Patents by Inventor Guido D. Frey

Guido D. Frey 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: 10450254
    Abstract: The present invention relates to a process for simultaneously consecutive preparation of polyols by base-catalyzed reaction of at least two different mid-chain aldehydes with formaldehyde. The simultaneous consecutive mode of operation makes it possible to achieve high conversions and high selectivities for both aldehydes, with additional achievement of a distinct reduction in the amount of unreacted formaldehyde remaining. This leads to improved process economics, since the energy costs for workup of the formaldehyde stream are distinctly reduced.
    Type: Grant
    Filed: September 5, 2017
    Date of Patent: October 22, 2019
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Melanie Bothe, Heinz Strutz, William E. Slinkard
  • Publication number: 20190241492
    Abstract: The present invention relates to a process for simultaneously consecutive preparation of polyols by base-catalysed reaction of at least two different mid-chain aldehydes with formaldehyde. The simultaneous consecutive mode of operation makes it possible to achieve high conversions and high selectivities for both aldehydes, with additional achievement of a distinct reduction in the amount of unreacted formaldehyde remaining. This leads to improved process economics, since the energy costs for workup of the formaldehyde stream are distinctly reduced.
    Type: Application
    Filed: September 5, 2017
    Publication date: August 8, 2019
    Inventors: Guido D. FREY, Melanie BOTHE, Heinz STRUTZ, William E. Slinkard
  • Patent number: 9745236
    Abstract: Distillative process for obtaining ditrimethylolpropane from solutions includes separating ditrimethylolpropane from the solution in a first distillation unit into a first tops fraction comprising low-boiling compounds having a lower boiling point than ditrimethylolpropane and a first bottoms fraction; introducing the first bottoms fraction into a second distillation unit having at least 5 theoretical plates, said unit being configured as a thin-film evaporator with a column attachment and drawing off a second tops fraction comprising intermediate-boiling compounds having a lower boiling point than ditrimethylolpropane as well as withdrawing a second bottoms fraction from the second distillation unit and introducing the second bottoms fraction into a third distillation unit having at least 4 theoretical plates, said unit being configured as a thin-film evaporator with a column attachment, such that ditrimethylolpropane is obtained as a third tops fraction and high boilers are removed as a third bottoms fracti
    Type: Grant
    Filed: October 24, 2012
    Date of Patent: August 29, 2017
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Norman Nowotny, Kurt Schalapski, Heinz Strutz
  • Patent number: 9714201
    Abstract: Process for preparing isononylamines starting out from 2-ethylhexanol, characterized in that (a) 2-ethylhexanol is dehydrated in the presence of a catalyst to form octene; (b) the octene obtained in step a) is reacted with carbon monoxide and hydrogen in the presence of a transition metal compound of group VIII of the Periodic Table of the Elements to form isononanal; and (c) the isononanal obtained in step b) is converted into isononylamines.
    Type: Grant
    Filed: June 19, 2013
    Date of Patent: July 25, 2017
    Assignee: OXEA GMBH
    Inventors: Jens Theuerkauf, Guido D. Frey, Matthias Eisenacher, Kristina Kockrick, Heinz Strutz
  • Publication number: 20170190646
    Abstract: A multistage tubular reaction system and method for preparing methylol derivatives of an aldehyde includes a tubular reaction system with a plurality of successive reactor stages comprising a plurality of jacketed reaction tubes provided with a cooling system adapted to control flow of a cooling medium through said jacketed reaction tubes. The cooling medium flow is controlled independently in different stages in response to temperature measurements in the reaction system to regulate temperature. In order to further reduce temperature spikes and byproduct generation, aldehyde is stepwise added to the production stream at a plurality of feed ports proximate to reaction tubes equipped with tube inserts to enhance mixing and heat transfer.
    Type: Application
    Filed: July 23, 2014
    Publication date: July 6, 2017
    Inventors: Michael J. Stone, Howard W. Brooks, Heinz Strutz, Donald K. Raff, Guido D. Frey, Norman Nowotny, Marcos L. Schroeder, Fred Gaytan, Tracy Kevin Hunt, William E. Slinkard
  • Patent number: 9676689
    Abstract: A multistage tubular reaction system and method for preparing methylol derivatives of an aldehyde includes a tubular reaction system with a plurality of successive reactor stages comprising a plurality of jacketed reaction tubes provided with a cooling system adapted to control flow of a cooling medium through said jacketed reaction tubes. The cooling medium flow is controlled independently in different stages in response to temperature measurements in the reaction system to regulate temperature. In order to further reduce temperature spikes and byproduct generation, aldehyde is stepwise added to the production stream at a plurality of feed ports proximate to reaction tubes equipped with tube inserts to enhance mixing and heat transfer.
