Ether Or Thioether Compound Contains Three Or More -xh Groups Patents (Class 528/77)
  • Patent number: 10975026
    Abstract: The method for producing a polythiol compound includes reacting 2-mercaptoethanol having a water content of 3000 ppm or less on a mass basis, with epihalohydrin to obtain a halide represented by the formula (1), wherein X represents a halogen atom; and obtaining at least one polythiol compound selected from the group consisting of a polythiol compound represented by the formula (4), a polythiol compound represented by the formula (5), a polythiol compound represented by the formula (6), and a polythiol compound represented by the formula (7).
    Type: Grant
    Filed: October 26, 2018
    Date of Patent: April 13, 2021
    Assignee: HOYA LENS THAILAND LTD.
    Inventors: Yukio Kageyama, Masahisa Kousaka, Akinori Yamamoto
  • Patent number: 10858472
    Abstract: A polythiol composition includes a polythiol compound (a) represented by the following formula (5) and a compound (b) wherein, in a high performance liquid chromatography measurement of the polythiol composition under defined conditions, the peak area of the compound (b) which appears at the retention time from 4.3 minutes to 5.6 minutes is equal to or less than 3.0, with respect to the peak area of 100 of the polythiol compound (a) which appears at the retention time from 12.0 minutes to 13.5 minutes. A process for producing a polythiol composition, a method of manufacturing a molded product, a molded product, an optical element and a lens are also provided.
    Type: Grant
    Filed: July 31, 2018
    Date of Patent: December 8, 2020
    Assignee: MITSUI CHEMICALS, INC.
    Inventors: Masaru Kawaguchi, Takeshi Nishimura
  • Patent number: 10662276
    Abstract: A cured composition including a reaction product of a mixture that includes an isocyanate component having one or more isocyanates and an isocyanate-reactive component having a butylene oxide based polyol, which has a number average molecular weight greater than 2,000 g/mol and less than 8,000 g/mol and a nominal hydroxyl functionality from (2) to (4). At least (50) wt % of a total weight of alkylene oxides used to form the butylene oxide based polyol is butylene oxide. An isocyanate index of the mixture is from (90) to (150). The cured composition in a cured state exhibits a first tan delta peak between a first temperature range of 50° C. to 0° C. and a second tan delta peak between a second temperature range of 75° C. and 150° C.
    Type: Grant
    Filed: November 9, 2016
    Date of Patent: May 26, 2020
    Assignee: Dow Global Technologies LLC
    Inventors: Adam C. Colson, Dan Yu, Daniel A. Aguilar, Amber Marie Stephenson, William H. Heath, Shouren Ge
  • Patent number: 10549475
    Abstract: The present invention discloses a method for preparing stable 3D polymer objects with surface micro-nanostructures. The method includes the following steps: Step (1): Synthesizing a thermoset 2D polymer object with surface microstructures. The polymer network contains reversible exchangeable bonds. Step (2): deforming synthesized polymer to an arbitrary desired shape above the reshaping temperature with an external force applied. The permanent reshaping temperature falls in the range of 50-130° C. and external stress is held for 5 min-24 hours Step (3): after cooling, a permanent 3D polymer object with surface microstructure is obtained. Step (2-3) can be repeated for many cycles and the 2D polymer object can be arbitrarily and cumulatively deformed to get a complex 3D structures. The polymer networks contain reversible exchangeable bonds and bond exchange catalysts in the present invention.
    Type: Grant
    Filed: January 25, 2017
    Date of Patent: February 4, 2020
    Assignee: ZHEJIANG UNIVERSITY
    Inventors: Tao Xie, Jingjun Wu, Qian Zhao, Zizheng Fang
  • Patent number: 9617444
    Abstract: A method of coating a substrate is disclosed in which a non-aqueous composition is applied to the substrate and then exposed to UV-A light until the composition is substantially cured. The non-aqueous composition comprises an unsaturated (meth)acrylate polymer or oligomer, reactive diluents, one or more photoinitators, an optional solvent or mixture of solvents, and up to 15% by weight of a flattener. A coating is formed having an 85° gloss of less than 15.
    Type: Grant
    Filed: May 19, 2011
    Date of Patent: April 11, 2017
    Assignee: ALLNEX IP S.a.r.L.
    Inventors: Michael J. Dvorchak, Charles A. Gambino, Charles Todd Williams
  • Patent number: 9068076
    Abstract: A catalyst masterbatch is disclosed, which when used with a rigid TPU polymer, will cause the rigid TPU to depolymerize during melt processing and repolymerize as the melt is being cooled. This feature is of particular interest in a pultrusion process to create TPU/fiber composites. The catalyst masterbatch contains a relative soft TPU polymer where the catalyst has been swelled or absorbed into the soft TPU polymer. A carrier, such as a plasticizer, can be used to aid the transport of the catalyst into the soft TPU polymer. The catalyst masterbatch is used as an additive to the rigid TPU in a pultrusion process to make the composites. The catalyst masterbatch can also be used in non-fiber reinforced rigid TPU compositions to increase the Mw of melt processed rigid TPU.
