Patents by Inventor Christopher J. Wohl

Christopher J. Wohl 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).

  • Patent number: 11820866
    Abstract: Described herein are copoly(carbonate urethanes) with tunable properties. The copoly(carbonate urethanes) are produced from the reaction between an aryl diamine and an oligomer. By varying the molecular weight of the oligomer, the mechanical and thermal properties of the copoly(carbonate urethanes) can be modified (i.e., tuned). The copoly(carbonate urethanes) can be used to produce filaments for 3D printing applications that could have tunable properties for a variety of applications.
    Type: Grant
    Filed: August 18, 2021
    Date of Patent: November 21, 2023
    Assignee: UNITED STATES OF AMERICA AS REPRESENTED BY THE ADMINISTRATOR OF NASA
    Inventors: Christopher J. Wohl, Bryce L. Horvath, Sidney Eichelberger, Nasef A. Junaid
  • Patent number: 11760738
    Abstract: Copoly(imide oxetane) materials are disclosed that can exhibit a low surface energy while possessing the mechanical, thermal, chemical and optical properties associated with polyimides. The copoly(imide oxetane)s are prepared using a minor amount of fluorinated oxetane-derived oligomer with sufficient fluorine-containing segments of the copoly(imide oxetane)s migrate to the exterior surface of the polymeric material to yield low surface energies. Thus the coatings and articles of manufacture made with the copoly(imide oxetane)s of this invention are characterized as having an anisotropic fluorine composition. The low surface energies can be achieved with very low content of fluorinated oxetane-derived oligomer. The copolymers of this invention can enhance the viability of polyimides for many applications and may be acceptable where homopolyimide materials have been unacceptable.
    Type: Grant
    Filed: September 28, 2021
    Date of Patent: September 19, 2023
    Assignee: United States of America as represented by the Adminstrator of NASA
    Inventors: Christopher J. Wohl, Jr., John W. Connell, Emilie J. Siochi, Joseph G. Smith, Jr.
  • Patent number: 11746183
    Abstract: In an illustrative example, one or more coating formulations may be used and may have characteristics useful in different situations. During evaluations, a plurality of coating formulations comprising epoxy resins and diamine hardeners were prepared and evaluated with regards to impact ice adhesion strength and durability. Alone, such coating formulations provided a significantly reduced impact ice adhesion strength as compared to uncoated aluminum and/or stainless steel surfaces. However, a durability of the coatings, when applied to aluminum or stainless steel surfaces, was insufficient to be considered for use on external aircraft surfaces. By including nano-sized and/or micro-sized particles as additives to the coating formulations, resulted in improved durability without significantly reducing ice adhesion performance of the resin base.
    Type: Grant
    Filed: September 11, 2019
    Date of Patent: September 5, 2023
    Assignee: United States of America as represented by the Administrator of NASA
    Inventors: Christopher J. Wohl, Joseph G. Smith, Jr., Devon Beck, Lilly Lynn Balderson, Yi Lin
  • Patent number: 11649337
    Abstract: A method of recycling a polymer structure includes converting a first polymer structure into feedstock. The first polymer structure comprises particles that are bonded to one another by chemical click bonds to form a first shape. The first polymer structure is converted into feedstock particles by breaking the click bonds. The feedstock particles are formed into a second shape, and the feedstock particles are chemically click-bonded together to form a second polymer structure having a second shape. Breaking the click bonds may include heating the particles. The structures may be formed by causing first particles having dienes to chemically bond to dienophiles of second particles.
    Type: Grant
    Filed: March 26, 2020
    Date of Patent: May 16, 2023
    Assignee: United States of America as represented by the Administrator of NASA
    Inventors: Christopher J Wohl, Samantha I Applin, Hannes Schniepp, Bryce L Horvath
  • Publication number: 20220056211
    Abstract: Described herein are copoly(carbonate urethanes) with tunable properties. The copoly(carbonate urethanes) are produced from the reaction between an aryl diamine and an oligomer. By varying the molecular weight of the oligomer, the mechanical and thermal properties of the copoly(carbonate urethanes) can be modified (i.e., tuned). The copoly(carbonate urethanes) can be used to produce filaments for 3D printing applications that could have tunable properties for a variety of applications.
