Patents by Inventor John M. Larkin

John M. Larkin 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: 6888030
    Abstract: Inclusion of a branched alcohol in the catalytic hydrogenation reaction involving an aliphatic nitro compound dramatically increases the efficiency of the conversion of nitro groups into amino groups. This discovery is of particular value in the production of polyalkyleneamines via nitration of a polyalkene, such as a polybutene, and its subsequent reduction. The polyalkyleneamines so produced are useful as dispersant additives for motor oils and fuels.
    Type: Grant
    Filed: October 22, 2002
    Date of Patent: May 3, 2005
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Wei-Yang Su, Wheeler C. Crawford, John M. Larkin
  • Publication number: 20030078344
    Abstract: Inclusion of a branched alcohol in the catalytic hydrogenation reaction involving an aliphatic nitro compound dramatically increases the efficiency of the conversion of nitro groups into amino groups. This discovery is of particular value in the production of polyalkyleneamines via nitration of a polyalkene, such as a polybutene, and its subsequent reduction. The polyalkyleneamines so produced are useful as dispersant additives for motor oils and fuels.
    Type: Application
    Filed: October 22, 2002
    Publication date: April 24, 2003
    Applicant: Huntsman Petrochemical Corporation
    Inventors: Wei-Yang Su, Wheeler C. Crawford, John M. Larkin
  • Patent number: 6063145
    Abstract: This invention concerns a fuel additive comprising an etheramine alkoxylate, and fuel compositions and additive concentrates made therefrom. The etheramine alkoxylate may be of formula: ##STR1## where R.sup.1 is a straight or branched alkyl, or alkylaryl; R.sup.2 is independently in each occurrence hydrogen or alkyl from 1 to 6 carbons; R.sup.3 is independently in each occurrence hydrogen or alkyl of from 1 to 6 carbons; m averages from about 2 to about 20; and x and y each independently average from about 0 to 2, where x+y averages from about 1 to about 4.
    Type: Grant
    Filed: June 26, 1998
    Date of Patent: May 16, 2000
    Assignee: Huntsman Petrochemical Corporation
    Inventors: John M. Larkin, Wei-Yang Su, Terry L. Renken
  • Patent number: 5616811
    Abstract: Etheramine alkoxylates are described which have the formula: ##STR1## where R.sup.1 is a straight or branched alkyl, aryl or alkylaryl group of 6 to 22 carbon atoms; R.sup.3 are independently hydrogen or C.sub.1 to C.sub.3 alkyl; m averages from about 1 to about 20; and x and y each independently average from about 0 to 30, where x+y averages from about 2 to about 60. These etheramine alkoxylates have surfactant properties. Further, they may be quaternized to make other compounds which will have useful surfactant properties.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: April 1, 1997
    Assignee: Huntsman Petrochemical Corporation
    Inventors: Jeffrey J. Vipond, John M. Larkin, Terry L. Renken, Howard M. Stridde
  • Patent number: 5269956
    Abstract: Solutions of potassium, aliphatic monocarboxylate, hydrocarbyl dicarboxylate and hydrocarbyl triazole, with one or more silicate, phosphate, borate, or nitrate, have superior compatibility and anticorrosion properties, useful in heat transfer fluids, antifreezes and metal corrosion inhibition.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: December 14, 1993
    Assignee: Texaco Chemical Co.
    Inventors: David L. Miller, John M. Larkin
  • Patent number: 5191139
    Abstract: An improved process is disclosed for preparing synthetic lubricant base stocks. Synthetic lubricant base stocks are prepared in good yield by oligomerizing linear olefins using a sulfate-activated Group IV oxide particularly zirconium dioxide, as the catalyst.
    Type: Grant
    Filed: November 4, 1991
    Date of Patent: March 2, 1993
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, John F. Knifton, John M. Larkin
  • Patent number: 5189233
    Abstract: Disclosed is an improvement in a process for production of cyclohexane by liquid phase hydrogenation of benzene wherein no diluent is necessary, which comprises contacting benzene and hydrogen in the presence of a mixed catalyst bed comprising a first catalyst which is a less active hydrogenation catalyst selected from elements of Group VIII of the Periodic Table and a second, more active catalyst, comprising a Group VIII metal supported on an oxide, such as, for example, alumina, silica or titania at a temperature of about 40.degree. C. to about 300.degree. C. and pressure sufficient to keep the benzene liquid at the chosen reaction temperature.
