Patents by Inventor Thomas P. Klun

Thomas P. Klun 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: 11447657
    Abstract: A curable composition comprises: a) 91 to 98.2 weight percent of: (i) at least one polymerizable compound containing at least one carbamylene group; or (ii) at least one polyurethane precursor system; and b) 0.2 to 9 weight percent of alpha alumina particles having a particle size distribution with a Dv50 of from 0.1 to 1 micron, wherein the weight percentages of a) and b) are based upon the total amount of a) and b). Cured compositions and their use in thermoforming are also disclosed.
    Type: Grant
    Filed: December 6, 2018
    Date of Patent: September 20, 2022
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Chunjie Zhang, Richard J. Pokorny, Benjamin R. Coonce, Benjamin G. Sonnek, Gregg A. Ambur, Jung-Sheng Wu
  • Publication number: 20220290022
    Abstract: Optical devices comprising at least one optical layer and at least one antistatic layer disposed on at least one surface of the optical layer wherein the antistatic layer comprises the reaction product of: (a) at least one polymerizable onium salt; and (b) at least one polymerizable, non-onium, silicone or perfluoropolyether moiety-containing monomer, oligomer, or polymer.
    Type: Application
    Filed: May 31, 2022
    Publication date: September 15, 2022
    Inventors: Bryan V. Hunt, Brandt K. Carter, Maureen C. Nelson, Thomas P. Klun, Jason S. Petaja, Yizhong Wang, Joel D. Oxman
  • Publication number: 20220271261
    Abstract: The present disclosure provides an article including a layer having a nanostructured first surface including nanofeatures and an opposing second surface, and an organic layer including a major surface attached to a portion of the nanofeatures. The nanostructured first surface includes protruding features that are formed of a single composition and/or recessed features. The nanofeatures and the major surface of the second layer together define at least one void. The present disclosure also provides a method of making the article including contacting nanofeatures of a layer having a nanostructured surface with a major surface of an organic layer and reacting at least one material to secure the two layers together. In addition, the present disclosure provides an optical information display and an OLED device including the article. The nanostructured surface of the article is protected from damage and contamination by the organic layer.
    Type: Application
    Filed: September 16, 2020
    Publication date: August 25, 2022
    Inventors: Jeffrey L. Solomon, Henrik B. van Lengerich, Bryan V. Hunt, Tabitha A. Silliman, William Blake Kolb, Nicholas C. Erickson, Stephen M. Menke, Derek W. Patzman, Justin P. Meyer, Bert T. Chien, Thomas E. Muehle, Thomas P. Klun
  • Publication number: 20220242991
    Abstract: Polymerizable compositions suitable for use for 3D printed (e.g. orthodontic) articles, especially orthodontic alignment trays, are described. The polymerizable composition comprises a) 30-70 parts by weight of (meth)acrylate monomer(s); and b) urethane (meth)acrylate polymer; wherein the reaction product comprises at least 1 wt. % polymerized units of a multifunctional compound comprising pendent cyclic moieties. The orthodontic article comprises the reaction product of a polymerizable composition as described herein. The urethane (meth)acrylate polymer typically comprises polymerized units of a multifunctional compound comprising pendent cyclic moieties and/or at least one (meth)acrylate monomer comprises polymerized units of a multifunctional compound comprising pendent cyclic moieties. Also described are methods of making an article, non-transitory machine-readable medium comprising data representing a three-dimensional model of an article, and systems.
    Type: Application
    Filed: May 19, 2020
    Publication date: August 4, 2022
    Inventors: Thomas P. Klun, Chad M. Amb, Richard J. Pokorny, Saswata Chakraborty, Benjamin C. Mac Murray, Tianyu Wu, Ahmed S. Abuelyaman, Yongshang Lu, Daniel J. Skamser, Karl J.L. Geisler, John M. Riedesel
  • Publication number: 20220177303
    Abstract: A nanostructured article includes a substrate; a plurality of first nanostructures disposed on, and extending away from, the substrate; and a covalently crosslinked fluorinated polymeric layer disposed on the plurality of first nanostructures. The plurality of first nanostructures includes polyurethane. The polymeric layer at least partially fills spaces between the first nanostructures to an average minimum height above the substrate of at least 30 nm such that the polymeric layer has a nanostructured surface defined by, and facing away from, the plurality of first nanostructures.