    Type: Application
    Filed: August 18, 2021
    Publication date: February 24, 2022
    Inventors: Christopher J. Wohl, Bryce L. Horvath, Sidney Eichelberger, Nasef A. Junaid
  • Publication number: 20220017479
    Abstract: Copoly(imide oxetane) materials are disclosed that can exhibit a low surface energy while possessing the mechanical, thermal, chemical and optical properties associated with polyimides. The copoly(imide oxetane)s are prepared using a minor amount of fluorinated oxetane-derived oligomer with sufficient fluorine-containing segments of the copoly(imide oxetane)s migrate to the exterior surface of the polymeric material to yield low surface energies. Thus the coatings and articles of manufacture made with the copoly(imide oxetane)s of this invention are characterized as having an anisotropic fluorine composition. The low surface energies can be achieved with very low content of fluorinated oxetane-derived oligomer. The copolymers of this invention can enhance the viability of polyimides for many applications and may be acceptable where homopolyimide materials have been unacceptable.
    Type: Application
    Filed: September 28, 2021
    Publication date: January 20, 2022
    Inventors: Christopher J. Wohl, JR., John W. Connell, Emilie J. Siochi, Joseph G. Smith, JR.
  • Patent number: 11149165
    Abstract: Embodiments provide ice adhesion mitigating surface coatings and methods for generating the same. Embodiments may provide anti-icing coating with at least one monomeric species exhibiting molecular flexibility. The molecular flexibility in the monomeric species may be imparted through an aliphatic or heteroaliphatic chain that may exist as a portion of the monomer backbone, as a pendant group, or as both the portion of the monomer backbone and the pendant group. In various embodiments epoxy coatings including an epoxy resin and an amine-terminated hardener may be generated. At least a portion of the amine-terminated hardener may include at least a monomeric species that exhibits molecular flexibility arising from an aliphatic chain or heteroaliphatic chain that may be within the polymer backbone and/or may persist as a pendant group.
    Type: Grant
    Filed: August 12, 2019
    Date of Patent: October 19, 2021
    Assignee: United States of America as represented by the Administrator of NASA
    Inventors: Christopher J. Wohl, Jr., Joseph G. Smith, Jr.
  • Patent number: 11130742
    Abstract: Copoly(imide oxetane) materials are disclosed that can exhibit a low surface energy while possessing the mechanical, thermal, chemical and optical properties associated with polyimides. The copoly(imide oxetane)s are prepared using a minor amount of fluorinated oxetane-derived oligomer with sufficient fluorine-containing segments of the copoly(imide oxetane)s migrate to the exterior surface of the polymeric material to yield low surface energies. Thus the coatings and articles of manufacture made with the copoly(imide oxetane)s of this invention are characterized as having an anisotropic fluorine composition. The low surface energies can be achieved with very low content of fluorinated oxetane-derived oligomer. The copolymers of this invention can enhance the viability of polyimides for many applications and may be acceptable where homopolyimide materials have been unacceptable.
    Type: Grant
    Filed: April 21, 2020
    Date of Patent: September 28, 2021
    Assignee: United States of America as represented by the Administrator of NASA
    Inventors: Christopher J. Wohl, Jr., John W. Connell, Emilie J. Siochi, Joseph G. Smith, Jr.
