Patents Represented by Attorney Joseph D. Odenweller
  • Patent number: 4376222
    Abstract: A process for producing hexene-1 oligomer by a process which comprises oligomerizing hexene-1 in the presence of a Friedel-Crafts catalyst, such as boron trifluoride, and a promoter, such as water, the improvement comprising dissolving hexene-1 in a hydrocarbon solvent comprising 10-75% of the reaction mixture and conducting the oligomerizing in the hydrocarbon solvent. The hydrocarbon solvent has a minimum boiling point of 60.degree. C. There is an increase in both the reaction rate and trimer yield of product.
    Type: Grant
    Filed: December 19, 1980
    Date of Patent: March 8, 1983
    Assignee: Ethyl Corporation
    Inventors: Ronald L. Shubkin, Marguerite S. Baylerian
  • Patent number: 4376221
    Abstract: Dibromostyrene is stabilized against unwanted polymerization by incorporating therein a stabilizing amount of a phenylene diamine such as N,N,N',N'-tetramethylphenylene-p-diamine or N,N'-diethylphenylene-p-diamine.
    Type: Grant
    Filed: March 13, 1980
    Date of Patent: March 8, 1983
    Inventor: Philip F. Jackisch
  • Patent number: 4375006
    Abstract: Dibromostyrene has a marked tendency to polymerize on storage. The induction period can be lengthened with the use of a stabilizing quantity of n-propylgallate. The induction period can be markedly prolonged when the gallate ester is admixed with phenothiazine, N,N,N',N'-tetramethyl-p-phenylenediamine, or 4-tert-butyl catechol.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: February 22, 1983
    Assignee: Ethyl Corporation
    Inventor: Philip F. Jackisch
  • Patent number: 4374033
    Abstract: Lubricating oil properties are improved by the addition of the reaction product of an aliphatic hydrocarbon substituted succinic anhydride, an amino pyrrolidone and a boronating agent.
    Type: Grant
    Filed: June 18, 1981
    Date of Patent: February 15, 1983
    Assignee: Edwin Cooper, Inc.
    Inventor: Robert E. Malec
  • Patent number: 4370507
    Abstract: A process for selectively preparing ethanol by contacting methanol, hydrogen and carbon monoxide with a solid catalyst comprising rhodium and iron in the reduced state deposited on a support of alumina impregnated with a promoter amount of a heterocyclic amine at reaction conditions correlated so as to favor the formation of a substantial proportion of ethanol.
    Type: Grant
    Filed: January 8, 1982
    Date of Patent: January 25, 1983
    Assignee: Ethyl Corporation
    Inventors: Duane C. Hargis, Michael Dubeck
  • Patent number: 4361499
    Abstract: A process for selectively preparing ethanol by contacting methanol, hydrogen and carbon monoxide with a solid catalyst comprising rhodium and iron in the reduced state deposited on a support of alumina impregnated with a promoter amount of a heterocyclic amine at reaction conditions correlated so as to favor the formation of a substantial proportion of ethanol.
    Type: Grant
    Filed: September 11, 1980
    Date of Patent: November 30, 1982
    Assignee: Ethyl Corporation
    Inventors: Duane C. Hargis, Michael Dubeck
  • Patent number: 4360699
    Abstract: Diaryl ethers such as 3-phenoxytoluene are made by heating an aromatic hydroxy compound or mixture of such compounds with aluminum or an aluminum phenoxide forming compound such as aluminum trialkyl.
    Type: Grant
    Filed: December 23, 1981
    Date of Patent: November 23, 1982
    Assignee: Ethyl Corporation
    Inventor: William E. Wright
  • Patent number: 4356097
    Abstract: Engine crankcase lubricating oil containing a dihydrocarbyl hydrocarbylphosphonate (e.g. diethyl octadecylphosphonate) exhibits reduced friction which results in an increase in gasoline mileage thus conserving energy.
    Type: Grant
    Filed: February 12, 1979
    Date of Patent: October 26, 1982
    Assignee: Edwin Cooper, Inc.
    Inventor: Andrew G. Papay
  • Patent number: 4343956
    Abstract: Dibromostyrene has a marked tendency to polymerize on storage. The induction period can be lengthened with the use of a stabilizing quantity of n-propylgallate. The induction period can be markedly prolonged when the gallate ester is admixed with phenothiazine, N,N,N',N'-tetramethyl-p-phenylenediamine, or 4-tert-butyl catechol.
    Type: Grant
    Filed: June 18, 1981
    Date of Patent: August 10, 1982
    Assignee: Ethyl Corporation
    Inventor: Philip F. Jackisch
  • Patent number: 4341903
    Abstract: Methyl groups on N-methyl aromatic amines are redistributed to ring positions by heating in contact with an aluminum anilide catalyst and a nickel, cobalt, molybdenum or titanium-containing cocatalyst. For example, N-methyl-o-toluidine forms a mixture containing substantial quantities of 2,6-dimethylaniline, 2,4-dimethylaniline, and 2,4,6-trimethylaniline.
    Type: Grant
    Filed: April 13, 1981
    Date of Patent: July 27, 1982
    Assignee: Ethyl Corporation
    Inventors: John C. Wollensak, Kryn G. Ihrman, Chester P. Jarema
  • Patent number: 4340767
    Abstract: Small amounts of paraformaldehyde and a carboxylic acid are added to a reaction mixture of trialkylbenzene and 3,5-dialkyl-4-hydroxybenzyl alcohol to thereby increase the yield of the product: trialkyl-tris(3,5-dialkyl-4-hydroxybenzyl)benzene. The reaction catalyst, sulfuric acid or a Friedel-Crafts catalyst, is not adversely affected by the additional ingredients.
