公开(公告)号：US20220251449A1

公开(公告)日：2022-08-11

申请号：US17542488

申请日：2021-12-05

Applicant: HRL Laboratories, LLC

Inventor： Adam GROSS ,  Ashley DUSTIN ,  Adam SORENSEN

IPC: C09K19/38

Abstract: Some variations provide an anisotropic thermally conductive polymer composition comprising a plurality of polarizable, thermotropic main-chain liquid-crystal polymer molecules with crystalline domains. The liquid-crystal polymer molecules are in a nematic phase or a smectic phase, and at least 80% of the crystalline domains are aligned along a crystal axis. A method of making an anisotropic thermally conductive polymer composition comprises: synthesizing or obtaining a polymer containing polarizable domains; heating the polymer to form a polymer melt; cooling the polymer melt to form a thermotropic liquid-crystal polymer; exposing the thermotropic liquid-crystal polymer to an electrical field, thereby aligning the polarizable domains along a crystal axis; and recovering the thermotropic liquid-crystal polymer as an anisotropic thermally conductive polymer composition. The polymer composition may be formed into an object characterized by thermal conductivity along the minimum dimension that is at least three times greater than thermal conductivity along the maximum dimension.

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

IPC: A01N25/10 ,  C09D5/14 ,  A01N33/12

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.

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.

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

IPC: C08L77/06 ,  C08G69/28

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.

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.

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

IPC: A01N25/10 ,  C09D5/14 ,  A01N33/12

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.

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

IPC: A01N25/10 ,  A01N33/12 ,  C09D5/14

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.

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

IPC: C08G73/02 ,  C08J11/12 ,  C08J11/16 ,  C08J11/18

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.

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.

公开(公告)号：US20230332047A1

公开(公告)日：2023-10-19

申请号：US18142090

申请日：2023-05-02

Applicant: HRL Laboratories, LLC

Inventor： Adam GROSS ,  Ashley DUSTIN ,  Adam SORENSEN

IPC: C09K19/38

CPC classification number: C09K19/3809 ,  C09K2019/0448

Abstract: Some variations provide an anisotropic thermally conductive polymer composition comprising a plurality of polarizable, thermotropic main-chain liquid-crystal polymer molecules with crystalline domains. The liquid-crystal polymer molecules are in a nematic phase or a smectic phase, and at least 80% of the crystalline domains are aligned along a crystal axis. A method of making an anisotropic thermally conductive polymer composition comprises: synthesizing or obtaining a polymer containing polarizable domains; heating the polymer to form a polymer melt; cooling the polymer melt to form a thermotropic liquid-crystal polymer; exposing the thermotropic liquid-crystal polymer to an electrical field, thereby aligning the polarizable domains along a crystal axis; and recovering the thermotropic liquid-crystal polymer as an anisotropic thermally conductive polymer composition. The polymer composition may be formed into an object characterized by thermal conductivity along the minimum dimension that is at least three times greater than thermal conductivity along the maximum dimension.