Having Plural Side-chains Patents (Class 585/321)
  • Patent number: 10843983
    Abstract: A method for producing para-xylene (PX) includes introducing a C8 aromatic-containing composition to a xylene rerun column to separate the C8 aromatic-containing composition into a xylene-containing effluent and a heavy effluent and passing the xylene-containing effluent to a PX processing loop that includes a PX recovery unit operable to separate a PX product from the xylene-containing effluent, a membrane isomerization unit operable to convert a portion of the MX, OX, or both from the xylene-containing effluent to PX, an EB dealkylation unit operable to dealkylate EB from the xylene-containing effluent to produce benzene, toluene, and other C7? compounds, and a membrane separation unit operable to produce a permeate that is PX-rich and a retentate that is PX-lean. The permeate is passed to the PX recovery unit for recovery of PX, which the retentate is bypassed around the PX recovery unit circulated through the xylene processing loop.
    Type: Grant
    Filed: February 22, 2019
    Date of Patent: November 24, 2020
    Assignee: Saudi Arabian Oil Company
    Inventors: Zhonglin Zhang, Sohel K Shaikh, Veera Venkata R Tammana, Raed H. Abudawoud, Bruce Richard Beadle, Hisham Tawfiq Bassam, Rakan Sulaiman Bilaus
  • Patent number: 10618855
    Abstract: Synthesis of aromatic hydrocarbons from synthesis gas in a fixed bed or a moving bed reactor loaded with a composite catalyst comprising Catalyst Component A and Catalyst Component B mixed via a mechanical mixing mode, wherein the active ingredient of the Catalyst Component A is active metal oxides; and the Catalyst Component B is one or both of ZSM-5 zeolite and metal modified ZSM-5; the pressure of the synthesis gas is 0.1-6 MPa; the reaction temperature is 300-600° C.; and the space velocity is 500-8000 h?1. The reaction process has a high product yield and selectivity, with the selectivity of aromatics reaching 50-85%, while the selectivity of the methane byproduct is less than 15%.
    Type: Grant
    Filed: July 12, 2016
    Date of Patent: April 14, 2020
    Assignee: DALIAN INSTITUTE OF CHEMICAL PHYSICS, CHINESE ACADEMY OF SCIENCES
    Inventors: Xiulian Pan, Junhao Yang, Feng Jiao, Yifeng Zhu, Xinhe Bao
  • Patent number: 10308571
    Abstract: The present invention relates to minimizing benzene, toluene, and an A9/A10 recycle loop in a zero benzene aromatics complex. More specifically, the present invention relates to a minimizing benzene, toluene, and an A9/A10 recycle loop in a zero benzene aromatics complex wherein the aromatic feed has a low methyl to phenyl ratio, and where the aromatic feed has a high methyl to phenyl ratio.
    Type: Grant
    Filed: October 11, 2017
    Date of Patent: June 4, 2019
    Assignee: UOP LLC
    Inventors: Elizabeth A. Carter, Deng-Yang Jan, Timur V. Voskoboynikov
  • Patent number: 10112191
    Abstract: A method of producing propylene and ethylene from a butene-containing hydrocarbon stream by cracking olefin compounds in the butene-containing hydrocarbon stream in the presence of a core-shell ZSM catalyst, wherein the core-shell ZSM catalyst comprises a ZSM-5 core and a silica shell disposed thereon. Various embodiments of the method of producing propylene and ethylene, and the method of making the core-shell ZSM catalyst are also provided.
    Type: Grant
    Filed: June 2, 2018
    Date of Patent: October 30, 2018
    Assignee: King Fahd University of Petroleum and Minerals
    Inventors: Sulaiman Al-Khattaf, Palani Arudra, Amr Abdalla
  • Patent number: 10112190
    Abstract: A method of producing propylene and ethylene from a butene-containing hydrocarbon stream by cracking olefin compounds in the butene-containing hydrocarbon stream in the presence of a core-shell ZSM catalyst, wherein the core-shell ZSM catalyst comprises a ZSM-5 core and a silica shell disposed thereon. Various embodiments of the method of producing propylene and ethylene, and the method of making the core-shell ZSM catalyst are also provided.
    Type: Grant
    Filed: June 2, 2018
    Date of Patent: October 30, 2018
    Assignee: King Fahd University of Petroleum and Minerals
    Inventors: Sulaiman Al-Khattaf, Palani Arudra, Amr Abdalla
  • Patent number: 9738573
    Abstract: In a process for producing para-xylene, a feed stream comprising C6+ aromatic hydrocarbons is separated into a toluene-containing stream, a C8 aromatic hydrocarbon-containing stream and a C9+ aromatic hydrocarbon-containing stream. The toluene-containing stream is contacted with a methylating agent to convert toluene to xylenes and produce a methylated effluent stream. Para-xylene is recovered from the C8 aromatic hydrocarbon-containing stream and the methylated effluent stream in a para-xylene recovery section to produce a para-xylene depleted stream, which is then contacted with a xylene isomerization catalyst under liquid phase conditions effective to isomerize xylenes in the para-xylene depleted stream and produce an isomerized stream. The C9+-containing stream with a transalkylation catalyst under conditions effective to convert C9+-aromatics to C8?-aromatics and produce a transalkylated stream, which is recycled together with the isomerized stream to the para-xylene recovery section.
