Patents Examined by Michael L Leonard
  • Patent number: 11072713
    Abstract: Some variations provide an anti-fouling segmented copolymer composition comprising: (a) one or more first soft segments selected from fluoropolymers; (b) one or more second soft segments selected from polyesters or polyethers; (c) one or more isocyanate species possessing an isocyanate functionality of 2 or greater, or a reacted form thereof; (d) one or more polyol or polyamine chain extenders or crosslinkers, or a reacted form thereof; and (e) a fluid additive selectively disposed in the first soft segments or in the second soft segments. Other variations provide an anti-fouling segmented copolymer precursor composition comprising a fluid additive precursor selectively disposed in the first soft segments or in the second soft segments, wherein the fluid additive precursor includes a protecting group. The anti-fouling segmented copolymer composition may be present in an anti-ice coating, an anti-bug coating, an anti-friction coating, an energy-transfer material, or an energy-storage material, for example.
    Type: Grant
    Filed: September 27, 2018
    Date of Patent: July 27, 2021
    Assignee: HRL Laboratories, LLC
    Inventors: Andrew P. Nowak, April R. Rodriguez, Jason A. Graetz, Adam F. Gross
  • Patent number: 11066508
    Abstract: The invention relates to polyurethanes obtainable by reaction of (a) polyisocyanates A selected from modified or unmodified 4,4?-methanediphenyl diisocyanate, higher nuclear homologs of 4,4?-methanediphenyl diisocyanate, isocyanated groups containing prepolymers based on 4,4?-methanediphenyl diisocyanate, and mixtures thereof, with (b) compounds having at least two isocyanate-reactive hydrogen atoms, comprising (b1) block copolymers formed from a polybutadienol and a cyclic ester as component B1, and (b2) low molecular weight extenders or crosslinkers each having a molecular weight of 62 to 500 g/mol as component B2.
    Type: Grant
    Filed: August 17, 2015
    Date of Patent: July 20, 2021
    Assignee: BASF SE
    Inventors: Berend Eling, Jan Dilcher, Irina Fink, Gerrit Luinstra
  • Patent number: 11066506
    Abstract: The present disclosure relates to a composition comprising: at least one dendritic polymer prepared from hyper-branched polymer with hydroxyl groups, having a plurality of peripheral functional groups, wherein the peripheral functional groups comprising at least one cyclic ether group that is covalently bound to said hyperbranched polymer by urethane linkages; and a melamine-based crosslinker. Such compositions have improved flexibility. The present disclosure further relates to the use of such compositions to form coatings after cure, or as an additive component to binder resins.
    Type: Grant
    Filed: March 17, 2016
    Date of Patent: July 20, 2021
    Assignee: NIPSEA TECHNOLOGIES PTE LTD
    Inventors: Jian Hu, Shaofeng Wang, Swee How Richard Seow
  • Patent number: 11066507
    Abstract: A cyanoacrylate composition with thermoplastic polyurethane, formulated as a non-flowable soft solid or semi solid mass, for example in stick form, is reported.
    Type: Grant
    Filed: April 6, 2020
    Date of Patent: July 20, 2021
    Assignee: Henkel IP & Holding GmbH
    Inventors: Rory B. Barnes, Rachel Hersee, Raymond P. Tully, Mark Loane, Ruth A. Kelly
  • Patent number: 11059935
    Abstract: The present invention provides an aqueous polyurethane dispersion (PUD) comprising an amorphous polyester having a glass transition temperature (Tg) as determined by differential scanning calorimetry of less than ?30° C.; wherein the aqueous polyurethane dispersion (PUD) has a glass transition temperature (Tg) as determined by differential scanning calorimetry (DSC) of 0° C. to 20° C. and a hard block content of greater than 50%.
    Type: Grant
    Filed: August 23, 2019
    Date of Patent: July 13, 2021
    Assignee: Covestro LLC
    Inventors: Makoto Nakao, Tina Kasardo
  • Patent number: 11059772
    Abstract: Disclosed is an imine-type quaternary ammonium salt catalyst, wherein the catalyst has a general structure formula shown by formula I below; in the formula, R1 and R2, respectively, are independently selected from a C1-C20 linear alkyl or a branched C3-C20 alkyl, and a C1-C20 hydroxylalkyl, a C3-C8 cycloalkyl, and arylated alkyl; R3 is a linear or branched alkyl, cycloalkyl or aryl; and R4 is hydrogen, aryl, a linear C1-C15 alkyl or branched C3-C15 alkyl. Also disclosed are a method for preparing the catalyst and a polyisocyanate composition prepared therefrom. The catalyst, by introducing an imine structure, on the basis of ensuring high catalytic activity thereof, is allowed to have properties of high temperature decomposition and inactivation, and when applied to the synthesis of polyisocyanate, can effectively prevent the risk of explosive polymerization caused by an uncontrolled reaction.