    Type: Grant
    Filed: May 14, 1981
    Date of Patent: July 20, 1982
    Assignee: Ethyl Corporation
    Inventor: George L. Mina
  • Patent number: 4338474
    Abstract: Dibromostyrene is stabilized against unwanted polymerization by incorporating therein a stabilizing amount of phenothiazine or a substituted phenothiazine such as 3,3'-dioctylphenothiazine. The phenolthiazine can be admixed with a dihydroxy aromatic compound such as 4-methyl catechol.
    Type: Grant
    Filed: March 13, 1980
    Date of Patent: July 6, 1982
    Assignee: Ethyl Corporation
    Inventor: Philip F. Jackisch
  • Patent number: 4336033
    Abstract: An improved fuel composition comprising a major amount of hydrocarbons boiling in the gasoline boiling range, and a minor amount of iron pentacarbonyl capable of improving the octane number rating of the composition but insufficient to cause excessive wear in engine parts when the fuel composition is burned in an internal combustion engine.
    Type: Grant
    Filed: June 11, 1981
    Date of Patent: June 22, 1982
    Assignee: Ethyl Corporation
    Inventor: James B. Hinkamp
  • Patent number: 4331545
    Abstract: Friction of internal combustion engines is reduced by adding to the lubricating oil or fuel used in such engine a minor amount of a friction-reducing additive. The additive is the reaction product of a N-alkanol hydrocarbylamide such as N-ethanol oleamide with a boron compound such as boric acid.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: May 25, 1982
    Assignee: Edwin Cooper, Inc.
    Inventors: Andrew G. Papay, Joseph P. O'Brien
  • Patent number: 4328129
    Abstract: A process for selectively preparing dimethyl ether and methanol by contacting a gaseous mixture containing carbon monoxide and hydrogen with a rhodium-molybdenum catalyst at reaction conditions correlated so as to favor the formation of a substantial proportion of these products.
    Type: Grant
    Filed: December 14, 1979
    Date of Patent: May 4, 1982
    Assignee: Ethyl Corporation
    Inventor: Yun-Yang Huang
  • Patent number: 4328357
    Abstract: (Cyclo)alkylenediammonium compounds corresponding to the formula: ##STR1## wherein X is halogen, R is an alkylene or cycloalkylene group containing 2-15 carbon atoms, each R' alone is an alkyl, cycloalkyl, or aralkyl group, and R'-R' together represent an alkylene, cycloalkylene, or aralkylene group are prepared by esterifying a tetrahalophthalic anhydride with a mono- or dihydroxyalkane, -cycloalkane, or -aralkane having a boiling point below 250.degree. C. to form a half-ester and then reacting the half-ester with a stoichiometric amount of a diaminoalkane or diaminocycloalkane containing 2-15 carbon atoms.The (cyclo)alkylenediammonium compounds of the invention are useful as flame retardants for normally flammable organic polymers and also have utility as intermediates for the preparation of N,N'-(cyclo)alkylene-bis-tetrahalophthalimides, which are also useful as flame retardants. The imides are prepared simply by heating the diammonium compounds.
    Type: Grant
    Filed: July 24, 1978
    Date of Patent: May 4, 1982
    Assignee: Saytech, Inc.
    Inventors: Anderson O. Dotson, Jr., Francis T. Wadsworth, Lionel T. Wolford
  • Patent number: 4326089
    Abstract: Reaction of 3-phenoxytoluene with bromine at elevated temperature yields 3-phenoxybenzyl bromide, 3-phenoxybenzal bromide, or a mixture thereof. In contrast to teachings of the prior art, phosphorus halide catalysis or u.v. activation is not required to achieve a desirable amount of side-chain bromination with a minimum of nuclear halogenation. For example, it was observed that at 265.+-.5.degree. C., good yields of the desired benzyl and benzal bromide were obtained, but no nuclear halogenated by-product was detected by gas chromatography.
    Type: Grant
    Filed: September 26, 1977
    Date of Patent: April 20, 1982
    Assignee: Ethyl Corporation
    Inventor: Kestutis A. Keblys
  • Patent number: 4325827
    Abstract: Engine fuel economy is improved by adding a friction-reducing amount of a N-hydroxymethyl aliphatic hydrocarbyl succinimide to the engine crankcase oil or fuel.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: April 20, 1982
    Assignee: Edwin Cooper, Inc.
    Inventors: Andrew G. Papay, Joseph P. O'Brien
  • Patent number: 4317931
    Abstract: Methyl groups on o-methyl aromatic amine are redistributed to ortho positions by heating in contact with an aluminum anilide catalyst and a nickel, cobalt, molybdenum or titanium-containing cocatalyst. For example, o-toluidine forms a mixture containing an aniline, o-toluidine, 2,6-dimethylaniline, and 2,4-dimethylaniline.
    Type: Grant
    Filed: March 5, 1981
    Date of Patent: March 2, 1982
    Assignee: Ethyl Corporation
    Inventors: John C. Wollensak, Kryn G. Ihrman, Chester P. Jarema
  • Patent number: 4317657
    Abstract: Exhaust hydrocarbon emissions of an internal combustion engine being operated on gasoline containing a cyclopentadienyl manganese antiknock are reduced by the addition of a dimer or a trimer acid or mixture of a dimer and a trimer acid produced by the polymerization or condensation of an unsaturated aliphatic monocarboxylic acid having between 16 and 18 carbon atoms per molecule to the gasoline.
    Type: Grant
    Filed: May 31, 1979
    Date of Patent: March 2, 1982
    Assignee: Ethyl Corporation
    Inventor: Leonard M. Niebylski