    Type: Grant
    Filed: March 2, 2016
    Date of Patent: August 22, 2017
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Michel Molinier, Jeevan S. Abichandani, Jeffrey L. Andrews, Robert G. Tinger, Dennis J. Stanley, George J. Wagner
  • Patent number: 9527007
    Abstract: A process and apparatus for the production of at least one xylene isomer is provided. The process includes passing a first stream to one side of a split shell fractionation column and a second stream to the other side of the column. The second stream has a higher ratio of ethylbenzene to total C8 aromatics than the first stream. A first overhead stream from the one side is separated and passed as a mixed xylene product and a second overhead stream from the other side is separated and passed as feed to a para-xylene separation zone.
    Type: Grant
    Filed: May 29, 2015
    Date of Patent: December 27, 2016
    Assignee: UOP LLC
    Inventor: Patrick C. Whitchurch
  • Patent number: 9382175
    Abstract: A method for removing tightly bound sodium from a zeolitic support comprising contacting the support with a sodium specific removal agent to produce a treated support. A method comprising providing an aromatization catalyst comprising a treated support, and contacting the aromatization catalyst with a hydrocarbon feed in a reaction zone under conditions suitable for the production of an aromatic product. A catalyst support comprising an L-zeolite having less than 0.35 wt. % sodium.
    Type: Grant
    Filed: August 28, 2014
    Date of Patent: July 5, 2016
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Gyanesh P. Khare
  • Patent number: 9249068
    Abstract: In a process for producing para-xylene, a feed stream comprising C6+ aromatic hydrocarbons is separated into a C7? aromatic hydrocarbon-containing stream, a C8 aromatic hydrocarbon-containing stream, and a C9+ aromatic hydrocarbon-containing stream. The C7? aromatic hydrocarbon-containing stream is contacted with a methylating agent to convert toluene to xylenes and produce a methylated effluent stream. Ethylbenzene is removed from the C8 aromatic hydrocarbon-containing stream, para-xylene is recovered from the ethylbenzene-depleted C8 aromatic hydrocarbon-containing stream and the methylated effluent stream in a para-xylene recovery section to produce a para-xylene depleted stream, which is then contacted with a xylene isomerization catalyst under liquid phase conditions effective to isomerize xylenes in the para-xylene depleted stream and produce an isomerized stream.
    Type: Grant
    Filed: June 10, 2015
    Date of Patent: February 2, 2016
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Robert G. Tinger, Jeffrey L. Andrews, Michel Molinier
  • Patent number: 9221037
    Abstract: A transalkylation catalyst for the transalkylation of a heavy reformate is provided. The catalyst includes two solid acid zeolites having different physical and chemical properties, and at least three metals selected from the group 4 lanthanthides, and the elements found in groups 6 and 10 of the periodic table.
    Type: Grant
    Filed: March 12, 2013
    Date of Patent: December 29, 2015
    Assignees: SAUDI ARABIAN OIL COMPANY, KING FAHD UNIVERSITY OF PETROLEUM AND MINERALS
    Inventors: Cemal Ercan, Yuguo Wang, Mohammed Ashraf Ali, Sulaiman Saleh Al-Khattaf, Syed Ahmed Ali, Abdullah Mohammed Aitani
  • Patent number: 9156746
    Abstract: Processes are described for improved utilization of the byproduct acetic acid universally produced in various oxidative processes for making acrylic acid and methacrylic acid, wherein at least a portion of the byproduct acetic acid is converted to isobutene and optionally to one or more further value-added products which may be prepared from isobutene.
    Type: Grant
    Filed: April 10, 2015
    Date of Patent: October 13, 2015
    Assignees: Washington State University, Archer Daniels Midland Co.
    Inventors: Junming Sun, Changjun Liu, Yong Wang, Kevin Martin, Padmesh Venkitasubramanian
  • 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: 20150141700
    Abstract: A process for producing alkylated aromatic compounds includes pyrolyzing a coal feed to produce a coke stream and a coal tar stream. The coal tar stream is hydrotreated and the resulting hydrotreated coal tar stream is cracked. A portion of the cracked coal tar stream is separated to obtain a fraction having an initial boiling point in the range of about 60° C. to about 180° C., and an aromatics-rich hydrocarbon stream is extracted by contacting the fraction with one or more solvents. The aromatics-rich hydrocarbon stream is contacted with an alkylating agent to produce an alkylated aromatic stream, or the aromatics-rich hydrocarbon stream is reacted with an aliphatic compound or methanol in the presence of a catalyst to produce a methylated aromatic stream. The alkylated aromatic stream, the methylated aromatic stream, or both are separated into at least a benzene stream, a toluene stream, and a xylenes stream.