    Type: Grant
    Filed: July 23, 2014
    Date of Patent: June 13, 2017
    Assignee: OXEA BISHOP LLC
    Inventors: Michael J. Stone, Howard W. Brooks, Heinz Strutz, Donald K. Raff, Guido D. Frey, Norman Nowotny, Marcos L. Schroeder, Fred Gaytan, Tracy Kevin Hunt, William E. Slinkard
  • Patent number: 9580573
    Abstract: A mixture useful as plasticizer comprises trimellitic esters and polyether polyol esters, characterized in that the mixture comprises from 1 to 99% by weight of trimellitic esters and 99 to 1% by weight of polyether polyol esters, wherein the polyether polyol esters can be derived from linear or branched, aliphatic monocarboxylic acids having 3 to 20 carbon atoms in the molecule.
    Type: Grant
    Filed: September 28, 2015
    Date of Patent: February 28, 2017
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Horst Lange, Heinz Strutz, Jacco de Haas
  • Publication number: 20170050907
    Abstract: A multistage tubular reaction system and method for preparing methylol derivatives of an aldehyde includes a tubular reaction system with a plurality of successive reactor stages comprising a plurality of jacketed reaction tubes provided with a cooling system adapted to control flow of a cooling medium through said jacketed reaction tubes. The cooling medium flow is controlled independently in different stages in response to temperature measurements in the reaction system to regulate temperature. In order to further reduce temperature spikes and byproduct generation, aldehyde is stepwise added to the production stream at a plurality of feed ports proximate to reaction tubes equipped with tube inserts to enhance mixing and heat transfer.
    Type: Application
    Filed: July 23, 2014
    Publication date: February 23, 2017
    Inventors: Michael J. Stone, Howard W. Brooks, Heinz Strutz, Donald K. Raff, Guido D. Frey, Norman Nowotny, Marcos Schroeder, Fred Gaytan, Tracy Kevin Hunt, William E. Slinkard
  • Patent number: 9434672
    Abstract: Process for preparing isononanoic acid proceeding from 2-ethylhexanol, characterized in that (a) 2-ethylhexanol is dehydrated to octene in the presence of a catalyst; (b) the octene obtained in step a) is reacted in the presence of a transition metal compound of group VIII of the periodic table of the elements with carbon monoxide and hydrogen to give isononanal; and (c) the isononanal obtained in step b) is oxidized to isononanoic acid.
    Type: Grant
    Filed: June 18, 2013
    Date of Patent: September 6, 2016
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Matthias Eisenacher, Kristina Kockrick, Heinz Strutz
  • Patent number: 9434675
    Abstract: A Process for preparing carboxylic esters of a mixture of structurally branched C9 monocarboxylic acids proceeding from 2-ethylhexanol is characterized in that (a) 2-ethylhexanol is dehydrated to an octene mixture in the presence of a catalyst; (b) the octene mixture obtained in step a) is reacted in the presence of a transition metal compound of group VIII of the periodic table of the elements with carbon monoxide and hydrogen to give a mixture of isomeric isononanals; (c) the mixture of isomeric isononanals obtained in step b) is oxidized to a mixture of structurally branched C9 monocarboxylic acids; and (d) the mixture of structurally branched C9 monocarboxylic acids obtained in step c) is reacted with alcohols to give carboxylic esters.
    Type: Grant
    Filed: June 18, 2013
    Date of Patent: September 6, 2016
    Assignee: OXGA GMBH
    Inventors: Guido D. Frey, Matthias Eisenacher, Kristina Kockrick, Heinz Strutz
  • Patent number: 9394218
    Abstract: A multistage tubular reaction system and method for preparing methylol derivatives of an aldehyde includes a tubular reaction system with a plurality of successive reactor stages provided with a formaldehyde containing feed stream. The system includes multiple feed ports for the staged addition of C2 or higher condensible aldehyde and/or base to the formaldehyde containing stream at a plurality of successive feed points to provide a production stream, which is progressively provided with additional reactants as the production stream advances through the successive reaction stages. Advantages include better temperature control and reduced byproduct formation.
    Type: Grant
    Filed: July 23, 2014
    Date of Patent: July 19, 2016
    Assignee: OXEA BISHOP LLC
    Inventors: Heinz Strutz, Donald K. Raff, Guido D. Frey, Norman Nowotny, Marcos Schroeder, Fred Gaytan, Tracy Kevin Hung, William E. Slinkard
  • Patent number: 9388115
    Abstract: A process for preparing polyol esters by reacting polyols with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atoms, is characterized in that a mixture of the starting compounds is allowed to react in the presence of a Lewis acid containing at least one element of groups 4 to 14 of the periodic table of the elements as a catalyst and in the presence of an adsorbent with removal of the water formed, and then the crude ester obtained is aftertreated by adding a further adsorbent which is an acidic activated carbon having a pH of 1 to 6.5.
    Type: Grant
    Filed: January 28, 2016
    Date of Patent: July 12, 2016
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Tonia Weber, Jörg Arnold, Thorsten Kreickmann, Heinz Strutz
  • Publication number: 20160145179
    Abstract: A multistage tubular reaction system and method for preparing methylol derivatives of an aldehyde includes a tubular reaction system with a plurality of successive reactor stages provided with a formaldehyde containing feed stream. The system includes multiple feed ports for the staged addition of C2 or higher condensible aldehyde and/or base to the formaldehyde containing stream at a plurality of successive feed points to provide a production stream, which is progressively provided with additional reactants as the production stream advances through the successive reaction stages. Advantages include better temperature control and reduced byproduct formation.
