From N=c=x Reactant Having At Least Two -c-nh-c(=x)- Groups Patents (Class 528/59)
  • Patent number: 11136430
    Abstract: A polyurethane prepolymer produced by reacting a polyol and a polyisocyanate, wherein the polyol contains a polyether polyol (A) in an amount of 30% by mass or more, a polyester polyol (B) containing an isophthalic acid-derived structure and a sebacic acid-derived structure as partial structures derived from a dibasic acid in an amount of 30% by mass or more, and a polyester polyol (C) containing only a sebacic acid-derived structure as a partial structure derived from a dibasic acid in an amount of 20% by mass or less, the number-average molecular weight of the polyether polyol (A) is 1100 to 2400, and the ratio of the isocyanate equivalent of the polyisocyanate to the hydroxyl equivalent of the polyol is 2.1 or less.
    Type: Grant
    Filed: May 14, 2019
    Date of Patent: October 5, 2021
    Assignee: DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.
    Inventors: Ryo Kawamura, Kazuya Sasaki, Toshiki Yamada
  • Patent number: 11124594
    Abstract: The present invention relates to polyurethanes based on at least one polyisocyanate and at least one polyester polyol, wherein the polyester polyol is based on at least one polyhydric alcohol and a mixture of two or more dicarboxylic acids, wherein at least one of the two or more dicarboxylic acids is at least partly obtained from renewable raw materials, to processes for producing such polyurethanes and also to moldings comprising such polyurethanes. The polyurethanes of the present invention have minimal tendency to bloom.
    Type: Grant
    Filed: June 20, 2014
    Date of Patent: September 21, 2021
    Assignee: BASF SE
    Inventors: Henning Wettach, Kathrin Isenbügel
  • Patent number: 11078391
    Abstract: The present technology provides a urethane adhesive composition including a urethane prepolymer including an isocyanate group; an isocyanurate compound including an isocyanurate ring; and a terpene compound including an active hydrogen.
    Type: Grant
    Filed: July 29, 2016
    Date of Patent: August 3, 2021
    Inventors: Megumi Abe, Yuichi Matsuki
  • 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: 11028301
    Abstract: A method for the production of a temperature regulating polyurethane gel composition and corresponding articles includes fatty acid esters as a phase change material (PCM) directly incorporated in the fluid phase of a polyurethane gel without encapsulation. The liquid or melted PCM is solved in the polyol component of the gel and is able to crystallize and melt within the gel structure reversibly. The polyurethane gels are under-crosslinked and include an at least nominal three functional ethylene oxide-comprising alkylene oxide polyether polyol with 0 to 40% EO and an isocyanate with an effective functionality of from 1.5 to 3.5. The gels are useful in articles where the gel can be positioned close to the human body for temperature regulating purposes, and especially to improve the sleeping comfort of a resting person.
    Type: Grant
    Filed: April 22, 2019
    Date of Patent: June 8, 2021
    Assignee: TECHNOGEL ITALIA S.R.L.
    Inventor: Matteo Mason
  • Patent number: 10882967
    Abstract: The invention discloses a preparation method of a polyimide film having a low dielectric constant and high fracture toughness; in the method an aromatic diamine solution is firstly prepared, and then a poly(5-norbornene-2,3-dicarboxylic anhydride-alt-maleimide isobutyl polyhedral oligomeric silsesquioxane) and aromatic dianhydride are ground, uniformly mixed, added to the aromatic diamine solution, and stirred to obtain a poly(5-norbornene-2,3-dicarboxylic anhydride-alt-maleimide isobutyl polyhedral oligomeric silsesquioxane)/polyamic acid solution; the solution is uniformly applied on a clean glass sheet, then placed in a vacuum drying oven, cooled to room temperature, and then a film is peeled off in water by ultrasonic and dried under vacuum to obtain the desired product. The dielectric constant of the film obtained by the invention is reduced to 2.
    Type: Grant
    Filed: November 30, 2017
    Date of Patent: January 5, 2021
    Assignee: SOUTH CHINA UNIVERSITY OF TECHNOLOGY
    Inventors: Jianqing Zhao, Zhigeng Chen, Shumei Liu, Sen Zhang
  • Patent number: 10858556
    Abstract: Disclosed is a urethane adhesive comprising a urethane resin obtained by blending a polyol with an isocyanate compound; a plasticizer; and a stabilizing agent, wherein the polyol comprises a polyether polyol, and the plasticizer comprises a castor oil based compound. Releasability of the adhesive does not degrade even though the adhesive is kept under a severe condition such as at a high temperature and at a high humidity, and the adhesive is excellent in compatibility with regard to the plasticizer and the stabilizing agent. Since the urethane adhesive is excellent in releasability with regard to a glass plate, a polarizer for liquid crystal displays and so on, it is useful as an adhesive for surface protective films which are used for windowpanes, mobile phones and the like.