    Type: Application
    Filed: August 22, 2014
    Publication date: May 21, 2015
    Inventors: James A. Johnson, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, Stanley J. Frey, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar
  • Publication number: 20150073131
    Abstract: The present invention is directed generally to a method of production of value-added, biobased chemicals from lignin sources, including waste lignin. A method of producing biobased aromatic chemicals, biobased aromatic fuels, and/or lignin residues from lignin is also described herein.
    Type: Application
    Filed: March 11, 2013
    Publication date: March 12, 2015
    Inventors: John R. Peterson, Christopher M. Yost, Jian Wu
  • Publication number: 20150073187
    Abstract: A method of producing a purified mixed xylene comprising: introducing toluene and methanol to an alkylation reactor (32); reacting the toluene and the methanol in the alkylation reactor (32) to form a hydrocarbon stream (22) comprising a first mixed xylene, wherein the alkylation reactor (32) comprises an alkylation catalyst; separating the hydrocarbon stream (22) into a toluene stream (24) and a separated C8+ stream (14); introducing the toluene stream (24) to a transalkylation reactor (38) with a transalkylation catalyst to produce a transalkylated stream (17) comprising a second mixed xylene; adding the transalkylated stream (17) to the hydrocarbon stream (22); and separating a C8 product stream (19) comprising the purified mixed xylene from the separated C8+ stream (14).
    Type: Application
    Filed: September 10, 2013
    Publication date: March 12, 2015
    Applicant: SAUDI BASIC INDUSTRIES CORPORATION
    Inventors: Ashim Kumar Ghosh, Mohamed Elbaccouch, Mohammad Shafiei, Murali Gopalakrishnan
  • Publication number: 20150031928
    Abstract: Processes and apparatuses for preparing aromatic compounds are provided herein. In an embodiment, a process for preparing aromatic compounds includes providing a first stream that includes an aromatic component, a non-aromatic component, and a sulfur-containing component. The aromatic component and the sulfur-containing component are separated from the non-aromatic component of the first stream to form a separated aromatic stream and a raffinate stream. The separated aromatic stream includes the aromatic component and the sulfur-containing component. The raffinate stream includes the non-aromatic component. The separated aromatic stream is concurrently transalkylated and desulfurized in the presence of a catalyst that includes acid function and metal function to produce a transalkylated aromatic stream and a sulfur-containing gas stream that is separate from the transalkylated aromatic stream.
    Type: Application
    Filed: July 23, 2013
    Publication date: January 29, 2015
    Applicant: UOP LLC
    Inventors: Jason L. Noe, Peter Kokayeff
  • Patent number: 8940950
    Abstract: The process relates to the use of any naphtha-range stream containing a portion of C8+ aromatics combined with benzene, toluene, and other non-aromatics in the same boiling range to produce toluene. By feeding the A8+ containing stream to a dealkylation/transalkylation/cracking reactor to increase the concentration of toluene in the stream, a more suitable feedstock for the methylation reaction can be produced. This stream can be obtained from a variety of sources, including the pygas stream from a steam cracker, “cat naphtha” from a fluid catalytic cracker, or the heavier portion of reformate.
    Type: Grant
    Filed: November 23, 2011
    Date of Patent: January 27, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Justin M. Ellrich, Robert D. Strack, John W. Rebeck, Allen S. Gawlik, Larry L. Iaccino, Glenn C. Wood, Stephen H. Brown, Timothy Paul Bender
  • Publication number: 20150025283
    Abstract: The invention is directed to a multimetallic catalyst and its use in a reactor system in a C9+ aromatics conversion process in order to reduce the saturation of aromatic species, reduce the production of C6+ non-aromatics byproducts, and achieve higher benzene purity. The multimetallic catalyst exhibits improved selectivity towards aromatic hydrocarbons in comparison to a traditional Pt/ZSM-5 catalyst and comprises ZSM-5, a Group 6-10 metal, and an additional metal not in Group 6-10. The C9+ aromatics conversion reactor system comprises a top bed containing the multimetallic catalyst for dealkylation of ethyl and propyl side chains, a second bed containing a catalyst comprising a hydrogenation component for transalkylation, and an optional third bed containing a catalyst without a hydrogenation component to convert non-aromatic hydrocarbons to gas products.
