From Nonhydrocarbon Feed Patents (Class 585/469)
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Patent number: 4886925Abstract: An integrated process is disclosed for the conversion of C.sub.2 + normal olefins into methyl tertiaryalkyl ethers and high octane gasoline. The process combines olefins interconversion with etherification and conversion of unreacted methanol and olefins in contact with acidic, shape selective metallosilicate zeolite catalyst.Type: GrantFiled: May 2, 1988Date of Patent: December 12, 1989Inventor: Mohsen N. Harandi
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Patent number: 4879426Abstract: A direct coupling reaction which goes in high yields to couple an aryl halide with a cycloalkene.Type: GrantFiled: May 9, 1988Date of Patent: November 7, 1989Assignee: Iowa State University Research Foundation, Inc.Inventors: Richard C. Larock, Bruce E. Baker
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Patent number: 4861937Abstract: Alcohols and/or aliphatic ethers are converted to hydrocarbons employing catalysts consisting of crystalline aluminum silicate, a compound of zinc and/or cadmium and additional silica. The catalyst is produced by treating a crystalline aluminum silicate, in a given case, partially or completely converted into the hydrogen form with a zinc or cadmium compound and shaping with a silica containing binder.Type: GrantFiled: July 29, 1983Date of Patent: August 29, 1989Assignee: Degussa AktiengesellschaftInventors: Michael Baacke, Klaus Deller, Peter Kleinschmit, Edgar Koberstein
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Patent number: 4857667Abstract: Apparatus for converting crude aqueous oxygenate feedstock, such methanol or the like, to liquid hydrocarbons in contact with a medium pore shape selective crystalline acid zeolite catalyst, such as HZSM-5. In a preferred embodiment, the novel technique comprises means for: (a) contacting a crude methanol feedstock containing a minor amount of water with a liquid hydrocarbon extraction stream under extraction conditions favorable to selective extraction of the methanol, thereby providing an extract liquid stream rich in methanol and an aqueous raffinate stream lean in methanol; (b) charging the extracted methanol substantially free of water to said reaction zone under process conditions to convert substantially all methanol to hydrocarbons; (c) cooling reaction effluent to recover aqueous liquid byproduct stream, gas rich in C.sub.2.sup.- hydrocarbons, liquid rich in C.sub.3 -C.sub.4 hydrocarbons and C.sub.5.sup.Type: GrantFiled: October 7, 1987Date of Patent: August 15, 1989Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen
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Patent number: 4855520Abstract: A process for the preparation of a substituted naphthacene is disclosed wherein a 1,3-diphenylpropargyl alcohol is reacted with an alkanesulfonyl halide, the resultant reaction product is heated in the presence of a hindered amine base and the resultant substituted naphthacene is recovered.Type: GrantFiled: August 3, 1987Date of Patent: August 8, 1989Assignee: American Cyanamid CompanyInventor: Amy P. Essenfeld
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Patent number: 4849574Abstract: Ketones or aldehydes are methylenated to form the corresponding olefin by reaction with a bis(alkylchloroalumino)methane, e.g., in the form of its dietherate.Type: GrantFiled: September 2, 1988Date of Patent: July 18, 1989Assignee: Texas Alkyls, Inc.Inventors: Andrzej M. Piotrowski, Dennis B. Malpass
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Patent number: 4845201Abstract: A process for producing organolanthanides by reaction of a rare-earth metal with an unsaturated compound in an ether medium, the resultant compounds and the use of these compounds in organic synthesis and for catalysis is disclosed. The process is conducted at -80.degree. to +100.degree. C., in the absence of oxygen and any compound having active protons. The resultant compounds are useful as catalysts, e.g., in the hydrogenation of olefins and diolefins and in the polymerization thereof, and are useful as chemical intermediates.Type: GrantFiled: January 22, 1988Date of Patent: July 4, 1989Assignee: Institut Francais Du PetroleInventors: Yves Chauvin, Dominique Commereuc, Francois Hugues, Helene Olivier, Lucien Saussine
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Patent number: 4844745Abstract: Removal and/or clean-up of polychlorinated biphenyls (PCBs) from contaminated surfaces with novel compositions of petroleum distillates and wetting agents.Type: GrantFiled: October 12, 1988Date of Patent: July 4, 1989Assignee: Integrated Chemistries, Inc.Inventors: James E. Nash, Kurt E. Heikkila
