To Produce Aromatic Patents (Class 585/319)
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Patent number: 11999692Abstract: Selective removal of non-aromatic hydrocarbons from a xylene isomerization process for para-xylene production is accomplished using a membrane unit positioned within a xylene recovery loop. The membrane unit may include a one-stage or multi-stage (e.g., two-stage) membrane system and may be configured to separate a membrane unit product stream from a non-aromatics rich stream, which can be removed from the xylene recovery loop. The membrane unit may have a xylene permeance of about 60 gm/m2/hr/psi and a xylene to non-aromatic permeance ratio of about 15.Type: GrantFiled: August 1, 2023Date of Patent: June 4, 2024Assignee: ExxonMobil Engineering & Technology CompanyInventors: Bhupender S. Minhas, Jeevan S. Abichandani, Marcus L. H. Van Nuland, Wai Kit Cheng, Chong-Jhoo Wang, Robert G. Tinger
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Patent number: 11370973Abstract: A process for producing one or more of benzene, toluene, or mixed xylenes may include combining one or more aromatic feed chemicals, one or more aromatic-based polymers, hydrodearylation catalyst, and hydrogen in a hydrodearylation unit to form a chemical product. The process may also include passing the chemical product out of the hydrodearylation unit, where the chemical product comprises one or more of benzene, toluene, and mixed xylenes. Additionally, a system for producing one or more of benzene, toluene, or mixed xylenes may include a mixing unit and a hydrodearylation unit. An aromatic feed stream and an aromatic-based polymer stream may be in fluid communication with a mixing unit. A mixing unit effluent stream may be in fluid communication between the mixing unit and the hydrodearylation unit. A chemical product stream may be in fluid communication with the hydrodearylation unit.Type: GrantFiled: July 10, 2020Date of Patent: June 28, 2022Assignee: Saudi Arabian Oil CompanyInventors: Omer Refa Koseoglu, Robert Peter Hodgkins, Frederick M. Adam
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Patent number: 11268037Abstract: Processes and systems are disclosed for improving the yield from reforming processes. Aromatic complex bottoms, or a heavy fraction thereof, are subjected to hydrodearylation and hydrogenation to produce additional gasoline blending components and aromatic products.Type: GrantFiled: February 13, 2020Date of Patent: March 8, 2022Assignee: SAUDI ARABIAN OIL COMPANYInventors: Omer Refa Koseoglu, Robert Peter Hodgkins
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Patent number: 11028329Abstract: A method of forming C6-C8 aromatics may include selectively dealkylating a Fluid Catalytic Cracking (FCC) heavy cut naphtha that has at least C9+ aromatics to selectively crack C2+ alkyl chains from the C9+ aromatics, thereby forming the C6-C8 aromatics. The selectively de-alkylated heavy cut naphtha is then combined with a FCC middle cut naphtha, and aromatics including the C6-C8 aromatics are separated from the combined stream. A system for forming C6-C8 aromatics may include a fluid catalytic cracking unit for producing a FCC heavy cut naphtha comprising at least C9+ aromatics; a de-alkylation reactor for selectively cracking C2+ alkyl chains from the C9+ aromatics, thereby forming the C6-C8 aromatics; and an aromatic extraction unit for extracting at least a portion of the C6-C8 aromatics.Type: GrantFiled: April 10, 2020Date of Patent: June 8, 2021Assignee: SAUDI ARABIAN OIL COMPANYInventors: Yufeng He, Abdullah Al Ghazal, Qi Xu
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Patent number: 10968148Abstract: A method of producing at least one compound comprising an alkenyl group from at least one compound comprising an alkyl group having two or more carbon atoms, the method comprising: (i) Providing a mixture comprising carbon dioxide and at least one compound comprising an alkyl group having two or more carbon atoms; and (ii) Contacting said mixture with a catalyst comprising one or both of palladium and platinum and one or more lanthanide, thereby converting at least a portion of the at least one compound comprising an alkyl group having two or more carbon atoms into a compound comprising an alkenyl group, the total of the weight of the palladium and/or platinum being more than 0.1 wt % of the catalyst.Type: GrantFiled: August 11, 2016Date of Patent: April 6, 2021Assignee: UNIVERSITY COLLEGE CARDIFF CONSULTANTS LIMITEDInventors: Graham John Hutchings, Stanislaw Edmund Golunski, Ewa Nowicka
