By Alkyl Or Aryl Transfer Between Molecules, E.g., Disproportionation, Etc. Patents (Class 585/470)
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Publication number: 20080132744Abstract: A process is described for the preparation of a heterogeneous catalyst containing rhecnium as active component and C)an inert carrier medium. characterized in that said inert carrier is previously treated with a silanizing compound containing chlorine, before the laying of the active component on the carrier, and the activation of the heterogeneous catalyst takes place by means of thermal treatment followed by a rapid final cooling. The catalyst is particularly active in metathesis reactions of olefins.Type: ApplicationFiled: October 26, 2004Publication date: June 5, 2008Applicant: POLIMERI EUROPA S.p.A.Inventors: Cecilia Querci, Aldo Bosetti, Rinaldo Guerrini, Francesco Panella, Matteo Russo
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Patent number: 7304193Abstract: An aromatics complex flow scheme has been developed. The isomerized xylenes effluent from a xylene recovery zone is recycled to a transalkylation stripper without requiring C8 aromatic hydrocarbons to be separated. This improvement results in an aromatics complex with savings on capital and utility costs and an improvement on the return on investment in such a complex.Type: GrantFiled: May 18, 2006Date of Patent: December 4, 2007Assignee: UOP LLCInventors: Stanley J. Frey, Gavin P. Towler
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Patent number: 7288687Abstract: An aromatics complex flow scheme has been developed in which C7-C8 aliphatic hydrocarbons are recycled to an isomerization unit of a xylene recovery zone to increase the efficiency of the isomerization unit. This improvement results in an aromatics complex with savings on capital and utility costs and an improvement on the return on investment.Type: GrantFiled: May 18, 2006Date of Patent: October 30, 2007Assignee: UOP LLCInventors: Stanley J. Frey, Gavin P. Towler
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Patent number: 7276636Abstract: A styrene process is disclosed that uses a dehydrogenation reactor and a transalkylation reactor and in which a significant portion of the benzene, the inhibitors, or both, recovered from the dehydrogenation reactor passes to the transalkylation reactor. The process disclosed herein can also use an alkylation reactor and can increase the run length of the alkylation catalyst.Type: GrantFiled: August 17, 2005Date of Patent: October 2, 2007Assignee: UOP LLCInventor: John J. Jeanneret
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Patent number: 7230152Abstract: An improved process is disclosed for the selective disproportionation of toluene. The process preferably uses a disproportionation catalyst comprising a pentasil type zeolite such as MFI that is bound with aluminum-phosphate. Running the process at a toluene conversion greater than about 30 wt-% and at a hydrogen-to-hydrocarbon ratio less than 3.0, and especially a ratio of 0.1 to 1.0, improves the maximum yield of para-xylene. Optional periodic rejuvenation by increasing the hydrogen-to-hydrocarbon ratio removes some carbon deposits and restores catalyst activity. An inert diluent gas assists in selective pre-coking of the catalyst as well.Type: GrantFiled: December 15, 2003Date of Patent: June 12, 2007Assignee: UOP LLCInventor: Edwin P. Boldingh
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Patent number: 7220888Abstract: The invention relates to a method for producing hydrocarbons having a modified carbon skeleton by reacting aliphatic hydrocarbons a) with themselves, b) with another aliphatic hydrocarbon or c) with aromatic alkyl substituted hydrocarbons, in the presence of a metal organic catalyst or the hybrid thereof, at a temperature of between 20–400° C. and a pressure of between 0.2–100 bars, wherein the reaction takes place in the presence of hydrogen.Type: GrantFiled: January 5, 2002Date of Patent: May 22, 2007Assignee: Basf AktiengesellschaftInventors: Dominic Vanoppen, Ekkehard Schwab, Jean-Marie Basset, Jean Thivolle-Cazat, Mostapha Taoufik, Michael Schulz, Arthur Höhn
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Patent number: 7179434Abstract: Enabling a transalkylation process to handle both C10 alkylaromatics and unextracted toluene permits the following improvements to be realized. No longer extracting toluene allows a reformate-splitter column to be eliminated. The extraction unit can be moved to the overhead of a benzene column that is also closely integrated with the transalkylation unit. No longer requiring a rigorous split between C9 and C10 alkylaromatics allows a heavy aromatics column to be eliminated. Such an enabled transalkylation process requires stabilization of a transalkylation catalyst through the introduction of a metal function. These improvements result in an aromatics complex apparatus with savings on inside battery limits curve costs and an improvement on the return on investment in such a complex.Type: GrantFiled: September 8, 2004Date of Patent: February 20, 2007Assignee: UOP LLCInventors: Gregory F. Maher, David A. Hamm
