From Nonhydrocarbon Feed Patents (Class 585/469)
  • Patent number: 4886925
    Abstract: 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: Grant
    Filed: May 2, 1988
    Date of Patent: December 12, 1989
    Inventor: Mohsen N. Harandi
  • Patent number: 4879426
    Abstract: A direct coupling reaction which goes in high yields to couple an aryl halide with a cycloalkene.
    Type: Grant
    Filed: May 9, 1988
    Date of Patent: November 7, 1989
    Assignee: Iowa State University Research Foundation, Inc.
    Inventors: Richard C. Larock, Bruce E. Baker
  • Patent number: 4861937
    Abstract: 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: Grant
    Filed: July 29, 1983
    Date of Patent: August 29, 1989
    Assignee: Degussa Aktiengesellschaft
    Inventors: Michael Baacke, Klaus Deller, Peter Kleinschmit, Edgar Koberstein
  • Patent number: 4857667
    Abstract: 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: Grant
    Filed: October 7, 1987
    Date of Patent: August 15, 1989
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen
  • Patent number: 4855520
    Abstract: 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: Grant
    Filed: August 3, 1987
    Date of Patent: August 8, 1989
    Assignee: American Cyanamid Company
    Inventor: Amy P. Essenfeld
  • Patent number: 4849574
    Abstract: 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: Grant
    Filed: September 2, 1988
    Date of Patent: July 18, 1989
    Assignee: Texas Alkyls, Inc.
    Inventors: Andrzej M. Piotrowski, Dennis B. Malpass
  • Patent number: 4845201
    Abstract: 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: Grant
    Filed: January 22, 1988
    Date of Patent: July 4, 1989
    Assignee: Institut Francais Du Petrole
    Inventors: Yves Chauvin, Dominique Commereuc, Francois Hugues, Helene Olivier, Lucien Saussine
  • Patent number: 4844745
    Abstract: Removal and/or clean-up of polychlorinated biphenyls (PCBs) from contaminated surfaces with novel compositions of petroleum distillates and wetting agents.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: July 4, 1989
    Assignee: Integrated Chemistries, Inc.
    Inventors: James E. Nash, Kurt E. Heikkila
  • Patent number: 4843183
    Abstract: 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: Grant
    Filed: July 20, 1987
    Date of Patent: June 27, 1989
    Assignee: Showa Shell Sekiyu Kabushiki Kaisha
    Inventor: Tomoyuki Inui
  • Patent number: 4842720
    Abstract: 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: Grant
    Filed: May 18, 1987
    Date of Patent: June 27, 1989
    Assignee: Union Oil Company of California
    Inventor: Eric L. Moorehead
  • Patent number: 4840721
    Abstract: 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 pressure
    Type: Grant
    Filed: March 16, 1988
    Date of Patent: June 20, 1989
    Assignee: UOP
    Inventors: Tom N. Kalnes, Robert B. James, Jr.
  • Patent number: 4827065
    Abstract: 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: Grant
    Filed: July 10, 1985
    Date of Patent: May 2, 1989
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Isoo Shimizu, Ryotaro Hirano, Yasuo Matsumura, Hideki Nomura, Kazumichi Uchida, Atsushi Sato
  • Patent number: 4818368
    Abstract: 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 resu
    Type: Grant
    Filed: October 28, 1987
    Date of Patent: April 4, 1989
    Assignee: UOP Inc.
    Inventors: Tom N. Kalnes, Robert B. James, Jr., Darrell W. Staggs
  • Patent number: 4806702
    Abstract: 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: Grant
    Filed: May 26, 1987
    Date of Patent: February 21, 1989
    Assignee: Union Carbide Corporation
    Inventors: Chinsoo Lee, David R. Bassett
  • Patent number: 4795853
    Abstract: A process for reacting synthesis gas in the presence of a cadmium-containing catalyst to selectively produce isoparaffin hydrocarbons is disclosed.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: January 3, 1989
    Assignee: Amoco Corporation
    Inventors: Jeffrey T. Miller, Thomas D. Nevitt
  • Patent number: 4795843
    Abstract: 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: Grant
    Filed: October 8, 1987
    Date of Patent: January 3, 1989
    Assignee: UOP Inc.
