June 1, 2015
    Date of Patent: December 13, 2016
  • Patent number: 9512047
    Abstract: Integrated systems are provided for the production of higher hydrocarbon compositions, for example liquid hydrocarbon compositions, from methane using an oxidative coupling of methane system to convert methane to ethylene, followed by conversion of ethylene to selectable higher hydrocarbon products. Integrated systems and processes are provided that process methane through to these higher hydrocarbon products.
    Type: Grant
    Filed: March 21, 2016
    Date of Patent: December 6, 2016
    Assignee: SILURIA TECHNOLOGIES, INC.
    Inventors: Greg Nyce, Peter Czerpak, Carlos Faz, Jarod McCormick, William Michalak, Bipinkumar Patel, Guido Radaelli, Tim A. Rappold, Ron Runnebaum, Erik C. Scher, Aihua Zhang, Joel Cizeron
  • Patent number: 9499458
    Abstract: Mixed pentenes may be converted to propylene by feeding an alcohol, linear pentenes, and isopentenes to an etherification reactor. The alcohol and isopentenes may be reacted in the etherification reactor to convert isopentenes to tertiary amyl alkyl ether, which may be separated from the linear pentenes, recovered as a linear pentene fraction. The tertiary amyl alkyl ether may be fed to a decomposition reactor to convert at least a portion of the tertiary amyl alkyl ether to alcohol and isopentenes. The alcohol and isopentenes may then be separated to recover an isopentene fraction and an alcohol fraction. The isopentene fraction is then fed to a skeletal isomerization reactor to convert at least a portion of the isopentenes to linear pentenes, the effluent from which may be recycled to the etherification reactor. Ethylene and the linear pentene fraction may then be to a metathesis reactor to produce propylene.
    Type: Grant
    Filed: November 1, 2013
    Date of Patent: November 22, 2016
    Assignee: Lummus Technology Inc.
    Inventors: Bala Ramachandran, Sukwon Choi
  • Patent number: 9452422
    Abstract: Hydrotreating catalysts and processes useful for the conversion of methoxylated aromatic compounds to simple aromatic compounds are provided. The catalysts comprise transition metal selected from the group consisting of Group 8 metals, Group 9 metals, Group 10 metals, Group 11 metals, and mixtures thereof, and catalyst support selected from the group consisting of shape-selective zeolite, silica, titania, zirconia, and mixtures thereof.
    Type: Grant
    Filed: March 12, 2013
    Date of Patent: September 27, 2016
    Assignee: The Procter & Gamble Company
    Inventors: Patti Jean Kellett, Dimitris Ioannis Collias
  • Patent number: 9334204
    Abstract: The present disclosure provides oxidative coupling of methane (OCM) systems for small scale and world scale production of olefins. An OCM system may comprise an OCM subsystem that generates a product stream comprising C2+ compounds and non-C2+ impurities from methane and an oxidizing agent. At least one separations subsystem downstream of, and fluidically coupled to, the OCM subsystem can be used to separate the non-C2+ impurities from the C2+ compounds. A methanation subsystem downstream and fluidically coupled to the OCM subsystem can be used to react H2 with CO and/or CO2 in the non-C2+ impurities to generate methane, which can be recycled to the OCM subsystem. The OCM system can be integrated in a non-OCM system, such as a natural gas liquids system or an existing ethylene cracker.
    Type: Grant
    Filed: July 1, 2015
    Date of Patent: May 10, 2016
    Assignee: Siluria Technologies, Inc.
    Inventors: Guido Radaelli, Humera A. Rafique, Srinivas Vuddagiri, Erik C. Scher, Jarod McCormick, Joel Cizeron, Bipinkumar Patel, Satish Lakhapatri
  • Patent number: 9309168
    Abstract: Processes for forming propylene are described herein.
    Type: Grant
    Filed: January 10, 2013
    Date of Patent: April 12, 2016
    Assignees: Equistar Chemicals, LP, Lyondell Chemical Technology, L.P.
