Patents by Inventor Robert H. Grubbs

Robert H. Grubbs 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: 20210053043
    Abstract: This invention relates generally to metathesis catalysts and the use of such catalysts in the metathesis of olefins and olefin compounds, more particularly, in the use of such catalysts in Z and E selective olefin metathesis reactions. The invention has utility in the fields of organometallics and organic synthesis.
    Type: Application
    Filed: November 10, 2020
    Publication date: February 25, 2021
    Inventors: Adam M. JOHNS, T. Patrick MONTGOMERY, Tonia S. AHMED, Robert H. GRUBBS, Richard L. PEDERSON
  • Patent number: 10927065
    Abstract: The present disclosure describes methods for silylating aromatic organic substrates, and associated chemical systems, said methods comprising or consisting essentially of contacting the aromatic organic substrate with a mixture of (a) at least one organosilane and (b) at least one strong base, under conditions sufficient to silylate the aromatic substrate.
    Type: Grant
    Filed: February 6, 2018
    Date of Patent: February 23, 2021
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Alexey Fedorov, Anton Toutov, Kerry N. Betz
  • Publication number: 20210047348
    Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
    Type: Application
    Filed: October 20, 2020
    Publication date: February 18, 2021
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • Patent number: 10919917
    Abstract: The present disclosure describes methods for silylating heteroaromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
    Type: Grant
    Filed: December 6, 2019
    Date of Patent: February 16, 2021
    Assignee: California Institute of Technology
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • Patent number: 10919860
    Abstract: Backfunctionalized imidazolinium salts and methods of synthesizing the same and NHC carbene-metal complexes therefrom. For backfunctionalized imidazolinium salts of the formula: Wherein R1 is selected from the group consisting of an ester group, an amide group, and an aromatic group; R2 is selected from the group consisting of hydrogen, an ester group, an amide group, and an aromatic group; R3 and R4 are each an aliphatic group; and X is an anion; the method comprises cyclization of a halogenated acrylate with Hünig's base in a solvent.
    Type: Grant
    Filed: August 22, 2019
    Date of Patent: February 16, 2021
    Assignee: United States of America as represented by the Secretary of the Air Force
    Inventors: Rusty L. Blanski, Robert H. Grubbs
  • Patent number: 10913723
    Abstract: Backfunctionalized imidazolinium salts and methods of synthesizing the same and NHC carbene-metal complexes therefrom. For backfunctionalized imidazolinium salts of the formula: Wherein R1 is selected from the group consisting of an ester group, an amide group, and an aromatic group; R2 is selected from the group consisting of hydrogen, an ester group, an amide group, and an aromatic group; R3 and R4 are each an aliphatic group; and X is an anion; the method comprises cyclization of a halogenated acrylate with Hünig's base in a solvent.
    Type: Grant
    Filed: August 22, 2019
    Date of Patent: February 9, 2021
    Assignee: United States of America as represented by the Secretary of the Air Force
    Inventors: Rusty L. Blanski, Robert H. Grubbs
  • Publication number: 20210017111
    Abstract: The present disclosure is directed to methods of preparing prostaglandin J natural products by stereoretentive metatheses reactions and intermediates used in the synthesis of these natural products, including the use of intermediates of Formula (I-A), where R1 is defined in the specification
    Type: Application
    Filed: July 7, 2020
    Publication date: January 21, 2021
    Inventors: Jiaming Li, Chen Xu, Tonia S. Ahmed, Robert H. Grubbs, Brian M. Stoltz
  • Publication number: 20200385360
    Abstract: This invention relates generally to the synthesis of E-macrocycles using stereoretentive ruthenium olefin metathesis catalysts supported by dithioiate ligands. Macrocycles were generated with excellent selectivity (>99% E) and in moderate to high/good yields (47% to 80% yield; 58% to 80% yield) from diene starting materials bearing two E-olefins or bearing one E-olefin and one terminal olefin, A variety of rings were constructed, ranging from 12- to 18-membered macrocycles, including the antibiotic recifeiolide. The invention has utility in the fields of organometallics and organic synthesis.
    Type: Application
    Filed: December 4, 2018
    Publication date: December 10, 2020
    Inventors: Tonia S. AHMED, T. Patrick MONTGOMERY, Robert H. GRUBBS
  • Patent number: 10857530
    Abstract: This invention relates generally to metathesis catalysts and the use of such catalysts in the metathesis of olefins and olefin compounds, more particularly, in the use of such catalysts in Z and E selective olefin metathesis reactions. The invention has utility in the fields of organometallics and organic synthesis.