    Inventors: Tamotsu Imai, Paul T. Barger, Anthony H. Eck
  • Patent number: 4788368
    Abstract: 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: Grant
    Filed: November 5, 1987
    Date of Patent: November 29, 1988
    Assignee: Texas Alkyls Inc.
    Inventors: Andrzej M. Piotrowski, Dennis B. Malpass, John J. Eisch, Marek P. Boleslawski
  • Patent number: 4788042
    Abstract: 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: Grant
    Filed: October 5, 1987
    Date of Patent: November 29, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Susan K. Marsh, Hartley Owen, Bernard S. Wright
  • Patent number: 4788369
    Abstract: 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: Grant
    Filed: October 5, 1987
    Date of Patent: November 29, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Susan K. Marsh, Hartley Owen, Bernard S. Wright
  • Patent number: 4788365
    Abstract: 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: Grant
    Filed: December 8, 1987
    Date of Patent: November 29, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen
  • Patent number: 4788367
    Abstract: Ketones are methylenated to form the corresponding olefin by reaction with a bis(alkylchloroalumino)methane, e.g., in the form of its dietherate.
    Type: Grant
    Filed: November 5, 1987
    Date of Patent: November 29, 1988
    Assignee: Texas Alkyls Inc.
    Inventors: Andrzej M. Piotrowski, Dennis B. Malpass
  • Patent number: 4777321
    Abstract: 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: Grant
    Filed: April 29, 1987
    Date of Patent: October 11, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen, Sean C. Smyth
  • Patent number: 4766263
    Abstract: 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: Grant
    Filed: June 29, 1987
    Date of Patent: August 23, 1988
    Assignee: Research Association for Petroleum Alternatives Development
    Inventors: Nobuyuki Morimoto, Kozo Takatsu, Michio Sugimoto
  • Patent number: 4761221
    Abstract: 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: Grant
    Filed: March 31, 1987
    Date of Patent: August 2, 1988
    Assignee: Labofina, S.A.
    Inventors: Carmela A. Rossi, Philippe Nelis
  • Patent number: 4761508
    Abstract: 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: Grant
    Filed: July 22, 1986
    Date of Patent: August 2, 1988
    Assignee: Nippon Petrochemicals Co., Ltd.
    Inventors: Isoo Shimizu, Yasuo Matsumura, Shigenobu Kawakami, Atsushi Sato
  • Patent number: 4755628
    Abstract: 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: Grant
    Filed: June 22, 1984
    Date of Patent: July 5, 1988
    Assignee: AMOP, Inc.
    Inventor: Edward C. Adams
  • Patent number: 4754092
    Abstract: 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: Grant
    Filed: December 22, 1986
    Date of Patent: June 28, 1988
    Assignee: Exxon Research and Engineering Company
    Inventors: Enrique Iglesia, Rostam Madon
  • Patent number: 4751307
    Abstract: Disclosed are improved Wittig reaction processes wherein the Wittig reaction is conducted in an anisole containing solvent.
    Type: Grant
    Filed: February 27, 1987
    Date of Patent: June 14, 1988
    Assignee: Mallinckrodt, Inc.
    Inventor: Carl R. White
  • Patent number: 4748292
    Abstract: 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: Grant
    Filed: April 6, 1987
    Date of Patent: May 31, 1988
    Assignee: General Electric Company
    Inventor: Ashok K. Mendiratta
  • Patent number: 4747937
    Abstract: 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 presence
    Type: Grant
    Filed: November 24, 1986
    Date of Patent: May 31, 1988
    Assignee: UOP Inc.
    Inventors: Lee Hilfman, Russell W. Johnson
  • Patent number: 4746761
    Abstract: 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: Grant
    Filed: July 2, 1987
    Date of Patent: May 24, 1988
    Assignee: Mobil Oil Corporation
    Inventors: Amos A. Avidan, Frederick J. Krambeck, Samuel A. Tabak
  • Patent number: 4740646
    Abstract: 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: Grant
    Filed: July 23, 1987
    Date of Patent: April 26, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Erhard Henkes, Klaus Halbritter, Herbert Mayr, Wilhelm Striepe, Rudolf Pock
  • Patent number: 4728672
    Abstract: 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: Grant
    Filed: December 11, 1986
    Date of Patent: March 1, 1988
    Assignee: Research Association for Petroleum Alternatives Development
    Inventors: Tomohiro Yoshinari, Fujio Suganuma, Chikara Sera
  • Patent number: 4709113
    Abstract: 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: Grant
    Filed: April 29, 1987
    Date of Patent: November 24, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Mohsen N. Harandi, Hartley Owen, Sean C. Smyth
  • Patent number: 4707500
    Abstract: 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: Grant
    Filed: December 29, 1986
    Date of Patent: November 17, 1987
    Assignee: National Distillers and Chemical Corporation
    Inventors: James A. Hinnenkamp, Vernon V. Walatka
  • Patent number: 4704481
    Abstract: 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: Grant
    Filed: January 6, 1986
    Date of Patent: November 3, 1987
    Assignee: The British Petroleum Company p.l.c.
