Patents by Inventor Douglas A. Loy

Douglas A. Loy 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: 11389386
    Abstract: Bridged polysilsesquioxane based sunscreens prepared as nanoparticles via oil/water microemulsion polymerization, sol-gel polymerizations, or a modified Stober process. Minimized leaching and decreased levels of photo-degradation were achieved with covalent incorporation, with bridged incorporation necessary to ensure isolation of the sunscreen and any photo-products from skin. SPF values of were found to be comparable to existing commercial sunscreens. Furthermore the bridged polysilsesquioxane based sunscreens can be classified as broad-spectrum, and rate from moderate to superior in terms of UVA protective ability.
    Type: Grant
    Filed: January 30, 2017
    Date of Patent: July 19, 2022
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Stephanie H. Tolbert
  • Patent number: 11352475
    Abstract: Organosilicon polymer foams are synthesized using a Carboni-Lindsey reaction of a tetrazine with a siloxane polymer having at least one of alkenyl or alkynyl functional groups. Optionally, the reaction may also comprise a second polymer having at least one of alkenyl or alkynyl functional groups. The organosilicon polymer foams may be crosslinked thermoset foams. The foams may be flexible or rubbery.
    Type: Grant
    Filed: June 29, 2017
    Date of Patent: June 7, 2022
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Robb E. Bagge
  • Patent number: 11325925
    Abstract: Herein polymers and particles which comprise a plurality of dihydropyridazine or hydropyridazine functional groups are described. Methods for their formation and specific monomers which may be used in their formation are also described. The polymers and particles are UV absorbing, hydrogen-donor antioxidant materials which signal a depletion of antioxidant ability by a decrease in visible fluorescence. These polymers and particles may be used as UV protectants for a variety of materials and substrates and may even be used in a topically applied formulation for human skin.
    Type: Grant
    Filed: September 4, 2018
    Date of Patent: May 10, 2022
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Robb E. Bagge, Wenmo Sun, Nanayakkarawasan Pallage Ravindu Nanayakkara
  • Publication number: 20200407528
    Abstract: Organosilicon polymer foams are synthesized using a Carboni-Lindsey reaction of a tetrazine with a siloxane polymer having at least one of alkenyl or alkynyl functional groups. Optionally, the reaction may also comprise a second polymer having at least one of alkenyl or alkynyl functional groups. The organosilicon polymer foams may be crosslinked thermoset foams. The foams may be flexible or rubbery.
    Type: Application
    Filed: June 29, 2017
    Publication date: December 31, 2020
    Inventors: Douglas A. Loy, Robb E. Bagge
  • Patent number: 10851192
    Abstract: Dihydropyridazines compounds having antioxidant properties and uses thereof are described herein. These compounds can function as antioxidants that prevent oxidation of materials, including polymers, and as free radical inhibitors to stabilize reactive chemicals, such as monomers against free radical reactions. The dihydropyridazines can be added as small molecule additives or they can be incorporated into molecules bearing dienophilic C?C double bonds through a Carboni Lindsey reaction, which can reduce environmental and health exposure to antioxidants in plastics and allow for a greater quantity of the antioxidants to be used.
    Type: Grant
    Filed: May 2, 2018
    Date of Patent: December 1, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Robb E. Bagge
  • Publication number: 20200270281
    Abstract: Herein polymers and particles which comprise a plurality of dihydropyridazine or hydropyridazine functional groups are described. Methods for their formation and specific monomers which may be used in their formation are also described. The polymers and particles are UV absorbing, hydrogen-donor antioxidant materials which signal a depletion of antioxidant ability by a decrease in visible fluorescence. These polymers and particles may be used as UV protectants for a variety of materials and substrates and may even be used in a topically applied formulation for human skin.
    Type: Application
    Filed: September 4, 2018
    Publication date: August 27, 2020
    Inventors: Douglas A. Loy, Robb E. Bagge, Wenmo Sun, Nanayakkarawasan Nanayakkara
  • Patent number: 10731018
    Abstract: Antioxidant polymer foams and uses thereof are described herein. These foams are synthesized using a Carboni-Lindsey reaction of 1,2,4,5-tetrazine with a polymer having alkenyl functional groups. The foams feature dihydropyridazine functional groups which can be oxidized to consume surrounding reactive oxidizing chemicals and are consequently antioxidant.
    Type: Grant
    Filed: June 12, 2018
    Date of Patent: August 4, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Robb E. Bagge, Wenmo Sun
  • Patent number: 10723921
    Abstract: Coumarin modification of epoxies provide for epoxy adhesives that fluoresce under short wave ultraviolet irradiation while remaining invisible under normal light. Furthermore, these modified epoxy adhesives can have increased adhesive bond strengths. In addition, photochemical curing of an epoxy modified coumarin and a hardening agent with UV irradiation at certain wavelengths affords an epoxy adhesive composition. Further UV irradiation of the composition at certain wavelengths causes photoscission, which breaks the crosslinks that make the cured epoxy adhesive insoluble and intractable.