    Type: Application
    Filed: May 3, 2020
    Publication date: June 9, 2022
    Inventors: David S. Thompson, Chad M. Amb, Moses M. David, Richard J. Pokorny, Thomas P. Klun, Jonah Shaver, Joan M. Noyola, Hannah E. Walsh, Jon P. Nietfeld, John A. Wheatley, Joseph D. Rule, Ryan M. Braun, Michael A. Johnson
  • Publication number: 20220169884
    Abstract: A curable composition comprising components: a) alpha-alumina particles; b) 4-(2-(acryloyloxy)ethoxy)-4-oxobutanoic acid; c) at least one free-radically polymerizable compound different from component b); and d) optionally an effective amount of free-radical initiator. An at least partially cured reaction product of components comprising components a) to d), and an abrasion-resistant article including the same are also disclosed.
    Type: Application
    Filed: April 8, 2020
    Publication date: June 2, 2022
    Inventors: Chunjie Zhang, Jung-Sheng Wu, Thomas P. Klun, Richard J. Pokorny, Benjamin R. Coonce
  • Publication number: 20220169888
    Abstract: A curable composition comprises at least one polymerizable compound and alpha-alumina particles. The alpha-alumina particles, taken as a whole, have a DV50 of less than 100 nanometers. The corresponding cured composition, and an abrasion-resistant article comprising an abrasion-resistant layer comprising the reaction product disposed on a substrate are also disclosed. A method that includes thermoforming the abrasion-resistant article is also disclosed.
    Type: Application
    Filed: April 8, 2020
    Publication date: June 2, 2022
    Inventors: Chunjie Zhang, Jung-Sheng Wu, Thomas P. Klun, Richard J. Pokorny, Benjamin R. Coonce, Gregg A. Ambur
  • Publication number: 20220056258
    Abstract: In one embodiment, an orthodontic article is described comprising the reaction product of a polymerizable composition comprising: a) 30-70 parts by weight of monofunctional (meth)acrylate monomer, wherein a cured homopolymer of at least one monofunctional (meth)acrylate monomer has a Tg of at least 30, 35, 40, 45, 50, 55, or 60° C.; and b) urethane (meth)acrylate polymer comprising polymerized units of an aliphatic polyester diol. Also described are polymerizable compositions, as well as methods and systems for making an article utilizing 3D printing.
    Type: Application
    Filed: October 31, 2019
    Publication date: February 24, 2022
    Inventors: Thomas P. Klun, Richard J. Pokorny, Chad M. Amb, Benjamin R. Coonce, Tianyu Wu, Saswata Chakraborty, Yongshang Lu, Benjamin C. Mac Murray, Robert S. Clough, Ahmed S. Abuelyaman, John M. Riedesel
  • Publication number: 20220023007
    Abstract: The present disclosure provides a method of making an orthodontic article. The method includes (a) providing a photopolymerizable composition; (b) selectively curing the photopolymerizable composition using actinic radiation to form an article in the shape of an orthodontic article including a number of layers of at least one photopolymerized polymer; and (c) moving the article and thereby generating a mass inertial force in the uncured photopolymerizable composition. The article has a first surface, and no more than 75% of the first surface has a slope magnitude greater than 2.5 degrees. Orthodontic articles are also provided, including an orthodontic article that is prepared according to the method. Orthodontic articles having low extractable component content are further provided. The mass inertial force tends to form a coating layer of uncured photopolymerizable composition on the article, and curing the coating layer can form a surface having low slope magnitude.
