Transition Metal-containing Catalyst Patents (Class 585/489)
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Patent number: 11377399Abstract: A process and related system for producing para-xylene (PX). In an embodiment, the process includes (a) separating a feed stream comprising C6+ aromatic hydrocarbons into a toluene containing stream and a C8+ hydrocarbon containing stream and (b) contacting at least part of the toluene containing stream with a methylating agent in a methylation unit to convert toluene to xylenes and produce a methylated effluent stream. In addition, the process includes (c) recovering PX from the methylated effluent stream in (b) to produce a PX depleted stream and (d) transalkylating the PX depleted stream to produce a transalkylation effluent stream. The transalkylation effluent stream includes a higher concentration of toluene than the PX depleted stream. Further, the process includes (e) converting at least some ethylbenzene (EB) within the C8+ hydrocarbon containing stream into toluene and (f) flowing the toluene converted in (e) to the contacting in (b).Type: GrantFiled: November 15, 2018Date of Patent: July 5, 2022Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michel Molinier, Hari Nair, Scott J. Weigel, Michael Salciccioli, Doron Levin
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Patent number: 9376325Abstract: A new configuration of ZSM-5 is provided whereby the crystals have a higher average silica to alumina ratio at the edges of each crystallite than in the center as determined from a narrow slit line scan profile obtained from SEM/EDX or TEM/EDX elemental analysis. Such ZSM-5 crystals are obtained by a preparation process using L-tartaric acid. The new configuration ZSM-5 provides significantly reduced xylene losses in ethylbenzene dealkylation, especially when combined with silica as binder, and one or more hydrogenation metals selected from platinum, tin, lead, silver, copper, and nickel.Type: GrantFiled: June 20, 2013Date of Patent: June 28, 2016Assignee: Shell Oil CompanyInventors: Laszlo Domokos, Ralph Haswell, Hong-Xin Li
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Patent number: 9000247Abstract: A method of forming mixed xylenes from a heavy reformate using a dealkylation-transalkylation system includes the step of introducing both a heavy reformate containing methyl ethyl benzenes and tri-methyl benzenes and that is sufficiently free of toluene and a hydrogen-containing material into the dealkylation stage such that the heavy reformate and the hydrogen-containing material intermingle and contact the hydrodealkylation catalyst. The dealkylation-transalkylation system includes dealkylation, non-aromatic product gas separations and transalkylation stages. Toluene forms from the reaction of methyl ethyl benzenes and hydrogen in the presence of the hydrodealkylation catalyst. The method also includes the step of introducing a dealkylated heavy reformate into the transalkylation stage such that the dealkylated heavy reformate contacts a transalkylation catalyst, forming a transalkylation stage product mixture includes mixed xylenes.Type: GrantFiled: April 19, 2013Date of Patent: April 7, 2015Assignee: Saudi Arabian Oil CompanyInventor: Raed Abudawoud
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Patent number: 8993821Abstract: A new family of crystalline aluminosilicate zeolites has been synthesized that has been designated UZM-43. These zeolites are similar to previously known ERS-10, SSZ-47 and RUB-35 zeolites but are characterized by unique x-ray diffraction patterns and compositions and have catalytic properties for carrying out various hydrocarbon conversion processes. Catalysts made from these zeolites are useful in hydrocarbon conversion reactions.Type: GrantFiled: December 18, 2012Date of Patent: March 31, 2015Assignee: UOP LLCInventors: Deng-Yang Jan, Jaime G. Moscoso, Paula L. Bogdan
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Patent number: 8969643Abstract: A method of converting hydrocarbons requires contacting a hydrocarbon stream containing alkylated aromatic hydrocarbons with a catalyst of a phosphorus-containing pentasil zeolite in a reactor. The phosphorus-containing pentasil zeolite having a phosphorus content of 7.5% or less by weight of zeolite, a pore volume of at least 0.2 ml/g, and a 27Al MAS NMR spectrum characterized by a peak at or near 50 ppm that is greater than any other peak in said spectrum. A benzene-enriched output stream is recovered from the reactor.Type: GrantFiled: May 23, 2013Date of Patent: March 3, 2015Assignee: Saudi Basic Industries CorporationInventors: Ashim Kumar Ghosh, Pamela Harvey, Neeta Kulkarni, Manuel Castelan
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Patent number: 8933283Abstract: This invention relates to a petroleum refining method for producing high value-added clean petroleum products and aromatics (Benzene/Toluene/Xylene) together, by which low pollution petroleum products including liquefied petroleum gas or low-sulfur gas oil and aromatics can be efficiently produced together from a fluid catalytic cracked oil fraction.Type: GrantFiled: November 26, 2008Date of Patent: January 13, 2015Assignee: SK Innovation Co., Ltd.Inventors: Cheol Joong Kim, Jae Wook Ryu, Kyeong Hak Seong, Byoung Mu Chang, Byeung Soo Lim, Jong Hyung Lee, Kyung Seok Noh, Hyuck Jae Lee, Sam Ryong Park, Sun Choi, Seung Hoon Oh, Yong Seung Kim, Gyung Rok Kim
