Patents Represented by Attorney Leslie G. Nunn, Jr.
  • Patent number: 4634451
    Abstract: Aqueous carbonaceous mixtures such as water slurries of solid particulate carbonaceous materials having reduced viscosity, a stabilized network of carbonaceous materials in water and improved pumpability are obtained by using a condensation product of an aldehyde in aldehyde liberating composition, ketone and sulfur dioxide in a sulfur dioxide liberating composition as dispersant, the dispersant being present in an amount sufficient to reduce viscosity of the slurry, stabilize the network of carbonaceous materials in water and improve pumpability. An improved process for the condensation product is disclosed.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: January 6, 1987
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Stanley A. Lipowski, Jose L. Villa, John J. Miskel, Jr., Reuben H. Grinstein
  • Patent number: 4605418
    Abstract: Wet and dry crocking are reduced on dyed textile cellulosic materials and their blends by aftertreatment with finish mixtures containing effective amounts of a reactive polyamine component and a blocked urethane prepolymer component. The polyamine component is a polyamide, epoxidized polyamide, chain-extended polyamide, epoxidized chain extended polyamide, epoxidized polyamine or epoxidized polyalkylenimine and the blocked urethane prepolymer component is a reaction product of excess polyisocyanate and hydroxy terminated polyether or hydroxy terminated polyester whose reactive isocyanate groups are blocked. Finish mixtures are applied to the dyed textile material, dried and cured to improve wet and dry crockfastness.
    Type: Grant
    Filed: January 28, 1985
    Date of Patent: August 12, 1986
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Nick J. Christie, Randall A. Cox, Robert E. James, James C. Stevenson
  • Patent number: 4599372
    Abstract: A self-inverting water-in-oil polymer emulsion having a low pour point is prepared by adding a pour point depressant, diol and triol in amounts effective to lower the pour point and inhibit skin formation on the emulsion. The emulsion may be prepared by adding a mixture of from about 0.05 to about 0.5 parts by weight of pour point depressant, from about 5.0 to about 100.0 parts by weight of diol and from about 5.0 to about 100.0 parts by weight of triol to 1.0 to 100.0 parts by weight of a self-inverting water-in-oil polymer emulsion.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: July 8, 1986
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Dinshaw F. Bardoliwalla, Reuben H. Grinstein
  • Patent number: 4552670
    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: February 22, 1985
    Date of Patent: November 12, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr.
  • Patent number: 4531946
    Abstract: Wet and dry crocking are reduced on dyed textile cellulosic materials and their blends by aftertreatment with finish mixtures containing effective amounts of a reactive component and a blocked urethane prepolymer component. The reactive component is a polyamide, epoxidized polyamide, chain-extended polyamide, epoxidized chain extended polyamide, polyamine epoxidized polyamine or epoxidized polyalkylenimine and the blocked urethane prepolymer component is a reaction product of excess polyisocyanate and hydroxy terminated polyether or hydroxy terminated polyester whose reactive isocyanate groups are blocked. Finish mixtures are applied to the dyed textile material, dried and cured to improve wet and dry crockfastness.
    Type: Grant
    Filed: March 9, 1983
    Date of Patent: July 30, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Nick J. Christie, Randall A. Cox, Robert E. James, James C. Stevenson
  • Patent number: 4514189
    Abstract: Particulate carbonaceous materials water mixtures are prepared by adding a condensate which is a condensation product of(a) an aldehyde having from about 1 to about 7 carbon atoms,(b) a benzene derivative such as benzene sulfonic acid, an alkyl benzene sulfonic acid having at least one alkyl group of from about 1 to about 20 carbon atoms and mixtures thereof, and optionally,(c) a naphthalene derivative such as naphthalene sulfonic acid, an alkyl naphthalene sulfonic acid having at least one alkyl group of from about 1 to about 12 carbon atoms and mixtures thereof.The condensate is added in an amount sufficient to reduce viscosity of the water mixture of carbonaceous materials, to stabilize carbonaceous materials in the water network and to improve pumpability. An acid form of the condensate or a salt may be added.
    Type: Grant
    Filed: February 24, 1983
    Date of Patent: April 30, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: John G. Papalos, Joseph V. Sinka
  • Patent number: 4505833
    Abstract: Process for treating a clayey geological formation to prevent, inhibit or reduce swelling or migrating of clay particles in a formation by treating the formation with an effective amount of a quaternized oligomer which is the reaction product of a polyamine having a primary amino group and a tertiary amino group with a difunctional reactant to form a precondensate monomer which is then chain extended and quaternized by reaction with a dihalogenated hydrocarbon ether.A preferred oligomer is a product of:(I) about 1.0 mole of a precondensate which is the reaction product of(A) from about 2.0 to about 3.0 mole of a polyamine having a primary amino group and a tertiary amino group, the polyamine having a non-cyclic backbone containing between 1 and 6 carbon atoms, with(B) about 1.0 mole of a difunctional reactant which is a diester of a mixture of dicarboxylic acids such as adipic, glutaric and succinic acid, with(II) from about 1.0 to about 1.2 mole of a chain extender such as dichloroethylether.
