Patents by Inventor Herman Paul Benecke

Herman Paul Benecke 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: 10654791
    Abstract: There are provided ester polyols prepared from the esterification of ozone acids and branched primary polyols. There are also provided ester polyol esters prepared from an ester polyol of the invention and further esterifying the ester polyol with at least one carboxylic acid to produce at least one ester polyol ester. There are also provided rigid or flexible foams prepared using the ester polyols and/or ester polyol esters of the invention. There is also provided a coating prepared from the ester polyols and/or ester polyols esters of the invention.
    Type: Grant
    Filed: February 28, 2013
    Date of Patent: May 19, 2020
    Assignee: PETROLIAM NASIONAL BERHAD
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Patent number: 10131616
    Abstract: Ester polyol esters are a unique class of lubricants that have adjustable molecular weights, viscosities, and pour points based on the character of their reaction materials and relative ratios. There is provided a method for preparing at least one ester polyol ester, the method comprising esterifying an ester polyol reaction mixture to produce ester polyol, the reaction mixture comprising an ozone acid mixture and at least one primary polyol, wherein the ozone acid mixture comprises at least one dicarboxylic acid and at least one monocarboxylic acid; and capping the ester polyol with at least one capping carboxylic acid to produce ester polyol ester.
    Type: Grant
    Filed: February 28, 2013
    Date of Patent: November 20, 2018
    Assignee: Petroliam Nasional Berhad
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Patent number: 9505701
    Abstract: Alkyl esters (butyl, hexyl, or other) of full composition palm fatty acids, palm fatty acid distillates (PFAD), and palm kernel fatty acid distillates (PKFAD) can be used to generate polyurethane and lubricant products. The alkyl esters of the present invention can be produced via ozonolysis. The improved method for producing alkyl esters includes reacting at least one substance having at least one carbon-to-carbon double bond with ozone in the presence of least one monoalcohol that azeotropes with water. In particular, the method may comprise reacting with at least one first mole of ozone and at least one second mole of ozone, and further comprises refluxing before addition of the second mole of ozone.
    Type: Grant
    Filed: February 28, 2013
    Date of Patent: November 29, 2016
    Assignee: Petroliam Nasional Berhad
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Patent number: 9359572
    Abstract: Lubricants based on renewable feedstocks and methods of making them.
    Type: Grant
    Filed: March 15, 2010
    Date of Patent: June 7, 2016
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran, Jeffrey Cafmeyer
  • Patent number: 9302976
    Abstract: A method for producing an ester polyol, comprising transesterifying a first ester polyol with a primary polyol to produce a second ester polyol, wherein the second ester polyol has a higher hydroxyl value than the first ester polyol.
    Type: Grant
    Filed: February 28, 2013
    Date of Patent: April 5, 2016
    Assignee: Petroliam Nasional Berhad
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Patent number: 9260372
    Abstract: The present invention provides a pretreatment method to reduce saturated fatty acids of fatty acids used as feedstock when preparing ester polyols. The range of feedstock includes non-fractionated to fully fractionated feedstock. Performing some fractionation by distillation of the fatty acids derived from feedstock eliminates the need to fractionate the various ozone esters from each other before esterification. Further, the approach of the present invention is more economical and efficient than the conventional method of fractionation by crystallization.
    Type: Grant
    Filed: February 28, 2013
    Date of Patent: February 16, 2016
    Assignee: Petroliam Nasional Berhad
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Publication number: 20150087850
    Abstract: A method for producing an ester polyol, comprising transesterifying a first ester polyol with a primary polyol to produce a second ester polyol, wherein the second ester polyol has a higher hydroxyl value than the first ester polyol.
    Type: Application
    Filed: February 28, 2013
    Publication date: March 26, 2015
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Publication number: 20150080599
    Abstract: Alkyl esters (butyl, hexyl, or other) of full composition palm fatty acids, palm fatty acid distillates (PFAD), and palm kernel fatty acid distillates (PKFAD) can be used to generate polyurethane and lubricant products. The alkyl esters of the present invention can be produced via ozonolysis. The improved method for producing alkyl esters includes reacting at least one substance having at least one carbon-to-carbon double bond with ozone in the presence of least one monoalcohol that azeotropes with water. In particular, the method may comprise reacting with at least one first mole of ozone and at least one second mole of ozone, and further comprises refluxing before addition of the second mole of ozone.
