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).

  • Patent number: 11312733
    Abstract: The present disclosure describes methods for silylating aromatic derivatives, comprising the use of hydrosilanes and potassium hydroxide.
    Type: Grant
    Filed: October 20, 2020
    Date of Patent: April 26, 2022
    Assignee: California Institute of Technology
    Inventors: Anton Toutov, Kerry Betz, Alexey Fedorov, Brian M. Stoltz, Wenbo Liu, Robert H. Grubbs
  • Publication number: 20220088198
    Abstract: This invention related to manufactured microbubbles, as well as methods of using manufactured microbubbles, for example, in medicinal applications. The invention pertains to the physical structure and materials of the microbubbles, as well as to methods for manufacturing microbubbles, methods for targeting microbubbles for specific medicinal applications, and methods for delivering microbubbles in medical treatment.
    Type: Application
    Filed: December 7, 2021
    Publication date: March 24, 2022
    Inventors: Robert H. Grubbs, Marshall L. Stoller, Hoyong Chung, Alissa M. Fitzgerald, Thomas W. Kenny, Renee M. Thomas
  • Publication number: 20220040000
    Abstract: A surgical method of cataract fragmentation and extraction via microbubble cavitation is described. In particular, gas-filled microbubbles are injected into a lens capsule of a subject's eye, and cavitation of the microbubbles is activated by applied ultrasound energy. The ultrasound energy can be applied from an external device. The cavitation fragments cataract tissues without damaging other tissue, such as the lens capsule. Fragmented lens material is then aspirated from the lens capsule. The method can be used alone or in conjunction with other methods, such as phacoemulsification.
    Type: Application
    Filed: October 25, 2021
    Publication date: February 10, 2022
    Applicants: California Institute of Technology, The Regents of the University of California, United States Government represented by the Department of Veterans Affairs
    Inventors: Robert H. Grubbs, Marshall L. Stoller, Ying Han, Frank L. Brodie
  • Patent number: 11230520
    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: January 6, 2021
    Date of Patent: January 25, 2022
    Assignee: California Institute of Technology
    Inventors: Robert H. Grubbs, Alexey Fedorov, Anton Toutov, Kerry N. Betz
  • Patent number: 11224655
    Abstract: This invention related to manufactured microbubbles, as well as methods of using manufactured microbubbles, for example, in medicinal applications. The invention pertains to the physical structure and materials of the microbubbles, as well as to methods for manufacturing microbubbles, methods for targeting microbubbles for specific medicinal applications, and methods for delivering microbubbles in medical treatment.
    Type: Grant
    Filed: June 4, 2019
    Date of Patent: January 18, 2022
    Assignees: California Institute of Technology, The Regents of the University of California
    Inventors: Robert H. Grubbs, Marshall Leedy Stoller, Hoyong Chung, Alissa M. Fitzgerald, Thomas W. Kenny, Renee M. Thomas
  • Publication number: 20210395463
    Abstract: In an aspect, a method of synthesizing a graft copolymer comprises the steps of: copolymerizing a first macromonomer and a first reactive diluent; wherein said first macromonomer comprises a first backbone precursor directly or indirectly covalently linked to a first polymer side chain group; wherein said reactive diluent is provided in the presence of the first macromonomer at an amount selected so as to result in formation said graft copolymer having a first backbone incorporating said diluent and said first macromonomer in a first polymer block characterized by a preselected first graft density or a preselected first graft distribution of said first macromonomer. In some embodiments of this aspect, said preselected first graft density is any value selected from the range of 0.05 to 0.75. In some methods, the composition and amount of said diluent is selected to provide both a first preselected first graft density and a first preselected first graft distribution.
    Type: Application
    Filed: May 17, 2021
    Publication date: December 23, 2021
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Robert H. GRUBBS, Tzu-Pin LIN, Alice CHANG, Hsiang-Yun CHEN, Christopher M. BATES
  • Publication number: 20210394167
    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: August 27, 2021
    Publication date: December 23, 2021
    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
  • Publication number: 20210363164
    Abstract: The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.
    Type: Application
    Filed: July 19, 2021
    Publication date: November 25, 2021
    Inventors: Anton A. Toutov, Kerry N. Betz, Andrew M. Romine, Robert H. Grubbs
  • Publication number: 20210355099
    Abstract: A highly efficient, Z-selective ring-closing metathesis system for the formation of macrocycles using a stereoretentive, ruthenium-based catalyst supported by a dithiolate ligand is reported. This catalyst is demonstrated to be remarkably active as observed in initiation experiments showing complete catalyst initiation at ?20° C. within 10 min. Using easily accessible diene starting materials bearing a Z-olefin moiety, macrocyclization reactions generated products with significantly higher Z-selectivity in appreciably shorter reaction times, in higher yield, and with much lower catalyst loadings than in previously reported systems. Macrocyclic lactones ranging in size from twelve-membered to seventeen-membered rings are synthesized in moderate to high yields (68-79% yield) with excellent Z-selectivity (95%-99% Z).
    Type: Application
    Filed: June 2, 2021
    Publication date: November 18, 2021
    Applicant: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Tonia S. AHMED, Robert H. GRUBBS
  • Patent number: 11166846
    Abstract: A surgical method of cataract fragmentation and extraction via microbubble cavitation is described. In particular, gas-filled microbubbles are injected into a lens capsule of a subject's eye, and cavitation of the microbubbles is activated by applied ultrasound energy. The ultrasound energy can be applied from an external device. The cavitation fragments cataract tissues without damaging other tissue, such as the lens capsule. Fragmented lens material is then aspirated from the lens capsule. The method can be used alone or in conjunction with other methods, such as phacoemulsification.