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Patent number: 8927798Abstract: A new family of coherently grown composites of TUN and IMF zeotypes has been synthesized and shown to be effective catalysts for aromatic transformation reactions. These zeolites are represented by the empirical formula: NanMmk+TtAll-xExSiyOz where “n” is the mole ratio of Na to (Al+E), M represents at least one meta, “m” is the mole ratio of M to (Al+E), “k” is the average charge of the metal or metals M, T is the organic structure directing agent or agents, “t” is the mole ratio of N from the organic structure directing agent or agents to (Al+E), and E is a framework element such as gallium. The process involves contacting at least a first aromatic with the coherently grown composites of TUN and IMF zeotypes to produce at least a second aromatic.Type: GrantFiled: December 9, 2013Date of Patent: January 6, 2015Assignee: UOP LLCInventors: Christopher P. Nicholas, Mark A. Miller, Antoine Negiz
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Publication number: 20140316174Abstract: Methods are provided for the treatment of a feed stream containing C9 aromatic components to produce mesitylene-containing products. The methods include hydrodealkylating the feed stream to remove C2 and higher alkyl groups from the aromatic components and transalkylating the feed stream to rearrange the distribution of methyl groups among the aromatic components. Disclosed methods also include the treatment of a hydrocarbon feedstock by hydrodealkylation and/or transalkylation in order to produce a hydrocarbon product having an increased mass percentage of mesitylene.Type: ApplicationFiled: April 18, 2014Publication date: October 23, 2014Inventors: Chris D'Acosta, Jeffery Miller, Robert Hoch
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Patent number: 8835705Abstract: The process concerns ethylbenzene conversion and xylene isomerization with a catalyst pretreated by sulfiding.Type: GrantFiled: August 3, 2012Date of Patent: September 16, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Chunshe Cao, Jeffrey L. Andrews, Michel Molinier
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Patent number: 8748685Abstract: A new family of aluminosilicate zeolites designated UZM-44 has been synthesized. These zeolites are represented by the empirical formula. NanMmk+TtAl1-xExSiyOz where “n” is the mole ratio of Na to (Al+E), M represents a metal or metals from zinc, Group 1, Group 2, Group 3 and or the lanthanide series of the periodic table, “m” is the mole ratio of M to (Al+E), “k” is the average charge of the metal or metals M, T is the organic structure directing agent or agents, and E is a framework element such as gallium. UZM-44 may be used to catalyze an aromatic transformation process by contacting a feed comprising at least a first aromatic with UZM-44 at hydrocarbon conversion conditions to produce at least a second aromatic.Type: GrantFiled: December 18, 2013Date of Patent: June 10, 2014Assignee: UOP LLCInventors: Christopher P. Nicholas, Antoine Negiz, Mark A. Miller
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Patent number: 8735641Abstract: Disclosed is a method for selective dealkylation of alkyl-substituted C9+ aromatic compounds using a bimodal porous dealkylation catalyst at a low temperature. The catalyst has a bimodal porous structure including both mesopores and micropores. The catalyst includes a crystalline aluminosilicate and a metal. The catalyst is highly active at a low temperature. According to the method, C9+ aromatic compounds substituted with at least one C2+ alkyl group as by-products formed by xylene production can be selectively dealkylated and converted to BTX, etc. on a large scale within a short time. In addition, the method is an environmentally friendly process entailing reduced waste treatment cost when compared to conventional mesitylene production methods. Therefore, high value-added mesitylene can be separated from low value-added C9+ aromatic compounds at lower cost compared to conventional methods.Type: GrantFiled: June 22, 2012Date of Patent: May 27, 2014Assignees: S-Oil Corporation, Inha-Industry Partnership InstituteInventors: Sung Hyeon Baeck, Geon Joong Kim, Dong-Kyun Noh, Tae Young Jang, Tae-Yun Kim, Young Soo Ahn, Chan-ju Song, Sang-Cheol Paik
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Patent number: 8609919Abstract: A new family of aluminosilicate zeolites designated UZM-44 has been synthesized. These zeolites are represented by the empirical formula. NanMmk+TtAl1?xExSiyOz where “n” is the mole ratio of Na to (Al+E), M represents a metal or metals from zinc, Group 1, Group 2, Group 3 and or the lanthanide series of the periodic table, “m” is the mole ratio of M to (Al+E), “k” is the average charge of the metal or metals M, T is the organic structure directing agent or agents, and E is a framework element such as gallium. UZM-44 may be used to catalyze an aromatic transformation process by contacting a feed comprising at least a first aromatic with UZM-44 at hydrocarbon conversion conditions to produce at least a second aromatic.Type: GrantFiled: March 11, 2013Date of Patent: December 17, 2013Assignee: UOP LLCInventors: Christopher P. Nicholas, Antoine Negiz, Mark A. Miller
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Patent number: 8586809Abstract: A guard bed or absorber is placed upstream of a transalkylation reactor to avoid deposition of halide and/or halogen species on the catalysts in said reactor.Type: GrantFiled: July 14, 2011Date of Patent: November 19, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: James H. Beech, Jr., Julia E. Steinheider, Doron Levin, Selma S. Lawrence
