Patents Represented by Attorney Leslie G. Nunn, Jr.
  • Patent number: 4379913
    Abstract: Chain extended random alkoxylated polyols having branched configurations are useful as internal antistatic additives for polymeric structures. A polyol having a branched configuration is alkoxylated with a mixture of ethylene oxide and propylene oxide and then chain extended to produce a high viscosity fluid additive which is compatible as a dispersed phase with polymer melts and does not agglomerate or separate from the melt during spinning. From about 0.1% to about 15% by weight of the additive is incorporated in polymeric structures as an antistatic agent. A useful additive composition is obtained using pentaerythritol tetrapropoxylate as the polyol and Bisphenol A diglycidyl ether as the difunctional reactant.
    Type: Grant
    Filed: May 4, 1982
    Date of Patent: April 12, 1983
    Assignee: Diamond Shamrock Corporation
    Inventor: Calvin J. Waitkus
  • Patent number: 4374152
    Abstract: Acid salts such as sodium bisulfate are used as acidifiers for milk, as well as acidogens in the setting of acidified milk, in acid cheese curd manufacture. The use of an acid salt enables acidifying heated milk or heating milk after acidifying without precipitating protein from the milk.
    Type: Grant
    Filed: January 7, 1981
    Date of Patent: February 15, 1983
    Assignee: Mallinckrodt International Corp.
    Inventor: Ira Loter
  • Patent number: 4364741
    Abstract: Imidazoline quaternary salts are added to oil slurries of solid particulate carbonaceous material such as a coal oil mixture (COM) or a coke oil mixture to stabilize the slurry during storage and dispensing at various temperatures. The imidazoline quaternary salts are added to either the oil or slurry (or during the grinding of the carbonaceous material) and are effective with or without the addition of water. Coal/coke oil slurries may contain from about 40 to about 90 parts by weight of oil, about 10 to about 60 parts by weight of powdered coal or coke, about 0.01 to about 6.0 parts by weight of imidazoline quaternary salt and about 0 to about 10 parts by weight of water.
    Type: Grant
    Filed: March 26, 1981
    Date of Patent: December 21, 1982
    Assignee: Diamond Shamrock Corporation
    Inventor: Jose' L. Villa
  • Patent number: 4364742
    Abstract: Mixtures of an imidazoline quaternary salt and a nitrogen base having from zero to nine carbon atoms are added to oil slurries of solid particulate carbonaceous material such as a coal oil mixture (COM) or a coke oil mixture to stabilize the slurry during storage and dispensing at various temperatures. The stabilizer mixtures of imidazoline quaternary salt and nitrogen base are added to either the oil or slurry (or during the grinding of the carbonaceous material) and are effective with or without the addition of water. Coal/coke oil slurries may contain from about 40 to about 90 parts by weight of oil, about 10 to about 60 parts by weight of powdered coal or coke, about 0.01 to about 6.0 parts by weight of the stabilizer mixture and about 0 to about 10 parts by weight of water.
    Type: Grant
    Filed: April 1, 1981
    Date of Patent: December 21, 1982
    Assignee: Diamond Shamrock Corporation
    Inventors: Kathy A. Knitter, Jose' L. Villa
  • Patent number: 4363886
    Abstract: An amphoteric water-in-oil self-inverting polymer emulsion is prepared which contains a copolymer of (1) a nonionic vinyl monomer and (2) an amphoteric vinyl monomer or a terpolymer of (1) a nonionic vinyl monomer, (2) an anionic vinyl monomer and (3) a cationic vinyl monomer in the aqueous phase, a hydrocarbon oil for the oil phase, a water-in-oil emulsifying agent and an inverting surfactant. An example of a copolymer is a copolymer of (1) a nonionic vinyl monomer such as acrylamide or methacrylamide and (2) an amphoteric vinyl monomer such as a reaction product of dimethylaminoethyl methacrylate and monochloroacetic acid. An example of a terpolymer is a terpolymer of (1) a nonionic vinyl monomer such as acrylamide or methacrylamide, (2) an anionic vinyl monomer such as sodium acrylate and (3) a cationic vinyl monomer such as a triethyl ammonium ethyl methacrylate methosulfate salt.
