Sulfuric Acid With Additional Nonhydrocarbon Agent Patents (Class 585/731)
  • Patent number: 5326924
    Abstract: Alkylation processes of the type used in the refining of petroleum can be improved by using a promoter composition which contains an alkyl phosphate ester amine salt and pinene.
    Type: Grant
    Filed: August 19, 1987
    Date of Patent: July 5, 1994
    Assignee: Nalco Chamical Company
    Inventor: John C. Kisalus
  • Patent number: 5276242
    Abstract: In one embodiment of this invention, a process for alkylating C.sub.3 -C.sub.6 alkanes (paraffins) with C.sub.3 -C.sub.6 alkenes (monoolefins) employs a catalyst composition which has been prepared by heating a mixture consisting essentially of aluminum chloride, at least one metal sulfate (CuSO.sub.4, FeSO.sub.4, NiSO.sub.4, MgSO.sub.4, CaSO.sub.4 or combinations thereof), at least one inorganic refractory support material (alumina, silica, silica-alumina, aluminum phosphate, aluminum phosphate/oxide or combinations thereof), and at least one chlorinated hydrocarbon (preferably carbon tetrachloride). In another embodiment of this invention, a process for alkylating C.sub.3 -C.sub.6 alkanes with C.sub.3 -C.sub.6 alkenes employs a catalyst which has been prepared by heating a mixture consisting essentially of aluminum chloride, aluminum phosphate, silica, and at least one chlorinated hydrocarbon (preferably carbon tetrachloride).
    Type: Grant
    Filed: April 20, 1993
    Date of Patent: January 4, 1994
    Assignee: Phillips Petroleum Company
    Inventor: An-hsiang Wu
  • Patent number: 5258568
    Abstract: A single path process for alkylating a hydrocarbon feedstock containing an olefin and an isoparaffin is disclosed. The process includes dispersing an acid-based liquid alkylation catalyst into a reaction zone for contact with a continuous hydrocarbon phase. The process further includes separating the hydrocarbon phase from the acid catalyst upon completion of the alkylation reaction and providing a continuous on-line regeneration of the entire volume of catalyst once it has been separated from the hydrocarbon phase.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: November 2, 1993
    Assignee: Mobil Oil Corp.
    Inventors: Jonathan E. Child, Tomas R. Melli, Sergei Yurchak
  • Patent number: 5233119
    Abstract: A composition of matter comprises trifluoromethane on a solid support material which contains boron phosphate and/or boron sulfate. Preferred support materials are boron phosphate, boron phosphate-coated silica and boron sulfate-coated silica. The above composition is used as a catalyst for alkylating at least one C.sub.2 -C.sub.7 alkane (preferably isobutane or an isopentane) with at least one C.sub.2 -C.sub.7 alkene (preferably butene-2).
    Type: Grant
    Filed: November 9, 1992
    Date of Patent: August 3, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Lyle R. Kallenbach, Roy F. Wright, David C. Miller
  • Patent number: 5189232
    Abstract: A method of making jet fuel compositions from lower alkyl cyclopentanes and C.sub.5 -C.sub.8 olefins via a dehydrocondensation reaction in the presence of sulfuric acid or hydrofluoric acid. The reaction product contains a predominance of decalins and has high density, high heat of combustion and low freezing point.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: February 23, 1993
    Assignee: University of Utah
    Inventors: Joseph S. Shabtai, Alex G. Oblad, Chi H. Tsai
  • Patent number: 5120895
    Abstract: A process and apparatus are disclosed for acid continuous alkylation of a hydrocarbon-containing feedstream in which the inventory of acid is reduced. The apparatus used combines a reactor, settler and heat exchanger in a single vessel. The acid phase flows out of the reactor only for acid makeup, to account for acid consumption, and regeneration.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: June 9, 1992
    Assignee: Mobil Oil Corp.
    Inventors: Jonathan E. Child, Tomas R. Melli
  • Patent number: 4973785
    Abstract: Crystalline molecular sieves having three-dimensional microporous framework structures of ELO.sub.2, AlO.sub.2, SiO.sub.2 and PO.sub.2 framework oxide units are disclosed. The molecular sieves have an empirical chemical composition on an anhydrous basis expressed by the formula:mR: (EL.sub.w Al.sub.x P.sub.y Si.sub.z)O.sub.2wherein "R" represents at least one organic templating agent present in the intracrystalline pore system; "m" represents the molar amount of "R" present per mole of (EL.sub.w Al.sub.x P.sub.y Si.sub.z)O.sub.2 ; "EL" represents at least one element capable of forming a framework oxide unit; and "w", "x", "y" and "z" represent the mole fractions of element(s) "EL", aluminum, phosphorus and silicon, respectively, present as framework oxides. Their use as adsorbents, catalysts, etc. is also disclosed.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: November 27, 1990
    Assignee: UOP
    Inventors: Brent M. T. Lok, Bonita K. Marcus, Lawrence D. Vail, Edith M. Flanigen, Robert L. Patton, Stephen T. Wilson
  • 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: 4885425
    Abstract: Compositions containing sulfuric acid and one or more of certain chalcogen-containing compounds in which the chalcogen compound/H.sub.2 SO.sub.4 molar ratio is below 2 contain the mono-adduct of sulfuric acid which is catalytically active for promoting organic chemical reactions. Suitable chalcogen-containing compounds have the empirical formula ##STR1## wherein X is a chalcogen, each of R.sub.1 and R.sub.2 is independently selected from hydrogen, HR.sub.3 R.sub.4, and NR.sub.5, at least one of R.sub.1 and R.sub.2 is other than hydrogen, each of R.sub.3 and R.sub.4 is hydrogen or a monovalent organic radical, and R.sub.5 is a divalent organic radical. Such compositions are useful for catalyzing organic reactions such as oxidation, oxidative addition, reduction, reductive addition, esterification, transesterification, hydrogenation, isomerication (including racemization of optical isomers), alkylation, polymerization, demetallization of organometallics, nitration, Friedel-Crafts reactions, and hydrolysis.