    Type: Grant
    Filed: February 13, 2018
    Date of Patent: July 13, 2021
    Inventors: Nuancheng Wang, Yonghua Shang, Yuqi Wang, Bin Shi, Zhicheng Zhu, Hefu Li, Yuan Li, Weiqi Hua
  • Patent number: 11059934
    Abstract: The present invention relates to a process for producing (cyclo)aliphatic polycarbonate polyols comprising the steps of a) reaction of at least one (cyclo)aliphatic polyol and at least one alkyl carbonate in the presence of at least one basic catalyst and b) neutralization by addition of at least one organic sulfonic acid having a molecular weight of 250 to 1000 g/mol and at least one branched or unbranched alkyl substitution having at least four carbon atoms, wherein step b) is performed after step a).
    Type: Grant
    Filed: December 18, 2017
    Date of Patent: July 13, 2021
    Assignee: Covestro Deutschland AG
    Inventors: Michael Ludewig, Stefan Sommer, Holger Breuer, Michael Grahl
  • Patent number: 11053355
    Abstract: Some variations provide a segmented copolymer composition comprising: fluoropolymer first soft segments that are (?,?)-hydroxyl-terminated and/or (?,?)-amine-terminated; polyester or polyether second soft segments that are (?,?)-hydroxyl-terminated and/or (?,?)-amine-terminated; isocyanate species possessing an isocyanate functionality of 2 or greater; and polyol or polyamine chain extenders or crosslinkers, wherein the molar ratio of the second soft segments to the first soft segments is less than 2.0. Exemplary segmented copolymers are disclosed. The segmented copolymer composition may be present in a low-friction, low-adhesion coating. Such a coating may be characterized by a coefficient of friction, measured at 90% relative humidity, less than 0.7. Such a coating may be characterized by an average kinetic delay of surface ice formation of at least 10 minutes at ?10° C. These coatings are useful as bugphobic and icephobic coatings.
    Type: Grant
    Filed: August 13, 2018
    Date of Patent: July 6, 2021
    Assignee: HRL Laboratories, LLC
    Inventors: Adam F. Gross, Andrew P. Nowak
  • Patent number: 11046645
    Abstract: The present invention relates to an isothiocyanate production method using an organic primary amine and thiourea as starting materials; to a composition for transporting and storing an N-substituted O-substituted thiocarbamate that includes an N-substituted O-substituted thiocarbamate and a hydroxy compound, the equivalent weight ratio of hydroxy groups of the hydroxy compound with respect to the carbamate groups of the N-substituted O-substituted thiocarbamate being in the range of 1 to 100; to a composition for transporting and storing a compound with a thioureido group that includes a compound with a thioureido group and a hydroxy compound, the equivalent weight ratio of hydroxy groups of the hydroxy compound with respect to the thioureido groups of the compound with a thioureido group being in the range of 1 to 100; and to an isothiocyanate composition containing an isothiocyanate and a compound with a specific functional group.
    Type: Grant
    Filed: April 12, 2019
    Date of Patent: June 29, 2021
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Masaaki Shinohata, Yuji Kosugi, Nobuhisa Miyake
  • Patent number: 11044807
    Abstract: Provided are a polyurethane and a curable composition capable of obtaining an overcoat film for a flexible wiring board that is excellent in low-warpage properties, flexibility, long-term insulation reliability, and wiring disconnection preventing properties. The polyurethane has: a structural unit of formula (1) (in formula (1), an n-number of R1 each independently represents a 1,2-phenylene group or a 1,2-phenylene group having a substituent, an (n+1)-number of R2 each independently represents a hydrocarbon group having 3-9 carbon atoms, and n represents an integer from 1 to 50); a structural unit of formula (2) (in formula (2). R3 represents a divalent organic group having 6-14 carbon atoms); and a structural unit of formula (3) (in formula (3), R3 represents a divalent organic group having 6-14 carbon atoms, and R4 represents a methyl or ethyl group).
    Type: Grant
    Filed: December 13, 2016
    Date of Patent: June 22, 2021
    Assignee: NIPPON POLYTECH CORP.