    Inventors: Howard Alper, David J. H. Smith
  • Patent number: 4698449
    Abstract: 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: Grant
    Filed: July 31, 1986
    Date of Patent: October 6, 1987
    Assignee: Research Association for Petroleum Alternatives Development
    Inventors: Tetsuya Imai, Hiroshi Fujita, Minoru Koikeda, Takashi Suzuki
  • Patent number: 4687875
    Abstract: 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: Grant
    Filed: April 21, 1986
    Date of Patent: August 18, 1987
    Assignee: The Standard Oil Company
    Inventors: Janie K. Currie, Arthur J. Cooper, Frederick A. Pesa
  • Patent number: 4686313
    Abstract: 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: Grant
    Filed: June 2, 1986
    Date of Patent: August 11, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Weldon K. Bell, Werner O. Haag, Garry W. Kirker, Donald J. Klocke
  • Patent number: 4686312
    Abstract: 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: Grant
    Filed: October 23, 1986
    Date of Patent: August 11, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Yung-Feng Chu, Arthur W. Chester
  • Patent number: 4684757
    Abstract: 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: Grant
    Filed: July 18, 1986
    Date of Patent: August 4, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Amos A. Avidan, Frederick J. Krambeck, Samuel A. Tabak
  • Patent number: 4684756
    Abstract: 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: Grant
    Filed: May 1, 1986
    Date of Patent: August 4, 1987
    Assignee: Mobil Oil Corporation
    Inventors: W. Rodman Derr, Jr., William E. Garwood, James C. Kuo, Tiberiu M. Leib, Donald M. Nace, Samuel A. Tabak
  • Patent number: 4677238
    Abstract: 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: Grant
    Filed: September 12, 1986
    Date of Patent: June 30, 1987
    Assignee: The Standard Oil Company
    Inventors: S. Erik Pedersen, Linda L. Pfingsten
  • Patent number: 4670620
    Abstract: 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: Grant
    Filed: August 28, 1986
    Date of Patent: June 2, 1987
    Assignee: De Belgische Staat-l'Etat Belge
    Inventors: Julia M. Jacobs, Pierre A. Jacobs, Jan B. Uytterhoeven
  • Patent number: 4665270
    Abstract: 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: Grant
    Filed: June 28, 1985
    Date of Patent: May 12, 1987
    Assignee: The British Petroleum Company, P.L.C.
    Inventors: John H. Brophy, Josephus J. H. J. Font Freide, Jeremy D. Tomkinson
  • Patent number: 4665249
    Abstract: 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: Grant
    Filed: January 27, 1986
    Date of Patent: May 12, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Cheng-How Mao, Max Schreiner, Jr.
  • Patent number: 4665248
    Abstract: 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: Grant
    Filed: October 15, 1985
    Date of Patent: May 12, 1987
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Joseph N. Miale
  • Patent number: 4665246
    Abstract: 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: Grant
    Filed: March 9, 1984
    Date of Patent: May 12, 1987
    Assignee: Chem Biochem Research, Inc.
    Inventor: Chris Anderson
  • Patent number: 4665257
    Abstract: 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: Grant
    Filed: October 20, 1986
    Date of Patent: May 12, 1987
    Assignee: The United States of America as represented by the Secretary of the Army
    Inventor: James H. Bentley
  • Patent number: 4663027
    Abstract: 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: Grant
    Filed: March 3, 1986
    Date of Patent: May 5, 1987
    Assignee: General Electric Company
    Inventors: Ashok K. Mendiratta, Wayne F. Morgan