    Type: Grant
    Filed: June 13, 2017
    Date of Patent: December 8, 2020
    Assignee: Henkel AG & Co. KGaA
    Inventor: Ai Takamori
  • Patent number: 10752723
    Abstract: The present invention relates to novel polyisocyanurate plastics which are obtainable by catalytic trimerization of a polyisocyanate composition A) which contains oligomeric polyisocyanates and is low in monomeric diisocyanates. “Low in monomeric diisocyanates” means that the polyisocyanate composition A) has a content of monomeric diisocyanates of at most 20% by weight. The invention further relates to the use of these polyisocyanurate plastics for production of coatings, films, semi-finished products and mouldings, and to a process for producing polyisocyanurate plastics comprising the following steps: (a) providing a polyisocyanate composition A) which contains oligomeric polyisocyanates and is low in monomeric diisocyanates, “low in monomeric diisocyanates” meaning that the polyisocyanate composition A) has a content of monomeric diisocyanates of at most 20% by weight; (b) catalytically trimerizing the polyisocyanate composition A).
    Type: Grant
    Filed: April 21, 2016
    Date of Patent: August 25, 2020
    Assignee: Covestro Deutschland AG
    Inventors: Hans-Josef Laas, Dieter Mager, Mathias Matner, Dirk Achten, Heiko Hocke
  • Patent number: 10717702
    Abstract: Methods of preparing a polyaspartic ester composition comprise reacting a primary diamine reactant composition with a diester reactant composition under conditions to prepare a polyaspartic ester composition having a primary amine value of less than 35 mg KOH/g wherein, at the time of the reaction, the combined water content of the primary diamine reactant composition and the diester reactant composition is less than 300 ppm. Compositions and methods of use of the compositions are also described.
    Type: Grant
    Filed: March 2, 2018
    Date of Patent: July 21, 2020
    Assignee: CARGILL, INCORPORATED
    Inventors: Andrew M. Karl, Todd L. Kurth
  • Patent number: 10597482
    Abstract: A two-stage method for producing a polyurethane hot-melt adhesive, having the stages of A) reacting at least one polyol with at least one diisocyanate, the NCO/OH ratio being greater than 1.5, in order to obtain a reaction mixture containing an isocyanate-functional polyurethane prepolymer and non-converted diisocyanate and B) reacting the reaction mixture obtained in stage A), the mixture containing the isocyanate-functional polyurethane prepolymer and non-converted diisocyanate, with at least one polyester polyol, the NCO/OH ratio being greater than 3. The obtained hot-melt adhesive can be formulated as an R-40 classification-free and storage- and processing-stable PUR-RHM with a residual monomer content below 1 wt. % and has a good initial strength.
    Type: Grant
    Filed: April 19, 2016
    Date of Patent: March 24, 2020
    Assignee: SIKA TECHNOLOGY AG
    Inventor: Martin Schmider
  • Patent number: 10584262
    Abstract: The invention relates to aqueous polyurethane dispersions that are curable with UV radiation. The polyurethanes are chain-extended with aromatic, cycloaliphatic or aliphatic diamine compound and cross-linked with aliphatic triamine compound. The polyurethanes are useful dispersions for coating various substrates. The use of the invented dispersions results in high hardness, very good flexibility and good chemical resistance in both clear coats and pigmented coatings before and after UV curing combined with very good adhesion to different substrates.
    Type: Grant
    Filed: December 7, 2015
    Date of Patent: March 10, 2020
    Assignee: BASF SE
    Inventors: Sebastian Berger, Peter Thuery, Susanne Neumann, Christine Roesch, Uwe Burkhardt, Katharina Andes, Stefan Wahl, Manfred Biehler, Sebastian Roller
  • Patent number: 10584220
    Abstract: A modified polymer includes a diene-based polymeric chain and at least one end terminated with a blocked isocyanate group. The blocked isocyanate group may be the reaction product of an isocyanate and a blocking agent, and the blocking agent is selected, such that the modified polymer deblocks at temperatures of at least 100 C. An aqueous emulsion of the modified polymer may be provided that may be surfactant-free. The emulsion may be combined with one or more latexes to provide a treatment solution for a fabric or fiber that does not require the use of resorcinol and formaldehyde. Once treated and dried, the fabric or fiber may be used to impart tensile strength to rubber products, such as tires, air springs, flexible couplings, power transmission belts, conveyor belts, and fluid routing hoses.
    Type: Grant
    Filed: February 26, 2016
    Date of Patent: March 10, 2020
    Assignee: Fina Technology, Inc.
    Inventors: Fabien Salort, Jean-Marc Monsallier
  • Patent number: 10577484
    Abstract: A composition including: a monomer mixture including a first monomer having at least two thiol groups at its terminal end and a second monomer having at least two carbon-carbon unsaturated bond-containing groups at its terminal end; and at least one additive selected from a zinc compound, an indium compound, ascorbic acid or a salt thereof, citric acid or a salt thereof, a tocopherol, and a tocotrienol.
    Type: Grant
    Filed: April 7, 2015
    Date of Patent: March 3, 2020
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Jeong Hee Lee, Hyun A Kang, Eun Joo Jang, Na Youn Won
  • Patent number: 10400144
    Abstract: Two-component polyurethane adhesives include a polyol component and a polyisocyanate component. The polyol component includes a polyether polyol and specific amount of an aliphatic diol chain extender. The polyisocyanate component includes an isocyanate prepolymer made by reacting an aromatic polyisocyanate with a polyether. The adhesive has an excellent combination of a prolonged open time followed by curing to form a strong adhesive bond. The adhesive is especially useful for bonding carbon fiber-reinforced plastics.