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Patent number: 4843183Abstract: Lower olefinic hydrocarbons are produced from methanol in a high yield and with a high selectivity by bringing methanol into contact with a metallosilicate catalyst of the formula Si/Me wherein atomic ratio of Si/Me is 25-3200 and Me is Fe, Ni or Co at a temperature of 250.degree.-400.degree. C., a space velocity of 2000-8000 hr.sup.-1 and a pressure of atmospheric pressure -50 kg/cm.sup.2.Type: GrantFiled: July 20, 1987Date of Patent: June 27, 1989Assignee: Showa Shell Sekiyu Kabushiki KaishaInventor: Tomoyuki Inui
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Patent number: 4842720Abstract: A novel siliceous crystalline composition of matter further comprising one or more metals is prepared by admixing a basic silica salt and a dissolved metal salt in the presence of a quaternary ammonium ion and subsequently heating under pressurized conditions. This novel composition of matter is useful as a catalyst for oxidation, alkylation, disproportionation, synthesis gas conversion, hydrocracking, and hydrodewaxing.Type: GrantFiled: May 18, 1987Date of Patent: June 27, 1989Assignee: Union Oil Company of CaliforniaInventor: Eric L. Moorehead
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Patent number: 4840721Abstract: A process for treating a temperature-sensitive hydrocarbonaceous stream containing a non-distillable component to produce a hydrogenated distillable hydrocarbonaceous product and a heavy product comprising the non-distillable component while minimizing thermal degradation of the hydrocarbonaceous stream which process comprises the steps of: (a) contacting the hydrocarbonaceous stream with a hot first hydrogen-rich gaseous stream having a temperature greater than the hydrocarbonaceous stream in a first flash zone at flash conditions including a first pressure thereby increasing the temperature of the hydrocarbonaceous stream and vaporizing at least a portion thereof to provide a first hydrocarbonaceous vapor stream comprising hydrogen and a first heavy product stream comprising the non-distillable component; (b) contacting the first heavy product stream comprising the non-distillable component with a hot second hydrogen-rich gaseous stream in a second flash zone at flash conditions including a second pressureType: GrantFiled: March 16, 1988Date of Patent: June 20, 1989Assignee: UOPInventors: Tom N. Kalnes, Robert B. James, Jr.
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Patent number: 4827065Abstract: A method for producing p-isobutylstyrene which is characterized in that starting materials are inexpensive, processes are easy to be done and products are highly pure. The method comprises the step of catalytically cracking 1,1-bis(p-isobutylphenyl)ethane at temperatures in the range of 200.degree. to 650.degree. C. in the presence of a protonic acid catalyst and/or a solid acid catalyst to produce p-isobutylstyrene and isobutylbenzene, and at least a portion of said isobutylbenzene is recycled to produce said 1,1-bis(p-isobutylphenyl)ethane by reaction with acetaldehyde in the presence of sulfuric acid.Type: GrantFiled: July 10, 1985Date of Patent: May 2, 1989Assignee: Nippon Petrochemicals Company, LimitedInventors: Isoo Shimizu, Ryotaro Hirano, Yasuo Matsumura, Hideki Nomura, Kazumichi Uchida, Atsushi Sato
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Patent number: 4818368Abstract: A process for treating a temperature-sensitive hydrocarbonaceous stream containing a non-distillable component to produce a hydrogenated distillable hydrocarbonaceous product while minimizing thermal degradation of the hydrocarbonaceous stream which process comprises the steps of: (a) contacting the hydrocarbonaceous stream with a first hydrogen-rich gaseous stream having a temperature greater than the hydrocarbonaceous stream in a flash zone at flash conditions thereby increasing the temperature of the hydrocarbonaceous stream and vaporizing at least a portion thereof to provide a hydrocarbonaceous vapor stream comprising hydrogen and a heavy stream comprising the non-distillable component; (b) contacting the hydrocarbonaceous vapor stream comprising hydrogen with a hydrogenation catalyst in a hydrogenation reaction zone at hydrogenation conditions to increase the hydrogen content of the hydrocarbonaceous compounds contained in the hydrocarbonaceous vapor stream; (c) condensing at least a portion of the resuType: GrantFiled: October 28, 1987Date of Patent: April 4, 1989Assignee: UOP Inc.Inventors: Tom N. Kalnes, Robert B. James, Jr., Darrell W. Staggs
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Patent number: 4806702Abstract: An improved process is provided for the preparation of the dimer, 2,2-paracyclophane, which is useful as the starting material for parylene conformal coatings used in the electronics industry for the protection of various sensitive electronic components.The process comprises optimization of the normally low yield of dimer formed by the Hofmann elimination reaction of p-methylbenzyltrimethylammonium halide by conducting the elimination reaction in the presence of dimethysulfoxide and certain reaction promoters.Type: GrantFiled: May 26, 1987Date of Patent: February 21, 1989Assignee: Union Carbide CorporationInventors: Chinsoo Lee, David R. Bassett