    Type: Grant
    Filed: May 20, 2009
    Date of Patent: June 30, 2015
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Jerome J. Blayne, Kemal Onder, Shane R. Parnell, Kimberly L. Young
  • Patent number: 9052436
    Abstract: A method of preparing an optical material by polymerizing a resin composition including a thiol group-containing compound and an isocyanate group-containing compound, particularly, a method of preparing a high-quality urethane-based optical material using a universal polyisocyanate compound. According to one aspect, a resin composition including a polythiol compound and a widely available polyisocyanate compound, as main components, and having a moisture content of 300 to 3,000 ppm is template-polymerized to prepare the optical material. A colorless, transparent, and high-quality urethane-based optical material may be efficiently prepared in high yield using a low-cost and widely available isocyanate compound through template-polymerization using a tape while minimizing generation of white tape residues and foaming.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: June 9, 2015
    Assignee: KOC SOLUTION CO., LTD.
    Inventors: Dong Gyu Jang, Soo Gyun Roh, Jong Hyo Kim
  • Publication number: 20150148512
    Abstract: The present invention relates to novel methods for preparing a polythiol compound for use in an optical material and polymerizable compositions including a polythiol compound prepared by the methods. According to the methods, a polythiol compound with uniform color, high purity and high quality can be prepared at reduced cost. The polymerizable compositions can be used to manufacture clear, transparent optical lenses with good heat resistance and excellent optical properties.
    Type: Application
    Filed: May 23, 2013
    Publication date: May 28, 2015
    Inventors: Dong Gyu Jang, Soo Gyun Roh, Jong Hyo Kim
  • Patent number: 8987404
    Abstract: The invention relates to a coating composition comprising: A) at least one thiol-functional compound having at least one thiol group, B) at least one polyisocyanate cross-linking agent with at least one free isocyanate group and C) at least one catalyst compound, said catalyst compound comprising at least one catalyst for the curing reaction between the thiol groups of component A and the free isocyanate groups of component B, and at least one cyclodextrine.
    Type: Grant
    Filed: April 29, 2010
    Date of Patent: March 24, 2015
    Assignee: Axalta Coating Systems IP Co., LLC
    Inventors: Carmen Flosbach, Stefanie Matten, Katharina Dreger
  • Patent number: 8952093
    Abstract: The disclosure relates to water-dispersible polyurethane polymers as well as related polyurethane dispersion (PUD) compositions including the same, methods of making the same, methods of using the same, and articles coated with the same. The water-dispersible polyurethane polymer includes hydrophobic oligomeric polyether soft segments that include 1,2-di-substituted oxyethylene repeating units. The 1,2-di-substituted oxyethylene repeating units are derived from unsaturated fatty acid esters, such as from a distribution of epoxidized vegetable oil fatty acid esters subjected to a ring-opening polymerization process for oligomeric polyether polyol formation. The water-dispersible polyurethane polymer further includes hard segments common to other PUD compositions.
    Type: Grant
    Filed: February 15, 2012
    Date of Patent: February 10, 2015
    Assignee: Eastern Michigan University
    Inventor: Vijaykumar M. Mannari
  • Publication number: 20150018507
    Abstract: The present invention relates to a polythiol compound for a high quality optical material that exhibits excellent physical properties in terms of color, a composition for an optical material including the polythiol compound, a method for producing an optical material, and a method for preparing the polythiol compound. The method includes reacting an epichlorohydrin compound containing 0.5% by weight or less of impurities with 2-mercaptoethanol. The polythiol compound is prevented from being colored. The polythiol compound can be used to produce a urethane optical material that is prevented from being colored and has a low yellowness index and a good color. The polythiol compound can be used to produce various optical materials including urethane optical materials. The optical material can be used to manufacture an optical lens having a good color. The optical lens can be used as a spectacle lens, a polarizing lens, a camera lens, or the like.
    Type: Application
    Filed: January 25, 2013
    Publication date: January 15, 2015
    Inventors: Dong Gyu Jang, Soo Gyun Roh, Jong Hyo Kim
  • Patent number: 8933191
    Abstract: New methods of synthesizing new types of plant derived high molecular weight polyols are provided.
