Using Metal, Metal Oxide, Or Hydroxide Catalyst Patents (Class 585/467)
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Patent number: 8598395Abstract: 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: GrantFiled: January 19, 2010Date of Patent: December 3, 2013Assignee: UOP LLCInventors: Antoine Negiz, Edwin Paul Boldingh, Gregory J. Gajda, Dean E. Rende, James E. Rekoske, David E. Mackowiak, Paul Barger
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Patent number: 8586496Abstract: A method is described for preparing a molecular sieve-containing catalyst for use in a catalytic process conducted in a stirred tank reactor. The method comprises providing a mixture comprising a molecular sieve crystal and forming the mixture into catalyst particles having an average cross-sectional dimension of between about 0.01 mm and about 3.0 mm. The mixture may include a binder and the catalyst particles are then calcined to remove water therefrom and, after calcination and prior to loading the catalyst particles into a reactor for conducting the catalytic process, the catalyst particles are coated with a paraffin inert to the conditions employed in the catalytic process.Type: GrantFiled: June 19, 2009Date of Patent: November 19, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Carolyn B. Duncan, Jon E. R. Stanat, Daria N. Lissy, Jane C. Cheng
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Publication number: 20130303816Abstract: A composite catalyst is presented. The composite catalyst comprises a substrate. The substrate comprises a zeolite and an inorganic oxide. The composite further comprises a carbonaceous material disposed on a surface of the substrate. The carbonaceous material comprises greater than about 2.8 weight percent of the composite catalyst.Type: ApplicationFiled: May 14, 2012Publication date: November 14, 2013Applicant: UOP LLCInventors: Deng-Yang Jan, Jacob M. Anderson, Pelin Cox
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Patent number: 8569557Abstract: A new family of crystalline microporous silicometallophosphates designated MAPSO-64 and modified forms thereof have been synthesized. These silicometallophosphates are represented by the empirical formula R+rMm2+EPxSiyOz where R is an organoammonium cation such as ETMA+ or DEDMA+, M is an alkaline earth or transition metal cation of valence 2+, and E is a trivalent framework element such as aluminum or gallium. The MAPSO-64 compositions are characterized by a BPH framework topology and have catalytic properties for carrying out various hydrocarbon conversion processes, and separation properties for separating at least one component.Type: GrantFiled: November 30, 2012Date of Patent: October 29, 2013Assignee: UOP LLCInventors: Gregory J. Lewis, Lisa M. Knight, Paulina Jakubczak, Justin E. Stanczyk
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Patent number: 8569556Abstract: A method for controlling 2-isomer content in linear alkylbenzene obtained by alkylating benzene with olefins and catalyst used in the method.Type: GrantFiled: February 27, 2013Date of Patent: October 29, 2013Assignee: UOP LLCInventors: Mark G. Riley, Deng-Yang Jan, Stephen W. Sohn
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Patent number: 8569558Abstract: A new family of crystalline microporous metallophosphates designated AlPO-67 has been synthesized. These metallophosphates are represented by the empirical formula R+rMm2+EPxSiyOz where R is an organoammonium cation such as the ETMA+ or DEDMA+, M is a framework metal alkaline earth or transition metal of valence 2+, and E is a trivalent framework element such as aluminum or gallium. The AlPO-67 compositions have the LEV topology and have catalytic properties for carrying out various hydrocarbon conversion processes, and separation properties for separating at least one component.Type: GrantFiled: November 30, 2012Date of Patent: October 29, 2013Assignee: UOP LLCInventors: Gregory J. Lewis, Lisa M. Knight, Paulina Jakubczak, Justin E. Stanczyk
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Publication number: 20130281754Abstract: A method for producing a zeolite catalyst includes mixing a zeolite material with a filler material comprising transition phase and alpha alumina, a porosity enhancing agent, and water to produce a paste; mulling the paste; extruding the paste to produce a shaped extrudate; and drying and calcining the shaped extrudate to produce a zeolite catalyst, wherein the zeolite catalyst has a total porosity greater than about 0.60 ml/gm and greater than 15% of a total pore volume of pores in the range from about 550 ? to about 31,000 ?.Type: ApplicationFiled: April 18, 2012Publication date: October 24, 2013Applicant: UOP LLCInventor: Deng-Yang Jan