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Patent number: 7169368Abstract: Enabling a transalkylation process to handle both C10 alkylaromatics and unextracted toluene permits the following improvements to be realized. No longer extracting toluene allows a reformate-splitter column to be eliminated. The extraction unit can be moved to the overhead of a benzene column and integrated together with the transalkylation unit to reduce costs. No longer requiring a rigorous split between C9 and C10 alkylaromatics allows a heavy aromatics column to be eliminated. Such an enabled transalkylation process requires stabilization of a transalkylation catalyst through the introduction of a metal function. These improvements result in an aromatics complex apparatus with savings on inside battery limits curve costs and an improvement on the return on investment in such a complex.Type: GrantFiled: September 8, 2004Date of Patent: January 30, 2007Assignee: UOP LLCInventors: Lawrence E. Sullivan, Gregory F. Maher, David A. Hamm
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Patent number: 7169730Abstract: Compositions including modified carbide-containing nanorods and/or modified oxycarbide-containing nanorods and/or modified carbon nanotubes bearing carbides and oxycarbides and methods of making the same are provided. Rigid porous structures including modified oxycarbide-containing nanorods and/or modified carbide containing nanorods and/or modified carbon nanotubes bearing modified carbides and oxycarbides and methods of making the same are also provided. The compositions and rigid porous structures of the invention can be used either as catalyst and/or catalyst supports in fluid phase catalytic chemical reactions. Processes for making supported catalyst for selected fluid phase catalytic reactions are also provided.Type: GrantFiled: June 22, 2004Date of Patent: January 30, 2007Assignee: Hyperion Catalysis International, Inc.Inventors: Jun Ma, David Moy
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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: 7128883Abstract: The use of two transalkylation catalysts to react aromatic compounds of carbon number nine (and heavier carbon numbers) with benzene to form carbon number eight aromatics is disclosed. The two catalyst system preserves ethyl-group species on the heavier aromatics that would otherwise de-ethylate over most gas-phase transalkylation catalysts to form undesired ethane gas with benzene or toluene. Thus, by using a transalkylation step to save ethylbenzene, a greater yield of para-xylene or other carbon number eight aromatics may be achieved within an integrated complex. An apparatus and process for the two transalkylation catalyst system is disclosed with a liquid-phase unit and a gas-phase unit.Type: GrantFiled: November 24, 2004Date of Patent: October 31, 2006Assignee: UOP LLCInventor: Robert B. James, Jr.
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Patent number: 7109389Abstract: A process for the disproportionation and transalkylation of toluene and the heavy aromatics comprises: subjecting a first stream of toluene, and a stream enriched in aromatics of nine carbon atoms to toluene disproportionation and transalkylation reactions in the presence of hydrogen in a first reaction zone to produce a first product mixture comprising benzene, aromatics of eight carbon atoms and heavy aromatics of ten and more carbon atoms; subjecting a second stream of toluene, and a stream enriched in heavy aromatics of ten and more carbon atoms to transalkylation reaction in the presence of hydrogen in a second reaction zone to produce a second product mixture comprising benzene, aromatics of eight carbon atoms and aromatics of nine carbon atoms; and isolating and recovering benzene and aromatics of eight carbon atoms from the first and second product mixtures.Type: GrantFiled: March 19, 2003Date of Patent: September 19, 2006Assignees: China Petroleum & Chemical Corporation, Shanghai Research Institute of Petrochemical Technology SinopecInventors: Dejin Kong, Deqin Yang, Huaying Li, Hongli Guo, Tian Ruan
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Patent number: 7094939Abstract: A styrene process is disclosed that uses a dehydrogenation reactor and a transalkylation reactor and in which a significant portion of the benzene, the inhibitors, or both, recovered from the dehydrogenation reactor passes to the transalkylation reactor. The process disclosed herein can also use an alkylation reactor and can increase the run length of the alkylation catalyst.Type: GrantFiled: September 23, 2002Date of Patent: August 22, 2006Assignee: UOP LLCInventor: John J. Jeanneret
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Patent number: 7094941Abstract: A repeated “soak and dry” selectivation process for preparing a modified metallosilicate catalyst composite is disclosed comprising of a mixture of amorphous silica, alumina and a pore size controlled metallosilicate useful for alkylaromatic conversion. The process comprises (a) contacting an intermediate pore metallosilicate with an organosilicon compound in a solvent for a specific duration and then recovering the solvent, (b) combining the organosilicon compound treated metallosilicate with water and then drying the catalyst, (c), repeating the steps a) and b) above and (d) calcining the catalyst in an oxygen containing atmosphere sufficient to remove the organic material and deposit siliceous matter on the metallosilicate. In a another embodiment, when the organosilicon compound is water soluble, step (b) may be avoided.Type: GrantFiled: December 14, 2002Date of Patent: August 22, 2006Assignee: Indian Petrochemicals Corp., Ltd.Inventors: Jagannath Das, Anand Bhimrao Halgeri