    Type: Grant
    Filed: September 4, 1981
    Date of Patent: December 14, 1982
    Assignee: Diamond Shamrock Corporation
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr.
  • Patent number: 4363637
    Abstract: Mixtures of an alkoxylated quaternary salt and a nitrogen base having from zero to nine carbon atoms are added to carbonaceous materials in oil slurries such as a coal oil mixture (COM) or a coke oil mixture in an amount sufficient to stabilize the slurries during storage and dispersing at various temperatures. Useful stabilizer mixtures include a mixture of from about 99% to about 75% by weight of an alkoxylated quaternary salt which is a reaction product of a cocoamine ethoxylate and diethyl sulfate and from about 1% to about 25% by weight of a nitrogen base such as urea. The stabilizer mixtures may be added to either the oil or slurry (or during grinding of the carbonaceous material) and are effective with or without addition of water. Coal/coke oil slurries may contain from about 40 to about 90 parts by weight of oil, about 10 to about 60 parts by weight of powdered coal or coke, about 0.01 to about 6.0 parts by weight of the stabilizer mixture and about 0 to about 10 parts by weight of water.
    Type: Grant
    Filed: April 8, 1981
    Date of Patent: December 14, 1982
    Assignee: Diamond Shamrock Corporation
    Inventors: Kathy A. Knitter, Jose L. Villa
  • Patent number: 4330450
    Abstract: An amphoteric water-in-oil self-inverting polymer emulsion is prepared which contains a copolymer of (1) a nonionic vinyl monomer and (2) an amphoteric vinyl monomer or a terpolymer of (1) a nonionic vinyl monomer, (2) an anionic vinyl monomer and (3) a cationic vinyl monomer in the aqueous phase, a hydrocarbon oil for the oil phase, a water-in-oil emulsifying agent and an inverting surfactant. An example of a copolymer is a copolymer of (1) a nonionic vinyl monomer such as acrylamide or methacrylamide and (2) an amphoteric vinyl monomer such as a reaction product of dimethylaminoethyl methacrylate and monochloroacetic acid. An example of a terpolymer is a terpolymer of (1) a nonionic vinyl monomer such as acrylamide or methacrylamide, (2) an anionic vinyl monomer such as sodium acrylate and (3) a cationic vinyl monomer such as a triethyl ammonium ethyl methacrylate methosulfate salt.
    Type: Grant
    Filed: October 15, 1979
    Date of Patent: May 18, 1982
    Assignee: Diamond Shamrock Corporation
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr.
  • Patent number: 4297259
    Abstract: A condensation product of naphthalenesulfonic acid and linear alkylbenzenesulfonic acid having an alkyl moiety of from about 4 to about 20 carbon atoms with formaldehyde or salt thereof is useful as a secondary emulsifier and co-emulsifier in synthetic polymer latex processes. From about 0.05 to about 5 parts by weight of the condensation product per 100 parts by weight of latex monomer is used as a secondary emulsifier and from about 0.5 to about 5 parts by weight of the condensation product per 100 parts by-weight of latex monomer is used as a co-emulsifier. Additionally, products can be prepared which have been found to be biodegradable. Use of these condensation products eliminates pollution caused by a secondary emulsifier or co-emulsifier in polymer manufacture effluent.
    Type: Grant
    Filed: May 7, 1980
    Date of Patent: October 27, 1981
    Assignee: Diamond Shamrock Corporation
    Inventors: John G. Papalos, Ronald W. Kavchok
  • Patent number: 4290817
    Abstract: Byproduct ammonium ions remaining in an aqueous solution of a water soluble glucoheptonate salt after its synthesis are reacted with the free acid form of a naphthalenesulfonic acid-formaldehyde condensation product to obtain an aqueous composition which does not produce an ammonia odor when introduced into aqueous media having a pH above 9. The aqueous composition can be dried to obtain a flowable powder. Both the aqueous composition and flowable powder are useful as additives in industrial products. They may be used to prolong the time of hydration of cement.