    Type: Grant
    Filed: June 14, 2016
    Date of Patent: September 3, 2019
    Assignee: DOW GLOBAL TECHNOLOGIES LLC
    Inventors: Stefan Schmatloch, Ilona Caderas
  • Patent number: 10227468
    Abstract: Disclosed is a polyurethane resin which is obtained by a reaction between a polyisocyanate component, which contains 1,4-bis(isocyanatomethyl)cyclohexane including not less than 80% by mole of trans isomers, and an active hydrogen compound component.
    Type: Grant
    Filed: March 13, 2017
    Date of Patent: March 12, 2019
    Assignee: MITSUI CHEMICALS, INC.
    Inventors: Goro Kuwamura, Toshihiko Nakagawa, Daisuke Hasegawa, Satoshi Yamasaki
  • Patent number: 10189945
    Abstract: The invention relates to polyisocyanates comprising urethane groups, based on toluylene diisocyanate, to a method for their production, and to their use as the polyisocyanate component in one- and two-component polyurethane coatings.
    Type: Grant
    Filed: March 7, 2014
    Date of Patent: January 29, 2019
    Assignee: Covestro Deutschland AG
    Inventors: Josef Sanders, Andreas Hecking, Reinhard Halpaap, Frank Richter, Oswald Wilmes, Jan Busch, Tim Loddenkemper, Friedhelm Steffens
  • Patent number: 9873811
    Abstract: The present invention relates to a highly conductive material formed by hybridization of a metal nanomaterial and a carbon nanomaterial having a higher-order structure due to multiple hydrogen bonding, and to a manufacturing method therefor. The technical essence of the present invention is a highly conductive material formed by hybridization of a metal nanomaterial and a carbon nanomaterial having a higher-order structure due to multiple hydrogen bonding the invention involving: forming a carbon nanomaterial having a higher-order structure due to multiple hydrogen bonding between conductive carbon nanomaterials by introducing a functional group capable of multiple hydrogen bonding to the carbon nanomaterials; forming a composite material by mixing the carbon nanomaterial having a higher-order structure and a metal nanomaterial.
    Type: Grant
    Filed: September 25, 2015
    Date of Patent: January 23, 2018
    Assignee: Korea Electrotechnology Research Institute
    Inventors: Joong-tark Han, Geon-woong Lee, Kang-jun Baeg, Bo-hwa Jeong, Seung-yol Jeong, Hee-jin Jeong
  • Patent number: 9593199
    Abstract: The invention relates to a method for producing a thermoplastic polyurethane elastomer, comprising the reaction of at least A) one organic diisocyanate containing two isocyanate groups with B) a polyol having a number-average molecular weight Mn>=500 and <=5000 g/mol, which has at least two isocyanate-reactive groups, and C) one or more chain extenders having a molecular weight >=60 and <=490 g/mol, which have two isocyanate-reactive groups, and optionally D) a monofunctional chain stopper, which has one isocyanate-reactive group, and/or E) a catalyst, wherein the molar ratio of the isocyanate groups from A) to the sum of the groups reactive to isocyanate in B), C), and, if applicable, D) is >=0.9:1 and <=1.2:1, and component B) contains at least one polyether carbonate polyol, which can be obtained by adding carbon dioxide and alkylene oxides to H-functional starter substances.
    Type: Grant
    Filed: October 14, 2013
    Date of Patent: March 14, 2017
    Assignee: Covestro Deutschland AG
    Inventors: Christian Wamprecht, Wolfgang Kaufhold, Christoph Gürtler
  • Patent number: 9458279
    Abstract: An object of the present invention is to provide: a (a) thermosetting resin composition, a photosensitive resin composition, a resin composition solution, a resin film, and an insulating film, each of which (i) is curable at a low temperature (not more than 200° C.), (ii) has excellent flexibility, electrical insulating reliability, solder heat resistance, and resistance to organic solvent, (iii) causes less warpage of a substrate after curing, and (iv) has excellent adhesiveness to a sealing agent; and a (b) printed wiring board provided with the insulating film mentioned above. The object of the present invention is attainable by using a thermosetting resin composition containing at least a (A) urethane imide oligomer having a terminal carboxylic acid group and a (B) thermosetting resin.
    Type: Grant
    Filed: May 14, 2009
    Date of Patent: October 4, 2016
    Assignee: KANEKA CORPORATION
    Inventor: Yoshihide Sekito
  • Patent number: 9255067
    Abstract: The present invention provides a process for preparing radiation-curing allophanates having residual monomer contents of less than 0.5% by weight and an NCO content of less than 1% by weight, wherein (A) compounds containing isocyanate groups, (B) hydroxy-functional compounds which contain groups which react, with polymerization, with ethylenically unsaturated compounds on exposure to actinic radiation (radiation-curing groups) and (C) optionally further compounds containing NCO-reactive groups, also optionally in the presence of a catalyst, are used to form NCO-group-containing urethanes having radiation-curing groups, which are subsequently reacted, without further addition of compounds containing isocyanate groups, in the presence of an allophanatization catalyst, the ratio of NCO groups of the compounds from A) to the OH groups of the compounds from B) and, where used, C) being 1.45:1.0 to 1.1:1.0.