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Patent number: 8574542Abstract: A new configuration of ZSM-5 is provided whereby the crystals have a higher average silica to alumina ratio at the edges of each crystallite than in the center as determined from a narrow slit line scan profile obtained from SEM/EDX or TEM/EDX elemental analysis. Such ZSM-5 crystals are obtained by a preparation process using L-tartaric acid. The new configuration ZSM-5 provides significantly reduced xylene losses in ethylbenzene dealkylation, especially when combined with silica as binder, and one or more hydrogenation metals selected from platinum, tin, lead, silver, copper, and nickel. Further advantages are found if used in combination with a small crystal size ZSM-5.Type: GrantFiled: September 10, 2008Date of Patent: November 5, 2013Assignee: Shell Oil CompanyInventors: László Domokos, Ralph Haswell, Hong-Xin Li
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Publication number: 20130281757Abstract: A new configuration of ZSM-5 is provided whereby the crystals have a higher average silica to alumina ratio at the edges of each crystallite than in the centre as determined from a narrow slit line scan profile obtained from SEM/EDX or TEM/EDX elemental analysis. Such ZSM-5 crystals are obtained by a preparation process using L-tartaric acid. The new configuration ZSM-5 provides significantly reduced xylene losses in ethylbenzene dealkylation, especially when combined with silica as binder, and one or more hydrogenation metals selected from platinum, tin, lead, silver, copper, and nickel.Type: ApplicationFiled: June 20, 2013Publication date: October 24, 2013Inventors: Laszlo DOMOKOS, Ralph HASWELL, Hong-Xin LI
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Publication number: 20130165727Abstract: Disclosed is a method for selective dealkylation of alkyl-substituted C9+ aromatic compounds using a bimodal porous dealkylation catalyst at a low temperature. The catalyst has a bimodal porous structure including both mesopores and micropores. The catalyst includes a crystalline aluminosilicate and a metal. The catalyst is highly active at a low temperature. According to the method, C9+ aromatic compounds substituted with at least one C2+ alkyl group as by-products formed by xylene production can be selectively dealkylated and converted to BTX, etc. on a large scale within a short time. In addition, the method is an environmentally friendly process entailing reduced waste treatment cost when compared to conventional mesitylene production methods. Therefore, high value-added mesitylene can be separated from low value-added C9+ aromatic compounds at lower cost compared to conventional methods.Type: ApplicationFiled: June 22, 2012Publication date: June 27, 2013Applicants: INHA-INDUSTRY PARTNERSHIP INSTITUTE, S-OIL CORPORATIONInventors: Sung Hyeon Baeck, Geon Joong Kim, Dong-Kyun Noh, Tae Young Jang, Tae-Yun Kim, Young Soo Ahn, Chan-Ju Song, Sang-Cheol Paik
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Patent number: 8309778Abstract: The present invention provides a catalyst comprising metallic Pt and/or Pd supported on a binder-free zeolite for producing light aromatic hydrocarbons and light alkanes from hydrocarbonaceous feedstock, wherein the amount of metallic Pt and/or Pd is of 0.01-0.8 wt %, preferably 0.01-0.5 wt % on the basis of the total weight of the catalyst, and the binder-free zeolite is selected from the group consisting of mordenite, beta zeolite, Y zeolite, ZSM-5, ZSM-11 and composite or cocrystal zeolite thereof. The present invention also provides a process for producing light aromatic hydrocarbons and light alkanes from hydrocarbonaceous feedstock using said catalyst.Type: GrantFiled: November 7, 2011Date of Patent: November 13, 2012Assignees: China Petroleum & Chemical Corporation, Shanghai Research Institute of Petrochemical Technology SinopecInventors: Deju Wang, Zhongneng Liu, Xueli Li, Minbo Hou, Zheming Wang, Jianqiang Wang
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Patent number: 8168844Abstract: Process for the catalytic hydrodealkylation alone of hydrocarbon compositions comprising C8-C13 alkylaromatic compounds mixed with C4-C10 aliphatic and cycloaliphatic products which, under the reaction conditions, undergo aromati-zation and subsequent hydrodealkylation, which comprises treating said hydrocarbon compositions in continuous and in the presence of hydrogen, with a catalyst consisting of a ZSM-5 zeolite, as such or in bound form, wherein the Si/Al molar ratio in the ZSM-5 ranges from 5 to 100, modified by means of the platinum-molybdenum couple, at a temperature ranging from 400 to 650° C., a pressure ranging from 2 to 4 MPa and H2/feedstock molar ratio ranging from 3 to 6. The presence of organic compounds containing heteroatoms such as sulphur, nitrogen or oxygen in the feedstock does not at all alter the performances of the catalyst according to the process object of the invention.Type: GrantFiled: August 2, 2007Date of Patent: May 1, 2012Assignee: Polimeri Europa S.p.A.Inventors: Vittorio Arca, Angelo Boscolo Boscoletto, Pierluigi Crocetta
