By Alkylation Or Alkyl Transfer Patents (Class 585/375)
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Patent number: 5191132Abstract: Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.Type: GrantFiled: May 9, 1991Date of Patent: March 2, 1993Assignee: Phillips Petroleum CompanyInventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
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Patent number: 5144095Abstract: Tertiary alkyl substituted cyclopentadienes are prepared by reaction of cyclopentadiene with a stoichiometric excess of a tertiary alkyl halide under phase transfer conditions. The tertiary-alkyl substituted cyclopentadienes are useful as synthetic lubricants.Type: GrantFiled: February 25, 1991Date of Patent: September 1, 1992Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 5043503Abstract: Alkylated polycycloparaffinic compounds useful as lubricating stocks are prepared by alkylating a polycycloparaffinic compound with an alkylating agent under alkylation reaction conditions in the presence of a zeolite catalyst. Useful zeolites include zeolite Beta as well as zeolites having a Constraint Index of from about 1 to about 10, such as ZSM-5 and MCM-22. In a preferred embodiment, the polycycloparaffin comprises adamantane and the alkylating agent is a C.sub.14 alpha-olefin.Type: GrantFiled: August 14, 1990Date of Patent: August 27, 1991Assignee: Mobil Oil CorporationInventors: Kenneth J. Del Rossi, Stuart S. Shih
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Patent number: 5012022Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes and synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.Type: GrantFiled: March 15, 1989Date of Patent: April 30, 1991Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 5012023Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarylating agents or alcohols. Mixtures are also disclosed.Type: GrantFiled: March 15, 1989Date of Patent: April 30, 1991Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 4929800Abstract: Hydrocarbon conversion processes are disclosed using a catalyst prepared by a method comprising reacting an adsorbent containing surface hydroxyl groups with a Lewis acid in a halogenated organic solvent.Type: GrantFiled: August 9, 1988Date of Patent: May 29, 1990Assignee: University of FloridaInventors: Russell S. Drago, Edward E. Getty
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Patent number: 4929782Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.Type: GrantFiled: March 15, 1989Date of Patent: May 29, 1990Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 4904820Abstract: This invention encompasses a process for preparing higher order cuprate complexes which contain a carbanion for the formation of carbon to carbon bonds in reactions such as 1,4-conjugate addition. The complex is formed by reacting a first cuprate cmoplex with a stannane such that the carbanion to be used to form carbon to carbon bonds is transferred from the stannane to the first cuprate complex to form a different higher order cuprate complex. This process permits the in situ preparation of a higher order cuprate complex having the carbanion desired to be used in a synthetic reaction. Higher order cuprate complexes prepared by this process are particularly useful for the efficient preparation of pharmacologically active prostaglandins.Type: GrantFiled: July 14, 1988Date of Patent: February 27, 1990Assignee: G. D. Searle & Co.Inventors: Arthur L. Campbell, James R. Behling
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Patent number: 4898660Abstract: A novel family of crystalline, microporus aluminophosphate compositions is synthesized by hydrothermal crystallization at elevated temperatures of aluminophosphate gels containing a molecular structure forming template. The family comprises a number of distinct species, each with a unique crystal structure. Calcination removes volatile extraneous matter from the intracrystalline void space and yields microporus crystalline adsorbents with uniform pores, the dimensions of which vary, among the individual species, from about 3A to 10A diameter. The composition exhibit properties somewhat analogous to zeolitic molecular sieves which render them useful as catalysts or catalyst bases in chemical reactions such as hydrocarbon conversions.Type: GrantFiled: October 20, 1983Date of Patent: February 6, 1990Assignee: Union Carbide CorporationInventors: Stephen T. Wilson, Brent M. Lok, Edith M. Flanigen
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Patent number: 4891461Abstract: An isobutenylcyclohexene (IBCH) is produced by reacting under disproportionation conditions an isoolefin with a vinylcyclohexene (VCH), or by reacting an isoolefin and a compound derivable from a VCH by homodisproportionation involving the elimination of ethylene, in the presence of a supported rhenium heptoxide disproportionation catalyst promoted with at least one transition metal in the form of the elemental metal and/or an oxide thereof, for example either copper or zinc.Type: GrantFiled: March 7, 1988Date of Patent: January 2, 1990Assignee: BP Chemicals LimitedInventors: David Lyons, Derek K. MacAlpine
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Patent number: 4849566Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are synthetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.Type: GrantFiled: October 22, 1987Date of Patent: July 18, 1989Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 4814532Abstract: A process for producing an alkylcyclopentadiene derivative comprising the vapor-phase reaction of a cyclopentadiene derivative and an aliphatic lower alcohol in the presence of a basic crystalline aluminosilicate catalyst containing an alkali metal.Type: GrantFiled: May 22, 1987Date of Patent: March 21, 1989Assignees: Chemical Company, Ltd. Asahi, Zenichi YoshidaInventors: Zenichi Yoshida, Susumu Kato, Yashuhiro Amemiya