    Type: Application
    Filed: January 21, 2020
    Publication date: January 27, 2022
    Inventors: Saswata Chakraborty, Benjamin C. Mac Murray, James D. Hansen, Karl J.L. Geisler, Thomas P. Klun, Daniel J. Skamser, John M. Riedesel, Steven H. Kong, Anja Friedrich
  • Patent number: 11225535
    Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes a) 40-60 parts by weight of a monofunctional (meth)acrylate monomer, per 100 parts of the total photopolymerizable composition; b) a photoinitiator; and c) a polymerization reaction product of components. A cured homopolymer of the monofunctional (meth)acrylate monomer has a glass transition temperature of 125 degrees Celsius or greater. The polymerization reaction product of components includes i) a diisocyanate; ii) a hydroxy functional methacrylate; iii) a polycarbonate diol; and iv) a catalyst. The polymerization reaction product includes a polyurethane methacrylate polymer.
    Type: Grant
    Filed: May 21, 2019
    Date of Patent: January 18, 2022
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Zeba Parkar, John M. Riedesel, Richard J. Pokorny, Chad M. Amb, Benjamin R. Coonce, Robert S. Clough, Tianyu Wu, Saswata Chakraborty, Yongshang Lu, Benjamin C. MacMurray, Ian Dailey, David B. Olson
  • Patent number: 11208576
    Abstract: The present invention is an optically clear, curable adhesive including a polyvinylbutyral, a polyurethane (meth)acrylate, and a photoinitiator. The polyvinylbutyral has a dynamic viscosity of between about 9 and about 13 mPa·s and a polyvinyl alcohol weight percent of less than about 18%. The polyurethane (meth)acrylate includes the reaction product of a diol, at least one diisocyanate, and a hydroxyfunctional (meth)acrylate or an isocyanatofunctional (meth)acrylate. When the optically clear, curable adhesive is placed between two transparent substrates and made into a laminate, the laminate has a haze of less than about 6%, a transmission of greater than about 88% and an optical clarity of greater than about 98% when cured. The optically clear, curable adhesive also has a peel adhesion of at least about 100 g/cm based on ASTM 3330 when cured.
    Type: Grant
    Filed: February 27, 2018
    Date of Patent: December 28, 2021
    Assignee: 3M Innovative Properties Company
    Inventors: Lan Hong Liu, Jianhui Xia, Thomas P. Klun, David A. Kowitz, Audrey A. Sherman
  • Publication number: 20210386522
    Abstract: An orthodontic article is described comprising a cured composition comprising the reaction product of free-radically polymerizable resin comprising at least one monomer, oligomer and/or polymer, comprising at least two (meth)acryl moieties; a monofunctional reactive diluent; and a polymer or macromolecule comprising a free-radical photoinitiator group. The polymer or macromolecule has a molecular weight of at least 500 g/mole. In one embodiment, the cured composition comprises a first and second photoinitiator wherein at least one is a polymer or macromolecule. Also described are photopolymerizable compositions and methods.
    Type: Application
    Filed: November 20, 2018
    Publication date: December 16, 2021
    Inventors: Saswata Chakraborty, Benjamin C. Mac Murray, Eric W. Nelson, Thomas P. Klun, Wayne S. Mahoney, Chad M. Amb, George W. Griesgraber, Dana R. Reed, Ahmed S. Abuelyaman, Robert S. Clough, James D. Hansen, Daniel J. Skamser, Ian Dailey, John M. Riedesel
  • Patent number: 11192989
    Abstract: Compositions of matter described as urea (multi)-urethane (meth)acrylate-silanes having the general formula RA—NH—C(O)—N(R4)—R11—[O—C(O)NH—RS]n, or RS—NH—C(O)—N(R4)—R11—[O—C(O)NH—RA]n. Also described are articles including a substrate, a base (co)polymer layer on a major surface of the substrate, an oxide layer on the base (co)polymer layer; and a protective (co)polymer layer on the oxide layer, the protective (co)polymer layer including the reaction product of at least one urea (multi)-urethane (meth)acrylate-silane precursor compound. The substrate may be a (co)polymer film or an electronic device such as an organic light emitting device, electrophoretic light emitting device, liquid crystal display, thin film transistor, or combination thereof. Methods of making such urea (multi)-urethane (meth)acrylate-silane precursor compounds, and their use in composite films and electronic devices are also described.