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Patent number: 8071832Abstract: A process converts ethylbenzene in a C8 aromatic hydrocarbon mixture containing a large amount of non-aromatic hydrocarbons, mainly to benzene, by which the xylene loss is small, the deactivation rate of the catalyst can be reduced, and a high conversion rate to p-xylene can be attained. The process for converting ethylbenzene includes bringing a feedstock containing an alicyclic hydrocarbon(s) in an amount of not less than 1.0% by weight, ethylbenzene and xylene into contact with hydrogen in the presence of a catalyst to convert ethylbenzene mainly to benzene, wherein the catalyst is mainly composed of MFI zeolite and an inorganic oxide(s) and rhenium-supported, and wherein the conversion is carried out at a reaction pressure of not less than 1.0 MPa-G.Type: GrantFiled: March 18, 2009Date of Patent: December 6, 2011Assignee: Toray Industries, Inc.Inventors: Takahiro Yoshikawa, Masatoshi Watanabe, Ryoji Ichioka
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Patent number: 8071828Abstract: In a process for producing xylene by transalkylation of a C9+ aromatic hydrocarbon feedstock, the feedstock, at least one C6-C7 aromatic hydrocarbon and hydrogen are supplied to at least one reaction zone containing at least first and second catalyst beds located such that the feedstock and hydrogen contact the first bed before contacting the second bed. The first catalyst bed comprises a first catalyst composition comprising a molecular sieve having a Constraint Index in the range of about 3 to about 12 and at least one metal or compound thereof of Groups 6-10 of the Periodic Table of the Elements, and the second catalyst bed comprises a second catalyst composition comprising a molecular sieve having a Constraint Index less than 3.Type: GrantFiled: December 20, 2010Date of Patent: December 6, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: Chunshe Cao, Michel Molinier
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Patent number: 7880045Abstract: Process for the catalytic hydrodealkylation alone of hydrocarbons, comprising C8-C13 alkylaromatic compounds, optionally mixed with C4-C9 aliphatic and cycloaliphatic products, which comprises treating said hydrocarbon compositions, in continuous and in the presence of hydrogen, with a catalyst consisting of a ZSM-5 zeolite, as such or in a bound form, wherein the Si/Al molar ratio in the ZSM-5 ranges from 5 to 35, modified with at least one metal selected from those belonging to groups IIB, VIB, VIII, at a temperature ranging from 400 to 650° C., a pressure ranging from 2 to 4 MPa and a H2/charge molar ratio ranging from 3 to 6.Type: GrantFiled: December 13, 2004Date of Patent: February 1, 2011Assignee: Polimeri Europa S.p.A.Inventors: Vittorio Arca, Angelo Boscolo Boscoletto
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Publication number: 20100249479Abstract: A catalyst composition which comprises: a) a carrier which comprises at least 30 wt % of a binder selected from silica, zirconia and titania; at least 20 wt % of a pentasil zeolite, having a bulk silica to alumina ratio in the range of from 20 to 150 and being in its H+ form; and less than 10 wt % of other components, all percentages being on the basis of total carrier; b) platinum in an amount in the range of from 0.001 to 0.1 wt %, on the basis of total catalyst; and c) tin in an amount in the range of from 0.01 to 0.5 wt %, on the basis of total catalyst; its preparation and use; are provided.Type: ApplicationFiled: July 28, 2008Publication date: September 30, 2010Inventors: Johanna Jacoba Berg-Slot, László Domokos, Ingrid Maria Van Vegghel
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Publication number: 20100179360Abstract: A process for converting ethylbenzene, by which ethylbenzene in a feedstock containing C8 aromatic hydrocarbon is converted to benzene at a high degree of conversion is disclosed. The process for converting ethylbenzene includes bringing a C8 aromatic hydrocarbon mixed feedstocks containing ethylbenzene into contact with an acid type catalyst containing at least one metal selected from the group consisting of the metals belonging to Group VII and Group VIII in the presence of H2 to convert ethylbenzene to benzene. The feedstock contains C9-C10 aromatic hydrocarbons including ethyltoluene, and the ethyltoluene is converted to toluene together with the conversion of ethylbenzene.Type: ApplicationFiled: March 28, 2007Publication date: July 15, 2010Applicant: Toray Industries, Inc., a corporation of JapanInventors: Ryoji Ichioka, Eiichi Minomiya, Shinobu Yamakawa
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Patent number: 7723554Abstract: Process for the catalytic hydrodealkylation alone of hydrocarbon compositions comprising C8-C13 alkylaromatic compounds, optionally in a mixture with C4-C9 aliphatic and cycloaliphatic products, including the treatment in continuous of said hydrocarbon compositions, in the presence of water, with a catalyst consisting of a ZSM-5 zeolite as such or in bound form, wherein the molar ratio Si/Al in the ZSM-5 ranges from 5 to 35, modified with at least one metal selected from those belonging to groups IIB, VIB and VIII, at a temperature ranging from 400 to 700° C., a pressure of between 2 and 4 MPa, a molar ratio between water and the charge in the feed to the reactor ranging from 0.0006 to 0.16 (i.e. between 0.01 and 2.5% w/w) and a molar ratio H2/charge of between 3 and 6.Type: GrantFiled: February 8, 2005Date of Patent: May 25, 2010Assignee: Polimeri Europa S.p.A.Inventors: Vittorio Arca, Angelo Boscolo Boscoletto
