Patents by Inventor Douglas C. Caskey

Douglas C. Caskey has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 10308891
    Abstract: A novel hydraulic fluid composition for application to drilling equipment is described herein. These hydraulic fluid compositions permit effective monitoring or controlling well-head pressure of a well during drilling on land or offshore. The hydraulic fluid compositions prevent uncontrolled flow of gas, oil, or another well fluid out of an underground formation during a drilling or extraction process when applied to the drilling equipment. Accordingly, provided is a hydraulic fluid concentrate which contains a water-soluble phosphate ester and a sulfide compound containing at least one S—S linkage, at least 10 carbon atoms and at least one terminal carboxylate group, wherein the S—S linkage bridges two alkyl groups. Additional components can be added to the concentrate and include one or more alkaline compound, one or more dicarboxylic acid or salt thereof, a water-soluble corrosion inhibitor, a water-soluble biocide, a pour point depressant, and water, ethylene glycol, or a combination thereof.
    Type: Grant
    Filed: August 13, 2014
    Date of Patent: June 4, 2019
    Assignee: Houghton Technical Corp.
    Inventors: Douglas C. Caskey, Jr., Kenneth R. Cavanaugh
  • Publication number: 20160208193
    Abstract: A novel hydraulic fluid composition for application to drilling equipment is described herein. These hydraulic fluid compositions permit effective monitoring or controlling well-head pressure of a well during drilling on land or offshore. The hydraulic fluid compositions prevent uncontrolled flow of gas, oil, or another well fluid out of an underground formation during a drilling or extraction process when applied to the drilling equipment. Accordingly, provided is a hydraulic fluid concentrate which contains a water-soluble phosphate ester and a sulfide compound containing at least one S—S linkage, at least 10 carbon atoms and at least one terminal carboxylate group, wherein the S—S linkage bridges two alkyl groups. Additional components can be added to the concentrate and include one or more alkaline compound, one or more dicarboxylic acid or salt thereof, a water-soluble corrosion inhibitor, a water-soluble biocide, a pour point depressant, and water, ethylene glycol, or a combination thereof.
    Type: Application
    Filed: August 13, 2014
    Publication date: July 21, 2016
    Inventors: Douglas C. Caskey, JR., Kenneth R. Cavanaugh
  • Patent number: 6559319
    Abstract: A multi-step method of synthesizing ketorolac, an analgesic compound, is shown. Several of the reactions and intermediate compounds are novel. The reaction sequence begins with the known compound N-2-bromoethylpyrrole.
    Type: Grant
    Filed: September 3, 2002
    Date of Patent: May 6, 2003
    Assignee: Mallinckrodt Inc.
    Inventors: Douglas C. Caskey, John R. Duchek, Henry J. Buehler
  • Publication number: 20030036660
    Abstract: A multi-step method of synthesizing ketorolac, an analgesic compound, is shown. Several of the reactions and intermediate compounds are novel. The reaction sequence begins with the known compound N-2-bromoethylpyrrole.
    Type: Application
    Filed: September 3, 2002
    Publication date: February 20, 2003
    Inventors: Douglas C. Caskey, John R. Duchek, Henry J. Buehler
  • Patent number: 6489491
    Abstract: A multi-step method of synthesizing ketorolac, an analgesic compound, is shown. Several of the reactions and intermediate compounds are novel. The reaction sequence begins with the known compound N-2-bromoethylpyrrole.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: December 3, 2002
    Assignee: Mallinckrodt Inc.
    Inventors: Douglas C. Caskey, John R. Duchek, Henry J. Buehler
  • Publication number: 20020137945
    Abstract: A multi-step method of synthesizing ketorolac, an analgesic compound, is shown. Several of the reactions and intermediate compounds are novel. The reaction sequence begins with the known compound N-2-bromoethylpyrrole.
    Type: Application
    Filed: February 5, 2002
    Publication date: September 26, 2002
    Inventors: Douglas C. Caskey, John R. Duchek, Henry J. Buehler
  • Patent number: 6376681
    Abstract: This invention relates to the drug, ketorolac and the synthesis of compounds useful in the manufacture of ketorolac. Ketorolac tromethamine is a pharmaceutical compound useful as an analgesic.
