Patents by Inventor Andrew Nowak

Andrew Nowak 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: 20250230281
    Abstract: The disclosed technology provides a thermoplastic copolymer comprising: a plurality of difunctional triketone species; (b) a plurality of a first diamine species, wherein the first diamine species contains one or more primary amine groups and/or one or more secondary amine groups, and wherein the first diamine species does not contain a tertiary amine group; a plurality of a second diamine species, wherein the second diamine species contains one or more primary amine groups and/or one or more secondary amine groups, wherein the second diamine species does not contain a tertiary amine group, and wherein the second diamine species is different than the first diamine species; and optionally, a plurality of monofunctional amine-reactive groups. Some embodiments provide segmented thermoplastic copolymers. Methods of making and using the thermoplastic copolymer are also described, including depolymerizing the thermoplastic copolymer to form recycled monomers.
    Type: Application
    Filed: April 7, 2025
    Publication date: July 17, 2025
    Inventors: Ashley DUSTIN, Andrew NOWAK, Erik CRENSHAW
  • Publication number: 20250171578
    Abstract: The disclosed technology provides a vitrimeric poly(diketoenamine) network comprising: a plurality of multifunctional triketone dimers; a plurality of multifunctional amine species containing primary or secondary amine groups, but no tertiary amine groups; and optionally, one or more amine-reactive groups. The disclosed technology also provides a method of making a vitrimeric polymer network, comprising: obtaining multifunctional triketone dimers; obtaining a multifunctional imine compound, with imine groups blocking amine groups; mixing the multifunctional triketone dimers with the multifunctional imine compound, thereby forming a polymer precursor mixture; applying the polymer precursor mixture onto a substrate; and allowing the multifunctional imine compound to undergo hydrolysis with water, unblocking the amine functional groups and generating a multifunctional amine compound. The multifunctional amine compound reacts with the multifunctional triketone dimers to form a vitrimeric polymer network.
    Type: Application
    Filed: January 28, 2025
    Publication date: May 29, 2025
    Inventors: Ashley DUSTIN, Andrew NOWAK, Jason GRAETZ
  • Patent number: 12291601
    Abstract: The disclosed technology provides a thermoplastic copolymer comprising: a plurality of difunctional triketone species; (b) a plurality of a first diamine species, wherein the first diamine species contains one or more primary amine groups and/or one or more secondary amine groups, and wherein the first diamine species does not contain a tertiary amine group; a plurality of a second diamine species, wherein the second diamine species contains one or more primary amine groups and/or one or more secondary amine groups, wherein the second diamine species does not contain a tertiary amine group, and wherein the second diamine species is different than the first diamine species; and optionally, a plurality of monofunctional amine-reactive groups. Some embodiments provide segmented thermoplastic copolymers. Methods of making and using the thermoplastic copolymer are also described, including depolymerizing the thermoplastic copolymer to form recycled monomers.
    Type: Grant
    Filed: August 27, 2023
    Date of Patent: May 6, 2025
    Assignee: HRL Laboratories, LLC
    Inventors: Ashley Dustin, Andrew Nowak, Erik Crenshaw
  • Patent number: 12280878
    Abstract: An airfoil is provided that includes an exterior substrate surface, and a coating layer adjacent to the exterior substrate surface. The coating layer has an icephobic coating composition that includes a first polymer, a second polymer that is a fluoropolymer, an isocyanate, and a curative. The coating layer is bonded to the airfoil via an intermediate adhesive layer. The coating layer has a bottom surface, and at least one of the exterior substrate surface and the bottom surface has an RMS surface roughness of at least about 1 micron or greater before the coating layer is bonded to the exterior substrate surface.
    Type: Grant
    Filed: February 17, 2022
    Date of Patent: April 22, 2025
    Assignee: The Boeing Company
    Inventors: Edward Brouwers, Andrew Nowak, Dimitrios Priftis, Michael Jared Ventuleth, Kenneth W. Young
  • Patent number: 12239129
    Abstract: An antimicrobial coating is disclosed that provides fast transport rates of biocides for better effectiveness to deactivate SARS-CoV-2 and other viruses or bacteria on common surfaces. Some variations provide an antimicrobial structure comprising: a solid structural phase comprising a solid structural material; a continuous transport phase that is interspersed within the solid structural phase, wherein the continuous transport phase comprises a solid transport material; and an antimicrobial agent contained within the continuous transport phase, wherein the solid structural phase and the continuous transport phase are separated by an average phase-separation length from about 100 nanometers to about 500 microns. The antimicrobial structure is capable of destroying at least 99.99% of bacteria and/or viruses in 10 minutes of contact. Many options are disclosed for suitable materials to form the solid structural phase, the continuous transport phase, and the antimicrobial agent.
    Type: Grant
    Filed: April 5, 2022
    Date of Patent: March 4, 2025
    Assignee: HRL Laboratories, LLC
    Inventors: Adam Gross, Andrew Nowak, Ashley Dustin, Jason Graetz, John Vajo
  • Patent number: 12240935
    Abstract: The disclosed technology provides a vitrimeric poly(diketoenamine) network comprising: a plurality of multifunctional triketone dimers; a plurality of multifunctional amine species containing primary or secondary amine groups, but no tertiary amine groups; and optionally, one or more amine-reactive groups. The disclosed technology also provides a method of making a vitrimeric polymer network, comprising: obtaining multifunctional triketone dimers; obtaining a multifunctional imine compound, with imine groups blocking amine groups; mixing the multifunctional triketone dimers with the multifunctional imine compound, thereby forming a polymer precursor mixture; applying the polymer precursor mixture onto a substrate; and allowing the multifunctional imine compound to undergo hydrolysis with water, unblocking the amine functional groups and generating a multifunctional amine compound. The multifunctional amine compound reacts with the multifunctional triketone dimers to form a vitrimeric polymer network.
    Type: Grant
    Filed: August 9, 2023
    Date of Patent: March 4, 2025
    Assignee: HRL Laboratories, LLC
    Inventors: Ashley Dustin, Andrew Nowak, Jason Graetz
  • Publication number: 20250066551
    Abstract: The disclosed technology provides a thermoplastic copolymer comprising: a plurality of difunctional triketone species; (b) a plurality of a first diamine species, wherein the first diamine species contains one or more primary amine groups and/or one or more secondary amine groups, and wherein the first diamine species does not contain a tertiary amine group; a plurality of a second diamine species, wherein the second diamine species contains one or more primary amine groups and/or one or more secondary amine groups, wherein the second diamine species does not contain a tertiary amine group, and wherein the second diamine species is different than the first diamine species; and optionally, a plurality of monofunctional amine-reactive groups. Some embodiments provide segmented thermoplastic copolymers. Methods of making and using the thermoplastic copolymer are also described, including depolymerizing the thermoplastic copolymer to form recycled monomers.
    Type: Application
    Filed: August 27, 2023
    Publication date: February 27, 2025
    Inventors: Ashley DUSTIN, Andrew NOWAK, Erik CRENSHAW
  • Publication number: 20250051506
    Abstract: The disclosed technology provides a vitrimeric poly(diketoenamine) network comprising: a plurality of multifunctional triketone dimers; a plurality of multifunctional amine species containing primary or secondary amine groups, but no tertiary amine groups; and optionally, one or more amine-reactive groups. The disclosed technology also provides a method of making a vitrimeric polymer network, comprising: obtaining multifunctional triketone dimers; obtaining a multifunctional imine compound, with imine groups blocking amine groups; mixing the multifunctional triketone dimers with the multifunctional imine compound, thereby forming a polymer precursor mixture; applying the polymer precursor mixture onto a substrate; and allowing the multifunctional imine compound to undergo hydrolysis with water, unblocking the amine functional groups and generating a multifunctional amine compound. The multifunctional amine compound reacts with the multifunctional triketone dimers to form a vitrimeric polymer network.
