Abstract: A curable composition which provides a coating layer having high adhesion to a substrate and a hard coat layer and extremely excellent photochromic properties such as high color development intensity, high fading speed and excellent durability. This composition comprises (1) 100 parts by weight of radically polymerizable monomers including a silyl monomer such as ?-methacryloyloxypropyl trimethoxysilane and/or an isocyanate monomer such as 2-isocyanatoethoxy methacrylate, (2) 0.01 to 20 parts by weight of an amine compound and (3) 0.01 to 20 parts by weight of a photochromic compound. A photochromic optical material having excellent adhesion between a photochromic coating layer and a resin substrate and obtained by using this composition as a coating material and a process for producing the photochromic optical material.
Abstract: A method for producing trans-bis(aminomethyl)cyclohexane includes a trans-isomerization step in which cis-dicyanocyclohexane is isomerized into trans-dicyanocyclohexane by heating dicyanocyclohexane containing cis-dicyanocyclohexane in the presence of a tar component produced by distillation of dicyanocyclohexane; and an aminomethylation step in which trans-dicyanocyclohexane produced by the trans-isomerization step is allowed to contact with hydrogen to produce trans-bis(aminomethyl)cyclohexane.
Type:
Grant
Filed:
July 25, 2014
Date of Patent:
May 15, 2018
Assignee:
MITSUI CHEMICALS, INC.
Inventors:
Takeshi Fukuda, Kazuhiro Kosumi, Jun Takahashi, Keita Takuno, Ryo Shinagawa, Masashi Shimamoto, Gran Martinez Alejandro, Satoshi Yamasaki, Goro Kuwamura
Abstract: The invention relates to a method for producing a biomass-resource-derived polyurethane, which comprises: reacting a dicarboxylic acid and an aliphatic diol to produce a polyester polyol; and reacting the polyester polyol and a polyisocyanate compound, wherein the dicarboxylic acid contains at least one component derived from biomass resources, a content of an organic acid in the dicarboxylic acid is more than 0 ppm and not more than 1,000 ppm relative to the dicarboxylic acid, and a pKa value of the organic acid at 25° C. is not more than 3.7.
Abstract: A polyurea or polyurea-urethane elastomer comprises a soft polymer segment and a hard polymer segment, wherein the hard polymer segment includes polyurea groups in combination with H-bond accepting chain extenders (HACEs) to reduce the flow temperature (Tflow) while maintaining the excellent mechanical properties such that the resulting polyurea elatomer is rendered melt-processable.
Type:
Grant
Filed:
February 23, 2012
Date of Patent:
May 1, 2018
Assignee:
The University of Akron
Inventors:
Joseph Kennedy, Jungmee Kang, Gabor Erdodi
Abstract: The present invention relates to polyester polyols made from aromatic polyacid sources such as thermoplastic polyesters. The polyols can be made by heating a thermoplastic polyester such as virgin polyethylene terephthalate, recycled polyethylene terephthalate, or mixtures thereof, with a glycol to give a digested intermediate which is then reacted with a digestible polymer, which can be obtained from various recycle waste streams. The polyester polyols comprise a glycol-digested polyacid source and a further digestible polymer. The polyester polyols provide a sustainable alternative to petrochemical or biochemical based polyester polyols.
Type:
Grant
Filed:
October 14, 2015
Date of Patent:
April 24, 2018
Assignee:
Resinate Materials Group, Inc.
Inventors:
Rick Tabor, Eric David Vrabel, Matthew J Beatty, Gary E. Spilman, Kevin Anthony Rogers, Michael Robert Christy, Matthew Thomas Brown, Jack Rogers Kovsky, Woo-Sung Bae, Shakti L Mukerjee
Abstract: Two-component coating systems and compositions are disclosed. The coating compositions form crosslinked polyurea coatings and have relatively long pot life and relatively short dry time. The coating compositions include a polyisocyanate, a polyaspartic ester, and a polyetheraspartic ester.
Type:
Grant
Filed:
March 13, 2014
Date of Patent:
April 17, 2018
Assignee:
Covestro LLC
Inventors:
Edward P. Squiller, Terrell D. Wayt, John Forsythe, Kurt E. Best, Ahren Olson, Alan Ekin
Abstract: The present invention relates to a method for producing polyisocyanates comprising iminooxadiazinedione groups, wherein at least one monomeric di- and/or tri-isocyanate is oligomerized in the presence of at least one catalyst and succinonitrile. The invention relates further to a reaction system for producing polyisocyanates comprising iminooxadiazinedione groups, and to the use of succinonitrile in the production of polyisocyanates comprising iminooxadiazinedione groups by catalyzed modification of monomeric di- and/or tri-isocyanates.