    Inventors: Allen David Hood, Jr., Robert S. Bridges
  • Patent number: 9279088
    Abstract: Steam pyrolysis and hydroprocessing are integrated including hydrogen redistribution to permit direct processing of crude oil feedstocks to produce petrochemicals including olefins and aromatics. A feed is initially split into a light portion and a heavy portion, and the heavy portion is hydroprocessed. A hydroprocessed effluent is charged, along with steam, to a convection section of a steam pyrolysis zone. The mixture is heated and passed to a vapor-liquid separation section. A residual portion is removed and light components are charged to a pyrolysis section of the steam pyrolysis zone. A mixed product stream is recovered from the steam pyrolysis zone and it is separated into product including olefins and aromatics.
    Type: Grant
    Filed: April 17, 2013
    Date of Patent: March 8, 2016
    Assignee: Saudi Arabian Oil Company
    Inventors: Raheel Shafi, Abdennour Bourane, Esam Sayed, Ibrahim A Abba, Abdul Rahman Zafer Akhras
  • Patent number: 9120736
    Abstract: The invention relates to a method for producing compositions containing unsaturated compounds, wherein (A) one or more unsaturated monocarboxylic acids having 10 to 24 C-atoms or esters of said monocarboxylic acids and optionally (B) one or more compounds having at least one C?C double bond (wherein the compounds (B) are different from the compounds (A)) are subjected to a tandem isomerization/metathesis reaction sequence in the presence of a palladium catalyst and a ruthenium catalyst, providing that the palladium catalysts used are compounds that contain at least one structural element Pd—P(R1R2R3), wherein the radicals R1 to R3, independently of one another, each comprise 2 to 10 C-atoms, which may be aliphatic, alicyclic, aromatic or heterocyclic respectively, providing that at least one of the radicals R1 to R3 contains a beta-hydrogen, wherein the palladium catalyst is used as such or is produced in situ, providing that the method is carried out in the absence of substances that have a pKa value of 3 or
    Type: Grant
    Filed: February 25, 2012
    Date of Patent: September 1, 2015
    Assignee: Cognis IP Management GmbH
    Inventors: Lukas J. Gooβen, Dominik Ohlmann, Markus Dierker
  • Patent number: 9051519
    Abstract: Methods are provided for refining natural oil feedstocks and partially hydrogenating polyunsaturated olefins and polyunsaturated esters. The methods comprise reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters. In certain embodiments, the methods further comprise separating the polyunsaturated olefins from the polyunsaturated esters in the metathesized product. In certain embodiments, the methods further comprise partially hydrogenating the polyunsaturated olefins in the presence of a hydrogenation catalyst, wherein at least a portion of the polyunsaturated olefins are converted to monounsaturated olefins. In other embodiments, the methods further comprise partially hydrogenating the polyunsaturated esters in the presence of a hydrogenation catalyst, wherein at least a portion of the polyunsaturated esters are converted to monounsaturated esters.
    Type: Grant
    Filed: March 14, 2013
    Date of Patent: June 9, 2015
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Linda A. Kunz, Tessa M. Pals, Steven A. Cohen, Melvin L. Luetkens, Jr., Chander Balakrishnan, Robert B. Snyder
  • Publication number: 20150148575
    Abstract: A process is presented for increasing the conversion efficiency of oxygenates to olefins. The conversion of oxygenates recycles unconverted oxygenates and oxygenate by-products to a second reactor unit. The present of oxygenate by-products decreases the efficiency of the methanol to olefins reaction, and passing recycled oxygenates to a second reactor unit maintains the methanol to olefins conversion efficiency while converting the by-products in a secondary zone.
    Type: Application
    Filed: November 25, 2013
    Publication date: May 28, 2015
    Applicant: UOP LLC
    Inventors: John J. Senetar, Daniel A. Kauff, Andrea G. Bozzano
  • Patent number: 9040762
    Abstract: Metal oxide catalysts comprising various dopants are provided. The catalysts are useful as heterogenous catalysts in a variety of catalytic reactions, for example, the oxidative coupling of methane to C2 hydrocarbons such as ethane and ethylene. Related methods for use and manufacture of the same are also disclosed.
    Type: Grant
    Filed: October 17, 2014
    Date of Patent: May 26, 2015
    Assignee: Siluria Technologies, Inc.
