B Trifluoride In A Complex Or With Additional Nonhydrocarbon Agent Patents (Class 585/465)
  • Patent number: 7737312
    Abstract: This invention relates to a process for producing linear alkyl benzene, the process including the steps of obtaining a hydrocarbon condensate containing olefins, paraffins and oxygenates from a low temperature Fischer-Tropsch reaction; a) fractionating a desired carbon number distribution from the hydrocarbon condensate to form a fractionated hydrocarbon condensate stream; b) extracting oxygenates from the fractionated hydrocarbon condensate stream from step (a) to form a stream containing olefins and paraffins; c) combining the stream containing olefins and paraffins from step (b) with the feed stream from step (g) to form a combined stream; d) alkylating olefins in the combined stream from step (c) with benzene in the presence of a suitable alkylation catalyst in an alkylation reactor; e) recovering linear alkyl benzene from the alkylation reactor; f) recovering unreacted paraffins from the alkylation reactor; g) dehydrogenating the unreacted paraffins in the presence of a suitable dehydrogenation catalyst
    Type: Grant
    Filed: March 10, 2004
    Date of Patent: June 15, 2010
    Assignee: Sasol Technology (Proprietary) Limited
    Inventors: Ivan Greager, Jan Hendrik Scholtz, Johan Pieter de Wet, Mieke Ann Desmet, Wilhelmina Jansen, Paul Jacobson, Luis Pablo Fidel Dancuart
  • Patent number: 7674945
    Abstract: The present invention discloses a process for alkylation of an aromatic hydrocarbon or isoalkane with an olefin over the catalysis of a solid acid, comprising contacting a reaction material containing an aromatic hydrocarbon or C4-C6 isoalkane, C2-C18 monoolefin and a compound containing a strongly electronegative element as promoter with a solid acid catalyst to carry out the alkylation, characterized in that the solid acid catalyst is contacted with a compound having a strongly electronegative element prior to its contact with the reaction material. Said process not only greatly increases the selectivity of the target product of the alkylation but also improves stability of the solid acid catalyst.
    Type: Grant
    Filed: January 19, 2005
    Date of Patent: March 9, 2010
    Assignee: China Petroleum & Chemical Corporation
    Inventors: Yigong He, Zheng Man
  • Patent number: 7148388
    Abstract: In a process for preparing an olefinic hydrocarbon mixture comprising at least 5% by weight of mono-olefin oligomers of the empirical formula: CnH2n where n is greater than or equal to 6, a feedstock comprising n-butene and propylene in a molar ratio of about 1:0.01 to about 1:0.49 is contacted under oligomerization conditions with surface deactivated ZSM-23. The resultant mono-olefin oligomers comprise at least 20 percent by weight of olefins having at least 12 carbon atoms, wherein said olefins having at least 12 carbon atoms have an average of from about 0.8 to about 2.0 C1–C3 alkyl branches per carbon chain.
    Type: Grant
    Filed: March 28, 2003
    Date of Patent: December 12, 2006
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Stephen W. Beadle, Cesar M. Cheng-Guajardo, Carolyn B. Duncan, David Wayne Turner, Ramzi Y. Saleh
  • Patent number: 6084144
    Abstract: A boron trifluoride complex can be recovered without changing its molar coordination ratio, by applying a direct and/or alternating voltage to an electrically-nonconductive fluid in which at least a part of boron trifluoride complex is dispersed and/or dissolved, and separating the boron trifluoride complex by settling from the electrically-nonconductive fluid. By utilizing this method for the preparation of olefin oligomer using a boron trifluoride complex catalyst, it is possible to reuse the recovered catalyst as it stands for the reaction.
    Type: Grant
    Filed: October 15, 1998
    Date of Patent: July 4, 2000
    Assignee: Nippon Petrochemicals Company, Limited
    Inventors: Tsutomu Takashima, Yoshisuke Kakuyama, Shigeru Nishikida, Yuichi Tokumoto, Kouji Fujimura
  • Patent number: 5986155
    Abstract: Treating low reactivity alkylating agents in the vapor phase with catalysts converts the low reactivity alkylating agents to high reactivity alkylating agents. The alkylating agents are useful in synthesis of alkyl aromatics with Lewis acid catalysts.