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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: 7019184Abstract: The present invention provides a process for natural gas in the form, e.g., of stranded gas or associated gas to transportable liquids. More particularly, the present invention provides a process in which the gas is non-oxidatively converted to aromatic liquid, preferably in proximity to the welihead, which may be onshore or offshore. In one aspect, the present invention provides integration of separation of wellhead fluids into associated gas and crude with blending of the aromatic liquid derived from the gas with the crude. Alternatively, or in combination, in another aspect, the present invention provides integration of conversion of byproduct hydrogen to power with non-oxidative conversion of gas to aromatic liquid.Type: GrantFiled: May 6, 2002Date of Patent: March 28, 2006Assignee: Conocophillips CompanyInventors: Joe D. Allison, Neil Meldrum, Doug S. Jack, Marc J. Ledoux
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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: 6972347Abstract: A method for converting aromatic hydrocarbons by contacting an aromatic hydrocarbon starting material including benzene and having a non-aromatic compound content of 1% by weight or less, with a catalystto generate useful C7 and C8 aromatic hydrocarbons while reducing the catalyst deactivation.Type: GrantFiled: June 8, 2000Date of Patent: December 6, 2005Assignee: Toray Industries, Inc.Inventors: Akira Kitamura, Ryoji Ichioka, Shinobu Yamakawa
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Patent number: 6958425Abstract: The use of transalkylation catalysts to react heavy aromatic compounds of carbon number nine (and heavier carbon numbers) with benzene to form carbon number eight aromatics is disclosed. The catalyst system preserves ethyl-group species on the heavier aromatics that are otherwise de-ethylated over most gas-phase transalkylation catalysts to form undesired ethane gas with benzene or toluene. The catalyst system also promotes methyl-group species transalkylation at selected conditions. Thus, by using the transalkylation system, a greater yield of para-xylene or other carbon number eight aromatics may be achieved overall within an integrated aromatics complex.Type: GrantFiled: June 13, 2003Date of Patent: October 25, 2005Assignee: UOP LLCInventors: Paula L. Bogdan, Robert B. James, Jr., Gregory F. Maher
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Patent number: 6936744Abstract: The present invention provides a process for producing a monoalkylated aromatic compound, particularly cumene, comprising the step of contacting a polyalkylated aromatic compound with an alkylatable aromatic compound under at least partial liquid phase conditions and in the presence of a transalkylation catalyst to produce the monoalkylated aromatic compound, wherein the transalkylation catalyst comprises a mixture of at least two different crystalline molecular sieves, wherein each of said molecular sieves is selected from zeolite beta, zeolite Y, mordenite and a material having an X-ray diffraction pattern including d-spacing maxima at 12.4±0.25, 6.9±0.15, 3.57±0.07 and 3.42±0.07 Angstrom.Type: GrantFiled: July 19, 2000Date of Patent: August 30, 2005Assignee: ExxonMobil Chemical Patents, Inc.Inventors: Jane Chi Ya Cheng, Michael Alan Steckel, Charles Morris Smith, William Alois Weber, Stephen Harold Brown, Ajit Bhaskar Dandekar, Michael Alan Better
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Patent number: 6924407Abstract: Improved methods for conducting solid acid-catalyzed, near- or supercritical heterogeneous chemical reactions (e.g., alkylation reactions) are provided which give enhanced product yields and permit longer processing runs. The preferred reactions of the invention are carried out in the presence of a solid macroporous catalyst having a surface area of from about 50-400 m2/g and a pore size of from about 70-150 ?. Product selectivity is enhanced by pressure-tuning of the reaction to promote production and separation of desired reaction products. In continuous processing, the chemical reaction may be interrupted before significant catalyst deactivation, followed by increasing reactor pressure and/or reducing reactor temperature to remove the accumulating coke; when the catalyst is regenerated, the original reaction conditions and reactant introduction may be resumed.Type: GrantFiled: August 27, 2001Date of Patent: August 2, 2005Assignee: The University of KansasInventors: Bala Subramaniam, Christopher James Lyon
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Patent number: 6890423Abstract: The invention provides distillate fuel blend components with improved seal swell and lubricity properties obtained from Fischer Tropsch products. The blends contain a highly paraffinic distillate fuel component and distillate-boiling alkylcycloparaffins and/or distillate-boiling alkylaromatics. The invention further provides processes for obtaining such blends using the products of Fischer Tropsch processes. Finally, the invention provides methods for improving seal swell and lubricity properties for distillate fuels.Type: GrantFiled: October 19, 2001Date of Patent: May 10, 2005Assignee: Chevron U.S.A. Inc.Inventor: Dennis J. O'Rear
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Patent number: 6872865Abstract: An improved catalytic composite and process are disclosed for the selective disproportionation of toluene. The process uses a layered composite comprising a catalytically active core which comprises a zeolitic aluminosilicate having a SiO2:Al2O3 ratio of 8 to 50 and a relatively inactive protective mantle which preferably comprises boralite. Optionally, the composite is selectively precoked prior to toluene disproportionation. The composite and process provide improved selectivity for the production of paraxylene.Type: GrantFiled: January 6, 2000Date of Patent: March 29, 2005Assignee: UOP LLCInventors: Susan C. Koster, Jennifer S. Holmgren
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Patent number: 6867339Abstract: A complete new process for producing p-xylene is provided to solve the problems in the prior arts of the great amount of benzene as a by-product and the requirement of low content of C10+ heavy aromatics in the feedstock. The process comprises first subjecting benzene and C9+ aromatics to alkyl transfer reaction to produce toluene and C8 aromatics, then conducting toluene selective disproportionation, and molecular sieve adsorptive separation and isomerization of C8 aromatics, to obtain p-xylene.Type: GrantFiled: March 19, 2003Date of Patent: March 15, 2005Assignees: China Petroleum & Chemical Corporation, Shanghai Research Institute of Petrochemical Technology SinopecInventors: Dejin Kong, Weisheng Yang, Hongli Guo, Huaying Li
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Patent number: 6864400Abstract: The present invention concerns a catalyst which contain at least one zeolite with structure type NES, preferably NU-87, comprising silicon and at least one element T selected from the group formed by aluminium, iron, gallium and boron. Preferably, element T has been extracted so that the overall Si/T atomic ratio is more than 20. This zeolite is at least partially in its acid form. The binder is preferably alumina. The catalyst also contains at least one metal selected from the group formed by group VIIB, group VIB and iridium, preferably rhenium. Finally, the catalyst optionally also contains at least one metal selected from the group formed by elements from groups III and IV of the periodic table, preferably indium or tin. The present invention also concerns the use of the catalyst in a process for transalkylating alkylaromatic hydrocarbons such as toluene and alkylaromatic compounds containing at least 9 carbon atoms.Type: GrantFiled: May 2, 2003Date of Patent: March 8, 2005Assignee: Institut Francais DuPetroleInventors: Elisabeth Merlen, Fabio Alario, Nathalie Ferrer, Olivia Martin
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Patent number: 6858129Abstract: There is provided a zeolite bound zeolite catalyst which does not contain significant amount of non-zeolitic binder and can be tailored to optimize its performance and a process for converting hydrocarbons utilizing the zeolite bound zeolite catalyst. The zeolite bound zeolite catalyst comprises core crystals containing first crystals of a first zeolite and optionally second crystals of a second zeolite having a composition, structure type, or both that is different from said first zeolite and binder crystals containing third crystals of a third zeolite and optionally fourth crystals of a fourth zeolite having a composition, structure type, or both that is different from said third zeolite. If the core crystals do not contain the second crystals of the second zeolite, then the binder crystals must contain the fourth crystals of the fourth zeolite. The zeolite bound zeolite finds application in hydrocarbon conversion processes, e.g.Type: GrantFiled: August 6, 2003Date of Patent: February 22, 2005Assignee: ExxonMobil Chemical Patents Inc.Inventors: Gary David Mohr, Kenneth Ray Clem, Wilfried Jozef Mortier, Machteld Maria Mertens, Xiaobing Feng, Marc H. Anthonis, Bart Schoofs
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Patent number: 6855854Abstract: The use of two transalkylation catalysts to react aromatic compounds of carbon number nine (and heavier carbon numbers) with benzene to form carbon number eight aromatics is disclosed. The two catalyst system preserves ethyl-group species on the heavier aromatics that would otherwise de-ethylate over most gas-phase transalkylation catalysts to form undesired ethane gas with benzene or toluene. Thus, by using a transalkylation step to save ethylbenzene, a greater yield of para-xylene or other carbon number eight aromatics may be achieved within an integrated complex. An apparatus and process for the two transalkylation catalyst system is disclosed with a liquid-phase unit and a gas-phase unit.Type: GrantFiled: June 13, 2003Date of Patent: February 15, 2005Assignee: UOP LLCInventor: Robert B. James, Jr.