    Type: Application
    Filed: February 28, 2013
    Publication date: March 19, 2015
    Applicant: PETROLIAM NASIONAL BERHAD
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Publication number: 20150018260
    Abstract: Ester polyol esters are a unique class of lubricants that have adjustable molecular weights, viscosities, and pour points based on the character of their reaction materials and relative ratios. There is provided a method for preparing at least one ester polyol ester, the method comprising esterifying an ester polyol reaction mixture to produce ester polyol, the reaction mixture comprising an ozone acid mixture and at least one primary polyol, wherein the ozone acid mixture comprises at least one dicarboxylic acid and at least one monocarboxylic acid; and capping the ester polyol with at least one capping carboxylic acid to produce ester polyol ester.
    Type: Application
    Filed: February 28, 2013
    Publication date: January 15, 2015
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Publication number: 20150018444
    Abstract: There are provided ester polyols prepared from the esterification of ozone acids and branched primary polyols. There are also provided ester polyol esters prepared from an ester polyol of the invention and further esterifying the ester polyol with at least one carboxylic acid to produce at least one ester polyol ester. There are also provided rigid or flexible foams prepared using the ester polyols and/or ester polyol esters of the invention. There is also provided a coating prepared from the ester polyols and/or ester polyols esters of the invention.
    Type: Application
    Filed: February 28, 2013
    Publication date: January 15, 2015
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Publication number: 20150005520
    Abstract: The present invention provides a pretreatment method to reduce saturated fatty acids of fatty acids used as feedstock when preparing ester polyols. The range of feedstock includes non-fractionated to fully fractionated feedstock. Performing some fractionation by distillation of the fatty acids derived from feedstock eliminates the need to fractionate the various ozone esters from each other before esterification. Further, the approach of the present invention is more economical and efficient than the conventional method of fractionation by crystallization.
    Type: Application
    Filed: February 28, 2013
    Publication date: January 1, 2015
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Patent number: 8877952
    Abstract: Methods to pre-esterify primary polyols used in converting biobased oils, oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: November 4, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
  • Patent number: 8871960
    Abstract: Methods to convert unsaturated fatty acids derived from biobased oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: October 28, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark
  • Patent number: 8859794
    Abstract: Methods to convert fatty acids to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: October 14, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
  • Patent number: 8624047
    Abstract: Solvent-less methods to convert oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: December 31, 2009
    Date of Patent: January 7, 2014
    Assignee: Battelle Memorial Institute
    Inventors: Daniel B. Garbark, Herman Paul Benecke
  • Publication number: 20130190516
    Abstract: Disclosed are compositions and methods for the production of mono-esters and di-esters from the reaction of HMF and a reactant selected from a diacid or a diacid derivative; typical reactants are PAN, phthaloyl dichloride, dimethyl phthalate, maleic acid, and maleic anhydride or mono-esters that can be prepared from HMF and MAN.
    Type: Application
    Filed: July 20, 2012
    Publication date: July 25, 2013
    Applicant: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Jerry L. King, II, Alex Walter Kawczak, Donald W. Zehnder, II, Erica E. Hirschl
  • Publication number: 20120215028
    Abstract: Biobased multifunctional cross-linking polyols that can be used in preparing polyesters and in polyurethane applications, and methods of making them are described.
    Type: Application
    Filed: September 30, 2010
    Publication date: August 23, 2012
    Inventors: Daniel Garbark, Herman Paul Benecke
  • Publication number: 20120129746
    Abstract: Lubricants based on renewable feedstocks and methods of making them.
    Type: Application
    Filed: March 15, 2010
    Publication date: May 24, 2012
    Applicant: Batelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran, Jeffrey Cafmeyer
  • Patent number: 8178703
    Abstract: Methods to convert biobased oils, oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Grant
    Filed: June 8, 2011
    Date of Patent: May 15, 2012
    Assignee: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
  • Publication number: 20110269982
    Abstract: Methods to convert fatty acids to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.
    Type: Application
    Filed: December 31, 2009
    Publication date: November 3, 2011
    Applicant: Battelle Memorial Institute
    Inventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran