Patents Represented by Attorney David M. Bunnell
  • Patent number: 5207940
    Abstract: A synthetic oil composition comprising the reaction product of an .alpha.-olefin oligomer derived from an .alpha.-olefin monomer containing from about 6 to 20 carbon atoms and from about 0.01 to 1 mole of a phenol per mole of oligomer. The oil composition can be further reacted to form alkoxylated products and can be mixed with polar additives to form homogeneous synthetic lubricants.
    Type: Grant
    Filed: February 12, 1992
    Date of Patent: May 4, 1993
    Assignee: Ethyl Corporation
    Inventors: Joel F. Carpenter, Jerry M. Roper
  • Patent number: 5200537
    Abstract: A process is provided for preparing a transition metal compound of the formula: (RC.sub.5 H.sub.4).sub.2 MX.sub.2, where R is hydrocarbyl or silahydrocarbyl of 1 to 10 carbon atoms, M is titanium or zirconium and X is halogen. The process comprises the steps of:(a) reacting Na(C.sub.5 H.sub.5) with RX, where R and X are as defined above, in an organic solvent so as to form a reaction product mixture which includes RC.sub.5 H.sub.4 and C.sub.5 H.sub.5 ;(b) vacuum stripping the product mixture at ambient temperatures so as to remove substantially all of said C.sub.5 H.sub.5 from said product mixture;(c) deprotonating the RC.sub.5 H.sub.4 ; and(d) adding MX.sub.4, where M and X are as defined above, to the product mixture so as to react the RC.sub.5 H.sub.4 and the MX.sub.4 and form said transition metal compound, the transition metal compound being substantially free of C.sub.5 H.sub.5 containing impurities.
    Type: Grant
    Filed: August 3, 1992
    Date of Patent: April 6, 1993
    Assignee: Ethyl Corporation
    Inventors: John Y. Lee, Steven P. Diefenbach
  • Patent number: 5196552
    Abstract: Cyclic ethers are prepared by reacting an unsaturated olefin oligomer derived from an alpha-olefin monomer containing from about 6 to 20 carbon atoms with an aldehyde in the presence of an acid catalyst.
    Type: Grant
    Filed: October 2, 1991
    Date of Patent: March 23, 1993
    Assignee: Ethyl Corporation
    Inventors: K. Pushpananda A. Senaratne, Patrick S. Bynum, Kenneth C. Lilje, Edward F. Zaweski
  • Patent number: 5196635
    Abstract: Olefin oligomers are prepared by polymerizing one or a mixture of olefins, each of which has about 6 to 20 carbon atoms, in the presence of a catalyst prepared by reacting in an organic solvent an aluminum halide and from about 0.01 to 0.99 mole per mole of aluminum halide of a proton donor.
    Type: Grant
    Filed: July 9, 1992
    Date of Patent: March 23, 1993
    Assignee: Ethyl Corporation
    Inventors: Govind Kumar, Mark A. Davis
  • Patent number: 5191145
    Abstract: Linear 1-olefins are continuously prepared from internal olevins by (i) continuously feeding internal olefin, isomerization catalyst and tri-lower alkyl aluminum to a reaction zone so as to cause the internal olefin to isomerize to 1-olefins which displace the lower alkyl groups to form a trialkyl aluminum compound in which at least one of the alkyl groups is a linear alkyl derived from the 1-olefin, (ii) continuously removing trialkylaluminum compound from the reaction zone and, thereafter, (iii) reacting the trialkyl aluminum compound with a 1-olefin so as to displace the linear alkyl from the trialkyl aluminum compound, thereby forming a linear 1-olefin product which is substantially free of internal olefins.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: March 2, 1993
    Assignee: Ethyl Corporation
    Inventors: Robert H. Allen, John N. Hu, Ronny W. Lin, Andrew D. Overstreet
  • Patent number: 5180510
    Abstract: An additive for improving the antioxidation properties of lubricating oil is made by reacting a sulfur halide selected from sulfur monochloride or sulfur dichloride with an aliphatic monoolefin (e.g. isobutene) to form an adduct, reacting the adduct thus formed with an alkali metal salt of an organocarbamodithioic acid in an aqueous alkanol medium and recovering the reaction product.When added to lubricating oil, the additive products of the invention improve the antioxidation properties of the lubricating oil.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: January 19, 1993
    Assignee: Ethyl Petroleum Additives, Inc.