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Patent number: 6846964Abstract: 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: November 1, 2002Date of Patent: January 25, 2005Assignee: Fina Technology, Inc.Inventors: Xin Xiao, James R. Butler
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Patent number: 6838585Abstract: A palladium catalyzed cross-coupling of aryldiazonium salts with organosilanes is disclosed. New reactions that are user friendly and environmentally friendly are now possible, including some reactions that could not be achieved using prior methods. The organosilanes that may be cross-coupled with aryldiazonium salts include, for example, Ar?—Si(L)3, where Ar?=aryl, and where L?CH3, OCH3, F, Cl, R, or OR.Type: GrantFiled: November 8, 2001Date of Patent: January 4, 2005Assignee: Board of Supervisors of Louisiana State University and Agricultural and Mechanical CollegeInventor: David A. Spivak
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Patent number: 6822129Abstract: A method for isomerizing aromatic compounds, wherein at least one aromatic compound is contacted with a zeolite-containing catalyst, and in which the zeolite is characterized in that: (1) the minimum value of the pore aperture diameter of the major channels therein is larger than 0.65 nanometers, orthe maximum value thereof is larger than 0.70 nanometers, and (2) the major channels do not intersect any others with larger apertures than oxygen 10-membered ring; and the aromatic compounds are at least one selected from; (a) aromatic compounds having at least three substituents, (b) aromatic compounds having two substituents of which at least one is a halogen or has at least 2 carbon atoms, and (c) naphthalene or anthracene derivatives having substituent(s), wherein aromatic compounds having a relatively large molecular size can be efficiently isomerized.Type: GrantFiled: August 1, 2000Date of Patent: November 23, 2004Assignee: Toray Industries, Inc.Inventors: Masahito Yoshikawa, Hajime Kato
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Patent number: 6809229Abstract: Compositions including carbide-containing nanorods and/or oxycarbide-containing nanorods and/or carbon nanotubes bearing carbides and oxycarbides and methods of making the same are provided. Rigid porous structures including oxycarbide-containing nanorods and/or carbide containing nanorods and/or carbon nanotubes bearing carbides and oxycarbides and methods of making the same are also provided. The compositions and rigid porous structures of the invention can be used either as catalyst and/or catalyst supports in fluid phase catalytic chemical reactions. Processes for making supported catalyst for selected fluid phase catalytic reactions are also provided.Type: GrantFiled: December 18, 2001Date of Patent: October 26, 2004Assignee: Hyperion Catalysis International, Inc.Inventors: David Moy, Chunming Niu, Jun Ma, Jason M. Willey
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Patent number: 6803493Abstract: A process for the disproportionation of toluene over a mordenite catalyst with a feedstock of a lower than normal toluene content and having a significant content of non-aromatic hydrocarbons, having from 6-8 carbon atoms. A toluene feedstock and a hydrogen co-feed are supplied to reaction zone containing a mordenite disproportionation catalyst. The feedstock has a toluene content of 80-90 wt. % and a C6-C8 non-aromatic content of 10-20 wt. %. The reaction zone is at temperature and pressure effective to cause a disproportionation of the toluene to benzene and xylene with the concomitant cracking of the non-aromatic hydrocarbons to lower molecular weight hydrocarbons. A product stream comprising toluene, benzene, xylene and C2-C4 aliphatic hydrocarbons is recovered from the reaction zone. The mordenite catalyst is promoted with a metal such as nickel, palladium or platinum to enhance the hydrogenation activity of the catalyst.Type: GrantFiled: August 15, 2003Date of Patent: October 12, 2004Assignee: Fina Technology, Inc.Inventors: Xin Xiao, Becky Fussell
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Patent number: 6777583Abstract: There is provided a substantially binder-free catalytic molecular sieve which has been modified by being ex situ selectivated with a silicon compound. The ex situ selectivation involves exposing the molecular sieve to at least two silicon impregnation sequences, each sequence comprising an impregnation with a silicon compound followed by calcination. The catalyst may be used in a hydrocarbon conversion process, such as toluene disproportionation.Type: GrantFiled: August 26, 2002Date of Patent: August 17, 2004Assignee: ExxonMobil Oil CorporationInventors: Jeffrey S. Beck, Jane C. Cheng, Sharon B. McCullen, David H. Olson, David L. Stern