  • Publication number: 20210147693
    Abstract: Various embodiments provide ice mitigating surface coatings and methods for applying ice mitigating surface coatings. Various embodiment ice mitigating surface coatings may be formed by hydrolysis of one or more substituted n-alkyldimethylalkoxysilanes terminated with functionalities having the following characteristics with respect to water: 1) non-polar interactions; 2) hydrogen bonding through donor and acceptor interactions; or 3) hydrogen bonding through acceptor interactions only. The substituted n-alkyldimethylalkoxysilanes of the various embodiments may include methyl terminated species, hydroxyl terminated species, ethylene glycol terminated species, and methoxyethylene glycol terminated species. Various embodiment ice mitigating surface coatings may be applied to metal surfaces, such as aluminum surfaces. Various embodiment substituted n-alkyldimethylalkoxysilanes may have an aliphatic chain that is saturated and liner or branched or that is partially unsaturated and liner or branched.
    Type: Application
    Filed: January 26, 2021
    Publication date: May 20, 2021
    Inventors: Joseph G. Smith, JR., Christopher J. Wohl, JR.
  • Patent number: 10899045
    Abstract: A soft lithography template or stamp is made by casting a polydimethysiloxane (PDMS) or other suitable elastomeric precursor onto a master pattern. The master pattern may be formed utilizing known micro-fabrication techniques. The PDMS template includes an inverse copy of the micro-structures on the master pattern, and can be placed into a mold used to prepare a carbon-fiber reinforced polymer composite part or other polymer molding systems where a matrix material passes through a fluid state during the cure process. The liquid resin material flows into the structures on the surface of the PDMS template and hardens during the curing cycle. After the part is released from the mold, the PDMS template can be peeled from the surface of the part to reveal the free standing micro structures which are a replica of the master pattern.
    Type: Grant
    Filed: March 12, 2014
    Date of Patent: January 26, 2021
    Assignee: U.S.A. as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Frank L. Palmieri, Vincent B. Cruz, Christopher J. Wohl, Jr.
  • Patent number: 10899937
    Abstract: Various embodiments provide ice mitigating surface coatings and methods for applying ice mitigating surface coatings. Various embodiment ice mitigating surface coatings may be formed by hydrolysis of one or more substituted n-alkyldimethylalkoxysilanes terminated with functionalities having the following characteristics with respect to water: 1) non-polar interactions; 2) hydrogen bonding through donor and acceptor interactions; or 3) hydrogen bonding through acceptor interactions only. The substituted n-alkyldimethylalkoxysilanes of the various embodiments may include methyl terminated species, hydroxyl terminated species, ethylene glycol terminated species, and methoxyethylene glycol terminated species. Various embodiment ice mitigating surface coatings may be applied to metal surfaces, such as aluminum surfaces. Various embodiment substituted n-alkyldimethylalkoxysilanes may have an aliphatic chain that is saturated and liner or branched or that is partially unsaturated and liner or branched.
    Type: Grant
    Filed: December 21, 2015
    Date of Patent: January 26, 2021
    Assignee: U.S.A. as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: Joseph G. Smith, Jr., Christopher J. Wohl, Jr.
  • Patent number: 10808079
    Abstract: Various embodiments provide random copolyimides that may possess the mechanical, thermal, chemical and optical properties associated with polyimides yet achieve a low energy surface. In various embodiments, the copolyimides may be prepared using a minor amounts of a diamino terminated fluorinated alkyl ether oligomer and a diamino terminated siloxane oligomer. The various embodiments include processes for making the copolyimides containing fluorine and silicon surface modifying agents and anisotropic coatings and articles of manufacture from them. Thus the coatings and articles of manufacture made with the copolyimides of the various embodiments may be characterized as having an anisotropic fluorine and silicon composition and low surface energy.
    Type: Grant
    Filed: March 24, 2016
    Date of Patent: October 20, 2020
    Assignee: UNITED STATES OF AMERICA AS REPRESENTED BY THE ADMINISTRATOR OF NASA
    Inventors: John W. Connell, Christopher J. Wohl, Jr., Jereme R. Doss, Allison M. Crow, William T. Kim, Yi Lin
  • Publication number: 20200308365
    Abstract: A method of recycling a polymer structure includes converting a first polymer structure into feedstock. The first polymer structure comprises particles that are bonded to one another by chemical click bonds to form a first shape. The first polymer structure is converted into feedstock particles by breaking the click bonds. The feedstock particles are formed into a second shape, and the feedstock particles are chemically click-bonded together to form a second polymer structure having a second shape. Breaking the click bonds may include heating the particles. The structures may be formed by causing first particles having dienes to chemically bond to dienophiles of second particles.