    Type: Grant
    Filed: July 10, 1996
    Date of Patent: November 16, 1999
    Assignee: The Lubrizol Corporation
    Inventors: James D. Burrington, Stuart L. Bartley, Douglas C. Rhubright, Paul A. Lewis, Marvin B. DeTar, Alicia L. Kliever, Frank A. Del Greco, Lawrence T. Novak
  • Patent number: 5705724
    Abstract: A process is disclosed for the production of alkylaromatic compounds employing olefinic liquid from thermally or catalytically cracked plastics as alkylating agent. The process comprises contacting a feedstream comprising alkylatable aromatics and the olefinic liquid with acidic alkylation catalyst under alkylation conditions in an alkylation zone; and recovering an effluent stream comprising alkylaromatic compounds. The alkylation can be performed with the product of plastics pyrolysis or with non-degraded plastic feedstock in-situ with thermal/catalytic degradation of the plastic.
    Type: Grant
    Filed: October 26, 1995
    Date of Patent: January 6, 1998
    Assignee: Mobil Oil Corporation
    Inventors: Nick A. Collins, Larry A. Green, Anagha A. Gupte, David O. Marler, William J. Tracy, III
  • Patent number: 5488193
    Abstract: A process for reducing the mutagenicity of a polynuclear aromatic containing material containing from three to seven fused aromatic rings, especially a hydrocarbon refinery stream. The process reduces the initial mutagenicity index to a lower value by alkylating the compound with an alkylating agent which introduces an alkyl substituent having from three to five carbon atoms into the aromatic compound in the presence of an acid catalyst under alkylation conditions.
    Type: Grant
    Filed: January 25, 1995
    Date of Patent: January 30, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Carl R. Mackerer, Timothy A. Roy, Gary R. Blackburn
  • Patent number: 5300717
    Abstract: In a multi-step process, dixylylpropane is obtained inter alia via the hitherto unknown 1,2-dimethyl-4-(.alpha.-chloroisopropyl)benzene, the readily accessible compounds o-xylene and propene being employed as starting compounds. The process yields the desired compound in high yield and isomer purity and is distinguished by a small amount of by-products. It is therefore particularly suitable for further processing without problems. The process involves the sequence of (a) Friedel-Crafts alkylation of ortho-xylene with propylene, (b) dehydrogenation of the isoproplyxlene into isopropenylxylene, (c) which is then hydrochlorinated into chloroisopropylxylene, (d) and then alkylated with a second ortho-xylene modecule to obtain the final product dixylylpropane.
    Type: Grant
    Filed: April 8, 1993
    Date of Patent: April 5, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Freimund Rohrscheid
  • Patent number: 5171915
    Abstract: It is disclosed that aromatic compounds can be alkylated with mono-olefinic HVI-PAO dimer in contact with an acidic catalyst to produce novel alkylated aromatic compositions. It has been found that the novel HVI-PAO dimer alkylated aromatic compositions exhibit an extraordinary combination of properties relating to low viscosity with high viscosity index and low pour point which renders them very useful as lubricant basestock. Further, it has been found that the novel alkylaromatic compositions of the present invention show improved oxidative stability. Depending upon the substituent groups on the aromatic nucleus, useful lubricant additives can be prepared for improved antiwear, antioxidant and other properties. HVI-PAO dimer is prepared as a product or by-product from 1-alkene oligomerization using reduced chromium oxide on solid support.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 15, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Thomas R. Forbus, Bruce P. Pelrine
  • Patent number: 5132478
    Abstract: Aromatic compounds are alkylated with C.sub.20 -C.sub.1300 olefinic oligomers using an acidic alkylation catalyst to produce alkylated aromatic products, usually alkylaromatic hydrocarbons. The olefinic oligomers used as alkylating agents are prepared from 1-alkene oligomerization in contact with reduced metal oxide catalyst, preferably reduced chromium oxide on a silica support. The alkylated aromatic hydrocarbons retain the unique features of the alkylating olefinic oligomer and exhibit high viscosity index and low pour point. If the alkylation is carried out under certain combinations of conditions, especially using a Lewis acid catalysts such as aluminum trichloride and at higher temperatures, the alkyl portion of the product will undergo isomerization. The alkylaromatic compositions show improved thermal stability and are useful as lubricant basestocks and additives for improved antiwear properties, antioxidant and other properties.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: July 21, 1992
    Assignee: Mobil Oil Corporation
    Inventors: Suzzy C. Ho, Margaret M. Wu
  • Patent number: 5107048
    Abstract: Aromatic hydrocarbons are alkylated with relatively long chain alkylating agents, e.g., C.sub.8 + olefins, at mole ratio of aromatic to alkylating agent of not greater than about 5 in the presence of, as catalyst, a Lewis acid-promoted amorphous, porous inorganic oxide such as silica to provide long chain alkyl aromatic products which are useful, inter alia, as lubricating oil stocks.
