Ether Or Thioether Contains A Carbocyclic Or Aromatic Group Patents (Class 528/79)
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Patent number: 6245877Abstract: A moisture-cure urethane composition is disclosed. The urethane is formulated from an NCO-terminated alkoxylated phenolic resin that has long oxyalkylene chains. It has greater than 70 wt % solids and has excellent resistance to acids, bases, and chemicals.Type: GrantFiled: April 26, 2000Date of Patent: June 12, 2001Assignee: ARCO Chemical Technology, L.P.Inventors: Carmen L. Rodriguez, Stephen L. Goldstein
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Patent number: 6221995Abstract: A modified polyisocyanate which has a high emulsifying/dispersing ability in aqueous resin compositions (solution or dispersion) and can be used advantageously as a curing agent or cross-linking agentis disclosed. The modified polyisocyanate is comprised of a reaction product of a polyisocyanate (an aliphatic or alicyclic polyisocyanate such as 1,6-diisocyanate hexane or a derivative thereof) with one of the following components (1) to (3): (1) a nonionic emulsifying agent which contains active hydrogen atoms reactive with isocyanate group, has a hydrophile-lipophile balance (HLB) value of 17 or less and contains 15 to 35 in average of ethylene oxide units in one molecule, (2) a polyoxyalkylene alkylaryl ether which contains active hydrogen atoms, has an HLB value of from 5 to 17 and contains ethylene oxide unit and (3) a nonionic emulsifying agent which contains active hydrogen atoms and a coupling agent (e.g.Type: GrantFiled: April 28, 1999Date of Patent: April 24, 2001Assignee: Takeda Chemical Industries, Ltd.Inventors: Tominaga Yukio, Tsuchida Atsuko, Shiraki Hiroyuki
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Patent number: 6210294Abstract: A golf ball comprising a center, a cover, and optionally, at least one intermediate layer disposed between the center and the cover, wherein at least one of the center, the cover, and the at least one intermediate layer is formed with a polyurethane composition comprising a reaction product of a prepolymer of at least one polyol and at least one polyisocyanate, and a curing agent of at least one diol. A polyurethane composition, suitable for forming golf equipment, said composition comprising a reaction product of a prepolymer of at least one polyol and at least one polyisocyanate, and a curing agent of at least one diol.Type: GrantFiled: May 14, 1999Date of Patent: April 3, 2001Assignee: Acushnet CompanyInventor: Shenshen Wu
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Patent number: 6211259Abstract: The present invention includes new compositions for making polyurethane and polyurethane foam compositions. These compositions comprise the reaction product of an isocyanate A-Side and a B-Side comprising: (i) a polyol having a molecular weight of about 1000 g/mol or more, and having an average functionality of 2.0 or greater; (ii) a polyol having a Tg of about −80° C. or less, and having a molecular weight of about 1000 g/mol or more, and having an average functionality of 2.0 or greater; and(iii) a polyhydric alcohol having a molecular weight of about 90 g/mol or more, and having an average functionality of 3.0 or more. In the case of polyurethane foam compositions, the system also comprises water. The invention also includes processes for making the polyurethane and polyurethane foam compositions, as well as methods of adhering the same to cosmetic layers comprising thermoplastic, acrylic, and gel coat materials. The invention also includes articles made from these reinforced cosmetic layers.Type: GrantFiled: February 1, 1999Date of Patent: April 3, 2001Assignee: Aristech Acrylics LLCInventors: Keith A. Borden, Robert E. Anderson, Jr., Kathleen M. Yusko, Randall S. Reynolds
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Patent number: 6187892Abstract: The present invention relates to a method of making a coated substrate that requires a polyurethane/urea contact adhesive, and the coated substrates produced by this method. This invention requires a) a polyisocyanate with a functionality of less than about 4, b) optionally, a polyol blend consisting of about 95 to 100% polyether polyols with molecular weights from about 1800 to 12000 and average functionality from about 1.5 to about 4 and up to about 5% of chain extenders with molecular weights from about 60 to 400 and average functionality from about 1.5 to about 3, and c) polyethers having at least two isocyanate reactive groups and a molecular weight of from about 1800 to about 12000 and average functionality from about 1.5 to about 4 in which at least 50% of the isocyanate reactive groups are primary and/or secondary amino groups.Type: GrantFiled: June 7, 1995Date of Patent: February 13, 2001Assignee: Bayer CorporationInventors: Peter H. Markusch, James W. Rosthauser, Robert L. Cline