    Type: Grant
    Filed: October 4, 2005
    Date of Patent: February 9, 2016
    Assignee: Allnex IP S.ar.L.
    Inventors: Michael Ludewig, Jan Weikard
  • Patent number: 9254716
    Abstract: An improved spoke edge geometry for a non-pneumatic or hybrid tire. The spoke edge geometry possesses a reduced cross-section that reduces the bending stresses locally and allows a unique mold construction that changes the placement and orientation of potential flash.
    Type: Grant
    Filed: August 16, 2011
    Date of Patent: February 9, 2016
    Assignees: Compagnie Generale des Etablissements Michelin, Michelin Recherche et Technique S.A.
    Inventors: Steven M. Cron, Michael Edward Dotson, Kevin C. Miles, Timothy Brett Rhyne
  • Patent number: 9255037
    Abstract: A curing process of a concrete element including at least partially coating the element with a curing composition, the composition including a solvent and a thickening agent, the thickening agent being insoluble at a pH greater than 12 and being soluble in the solvent for a solubility range of pH, the upper limit of the solubility range being less than 11.
    Type: Grant
    Filed: May 10, 2012
    Date of Patent: February 9, 2016
    Assignee: LAFARGE
    Inventors: Chris Christidis, Fabien Perez, Olivier Watt
  • Patent number: 9150694
    Abstract: A composition for use in an optical material is disclosed which is capable of providing an optical material satisfying a high refractive index (ne is 1.73 or more), a high strength (an elongation is 10% or more in a three-point bending test and drilling resistance is good), and a high thermostability (a softening point measured by TMA is 70° C. or higher). The optical material such as a lens for two-point frame spectacles is formed by polymerizing and curing a composition for use in an optical resin material containing (a) an inorganic compound having a sulfur atom and/or a selenium atom, (b) an episulfide compound, and (c) a xylylenedithiol compound.
    Type: Grant
    Filed: May 10, 2010
    Date of Patent: October 6, 2015
    Assignee: MITSUBISHI GAS CHEMICAL COMPANY, INC.
    Inventors: Takashi Aoki, Hirohito Ishizuka, Motoharu Takeuchi
  • Patent number: 9114227
    Abstract: A dilator system for insertion of a catheter or other elongate device into a body of a patient includes a catheter having a lumen that initially defines a first inner diameter. The catheter includes a swellable material that swells after insertion into the body. A dilator includes an elongate body that is initially disposed in the catheter lumen and a tapered head extending from a distal end of the catheter lumen. The dilator head defines an outer diameter that is larger than the first inner diameter of the catheter lumen. After insertion of the dilator head and a distal portion of the catheter into the body, the catheter swells such that the lumen defines a second inner diameter that is larger than the outer diameter of the dilator head. This enables the dilator to be proximally removed from the body via the catheter lumen defining the second diameter.
    Type: Grant
    Filed: January 6, 2012
    Date of Patent: August 25, 2015
    Assignee: C. R. Bard, Inc.
    Inventor: Daniel B. Blanchard
  • Patent number: 9085656
    Abstract: The present invention relates to a process for preparing radiation-curing binders containing allophanate groups by reacting at temperatures of ?130° C. A) one or more compounds containing uretdione groups with B) one or more OH-functional compounds which contain groups which react, with polymerization, with ethylenically unsaturated compounds on exposure to actinic radiation, (radiation-curing groups), C) optionally NCO-reactive compounds other than B), in the presence of D) a catalyst containing at least one tetrasubstituted ammonium or phosphonium salt of an aliphatic or cycloaliphatic carboxylic acid, to form allophanate groups by opening the uretdione ring. The present invention also relates to the binders obtained by the process of the invention.
    Type: Grant
    Filed: September 1, 2005
    Date of Patent: July 21, 2015
    Assignee: Allnex IP S.à.r.l.
    Inventors: Jan Weikard, Frank Richter, Christoph Gürtler, Wolfgang Fischer, Jörg Schmitz, Holger Mundstock
  • Patent number: 9074036
    Abstract: The present invention provides a method for preparing aqueous emulsion via water dispersible polyurethane grafted acrylate copolymerization, which first uses 2-8 wt % of isocyanate, 7-15 wt % of a polyol, 0.3-1.0 wt % of a polyol bearing hydrophilic carboxylic monomer, and 0.1˜2.0 wt % of an acrylic ester containing a hydroxyl group to cause a reaction and form an unsaturated double bond bearing polyurethane prepolymer, the NCO content of which is approximately 2˜8%. This is followed by introducing 0.3-1.0 wt % of an alkalic neutralizer to carry out a neutralization reaction, and then 25-40 wt % of pure water is used to effect water dispersion, after which 0.1˜0.5 wt % of a chain extender is added to form an ethylenically unsaturated water dispersible polyurethane prepolymer. A reaction system is formed by adding 40-60 wt % of deionized water, 20˜30 wt % of methyl methacrylate or an acrylate monomer to the ethylenically unsaturated water dispersible polyurethane prepolymer, and 0.1˜2.
    Type: Grant
    Filed: December 23, 2014
    Date of Patent: July 7, 2015
    Assignee: CHAMPWARD CHEMICAL INDUSTRIAL CO., LTD.