    Type: Application
    Filed: June 23, 2014
    Publication date: January 22, 2015
    Inventors: Jane C. Cheng, Christopher G. Oliveri
  • Patent number: 8937205
    Abstract: A hydrocarbon upgrading process is described in which a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising aliphatic and aromatic hydrocarbons. A second stream comprising C6-C9 aliphatic and aromatic hydrocarbons is recovered from the first stream and aliphatic hydrocarbons are removed from at least part of the second stream to produce an aliphatic hydrocarbon-depleted stream. The aliphatic hydrocarbon-depleted stream is then dealkylated and/or transalkylated and/or cracked (D/T/C) by contact with a catalyst under suitable reaction conditions to produce a third stream having an increased benzene and/or toluene content compared with said aliphatic hydrocarbon-depleted stream and a light paraffin by-product. Benzene and/or toluene from the third stream is then methylated with a methylating agent to produce a xylene-enriched stream.
    Type: Grant
    Filed: May 7, 2012
    Date of Patent: January 20, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Larry L. Iaccino, Glenn C. Wood, Jesus A. Ramos, Lane L. McMorris
  • Patent number: 8921633
    Abstract: In a hydrocarbon upgrading process, a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising olefinic and aromatic hydrocarbons. A second stream composed mainly of C4 to C12+ olefinic and aromatic hydrocarbons is recovered from the first stream and blended said second stream with a residual fraction from a steam cracker or an atmospheric or vacuum distillation unit to produce a third stream. The third stream is then catalytically pyrolyzed in a reactor under conditions effective to produce a fourth stream having an increased benzene and/or toluene content compared with said second stream and a C3-olefin by-product. The C3-olefin by-product is recovered and benzene and/or toluene are recovered from the fourth stream.
    Type: Grant
    Filed: May 7, 2012
    Date of Patent: December 30, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Larry L. Iaccino, Stephen M. Davis, Steven E. Silverberg
  • Publication number: 20140378723
    Abstract: A method of making dialkylaromatics as a primary product is described. The design involves a dual reaction zone system, both reaction zones containing alkylation catalysts. The olefin feed is split into two portions (or two feeds are used), the first portion being fed to a first alkylation reaction zone and reacted with a first olefin. The other portion of olefin is reacted in a second reaction zone with the linear alkylaromatics formed in the first reaction zone to form the dialkylaromatics.
    Type: Application
    Filed: June 20, 2013
    Publication date: December 25, 2014
    Inventors: DEBARSHI MAJUMDER, STEPHEN W. SOHN
  • Publication number: 20140378710
    Abstract: Disclosed is a method for producing p-xylene and/or p-tolualdehyde with high yield through a short process using biomass resource-derived substances as raw materials. The method for producing p-xylene and/or p-tolualdehyde of the present invention comprises: a cyclization step of producing 4-methyl-3-cyclohexenecarboxaldehyde from isoprene and acrolein; and an aromatization step of producing p-xylene and/or p-tolualdehyde from 4-methyl-3-cyclohexenecarboxaldehyde by gas-phase flow reaction using a catalyst(s).
    Type: Application
    Filed: January 23, 2013
    Publication date: December 25, 2014
    Applicant: TORAY INDUSTRIES, INC.
    Inventors: Satoshi Sakami, Daijiro Tsukamoto, Katsushige Yamada
  • Publication number: 20140371500
    Abstract: A method for removing tightly bound sodium from a zeolitic support comprising contacting the support with a sodium specific removal agent to produce a treated support. A method comprising providing an aromatization catalyst comprising a treated support, and contacting the aromatization catalyst with a hydrocarbon feed in a reaction zone under conditions suitable for the production of an aromatic product. A catalyst support comprising an L-zeolite having less than 0.35 wt. % sodium.
    Type: Application
    Filed: August 28, 2014
    Publication date: December 18, 2014
    Inventor: Gyanesh P. Khare
  • Publication number: 20140350316
    Abstract: The process concerns ethylbenzene conversion and xylene isomerization with a catalyst pretreated by sulfiding.
    Type: Application
    Filed: August 11, 2014
    Publication date: November 27, 2014
    Inventors: Chunshe Cao, Jeffrey L. Andrews, Michel Molinier
  • Publication number: 20140350315
    Abstract: A method of converting hydrocarbons requires contacting a hydrocarbon stream containing alkylated aromatic hydrocarbons with a catalyst of a phosphorus-containing pentasil zeolite in a reactor. The phosphorus-containing pentasil zeolite having a phosphorus content of 7.5% or less by weight of zeolite, a pore volume of at least 0.2 ml/g, and a 27Al MAS NMR spectrum characterized by a peak at or near 50 ppm that is greater than any other peak in said spectrum. A benzene-enriched output stream is recovered from the reactor.
    Type: Application
    Filed: May 23, 2013
    Publication date: November 27, 2014
    Inventors: Ashim Kumar Ghosh, Pamela Harvey, Neeta Kulkarni, Manuel Castelan
  • Publication number: 20140349361
    Abstract: The present invention provides methods, reactor systems, and catalysts for increasing the yield of aromatic hydrocarbons produced while converting biomass to hydrocarbons. The invention includes methods of using catalysts to increase the yield of benzene, toluene, and mixed xylenes in the hydrocarbon product.
    Type: Application
    Filed: May 22, 2014
    Publication date: November 27, 2014
    Applicant: Virent, Inc.
    Inventors: Paul Blommel, Andrew Held, Ralph Goodwin, Randy Cortright
  • Publication number: 20140316174
    Abstract: Methods are provided for the treatment of a feed stream containing C9 aromatic components to produce mesitylene-containing products. The methods include hydrodealkylating the feed stream to remove C2 and higher alkyl groups from the aromatic components and transalkylating the feed stream to rearrange the distribution of methyl groups among the aromatic components. Disclosed methods also include the treatment of a hydrocarbon feedstock by hydrodealkylation and/or transalkylation in order to produce a hydrocarbon product having an increased mass percentage of mesitylene.
    Type: Application
    Filed: April 18, 2014
    Publication date: October 23, 2014
    Inventors: Chris D'Acosta, Jeffery Miller, Robert Hoch
  • Publication number: 20140296589
    Abstract: A process is presented for the purification of 1,3 butadiene. The process is for treating a butadiene stream from an oxidative dehydrogenation unit, where a butane stream is dehydrogenated, generating a butadiene rich stream. The butadiene rich stream is fractionated and passed through a butadiene recovery unit. Additional C4 compounds recovered from the fractionation bottoms stream are further processed for increasing yields of butadiene.
    Type: Application
    Filed: March 28, 2013
    Publication date: October 2, 2014
    Applicant: UOP LLC
    Inventor: Steven L. Krupa
  • Publication number: 20140296595
    Abstract: A method for converting coal into BTX in which feed coal is converted to a 600-700° F.? product stream by direct liquefaction. This product stream is hydrocracked and hydroprocessed to produce a 350° F.? stream which in turn is fractionated to produce a 160° F.? stream and a 160/350° F. stream that contains 85-90% naphthenes. The 160/350° F. stream is catalytically reformed to produce an aromatic stream and a 160° F.? paraffinic stream. The aromatics stream can be separated into benzene toluene and xylene streams by distillation.
    Type: Application
    Filed: March 29, 2014
    Publication date: October 2, 2014
    Applicant: ACCELERGY CORPORATION
    Inventors: Richard F. Bauman, Kenneth Lee Trachte
  • Publication number: 20140275571
    Abstract: Methods, catalysts, and reactor systems for producing in high yield aromatic chemicals and liquid fuels from a mixture of oxygenates comprising di- and polyoxygenates are disclosed. Also disclosed are methods, catalysts, and reactor systems for producing aromatic chemicals and liquid fuels from oxygenated hydrocarbons such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like; and methods, catalysts, and reactor systems for producing the mixture of oxygenates from oxygenated hydrocarbons such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like. The disclosed catalysts for preparing the mixture of oxygenates comprise a Group VIII metal and a crystalline alumina support.
    Type: Application
    Filed: March 14, 2014
    Publication date: September 18, 2014
    Applicant: Virent, Inc.
    Inventors: Taylor Beck, Brian Blank, Casey Jones, Elizabeth Woods, Randy Cortright
  • Publication number: 20140257002
    Abstract: Provided are processes for producing a lube basestock or wax from a feedstock of biological origin, the method including: providing a fatty acid originated from the feedstock of biological origin and an aromatic acid in a solvent comprising a base; and electrically coupling the fatty acid and the aromatic acid to produce a hydrocarbon, wherein the molar concentration of the fatty acid is greater than the molar concentration of the aromatic acid.
    Type: Application
    Filed: March 7, 2013
    Publication date: September 11, 2014
    Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANY
    Inventors: Kun Wang, Liena Tan
  • Patent number: 8802905
    Abstract: A unique, integrated non-obvious pathway to convert biomass to biofuels using integration of chemical processes is described herein. The present invention is simple, direct, and provides for the shortest or minimum path between biomass and transportation fuels with alcohols as intermediates, while avoiding hydrogen use during processing. Furthermore, the present invention allows the manufacture of “drop-in” substitutable fuels to be used as-is without modifications instead of conventional petroleum based fuels. The processing described herein is done under mild conditions, under relatively low pressures and temperatures, and under non-corrosive conditions obviating use of special equipment or materials.
    Type: Grant
    Filed: June 18, 2010
    Date of Patent: August 12, 2014
    Assignees: The Texas A&M University System, Byogy Renewables, Inc.