    Type: Grant
    Filed: January 25, 1990
    Date of Patent: April 21, 1992
    Assignee: Mobil Oil Corp.
    Inventors: Albin Huss, Jr., Quang N. Le, Samuel A. Tabak, Stephen S. Wong
  • Patent number: 5030785
    Abstract: Aromatic hydrocarbons are alkylated with relatively long chain alkylating agents, e.g., C.sub.6 + olefins, in the presence of, as catalyst, certain Lewis acid-promoted zeolites to provide long chain aromatic products which are useful, inter alia, as lubricating oil stocks.
    Type: Grant
    Filed: January 25, 1990
    Date of Patent: July 9, 1991
    Assignee: Mobil Oil Corp.
    Inventors: Albin Huss, Jr., Quang N. Le, Samuel A. Tabak, Stephen S. Wong
  • Patent number: 4709110
    Abstract: A modified ZSM-5 type zeolite is provided by treatment of a ZSM-5 type zeolite with BF.sub.3. The novel product is characterized by reduced pore size and enhanced shape-selectivity, or by enhanced activity, or by both. This invention also provides a process for catalytically converting organic compounds by use of the novel composition, an illustrative conversion being the catalytic conversion of methanol to hydrocarbons.
    Type: Grant
    Filed: May 6, 1986
    Date of Patent: November 24, 1987
    Assignee: Mobil Oil Corporation
    Inventor: Paul G. Rodewald
  • Patent number: 4556750
    Abstract: In an alkylation process a portion of the alkylating olefin is added to benzene before heating the benzene up to the alkylation reaction temperature.
    Type: Grant
    Filed: April 12, 1985
    Date of Patent: December 3, 1985
    Assignee: Phillips Petroleum Company
    Inventor: R. Lynn Cobb
  • Patent number: 4547604
    Abstract: Resorcinol is prepared in high yield and purity by an improved process through superacid (such as perfluorinated alkanesulfonic acids of one to eighteen carbon atoms or polymeric perfluorinated resinsulfonic acids, such as acidified Nafion-H, catalyzed cleavage rearrangement reaction of meta-bis(2-hydroperoxy-2-propyl)benzene (meta-diisopropylbenzene dihydroperoxide). Part of the process is the preparation of needed meta-diisopropylbenzene in high purity (98-100%) substantially free of other isomers by treating any mixture of diisopropylbenzenes with an excess of anhydrous hydrogen fluoride or a perfluorinated alkanesulfonic acid of one to eighteen carbon atoms and a Lewis acid fluoride, or by alkylating (transalkylating) cumene with a propyl alkylating agent in the aforementioned superacid systems.
    Type: Grant
    Filed: February 6, 1984
    Date of Patent: October 15, 1985
    Assignee: PCUK Produits Chimiques Ugine Kuhlmann
    Inventor: George A. Olah
  • Patent number: 4500418
    Abstract: A process is provided for conducting organic compound conversion over a catalyst comprising alumina and/or gallia which has been treated by a method which comprises contact with ammonium or boron fluoride reagent, contact with a particular aqueous ammonium exchange solution, and thereafter calcination.