    Type: Application
    Filed: July 23, 2014
    Publication date: May 26, 2016
    Applicant: OXEA BISHOP LLC
    Inventors: Heinz Strutz, Donald K. Raff, Guido D. Frey, Norman Nowotny, Marcos Schroeder, Fred Gaytan, Tracy Kevin Hung, William E. Slinkard
  • Publication number: 20160137582
    Abstract: A process for preparing polyol esters by reacting polyols with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atoms, is characterized in that a mixture of the starting compounds is allowed to react in the presence of a Lewis acid containing at least one element of groups 4 to 14 of the periodic table of the elements as a catalyst and in the presence of an adsorbent with removal of the water formed, and then the crude ester obtained is aftertreated by adding a further adsorbent which is an acidic activated carbon having a pH of 1 to 6.5.
    Type: Application
    Filed: January 28, 2016
    Publication date: May 19, 2016
    Inventors: Guido D. FREY, Tonia WEBER, Jörg ARNOLD, Thorsten KREICKMANN, Heinz STRUTZ
  • Patent number: 9334225
    Abstract: Process for preparing the vinyl ester of isononanoic acid starting out from 2-ethylhexanol, characterized in that (a) 2-ethylhexanol is dehydrated in the presence of a catalyst to form octene; (b) the octene obtained in step a) is converted into an isononanoic acid having one more carbon atom; and (c) the isononanoic acid obtained in step b) is converted into the corresponding vinyl ester.
    Type: Grant
    Filed: June 19, 2013
    Date of Patent: May 10, 2016
    Assignee: OXEA GMBH
    Inventors: Leif Johnen, Guido D. Frey, Matthias Eisenacher, Kristina Kockrick, Heinz Strutz
  • Patent number: 9284253
    Abstract: A process for preparing polyol esters by reacting polyols with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atoms, is characterized in that a mixture of the starting compounds is allowed to react in the presence of a Lewis acid containing at least one element of groups 4 to 14 of the periodic table of the elements as a catalyst and in the presence of an adsorbent with removal of the water formed, and then the crude ester obtained is aftertreated by adding a further adsorbent which is an acidic activated carbon having a pH of 1 to 6.5.
    Type: Grant
    Filed: August 10, 2013
    Date of Patent: March 15, 2016
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Tonia Weber, Jörg Arnold, Thorsten Kreickmann, Heinz Strutz
  • Publication number: 20160017120
    Abstract: A mixture useful as plasticizer comprises trimellitic esters and polyether polyol esters, characterized in that the mixture comprises from 1 to 99% by weight of trimellitic esters and 99 to 1% by weight of polyether polyol esters, wherein the polyether polyol esters can be derived from linear or branched, aliphatic monocarboxylic acids having 3 to 20 carbon atoms in the molecule.
    Type: Application
    Filed: September 28, 2015
    Publication date: January 21, 2016
    Inventors: Guido D. FREY, Horst LANGE, Heinz STRUTZ, Jacco de HAAS
  • Publication number: 20150344400
    Abstract: A process for preparing polyol esters by reacting polyols with linear or branched aliphatic monocarboxylic acids having 3 to 20 carbon atoms, is characterized in that a mixture of the starting compounds is allowed to react in the presence of a Lewis acid containing at least one element of groups 4 to 14 of the periodic table of the elements as a catalyst and in the presence of an adsorbent with removal of the water formed, and then the crude ester obtained is aftertreated by adding a further adsorbent which is an acidic activated carbon having a pH of 1 to 6.5.
    Type: Application
    Filed: August 10, 2013
    Publication date: December 3, 2015
    Applicant: OXEA GmbH
    Inventors: Guido D. FREY, Tonia WEBER, Jörg ARNOLD, Thorsten KREICKMANN, Heinz STRUTZ
  • Patent number: 9193844
    Abstract: A mixture useful as plasticizer comprises trimellitic esters and polyether polyol esters, characterized in that the mixture comprises from 1 to 99% by weight of trimellitic esters and 99 to 1% by weight of polyether polyol esters, wherein the polyether polyol esters can be derived from linear or branched, aliphatic monocarboxylic acids having 3 to 20 carbon atoms in the molecule.
    Type: Grant
    Filed: June 5, 2013
    Date of Patent: November 24, 2015
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Horst Lange, Heinz Strutz, Jacco de Haas
  • Patent number: 9115110
    Abstract: Process for obtaining ditrimethylolpropane and trimethylolpropane-enriched product streams from the high-boiling fractions and residues which are obtained in the distillative purification of trimethylolpropane includes three stage distillation characterized in that second and third stages are configured as thin film evaporators with a column attachment with the second stage facilitating trimethylopropane recovery and the third stage facilitating ditrimethylolpropane recovery.
    Type: Grant
    Filed: October 24, 2012
    Date of Patent: August 25, 2015
    Assignee: OXEA GMBH
    Inventors: Guido D. Frey, Kurt Schalapski, Dirk Bermann, Norman Nowotney, Heinz Strutz, Donald K. Raff