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).
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Publication number: 20240116039Abstract: 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: ApplicationFiled: December 21, 2023Publication date: April 11, 2024Inventors: Herbert PLENIO, Pavlo KOS, Roman SAVKA
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Patent number: 11918985Abstract: 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: GrantFiled: January 4, 2023Date of Patent: March 5, 2024Assignee: Umicore AG & Co. KGInventors: Herbert Plenio, Pavlo Kos, Roman Savka
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Publication number: 20230149911Abstract: 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: ApplicationFiled: January 4, 2023Publication date: May 18, 2023Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
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Patent number: 11577232Abstract: 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: GrantFiled: December 27, 2021Date of Patent: February 14, 2023Assignee: Umicore AG & Co. KGInventors: Herbert Plenio, Pavlo Kos, Roman Savka
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Publication number: 20220118434Abstract: 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: ApplicationFiled: December 27, 2021Publication date: April 21, 2022Inventors: Herbert PLENIO, Pavlo KOS, Roman SAVKA
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Patent number: 11241680Abstract: 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: GrantFiled: June 21, 2018Date of Patent: February 8, 2022Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
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Publication number: 20180297019Abstract: 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: ApplicationFiled: June 21, 2018Publication date: October 18, 2018Inventors: HERBERT PLENIO, Pavlo Kos, Roman Savka
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Publication number: 20150266009Abstract: 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: ApplicationFiled: October 11, 2013Publication date: September 24, 2015Inventors: Herbert Plenio, Pavlo Kos, Roman Savka
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Patent number: 9108996Abstract: 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: GrantFiled: March 13, 2013Date of Patent: August 18, 2015Assignee: UMICORE AG & CO. KGInventors: Herbert Plenio, Lars Peeck
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Patent number: 8969624Abstract: 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: GrantFiled: October 29, 2013Date of Patent: March 3, 2015Assignee: Evonik Degussa GmbHInventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
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Publication number: 20150045558Abstract: 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: ApplicationFiled: March 13, 2013Publication date: February 12, 2015Applicant: Umicore AG & CO. KGInventors: Herbert Plenio, Lars Peeck
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Publication number: 20140058101Abstract: 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: ApplicationFiled: October 29, 2013Publication date: February 27, 2014Applicant: Evonik Degussa GmbHInventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
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Patent number: 8618328Abstract: 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: GrantFiled: April 2, 2012Date of Patent: December 31, 2013Assignee: Evonik Degussa GmbHInventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
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Publication number: 20120245348Abstract: 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: ApplicationFiled: April 2, 2012Publication date: September 27, 2012Inventors: Herbert PLENIO, Christoph FLECKENSTEIN, Renat KADYROV, Juan ALMENA, Axel MONSEES, Thomas RIERMEIER
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Patent number: 7888280Abstract: 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: GrantFiled: July 23, 2008Date of Patent: February 15, 2011Assignee: GKSS-Forschungszentrum Geesthacht GmbHInventors: Katrin Ebert, Detlev Fritsch, Herbert Plenio, Gisela Bengston
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Publication number: 20090253907Abstract: 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: ApplicationFiled: August 14, 2007Publication date: October 8, 2009Inventors: Herbert Plenio, Christoph Fleckenstein, Renat Kadyrov, Juan Almena, Axel Monsees, Thomas Riermeier
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Publication number: 20090029849Abstract: 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: ApplicationFiled: July 23, 2008Publication date: January 29, 2009Applicant: GKSS-Forschunhszentrum Geesthacht GmbHInventors: Katrin Ebert, Detlev Fritsch, Herbert Plenio, Gisela Bengtson
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Patent number: 5171736Abstract: 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: GrantFiled: October 16, 1989Date of Patent: December 15, 1992Assignee: Massachusetts Institute of TechnologyInventors: Dietmar Seyferth, Herbert Plenio