    Type: Grant
    Filed: December 6, 2019
    Date of Patent: December 7, 2021
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Thomas P. Klun, Alan K. Nachtigal, Joseph C. Spagnola, Mark A. Roehrig, Jennifer K. Schnobrich, Guy D. Joly, Christopher S. Lyons
  • Publication number: 20210364682
    Abstract: An optical assembly including an optical element insert molded directly onto an optical stack is provided. The optical stack includes an optical film and may include a liner with the optical film being disposed between the optical element and the liner. The liner, if included, is removable from the optical film without substantial damage to the optical film. An outermost layer of the optical film may be diffusion bonded to a major surface of the optical element. The optical film includes a protective coating having an average thickness of no more than 30 micrometers. The protective coating includes an at least partially cured composition. The composition includes 70 to 96 weight percent of urethane (meth)acrylate compound having an average (meth)acrylate functionality of 2 to 9.5, and 2 to 20 weight percent of (meth)acrylate monomer having a (meth)acrylate functionality of 1 to 2.
    Type: Application
    Filed: June 7, 2019
    Publication date: November 25, 2021
    Inventors: Gregg A. Ambur, Benjamin G. Sonnek, Jo A. Etter, Timothy L. Wong, Thomas P. Klun, Richard J. Pokorny, Benjamin R. Coonce, Douglas S. Dunn, Henry A. Kostalik, IV, Christopher S. DeGraw, John R. Jacobson, Chunjie Zhang, Jung-Sheng Wu
  • Publication number: 20210361389
    Abstract: The present disclosure provides methods of making a hydrated orthodontic article is provided. One method includes a) providing a photopolymerizable composition; b) selectively curing the photopolymerizable composition using actinic radiation to form an article in the shape of an orthodontic article having a plurality of layers of at least one photopolymerized polymer; and c) exposing the article to water by submersion in water, thereby hydrating the article. A sheet of the at least one photopolymerized polymer has a bending modulus when hydrated of 100 MPa or greater and 2200 MPa or less. Another method includes exposing the orthodontic article to water vapor and hermetically sealing the hydrated orthodontic article in a container. Hydrated orthodontic articles are also provided, including an orthodontic article that is prepared according to one of the methods.
    Type: Application
    Filed: June 25, 2019
    Publication date: November 25, 2021
    Inventors: Benjamin C. Mac Murray, Saswata Chakraborty, John M. Riedesel, Thomas P. Klun, Chad M. Amb, Karl J.L. Geisler, Zeba Parkar, Adrian S. Eckert, Mark T. Gibson, Tianyu Wu
  • Patent number: 11174361
    Abstract: Compositions of matter described as urea (multi)-urethane (meth)acrylate-silanes having the general formula RA—NH—C(O)—N(R4)—R11—[O—C(O)NH—RS]n, or RS—NH—C(O)—N(R4)—R11—[O—C(O)NH—RA]n. Also described are articles including a substrate, a base (co)polymer layer on a major surface of the substrate, an oxide layer on the base (co)polymer layer; and a protective (co)polymer layer on the oxide layer, the protective (co)polymer layer including the reaction product of at least one urea (multi)-urethane (meth)acrylate-silane precursor compound. The substrate may be a (co)polymer film or an electronic device such as an organic light emitting device, electrophoretic light emitting device, liquid crystal display, thin film transistor, or combination thereof. Methods of making such urea (multi)-urethane (meth)acrylate-silane precursor compounds, and their use in composite films and electronic devices are also described.
