Patents by Inventor David M. Singleton

David M. Singleton 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: 7888307
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and containing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching at the C3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant. Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the [001] view ranging from greater than 4.
    Type: Grant
    Filed: May 12, 2008
    Date of Patent: February 15, 2011
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Patent number: 7871973
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and containing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching at the C3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant. Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the [001] view ranging from greater than 4.2 ? and less than 7 ?.
    Type: Grant
    Filed: September 6, 2000
    Date of Patent: January 18, 2011
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Patent number: 7781390
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and containing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching at the C3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant. Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the [001] view ranging from greater than 4.
    Type: Grant
    Filed: May 15, 2007
    Date of Patent: August 24, 2010
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Publication number: 20080249336
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and contianing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching at the C3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the [001] view ranging from greater than 4.
    Type: Application
    Filed: May 12, 2008
    Publication date: October 9, 2008
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Patent number: 6222077
    Abstract: There is provided an alcohol composition obtained by dimerizing an olefin feed comprising C6-C10 linear olefins to obtain C12-C20 olefins, followed by conversion to alcohols, such as by hydroformylation. The composition has an average number of branches ranging from 0.9 to 2.0 per molecule. The linear olefin feed preferably comprises at least 85% of C6-C8-olefins. The primary alcohol compositions are then converted to anionic or nonionic surfactants, preferably sulfated or oxyalkylated or both. The sulfated compositions are biodegradable and possess good cold water detergency.
    Type: Grant
    Filed: April 2, 1998
    Date of Patent: April 24, 2001
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 6150322
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and contianing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching at the C.sub.3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant. Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the [001] view ranging from greater than 4.2 .ANG. and less than 7 .ANG..
    Type: Grant
    Filed: August 12, 1998
    Date of Patent: November 21, 2000
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Patent number: 5849960
    Abstract: There is provided a new branched primary alcohol composition and the sulfates thereof exhibiting good cold water detergency and biodegradability. The branched primary alcohol composition has an average number of branches per chain of at least 0.7, having at least 8 carbon atoms and contianing both methyl and ethyl branches. The primary alcohol composition may also contain less than 0.5 atom % of quaternary carbon atoms, and a significant number ethyl branches, terminal isopropyl branches, and branching it the C.sub.3 position relative to the hydroxyl carbon. The process for its manufacture is by skeletally isomerizing an olefin feed having at least 7 carbon atoms followed by conversion to an alcohol, as by way of hydroformylation, and ultimately, sulfation to obtain a detergent surfactant. Useful catalysts include the zeolites having at least one channel with a crystallographic free diameter along the x and/or y planes of the ?001! view ranging from greater than 4.2 .ANG. and less than 7 .ANG.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: December 15, 1998
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Louis Kravetz, Brendan Dermot Murray
  • Patent number: 5780694
    Abstract: There is provided an alcohol composition obtained by dimerizing an olefin feed comprising C.sub.6 -C.sub.10 linear olefins to obtain C.sub.12 -C.sub.20 olefins, followed by conversion to alcohols, such as by hydroformylation. The composition has an average number of branches ranging from 0.9 to 2.0 per molecule. The linear olefin feed preferably comprises at least 85% of C.sub.6 -C.sub.8 -olefins. The primary alcohol compositions are then converted to anionic or nonionic surfactants, preferably sulfated or oxyalkylated or both. The sulfated compositions are biodegradable and possess good cold water detergency. The process for making the dimerized primary alcohol comprises dimerizing, in the presence of a homogeneous dimerization catalyst under dimerization conditions, an olefin feed comprising C.sub.6 -C.sub.10 olefins and preferably at least 85 weight % of linear olefins based on the weight of the olefin feed, to obtain a C.sub.12 -C.sub.20 ; optionally double bond isomerizing said C.sub.12 -C.sub.
    Type: Grant
    Filed: November 26, 1996
    Date of Patent: July 14, 1998
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 5608107
    Abstract: A process for preparing an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a resin-supported stable free radical nitroxide in the presence of a chlorine-containing oxidant and a solvent at a temperature in the range of from about 0.degree. C. to about 35.degree. C. and thereafter separating out the alkoxyalkanoic acid.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: March 4, 1997
    Assignee: Shell Oil Company
    Inventors: Herbert E. Fried, David M. Singleton
  • Patent number: 5608106
    Abstract: A process for preparing an alkoxyalkanoic acid by reacting the corresponding alkoxyalkanol with a resin-supported stable free radical nitroxide in the presence of a NO.sub.x -generating compound and, optionally, an oxidant and/or a solvent at a temperature in the range of from about 0.degree. C. to about 100.degree. C. and thereafter separating out the alkoxyalkanoic acid.
    Type: Grant
    Filed: May 11, 1995
    Date of Patent: March 4, 1997
    Assignee: Shell Oil Company
    Inventors: Herbert E. Fried, David M. Singleton, Raul A. Pabon, Jr.