    Type: Grant
    Filed: January 16, 1980
    Date of Patent: September 22, 1981
    Assignee: Diamond Shamrock Corporation
    Inventors: Jose L. Villa, Joseph V. Sinka, Joseph P. Fleming
  • Patent number: 4272631
    Abstract: 5-(Beta-methylmercaptoethyl)-hydantoin is hydrolyzed at superatmospheric pressure in an autoclave by heating in a mixture of (a) a hydroxide of a monovalent cation such as lithium, sodium, potassium, ammonium or alkyl substituted ammonium and (b) a hydroxide of a divalent cation such as calcium, barium or zinc.
    Type: Grant
    Filed: February 25, 1980
    Date of Patent: June 9, 1981
    Assignee: Diamond Shamrock Corporation
    Inventors: Kurt H. Schaaf, Herman Horn
  • Patent number: 4259525
    Abstract: Methionine is prepared from 5-(beta-methylmercaptoethyl)-hydantoin at atmospheric pressure by refluxing the hydantoin with a metal hydroxide such as sodium hydroxide, potassium hydroxide, or barium hydroxide and an alkanol having a boiling point of from about 125.degree. C. to about 230.degree. C. at atmospheric pressure, preferably, a water saturated alkanol having a boiling point of from about 125.degree. C. to about 230.degree. C. at atmospheric pressure and thereafter recovering methionine.
    Type: Grant
    Filed: October 1, 1979
    Date of Patent: March 31, 1981
    Assignee: Diamond Shamrock Corporation
    Inventor: Kurt H. Schaaf
  • Patent number: 4256871
    Abstract: A condensation product of naphthalenesulfonic acid and linear alkyl benzenesulfonic acid having an alkyl moiety of from about 4 to about 20 carbon atoms with formaldehyde or salt thereof is useful as a secondary emulsifier and co-emulsifier in synthetic polymer latex processes. From about 0.05 to about 5 parts by weight of the condensation product per 100 parts by weight of latex monomer is used as a secondary emulsifier and from about 0.5 to about 5 parts by weight of the condensation product per 100 parts by weight of latex monomer is used as a co-emulsifier. Additionally, products can be prepared which have been found to be biodegradable. Use of these condensation products eliminates pollution caused by a secondary emulsifier or co-emulsifier in polymer manufacture effluent.
    Type: Grant
    Filed: April 18, 1979
    Date of Patent: March 17, 1981
    Assignee: Diamond Shamrock Corporation
    Inventors: John G. Papalos, Ronald W. Kavchok
  • Patent number: 4245994
    Abstract: Washfastness of dyed nylon textile material is improved by treating dyed textile material with a water soluble polymeric textile treating agent which is a reaction product of dihydroxy diphenyl sulfone, formaldehyde and naphthalenesulfonic acid and is characterized as a 30% by weight solution in acetone having a reduced viscosity at 21.degree. C. of between about 0.225 and about 0.275.
    Type: Grant
    Filed: July 29, 1977
    Date of Patent: January 20, 1981
    Assignee: Diamond Shamrock Corporation
    Inventor: Stanley A. Lipowski
  • Patent number: 4225456
    Abstract: Water based defoamer compositions which are invert (water in oil) emulsions containing quick-chilled amides, hydrophobic silica, polymers, emulsifiers, oil and water are useful in defoaming aqueous systems such as found in the kraft pulping process. Optionally, these defoamer compositions may contain silicone surfactants, formaldehyde solution and silicone oil.
    Type: Grant
    Filed: November 6, 1978
    Date of Patent: September 30, 1980
    Assignee: Diamond Shamrock Corporation
    Inventors: William T. Schmidt, Charles T. Gammon
  • Patent number: 4208466
    Abstract: 6-Hydroxyhexyl perfluoroisopropyl ether is prepared by reaction of hexafluoroacetone and potassium fluoride to obtain an alcoholate which is then reacted with 1-chloro-6-hexanol. One mole of the ether may be reacted with about 1 mole to about 20 moles of ethylene oxide to produce a hydroxyethyl ether. One mole of 2,2,3,4,4,4-hexafluorobutanol may be reacted with from about 1 to about 5 moles of propylene oxide to produce a hydroxypropyl ether. One mole of hexafluorobutanol may also be reacted with about 1 to about 5 moles of propylene oxide and then about 1 mole to about 20 moles of ethylene oxide to produce a hydroxyethyl ether. The hydroxyhexyl ether, hydroxylpropyl ether and both hydroxyethyl ethers may be sulfated to produce anionic surfactants which are useful as antistatic agents and lubricants for polymeric shapes such as nylon films and filaments.