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Patent number: 6187893Abstract: Two-component polyurethane systems composed of an at least bifunctional polyisocyanate component and a polyol component have a polyol component which comprises at least one hydroxyl-containing cyclic acetal and/or ketal.Type: GrantFiled: October 6, 1998Date of Patent: February 13, 2001Assignee: BASF AktiengesellschaftInventors: Bernd Bruchmann, Heinz-Dieter Lutter, Hans Renz, Dietrich Scherzer, Günter Mohrhardt
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Patent number: 6100359Abstract: The present invention relates to an ablative fire resistant hydrophilic polyurea foam made from low molecular weight polyols capped with an isocyanate, with the polyol mixture including a fire retardant polyol that preferably includes carborane disilanol, with the fire retardant polyol containing the carborane disilanol imparting superior fire retardancy characteristics. The present invention also relates to a prepolymer for forming the polyurea foam and the present invention especially relates to the use of a carborane disilanol fire retardant polyol. The present invention also relates to a method for forming the polyurea foam and the prepolymer.Type: GrantFiled: December 3, 1998Date of Patent: August 8, 2000Inventor: Sina Ghatan
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Patent number: 6100360Abstract: A polyurethane elastic fiber is prepared from a polyurethane prepolymer by reaction extruding the polyurethane prepolymer and a chain extender, preferably with twin-screw extruder, and melt spinning the resulting polyurethane elastomer from the extrusion. The polyurethane prepolymer is obtained by carrying out a pre-polymerization reaction of a polyester diol and a diisocyanate, wherein the polyester diol comprises two different types of polyol, the first type being poly(tetramethylene adipate) glycol or poly(.epsilon.-caprolactone) glycol and the second type being a reaction product of a diol and dicarboxylic acid having 36 carbon atoms.Type: GrantFiled: May 19, 1999Date of Patent: August 8, 2000Assignee: Acelon Chemicals & Fiber CorporationInventors: Yaw Kuo Twu, Jaw hsiung Tsai, Jing Xin Lin, Deng Hung Lee
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Patent number: 6077927Abstract: A method of providing for manufacturing a colored polymer resin having the steps of:(a) blending a disazo colorant into a mixture of monomers, the colorant having a poly(oxyalkylene) substituent comprising from 2 to 200 alkylene oxide residues, bonded to each end of the disazo chromophore, the poly(oxyalkylene) substituent having a nucleophilic terminal group which is capable of reacting with at least a portion of the monomers;(b) providing conditions under which the monomers and disazo colorant polymerize to form a colored polymer resin.Type: GrantFiled: October 23, 1998Date of Patent: June 20, 2000Assignee: Milliken & CompanyInventors: Eric B. Stephens, Mark E. Ragsdale, David J. Moody
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Patent number: 6054503Abstract: Disclosed herein are a plastic lens material having both excellent optical and mechanical properties and having a low specific gravity, and a production process for producing the plastic lens material having excellent various properties and a low specific gravity. The plastic lens material comprises a copolymer obtained by radical-polymerizing a reaction product of a component [A] containing a polyhydric alcohol obtained by subjecting a dimer and/or a trimer of a higher unsaturated fatty acid having 11 to 22 carbon atoms with a component [B] containing an isocyanate compound having a radical-polymerizable unsaturated bond in its molecule together with a copolymerizable monomer [C].Type: GrantFiled: December 8, 1998Date of Patent: April 25, 2000Assignee: Kureha Kagaku Kogyo Kabushiki KaishaInventors: Yukio Ichikawa, Teruo Sakagami
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Patent number: 6025456Abstract: Hydroxyl-containing polyurethanes I are composed essentially ofa) a diisocyanate of 6 to 30 carbon atoms (component II),b) a component III comprising.alpha.) an aliphatic diol of 2 to 20 carbon atoms or.beta.) an aromatic-aliphatic or aromatic-cycloaliphatic diol of 8 to 30 carbon atoms having nonphenolic hydroxyl groups as hydroxyl groups of the diol andc) a polyhydric alcohol having at least 3 hydroxyl groups, 3 to 18 carbon atoms and nonphenolic hydroxyl groups as hydroxyl groups of the alcohol (component IV),the amounts of components II to IV being such that the total number of nonphenolic hydroxyl groups is from 1.1 to 5.0 per isocyanate group of II.The polyurethanes can be used as binders or binder components for pigment-containing coatings, in particular for the production of magnetic recording materials.Type: GrantFiled: March 9, 1998Date of Patent: February 15, 2000Assignee: EMTEC Magnetics GmbHInventors: Thomas Wunsch, Ria Kress, Werner Loch, August Lehner, Albert Kohl, Norbert Schneider, Uwe Burkhardt
