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    Reworkable ionomers
    1.
    发明授权
    Reworkable ionomers 有权

    公开(公告)号：US11254779B1

    公开(公告)日：2022-02-22

    申请号：US16419171

    申请日：2019-05-22

    Applicant: HRL Laboratories, LLC

    Inventor： Ashley M. Dustin ,  April R. Rodriguez ,  Shanying Cui ,  Andrew P. Nowak ,  Adam F. Gross

    IPC: C08G18/24 ,  C08G18/48 ,  C08G18/50 ,  C09D175/06 ,  C08G18/08 ,  C08G18/72 ,  C09D175/08 ,  C08G18/46 ,  C08K3/08 ,  C08G18/34 ,  C08G18/75 ,  C08G18/10

    Abstract: Some variations provide a reworkable ionomer composition comprising: a polymer containing a plurality of ionic monomers disposed in a chain backbone of the polymer, wherein the ionic monomers have a monomer charge polarity that is either positive or negative; and a plurality of ionic species disposed within the chain backbone of the polymer, wherein the ionic species have opposite charge polarity compared to the monomer charge polarity, wherein the ionic species and the ionic monomers are ionically bonded, and wherein the ionic species are capable of undergoing a reversible oxidation-state transition of at least +1 or −1 when in the presence of a redox reagent. The polymer may be selected from the group consisting of polyurethanes, polyacrylates, polyamides, polyesters, polyureas, polyurethane-ureas, polysiloxanes, polycarbonates, and combinations thereof. Many options for ionic monomers and ionic species are disclosed. These reworkable ionomers are useful for many commercial applications, including coatings and polymer parts.

    Formulations for 3D printing of isothiocyanate-modified polysilazanes or polycarbosilanes
    2.
    发明授权
    Formulations for 3D printing of isothiocyanate-modified polysilazanes or polycarbosilanes 有权

    公开(公告)号：US10822460B1

    公开(公告)日：2020-11-03

    申请号：US16029527

    申请日：2018-07-06

    Applicant: HRL Laboratories, LLC

    Inventor： Phuong Bui ,  Zak C. Eckel ,  April R. Rodriguez

    IPC: C08G77/62 ,  C04B35/589 ,  C04B35/597 ,  B28B1/00 ,  B33Y70/00 ,  C04B35/571 ,  B33Y10/00

    Abstract: Some variations provide a preceramic resin precursor formulation comprising: first molecules containing at least one Si—N bond and/or at least one Si—C bond; and second molecules of the formula R4—N═C═S, wherein R4 may be a UV-active functional group. In some embodiments, R4 is selected from ethynyl, vinyl, allyl, acrylate, methacrylate, vinyl ether, epoxide, oxetane, thiol, thioketone, isothiocyanate, or combinations thereof. The first and second molecules are reacted with an isothiocyanate to form third molecules, providing a preceramic radiation-curable resin composition. The resin composition contains at least one Si—N bond and/or at least one Si—C bond in the main chain of the third molecules. Side chains of the third molecules may be selected from hydrogen, unsubstituted or substituted hydrocarbon groups, halides, esters, amines, hydroxyl, or cyano. The resin composition may be 3D printed and thermally treated to generate a ceramic material.

    Preceramic 3D-printing monomer and polymer formulations
    3.
    发明授权
    Preceramic 3D-printing monomer and polymer formulations 有权

    公开(公告)号：US11891341B2

    公开(公告)日：2024-02-06

    申请号：US16888724

    申请日：2020-05-30

    Applicant: HRL Laboratories, LLC

    Inventor： Zak C. Eckel ,  Andrew P. Nowak ,  Ashley M. Dustin ,  April R. Rodriguez ,  Phuong Bui ,  Tobias A. Schaedler

    IPC: C04B35/571 ,  B33Y70/00 ,  B33Y80/00 ,  C08G77/50 ,  B28B1/00

    CPC classification number: C04B35/571 ,  B28B1/001 ,  B33Y70/00 ,  B33Y80/00 ,  C08G77/50 ,  C04B2235/5252 ,  C04B2235/665

