By Alkyl Or Aryl Transfer Between Molecules, E.g., Disproportionation, Etc. Patents (Class 585/470)
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Publication number: 20110201863Abstract: This invention relates to a method wherein a high-purity paraxylene can be produced efficiently by using a catalyst having a molecular sieving action (or shape selectivity) and being excellent in the catalytic activity without isomerization and adsorption-separation steps. More particularly, it relates to a method of producing a high-purity paraxylene, characterized in that MFI type zeolite having a primary particle size of not more than 100 ?m, a structure defining agent and silica material having an average particle size of not less than 10 nm but less than 1.0 ?m are used as a starting material, and a synthetic zeolite catalyst produced by subjecting the MFI type zeolite to a coating treatment with an aqueous solution obtained by mixing so as to satisfy X×Y<0.05 (wherein X is a concentration of the silica material (mol %) and Y is a concentration of the structure defining agent (mol %)) is used in the alkylation or disproportionation of at least one of benzene and toluene as a starting material.Type: ApplicationFiled: September 29, 2009Publication date: August 18, 2011Applicant: JX NIPPON OIL & ENERGY CORPORATIONInventors: Koichi Matsushita, Chikanori Nakaoka, Norikazu Nishiyama
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Patent number: 7989672Abstract: A process of producing PX comprising providing a C8+ feedstock, the C8+ feedstock has C8 hydrocarbons and C9+ hydrocarbons, to a crystallization unit under crystallization conditions to produce a PX enriched stream having a PX concentration of at least 99.5 wt % based on the weight of the PX enriched stream, wherein the C8+ feedstock has a PX concentration of at least 70 wt % based on total weight of xylenes in the C8+ feedstock, which the C8+ feedstock having a C9+ hydrocarbons concentration in a range from 1 wppm to 10 wt % based on the total weight of the C8+ feedstock.Type: GrantFiled: March 5, 2008Date of Patent: August 2, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: Timothy F. Kinn, Kevin J. Knob
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Publication number: 20110178356Abstract: One exemplary embodiment can be a process for increasing a mole ratio of methyl to phenyl of one or more aromatic compounds in a feed. The process can include reacting an effective amount of one or more aromatic compounds and an effective amount of one or more aromatic methylating agents to form a product having a mole ratio of methyl to phenyl of at least about 0.1:1 greater than the feed.Type: ApplicationFiled: January 19, 2010Publication date: July 21, 2011Inventors: Antoine Negiz, Edwin P. Boldingh, Gregory J. Gajda, Dean E. Rende, James E. Rekoske, David E. Mackowiak, Paul Barger
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Patent number: 7951984Abstract: The present invention provides a reactor system having: (1) a first reactor receiving an oxygenate component and a hydrocarbon component and capable of converting the oxygenate component into a light olefin and the hydrocarbon component into alkyl aromatic compounds; (2) a separator system for providing a first product stream containing a C3 olefin, a second stream containing a C7 aromatic, and a third stream containing C8 aromatic compounds; (3) a first line connecting the separator to the inlet of the first reactor for conveying the second stream to the first reactor; (4) a second line in fluid communication with the separator system for conveying the C3 olefin to a propylene recovery unit, and (4) a third line in fluid communication with the separator system for conveying the C8 aromatic compounds to a xylene recovery unit.Type: GrantFiled: October 12, 2010Date of Patent: May 31, 2011Assignee: UOP LLCInventors: Andrea G. Bozzano, Timur V. Voskoboynikov, Tom N. Kalnes, Paul T. Barger, Gavin P. Towler, Bryan K. Glover
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Patent number: 7902414Abstract: A catalytic process for the selective production of para-xylene comprises the step of reacting an aromatic hydrocarbon selected from the group consisting of toluene, benzene and mixtures thereof with a feed comprising carbon monoxide and hydrogen in the presence of a selectivated catalyst. The process includes a catalyst selectivation phase and a para-xylene production phase. In the catalyst selectivation phase, the aromatic hydrocarbon and the feed are contacted with the catalyst under a first set of conditions effective to increase the para-selectivity of said catalyst. In the para-xylene production phase, the aromatic hydrocarbon and said feed are contacted with the catalyst under a second set of conditions different from the first set of conditions effective to selectively produce para-xylene.Type: GrantFiled: October 3, 2007Date of Patent: March 8, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: John D. Y. Ou, Zongxuan Hong, Songsheng Tan, Timothy E. McMinn
