Using P-containing Catalyst Patents (Class 585/466)
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Patent number: 11484870Abstract: The disclosure relates to a zeolite catalyst for side-chain alkylation of toluene with methanol, including a zeolite NaX and Na3PO4 or Na2HPO4 supported on the zeolite NaX. The zeolite catalyst can be effective for catalyzing the side-chain alkylation of toluene with methanol. The disclosure also relates to a process for preparing a zeolite catalyst for side-chain alkylation of toluene with methanol, which is simple, practical and cheap in cost.Type: GrantFiled: May 27, 2020Date of Patent: November 1, 2022Assignee: Taiyuan University of TechnologyInventors: Wei Huang, Ahmad Faraz, Bin Wang, Yueli Wen, Chunyao Hao, Huijun Li, Yuhua Liu
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Patent number: 11351523Abstract: A process for regenerating a deactivated vanadium-titanium-phosphorous catalyst which has been used in the production of unsaturated carboxylic acid is disclosed. The process comprises contacting the deactivated vanadium-titanium-phosphorous catalyst with a regeneration stream comprising steam as a regeneration agent at a temperature which is the same or similar to that used in the production of the unsaturated carboxylic acid.Type: GrantFiled: September 21, 2017Date of Patent: June 7, 2022Assignee: Johnson Matthey Davy Technologies LimitedInventors: Michael Bainbridge, Javad Tabatabaei
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Patent number: 11203008Abstract: A nanomaterial catalyst comprising a partially crystalline porous magnesium silicate support and gold nanoparticles, the catalyst being useful for oxidative cracking of hydrocarbons, specifically the production of light olefins from propane. Methods of producing the nanomaterial catalyst as well as a method of oxidative cracking of a hydrocarbon to produce light olefins are provided.Type: GrantFiled: June 22, 2021Date of Patent: December 21, 2021Assignee: King Abdulaziz UniversityInventors: Katabathini Narasimharao, Sulaiman Nasir Basahel, Abdulmohsen Al Shehri, Fawaz Saleh Al-Sultan
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Patent number: 9895686Abstract: A method for producing double-component modified molecular sieve comprises adding molecular sieve to an aqueous solution containing phosphorus to form a mixture, allowing the mixture to react at pH of 1-10, temperature of 70-200° C. and pressure of 0.2-1.2 MPa for 10-200 min, and then filtering, drying and baking the resultant to obtain phosphorus-modified molecular sieve, and then adding the phosphorus-modified molecular sieve to an aqueous solution containing silver ions, allowing the phosphorus-modified molecular sieve to react with silver ions at 0-100° C. in dark condition for 30-150 min, and then filtering, drying and baking. The obtained double-component modified molecular sieve contains 88-99 wt % molecular sieve with a ratio of silica to alumina between 15 and 60, 0.5-10 wt % phosphorus (based on oxides) and 0.01-2 wt % silver (based on oxides), all based on dry matter. A catalyst produced from the double-component modified molecular sieve has improved hydrothermal stability and microactivity.Type: GrantFiled: December 1, 2009Date of Patent: February 20, 2018Assignee: PetroChina Company LimitedInventors: Xionghou Gao, Dong Ji, Haitao Zhang, Hongchang Duan, Di Li, ZhengGuo Tan, Yi Su, Zhicheng Tang, Yi Wang, Yanqing Ma, Yanbo Sun
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Patent number: 9434661Abstract: The invention is directed to purification of an aromatic hydrocarbon stream including selective removal of phenol from a process stream comprising aromatic hydrocarbon mixtures, especially aromatic hydrocarbon mixtures that contain higher-than-equilibrium paraxylene, by contact with suitable adsorbents, to provide a product stream having lower concentration of phenol than said process stream.Type: GrantFiled: March 9, 2015Date of Patent: September 6, 2016Assignee: ExxonMobil Chemical Patents Inc.Inventors: John Di-Yi Ou, Glenn A. Heeter, Shifang L. Luo, Indulis J. Eilands, Jeevan S. Abichandani, Allen S. Gawlik, Mark W. Nash, Terrance C. Osby, Robert G. Tinger
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Patent number: 8911614Abstract: A new family of crystalline microporous metallophosphates designated AlPO-59 has been synthesized. These metallophosphates are represented by the empirical formula R+rMm2+EPxSiyOz where R is an organoammonium cation such as the ETMA+, 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-59 compositions are characterized by a new unique ABC-6 net structure and compositions and have catalytic properties for carrying out various hydrocarbon conversion processes, and separation properties for separating at least one component.Type: GrantFiled: June 29, 2012Date of Patent: December 16, 2014Assignee: UOP LLCInventors: Gregory J. Lewis, Lisa M. Knight, Paulina Jakubczak, Justin E. Stanczyk