    Type: Application
    Filed: August 9, 2023
    Publication date: February 13, 2025
    Inventors: Ashley DUSTIN, Andrew NOWAK, Jason GRAETZ
  • Publication number: 20240400824
    Abstract: Some variations provide a polyoxalamide polymer comprising: one or more first segments containing at least one repeat unit that includes (i) a branched, aliphatic hydrocarbon species and (ii) first amide groups at internal ends of the repeat unit, wherein the first amide groups are part of oxalamide groups; one or more polymer end groups containing second amide groups that are each covalently bonded directly to one of the first amide groups, wherein the second amide groups are also part of the oxalamide groups, and wherein the oxalamide groups contain —N—C(?O)—C(?O)—N— sequences; and a reacted form of one or more multifunctional amine chain extenders or crosslinkers with an amine functionality of 3 or greater. The polyoxalamide polymer may be present in a lens, a window, a coating, or a film, for example. The polyoxalamide polymer may have UV transparency, visual transparency, NIR transparency, MWIR transparency, and/or LWIR transparency.
    Type: Application
    Filed: August 9, 2024
    Publication date: December 5, 2024
    Inventors: Kevin DRUMMEY, Ashley DUSTIN, Andrew NOWAK, Adam GROSS, Shanying CUI
  • Patent number: 12103991
    Abstract: Disclosed herein are methods and apparatuses for curing a polymerizable material capable of cure through a redox reaction by electrically contacting the polymerizable material with an anode and a cathode to create a voltage bias that promotes curing of the polymerizable material.
    Type: Grant
    Filed: April 4, 2022
    Date of Patent: October 1, 2024
    Assignee: The Boeing Company
    Inventors: Brett Yurash, Andrew Nowak, Ashley Marie Dustin, Carissa Ann Pajel, Melinda Dae Miller
  • Patent number: 12091544
    Abstract: Some variations provide a polyoxalamide polymer comprising: one or more first segments containing at least one repeat unit that includes (i) a branched, aliphatic hydrocarbon species and (ii) first amide groups at internal ends of the repeat unit, wherein the first amide groups are part of oxalamide groups; one or more polymer end groups containing second amide groups that are each covalently bonded directly to one of the first amide groups, wherein the second amide groups are also part of the oxalamide groups, and wherein the oxalamide groups contain —N—C(?O)—C(—O)—N-sequences; and a reacted form of one or more multifunctional amine chain extenders or crosslinkers with an amine functionality of 3 or greater. The polyoxalamide polymer may be present in a lens, a window, a coating, or a film, for example. The polyoxalamide polymer may have UV transparency, visual transparency, NIR transparency, MWIR transparency, and/or LWIR transparency.
    Type: Grant
    Filed: February 28, 2021
    Date of Patent: September 17, 2024
    Assignee: HRL Laboratories, LLC
    Inventors: Kevin Drummey, Ashley Dustin, Andrew Nowak, Adam Gross, Shanying Cui
  • Publication number: 20240301290
    Abstract: Some variations provide an oligomer composition comprising: polarizable first thermotropic liquid-crystal oligomer molecules (preferably urethanes or ureas) containing first triggerable reactive end groups, wherein the first triggerable reactive end groups are selected from the group consisting of hydroxyl, isocyanate, blocked isocyanate, acrylate, epoxide, amine, vinyl, ester, thiol, conjugated diene, substituted alkene, furan, maleimide, anthracene, and combinations thereof, and wherein the polarizable first thermotropic liquid-crystal oligomer molecules are characterized by a weight-average molecular weight from about 200 g/mol to about 10,000 g/mol; optionally, a plurality of polarizable second thermotropic liquid-crystal oligomer molecules containing second triggerable reactive end groups, wherein the second triggerable reactive end groups are capable of reacting with the first triggerable reactive end groups; and optionally, a reactive coupling agent capable of reacting with the first triggerable reacti
    Type: Application
    Filed: May 15, 2024
    Publication date: September 12, 2024
    Inventors: Ashley DUSTIN, Adam GROSS, Andrew NOWAK, Adam SORENSEN
  • Patent number: 12049550
    Abstract: Some variations provide an optic (such as an optical lens or an optical window) comprising at least 1 wt % of a polyoxalamide, wherein the optic is characterized by at least 40% average transmission of infrared radiation, and wherein the polyoxalamide comprises: first segments containing at least one repeat unit that includes (i) a branched, aliphatic hydrocarbon species and (ii) first amide groups at internal ends of the repeat unit, wherein the first amide groups are part of oxalamide groups; polymer end groups containing second amide groups that are each covalently bonded directly to one of the first amide groups, wherein the second amide groups are also part of the oxalamide groups, and wherein the oxalamide groups contain —N—C(?O)—C(?O)—N— sequences; and a reacted form of multifunctional amine chain extenders or crosslinkers with an amine functionality of 3 or greater. Methods of making and using the optic are described.