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Publication number: 20110046427Abstract: A process for aromatic transalkylation and olefin reduction of a feed stream is disclosed. Transalkylation conditions provide a product having increased xylene concentration and reduced olefin concentration relative to the feed. The process may be used in a xylene production facility to minimize or avoid the necessity of feedstock pretreatment such as hydrotreating, hydrogenation, or treating with clay and/or molecular sieves.Type: ApplicationFiled: November 1, 2010Publication date: February 24, 2011Applicant: UOP LLCInventors: Antoine Negiz, Edwin P. Boldingh, James E. Rekoske, Eric J. Baker
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Publication number: 20110020231Abstract: The invention provides compounds of formula I: in salt or zwitterionic form or a pharmaceutically acceptable salt thereof, wherein R1-6, a-e and Q are as defined in the specification. These compounds are muscarinic receptor antagonists. The invention also provides pharmaceutical compositions containing such compounds, processes for preparing such compounds and methods of using such compounds to, for example, treat pulmonary disorders such as chronic obstructive pulmonary disease and asthma.Type: ApplicationFiled: October 6, 2010Publication date: January 27, 2011Applicant: THERAVANCE, INC.Inventors: YuHua JI, Craig HUSFELD, Christopher LANGE, Rick LEE, YongQi MU
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Publication number: 20110009682Abstract: This invention relates to a method of efficiently producing a high-purity para-substituted aromatic hydrocarbon while suppressing caulking without requiring isomerization-adsorption separation steps, and more particularly to a method of producing a para-substituted aromatic hydrocarbon, characterized in that a methylating agent and an aromatic hydrocarbon are reacted in the presence of a catalyst formed by coating MFI type zeolite having a particle size of not more than 100 ?m with a crystalline silicate.Type: ApplicationFiled: March 26, 2009Publication date: January 13, 2011Applicant: JX NIPPON OIL & ENERGY CORPORATIONInventors: Koichi Matsushita, Chikanori Nakaoka, Naoharu Igarashi, Makoto Oyamada
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Publication number: 20100305379Abstract: A layered catalyst is disclosed for use in transalkylation of polyalkylated benzenes. The catalyst comprises an inner core material with a molecular sieve bonded over the core. The process minimizes the cracking of the alkyl groups during the transalkylation reaction.Type: ApplicationFiled: August 11, 2010Publication date: December 2, 2010Applicant: UOP LLCInventors: Mark G. Riley, Deng-Yang Jan
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Patent number: 7838711Abstract: The invention relates to a process for carrying out metathesis reactions, wherein the process is carried out continuously and a ruthenium-containing catalyst is used.Type: GrantFiled: July 7, 2005Date of Patent: November 23, 2010Assignee: Boehringer Ingelheim International GmbHInventors: Thomas Herweck, Albrecht Jacobi, Thomas Nicola, Michael Wiese
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Patent number: 7834227Abstract: The present invention provides a reactor system having: (1) a first reactor receiving an oxygenate component and a hydrocarbon component and capable of converting the oxygenate component into a light olefin and the hydrocarbon component into alkyl aromatic compounds; (2) a separator system for providing a first product stream containing a C3 olefin, a second stream containing a C7 aromatic, and a third stream containing C8 aromatic compounds; (3) a first line connecting the separator to the inlet of the first reactor for conveying the second stream to the first reactor; (4) a second line in fluid communication with the separator system for conveying the C3 olefin to a propylene recovery unit, and (4) a third line in fluid communication with the separator system for conveying the C8 aromatic compounds to a xylene recovery unit.Type: GrantFiled: December 13, 2007Date of Patent: November 16, 2010Assignee: UOP LLCInventors: Andrea G. Bozzano, Timur V. Voskoboynikov, Tom N. Kalnes, Paul T. Barger, Gavin P. Towler, Bryan K. Glover
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Publication number: 20100261941Abstract: The proposed process uses crystallization technology to purify paraxylene simultaneously of large concentrations of C8 aromatics and also small concentrations of oxygenated species.Type: ApplicationFiled: April 7, 2010Publication date: October 14, 2010Inventors: Mark Paul Hagemeister, David Lee Johnson, John Joseph Monson
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Publication number: 20100222619Abstract: The present invention provides compositions of crystalline coordination copolymers wherein multiple organic molecules are assembled to produce porous framework materials with layered or core-shell structures. These materials are synthesized by sequential growth techniques such as the seed growth technique. In addition, the invention provides a simple procedure for controlling functionality.Type: ApplicationFiled: June 4, 2009Publication date: September 2, 2010Applicants: UOP LLC, The Regents of the University of MichiganInventors: Kyoung Moo Koh, Antek G. Wong-Foy, Adam J. Matzger, Annabelle I. Benin, Richard R. Willis
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Publication number: 20100191028Abstract: Disclosed are ethylbenzene processes in which a series-arranged or combined vapor phase alkylation/transalkylation reaction zone is retrofitted to have a vapor phase alkylation reactor and a liquid phase transalkylation reactor, and in which a parallel-arranged vapor phase alkylation reactor and vapor phase transalkylation reactor is retrofitted to have a vapor phase alkylation reactor and liquid phase transalkylation reactor, wherein the xylenes content of the ethylbenzene product is less than 700 wppm.Type: ApplicationFiled: April 1, 2010Publication date: July 29, 2010Inventors: Michael C. Clark, Vijay Nanda, Carlos N. Lopez, Brian Maerz, Maruti Bhandarkar
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Patent number: 7737313Abstract: A catalyst composition comprises (a) a MCM-22 family molecular sieve; and (b) a binder, wherein the MCM-22 family molecular sieve is characterized by an average crystal agglomerate size of less than or equal to 16 microns. The catalyst composition may further have a second molecular sieve having a Constraint Index of less than 12, e.g., less than 2. Examples of molecular sieve useful for this disclosure are a MCM-22 family molecular sieve, zeolite Y, and zeolite Beta. The catalyst composition may be used for the process of alkylation or transalkylation of an alkylatable aromatic compound with an alkylating agent.Type: GrantFiled: December 21, 2006Date of Patent: June 15, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Christine N. Elia, Frederick Y. Lo, Michael C. Clark, C. Morris Smith, Michael Hryniszak, Mohan Kalyanaraman
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Publication number: 20100145104Abstract: Modular reactor panel (1) for catalytic processes, comprising a feed header (5), a product header (7) and adjacent channels (3), each channel (3) having a length, running from an entrance end to an exit end, and wherein the entrance ends are directly connected to and open into the feed header (5) and the exit ends are directly connected to and open into the product header (7) and wherein the feed header (5) has at least one connection (9) to a feed line (51) and the product header (7) has at least one connection to a product line (55) and wherein part (21) of at least one of the feed header (5) and the product header (7) is detachable giving access to the channel ends and reactor comprising a housing (47) containing one or more of said reactor panels (1, 29), the reactor further comprising a feed line (51) and a product line (55), the panels (29) being connected to the feed line (51) and to product line (55).Type: ApplicationFiled: June 25, 2008Publication date: June 10, 2010Applicant: SAUDI BASIC INDUSTRIES CORPORATIONInventor: Peter Hubertus Kosters
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Patent number: 7692052Abstract: A multi-zone process for the conversion of a hydrocarbon feedstock comprising cyclic compounds to produce aromatic compounds, and in particular xylene compounds. A naphtha boiling range stream having a boiling point range from about 71° C. (160° F.) to about 216° C. (420° F.) is reformed and/or transalkylated within reforming and transalkylation zones to produce an aromatics-rich high-octane stream containing xylene with increased xylene purity.Type: GrantFiled: June 14, 2007Date of Patent: April 6, 2010Assignee: UOP LLCInventors: Stanley Frey, Gavin Towler
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Patent number: 7663010Abstract: This disclosure relates to a catalyst system adapted for transalkylation a C9+ aromatic feedstock with a C6-C7 aromatic feedstock, comprising: (a) a first catalyst comprising a first molecular sieve having a Constraint Index in the range of 3-12 and 0.01 to 5 wt. % of at least one source of a first metal element of Groups 6-10; and (b) a second catalyst comprising a second molecular sieve having a Constraint Index less than 3 and 0 to 5 wt. % of at least one source of a second metal element of Groups 6-10, wherein the weight ratio of the first catalyst over the second catalyst is in the range of 5:95 to 75:25 and wherein the first catalyst is located in front of the second catalyst when they are brought into contacting with the C9+ aromatic feedstock and the C6-C7 aromatic feedstock in the present of hydrogen.Type: GrantFiled: October 10, 2008Date of Patent: February 16, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventor: Doron Levin
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Publication number: 20100022814Abstract: The present invention relates to a method for performing catalytic transalkylation between long-chain dialkyl benzenes and benzene in order to obtain monoalkyl benzenes. As dialkyl benzene source, this method employs the by-products of a method for alkylation of benzene with linear C9-C16 monoolefins.Type: ApplicationFiled: May 8, 2006Publication date: January 28, 2010Applicant: PETROQUIMICA ESPANOLA, S.A. PETRESAInventors: José Luis Goncalvez De Almeida, José Luis Berna Tejero
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Publication number: 20100022813Abstract: A method of reducing the ethylbenzene content in a stream containing xylene is disclosed. The method includes the reaction of ethylbenzene, such as a disproportionation or transalkylation reaction, to produce benzene and other hydrocarbon compound and can include the separation of at least a portion of the resulting benzene and other hydrocarbon compounds to produce a xylene stream having reduced ethylbenzene content.Type: ApplicationFiled: July 28, 2008Publication date: January 28, 2010Applicant: Fina Technology, Inc.Inventors: James R. Butler, Joseph E. Pelati, Darek Wachowicz, Taylor Rives, Xin Xiao
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Patent number: 7652181Abstract: An improved alkylation reactor design is disclosed. The design uses reactor effluent recycle to reduce the difference in temperature across the reaction zone improving selectivity and insuring the maintenance of a liquid phase in the reactor.Type: GrantFiled: May 2, 2006Date of Patent: January 26, 2010Assignee: UOP LLCInventors: Robert J. Schmidt, Michael R. Smith, Elena Z. Maurukas, James A. Johnson, Laurence O. Stine
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Patent number: 7652182Abstract: Integrated, energy efficient process for making detergent range alkylbenzenes, heavies coproduced during the alkylation of benzene with olefin using a solid, acidic catalyst are transalkylated. Spent benzene from regeneration of the solid, acidic catalyst used for alkylation provides at least about 50 percent of the benzene provided for the transalkylation. The integrated processes thus reduce the load on the benzene distillation assembly used in the alkylbenzene refining system.Type: GrantFiled: February 12, 2007Date of Patent: January 26, 2010Assignee: UOP LLCInventors: Stephen W. Sohn, Mark G. Riley
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Patent number: 7642389Abstract: Integrated, energy efficient process for making detergent range alkylbenzenes use a combination of a low benzene to olefin feed ratio for alkylation, alkylbenzene refining system operation and a transalkylation of dialkylbenzene co-produced during alkylation is used to reduce energy costs per unit of alkylbenzene product.Type: GrantFiled: February 12, 2007Date of Patent: January 5, 2010Assignee: UOP LLCInventors: Stephen W. Sohn, Mark G. Riley
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Patent number: 7638669Abstract: Processes and apparatus are provided that provide high yields of xylenes per unit of aromatic-containing feed while enabling a high purity benzene co-product to be obtained without the need for an extraction or distillation to remove C6 naphthenes. The processes of this invention include a transalkylation section and a disproportionation section in the benzene and toluene-containing feed is directly provided to the transalkylation section and in which a benzene recycle loop in the transalkylation section isolates the disproportionation section from C6 naphthenes.Type: GrantFiled: June 25, 2008Date of Patent: December 29, 2009Assignee: UOP LLCInventors: Edward M. Casey, Patrick J. Silady, Antoine Negiz, Gregory R. Werba
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Patent number: 7638666Abstract: Dialkylbenzenes are transalkylated in the presence of benzene and solid catalyst. The transalkylation product is subjected to distillation to provide a lower-boiling, benzene-containing fraction which is fed to a transalkylation reactor as at least a portion of the benzene. Thus, high benzene to dialkylbenzene molar ratios can be economically maintained in order to enhance catalyst stability.Type: GrantFiled: September 24, 2008Date of Patent: December 29, 2009Assignee: UOP LLCInventors: Stephen W. Sohn, Mark G. Riley
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Patent number: 7632975Abstract: A process is provided for the synthesis of a compound of formula (I): wherein: M=0 or 1; N and p are 0 or 1 to 4; X is a single bond, O, S or NH; And R1-R4 are as defined in claim 1.Type: GrantFiled: December 22, 2005Date of Patent: December 15, 2009Assignee: CDT Oxford LimitedInventor: Sophie Heidenhain
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Patent number: 7629499Abstract: A process for transalkylation of an alkyl-aromatic hydrocarbon feedstock that has at least 9 carbon atoms per molecule that comprises a) the introduction of said alkyl-aromatic hydrocarbon feedstock at the inlet of a first reaction zone where it is brought into contact with at least a first zeolitic catalyst, b) the introduction of at least a portion of the effluent that is obtained from stage a) and a feedstock that contains benzene and/or toluene at the inlet of a second reaction zone that contains at least a second zeolitic catalyst, and c) the separation of at least a portion of the effluent that is obtained from stage b) is described.Type: GrantFiled: November 9, 2005Date of Patent: December 8, 2009Assignee: Institut Francais du PetroleInventors: José Manuel Serra Alfaro, Avelino Corma, Emmanuelle Guillon
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Patent number: 7615197Abstract: Processes for making xylene isomer using integrated transalkylation and isomerization reaction zones to enhance xylene recovery and enable reduction in capital costs and energy consumption.Type: GrantFiled: November 27, 2007Date of Patent: November 10, 2009Assignee: UOP LLCInventors: Antoine Negiz, James E. Rekoske, Edwin P. Boldingh
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Patent number: 7601311Abstract: Processes and apparatus are provided that provide high yields of xylenes per unit of aromatic-containing feed while enabling a high purity benzene co-product to be obtained without the need for an extraction or distillation to remove C6 naphthenes. The processes of this invention include a transalkylation section and a disproportionation section in the benzene and toluene-containing feed is directly provided to the transalkylation section and in which a benzene recycle loop in the transalkylation section isolates the disproportionation section from C6 naphthenes.Type: GrantFiled: June 25, 2008Date of Patent: October 13, 2009Assignee: UOP LLCInventors: Edward M. Casey, Patrick J. Silady, Antoine Negiz, Gregory R. Werba
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Publication number: 20090234170Abstract: Disclosed is a method for separating aromatic compounds using a simulated moving bed (SMB) operation, characterized by injecting each raw material having a different composition into each different part of an adsorption chamber so as to improve the recovery rate. More specifically, the present invention provides a method for separating aromatic compounds for improving p-xylene separation in a p-xylene separation process, by injecting a high p-xylene mixture from selective toluene disproportionation process (STDP) and low p-xylene mixture from other processes (for example, processes of reformer, isomerization reactor and transalkylation of aromatics having 9 carbon atoms) into each different part of an adsorption chamber.Type: ApplicationFiled: February 25, 2009Publication date: September 17, 2009Applicant: SAMSUNG TOTAL PETROCHEMICALS, CO., LTD.Inventors: JIN-SUK LEE, NAM-CHEOL SHIN
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Patent number: 7576247Abstract: Spent benzene from a regeneration of a catalyst or solid sorbent in an alkylbenzene complex is subjected to a rough distillation and the benzene fraction from the rough distillation is used a at least a portion of the benzene for a unit operation in the alkylbenzene complex or is passed to a benzene distillation column in the crude alkylbenzene refining section. The processes of this invention can enhance the purity of the alkylbenzene product and can reduce energy consumption per unit of alkylbenzene product or can assist in debottlenecking the crude alkylbenzene refining section of the alkylbenzene complex.Type: GrantFiled: February 12, 2007Date of Patent: August 18, 2009Assignee: UOP LLCInventors: Stephen W. Sohn, Mark G. Riley
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Patent number: 7553998Abstract: This invention is drawn to a process for producing and recovering one or more high-purity xylene isomers from a feed stream having a substantial content of C9 and heavier hydrocarbons. The feed stream is processed to de-ethylate heavy aromatics, fractionated and passed to a circuit comprising C8-aromatic isomer recovery and isomerization to recover the high-purity xylene isomer with lowered energy costs.Type: GrantFiled: June 21, 2006Date of Patent: June 30, 2009Assignee: UOP LLCInventors: Leo Bresler, Robert B. Larson
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Publication number: 20090163753Abstract: This disclosure relates to a process for hydrocarbon conversion comprising contacting, under conversion conditions, a feedstock suitable for hydrocarbon conversion with a catalyst comprising an EMM-10 family molecular sieve.Type: ApplicationFiled: December 19, 2007Publication date: June 25, 2009Inventors: Wieslaw J. Roth, Jane C. Cheng, Mohan Kalyanaraman, Michael C. Kerby, Terry E. Helton
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Patent number: 7544848Abstract: Processes and apparatus are provided that provide high yields of xylenes per unit of aromatic-containing feed while enabling a high purity benzene co-product to be obtained without the need for an extraction or distillation to remove C6 naphthenes. The processes of this invention include a transalkylation section and a disproportionation section in the benzene and toluene-containing feed is directly provided to the transalkylation section and in which a benzene recycle loop in the transalkylation section isolates the disproportionation section from C6 naphthenes.Type: GrantFiled: June 25, 2008Date of Patent: June 9, 2009Assignee: UOP LLCInventors: Edward M. Casey, Patrick J. Silady, Antoine Negiz, Gregory R. Werba
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Publication number: 20090112034Abstract: This disclosure relates to a catalyst system adapted for transalkylation a C9+ aromatic feedstock with a C6-C7 aromatic feedstock, comprising: (a) a first catalyst comprising a first molecular sieve having a Constraint Index in the range of 3-12 and 0.01 to 5 wt. % of at least one source of a first metal element of Groups 6-10; and (b) a second catalyst comprising a second molecular sieve having a Constraint Index less than 3 and 0 to 5 wt. % of at least one source of a second metal element of Groups 6-10, wherein the weight ratio of the first catalyst over the second catalyst is in the range of 5:95 to 75:25 and wherein the first catalyst is located in front of the second catalyst when they are brought into contacting with the C9+ aromatic feedstock and the C6-C7 aromatic feedstock in the present of hydrogen.Type: ApplicationFiled: October 10, 2008Publication date: April 30, 2009Inventor: Doron Levin
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Patent number: 7525005Abstract: This cumene process involves contacting, in an alkylation zone, a first benzene recycle stream and a propylene feed stream with an alkylation catalyst to form cumene. In a transalkylation zone, a polyisopropylbenzene recycle stream and a second benzene recycle stream are contacted with a transalkylation catalyst to form additional cumene. The effluents are passed into a benzene distillation column. From the benzene distillation column, a first benzene recycle stream is removed as overhead; a second benzene recycle stream is removed as a side draw; and a bottoms stream comprising polyisopropylbenzene, cumene, and heavy aromatics is removed from an end. The bottoms stream is passed to a dividing wall distillation column where the polyisopropylbenzene recycle stream is removed from an intermediate point; a cumene product stream is removed from a first end, and a heavy aromatic stream is removed from a second end.Type: GrantFiled: May 23, 2007Date of Patent: April 28, 2009Assignee: UOP LLCInventors: Michael A. Schultz, Steven P. Lankton, Constante P. Tagamolila
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Patent number: 7525006Abstract: This cumene process involves contacting, in an alkylation zone, a first benzene recycle stream and a propylene feed stream with an alkylation catalyst to form cumene. In a transalkylation zone, a polyisopropyl benzene recycle stream and a second benzene recycle stream are contacted with a transalkylation catalyst to form additional cumene. The effluents are passed into a dividing wall distillation column. A cumene stream is removed from an intermediate point of the dividing wall fractionation column; a first benzene recycle stream is removed from a first end and a heavy aromatics stream is removed from a second end. A second benzene recycle stream is removed from an intermediate point located between the first end and the cumene stream. A polyisopropyl benzene stream is removed from an intermediate point of located between the second end and the cumene stream.Type: GrantFiled: May 23, 2007Date of Patent: April 28, 2009Assignee: UOP LLCInventors: Michael A. Schultz, Steven P. Lankton, Constante P. Tagamolila
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Patent number: 7525004Abstract: This ethylbenzene process involves contacting, in an alkylation zone, a first benzene recycle stream and an ethylene feed stream with an alkylation catalyst to form ethylbenzene. In a transalkylation zone, a polyethylbenzene recycle stream and a second benzene recycle stream are contacted with a transalkylation catalyst to form additional ethylbenzene. The effluents are passed into a benzene distillation column. From the benzene distillation column, a first benzene recycle stream is removed as overhead; a second benzene recycle stream is removed as a side draw; and a bottoms stream comprising polyethylbenzene, ethylbenzene, and flux oil is removed from an end. The bottoms stream is passed to a dividing wall distillation column where the polyethylbenzene recycle stream is removed from an intermediate point; an ethylbenzene product stream is removed from a first end, and a heavy oil stream is removed from a second end.Type: GrantFiled: May 23, 2007Date of Patent: April 28, 2009Assignee: UOP LLCInventors: Michael A. Schultz, Steven P. Lankton, Constante P. Tagamolila
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Patent number: 7525003Abstract: This ethylbenzene process involves contacting, in an alkylation zone, a first benzene recycle stream and an ethylene feed stream with an alkylation catalyst to form ethylbenzene. In a transalkylation zone, a polyethylbenzene recycle stream and a second benzene recycle stream are contacted with a transalkylation catalyst to form additional ethylbenzene. The effluents are passed into a dividing wall distillation column where a benzene overhead and a benzene side draw are removed and recycled. An ethylbenzene stream product stream is also removed. The remainder, largely polyethylbenzene and tar, is passed to a polyethylbenzene column for separation. The separated polyethylbenzene is recycled to the transalkylation reactor.Type: GrantFiled: May 23, 2007Date of Patent: April 28, 2009Assignee: UOP LLCInventors: Michael A. Schultz, Steven P. Lankton, Constante P. Tagamolila