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Patent number: 10815171Abstract: A process for the production of high purity toluene and para-xylene is described. More specifically, the process involves the production of high purity toluene produced via a light-desorbent selective adsorption process for para-xylene production, such as light desorbent para-xylene extraction, without the need for dedicated solvent extraction or olefin removal from the toluene stream.Type: GrantFiled: May 31, 2019Date of Patent: October 27, 2020Assignee: UOP LLCInventors: Jason T. Corradi, Ryan D. Miller
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Patent number: 10730815Abstract: The present invention is directed to provide a precipitate obtained by adding ?-cyclodextrin to a liquid containing a stilbene compound. The precipitate according to the present invention is used as the precipitate obtained by adding ?-cyclodextrin to the liquid containing a stilbene compound.Type: GrantFiled: October 16, 2015Date of Patent: August 4, 2020Assignee: MORINAGA & CO., LTD.Inventors: Masahiro Umehara, Ikuko Kurita, Koji Yanae, Masahiko Sai
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Patent number: 10647640Abstract: Systems and methods are provided for forming para-xylene from aromatics-containing streams having reduced or minimized amounts of C2+ side chains. Reduced or minimized amounts of C2+ side chains can provide benefits for improving and/or allowing modification of transalkylation conditions, xylene isomerization conditions, or a combination thereof. Such aromatics-containing streams can be formed, for example, by conversion of methyl halide, methanol, syngas, and/or dimethyl ether to aromatics by an aromatic conversion process. The methyl halide, methanol, syngas, and/or dimethyl ether can be formed by conversion of methane.Type: GrantFiled: December 5, 2016Date of Patent: May 12, 2020Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michael Salciccioli, Hari Nair, Glenn C. Wood, Nikolaos Soultanidis
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Patent number: 10501389Abstract: Embodiments include processes and systems for maximizing the production of benzene and para-xylene from heavy reformate. Embodiments include a C9 dealkylation reactor, a transalkylation reactor, and a C10+ dealkylation reactor. The process and system for producing benzene and para-xylene may be configured to additionally produce alkanes in the presence of hydrogen or olefins in the absence of hydrogen. Embodiments may include an aromatic extraction unit to separate non-aromatics from aromatics.Type: GrantFiled: October 25, 2018Date of Patent: December 10, 2019Assignee: SAUDI ARABIAN OIL COMPANYInventors: Qi Xu, Raed H. Abudawoud, Zhonglin Zhang
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Patent number: 10369554Abstract: Catalyst composition comprising a carrier and one or more Group 10 metal components, wherein the carrier comprises (i) 20 to 90 wt % mordenite having a silica to alumina molar ratio in the range of from 10 to 60; (ii) 10 to 70 wt % ZSM-5 type zeolite having a silica to alumina molar ratio in the range of from 5 to 50 and an average particle size in the range of from 5 to 50 nm; and (iii) 10 to 50 wt % of binder; a process for preparing the catalyst, and a process for the conversion of an aromatic hydrocarbons-containing feedstock using the catalyst.Type: GrantFiled: December 15, 2016Date of Patent: August 6, 2019Assignee: SHELL OIL COMPANYInventors: Richard Berend Mauer, Hong-Xin Li, Gisela Sabater Pujadas
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Patent number: 10308567Abstract: Methods and processes for producing paraxylene from catalytic cracking hydrocarbons, particularly C4 and C5+ streams, are disclosed. Each of the processing steps may be tailored to the overall objective of high paraxylene yield from a relative inexpensive feedstock.Type: GrantFiled: March 14, 2013Date of Patent: June 4, 2019Assignee: GTC Technology US LLCInventors: Weihua Jin, Zhongyi Ding, Mircea Cretoiu, Joseph C. Gentry, Mark Lockhart, Calambur Shyamkumar, Pinti Wang
