Ether Or Thioether Compound Contains Three Or More -xh Groups Patents (Class 528/77)
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Patent number: 10975026Abstract: 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: GrantFiled: October 26, 2018Date of Patent: April 13, 2021Assignee: HOYA LENS THAILAND LTD.Inventors: Yukio Kageyama, Masahisa Kousaka, Akinori Yamamoto
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Patent number: 10858472Abstract: 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: GrantFiled: July 31, 2018Date of Patent: December 8, 2020Assignee: MITSUI CHEMICALS, INC.Inventors: Masaru Kawaguchi, Takeshi Nishimura
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Patent number: 10662276Abstract: 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: GrantFiled: November 9, 2016Date of Patent: May 26, 2020Assignee: Dow Global Technologies LLCInventors: Adam C. Colson, Dan Yu, Daniel A. Aguilar, Amber Marie Stephenson, William H. Heath, Shouren Ge
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Patent number: 10549475Abstract: 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: GrantFiled: January 25, 2017Date of Patent: February 4, 2020Assignee: ZHEJIANG UNIVERSITYInventors: Tao Xie, Jingjun Wu, Qian Zhao, Zizheng Fang
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Patent number: 9617444Abstract: 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: GrantFiled: May 19, 2011Date of Patent: April 11, 2017Assignee: ALLNEX IP S.a.r.L.Inventors: Michael J. Dvorchak, Charles A. Gambino, Charles Todd Williams
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Patent number: 9068076Abstract: 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: GrantFiled: May 20, 2009Date of Patent: June 30, 2015Assignee: Lubrizol Advanced Materials, Inc.Inventors: Jerome J. Blayne, Kemal Onder, Shane R. Parnell, Kimberly L. Young
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Patent number: 9052436Abstract: 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: GrantFiled: December 29, 2011Date of Patent: June 9, 2015Assignee: KOC SOLUTION CO., LTD.Inventors: Dong Gyu Jang, Soo Gyun Roh, Jong Hyo Kim
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Publication number: 20150148512Abstract: 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: ApplicationFiled: May 23, 2013Publication date: May 28, 2015Inventors: Dong Gyu Jang, Soo Gyun Roh, Jong Hyo Kim
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Patent number: 8987404Abstract: 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: GrantFiled: April 29, 2010Date of Patent: March 24, 2015Assignee: Axalta Coating Systems IP Co., LLCInventors: Carmen Flosbach, Stefanie Matten, Katharina Dreger
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Patent number: 8952093Abstract: 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: GrantFiled: February 15, 2012Date of Patent: February 10, 2015Assignee: Eastern Michigan UniversityInventor: Vijaykumar M. Mannari
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Publication number: 20150018507Abstract: 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: ApplicationFiled: January 25, 2013Publication date: January 15, 2015Inventors: Dong Gyu Jang, Soo Gyun Roh, Jong Hyo Kim
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Patent number: 8933191Abstract: New methods of synthesizing new types of plant derived high molecular weight polyols are provided.Type: GrantFiled: May 16, 2011Date of Patent: January 13, 2015Inventors: Thomas M. Garrett, Stuart L. Watson, Xian Xian Du
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Publication number: 20140378641Abstract: 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: ApplicationFiled: January 15, 2013Publication date: December 25, 2014Inventors: Birgit Meyer zu Berstenhorst, Reinhard Halpaap, Norbert Eisen, Uwe Pfeuffer, Gregor Murlowski
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Patent number: 8912363Abstract: 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: GrantFiled: June 9, 2009Date of Patent: December 16, 2014Assignee: Tosoh CorporationInventors: Megumi Okada, Mayuko Okada, Yuko Okada
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Publication number: 20140364527Abstract: 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: ApplicationFiled: December 18, 2012Publication date: December 11, 2014Inventors: Matthias Wintermantel, Eduard Mayer, Peter Reichert
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Patent number: 8901186Abstract: 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: GrantFiled: March 11, 2010Date of Patent: December 2, 2014Assignee: BASF SEInventors: Berend Eling, Zeljko Tomovic, Stefan Auffarth
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Publication number: 20140329715Abstract: 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: ApplicationFiled: November 29, 2012Publication date: November 6, 2014Inventors: Helen Bridle, Mark Bradley, Mei Wu