    Inventors: Joel M. Cizeron, Erik C. Scher, Fabio R. Zurcher, Wayne P. Schammel, Greg Nyce, Anja Rumplecker, Jarod McCormick, Marian Alcid, Joel Gamoras, Daniel Rosenberg, Erik-Jan Ras
  • Patent number: 9040757
    Abstract: In one embodiment, the present application discloses methods to selectively synthesize higher alcohols and hydrocarbons useful as fuels and industrial chemicals from syngas and biomass. Ketene and ketonization chemistry along with hydrogenation reactions are used to synthesize fuels and chemicals. In another embodiment, ketene used to form fuels and chemicals may be manufactured from acetic acid which in turn can be synthesized from synthesis gas which is produced from coal, biomass, natural gas, etc.
    Type: Grant
    Filed: March 8, 2013
    Date of Patent: May 26, 2015
    Assignee: PIONEER ENERGY
    Inventors: John Henri, Jan Zygmunt, Mark Bergren, Robert Zubrin
  • Publication number: 20150139895
    Abstract: A process for converting polycyclic aromatic compounds to monocyclic aromatic compounds includes pyrolyzing a coal feed to produce a coke stream and a coal tar stream. The coal tar stream is cracked, and the cracked coal tar stream is fractionated to produce an aromatic fraction comprising the polycyclic aromatic compounds. The process further includes hydrocracking the aromatic fraction to partially hydrogenate at least a first portion of the aromatic fraction, and to open at least one ring of a second portion of the aromatic fraction to form the monocyclic aromatic compounds from the polycyclic compounds, and recycling the first portion of the aromatic fraction.
    Type: Application
    Filed: August 28, 2014
    Publication date: May 21, 2015
    Inventors: James A. Johnson, John Q. Chen, Peter K. Coughlin, Stanley J. Frey, Vasant P. Thakkar
  • Publication number: 20150137043
    Abstract: A method of processing a coal feed to produce aromatic hydrocarbon compounds includes providing a coal tar stream and converting the coal tar stream to a conversion product comprising at least olefins, paraffins, and aromatics. The process further includes separating the olefins and C5? paraffins from the conversion product, and contacting the separated olefins and the C5? paraffins with a catalyst to dehydrogenize, oligomerize, and cyclize the olefins and the C5? paraffins, to form aromatic hydrocarbon compounds.
    Type: Application
    Filed: August 26, 2014
    Publication date: May 21, 2015
    Inventors: John Q. Chen, Peter K. Coughlin, Stanley J. Frey, James A. Johnson, Vasant P. Thakkar
  • 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: 20150141706
    Abstract: A process for the production of C4 olefins, which may include: contacting a hydrocarbon mixture comprising alpha-pentenes with an isomerization catalyst to form an isomerization product comprising beta-pentenes; contacting ethylene and the beta-pentenes with a first metathesis catalyst to form a first metathesis product comprising butenes and propylene, as well as any unreacted ethylene and C5 olefins; and fractionating the first metathesis product to for an ethylene fraction, a propylene fraction, a butene fraction, and a C5 fraction.
    Type: Application
    Filed: November 20, 2014
    Publication date: May 21, 2015
    Applicant: LUMMUS TECHNOLOGY INC.
    Inventors: Sukwon Choi, Bala Ramachandran
  • Publication number: 20150141726
    Abstract: A process for producing olefins from a coal feed includes providing a coal tar stream and fractionating the coal tar stream to provide a hydrocarbon stream that includes hydrocarbons having an initial boiling point of about 250° C. or greater. The hydrocarbon stream is hydrotreated to reduce a concentration of one or more of nitrogen, sulfur, and oxygen in the hydrocarbon stream, and the hydrotreated hydrocarbon stream is cracked in a fluidized catalytic cracking zone to produce an olefin stream.