    Type: Application
    Filed: March 26, 2020
    Publication date: October 1, 2020
    Inventors: Christopher J. Wohl, Samantha I. Applin, Hannes Schniepp, Bryce L. Horvath
  • Publication number: 20200247770
    Abstract: Copoly(imide oxetane) materials are disclosed that can exhibit a low surface energy while possessing the mechanical, thermal, chemical and optical properties associated with polyimides. The copoly(imide oxetane)s are prepared using a minor amount of fluorinated oxetane-derived oligomer with sufficient fluorine-containing segments of the copoly(imide oxetane)s migrate to the exterior surface of the polymeric material to yield low surface energies. Thus the coatings and articles of manufacture made with the copoly(imide oxetane)s of this invention are characterized as having an anisotropic fluorine composition. The low surface energies can be achieved with very low content of fluorinated oxetane-derived oligomer. The copolymers of this invention can enhance the viability of polyimides for many applications and may be acceptable where homopolyimide materials have been unacceptable.
    Type: Application
    Filed: April 21, 2020
    Publication date: August 6, 2020
    Inventors: Christopher J. Wohl, JR., John W. Connell, Emilie J. Siochi, Joseph G. Smith, JR.
  • Patent number: 10723912
    Abstract: Various embodiments provide epoxy modified fluorinated urethane compositions that may provide desirable bulk mechanical properties of conventional coatings, adhesives, or structural matrix resins, while simultaneously exhibiting surface properties that may reduce surface contamination. Various embodiments provide formulations comprising epoxy modified fluorinated alkyl ether including urethane oligomer or polymer resins that may possess the requisite thermal, mechanical, chemical, and optical properties while achieving a low surface energy. In various embodiments, such resins may be prepared from random urethane oligomer compositions including fluorinated alkyl ether segments, in which the oligomers may be terminated with amino groups and subsequently reacted with epoxy including monomers or oligomers.
    Type: Grant
    Filed: December 2, 2016
    Date of Patent: July 28, 2020
    Assignee: UNITED STATES OF AMERICA AS REPRESENTED BY THE ADMINISTRATOR OF NASA
    Inventors: Jereme R. Doss, John W. Connell, Christopher J. Wohl, Jr.
  • Patent number: 10669360
    Abstract: Various embodiments provide dye-doped polystyrene microspheres generated using dispersion polymerization. Polystyrene microspheres may be doped with fluorescent dyes, such as xanthene derivatives including Kiton Red 620 (KR620), using dispersion polymerization. Certain functionalities, such as sodium styrene sulfonate, may be used to shift the equilibrium distribution of dye molecules to favor incorporation of the dye into the particles. Polyelectrolyte materials, such as poly(diallyldimethyl ammnonium chloride), PolyDADMAC, may be used to electrostatically trap and bind dye molecules within the particles. A buffer may be used to stabilize the pH change of the solution during dye-doped polystyrene microsphere generation and the buffer may be selected depending on the pKa of the dye being incorporated. The various embodiments may provide dye-doped polystyrene microspheres, such as KR620-doped polystyrene microspheres that are non-toxic and non-carcinogenic.
