Isomerization Patents (Class 585/253)
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Patent number: 4654452Abstract: A hexanes stream, conventionally produced in petroleum refining, comprising normal hexane, isohexanes, methylcyclopentane, and cyclohexane is isomerized to produce primarily cyclohexane and to recover normal hexane by first fractionating the hexanes stream in a first fractionation step in a manner and under conditions to produce a normal hexane-isohexane rich overhead stream and a methylcyclopentane-cyclohexane rich bottoms stream, the bottoms stream is isomerized in the presence of an isomerization catalyst and under conditions sufficient to maximize the conversion of methylcyclopentane to cyclohexane, the overhead from the first fractionation step and the effluent from the isomerization step is then fractionated in at least one stage of a second fractionation step in a manner and under conditions to produce separate streams, comprising isohexanes, normal hexane, cyclohexane, and unreacted methylcyclopentane and the methylcyclopentane is recycled to the isomerization step and/or the first fractionation step.Type: GrantFiled: December 16, 1982Date of Patent: March 31, 1987Assignee: Phillips Petroleum CompanyInventors: William C. Rahlwes, Ralph G. Carrasco, Jr.
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Patent number: 4625069Abstract: Coordination compounds of rhodium are solid salts having donor ligands of [(aryl).sub.3 P].sub.3 Rh.sup.+ and a non-coordinated counterion derived from a fluorochemical acid, the salts having the formula:[(aryl).sub.3 P].sub.3 Rh.sup.+ (counterion).sup.-.The salts are prepared by reacting [(aryl).sub.3 P].sub.4 RhH, which is and uncharged rhodium hydride, with a fluorochemical acid selected form acids having the formulae:HC(R)(SO.sub.2 R.sub.f).sub.2, R.sub.f 'SO.sub.3 H, and HN(SO.sub.2 R.sub.f).sub.2wherein R.sub.f and R.sub.f ' are perfluoroalkyl groups and R is lower alkyl substituted or unsubstituted phenyl, hydrogen, Cl, SO.sub.2 R.sub.f or R.sub.f. Carbonylation of the [(aryl).sub.3 P].sub.3 Rh.sup.+ (counterion).sup.- compounds of this invention, e.g., by contacting the salts of the invention with carbon monoxide gas, produces salts having the formula:[(aryl).sub.3 P].sub.3 Rh(CO).sub.n.sup.+(counterion).sup.-,wherein n is 1 or 2, and (counterion).sup.- is as defined above.Type: GrantFiled: August 26, 1985Date of Patent: November 25, 1986Assignee: Minnesota Mining and ManufacturingInventors: Allen R. Siedle, Richard D. Howells
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Patent number: 4507516Abstract: A fuel composition comprising a hydrogenated material obtained by hydrogenating a reaction mixture ranging from C.sub.11 to C.sub.16 containing mainly compounds which comprise butadiene and cyclopentadiene as basic structural units, produced by reacting an acyclic conjugated diene with cyclopentadiene, dicyclopentadiene, an alkyl-substituted cyclopentadiene, or an alkyl-substituted dicyclopentadiene in accordance with Diels-Alder reaction an isomeric material prepared by isomerizing the hydrogenated material or the mixture of the hydrogenated material and the isomeric material.Type: GrantFiled: March 14, 1984Date of Patent: March 26, 1985Assignee: Nippon Petrochemicals Co., Ltd.Inventors: Seiji Hirooka, Michiaki Torii
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Patent number: 4427467Abstract: An improved ramjet fuel consisting of hydrogenated hydrocarbons uses a mium weight percentage of 50% tetrahydromethylcyclopentadiene dimer (TH-dimer) with about 50% by wt. exo-tetrahydrodicyclopentadiene (Exo-THDC). The mixture exceeds U.S. Navy flash point requirements of 60.degree. C. while yielding a lower viscosity than TH-dimer alone. Volumetric heating properties of the mixture make it an excellent ramjet fuel.Type: GrantFiled: April 29, 1982Date of Patent: January 24, 1984Assignee: The United States of America as represented by the Secretary of the NavyInventors: George W. Burdette, Lewis Hall
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Patent number: 4401837Abstract: A high density fuel for airbreathing or bi-propellant engines consisting of xo-tetrahydrotricyclopentadiene (EXO-THTC) alone and in mixtures with other high density fuels. Processes for their preparation are also disclosed.Type: GrantFiled: June 2, 1980Date of Patent: August 30, 1983Assignee: The United States of America as represented by the Secretary of the NavyInventors: George W. Burdette, Abraham I. Schneider
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Patent number: 4398978Abstract: A method for preparation of high density, high energy, low viscosity liquid ydrocarbon fuel by catalytic treatment of tetrahydrodimethyldicyclopentadiene (RJ-4) synthetic fuel. Endo-isomers within the fuel stock are isomerized to exo-isomers by treatment of the fuel stock with catalysts such as aluminum chloride, nickel, or pulverized, acid treated firebrick resulting in a fuel having a lower viscosity than the original RJ-4.Type: GrantFiled: April 26, 1982Date of Patent: August 16, 1983Assignee: The United States of America as represented by the Secretary of the NavyInventors: George W. Burdette, Abraham I. Schneider