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Patent number: 7601881Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a tungstated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a phosphorus component, and at least one platinum-group metal component which is preferably platinum. The catalyst has a structure other than a heteropoly anion structure.Type: GrantFiled: January 30, 2008Date of Patent: October 13, 2009Assignee: UOP LLCInventors: Ralph D. Gillespie, Feng Xu
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Patent number: 7563358Abstract: A hydrocarbon conversion process for producing an aromatics product containing of benzene, toluene, xylenes, or mixtures thereof. The process is carried out by converting precursors of benzene, toluene, and xylenes that are contained in a hydrocarbon feed (C6+ non-aromatic cyclic hydrocarbons, A8+ single-ring aromatic hydrocarbons having at least one alkyl group containing two or more carbon atoms; and A9+ single-ring aromatic hydrocarbons having at least three methyl groups) to produce a product that contains an increased amount of benzene, toluene, xylenes, or combinations thereof compared to said hydrocarbon feed.Type: GrantFiled: August 24, 2006Date of Patent: July 21, 2009Assignee: ExxonMobil Chemical Patents Inc.Inventors: Elizabeth L. Stavens, Stephen H. Brown, J. Scott Buchanan, Yun-Feng Chang, Larry L. Iaccino, Paul F. Keusenkothen, John D. Y. Ou, Randall D. Partridge
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Patent number: 7446237Abstract: Catalysts comprise a combination of molecular sieve having a pore diameter of from about 4 to 8 angstroms and a catalytically-effective amount of molybdenum hydrogenation component and a sufficient amount of at least one platinum group metal hydrogenation component to enhance the isomerization activity of the catalyst.Type: GrantFiled: July 11, 2007Date of Patent: November 4, 2008Assignee: UOP LLCInventors: Paula L. Bogdan, Patrick C. Whitchurch, Robert B. Larson, James E. Rekoske
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Patent number: 7425660Abstract: Catalysts comprising a combination of molecular sieve having a pore diameter of from about 4 to 8 angstroms and a catalytically-effective amount of molybdenum hydrogenation component in an amorphous aluminum phosphate binder provide processes for isomerizing xylene and dealkylating ethylbenzene in feed streams that exhibit stability, selectivity and low ring loss.Type: GrantFiled: July 3, 2007Date of Patent: September 16, 2008Assignee: UOP LLCInventors: Robert B. Larson, James E. Rekoske, Patrick C. Whitchurch, Paula L. Bogdan
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Patent number: 7304195Abstract: A process for increasing the production of benzene from a hydrocarbon mixture. A process for producing an aromatic hydrocarbon mixture and liquefied petroleum gas (LPG) from a hydrocarbon mixture, and a solvent extraction process for separating and recovering polar hydrocarbons from a hydrocarbon mixture containing polar hydrocarbons (that is, aromatic hydrocarbons) and nonpolar hydrocarbons (that is, non-aromatic hydrocarbons) are integrated, thereby it is possible to increase the production of benzene.Type: GrantFiled: September 13, 2005Date of Patent: December 4, 2007Assignee: SK CorporationInventors: Sun Choi, Seung Hoon Oh, Kyoung Hak Sung, Jong Hyung Lee, Sin Choel Kang, Yong Seung Kim, Byeung Soo Lim, Byoung Mu Chang
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Patent number: 7301064Abstract: Catalysts comprising a combination of molecular sieve having a pore diameter of from about 4 to 8 angstroms and a catalytically-effective amount of molybdenum hydrogenation component in an amorphous aluminum phosphate binder provide processes for isomerizing xylene and dealkylating ethylbenzene in feed streams that exhibit stability, selectivity and low ring loss.Type: GrantFiled: September 14, 2005Date of Patent: November 27, 2007Assignee: UOP LLCInventors: Paula L. Bogdan, Patrick C. Whitchurch, Robert B. Larson, James E. Rekoske, Dimitri A. Trufanov, Victor C. Patton, Suheil F. Abdo
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Patent number: 7301063Abstract: A process for increasing the production of light olefin hydrocarbons from a hydrocarbon feedstock. A process for producing an aromatic hydrocarbon mixture and liquefied petroleum gas (LPG) from a hydrocarbon mixture, and a process for producing a hydrocarbon feedstock which is capable of being used as a feedstock in the former process, that is to say, a fluidized catalytic cracking (FCC) process, a catalytic reforming process, and/or a pyrolysis process, are integrated, thereby it is possible to increase the production of C2-C4 light olefin hydrocarbons.Type: GrantFiled: September 12, 2005Date of Patent: November 27, 2007Assignee: SK CorporationInventors: Sun Choi, Seung Hoon Oh, Kyoung Hak Sung, Jong Hyung Lee, Sin Choel Kang, Yong Seung Kim, Byeung Soo Lim, Ahn Seop Choi, Byoung Mu Chang
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Patent number: 7297831Abstract: Disclosed is a process of preparing aromatic hydrocarbons and liquefied petroleum gas (LPG) from a hydrocarbon mixture, in which a non-aromatic compound in the hydrocarbon feedstock mixture is converted into a gaseous material having a large amount of LPG through hydrocracking, and an aromatic compound therein is converted into an oil component having large amounts of benzene, toluene, and xylene (BTX) through dealkylation and transalkylation, in the presence of a catalyst obtained by supporting platinum/bismuth onto a mixture support having zeolite and an inorganic binder. The gaseous product is separated into LPG and a mixture of methane and ethane depending on differences in boiling point through distillation, while the liquid product is separated into benzene, toluene, xylene, and C9+ aromatic compounds depending on differences in boiling point through distillation.Type: GrantFiled: November 8, 2006Date of Patent: November 20, 2007Assignee: SK CorporationInventors: Jong Hyung Lee, Seung Hoon Oh, Kyoung Hak Sung, Sun Choi, Yong Seung Kim, Byeung Soo Lim