    Type: Grant
    Filed: January 27, 2017
    Date of Patent: July 28, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Pamela B. Vandiver, Nancy N. Odegaard, Kevin M. Frederick, Peter McFadden
  • Patent number: 10647810
    Abstract: Thermally reworkable epoxy resins prepared through a Diels-Alder reaction are described herein. A maleimide component is reacted with an electron donating component having a furan ring attached to an epoxy ether to produce the epoxy resins. The epoxy component generated by this method can be cured with different diamines lo form a robust network of epoxy material. The robust epoxy material is used as a reversible thermoset and as an adhesive. The robust epoxy network is heated at 90° C. temperature in a retro Diels-Alder fashion to produce colorless starting materials of the maleimide component and the furan component.
    Type: Grant
    Filed: August 9, 2016
    Date of Patent: May 12, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Peter McFadden, Robb E. Bagge
  • Patent number: 10633517
    Abstract: Hydrotetrazine compounds having antioxidant properties and uses thereof are described herein. These compounds may be dihydrotetrazines, tetrahydrotetrazines, or hexahydrotetrazines that can be utilized as antioxidants for use in thermoplastics, thermosets and elastomers; free radical inhibitors to stabilize reactive chemicals, such as monomers against free radical polymerizations; and as anticorrosion agents in coatings to protect against metal oxidation. The hydrogenated tetrazines can donate hydrogen atom equivalents to terminate radical chain reactions. These compounds can change colors to signal when oxidation has occurred, and can be further recycled by reduction reactions.
    Type: Grant
    Filed: March 9, 2018
    Date of Patent: April 28, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Robb E. Bagge, Wenmo Sun
  • Patent number: 10619023
    Abstract: A method of making a solid composition by reacting a tetrazine component and a polymer component through an inverse electron demand Diels-Alder reaction (IEDDA). The solid composition formed by the Diels-Alder reaction is in the form of either a foam or a powder depending on the functional groups of the tetrazine component. The polymer component can be various substituted polybutadienes, mixtures of stereoisomeric polydienes, and polybutadiene copolymers. The gas produced during the reaction is nitrogen, hence, the solid composition can be considered a greener material than polyurethanes, which involves carbon monoxide release during the course of the reaction. The aromatized polymer can act as a built in anti-oxidant with up to two hydrogen atom equivalents per dihydropyridazine group. The polymers of dihydropyridazines are converted to polymeric pyridazine groups by aromatization and the aromatic polymer becomes more stable.
    Type: Grant
    Filed: August 9, 2016
    Date of Patent: April 14, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA
    Inventors: Douglas A. Loy, Robb E. Bagge
  • Publication number: 20190298643
    Abstract: Polymeric sunscreen particles are prepared from organic monomers such as aldehydes, phenols, amines and carboxylic acids. Polymerization methods include, oxidative polymerization, micro-emulsion polymerization and nucleation-directed polymerization. The particles have the ability to absorb both UVA and UVB radiation. The sunscreens prepared in the present invention are inexpensive and non-toxic and may be prepared from bio-based materials.
    Type: Application
    Filed: July 11, 2017
    Publication date: October 3, 2019
    Inventors: Douglas A. Loy, Nanayakkarawasan Pallage Ravindu Nanayakkara, Robb E. Bagge
  • Publication number: 20190038537
    Abstract: Bridged polysilsesquioxane based sunscreens prepared as nanoparticles via sunscreen oil/water microemulsion polymerization, sol-gel polymerizations, or a modified Stöber process. Minimized leaching and decreased levels of photo-degradation were achieved with covalent incorporation, with bridged incorporation necessary to ensure isolation of the sunscreen and any photo-products from skin. SPF values of were found to be comparable to existing commercial sunscreens. Furthermore the bridged poly-silsesquioxane based sunscreens can be classified as broad-spectrum, and rate from moderate to superior in terms of UVA protective ability.
    Type: Application
    Filed: January 30, 2017
    Publication date: February 7, 2019
    Inventors: Douglas A. Loy, Stephanie H. Tolbert
  • Publication number: 20190040287
    Abstract: Coumarin modification of epoxies provide for epoxy adhesives that fluoresce under short wave ultraviolet irradiation while remaining invisible under normal light. Furthermore, these modified epoxy adhesives can have increased adhesive bond strengths. In addition, photochemical curing of an epoxy modified coumarin and a hardening agent with UV irradiation at certain wavelengths affords an epoxy adhesive composition. Further UV irradiation of the composition at certain wavelengths causes photoscission, which breaks the crosslinks that make the cured epoxy adhesive insoluble and intractable.