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Publication number: 20090069612Abstract: A process for the combined production of para-xylene and benzene comprises: separating a first feed, by adsorption in a simulated moving bed SMB, to produce an extract E rich in para-xylene and at least one raffinate R which is depleted in para-xylene; converting a secondary feed of toluene by selective disproportionation to produce benzene and xylenes; a) at the start of the cycle, producing a supplemental quantity of para-xylene in a crystallization unit supplied with the xylenes from the disproportionation; b) at the end of the cycle, when the adsorbant has aged: dividing the distilled extract E into a first fraction Ea and a complementary second fraction Eb; replacing the feed to the initial crystallization by the stream Ea; and recycling the xylenes from the disproportionation to the SMB. The invention enables para-xylene and benzene production to be maintained despite ageing of the SMB absorbent.Type: ApplicationFiled: March 14, 2006Publication date: March 12, 2009Inventors: Gerard Hotier, Kim Seo Il
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Patent number: 7498472Abstract: This ethylbenzene process involves contacting, in an alkylation zone, a first benzene recycle stream and an ethylene feed stream with an alkylation catalyst to form ethylbenzene. In a transalkylation zone, a polyethylbenzene recycle stream and a second benzene recycle stream are contacted with a transalkylation catalyst to form additional ethylbenzene. The effluents are passed into a dividing wall distillation column. An ethylbenzene stream is removed from an intermediate point of the dividing wall fractionation column; a first benzene recycle stream is removed from a first end and a flux oil stream is removed from a second end. A second benzene recycle stream is removed from an intermediate point located between the first end and the ethylbenzene stream. A polyethylbenzene stream is removed from an intermediate point of located between the second end and the ethylbenzene stream.Type: GrantFiled: May 23, 2007Date of Patent: March 3, 2009Assignee: UOP LLCInventors: Michael A. Schultz, Steven P. Lankton, Constante P. Tagamolila
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Patent number: 7498471Abstract: In an alkylation zone, a benzene recycle stream and a propylene feed stream are contacted with an alkylation catalyst to convert the propylene and benzene into cumene. In a transalkylation zone, a polyisopropylbenzene stream and a benzene recycle stream are contacted with a transalkylation catalyst to convert the polyisopropylbenzene and benzene into cumene. The alkylation and transalkylation zone effluents are passed into a dividing wall fractionation column. A cumene product stream is removed from an intermediate point of the dividing wall fractionation column. A benzene recycle stream is removed from a first end, and another benzene recycle stream is removed from an intermediate point of the dividing wall fractionation column. A polyisopropylbenzene stream is removed from a second end of the dividing wall fractionation column. The polyisopropylbenzene stream is passed to a polyisopropylbenzene fractionation column to separate the polyisopropylbenzene from a heavy ends stream.Type: GrantFiled: May 23, 2007Date of Patent: March 3, 2009Assignee: UOP LLCInventors: Michael A. Schultz, Steven P. Lankton, Constante P. Tagamolila
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Publication number: 20090036724Abstract: A process for aromatic transalkylation and olefin reduction of a feed stream is disclosed. Transalkylation conditions provide a product having increased xylene concentration and reduced olefin concentration relative to the feed. The process may be used in a xylene production facility to minimize or avoid the necessity of feedstock pretreatment such as hydrotreating, hydrogenation, or treating with clay and/or molecular sieves.Type: ApplicationFiled: July 30, 2007Publication date: February 5, 2009Inventors: Antoine Negiz, Edwin P. Boldingh, James E. Rekoske, Eric J. Baker
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Publication number: 20090005623Abstract: The present invention relates to a solid phosphoric acid catalyst and a process for conversion of hydrocarbons using a solid phosphoric acid catalyst. The solid phosphoric acid catalyst comprises silicon orthophosphate, and has a silicon orthophosphate to silicon pyrophosphate ratio of at least about 5:1. The total pore volume of the solid phosphoric acid catalyst is at least about 0.17 cm3 per gram of catalyst, of which at least about 0.15 cm3 per gram is contributed by pores with diameter of at least about 10,000 ?.Type: ApplicationFiled: June 29, 2007Publication date: January 1, 2009Inventors: Ling Xu, Wayne Turbeville, Gregory A. Korynta, Jeffrey L. Braden