    Type: Application
    Filed: August 25, 2014
    Publication date: May 21, 2015
    Inventors: Vasant P. Thakkar, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, Stanley J. Frey, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Kurt M. Vanden Bussche
  • Publication number: 20150141721
    Abstract: Processes for the production of olefins are disclosed, which may include: contacting a hydrocarbon mixture comprising linear butenes with an isomerization catalyst to form an isomerization product comprising 2-butenes and 1-butenes; contacting the isomerization product with a first metathesis catalyst to form a first metathesis product comprising 2-pentene and propylene, as well as any unreacted C4 olefins, and byproducts ethylene and 3-hexene; and fractionating the first metathesis product to form a C3? fraction and a C5 fraction comprising 2-pentene. The 2-pentene may then be advantageously used to produce high purity 1-butene, 3-hexene, 1-hexene, propylene, or other desired products.
    Type: Application
    Filed: November 20, 2014
    Publication date: May 21, 2015
    Applicant: LUMMUS TECHNOLOGY INC.
    Inventors: Sukwon Choi, Bala Ramachandran
  • Publication number: 20150141720
    Abstract: A process for the double-bond isomerization of olefins is disclosed. The process may include contacting a hydrocarbon stream including olefins with a ?-alumina-titania isomerization catalyst to convert at least a portion of the olefin to its positional isomer. The ?-alumina-titania isomerization catalysts disclosed herein may also have the activity to convert alcohol into additional olefins, while having increased resistance to oxygenate poisons.
    Type: Application
    Filed: November 20, 2014
    Publication date: May 21, 2015
    Applicant: LUMMUS TECHNOLOGY INC.
    Inventors: Bala Ramachandran, Sukwon Choi, Robert J. Gartside
  • Publication number: 20150141722
    Abstract: Processes for the production of high purity alpha olefins from a mixture of olefins are disclosed. The processes may include: contacting propylene and a hydrocarbon mixture comprising a mixture of olefins having a carbon number n with a first metathesis catalyst to form a metathesis product comprising a beta-olefin having a carbon number n+1, an alpha-olefin having a carbon number n?1, as well as any unreacted propylene and olefins having a carbon number n. The metathesis product may be fractionated to recover a fraction comprising the beta-olefin having a carbon number n+1. Ethylene and the fraction comprising the beta-olefin having a carbon number n+1 may then be contacted with a second metathesis catalyst to form a second metathesis product comprising an alpha-olefin having a carbon number n and propylene, which may be fractionated to form a propylene fraction and a fraction comprising the alpha olefin having a carbon number n.
    Type: Application
    Filed: November 20, 2014
    Publication date: May 21, 2015
    Applicant: Lummus Technology Inc.
    Inventors: Bala Ramachandran, Sukwon Choi
  • Publication number: 20150133706
    Abstract: Methods are provided for producing a jet fuel composition from a feedstock comprising a natural oil. The methods comprise reacting the feedstock with oxygen under conditions sufficient to form an oxygen-cleaved product. The methods further comprise hydrogenating the oxygen-cleaved product under conditions sufficient to form a jet fuel composition.
    Type: Application
    Filed: October 16, 2014
    Publication date: May 14, 2015
    Applicant: ELEVANCE RENEWABLE SCIENCES, INC.
    Inventors: Melvin L. Luetkens, JR., Steven A. Cohen
  • Patent number: 9024100
    Abstract: The present invention discloses a process for producing olefins from petroleum saturated hydrocarbons. The process of the present invention comprises: contacting a preheated petroleum saturated hydrocarbons feedstock with a dehydrogenation catalyst in a dehydrogenation reaction zone of a reaction system to obtain a petroleum hydrocarbon stream containing unsaturated hydrocarbon compounds, in which the dehydrogenation reaction has a conversion rate of at least 20%; and contacting the obtained petroleum hydrocarbon stream containing the unsaturated hydrocarbon compounds with olefins cracking catalyst in an olefin cracking zone of the reaction system to obtain a product stream containing olefins with a reduced number of carbon atoms.