    Type: Grant
    Filed: December 6, 2000
    Date of Patent: April 23, 2002
    Assignee: Mallinckodt Inc.
    Inventors: John R. Duchek, Henry J. Buehler, Douglas C. Caskey
  • Patent number: 4970332
    Abstract: A process for producing cinnamates comprising reacting an iodobenzene compound with an acrylate ester in the presence of trialkylamine and a catalyst comprising palladium on a support. In one embodiment, 2-ethylhexyl-p-methoxycinnamate is produced by the process comprising diazotizing p-anisidine to produce a diazotization product and reacting the diazotization product with an aqueous iodide solution to produce 4-iodoanisole, reacting the 4-iodoanisole product with 2-ethylhexylacrylate in the presence of trialkylamine and a catalyst comprising palladium on a support to produce 2-ethylhexyl-p-methoxycinnamate and a trialkylamine-hydroiodide salt and then recovering iodide and trialkylamine from the trialkylamine-hydroiodide salt by reacting the salt with an alkali hydroxide.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: November 13, 1990
    Assignee: Mallinckrodt, Inc.
    Inventor: Douglas C. Caskey
  • Patent number: 4663480
    Abstract: Disclosed is a process for inhibiting polymerization of polymerizable ethylenically unsaturated monomers such as hydrocarbons, acids and esters, wherein manganese nitrite, i.e. Mn(NO.sub.2).sub.2, is employed as an inhibitor. A composition including a polymerizable ethylenically unsaturated monomer and Mn(NO.sub.2).sub.2 is also disclosed. In two preferred embodiments, acrylic acid and styrene, respectively, are the monomers.
    Type: Grant
    Filed: June 5, 1985
    Date of Patent: May 5, 1987
    Assignee: Mallinckrodt, Inc.
    Inventors: Ervin B. Inskip, Douglas C. Caskey, William E. Dummitt
  • Patent number: 4571437
    Abstract: A process for preparing unsubstituted and alkyl substituted p-aminophenols. A charge mixture is prepared comprising an unsubstituted or alkyl substituted nitrobenzene, a highly dissociated acid, a catalyst containing platinum and a divalent sulfur compound in which sulfur is bonded to two other moieties, the sulfur compound being present in a proportion of between about 0.1 and about 100 moles per gram-atom of platinum. The mixture comprises an organic phase containing the substrate and an aqueous phase containing the acid. Hydrogen is introduced into the mixture at a pressure of 0-50 psig while the mixture is agitated at a temperature of 70.degree. C. to 100.degree. C., thereby causing the substrate to be reduced to phenylhydroxylamine or an alkyl substituted phenylhydroxylamine. The hydroxylamine is rearranged in the presence of acid to the substituted or unsubstituted p-aminophenol, which is recovered from the aqueous phase.
    Type: Grant
    Filed: July 25, 1983
    Date of Patent: February 18, 1986
    Assignee: Mallinckrodt, Inc.
    Inventors: Douglas C. Caskey, Douglas W. Chapman
  • Patent number: 4415753
    Abstract: A process for the production of unsubstituted and lower alkyl substituted p-aminophenols. A charge mixture is prepared comprising an unsubstituted or lower alkyl substituted nitrobenzene substrate, a platinum catalyst and a sulfur compound. The sulfur compound may be a divalent sulfur compound in which sulfur is bonded to two other moieties or a compound reducible to such sulfur compound under catalytic hydrogenation conditions. Hydrogen is introduced into the mixture while it is agitated at a temperature of 0.degree.-40.degree. C., thereby reducing the substrate to an unsubstituted or alkyl substituted phenylhydroxylamine. The hydroxylamine is thereafter heated to a temperature of at least 70.degree. C. and agitated at at least 70.degree. C. in the presence of a highly dissociated acid, thereby effecting rearrangement of the hydroxylamine to the corresponding p-aminophenol.
    Type: Grant
    Filed: January 29, 1982
    Date of Patent: November 15, 1983
    Assignee: Mallinckrodt, Inc.
    Inventors: Douglas C. Caskey, Douglas W. Chapman