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Patent number: 10214465Abstract: The present subject matter describes processes for increasing overall aromatics and xylenes yield in an aromatics complex. More specifically, the process for increasing overall aromatics and xylenes yield in an aromatics complex accomplishes the increased yields by incorporating an A8-A10 isomerization step into the aromatics complex. This isomerization integration increases the para-xylene.Type: GrantFiled: May 31, 2018Date of Patent: February 26, 2019Assignee: UOP LLCInventors: Stanley J. Frey, Patrick C. Whitchurch, Keith A. Couch
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Patent number: 9862898Abstract: The present invention relates to an integrated process to convert crude oil into petrochemical products comprising crude oil distillation, reforming, dearomatization, fluid catalytic cracking and aromatic ring opening, which process comprises: subjecting crude oil to crude oil distillation to produce naphtha and one or more of kerosene and gasoil; subjecting naphtha to reforming to produce reformer gasoline; subjecting kerosene and/or gasoil to dearomatization to produce a first stream enriched for alkanes and naphthenes and a second stream enriched for aromatics; subjecting the stream enriched for alkanes and naphthenes to pyrolysis to produce a pyrolysis gasoline or to fluid catalytic cracking to produce a FCC gasoline; subjecting the stream enriched for aromatics to aromatic ring opening to produce a ARO gasoline; and subjecting one or more of reformer gasoline, FCC gasoline and ARO gasoline to gasoline treatment to produce BTX.Type: GrantFiled: June 30, 2014Date of Patent: January 9, 2018Assignees: Saudi Basic Industries Corporation, Sabic Global Technologies B.V.Inventors: Andrew Mark Ward, Ravichander Narayanaswamy, Vijayanand Rajagopalan, Arno Johannes Maria Oprins, Egidius Jacoba Maria Schaerlaeckens, Raul Velasco Pelaez
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Patent number: 9856186Abstract: A process is described for converting at least one isomer of a dialkyl-substituted biphenyl compound, such as at least one 2,X? dialkylbiphenyl isomer (where X? is 2?, 3? and/or 4?), into at least one different isomer, 3,3?, 3,4? and/or 4,4? dialkylbiphenyl isomer. The process comprises contacting a feed comprising the dialkyl-substituted biphenyl compound isomer with an acid catalyst under isomerization conditions.Type: GrantFiled: December 2, 2015Date of Patent: January 2, 2018Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michael Salciccioli, Jihad M. Dakka, Emiel de Smit, Neeraj Sangar, Scott J. Weigel, Sumathy Raman, Terry E. Helton, Lorenzo C. DeCaul, Christine N. Elia, Chuansheng Bai, Ranjita Ghose
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Patent number: 9656937Abstract: The present invention provides processes, methods, and systems for converting biomass-derived feedstocks to liquid fuels and chemicals. The method generally includes the reaction of a hydrolysate from a biomass deconstruction process with hydrogen and a catalyst to produce a reaction product comprising one of more oxygenated compounds. The process also includes reacting the reaction product with a condensation catalyst to produce C4+ compounds useful as fuels and chemicals.Type: GrantFiled: June 28, 2016Date of Patent: May 23, 2017Assignee: Virent, Inc.Inventors: Andrew Held, Elizabeth Woods, Randy Cortright, Matthew Gray
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Patent number: 9650315Abstract: A method for producing high density fuels from isoprene which can be produced via biosynthetic routes using biomass sugars as feedstock. This allows for the production of isoprene and isoprene-derived fuels from abundant waste materials with the potential to significantly reduce DoD carbon emissions. Embodiments of the invention describe a method for conversion of isoprene to full performance jet and diesel fuels. Isoprene can be selectively oligomerized to generate a distribution of branched chain hydrocarbons. Combination of an oligomerization catalyst with a metathesis catalyst allows for the synthesis of high density cyclic fuels with performance advantages (increased density and volumetric net heat of combustion) over conventional petroleum-based fuels.Type: GrantFiled: May 19, 2016Date of Patent: May 16, 2017Assignee: The United States of America as Represented by the Secretary of the NavyInventor: Benjamin G. Harvey
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Patent number: 9522858Abstract: The invention relates to a transalkylation system to convert feedstreams containing benzene and/or toluene (C7? aromatic hydrocarbons) and feedstreams containing C9+ aromatic hydrocarbons into a product stream comprising xylenes.Type: GrantFiled: April 22, 2014Date of Patent: December 20, 2016Assignee: ExxonMobil Chemical Patents Inc.Inventors: Timothy P. Bender, Xiaobo Zheng, Robert G. Tinger, Todd E. Detjen
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Patent number: 9434657Abstract: The hydrocarbon synthesis reaction apparatus is provided with a synthesis gas supply line in which a synthesis gas is compressed and supplied by a first compressor, a reactor configured to accommodate a catalyst slurry, a gas-liquid separator configured to separate an unreacted synthesis gas and hydrocarbons discharged from the reactor into a gas and a liquid, a first recycle line in which the unreacted synthesis gas after separation into a gas and a liquid is compressed and recycled into the reactor by a second compressor, and a second recycle line configured to recycle a residual unreacted synthesis gas after separation into a gas and a liquid into the inlet side of the first compressor at the time of start-up operation when the synthesis gas is gradually increased in the amount to be introduced.Type: GrantFiled: March 13, 2012Date of Patent: September 6, 2016Assignees: Japan Oil, Gas and Metals National Corporation, INPEX CORPORATION, JX Nippon Oil & Energy Corporation, Japan Petroleum Exploration Co., Ltd, COSMO OIL CO., LTD., NIPPON STEEL & SUMIKIN ENGINEERING CO., LTDInventors: Yasuhiro Onishi, Kazuhiko Tasaka, Tomoyuki Mikuriya
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Patent number: 9382185Abstract: The present invention provides processes, methods, and systems for converting biomass-derived feedstocks to liquid fuels and chemicals. The method generally includes the reaction of a hydrolysate from a biomass deconstruction process with hydrogen and a catalyst to produce a reaction product comprising one of more oxygenated compounds. The process also includes reacting the reaction product with a condensation catalyst to produce C4+ compounds useful as fuels and chemicals.Type: GrantFiled: March 17, 2014Date of Patent: July 5, 2016Assignee: Virent, Inc.Inventors: Andrew Held, Elizabeth Woods, Randy Cortright, Matthew Gray
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Patent number: 9289745Abstract: Liquid phase isomerization technology is employed in a manner to increase efficiency and reduce energy in paraxylene recovery.Type: GrantFiled: November 20, 2015Date of Patent: March 22, 2016Assignee: ExxonMobil Chemical Patents Inc.Inventor: John R. Porter
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Patent number: 9073805Abstract: A process for transalkylating a coal tar stream is described. A coal tar stream is provided, and is fractionated to provide at least one hydrocarbon stream having polycyclic aromatics. The hydrocarbon stream is hydrotreated in a hydrotreating zone, and then hydrocracked in a hydrocracking zone. A light aromatics stream is added to the hydrocracking zone. The light aromatics stream comprises one or more light aromatics having a ratio of methyl/aromatic available position that is lower than a ratio of methyl/aromatic available position for the hydrotreated stream. The hydrocracked stream is transalkylated in the hydrocracking zone.Type: GrantFiled: August 28, 2014Date of Patent: July 7, 2015Assignee: UOP LLCInventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
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Publication number: 20150141724Abstract: A process for selectively dealkylating aromatic compounds includes providing a coal tar stream comprising aromatic compounds and hydrotreating the coal tar stream to reduce a concentration of one or more of organic sulfur, nitrogen, and oxygen in the coal tar stream, and to hydrogenate at least a portion of the aromatic compounds in the coal tar stream. The process further includes hydrocracking the hydrotreated coal tar stream to further hydrogenate the aromatic compounds and to crack at least one ring of multi-ring aromatic compounds to form single-ring aromatic compounds. The single-ring aromatic compounds present in the hydrocracked stream are then dealkylated to remove alkyl groups containing two or more carbon atoms.Type: ApplicationFiled: August 25, 2014Publication date: May 21, 2015Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
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Publication number: 20150141723Abstract: A process for hydrotreating a coal tar stream is described. A coal tar stream is provided, and the coal tar stream is fractionated into at least a light naphtha range hydrocarbon stream having a boiling point in the range of about 85° C. (185° F.) to about 137.8° C. (280° F.). The light naphtha range hydrocarbon stream is hydrotreated by contacting the light naphtha range hydrocarbon stream with a naphtha hydrotreating catalyst.Type: ApplicationFiled: August 20, 2014Publication date: May 21, 2015Inventors: Maureen L. Bricker, Paul T. Barger, Joseph A. Kocal, Matthew Lippmann, Kurt M. Vanden Bussche
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Publication number: 20150141717Abstract: A process for transalkylating a coal tar stream is described. A coal tar stream is provided, and is fractionated to provide at least one hydrocarbon stream having polycyclic aromatics. The hydrocarbon stream is hydrotreated in a hydrotreating zone, and then hydrocracked in a hydrocracking zone. A light aromatics stream is added to the hydrocracking zone. The light aromatics stream comprises one or more light aromatics having a ratio of methyl/aromatic available position that is lower than a ratio of methyl/aromatic available position for the hydrotreated stream. The hydrocracked stream is transalkylated in the hydrocracking zone.Type: ApplicationFiled: August 28, 2014Publication date: May 21, 2015Inventors: Stanley J. Frey, Paul T. Barger, Maureen L. Bricker, John Q. Chen, Peter K. Coughlin, James A. Johnson, Joseph A. Kocal, Matthew Lippmann, Vasant P. Thakkar, Kurt M. Vanden Bussche
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Publication number: 20150139895Abstract: 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: ApplicationFiled: August 28, 2014Publication date: May 21, 2015Inventors: James A. Johnson, John Q. Chen, Peter K. Coughlin, Stanley J. Frey, Vasant P. Thakkar
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Publication number: 20150141715Abstract: 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: ApplicationFiled: January 28, 2015Publication date: May 21, 2015Inventors: Walter Vermeiren, Nicolas Van Gyseghem
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Patent number: 9035118Abstract: A process for reforming a hydrocarbon stream is presented. The process involves splitting a naphtha feedstream to at least two feedstreams and partially processing each feedstream in separate reactors. The processing includes passing the light stream to a combination hydrogenation/dehydrogenation reactor. The process reduces the energy by reducing the endothermic properties of intermediate reformed process streams.Type: GrantFiled: December 15, 2011Date of Patent: May 19, 2015Assignee: UOP LLCInventors: Manuela Serban, Kurt M. VandenBussche, Mark D. Moser, David A. Wegerer
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Patent number: 9029618Abstract: A process for reforming a hydrocarbon stream is presented. The process involves splitting a naphtha feedstream to at least two feedstreams and partially processing each feedstream in separate reactors. The processing includes passing the light stream to a combination hydrogenation/dehydrogenation reactor. The process reduces the energy by reducing the endothermic properties of intermediate reformed process streams.Type: GrantFiled: December 15, 2011Date of Patent: May 12, 2015Assignee: UOP LLCInventors: Manuela Serban, Kurt M. Vanden Bussche, Mark D. Moser, David A. Wegerer
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Patent number: 9024097Abstract: A process for reforming hydrocarbons is presented. The process involves applying process controls over the reaction temperatures to preferentially convert a portion of the hydrocarbon stream to generate an intermediate stream, which will further react with reduced endothermicity. The intermediate stream is then processed at a higher temperature, where a second reforming reactor is operated under substantially isothermal conditions.Type: GrantFiled: December 15, 2011Date of Patent: May 5, 2015Assignee: UOP LLCInventors: Manuela Serban, Kurt M. VandenBussche, Mark D. Moser, David A. Wegerer