    Type: Grant
    Filed: July 18, 2008
    Date of Patent: May 5, 2015
    Assignees: China Petroleum & Chemical Corporation, Beijing Research Institute of Chemical Industry, China Petroleum & Chemical Corporation
    Inventors: Guoqing Wang, Zhaobin Zhang, Shuo Chen, Lijun Zhang
  • Patent number: 9023214
    Abstract: The invention provides a method and apparatus for creating plasma particles and applying the plasma particles to a liquid. Liquid feedstock (e.g., water and/or hydrocarbons mixed with biomass) is pumped through a pipeline; the single-phase stream is then transformed into a biphasic liquid-and-gas stream inside a chamber. The transformation is achieved by transitioning the stream from a high pressure zone to a lower-pressure zone. The pressure drop may occur when the stream further passes through a device for atomizing liquid. Inside the chamber, an electric field is generated with an intensity level that exceeds the threshold of breakdown voltage of the biphasic medium leading to a generation of a plasma state. Furthermore, the invention provides an energy-efficient highly adaptable and versatile method and apparatus for sanitizing water using plasma particles to inactivate biological agents contaminating water.
    Type: Grant
    Filed: February 4, 2011
    Date of Patent: May 5, 2015
    Assignee: AIC, LLC
    Inventor: Alfredo Zolezzi-Garreton
  • Publication number: 20150119617
    Abstract: A process for converting oxygenates to olefins comprising: a) contacting an oxygenate containing stream with a molecular sieve catalyst in an oxygenate to olefins conversion reactor under oxygenate to olefins conversion conditions to form an effluent comprising olefins; b) quenching the effluent by contacting with water; and c) contacting the quenched olefin stream with a molecular sieve to remove at least a portion of the water from the quenched olefin stream wherein the molecular sieve has a dimethyl ether adsorption capacity of less than 0.1 wt %.
    Type: Application
    Filed: October 29, 2014
    Publication date: April 30, 2015
    Inventors: Sivakumar SADasivan vijayakumari, Jeroen Gerard MARSMAN, Leslie Andrew CHEWTER
  • Publication number: 20150119544
    Abstract: The invention relates to processes for converting a mixture of hydrocarbon and sulfur-containing molecules such as mercaptan into products comprising acetylene, ethylene, and hydrogen sulfide, to processes utilizing the acetylene and ethylene resulting from the conversion, and to equipment useful for such processes.
    Type: Application
    Filed: May 31, 2012
    Publication date: April 30, 2015
    Inventors: Paul F. Keusenkothen, Frank Hershkowitz, Robert D. Denton, Gary D. Mohr
  • Publication number: 20150112107
    Abstract: The present invention relates to a process for the preparation of an olefinic product, such as one or both of ethylene and propylene, from an oxygenate feedstock, such as methanol, and an apparatus therefore, said process comprising: treating an effluent stream with a carbonyl compound absorbent stream comprising an aqueous solution of bisulphite having a pH in the range of from 4 to 8, to provide an olefinic product stream comprising olefin and a loaded carbonyl compound absorbent stream comprising an aqueous solution of at least one carbonyl adduct comprising one or both of C2+ aldehyde adduct and ketone adduct and optionally unreacted bisulphite, said liquid absorbent stream and loaded carbonyl compound absorbent stream in a carbonyl compound absorbent circuit separate from the effluent separation circuit.
    Type: Application
    Filed: December 21, 2012
    Publication date: April 23, 2015
    Inventors: Rajaram Ramesh, Jeroen Van Westrenen
  • Publication number: 20150099911
    Abstract: A process is disclosed that includes brominating a C2, C3 , C4, C5 or C6 alkane with elemental bromine to form a bromo-alkane. The bromo-alkane is reacted to form a C2, C3, C4, C5 or C6 alkene and HBr. The HBr is oxidized to form elemental bromine.
    Type: Application
    Filed: December 12, 2014
    Publication date: April 9, 2015
    Inventors: Vivek JULKA, Sagar GADEWAR, Peter K. STOIMENOV, Philip GROSSO, Jeffrey H. SHERMAN, Aihua ZHANG, Eric W. MCFARLAND
  • Patent number: 9000246
    Abstract: Methods are provided for refining natural oil feedstocks and producing dibasic esters and/or dibasic acids. The methods comprise reacting a terminal olefin with an internal olefin in the presence of a metathesis catalyst to form a dibasic ester and/or dibasic acid. In certain embodiments, the olefin esters are formed by reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters, separating the olefins from the esters in the metathesized product, and transesterifying the esters in the presence of an alcohol to form a transesterified product having olefin esters.