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Publication number: 20140323678Abstract: 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: ApplicationFiled: July 11, 2014Publication date: October 30, 2014Inventors: Fiorenzo RENZI, Roberto FORESTIERI, Andrea Lukas VECCHIONE, Willem BOS
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Publication number: 20140303321Abstract: 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: ApplicationFiled: December 12, 2012Publication date: October 9, 2014Inventors: Urs Burckhardt, Rita Cannas
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Publication number: 20140296427Abstract: 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: ApplicationFiled: December 12, 2012Publication date: October 2, 2014Inventors: Urs Burckhardt, Rita Cannas
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Patent number: 8841402Abstract: 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: GrantFiled: December 17, 2008Date of Patent: September 23, 2014Assignee: Asahi Glass Company, LimitedInventors: Hiroshi Wada, Tomeyoshi Ohori
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Patent number: 8816037Abstract: 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: GrantFiled: March 27, 2008Date of Patent: August 26, 2014Assignee: Sika Technology AGInventor: Urs Burckhardt
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Patent number: 8802770Abstract: 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: GrantFiled: January 21, 2009Date of Patent: August 12, 2014Assignee: Lubrizol Advanced Materials, Inc.Inventors: Donald A. Meltzer, Jacques P. E. J. Horrion
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Patent number: 8790488Abstract: 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: GrantFiled: January 2, 2013Date of Patent: July 29, 2014Assignee: Covidien LPInventors: Ahmad R. Hadba, Nadya Belcheva
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Patent number: 8747602Abstract: 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: GrantFiled: November 22, 2010Date of Patent: June 10, 2014Assignee: Sika Technology AGInventors: Steven Rosenberg, Hong Yao, Thomas Bove, Adrian Van Maurik, Hans Peter Tschan, Norman Blank
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Patent number: 8703898Abstract: 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: GrantFiled: June 20, 2006Date of Patent: April 22, 2014Assignee: DIC CorporationInventors: Rainer B. Frings, Toshihiro Ooki, Yasuhiro Takada, Hitoshi Hayakawa
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Patent number: 8653221Abstract: 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: GrantFiled: May 12, 2009Date of Patent: February 18, 2014Assignee: TESA SEInventors: Uwe Schümann, Kirstin Weiland
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Patent number: 8653219Abstract: 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: GrantFiled: November 28, 2005Date of Patent: February 18, 2014Assignee: Klebchemie M.G. Becker GmbH & Co. KGInventors: Klaus Becker-Weimann, Walter Höhn, Michael Fahrländer
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Patent number: 8618184Abstract: 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: GrantFiled: August 31, 2012Date of Patent: December 31, 2013Assignee: E I du Pont de Nemours and CompanyInventors: Gyorgyi Fenyvesi, Raja Hari Poladi, Hari Babu Sunkara
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Patent number: 8580909Abstract: 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: GrantFiled: May 6, 2009Date of Patent: November 12, 2013Assignee: tesa SEInventors: Uwe Schümann, Kirstin Weiland, Sven Hansen, Esther Von Possel
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Patent number: 8575293Abstract: 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: GrantFiled: September 11, 2007Date of Patent: November 5, 2013Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Hiroshi Horikoshi, Motoharu Takeuchi
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Publication number: 20130245164Abstract: 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: ApplicationFiled: November 24, 2011Publication date: September 19, 2013Inventors: Dominicus Limerkens, Marc Broekaert, Stefan Priemen
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Patent number: 8524839Abstract: 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: GrantFiled: November 7, 2011Date of Patent: September 3, 2013Assignee: Asahi Glass Company, LimitedInventors: Yoshinobu Kadowaki, Satoshi Niiyama, Naoko Aoki
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Patent number: 8524852Abstract: 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: GrantFiled: April 19, 2010Date of Patent: September 3, 2013Assignee: Acushnet CompanyInventors: Murali Rajagopalan, Michael Michalewich, Shawn Ricci, Michael J. Sullivan