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Patent number: 6774273Abstract: The present invention relates to a process for the selective disproportionation of toluene and the disproportionation and transalkylation of toluene and C9+ aromatics to mainly solve the problems in the prior arts of the great amount of recycle stream, high energy consumption or harsh requirement for the reaction feedstocks. The present invention has better solved these problems by the technical solution using a process for selective disproportionation of toluene to produce mixed xylenes containing a high concentration of p-xylene, and subsequent disproportionation and transalkylation of C9+ aromatics and toluene to produce benzene and the mixed xylenes which are in the thermodynamic equilibrium. The process is applicable to the industrial production.Type: GrantFiled: October 22, 2002Date of Patent: August 10, 2004Assignee: China Petroleum & Chemical CorporationInventors: Zaiku Xie, Weisheng Yang, Dejin Kong, Dongmao Zhu
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Patent number: 6706937Abstract: A process for the transalkylation of an aromatic feedstock containing a benzene component and a polyalkylated aromatic component comprising at least one polyalkyl aromatic compound of at least nine carbon atoms. The feedstock is supplied to a reaction zone containing a metal modified zeolite transalkylation catalyst. The reaction zone is operated under conditions providing an equivalent conversion of pure toluene in the presence of the catalyst within the range of 40-55%, resulting in a transalkylated product with a reduced polyalkyl benzene content and an enhance monoalkyl benzene content relative to the transalkylation feedstock. In continued operation of the transalkylation reaction zone, at least one of the reaction conditions of temperature, pressure, and space velocity is adjusted in order to maintain a constant reaction severity to provide a desired equivalent conversion of toluene within a tolerance range of ±2%.Type: GrantFiled: June 11, 2002Date of Patent: March 16, 2004Assignee: Fina Technology, Inc.Inventors: Xin Xiao, James R. Butler
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Publication number: 20040035751Abstract: The present invention relates to new mesoporous inorganic solids in the form of primary and/or secondary inorganic particles of D10≧1 &mgr;m and D50≧3 &mgr;m, preferably from D10≧2 &mgr;m and D50≧10 &mgr;m the size of which can go up to 10 mm, wherein the microporous volume (pores of size less than or equal to 2 &mgr;m) represents at most 10% of the total porous volume up to 300 nm.Type: ApplicationFiled: May 14, 2003Publication date: February 26, 2004Applicant: CECA, S.A.Inventor: Dominique Plee
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Publication number: 20030229258Abstract: A process for the transalkylation of an aromatic feedstock containing a benzene component and a polyalkylated aromatic component comprising at least one polyalkyl aromatic compound of at least nine carbon atoms. The feedstock is supplied to a reaction zone containing a metal modified zeolite transalkylation catalyst. The reaction zone is operated under conditions providing an equivalent conversion of pure toluene in the presence of the catalyst within the range of 40-55%, resulting in a transalkylated product with a reduced polyalkyl benzene content and an enhance monoalkyl benzene content relative to the transalkylation feedstock. In continued operation of the transalkylation reaction zone, at least one of the reaction conditions of temperature, pressure, and space velocity is adjusted in order to maintain a constant reaction severity to provide a desired equivalent conversion of toluene within a tolerance range of ±2%.Type: ApplicationFiled: June 11, 2002Publication date: December 11, 2003Inventors: Xin Xiao, James R. Butler
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Publication number: 20030208094Abstract: The present invention concerns a catalyst which contain at least one zeolite with structure type NES, preferably NU-87,, comprising silicon and at least one element T selected from the group formed by aluminium, iron, gallium and boron. Preferably, element T has been extracted so that the overall Si/T atomic ratio is more than 20. This zeolite is at least partially in its acid form. The binder is preferably alumina. The catalyst also contains at least one metal selected from the group formed by group VIIB, group VIB and iridium, preferably rhenium. Finally, the catalyst optionally also contains at least one metal selected from the group formed by elements from groups III and IV of the periodic table, preferably indium or tin. The present invention also concerns the use of the catalyst in a process for transalkylating alkylaromatic hydrocarbons such as toluene and alkylaromatic compounds containing at least 9 carbon atoms.Type: ApplicationFiled: May 2, 2003Publication date: November 6, 2003Applicant: Institut Francais du PetroleInventors: Elisabeth Merlen, Fabio Alario, Nathalie Ferrer, Olivia Martin
