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).
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Publication number: 20250230281Abstract: 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: ApplicationFiled: April 7, 2025Publication date: July 17, 2025Inventors: Ashley DUSTIN, Andrew NOWAK, Erik CRENSHAW
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Publication number: 20250171578Abstract: 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: ApplicationFiled: January 28, 2025Publication date: May 29, 2025Inventors: Ashley DUSTIN, Andrew NOWAK, Jason GRAETZ
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Patent number: 12291601Abstract: 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: GrantFiled: August 27, 2023Date of Patent: May 6, 2025Assignee: HRL Laboratories, LLCInventors: Ashley Dustin, Andrew Nowak, Erik Crenshaw
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Patent number: 12280878Abstract: 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: GrantFiled: February 17, 2022Date of Patent: April 22, 2025Assignee: The Boeing CompanyInventors: Edward Brouwers, Andrew Nowak, Dimitrios Priftis, Michael Jared Ventuleth, Kenneth W. Young
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Patent number: 12239129Abstract: 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: GrantFiled: April 5, 2022Date of Patent: March 4, 2025Assignee: HRL Laboratories, LLCInventors: Adam Gross, Andrew Nowak, Ashley Dustin, Jason Graetz, John Vajo
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Patent number: 12240935Abstract: 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: GrantFiled: August 9, 2023Date of Patent: March 4, 2025Assignee: HRL Laboratories, LLCInventors: Ashley Dustin, Andrew Nowak, Jason Graetz
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Publication number: 20250066551Abstract: 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: ApplicationFiled: August 27, 2023Publication date: February 27, 2025Inventors: Ashley DUSTIN, Andrew NOWAK, Erik CRENSHAW
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Publication number: 20250051506Abstract: 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: ApplicationFiled: August 9, 2023Publication date: February 13, 2025Inventors: Ashley DUSTIN, Andrew NOWAK, Jason GRAETZ
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Publication number: 20240400824Abstract: 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: ApplicationFiled: August 9, 2024Publication date: December 5, 2024Inventors: Kevin DRUMMEY, Ashley DUSTIN, Andrew NOWAK, Adam GROSS, Shanying CUI
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Patent number: 12103991Abstract: 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: GrantFiled: April 4, 2022Date of Patent: October 1, 2024Assignee: The Boeing CompanyInventors: Brett Yurash, Andrew Nowak, Ashley Marie Dustin, Carissa Ann Pajel, Melinda Dae Miller
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Patent number: 12091544Abstract: 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: GrantFiled: February 28, 2021Date of Patent: September 17, 2024Assignee: HRL Laboratories, LLCInventors: Kevin Drummey, Ashley Dustin, Andrew Nowak, Adam Gross, Shanying Cui
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Publication number: 20240301290Abstract: 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 reactiType: ApplicationFiled: May 15, 2024Publication date: September 12, 2024Inventors: Ashley DUSTIN, Adam GROSS, Andrew NOWAK, Adam SORENSEN
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Patent number: 12049550Abstract: 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: GrantFiled: December 10, 2021Date of Patent: July 30, 2024Assignee: HRL Laboratories, LLCInventors: Adam Gross, Andrew Nowak, Ashley Dustin, Kevin Drummey
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Patent number: 12018198Abstract: 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 reactiType: GrantFiled: December 28, 2022Date of Patent: June 25, 2024Assignee: HRL Laboratories, LLCInventors: Ashley Dustin, Adam Gross, Andrew Nowak, Adam Sorensen
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Patent number: 11999817Abstract: 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: GrantFiled: June 11, 2021Date of Patent: June 4, 2024Assignee: HRL Laboratories, LLCInventors: Ashley Dustin, Adam Gross, Andrew Nowak, Kaitlin Albanese
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Patent number: 11859098Abstract: 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: GrantFiled: November 17, 2022Date of Patent: January 2, 2024Assignee: HRL Laboratories, LLCInventors: Michael Ventuleth, Andrew Nowak, Adam Gross
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Patent number: 11713370Abstract: 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: GrantFiled: June 1, 2022Date of Patent: August 1, 2023Assignee: HRL Laboratories, LLCInventors: Ashley Dustin, Kevin Drummey, Andrew Nowak
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Publication number: 20230137249Abstract: 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 reactiType: ApplicationFiled: December 28, 2022Publication date: May 4, 2023Inventors: Ashley DUSTIN, Adam GROSS, Andrew NOWAK, Adam SORENSEN
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Publication number: 20230090180Abstract: 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: ApplicationFiled: November 17, 2022Publication date: March 23, 2023Inventors: Michael VENTULETH, Andrew NOWAK, Adam GROSS
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Publication number: 20220361486Abstract: 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: ApplicationFiled: June 28, 2022Publication date: November 17, 2022Inventors: Adam GROSS, Andrew NOWAK, Michael VENTULETH, Stella FORS, Jason GRAETZ, Ashley DUSTIN, John VAJO