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Patent number: 4795853Abstract: A process for reacting synthesis gas in the presence of a cadmium-containing catalyst to selectively produce isoparaffin hydrocarbons is disclosed.Type: GrantFiled: August 3, 1987Date of Patent: January 3, 1989Assignee: Amoco CorporationInventors: Jeffrey T. Miller, Thomas D. Nevitt
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Patent number: 4795843Abstract: Organic hydrocarbons which comprise useful compounds may be obtained in a two-step process utilizing methane as a feedstock. The desired compounds are prepared by treating said methane with a halogenating agent such as chlorine, followed by contacting the methyl halide with a conversion catalyst comprising a silicalite. The silicalite which is employed is a silica polymorph consisting of crystalline silica which, after calcination in air at a temperature of 600.degree. C. for 1 hour, has a mean refractory index of 1.39.+-.0.01 and a specific gravity at 25.degree. C. of 1.70.+-.0.05 g/cc.Type: GrantFiled: October 8, 1987Date of Patent: January 3, 1989Assignee: UOP Inc.Inventors: Tamotsu Imai, Paul T. Barger, Anthony H. Eck
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Patent number: 4788368Abstract: Ketones are alkylenated to form the corresponding olefin by reaction with a bis(substituted alumino)substituted methane, e.g., in the form of its dietherate.Type: GrantFiled: November 5, 1987Date of Patent: November 29, 1988Assignee: Texas Alkyls Inc.Inventors: Andrzej M. Piotrowski, Dennis B. Malpass, John J. Eisch, Marek P. Boleslawski
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Patent number: 4788042Abstract: A methanol-to-gasoline (MTG) catalytic conversion system in which the conversion is conducted in a fixed bed catalytic reactor. A C.sub.3 -C.sub.4 hydrocarbon diluent is generated from pressurized liquid effluent and recycled to the fixed bed reactor in order to dissipate the heat of reaction.Type: GrantFiled: October 5, 1987Date of Patent: November 29, 1988Assignee: Mobil Oil CorporationInventors: Susan K. Marsh, Hartley Owen, Bernard S. Wright
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Patent number: 4788369Abstract: A methanol-to-gasoline (MTG type) conversion process in which the conversion is conducted in a fixed bed catalytic reactor. A C.sub.3 -C.sub.4 hydrocarbon diluent is generated from the effluent in a series of steps and recycled to the fixed bed reactor in order to dissipate the heat of reaction.Type: GrantFiled: October 5, 1987Date of Patent: November 29, 1988Assignee: Mobil Oil CorporationInventors: Susan K. Marsh, Hartley Owen, Bernard S. Wright
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Patent number: 4788365Abstract: An integrated process for the conversion of methanol to high octane gasoline and distillate. Methanol is converted to olefins in the presence of zeolite type catalyst. C.sub.4 and C.sub.5 olefin fraction is converted to MTBE and TAME in the presence of excess methanol and acid etherification catalyst. Unreacted methanol and hydrocarbons are passed to an olefins to gasoline and distillate oligomerization unit in conjunction with C.sub.3, C.sub.6 and C.sub.7 olefins from the methanol to olefins unit whereby distillate and LPG products are produced. Gasoline products from the oligomerization unit are passed to the etherification unit whereby an ether-rich gasoline fraction is separated.Type: GrantFiled: December 8, 1987Date of Patent: November 29, 1988Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen
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Patent number: 4788367Abstract: Ketones are methylenated to form the corresponding olefin by reaction with a bis(alkylchloroalumino)methane, e.g., in the form of its dietherate.Type: GrantFiled: November 5, 1987Date of Patent: November 29, 1988Assignee: Texas Alkyls Inc.Inventors: Andrzej M. Piotrowski, Dennis B. Malpass
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Patent number: 4777321Abstract: A process for converting crude aqueous methanol feedstock or the like to olefinic hydrocarbons in contact with a medium pore shape selective crystalline acid zeolite catalyst, wherein the improvement comprises contacting the aqueous methanol feedstock with a liquid propane-rich hydrocarbon extractant under liquid extraction conditions, recovering an aqueous phase containing the major amount of water introduced with the feedstock, recovering an organic extract phase comprising the hydrocarbon extractant and a portion of methanol introduced in the feedstock, and converting the extracted methanol at elevated temperature under catalytic reaction conditions to produce predominantly olefinic hydrocarbons.Type: GrantFiled: April 29, 1987Date of Patent: October 11, 1988Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen, Sean C. Smyth