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Patent number: 6642425Abstract: A unified process for reactive distillation under pressure for the alkylation of light aromatic hydrocarbons such as benzene and cumene with straight chain C6-C18 olefins using a solid acid alkylation catalyst supported in the reflux zone of the distillation column. The process is continuous, using a reactive distillation configuration such that at least a portion of the olefin is injected below the benzene rectification zone at the top of the column. The aromatic hydrocarbon is injected continuously at a low rate above the rectification zone at the base of the column and above the reboiler. The alkylation reaction takes place primarily in the liquid phase on the solid acid catalyst and is characterized in that the molar ratio of aromatic hydrocarbon to olefin in the liquid phase may be adjusted.Type: GrantFiled: March 5, 2002Date of Patent: November 4, 2003Assignee: Sasol North America Inc.Inventors: J. Barry Winder, Donald L. Wharry, John R. Schell, Mary J. Brown, Joy L. Murray, Richard C. Howe, Wayne L. Sorensen, Daniel P. Szura
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Publication number: 20030171630Abstract: A unified process for reactive distillation under pressure for the alkylation of light aromatic hydrocarbons such as benzene and cumene with straight chain C6-C18 olefins using a solid acid alkylation catalyst supported in the reflux zone of the distillation column. The process is continuous, using a reactive distillation configuration such that at least a portion of the olefin is injected below the benzene rectification zone at the top of the column. The aromatic hydrocarbon is injected continuously at a low rate above the rectification zone at the base of the column and above the reboiler. The alkylation reaction takes place primarily in the liquid phase on the solid acid catalyst and is characterized in that the molar ratio of aromatic hydrocarbon to olefin in the liquid phase may be adjusted.Type: ApplicationFiled: March 5, 2002Publication date: September 11, 2003Inventors: J. Barry Winder, Donald L. Wharry, John R. Schell, Mary J. Brown, Joy L. Murray, Richard C. Howe, Wayne L. Sorensen, Daniel P. Szura
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Patent number: 6593504Abstract: An improved process is disclosed for the selective transalkylation of toluene and, optionally, of C9 aromatics. The process preferably uses a bound sulfated zirconia catalyst to provide improved selectivity for the production of xylenes.Type: GrantFiled: October 19, 1999Date of Patent: July 15, 2003Assignee: UOP LLCInventors: Maureen L. Bricker, Charles P. McGonegal
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Publication number: 20030092948Abstract: The invention relates to a process for alkylating a hydrcarbon feed which comprises contacting the hydrocarbon feed to be alkylated with an alkylation agent in the presence of a catalyst comprising a solid acid, a hydrogenation component consisting essentially of one or more Group VIII noble metals, and at least about 0.05 wt % of sulfur, based on the total weight of the catalyst composition. The invention further pertains to a catalyst suitable for said process and to a process for the preparation of said catalyst. The use of said catalyst results in a high conversion of the alkylation agent, a high C5+ alkylate yield, and a good stability, while the selectivity has improved over the use of a comparable catalyst without sulfur.Type: ApplicationFiled: October 22, 2002Publication date: May 15, 2003Inventors: Emanuel Hermanus van Broekhoven, Pieter Bogaard
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Publication number: 20030092950Abstract: 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: ApplicationFiled: November 1, 2002Publication date: May 15, 2003Applicant: Fina Technology, Inc.Inventors: Xin Xiao, James R. Butler
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Publication number: 20030073876Abstract: Improved methods for conducting solid acid-catalyzed, near- or supercritical heterogeneous chemical reactions (e.g., alkylation reactions) are provided which give enhanced product yields and permit longer processing runs. The preferred reactions of the invention are carried out in the presence of a solid macroporous catalyst having a surface area of from about 50-400 m2/g and a pore size of from about 70-150 Å. Product selectivity is enhanced by pressure-tuning of the reaction to promote production and separation of desired reaction products. In continuous processing, the chemical reaction may be interrupted before significant catalyst deactivation, followed by increasing reactor pressure and/or reducing reactor temperature to remove the accumulating coke; when the catalyst is regenerated, the original reaction conditions and reactant introduction may be resumed.Type: ApplicationFiled: August 27, 2001Publication date: April 17, 2003Inventors: Bala Subramaniam, Christopher James Lyon