    Type: Grant
    Filed: September 18, 1978
    Date of Patent: June 17, 1980
    Assignee: Diamond Shamrock Corporation
    Inventor: Alex J. Szur
  • Patent number: 4208301
    Abstract: Microemulsion defoamer compositions which are oil in water colloidal dispersions are useful in defoaming aqueous systems such as in paper machines and latex paints. These compositions are prepared by mixing a water dispersible organic material, ethylene oxide condensate, coupling agent, water, basic material and antigelling agent.
    Type: Grant
    Filed: July 7, 1978
    Date of Patent: June 17, 1980
    Assignee: Diamond Shamrock Corporation
    Inventor: Charles T. Gammon
  • Patent number: 4199518
    Abstract: Improved yields of 1.alpha.,3.beta.-dihydroxy-steroid-5-enes are obtained by the addition of the alkali metal/liquid ammonia reduction products of 1.alpha.,2.alpha.-epoxy-4,6-dien-3-one steroids to a quenching agent such as liquid ammonia/ammonium chloride mixture. Specific steroids reduced by these procedures include 1.alpha.,2.alpha.-epoxycholesta-4,6-dien-3-one and 25-hydroxy-1.alpha.,2.alpha.-epoxycholesta-4,6-dien-3-one.
    Type: Grant
    Filed: March 30, 1978
    Date of Patent: April 22, 1980
    Assignee: Diamond Shamrock Corporation
    Inventors: William R. Glave, Richard L. Johnson, Arnold L. Hirsch
  • Patent number: 4164426
    Abstract: Addition of zinc naphthaleneformaldehyde sulfonate to concrete mix improves compressive strength. This sulfonate is effective in concrete mixes prepared with Type I, II and III cements.
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: August 14, 1979
    Assignee: Diamond Shamrock Corporation
    Inventors: Joseph V. Sinka, Jose L. Villa
  • Patent number: 4140709
    Abstract: 6-Hydroxyhexyl perfluoroisopropyl ether is prepared by reaction of hexafluoroacetone and potassium fluoride to obtain an alcoholate which is then reacted with 1-chloro-6-hexanol. One mole of the ether may be reacted with about 1 mole to about 20 moles of ethylene oxide to produce a hydroxyethyl ether. One mole of 2,2,3,4,4,4-hexafluorobutanol may be reacted with from about 1 to about 5 moles of propylene oxide to produce a hydroxypropyl ether. One mole of hexafluorobutanol may also be reacted with about 1 to about 5 moles of propylene oxide and then about 1 mole to about 20 moles of ethylene oxide to produce a hydroxyethyl ether. The hydroxyhexyl ether, hydroxylpropyl ether and both hydroxyethyl ethers may be sulfated to produce anionic surfactants which are useful as antistatic agents and lubricants for polymeric shapes such as nylon films and filaments.
    Type: Grant
    Filed: March 21, 1975
    Date of Patent: February 20, 1979
    Assignee: Diamond Shamrock Corporation
    Inventor: Alex J. Szur
  • Patent number: 4123383
    Abstract: Shelf life of silica based defoamer composition is improved by adding oil soluble resins and optionally aliphatic fatty acids to retard separation and to inhibit settling. The composition is useful in preventing foaming or in defoaming aqueous systems such as water based protective coatings, adhesives, black liquors and monomer stripping.
    Type: Grant
    Filed: September 19, 1977
    Date of Patent: October 31, 1978
    Assignee: Diamond Shamrock Corporation
    Inventor: Frederick J. Ihde, Jr.