Patents by Inventor Steven M. Bischof

Steven M. Bischof 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: 20250075015
    Abstract: Synthesis of polyalphaolefins by oligomerization of one or more branched C10 monoolefins with an alkyl aluminum catalyst to form an oligomer product, followed by hydrogenation of a C20+ olefin portion of the oligomer product to form the polyalphaolefins. The alkyl aluminum catalyst is selective to C20 olefin dimers.
    Type: Application
    Filed: August 28, 2023
    Publication date: March 6, 2025
    Inventors: Thomas Malinski, Spencer A. Kerns, Julie A. Leseberg, Jeffrey C. Gee, Steven M. Bischof, James Hillier, Michael S. Webster-Gardiner
  • Publication number: 20250074844
    Abstract: Synthesis of polyalphaolefins by oligomerization of one or more branched C10 monoolefins with a solid acid catalyst to form an oligomer product, followed by hydrogenation of a C20+ olefin portion of the oligomer product to form the polyalphaolefins. The solid acid catalyst is selective to C20 olefin dimers.
    Type: Application
    Filed: August 28, 2023
    Publication date: March 6, 2025
    Inventors: Thomas Malinski, Jeffrey C. Gee, Steven M. Bischof, Spencer A. Kerns, James Hillier, Michael S. Webster-Gardiner
  • Publication number: 20250034061
    Abstract: A process to produce 1-octene and 1-decene includes (a) separating a composition containing an oligomer product-which contains 15 to 80 mol % C6 olefins, 20 to 80 mol % C8 olefins, and 5 to 20 mol % C10+ olefins-into a first oligomer composition containing C6 alkanes and at least 85 mol % C6 olefins (e.g., 1-hexene), a second oligomer composition containing at least 20 mol % C8 olefins (e.g., 1-octene), and a heavies stream containing C10+ olefins, then (b) contacting a metathesis catalyst system with the first oligomer composition to form a first composition comprising C10 linear internal olefins, (c) contacting the C10 linear internal olefins with a catalytic isomerization catalyst system in the presence of photochemical irradiation to form a second composition comprising 1-decene, and (d) purifying the second composition to isolate a third composition comprising at least 90 mol % 1-decene.
    Type: Application
    Filed: October 17, 2024
    Publication date: January 30, 2025
    Inventors: Michael S. Webster-Gardiner, Steven M. Bischof, James Hillier
  • Patent number: 12151993
    Abstract: A process to produce 1-octene and 1-decene includes (a) separating a composition containing an oligomer product—which contains 15 to 80 mol % C6 olefins, 20 to 80 mol % C8 olefins, and 5 to 20 mol % C10+ olefins—into a first oligomer composition containing C6 alkanes and at least 85 mol % C6 olefins (e.g., 1-hexene), a second oligomer composition containing at least 20 mol % C8 olefins (e.g., 1-octene), and a heavies stream containing C10+ olefins, then (b) contacting a metathesis catalyst system with the first oligomer composition to form a first composition comprising C10 linear internal olefins, (c) contacting the C10 linear internal olefins with a catalytic isomerization catalyst system in the presence of photochemical irradiation to form a second composition comprising 1-decene, and (d) purifying the second composition to isolate a third composition comprising at least 90 mol % 1-decene.
    Type: Grant
    Filed: October 28, 2022
    Date of Patent: November 26, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Michael S. Webster-Gardiner, Steven M. Bischof, James Hillier
  • Patent number: 12102992
    Abstract: Disclosed is a heteroatomic ligand-metal compound complex transition-state model which has been developed for activity, purity, and/or selectivity for selective ethylene oligomerizations, and density functional theory calculations for determining heteroatomic ligand-metal compound complex reactivity, product purity, and/or selectivity for ethylene trimerizations and/or tetramerizations. Using reaction ground states and transition states, and/or reaction ground states and transition states in combination with the energetic span model, this disclosure reveals that a chromium chromacycle mechanism, there are multiple ground states and multiple transition states, which can account for activity, purity, and/or selectivity for selective ethylene oligomerizations.
    Type: Grant
    Filed: June 9, 2021
    Date of Patent: October 1, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, Uriah J. Kilgore, Orson L. Sydora, Daniel H. Ess, Doo-Hyun Kwon, Nicholas K. Rollins
  • Patent number: 12043588
    Abstract: Oligomer products are produced by reacting an alpha olefin and a vinylidene compound in the presence of a solid catalyst, such as a solid oxide or a chemically-treated solid oxide. Metallocene compounds, organoaluminum compounds, and BF3 are not needed to perform the reaction. Oligomer products formed by processes disclosed herein have a trimer:tetramer weight ratio of at least 2:1.
