Patents by Inventor Herbert Plenio

Herbert Plenio 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).

  • Publication number: 20240116039
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Application
    Filed: December 21, 2023
    Publication date: April 11, 2024
    Inventors: Herbert PLENIO, Pavlo KOS, Roman SAVKA
  • Patent number: 11918985
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Grant
    Filed: January 4, 2023
    Date of Patent: March 5, 2024
    Assignee: Umicore AG & Co. KG
    Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
  • Publication number: 20230149911
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Application
    Filed: January 4, 2023
    Publication date: May 18, 2023
    Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
  • Patent number: 11577232
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Grant
    Filed: December 27, 2021
    Date of Patent: February 14, 2023
    Assignee: Umicore AG & Co. KG
    Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
  • Publication number: 20220118434
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Application
    Filed: December 27, 2021
    Publication date: April 21, 2022
    Inventors: Herbert PLENIO, Pavlo KOS, Roman SAVKA
  • Patent number: 11241680
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Grant
    Filed: June 21, 2018
    Date of Patent: February 8, 2022
    Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
  • Publication number: 20180297019
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Application
    Filed: June 21, 2018
    Publication date: October 18, 2018
    Inventors: HERBERT PLENIO, Pavlo Kos, Roman Savka
  • Publication number: 20150266009
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Grubbs-Hoveyda type. The new 2-aryloxy-substituted ruthenium catalysts described herein reveal rapid initiation behavior. Further, the corresponding styrene-based precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from styrene-based precursors which can be prepared in a cost-effective manner. The new Grubbs-Hoveyda type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are necessary to convert a wide range of substrates including more complex and critical substrates via metathesis reactions at low to moderate temperatures in high yields within short reaction times.
    Type: Application
    Filed: October 11, 2013
    Publication date: September 24, 2015
    Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
  • Patent number: 9108996
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Hoveyda-Grubbs type. The new N-chelating diarylamino-based ruthenium catalysts described herein are stable in solid state and in solution and reveal rapid initiation behavior. Further, the corresponding N-substituted styrene precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from N-substituted styrene precursors. The new Hoveyda-Grubbs type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are sufficient to convert a wide range of substrates via metathesis reactions.
    Type: Grant
    Filed: March 13, 2013
    Date of Patent: August 18, 2015
    Assignee: UMICORE AG & CO. KG
    Inventors: Herbert Plenio, Lars Peeck
  • Patent number: 8969624
    Abstract: The invention is directed to a phosphine compound represented by general formula (1) wherein R? and R? independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R? and R? are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines.
    Type: Grant
    Filed: October 29, 2013
    Date of Patent: March 3, 2015
    Assignee: Evonik Degussa GmbH
    Inventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
  • Publication number: 20150045558
    Abstract: The invention is directed to ruthenium-based metathesis catalysts of the Hoveyda-Grubbs type. The new N-chelating diarylamino-based ruthenium catalysts described herein are stable in solid state and in solution and reveal rapid initiation behavior. Further, the corresponding N-substituted styrene precursor compounds are disclosed. The catalysts are prepared in a cross-metathesis reaction starting from N-substituted styrene precursors. The new Hoveyda-Grubbs type catalysts are suitable to catalyze ring-closing metathesis (RCM), cross metathesis (CM) and ring-opening metathesis polymerization (ROMP). Low catalyst loadings are sufficient to convert a wide range of substrates via metathesis reactions.
    Type: Application
    Filed: March 13, 2013
    Publication date: February 12, 2015
    Applicant: Umicore AG & CO. KG
    Inventors: Herbert Plenio, Lars Peeck
  • Publication number: 20140058101
    Abstract: The invention is directed to a phosphine compound represented by general formula (1) wherein R? and R? independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R? and R? are joined together to form with the phosphorous atom a carbon-phosphorous monocycle comprising at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. Also claimed is the use of these phosphines as ligands in catalytic reactions and the preparation of these phosphines.
    Type: Application
    Filed: October 29, 2013
    Publication date: February 27, 2014
    Applicant: Evonik Degussa GmbH
    Inventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
  • Patent number: 8618328
    Abstract: Disclosed herein are phosphine compounds represented by the general formula (4): and corresponding phosphonium salts represented by the general formula (4a): Also disclosed are processes for the preparation of these phosphines and phosphonium salts as well as their use as ligands in catalytic reactions.
    Type: Grant
    Filed: April 2, 2012
    Date of Patent: December 31, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
  • Publication number: 20120245348
    Abstract: Disclosed herein are phosphine compounds represented by the general formula (4): and corresponding phosphonium salts represented by the general formula (4a): Also disclosed are processes for the preparation of these phosphines and phosphonium salts as well as their use as ligands in catalytic reactions.
    Type: Application
    Filed: April 2, 2012
    Publication date: September 27, 2012
    Inventors: Herbert PLENIO, Christoph FLECKENSTEIN, Renat KADYROV, Juan ALMENA, Axel MONSEES, Thomas RIERMEIER
  • Patent number: 7888280
    Abstract: A catalyst is produced by bonding a homogeneous catalyst to the surface of a catalyst support. A catalyst may include a catalyst support, a spacer molecule bonded to the catalyst support, and a homogeneous catalyst bonded to the spacer molecule. A catalyzed reaction can be carried out by providing reactants in a first phase and providing a catalyst as described herein in the first phase.
    Type: Grant
    Filed: July 23, 2008
    Date of Patent: February 15, 2011
    Assignee: GKSS-Forschungszentrum Geesthacht GmbH
    Inventors: Katrin Ebert, Detlev Fritsch, Herbert Plenio, Gisela Bengston
  • Publication number: 20090253907
    Abstract: A phosphine compound represented by general formula (1) wherein R? and R? independently are selected from alkyl, cycloalkyl and 2-furyl radicals, or R? and R? are joined together to form with the phosphorous atom a carbon-phosphorous monocycle including at least 3 carbon atoms or a carbon-phosphorous bicycle; the alkyl radicals, cycloalkyl radicals, and carbon-phosphorous monocycle being unsubstituted or substituted by at least one radical selected from the group of alkyl, cycloalkyl, aryl, alkoxy, and aryloxy radicals; Cps is a partially substituted or completely substituted cyclopentadien-1-yl group, including substitutions resulting in a fused ring system, and wherein a substitution at the 1-position of the cyclopentadien-1-yl group is mandatory when the cyclopentadien-1-yl group is not part of a fused ring system or is part of an indenyl group. These phosphines can be used as ligands in catalytic reactions.
    Type: Application
    Filed: August 14, 2007
    Publication date: October 8, 2009
    Inventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
  • Publication number: 20090029849
    Abstract: A catalyst is produced by bonding a homogeneous catalyst to the surface of a catalyst support. A catalyst may include a catalyst support, a spacer molecule bonded to the catalyst support, and a homogeneous catalyst bonded to the spacer molecule. A catalyzed reaction can be carried out by providing reactants in a first phase and providing a catalyst as described herein in the first phase.
    Type: Application
    Filed: July 23, 2008
    Publication date: January 29, 2009
    Applicant: GKSS-Forschunhszentrum Geesthacht GmbH
    Inventors: Katrin Ebert, Detlev Fritsch, Herbert Plenio, Gisela Bengtson
  • Patent number: 5171736
    Abstract: Preceramic polymers are prepared by mixing an organosilicon oligomer or polymer containing a multiplicity of Si--H and/or Si--N functional groups with a borane in an organic solvent for a sufficient time for the reactants to react, wherein the molar ratio of the organosilicon polymer repeat unit to borane is 15 or less.
    Type: Grant
    Filed: October 16, 1989
    Date of Patent: December 15, 1992
    Assignee: Massachusetts Institute of Technology
    Inventors: Dietmar Seyferth, Herbert Plenio