B Trifluoride In A Complex Or With Additional Nonhydrocarbon Agent Patents (Class 585/465)
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Patent number: 7737312Abstract: 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 catalystType: GrantFiled: March 10, 2004Date of Patent: June 15, 2010Assignee: Sasol Technology (Proprietary) LimitedInventors: Ivan Greager, Jan Hendrik Scholtz, Johan Pieter de Wet, Mieke Ann Desmet, Wilhelmina Jansen, Paul Jacobson, Luis Pablo Fidel Dancuart
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Patent number: 7674945Abstract: 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: GrantFiled: January 19, 2005Date of Patent: March 9, 2010Assignee: China Petroleum & Chemical CorporationInventors: Yigong He, Zheng Man
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Patent number: 7148388Abstract: 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: GrantFiled: March 28, 2003Date of Patent: December 12, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Stephen W. Beadle, Cesar M. Cheng-Guajardo, Carolyn B. Duncan, David Wayne Turner, Ramzi Y. Saleh
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Patent number: 6084144Abstract: 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: GrantFiled: October 15, 1998Date of Patent: July 4, 2000Assignee: Nippon Petrochemicals Company, LimitedInventors: Tsutomu Takashima, Yoshisuke Kakuyama, Shigeru Nishikida, Yuichi Tokumoto, Kouji Fujimura
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Patent number: 5986155Abstract: 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: GrantFiled: July 10, 1996Date of Patent: November 16, 1999Assignee: The Lubrizol CorporationInventors: 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
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Patent number: 5705724Abstract: 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: GrantFiled: October 26, 1995Date of Patent: January 6, 1998Assignee: Mobil Oil CorporationInventors: Nick A. Collins, Larry A. Green, Anagha A. Gupte, David O. Marler, William J. Tracy, III
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Patent number: 5488193Abstract: 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: GrantFiled: January 25, 1995Date of Patent: January 30, 1996Assignee: Mobil Oil CorporationInventors: Carl R. Mackerer, Timothy A. Roy, Gary R. Blackburn
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Patent number: 5300717Abstract: 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: GrantFiled: April 8, 1993Date of Patent: April 5, 1994Assignee: Hoechst AktiengesellschaftInventor: Freimund Rohrscheid
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Patent number: 5171915Abstract: 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: GrantFiled: February 21, 1989Date of Patent: December 15, 1992Assignee: Mobil Oil CorporationInventors: Thomas R. Forbus, Bruce P. Pelrine
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Patent number: 5132478Abstract: 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: GrantFiled: December 19, 1990Date of Patent: July 21, 1992Assignee: Mobil Oil CorporationInventors: Suzzy C. Ho, Margaret M. Wu
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Patent number: 5107048Abstract: 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: GrantFiled: January 25, 1990Date of Patent: April 21, 1992Assignee: Mobil Oil Corp.Inventors: Albin Huss, Jr., Quang N. Le, Samuel A. Tabak, Stephen S. Wong
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Patent number: 5030785Abstract: 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: GrantFiled: January 25, 1990Date of Patent: July 9, 1991Assignee: Mobil Oil Corp.Inventors: Albin Huss, Jr., Quang N. Le, Samuel A. Tabak, Stephen S. Wong
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Patent number: 4709110Abstract: 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: GrantFiled: May 6, 1986Date of Patent: November 24, 1987Assignee: Mobil Oil CorporationInventor: Paul G. Rodewald
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Patent number: 4556750Abstract: 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: GrantFiled: April 12, 1985Date of Patent: December 3, 1985Assignee: Phillips Petroleum CompanyInventor: R. Lynn Cobb
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Patent number: 4547604Abstract: 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: GrantFiled: February 6, 1984Date of Patent: October 15, 1985Assignee: PCUK Produits Chimiques Ugine KuhlmannInventor: George A. Olah
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Patent number: 4500418Abstract: 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: GrantFiled: November 16, 1983Date of Patent: February 19, 1985Assignee: Mobil Oil CorporationInventors: Joseph N. Miale, Clarence D. Chang
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Patent number: 4480142Abstract: The alkylation of aromatic compounds with olefins can be conducted more efficiently in the presence of certain catalysts.Type: GrantFiled: November 4, 1982Date of Patent: October 30, 1984Assignee: Phillips Petroleum CompanyInventor: Raymond L. Cobb
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Patent number: 4454366Abstract: 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: GrantFiled: December 15, 1982Date of Patent: June 12, 1984Assignee: Gulf Research & Development CompanyInventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
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Patent number: 4433197Abstract: 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: GrantFiled: July 8, 1982Date of Patent: February 21, 1984Assignee: Gulf Research & Development CompanyInventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
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Patent number: 4384162Abstract: 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: GrantFiled: July 8, 1982Date of Patent: May 17, 1983Assignee: Gulf Research & Development CompanyInventors: Roger F. Vogel, Ajay M. Madgavkar, Harold E. Swift
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Patent number: 4227027Abstract: 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: GrantFiled: November 23, 1979Date of Patent: October 7, 1980Assignee: Allied Chemical CorporationInventors: Robert E. Booth, Francis E. Evans, Richard E. Eibeck, Martin A. Robinson
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Patent number: 4209654Abstract: 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: GrantFiled: October 16, 1978Date of Patent: June 24, 1980Assignee: Allied Chemical CorporationInventors: Robert E. Booth, Francis E. Evans, Richard E. Eibeck, Martin A. Robinson
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Patent number: 4158677Abstract: Dialkylation process for the manufacture of synthetic oils comprising contacting olefin with alkylbenzene in the presence of a borontrifluoride carboxylic acid complex.Type: GrantFiled: July 13, 1978Date of Patent: June 19, 1979Assignee: Standard Oil Company (Indiana)Inventor: Richard J. Lee