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Patent number: 4766263Abstract: An improved process for producing hydrocarbons which comprises bringing oxygen-containing compounds into contact with a catalyst, said catalyst being a crystalline aluminosilicate, when determined after calcination in the air at 550.degree. C., having a composition represented by the following formula (I):pM.sub.2/n O.Al.sub.2 O.sub.3.qSiO.sub.2 (I)(wherein M represents at least one element selected from hydrogen, alkali metals, and alkaline earth metals, n represents the valence of M, and p and q each represent a molar ratio and are chosen within the ranges of 0.05.ltoreq.p.ltoreq.3.0, 5.ltoreq.q.ltoreq.500) and has a principal X-ray diffraction pattern as set forth in Table 1.Type: GrantFiled: June 29, 1987Date of Patent: August 23, 1988Assignee: Research Association for Petroleum Alternatives DevelopmentInventors: Nobuyuki Morimoto, Kozo Takatsu, Michio Sugimoto
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Patent number: 4761221Abstract: A process for the decomposition of a halogenated organic compound which comprises contacting the compound with a polyglycol and an alkali or alkaline-earth hydride, optionally in the presence of an alkali salt, at a temperature which does not exceed 100.degree. C., and under an atomosphere having a reduced oxygen content.The process is particularly useful for the decontamination of industrial oils containing chlorinated biphenyls because the treated oil is not degraded during the decontamination process.Type: GrantFiled: March 31, 1987Date of Patent: August 2, 1988Assignee: Labofina, S.A.Inventors: Carmela A. Rossi, Philippe Nelis
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Patent number: 4761508Abstract: The present invention is concerned with a novel intermediate 1,1-(3-ethylphenyl)phenylethylene represented by the formula (I) and its manufacturing method, and according to the present invention, Ketoprofen can be synthesized at a low cost and in a high yield.Type: GrantFiled: July 22, 1986Date of Patent: August 2, 1988Assignee: Nippon Petrochemicals Co., Ltd.Inventors: Isoo Shimizu, Yasuo Matsumura, Shigenobu Kawakami, Atsushi Sato
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Patent number: 4755628Abstract: A process for dehalogenating halogenated hydrocarbons is disclosed wherein after vacuum dewatering of the hydrocarbon it is admixed in a reaction vessel with a dispersion of sodium of particle sizes of 10 microns or less, heated above 97.7.degree. C. to liquify the sodium and the atmosphere above the admixture is converted to argon gas. Thereafter the admixture may be saturated with hydrogen by dissolution to facilitate the reaction. The reaction products are cooled, and the dehalogenated hydrocarbon is removed after filtration.Type: GrantFiled: June 22, 1984Date of Patent: July 5, 1988Assignee: AMOP, Inc.Inventor: Edward C. Adams
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Patent number: 4754092Abstract: A process for reducing methane formation and increasing liquid (C.sub.5.sup.+) yields in Fischer-Tropsch hydrocarbon synthesis processes of CO and H.sub.2 comprising adding one or more olefins to the reactor bed at a point below 10% of the distance from the top to the bottom of the reactor bed and above a point 10% above the bottom of the reactor bed to the top of the reactor bed in an amount sufficient to reduce said methane formation.Type: GrantFiled: December 22, 1986Date of Patent: June 28, 1988Assignee: Exxon Research and Engineering CompanyInventors: Enrique Iglesia, Rostam Madon
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Patent number: 4751307Abstract: Disclosed are improved Wittig reaction processes wherein the Wittig reaction is conducted in an anisole containing solvent.Type: GrantFiled: February 27, 1987Date of Patent: June 14, 1988Assignee: Mallinckrodt, Inc.Inventor: Carl R. White
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Patent number: 4748292Abstract: A method is provided for reducing the level of polychlorinated aromatic hydrocarbons dissolved in an organic solvent which avoids the accumulation of sticky residues on the equipment utilized.Type: GrantFiled: April 6, 1987Date of Patent: May 31, 1988Assignee: General Electric CompanyInventor: Ashok K. Mendiratta