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Patent number: 8563795Abstract: One exemplary embodiment can be a process using an aromatic methylating agent. Generally, the process includes reacting an effective amount of the aromatic methylating agent having at least one of an alkane, a cycloalkane, an alkane radical, and a cycloalkane radical with one or more aromatic compounds. As such, at least one of the one or more aromatic compounds may be converted to one or more higher methyl substituted aromatic compounds to provide a product having a greater mole ratio of methyl to phenyl than a feed.Type: GrantFiled: January 19, 2010Date of Patent: October 22, 2013Assignee: UOP LLCInventors: 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: 8558046Abstract: The present invention is for a process for the alkylation of aromatic compounds, with a shape-selective zeolite catalyst. The process has reactors in series with C8+ aromatics being separated from the product stream effluents from each reactor before passing the reactor effluent to the next reactor with an additional input of methanol. The C8+ aromatics are separated into para-xylene and other C8+ aromatics. This process is applicable for toluene methylation having a molar excess of toluene:methanol. i.e., greater than 1:1, with a shape-selective catalyst of an aluminosilicate zeolite, such as ZSM-5 which has been modified with phosphorus, to produce para-xylene (p-xylene).Type: GrantFiled: May 28, 2009Date of Patent: October 15, 2013Assignee: Saudi Basic Industries CorporationInventors: Frederick Merrill Galloway, Jr., Ashim Kumar Ghosh, Mohammad Shafiei, Peter N. Loezos
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Patent number: 8552238Abstract: Alkylation systems and methods of minimizing alkylation catalyst regeneration are described herein. The alkylation systems generally include a preliminary alkylation system adapted to receive an input stream including an alkyl aromatic hydrocarbon and contact the input stream with a preliminary alkylation catalyst disposed therein to form a first output stream. The preliminary alkylation catalyst generally includes a zeolite catalyst having a SiO2/Al2O3 ratio of less than about 25. The alkylation systems further include a first alkylation system adapted to receive the first output stream and contact the first output stream with a first alkylation catalyst disposed therein and an alkylating agent to form a second output stream.Type: GrantFiled: April 16, 2013Date of Patent: October 8, 2013Assignee: Fina Technology, Inc.Inventors: James R. Butler, Xin Xiao, James T. Merrill
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Patent number: 8546633Abstract: A method for producing an alkylated aromatic compound includes a step (i) of producing a reaction product (a1) containing the alkylated aromatic compound and water by the reaction of an aromatic compound, a ketone, and hydrogen using a metal component containing at least one metallic element of copper, nickel, cobalt, and rhenium and a solid acid substance; a step (ii) of forming a dehydrated product (a2) from at least a portion of the reaction product (a1) by removing at least a portion of the water in the reaction product (a1); and a step (iii) of producing a reaction product (a3) containing the alkylated aromatic compound by bringing at least a portion of the dehydrated product (a2) into contact with a solid acid substance.Type: GrantFiled: October 22, 2009Date of Patent: October 1, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Kenji Fujiwara, Tsuneyuki Ohkubo, Terunori Fujita, Shinobu Aoki, Masayasu Ishibashi, Masao Imai, Kozo Yasuda
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Publication number: 20130253245Abstract: The invention relates to the production of paraxylene by an alkylation process that also produces oxygenates. The process is controlled to utilize recycle to minimize said oxygenates.Type: ApplicationFiled: September 14, 2012Publication date: September 26, 2013Inventors: Xiaobo Zheng, John Di-Yi Ou, Mark P. Hagemeister, Jon E. R. Stanat
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Publication number: 20130253246Abstract: The present invention provides a method for selecting an improved catalyst composition comprising a crystalline molecular sieve material having a structure and properties whereby the catalyst composition has at least one active catalytic site with a Mono Alkylation Selectivity Factor (MASF) greater than or equal to 0 kcal/molĀ±0.5 kcal/mol, and optionally further at least one active catalytic site with an Olefin Oligomerization Suppression Factor (OOSF) greater than or equal to 5 kcal/molĀ±0.5 kcal/mol. Further, there is provided an improved process for conversion of hydrocarbon feedstock in the presence of said selected catalyst composition.Type: ApplicationFiled: August 4, 2011Publication date: September 26, 2013Applicant: ExxonMobil Chemical Patents Inc.Inventors: Yogesh V. Joshi, Pallassana S. Venkataraman, Terry E. Helton, Charles M. Smith, Jose G. Santiesteban, Matthew J. Vincent