    Type: Grant
    Filed: December 5, 2019
    Date of Patent: November 16, 2021
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Thomas P. Klun, Alan K. Nachtigal, Joseph C. Spagnola, Mark A. Roehrig, Jennifer K. Schnobrich, Guy D. Joly, Christopher S. Lyons
  • Publication number: 20210301042
    Abstract: The present disclosure provides a photopolymerizable composition. The photopolymerizable composition includes a) 40-60 parts by weight of a monofunctional (meth)acrylate monomer, per 100 parts of the total photopolymerizable composition; b) a photoinitiator; and c) a polymerization reaction product of components. A cured homopolymer of the monofunctional (meth)acrylate monomer has a glass transition temperature of 125 degrees Celsius or greater. The polymerization reaction product of components includes i) a diisocyanate; ii) a hydroxy functional methacrylate; iii) a polycarbonate diol; and iv) a catalyst. The polymerization reaction product includes a polyurethane methacrylate polymer.
    Type: Application
    Filed: June 10, 2021
    Publication date: September 30, 2021
    Inventors: Thomas P. Klun, Zeba Parkar, John M. Riedesel, Richard J. Pokorny, Chad M. Amb, Benjamin R. Coonce, Robert S. Clough, Tianyu Wu, Saswata Chakraborty, Yongshang Lu, Benjamin C. Mac Murray
  • Publication number: 20210277274
    Abstract: A vehicle sensor system is described comprising an exterior surface; and a repellent composition disposed on the exterior surface, wherein the repellent composition exhibits an increase in haze according to the Dirty Water Spray Test of less than 5, 4, 3, or 2%. In typical embodiments, the repellent composition exhibits an advancing water contact angle from 90° to 125°. In some embodiments, the sensor system comprises a camera, a laser, a LIDAR sensor, a sonar sensor, or a radar sensor. The exterior surface is typically a windshield surface, a protective housing, or a lens surface. In some favored embodiments, the repellent composition exhibits a roll-off angle of no greater than 25, 20, 15, 10 or 5 degrees.
    Type: Application
    Filed: July 10, 2019
    Publication date: September 9, 2021
    Inventors: Chad M. Amb, Richard J. Pokorny, Thomas P. Klun, Nicholas L. Untiedt, Moses M. David, Jon P. Nietfeld, Joan M. Noyola, Jonah Shaver, Kristy A. Gillette, Patricia M. Savu
  • Patent number: 11111392
    Abstract: An optical device having a first optical member, a second optical member, and an antistatic layer disposed between the first optical member and the second optical member wherein the antistatic layer contains the reaction product of a mixture comprising at least one polymerizable onium salt having an anion and at least one non-onium polymerizable monomer, oligomer, or polymer.
    Type: Grant
    Filed: October 9, 2017
    Date of Patent: September 7, 2021
    Assignee: 3M Innovative Properties Company
    Inventors: Thomas P. Klun, Brandt K. Carter, Michael K. Gerlach, Mahfuza B. Ali, Mark J. Pellerite, Thomas M. Snyder, William M. Lamanna
  • Publication number: 20210268782
    Abstract: A composite article includes a multilayer barrier assembly bonded to a substrate, and a top polymer layer bonded to the multilayer barrier assembly opposite the substrate. The multilayer barrier assembly comprises a base polymer layer and a base inorganic barrier layer. The base polymer layer comprises a polymerized reaction product of polymerizable components comprising at least one di(meth)acrylate represented by the formula Each R1 independently represents H or methyl; each R2 independently represents an alkyl group having from 1 to 4 carbon atoms; x=0, 1, 2, 3, or 4; and z=0, 1, 2, 3, or 4, with the provisos that at least one of x and z is not zero and 1?x+z?4. Methods of making the same are also disclosed.
    Type: Application
    Filed: April 16, 2021
    Publication date: September 2, 2021
    Inventors: Robert S. Clough, Joseph C. Spagnola, Christopher S. Lyons, Mark D. Weigel, Thomas P. Klun