Patents by Inventor Paul J. Chirik

Paul J. Chirik 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: 20230250200
    Abstract: The present disclosure relates to iron-containing compounds including a 2,6-diimino(heteroaryl) ligand useful for producing substituted-cyclo-alkanes, such as vinyl cyclobutanes. The present disclosure provides new and improved iron-containing catalysts with enhanced solubility in hydrophobic (nonpolar) solvents.
    Type: Application
    Filed: January 19, 2023
    Publication date: August 10, 2023
    Applicants: EXXONMOBIL CHEMICAL PATENTS INC., THE TRUSTEES OF PRINCETON UNIVERSITY
    Inventors: Irene C. Cai, Gursu Culcu, Tzu-Pin Lin, Jo Ann M. Canich, Frank N. Raushel, Alex E. Carpenter, Hua Zhou, Danielle G. Singleton, Paul J. Chirik, Megan Mohadjer Beromi, Carli Kovel
  • Publication number: 20230059241
    Abstract: Methods of polymer and/or oligomer depolymerization are described herein which, in some embodiments, enable facile polymer and/or oligomer decomposition under mild, non-energy intensive conditions. Briefly, a method of depolymerization comprises providing a reaction mixture comprising a transition metal catalyst, and a polymer or oligomer having a backbone including cyclobutane units, and decomposing the polymer or oligomer to provide diene monomer or alkene monomer.
    Type: Application
    Filed: January 28, 2021
    Publication date: February 23, 2023
    Inventors: Paul J. Chirik, C. Rose Kennedy, Megan Mohadjer Beromi
  • Publication number: 20220274098
    Abstract: Methods for the hydroalkenylation of conjugated, 1,3-dienes using a diimine catalyst. The method comprises mixing a diene having at least five carbon atoms and an iron diimine complex at a temperature of about ?60° C. to about 23° C. to provide a catalyst solution; and introducing one or more alpha olefins at a pressure of at least 300 psig to obtain a product comprising the substituted diene monomer.
    Type: Application
    Filed: February 25, 2022
    Publication date: September 1, 2022
    Applicants: EXXONMOBIL CHEMICAL PATENTS INC., THE TRUSTEES OF PRINCETON UNIVERSITY
    Inventors: ALEX E. CARPENTER, TZU-PIN LIN, IRENE C. CAI, GURSU CULCU, DANIELLE SINGLETON, PAUL J. CHIRIK, C. ROSE KENNEDY, MEGAN MOHADJER BEROMI
  • Patent number: 11001667
    Abstract: In one aspect, oligomeric and polymeric species are described herein exhibiting new architectures and associated properties. In some embodiments, such species are synthesized by oligomerization or polymerization of diene monomer via cycloaddition in the presence of a transition metal complex. Oligomers described herein, for example, comprise cyclobutane units in the oligomer backbone. Similarly, a polymers described herein comprise cyclobutane units in the polymer backbone.
    Type: Grant
    Filed: January 4, 2019
    Date of Patent: May 11, 2021
    Assignee: THE TRUSTEES OF PRINCETON UNIVERSITY
    Inventors: Paul J. Chirik, C. Rose Kennedy, Sarah Tondreau
  • Patent number: 10494395
    Abstract: In one aspect, cobalt complexes are described herein. In some embodiments, such cobalt complexes employ bis(phosphine) or bis(imine) ligand and are operable as catalysts for borylation of arenes and aromatic heterocycles.
    Type: Grant
    Filed: December 9, 2014
    Date of Patent: December 3, 2019
    Assignee: The Trustees of Princeton University
    Inventors: Paul J. Chirik, Scott Semproni, Jennifer Obligacion, Margaret Scheuermann
  • Publication number: 20190211142
    Abstract: In one aspect, oligomeric and polymeric species are described herein exhibiting new architectures and associated properties. In some embodiments, such species are synthesized by oligomerization or polymerization of diene monomer via cycloaddition in the presence of a transition metal complex. Oligomers described herein, for example, comprise cyclobutane units in the oligomer backbone. Similarly, a polymers described herein comprise cyclobutane units in the polymer backbone.
    Type: Application
    Filed: January 4, 2019
    Publication date: July 11, 2019
    Inventors: Paul J. CHIRIK, C. Rose KENNEDY, Sarah RUSSELL
  • Patent number: 10112961
    Abstract: In one aspect, cobalt complexes are described herein. In some embodiments, such cobalt complexes are operable as catalysts for hydroboration and borylation applications.