    Type: Grant
    Filed: August 23, 1991
    Date of Patent: February 23, 1993
    Assignee: Texaco Chemical Company
    Inventors: John M. Larkin, James H. Templeton, Donald H. Champion
  • Patent number: 5099073
    Abstract: A process for the conversion of a polyoxypropylene glycol to the corresponding diketone derivative by dehydrogenation in the presence of an unsupported nickel, copper, chromia catalyst or a Raney nickel catalyst.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: March 24, 1992
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, John M. Larkin
  • Patent number: 5085793
    Abstract: A corrosion-inhibited antifreeze composition is disclosed. Specifically, the antifreeze composition comprises a major portion of a liquid alcohol freezing point depressant and a minor portion of at least one hydroxyl-substituted aromatic carboxylic acid having the hydroxyl radical disposed proximate to the carboxylic radical. The above described acid is employed as a corrosion inhibitor. Other conventional corrosion inhibitors may be employed in conjunction with the acids.In another embodiment, the present invention relates to a process for inhibitig the corrosion of metals present in the cooling system of an internal combustion engine which comprises intimately contacting the metal surface to be inhibited against corrosion with the antifreeze composition described above. Most preferably, the target substrate is high lead solder.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: February 4, 1992
    Assignee: Texaco Chemical Company
    Inventors: Jeffrey M. Burns, John R. Sanderson, John M. Larkin, David R. McCoy
  • Patent number: 5072050
    Abstract: Mono-, di- and tri-ketones of polyoxyalkylene compounds prepared by a method whereby the terminal hydroxyl groups of polyoxyalkylene compounds are oxidized to ketone groups with an alkali metal or an alkaline earth metal hypochlorite oxidant in the presence of acetic acid are disclosed. These compounds are useful for preparing surface active agents or they may be reacted with amines to provide fuel additives.
    Type: Grant
    Filed: October 9, 1990
    Date of Patent: December 10, 1991
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, Edward T. Marquis, John M. Larkin
  • Patent number: 5003107
    Abstract: Poly(oxytetramethylene) diamines useful in the preparation of polyamide and polyurea elastomers are prepared by the catalytic reductive amination of a poly(oxytetramethylene) glycol feedstock under reductive amination conditions in the presence of ammonia and hydrogen using a hydrogenation/dehydrogenation catalyst composed of, on an oxide-free basis, about 70 to 75 wt. % of nickel, about 20 to about 25 wt. % of copper, about 0.5 to 5 wt. % of chromium and about 1 to 5 wt. % of molybdenum.
    Type: Grant
    Filed: December 18, 1989
    Date of Patent: March 26, 1991
    Assignee: Texaco Chemical Company
    Inventors: Robert L. Zimmerman, John M. Larkin
  • Patent number: 4992590
    Abstract: A process in which a polyamine initiator is oxyalkylated to form the corresponding polyamine polyoxyalkylene glycol which is then catalytically aminated to provide a polyoxyalkylenepolyamine is disclosed. These compounds are useful as curing agents for epoxy resins and for reaction with isocyanates to manufacture articles, such as automotive body panels, by reaction injection molding.
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: February 12, 1991
    Assignee: Texaco Chemical Company
    Inventors: Michael Cuscurida, John M. Larkin, Kathy B. Sellstrom, Robert A. Grigsby, Jr.
  • Patent number: 4980503
    Abstract: It has been surprisingly discovered in accordance with the present invention that glycol formates and their alkyl ether derivatives can be substantially selectively converted to monocarboxylic acids by bringing a glycol formate or an alkyl ether derivative thereof into contact with a bed of activated carbon in the presence of carbon monoxide and a halide promoted group VIII soluble transition metal catalyst optionally in the presence of a solvent.
    Type: Grant
    Filed: August 15, 1986
    Date of Patent: December 25, 1990
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, George P. Speranza
  • Patent number: 4978785
    Abstract: Carboxylic acid derivatives and methyl ketone derivatives of polyoxypropylene glycols are prepared by the selective nitric acid oxidation of a polyoxypropylene glycol in the presence of an alkali metal nitrite. If the alkali metal nitrite is added to an aqueous solution of nitric acid and the polyoxypropylene glycol is thereafter added, carboxylic acid derivatives of the polyoxypropylene glycol are provided. If a mixture of an alkali metal nitrite and a polyoxypropylene glycol is added to an aqueous solution of nitric acid, a reaction product containing a predominant amount of methyl ketone derivatives of the polyoxypropylene glycol is provided.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: December 18, 1990
    Assignee: Texaco Chemical Company
    Inventors: John R. Sanderson, John M. Larkin
  • Patent number: 4873380
    Abstract: Motor-fuel grade tertiary butyl alcohol contaminated with residual amounts of tertiary butyl hydroperoxide and ditertiary butyl peroxide (which is prepared, for example, by reacting propylene with tertiary butyl hydroperoxide to form propylene oxide and a motor fuel grade tertiary butyl alcohol reaction product) can be effectively catalytically treated under mild conversion conditions including a temperature of about 80.degree. to 200.degree. C. with a catalyst consisting essentially of nickel, copper, chromium and barium to substantially selectively convert the two peroxide contaminants to tertiary butyl alcohol and to thereby provide a treated tertiary butyl alcohol product substantially free from contaminating quantities of such peroxides.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: October 10, 1989
    Assignee: Texaco Inc.
