Using Metal, Metal Oxide, Or Hydroxide Catalyst Patents (Class 585/467)
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Patent number: 5847254Abstract: This invention is directed to a fluorine-containing mordenite catalyst and use thereof in the manufacture of linear alkylbenzene (LAB) by alkylation of benzene with an olefin. The olefin may have from about 10 to 14 carbons. The fluorine-containing mordenite is prepared typically by treatment with an aqueous hydrogen fluoride solution. The benzene alkylation may be conducted using reactive distillation.Type: GrantFiled: February 8, 1996Date of Patent: December 8, 1998Assignee: Huntsman Petrochemical CorporationInventors: John F. Knifton, Prakasa Rao Anantaneni, P. Eugene Dai
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Patent number: 5847255Abstract: Process for the production of ethylbenzene by alkylation over a silicalite alkylation catalyst with the subsequent transalkylation of diethylbenzene with the alkylation catalyst and conditions selected to retard xylene production and also heavies production. A feedstock containing benzene and ethylene is applied to a multi-stage alkylation reaction zone having a plurality of series-connected catalyst beds containing a pentasil molecular sieve alkylation catalyst which is silicalite of a predominantly monoclinic symmetry having a silica/alumina ratio of at least 275. The feedstock is supplied to the alkylation reaction zone to cause gas-phase ethylation of benzene at a flow rate to provide a space velocity of benzene over the catalyst to produce a xylene concentration in the product of about 600 ppm or less based upon the ethylbenzene content.Type: GrantFiled: May 21, 1997Date of Patent: December 8, 1998Assignee: Fina Technology, Inc.Inventors: Ashim Kumar Ghosh, James T. Merrill, James R. Butler
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Patent number: 5847253Abstract: A process for the production of alkylaromatic hydrocarbons that operates with a high water content in an alkylation zone and a low water content in a transalkylation zone is disclosed. An aromatic feed and an acyclic feed are first passed through the alkylation reaction zone that operates at a high water content. A stripping column receives the effluent of the alkylation reaction zone, removes water and unreacted aromatic feed and produces a bottom stream containing unreacted aromatic feed and alkylated aromatics. A recycle column receives the bottom stream and produces an overhead stream of unreacted aromatic feed having a low water content. The overhead stream and a stream of polyalkylated aromatics are contacted in the transalkylation zone.Type: GrantFiled: March 18, 1997Date of Patent: December 8, 1998Assignee: UOP LLCInventors: Perry K. Ho, Constante P. Tagamolila
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Patent number: 5811612Abstract: A catalytic composition is described for the alkylation or transalkylation of aromatic compounds consisting of zeolite Beta, as such or modified by the isomorphic substitution of aluminium with boron, iron or gallium or by the introduction of alkaline/earth-alkaline metals following ion exchange processes, and of an inorganic ligand, wherein the extrazeolite porosity, i.e. the porosity obtained by adding the mesoporosity and macroporosity fractions present in the catalytic composition itself, is such as to be composed for a fraction of at least 25% of pores with a radius higher than 100 .ANG..Type: GrantFiled: June 7, 1995Date of Patent: September 22, 1998Assignee: Enichem Synthesis S.p.A.Inventors: Gianni Girotti, Oscar Cappellazzo
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Patent number: 5811614Abstract: A process is disclosed for the catalytic norbornylation of aromatics comprising the steps of contacting norborene and an aromatic hydrocarbon with an acidic solid catalyst containing a Group IVB metal oxide modified with an oxyanion of a Group VIB metal under norbornylation conditions to evolve a product containing norbornylated aromatics.Type: GrantFiled: September 17, 1997Date of Patent: September 22, 1998Assignee: Mobil Oil CorporationInventors: Francis V. Acholla, Jose G. Santiesteban
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Patent number: 5811613Abstract: A selective, simple and efficient process for single step alkylation of ethylbenzene with ethanol, in the presence of catalytically effective amount of pore size controlled and preconditioned gallo aluminosilicate zeolite is disclosed. The process comprises subjecting a feed mixture of ethylbenzene, ethanol and optionally one or more of the reaction product/byproduct in contact with the catalyst under a chosen set of conditions. The product para-diethylbenzene can be recovered directly from the reactor effluent, by simple distillation, avoiding complicated separation processes, with a high purity sufficient for commercial application.Type: GrantFiled: April 5, 1996Date of Patent: September 22, 1998Assignee: Indian Petrochemicals Corporation LimitedInventors: Yajnavalkya Subray Bhat, Jagannath Das, Anand Bhimrao Halgeri