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Patent number: 8536395Abstract: A solid catalyst, such as a molecular sieve catalyst or solid acid catalyst, is supported by a binder, such as amorphous silica or alumina, wherein the binder is charged with metal ions to form an ion-modified binder. The ion-modified binder is capable of attachment to polar contaminants and inhibit their contact with the catalyst. The catalyst can be a zeolite and can be the catalyst for an alkylation reaction, such as the alkylation of benzene with ethylene.Type: GrantFiled: December 22, 2011Date of Patent: September 17, 2013Assignee: Fina Technology, Inc.Inventors: Joseph E. Pelati, Taylor Rives
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Patent number: 8536394Abstract: According to a process of the invention, a ketone, an aromatic compound and hydrogen as starting materials are reacted together in a single reaction step to produce an alkylaromatic compound in high yield. A process for producing phenols in the invention includes a step of performing the above alkylation process and does not increase the number of steps compared to the conventional cumene process. The process for producing alkylated aromatic compounds includes reacting an aromatic compound such as benzene, a ketone such as acetone and hydrogen in the presence of a solid acid substance, preferably a zeolite, and a silver-containing catalyst.Type: GrantFiled: March 12, 2010Date of Patent: September 17, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Tsuneyuki Ohkubo, Shinobu Aoki, Masayasu Ishibashi, Masao Imai, Terunori Fujita, Kenji Fujiwara
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Publication number: 20130237737Abstract: 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 17, 2013Publication date: September 12, 2013Inventors: Mark P. Hagemeister, David L. Johnson, John J. Monson
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Patent number: 8529752Abstract: This invention relates to a process for hydrocarbon conversion comprising contacting a hydrocarbon feedstock with a crystalline molecular sieve, in its ammonium exchanged form or in its calcined form, under conversion conditions to form a conversion product, said crystalline molecular sieve comprising unit cells with MWW topology and is characterized by diffraction streaking from the unit cell arrangement in the c direction as evidenced by the arced hk0 patterns of electron diffraction pattern.Type: GrantFiled: December 15, 2011Date of Patent: September 10, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Wieslaw J. Roth, Thomas Yorke, Douglas Lewis Dorset, Mohan Kalyanaraman, Michael Charles Kerby, Simon Christopher Weston
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Publication number: 20130231514Abstract: A method of producing an alkylaromatic by the alkylation of an aromatic with an alkylating agent, such as producing ethylbenzene by an alkylation reaction of benzene, is disclosed. The method includes using an H-beta catalyst to minimize process upsets due to alkylation catalyst deactivation and the resulting catalyst regeneration or replacement. The H-beta catalyst can be used in a preliminary alkylation reactor that is located upstream of the primary alkylation reactor. The H-beta catalyst used in a preliminary alkylation reactor can reduce the deactivation of the catalyst in the primary alkylation reactor.Type: ApplicationFiled: April 23, 2013Publication date: September 5, 2013Applicant: FINA TECHNOLOGY, INC.Inventor: James R. Butler
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Publication number: 20130231513Abstract: A method for the oxidative coupling of hydrocarbons, such as the oxidative coupling of methane to toluene, includes providing an oxidative catalyst inside a reactor, and carrying out the oxidative coupling reaction under a set of reaction conditions. The oxidative catalyst includes (A) at least one element selected from the group consisting of the Lanthanoid group, Mg, Ca, and the elements of Group 4 of the periodic table (Ti, Zr, and Hf); (B) at least one element selected from the group consisting of the Group 1 elements of Li, Na, K, Rb, Cs, and the elements of Group 3 (including La and Ac) and Groups 5-15 of the periodic table; (C) at least one element selected from the group consisting of the Group 1 elements of Li, Na, K, Rb, Cs, and the elements Ca, Sr, and Ba; and (D) oxygen.Type: ApplicationFiled: April 22, 2013Publication date: September 5, 2013Applicant: FINA TECHNOLOGY, INC.Inventors: Sivadinarayana Chinta, Joseph Thorman, James Butler, Joe Hunter, Taylor Rives