    Type: Grant
    Filed: May 16, 2011
    Date of Patent: January 13, 2015
    Inventors: Thomas M. Garrett, Stuart L. Watson, Xian Xian Du
  • Publication number: 20140378641
    Abstract: The invention relates to compact, lightfast polyurethane moulded parts which consist of isocyanates, polyols and chain extenders and/or cross-linking agents, as well as to the use of same.
    Type: Application
    Filed: January 15, 2013
    Publication date: December 25, 2014
    Inventors: Birgit Meyer zu Berstenhorst, Reinhard Halpaap, Norbert Eisen, Uwe Pfeuffer, Gregor Murlowski
  • Patent number: 8912363
    Abstract: Provided is a chlorinated polyether which has excellent solubility in solvents and excellent thermal stability, has the excellent effect of improving the adhesion of coating materials, inks, and adhesives to polyolefins, can be expected to be usable as a flame retardant, and is useful also as a novel starting material for polyurethanes. The polyether is a novel chlorinated polyether containing, as a repeating unit, at least one of the chlorinated-ether residue represented by the following formula (1) and the chlorinated-ether residue represented by the following formula (2). Also provided is a novel polyurethane obtained therefrom.
    Type: Grant
    Filed: June 9, 2009
    Date of Patent: December 16, 2014
    Assignee: Tosoh Corporation
    Inventors: Megumi Okada, Mayuko Okada, Yuko Okada
  • Publication number: 20140364527
    Abstract: The present invention relates to a method for the production of low-viscosity polyurethane prepolymers (PUR prepolymers) based on 2,4?-MDI, as well as the use of said polyurethane prepolymers.
    Type: Application
    Filed: December 18, 2012
    Publication date: December 11, 2014
    Inventors: Matthias Wintermantel, Eduard Mayer, Peter Reichert
  • Patent number: 8901186
    Abstract: Process for producing silica-comprising dispersions comprising a polyetherol or a polyether amine, which comprises the steps of (i) admixing an aqueous silica sol (K) having an average particle diameter of from 1 to 150 nm and a silica content, calculated as SiO2, of from 1 to 60% by weight and a pH of from 1 to 6 with at least one polyetherol (b1) and/or polyether amine (b2) based on ethylene oxide and/or propylene oxide and having an average OH or amine functionality of from 2 to 6 and a number average molecular weight of from 62 to 6000 g/mol, (ii) distilling off at least part of the water, (iii) admixing the dispersion with at least one compound (S) having at least one at least monoalkoxylated silyl group and at least one alkyl, cycloalkyl or aryl substituent, where this substituent may have groups which are reactive toward an alcohol, an amine or an isocyanate in an amount of from 0.
    Type: Grant
    Filed: March 11, 2010
    Date of Patent: December 2, 2014
    Assignee: BASF SE
    Inventors: Berend Eling, Zeljko Tomovic, Stefan Auffarth
  • Publication number: 20140329715
    Abstract: The present invention relates to the provision of polymers that are selected to have either; surface properties that allow protozoa, in particular Cryptosporidium and Giardia, to bind to the polymer; or have surface properties that are repellent to the binding of these protozoa. Methods for identifying suitable polymers are provided. Products comprising, consisting of or coated with the polymers of the present invention are also provided, as well as methods of treating or monitoring water employing polymers of the present invention.
    Type: Application
    Filed: November 29, 2012
    Publication date: November 6, 2014
    Inventors: Helen Bridle, Mark Bradley, Mei Wu
  • Publication number: 20140323678
    Abstract: Polymerizable liquid compositions containing three components (A), (B) and (C) are provided, wherein component (A) contains at least one cycloaliphatic diisocyanate monomer wherein the weight percentage of free isocyanate groups in component (A) ranges from about 20% to about 50% by weight with respect to the total weight of component (A); component (B) contains at least one polythiol having a molecular weight ranging from 50 to 1,200 g/moles and a functionality ranging from 2 to 5, the components (A) and (B) being present in a weight ratio varying from 0.5:1 to 2:1; and component (C) being a defined polymerization catalyst. A process for the production of organic glass using the polymerizable liquid composition is further provided.
    Type: Application
    Filed: July 11, 2014
    Publication date: October 30, 2014
    Inventors: Fiorenzo RENZI, Roberto FORESTIERI, Andrea Lukas VECCHIONE, Willem BOS
  • Publication number: 20140303321
    Abstract: The invention relates to metal complex compounds of the formula Mk(L)x(Y)kz-nx, where the ligand L has the formula (I), and to metal complex compounds which include the reaction product of at least one salt or a complex of a transition metal or a main group metal element of the groups 13 to 15 and at least one 1,3-ketoamide. Such complex compounds are suitable in particular as catalysts for polyurethane compositions. The invention also relates to two-component polyurethane compositions including at least one polyisocyanate as the first component, at least one polyol as the second component, and at least one such metal complex compound as the catalyst. The invention additionally relates to different uses of the two-component polyurethane compositions.