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Patent number: 4721823Abstract: Hydrocarbyl substituted cyclopentadienes, cyclopentenes, and cyclopentanes are sythetic lubricating compositions. The preferred structures contain 1 to 6 alkyl groups which have 4 to 36 carbon atoms and may have different and varying carbon chain structures. The cyclopentenes and cyclopentanes are prepared by hydrogenation from the corresponding cyclopentadiene intermediates. The cyclopentadienes are prepared by reaction with hydrocarbylating agents or alcohols. Mixtures are also disclosed.Type: GrantFiled: September 19, 1986Date of Patent: January 26, 1988Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 4567308Abstract: An alkylation method of a cyclopentadiene derivative comprising the vapor-phase reaction of a cyclopentadiene derivative and an aliphatic lower alcohol in the presence of a specific heterogeneous basic catalyst.Type: GrantFiled: March 21, 1985Date of Patent: January 28, 1986Assignees: Asahi Chemical Co., Ltd., Zenichi YoshidaInventors: Zenichi Yoshida, Susumu Kato, Yasuhiro Amemiya, Keisuke Yanai
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Patent number: 4547603Abstract: Synthesis of methylcyclopentadiene with limited amounts of dimethylcyclopentadiene by-product. Cyclopentadiene monomer is complexed with metallic sodium in diglyme (diethylene glycol dimethylether) and reacted with an alkylating agent such as methyl chloride in the presence of a large stoichiometric excess of cyclopentadiene monomer. A high yield of methylcyclopentadiene is obtained with only a small production of undesirable methylcyclopentadiene. The excess cyclopentadiene is easily recycled in a continuous process.Type: GrantFiled: April 23, 1982Date of Patent: October 15, 1985Assignee: Ethyl CorporationInventor: Sundar J. Rajan
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Patent number: 4540831Abstract: A process is disclosed for performing an exothermic reaction such as the etherification of isobutylene with methanol. The feed is charged to a vertical reaction zone containing a solid catalyst. Heat released by the exothermic reaction partially vaporizes the reactants, with the vapors traveling upward to a condensing zone. All of the condensable vapors entering the condensing zone are condensed and returned downward to the catalyst bed. A single effluent stream made up of the product, excess reactants and any unreactive compounds present in the feed streams is removed from the bottom of the reaction zone. This total reflux reaction zone allows temperature control within a catalyst bed without the use of indirect heat exchangers located within the reaction zone.Type: GrantFiled: May 17, 1984Date of Patent: September 10, 1985Assignee: UOP Inc.Inventor: Bruce A. Briggs
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Patent number: 4304724Abstract: The present invention provides a process for making anthraquinone by the cyclization reaction of orthobenzoylbenzoic acid. The process uses as a catalyst a cation-exchange resin formed from a polymer with a polytetrafluoroethylene backbone and sulfonic-acid sidechains.Type: GrantFiled: December 22, 1980Date of Patent: December 8, 1981Assignee: The Dow Chemical CompanyInventor: Michael O. Nutt
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Patent number: 4289917Abstract: Alkali metal oxides of cis- and trans-2,6,6-trimethylbicyclo(3.1.1)-heptan-2-ol are surprisingly effective bases in organic reactions calling for the use of a strong base, especially those reactions wherein abstraction of a proton from attachment to a carbon atom is postulated to occur in the mechanism.Type: GrantFiled: August 17, 1979Date of Patent: September 15, 1981Assignee: SCM CorporationInventors: Bernard J. Kane, Sean G. Traynor
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Patent number: 4255595Abstract: Optically active compounds are prepared from optically inactive unsaturated hydrocarbons by reacting at least one unsaturated hydrocarbon in the presence of a catalyst prepared by combining a nickel compound, a Lewis acid and an optically active phosphine of the general formulaPR'R"R'"in which R', R" and R'" are hydrocarbon radicals, thereby forming optically active compounds having chiral centers formed by the carbon-to-carbon linkages. The optically active compounds can be polymerized to provide optically active polymers.Type: GrantFiled: October 10, 1979Date of Patent: March 10, 1981Assignee: Studiengesellschaft Kohle mbHInventors: Gunther Wilke, Borislav Bogdanovic, Horst Pauling
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Patent number: 4152366Abstract: Optically active compounds are prepared from optically inactive unsaturated hydrocarbons by reacting at least one unsaturated hydrocarbon in the presence of a catalyst prepared by combining a nickel compound, a Lewis acid and an optically active phosphine of the general formulaPR'R"R"'in which R', R" and R"' are hydrocarbon radicals, thereby forming optically active compounds having chiral centers formed by the carbon-to-carbon linkages. The optically active compounds can be polymerized to provide optically active polymers.Type: GrantFiled: September 22, 1977Date of Patent: May 1, 1979Assignee: Studiengesellschaft Kohle mbHInventors: Gunther Wilke, Borislav Bogdanovic, Horst Pauling