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Patent number: 8524964Abstract: 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: GrantFiled: February 14, 2011Date of Patent: September 3, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Wieslaw J. Roth, Jane C. Cheng, Mohan Kalyanaraman, Michael C. Kerby, Terry E. Helton
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Patent number: 8524966Abstract: An aromatic alkylation catalyst is presented. The aromatic alkylation catalyst comprised a zeolite, an inorganic oxide, and silanol functional groups of less than about 0.65 area/mg on the surface of the catalyst.Type: GrantFiled: May 14, 2012Date of Patent: September 3, 2013Assignee: UOP LLCInventor: Deng-Yang Jan
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Patent number: 8524967Abstract: A process for producing a monoalkylated aromatic compound in an alkylation reaction zone, said process comprising the steps of: (a) providing a first catalytic particulate material which comprises MCM-56 and having a ratio of surface area over volume ratio greater than about 79 cm?1, (b) providing said alkylation reaction zone with an alkylatable aromatic compound, an alkylating agent, and said first catalytic particulate material; and (c) contacting said alkylatable aromatic compound and said alkylating agent with said catalytic particulate material in said alkylation reaction zone maintained under alkylation conditions, to form a product comprised of said monoalkylated aromatic compound and polyalkylated aromatic compound(s).Type: GrantFiled: November 14, 2012Date of Patent: September 3, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michael C. Clark, Frederick Y. Lo, Christine N. Elia, Yun-Feng Chang
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Publication number: 20130225890Abstract: The present invention provides a process for producing a monoalkylated aromatic compound comprising the step of contacting an alkylatable aromatic compound with an alkylating agent in the presence of a catalyst composition under effective alkylation conditions, said catalyst composition comprising MCM-56 and a binder, such that the crystal/binder weight ratio in the catalyst composition is from above 20/80 to about 80/20.Type: ApplicationFiled: August 24, 2012Publication date: August 29, 2013Inventors: Matthew J. Vincent, Terry E. Helton, Ivy D. Johnson
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Patent number: 8519194Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are fed to at least one reaction zone comprising a catalyst system which comprises a molecular sieve and at least one hydrogenation metal. The MCM-22 family molecular sieve having an X-ray diffraction pattern including d-spacing maxima at 12.4Ā±0.25, 6.9Ā±0.15, 3.57Ā±0.07 and 3.42Ā±0.07 Angstrom, and the hydrogenation metal is selected from the group consisting of palladium, ruthenium, nickel, zinc, tin, cobalt, and combinations of any two or more thereof. Hydroalkylation conditions of temperature and pressure are selected to produce a hydroalkylation conversion in a range of from about 15% to about 75% The benzene and hydrogen are then contacted in the at least one reaction zone under said selected hydroalkylation condition to produce an effluent containing cyclohexylbenzene.Type: GrantFiled: November 24, 2009Date of Patent: August 27, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Tan-Jen Chen, Francisco M. Benitez, John S. Buchanan, Jane C. Cheng, Jon E. Stanat
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Patent number: 8519209Abstract: A process is presented for controlling the output of monoalkylated benzenes. The alkylbenzenes are linear alkylbenzenes and the process controls the 2-phenyl content of the product stream. The control of the process to generate a linear alkylbenzene with a 2-phenyl content within a desired range by recycling a portion of the effluent from the alkylation reactor to the inlet of the reactor.Type: GrantFiled: February 27, 2013Date of Patent: August 27, 2013Assignee: UOP LLCInventors: Mark G. Riley, Stephen W. Sohn, Deng-Yang Jan