    Inventors: Kazuhiko Ooga, Naoki Murata, Kai Suzuki
  • Patent number: 11041039
    Abstract: In one or more embodiments, the present invention provides a novel approach to the addition of plasticizers for softening TPUs, i.e., lowering the durometer and the melt viscosity. This approach involves incorporating bonded sulfonate groups with quaternary ammonium counterions into the TPU. In one or more embodiments of the present invention, the softening of TPU is achieved by incorporating an ionic diol, such as N,N-bis (2-hydroxyethyl)-2-aminoethane-sulfonic acid (BES), coupled with various bulky alkyl ammonium cations, during the chain extension step of the TPU synthesis. It is believed that that steric hindrance of the bulky quaternary ammonium groups weakens the dipole-dipole interactions of the sulfonate groups and/or lowers the crystallinity of the hard block, thereby creating additional free volume that softens the polymer and lowers the melt viscosity.
    Type: Grant
    Filed: February 6, 2019
    Date of Patent: June 22, 2021
    Assignees: Covestro LLC, The University of Akron
    Inventors: Matthew Becker, Robert A. Weiss, Zachary Kurtiss Zander, Don S. Wardius, Karl W. Haider, Bruce D. Lawrey
  • Patent number: 11034846
    Abstract: This disclosure describes incorporation of a liquid additive within one or more phases of a multiphase polymer coating. The structure of the microphase-separated network provides reservoirs for liquid in discrete and/or continuous phases. Some variations provide an anti-fouling segmented copolymer composition comprising: (a) one or more first soft segments selected from fluoropolymers; (b) one or more second soft segments selected from polyesters or polyethers; (c) one or more isocyanate species; (d) one or more polyol or polyamine chain extenders or crosslinkers; and (e) a liquid additive disposed in the first soft segments and/or the second soft segments. The first soft segments and the second soft segments are microphase-separated on a microphase-separation length scale from 0.1 microns to 500 microns. These solid/liquid hybrid materials improve physical properties associated with the coating in applications such as anti-fouling (e.g.
    Type: Grant
    Filed: April 23, 2018
    Date of Patent: June 15, 2021
    Assignee: HRL Laboratories, LLC
    Inventors: Andrew P. Nowak, April R. Rodriguez, Jason A. Graetz, Adam F. Gross
  • Patent number: 11028296
    Abstract: The present invention provides an aqueous polyurethane dispersion (PUD) comprising an amorphous polyester having a glass transition temperature (Tg) as determined by differential scanning calorimetry of less than ?30° C.; wherein the aqueous polyurethane dispersion (PUD) has a glass transition temperature (Tg) as determined by differential scanning calorimetry (DSC) of 0° C. to 20° C. and a hard block content of greater than 50%.
    Type: Grant
    Filed: April 9, 2018
    Date of Patent: June 8, 2021
    Assignees: Covestro LLC, Covestro Deutschland AG
    Inventors: Stephanie Goldfein, Makoto Nakao, Lyubov Gindin, Hans Georg Grablowitz, Ronald Konitsney, Derick Henderson, Tina Kasardo, Philip Jones, Michael K. Jeffries
  • Patent number: 11028323
    Abstract: Provided is a liquid crystal display element that can be baked at a low temperature when forming a liquid crystal alignment film capable of imparting an alignment regulating property and a pretilt angle developing property via a photoalignment method. Further provided is a liquid crystal display element in which the liquid crystal pretilt angles are highly stable, and display burn-in hardly occurs even due to long usage. Further provided are a vertical liquid crystal alignment film to be used in the liquid crystal display element, and a liquid crystal aligning agent with which it is possible to provide the vertical liquid crystal alignment film.
    Type: Grant
    Filed: December 27, 2016
    Date of Patent: June 8, 2021
    Assignee: NISSAN CHEMICAL INDUSTRIES, LTD.
    Inventors: Kanako Suzuki, Masato Moriuchi, Ryoichi Ashizawa, Kohei Goto
  • Patent number: 11028217
    Abstract: This invention relates to the field of polymers. More specifically, the invention comprises thermoplastic polyurethane elastomers comprising polyesters comprising nitro-substituted dicarboxylic acids that are products obtained by decomposition of polyethylene. The thermoplastic polyurethane elastomers described herein exhibit higher glass transition temperatures and higher Shore A hardness compared to thermoplastic polyurethane elastomers synthesized from similar polyester diols made from virgin monomers that do not contain nitro substitution.
    Type: Grant
    Filed: August 4, 2020
    Date of Patent: June 8, 2021
    Assignee: BioCellection Inc.