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Patent number: 6534690Abstract: A process for the preparation of at least one spherically shaped porous microcomposite is provided which microcomposite comprises a perfluorinated ion-exchange polymer containing pendant sulfonic and/or carboxylic acid groups entrapped within and highly dispersed throughout a network of inorganic oxide, wherein the weight percentage of the perfluorinated ion-exchange polymer in the microcomposite is from about 0.1 to about 90 percent, and wherein the size of the pores in the microcomposite is about 0.Type: GrantFiled: April 26, 2001Date of Patent: March 18, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Mark Andrew Harmer, Qun Sun
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Patent number: 6528695Abstract: The invention relates to a process for the production of at least one isomer of xylenes, preferably paraxylene, as well as benzene, starting from a C8-aromatic fraction, whereby said process comprises a zone for separation of xylenes, a zone for isomerization of aromatic compounds with 8 carbon atoms used in the presence of a catalyst that comprises at least one EUO-structural-type zeolite that is selected from among the EU-1, TPZ-3, ZSM-50 zeolites and at least one metal of group VIII of the periodic table, and finally a transalkylation zone of C7- and C9-aromatic compounds. The invention makes it possible to produce paraxylene and benzene with a high yield, starting from a C8-aromatic fraction that comprises a large amount of ethylbenzene with improved performance levels of the isomerization stage and a good conversion of ethylbenzene in the transalkylation stage.Type: GrantFiled: June 22, 2000Date of Patent: March 4, 2003Assignee: Institut Francais du PetroleInventors: Julia Magne-Drisch, Gérard Hotier, Jean-François Joly, Elisabeth Merlen, Fabio Alario
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Patent number: 6512154Abstract: A process for the production of at least one xylene isomer, paraxylene, metaxylene or orthoxylene from an aromatic feedstock that has 7 to 10 carbon atoms per molecule. The process comprises a stage for transalkylation of C7- and C9-aromatic compounds, a stage for separation of xylenes and a stage for isomerization of xylenes. The isomerization catalyst used in the process comprises at least one EUO zeolite composition whose crystals are grouped in aggregates that have a grain size with a value of Dv,90 less than or equal to 500 microns and at least one element of group VIII.Type: GrantFiled: June 22, 2000Date of Patent: January 28, 2003Assignee: Institut Francais du PetroleInventors: Julia Magne-Drisch, Gérard Hotier, Jean-François Joly, Elisabeth Merlen, Fabio Alario
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Patent number: 6504073Abstract: A method for converting benzene and aromatic hydrocarbon compounds having 9 or more carbon atoms contained in a material oil having a boiling point of 30˜210° C. into toluene and aromatic hydrocarbon compounds having 8 carbon atoms in the presence of hydrogen and the said catalyst. The catalyst can be obtained by carrying at least one metal or metal compound selected from Group VIII and Group VIA of the Periodic Table on a carrier containing zeolites in which maximum diameter among diameters of its micropores is 0.6-1.0 nm and a ratio of SiO2/Al2O3 is 50 or more.Type: GrantFiled: July 20, 1998Date of Patent: January 7, 2003Assignee: Nippon Mitsubishi Oil CorporationInventors: Masaru Ushio, Eiji Yasui, Fumio Haga, Toshiyuki Enomoto
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Patent number: 6462248Abstract: Aromatic compounds having an alkyl group with at least 3 carbon atoms are produced in a process comprising at least one of the following steps: (1) a step of contacting a starting material that contains an aromatic compound having a branched alkyl group with at least 3 carbon atoms, with a zeolite-containing catalyst in a liquid phase in the presence of hydrogen therein, thereby changing the position of the carbon atoms of the alkyl group bonding to the aromatic ring of the compound; (2) a step of contacting a starting material that contains an aromatic compound having a branched alkyl group with at least 3 carbon atoms, with a catalyst containing zeolite and containing rhenium and/or silver, in a liquid phase, thereby changing the position of the carbon atoms of, the alkyl group bonding to the aromatic ring of the compound; (3) a step of contacting a halogenated aromatic compound having an alkyl group with at least 3 carbon atoms, with an acid-type catalyst, thereby isomerizing the compound; (4) a step oType: GrantFiled: August 30, 1999Date of Patent: October 8, 2002Assignee: Toray Industries, Inc.Inventors: Jiro Nakatani, Eiichi Minomiya, Masahiro Inohara, Kazuyoshi Iwayama, Tetsuya Kato
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Patent number: 6462247Abstract: A toluene disproportionation process is disclosed which converts toluene to benzene and xylenes over a nickel mordenite catalyst utilizing increased throughputs.Type: GrantFiled: July 15, 1996Date of Patent: October 8, 2002Assignee: Fina Technology, Inc.Inventors: Kevin Peter Kelly, James Roy Butler