    Abstract: This disclosure provides resin formulations which may be used for 3D printing and thermally treating to produce a ceramic material. The disclosure provides direct, free-form 3D printing of a preceramic polymer, followed by converting the preceramic polymer to a 3D-printed ceramic composite with potentially complex 3D shapes. A wide variety of chemical compositions is disclosed, and several experimental examples are included to demonstrate reduction to practice. For example, preceramic resin formulations may contain a carbosilane in which there is at least one functional group selected from vinyl, allyl, ethynyl, unsubstituted or substituted alkyl, ester group, amine, hydroxyl, vinyl ether, vinyl ester, glycidyl, glycidyl ether, vinyl glycidyl ether, vinyl amide, vinyl triazine, vinyl isocyanurate, acrylate, methacrylate, alkacrylate, alkyl alkacrylate, phenyl, halide, thiol, cyano, cyanate, or thiocyanate. The resin formulations may contain a solid-phase filler, to provide high thermal stability and mechanical strength (e.g., fracture toughness) in the final ceramic material.

    Broadband-transparent polysulfide-based copolymers
    6.
    发明授权
    Broadband-transparent polysulfide-based copolymers 有权

    公开(公告)号：US11421082B2

    公开(公告)日：2022-08-23

    申请号：US16717466

    申请日：2019-12-17

    Applicant: HRL Laboratories, LLC

    Inventor： Andrew P. Nowak ,  Ashley M. Dustin ,  April R. Rodriguez ,  Kevin Drummey

    IPC: C08G75/16

    Abstract: Some variations provide a polysulfide-based copolymer containing first repeat units comprising S8-derived sulfur atoms bonded via sulfur-sulfur bonds; and second repeat units comprising an organic, non-aromatic thiol molecule. Other variations provide a polysulfide-based copolymer containing first repeat units comprising S8-derived sulfur atoms bonded via sulfur-sulfur bonds; and second repeat units comprising an organic, non-aromatic unsaturated molecule, wherein the polysulfide-based copolymer has a total sulfur concentration of about 10 wt % or greater. Other variations provide a polysulfide-based copolymer containing first repeat units comprising S8-derived sulfur atoms bonded via sulfur-sulfur bonds; second repeat units comprising an organic, non-aromatic thiol molecule; and third repeat units comprising an organic, non-aromatic unsaturated molecule. Other variations provide a polysulfide-based copolymer containing first repeat units comprising S8-derived sulfur atoms bonded via sulfur-sulfur bonds; and second repeat units comprising an organic, non-aromatic thioether molecule. The disclosed polysulfide-based copolymers provide broadband transparency, fracture toughness, fluid resistance, and low cost.

    Formulations for 3D printing of isocyanate-modified polysilazanes or polycarbosilanes
    8.
    发明授权
    Formulations for 3D printing of isocyanate-modified polysilazanes or polycarbosilanes 有权

    公开(公告)号：US10851211B1

    公开(公告)日：2020-12-01

    申请号：US16029525

    申请日：2018-07-06

    Applicant: HRL Laboratories, LLC

    Inventor： Zak C. Eckel ,  Ashley M. Dustin ,  April R. Rodriguez ,  Phuong Bui

    IPC: C08G77/62 ,  C04B35/571 ,  B33Y70/00 ,  B28B1/00 ,  B33Y10/00

    Abstract: Some variations provide a preceramic resin precursor formulation comprising: first molecules comprising at least one Si—N bond and/or at least one Si—C bond; and second molecules of the formula R4—N═C═O or R4—N═C═S, wherein R4 is a UV-active functional group. In some embodiments, R4 is selected from acrylate, methacrylate, vinyl ether, epoxide, oxetane, thiol, or a combination thereof. The first and second molecules are reacted with an isocyanate or isothiocyanate to form third molecules, providing a preceramic radiation-curable resin composition. The resin composition contains at least one Si—N bond and/or at least one Si—C bond in the main chain of the third molecules. Side chains of the third molecules may be selected from hydrogen, unsubstituted or substituted hydrocarbon groups, halides, esters, amines, hydroxyl, or cyano. The resin composition may be 3D printed and thermally treated to generate a ceramic material.

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