    Type: Grant
    Filed: November 19, 2014
    Date of Patent: October 30, 2018
    Assignee: The Trustees of Princeton University
    Inventors: Paul J. Chirik, Tianning Diao, Renyuan Yu
  • Patent number: 9944661
    Abstract: A process comprising contacting a) an alkene, b) a hydrogen-boron bond containing compound, c) an ?-diimine metal salt complex comprising an ?-diimine iron salt complex or an ?-diimine cobalt salt complex, and d) a group 1 metal borohydride under conditions suitable to form an alkylboron compound. A process comprising contacting a) an alkene, b) a hydrogen-boron bond containing compound, and c) an ?-diimine metal salt complex comprising an ?-diimine iron methylenetrihydrocarbylsilyl complex or an ?-diimine cobalt methylenetrihydrocarbylsilyl complex, to form an alkyl-boron compound under conditions suitable to form an alkylboron compound. A process comprising contacting an alkene, a hydrogen-boron bond containing compound, and an ?-diimine metal salt complex to form an alkyl-boron compound under conditions suitable to form an alkylboron compound.
    Type: Grant
    Filed: August 9, 2016
    Date of Patent: April 17, 2018
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Brian A. Schaefer, Paul J. Chirik
  • Publication number: 20180044354
    Abstract: A process comprising contacting a) an alkene, b) a hydrogen-boron bond containing compound, c) an ?-diimine metal salt complex comprising an ?-diimine iron salt complex or an ?-diimine cobalt salt complex, and d) a group 1 metal borohydride under conditions suitable to form an alkylboron compound. A process comprising contacting a) an alkene, b) a hydrogen-boron bond containing compound, and c) an ?-diimine metal salt complex comprising an ?-diimine iron methylenetrihydrocarbylsilyl complex or an ?-diimine cobalt methylenetrihydrocarbylsilyl complex, to form an alkyl-boron compound under conditions suitable to form an alkylboron compound. A process comprising contacting an alkene, a hydrogen-boron bond containing compound, and an ?-diimine metal salt complex to form an alkyl-boron compound under conditions suitable to form an alkylboron compound.
    Type: Application
    Filed: August 9, 2016
    Publication date: February 15, 2018
    Inventors: Brooke L. SMALL, Brian A. SCHAEFER, Paul J. CHIRIK
  • Patent number: 9890182
    Abstract: The present invention is directed to a selective and efficient process for the hydrosilylation of compounds containing terminally unsaturated 1,3-dienes using iron-based hydrosilylation catalysts. The resulting 1,2-addition products are useful as precursors for various silicone materials or silane- or silyl/silicone-functionalized polyolefins.
    Type: Grant
    Filed: May 6, 2014
    Date of Patent: February 13, 2018
    Assignees: MOMENTIVE PERFORMANCE MATERIALS INC., PRINCETON UNIVERSITY
    Inventors: Crisita Carmen Hojilla Atienza, Aroop Kumar Roy, Paul J. Chirik, Keith J. Weller, Johannes G. P. Delis, Tianning Diao
  • Publication number: 20160318963
    Abstract: In one aspect, cobalt complexes are described herein. In some embodiments, such cobalt complexes employ bis(phosphine) or bis(imine) ligand and are operable as catalysts for borylation of arenes and aromatic heterocycles.
    Type: Application
    Filed: November 9, 2014
    Publication date: November 3, 2016
    Applicant: THE TRUSTEES OF PRINCETON UNIVERSITY
    Inventors: Paul J. CHIRIK, Scott SEMPRONI, Jennifer OBLIGACION, Margaret SCHEUERMANN
  • Publication number: 20160297838
    Abstract: In one aspect, cobalt complexes are described herein. In some embodiments, such cobalt complexes are operable as catalysts for hydroboration and borylation applications.
    Type: Application
    Filed: November 19, 2014
    Publication date: October 13, 2016
    Inventors: Paul J. CHIRIK, Tianning DIAO, Renyuan YU
  • Patent number: 9447125
    Abstract: Disclosed herein are cobalt complexes containing terdentate pyridine di-imine ligands and their use as efficient, reusable, and selective dehydrogenative silylation, crosslinking, and tandem dehydrogenative silylation-hydrogenation catalysts.
    Type: Grant
    Filed: May 6, 2014
    Date of Patent: September 20, 2016
    Assignee: Momentive Performance Materials Inc.
    Inventors: Aroop Kumar Roy, Crisita Carmen Hojilla Atienza, Paul J. Chirik, Kenrick M. Lewis, Keith J. Weller, Susan Nye, Johannes G. P. Delis, Julie L. Boyer, Tianning Diao, Eric Pohl
  • Patent number: 9394325
    Abstract: A transition metal-containing compound having a tridentate chiral ligand bound to iron, cobalt, or nickel. The tridentate ligands are bound to the metal via nitrogen, phosphorus, and/or arsenic atoms. The tridentate ligand has a chiral group bound at least one of the nitrogen, phosphorus, and arsenic atoms, and a blocking group may be bound to another one of the nitrogen, phosphorus, and arsenic atoms. The transition metal-containing compound is useful for the catalyzing the asymmetric hydrogenation of olefins.