    Inventors: Katrina Marie Knauer, Jennifer Le Roy, Cody James Higginson, Russell Clayton Pratt, David Samuel Pilsk
  • Patent number: 11015015
    Abstract: The present disclosure provides a process for the co-preparation of a polyetheramine and an alkylene amine mixture by aminating a liquid polyol initiator mixture comprising an alkoxylated alcohol and a solid high melting polyol. The polyetheramine and alkylene amine mixture may be used in a variety of applications, such as a curing agent for epoxy resin formulations or as a raw material in the synthesis of polyurea.
    Type: Grant
    Filed: November 30, 2016
    Date of Patent: May 25, 2021
    Assignee: HUNTSMAN Petrochemical LLC
    Inventors: Hui Zhou, Howard P Klein, David C Lewis
  • Patent number: 11008416
    Abstract: The present invention relates to aqueous, curable composition, comprising or consisting of A) at least one uretdione prepolymer, which comprises at least one uretdione group, and which is obtainable by reacting A1) at least one uretdione polyisocyanate having an isocyanate functionality of at least 2.0, whereby said uretdione polyisocyanate is obtained from at least one aliphatic polyisocyanate, with A2) at least one compound comprising at least one Zerewitinoff-active group, and A3) at least one reactant, which comprises at least one Zerewitinoff-active group and being different from A2 or which is H2O, preferably in the presence of at least one catalyst, to obtain the uretdione prepolymer, wherein the prepolymer has an acid number of at most 4 mg KOH/g, preferably determined according to DIN EN ISO 2114:2002-06 as 37 wt. % aqueous dispersion; and B) optionally at least one compound, which comprises at least one Zerewitinoff-active group; and C) at least one azolate-compound.
    Type: Grant
    Filed: March 23, 2018
    Date of Patent: May 18, 2021
    Assignees: Covestro LLC, Covestro Deutschland AG
    Inventors: Sebastian Dörr, Saskia Beuck, Hans-Josef Laas, Dorota Greszta-Franz, Nusret Yuva, Ralph-Georg Born, Alan Ekin
  • Patent number: 10995235
    Abstract: A composition for a protective film for electroconductive patterns, including: (A) a polyurethane containing a carboxyl group; (B) an epoxy compound; (C) a curing accelerator; and (D) a solvent, wherein the percentage of the solvent (D) contained is from 95.0% to 99.9% by mass, and the solvent (D) contains (D1) a solvent containing a hydroxyl group and having a boiling point in excess of 100° C., and (D2) a solvent having a boiling point that does not exceed 100° C., wherein the content of the solvent (D2) having a boiling point that does not exceed 100° C. is 30% to less than 70% by mass of total solvent in total. The composition can be cured by heating at a temperature not exceeding 100° C. for a heating time not exceeding 10 minutes.
    Type: Grant
    Filed: November 29, 2017
    Date of Patent: May 4, 2021
    Assignee: SHOWA DENKO K.K.
    Inventors: Masahiko Toba, Eri Nakazawa, Shigeru Yamaki
  • Patent number: 10988614
    Abstract: An object is to provide a polyurethane elastomer excellent in strength and surface smoothness. To attain the object, a urethane composition including a certain prepolymer, a plasticizer and a crosslinking agent is provided.
    Type: Grant
    Filed: May 13, 2016
    Date of Patent: April 27, 2021
    Assignee: Bando Chemical Industries, Ltd.
    Inventor: Mitsuru Yamada
  • Patent number: 10982122
    Abstract: Optically clear curable adhesive films that are heat conformable prior to setting include a reactive composition. The curable films are flexible and free-standing, and have a complex viscosity of greater than 100,000 poise (10,000 Pascal seconds) at 25° C. and less than 100 poise (10 Pascal seconds) at 85° C., prior to setting. The set film has an adhesive shear strength of greater than 100 Newtons per square centimeter (N/cm2) to a glass substrate when measured according to the Shear Adhesion Test Method. The reactive composition includes an ethylenically unsaturated polyester-containing oligomeric composition that is the reaction product of a saturated, amorphous co-polyester polyol and a compound with a terminal polyol-reactive group and a terminal ethylenically unsaturated group, a (meth)acrylate functional material, and at least one initiator.
    Type: Grant
    Filed: September 1, 2015
    Date of Patent: April 20, 2021
    Assignee: 3M INNOVATIVE PROPERTIES COMPANY
    Inventors: Margot A. Branigan, Thomas P. Klun, Kevin R. Schaffer, Audrey A. Sherman, Christopher J. Campbell, Lan H. Liu, Wayne S. Mahoney, Michael C. Palazzotto, Robert R. Kieschke