    Type: Grant
    Filed: November 16, 1983
    Date of Patent: February 19, 1985
    Assignee: Mobil Oil Corporation
    Inventors: Joseph N. Miale, Clarence D. Chang
  • Patent number: 4480142
    Abstract: The alkylation of aromatic compounds with olefins can be conducted more efficiently in the presence of certain catalysts.
    Type: Grant
    Filed: November 4, 1982
    Date of Patent: October 30, 1984
    Assignee: Phillips Petroleum Company
    Inventor: Raymond L. Cobb
  • Patent number: 4454366
    Abstract: Spent boron trifluoride catalyst is removed from organic liquids by contacting the liquid with polyvinyl alcohol. For example, boron trifluoride catalyst is removed from 1-olefin oligomer product by passing the liquid oligomer through a bed of granular polyvinyl alcohol. The boron trifluoride is recovered from the polyvinyl alcohol and is recycled for use as a catalyst.
    Type: Grant
    Filed: December 15, 1982
    Date of Patent: June 12, 1984
    Assignee: Gulf Research & Development Company
    Inventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
  • Patent number: 4433197
    Abstract: Boron trifluoride is removed from coordination compounds contaminating organic liquids by contacting the contaminated liquid with silica. For example, boron trifluoride is removed from a boron trifluoride-n-butanol coordination compound contaminating a 1-olefin oligomer product by passing the contaminated liquid oligomer through a bed of silica.
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: February 21, 1984
    Assignee: Gulf Research & Development Company
    Inventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
  • Patent number: 4384162
    Abstract: Boron trifluoride contaminant is removed from organic liquids by contacting the contaminated liquid with polyvinyl alcohol. For example, boron trifluoride catalyst is removed from 1-olefin oligomer product by passing the liquid oligomer through a bed of granular polyvinyl alcohol.
    Type: Grant
    Filed: July 8, 1982
    Date of Patent: May 17, 1983
    Assignee: Gulf Research & Development Company
    Inventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
  • Patent number: 4227027
    Abstract: When saturated with boron trifluoride, certain polyhydric alcohols form adducts which catalyze hydrocarbon alkyl transfer reactions for which boron trifluoride is catalytic. The adduct is recovered from the reaction mixture and recycled, greatly reducing boron and fluoride values in the product and in any effluent. Examples include propylation of toluene in the presence of a recycled adduct of boron trifluoride with mannitol or sorbitol, and the oligomerization of decene by a recycled adduct of boron trifluoride with mannitol or butanediol. Some of the catalysts become viscous on cooling and are thus more easily separated from the reaction products which remain in a separate liquid phase.
    Type: Grant
    Filed: November 23, 1979
    Date of Patent: October 7, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Robert E. Booth, Francis E. Evans, Richard E. Eibeck, Martin A. Robinson
  • Patent number: 4209654
    Abstract: When saturated with boron trifluoride, certain polyhydric alcohols form adducts which catalyze reactions for which boron trifluoride is catalytic. The adduct is recovered from the reaction mixture and recycled, greatly reducing boron and fluoride values in the product and in any effluent. Examples include propylation of toluene in the presence of a recycled adduct of boron trifluoride with mannitol or sorbitol.
    Type: Grant
    Filed: October 16, 1978
    Date of Patent: June 24, 1980
    Assignee: Allied Chemical Corporation
    Inventors: Robert E. Booth, Francis E. Evans, Richard E. Eibeck, Martin A. Robinson
  • Patent number: 4158677
    Abstract: Dialkylation process for the manufacture of synthetic oils comprising contacting olefin with alkylbenzene in the presence of a borontrifluoride carboxylic acid complex.
    Type: Grant
    Filed: July 13, 1978
    Date of Patent: June 19, 1979
    Assignee: Standard Oil Company (Indiana)
    Inventor: Richard J. Lee