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公开(公告)号：US20220361486A1
公开(公告)日：2022-11-17
申请号：US17852307
申请日：2022-06-28
Applicant: HRL Laboratories, LLC
Inventor： Adam GROSS , Andrew NOWAK , Michael VENTULETH , Stella FORS , Jason GRAETZ , Ashley DUSTIN , John VAJO
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. The result is an improved antimicrobial structure that is both antifouling and transparent.
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2.发明公开公开(公告)号：US20240301290A1
公开(公告)日：2024-09-12
申请号：US18664420
申请日：2024-05-15
Applicant: HRL Laboratories, LLC
Inventor： Ashley DUSTIN , Adam GROSS , Andrew NOWAK , Adam SORENSEN
IPC: C09K19/38 , C08G63/185 , C08G63/85 , C09K19/02 , C09K19/04
CPC classification number: C09K19/3809 , C08G63/185 , C08G63/85 , C09K19/02 , C08G2250/00 , C09K2019/0448
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 reactive end groups. Methods are described for converting the oligomer composition into an anisotropic thermally conductive polymer. Many commercial uses are disclosed.
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公开(公告)号：US20230090180A1
公开(公告)日：2023-03-23
申请号：US17989199
申请日：2022-11-17
Applicant: HRL Laboratories, LLC
Inventor： Michael VENTULETH , Andrew NOWAK , Adam GROSS
IPC: C09D171/02 , C08G65/00 , C08L101/02 , C09D201/02 , C08G65/22 , C08G81/00
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.
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公开(公告)号：US20250066551A1
公开(公告)日：2025-02-27
申请号：US18238499
申请日：2023-08-27
Applicant: HRL Laboratories, LLC
Inventor： Ashley DUSTIN , Andrew NOWAK , Erik CRENSHAW
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. The recycled monomers may then be repolymerized in a closed-loop system.
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Patent Agency Ranking
公开(公告)号：US20250051506A1
公开(公告)日：2025-02-13
申请号：US18232229
申请日：2023-08-09
Applicant: HRL Laboratories, LLC
Inventor： Ashley DUSTIN , Andrew NOWAK , Jason GRAETZ
IPC: C08G73/02
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. The vitrimeric polymer network may be depolymerized back to monomers, which may be repolymerized in a closed-loop system.
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6.发明申请公开(公告)号：US20240400824A1
公开(公告)日：2024-12-05
申请号：US18799575
申请日：2024-08-09
Applicant: HRL Laboratories, LLC
Inventor： Kevin DRUMMEY , Ashley DUSTIN , Andrew NOWAK , Adam GROSS , Shanying CUI
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.
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公开(公告)号：US20230137249A1
公开(公告)日：2023-05-04
申请号：US18090442
申请日：2022-12-28
Applicant: HRL Laboratories, LLC
Inventor： Ashley DUSTIN , Adam GROSS , Andrew NOWAK , Adam SORENSEN
IPC: C09K19/38 , C08G63/185 , C08G63/85 , C09K19/02
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 reactive end groups. Methods are described for converting the oligomer composition into an anisotropic thermally conductive polymer. Many commercial uses are disclosed.
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公开(公告)号：US20220225608A1
公开(公告)日：2022-07-21
申请号：US17713356
申请日：2022-04-05
Applicant: HRL Laboratories, LLC
Inventor： Adam GROSS , Andrew NOWAK , Ashley DUSTIN , Jason GRAETZ , John VAJO
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.
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公开(公告)号：US20210386059A1
公开(公告)日：2021-12-16
申请号：US17090968
申请日：2020-11-06
Applicant: HRL Laboratories, LLC
Inventor： Adam GROSS , Andrew NOWAK , Ashley DUSTIN , Jason GRAETZ , John VAJO
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 wt % 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.
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