Patents Represented by Attorney Joseph D. Odenweller
  • Patent number: 5136075
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with anhydrous hydrogen fluoride in an inert solvent, e.g., xylene, methylene chloride, in a manner such that said anhydrous hydrogen fluoride is added to said phosphorus compound at a rate such that said anhydrous hydrogen fluoride reacts with said phosphorus compound without the accumulation of an amount of unreacted anhydrous hydrogen fluoride which is sufficient to cause substantial decomposition of the desired fluorophosphorus product. A catalytic amount of a pyridine-type compound may optionally included in the reaction.
    Type: Grant
    Filed: July 1, 1991
    Date of Patent: August 4, 1992
    Assignee: Ethyl Corporation
    Inventors: Edward A. Burt, Lester P. J. Burton, Meng-Sheng Ao, Barbara C. Stahly
  • Patent number: 5082600
    Abstract: Transparent soap bars are made by a process comprising mixing solid, non-hydroscopic trialkylamine oxide dihydrate with a fatty acid soap and other conventional ingredients such as triethanolamine, glycerine, water, perfume, and the like.
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: January 21, 1992
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland
  • Patent number: 5061818
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with a fluoride salt, e.g., KF, or ammonium fluoride in the presence of a hydrogen halide salt of a pyridine-type nitrogen base, e.g., pyridine hydrochloride.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: October 29, 1991
    Assignee: Ethyl Corporation
    Inventors: Lester P. J. Burton, Meng-Sheng Ao
  • Patent number: 5057625
    Abstract: Mono-ar-tert-butyl toluenediamine is selectively made by heating a mixture of toluenediamine and an aluminum halide of the formula R.sub.n AlX.sub.3-n or R.sub.3 Al.sub.2 X.sub.3 wherein n is 0, 1 or 2 and R is an alkyl containing 1-10 carbon atoms to 150.degree.-225.degree. C. and reacting the mixture with isobutylene at 500-300 psig until the yield of mono-ar-tert-butyl toluene is at or near maximum. Minor amounts of di-tert-butyl toluenediamines which form and are difficult to separate can then be lowered by venting the reaction and continuing to heat at about 130.degree.-200.degree. C. until the di-tert-butyl components are decreased to the desired level forming additional mono-ar-tert-butyl toluenediamine.
    Type: Grant
    Filed: February 20, 1990
    Date of Patent: October 15, 1991
    Assignee: Ethyl Corporation
    Inventor: Kryn G. Ihrman
  • Patent number: 5055233
    Abstract: Detergent bars suitable for use as toilet soaps are made by mixing an effective amount of a trialkylamine oxide dihydrate in a detergent bar formulation.
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: October 8, 1991
    Assignee: Ethyl Corporation
    Inventors: James E. Borland, Kim R. Smith
  • Patent number: 5049691
    Abstract: Phosphorus compounds having at least one chlorine, bromine or iodine bonded directly to phosphorus are transhalogenated with fluorine by reaction with anhydrous hydrogen fluoride in an inert solvent, e.g., xylene, methylene chloride, in a manner such that said anhydrous hydrogen fluoride is added to said phosphorus compound at a rate such that said anhydrous hydrogen fluoride reacts with said phosphorus compound without the accumulation of an amount of unreacted anhydrous hydrogen fluoride which is sufficient to cause substantial decomposition of the desired fluorophosphorus product.
    Type: Grant
    Filed: March 5, 1990
    Date of Patent: September 17, 1991
    Assignee: Ethyl Corporation
    Inventors: Edward A. Burt, Lester P. J. Burton, Meng-Sheng Ao, Barbara C. Stahly
  • Patent number: 5047577
    Abstract: Peroxygen laundry bleach (e.g. sodium perborate) is activated to be effective at a lower temperature by use in combination with a hydrocarbonyloxyhydrocarbyl trihydracarbyl quaternary ammonium salt, e.g. dodecyldimethyl 2-acetyloxyethylammonium bromide.
    Type: Grant
    Filed: August 8, 1986
    Date of Patent: September 10, 1991
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, Joe D. Sauer, James E. Borland
  • Patent number: 5024777
    Abstract: A bar soap composition which contains 5-95 weight percent of a fatty acid soap and a C.sub.8-20 alkyl dimethylamine oxide and sodium cocoyl isethionate in a weight ratio of 0.33-3.0:1.0 which results in synergistic improvement in the lime soap dispersancy of the composition.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: June 18, 1991
    Assignee: Ethyl Corporation
    Inventors: Kim R. Smith, James E. Borland
  • Patent number: 5021169
    Abstract: Alkenyl succinic anhydrides having a decreased amount of tar and color bodies are made by the reaction of an olefin with maleic anhydride in the presence of a tri-orthoalkylphenyl phosphite and optionally a hindered phenolic antioxidant such as 2,4,6-tri-(3,5-di-tert-butyl-4-hydroxybenzyl) mesitylene.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: June 4, 1991
    Assignee: Ethyl Corporation
    Inventors: Kju H. Shin, Paul S. Hale
  • Patent number: 5006324
    Abstract: High molecular weight phosphonitrillic chloride polymers that are soluble in benzene, toluene and tetrahydrofuran, tetrameric phosphonitrilic chloride, or mixtures thereof at elevated temperatures in the presence of a catalytic amount of an aprotic Lewis acid halogen acceptor. For example, soluble high molecular weight phosphonitrillic chloride can be made by heating the aforementioned trimer at 220.degree.-270.degree. C. in the presence of 5-1000 ppm of AlCl.sub.3.
    Type: Grant
    Filed: January 10, 1984
    Date of Patent: April 9, 1991
    Assignee: Ethyl Corporation
    Inventors: Charles H. Kolich, Bernard R. Meltsner, Henry G. Braxton, Jr.