Abstract: According to the present invention, a composition for an optical material can be provided, which is characterized by containing an episulfide compound having a value of turbidity in acetone of 3.0 ppm or less. According to a preferred embodiment of the present invention, a composition for an optical material can be provided, which comprises: (a) a compound (an episulfide compound) which has a structure represented by formula (1) and has a value of turbidity in acetone of 3.0 ppm or less; (b) a polyisocyanate compound; and (c) a polythiol compound. (In the formula, m represents an integer of 0 to 4; and n represents an integer of 0 or 1.
Abstract: The present invention relates to a two-component polyurethane adhesive consisting of a polyol component and a polyisocyanate component, wherein the polyol component comprises a triol with a molar mass of 1,000 to 10,000 g/mol, a diol having two primary hydroxy groups and a molar mass of 60 to 150 g/mol, a poly(trimethylene oxide) diol or a poly(tetramethylene oxide) diol with a molar mass of 200 to 3,000 g/mol and an aliphatic polyamine. The adhesive is characterized by high early strength, a low temperature dependence of the mechanical properties, good adhesion and the possibility of controlled thermally induced release of adhesion.
Type:
Grant
Filed:
May 14, 2014
Date of Patent:
March 13, 2018
Assignee:
SIKA TECHNOLOGY AG
Inventors:
Steffen Kelch, Wolfgang Roock, Florian Ittrich
Abstract: A polyester polyol from which a polyurethane having acid resistance and alkali resistance can be produced. A polyester polyol containing 1,3-propandiol having an alicyclic skeleton in a side chain, 3-methyl-1,5-pantanediol, and a dibasic acid component as constituent components.
Abstract: The present invention relates to polyester polyols made from aromatic polyacid sources such as thermoplastic polyesters. The polyols can be made by heating a thermoplastic polyester such as virgin polyethylene terephthalate, recycled polyethylene terephthalate, or mixtures thereof, with a glycol to give a digested intermediate which is then reacted with a digestible polymer, which can be obtained from various recycle waste streams. The polyester polyols comprise a glycol-digested polyacid source and a further digestible polymer. The polyester polyols provide a sustainable alternative to petrochemical or biochemical based polyester polyols.
Type:
Grant
Filed:
July 8, 2016
Date of Patent:
February 20, 2018
Assignee:
Resinate Materials Group, Inc.
Inventors:
Rick Tabor, Eric David Vrabel, Matthew J Beatty, Gary E. Spilman, Kevin Anthony Rogers, Michael Robert Christy, Matthew Thomas Brown, Jack Rogers Kovsky, Woo-Sung Bae, Shakti L Mukerjee
Abstract: The present invention concerns new associative thickeners of the HEUR type (Hydrophobically modified Ethylene oxide URethane) whose hydrophobic monomer is based on alkyl cyclohexylols. These are new polyurethanes that significantly thicken an aqueous formulation with a low, medium and high shear gradient. The invention also concerns the compositions containing them and their uses in different formulations such as aqueous paints.
Abstract: Provided is a transparent, non-elastomeric optical article prepared by (1) combining to form a reaction mixture (a) a polyisocyanate component; and (b) an active hydrogen component including (b1) a first component free of amino groups including at least one first polyol; and (b2) a second component containing (i) a second polyol and/or a polythiol and (ii) a compound containing both amine and hydroxyl functional groups; (2) introducing the reaction mixture to a mold at a temperature and for a time sufficient to form a thermoset polymerizate; and (3) releasing the polymerizate from the mold to yield a transparent, non-elastomeric optical article. Also provided is a method for preparing a transparent optical film. Optical films and articles prepared by the methods also are provided.
Type:
Grant
Filed:
February 10, 2017
Date of Patent:
February 13, 2018
Assignee:
PPG Industries Ohio, Inc.
Inventors:
Nina Vassileva Bojkova, Marvin Jerome Graham, Matthew J. Kryger, Federico Menta
Abstract: The present invention relates to a two-component polyurethane adhesive consisting of a polyol component and a polyisocyanate component, wherein the polyol component comprises a triol with a molar mass of 1,000 to 10,000 g/mol, a diol having two primary hydroxy groups and a molar mass of 60 to 150 g/mol, a poly(trimethylene oxide) diol or a poly(tetramethylene oxide) diol with a molar mass of 200 to 3,000 g/mol and an aliphatic polyamine. The adhesive is characterized by high early strength, a low temperature dependence of the mechanical properties, good adhesion and the possibility of controlled thermally induced release of adhesion.