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Patent number: 8519208Abstract: Processes for catalytically synthesizing ethylbenzene from ethanol and benzene comprising: 1) reacting a first mixture comprising ethanol and benzene with at least one catalyst chosen from binder-containing alkylation catalysts and binder-free alkylation catalysts in an alkylation reactor to obtain a second mixture comprising residual benzene, ethylbenzene, diethylbenzene, and water; 2) passing the second mixture successively through a benzene recovery tower, an ethylbenzene recovery tower, and a polyethylbenzene recovery tower to obtain separated water, separated benzene, separated ethylbenzene, and separated diethylbenzene; and 3) reacting a third mixture with at least one transalkylation catalyst in a transalkylation reactor, wherein the third mixture comprises at least some of the separated benzene and at least some of the separated diethylbenzene at a weight ratio ranging from about 2:1 to about 10:1.Type: GrantFiled: June 13, 2011Date of Patent: August 27, 2013Assignees: China Petroleum & Chemical Corporation, Shanghai Research Institute of Petrochemical Technology, SinopecInventors: Weimin Yang, Hongmin Sun, Wenjie Liu, Bin Zhang, Zhenhao Shen, Mingyao Huan, Hongyu Zhang
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Patent number: 8507744Abstract: The proposed process uses crystallization technology to purify paraxylene simultaneously of large concentrations of C8 aromatics and also small concentrations of oxygenated species.Type: GrantFiled: July 26, 2012Date of Patent: August 13, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Mark Paul Hagemeister, David Lee Johnson, John Joseph Monson
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Patent number: 8492604Abstract: The present invention relates to a method and a reactor system for preparing linear alpha-olefins by oligomerization of ethylene in the presence of an organic solvent and an oligomerization catalyst, wherein a product fraction of C10+ alpha-olefins contaminated with aromatic C9+ compounds is separated from a product main stream and transferred into a conversion reactor, where C10+ alpha-olefins and aromatic C9+ components are reacted in the presence of a Friedel-Crafts alkylation catalyst to produce aromatic C19+ compound.Type: GrantFiled: January 31, 2007Date of Patent: July 23, 2013Assignee: Saudi Basic Industries CorporationInventors: Peter M. Fritz, Wolfgang MĆ¼ller, Florian Winkler, Heinz Bƶlt
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Patent number: 8492602Abstract: This disclosure relates to a process for alkylating an aromatic hydrocarbon with an alkylating agent to produce an alkylated aromatic product, said process comprising contacting said aromatic hydrocarbon and said alkylating agent with a catalyst composition under alkylation conditions effective to alkylate said aromatic hydrocarbon with said alkylating agent to form an effluent comprising said alkylated aromatic product, wherein said catalyst composition comprising (a) MCM-22 family material; and (b) a binder comprising at least 1 wt. % of a titanium compound based on the weight of said catalyst composition, wherein said titanium compound was anatase and rutile phases.Type: GrantFiled: December 20, 2007Date of Patent: July 23, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Christine N. Elia, Frederick Y. Lo, Jeffrey T. Elks, Darryl D. Lacy, Mohan Kalyanaraman
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Publication number: 20130184508Abstract: Methods of forming ethylbenzene are described herein. In one embodiment, the method includes contacting dilute ethylene with benzene in the presence of an alkylation catalyst to form ethylbenzene, wherein such contact occurs in a liquid phase reaction zone and recovering ethylbenzene from the reaction zone.Type: ApplicationFiled: March 5, 2013Publication date: July 18, 2013Applicant: FINA TECHNOLOGY, Inc.Inventor: James R. Butler
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Publication number: 20130178678Abstract: A method for controlling 2-isomer content in linear alkylbenzene obtained by alkylating benzene with olefins and catalyst used in the method.Type: ApplicationFiled: February 27, 2013Publication date: July 11, 2013Applicant: UOP LLCInventor: UOP LLC
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Patent number: 8481794Abstract: Embodiments of methods and apparatuses for producing ethylbenzene are provided. The method comprises the steps of introducing a first feed mixture comprising benzene and ethylene to UZM-8 zeolite-based catalyst at a first predetermined inlet temperature to form a first intermediate outlet stream comprising ethylbenzene and benzene. Ethylene is added to the first intermediate outlet stream to form a second intermediate feed mixture. The second intermediate feed mixture is introduced to beta zeolite-based catalyst at a second predetermined inlet temperature to form ethylbenzene.Type: GrantFiled: May 9, 2011Date of Patent: July 9, 2013Assignee: UOP LLCInventors: Wugeng Liang, Deng-Yang Jan
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Publication number: 20130172649Abstract: A catalyst containing nanosize zeolite particles supported on a support material for alkylation reactions, such as the alkylation of benzene to form ethylbenzene, and processes using such a catalyst is disclosed.Type: ApplicationFiled: December 12, 2012Publication date: July 4, 2013Inventors: Sivadinarayana Chinta, Joseph Pelati