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Patent number: 8906225Abstract: A new family of crystalline microporous metallophosphates designated AlPO-57 has been synthesized. These metallophosphates are represented by the empirical formula R+rMmn+EPxSiyOz where R is an organoammonium cation such as the DEDMA+, M is a divalent framework metal such as an alkaline earth or transition metal, and E is a framework element such as aluminum or gallium. The microporous AlPO-57 compositions are characterized by a new unique ABC-6 net structure and have catalytic properties for carrying out various hydrocarbon conversion processes and separation properties for separating at least one component.Type: GrantFiled: June 29, 2012Date of Patent: December 9, 2014Assignee: UOP LLCInventors: Gregory J. Lewis, Lisa M. Knight, Paulina Jakubczak, Justin E. Stanczyk
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Patent number: 8841500Abstract: Provided is a process for preparing alkyl aromatic compounds. The process comprises contacting an alkane under dehydrogenation conditions in the presence of a dehydrogenation catalyst, e.g., a pincer iridium catalyst, to form olefins, and then contacting the olefins generated with an aromatic compound under alkylation conditions. Both reactions are conducted in a single reactor, and occur simultaneously.Type: GrantFiled: September 12, 2012Date of Patent: September 23, 2014Assignees: Chevron U.S.A. Inc., Rutgers, The State University of New JerseyInventors: Alan Stuart Goldman, Long Van Dinh, William L. Schinski
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Publication number: 20140243568Abstract: A method to make a phosphorus modified zeolite can include providing a zeolite including at least one ten member ring in the structure steaming the zeolite, mixing the zeolite with one or more binders and shaping additives, and then shaping the mixture. The method can include making a ion-exchange. The shaped mixture can be steamed. Phosphorous can be introduced on the catalyst to introduce at least 0.1 wt % of phosphorus, such as be dry impregnation or chemical vapor deposition. A metal, such as calcium, can be introduced. The catalyst can be washed, calcinated, and then steamed. The steaming severity (X) can be at least about 2. The catalyst can be steamed at a temperature above 625° C., such as a temperature ranging from 700 to 800° C. The catalyst can be used in alcohol dehydration, olefin cracking, MTO processes, and alkylation of aromatics by alcohols with olefins and/or alcohols.Type: ApplicationFiled: July 25, 2012Publication date: August 28, 2014Applicant: TOTAL RESEARCH & TECHNOLOGY FELUYInventors: Nikolai Nesterenko, Delphine Minoux, Cindy Adam, Jean-Pierre Dath
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Publication number: 20140213840Abstract: In a process for producing para-xylene, benzene and/or toluene is alkylated with methanol in the presence of a catalyst under conditions including a temperature of at least 500° C. and an H2O partial pressure of at least 12 psia (83 kPaa). The catalyst comprises from 5 to 15 wt % ZSM-5, phosphorus or a compound thereof and a binder and has been steamed at a temperature of at least 900° C. The steamed catalyst has no more than two peaks in the 31P MAS NMR spectrum in the range of 0 to ?50 ppm.Type: ApplicationFiled: January 13, 2014Publication date: July 31, 2014Inventors: Terry E. Helton, Robert G. Tinger, Lu Han, Andrea P. Wight
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Publication number: 20140194662Abstract: A method to make a phosphorus modified zeolite can include providing a zeolite having at least one ten member ring, making an ion-exchange, steaming the zeolite, and introducing phosphorus on the zeolite. The zeolite can be mixed with one or more binders and shaping additives, and then shaped. A metal can be introduced, and the catalyst can be washed, calcined, and steamed in an equilibration step. The steaming can be at performed at a steam severity (X) of at least about 2. The steaming can be performed at a temperature above 625° C. The catalyst can be used in alcohol dehydration, olefin cracking, MTO processes, and alkylation of aromatics by alcohols with olefins and/or alcohols.Type: ApplicationFiled: July 25, 2012Publication date: July 10, 2014Applicant: TOTAL RESEARCH & TECHNOLOGY FELUYInventors: Nikolai Nesterenko, Delphine Minoux, Cindy Adam, Jean-Pierre Dath
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Publication number: 20140046109Abstract: In an embodiment, a method of forming a catalyst can comprises: treating a detemplated pentasil zeolite material with a phosphorus-containing compound to form a phosphorus treated zeolite; combining a hydrogenating material, the phosphorus treated zeolite, and a binder material to form a mixture; forming the mixture into a shaped body, wherein the mixture is formed into the shaped body without the mixture being heat-treated; and calcining the shaped body to form the catalyst. Combining the hydrogenating material with the phosphorus treated zeolite and the binder material occurs prior to forming of the shaped body.Type: ApplicationFiled: August 9, 2012Publication date: February 13, 2014Applicant: SAUDI BASIC INDUSTRIES CORPORATIONInventors: Ashim Kumar Ghosh, Neeta Kulkarni, Pamela Lawyer Harvey