  • Patent number: 4994620
    Abstract: Alkylamines such as methylamine and dimethylamine react with alcohols and aldehydes at 150.degree.-275.degree. C. in the presence of hydrogen and a catalyst initially consisting essentially of (1) a copper compound selected from copper carbonate, copper oxide, copper hydroxide or mixtures thereof, (2) a zinc compound selected from zinc carbonate, zinc oxide, zinc hydroxide or mixtures thereof and (3) a metal compound selected from carbonates, oxides and hydroxides of a Group IIA metal and mixtures thereof at least one of said copper compound and zinc compound being a carbonate. Conversions and yields are high and the amount of heavy by-product is low.
    Type: Grant
    Filed: May 19, 1988
    Date of Patent: February 19, 1991
    Assignee: Ethyl Corporation
    Inventors: Pak Y. Fong, Kim R. Smith, Joe D. Sauer
  • Patent number: 4994622
    Abstract: Mono- and di-lower alkylamines, e.g. methylamine or dimethylamine, are alkylated by reaction with C.sub.8-22 alcohol in the presence of hydrogen at a temperature of about 150.degree.-275.degree. C. in contact with a copper-zinc-alkaline earth metal base containing catalyst (e.g., CuO-ZnO-Ba(OH).sub.2) while removing water formed in the reaction.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: February 19, 1991
    Assignee: Ethyl Corporation
    Inventors: Pak Y. Fong, Kim R. Smith, Joe D. Sauer
  • Patent number: 4994614
    Abstract: Tert-amine oxides that are substantially free of nitrosamines are made by reacting a tert-amine, e.g., dodecyl dimethylamine, with aqueous hydrogen peroxide in the presence of the synergistic combination of (a) ascorbic acid and (b) a promoter formed from carbon dioxide.
    Type: Grant
    Filed: December 28, 1987
    Date of Patent: February 19, 1991
    Assignee: Ethyl Corporation
    Inventors: Dennis P. Bauer, Teresa K. Summerford
  • Patent number: 4994628
    Abstract: 3,5-dialkyl-4-hydroxybenzyl-substituted benzene compounds are made by reacting 2,6-dialkyl-4-methoxymethyl phenols with a benzene compound having an unsubstituted nuclear position in an inert solvent and in the presence of sulfuric acid catalyst while distilling methanol by-product from the reaction mixture as it forms.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: February 19, 1991
    Assignee: Ethyl Corporation
    Inventors: Lloyd E. Goddard, George L. Mina
  • Patent number: 4992597
    Abstract: 3,5-dialkyl-4-hydroxybenzyl-substituted benzene compounds are made by reacting 2,6-dialkyl-4-methoxymethyl phenols with a benzene compound having an unsubstituted nuclear position in an inert solvent and in the presence of an organic sulfonic acid catalyst while distilling methanol by-product from the reaction mixture as it forms.
    Type: Grant
    Filed: September 25, 1989
    Date of Patent: February 12, 1991
    Assignee: Ethyl Corporation
    Inventors: George L. Mina, Gary D. Heidebrecht
  • Patent number: 4981578
    Abstract: BF.sub.3 is removed from a promoted BF.sub.3 catalyzed olefin oligomer reaction product by contacting the reaction product with either solid or aqueous KF to form a solid KBF.sub.4 precipitate. Solid NaF or NH.sub.4 F can also be used.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: January 1, 1991
    Assignee: Ethyl Corporation
    Inventors: Lindsay T. Tycer, Everett M. Marlett
  • Patent number: 4978518
    Abstract: A continuous process for the extraction of bromine from a bromide-rich brine in high efficiency while dramatically reducing the steam requirement for the distillation by operating a contact tower under vacuum. The contact tower is designed to operate near the boiling point of the feed brine so that only stripping steam is needed to remove elemental bromine from the brine.
    Type: Grant
    Filed: July 21, 1987
    Date of Patent: December 18, 1990
    Assignee: Ethyl Corporation
    Inventors: Kenneth C. Lesher, Herbert W. Henry
  • Patent number: 4973788
    Abstract: Vinyl-olefins are converted to vinylidene olefin dimers at a selectivity of at least 85 mole percent by reacting a mixture of dry vinyl-olefin containing 0.001-0.04 moles of trialkyl aluminum per mole of initial vinyl-olefin at a temperature in the range of about 100.degree.-140.degree. C. for a time sufficient to convert at least 80 mole percent of the initial vinyl-olefin to a different material.
    Type: Grant
    Filed: May 5, 1989
    Date of Patent: November 27, 1990
    Assignee: Ethyl Corporation
    Inventors: Kaung-Far Lin, Gunner E. Nelson, Carroll W. Lanier
  • Patent number: 4970340
    Abstract: A highly concentrated aqueous solution of a di-C.sub.6-20 alkyl methylamine oxide containing at least 50 weight percent of the amine oxide can be made without gel formation by reacting at least 40 weight percent aqueous hydrogen peroxide with a di-C.sub.6-20 alkyl methyl or ethylamine. These concentrated solutions offer large freight savings in shipping the amine oxides to remote locations.
    Type: Grant
    Filed: January 23, 1986
    Date of Patent: November 13, 1990
    Assignee: Ethyl Corporation
    Inventor: Kim R. Smith
  • Patent number: 4970341
    Abstract: A process for accelerating the oxidation of tert-amines by hydrogen peroxide by conducting the reaction in the presence of an ascorbic acid promoter.
    Type: Grant
    Filed: February 24, 1987
    Date of Patent: November 13, 1990
    Assignee: Ethyl Corporation
    Inventor: Teresa K. Summerford