    Type: Application
    Filed: December 12, 2012
    Publication date: October 9, 2014
    Inventors: Urs Burckhardt, Rita Cannas
  • Publication number: 20140296427
    Abstract: The present invention relates to zinc(II) complex compounds of the formula Zn(L)x(Y)2-x, wherein the ligand L has the formula (I). Such complex compounds are particularly suitable as catalysts for two-component polyurethane compositions. The invention also relates to two-component polyurethane compositions including at least one polyisocyanate as a first component, at least one polyol as a second component and at least one such zinc(II) complex compound as a catalyst. In addition, the invention relates to various uses of these two-component polyurethane compositions.
    Type: Application
    Filed: December 12, 2012
    Publication date: October 2, 2014
    Inventors: Urs Burckhardt, Rita Cannas
  • 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: 8816037
    Abstract: The invention relates to moisture-curing compositions which comprise at least one aromatic isocyanate group-bearing polyisocyanate and at least one dialdimine of formula (I). The compositions according to the invention have a longer open time and at the same time a shorter curing time, they are storage-stable and cure without forming bubbles. They are especially suitable as adhesives, sealing agents, potting compounds or coating materials, the use as sealing agents being especially advantageous.
    Type: Grant
    Filed: March 27, 2008
    Date of Patent: August 26, 2014
    Assignee: Sika Technology AG
    Inventor: Urs Burckhardt
  • Patent number: 8802770
    Abstract: The present invention discloses a semicrystalline, thermoplastic polyurethane which is comprised of the reaction product of (1) a hydrophobic polyol, (2) a polyisocyanate, and (3) a linear chain extender containing 5 carbon atoms or 7 to 12 carbon atoms; wherein the hydrophobic polyol has a number average molecular weight which is within the range of about 1,000 to about 4,000; wherein the semicrystalline, thermoplastic polyurethane has a weight average molecular weight which is within the range of 50,000 to 1,000,000; and wherein the semicrystalline, thermoplastic polyurethane has a melting point which is within the range of 80° C. to 150° C. This hydrophobic thermoplastic polyurethane offers a unique array of characteristics that are highly desirable for utilization in manufacturing a variety of products. For instance, it can be used in overmolding soft grips onto consumer products, in adhesives, and in protective coatings.
    Type: Grant
    Filed: January 21, 2009
    Date of Patent: August 12, 2014
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
  • Patent number: 8790488
    Abstract: Biocompatible macromer compositions are provided including an isocyanate-functional polyalkylene oxide combined with at least one multi-functional isocyanate as a first component, and a multi-amino functional compound possessing multiple primary amines as a second component. The isocyanate-functional polyalkylene oxide has pendant polyalkylene oxide groups. The resulting biocompatible macromer composition can be employed as an adhesive or sealant for medical/surgical uses.
    Type: Grant
    Filed: January 2, 2013
    Date of Patent: July 29, 2014
    Assignee: Covidien LP
    Inventors: Ahmad R. Hadba, Nadya Belcheva
  • Patent number: 8747602
    Abstract: A polyurethane adhesive which is useful in bonding porous and non-porous surfaces is provided. The adhesive is especially useful in bonding windshield glass into automotive frames under a variety of environmental conditions, particularly in after market windshield replacement applications. The polyurethane includes at least one urethane prepolymer which is based on at least one thermoplastic polyol. In one embodiment, the urethane prepolymer may be formed from one or more polyisocyanates, one or more polyetherpolyols and one or more thermoplastic polyesterpolyols, wherein the prepolymer has a free isocyanate content of from about 0.6 to about 3.5% by weight, based on the weight of the polyurethane. In another embodiment, a one-part adhesive composition is provided which includes an isocyanate-functional and thermoplastic polyurethane prepolymer having a free isocyanate content of from about 0.6 to about 3.
    Type: Grant
    Filed: November 22, 2010
    Date of Patent: June 10, 2014
    Assignee: Sika Technology AG
    Inventors: Steven Rosenberg, Hong Yao, Thomas Bove, Adrian Van Maurik, Hans Peter Tschan, Norman Blank
  • Patent number: 8703898
    Abstract: A hyperbranched polyether polyol obtained by a ring-opening reaction between a hydroxyalkyloxetane (a1) and a monofunctional epoxy compound (a2), wherein the polyether polyol includes a primary hydroxyl group (H1) and a secondary hydroxyl group (H2) in the molecular structure thereof, and has a number average molecular weight (Mn) of 1,000 to 4,000 and a hydroxyl value of 150 to 350 mg·KOH/g.