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Publication number: 20140005452Abstract: A new family of crystalline microporous metallophosphates designated AlPO-59 has been synthesized. These metallophosphates are represented by the empirical formula R+rMm2+EPxSiyOz where R is an organoammonium cation such as the ETMA+, 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-59 compositions are characterized by a new unique ABC-6 net structure and compositions and have catalytic properties for carrying out various hydrocarbon conversion processes, and separation properties for separating at least one component.Type: ApplicationFiled: June 29, 2012Publication date: January 2, 2014Applicant: UOP LLCInventors: Gregory J. Lewis, Lisa M. Knight, Paulina Jakubczak, Justin E. Stanczyk
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Publication number: 20130324780Abstract: The invention is directed to purification of an aromatic hydrocarbon stream including selective removal of phenol from a process stream comprising aromatic hydrocarbon mixtures, especially aromatic hydrocarbon mixtures that contain higher-than-equilibrium paraxylene, by contact with suitable adsorbents, to provide a product stream having lower concentration of phenol than said process stream.Type: ApplicationFiled: May 2, 2013Publication date: December 5, 2013Inventors: John Di-Yi Ou, Glenn A. Heeter, Shifang L. Luo, Indulis J. Eilands, Jeevan S. Abichandani, Allen Scott Gawlik, Mark W. Nash, Terrance C. Osby, Robert G. Tinger
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Publication number: 20130324779Abstract: The invention relates to removal of styrene from hydrocarbon mixtures, and more particularly, removal of styrene from hydrocarbon mixtures containing higher than equilibrium paraxylene concentrations.Type: ApplicationFiled: May 2, 2013Publication date: December 5, 2013Inventors: Glenn A. Heeter, John Di-Yi Ou, Allen Scott Gawlik, Terrance C. Osby, Jeevan S. Abichandani, Robert G. Tinger, Indulis J. Eilands, Shifang L. Luo
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Publication number: 20130281753Abstract: An unbound catalyst composition comprises a zeolite and phosphorus in an amount between about 0.01 wt % and about 3 wt % of the total catalyst composition. The catalyst composition, as calcined at ˜1000° F. (˜538° C.) for at least ˜3 hours, can exhibit (i) 2,2-dimethylbutane diffusivity >1.5×10?2 sec?1 when measured at ˜120° C. and ˜60 torr (˜8 kPa), (ii) coke deactivation rate constant <˜0.15, and (iii) alpha value at least 10, and further exhibiting at least one of: (a) mesoporosity >0.2 ml/g; (b) microporous surface area at least 375 m2/g; and (c) coke deactivation rate constant <0.05 after steaming in ˜100% steam for ˜96 hours at ˜1000° F. (˜538° C.).Type: ApplicationFiled: October 16, 2012Publication date: October 24, 2013Inventors: STEPHEN J. McCARTHY, TILMAN W. BEUTEL, MICHEL DAAGE, KARLTON J. HICKEY, BEAU WALDRUP
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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 Müller, Florian Winkler, Heinz Bölt
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Patent number: 8420876Abstract: This invention provides adducts, mixtures of adducts and oligomers, and/or mixtures of adducts, oligomers, and low molecular weight polymers formed from monovinylaromatic hydrocarbons.Type: GrantFiled: June 6, 2008Date of Patent: April 16, 2013Assignee: Albemarle CorporationInventors: William J. Layman, Jr., Arthur G. Mack, Charles H. Kolich
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Publication number: 20130072735Abstract: The present invention relates to solid phosphoric acid (SPA) catalysts, processes for making the catalysts, and processes for conversion of hydrocarbons using the catalysts, such as oligomerization of propylene. In an exemplary embodiment, the catalyst comprises a calcined extrudate of phosphoric acid, diatomaceous earth, and niobic acid. Methods for converting hydrocarbons to olefins comprise contacting a hydrocarbon feedstock with the catalyst at hydrocarbon conversion conditions.Type: ApplicationFiled: September 21, 2011Publication date: March 21, 2013Inventors: Wayne Turbeville, Greg Korynta
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Patent number: 8063260Abstract: 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: GrantFiled: July 7, 2009Date of Patent: November 22, 2011Assignee: Sud-Chemie Inc.Inventors: Ling Xu, Wayne Turbeville, Gregory A. Korynta, Jeffrey L. Braden
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Publication number: 20110178355Abstract: 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+ compounds.Type: ApplicationFiled: January 31, 2007Publication date: July 21, 2011Applicants: LINDE AG, SAUDI BASIC INDUSTRIES CORPORATIONInventors: Peter M. Fritz, Wolfgang Müller, Florian Winnkler
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Publication number: 20100168489Abstract: Disclosed is a bound phosphorus-modified zeolite catalyst. Zeolite is treated with a phosphorus compound to form the phosphorus-treated zeolite. Binder material is treated with a mineral acid prior to being bound with the phosphorus-modified zeolite. The binder material includes inorganic oxide materials, such as alumina, clay, aluminum phosphate and silica-alumina, in particular, a binder of alumina or clay or their combinations. The mineral acid includes hydrochloric acid, nitric acid, phosphoric acid or sulfuric acid. The phosphorus-treated zeolite is combined with the acid-treated inorganic oxide binder material to form a zeolite-binder mixture. Water is added to form an extrudable paste which maybe shaped and is heated to a temperature of about 400° C. or higher to form a bound phosphorus-modified zeolite catalyst.Type: ApplicationFiled: January 14, 2010Publication date: July 1, 2010Applicant: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Pamela Harvey, Neeta Kulkami