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Patent number: 9024098Abstract: A process for the production of aromatics through the reforming of a hydrocarbon stream is presented. The process utilizes the differences in properties of components within the hydrocarbon stream to increase the energy efficiency. The differences in the reactions of different hydrocarbon components in the conversion to aromatics allows for different treatments of the different components to reduce the energy used in reforming process.Type: GrantFiled: December 15, 2011Date of Patent: May 5, 2015Assignee: UOP LLCInventors: Mark D. Moser, David A. Wegerer, Manuela Serban, Kurt M. VandenBussche
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Patent number: 9024099Abstract: A process is presented for the increasing the yields of aromatics from reforming a hydrocarbon feedstream. The process includes splitting a naphtha feedstream into a light hydrocarbon stream, and a heavier stream having a relatively rich concentration of naphthenes. The heavy stream is reformed to convert the naphthenes to aromatics and the resulting product stream is further reformed with the light hydrocarbon stream to increase the aromatics yields. The catalyst is passed through the reactors in a sequential manner.Type: GrantFiled: December 15, 2011Date of Patent: May 5, 2015Assignee: UOP LLCInventors: Mark D. Moser, Kurt M. VandenBussche, David A. Wegerer, Gregory J. Gajda
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Patent number: 9012708Abstract: A process is disclosed for making styrene by converting methanol to formaldehyde in a reactor then reacting the formaldehyde with toluene to form styrene in a separate reactor.Type: GrantFiled: June 9, 2014Date of Patent: April 21, 2015Assignee: Fina Technology, Inc.Inventors: James R. Butler, Joseph E. Pelati
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Patent number: 9000247Abstract: 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: GrantFiled: April 19, 2013Date of Patent: April 7, 2015Assignee: Saudi Arabian Oil CompanyInventor: Raed Abudawoud
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Patent number: 8993818Abstract: Technologies to convert biomass to liquid hydrocarbon fuels are currently being developed to decrease our carbon footprint and increase use of renewable fuels. Since sugars/sugar derivatives from biomass have high oxygen content and low hydrogen content, coke becomes an issue during zeolite upgrading to liquid hydrocarbon fuels. A self-sustainable process was designed to reduce the coke by co-feeding sugars/sugar derivatives with the paraffin products from hydrogenation of sugars/sugar derivatives. Paraffins without complete conversion result in products with less aromatics and relatively low density compared with the products directly from zeolite upgrading. Thus, the process is more economically favorable.Type: GrantFiled: August 22, 2011Date of Patent: March 31, 2015Assignee: Phillips 66 CompanyInventors: Yun Bao, Edward L. Sughrue, II, Jianhua Yao, TiePan Shi, Kristi A. Fjare, Lisa L. Myers
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Publication number: 20150073131Abstract: 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: ApplicationFiled: March 11, 2013Publication date: March 12, 2015Inventors: John R. Peterson, Christopher M. Yost, Jian Wu
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Patent number: 8969643Abstract: 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: GrantFiled: May 23, 2013Date of Patent: March 3, 2015Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Pamela Harvey, Neeta Kulkarni, Manuel Castelan
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Patent number: 8969640Abstract: The present invention provides methods, reactor systems, and catalysts for increasing the yield of aromatic hydrocarbons produced while converting alkanols to hydrocarbons. The invention includes methods of using catalysts to increase the yield of benzene, toluene, and mixed xylenes in the hydrocarbon product.Type: GrantFiled: November 23, 2011Date of Patent: March 3, 2015Assignee: Virent, Inc.Inventors: Paul G. Blommel, Li Yuan, Matthew Van Straten, Warren Lyman, Randy D. Cortright