    Type: Grant
    Filed: June 20, 2006
    Date of Patent: April 22, 2014
    Assignee: DIC Corporation
    Inventors: Rainer B. Frings, Toshihiro Ooki, Yasuhiro Takada, Hitoshi Hayakawa
  • Patent number: 8653221
    Abstract: The invention relates to hydroxyl-functionalised polyurethane hot melt prepolymers comprising the chemical reaction product of isocyanate-reactive starting materials with at least one isocyanate-containing starting material. Said prepolymers are characterized in that the isocyanate-reactive starting materials of the hydroxyl-functionalised polyurethane hot melt prepolymers have a polypropylene glycol with a functionality higher than two and a number-average molar mass higher than or equal to 3,000 g/mol, a polypropylene glycol with a functionality less than or equal to two and a number-average molar mass less than or equal to 1,000 g/mol, and a chain lengthener with a functionality less than or equal to 500 g/mol, and the isocyanate-containing starting material of the hydroxyl-functionalised polyurethane hot melt prepolymer has an aliphatic or alicyclic diisocyanate.
    Type: Grant
    Filed: May 12, 2009
    Date of Patent: February 18, 2014
    Assignee: TESA SE
    Inventors: Uwe Schümann, Kirstin Weiland
  • Patent number: 8653219
    Abstract: Proposed is a process for preparing a reactive polyurethane composition that is characterized in that in a first process stage, from an isocyanate-reactive polymer or mixture of isocyanate-reactive polymers with a fraction of at least 90%, preferably at least 95%, more preferably at least 99% by weight of linear molecules, by reaction with a polyisocyanate having a molecular weight <500, in a molar deficit of the isocyanate groups of the polyisocyanate relative to the isocyanate-reactive end groups of the polymer or mixture of polymers, a monomer-free thermoplastic polyurethane is prepared which in a second process stage is reacted with a low-monomer-content, isocyanate-terminal prepolymer, in a molar ratio of the isocyanate-reactive end groups of the thermoplastic polyurethane to the isocyanate groups of the prepolymer of 1:1.1 to 1:5, to give the isocyanate-reactive polyurethane composition.
    Type: Grant
    Filed: November 28, 2005
    Date of Patent: February 18, 2014
    Assignee: Klebchemie M.G. Becker GmbH & Co. KG
    Inventors: Klaus Becker-Weimann, Walter Höhn, Michael Fahrländer
  • Patent number: 8618184
    Abstract: Disclosed is branched poly(trimethylene ether)polyols prepared from the acid catalyzed polycondensation reaction of 1,3-propanediol, and at least one triol comonomer selected from 1,1,1-tris(hydroxymethyl)ethane and 1,1,1-tris(hydroxymethyl)propane. Also disclosed is a branched poly(trimethylene ether)polyol with an equivalent hydroxyl functionality of about 2.1 to about 3.2 and a Mn of about 200 to about 6000. The polyols are useful in the preparation of polyurethane rigid and flexible foams.
    Type: Grant
    Filed: August 31, 2012
    Date of Patent: December 31, 2013
    Assignee: E I du Pont de Nemours and Company
    Inventors: Gyorgyi Fenyvesi, Raja Hari Poladi, Hari Babu Sunkara
  • Patent number: 8580909
    Abstract: Process for producing a chemically crosslinked polyurethane film, comprising the steps of: A) chemically reacting a mixture comprising two or more polyols with one or more polyisocyanates, at least one of the polyols or at least one of the polyisocyanates comprising molecules having a functionality of three or more, to form hydroxyl-functionalized polyurethane hotmelt prepolymer, B) reacting the hydroxyl-functionalized polyurethane hotmelt prepolymer with one or more polyisocyanates in a continuously operating mixing assembly, C) coating the melt emerging from the mixing assembly onto an incoming web-form material or between two incoming web-form materials, in the course of which the reaction started in step B) continues.
    Type: Grant
    Filed: May 6, 2009
    Date of Patent: November 12, 2013
    Assignee: tesa SE
    Inventors: Uwe Schümann, Kirstin Weiland, Sven Hansen, Esther Von Possel
  • Patent number: 8575293
    Abstract: According to the present invention, a resin compound for optical material, comprising (a) an episulfide compound represented by a specific structural formula, (b) a xylylenedithiol compound and (c) a xylylenediisocyanate compound can be provided. In a preferable embodiment of the present invention, a resin compound for optical material having superb optical properties, a high density and a high thermal resistance can be provided. Also according to the present invention, an optical material obtained by curing the above-described resin compound can be provided.