    Type: Application
    Filed: January 27, 2017
    Publication date: February 7, 2019
    Inventors: Douglas A. Loy, Pamela B. Vandiver, Nancy N. Odegaard, Kevin M. Frederick, Peter McFadden
  • Publication number: 20180333347
    Abstract: UV absorbing monomers having one or more alkoxysilyl functional groups are produced through epoxide reaction chemistry. Sol-gel or emulsion polymerization of said UV absorbing monomers by themselves, or with alkoxysilane comonomers, affords nanoparticle sunscreens with reduced chemical exposure and improved photostability. Minimized leaching and decreased levels of photo-degradation were achieved with covalent incorporation to ensure isolation of the sunscreen chromophores and any photo-products from the skin.
    Type: Application
    Filed: May 15, 2018
    Publication date: November 22, 2018
    Inventors: Douglas A. Loy, Peter McFadden
  • Publication number: 20180291170
    Abstract: Antioxidant polymer foams and uses thereof are described herein. These foams are synthesized using a Carboni-Lindsey reaction of 1,2,4,5-tetrazine with a polymer having alkenyl functional groups. The foams feature dihydropyridazine functional groups which can be oxidized to consume surrounding reactive oxidizing chemicals and are consequently antioxidant.
    Type: Application
    Filed: June 12, 2018
    Publication date: October 11, 2018
    Inventors: Douglas A. Loy, Robb E. Bagge, Wenmo Sun
  • Publication number: 20180258256
    Abstract: Hydrotetrazine compounds having antioxidant properties and uses thereof are described herein. These compounds may be dihydrotetrazines, tetrahydrotetrazines, or hexahydrotetrazines that can be utilized as antioxidants for use in thermoplastics, thermosets and elastomers; free radical inhibitors to stabilize reactive chemicals, such as monomers against free radical polymerizations; and as anticorrosion agents in coatings to protect against metal oxidation. The hydrogenated tetrazines can donate hydrogen atom equivalents to terminate radical chain reactions. These compounds can change colors to signal when oxidation has occurred, and can be further recycled by reduction reactions.
    Type: Application
    Filed: March 9, 2018
    Publication date: September 13, 2018
    Inventors: Douglas A. Loy, Robb E. Bagge, Wenmo Sun
  • Publication number: 20180244820
    Abstract: Dihydropyridazines compounds having antioxidant properties and uses thereof are described herein. These compounds can function as antioxidants that prevent oxidation of materials, including polymers, and as free radical inhibitors to stabilize reactive chemicals, such as monomers against free radical reactions. The dihydropyridazines can be added as small molecule additives or they can be incorporated into molecules bearing dienophilic C?C double bonds through a Carboni Lindsey reaction, which can reduce environmental and health exposure to antioxidants in plastics and allow for a greater quantity of the antioxidants to be used.
    Type: Application
    Filed: May 2, 2018
    Publication date: August 30, 2018
    Inventors: Douglas A. Loy, Robb E. Bagge
  • Publication number: 20180237580
    Abstract: Thermally reworkable epoxy resins prepared through a Diels-Alder reaction are described herein. A maleimide component is reacted with an electron donating component having a furan ring attached to an epoxy ether to produce the epoxy resins. The epoxy component generated by this method can be cured with different diamines lo form a robust network of epoxy material. The robust epoxy material is used as a reversible thermoset and as an adhesive. The robust epoxy network is heated at 90° C. temperature in a retro Diels-Alder fashion to produce colorless starting materials of the maleimide component and the furan component.
    Type: Application
    Filed: August 9, 2016
    Publication date: August 23, 2018
    Inventors: Douglas A. Loy, Peter McFadden, Robb E. Bagge
  • Publication number: 20180230282
    Abstract: A method of making a solid composition by reacting a tetrazine component and a polymer component through an inverse electron demand Diels-Alder reaction (IEDDA). The solid composition formed by the Diels-Alder reaction is in the form of either a foam or a powder depending on the functional groups of the tetrazine component. The polymer component can be various substituted polybutadienes, mixtures of stereoisomeric polydienes, and polybutadiene copolymers. The gas produced during the reaction is nitrogen, hence, the solid composition can be considered a greener material than poiyurethanes, which involves carbon monoxide release during the course of the reaction. The aromatized polymer can act as a built in anti-oxidant with up to two hydrogen atom equivalents per dihydropyridazine group. The polymers of dihydropyridazines are converted to polymeric pyridazine groups by aromatization and the aromatic polymer becomes more stable.
    Type: Application
    Filed: August 9, 2016
    Publication date: August 16, 2018
    Inventors: Douglas A. Loy, Robb E. Bagge