    Type: Grant
    Filed: December 12, 2023
    Date of Patent: July 23, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Thomas J. Malinski, Max P. McDaniel, Steven M. Bischof, Graham R. Lief, Holly A. Ramirez
  • Publication number: 20240218089
    Abstract: The present disclosure generally relates to processes for the oligomerization of alpha olefins with high yield to dimer and trimer oligomer products, where heavier products including tetramers are relatively minimal. These processes utilize catalyst compositions comprising a metallocene containing at least one indenyl ligand, and the indenyl ligand can have at least one halogenated substituent, such as a fluorinated substituent. Such oligomerization processes utilizing the disclosed metallocene-based catalyst systems demonstrate increased olefin conversion without an accompanying shift of the product distribution toward heavier products.
    Type: Application
    Filed: December 11, 2023
    Publication date: July 4, 2024
    Inventors: Graham R. Lief, Thomas J. Malinski, Qing Yang, Steven M. Bischof, Eric Haschke
  • Patent number: 12024479
    Abstract: Methods for determining ethylene concentration in an ethylene oligomerization reactor using an ultrasonic flow meter are described, and these methods are integrated into ethylene oligomerization processes and related oligomerization reactor systems.
    Type: Grant
    Filed: June 23, 2023
    Date of Patent: July 2, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Bruce Kreischer, Kendall M. Hurst, Eric D. Schwerdtfeger, Steven M. Bischof, Jared Fern, Kent E. Mitchell, James Hillier
  • Publication number: 20240199510
    Abstract: Oligomer products are produced by reacting an alpha olefin and a vinylidene compound in the presence of a solid catalyst, such as a solid oxide or a chemically-treated solid oxide. Metallocene compounds, organoaluminum compounds, and BF3 are not needed to perform the reaction. Oligomer products formed by processes disclosed herein have a trimer:tetramer weight ratio of at least 2:1.
    Type: Application
    Filed: December 12, 2023
    Publication date: June 20, 2024
    Inventors: Thomas J. Malinski, Max P. McDaniel, Steven M. Bischof, Graham R. Lief, Holly A. Ramirez
  • Patent number: 11976036
    Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
    Type: Grant
    Filed: June 21, 2023
    Date of Patent: May 7, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, Jeffery C Gee, James Hillier, Kamaljeet Kaur, Ronald C. Smith, Darin B. Tiedtke, Mark L. Hlavinka
  • Publication number: 20240034699
    Abstract: The present disclosure relates to the integration of systems and methods associated with steam cracking, oligomerization reactions, hydrogenation reactions, and aromatization reactions for the production of benzene via the hydrogenation of oligomers produced from ethylene. In some aspects, the disclosed systems and methods utilize one or more of an oligomerization process, a hydrotreating process, and an aromatization process for producing a benzene comprising effluent. In further aspects, the systems and methods disclosed herein utilize one or more selective oligomerization catalyst systems.
    Type: Application
    Filed: July 25, 2023
    Publication date: February 1, 2024
    Inventors: Steven M. Bischof, Gregory G. Hendrickson, Uriah J. Kilgore, Bruce E. Kreischer, Scott G. Morrison, Ryan W. Snell, Orson L. Sydora
  • Publication number: 20240034702
    Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
    Type: Application
    Filed: June 21, 2023
    Publication date: February 1, 2024
    Inventors: Steven M. BISCHOF, Jeffery C. GEE, James HILLIER, Kamaljeet KAUR, Ronald C. SMITH, Darin B. TIEDTKE, Mark L. HLAVINKA
  • Patent number: 11859025
    Abstract: Disclosed herein are oligomerization processes in which ethylene and a catalyst system are first combined for a suitable residence time in an activation vessel, prior to introduction into a reaction zone to oligomerize ethylene to form a desired oligomer product, such as 1-hexene and/or 1-octene. Related oligomerization reaction systems that include the activation vessel also are disclosed. In these oligomerization processes and reaction systems, the catalyst system can be fully activated as it leaves the activation vessel and enters the reaction zone, thus providing greater catalyst utilization and less catalyst waste.
    Type: Grant
    Filed: September 7, 2021
    Date of Patent: January 2, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, James L. Hillier, Uriah J. Kilgore, Steve R. Hutchison, Bruce E. Kreischer, Orson L. Sydora
  • Patent number: 11859041
    Abstract: This disclosure provides new methods for the design and development of ethylene polymerization catalysts, including Group 4 metallocene catalysts such as zirconocenes, which are based on an improved ability to adjust co-monomer incorporation into the polymer. Computational analyses with and without dispersion corrections revealed that designing catalyst scaffolds which induce stabilizing non-covalent dispersion type interactions with incoming ?-olefin co-monomers can be used to modulate co-monomer selectivity into the polyethylene chain. Demonstrated herein is a lack of correlation of computed ??G‡ values against experimental ??G‡ values when the dispersion correction (D3BJ) was disabled, and B3LYP was used in the absence of Grimme's D3 dispersion and Becke-Johnson (BJ) dampening, but a correlation of computed against experimental ??G‡ with B3LYP+D3BJ, which are used to design new catalyst scaffolds.