    Type: Grant
    Filed: September 11, 2007
    Date of Patent: November 5, 2013
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Hiroshi Horikoshi, Motoharu Takeuchi
  • Publication number: 20130245164
    Abstract: Aqueous binder composition comprising an organic emulsifiable polyisocyanate, an aromatic polyester polyol and a alkali metal salt of a carboxylic acid as trimerisation catalyst and its use for bonding mineral fibre or lignocellulosic material.
    Type: Application
    Filed: November 24, 2011
    Publication date: September 19, 2013
    Inventors: Dominicus Limerkens, Marc Broekaert, Stefan Priemen
  • Patent number: 8524839
    Abstract: A transparent laminate having good transparency and good adhesion to transparent substrates, and containing a cured resin layer having excellent tear resistance. A process of producing a transparent laminate by interposing a curable resin composition containing an unsaturated urethane oligomer (A) which is a reaction product of a polyol component (A1) containing a polyol (a1) having from 2 to 3 hydroxy groups, a hydroxy value of 15 to 30 mgKOH/g and an oxyethylene group content of 8 to 50 mass %, a polyisocyanate (A2) and an unsaturated hydroxy compound (A3) or a reaction product of a polyol component (A1) and an unsaturated isocyanate (A4), and a monomer (B) represented by CH2?C(R)C(O)O—R2 (wherein R is a hydrogen atom or a methyl group, and R2 is a C3-4 hydroxyalkyl group having 1 to 2 hydroxy groups), between a pair of transparent substrates, and curing the curable resin composition.
    Type: Grant
    Filed: November 7, 2011
    Date of Patent: September 3, 2013
    Assignee: Asahi Glass Company, Limited
    Inventors: Yoshinobu Kadowaki, Satoshi Niiyama, Naoko Aoki
  • Patent number: 8524852
    Abstract: Golf balls containing at least one layer made from a thermoset polyurethane or polyurethane-urea that is the reaction product of a polyisocyanate with moisture-resistant polyol and a curing agent are provided. The moisture-resistant polyol may be prepared by dimerizing unsaturated aliphatic monocarboxylic acid or ester containing 10 to 60 carbon atoms followed by reacting it with a monomeric, oligomeric, or polymeric diol. In one preferred version, the moisture-resistant polyol is a branched polyester polyol containing 36 carbon atoms. The composition can be prepared using prepolymer or one-shot manufacturing techniques. The thermoset composition has good cross-link density. The resulting golf ball has desirable playing performance properties including high resiliency, toughness, impact durability, moisture-resistance, and soft feel.
    Type: Grant
    Filed: April 19, 2010
    Date of Patent: September 3, 2013
    Assignee: Acushnet Company
    Inventors: Murali Rajagopalan, Michael Michalewich, Shawn Ricci, Michael J. Sullivan
  • Patent number: 8519062
    Abstract: Elastomeric material having a density of more than 100 kg/m3 and comprising a matrix material comprising a plurality of urethane, urea and/or isocyanurate groups and having a hardblock content of more than 50% (hereinafter called matrix A); and a polymeric material which 1) has no groups which are able to form a urethane, urea or isocyanurate group with an isocyanate group, 2) is interpenetrating said matrix A, and 3) is the reaction product of a polyisocyanate and a polymer having an average molecular weight of more than 500 and one isocyanate-reactive group at an isocyanate index of 100-250 (hereinafter called polymeric material B); and wherein the relative amount of all ingredients used to make said matrix A and of said polymeric material B, on a weight basis, ranges from 10:90 to 90:10 and process for making such materials.
    Type: Grant
    Filed: February 5, 2009
    Date of Patent: August 27, 2013
    Assignee: Huntsman International LLC
    Inventors: Gerhard Jozef Bleys, Hans Godelieve Guido Verbeke
  • Patent number: 8512506
    Abstract: An automotive windshield replacement method which includes: a) applying an adhesive to an automotive windshield and/or an automobile body substrate, said adhesive including at least one urethane prepolymer formed from reaction materials including: i) isophorone diisocyanate and/or 4,4?-diphenylmethanediisocyanate; ii) an ethylene oxide-end-capped triol having a weight average molecular weight of about 4500 to about 5000; and iii) hexanediol adipate; b) contacting the substrates together, within the working time of the adhesive, along at least a portion of the substrate(s) to which the adhesive has been applied; and c) allowing the adhesive to bond the substrates together.
    Type: Grant
    Filed: December 21, 2010
    Date of Patent: August 20, 2013
    Assignee: Sika Technology AG
    Inventors: Steven A. Rosenberg, Hong Yao, Thomas Bove, Adrian Van Maurik, Hans Peter Tschan, Norman Blank
  • Patent number: 8476362
    Abstract: The invention relates to moisture-curing polyisocyanate mixtures, to a process for their preparation and to their use as binders in lacquers, coatings, adhesives and sealing materials.