    Type: Grant
    Filed: December 10, 2021
    Date of Patent: July 30, 2024
    Assignee: HRL Laboratories, LLC
    Inventors: Adam Gross, Andrew Nowak, Ashley Dustin, Kevin Drummey
  • Patent number: 12018198
    Abstract: Some variations provide an oligomer composition comprising: polarizable first thermotropic liquid-crystal oligomer molecules (preferably urethanes or ureas) containing first triggerable reactive end groups, wherein the first triggerable reactive end groups are selected from the group consisting of hydroxyl, isocyanate, blocked isocyanate, acrylate, epoxide, amine, vinyl, ester, thiol, conjugated diene, substituted alkene, furan, maleimide, anthracene, and combinations thereof, and wherein the polarizable first thermotropic liquid-crystal oligomer molecules are characterized by a weight-average molecular weight from about 200 g/mol to about 10,000 g/mol; optionally, a plurality of polarizable second thermotropic liquid-crystal oligomer molecules containing second triggerable reactive end groups, wherein the second triggerable reactive end groups are capable of reacting with the first triggerable reactive end groups; and optionally, a reactive coupling agent capable of reacting with the first triggerable reacti
    Type: Grant
    Filed: December 28, 2022
    Date of Patent: June 25, 2024
    Assignee: HRL Laboratories, LLC
    Inventors: Ashley Dustin, Adam Gross, Andrew Nowak, Adam Sorensen
  • Patent number: 11999817
    Abstract: Some variations provide a thermoformable and thermosettable bismaleimide-thiol-epoxy resin composition comprising: a thiol-endcapped bismaleimide monomer or oligomer; a thiol-containing species; an epoxy species; a curing catalyst; and optional additives. Other variations provide a method of making a bismaleimide-thiol-epoxy resin composition, comprising: providing a starting bismaleimide, a starting multifunctional amine, a starting multifunctional thiol, an acid catalyst, and a solvent to form a starting reaction mixture; reacting the bismaleimide, the multifunctional amine, and the multifunctional thiol to form a thiol-endcapped bismaleimide monomer or oligomer; providing a thiol-containing species; providing at least one epoxy species; providing a curing catalyst; and combining the thiol-endcapped bismaleimide monomer or oligomer, the thiol-containing species, the epoxy species, and the curing catalyst, to form a bismaleimide-thiol-epoxy resin composition.
    Type: Grant
    Filed: June 11, 2021
    Date of Patent: June 4, 2024
    Assignee: HRL Laboratories, LLC
    Inventors: Ashley Dustin, Adam Gross, Andrew Nowak, Kaitlin Albanese
  • Patent number: 11859098
    Abstract: Disclosed herein is a shelf-stable, two-part formula for making an antimicrobial biphasic polymer. Some variations provide a two-part formula for fabricating a biphasic polymer, wherein the two-part formula consists essentially of (A) a first liquid volume, wherein the first liquid volume comprises: a structural phase containing a solid structural polymer; a transport phase containing a solid transport polymer; a chain extender; a curing catalyst; a first solvent; and (B) a second liquid volume that is volumetrically isolated from the first liquid volume, wherein the second liquid volume comprises: a crosslinker that is capable of crosslinking the solid structural polymer with the solid transport polymer; and a second solvent. An antimicrobial agent (e.g., quaternary ammoniums salts) may be contained in the first liquid volume or in the second liquid volume. Methods of making and using the antimicrobial biphasic polymer are described.