    Inventors: Der-Jang Liaw, Chi-Kuang Hu, Chun-Chin Wang
  • Patent number: 9034361
    Abstract: Hydroswellable, absorbable and non-absorbable, aliphatic, segmented polyurethanes and polyurethane-urea capable of swelling in the biological environment with associated increase in volume of at least 3 percent have more than one type of segments, including those derived from polyethylene glycol and the molecular chains are structurally tailored to allow the use of corresponding formulations and medical devices as carriers for bioactive agents, rheological modifiers of cyanoacrylate-based tissue adhesives, as protective devices for repairing defective or diseased components of articulating joints and their cartilage, and scaffolds for cartilage tissue engineering.
    Type: Grant
    Filed: October 21, 2013
    Date of Patent: May 19, 2015
    Assignee: Poly-Med, Inc.
    Inventors: Shalaby W. Shalaby, Joel T. Corbett, Michael Aaron Vaughn, David R. Ingram
  • Publication number: 20150112036
    Abstract: The present invention relates to a polymer comprising the reaction product of: (a) a compound of Formula (3), or a mixture thereof: defined herein and (b) at least one ethylenically unsaturated monomer having a functional group. The present invention also relates to a polymer having at least one carbamate linkage prepared by: (i) reacting (a) at least one diisocyanate, polyisocyanate, or mixture thereof, having isocyanate groups, and (b) at least one fluorinated compound selected from the formula (2): defined herein and (ii) optionally reacting with (c) water, a linking agent, or a mixture thereof. The polymers are useful as additives in coating compositions and film forming foams, which impart surface effects to substrates coated with such compositions and to film forming foams.
    Type: Application
    Filed: October 17, 2013
    Publication date: April 23, 2015
    Applicant: E I DU PONT DE NEMOURS AND COMPANY
    Inventors: Roman B. LARICHEV, Michael Henry OBER, John SINICROPI
  • Publication number: 20150099128
    Abstract: This invention relates to coating compositions comprising a linear glycidyl carbamate (GC) resin and a curing agent. The linear GC-resins were synthesized using linear and cycloaliphatic diisocyanates and a combination of diols and optional triols with glycidol. The combination of linear diisocyanates and diols introduces a more linear structure in the GC-resin compositions.
    Type: Application
    Filed: April 18, 2013
    Publication date: April 9, 2015
    Inventors: Umesh D. Harkal, Andrew J. Muehlberg, Dean C. Webster
  • Patent number: 8999509
    Abstract: This invention relates to film composites with a single coating of hard coat material which have a significant improved adhesion together with improved weather resistance while also increasing resistance to abrasion and cracking. In one embodiment, this film composite is comprised of a transparent base sheet having on one side thereof a weather resistant hard coat comprised of: at least one multifunctional acrylate monomer or oligomer; a dual-curable resin comprising an aliphatic urethane acrylate resin having isocyanate functional groups and an aliphatic urethane acrylate having hydroxyl functional groups; an ultraviolet (UV) stabilizer; and a photoinitiator.
    Type: Grant
    Filed: March 29, 2012
    Date of Patent: April 7, 2015
    Assignee: CPFilms Inc.
    Inventors: Anthony B. Port, Scott E. Pickett, Steven A. Barth
  • Patent number: 9000089
    Abstract: Polyurea systems comprising: (a) an amino-functional aspartic ester of the general formula (I) wherein X represents an n-valent organic radical derived from a corresponding n-functional primary amine X(NH2)n, R1 and R2 each independently represent an organic radical having no Zerevitinov active hydrogens and n represents an integer of at least 2; and (b) an isocyanate functional prepolymer having a residual monomer content of less than 1% by weight, the prepolymer prepared by reacting: (b1) an aliphatic isocyante; and (b2) a polyol component having a number average molecular weight of ?400 g/mol and an average OH functionality of 2 to 6, wherein the polyol component comprises one or more constituents selected from the group consisting of polyester polyols, polyester-polyether polyols and mixtures thereof; processes for making the same; postoperative adhesions barriers prepared therewith and dispensing systems for such polyurea systems.
    Type: Grant
    Filed: February 13, 2009
    Date of Patent: April 7, 2015
    Assignee: Medical Adhesive Revolution GmbH
    Inventors: Heike Heckroth, Hartmut Nefzger, Christian Wamprecht
  • Patent number: 8993116
    Abstract: For imparting enhanced water-repellency and oil-repellency properties to substrates compositions comprising blends of (A) one or more ester oligomers and (B) one or more polycarbodiimides. Also methods for applying such compositions and articles treated with such compositions.
    Type: Grant
    Filed: June 6, 2008
    Date of Patent: March 31, 2015
    Assignee: 3M Innovative Properties Company
    Inventors: Chetan P. Jariwala, Cheryl L. S. Elsbernd, Thomas M. Butler
  • Patent number: 8987375
    Abstract: A moisture-curable polyurethane formulation is provided capable of curing to form a reaction product, having high green strength and being dispensable from a caulking gun. The polyurethane formulation comprises at least one isocyanate-terminated prepolymer, at least one rheology modifier or filler, optionally monomeric/polymeric isocyanate, and at least one urea-based thixotropic additive added to the formulation or formed in situ, to provide greater than 1% of urea groups in the reaction product. A method for making a moisture-curable polyurethane formulation capable of curing to form a reaction product and methods of bonding materials together using the formulation are also provided.