    Inventors: Mahmoud M. El-Halwagi, Kenneth R. Hall, Harold Dennis Spriggs
  • Publication number: 20140221714
    Abstract: A method for producing xylene from feedstock oil includes a cracking/reforming reaction step of bringing the feedstock oil into contact with a catalyst to produce monocyclic aromatic hydrocarbons; a separation/recovery step of separating and recovering, from a product obtained by the cracking/reforming reaction step, a fraction A containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 75° C. or higher and a 90 vol % distillation temperature of 140° C. or lower, a xylene fraction containing xylene, and a fraction B containing monocyclic aromatic hydrocarbons having a 10 vol % distillation temperature of 145° C. or higher and a 90 vol % distillation temperature of 215° C. or lower; and a xylene conversion step of bringing a mixed fraction obtained by mixing the fractions A and B with each other into contact with a catalyst containing a solid acid to convert the mixed fraction into xylene.
    Type: Application
    Filed: May 24, 2012
    Publication date: August 7, 2014
    Applicants: CHIYODA CORPORATION, JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Shinichiro Yanagawa, Yuichiro Fujiyama, Yasuyuki Iwasa, Ryoji Ida, Susumu Yasui, Yoshishige Sugi, Atsushi Fukui, Akira Utatsu
  • Publication number: 20140200378
    Abstract: Method for producing monocyclic aromatic hydrocarbons includes a cracking and reforming reaction step of obtaining products containing monocyclic aromatic hydrocarbons having 6 to 8 carbon atoms and a heavy fraction having 9 or more carbon atoms by bringing the feedstock oil into contact with a catalyst for producing monocyclic aromatic hydrocarbons containing crystalline aluminosilicate to cause a reaction, a catalyst separation step of separating and removing the catalyst for producing monocyclic aromatic hydrocarbons together with tricyclic aromatic hydrocarbons contained in the products from a mixture of the products and a small amount of the catalyst for producing monocyclic aromatic hydrocarbons carried by the products, both of which are derived in the cracking and reforming reaction step, and a purification and recovery step of purifying and recovering the monocyclic aromatic hydrocarbons having 6 to 8 carbon atoms which are separated from the products formed in the cracking and reforming reaction step
    Type: Application
    Filed: May 24, 2012
    Publication date: July 17, 2014
    Applicants: CHIYODA CORPORATION, JX NIPPON OIL & ENERGY CORPORATION
    Inventors: Shinichiro Yanagawa, Yuichiro Fujiyama, Yasuyuki Iwasa, Ryoji Ida, Masahide Kobayashi, Susumu Yasui, Yoshishige Sugi, Atsushi Fukui, Atsuro Nagumo
  • Publication number: 20140163276
    Abstract: A new family of coherently grown composites of TUN and IMF zeotypes has been synthesized and shown to be effective catalysts for dehydrocyclodimerization reactions. These zeolites are represented by the empirical formula. NanMmn+RrQqAl1-xExSiyOz where M represents zinc or a metal or metals from Group 1, Group 2, Group 3 or the lanthanide series of the periodic table, R is an A,?-dihalosubstituted paraffin such as 1,4-dibromobutane, Q is a neutral amine containing 5 or fewer carbon atoms such as 1-methylpyrrolidine and E is a framework element such as gallium. The process involves contacting at least one aliphatic hydrocarbon having from 2 to about 6 carbon atoms per molecule with the coherently grown composites of TUN and IMF zeotypes to produce at least one aromatic hydrocarbon.
    Type: Application
    Filed: December 11, 2013
    Publication date: June 12, 2014
    Applicant: UOP LLC
    Inventors: Christopher P. Nicholas, Mark A. Miller
  • Publication number: 20140163277
    Abstract: A method of making one or more 2,5-dimethylhexenes is described. The method includes reacting isobutene with isobutanol in the presence of a platinum group metal catalyst to form one or more 2,5-dimethylhexenes. A method of making p-xylene using one or more 2,5-dimethylhexenes is also described. The p-xylene can be made from totally renewable sources, if desired.
    Type: Application
    Filed: December 11, 2013
    Publication date: June 12, 2014
    Applicant: UOP LLC
    Inventors: Christopher P. Nicholas, Stuart E. Smith, Alakananda Bhattacharyya
  • Publication number: 20140121430
    Abstract: A process is described for making renewable para-xylene, comprising converting acetic acid to isobutene in the presence of a catalyst then converting the acetic acid-derived isobutene to a product composition including para-xylene. The catalyst can be a ZnxZryOz mixed oxide catalyst.