    Type: Grant
    Filed: November 17, 2022
    Date of Patent: January 2, 2024
    Assignee: HRL Laboratories, LLC
    Inventors: Michael Ventuleth, Andrew Nowak, Adam Gross
  • Patent number: 11713370
    Abstract: The disclosed technology provides improved thermoset vitrimers. It has been discovered that by incorporating adaptable dynamic groups along the polymer backbone, along with permanent, non-dynamic crosslinking points, an improved thermoset vitrimer is generated. In some variations, a thermoset vitrimer comprises: a linear polymer backbone containing associative dynamic covalently bonded species; a crosslinked network containing non-dynamic branch points; and non-dynamic species between non-dynamic branch points and terminal ends of the linear polymer backbone.
    Type: Grant
    Filed: June 1, 2022
    Date of Patent: August 1, 2023
    Assignee: HRL Laboratories, LLC
    Inventors: Ashley Dustin, Kevin Drummey, Andrew Nowak
  • Publication number: 20230137249
    Abstract: Some variations provide an oligomer composition comprising: polarizable first thermotropic liquid-crystal oligomer molecules (preferably urethanes or ureas) containing first triggerable reactive end groups, wherein the first triggerable reactive end groups are selected from the group consisting of hydroxyl, isocyanate, blocked isocyanate, acrylate, epoxide, amine, vinyl, ester, thiol, conjugated diene, substituted alkene, furan, maleimide, anthracene, and combinations thereof, and wherein the polarizable first thermotropic liquid-crystal oligomer molecules are characterized by a weight-average molecular weight from about 200 g/mol to about 10,000 g/mol; optionally, a plurality of polarizable second thermotropic liquid-crystal oligomer molecules containing second triggerable reactive end groups, wherein the second triggerable reactive end groups are capable of reacting with the first triggerable reactive end groups; and optionally, a reactive coupling agent capable of reacting with the first triggerable reacti
    Type: Application
    Filed: December 28, 2022
    Publication date: May 4, 2023
    Inventors: Ashley DUSTIN, Adam GROSS, Andrew NOWAK, Adam SORENSEN
  • Publication number: 20230090180
    Abstract: Disclosed herein is a shelf-stable, two-part formula for making an antimicrobial biphasic polymer. Some variations provide a two-part formula for fabricating a biphasic polymer, wherein the two-part formula consists essentially of (A) a first liquid volume, wherein the first liquid volume comprises: a structural phase containing a solid structural polymer; a transport phase containing a solid transport polymer; a chain extender; a curing catalyst; a first solvent; and (B) a second liquid volume that is volumetrically isolated from the first liquid volume, wherein the second liquid volume comprises: a crosslinker that is capable of crosslinking the solid structural polymer with the solid transport polymer; and a second solvent. An antimicrobial agent (e.g., quaternary ammoniums salts) may be contained in the first liquid volume or in the second liquid volume. Methods of making and using the antimicrobial biphasic polymer are described.
    Type: Application
    Filed: November 17, 2022
    Publication date: March 23, 2023
    Inventors: Michael VENTULETH, Andrew NOWAK, Adam GROSS
  • Publication number: 20220361486
    Abstract: Antimicrobial coatings that are transparent and not easily stained are disclosed. Some variations provide a transparent antimicrobial structure comprising: a discrete solid structural phase comprising a solid structural polymer with a glass-transition temperature from 25° C. to 300° C.; a continuous transport phase interspersed within the discrete solid structural phase, wherein the continuous transport phase comprises a solid transport material; and an antimicrobial agent contained within the continuous transport phase, wherein the antimicrobial agent is dissolved in a fluid and/or in a solid solution with the continuous transport phase. The discrete solid structural phase and the continuous transport phase are separated by an average phase-separation length selected from 100 nanometers to 500 microns. This invention resolves the trade-off between antifouling and fluorinated material content. This invention also resolves the trade-off between transport of absorbed molecules and transparency.
    Type: Application
    Filed: June 28, 2022
    Publication date: November 17, 2022
    Inventors: Adam GROSS, Andrew NOWAK, Michael VENTULETH, Stella FORS, Jason GRAETZ, Ashley DUSTIN, John VAJO