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Patent number: 4747937Abstract: A process for the removal of hydrogenatable hydrocarbonaceous compounds from a hydrocarbonaceous stream which comprises the steps of: (a) contacting the hydrocarbonaceous stream with an adsorbent to remove at least a portion of the hydrogenatable hydrocarbonaceous compounds from the hydrocarbonaceous stream to provide a hydrocarbonaceous stream having a reduced concentration of hydrogenatable hydrocarbonaceous compounds; (b) contacting spent adsorbent which has accumulated the hydrogenatable hydrocarbonaceous compounds from the hydrocarbonaceous stream with an elution solvent to remove the hydrogenatable hydrocarbonaceous compounds from the spent adsorbent thereby regenerating the adsorbent; (c) recovering at least a portion of the elution solvent from a resulting admixture of elution solvent and hydrogenatable hydrocarbonaceous compounds recovered from step (b) in an elution solvent recovery zone; (d) contacting the hydrogenatable hydrocarbonaceous compounds which were recovered from step (c) in the presenceType: GrantFiled: November 24, 1986Date of Patent: May 31, 1988Assignee: UOP Inc.Inventors: Lee Hilfman, Russell W. Johnson
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Patent number: 4746761Abstract: A multistage process for producing isoalkyl ethers from lower aliphatic oxygenate feedstock, such as methanol. Feedstock is catalytically converted in a primary catalyst stage at elevated temperature in contact with zeolite catalyst to predominantly C.sub.2 -C.sub.7 lower olefins comprising isobutylene and isoamylene, by-product water and a minor amount of C.sub.8.sup.+ hydrocarbons, followed by fractionation of the C.sub.2 -C.sub.7 olefins to recover a C.sub.2 -C.sub.3 -rich recycle stream for further catalytic conversion in the primary stage. C.sub.4 -C.sub.7 olefins are passed to a second catalytic etherification stage for reaction of isoalkenes with methanol to produce methyl tertiary-butyl ether, methyl isoamylether and higher isoalkyl ethers. The second stage effluent may be fractionated to recover an ether product, C.sub.5.sup.+ hydrocarbon liquid product, and unreacted butenes.Type: GrantFiled: July 2, 1987Date of Patent: May 24, 1988Assignee: Mobil Oil CorporationInventors: Amos A. Avidan, Frederick J. Krambeck, Samuel A. Tabak
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Patent number: 4740646Abstract: Indanes are prepared by reacting substituted or unsubstituted benzyl halides with olefins in the presence of a Lewis acid as catalyst by reacting benzyl halides I ##STR1## (where R.sup.1 and R.sup.2 =hydrogen, alkyl, alkoxy, cycloalkyl, aryl, aryloxy, aralkylR.sup.3 =R.sup.1, halogen or an ortho-fused ring systemX=halogen)with olefins II ##STR2## (where R.sup.4 to R.sup.7 =hydrogen or alkyl unbranched at alpha) in the presence of catalytic amounts of titanium tetrachloride.Type: GrantFiled: July 23, 1987Date of Patent: April 26, 1988Assignee: BASF AktiengesellschaftInventors: Erhard Henkes, Klaus Halbritter, Herbert Mayr, Wilhelm Striepe, Rudolf Pock
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Patent number: 4728672Abstract: A process for producing hydrocarbons which comprises bringing a gas mixture comprising hydrogen and carbon monoxide into contact with a catalyst comprising manganese oxide, alkali metal, sulfur, and ruthenium to produce hydrocarbons. The hydrocarbons formed are rich in olefins. When a catalyst prepared by combining the above described catalyst with crystalline zeolite is used, the hydrocarbons formed becomes rich in liquid hydrocarbons, particularly, a gasoline fraction.Type: GrantFiled: December 11, 1986Date of Patent: March 1, 1988Assignee: Research Association for Petroleum Alternatives DevelopmentInventors: Tomohiro Yoshinari, Fujio Suganuma, Chikara Sera
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Patent number: 4709113Abstract: A process for converting crude aqueous methanol feedstock to liquid hydrocarbons in contact witha medium pore shape selective crystalline acid zeolite catalyst, such as HZSM-5. In a preferred embodiment, the novel technique comprises the steps of: (a) contacting a crude methanol feedstock containing a minor amount of water with a liquid hydrocarbon extraction stream under extraction conditions favorable to selective extraction of the methanol, thereby providing an extract liquid stream rich in methanol and an aqueous raffinate stream lean in methanol; (b) charging the extracted methanol substantially free of water to said reaction zone under process conditions to convert substantially all methanol to hydrocarbons; (c) cooling reaction effluent to recover aqueous liquid byproduct stream, gas rich in C.sub.2.sup.- hydrocarbons, liquid rich in C.sub.3 -C.sub.4 and C.sub.5.sup.Type: GrantFiled: April 29, 1987Date of Patent: November 24, 1987Assignee: Mobil Oil CorporationInventors: Mohsen N. Harandi, Hartley Owen, Sean C. Smyth