    Type: Grant
    Filed: December 9, 2016
    Date of Patent: December 8, 2020
    Assignees: Umicore AG & Co. KG, California Institute of Technology
    Inventors: Adam M. Johns, T. Patrick Montgomery, Tonia S. Ahmed, Robert H. Grubbs, Richard L. Pederson
  • Publication number: 20200377528
    Abstract: The present disclosure is directed at methods of forming an N—Si silyl bond, the method comprising contacting an organic substrate comprising an aromatic amine having at least one N—H bond with a mixture comprising of (a) at least one hydrosilane and (b) at least one hydroxide or alkoxide, under conditions sufficient to form the N—Si bond. The disclosure is further directed to the compositions involved in these methods and the products that result therefrom.
    Type: Application
    Filed: August 19, 2020
    Publication date: December 3, 2020
    Inventors: Anton A. Toutov, Kerry N. Betz, Andrew M. Romine, Robert H. Grubbs
  • Publication number: 20200377529
    Abstract: The present disclosure sets forth novel compounds and compositions including heteroaromatic silicon-fluoride-acceptors, which are useful for PET scanning. The present disclosure further includes novel methods of 18F imaging for PET scanning, the methods comprising the preparation of conjugates and bioconjugates of biological ligands of interest with heteroaromatic silicon-fluoride-acceptors. In certain embodiments the invention is practiced in the form of a kit.
    Type: Application
    Filed: August 19, 2020
    Publication date: December 3, 2020
    Inventors: Christopher Martin Waldmann, Anton A. Toutov, Jennifer Marie Murphy, Robert H. Grubbs
  • Publication number: 20200373622
    Abstract: Electrolyte solutions including at least one anhydrous fluoride salt and at least one non-aqueous solvent are presented. The fluoride salt includes an organic cation having a charge center (e.g., N, P, S, or O) that does not possess a carbon in the ?-position or does not possess a carbon in the ?-position having a bound hydrogen. This salt structure facilitates its ability to be made anhydrous without decomposition. Example anhydrous fluoride salts include (2,2-dimethylpropyl)trimethylammonium fluoride and bis(2,2-dimethylpropyl)dimethylammonium fluoride. Combining these fluoride salts with at least one fluorine-containing non-aqueous solvent (e.g., bis(2,2,2-trifluoroethyl)ether; (BTFE)) promotes solubility of the salt within the non-aqueous solvents. The solvent may be a mixture of at least one non-aqueous, fluorine-containing solvent and at least one other non-aqueous, fluorine or non-fluorine containing solvent (e.g., BTFE and propionitrile or dimethoxyethane).
    Type: Application
    Filed: June 10, 2020
    Publication date: November 26, 2020
    Applicants: CALIFORNIA INSTITUTE OF TECHNOLOGY, HONDA MOTOR CO., LTD.
    Inventors: Simon C. JONES, Victoria K. DAVIS, Christopher M. BATES, Nebojsa MOMCILOVIC, Brett M. SAVOIE, Michael A. WEBB, Thomas F. MILLER, III, Robert H. GRUBBS, Christopher BROOKS, Kaoru OMICHI
  • Patent number: 10840504
    Abstract: In an aspect, a redox flow battery comprises a catholyte and an anolyte; wherein at least one of said catholyte and said anolyte is a metal-coordination complex, said metal-coordination complex comprising: (i) a metal; (ii) one or more first ligands coordinated with said metal atom, wherein each of said first ligands is independently a Lewis basic ligand; and one or more second ligands associated with said one or more first ligands, wherein each of said second ligands is independently a Lewis acid ligand; and a nonaqueous solvent, wherein said catholyte, said anolyte or both are dissolved in said nonaqueous solvent. One or more first ligands may be provided in a primary coordination sphere of said metal-coordination complex and one or more second ligands may be provided in a secondary coordination sphere of said metal-coordination complex.
    Type: Grant
    Filed: February 23, 2018
    Date of Patent: November 17, 2020
    Assignee: California Institute of Technology
    Inventors: Simon C. Jones, Emmanuelle Despagnet-Ayoub, Brendon McNicholas, Harry B. Gray, Robert H. Grubbs, Danh Ngo
  • Patent number: 10827950
    Abstract: A position sensing apparatus includes a position sensor, a voltage/current detector, and an alarm. The position sensor is coupled to the body part and includes a capsule, and first and second electrodes. The capsule has an interior volume configured to contain a liquid with a first density, and a contact member having a second density different from the first density. The first and second electrodes are fixed to the capsule to define a sensor meridian that is coupled to a tilt angle of the body part, with each electrode having a distal portion in the interior volume of the capsule, and the distal portions being configured to form a circuit with the liquid or the contact member. The voltage/current detector is configured to detect a change in a state of the circuit, and the alarm is configured to respond to the voltage/current detector.