    Type: Grant
    Filed: October 9, 2012
    Date of Patent: April 7, 2015
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Thomas E. Snead, Steven A. Cohen, Demond L. Gildon
  • Patent number: 8975461
    Abstract: The present invention in its various embodiments is directed to methods for preparing a renewable jet fuel blendstock, and blendstocks prepared by such methods, comprising fermenting a biomass-derived feedstock to form one or more C2-C6 alcohols such as isobutanol, catalytically dehydrate and oligomerize the alcohols to form higher molecular weight olefins (e.g., C8-C16 olefins), hydrogenating at least a portion of the higher molecular weight olefins to form a renewable jet fuel blendstock comprising C12 and C16 alkanes which meet or exceed the requirements of ASTM D7566-10a for hydroprocessed synthesized paraffinic kerosene (SPK).
    Type: Grant
    Filed: February 11, 2013
    Date of Patent: March 10, 2015
    Assignee: Gevo, Inc.
    Inventors: Matthew W. Peters, Joshua D. Taylor
  • Publication number: 20150065767
    Abstract: Disclosed is a hydrocarbon conversion process that is less energy intensive than comparable processes. The hydrocarbon conversion process is particularly desirable for converting alkanes, such as methane into C2+ olefins, such as ethylene and propylene, particularly with increasing selectivity to ethylene production. It is also desirable for effectively removing a C2 composition (i.e., ethane, ethylene and/or acetylene) produced from the catalytic conversion of hydrocarbon comprised of C2+ olefins. In addition, the hydrocarbon process is desirable for providing a substantially non-cryogenic separation of the desired C2 compositions from the hydrocarbons (e.g., methane) present in the reaction mixture.
    Type: Application
    Filed: August 26, 2014
    Publication date: March 5, 2015
    Inventors: Juan D. Henao, Paul F. Keusenkothen, Abhimanyu O. Patil
  • Publication number: 20150065770
    Abstract: A process for producing olefins, in which a hydrocarbon-containing feed is fed into a cracking furnace where relatively long-chain hydrocarbons of the hydrocarbon-containing feed are cracked at least partly to form shorter-chain olefins, encompassing ethylene and propylene. Cracking gas (1) formed during cracking is conveyed in succession through an upper section (11) and a lower section (12) of a scrubbing column (10) in countercurrent to a liquid scrubbing medium (43, 31), is proposed. A fraction (43) rich in petroleum spirit is used in the lower section (11) of the scrubbing column (10) and a water-rich fraction (31) is used in the upper section (11) of the scrubbing column (10) as scrubbing medium (43, 31). A plant configured for carrying out the process is likewise provided by the present invention.
    Type: Application
    Filed: April 2, 2013
    Publication date: March 5, 2015
    Applicant: LINDE AKTIENGESELLSCHAFT
    Inventors: Tuat Pham Duc, Holger Schmigalle
  • Patent number: 8957270
    Abstract: A process for producing a base for a fuel from a C2 ethanol feedstock, by a first stage for oligomerization of the feedstock into a hydrocarbon effluent that contains a mixture of olefins for the most part having between 4 and 30 carbons, and contains a C10-C24 fraction that has a mean linearity that is greater than 60%, in the presence of a homogeneous catalytic system that contains a metal precursor of titanium, zirconium, hafnium, nickel and/or iron, a second stage for oligomerization of a portion of the effluent that is obtained from stage a), into a hydrocarbon effluent that contains a mixture of olefins for the most part having between 4 and 30 carbon atoms, and containing a C10-C24 fraction that has a mean linearity that is less than 50%, in the presence of a homogeneous catalytic system.
    Type: Grant
    Filed: May 6, 2011
    Date of Patent: February 17, 2015
    Assignee: IFP Energies Nouvelles
    Inventors: Sandrine Berard, Stephane Harry, Natacha Touchais, Lionel Magna, Helene Olivier-Bourbigou, Cedrik Popelin, David Proriol, Lucien Saussine
  • Patent number: 8957268
    Abstract: Methods are provided for refining natural oil feedstocks. The methods comprise reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters. In certain embodiments, the methods further comprise separating the olefins from the esters in the metathesized product. In certain embodiments, the methods further comprise hydrogenating the olefins under conditions sufficient to form a fuel composition. In certain embodiments, the methods further comprise transesterifying the esters in the presence of an alcohol to form a transesterified product.