    Inventors: Edward F. Zaweski, Scott A. Culley
  • Patent number: 5171905
    Abstract: A 1-octene and/or 1-decene dimer and/or 1-octene/1-decene co-dimer product composition having improved low temperature properties contains less than about 2.5 weight percent of, respectively, the 7-methylpentadecene, 9-methylnonadecene isomers, or 7- and 9-methylheptadecene isomers.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: December 15, 1992
    Assignee: Ethyl Corporation
    Inventors: Kevin J. Theriot, Ronald L. Shubkin
  • Patent number: 5171918
    Abstract: Heat transfer, lubricating, functional and/or insulating fluid compositions for use in apparatus such as electrical transformers contain up to 25 weight percent of one or more oil additives and a 1-octene and/or 1-decene dimer and/or a 1-octene and 1-decene co-dimer oil having improved low temperature properties which oil contains less than about 2.5 weight percent of, respectively, the 7-methylpentadecene, 9-methylnonadecene and, 7- and 9-methylheptadecene isomers. The dimers can be hydrogenated to provide the saturated counterparts of the isomers.
    Type: Grant
    Filed: May 28, 1991
    Date of Patent: December 15, 1992
    Assignee: Ethyl Corporation
    Inventors: Ronald L. Shubkin, Kevin J. Theriot
  • Patent number: 5166439
    Abstract: A sulfurized, phenolic antioxidant having a low chlorine content and good copper corrosion properties is prepared by reacting a partially sulfurized mixture of reactive, hindered phenols with formaldehyde or formaldehyde and an amine.
    Type: Grant
    Filed: November 24, 1989
    Date of Patent: November 24, 1992
    Assignee: Ethyl Petroleum Additives, Inc.
    Inventors: William Y. Lam, Christian S. Harstick
  • Patent number: 5164103
    Abstract: Preconditioned automatic transmission fluids are made by using a preblend formed by heating an alkenyl succinimide or succinamide dispersant with a phosphorus ester and water to partially hydrolyze the ester and then mixing the preblend and other additives with a base oil.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: November 17, 1992
    Assignee: Ethyl Petroleum Additives, Inc.
    Inventor: Andrew G. Papay
  • Patent number: 5157137
    Abstract: Clear, gel free solutions of alkylaluminoxane, such as methylaluminoxane, in an organic solvent, such as toluene, are provided by treating a solution of the alkylaluminoxane with an anhydrous salt and/or hydroxide of an alkali or alkaline earth metal and then removing the solids from the solution such as by filtration.
    Type: Grant
    Filed: July 26, 1991
    Date of Patent: October 20, 1992
    Assignee: Ethyl Corporation
    Inventor: Samuel A. Sangokoya
  • Patent number: 5157008
    Abstract: Hydrocarbon solvent solutions of alkylaluminoxane are made by mixing trimethylaluminum and a hydrocarbylaluminum compound, which compound contains at least one hydrocarbyl group having 2 or more carbon atoms, in a hydrocarbon solvent and thereafter adding water or a hydrated compound so as to form a solution of alkylaluminoxane in said solvent.
    Type: Grant
    Filed: August 1, 1991
    Date of Patent: October 20, 1992
    Assignee: Ethyl Corporation
    Inventors: Samuel A. Sangokoya, Milham S. Howie, Aaron L. Dunaway
  • Patent number: 5157190
    Abstract: An improved process for making olefins from a lower olefin such as ethylene and an alkyl aluminum by chain growth employes a butene displacement reaction using mixing device such as a static mixer which permits efficient operation of the displacement reaction at moderate pressures where the reactants form a two-phase vapor-liquid system or a vapor system.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: October 20, 1992
    Assignee: Ethyl Corporation
    Inventors: Kaung-Far Lin, William H. Beaver, Neal J. Colonius, William B. Waites
  • Patent number: 5144053
    Abstract: Linear 1-olefins are prepared from internal olefins by (i) reacting them in the presence of an isomerization catalyst and a tri-lower alkyl aluminum so as to cause internal olefin to isomerize to 1-olefins which displace the lower alkyl groups to form a trialkyl aluminum compound in which at least one of the alkyl groups is a linear alkyl derived from the 1-olefin, and, thereafter, (ii) reacting the trialkyl aluminum compound with a 1-olefin so as to displace the linear alkyl from the trialkyl aluminum compound, thereby forming a linear 1-olefin product which is substantially free of internal olefins.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: September 1, 1992