    Inventors: John R. Sanderson, John M. Larkin
  • Patent number: 4847417
    Abstract: A method for converting a bis(polyalkoxy)-N-alkylamine to a bis(diaminopolyalkoxy)-N-alkylamine has been discovered. The method comprises alkoxylating an alkylamine to a bis(polyalkoxy)-N-alkylamine. The alkylamine is selected to sterically hinder the resulting tertiary amine. The alkoxylate is then catalytically aminated according to well known procedures with a high yield of the diamine resulting.Compounds prepared by this method are of the formula:R--N--(PO.sub.x --NH.sub.2).sub.2wherein:PO is propylene oxide,x ranges from 2 to 40, andR is a sterically hindering alkyl such as isopropyl or tertiary butyl.The compounds are useful for curing epoxy thermoset resins. They are uniquely suited to reactions with polyisocyanates to prepare plastic parts, such as automobile body panels, by reaction injection molding.
    Type: Grant
    Filed: October 26, 1988
    Date of Patent: July 11, 1989
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, George P. Speranza
  • Patent number: 4831191
    Abstract: Allyl formate is substantially selectively converted to isobutyric acid, n-butyric acid and/or glutaric acid by bringing the alyl formate into contact with activated carbon in the presence of carbon monoxide, water and formic acid and a halide promoted group VIII soluble metal catalyst optionally in the presence of a solvent. Isobutyric and n-butyric acids are preferentially formed in the presence of relatively low concentrations of water and formic acid whereas glutaric acid is preferentially formed in the presence of relatively higher concentrations of water and formic acid.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: May 16, 1989
    Assignee: Texaco Inc.
    Inventor: John M. Larkin
  • Patent number: 4827039
    Abstract: The invention is an amine terminated polyether of the formula:N--[(CH.sub.2 CH(CH.sub.3)O).sub.x --CH.sub.2 CH(CH.sub.3)NH.sub.2 ].sub.3of 3000 to 7000 molecular weight.The polyamines are particularly suited for reaction with isocyanates to manufacture articles such as automobile body panels by reaction injection molding (RIM).
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: May 2, 1989
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, Michael Cuscurida
  • Patent number: 4827038
    Abstract: A method for converting a bis(polyalkoxy)-N-alkylamine to a bis(diaminopolyalkoxy)-N-alkylamine has been discovered. The method comprises alkoxylating an alkylamine to a bis(polyalkoxy)-N-alkylamine. The alkylamine is selected to sterically hinder the resulting tertiary amine. The alkoxylate is then catalytically aminated according to well known procedures with a high yield of the diamine resulting.Compounds prepared by this method are of the formula:R--N--(PO.sub.x --NH.sub.2).sub.2wherein:PO is propylene oxide,x ranges from 2 to 40, andR is a sterically hindering alkyl such as isopropyl or tertiary butyl.The compounds are useful for curing epoxy thermoset resins. They are uniquely suited to reactions with polyisocyanates to prepare plastic parts, such as automobile body panels, by reaction injection molding.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: May 2, 1989
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, George P. Speranza
  • Patent number: 4825000
    Abstract: A series of polyoxyalkylene diamines modified with phenoxy groups is disclosed. This series of diamines is of the general formula: ##STR1## wherein R.sub.1 and R.sub.2 are independently hydrogen or an alkyl of 1 to 4 carbon atoms, R.sub.3 is a alkyl of 1 to 4 carbon atoms, Ph is phenyl, x ranges from 2 to 40, y ranges from 1 to 20 and z ranges from 1 to 40.These diamines are cured with liquid epoxy resins. The cured resins demonstrated improved tensile strength and modulus, elongation and flexural strength and modulus over a commercially used curative.The diamines are also useful in RIM elastomers, in polyamides and as chain extenders in polyurethane foams.
    Type: Grant
    Filed: July 31, 1986
    Date of Patent: April 25, 1989
    Assignee: Texaco Inc.
    Inventors: John M. Larkin, Robert L. Zimmerman, Michael Cuscurida, Harold G. Waddill