    Type: Grant
    Filed: August 27, 2010
    Date of Patent: March 24, 2015
    Assignee: Construction Research & Technology GmbH
    Inventors: Paula Bushendorf, John M. Davis, Michael Porsch
  • Patent number: 8969452
    Abstract: The present invention relates to quick-drying two-component polyurethane coating compositions, to processes for preparing them, and to their use.
    Type: Grant
    Filed: December 8, 2009
    Date of Patent: March 3, 2015
    Assignee: BASF SE
    Inventors: Monika Haberecht, Angelika Maria Steinbrecher, Christof Kujat, Alexander Traut
  • Patent number: 8962784
    Abstract: A novel macromer or mixture thereof is described herein, comprising isocyanatophenyl ether terminal moieties and at least two residues of a water-soluble polymer having a molecular weight ranging from 80 to 10,000 adjacent to the ether group of the isocyanatophenyl ether terminal isocyanate moieties, thereby forming at least two ether linkages in the macromer or mixture thereof. A method for making a polyisocyanate macromer is also described herein.
    Type: Grant
    Filed: December 19, 2008
    Date of Patent: February 24, 2015
    Assignee: Ethicon, Inc.
    Inventors: Chetan Anirudh Khatri, Benjamin D. Fitz, Joseph Zavatsky
  • Patent number: 8946373
    Abstract: The invention relates to a polyurea preparable from a) a component A comprising a1) 5 to 40% by weight of at least one polyetheramine 1 (PEA 1), obtainable from at least one polyetherpolyol 1 (PEP 1) and at least one amine 1, where PEP 1 has an equivalent weight of ?500, a2) 30 to 90% by weight of at least one polyetheramine 2 (PEA 2), obtainable from at least one polyetherpolyol 2 (PEP 2) and at least one amine 2, where PEP 2 has an equivalent weight of >500, a3) 5 to 30% by weight of at least one amine chain extender and b) a component B, which is a prepolymer, obtainable from b1) at least one polyetherpolyol (PEP 3) and b2) at least one isocyanate.
    Type: Grant
    Filed: May 19, 2010
    Date of Patent: February 3, 2015
    Assignee: BASF SE
    Inventors: Berend Eling, Stephan Göttke, Ben Buylinckx, Wolfgang Mägerlein
  • Publication number: 20150031527
    Abstract: A trimerization catalyst composition comprising a trimerization catalyst compound selected from one or more organic metal salt, preferably alkali or earth alkali metal salts, and one or more compounds selected from compounds which comprise a carboxamide group having the structure —CO—NH2 and/or from compounds which comprise a group having the structure —CO—NH—CO— is disclosed. Further a stable polyisocyanate composition comprising the catalyst composition and a process for making the polyisocyanate composition is disclosed. A curable polyisocyanate composition is obtained comprising the catalyst composition, a polyisocyanate composition, an epoxy resin and optionally a polyol/monool composition and a polyisocyanurate comprising material made by allowing the curable composition to react at elevated temperature and a process for making the polyisocyanurate comprising material.
    Type: Application
    Filed: March 12, 2013
    Publication date: January 29, 2015
    Applicant: Huntsman Internatio9nal LLC
    Inventors: Christian Esbelin, Hugo Verbeke, Hans Godelieve Guido Verbeke
  • Patent number: 8940808
    Abstract: Disclosed is a curable coating agent composition which exhibits excellent wear resistance and weather resistance when applied as a coating agent to plastic or other substrates to be used outdoors. The curable coating agent composition comprises 95 to 65 parts by mass of a component (A) comprising an urethane adduct compound having weather resistance, 5 to 35 parts by mass of a component (B) comprising a specific organosilicon compound, 0.1 to 10 parts by mass of a component (C) which is a radical polymerization initiator, 1 to 12 parts by mass of a component (D) which is an ultraviolet ray absorber, and 10 to 1,000 parts by mass of a component (E) which is an organic solvent, with respect to 100 parts by mass of the components (A) and (B) in total.
    Type: Grant
    Filed: October 13, 2010
    Date of Patent: January 27, 2015
    Assignees: Kabushiki Kaisha Toyota Jidoshokki, Toagosei Co., Ltd.
    Inventors: Tetsuya Mitsuoka, Hidetaka Hayashi, Toshihisa Shimo, Kyoko Kumagai, Naoharu Ueda, Kazumasa Inata, Takeshi Fujita, Yasuyuki Sanai, Eiichi Okazaki, Hiroshi Suzuki, Naomasa Furuta
  • Patent number: 8933166
    Abstract: The present invention provides poly(ureaurethane)s including a reaction product of components comprising: (a) at least one isocyanate functional ureaurethane prepolymer comprising the reaction product of: (1) at least one isocyanate functional urethane prepolymer comprising the reaction product of: (i) a first amount of at least one polyisocyanate; and (ii) a first amount of at least one branched polyol; and (2) water, to form an isocyanate functional ureaurethane prepolymer; and (b) a second amount of at least one polyisocyanate and a second amount of at least one branched polyol; compositions, coatings and articles made therefrom and methods of making the same.