    Type: Grant
    Filed: October 20, 2009
    Date of Patent: July 2, 2013
    Assignee: Bayer MaterialScience AG
    Inventors: Christian Wamprecht, Iker Zuazo Osaca
  • Patent number: 8449967
    Abstract: Composite elements have the following layer structure: (i) from 2 to 20 mm of metal, (ii) from 10 to 300 mm of plastic, and (iii) from 2 to 20 mm of metal, where (i) and/or (iii) have an opening which may, if desired, be sealable.
    Type: Grant
    Filed: May 25, 2007
    Date of Patent: May 28, 2013
    Assignee: BASF Aktiengesellschaft
    Inventors: Jürgen Mertes, Thomas Bartz, Georg Knoblauch, Heike Wild, Stephen Kennedy
  • Patent number: 8449714
    Abstract: Biocompatible macromer compositions are provided including an isocyanate-functional polyalkylene oxide combined with at least one multi-functional isocyanate as a first component, and a multi-amino functional compound possessing multiple primary amines as a second component. The isocyanate-functional polyalkylene oxide has pendant polyalkylene oxide groups. The resulting biocompatible macromer composition can be employed as an adhesive or sealant for medical/surgical uses.
    Type: Grant
    Filed: December 8, 2006
    Date of Patent: May 28, 2013
    Assignee: Covidien LP
    Inventors: Ahmad R. Hadba, Nadya Belcheva
  • Patent number: 8420718
    Abstract: The composition of the present invention contains a product having a thiol group obtained by reacting an Sb or Bi oxide or an Sb or Bi halide with at least one kind of polythiol compounds selected from compounds having at least two thiol groups in a molecule.
    Type: Grant
    Filed: July 23, 2009
    Date of Patent: April 16, 2013
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Tomoyuki Ando, Masakazu Murakami, Mamoru Takashina, Seiichi Kobayashi
  • Patent number: 8399595
    Abstract: The invention is a two part composition comprising: A. an isocyanate functional group containing component comprising one or more polyisocyanates and one or more isocyanate functional group containing prepolymers having in its backbone the residue of one or more chains derived from polypropylene oxide, copolymers of ethylene oxide and propylene oxide or mixtures thereof wherein equivalent weight of the chains are predominantly about 780 or greater; B. an isocyanate reactive component comprising one or more polypropylene oxide, copolymers of ethylene oxide and propylene oxide or mixtures thereof having equivalent weights predominantly about 960 or greater and terminal groups which are reactive with isocyanate groups; C.
    Type: Grant
    Filed: July 22, 2008
    Date of Patent: March 19, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Ulrich Tribelhorn, Renate R. Herger Hassan
  • Patent number: 8372939
    Abstract: The present invention teaches a new process to produce novel, hard, optically clear, impact-resistant polyurethane polymers that are characterized by excellent thermo mechanical properties and chemical resistance, and the polymers made as a result of such a process. The polyurethanes are made by reacting in a one step process 1) a stoichiometric excess of aliphatic polyisocyanate whereby the index is between 95 to 120; 2) a primary amine-terminated polyether with an amine functionality of about 2 and a molecular weight of greater than 400; 3) a polyol having an average hydroxyl functionality greater than or equal to 2 and an average hydroxyl equivalent weight of from about 300 to about 2,000, and 4) an aromatic diamine; wherein component 3 must less be present in a ratio of less than five to one stoichiometric equivalents relative to equivalents of component 2, and 5) optionally, a cross linking agent.
    Type: Grant
    Filed: August 17, 2009
    Date of Patent: February 12, 2013
    Assignee: PolyPlexx, LLC
    Inventors: Edmond Derderian, Richard Gerkin
  • Patent number: 8362142
    Abstract: The present invention discloses polyurethane dispersions based on aliphatic isocyanates which form hard coatings wherein the coatings also have good solvent resistant properties. The enhanced properties of the coatings are achieved by including from 1 to 8 weight percent of a high functional polyol in the polyol formulation for producing the dispersions.
    Type: Grant
    Filed: December 9, 2008
    Date of Patent: January 29, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Friederike Stollmaier, Bindushree Radhakrishnan, Stefano Carlo E Grassini, Jean-Luc Roser, Kenneth W. Skaggs
  • Patent number: 8362098
    Abstract: A process for producing viscoelastic flexible polyurethane foams by reacting a) polyisocyanates with b) compounds having at least two hydrogen atoms which are reactive toward isocyanate groups, c) blowing agents, wherein b) comprise b1) from 70 to 10 parts by weight of at least one polyether alcohol having polyoxypropylene units, a nominal functionality of from 3 to 6 and a hydroxyl number of 100 to 300 mg KOH/g, b2) from 10 to 70 parts by weight of at least one polyetherol having polyoxypropylene units, a nominal functionality of 2 and a hydroxyl number of 50 to 350 mg KOH/g, b3) from 10 to 30 parts by weight of at least one polyether alcohol having ethylene oxide units, a nominal functionality of from 2 to 3 and a hydroxyl number of 50 to 550 mg KOH/g, b4) from 0 to 20 parts by weight of at least one graft polyetherol having a nominal functionality of from 2 to 3 and a hydroxyl number of 20 to 40 mg KOH/g.