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Patent number: 5804690Abstract: A mono-methylation process for the production of methylated aromatics by reacting aromatics with dimethylcarbonate in the presence of a metal oxide or binary metal oxide catalyst. A process for preparing toluene from benzene by reacting with dimethylcarbonate and a process for preparing xylene from toluene by reacting with dimethylcarbonate are described.Type: GrantFiled: December 14, 1995Date of Patent: September 8, 1998Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Tracy J. Huang
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Patent number: 5789640Abstract: Disclosed is a process for continuous alkylation of aromatics or their derivatives in the presence of a solid acid catalyst in a liquid-solid circulating fluidized bed system, said system comprising a liquid-solid cocurrent upflow reactor, a sedimentation washing tower for the used catalyst, a liquid-solid cocurrent upflow regenerator, a sedimentation washing tower for the regenerated catalyst, and two vortical liquid-solid separators. By regeneration of the used catalyst, continuous alkylation process is achieved in this system.Type: GrantFiled: April 29, 1996Date of Patent: August 4, 1998Assignees: China Petro-Chemical Corporation, Tsinghua University, Research Institute of Petroleum Processing SinopecInventors: Yong Jin, Wugeng Liang, Zhanwen Wang, Zhiging Yu, Enze Min, Mingyuan He, Zhijian Da
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Patent number: 5789639Abstract: A process for manufacturing an alkenyl compound which comprises reacting an alkylbenzene and 1,3-butadiene in the presence of metallic sodium or a combination of metallic sodium and an oxide, a hydroxide, or a salt of potassium, rubidium or an alkaline earth metal, or a mixture of these under a pressure of 1 kPa (gauge) to 30 MPa (gauge). The process can produce alkenyl compound which is an industrially valuable compound as a raw material for the manufacture of naphthalenedicarboxylic acid, a highly useful raw material of polymers, at a high yield using a small amount of metallic sodium.Type: GrantFiled: July 14, 1995Date of Patent: August 4, 1998Assignees: Cosmo Oil Co., Ltd., Petroleum Energy CenterInventor: Takashi Itoh
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Patent number: 5779882Abstract: A layered composition of matter, MCM-56, has an X-ray diffraction pattern including lines at d-spacing values of 12.4.+-.0.2, 9.9.+-.0.3, 6.9.+-.0.1, 6.2.+-.0.1, 3.55.+-.0.07 and 3.42.+-.0.07 Angstroms and has been selectively modified so that the ratio of the number of active acid sites at its external surface to the number of internal active acid sites is greater than that of the unmodified material. When used as an additive to a large pore zeolite catalyst in the catalytic cracking of a petroleum feedstock, the modified MCM-56 gives an improved gasoline yield/octane relationship, an improved coke selectivity and a higher combined gasoline and potential alkylate yield than an identical catalyst containing unmodified MCM-56.Type: GrantFiled: July 22, 1996Date of Patent: July 14, 1998Assignee: Mobil Oil CorporationInventors: Arthur W. Chester, Anthony S. Fung, Charles T. Kresge, Wieslaw J. Roth
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Patent number: 5777187Abstract: This invention is directed to a fluorine-containing mordenite catalyst and use thereof in the manufacture of linear alkylbenzene (LAB) by alkylation of benzene with an olefin. The olefin may have from about 10 to 14 carbons. The fluorine-containing mordenite is prepared typically by treatment with an aqueous hydrogen fluoride solution. The benzene alkylation may be conducted using reactive distillation. Yield and bromine index of the LAB may be improved by further alkylation using a fluorine containing clay catalyst such as montmorillonite clay.Type: GrantFiled: June 12, 1996Date of Patent: July 7, 1998Assignee: Huntsman Petrochemical CorporationInventors: John F. Knifton, Prakasa Rao Anantaneni
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Patent number: 5773678Abstract: The invention concerns the use of a catalyst comprising at least one zeolite having a mazzite type structure in its acid form, the catalytic properties of the catalyst having been modified by depositing, on the external surface of the crystals, at least one metal selected from metals from group IIa of the periodic classification of the elements, such as Be, Mg, Ca, Sr or Ba, group IVb, such as Ti, Zr or Hf, group IIb such as Zn, Cd or Hg and group IVa such as Ge, Sn or Pb, said catalyst also comprising at least one matrix and, optionally at least one element selected from the group formed by IB and VIII of the periodic classification of the elements, for the dismutation of alkylaromatic hydrocarbons, preferably for the dismutation of toluene to produce benzene and xylenes, and/or for the transalkylation of alkylaromatic hydrocarbons, preferably for the transalkylation of toluene and trimethylbenzenes to produce xylenes.Type: GrantFiled: February 7, 1997Date of Patent: June 30, 1998Assignee: Institut Francais du PetroleInventors: Eric Benazzi, Fabio Alario
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Patent number: 5770782Abstract: This invention is directed to a reactive distillation process and system for the alkylation of liquid aromatic compounds with a liquid olefin or olefin/paraffin mixture. The aromatic compound may have from about 6 to about 30 carbons and the olefin may have from about 8 to 30 carbons. The system has a reactor configuration utilizing an alkylation catalyst, a reboiler with product takeoff, and a feed inlet above the catalyst bed. The system may also include a means for in-situ mixing of the aromatic compound and olefin or olefin/paraffin mixture, an overhead condenser and/or a water takeoff.Type: GrantFiled: February 8, 1996Date of Patent: June 23, 1998Assignee: Huntsman Petrochemical CorporationInventors: John F. Knifton, Prakasa Rao Anantaneni, Melvin Stockton
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Patent number: 5756873Abstract: A method is provided for simply and effectively increasing monoalkylation of aromatic compounds while also increasing the life of the acid catalyst used to alkylate said compounds. The method and apparatus involve drastically reducing the amount of the alkylation agent present in the reaction mixture, e.g., to at least about a 99:1 excess of aromatic, preferably to about a 999:1 excess of aromatic. In a preferred embodiment, the alkylation agent is introduced intermittently, or in stages, at a ratio of at least 999:1 so that the excess of aromatic may be maintained at all points in the reactor in order to most effectively prolong the life of the catalyst. For continuous operation, a single reactor equipped with multiple injection ports may be used, or multiple reactors may be connected in series adapted so that the alkylation agent may be introduced prior to each reactor.Type: GrantFiled: August 5, 1992Date of Patent: May 26, 1998Assignee: Exxon Chemical Patents Inc.Inventor: John Di-Yi Ou
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Patent number: 5756872Abstract: A process wherein an FCCU off gas is treated by first subjecting the off gas to an alkylation with a heavy reformat to remove the propylene and contaminants after which the gas is separated from the reformat and alkylated products by distillation to produce an ethylene feed suitable for the reaction with benzene to produce ethyl benzene.Type: GrantFiled: January 27, 1997Date of Patent: May 26, 1998Assignee: Catalytic Distillation TechnologiesInventors: Lawrence A. Smith, Jr., John R. Adams
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Patent number: 5755956Abstract: A reforming process, selective for the dehydrocyclization of paraffins to aromatics, is effected using a catalyst containing multiple Group VIII (8-10) noble metals having different gradients within the catalyst and a nonacidic large-pore molecular sieve. The use of this bed of catalyst results in greater selectivity of conversion of paraffins to aromatics and improved catalyst stability, particularly in the presence of small amounts of sulfur.Type: GrantFiled: December 13, 1996Date of Patent: May 26, 1998Assignee: UOPInventors: Leonid B. Galperin, Paula L. Bogdan, Edwin Paul Boldingh
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Patent number: 5750814Abstract: A improved process is provided for the alkylation of aromatic compounds under at least partial liquid phase conditions, and in the presence of a zeolite-type alkylation/transalkylation catalyst. In accordance with the present process, a diluted aromatic hydrocarbon feedstock containing C.sub.5 -C.sub.7 olefins is brought into contact with a diluted olefinic feedstream in the presence of the alkylation/transalkylation catalyst. Prior to contact with the olefinic feedstream, C.sub.5 -C.sub.7 olefins present in the aromatic hydrocarbon feedstock are selectively hydrogenated.Type: GrantFiled: June 6, 1995Date of Patent: May 12, 1998Assignee: Fina Research, S.A.Inventors: Jacques F. Grootjans, Pierre-Frederic J. Belloir, Eric J.G.M. Romers
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Patent number: 5744670Abstract: A process for producing alkylnaphthalene from a feedstock comprising isomers of dialkylnaphthalene and naphthalene by contacting the feedstock with a catalyst composition, in which the process comprising transalkylation between isomers of dialkylnaphthalene and naphthalene to produce monoalkylnaphthalene, and isomerization of dialkylnaphthalene, wherein the catalyst composition comprising a synthetic zeolite characterized by an X-ray diffraction pattern including interplanar d-spacing as set forth in Table A of the specification.Type: GrantFiled: June 10, 1996Date of Patent: April 28, 1998Assignees: Kobe Steel, Ltd., Mobil Oil CorporationInventors: Masahiro Motoyuki, Koji Yamamoto, John Paul McWilliams, Robert Glenn Bundens
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Patent number: 5733439Abstract: Hydrocarbon conversion processes, e.g., alkylation, are disclosed and claimed which use as the catalyst novel fluoride containing substituted smectite clays. The clay has the formulaA.sub.x (M.sub.y M'.sub.4-y)(Si.sub.8-x M.sub.t M'.sub.v)O.sub.20 (OH).sub.4-u F.sub.uwhere A is a cation, M and M' are metals having a +3 oxidation state, each selected from the group consisting of aluminum, gallium, iron and chromium, x is the moles of A, y is the moles of M, t and v are the moles of M and M' in the tetrahedral layer and t+v=x and u is the moles of F. The clay composition may be used as is or after pillaring to catalyze hydrocarbon conversion processes such as alkylation.Type: GrantFiled: December 13, 1995Date of Patent: March 31, 1998Assignee: UOPInventor: Jennifer S. Holmgren
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Patent number: 5723710Abstract: There is disclosed a new form of zeolite beta which shows substantially greater stability and greater catalyst lifetime when used in the alkylation and transalkylation of aromatic compounds. The new, surface-modified zeolite beta is characterized by having surface aluminum 2p binding energies as measured by X-ray photoelectron spectroscopy, of at least 74.8 electron volts. This surface-modified zeolite beta is prepared by treating a templated zeolite beta with an acid at a pH between about 0 and about 2 and a temperature up to about 125.degree. C. for a time sufficient to modify the chemical environment of the surface aluminum atom without bringing about dealumination of the zeolite beta.Type: GrantFiled: July 12, 1996Date of Patent: March 3, 1998Assignee: UOPInventors: Gregory J. Gajda, Richard T. Gajek
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Patent number: 5705725Abstract: A process is provided comprising: (a) contacting a hydrocarbyl lithium with an alkali metal hydrocarbyloxide in the presence of an aromatic compound; and thereafter (b) recovering an aromatic alkali metal compound; and thereafter (c) contacting said aromatic alkali metal compound with an alpha-olefin. Optionally, a catalytic support is also present during steps a, b, and c.Type: GrantFiled: October 2, 1991Date of Patent: January 6, 1998Assignee: Phillips Petroleum CompanyInventors: Ted M. Pettijohn, Mark E. Lashier, Henry L. Hsieh
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Patent number: 5705724Abstract: A process is disclosed for the production of alkylaromatic compounds employing olefinic liquid from thermally or catalytically cracked plastics as alkylating agent. The process comprises contacting a feedstream comprising alkylatable aromatics and the olefinic liquid with acidic alkylation catalyst under alkylation conditions in an alkylation zone; and recovering an effluent stream comprising alkylaromatic compounds. The alkylation can be performed with the product of plastics pyrolysis or with non-degraded plastic feedstock in-situ with thermal/catalytic degradation of the plastic.Type: GrantFiled: October 26, 1995Date of Patent: January 6, 1998Assignee: Mobil Oil CorporationInventors: Nick A. Collins, Larry A. Green, Anagha A. Gupte, David O. Marler, William J. Tracy, III
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Patent number: 5698756Abstract: There is provided a process for the alkylation of toluene with ethylene to selectively produce para-ethyltoluene over a catalyst which has been selectivated by multiple treatments with a siliceous material.Type: GrantFiled: June 6, 1995Date of Patent: December 16, 1997Assignee: Mobil Oil CorporationInventors: Jeffrey S. Beck, Sharon B. McCullen, David H. Olson, David L. Stern
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Patent number: 5691463Abstract: A crystalline zeolite SSZ-25 is prepared using an adamantane quaternary ammonium ion as a template.Type: GrantFiled: July 16, 1996Date of Patent: November 25, 1997Assignee: Chevron U.S.A. Inc.Inventors: Stacey I. Zones, Dennis L. Holtermann, Robert A. Innes, Theresa A. Pecoraro, Donald S. Santilli, James N. Ziemer
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Patent number: 5689025Abstract: A process for ethylbenzene production that involves contacting a hydrocarbon feedstream including benzene and ethylene, under alkylation conditions, with a 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 selectivation sequences, each selectivation sequence comprising contacting the catalyst with a silicon compound followed by calcination. The modified catalyst used in the process may also be steamed. Optionally, the modified catalyst may be trim-selectivated.Type: GrantFiled: February 1, 1995Date of Patent: November 18, 1997Assignee: Mobil Oil CorporationInventors: Jeevan S. Abichandani, Jeffrey S. Beck, Sharon B. McCullen, David H. Olson