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Publication number: 20100113850Abstract: A catalyst and method of forming a catalyst for use in aromatic alkylation involves treating a zeolite, which may be a ZSM-5 zeolite, with a phosphorus-containing compound. The phosphorus-treated zeolite is combined with a binder material. The bound phosphorus-treated zeolite is treated with an aqueous solution of a hydrogenating metal compound by contacting the bound phosphorus-treated zeolite with the aqueous solution and separating the aqueous solution from the bound phosphorus-treated zeolite to form a hydrogenating-metal-containing zeolite catalyst. The catalyst may be used in preparing an alkyl aromatic product by contacting a hydrogenating-metal-containing zeolite catalyst with an aromatic alkylation feed of an aromatic compound and an alkylating agent under reaction conditions suitable for aromatic alkylation.Type: ApplicationFiled: November 3, 2008Publication date: May 6, 2010Inventors: Ashim Kumar Ghosh, Neeta Kulkarni
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Patent number: 7674945Abstract: The present invention discloses a process for alkylation of an aromatic hydrocarbon or isoalkane with an olefin over the catalysis of a solid acid, comprising contacting a reaction material containing an aromatic hydrocarbon or C4-C6 isoalkane, C2-C18 monoolefin and a compound containing a strongly electronegative element as promoter with a solid acid catalyst to carry out the alkylation, characterized in that the solid acid catalyst is contacted with a compound having a strongly electronegative element prior to its contact with the reaction material. Said process not only greatly increases the selectivity of the target product of the alkylation but also improves stability of the solid acid catalyst.Type: GrantFiled: January 19, 2005Date of Patent: March 9, 2010Assignee: China Petroleum & Chemical CorporationInventors: Yigong He, Zheng Man
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Patent number: 7674942Abstract: A zeolite catalyst is prepared by treating a zeolite with a phosphorus compound to form a phosphorus-treated zeolite. The phosphorus-treated zeolite is heated to a temperature of about 300° C. or higher and combined with an inorganic oxide binder material to form a zeolite-binder mixture. The zeolite-binder mixture is heated to a temperature of about 400° C. or higher to form a bound zeolite catalyst. The bound zeolite may exhibit at least two 31P MAS NMR peaks with maxima at from about 0 to about ?55 ppm, with at least one peak having a maximum at from about ?40 to about ?50 ppm. Zeolites containing 10-oxygen ring pores that have been prepared in such a way may be used in aromatic alkylation by contacting the bound zeolite catalyst with an aromatic alkylation feed of an aromatic compound and an alkylating agent under reaction conditions suitable for aromatic alkylation.Type: GrantFiled: March 25, 2008Date of Patent: March 9, 2010Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Neeta Kulkarni, Pamela Harvey
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Patent number: 7662737Abstract: Disclosed is a bound phosphorus-modified zeolite catalyst. Zeolite is treated with a phosphorus compound to form the phosphorus-treated zeolite. Binder material is treated with a mineral acid prior to being bound with the phosphorus-modified zeolite. The binder material includes inorganic oxide materials, such as alumina, clay, aluminum phosphate and silica-alumina, in particular, a binder of alumina or clay or their combinations. The mineral acid includes hydrochloric acid, nitric acid, phosphoric acid or sulfuric acid. The phosphorus-treated zeolite is combined with the acid-treated inorganic oxide binder material to form a zeolite-binder mixture. Water is added to form an extrudable paste which maybe shaped and is heated to a temperature of about 400° C. or higher to form a bound phosphorus-modified zeolite catalyst.Type: GrantFiled: December 22, 2005Date of Patent: February 16, 2010Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Pamela Harvey, Neeta Kulkarni
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Patent number: 7635793Abstract: A catalyst is formed from a phosphorus-containing ZSM-5-type zeolite. The ZSM-5-type zeolite has a silica/alumina molar ratio of at least 200. The phosphorus-containing ZSM-5-type zeolite also has a phosphorus content of at least 8% by weight of zeolite and has multiple phosphorus species exhibited by at least two 31P MAS NMR peaks with maxima at from about 0 to about ?50 ppm. The catalyst may be used in aromatic alkylation by contacting the catalyst with a feed of an aromatic hydrocarbon and an alkylating agent under reaction conditions suitable for aromatic alkylation.Type: GrantFiled: June 19, 2008Date of Patent: December 22, 2009Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Neeta Kulkarni, Pamela Harvey