Type:
Grant
Filed:
May 14, 2014
Date of Patent:
February 13, 2018
Assignee:
SIKA TECHNOLOGY AG
Inventors:
Steffen Kelch, Wolfgang Roock, Florian Ittrich
Abstract: A resin mixture comprises a vinyl ester urethane resin as the base resin, wherein the vinyl ester urethane resin can be obtained by reacting a dianhydrohexitol compound with a diisocyanate to obtain a product and reacting the obtained product with a hydroxy substituted (meth)acrylate. The resin mixture can be used to produce a reactive resin mortar containing that resin mixture and inorganic aggregates, organic aggregates or a mixture thereof. The reactive resin mortar can be used for chemical fastening.
Abstract: The present invention provides compounds produced by the reaction of glycidyl ethers and glycidyl esters with ether compounds including N,N,N?-trimethyl-bis-(aminoethyl)ether. N,N,N?-trimethyl-bis-(aminoethyl)ether and its derivatives can be used as polyurethane catalysts.
Type:
Grant
Filed:
February 22, 2012
Date of Patent:
January 30, 2018
Assignee:
Evonik Degussa GmbH
Inventors:
Juan Jesus Burdeniuc, Stephan Hermann Wendel, John William Mitchell
Abstract: A polyurethane reaction system includes an isocyanate component having at least one polyisocyanate and an isocyanate-reactive component having a storage stable polyol component that is a single phase liquid mixture at 23° C. including a first polyether polyol and a second polyether polyol. The first polyether polyol is included in an amount from 20 wt % to 90 wt %, based on total weight of the polyol component, is a glycol based polyoxypropylene-polyoxyethylene polyether polyol having number average molecular weight from 1500 g/mol to 1975 g/mol, and has a polyoxyethylene content from 26 wt % and 34 wt % based on a total weight of the first polyether polyol. The second polyether polyol is included in an amount from 10 wt % to 80 wt %, based on total weight of the polyol component, has a number average molecular weight from 750 g/mol to 4000 g/mol, and has a melting point higher than 23° C.
Type:
Grant
Filed:
November 25, 2014
Date of Patent:
January 23, 2018
Inventors:
Sven Claessens, Justin M. Virgili, Antoon De Smet, Yme Braaksma, Mark F. Sonnenschein, Benjamin L. Wendt
Abstract: Described herein are polyurethane compositions based on natural materials, as well as methods for making and using the compositions. Also described herein are biofoams made from the polyurethane compositions. The biofoams described herein are resistant to degradation by acid and heat and are able to recover their original shapes after the application of pressure.
Abstract: Disclosed herein is a composition for use in the preparation of a Lacrosse sport ball, the composition comprising a prepolymer, the prepolymer comprising a multifunctional polyisocyanate and one or more polyols having a molecular weight of from about 1000 Daltons to about 5000 Daltons, and a curative comprising an amine or an additional polyol or a combination thereof. A Lacrosse ball formed from the composition exhibits a ball compression of from about 180 pounds to about 210 pounds or from about 90 pounds to about 210 pounds when tested in accordance with ND 049-12m12 Section 5.3 Ball Compression, and wherein the molded spherical ball exhibits a ball coefficient of restitution COR of from about 0.60 to about 0.70 or from about 0.50 to about 0.75 when tested in accordance with ND 049-12m12 Section 5.4 Ball Coefficient of Restitution COR.
Type:
Grant
Filed:
May 19, 2015
Date of Patent:
January 9, 2018
Assignee:
The Hanson Group LLC
Inventors:
Wallace Lee Hanson, Jr., Susan Aragon, Chris Carter, Charles Demarest, Michael Oseth, Marci Ann Seidel
Abstract: A liquid crystalline polyurethane elastomer is produced by reacting an isocyanate component, a high-molecular-weight polyol component and a mesogenic diol represented by formula (1), and having a crosslinking site that is introduced by a tri-functional or higher isocyanate in the isocyanate component and/or a high-molecular-weight polyol having a number average molecular weight of 400 or more and less than 7000 and having three or more hydroxy groups, in the high-molecular-weight polyol component, wherein the melting point of a mesogenic unit does not exist in a temperature range lying between the glass transition temperature (Tg) and the (liquid crystal phase)-to-(isotropic phase) transition temperature (Ti) of the polyurethane elastomer, and a liquid crystal is developed at a temperature between the Tg and the Ti. (In the formula, X represents an alkylene group having 3 to 20 carbon atoms; and Y represents a single bond, —N?N—, —CO—, —CO—O— or —CH?N—).