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Patent number: 7282617Abstract: A process for making medium and long chain alkylaromatics and alkylphenols having a high level of anti-Markovnikov addition of the alkyl group. The alkylaromatics and alkylphenols made by the process of the present invention have enhanced stability and are particularly well suited to make highly stable oil additives and enhanced oil recovery surfactants.Type: GrantFiled: March 31, 2006Date of Patent: October 16, 2007Assignee: Chevron U.S.A. Inc.Inventors: William L. Schinski, Curt B. Campbell
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Patent number: 7081556Abstract: There is provided a process for aromatics conversion by contacting a feed suitable for aromatics conversion under conversion condition and in the presence of a catalyst comprising ITQ-13. Examples of such conversion processes include isomerization of aromatic (xylenes) feedstock, disproportionation of toluene to benzene and xylenes, alkylation and transalkylation of aromatics, conversion of light paraffins and light olefins to aromatics, conversion of naphtha to aromatics, and conversion of alcohol to aromatics.Type: GrantFiled: November 1, 2002Date of Patent: July 25, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: John Scott Buchanan, Jihad Mohammed Dakka, Xiaobing Feng, Jose Guadalupe Santiesteban
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Patent number: 7041866Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a sulfated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a first component comprising at least one Group III A (IUPAC 13) component, and at least one platinum-group metal component which is preferably platinum.Type: GrantFiled: October 8, 2002Date of Patent: May 9, 2006Assignee: UOP LLCInventor: Ralph D. Gillespie
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Patent number: 6977322Abstract: A catalyst and process is disclosed to selectively upgrade a paraffinic feedstock to obtain an isoparaffin-rich product for blending into gasoline. The catalyst comprises a support of a tungstated oxide or hydroxide of a Group IVB (IUPAC 4) metal, a first component of at least one lanthanide element, yttrium or mixtures thereof, which is preferably ytterbium or holmium, and at least one platinum-group metal component which is preferably platinum.Type: GrantFiled: July 19, 2004Date of Patent: December 20, 2005Assignee: UOP LLCInventor: Ralph D. Gillespie
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Patent number: 6900365Abstract: A catalytic hydrodealkylation/reforming process which comprises contacting a heavy hydrocarbon feedstream under catalytic hydrodealkylation/reforming conditions with a composition comprising borosilicate molecular sieves having a pore size greater than about 5.0 Angstroms and a Constraint Index smaller than about 1.0; further containing a hydrogenation/dehydrogenation component; wherein at least a portion of the heavy hydrocarbon feedstream is converted to a product comprising benzene, toluene, xylenes and ethylbenzene.Type: GrantFiled: December 11, 2001Date of Patent: May 31, 2005Assignee: Chevron Phillips Chemical Company LPInventors: Cong-Yan Chen, Stacey I. Zones, Andrew Rainis, Dennis J. O'Rear
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Supported noble metal nanometer catalyst particles containing controlled (111) crystal face exposure
Patent number: 6746597Abstract: A noble metal nanometer-sized catalyst composition is described along with the method for preparation of the composition. The crystal face of the catalyst contains a preponderance of (111) type crystal phase exposure. The crystal phase exposure is controlled by sequestering the noble metal cation before deposition on a catalyst support. Controlled catalyst face exposition combined with the nanometer scale of the catalyst increases the catalyst selectivity and activity, particularly for hydrogenation and dehydrogenation reactions.Type: GrantFiled: January 31, 2002Date of Patent: June 8, 2004Assignee: Hydrocarbon Technologies, Inc.Inventors: Bing Zhou, Michael Rueter -
Publication number: 20040087822Abstract: There is provided a process for aromatics conversion by contacting a feed suitable for aromatics conversion under conversion condition and in the presence of a catalyst comprising ITQ-13. Examples of such conversion processes include isomerization of aromatic (xylenes) feedstock, disproportionation of toluene to benzene and xylenes, alkylation and transalkylation of aromatics, conversion of light paraffins and light olefins to aromatics, conversion of naphtha to aromatics, and conversion of alcohol to aromatics.Type: ApplicationFiled: November 1, 2002Publication date: May 6, 2004Inventors: John Scott Buchanan, Jihad Mohammed Dakka, Xiaobing Feng, Jose Guadalupe Santiesteban