    Type: Grant
    Filed: January 3, 2020
    Date of Patent: November 9, 2021
    Assignees: California Institute of Technology, The Regents of the University of California, United States Government represented by the Department of Veterans Affairs
    Inventors: Robert H. Grubbs, Marshall L. Stoller, Ying Han, Frank L. Brodie
  • Patent number: 11170625
    Abstract: A position sensing system comprises a position sensor having an accelerometer and a gyroscope, an alarm, and a controller configured to receive data from the position sensor and activate the alarm according to alarm management instructions stored in a memory. In some embodiments, the alarm instructions include a snooze option to allow the user/patient to temporarily deactivate the alarm. The controller is communicably linked to a remote display device configured to display the orientation of the user's body part.
    Type: Grant
    Filed: May 20, 2019
    Date of Patent: November 9, 2021
    Assignees: CALIFORNIA INSTITUTE OF TECHNOLOGY, THE REGENTS OF THE UNIVERSITY OF CALIFORNIA
    Inventors: Robert H. Grubbs, Hyuck Choo, Frank L. Brodie
  • Publication number: 20210332011
    Abstract: This invention relates generally to the synthesis of ?12-Prostaglandin J product using stereoretentive ruthenium olefin metathesis catalysts supported by dithiolate ligands. ?12-Prostaglandin J products were generated with excellent selectivity (>99% Z) and in moderate to high/good yields (47% to 80% yield; 58% to 80% yield).
    Type: Application
    Filed: May 14, 2019
    Publication date: October 28, 2021
    Inventors: Jiaming LI, Xu CHEN, Tonia S. AHMED, Brian STOLTZ, Robert H. GRUBBS
  • Patent number: 11154639
    Abstract: Disclosed herein are substrates for cell delivery to target tissues requiring treatment for various diseases that induce cell death, damage or loss of function. The substrates are configured to provide seeded cells, including stem cells, with a structural support that allows interconnection with and transmission of biological signals between the cells and the target tissue.
    Type: Grant
    Filed: December 17, 2018
    Date of Patent: October 26, 2021
    Assignees: University of Southern California, California Institute of Technology, The Regents of the University of California
    Inventors: Mark S. Humayun, Ashish Ahuja, Yu-Chong Tai, David R. Hinton, Robert H. Grubbs, Dennis O. Clegg, Lincoln Vallance Johnson, Sherry T. Hikita
  • Publication number: 20210323983
    Abstract: The present disclosure is directed to methods of silylating organic substrates containing C—H or O—H bonds. In some embodiments, the methods use compositions that are derived from the preconditioning of mixtures of hydrosilanes or organodisilanes with bases, including metal hydroxide, metal alkoxide, metal silanoates, potassium amides, and/or graphitic potassium bases.
    Type: Application
    Filed: May 27, 2021
    Publication date: October 21, 2021
    Inventors: Anton Toutov, Wenbo Liu, David P. Schuman, Brian M. Stoltz, Robert H. Grubbs
  • Patent number: 11123722
    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: July 2, 2020
    Date of Patent: September 21, 2021
    Assignees: 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: 11104693
    Abstract: The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.
    Type: Grant
    Filed: April 15, 2019
    Date of Patent: August 31, 2021
    Assignee: California Institute of Technology
    Inventors: Anton Toutov, Kerry Betz, Andrew M. Romine, Robert H. Grubbs
  • Publication number: 20210236415
    Abstract: The present disclosure is directed to fatty-acid glycerol ester derivative compounds containing a targeting bisphosphonate group. The disclosure further includes pharmaceutical or biomedical compositions comprising these compounds, and methods of using these compounds and compositions forming microbubbles. The microbubbles have affinity for metal-containing, especially calcium-containing, bodies and/or biological targets. In certain embodiments, these compositions are useful for providing targeted placement of microbubbles capable of cavitation on application of high frequency energy.
    Type: Application
    Filed: October 23, 2020
    Publication date: August 5, 2021
    Inventors: Vanessa M. Marx, Robert H. Grubbs
  • Patent number: 11069921
    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: Grant
    Filed: June 10, 2020
    Date of Patent: July 20, 2021
    Assignees: 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
  • Publication number: 20210218063
    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: March 30, 2021
    Publication date: July 15, 2021
    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: 11053209
    Abstract: A highly efficient, Z-selective ring-closing metathesis system for the formation of macrocycles using a stereoretentive, ruthenium-based catalyst supported by a dithiolate ligand is reported. This catalyst is demonstrated to be remarkably active as observed in initiation experiments showing complete catalyst initiation at ?20° C. within 10 min. Using easily accessible diene starting materials bearing a Z-olefin moiety, macrocyclization reactions generated products with significantly higher Z-selectivity in appreciably shorter reaction times, in higher yield, and with much lower catalyst loadings than in previously reported systems. Macrocyclic lactones ranging in size from twelve-membered to seventeen-membered rings are synthesized in moderate to high yields (68-79% yield) with excellent Z-selectivity (95%-99% Z).
    Type: Grant
    Filed: April 24, 2018
    Date of Patent: July 6, 2021
    Assignee: CALIFORNIA INSTITUTE OF TECHNOLOGY
    Inventors: Tonia S. Ahmed, Robert H. Grubbs