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Publication number: 20130172514Abstract: In a process for producing a cycloalkylaromatic compound, an aromatic compound, hydrogen and at least one diluent are supplied to a hydroalkylation reaction zone, such that the weight ratio of the diluent to the aromatic compound supplied to the hydroalkylation reaction zone is at least 1:100. The aromatic compound, hydrogen and the at least one diluent are then contacted under hydroalkylation conditions with a hydroalkylation catalyst in the hydroalkylation reaction zone to produce an effluent comprising a cycloalkylaromatic compound.Type: ApplicationFiled: June 28, 2011Publication date: July 4, 2013Applicant: ExxonMobil Chemical Patents Inc.Inventors: Teng Xu, Wenyih F. Lai
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Publication number: 20130157840Abstract: This disclosure provides a molecular sieve composition having a first and second crystalline molecular sieve, made by the method comprising: (a) providing a reaction mixture comprising at least one source of ions of tetravalent element Y, at least one source of alkali metal hydroxide, water, optionally at least one seed crystal, and optionally at least one source of ions of trivalent element X, the reaction mixture having the following molar composition: Y:X2=2 to infinity, preferably from about 2 to about 1000, OH?:Y=0.001 to 2, preferably from 0.1 to 1, M+:Y=0.001 to 2, preferably from 0.Type: ApplicationFiled: February 18, 2013Publication date: June 20, 2013Applicant: ExxonMobil Chemical Patents Inc.Inventors: Wenyih Frank Lai, Robert Ellis Kay
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Patent number: 8466333Abstract: This disclosure relates to a process for manufacturing a mono-alkylaromatic compound, said process comprising contacting a feedstock comprising an alkylatable aromatic compound and an alkylating agent under alkylation reaction conditions with a catalyst comprising EMM-12, wherein said EMM-12 is a molecular sieve having, in its as-synthesized form and in calcined form, an X-ray diffraction pattern including peaks having a d-spacing maximum in the range of 14.17 to 12.57 Angstroms, a d-spacing maximum in the range of 12.1 to 12.56 Angstroms, and non-discrete scattering between about 8.85 to 11.05 Angstroms or exhibit a valley in between the peaks having a d-spacing maximum in the range of 10.14 to 12.0 Angstroms and a d-spacing maximum in the range from 8.66 to 10.13 Angstroms with measured intensity corrected for background at the lowest point being not less than 50% of the point at the same XRD d-spacing on the line connecting maxima in the range of 10.14 to 12.0 Angstroms and in the range from 8.66 to 10.Type: GrantFiled: July 15, 2009Date of Patent: June 18, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Terry E. Helton, Matthew J. Vincent
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Patent number: 8436222Abstract: This invention relates to a process for pretreating a zeolite catalyst, specifically a zeolite which has been modified with phosphorus. The catalyst may be used in a process for alkylation of aromatics, specifically toluene methylation. The pretreatment is first to contact the catalyst with the process reactants used in a process for alkylation of aromatics for at least two hours at conditions to produce an alkylated aromatic product and then with a gaseous stream containing oxygen at a temperature and for a time until there is no oxygen consumption. The zeolite may be a MFI zeolite. This pretreatment procedure for a phosphorus-modified zeolite catalyst produces a catalyst which has increased run time, i.e., decreased deactivation rate, compared to a fresh catalyst, even after successive regenerations.Type: GrantFiled: July 11, 2011Date of Patent: May 7, 2013Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Mohammad Shafiei, Manuel Castelan, Pamela Harvey, Neeta Kulkarni
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Patent number: 8431759Abstract: A process for increasing the production of monoalkylbenzenes is presented. The process includes utilizing a transalkylation process to convert dialkylbenzenes to monoalkylbenzenes. The transalkylation process recycles a portion of the effluent stream from the transalkylation reactor back to the feed of the transalkylation reactor. The recycled dialkylbenzenes and a portion of the recycled benzene are converted to monoalkylbenzenes.Type: GrantFiled: November 30, 2012Date of Patent: April 30, 2013Assignee: UOP LLCInventors: Stephen W. Sohn, Mark G. Riley