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Patent number: 7605294Abstract: Methods for the preparation of fluorenyl-type ligand structures and substituted fluorenyl groups which may be employed in metallocene-type olefin polymerization catalysts. There is provided a 2,2?-dihalogen-diphenylmethylene having a methylene bridge connecting a pair of phenyl groups. Each phenyl group has a halogen on a proximal carbon atom relative to the methylene bridge. The halogenated diphenylmethylene is reacted with a coupling agent comprising a Group 2 or 12 transition metal in the presence of a nickel or palladium-based catalyst to remove the halogen atoms from the phenyl groups and couple the phenyl groups at the proximal carbon atoms to produce a fluorene ligand structure. The coupling agent may be zinc, cadmium or magnesium and the catalyst may be a monophosphene nickel complex. The halogenated diphenylmethylene may be an unsubstituted ligand structure or a monosubstituted or disubstituted ligand structure.Type: GrantFiled: November 25, 2008Date of Patent: October 20, 2009Assignee: Fina Technology, Inc.Inventors: Vladimir Marin, Abbas Razavi
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Patent number: 7560608Abstract: A method of modifying a zeolite catalyst to increase para-xylene selectivity of the zeolite catalyst in toluene methylation reactions is provided. The method includes forming a slurry of a ZSM-5-type zeolite and an aqueous solution of a phosphorus compound. Water is removed from the slurry to provide a non-steamed, phosphorus treated ZSM-5 zeolite catalyst without deposition of phosphorus onto the catalyst by organophosphorus vapor deposition. The resulting non-steamed, phosphorus treated ZSM-5 zeolite catalyst has a pore volume of from 0.2 ml/g or less and provides greater than 80% para-xylene selectivity of mixed xylenes when used in toluene methylation.Type: GrantFiled: October 22, 2007Date of Patent: July 14, 2009Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Gopalakrishnan Juttu, Pamela Harvey, Neeta Kulkarni
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Patent number: 7495140Abstract: A process for alkylating an aromatic compound comprising reacting (a) a first amount of at least one aromatic compound with a first amount of a mixture of olefins having from about 8 to about 100 carbon atoms, in the presence of a strong acid catalyst; and reacting the product of (a) with an additional amount of at least one aromatic compound and an additional amount of a strong acid catalyst, and optionally, with an additional amount of a mixture of olefins selected from olefins having from about 8 to about 100 carbon atoms, wherein the resulting product comprises at least about 80 weight percent of a 1,2,4 tri-alkylsubstituted aromatic compound.Type: GrantFiled: June 1, 2006Date of Patent: February 24, 2009Assignee: Chevron Cronite Company LLCInventors: Curt B. Campbell, Gilles Sinquin
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Publication number: 20090036723Abstract: A method of modifying a zeolite catalyst to increase para-xylene selectivity of the zeolite catalyst in toluene methylation reactions is provided. The method includes forming a slurry of a ZSM-5-type zeolite and an aqueous solution of a phosphorus compound. Water is removed from the slurry to provide a non-steamed, phosphorus treated ZSM-5 zeolite catalyst without deposition of phosphorus onto the catalyst by organophosphorus vapor deposition. The resulting non-steamed, phosphorus treated ZSM-5 zeolite catalyst has a pore volume of from 0.2 ml/g or less and provides greater than 80% para-xylene selectivity of mixed xylenes when used in toluene methylation.Type: ApplicationFiled: October 22, 2007Publication date: February 5, 2009Inventors: Ashim Kumar Ghosh, Gopalakrishnan Juttu, Pamela Harvey, Neeta Kulkarni
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Publication number: 20090012338Abstract: This invention relates to a process for the selective alkylation of toluene and/or benzene with an oxygen-containing alkylation agent. In particular, the process uses a selectivated molecular sieve which has been modified by the addition of a hydrogenation component, wherein at least one of the following conditions is met: (a) the selectivated molecular sieve has an alpha value of less than 100 prior to the addition of the hydrogenation component, or (b) the selectivated and hydrogenated catalyst has an alpha value of less than 100. The process of this invention provides high selectivity for the alkylated product while reducing catalyst degradation.Type: ApplicationFiled: September 10, 2008Publication date: January 8, 2009Inventors: Jihad Mohammed Dakka, John Scott Buchanan, Robert Andrew Crane, Christine Nicole Elia, Xiaobing Feng, Larry Lee Iaccino, Gary David Mohr, Brenda Anne Raich, Jose' Guadalupe Santiesteban, Lei Zhang
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Patent number: 7473813Abstract: Methods for the preparation of fluorenyl-type ligand structures and substituted fluorenyl groups which may be employed in metallocene-type olefin polymerization catalysts. There is provided a 2,2?-dihalogen-diphenylmethylene having a methylene bridge connecting a pair of phenyl groups. Each phenyl group has a halogen on a proximal carbon atom relative to the methylene bridge. The halogenated diphenylmethylene is reacted with a coupling agent comprising a Group 2 or 12 transition metal in the presence of a nickel or palladium-based catalyst to remove the halogen atoms from the phenyl groups and couple the phenyl groups at the proximal carbon atoms to produce a fluorene ligand structure. The coupling agent may be zinc, cadmium or magnesium and the catalyst may be a monophosphene nickel complex. The halogenated diphenylmethylene may be an unsubstituted ligand structure or a monosubstituted or disubstituted ligand structure.Type: GrantFiled: June 29, 2006Date of Patent: January 6, 2009Assignee: Fina Technology, Inc.Inventors: Vladimir Marin, Abbas Razavi
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Publication number: 20080306317Abstract: A catalyst is formed from a phosphorus-containing ZSM-5-type zeolite. The ZSM-5-type zeolite has a silica/alumina molar ratio of at least 200. The phosphorus-containing ZSM-5-type zeolite also has a phosphorus content of at least 8% by weight of zeolite and has multiple phosphorus species exhibited by at least two 31P MAS NMR peaks with maxima at from about 0 to about ?50 ppm. The catalyst may be used in aromatic alkylation by contacting the catalyst with a feed of an aromatic hydrocarbon and an alkylating agent under reaction conditions suitable for aromatic alkylation.Type: ApplicationFiled: June 19, 2008Publication date: December 11, 2008Inventors: Ashim Kumar Ghosh, Neeta Kulkarni, Pamela Harvey
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Publication number: 20080275280Abstract: A zeolite catalyst is prepared by treating a zeolite with a phosphorus compound to form a phosphorus-treated zeolite. The phosphorus-treated zeolite is heated to a temperature of about 300° C. or higher and combined with an inorganic oxide binder material to form a zeolite-binder mixture. The zeolite-binder mixture is heated to a temperature of about 400° C. or higher to form a bound zeolite catalyst. The bound zeolite may exhibit at least two 31P MAS NMR peaks with maxima at from about 0 to about ?55 ppm, with at least one peak having a maximum at from about ?40 to about ?50 ppm. Zeolites containing 10-oxygen ring pores that have been prepared in such a way may be used in aromatic alkylation by contacting the bound zeolite catalyst with an aromatic alkylation feed of an aromatic compound and an alkylating agent under reaction conditions suitable for aromatic alkylation.Type: ApplicationFiled: March 25, 2008Publication date: November 6, 2008Inventors: Ashim Kumar Ghosh, Neeta Kulkarni, Pamela Harvey
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Patent number: 7304194Abstract: A method of treating a ZSM-5-type zeolite catalyst is carried out by treating a ZSM-5 zeolite catalyst having a silica/alumina mole ratio of at least about 200 with a phosphorus compound. The phosphorus-treated ZSM-5 zeolite catalyst is calcined and steamed. Steaming of the catalyst is carried out at a temperature of less than about 300° C. The phosphorus-treated ZSM-5 zeolite catalyst has less than 0.05% by weight of the catalyst of any other element other than phosphorus provided from any treatment of the ZSM-5 zeolite with a compound containing said other element. The catalyst may be used in aromatic alkylation by contacting the catalyst with feed of an aromatic hydrocarbon and an alkylating agent within a reactor under reactor conditions suitable for aromatic alkylation. Water cofeed may be introduced water into the reactor during the aromatic alkylation reaction.Type: GrantFiled: May 5, 2005Date of Patent: December 4, 2007Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Neeta Kulkarni, Pamela Harvey, Roncalli J. Twomey
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Patent number: 7297827Abstract: Disclosed is an alkylation reactor for preparing ethylbenzene. The reactor comprises a monolith catalyst system that includes a monolith support impregnated or co-formed with a catalyst suitable to catalyze the alkylation of benzene with ethylene. The catalyst may be selected from, for example, zeolites such as beta zeolite and MCM-22 zeolite, and fixed super acids. Also disclosed is a method of preparing ethylbenzene by alkylating a mixture of benzene and ethylene in an alkylation reactor comprising a monolith catalyst system, including a monolith support impregnated or co-formed with a suitable catalyst. In one embodiment the invention provides a convenient means of upgrading an existing reactor that has previously been used for conventional liquid phase alkylations such as those catalyzed by aluminum trichloride. The inventive alkylation method may be effectively and advantageously carried out under critical or near critical conditions, if desired.Type: GrantFiled: November 29, 2004Date of Patent: November 20, 2007Assignee: Fina Technology, Inc.Inventor: Kevin Kelly
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Patent number: 7294420Abstract: A method of producing hydrogen for a fuel cell from a hydrocarbon fuel composition, by providing a hydrocarbon fuel composition, which is obtained by contacting a liquid hydrocarbon feed comprising an alkylating agent with an acidic catalyst, under conditions effective to alkylate at least a portion of the hydrocarbon feed; converting the hydrocarbon fuel composition into hydrogen; and optionally, introducing the hydrogen produced into a fuel cell. In a preferred embodiment the liquid hydrocarbon feed further comprises sulphur-containing impurities, at least a portion of which are alkylated during the alkylation step.Type: GrantFiled: August 28, 2002Date of Patent: November 13, 2007Assignee: BP P.L.C.Inventor: Michael Graham Hodges
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Patent number: 7256152Abstract: A composition defined: either as comprising at least one Broensted acid, designated HB, dissolved in a liquid medium with an ionic nature of general formula Q+A?, in which Q+ represents an organic cation and A? represents an anion that is different from B, or as resulting from dissolving at least one Broensted acid, designated HB, in a non-aqueous liquid medium with an ionic nature of general formula Q+A?, in which Q+ represents an organic cation and A? represents an anion that is identical to the anion B, can be used as a catalyst and solvent in acid catalysis processes, in particular in the alkylation of aromatic hydrocarbons, the oligomerization of olefins, the dimerization of isobutene, the alkylation of olefins by isoparaffins, the isomerization of n-paraffins into isoparaffins, the isomerization of n-olefins into iso-olefins, the isomerization of the double bond of an olefin and the purification of an olefin mixture that contains branched alpha olefins as impurities.Type: GrantFiled: September 3, 2002Date of Patent: August 14, 2007Assignee: Institut Francais du PetroleInventors: Helene Olivier-Bourbigou, Dominique Commereuc, Olivia Martin, Lionel Magna, Emmanuel Pellier
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Patent number: 7161052Abstract: A process is described for the valorization of a charge of hydrocarbons and for reducing the vapour pressure of said charge, comprising three steps: a step a) consisting of separating said charge of hydrocarbons into a fraction (O1) comprising essentially compounds containing 5 carbon atoms, including at least 2% by weight of pentenes, a step b) consisting of placing said fraction (O1) in contact with a cut of hydrocarbons (O2) at least partly comprising hydrocarbons having a number of carbon atoms between 6 and 10, including at least 2% by weight of olefins, and a step c) consisting of separating the effluents originating from step b) into a gasoline cut (?) the upper distillation point of which is less than 100° C. and a kerosene cut (?) having a distillation range between 100° C. and 300° C.Type: GrantFiled: September 3, 2003Date of Patent: January 9, 2007Assignee: Institut Francais de PetroleInventors: Patrick Briot, Vincent Coupard, Alain Forestiere, Eric Llido, Thierry Poussereau
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Patent number: 7151199Abstract: Hydrocarbon or oxygenate conversion process in which a feedstock is contacted with a non zeolitic molecular sieve which has been treated to remove most, if not all, of the halogen contained in the catalyst. The halogen may be removed by one of several methods. One method includes heating the catalyst in a low moisture environment, followed by contacting the heated catalyst with air and/or steam. Another method includes steam-treating the catalyst at a temperature from 400° C. to 1000° C. The hydrocarbon or oxygenate conversion processes include the conversion of oxygenates to olefins, the conversion of oxygenates and ammonia to alkylamines, the conversion of oxygenates and aromatic compounds to alkylated aromatic compounds, cracking and dewaxing.Type: GrantFiled: June 10, 2002Date of Patent: December 19, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Luc Roger Marc Martens, Stephen N. Vaughn, Albert Edward Schweizer, John K. Pierce, Shun Chong Fung
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Patent number: 7098370Abstract: The invention relates to a process for the production of a mixture of compounds that comprises for the most part at least one mono-alkylbenzene that belongs to the group that is formed by the 2-, 3-, 4-, 5- and 6-phenylalkanes by alkylation of benzene with at least one monoolefin that comprises at least two carbon atoms in its molecule, in the presence of a catalyst that comprises 12-tungstophosphoric acid and/or 12-tungstomolybdic acid, deposited on a substrate that develops a large specific surface area and a high pore volume and that comprises a majority proportion of zirconium oxide (ZrO2).Type: GrantFiled: August 8, 2002Date of Patent: August 29, 2006Assignee: Institut Francais du PetroleInventors: Christine Travers, Jean-Fransois Joly