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Patent number: 4707500Abstract: Crystalline ferroborosilicate compositions are prepared from a silica containing mixture by digesting a reaction mixture comprising a tetraalkylammonium compound, a sodium hydroxide, a boron compound, an oxide of silicon, an iron ion source, an optional chelating agent and water to provide the crystalline ferroborosilicate which is then palladium ion-exchanged. This composition may be used alone or physically mixed with a methanol catalyst. Conversion of synthesis gas, dimethylether, ethylene and methanol to low molecular hydrocarbons employing these new ferroborosilicates as catalysts is also disclosed.Type: GrantFiled: December 29, 1986Date of Patent: November 17, 1987Assignee: National Distillers and Chemical CorporationInventors: James A. Hinnenkamp, Vernon V. Walatka
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Patent number: 4704481Abstract: Benzylic and aromatic mercaptans are desulphurized by contacting the mercaptan with carbon monoxide at elevated temperatures in the presence of an aqueous hydrocarbon and a cobalt carbonyl catalyst.Type: GrantFiled: January 6, 1986Date of Patent: November 3, 1987Assignee: The British Petroleum Company p.l.c.Inventors: Howard Alper, David J. H. Smith
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Patent number: 4698449Abstract: This invention relates to a novel crystalline silicate useful as a catalyst for various organic reactions such as polymerization of organic compounds, alkylation, isomerization, disproportionation and the like, which has a chemical composition represented by the general formula in the terms of mole ratios of oxides under dehydrated state,(0.1-2)R.sub.2/n O. [aLa.sub.2 O.sub.3.bCe.sub.2 O.sub.3 ].ySiO.sub.2in which R is at least one mono- or divalent cation, n is the valence of R, M is at least one trivalent transition metal ion and/or aluminum ion, and a+b=1, a.gtoreq.0, b.gtoreq.0, and y.gtoreq.12.Type: GrantFiled: July 31, 1986Date of Patent: October 6, 1987Assignee: Research Association for Petroleum Alternatives DevelopmentInventors: Tetsuya Imai, Hiroshi Fujita, Minoru Koikeda, Takashi Suzuki
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Patent number: 4687875Abstract: A new catalyst system for the conversion of short-chain aliphatic alcohols to hydrocarbons having the formula[ML.sub.q ].sub.b.sup.m+ [N].sub.d.sup.n+ [X.sup.p+ Y.sub.a Z.sub.(12-a) O.sub.40 ].sup.-(8-p)wherein:[ML] is an organometallic compound where M is at least one metal selected from Group IIIA, IVA, VA, IB, IIB, IVB, VB, VIA, Fe, Co, and Ni; and L is an organic ligand,N is a positively charged species including a positively charged organic ligand,X is at least one element selected from P, Si, As, Ti, Zr, B, Co, Cu or Sn,Y and Z are independently selected from W, Mo, or V,m+n=[-pq=1-6O<a.ltoreq.12O.ltoreq.d<3b=1 to 3.Type: GrantFiled: April 21, 1986Date of Patent: August 18, 1987Assignee: The Standard Oil CompanyInventors: Janie K. Currie, Arthur J. Cooper, Frederick A. Pesa
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Patent number: 4686313Abstract: Synthesis gas (a mixture of hydrogen gas and carbon monoxide) is converted to hydrocarbons by flowing the gas first over iron-containing Fischer-Tropsch catalyst and then over a zeolite. The Fischer-Tropsch catalyst contains relatively little nitrogen as a result of its preparation by continuous precipitation at a pH ranging from about 6.6 to 6.9 and a temperature ranging from about 80.degree. to about 100.degree. C.Type: GrantFiled: June 2, 1986Date of Patent: August 11, 1987Assignee: Mobil Oil CorporationInventors: Weldon K. Bell, Werner O. Haag, Garry W. Kirker, Donald J. Klocke
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Patent number: 4686312Abstract: Disclosed is a multistage process for converting lower aliphatic oxygeanated hydrocarbon feedstock to hydrocarbon product rich in benzene, toluene and/or xylene which comprises:contacting said oxygenated hydrocarbons in a primary stage with a medium pore shape selective acidic zeolite to an intermediate hydrocarbon product comprising predominantly aliphatic hydrocarbons;contacting at least a portion of the aliphatic hydrocarbons from the primary stage with a secondary stage catalyst comprising gallium-promoted medium pore shape selective zeolite characterized by a constraint index within the approximate range of 1 to 12 and a silica to alumina ratio of about 20 to 100:1; thereby producing benzene, toluene and/or xylene.Type: GrantFiled: October 23, 1986Date of Patent: August 11, 1987Assignee: Mobil Oil CorporationInventors: Yung-Feng Chu, Arthur W. Chester
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Patent number: 4684757Abstract: A multistage process for producing ethers from lower aliphatic oxygenate feedstock, such as methanol. Feedstock is catalytically converted in a primary catalyst stage at elevated temperature in contact with zeolite catalyst to predominantly C.sub.2 -C.sub.5 lower olefins comprising isobutylene and isoamylene, by-product water and a minor amount of C.sub.6.sup.+ hydrocarbons, followed by fractionation of the C.sub.2 -C.sub.5 olefins to recover a C.sub.2 -C.sub.3 -rich recycle stream for further catalytic conversion in the primary stage. C.sub.4 -C.sub.5 olefins are passed to a second catalytic etherification stage for reaction of isoalkenes with methanol to produce methyl tertiary-butyl ether and methyl isoamylether. The second stage effluent may be fractionated to recover an ether product, C.sub.5.sup.+ hydrocarbon liquid product, and unreacted butenes.Type: GrantFiled: July 18, 1986Date of Patent: August 4, 1987Assignee: Mobil Oil CorporationInventors: Amos A. Avidan, Frederick J. Krambeck, Samuel A. Tabak