    Type: Grant
    Filed: October 11, 2010
    Date of Patent: February 17, 2015
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Steven A. Cohen, Melvin L. Luetkens, Jr., Chander Balakrishnan, Robert Snyder
  • Publication number: 20150038754
    Abstract: A phosphorous modified zeolite (A) can be made by a process that includes selecting a zeolite, steaming the zeolite, leaching the zeolite, separating solids from liquid, and calcining. An olefin product can be made from an oxygen-containing, halogenide-containing or sulphur-containing organic feedstock by contacting the feedstock with the phosphorous modified zeolite (A) in an XTO reactor under conditions effective to convert at least a portion of the feedstock to olefin products. The XTO reactor effluent can include light olefins and a heavy hydrocarbon fraction. The light olefins can be separated from the heavy hydrocarbon fraction. The heavy hydrocarbon fraction can be contacted in an OCP reactor at conditions effective to convert at least a portion of the heavy hydrocarbon fraction to light olefins.
    Type: Application
    Filed: September 11, 2014
    Publication date: February 5, 2015
    Inventors: Nikolai Nesterenko, Walter Vermeiren, Delphine Minoux, Sander Van Donk
  • Patent number: 8940954
    Abstract: A process is disclosed that includes brominating a C2, C3, C4, C5 or C6 alkane with elemental bromine to form a bromo-alkane. The bromo-alkane is reacted to form a C2, C3, C4, C5 or C6 alkene and HBr. The HBr is oxidized to form elemental bromine.
    Type: Grant
    Filed: May 23, 2012
    Date of Patent: January 27, 2015
    Assignee: Reaction35, LLC
    Inventors: Vivek Julka, Sagar Gadewar, Peter K. Stoimenov, Philip Grosso, Jeffrey H. Sherman, Aihua Zhang, Eric W. McFarland
  • 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: 20150025284
    Abstract: Processes for eliminating water and oxygenates from a light hydrocarbon processing system, wherein oxygenates are removed from a light hydrocarbon stream by adsorption of the oxygenates on a primary oxygenate adsorption unit to provide a deoxygenated hydrocarbon stream, the primary oxygenate adsorption unit is regenerated via a first regenerant stream to provide an oxygenated first regenerant stream, the oxygenated first regenerant stream is deoxygenated via a secondary oxygenate adsorption unit, and the secondary oxygenate adsorption unit is regenerated via a second regenerant stream to provide an oxygenated second regenerant stream for permanent removal from the system.
    Type: Application
    Filed: July 17, 2013
    Publication date: January 22, 2015
    Applicant: Chevron U.S.A. Inc.
    Inventors: Clifford Michael Lowe, Robert Fletcher Cleverdon
  • Patent number: 8937186
    Abstract: Methods and systems are provided for converting methane in a feed stream to acetylene. The method includes removing at least a portion of acids from a hydrocarbon stream. 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 may be treated to convert acetylene to another hydrocarbon process. The method according to certain aspects includes controlling the level of acids in the hydrocarbon stream by use of adsorbents or basic solutions.
    Type: Grant
    Filed: July 25, 2013
    Date of Patent: January 20, 2015
  • Patent number: 8933284
    Abstract: Processes are provided for the production of butadiene from C4 containing feed stocks that contain isobutene and/or isobutane in addition to n-butene(s) and/or n-butane. The processes of the present invention generally comprise feeding the feed stock to a combination butenes isomerization reaction and distillation tower for conversion of 1-butene to 2-butenes and separation from isobutene and isobutane, followed by an oxydehydrogenation unit to convert n-butenes to butadiene. The processes may also include additional isomerization and/or dehydrogenation steps for the tower overhead and bottoms streams to create additional isobutene and/or n-butenes for valued/uses, which may include additional production of butadiene. The feed to the system may comprise any mixture or separate feeding of C4 olefins and C4 paraffins, at least one of which contains isobutene and/or isobutane.