    Type: Grant
    Filed: October 3, 1983
    Date of Patent: March 19, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr., Martin J. Schick
  • Patent number: 4505828
    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: December 1, 1983
    Date of Patent: March 19, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr.
  • Patent number: 4504316
    Abstract: Aluminum salts of aromatic sulfonic acid formaldehyde condensates are useful cement additives and leather retanning agents. These salts prepared by reaction of freshly precipitated aluminum hydroxide with aromatic sulfonic acid formaldehyde condensate are of higher purity than aluminum salts obtained by prior art processes.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: March 12, 1985
    Assignee: Diamond Shamrock Chemicals Company
    Inventor: Stanley A. Lipowski
  • Patent number: 4479826
    Abstract: A dispersing agent which is(a) a condensation product of a substituted phenol sulfonic acid which is an arylphenol sulfonic acid or an aralkylphenol sulfonic acid with from about 0.5 to about 4 moles of formaldehyde per mole of substituted phenol sulfonic acid, or(b) a condensation product of (i) a substituted phenol sulfonic acid which is an arylphenol sulfonic acid or an aralkylphenol sulfonic acid and (ii) an aryl sulfonic acid with from about 0.5 to about 4 moles of formaldehyde per mole of substituted phenol sulfonic acid and aryl sulfonic acid wherein the weight ratio of substituted phenol sulfonic acid to aryl sulfonic acid is from about 0.95:0.05 to about 0.05:0.95.The dispersing agent may be used directly or reacted with a salt forming cation to obtain a salt. The condensation product is useful as a dispersing agent in hydraulic cement, mortar, concrete or the like.
    Type: Grant
    Filed: March 23, 1984
    Date of Patent: October 30, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: John G. Papalos, Arpad Savoly
  • Patent number: 4478795
    Abstract: During the final stages of Al(OH).sub.3 production, deliquoring the aluminum trihydroxide slurry of excess sodium ions in the form of caustic liquor is conventionally achieved by numerous water washes prior to drying the product. Addition of an effective amount of highly charged, high molecular weight anionic polymer flocculant to the aluminum trihydroxide slurry improves the filtration rate, i.e., increases the amount and rate of removal of caustic liquor from the slurry. Addition of the flocculant reduces the amount of washing necessary to remove sodium ions from the final cake and also provides higher cake solids which results in greater production per unit time and less expenditure of energy in the drying process. Anionic polymers derived from 80 to 100% of an anionic vinyl monomer such as acrylic acid and from 20 to 0% of a nonionic vinyl monomer such as acrylamide having molecular weights between 1.5 to 12.0.times.10.sup.6 are useful in deliquoring aluminum trihydroxide slurries.
    Type: Grant
    Filed: October 18, 1982
    Date of Patent: October 23, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Maryellen Hereda, Stephen A. Fischer
  • Patent number: 4478602
    Abstract: Binary surfactant mixtures are added to particulate carbonaceous materials in oil slurries such as coal oil (COM) or coke oil mixtures in an amount sufficient to stabilize slurries during storage and dispersing at various temperatures. These stabilizer mixtures are added to either the oil or slurry and are effective with or without addition of water. Coal/coke oil slurries may contain from about 30 to about 90 parts by weight of oil, about 10 to about 70 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. A useful stabilizer mixture contains from about 0.25 to about 0.75 parts by weight of an imidazoline quaternary salt and from about 0.75 to about 0.25 parts by weight of a nonionic surfactant which is ethylene diamine condensed first with about 80 moles of propylene oxide and then with about 20 moles of ethylene oxide.
    Type: Grant
    Filed: February 12, 1982
    Date of Patent: October 23, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Edwin L. Kelley, Walter J. Herzberg, Joseph V. Sinka
  • Patent number: 4457762
    Abstract: Improved stabilized water slurries of carbonaceous materials are obtained by having present a condensation product or a salt thereof of a substituted phenol sulfonic acid which is(a) an arylphenol sulfonic acid,(b) an aralkylphenol sulfonic acid,(c) an arylphenol sulfonic acid and arylsulfonic acid mixture, or(d) an aralkylphenol sulfonic acid and arylsulfonic acid mixture,condensed with from about 0.5 to about 4.0 moles of formaldehyde per mole of sulfonic acid with the proviso that the weight ratio if substituted phenol sulfonic acid to arylsulfonic acid is from about 0.95:0.05 to about 0.05:0.95 in the mixtures, the condensation product being present in an amount sufficient to reduce viscosity of the water slurry of carbonaceous materials, to stabilize carbonaceous materials in the water network and to improve its pumpability. If desired, an acid form or a salt of the condensation product may be used.