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Patent number: 8962902Abstract: The present invention provides methods, reactor systems, and catalysts for increasing the yield of aromatic hydrocarbons produced while converting alkanols to hydrocarbons. The invention includes methods of using catalysts to increase the yield of benzene, toluene, and mixed xylenes in the hydrocarbon product.Type: GrantFiled: May 22, 2013Date of Patent: February 24, 2015Assignee: Virent, Inc.Inventors: Paul G. Blommel, Li Yuan, Matthew Van Straten, Warren Lyman, Randy D. Cortright
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Patent number: 8940950Abstract: 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: GrantFiled: November 23, 2011Date of Patent: January 27, 2015Assignee: 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
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Patent number: 8933283Abstract: 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: GrantFiled: November 26, 2008Date of Patent: January 13, 2015Assignee: 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
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Patent number: 8916740Abstract: An aromatics complex producing one or more xylene isomers offers a large number of opportunities to conserve energy by heat exchange within the complex. One previously unrecognized opportunity is through providing two parallel distillation columns operating at different pressures to separate C8 aromatics from C9+ aromatics. The parallel columns offer additional opportunities to conserve energy within the complex.Type: GrantFiled: August 25, 2010Date of Patent: December 23, 2014Assignee: UOP LLCInventors: Gregory R. Werba, Jason T. Corradi, David W. Ablin
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Patent number: 8916739Abstract: Methods and apparatuses for preparing normal paraffins and hydrocarbon product streams are provided herein. A method of preparing normal paraffins includes providing an unsaturated feed that includes an unsaturated compound that has at least one alkenyl group. The unsaturated feed is epoxidized to convert the at least one alkenyl group in the unsaturated compound to an epoxide functional group, thereby converting the unsaturated compound to an epoxide compound that has at least one epoxide functional group. The at least one epoxide functional group in the epoxide compound is converted to at least one secondary hydroxyl functional group, thereby converting the epoxide compound to a hydroxyl-functional compound that has at least one hydroxyl functional group. The hydroxyl-functional compound is deoxygenated to form normal paraffins.Type: GrantFiled: December 12, 2012Date of Patent: December 23, 2014Assignee: UOP LLCInventors: Geoffrey William Fichtl, Daniel Ellig, Stanley Joseph Frey, Michael J. McCall, Andrea G. Bozzano
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Patent number: 8912377Abstract: 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: GrantFiled: October 7, 2009Date of Patent: December 16, 2014Assignee: 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
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Publication number: 20140357913Abstract: A process for increasing the yields of light olefins and the yields of aromatics from a hydrocarbon stream is presented. The process includes a first separation to direct the light components that are not reformable to a cracking unit, with the remainder passed to a second separation unit. The second separation unit extracts normal components from the hydrocarbon stream to pass to the cracking unit. The resulting hydrocarbon stream with reduced light ends and reduced normals is passed to a reforming unit.Type: ApplicationFiled: May 6, 2014Publication date: December 4, 2014Applicant: UOP LLCInventors: Gregory A. Funk, Mary Jo Wier
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Patent number: 8889937Abstract: One exemplary embodiment may be a process for producing one or more alkylated aromatics. Generally, the process includes providing a first stream including an effective amount of benzene for alkylating benzene from a fractionation zone, providing a second stream including an effective amount of ethene for alkylating benzene from a fluid catalytic cracking zone, providing at least a portion of the first and second streams to an alkylation zone; and passing at least a portion of an effluent including ethylbenzene from the alkylation zone downstream of a para-xylene separation zone.Type: GrantFiled: June 9, 2011Date of Patent: November 18, 2014Assignee: UOP LLCInventors: Robert Haizmann, Laura E. Leonard, Paula L. Bogdan