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Publication number: 20030040653Abstract: The invention relates to a process for the production of a mixture of compounds that comprises for the most part at least one mono-alkylbenzene that belongs to the group that is formed by the 2-, 3-, 4-, 5- and 6-phenylalkanes by alkylation of benzene with at least one monoolefin that comprises at least two carbon atoms in its molecule, in the presence of a catalyst that comprises 12-tungstophosphoric acid and/or 12-tungstomolybdic acid, deposited on a substrate that develops a large specific surface area and a high pore volume and that comprises a majority proportion of zirconium oxide (ZrO2).Type: ApplicationFiled: August 8, 2002Publication date: February 27, 2003Applicant: Institut Francais du PetroleInventors: Christine Travers, Jean-Francois Joly
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Patent number: 6464857Abstract: Molecular sieves comprising (1) phosphorus oxide; (2) a first oxide comprising an oxide of silicon, germanium or mixtures thereof; and (3) a second oxide comprising an oxide of aluminum, boron or mixtures thereof, said molecular sieve having a mole ratio of the first oxide to the second oxide of greater than 1, containing at least about 10 weight percent phosphorus oxide in the crystal framework, and having pores greater than 5 Å in diameter are useful as catalysts in hydrocarbon conversion reactions.Type: GrantFiled: February 28, 2002Date of Patent: October 15, 2002Assignee: Chevron U.S.A. Inc.Inventor: Stephen J. Miller
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Patent number: 6316675Abstract: A process for the synthesis of olefins having aromatic substituents is described in which olefins are reacted with aryl halides in the presence of catalysts consisting of palladium compounds and tetraaryl phosphonium salts.Type: GrantFiled: September 23, 1999Date of Patent: November 13, 2001Assignee: Studiengesellschaft Kohle mbHInventors: Manfred T. Reetz, Gunther Lohmer, Renate Lohmer
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Patent number: 6124462Abstract: Phosphine oxide compounds were used with transition metals, preferably palladium, to produce biaryls and arylamines via cross-coupling reactions with aryl halides and arylboronic acids or amines.Type: GrantFiled: November 30, 1999Date of Patent: September 26, 2000Assignee: E. I. du Pont de Nemours and CompanyInventor: George Y. Li
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Patent number: 6111159Abstract: A method is provided for putting a fresh bed of solid phosphoric acid catalyst into service to catalyze a hydrocarbon conversion process. The method involves establishing hydrocarbon conversion conditions of temperature and pressure in the catalyst bed while it is immersed in a hydrocarbon liquid which is substantially free of water and compounds which can yield water upon contact with the catalyst. Thereafter, the catalyst bed is used to catalyze the conversion of a hydrocarbon feedstock which contains a minor amount of a hydrating agent which is effective to provide a desired level of catalyst hydration. The method permits the catalyst to be rapidly brought to an optimum level of activity for the specific hydrocarbon conversion process.Type: GrantFiled: December 1, 1998Date of Patent: August 29, 2000Assignee: BP Amoco CorporationInventors: George A. Huff, Anthony M. Valente, Robert L. Mehlberg, David B. Johnson
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Patent number: 6005151Abstract: The invention relates to a process for preparing monofunctional, bifunctional or polyfunctional aromatic olefins of the formula (I) ##STR1## wherein a palladium compound of the formula (IV) ##STR2## is used as a catalyst in the preparation of the compounds of the formula (I).Type: GrantFiled: January 30, 1996Date of Patent: December 21, 1999Assignee: AventisInventors: Wolfgang Anton Herrmann, Matthias Beller, Ahmed Tafesh
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Patent number: 5994602Abstract: This invention relates to a process for the alkylation of aromatics by reacting an aromatic hydrocarbon with an olefin in the presence of an ionic liquid comprising (a) a compound of the formula R.sub.n MX.sub.3-n wherein R is a C1-C6 alkyl radical, M is aluminium or gallium, X is a halogen atom and n is 0, 1 or 2 and, (b) a hydrocarbyl substituted imidazolium halide or a hydrocarbyl substituted pyridinium halide wherein at least one of the said hydrocarbyl substituents in the imidazolium halide is an alkyl group having 1-18 carbon atoms. The process allows ready separation of reaction products from the ionic liquid and improves selectivity to alkylated products.Type: GrantFiled: July 29, 1997Date of Patent: November 30, 1999Assignee: BP Chemicals LimitedInventors: Ala'a K Abdul-Sada, Martin Philip Atkins, Brian Ellis, Philip Kenneth Gordon Hodgson, Mark Louis Michael Morgan, Kenneth Richard Seddon
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Patent number: 5986155Abstract: Treating low reactivity alkylating agents in the vapor phase with catalysts converts the low reactivity alkylating agents to high reactivity alkylating agents. The alkylating agents are useful in synthesis of alkyl aromatics with Lewis acid catalysts.Type: GrantFiled: July 10, 1996Date of Patent: November 16, 1999Assignee: The Lubrizol CorporationInventors: James D. Burrington, Stuart L. Bartley, Douglas C. Rhubright, Paul A. Lewis, Marvin B. DeTar, Alicia L. Kliever, Frank A. Del Greco, Lawrence T. Novak