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Patent number: 5689024Abstract: This invention relates to use of a new and improved form of crystalline material identified as having the structure of SUZ-9 as a sorbent or a catalyst for organic compound, e.g., hydrocarbon compound, conversion.Type: GrantFiled: December 1, 1994Date of Patent: November 18, 1997Assignee: Mobil Oil CorporationInventor: Kirk D. Schmitt
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Patent number: 5683572Abstract: The present invention relates to new crystalline zeolite SSZ-44 prepared by processes for preparing crystalline molecular sieves, particularly large pore zeolites, using a N,N-diethyl-cis-2,6-dimethyl piperidinium cation templating agent.Type: GrantFiled: August 27, 1996Date of Patent: November 4, 1997Assignee: Chevron U.S.A. Inc.Inventor: Yumi Nakagawa
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Method of preparation of ex situ selectivated zeolite catalysts for aromatic alkylation applications
Patent number: 5675047Abstract: The present invention is a method of producing an ex situ selectivated catalytic molecular sieve for shape selective aromatic alkylation in which a catalytic molecular sieve having a reduced activity is modified by being exposed to at least two selectivation sequences, each sequence includes contacting the molecular sieve with a selectivating agent and subsequently calcining the contacted molecular sieve. The present invention is also a method of producing an ex situ selectivated catalytic molecular sieve for shape selective aromatic alkylation in which a catalytic molecular sieve is modified by being exposed to at least two selectivation sequences and then reduced in activity. The ex situ selectivated catalytic molecular sieves may optionally be further modified by in situ trim selectivation. The present invention is also a process for shape selective aromatic alkylation utilizing the modified molecular sieves.Type: GrantFiled: June 5, 1995Date of Patent: October 7, 1997Assignee: Mobil Oil CorporationInventors: Jeffrey S. Beck, Ralph M. Dessau, David H. Olson -
Patent number: 5675048Abstract: Hydrocarbons are alkylated in a fluidized riser-reactor using a solid catalyst which is regenerated within the process by contact with hydrogen. The alkylation and regeneration steps are separated to prevent the admixture of hydrogen and any olefins present in the process. Two separate modes of regeneration are performed simultaneously on different portions of the catalyst: a partial liquid-phase hydrogenative regeneration at reaction conditions and a high temperature (complete) liquid-phase hydrogenative regeneration.Type: GrantFiled: February 5, 1996Date of Patent: October 7, 1997Assignee: UOPInventors: Scott Yu-Feng Zhang, Christopher David Gosling, Paul Alvin Sechrist, Gregory A. Funk
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Patent number: 5672799Abstract: Process for the preparation of cumene by the alkylation of benzene with propylene, catalyzed by zeolite Beta into which certain quantities of suitable alkaline, alkaline-earth or metallic cations have been introduced by ion exchange.Type: GrantFiled: July 17, 1996Date of Patent: September 30, 1997Assignees: Eniricerche S.p.A., Enichem Synthesis S.p.A.Inventors: Carlo Perego, Giannino Pazzuconi, Gianni Girotti, Giuseppe Terzoni
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Patent number: 5672798Abstract: Hydrocarbons are alkylated in a fluidized riser-reactor using a solid catalyst which is regenerated within the process by contact with hydrogen. The alkylation and regeneration steps are separated to prevent the admixture of hydrogen and any olefins present in the process. Two separate modes of regeneration are performed simultaneously: a mild liquid-phase washing and a vapor-phase hot hydrogen stripping operation.Type: GrantFiled: February 5, 1996Date of Patent: September 30, 1997Assignee: UOPInventors: Scott Yu-Feng Zhang, Christopher David Gosling, Paul Alvin Sechrist, Gregory A. Funk
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Patent number: 5672797Abstract: A process for the alkylation of aromatic compounds with an olefin, alcohol, or alkyl halide having from 1 to 24 carbon atoms comprising reacting in the liquid phase the aromatic and alkylating agent under alkylation conditions in the presence of a novel catalyst comprising: a) a refractory inorganic oxide, b) the reaction product of a first metal halide and bound surface hydroxyl groups of the refractory inorganic oxide, c) a second metal cation, and d) optionally a zerovalent third metal. The refractory inorganic oxide is selected from the group consisting of alumina, titania, zirconia, chromia, silica, boria, silica-alumina, and combinations thereof and the first metal halide is a fluoride, chloride, or bromide of aluminum. The second metal cation is selected from the group consisting of: monovalent metal cations in an amount from 0.0026 up to about 0.20 gram atoms per 100 grams refractory inorganic oxide for lithium, potassium, cerium, rubidium, silver, and copper, and from 0.009 to about 0.Type: GrantFiled: September 25, 1995Date of Patent: September 30, 1997Assignee: UOPInventor: Joseph A. Kocal
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Patent number: 5672264Abstract: A class of highly stable supergallery pillared clay compositions that have a basal spacing up to 55 .ANG. corresponding a gallery height of 35 .ANG. for samples dried at room temperature and a basal spacing up to 45 .ANG. corresponding a gallery height of 255 .ANG. for samples steamed at 800.degree. C. for 17 hours. Said compositions are prepared by special procedures including pillaring reaction in presence of poly (vinyl alcohol) as a pillaring precursor, an aging process at pH of around 4 to 9, and a calcinating or steaming treatment at high temperature. The new compositions exhibit catalytic properties and adsorption properties superior to prior art pillared clays. Said compositions are useful as catalysts for carbonium-ion reaction, and as adsorbents and catalyst carriers. They are especially suitable for preparing microspheric cracking catalysts for heavy oil or residual feedstock.Type: GrantFiled: July 1, 1996Date of Patent: September 30, 1997Assignee: Board of Trustees operating Michigan State UniversityInventors: Thomas J. Pinnavaia, Jingjie Guan
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Patent number: 5659098Abstract: There is provided a process for shape selective toluene disproportionation that involves contacting a feedstream which includes toluene under conversion conditions, with ZSM-5 that has been selectivated at least once with an organosilicon selectivating agent. The conversion conditions of the hydrocarbon conversion process provide a toluene conversion of at least 40 wt. %.Type: GrantFiled: November 15, 1995Date of Patent: August 19, 1997Inventors: Jeffrey S. Beck, Timothy F. Kinn, Sharon B. McCullen, David H. Olson, David L. Stern
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Patent number: 5659097Abstract: A process for producing a monoalkenyl aromatic hydrocarbon which comprises alkenylating a side chain of an aromatic hydrocarbon compound having at least one hydrogen atom at the .alpha.-position of a side chain (such as o-xylene) with a conjugated diene having 4 or 5 carbon atoms in the presence of a catalyst slurry prepared by adding an aromatic hydrocarbon compound to a catalyst comprising a alkali metal and an alkali metal compound. In the aforementioned process, it is particularly effective that the catalyst slurry is prepared by adding the aromatic hydrocarbon compound after the aromatic hydrocarbon compound has been deoxygenated and dehydrated by distillation, and the catalyst slurry thus prepared is supplied to the reaction system. According to the aforementioned process, an industrially useful monoalkenyl aromatic hydrocarbon compound, such as a monoalkenylbenzene, can be produced at a high selectivity, in a high yield, and with enhanced safety and stability for a long time.Type: GrantFiled: January 11, 1995Date of Patent: August 19, 1997Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Norio Fushimi, Makoto Takagawa
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Patent number: 5656149Abstract: The present invention relates to new crystalline zeolite SSZ-41 which comprises oxides of (1) silicon or a mixture of silicon and germanium, and (2) zinc, said zinc being present in an amount from about 2 wt % to about 5 wt % of zinc metal based on the total weight of metals in said zeolite. Zeolite SSZ-41 may also optionally contain oxides of aluminum, iron, gallium or mixtures thereof. Zeolite SSZ-41 has the X-ray diffraction lines of Table I and has an argon adsorption capacity of at least about 0.06 cc/gm at 87.degree. K. Also disclosed are methods of making and using zeolite SSZ-41.Type: GrantFiled: May 21, 1996Date of Patent: August 12, 1997Assignee: Chevron U.S.A. Inc.Inventors: Stacey I. Zones, Donald S. Santilli
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Patent number: 5650547Abstract: This invention provides a process for the selective production of cumene comprising reacting benzene with propylene in the presence of a type-Y zeolite modified by treatment with a phosphorous compound. This invention also provides a process for the transalkylation of a polyalkylated benzene which comprises reacting the polyalkylated benzene in the presence of benzene and a type-Y zeolite modified by treatment with a phosphorous compound.Type: GrantFiled: June 6, 1995Date of Patent: July 22, 1997Assignee: Ministero Dell `Universita` E Della Ricerca Scientifica E TechnologicaInventors: Fabrizio Cavani, Gianni Girotti, Virginio Arrigoni, Giuseppe Terzoni
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Patent number: 5629463Abstract: Long chain alkyl substituted naphthalenes are produced by alkylating naphthalene with an olefin or other alkylating agent with at least 6, and usually 12 to 20 carbon atoms, in the presence of an alkylation catalyst comprising a zeolite having rare earth cations, and both ammonium and protonic species, associated with the exchangeable sites of the zeolite. The zeolite is usually a large pore size zeolite such as USY. The presence of rare earths and both ammonium and protonic species increases selectivity for production of long chain mono-alkyl substituted naphthalenes in preference to more highly substituted products.Type: GrantFiled: August 25, 1995Date of Patent: May 13, 1997Assignee: Mobil Oil CorporationInventors: Susan C. Ardito, Henry Ashjian, Thomas F. Degnan, Terry E. Helton, Quang N. Le, Augusto R. Quinones
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Patent number: 5625102Abstract: A method of alkylating the side chain of alkyl-substituted aromatic hydrocarbons. The method comprises the steps of thermally treating an alumina by calcining in air and then degassing under vacuum to prepare an alumina carrier, loading an alkali metal on the alumina carrier by an impregnation method using the alkali metal dissolved in liquid ammonia, thermally treating the alkali metal loaded alumina carrier under vacuum to prepare a catalyst, then reacting an alkyl-substituted aromatic hydrocarbon with an aliphatic monoolefin, using the catalyst, under an atmosphere substantially free of oxygen, water and carbon dioxide gas to alkylate the side chain of the alkyl-substituted aromatic hydrocarbon.Type: GrantFiled: December 27, 1994Date of Patent: April 29, 1997Assignee: Mitsubishi Oil Co., Ltd.Inventors: Takaya Matsumoto, Yoshiichi Kumagai, Fumio Kumata
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Patent number: 5608132Abstract: A method of alkylating a side chain of alkyl-substituted aromatic hydrocarbons. The method involves the steps of loading an alkali metal on a thermally treated hydrotalcite carrier represented by formula (I) by an impregnation method using the alkali metal dissolved in liquid ammonia, thermally treating the alkali metal loaded hydrotalcite carrier under vacuum to prepare a catalyst, then reacting an alkyl-substituted aromatic hydrocarbon with an aliphatic monoolefin using the catalyst under an atmosphere substantially free of oxygen, water and carbon dioxide gas to alkylate a side chain of the alkyl-substituted aromatic hydrocarbon:[M.sup.2+.sub.(1-x) .multidot.M.sup.3+.sub.x (OH).sub.2 ].sup.x+ .multidot.[A.sup.n-.sub.x/n ].sup.x- .multidot.yH.sub.2 O (I)wherein M.sup.2+ represents a divalent metallic cation, M.sup.3+ represents a trivalent metallic cation, A.sup.n- represents an n-valent anion, n=0.1 to 0.5, x=0.1 to 0.5, and y=0 to 8.Type: GrantFiled: April 6, 1995Date of Patent: March 4, 1997Assignee: Mitsubishi Oil Co., Ltd.Inventors: Takaya Matsumoto, Shinji Nishikawa, Fumio Kumata
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Patent number: 5600048Abstract: There is provided a process for preparing ethylbenzene using liquid phase alkylation and vapor phase transalkylation. The liquid phase alkylation reaction may be catalyzed by an acidic solid oxide, such as MCM-22, MCM-49 and MCM-56. The vapor phase transalkylation may be catalyzed by a medium-pore size zeolite such as ZSM-5. The process may be run continuously with the continuous introduction of fresh benzene feed containing at least 500 ppm of nonbenzene hydrocarbon impurities. The combined ethylbenzene product of these alkylation and transalkylation reactions has very low levels of impurities including xylene, hydrocarbons having 7 or less carbon atoms and hydrocarbons having 9 or more carbon atoms.Type: GrantFiled: December 27, 1994Date of Patent: February 4, 1997Assignee: Mobil Oil CorporationInventors: Jane C. Cheng, C. Morris Smith, Chaya R. Venkat, Dennis E. Walsh
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Patent number: 5578195Abstract: Synthetic crystalline aluminosilicate of the pentasil type and method for using the same as catalysts or catalyst components in petrochemical processes for the catalytic conversion of hydrocarbons and their derivatives into useful organic compounds and intermediates.Type: GrantFiled: April 13, 1995Date of Patent: November 26, 1996Assignee: Ecolith - Zeolithe GmbHInventors: Arno Tissler, Roland Thome, Karl Becker, Hans-Dieter Neubauer, Hans-Heino John
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Patent number: 5574199Abstract: A process for shape selective hydrocarbon aromatization that involves contacting a hydrocarbon feedstream, under aromatization conditions, with a catalytic molecular sieve which has been modified by being ex situ selectivated with a silicon compound. The ex situ selectivation involves exposing the catalytic molecular sieve to at least two selectivation sequences, each sequence comprising contacting the catalytic molecular sieve with a silicon compound followed by calcination. Optionally, the modified catalytic molecular sieve may be further selectivated in situ.Type: GrantFiled: January 13, 1995Date of Patent: November 12, 1996Assignee: Mobil Oil CorporationInventors: Jeffrey S. Beck, Ralph M. Dessau