    Type: Grant
    Filed: October 17, 2012
    Date of Patent: January 13, 2015
    Assignee: Lummus Technology Inc.
    Inventors: Stephen Craig Arnold, Anne Mae Gaffney, Lawrence John Karas, Philip Jay Angevine, Chuen Yuan Yeh, Ruozhi Song
  • Patent number: 8933283
    Abstract: This invention relates to a petroleum refining method for producing high value-added clean petroleum products and aromatics (Benzene/Toluene/Xylene) together, by which low pollution petroleum products including liquefied petroleum gas or low-sulfur gas oil and aromatics can be efficiently produced together from a fluid catalytic cracked oil fraction.
    Type: Grant
    Filed: November 26, 2008
    Date of Patent: January 13, 2015
    Assignee: SK Innovation Co., Ltd.
    Inventors: Cheol Joong Kim, Jae Wook Ryu, Kyeong Hak Seong, Byoung Mu Chang, Byeung Soo Lim, Jong Hyung Lee, Kyung Seok Noh, Hyuck Jae Lee, Sam Ryong Park, Sun Choi, Seung Hoon Oh, Yong Seung Kim, Gyung Rok Kim
  • Patent number: 8920630
    Abstract: A system comprising a riser reactor comprising a gas oil feedstock and a first catalyst under catalytic cracking conditions to yield a riser reactor product comprising a cracked gas oil product and a first used catalyst; a intermediate reactor comprising at least a portion of the cracked gas oil product and a second catalyst under high severity conditions to yield a cracked intermediate reactor product and a second used catalyst; wherein the intermediate reactor feedstock comprises at least one of a fatty acid and a fatty acid ester.
    Type: Grant
    Filed: April 10, 2008
    Date of Patent: December 30, 2014
    Assignee: Shell Oil Company
    Inventors: George A. Hadjigeorge, Weijian Mo, Colin John Schaverien
  • Publication number: 20140378725
    Abstract: A process for removal of trace chloride contaminants from a reactor effluent in a catalytic dehydrogenation process is described. The reactor effluent is compressed in a compressor to provide a compressed effluent. The compressed effluent is introduced from the compressor into a chloride treater. In the chloride treater, trace chloride contaminants in the compressed effluent are adsorbed to provide a treated effluent. The treated effluent is cooled in a cooler.
    Type: Application
    Filed: June 19, 2013
    Publication date: December 25, 2014
  • Patent number: 8912377
    Abstract: The present invention relates to a method of producing aromatic products (benzene/toluene/xylene) and olefin products from petroleum fractions obtained by fluid catalytic cracking, and, more particularly, to a method of producing products comprising high-concentration aromatic products and high value-added light olefin products from light cycle oil obtained by fluid catalytic cracking.
    Type: Grant
    Filed: October 7, 2009
    Date of Patent: December 16, 2014
    Assignee: SK Innovation Co., Ltd.
    Inventors: Cheol Joong Kim, Tae Jin Kim, Do Woan Kim, Sung Won Kim, Sang Hun Oh, Sam Ryong Pakr, Seung Hoon Oh, Yoon Kyung Lee, Gyung Rok Kim, Hong Seok Jung, Eun Kyoung Kim, Byoung In Lee, Dae Hyun Choo
  • Publication number: 20140357904
    Abstract: The present disclosure is a system and method for producing a first product from a first region of an electrochemical cell having a cathode and a second product from a second region of the electrochemical cell having an anode. The method may include a step of contacting the first region with a catholyte comprising carbon dioxide. The method may include another step of contacting the second region with an anolyte comprising a recycled reactant and at least one of an alkane, haloalkane, alkene, haloalkene, aromatic compound, haloaromatic compound, heteroaromatic compound or halo-heteroaromatic compound. Further, the method may include a step of applying an electrical potential between the anode and the cathode sufficient to produce a first product recoverable from the first region and a second product recoverable from the second region.
    Type: Application
    Filed: August 19, 2014
    Publication date: December 4, 2014
    Inventors: Kyle Teamey, Jerry J. Kaczur