    Type: Grant
    Filed: January 29, 1988
    Date of Patent: December 5, 1989
    Assignee: Union Oil Company of California
    Inventor: Donald C. Young
  • Patent number: 4882038
    Abstract: Crystalline molecular sieves having a three-dimensional microporous framework structures of MgO.sub.2, AlO.sub.2, SiO.sub.2 and PO.sub.2 tetrahedral units are disclosed. These molecular sieves have an empirical chemical composition on an anhydrous basis expressed by the formula:mR: (Mg.sub.w Al.sub.x P.sub.y Si.sub.z)O.sub.2wherein "R" represents at least one organic templating agent present in the intracrystalline pore system; "m" represents the molar amount of "R" present per mole of (Mg.sub.w Al.sub.x P.sub.y Si.sub.z)O.sub.2 ; and "w", "x", "y" and "z" represent the mole fractions of magnesium, aluminum, phosphorus and silicon, respectively, present as tetrahedral oxides. Their use as adsorbents, catalysts, etc. is disclosed.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: November 21, 1989
    Assignee: UOP
    Inventors: Brent M. T. Lok, Lawrence D. Vail, Edith M. Flanigen
  • 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: 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: 4636488
    Abstract: A novel hydrocarbon alkylation catalyst is disclosed comprising a mineral acid and an ether component. A process for utilizing the novel catalyst is also disclosed.
    Type: Grant
    Filed: August 12, 1985
    Date of Patent: January 13, 1987
    Assignee: UOP Inc.
    Inventors: Tamotsu Imai, Joseph A. Kocal
  • Patent number: 4560825
    Abstract: Disclosed is an alkylation process comprising the step of contacting a paraffinic compound, capable of forming a carbonium ion under strong acid conditions, with an olefin in the presence of a strong acid system comprised of an acid component and a mixture comprised of: (a) one or more adamantane derivatives containing at least one unsubstituted bridgehead position and which is capable of being protonated, or hydrogen bonded to, or dissociated by an acid; and (b) one or more surfactants capable of stabilizing the one or more adamantane derivatives of (a) above at a hydrocarbon-acid interface.
    Type: Grant
    Filed: December 18, 1984
    Date of Patent: December 24, 1985
    Assignee: Exxon Research & Engineering Company
    Inventors: George M. Kramer, Edwin R. Ernst
  • Patent number: 4544794
    Abstract: The efficiency of acid catalyzed alkylation of alkanes with olefins is improved by conducting the alkylation in the presence of small amounts of a mixture of a neo acid and another fatty acid having 10 to 30 carbon atoms.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: October 1, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4544795
    Abstract: The efficiency of acid catalyzed alkylation of alkanes with olefins is improved by conducting the alkylation in the presence of small amounts of a fatty acid having 16 to 40 carbon atoms.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: October 1, 1985
    Assignee: Atlantic Richfield Company
    Inventors: Richard F. Miller, Michael P. Nicholson
  • Patent number: 4426545
    Abstract: A process is described for paraffin-olefin alkylation under strong acid conditions in which an adamantylalkyl carboxylic acid or sulfonic acid is used to substantially improve the efficiency of reaction.
    Type: Grant
    Filed: March 15, 1983
    Date of Patent: January 17, 1984
    Assignee: Exxon Research and Engineering Co.
    Inventor: George M. Kramer
  • Patent number: 4357482
    Abstract: A process is described for paraffin-olefin alkylation under strong acid conditions in which an aminoalkyladamantane hydrocarbon is used to substantially improve the reaction.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: November 2, 1982
    Assignee: Exxon Research and Engineering Co.
    Inventor: George M. Kramer
  • Patent number: 4357481
    Abstract: A process is described for paraffin-olefin alkylation under strong acid conditions in which an adamantane hydrocarbon is used to substantially increase the reaction rate of the alkylation.
    Type: Grant
    Filed: August 31, 1981
    Date of Patent: November 2, 1982
    Assignee: Exxon Research and Engineering Co.
    Inventor: George M. Kramer
  • Patent number: 4260846
    Abstract: An improved cyclic process for the alkylation of isoparaffins with olefins in the presence of a circulating concentrated sulfuric acid catalyst is disclosed. Improvement in the octane rating of the product alkylate is achieved by periodic fortification of the sulfuric acid catalyst with a sulfur trioxide-bearing fortifying agent under conditions wherein the harmful effects caused by contact of the sulfur trioxide with the hydrocarbons in the alkylation zone are minimized. The acid catalyst is fortified during less than about 15% of the cycles of the circulating acid catalyst through the alkylation system to maintain the water content of the acid catalyst in the range of above about 1% and below about 4% by weight. The process effects not only essentially 100% utilization of the fortifying agent for water removal but also improves the octane rating of the product alkylate while simultaneously extending the service life of the acid catalyst by allowing use of the catalyst having higher organic content.
    Type: Grant
    Filed: June 11, 1979
    Date of Patent: April 7, 1981
    Assignee: Allied Chemical Corporation
    Inventors: Bela I. Karsay, Robert L. Sturtevant, Alan B. Gancy