    Type: Grant
    Filed: December 14, 2006
    Date of Patent: January 13, 2015
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Thomas G. Rukavina, Robert Hunia
  • Patent number: 8933188
    Abstract: The tendency of a two component laminating adhesive based on polyurethane chemistry to form a mist of fine droplets when applied at a high line speed may be reduced by including both a high functionality polyol and a lower functionality polymeric polyol in Component B which is combined and reacted with an isocyanate-functionalized polyurethane prepolymer in Component A.
    Type: Grant
    Filed: November 12, 2004
    Date of Patent: January 13, 2015
    Assignee: Henkel US IP LLC
    Inventors: J. Brandon Simons, Grant B. Kenion
  • Patent number: 8927675
    Abstract: The present invention provides poly(ureaurethane)s including a reaction product of components comprising: (a) at least one isocyanate functional ureaurethane prepolymer comprising the reaction product of: (1) at least one isocyanate functional urethane prepolymer comprising the reaction product of: (i) a first amount of at least one polyisocyanate selected from the group consisting of polyisocyanate trimers and branched polyisocyanates, the polyisocyanate having at least three isocyanate functional groups; and (ii) a first amount of at least one aliphatic polyol; and (2) water, to form an isocyanate functional ureaurethane prepolymer; and (b) a second amount of at least one polyisocyanate and a second amount of at least one aliphatic polyol; compositions, coatings and articles made therefrom and methods of making the same.
    Type: Grant
    Filed: December 14, 2006
    Date of Patent: January 6, 2015
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Thomas G. Rukavina, Robert Hunia
  • Patent number: 8912280
    Abstract: An aqueous polyurethane resin dispersion containing a polyurethane resin obtained by reacting (A) a polyurethane prepolymer obtained by reacting (a) a polyisocyanate compound, (b) at least one polyol compound containing a polycarbonate polyol having a number average molecular weight of 400 to 3000, (c) an acidic group-containing polyol compound, (d) a blocking agent for an isocyanate group, which dissociates at 80 to 180° C., and (B) a chain elongating agent having reactivity with the isocyanate group, being dispersed in an aqueous medium, a sum of a content of urethane and urea bondings is 15 to 30% by weight in terms of solid components, a content of carbonate bondings is 8% to <15% by weight in terms of solid components, and a content of isocyanate group to which the above-mentioned blocking agent has bound is 0.2 to 3% by weight in terms of solid components as calculated on isocyanate group.
    Type: Grant
    Filed: February 23, 2010
    Date of Patent: December 16, 2014
    Assignee: Ube Industries, Ltd.
    Inventors: Atsushi Morikami, Masahiro Naiki, Fumio Adachi, Manabu Takahashi
  • Publication number: 20140364026
    Abstract: The present invention provides polyurethanes including a reaction product of components including: (a) an isocyanate functional urethane prepolymer comprising a reaction product of components including: (i) about 1 equivalent of at least one polyisocyanate; and (ii) about 0.1 to about 0.5 equivalents of at least one diol having 2 to 18 carbon atoms; and (b) about 0.05 to about 0.9 equivalents of at least one branched polyol having 4 to 18 carbon atoms and at least 3 hydroxyl groups; and (c) up to about 0.9 equivalents of at least one polyol different from branched polyol (b) and having 2 to 18 carbon atoms, wherein the reaction product components are essentially free of polyester polyol and polyether polyol; compositions, coatings and articles made therefrom and methods of making the same.
    Type: Application
    Filed: August 21, 2014
    Publication date: December 11, 2014
    Inventors: Thomas G. Rukavina, Caroline S. Harris, Robert M. Hunia, Veronica L. Frain, Yan Wang
  • Patent number: 8865052
    Abstract: The TPU of this invention contains unsaturation in its polymeric backbone. The unsaturation can be present in the soft segment or in the hard segment or in both the soft and hard segments of the TPU. The TPU can be molded like a thermoplastic, and can be subsequently crosslinked by exposure to electron beam irradiation into thermoset articles having excellent chemical resistance, dimensional stability, set properties, heat resistance, oxidative resistance, and creep resistance. In one embodiment, the TPUs of this invention are the reaction product (1) a hydroxyl terminated intermediate, (2) a polyisocyanate, (3) a saturated glycol chain extender, and (4) a glycol chain extender containing carbon-carbon double bonds, such as the allyl moieties present in trimethylolpropane monoallyl ether.
    Type: Grant
    Filed: January 21, 2011
    Date of Patent: October 21, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Umit G. Makal, Louis J. Brandewiede, George H. Loeber
  • Patent number: 8865853
    Abstract: The present invention provides polyurethanes including a reaction product of components including: (a) an isocyanate functional urethane prepolymer comprising a reaction product of components including: (i) about 1 equivalent of at least one polyisocyanate; and (ii) about 0.1 to about 0.5 equivalents of at least one diol having 2 to 18 carbon atoms; and (b) about 0.05 to about 0.9 equivalents of at least one branched polyol having 4 to 18 carbon atoms and at least 3 hydroxyl groups; and (c) up to about 0.9 equivalents of at least one polyol different from branched polyol (b) and having 2 to 18 carbon atoms, wherein the reaction product components are essentially free of polyester polyol and polyether polyol; compositions, coatings and articles made therefrom and methods of making the same.