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Publication number: 20130102825Abstract: The invention relates to a bound phosphorus-modified catalyst composition comprising a zeolite having a silica to alumina molar ratio of at least 40 and a binder having a surface area less than 200 m2/g, wherein the bound catalyst composition exhibits a mesopore size distribution with less than 20% of mesopores having a size below 10 nm before steaming in approximately 100% steam for about 96 hours at about 1000Ā° F. (about 538Ā° C.) and with more than 60% of mesopores having a size at least 21 nm after steaming in approximately 100% steam for about 96 hours at about 1000Ā° F. (about 538Ā° C.).Type: ApplicationFiled: October 16, 2012Publication date: April 25, 2013Applicant: EXXONMOBIL RESEARCH AND ENGINEERING COMPANYInventor: EXXONMOBIL RESEARCH AND ENGINEERING
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Patent number: 8426661Abstract: Methods of forming ethylbenzene are described herein. In one embodiment, the method includes contacting dilute ethylene with benzene in the presence of an alkylation catalyst to form ethylbenzene, wherein such contact occurs in a liquid phase reaction zone and recovering ethylbenzene from the reaction zone.Type: GrantFiled: February 10, 2011Date of Patent: April 23, 2013Assignee: Fina Technology, Inc.Inventor: James R. Butler
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Patent number: 8426662Abstract: Alkylation systems and methods of minimizing alkylation catalyst regeneration are discussed herein. The alkylation systems generally include a preliminary alkylation system adapted to receive an input stream including an alkyl aromatic hydrocarbon and contact the input stream with a first preliminary alkylation catalyst disposed therein to form a first output stream. The first preliminary alkylation catalyst generally includes a Y zeolite. The systems further include a first alkylation system adapted to receive the first output stream and contact the first output stream with a first alkylation catalyst disposed therein and an alkylating agent to form a second output stream.Type: GrantFiled: January 5, 2012Date of Patent: April 23, 2013Assignee: Fina Technology, Inc.Inventors: James T. Merrill, Marcus Ledoux
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Patent number: 8420877Abstract: A method of producing an alkylaromatic by the alkylation of an aromatic with an alkylating agent, such as producing ethylbenzene by an alkylation reaction of benzene, is disclosed. The method includes using an H-beta catalyst in a preliminary alkylation reactor that is located upstream of the primary alkylation reactor. The H-beta catalyst used in a preliminary alkylation reactor can be regenerated and the regenerated H-beta zeolite catalyst can have a deactivation rate that is no more than 120% of the deactivation rate of a fresh H-beta zeolite catalyst.Type: GrantFiled: May 2, 2011Date of Patent: April 16, 2013Assignee: Fina Technology, Inc.Inventor: James R. Butler
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Publication number: 20130072736Abstract: The present invention relates to a novel catalyst which has a molecular sieving effect (or shape selectivity) and has excellent catalytic activity, and particularly to a catalyst which includes a core made of a zeolite particle having a particle size of not more than 10 ?m and a zeolite layer covering the core, wherein as measured by X-ray photoelectron spectroscopy, an outermost surface of the catalyst has a silica/alumina molar ratio of not less than 800, the core made of the zeolite particle has an average silica/alumina molar ratio of not more than 300, and the zeolite layer has an aluminum concentration increasing inward from an outer surface of the catalyst.Type: ApplicationFiled: March 16, 2011Publication date: March 21, 2013Applicant: JX NIPPON OIL & ENERGY CORPORATIONInventors: Chikanori Nakaoka, Eri Kosaka
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Patent number: 8399726Abstract: A method for the oxidative coupling of hydrocarbons includes providing an oxidative catalyst inside a reactor and carrying out the oxidative coupling reaction under a set of reaction conditions. The reactor surfaces that contact the reactants and products do not provide a significant detrimental catalyzing effect. In an embodiment the reactor contains an inert lining or a portion of the reactor inner surface is treated to reduce the detrimental catalytic effects. In an embodiment the reactor contains a lining that includes an oxidative catalyst.Type: GrantFiled: April 20, 2010Date of Patent: March 19, 2013Assignee: Fina Technology IncInventors: Sivadinarayana Chinta, Joseph Thorman
