Patents by Inventor Brook L. Small

Brook L. Small 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: 20250100952
    Abstract: Water is combined with an oligomer product that contains an oligomer and an alkyl aluminum catalyst to deactivate the catalyst and form a treated product containing the oligomer and aluminum-containing solids. The aluminum-containing solids then can be separated from the treated product.
    Type: Application
    Filed: September 27, 2023
    Publication date: March 27, 2025
    Inventors: Jeffrey C. Gee, Brooke L. Small
  • Publication number: 20240400473
    Abstract: Catalyst compositions containing an organoaluminum compound, a hydrocarbon diluent, and a heteroatomic ligand transition metal compound complex or a heteroatomic ligand and a transition metal compound are disclosed. The transition metal is iron, cobalt, or nickel. Related ethylene oligomerization processes utilizing the catalyst compositions to produce oligomer products containing 1-hexene and 1-octene also are described.
    Type: Application
    Filed: April 23, 2024
    Publication date: December 5, 2024
    Inventors: Brooke L. Small, Matthew F. Milner, Michael Webster-Gardiner, Julie A. Leseberg
  • Publication number: 20240360160
    Abstract: Alkylaluminoxane compositions are produced by a process that includes the steps of reacting trimethylaluminum, triethylaluminum, and water in a hydrocarbon solvent to form an alkylaluminoxane, and then removing insoluble aluminum-containing materials from the solvent to form the alkylaluminoxane composition containing from 0.1 to 20 wt. % of aluminum. Generally, the molar ratio of trimethylaluminum:triethylaluminum is from 5:95 to 80:20, and the molar ratio of water:aluminum is from 0.2:1 to 1:1. The alkylaluminoxane compositions can be utilized as an activator in transition metal-based catalyst systems and in ethylene oligomerization processes.
    Type: Application
    Filed: April 23, 2024
    Publication date: October 31, 2024
    Inventors: Brooke L. Small, Julie A. Leseberg
  • Publication number: 20240360052
    Abstract: Catalyst compositions containing phosphine-imino-quinoline ligands and transition metal complexes having phosphine-imino-quinoline ligands are disclosed. These catalyst compositions can be used in ethylene oligomerization processes to produce 1-hexene and 1-octene.
    Type: Application
    Filed: April 23, 2024
    Publication date: October 31, 2024
    Inventors: Michael Webster-Gardiner, Brooke L. Small, Julie A. Leseberg
  • Patent number: 11884614
    Abstract: An alpha olefin synthesis process includes (i) subjecting a first normal alpha olefin to hydroformylation in the presence of carbon monoxide and hydrogen to form a first linear aldehyde, (ii) subjecting the first linear aldehyde to decarbonylative olefination to form a linear internal olefin, (iii) subjecting the linear internal olefin to isomerization-hydroformylation in the presence of carbon monoxide and hydrogen to form a second linear aldehyde, and (iv) subjecting the second linear aldehyde to hydrogenation to form a linear alcohol followed by dehydration to form a second normal alpha olefin, or subjecting the second linear aldehyde to combined hydrogenation-dehydration in a single step to form a second normal alpha olefin. Using this process, for example, ethylene can be converted to 1-hexene, and 1-butene can be converted to 1-decene.
    Type: Grant
    Filed: May 26, 2022
    Date of Patent: January 30, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Michael S. Webster-Gardiner
  • Patent number: 11878952
    Abstract: Methods for deactivating a transition metal-based catalyst system containing a co-catalyst comprising an aluminoxane and optionally an alkylaluminum are disclosed in which the catalyst system is contacted with a C4-C18 alcohol co-catalyst deactivating agent at a molar amount of OH of the co-catalyst deactivating agent in a range from 0.5 to 1.5 times {(moles of aluminum of the aluminoxane)+(moles aluminum of the alkylaluminum)+(moles aluminum of the alkylaluminum)}. Related methods for deactivating a residual catalyst system in reactor effluent streams and related ethylene oligomerization processes also are described.
    Type: Grant
    Filed: November 14, 2022
    Date of Patent: January 23, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Brooke L. Small
  • Patent number: 11873264
    Abstract: Process for producing alpha olefins comprising contacting ethylene, a zirconium based catalyst system comprising, a hydrocarbylmetal compound, a chain transfer agent, and optionally an organic reaction medium. Chain transfer agents which can be utilized include a) hydrogen, b) a compound comprising a hydrogen silicon bond, a compound having a hydrogen sulfur bond, a compound having a hydrogen phosphorus bond, or c) a transition metal compound chain transfer agent.
    Type: Grant
    Filed: November 29, 2022
    Date of Patent: January 16, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Orson L. Sydora, Ronald D. Knudsen
  • Publication number: 20240010584
    Abstract: Disclosed is oligomerization of ethylene to form 1-hexene in combination with aromatization of the 1-hexene formed by oligomerization, to form benzene.
    Type: Application
    Filed: July 5, 2023
    Publication date: January 11, 2024
    Inventors: Ryan W. Snell, Xianghong Hao, Brook L. Small, Bruce E. Kreisher, Scott G. Morrison, Gregory G. Hendrickson
  • Publication number: 20230382825
    Abstract: An alpha olefin synthesis process includes (i) subjecting a first normal alpha olefin to hydroformylation in the presence of carbon monoxide and hydrogen to form a first linear aldehyde, (ii) subjecting the first linear aldehyde to decarbonylative olefination to form a linear internal olefin, (iii) subjecting the linear internal olefin to isomerization-hydroformylation in the presence of carbon monoxide and hydrogen to form a second linear aldehyde, and (iv) subjecting the second linear aldehyde to hydrogenation to form a linear alcohol followed by dehydration to form a second normal alpha olefin, or subjecting the second linear aldehyde to combined hydrogenation-dehydration in a single step to form a second normal alpha olefin. Using this process, for example, ethylene can be converted to 1-hexene, and 1-butene can be converted to 1-decene.
    Type: Application
    Filed: May 26, 2022
    Publication date: November 30, 2023
    Inventors: Brooke L. Small, Michael S. Webster-Gardiner
  • Patent number: 11667590
    Abstract: Process for producing alpha olefins comprising contacting ethylene, a zirconium based catalyst system comprising, a hydrocarbylmetal compound, a chain transfer agent, and optionally an organic reaction medium. Chain transfer agents which can be utilized include a) hydrogen, b) a compound comprising a hydrogen silicon bond, a compound having a hydrogen sulfur bond, a compound having a hydrogen phosphorus bond, or c) a transition metal compound chain transfer agent.
    Type: Grant
    Filed: May 26, 2021
    Date of Patent: June 6, 2023
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Brooke L. Small, Orson L. Sydora, Ronald D. Knudsen
  • Publication number: 20230093448
    Abstract: Process for producing alpha olefins comprising contacting ethylene, a zirconium based catalyst system comprising, a hydrocarbylmetal compound, a chain transfer agent, and optionally an organic reaction medium. Chain transfer agents which can be utilized include a) hydrogen, b) a compound comprising a hydrogen silicon bond, a compound having a hydrogen sulfur bond, a compound having a hydrogen phosphorus bond, or c) a transition metal compound chain transfer agent.
    Type: Application
    Filed: November 29, 2022
    Publication date: March 23, 2023
    Inventors: Brooke L. Small, Orson L. Sydora, Ronald D. Knudsen
  • Publication number: 20220380274
    Abstract: Process for producing alpha olefins comprising contacting ethylene, a zirconium based catalyst system comprising, a hydrocarbylmetal compound, a chain transfer agent, and optionally an organic reaction medium. Chain transfer agents which can be utilized include a) hydrogen, b) a compound comprising a hydrogen silicon bond, a compound having a hydrogen sulfur bond, a compound having a hydrogen phosphorus bond, or c) a transition metal compound chain transfer agent.
    Type: Application
    Filed: May 26, 2021
    Publication date: December 1, 2022
    Inventors: Brooke L. Small, Orson L. Sydora, Ronald D. Knudsen
  • Patent number: 11358914
    Abstract: A process comprising A) continuously introducing into a reaction zone i) ethylene, ii) an iron salt, iii) a pyridine bisimine, iv) an organoaluminum compound, and v) an organic reaction medium, and B) forming an oligomer product in the reaction zone, the reaction zone having i) an iron of the iron salt concentration in a range of 5×10?4 mmol/kg to 5×10?3 mmol/kg, ii) an aluminum of the organoaluminum compound to iron of the iron salt molar ratio in a range of 300:1 to 800:1, ii) an ethylene partial pressure in a range of 750 psig to 1200 psig, iv) an ethylene to organic reaction medium mass ratio in a range of 0.8 to 4.5, v) a temperature in a range of 75° C. to 95° C., and optionally vi) a hydrogen partial pressure of at least 5 psi.
    Type: Grant
    Filed: March 26, 2021
    Date of Patent: June 14, 2022
    Assignee: Chevron Phillips Chemical Company, LP
    Inventors: Steven M. Bischof, Brooke L. Small
  • Patent number: 11332552
    Abstract: Disclosed are catalyst systems, processes for making the catalyst systems, and processes for polymerizing at least one olefin monomer comprising ethylene to form a low-density polyethylene (LDPE). The polymerization process uses a catalyst system that can include: at least one diimine complex having the formula I: wherein M is Ni, Pd, or Pt; a first activator such as an organoaluminum compound; and a second activator including a solid oxide chemically-treated with an electron withdrawing anion, such as fluoride silica-alumuina. It was discovered that such the complexes could be activated in a manner to provide an active catalyst system that polymerized ethylene to form a low-density polyethylene (LDPE).
    Type: Grant
    Filed: May 18, 2017
    Date of Patent: May 17, 2022
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Lauren M. Kattchee
  • Publication number: 20210214289
    Abstract: A process comprising A) continuously introducing into a reaction zone i) ethylene, ii) an iron salt, iii) a pyridine bisimine, iv) an organoaluminum compound, and v) an organic reaction medium, and B) forming an oligomer product in the reaction zone, the reaction zone having i) an iron of the iron salt concentration in a range of 5×10?4 mmol/kg to 5×10?3 mmol/kg, ii) an aluminum of the organoaluminum compound to iron of the iron salt molar ratio in a range of 300:1 to 800:1, ii) an ethylene partial pressure in a range of 750 psig to 1200 psig, iv) an ethylene to organic reaction medium mass ratio in a range of 0.8 to 4.5, v) a temperature in a range of 75° C. to 95° C., and optionally vi) a hydrogen partial pressure of at least 5 psi.
    Type: Application
    Filed: March 26, 2021
    Publication date: July 15, 2021
    Inventors: Steven M. BISCHOF, Brooke L. SMALL
  • Patent number: 10961331
    Abstract: Disclosed herein are ethylene homopolymers generally characterized by a density of less than 0.94 g/cm3 and an inverse short chain branch distribution. These homopolymers can be further characterized by a ratio of Mw/Mn from 2 to 100, a number of short chain branches from 2 to 20 short chain branches per 1000 total carbon atoms, and wherein at least 50% of the short chain branches are methyl branches.
    Type: Grant
    Filed: December 19, 2018
    Date of Patent: March 30, 2021
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Max P. McDaniel, Matthew F. Milner, Paul J. DesLauriers
  • Patent number: 10793489
    Abstract: Disclosed herein is a process for forming an oligomer product comprising (a) introducing into a reaction zone (i) ethylene; (ii) a heteroatomic ligand metal salt complex comprising a heteroatomic ligand complexed to a first metal salt; (iii) a second metal salt wherein an equivalent molar ratio of the second metal salt to the heteroatomic ligand of the heteroatomic ligand metal salt complex is at least 0.5:1 and where the second metal salt is an iron salt, a cobalt salt, or any combination thereof; (iv) an organoaluminum compound; and (b) forming an oligomer product. Also disclosed herein is a process comprising (a) introducing into a reaction zone (i) ethylene; (ii) a heteroatomic ligand; (iii) a metal salt where an equivalent molar ratio of the metal salt to the heteroatomic ligand is at least 1.5:1; (iv) an organoaluminum compound; and (b) forming an oligomer product.
    Type: Grant
    Filed: November 26, 2019
    Date of Patent: October 6, 2020
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Matthew F. Milner
  • Publication number: 20200199265
    Abstract: Disclosed herein are ethylene homopolymers generally characterized by a density of less than 0.94 g/cm3 and an inverse short chain branch distribution. These homopolymers can be further characterized by a ratio of Mw/Mn from 2 to 100, a number of short chain branches from 2 to 20 short chain branches per 1000 total carbon atoms, and wherein at least 50% of the short chain branches are methyl branches.
    Type: Application
    Filed: December 19, 2018
    Publication date: June 25, 2020
    Inventors: Brooke L. Small, Max P. McDaniel, Matthew F. Milner, Paul J. DesLauriers
  • Patent number: 10604457
    Abstract: A process comprising a) contacting (i) ethylene, (ii) a catalyst system comprising 1) a heteroatomic ligand iron salt complex, or a heteroatomic ligand and an iron salt, (iii) hydrogen, and (iv) optionally an organic reaction medium; and b) forming an oligomer product wherein 1) the oligomer product has a Schulz-Flory K value from 0.4 to 0.8 and 2) the oligomer product comprises (a) less than 1 wt. % of polymer, (b) less than 1 wt. % compounds having greater than 70 carbon atoms, (c) less than 1 wt. % compounds having a weight average molecular weight of greater than 1000 g/mol, or (d) any combination thereof wherein the weight percentage is based on the total weight of the oligomer product.
    Type: Grant
    Filed: December 29, 2016
    Date of Patent: March 31, 2020
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, Brooke L. Small, Ryan W. Snell, Ron D. Knudsen, Eric J. Netemeyer, Orson L. Sydora, Jamie N. Sutherland, Bruce E. Kreischer, William J. Fisher
  • Publication number: 20200095178
    Abstract: Disclosed herein is a process for forming an oligomer product comprising (a) introducing into a reaction zone (i) ethylene; (ii) a heteroatomic ligand metal salt complex comprising a heteroatomic ligand complexed to a first metal salt; (iii) a second metal salt wherein an equivalent molar ratio of the second metal salt to the heteroatomic ligand of the heteroatomic ligand metal salt complex is at least 0.5:1 and where the second metal salt is an iron salt, a cobalt salt, or any combination thereof; (iv) an organoaluminum compound; and (b) forming an oligomer product. Also disclosed herein is a process comprising (a) introducing into a reaction zone (i) ethylene; (ii) a heteroatomic ligand; (iii) a metal salt where an equivalent molar ratio of the metal salt to the heteroatomic ligand is at least 1.5:1; (iv) an organoaluminum compound; and (b) forming an oligomer product.
    Type: Application
    Filed: November 26, 2019
    Publication date: March 26, 2020
    Inventors: Brooke L. Small, Matthew F. Milner