    Assignee: Ethyl Corporation
    Inventors: Robert H. Allen, Keith G. Anderson, Steven P. Diefenbach, Ronny W. Lin, Larry H. Nemec, Andrew D. Overstreet, Gene C. Robinson
  • Patent number: 5124465
    Abstract: Linear 1-olefins are prepared from internal olefins by (i) reacting them in the presence of an isomerization catalyst and a tri-lower alkyl aluminum so as to cause the internal olefin to isomerize to 1-olefins which displace the lower alkyl groups to form a trialkyl aluminum compound in which at least one of the alkyl groups is a linear alkyl derived from the 1-olefin, and, thereafter, (ii) reacting the trialkyl aluminum compound with a 1-olefin so as to displace the linear alkyl from the trialkyl aluminum compound, thereby forming a linear 1-olefin product which is substantially free of internal olefins.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: June 23, 1992
    Assignee: Ethyl Corporation
    Inventors: Robert H. Allen, Keith G. Anderson, Steven P. Diefenbach, Ronny W. Lin, Larry H. Nemec, Andrew D. Overstreet, Gene C. Robinson
  • Patent number: 5120901
    Abstract: A process for removing vinylidene olefin from an olefin mixture containing about 1 to 55 mole percent vinylidene olefin, 0 to 20 mole percent internal olefin and the balance vinyl olefin, said process comprising:(a) reacting said olefin mixture in the presence of a BF.sub.3 /phosphorus acid catalyst system so as to selectively dimerize vinylidene olefins, and(b) separating said vinyl olefin and internal olefin from the dimerized vinylidene olefin to produce an olefin product having a reduced vinylidene olefin content and an increased vinyl olefin content compared to said starting olefin mixture.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: June 9, 1992
    Assignee: Ethyl Corporation
    Inventors: Thomas J. DiLeo, Cynthia W. Hermann, Carroll W. Lanier, Joachim W. Wolfram
  • Patent number: 5103031
    Abstract: Alkylaluminoxanes are made by conducting a solution of an alkylaluminum (e.g. trimethyl aluminum) in an inert solvent to the top of an upright hollow column and allowing the solution to flow as a thin film down the inner surface of the column while passing a wet inert gas (e.g. nitrogen) through the column such that the wet inert gas contacts the thin falling film of alkyl aluminum solution forming alkylaluminoxane.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: April 7, 1992
    Assignee: Ethyl Corporation
    Inventor: Gerald Z. Smith, Jr.
  • Patent number: 5099050
    Abstract: Hydrocarbyl aluminoxanes such as methylaluminoxanes are preapred by reacting a hydrocarbylaluminum compound with a hydrate of an alkali metal halide.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: March 24, 1992
    Assignee: Ethyl Corporation
    Inventor: Samuel A. Sangokoya
  • Patent number: 5095172
    Abstract: Vinylidene olefin is removed from an olefin mixture containing about 1 to 55 mole percent vinylidene olefin, 0 to 20 mole percent internal olefin, and the balance vinyl olefin, by:(A) reacting the olefin mixture in the presence of a BF.sub.3 -water and/or organic promoter catalyst system so as to selectively dimerize said vinylidene olefin, and(B) separating said vinyl olefin and internal olefin from the dimerized vinylidene olefin to produce an olefin product having a reduced vinylidene olefin content compared to said olefin mixture.
    Type: Grant
    Filed: March 20, 1991
    Date of Patent: March 10, 1992
    Assignee: Ethyl Corporation
    Inventors: Carroll W. Lanier, Ronny W. Lin
  • Patent number: 5087788
    Abstract: A process for dimerizing an alpha-olefin of the general formula RCH.dbd.CH.sub.2, where R is alkyl, cycloalkyl, or cycloalkenyl with a carbon number ranging from 1 to about 30, to a vinylidene olefin comprises contacting said alpha-olefin at temperatures between about -60.degree. C. to and 280.degree. C. with a catalyst comprising (a) a metallocene having the general formula (cyclopentadienyl).sub.n MY.sub.4-n wherein n=2 or 3, M is titanium, zirconium or hafnium and each Y is individually selected from hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.6 -C.sub.20 aryl, C.sub.2 -C.sub.20 alkoxy, C.sub.2 -C.sub.20 ester, and halogen, (b) an alkylaluminoxane other than methyl-aluminoxane, and (c) trimethyl aluminum.
    Type: Grant
    Filed: March 4, 1991
    Date of Patent: February 11, 1992
    Assignee: Ethyl Corporation
    Inventor: Feng-Jung Wu