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Publication number: 20080281137Abstract: A process for producing an alkylated aromatic compound from polyalkylated aromatic compound(s) having bi-alkylated aromatic compound(s) and tri-alkylated aromatic compound(s), comprising the step of contacting alkylatable aromatic compound(s) with the polyalkylated aromatic compound(s) at a transalkylation condition in the presence of a transalkylation catalyst. The transalkylation catalyst has high activity sufficient to achieve a ratio of bi-alkylated aromatic compound(s) conversion over tri-alkylated aromatic compound(s) conversion in a range of from about 0.5 to about 2.5.Type: ApplicationFiled: February 24, 2006Publication date: November 13, 2008Inventors: Michael C. Clark, Vijay Nanda, Carlos N. Lopez, Brian Maerz, Chung-Ming Chi
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Publication number: 20080249345Abstract: A process of producing PX comprising providing a C8+ feedstock, the C8+ feedstock has C8 hydrocarbons and C9+ hydrocarbons, to a crystallization unit under crystallization conditions to produce a PX enriched stream having a PX concentration of at least 99.5 wt % based on the weight of the PX enriched stream, wherein the C8+ feedstock has a PX concentration of at least 70 wt % based on total weight of xylenes in the C8+ feedstock, which the C8+ feedstock having a C9+ hydrocarbons concentration in a range from 1 wppm to 10 wt % based on the total weight of the C8+ feedstock.Type: ApplicationFiled: March 5, 2008Publication date: October 9, 2008Inventors: Timothy F. Kinn, Kevin J. Knob
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Publication number: 20080194898Abstract: Dialkylbenzenes are transalkylated in the presence of benzene and solid catalyst. The transalkylation product is subjected to distillation to provide a lower-boiling, benzene-containing fraction which is fed to a transalkylation reactor as at least a portion of the benzene. Thus, high benzene to dialkylbenzene molar ratios can be economically maintained in order to enhance catalyst stability.Type: ApplicationFiled: February 12, 2007Publication date: August 14, 2008Inventors: Stephen W. Sohn, Mark G. Riley
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Patent number: 7405335Abstract: Processes and apparatus are provided that provide high yields of xylenes per unit of aromatic-containing feed while enabling a high purity benzene co-product to be obtained without the need for an extraction or distillation to remove C6 naphthenes. The processes of this invention include a transalkylation section and a disproportionation section in the benzene and toluene-containing feed is directly provided to the transalkylation section and in which a benzene recycle loop in the transalkylation section isolates the disproportionation section from C6 naphthenes.Type: GrantFiled: June 28, 2006Date of Patent: July 29, 2008Assignee: UOP LLCInventors: Edward M. Casey, Patrick J. Silady, Antoine Negiz, Gregory R. Werba
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Publication number: 20080161622Abstract: A multi-zone process for the conversion of a hydrocarbon feedstock comprising cyclic compounds to produce aromatic compounds, and in particular xylene compounds. A naphtha boiling range stream having a boiling point range from about 71° C. (160° F.) to about 216° C. (420° F.) is reformed and/or transalkylated within reforming and transalkylation zones to produce an aromatics-rich high-octane stream containing xylene with increased xylene purity.Type: ApplicationFiled: June 14, 2007Publication date: July 3, 2008Inventors: Stanley J. Frey, Gavin Towler
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Patent number: 7387978Abstract: We disclose a method for converting toluene to xylenes, comprising contacting toluene with methanol in the presence of a silica-bound HZSM-5 catalyst. As an example, in one embodiment the method can include: (i) first silylating HZSM-5, to form silylated HZSM-5; (ii) first calcining the silylated HZSM-5, to form calcined silylated HZSM-5; (iii) binding the calcined silylated HZSM-5 to silica, to form silica-bound calcined silylated HZSM-5; (iv) extruding the silica-bound calcined silylated HZSM-5, to form extruded silica-bound calcined silylated HZSM-5; (v) second calcining the extruded silica-bound calcined silylated HZSM-5, to form extruded silica-bound twice-calcined silylated HZSM-5; (vi) second silylating the extruded silica-bound twice-calcined silylated HZSM-5, to form extruded silica-bound twice-calcined twice-silylated HZSM-5; and (vii) third calcining the extruded silica-bound twice-calcined twice-silylated HZSM-5, to form the silica-bound HZSM-5 catalyst.Type: GrantFiled: January 18, 2006Date of Patent: June 17, 2008Assignee: Chevron Phillips Chemical Company LPInventors: An-hsiang Wu, Charles A. Drake