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Patent number: 8882994Abstract: A process is presented for the increasing the yields of aromatics from reforming a hydrocarbon feedstream. The process includes splitting a naphtha feedstream into a light hydrocarbon stream, and a heavier stream having a relatively rich concentration of naphthenes. The heavy stream is reformed to convert the naphthenes to aromatics and the resulting product stream is further reformed with the light hydrocarbon stream to increase the aromatics yields. The process includes passing a catalyst stream in a counter-current flow relative to the hydrocarbon process stream.Type: GrantFiled: December 15, 2011Date of Patent: November 11, 2014Assignee: UOP LLCInventors: Mark D. Moser, David A. Wegerer, Kurt M. VandenBussche, Manuela Serban, Mark P. Lapinski, Mary Jo Wier, Gregory J. Gajda
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Patent number: 8884088Abstract: In a dehydrogenation process a hydrocarbon stream comprising at least one non-aromatic six-membered ring compound and at least one five-membered ring compound is contacted with a first catalyst comprising at least one metal component and at least one support and a second catalyst. The first catalyst is utilized to convert at least a portion of the at least one non-aromatic six-membered ring compound in the hydrocarbon stream to at least one aromatic compound and the second catalyst is utilized to convert at least a portion of the at least one five-membered ring compound in the hydrocarbon stream to at least one paraffin.Type: GrantFiled: December 17, 2010Date of Patent: November 11, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Charles M. Smith, Tan-Jen Chen, Terry E. Helton, Teng Xu
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Publication number: 20140330060Abstract: In a feed clean-up process at least two adsorbents (2, 4) are installed in front of an oligomerization reactor (3). Olefin feed is sent over one adsorbent (2) and the nitrile poisons are adsorbed so that clean feed will enter the reactor (3). Before the adsorbent (2) will be saturated, the feed (1) is sent to the other, fresh adsorbent (4). At the same time oligomerization product from the reactor (3) is used to desorb nitriles from the spent adsorbent (2).Type: ApplicationFiled: June 14, 2012Publication date: November 6, 2014Inventors: Hans K. T. Goris, Geraldine Tosin, Luc R. M. Martens, Machteld M. W. Mertens, Silvio Carrettin
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Publication number: 20140323766Abstract: In a process for producing cyclohexylbenzene, benzene is reacted with cyclohexene in a first reaction zone under conditions effective to produce a reaction product comprising cyclohexylbenzene and at least one polycyclohexylbenzene. At least a portion of the reaction product and a stripping agent comprising at least one C1 to C11 hydrocarbon or hydrogen are then separately supplied to a separation device and separated into at least a first fraction rich in cyclohexylbenzene and a second fraction rich in the at least one polycyclohexylbenzene.Type: ApplicationFiled: November 21, 2011Publication date: October 30, 2014Inventors: Christopher L. Becker, James R. Lattner, Charles Morris Smith, Kun Wang
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Publication number: 20140323781Abstract: Embodiments of apparatuses and methods for reforming of hydrocarbons are provided herein. In one example, a method comprises burning fuel gas to form a hot flue gas and heat a reforming-zone feedstock that contains (C5-C11) hydrocarbons to form a heated reforming-zone feed stream. The heated reforming-zone feed stream is partially reformed to form a partially reformed effluent. The partially reformed effluent is advanced through a process heat recovery coil arrangement that is recovering heat from the hot flue gas to form a heated partially reformed effluent. The heated partially reformed effluent is contacted with reforming catalyst at reforming conditions effective to form a reforming reaction-zone effluent. The reforming reaction-zone effluent comprises H2, C5+ hydrocarbons including aromatics, and C4? hydrocarbons.Type: ApplicationFiled: April 26, 2013Publication date: October 30, 2014Inventors: William M. Hartman, Xin X. Zhu, Lisa M. Lane, William Yanez