    Type: Grant
    Filed: March 4, 2016
    Date of Patent: November 10, 2020
    Assignee: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Hyuck Choo, Frank L. Brodie, Robert H. Grubbs
  • Publication number: 20200350226
    Abstract: Methods, systems, and devices related to a memory device with a thermal barrier are described. The thermal barrier (e.g., a low density thermal barrier) may be positioned between an access line (e.g., a digit line or a word line) and a cell component. The thermal barrier may be formed on the surface of a barrier material by applying a plasma treatment to the barrier material. The thermal barrier may have a lower density than the barrier material and may be configured to thermally insulate the cell component from thermal energy generated in the memory device, among other benefits.
    Type: Application
    Filed: May 1, 2019
    Publication date: November 5, 2020
    Inventors: Pengyuan Zheng, David Ross Economy, Yongjun J. Hu, Kent H. Zhuang, Robert K. Grubbs
  • Publication number: 20200330970
    Abstract: This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, articles of manufacture comprising such compounds, and the use of such compounds in the metathesis of olefins and olefin compounds. The invention has utility in the fields of catalysts, organic synthesis, polymer chemistry, and industrial and fine chemicals industry.
    Type: Application
    Filed: July 2, 2020
    Publication date: October 22, 2020
    Inventors: Adam M. Johns, Jessica R. HERRON, Richard L. PEDERSON, Bryan A. FIAMENGO, Jennifer A. BEERMAN, Tzu-Pin LIN, Crystal K. CHU, Robert H. GRUBBS
  • Patent number: 10799613
    Abstract: The present invention relates to methods of metathesizing olefins using catalysts previously considered to be practically inactive. The present invention further relates to novel photosensitive compositions, their use as photoresists, and methods related to patterning polymer layers on substrates. Further, modifications to the compositions and method provide for an unprecedented functionalization of the compositions, useful for example in the preparation of sensors, drug delivery systems, and tissue scaffolds. The novel compositions and associated methods also provide for the opportunity to prepare 3-dimensional objects which provide new access to critically dimensioned devices, including for example photonic devices.
    Type: Grant
    Filed: October 3, 2014
    Date of Patent: October 13, 2020
    Assignee: California Institute of Technology
    Inventors: Raymond Weitekamp, Robert H. Grubbs, Harry A. Atwater, James Fakonas
  • Patent number: 10800797
    Abstract: The present invention includes novel compounds and compositions including heteroaromatic Silicon-Fluoride-Acceptors, which are useful for PET scanning. The present invention further includes a novel method of 18F imaging for PET scanning, the method comprising the preparation of conjugates and bioconjugates of biological ligands of interest with heteroaromatic SiFAs. In one embodiment the invention is practiced in the form of a kit.
    Type: Grant
    Filed: May 24, 2016
    Date of Patent: October 13, 2020
    Assignees: California Institute of Technology, The Regents of the University of California
    Inventors: Christopher Martin Waldmann, Anton A. Toutov, Jennifer Marie Murphy, Robert H. Grubbs
  • Patent number: 10792651
    Abstract: This invention relates generally to olefin metathesis catalyst compounds, to the preparation of such compounds, compositions comprising such compounds, methods of using such compounds, articles of manufacture comprising such compounds, and the use of such compounds in the metathesis of olefins and olefin compounds. The invention has utility in the fields of catalysts, organic synthesis, polymer chemistry, and industrial and fine chemicals industry.
    Type: Grant
    Filed: October 17, 2017
    Date of Patent: October 6, 2020
    Assignees: Umicore AG & Co. KG, California Institute of Technology
    Inventors: Adam M. Johns, Jessica R. Herron, Richard L. Pederson, Bryan A. Fiamengo, Jennifer A. Beerman, Tzu-Pin Lin, Crystal K. Chu, Robert H. Grubbs
  • Patent number: 10781221
    Abstract: The present disclosure is directed at methods of forming an N—Si silyl bond, the method comprising contacting an organic substrate comprising an aromatic amine having at least one N—H bond with a mixture comprising of (a) at least one hydrosilane or hydrosiloxane and (b) at least one hydroxide or alkoxide, under conditions sufficient to form the N—Si bond. The disclosure is further directed to the compositions involved in these methods and the products that result therefrom.
    Type: Grant
    Filed: January 10, 2019
    Date of Patent: September 22, 2020
    Assignee: California Institute of Technology
    Inventors: Anton A. Toutov, Kerry N. Betz, Andrew M. Romine, Robert H. Grubbs