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Patent number: 4684756Abstract: The waxy liquid phase of an oil suspension of Fischer-Tropsch catalyst containing dissolved wax is separated out and the wax is converted by hydrocracking, dewaxing or by catalytic cracking with a low activity catalyst to provide a highly olefinic product which may be further converted to premium quality gasoline and/or distillate fuel.Type: GrantFiled: May 1, 1986Date of Patent: August 4, 1987Assignee: Mobil Oil CorporationInventors: W. Rodman Derr, Jr., William E. Garwood, James C. Kuo, Tiberiu M. Leib, Donald M. Nace, Samuel A. Tabak
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Patent number: 4677238Abstract: Disclosed is the vapor phase cyclodehydration of an aldehyde or ketone over a solid catalyst which comprises phosphoric acid on a solid inorganic oxide support to make indene or a substituted indene according to the equation: ##STR1##Type: GrantFiled: September 12, 1986Date of Patent: June 30, 1987Assignee: The Standard Oil CompanyInventors: S. Erik Pedersen, Linda L. Pfingsten
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Patent number: 4670620Abstract: This invention relates to a process for obtaining ethylene from anhydrous or aqueous ethanol by means of a catalyst of the zeolite type containing a silicate of a metal M1 having a valence of 3 and 4 and a tetraedric coordination and containing possibly another charge compensating metal M2 selected among the elements of the Ia, Ib, IIa, IIb, IIIa, IIIb, IVa, IVb, Va, VIb, VIIb and VIII groups of the Mendeljev Table. As examples of M2 metals, the alkaline metals, the alkaline-earth metals and the lanthanides may be cited.According to the invention, anhydrous or aqueous ethanol is contacted with a catalyst of the above type, in which the ratio (M1-M2/n)/(Si+M1)(in which II is the valence of said other metal) is at most equal to 1.5%. The temperature of the catalyst and the contact time of ethanol with said catalyst are such that the conversion rate of ethanol into ethylene is about 100% and the carbon selectivity for ethylene is at least equal to about 99% by weight.Type: GrantFiled: August 28, 1986Date of Patent: June 2, 1987Assignee: De Belgische Staat-l'Etat BelgeInventors: Julia M. Jacobs, Pierre A. Jacobs, Jan B. Uytterhoeven
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Patent number: 4665270Abstract: A product comprising hydrocarbons having at least 2 carbon atoms is produced by contacting a monohalomethane at elevated temperature, e.g. 200.degree. to 600.degree. C., with a synthetic crystalline aluminosilicate zeolite having a silica to alumina molar ration of at least 12:1 and containing cations of either hydrogen, copper or a metal capable of forming an amphoteric oxide, which cations are introduced either by exchange and/or by deposition, provided that when the cation is hydrogen the zeolite is Theta-1. At temperatures below 330.degree. C. the product predominantly comprises aliphatic hydrocarbons, of which a substantial proportion is isoalkanes and isoalkenes.Type: GrantFiled: June 28, 1985Date of Patent: May 12, 1987Assignee: The British Petroleum Company, P.L.C.Inventors: John H. Brophy, Josephus J. H. J. Font Freide, Jeremy D. Tomkinson
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Patent number: 4665249Abstract: A method of and apparatus for reducing the amount of water in the feed to a methanol-to-gasoline (MTG) conversion reactor is described. The output products of a dehydration reactor and an aqueous methanol feed are supplied to a primary distillation tower or separator. A dimethylether (DME)/methanol mixture is taken as overhead from the primary tower and can be sent to the MTG conversion reactor to produce hydrocarbons boiling in the gasoline range. Bottoms from the primary tower, containing methanol and water, are supplied to a secondary distillation tower or separator. A methanol stream is drawn as overhead from the secondary tower and is passed to an acid catalyzed dehydration reactor where an equilibrium mixture of dimethylether, methanol, and water is produced. The equilibrium mixture is passed from the dehydration reactor to the primary distillation tower. In preferred embodiments, the conversion reactor feed from the primary distillation tower may be of a gaseous or liquid phase.Type: GrantFiled: January 27, 1986Date of Patent: May 12, 1987Assignee: Mobil Oil CorporationInventors: Cheng-How Mao, Max Schreiner, Jr.