    Type: Grant
    Filed: November 30, 2006
    Date of Patent: January 29, 2013
    Assignee: BASF SE
    Inventors: Stephan Goettke, Heinz-Dieter Lutter, Berend Eling, Steven Edward Wujcik, Jens Mueller
  • Patent number: 8287788
    Abstract: The present invention relates to a process for the continuous production of thermoplastically processable polyurethane elastomers, by metering a polyisocyanate (A), a proportion of 1-80 equivalent%, based on the isocyanate group content of the polyisocyanate (A), of a compound (B) having an average of at 1.8-3.0 hydrogen atoms having Zerewitinoff activity, with an average molar mass of 450-5000 g/mol, and a proportion of 12-99 equivalent%, based on the isocyanate group content of the polyisocyanate (A), of a chain extender (C), into a self-cleaning twin-screw extruder whose diameter is 32-62 mm, which is operated at shear rates above 6000 s?1 and residence times of 1-20 seconds, and then bringing the mixture from the self-cleaning twin-screw extruder into a second apparatus in order to complete the reaction.
    Type: Grant
    Filed: January 31, 2006
    Date of Patent: October 16, 2012
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter Scholz, Marian Mours, Sven Lawrenz, Horst Papenfuss, Christoph Bahr, Ruediger Krech
  • Publication number: 20120238697
    Abstract: [Problem] There are provided a blocked polyisocyanate capable of imparting long-term water resistance and water repellency to a base material, and excellent in low-temperature curability and storage stability, and an aqueous composition containing the same. [Solution] The blocked polyisocyanate has both of a blocked isocyanate group blocked with a pyrazole compound and a cationic group neutralized with an anion, in one molecule thereof.
    Type: Application
    Filed: March 16, 2011
    Publication date: September 20, 2012
    Applicant: ASAHI KASEI CHEMICALS CORPORATION
    Inventors: Yoshiyuki ASAHINA, Michiaki SASAHIRA
  • Publication number: 20120225274
    Abstract: Disclosed is a film composed of a resin having a thiourethane bond, wherein the molar ratio (S/N) of sulfur to nitrogen contained in the resin is equal to or more than 0.8 and less than 3. According to the present invention, the film is excellent in a balance among high refractive index, low birefringence and light transmittance, and further excellent in a balance of mechanical characteristics such as toughness, hardness and dimensional stability, so that effects of deformation and the like during processing are very small, and the film is further excellent in solvent resistance as well.
    Type: Application
    Filed: November 11, 2010
    Publication date: September 6, 2012
    Applicant: Mitsui Chemicals, Inc.
    Inventors: Hisako Ishikawa, Toshinori Matsuda, Yosuke Ono, Kazuo Yagi, Akifumi Kagayama
  • Patent number: 8232364
    Abstract: The present invention relates to improved gel masses prepared from a reaction mixture of NCO prepolymers and selected compounds containing groups reactive towards isocyanate groups. This invention is also directed to a process for the production of these gel masses and to the production of pressure-distributing elements comprising these gel masses.
    Type: Grant
    Filed: September 7, 2006
    Date of Patent: July 31, 2012
    Assignee: TechnoGel GmbH
    Inventors: Andreas Hoffman, Heinz-Dieter Ebert, Matteo Mason
  • Publication number: 20120190756
    Abstract: Described are associative polyether-polyurethane thickeners into which dendritic polyetherpolyols have been polymerized-in. Also described is the preparation of these thickeners, and the use thereof, in particular, in cosmetic preparations.
    Type: Application
    Filed: January 6, 2012
    Publication date: July 26, 2012
    Applicant: BASF SE
    Inventors: Holger Türk, Volker Wendel, Anna Cristadoro, Daniel Stadler, Markus Buchmann
  • Publication number: 20120157651
    Abstract: An optical lens element resin composition including: dicyclohexylmethane diisocyanate; a polythiol compound having 3 or 4 thiol groups; and a thermal catalyst.
    Type: Application
    Filed: June 16, 2010
    Publication date: June 21, 2012
    Applicant: Carl Zeiss Vision Australia Holdings Limited
    Inventor: Fang Chen