    Type: Grant
    Filed: August 20, 2012
    Date of Patent: July 19, 2016
    Assignee: The Trustees of Princeton University
    Inventors: Paul J. Chirik, Sebastien Monfette, Jordan M. Hoyt, Max R. Friedfeld
  • Patent number: 9387468
    Abstract: Disclosed herein are cobalt complexes containing pyridine di-imine ligands and chelating alkenyl-modified silyl ligands, and their use as hydrosilylation and/or dehydrogenative silylation and crosslinking catalysts. The cobalt complexes also exhibit adequate air stability for handling and manipulation.
    Type: Grant
    Filed: November 19, 2014
    Date of Patent: July 12, 2016
    Assignees: Momentive Performance Materials Inc., Princeton University
    Inventors: Tianning Diao, Paul J. Chirik, Aroop Kumar Roy, Kenrick Lewis, Susan Nye, Keith J. Weller, Johannes G. P. Delis, Renyuan Yu
  • Patent number: 9381506
    Abstract: Disclosed herein are cobalt terpyridine complexes containing a single ligand coordinated to the cobalt, and their use as hydrosilylation and/or dehydrogenative silylation and crosslinking catalysts. The cobalt complexes also exhibit adequate air stability for handling and manipulation.
    Type: Grant
    Filed: November 19, 2014
    Date of Patent: July 5, 2016
    Assignees: Momentive Performance Materials Inc., Princeton University
    Inventors: Tianning Diao, Paul J. Chirik, Aroop Kumar Roy, Kenrick Lewis, Keith J. Weller, Johannes G. P. Delis, Renyuan Yu
  • Patent number: 9381505
    Abstract: Disclosed herein are cobalt complexes containing terpyridine ligands and chelating alkene-modified silyl ligands, and their use as hydrosilylation and/or dehydrogenative silylation and crosslinking catalysts. The cobalt complexes also exhibit adequate air stability for handling and manipulation.
    Type: Grant
    Filed: November 19, 2014
    Date of Patent: July 5, 2016
    Assignees: Momentive Performance Materials Inc., Princeton University
    Inventors: Tianning Diao, Paul J. Chirik, Aroop Kumar Roy, Kenrick Lewis, Susan Nye, Johannes G. P. Delis, Keith J. Weller
  • Patent number: 9371339
    Abstract: The present invention relates to processes for the synthesis of saturated and unsaturated silahydrocarbons using iron-containing or cobalt-containing catalysts. The processes of the invention can produce tetraalkylsilanes, phenyltrialkylsilanes, substituted phenyltrialkylsilanes and their mixtures, which are useful as lubricants and hydraulic fluids, as well as alkyl alkenylsilanes, phenyl alkenylsilanes and substituted phenyl alkenylsilanes and their mixtures, which are useful in the synthesis of saturated silahydrocarbons and other organofunctional silanes.
    Type: Grant
    Filed: April 2, 2014
    Date of Patent: June 21, 2016
    Assignees: Momentive Performance Materials Inc., Princeton University
    Inventors: Kenrick Martin Lewis, Crisita Carmen Hojilla Atienza, Julie L. Boyer, Paul J. Chirik, Johannes G. P. Delis, Aroop Kumar Roy
  • Patent number: 9371340
    Abstract: Disclosed herein are cobalt complexes containing terdentate pyridine di-imine ligands and their use as efficient and selective dehydrogenative silylation, hydrosilylation, and crosslinking catalysts.
    Type: Grant
    Filed: November 19, 2014
    Date of Patent: June 21, 2016
    Assignees: Momentive Performance Materials Inc., Princeton University
    Inventors: Tianning Diao, Paul J. Chirik, Aroop Kumar Roy, Kenrick Lewis, Susan Nye, Keith J. Weller, Johannes G. P. Delis, Renyuan Yu
  • Publication number: 20150141648
    Abstract: Disclosed herein are cobalt terpyridine complexes containing a single ligand coordinated to the cobalt, and their use as hydrosilylation and/or dehydrogenative silylation and crosslinking catalysts. The cobalt complexes also exhibit adequate air stability for handling and manipulation.
    Type: Application
    Filed: November 19, 2014
    Publication date: May 21, 2015
    Inventors: Tianning Diao, Paul J. Chirik, Aroop Kumar Roy, Kenrick Lewis, Keith J. Weller, Johannes G. P. Delis, Renyuan Yu