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Publication number: 20040045872Abstract: There is provided macrostructures of porous inorganic material which can have controlled size, shape, and/or porosity and a process for preparing the macrostructures. The macrostructures comprise a three-dimension network of particles of porous inorganic materials. The process for preparing the macrostructures involves forming an admixture containing a porous organic ion exchanger and a synthesis mixture capable of forming a porous inorganic material and then converting the synthesis mixture to a solid porous inorganic material. After formation of the composite material, the porous organic ion exchanger can be removed from the composite material to obtain the macrostructures, either before or after the porous inorganic material is hydrothermally treated with a structure directing agent to convert at least a portion of such porous inorganic material to a crystalline molecular sieve composition. The resulting macrostructure is composed of particles of the crystalline molecular sieve composition.Type: ApplicationFiled: July 1, 2003Publication date: March 11, 2004Inventors: Per Johan Sterte, Lubomira Borislavova Tosheva-Jivkova
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Patent number: 6635792Abstract: Disclosed are a process for producing aromatic hydrocarbon compounds and liquefied petroleum gas (LPG) from a hydrocarbon feedstock having boiling points of 30-250° C. and a catalyst useful therefor. In the presence of said catalyst, aromatic components in the hydrocarbon feedstock are converted to BTX-enriched components of liquid phase through hydrodealkylation and/or transalkylation, and non-aromatic components are converted to LPG-enriched gaseous materials through hydrocracking. The products of liquid phase may be separated as benzene, toluene, xylene, and C9 or higher aromatic compounds, respectively according to their different boiling points, while LPG is separated from the gaseous products, in a distillation tower.Type: GrantFiled: November 20, 2001Date of Patent: October 21, 2003Assignee: SK CorporationInventors: Sun Choi, Seung-Hoon Oh, Yong-Seung Kim, Beung-Soo Lim, Kyeong-Hak Seong
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Patent number: 6627780Abstract: A catalyst composition and a process for hydrodealkylating a C9+ aromatic compound such as, for example, 1,2,4-trimethylbenzene to a C6 to C8 aromatic hydrocarbon such as a xylene are disclosed. The composition comprises an alumina, a metal oxide, a phosphorus oxide and optionally, an acid site modifier selected from the group consisting of silicon oxides, sulfur oxides, boron oxides, magnesium oxides, tin oxides, titanium oxides, zirconium oxides, molybdenum oxides, germanium oxides, indium oxides, lanthanum oxides, cesium oxides, and combinations of any two or more thereof. The process comprises contacting a fluid which comprises a C9+ aromatic compound with the catalyst composition under a condition sufficient to effect the conversion of a C9+ aromatic compound to a C6 to C8 aromatic hydrocarbon.Type: GrantFiled: January 9, 2003Date of Patent: September 30, 2003Assignee: Phillips Petroleum CompanyInventors: An-hsiang Wu, Charles A. Drake
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Patent number: 6605566Abstract: A novel supported bimetallic catalyst comprises a group VIII metal such as platinum, and tin, at least a portion of which interacts strongly with the group VIII metal in the catalyst in the reduced state. In the partially oxidized state, the catalyst of the invention contains at least 10% of tin in the form of a reduced tin species with oxidation state 0, said species having an isomer shift in the range 0.80 to 2.60 mm/s and a quadrupolar splitting in the range 0.65 to 2.00 mm/s. The invention also concerns the preparation of said catalyst, and processes using said catalyst for transforming hydrocarbons into aromatic compounds, such as gasoline reforming processes and aromatic production processes.Type: GrantFiled: August 23, 2001Date of Patent: August 12, 2003Assignee: Institut Francais du PetroleInventors: Fabienne Le Peltier, Blaise Didillon, Jean-Claude Jumas, Josette Olivier-Fourcade
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Patent number: 6593503Abstract: A catalyst composition and a process for converting a hydrocarbon stream such as, for example, gasoline to C6 to C8 aromatic hydrocarbons such as toluene and xylenes are disclosed. The catalyst composition includes an alumina, a silica, and a metal wherein the weight ratio of aluminum to silicon is in the range of from about 0.002:1 to about 0.6:1. The process includes contacting a hydrocarbon stream with the catalyst composition under a condition sufficient to effect the conversion of a hydrocarbon to a C6 to C8 aromatic hydrocarbon. Also disclosed is a process for producing the catalyst composition which includes: (1) contacting a zeolite with an effective amount of an acid under a condition sufficient to effect a reduction in aluminum content of the zeolite to produce an acid-leached zeolite; and (2) impregnating the acid-leached zeolite with an effective amount of a metal compound under a condition sufficient to effect the production of a metal-promoted zeolite.Type: GrantFiled: August 12, 1996Date of Patent: July 15, 2003Assignee: Phillips Petroleum CompanyInventors: An-hsiang Wu, Charles A. Drake, Ralph J. Melton