    Type: Grant
    Filed: August 16, 2021
    Date of Patent: January 2, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, Qing Yang, Orson L. Sydora, Graham R. Lief, Richard M Buck, Daniel H. Ess, Steven M. Maley
  • Publication number: 20230331642
    Abstract: Methods for determining ethylene concentration in an ethylene oligomerization reactor using an ultrasonic flow meter are described, and these methods are integrated into ethylene oligomerization processes and related oligomerization reactor systems.
    Type: Application
    Filed: June 23, 2023
    Publication date: October 19, 2023
    Inventors: Bruce Kreischer, Kendall M. Hurst, Eric D. Schwerdtfeger, Steven M. Bischof, Jared Fern, Kent E. Mitchell, James Hillier
  • Publication number: 20230330652
    Abstract: Disclosed is a heteroatomic ligand-metal compound complex transition-state model which has been developed for activity, purity, and/or selectivity for selective ethylene oligomerizations, and density functional theory calculations for determining heteroatomic ligand-metal compound complex reactivity, product purity, and/or selectivity for ethylene trimerizations and/or tetramerizations. Using reaction ground states and transition states, and/or reaction ground states and transition states in combination with the energetic span model, this disclosure reveals that a chromium chromacycle mechanism, there are multiple ground states and multiple transition states, which can account for activity, purity, and/or selectivity for selective ethylene oligomerizations.
    Type: Application
    Filed: June 9, 2021
    Publication date: October 19, 2023
    Applicant: Chevron Phillips Chemical Company, LP
    Inventors: Steven M. Bischof, Uriah J. Kilgore, Orson L. Sydora, Daniel H. Ess, Doo-Hyun Kwon, Nicholas K. Rollins
  • Patent number: 11753356
    Abstract: Methods for determining ethylene concentration in an ethylene oligomerization reactor using an ultrasonic flow meter are described, and these methods are integrated into ethylene oligomerization processes and related oligomerization reactor systems.
    Type: Grant
    Filed: November 22, 2022
    Date of Patent: September 12, 2023
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Bruce E. Kreischer, Kendall M. Hurst, Eric D. Schwerdtfeger, Steven M. Bischof, Jared Fern, Kent E. Mitchell, James Hillier
  • Patent number: 11731921
    Abstract: Processes for producing n-heptane from a mixture of 1-hexene and 1-octene in the presence of a suitable isomerization-metathesis catalyst followed by a hydrogenation step are disclosed. Integrated manufacturing systems for producing n-heptane with minimal waste also are disclosed.
    Type: Grant
    Filed: July 27, 2022
    Date of Patent: August 22, 2023
    Inventors: Steven M. Bischof, Jeffery C. Gee, James Hillier, Kamaljeet Kaur, Ronald C. Smith, Darin B. Tiedtke, Mark L. Hlavinka
  • Patent number: 11691931
    Abstract: The present disclosure relates to a catalyst system comprising i) (a) a bicyclic 2-[(phosphinyl)aminyl] cyclic imine chromium salt or (b) a chromium salt and a bicyclic 2-[(phosphinyl)aminyl] cyclic imine and ii) an organoaluminum compound. The present disclosure also relates to a process comprising: a) contacting i) ethylene; ii) a catalyst system comprising (a) a 2-[(phosphinyl)aminyl] cyclic imine chromium salt complex or (b) a chromium salt and a bicyclic 2-[(phosphinyl)aminyl] cyclic imine; ii) an organoaluminum compound, and iii) optionally an organic reaction medium; and b) forming an oligomer product in a reaction zone.
    Type: Grant
    Filed: August 18, 2022
    Date of Patent: July 4, 2023
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Steven M. Bischof, Orson L. Sydora, Daniel H. Ess, Uriah J. Kilgore, Doo-Hyun Kwon
  • Patent number: 11685701
    Abstract: The present disclosure relates to a catalyst system comprising i) (a) an N2-phosphinyl bicyclic amidine chromium salt or (b) a chromium salt and an N2-phosphinyl bicyclic amidine and ii) an organoaluminum compound. The present disclosure also relate to a process comprising: a) contacting i) ethylene; ii) a catalyst system comprising (a) an N2-phosphinyl bicyclic amidine chromium salt complex or (b) a chromium salt and an N2-phosphinyl bicyclic amidine; ii) an organoaluminum compound, and iii) optionally an organic reaction medium; and b) forming an oligomer product in a reaction zone.
    Type: Grant
    Filed: September 27, 2022
    Date of Patent: June 27, 2023
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Steven M. Bischof, Orson L. Sydora, Daniel H. Ess, Uriah J. Kilgore, Doo-Hyun Kwon