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Patent number: 8519062Abstract: 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: GrantFiled: February 5, 2009Date of Patent: August 27, 2013Assignee: Huntsman International LLCInventors: Gerhard Jozef Bleys, Hans Godelieve Guido Verbeke
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Patent number: 8512506Abstract: 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: GrantFiled: December 21, 2010Date of Patent: August 20, 2013Assignee: Sika Technology AGInventors: Steven A. Rosenberg, Hong Yao, Thomas Bove, Adrian Van Maurik, Hans Peter Tschan, Norman Blank
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Patent number: 8476362Abstract: 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: GrantFiled: October 20, 2009Date of Patent: July 2, 2013Assignee: Bayer MaterialScience AGInventors: Christian Wamprecht, Iker Zuazo Osaca
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Patent number: 8449714Abstract: 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: GrantFiled: December 8, 2006Date of Patent: May 28, 2013Assignee: Covidien LPInventors: Ahmad R. Hadba, Nadya Belcheva
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Patent number: 8449967Abstract: 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: GrantFiled: May 25, 2007Date of Patent: May 28, 2013Assignee: BASF AktiengesellschaftInventors: Jürgen Mertes, Thomas Bartz, Georg Knoblauch, Heike Wild, Stephen Kennedy
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Patent number: 8420718Abstract: 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: GrantFiled: July 23, 2009Date of Patent: April 16, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Tomoyuki Ando, Masakazu Murakami, Mamoru Takashina, Seiichi Kobayashi
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Patent number: 8399595Abstract: 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: GrantFiled: July 22, 2008Date of Patent: March 19, 2013Assignee: Dow Global Technologies LLCInventors: Ulrich Tribelhorn, Renate R. Herger Hassan
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Patent number: 8372939Abstract: 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: GrantFiled: August 17, 2009Date of Patent: February 12, 2013Assignee: PolyPlexx, LLCInventors: Edmond Derderian, Richard Gerkin
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Patent number: 8362098Abstract: 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: GrantFiled: November 30, 2006Date of Patent: January 29, 2013Assignee: BASF SEInventors: Stephan Goettke, Heinz-Dieter Lutter, Berend Eling, Steven Edward Wujcik, Jens Mueller
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Patent number: 8362142Abstract: 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: GrantFiled: December 9, 2008Date of Patent: January 29, 2013Assignee: Dow Global Technologies LLCInventors: Friederike Stollmaier, Bindushree Radhakrishnan, Stefano Carlo E Grassini, Jean-Luc Roser, Kenneth W. Skaggs
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Patent number: 8287788Abstract: 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: GrantFiled: January 31, 2006Date of Patent: October 16, 2012Assignee: BASF AktiengesellschaftInventors: Guenter Scholz, Marian Mours, Sven Lawrenz, Horst Papenfuss, Christoph Bahr, Ruediger Krech
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Publication number: 20120238697Abstract: [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: ApplicationFiled: March 16, 2011Publication date: September 20, 2012Applicant: ASAHI KASEI CHEMICALS CORPORATIONInventors: Yoshiyuki ASAHINA, Michiaki SASAHIRA
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Publication number: 20120225274Abstract: 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: ApplicationFiled: November 11, 2010Publication date: September 6, 2012Applicant: Mitsui Chemicals, Inc.Inventors: Hisako Ishikawa, Toshinori Matsuda, Yosuke Ono, Kazuo Yagi, Akifumi Kagayama
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Patent number: 8232364Abstract: 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: GrantFiled: September 7, 2006Date of Patent: July 31, 2012Assignee: TechnoGel GmbHInventors: Andreas Hoffman, Heinz-Dieter Ebert, Matteo Mason
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Publication number: 20120190756Abstract: 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: ApplicationFiled: January 6, 2012Publication date: July 26, 2012Applicant: BASF SEInventors: Holger Türk, Volker Wendel, Anna Cristadoro, Daniel Stadler, Markus Buchmann
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Publication number: 20120157651Abstract: An optical lens element resin composition including: dicyclohexylmethane diisocyanate; a polythiol compound having 3 or 4 thiol groups; and a thermal catalyst.Type: ApplicationFiled: June 16, 2010Publication date: June 21, 2012Applicant: Carl Zeiss Vision Australia Holdings LimitedInventor: Fang Chen