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Patent number: 5569805Abstract: A process is provided for catalytic conversion of feedstock comprising aromatic compounds to product comprising aromatic compounds which differs from said feedstock. The catalyst required in the process comprises a crystalline material having the structure of MCM-58. Said crystalline material may have been treated with one or more monomeric or polymeric siloxane compounds which decompose to oxide or non-oxide ceramic or solid-state carbon species.Type: GrantFiled: May 15, 1995Date of Patent: October 29, 1996Assignee: Mobil Oil CorporationInventors: Jeffrey S. Beck, Ernest W. Valyocsik, Chaya R. Venkat
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Patent number: 5563311Abstract: Relatively short chain alkyl aromatic compounds are prepared by alkylating or transalkylating an alkylatable aromatic compound with a relatively short chain alkylating or transalkylating agent under sufficient reaction conditions in the presence of catalyst comprising an acidic solid material which comprises a Group IVB metal oxide, such as zirconia, modified with an oxyanion of a Group VIB metal, such as tungsten.Type: GrantFiled: December 28, 1994Date of Patent: October 8, 1996Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Jane C. Cheng, Scott Han, Jos e G. Santiesteban, Dennis E. Walsh
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Patent number: 5563310Abstract: A process for the conversion of toluene to xylenes by alkylation with methanol over an acidic solid catalyst with a Group IVB metal oxide modified with an oxyanion of a Group VIB metal.Type: GrantFiled: May 2, 1995Date of Patent: October 8, 1996Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Frank T. DiGuiseppi, Scott Han
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Patent number: 5557024Abstract: Relatively short chain alkyl aromatic compounds are prepared by alkylating an alkylatable aromatic compound with a relatively short chain alkylating agent under sufficient reaction conditions in the presence of a catalyst comprising zeolite MCM-56. The liquid phase syntheses of ethylbenzene and cumene are particular examples of such MCM-56 catalyzed reactions.Type: GrantFiled: May 30, 1995Date of Patent: September 17, 1996Assignee: Mobil Oil CorporationInventors: Jane C. Cheng, Anthony D. Fung, Donald J. Klocke, Stephen L. Lawton, Daria N. Lissy, Wieslaw J. Roth, C. Morris Smith, Dennis E. Walsh
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Patent number: 5554274Abstract: This invention relates the use of a catalyst composition having the structure of ZSM-5 and a matrix material, which has been manufactured by a new and useful method, for organic compound, e.g., hydrocarbon compound, conversion. The organic compound conversion processes described include catalytic cracking, gasoline hydrofinishing, toluene disproportionation, xylene isomerization, and ethylbenzene production.Type: GrantFiled: October 19, 1994Date of Patent: September 10, 1996Assignee: Mobil Oil CorporationInventors: Thomas F. Degnan, Donald J. Klocke, Mae K. Rubin
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Patent number: 5545788Abstract: The present invention relates to a process for alkylating a reformate feedstream containing benzene, toluene, xylenes, and ethylbenzene, said process comprising:1) contacting said reformate feedstream with a hydrocarbon stream comprising C.sub.2 -C.sub.5 olefins in the presence of a catalyst comprising an active form of synthetic porous crystalline MCM-49 under benzene alkylation conditions whereby an effluent stream is produced having a benzene content at least 50 wt % less than that of said feedstream, an octane rating no less than that of said feedstream, and a total liquid product greater than that of said feedstream; and2) collecting the gasoline boiling range fraction of said effluent stream.Type: GrantFiled: December 6, 1994Date of Patent: August 13, 1996Assignee: Mobil Oil CorporationInventors: Jane C. Cheng, Tracy J. Huang
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Patent number: 5536894Abstract: This invention relates to use of synthetic layered material MCM-56 as a sorbent and as a catalyst component in catalytic conversion of organic compounds. Examples of sorbent use include rapid sorption of hydrocarbons and separating at least one hydrocarbon component from a mixture of hydrocarbon components having differential sorption characteristics with respect to MCM-56. Examples of catalytic use include acid catalyzed reactions, such as cracking, aromatic compound alkylation, and isoalkane alkylation.Type: GrantFiled: June 27, 1994Date of Patent: July 16, 1996Assignee: Mobil Oil CorporationInventors: Thomas F. Degnan, Anthony S. Fung, Terry E. Helton, Stephen L. Lawton, Daria N. Lissy, Wieslaw J. Roth