    Type: Application
    Filed: October 22, 2013
    Publication date: May 1, 2014
    Applicants: ARCHER DANIELS MIDLAND COMPANY, WASHINGTON STATE UNIVERSITY
    Inventors: Junming Sun, Changjun Liu, Yong Wang, Colin Smith, Kevin Martin, Padmesh Venkitasubramanian
  • 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
  • Patent number: 8696937
    Abstract: A process for obtaining petrochemical products from a carbonaceous feedstock is provided. The carbonaceous feedstock may be coal, coke, lignite, biomass, bitumen and the like. The carbonaceous feedstock is pulverized and fed to a pyrolysis reactor where the feedstock is pyrolyzed at 700-1000° C. at a pressure of 2-25 bar for 2-10 seconds, wherein the feedstock is entrained in hot syngas during the pyrolysis process.
    Type: Grant
    Filed: October 24, 2011
    Date of Patent: April 15, 2014
    Inventor: Keki Hormusji Gharda
  • Publication number: 20140066675
    Abstract: The invention concerns a xylenes isomerization process for the production of equilibrium or near-equilibrium xylenes from a feedstream comprising phenol and/or styrene.
    Type: Application
    Filed: August 7, 2013
    Publication date: March 6, 2014
    Inventors: John Di-Yi Ou, Shifang Luke Luo, Surbhi Jain
  • Publication number: 20140031598
    Abstract: A process comprising feeding bromine into a first reactor; feeding low molecular weight alkanes into the first reactor; and withdrawing alkyl bromides from the first reactor wherein the bromine and low molecular weight alkanes are fed through an apparatus that rapidly mixes the bromine and low molecular weight alkanes. A process is disclosed further comprising reacting the alkyl bromides to form aromatic hydrocarbons.
    Type: Application
    Filed: November 21, 2011
    Publication date: January 30, 2014
    Inventors: Sujata Degaleesan, Glenn Charles Komplin, Vishwanath Subramaniam, Kuochen Tsai
  • Publication number: 20140018587
    Abstract: This invention relates to fuel compositions for use in combustion engines, such as for motor vehicle and aircraft usage. The fuel composition contains at least 99.5% of aromatic hydrocarbons and paraffinic hydrocarbons. The composition also preferably contains no lead, no multi-ring compound (only single ring compounds are present), less than about 15 ppm sulfur, and/or less than about 5 ppm nitrogen species. The resulting fuel is a drop-in fuel that provides clean burning with little to no engine deposit, high lubricity, high stability, and low corrosion.
    Type: Application
    Filed: July 12, 2013
    Publication date: January 16, 2014
    Applicant: Primus Green Energy Inc.
    Inventors: Howard L. FANG, Meifang QIN, Moshe BEN-REUVEN
  • Publication number: 20130324772
    Abstract: The invention relates to a method for producing a fluid hydrocarbon product, and more specifically, to a method for producing a fluid hydrocarbon product via catalytic pyrolysis. The reactants comprise hydrocarbonaceous materials (e.g., biomass). The catalyst comprises a zeolite catalyst treated with a silicone compound. The product comprises p-xylene.
    Type: Application
    Filed: September 27, 2012
    Publication date: December 5, 2013
    Applicant: UNIVERSITY OF MASSACHUSETTS
    Inventors: George W. Huber, Yu-Ting Cheng, Zhuopeng Wang, Wei Fan
  • Publication number: 20130296623
    Abstract: In a hydrocarbon upgrading process, a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising olefinic and aromatic hydrocarbons. A second stream composed mainly of C4 to C12+ olefinic and aromatic hydrocarbons is recovered from the first stream and blended said second stream with a residual fraction from a steam cracker or an atmospheric or vacuum distillation unit to produce a third stream. The third stream is then catalytically pyrolyzed in a reactor under conditions effective to produce a fourth stream having an increased benzene and/or toluene content compared with said second stream and a C3-olefin by-product. The C3-olefin by-product is recovered and benzene and/or toluene are recovered from the fourth stream.
    Type: Application
    Filed: May 7, 2012
    Publication date: November 7, 2013
    Inventors: Larry L. Iaccino, Stephen M. Davis, Steven E. Silverberg
  • Publication number: 20130296621
    Abstract: In a hydrocarbon upgrading process, a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising olefinic and aromatic hydrocarbons. A second stream composed mainly of C4 to C12 olefinic and aromatic hydrocarbons is recovered from the first stream and at least part of the second stream is contacted with a catalyst in the absence of added hydrogen under reaction conditions including a temperature of about 450° C. to about 70° C. effective to dealkylate, transalkylate, crack and aromatize components of the second stream to produce a third stream having an increased benzene and/or toluene content compared with the second stream and a C3? olefin by-product. The C3? olefin by-product and a fourth stream comprising toluene are then recovered from the third stream.