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Publication number: 20030125593Abstract: A catalyst composition and a process for hydrodealkylating a C9+ aromatic compound such as, for example, 1,2,4-trimethylbenzene to a C6 to C8 aromatic hydrocarbon such as a xylene are disclosed. The composition comprises an alumina, a metal oxide, a phosphorus oxide and optionally, an acid site modifier selected from the group consisting of silicon oxides, sulfur oxides, boron oxides, magnesium oxides, tin oxides, titanium oxides, zirconium oxides, molybdenum oxides, germanium oxides, indium oxides, lanthanum oxides, cesium oxides, and combinations of any two or more thereof. The process comprises contacting a fluid which comprises a C9+ aromatic compound with the catalyst composition under a condition sufficient to effect the conversion of a C9+ aromatic compound to a C6 to C8 aromatic hydrocarbon.Type: ApplicationFiled: January 9, 2003Publication date: July 3, 2003Applicant: Phillips Petroleum CompanyInventors: An-Hsiang Wu, Charles A. Drake
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Patent number: 6504076Abstract: A method is provided for conversion of heavy alkylaromatic compounds, particularly those in the C8-C12 range, into more valuable aromatics of benzene, toluene and xylene utilizing a toluene disproportionation unit containing a nickel, palladium or platinum-modified mordenite catalyst. The method allows large amounts of these heavy alkylaromatic compounds to be processed without adversely affecting catalyst activity or catalyst life. This is accomplished by introducing the heavy alkylaromatic compounds into the reactor at constant reaction severity conditions and maintaining those conditions during conversion.Type: GrantFiled: May 18, 2001Date of Patent: January 7, 2003Assignee: Fina Technology, Inc.Inventors: Xin Xiao, James R. Butler
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Publication number: 20020092797Abstract: Disclosed are a process for producing aromatic hydrocarbon compounds and liquefied petroleum gas (LPG) from a hydrocarbon feedstock having boiling points of 30-250° C. and a catalyst useful therefor. In the presence of said catalyst, aromatic components in the hydrocarbon feedstock are converted to BTX-enriched components of liquid phase through hydrodealkylation and/or transalkylation, and non-aromatic components are converted to LPG-enriched gaseous materials through hydrocracking. The products of liquid phase may be separated as benzene, toluene, xylene, and C9 or higher aromatic compounds, respectively according to their different boiling points, while LPG is separated from the gaseous products, in a distillation tower.Type: ApplicationFiled: November 20, 2001Publication date: July 18, 2002Inventors: Sun Choi, Seung-Hoon Oh, Yong-Seung Kim, Beung-Soo Lim, Kyeong-Hak Seong
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Publication number: 20020016258Abstract: A catalyst composition and a process for hydrodealkylating a C9+ aromatic compound such as, for example, 1,2,4-trimethylbenzene to a C6 to C8 aromatic hydrocarbon such as a xylene are disclosed. The composition comprises an alumina, a metal oxide, and a coke suppressor selected from the group consisting of silicon oxides, phosphorus oxides, boron oxides, magnesium oxides, tin oxides, titanium oxides, zirconium oxides, molybdenum oxides, germanium oxides, indium oxides, lanthanum oxides, cesium oxides, and combinations of any two or more thereof. The process comprises contacting a fluid which comprises a C9+ aromatic compound with the catalyst composition under a condition sufficient to effect the conversion of a C9+ aromatic compound to a C6 to C8 aromatic hydrocarbon.Type: ApplicationFiled: February 23, 1999Publication date: February 7, 2002Applicant: Phillips Petroleum CompanyInventors: AN-HSIANG WU, CHARLES A. DRAKE
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Publication number: 20010051754Abstract: A process for toluene disproportionation which obtains high xylene yields while minimizing ethylbenzene production employs a dual catalyst bed. The first bed employs an acid zeolite, e.g., ZSM-5 which disproportionates toluene and the downstream second bed uses an acid zeolite having hydrogenation-dehydrogenation activity, e.g., PtZSM-5, to selectively eliminate ethylbenzene.Type: ApplicationFiled: August 3, 1999Publication date: December 13, 2001Inventors: DARIA N. LISSY, SANJAY B. SHARMA, DAVID S. SHIHABI
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Patent number: RE39222Abstract: A process for producing 2,6-dialkylnaphthalene from a hydrocarbon feedstock that contains at least one component selected from the group consisting of dialkylnaphthalene isomers, monoalkylnaphthalene isomers, polyalkylnaphthalenes, and naphthalene, is provided that includes the following steps: I. separating the hydrocarbon feedstock and/or a dealkylation product fed from step III into a naphthalene fraction, a monoalkylnaphthalene fraction, a dialkylnaphthalene fraction and a remaining products fraction; II. separating and purifying 2,6-dialkylnaphthalene from the dialkylnaphthalene fraction of step I; III. dealkylating the hydrocarbon feedstock and/or the remaining products fraction of step I and feeding the dealkylation product to step I; and IV. alkylating the naphthalene and monoalkylnaphthalene fractions of step I; wherein the hydrocarbon feedstock is fed to step I or step III.Type: GrantFiled: February 19, 2002Date of Patent: August 1, 2006Assignees: Kobe Steel, Ltd., Mobile Oil CorporationInventors: Masahiro Motoyuki, Koji Yamamoto, Ajit Vishwanath Sapre, John Paul McWilliams, Susan Patricia Donnelly