    Type: Grant
    Filed: January 7, 1983
    Date of Patent: July 3, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: John G. Papalos, Jose L. Villa, Kathy A. Knitter, Arpad Savoly
  • Patent number: 4457874
    Abstract: A dispersing agent which is(a) a condensation product of a substituted phenol sulfonic acid which is an arylphenol sulfonic acid or an aralkylphenol sulfonic acid with from about 0.5 to about 4 moles of formaldehyde per mole of substituted phenol sulfonic acid, or(b) a condensation product of (i) a substituted phenol sulfonic acid which is an arylphenol sulfonic acid or an aralkylphenol sulfonic acid and (ii) an aryl sulfonic acid with from about 0.5 to about 4 moles of formaldehyde per mole of substituted phenol sulfonic acid and aryl sulfonic acid wherein the weight ratio of substituted phenol sulfonic acid to aryl sulfonic acid is from about 0.95:0.05 to about 0.05:0.95.The dispersing agent may be used directly or reacted with a salt forming cation to obtain a salt. The condensation product is useful as a dispersing agent in hydraulic cement, mortar, concrete or the like.
    Type: Grant
    Filed: July 9, 1982
    Date of Patent: July 3, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: John G. Papalos, Arpad Savoly
  • Patent number: 4447266
    Abstract: An effective amount of a free acid of a condensation product of naphthalenesulfonic acid and formaldehyde is added to a cementitious composition to improve its compressive strength and to reduce its water content. The free acid may be added to concrete, mortar, oil well cement slurries, grouting mixtures or the like. From about 0.05 to about 3.0% by weight is added to mortar mixtures and from about 0.1 to about 5.0% by weight is added to concrete mixtures.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: May 8, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventor: Solomon J. Nachfolger
  • Patent number: 4443382
    Abstract: Aluminum salts of aromatic sulfonic acid formaldehyde condensates are useful cement additives and leather retanning agents. These salts prepared by reaction of freshly precipitated aluminum hydroxide with aromatic sulfonic acid formaldehyde condensate are of higher purity than aluminum salts obtained by prior art processes.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: April 17, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventor: Stanley A. Lipowski
  • Patent number: 4441929
    Abstract: Superplasticizers for cementitious compositions are produced from a raw material mixture of (1) naphthalenesulfonic acid formaldehyde condensate and (2) free sulfuric acid using a 1-step process or a 2-step process. In the 1-step process, the mixture is neutralized with a zinc compound such as zinc oxide to a pH of about 2 to obtain a superplasticizer mixture of the free acid of the naphthalenesulfonic acid formaldehyde condensate and zinc sulfate. In the 2-step process, the mixture is first neutralized with a zinc compound such as zinc oxide to a pH of about 2 and then with a base such as sodium hydroxide to a pH of about 6 to obtain a superplasticizer mixture of the sodium salt of the naphthalenesulfonic acid formaldehyde condensate and zinc sulfate. These superplasticizer mixtures are superior to a low salt content commercial sodium salt of a naphthalenesulfonic acid formaldehyde condensate where sodium sulfate content has been reduced by lime treatment.
    Type: Grant
    Filed: August 24, 1982
    Date of Patent: April 10, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Alphonso W. Marcellis, Grannis S. Johnson, Joseph P. Fleming
  • Patent number: 4431548
    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: April 6, 1983
    Date of Patent: February 14, 1984
    Assignee: Diamond Shamrock Chemicals Company
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr.
  • Patent number: 4424074
    Abstract: Additives for cementitious compositions which are mixtures of (1) salts such as the sodium salt of a condensation product of naphthalenesulfonic acid and formaldehyde and (2) zinc salts increase compressive strengths and reduce water contents of hardened cementitious compositions. Useful additives include mixtures of from 65% to about 75% by weight of a sodium salt of a condensation product of naphthalenesulfonic acid and formaldehyde and from about 25 to about 35% by weight of a zinc salt such as zinc sulfate, zinc chloride, zinc acetate or the like. Effective amounts of these additives are added to cementitious compositions to improve their properties. Addition of effective amounts of these mixtures in cementitious strengths from 25 to 30% greater over those obtained with a sodium salt of the condensation product.
    Type: Grant
    Filed: August 24, 1982
    Date of Patent: January 3, 1984
    Assignee: Diamond Shamrock Corporation
    Inventors: Jose L. Villa, Joseph V. Sinka, Alphonso W. Marcellis, Joseph P. Fleming
  • Patent number: 4392917
    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 5, 1981
    Date of Patent: July 12, 1983
    Assignee: Diamond Shamrock Corporation
    Inventors: Stanley A. Lipowski, John J. Miskel, Jr.