    Type: Grant
    Filed: April 27, 2018
    Date of Patent: June 2, 2020
    Assignee: UNITED STATES OF AMERICA AS REPRESENTED BY THE ADMINISTRATOR OF NASA
    Inventors: Christopher J. Wohl, Jr., Pacita I. Tiemsin, Paul M. Danehy, Jason E. Danley
  • Patent number: 10626098
    Abstract: Copoly(imide oxetane) materials are disclosed that can exhibit a low surface energy while possessing the mechanical, thermal, chemical and optical properties associated with polyimides. The copoly(imide oxetane)s are prepared using a minor amount of fluorinated oxetane-derived oligomer with sufficient fluorine-containing segments of the copoly(imide oxetane)s migrate to the exterior surface of the polymeric material to yield low surface energies. Thus the coatings and articles of manufacture made with the copoly(imide oxetane)s of this invention are characterized as having an anisotropic fluorine composition. The low surface energies can be achieved with very low content of fluorinated oxetane-derived oligomer. The copolymers of this invention can enhance the viability of polyimides for many applications and may be acceptable where homopolyimide materials have been unacceptable.
    Type: Grant
    Filed: November 21, 2017
    Date of Patent: April 21, 2020
    Assignee: United States of America as represented by the Administrator of NASA
    Inventors: Christopher J. Wohl, Jr., John W. Connell, Emilie J. Siochi, Joseph G. Smith, Jr.
  • Publication number: 20200079897
    Abstract: In an illustrative example, one or more coating formulations may be used and may have characteristics useful in different situations. During evaluations, a plurality of coating formulations comprising epoxy resins and diamine hardeners were prepared and evaluated with regards to impact ice adhesion strength and durability. Alone, such coating formulations provided a significantly reduced impact ice adhesion strength as compared to uncoated aluminum and/or stainless steel surfaces. However, a durability of the coatings, when applied to aluminum or stainless steel surfaces, was insufficient to be considered for use on external aircraft surfaces. By including nano-sized and/or micro-sized particles as additives to the coating formulations, resulted in improved durability without significantly reducing ice adhesion performance of the resin base.
    Type: Application
    Filed: September 11, 2019
    Publication date: March 12, 2020
    Inventors: Christopher J. Wohl, Joseph G. Smith, JR., Devon Beck, Lilly Lynn Balderson, Yi Lin
  • Patent number: 10549516
    Abstract: A method for bonding composite substrates includes coupling a first co-cure prepreg layer having a first off-set amine to epoxide molar ratio onto a surface of a first composite substrate and coupling a second co-cure prepreg layer having a second off-set amine to epoxide molar ratio onto a surface of a second composite substrate. The first and second composite substrates are cured to the first and second co-cure prepreg layers, respectively, using a first cure cycle (including B-stage and cure temperatures) to form a first and a second co-cure prepreg layer portion. The method further includes coupling the first co-cure prepreg layer portion to the second co-cure prepreg layer portion and applying a second cure cycle to cure the first co-cure prepreg layer portion of the first composite substrate to the second co-cure prepreg layer portion of the second composite substrate to form a monolithic covalently bonded composite structure.
    Type: Grant
    Filed: September 8, 2017
    Date of Patent: February 4, 2020
    Assignee: UNITED STATES OF AMERICA AS REPRESENTED BY THE ADMINISTRATOR OF NASA
    Inventors: Frank L. Palmieri, John W. Connell, Christopher J. Wohl, Jr.
  • Patent number: 10501840
    Abstract: A method of forming a smooth aerodynamic surface that permits laminar flow of air over the smooth aerodynamic surface. Selected portions of a surface of a substrate material are ablated utilizing a laser to form a treated substrate surface having a predefined roughness. The treated substrate surface is coated to form a solid layer of material having a smooth aerodynamic surface that promotes laminar flow. The solid layer of material has a lower modulus of elasticity than the substrate material to provide durotaxis when an insect impacts the solid layer of epoxy material to thereby reduce adhesion of insect residue or other matter to the smooth aerodynamic surface.
    Type: Grant
    Filed: June 30, 2017
    Date of Patent: December 10, 2019
    Assignee: United States of America as represented by the Administer of NASA
    Inventors: Christopher J. Wohl, Jr., Frank L. Palmieri