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Patent number: 8399727Abstract: In a process for the production of para-xylene, an aromatic feedstock comprising toluene and/or benzene is reacted with methanol under alkylation conditions in a reactor in the presence of a fluidized bed of solid catalyst particles to produce a vapor phase effluent comprising para-xylene, water, unreacted toluene and/or benzene and solid catalyst fines. The vapor phase effluent is contacted with a liquid hydrocarbon quench stream under conditions to condense a minor portion of the vapor phase effluent and produce a condensate which contains at least some of the catalyst fines and which is substantially free of an aqueous phase. The condensate containing said catalyst fines is then separated from the remainder of the vapor phase effluent.Type: GrantFiled: October 6, 2010Date of Patent: March 19, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: James R. Lattner, Mark P. Hagemeister, Christopher Gordon Smalley, Jon Edmond Randolph Stanat, Timothy Paul Bender, Masaaki Sugita, Rathna P. Davuluri, Lu Han
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Patent number: 8389786Abstract: A process is presented for controlling the output of monoalkylated benzenes. The alkylbenzenes are linear alkylbenzenes and the process controls the 2-phenyl content of the product stream. The control of the process to generate a linear alkylbenzene with a 2-phenyl content within a desired range by recycling a portion of the effluent from the alkylation reactor to the inlet of the reactor.Type: GrantFiled: December 10, 2010Date of Patent: March 5, 2013Assignee: UOP LLCInventors: Mark G. Riley, Stephen W. Sohn, Deng-Yang Jan
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Patent number: 8389787Abstract: A process is presented for the management and control of the 2-phenyl content in a benzene alkylation process. The process includes the use of multiple reactor beds, with benzene flowing through the reactor beds in a sequential manner. The olefin stream is split to two or more portions, and a separate portion is passed to the first reactor bed and second reactor bed. Control of the ratio of the olefin flow splits controls the 2-phenyl content.Type: GrantFiled: March 21, 2012Date of Patent: March 5, 2013Assignee: UOP LLCInventors: Debarshi Majumder, Stephen W. Sohn
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Patent number: 8389785Abstract: A method for controlling 2-isomer content in linear alkylbenzene obtained by alkylating benzene with olefins and catalyst used in the method.Type: GrantFiled: September 14, 2010Date of Patent: March 5, 2013Assignee: UOP LLCInventors: Mark G. Riley, Deng-Yang Jan, Stephen W. Sohn
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Publication number: 20130041174Abstract: A catalyst for alkylation contains an inorganic structural material having an ion-exchange ability and a metal ion having a valency of 2 or more. The metal ion is supported on the inorganic structural material. The inorganic structural material is preferably a zeolite. The metal ion is preferably a lanthanide metal. The catalyst for alkylation imparts industrially satisfiable activity and selectivity and can be readily separated, collected and recycled. Furthermore, the process for producing an alkylaromatic hydrocarbon compound includes reacting an aromatic hydrocarbon compound and a compound having an unsaturated bond in the presence of the catalyst for alkylation.Type: ApplicationFiled: June 3, 2011Publication date: February 14, 2013Applicant: UBE INDUESTRIES, LTD.Inventors: Yasushi Yamamoto, Hikaru Yatabe
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Patent number: 8357830Abstract: A process for producing a monoalkylated aromatic compound in an alkylation reaction zone, comprising providing upstream of said alkylation reaction zone a reactive guard bed having a catalyst of *BEA, MWW, or FAU framework structure and an alkylation feed wherein at least a portion of any reactive impurities are removed from the alkylation feed to form an effluent; and providing the effluent and a first catalytic particulate material which comprises MCM-56 and an alumina binder sized 50-60 mesh and having a ratio of surface area over volume ratio in the range of 241 to 2867 cm-1 and optionally additional alkylating agent to said alkylation reaction zone; and contacting said alkylatable aromatic compound and said alkylating agent with said catalytic particulate material in said alkylation reaction zone maintained under alkylation conditions, to form a product comprised of said monoalkylated aromatic compound.Type: GrantFiled: June 29, 2012Date of Patent: January 22, 2013Assignee: Exxonmobil Chemical Patents Inc.Inventors: Michael C. Clark, Christine N. Elia, Frederick Y. Lo, Yun-Feng Chang