    Type: Grant
    Filed: December 3, 2012
    Date of Patent: October 21, 2014
    Assignee: PPG Industries Ohio, Inc.
    Inventor: Thomas G. Rukaivina
  • Patent number: 8859676
    Abstract: An aqueous polyurethane resin dispersion containing a polyurethane resin obtained by reacting (A) a polyurethane prepolymer obtained by reacting (a) a polyisocyanate compound, (b) at least one polyol compound containing a polycarbonate polyol having a number average molecular weight of 400 to 3000, (c) an acidic group-containing polyol compound, and (d) a blocking agent for an isocyanate group, which dissociates at 80 to 180° C., and (B) a chain elongating agent having reactivity with the isocyanate group, being dispersed in an aqueous medium, a sum of a content of urethane bondings and a content of urea bondings is 7 to 18% by weight of solid components, a content of carbonate bondings is 15 to 40% by weight of solid components, and a content of an isocyanate group to which the above-mentioned blocking agent has bonded is 0.2 to 3% by weight of solid components and calculated on the isocyanate group.
    Type: Grant
    Filed: February 23, 2010
    Date of Patent: October 14, 2014
    Assignee: UBE Industries, Ltd.
    Inventors: Atsushi Morikami, Masahiro Naiki, Fumio Adachi, Manabu Takahashi
  • Patent number: 8853295
    Abstract: The present invention relates to a process for the preparation of particularly reactive and low-viscosity reaction products of polyisocyanates which contain activated ethylenically unsaturated groups which react by polymerization under the action of actinic radiation, and the use of these reaction products in coating compositions, and particularly scratch-resistant coatings obtainable therefrom.
    Type: Grant
    Filed: February 12, 2010
    Date of Patent: October 7, 2014
    Assignee: ALLNEX IP S.a.r.L.
    Inventors: Michael Ludewig, Wolfgang Fischer, Helmut Kuczewski
  • Patent number: 8846809
    Abstract: A urethane adhesive composition includes a first liquid and a second liquid, the first liquid containing a prepolymer obtained by reacting a polyisocyanate and a high-molecular-weight polyol (I), and at least one filler selected from talc and calcium carbonate, and containing 20 parts by mass or more of talc, 0 to 40 parts by mass of calcium carbonate, and 10 parts by mass or more of zeolite based on 100 parts by mass of the polyisocyanate, the high-molecular-weight polyol (I), and the prepolymer in total, the second liquid containing a high-molecular-weight polyol (II) and a low-molecular-weight polyol, the ratio of the number of moles of hydroxyl groups derived from the low-molecular-weight polyol to the total number of moles of hydroxyl groups derived from the high-molecular-weight polyol (I) and the high-molecular-weight polyol (II) being four or more.
    Type: Grant
    Filed: September 10, 2008
    Date of Patent: September 30, 2014
    Assignee: Emulsion Technology Co., Ltd.
    Inventors: Yoshinori Igarashi, Koichiro Higasa
  • Patent number: 8841402
    Abstract: The invention relates to a coating agent composition comprising an isocyanate-group-containing prepolymer obtained by reacting a polyol comprising a polyoxyalkylene polyol having 2-4 hydroxyl groups on average, an oxyethylene group content of 85-100% by mass based on all oxyalkylene groups (100% by mass), and an arithmetic-average molecular weight of 800-2,500 with an alicyclic isocyanate and/or an aliphatic isocyanate in the presence of an organic acid bismuth salt catalyst, the isocyanate(s) being used in such an amount as to result in an isocyanate index of 150-300. The invention can provide a coating agent composition which forms a coating film or film having moisture permeability, excellent in mechanical properties and yellowing resistance, having laundering durability and resistance to sweat deterioration, and containing no organotin compounds.
    Type: Grant
    Filed: December 17, 2008
    Date of Patent: September 23, 2014
    Assignee: Asahi Glass Company, Limited
    Inventors: Hiroshi Wada, Tomeyoshi Ohori
  • Patent number: 8829147
    Abstract: Polymerizable liquid compositions of the polyurethane type, consisting of two components (A) and (B), wherein component (A) contains at least one cyclo-aliphatic diisocyanate monomer or a mixture of one cyclo-aliphatic diisocyanate monomer and a pre-polymer obtained by reaction, in the presence of an acid phosphate ester catalyst, between said cyclo-aliphatic diisocyanate monomer and one or more polyols having two or more hydroxy 1 groups per molecule and a molecular weight ranging from 50 to 2,000 g/mole; the second component (B) contains one or more polyols having a molecular weight ranging from 50 to 2,000 g/mole and a functionality between 2 and 5; in the absence of polyalkoxylated tertiary diamines and organometallic catalysts, said components (A) and (B) being present in a weight ratio which varies from 1:1 to 2:1 and the process for the production of organic glass starting from polymerizable liquid compositions of the polyurethane type.
    Type: Grant
    Filed: October 14, 2009
    Date of Patent: September 9, 2014
    Assignee: Acomon AG
    Inventors: Willem Bos, Fiorenzo Renzi, Roberto Forestieri, Andrea Vecchione