    Type: Application
    Filed: May 7, 2012
    Publication date: November 7, 2013
    Inventors: LARRY L. IACCINO, JAMES R. LATTNER, GLENN C. WOOD, SURBHI JAIN, STEPHEN M. DAVIS
  • Publication number: 20130296622
    Abstract: In a hydrocarbon upgrading process, a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising olefinic and aromatic hydrocarbons. A second stream composed mainly of C4+ olefinic and aromatic hydrocarbons is recovered from the first stream and is fed together with a methylating agent to a reaction zone containing a catalyst under reaction conditions including a temperature of about 450° C. to about 700° C., such that aromatics components in the second stream undergo dealkylation, transalkylation and/or methylation and aliphatic components undergo cracking and aromatization to produce a third stream having an increased xylene content compared with said second stream and a C3? olefin by-product. The C3? olefin by-product is recovered and para-xylene is removed from at least part of said third stream.
    Type: Application
    Filed: May 7, 2012
    Publication date: November 7, 2013
    Inventors: LARRY L. IACCINO, S. MARK DAVIS, JOHN D.Y. OU, XIAOBO ZHENG
  • Publication number: 20130296624
    Abstract: A hydrocarbon upgrading process is described in which a hydrocarbon feed is treated in at least one of a steam cracker, catalytic cracker, coker, hydrocracker, and reformer under suitable conditions to produce a first stream comprising aliphatic and aromatic hydrocarbons. A second stream comprising C6-C9 aliphatic and aromatic hydrocarbons is recovered from the first stream and aliphatic hydrocarbons are removed from at least part of the second stream to produce an aliphatic hydrocarbon-depleted stream. The aliphatic hydrocarbon-depleted stream is then dealkylated and/or transalkylated and/or cracked (D/T/C) by contact with a catalyst under suitable reaction conditions to produce a third stream having an increased benzene and/or toluene content compared with said aliphatic hydrocarbon-depleted stream and a light paraffin by-product. Benzene and/or toluene from the third stream is then methylated with a methylating agent to produce a xylene-enriched stream.
    Type: Application
    Filed: May 7, 2012
    Publication date: November 7, 2013
    Inventors: Larry L. Iaccino, Glenn C. Wood, Jesus A. Ramos, Lane L. McMorris
  • Publication number: 20130281750
    Abstract: A method of forming mixed xylenes from a heavy reformate using a dealkylation-transalkylation system includes the step of introducing both a heavy reformate containing methyl ethyl benzenes and tri-methyl benzenes and that is sufficiently free of toluene and a hydrogen-containing material into the dealkylation stage such that the heavy reformate and the hydrogen-containing material intermingle and contact the hydrodealkylation catalyst. The dealkylation-transalkylation system includes dealkylation, non-aromatic product gas separations and transalkylation stages. Toluene forms from the reaction of methyl ethyl benzenes and hydrogen in the presence of the hydrodealkylation catalyst. The method also includes the step of introducing a dealkylated heavy reformate into the transalkylation stage such that the dealkylated heavy reformate contacts a transalkylation catalyst, forming a transalkylation stage product mixture includes mixed xylenes.
    Type: Application
    Filed: April 19, 2013
    Publication date: October 24, 2013
    Applicant: Saudi Arabian Oil Company
    Inventor: RAED ABUDAWOUD
  • Publication number: 20130237732
    Abstract: A method of making para-xylene or toluene is carried out by: (a) reacting a C5 or C6 linear monoene (itself, or formed from a C5 or C6 linear alkane) with a hydrogen acceptor in the presence of a hydrogen transfer catalyst to produce a C5 or C6 diene; (b) reacting the C5-C6 diene with ethylene to produce a cyclohexene having 1 or 2 methyl groups substituted thereon; and then (c) either (i) dehydrogenating the cyclohexene in the presence of a hydrogen acceptor with a hydrogen transfer catalyst to produce a compound selected from the group consisting of para-xylene and toluene, or (ii) dehydrogenating the cyclohexene in the absence of a hydrogen acceptor with a dehydrogenation catalyst, to produce para-xylene or toluene.
    Type: Application
    Filed: May 2, 2013
    Publication date: September 12, 2013
    Applicant: The University of North Carolina at Chapel Hill
    Inventors: Maurice Brookhart, Michael Findlater, Damien Guironnet, Thomas Warren Lyons
  • Publication number: 20130214207
    Abstract: A process for obtaining petrochemical products from a carbonaceous feedstock is provided. The carbonaceous feedstock may be coal, coke, lignite, biomass, bitumen and the like. The carbonaceous feedstock is pulverized and fed to a pyrolysis reactor where the feedstock is pyrolyzed at 700-1000° C. at a pressure of 2-25 bar for 2-10 seconds, wherein the feedstock is entrained in hot syngas during the pyrolysis process.
    Type: Application
    Filed: October 24, 2011
    Publication date: August 22, 2013
    Inventor: Keki Hormusji Gharda