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Patent number: 4665248Abstract: The ion-exchange capacity and acid catalytic activity of a ZSM-5 type zeolite are increased by treatment of a physical mixture of the zeolite and an inorganic oxide with water in the presence of an alkali metal cation.Specifically, the catalyst is prepared by contacting a mixture of a crystalline zeolite having a silica to alumina ratio above 12 and a Constraint Index between about 1 and about 12, and a solid source of aluminum with liquid water in the presence of an activating amount of an alkali metal cation and under a combination of conditions including a temperature up to about 370.degree. C. for less than about an hour to about 100 hours to induce increased activity to the zeolite.Type: GrantFiled: October 15, 1985Date of Patent: May 12, 1987Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Joseph N. Miale
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Patent number: 4665246Abstract: The process of producing ethynyl aromatic compounds which are useful as intermediates in the preparation of 3-dimensional carbon-carbon structures for aerospace and military applications and as starting materials in the preparation of organic semi-conductors. The ethynyl aromatic compounds may be any of the classes illustrated in FIGS. 1, 2 and 3 of the drawing. Starting compounds for the process may by any compound from the classes illustrated in FIGS. 4, 5 and 6. The starting compound is reacted in the presence of a Friedel-Crafts catalyst in a suitable solvent with an acyl compound from the class illustrated in FIG. 7 to yield a compound within the classes illustrated in FIGS. 8, 9 and 10. The carbonyl groups in this compound are reduced to yield a corresponding alcohol. Each hydroxy group in the alcohol is converted to an easily eliminatable group, e.g., by reacting it with methane sulfonyl chloride, when subjected to basic conditions.Type: GrantFiled: March 9, 1984Date of Patent: May 12, 1987Assignee: Chem Biochem Research, Inc.Inventor: Chris Anderson
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Patent number: 4665257Abstract: A high yield, four step synthesis process is disclosed for producing the omer, 2,3-diphenyl-1,3-butadiene, wherein in step 1 acetophenone pinacol is produced from the dimerization of acetophenone in 96% yield; in step 2 acetophenone pinacol is reacted with triethoxymethane and benzoic acid to produce 2,3-diphenyl-2-butene in about 88-96% yield. The 2,3-diphenyl-2-butene and N-bromosuccinimide (NBS) are reacted together in step 3 in an ultra violet reactor and in a CCl.sub.4 reaction solvent to produce in about 92% yield, the dibromo compound, 1,4-dibromo-2,3-diphenyl-2-butene. In step 4, 1,4-dibromo-2,3-diphenyl-2-butene is converted to the desired monomer in about 86% yield by reacting with NaI under refluxing conditions for about 90 minutes in a hot acetone solution. The monomer 2,3-diphenyl-1,3-butadiene is recovered in hexane, shaken (in the order listed) with water solutions of NaHSO.sub.3, NaHCO.sub.3, and pure water, dried over CaCl.sub.2, and the hexane is spun off.Type: GrantFiled: October 20, 1986Date of Patent: May 12, 1987Assignee: The United States of America as represented by the Secretary of the ArmyInventor: James H. Bentley
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Patent number: 4663027Abstract: A method is provided for reducing the level of polychlorinated aromatic hydrocarbons dissolved in organic solvents at a faster rate wherein the organic solvent is treated with a glycol, such as polyethylene glycol, and an alkali metal hydroxide in the form of a uniform solids slurry.Type: GrantFiled: March 3, 1986Date of Patent: May 5, 1987Assignee: General Electric CompanyInventors: Ashok K. Mendiratta, Wayne F. Morgan