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Patent number: 4328385Abstract: Isomerizable hydrocarbons are isomerized using a catalytic composite comprising a combination of a catalytically effective amount of a pyrolyzed rhenium carbonyl component with a porous carrier material containing a uniform dispersion of catalytically effective amounts of a platinum group component, which is maintained in the elemental metallic state during the incorporation and pyrolysis of the rhenium carbonyl component, of a tin component, and of a halogen component.Type: GrantFiled: December 3, 1980Date of Patent: May 4, 1982Assignee: UOP Inc.Inventor: George J. Antos
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Patent number: 4320238Abstract: A high density fuel composition having low temperature operational capability for propelling turbo-jet, limited volume missile systems consisting essentially of at least 95 weight percent exo-tetrahydrodicyclopentadiene (JP-10) and a correspondingly minor amount of a C.sub.3 -C.sub.7 saturated hydrocarbon.Type: GrantFiled: August 21, 1980Date of Patent: March 16, 1982Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Steven C. Howe
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Patent number: 4286109Abstract: A high density specialty fuel for propelling limited volume ramjet and turbojet missile systems comprising a blend of at least 70 weight percent of exotetrahydrodicyclopentadiene and a correspondingly minor amount of a combination of a C.sub.5 -C.sub.7 alkane or cycloalkane and a tetrahydro derivative of the trimer and/or co-trimer of cyclopentadiene and methylcyclopentadiene.Type: GrantFiled: July 31, 1980Date of Patent: August 25, 1981Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Dennis H. Fisher
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Patent number: 4277636Abstract: Method for effecting the formation of co-trimers of cyclopentadiene and methylcyclopentadiene whereby a mixture of the dimers of said dienes is heated in the presence of an inert solvent. The foregoing method is implemented to provide a high energy fuel by substantially completely hydrogenating the resultant trimerization product.Type: GrantFiled: August 11, 1980Date of Patent: July 7, 1981Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Peter J. Frank, Dennis H. Fisher, Steven C. Howe
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Patent number: 4270014Abstract: A method for converting endo-tetrahydrodicyclopentadiene to the corresponding exo isomeric form which is advantageously carried out in the presence of aluminum chloride catalyst and the spent nickel hydrogenation catalyst utilized in hydrogenating an endo dimer of cyclopentadiene to provide said tetrahydro derivative thereof.Type: GrantFiled: April 30, 1979Date of Patent: May 26, 1981Assignee: Ashland Oil, Inc.Inventors: Richard V. Norton, Steven C. Howe
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Patent number: 4191845Abstract: Unsaturated C.sub.4 hydrocarbons are converted into normal butane by introducing an unsaturated C.sub.4 hydrocarbon stream into a hydrogenation zone to convert it into a stream of normal butane and isobutane. Normal butane is recovered from a separation zone while isobutane is directed to an isomerization zone wherein a portion of the isobutane is converted into normal butane. The stream from the isomerization zone is returned to the separation zone to recover the normal butane produced in the isomerization reaction. The normal butane produced by the process is subsequently utilized in a cracking zone to produce ethylene.Type: GrantFiled: July 25, 1978Date of Patent: March 4, 1980Assignee: Stone & Webster Engineering CorporationInventors: Jacob N. Rubin, Frederick B. Seufert
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Patent number: 4177217Abstract: Dimethyldicyclopentadiene is continuously hydrogenated to tetrahydrodimethyldicyclopentadiene and then the latter is continuously isomerized to a missile fuel. Both the hydrogenation and the isomerization steps use a nickel on silica-alumina catalyst. The temperature of the hydrogenation is in the range of about 70.degree.-260.degree. C., and the temperature of the isomerization is in the range of about 200.degree.-280.degree. C. The space velocity of the hydrogenation is about 0.1 to about 2.0 volumes of the diene charged per volume of catalyst per hour and the space velocity of the isomerization is about 0.1 to about 3.0 volumes of the hydrocarbon charged per volume of catalyst per hour. The pressure range for hydrogenation is between about 200 psig to about 3000 psig and for isomerization between from about 10 psig to about 1500 psig. Hydrogen is present during the isomerization.Type: GrantFiled: September 28, 1977Date of Patent: December 4, 1979Assignee: Suntech, Inc.Inventors: Edward J. Janoski, Richard E. Mitchell, Abraham Schneider