  • Patent number: 5536889
    Abstract: This invention relates to a process for the two-stage hydrogenation of methyl esters which comprises: a) contacting and reacting one or more detergent range methyl esters with hydrogen under predominantly liquid phase hydrogenation conditions at a temperature of less than about 230.degree. C., in the presence of a catalyst comprising a copper compound, a zinc compound, and at least one compound selected from the group consisting of aluminum, zirconium, magnesium, a rare earth and mixtures thereof, to produce an alcohol product and a wax ester product, and b) contacting and reacting the wax ester product from step a) with hydrogen under predominantly liquid phase hydrogenation conditions at a temperature greater than about 220.degree. C. in the presence of a catalyst comprising a copper compound, a zinc compound, and at least one compound selected from the group consisting of aluminum, zirconium, magnesium, a rare earth and mixtures thereof, to produce an alcohol product.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: July 16, 1996
    Assignee: Shell Oil Company
    Inventors: Howard L. Fong, David M. Singleton, Richard E. Robertson
  • Patent number: 5475159
    Abstract: This invention relates to a process for the direct hydrogenation of methyl esters which comprises contacting and reacting one or more detergent range methyl esters with hydrogen under predominantly liquid phase hydrogenation conditions in the presence of a catalyst comprising a copper compound, a zinc compound, and at least one compound selected from the group consisting of aluminum, zirconium, magnesium, a rare earth and mixtures thereof.
    Type: Grant
    Filed: November 7, 1994
    Date of Patent: December 12, 1995
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Brendan D. Murray
  • Patent number: 5475160
    Abstract: This invention relates to a process for the direct hydrogenation of triglycerides which comprises contacting and reacting one or more triglyceride with hydrogen under liquid phase hydrogenation conditions in the presence of a catalyst comprising a copper compound, a zinc compound, at least one rare earth compound, and, optionally, a compound selected from the group consisting of aluminum, zirconium, magnesium, and mixtures thereof.
    Type: Grant
    Filed: November 7, 1994
    Date of Patent: December 12, 1995
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Brendan D. Murray
  • Patent number: 5463143
    Abstract: This invention relates to a process for the direct hydrogenation of wax esters which comprises contacting and reacting a wax ester with hydrogen under liquid phase hydrogenation conditions in the presence of a catalyst comprising a copper compound, a zinc compound, and at least one rare earth compound.
    Type: Grant
    Filed: November 7, 1994
    Date of Patent: October 31, 1995
    Assignee: Shell Oil Company
    Inventors: David M. Singleton, Brendan D. Murray
  • Patent number: 4638084
    Abstract: A process is disclosed for dimerizing lower alkyl acrylates or lower alkyl methacrylates utilizing a bis(ethylene) rhodium tetrafluoroborate catalyst.
    Type: Grant
    Filed: September 12, 1985
    Date of Patent: January 20, 1987
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 4503280
    Abstract: Ethylene is oligomerized to a mixture of olefinic products of high linearity in the presence of a catalyst comprising an atom of nickel in complex with an olefinically unsaturated compound and an o-dihydrocarbylphosphinophenyl alcohol or lower alkyl ether ligand.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: March 5, 1985
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 4503279
    Abstract: Ethylene is oligomerized to linear, alpha-olefins by reacting ethylene in liquid phase solution in the presence of a catalyst composition produced by contacting in the presence of ethylene (1) a simple divalent nickel salt, (2) a boron hydride reducing agent, and (3) an o-dihydrocarbylphosphinophenyl alcohol or lower alkyl ether.
    Type: Grant
    Filed: June 11, 1984
    Date of Patent: March 5, 1985
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 4472525
    Abstract: Ethylene is oligomerized to a mixture of olefinic products of high linearity in the presence of a catalyst comprising an atom of nickel in complex with an olefinically unsaturated compound and an o-dihydrocarbylphosphinophenyl alcohol or lower alkyl ether ligand.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: September 18, 1984
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 4472522
    Abstract: Ethylene is oligomerized to linear, alpha-olefins by reacting ethylene in liquid phase solution in the presence of a catalyst composition produced by contacting in the presence of ethylene (1) a simple divalent nickel salt, (2) a boron hydride reducing agent, and (3) an o-dihydrocarbylphosphinophenyl alcohol or lower alkyl ether.
    Type: Grant
    Filed: June 6, 1983
    Date of Patent: September 18, 1984
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 4192770
    Abstract: A process for restoring selectivity of cracking catalysts which are contaminated with metals during cracking operations which comprises contacting the catalyst with at least one boron compound for a time sufficient to restore selectivity of the catalyst.
    Type: Grant
    Filed: May 24, 1978
    Date of Patent: March 11, 1980
    Assignee: Shell Oil Company
    Inventor: David M. Singleton