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Patent number: 6022937Abstract: This invention relates to novel polyether polyols and to a process for their production. These polyether polyols are prepared by forming a polyhydroxyl group containing component in a first step by the reaction of a triazole-group containing compound with a compound that contains at least one functional group that is capable of reacting with the amine groups of the triazole group containing compound, and reacting the hydroxyl-group containing component with an alkylene oxide to form the polyether polyol of the invention. The present invention also relates to isocyanate-reactive compositions comprising these novel polyether polyols, and to a process for the production of a polyurethane comprising reacting a polyisocyanate with the novel polyether polyols of the present invention.Type: GrantFiled: November 24, 1998Date of Patent: February 8, 2000Assignee: Bayer CorporationInventors: Rick L. Adkins, Harold R. Parsons
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Patent number: 6022939Abstract: A thermoplastic polyurethane elastomer is disclosed obtained by reactingA) diisocyanates,B) polyhydroxy compounds and/or polyamines, withC) as chain extenders mixtures ofC1) benzene substituted with at least two hydroxyalkyl, hydroxyalkoxy, aminoalkyl and/or aminoalkoxy groups andC2) an alkanediol with 4 to 44 C atoms. The reaction is further characterized in that the molar ratio C1 to C2=60 to 40 to 95 to 5 and in that the equivalent ratio of NCO groups to the sum of the NCO-reactive groups is about 0.9 to 1.20.Type: GrantFiled: February 4, 1999Date of Patent: February 8, 2000Assignee: Bayer AktiengesellschaftInventors: Heinz Pudleiner, Hans-Georg Hoppe, Joachim Wagner
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Patent number: 5994493Abstract: Reactive hotmelt adhesives based on liquid polyether polyols and/or polyester polyols and aromatic diols with at least one diisocyanate have a very low melt viscosity and high early strength. They are particularly suitable for the bonding of substrates of poor thermal conductivity, such as foams and nonwoven materials, and heat-sensitive substrates.Type: GrantFiled: December 3, 1996Date of Patent: November 30, 1999Assignee: Henkel Kommanditgeesellschaft auf AktienInventor: Michael Krebs
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Patent number: 5963373Abstract: Provided is a primer composition which gives a cured film having a high refractive index and impact resistance, the primer composition containing, as main film-forming components, a bromine compound containing a unit derived from tetrabromobisphenol A and a polyisocyanate, or a prepolymer obtained by reacting them.Type: GrantFiled: April 30, 1997Date of Patent: October 5, 1999Assignee: Nippon Arc Co., Ltd.Inventor: Hisayuki Kayanoki
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Patent number: 5959059Abstract: A thermoplastic polyether polyurethane having good rebound resilience and low hysteresis properties is prepared by the reaction of a diisocyanate with a hydroxyl terminated polyether having a weight average molecular weight of at least 1,400 and a glycol chain extender. The polyether contains alkylene oxide repeat units having from 2 to 6 carbon atoms and the chain extender glycol has from 2 to 16 carbon atoms. The amount of the chain extender glycol is from about 0.25 to about 2 moles per mole of the polyether.Type: GrantFiled: June 10, 1997Date of Patent: September 28, 1999Assignee: The B.F. Goodrich CompanyInventors: Ravi Ram Vedula, Stanley Raymond Goscewski
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Patent number: 5942158Abstract: Described is a polymerizable organic composition comprising at least one capped polyisocyanate having nonfugitive capping groups, e.g., a 1H-azole, a polythiol having two or more thiol groups, and optionally a reactive hydrogen compound selected from polyols, compounds having both hydroxy and thiol groups, and mixtures thereof. A polymerizate, having a thickness of at least 0.5 millimeters, e.g., an optical lens, obtained from the composition of the present invention has an initial Barcol hardness of at least 1, a refractive index of at least 1.57 and an Abbe number of at least 33. Also described are photochromic articles prepared from such polymerizates.Type: GrantFiled: March 9, 1998Date of Patent: August 24, 1999Assignee: PPG Industries Ohio, Inc.Inventors: Michael O. Okoroafor, Robert D. Herold
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Patent number: 5895824Abstract: In a process for preparing polyether polyols containing aromatics by molecular addition of alkylene oxides to H-functional initiators at from 70.degree. C. to 135.degree. C. and pressures of from 0.1 MPa to 1.0 MPa, the alkoxylation is carried out using at least one initiator comprising at least 95% by weight of 2,3 and 3,4 isomers of tolylenediamine, from 0.5 to 4% by weight of 2,4 and 2,6 isomers of tolylenediamine and from 0.1 to 1.5% by weight of more volatile fractions from tolylenediamine production. The polyether polyols prepared by this process can be used as component of a polyol mixture for producing rigid polyurethane foams.Type: GrantFiled: June 7, 1996Date of Patent: April 20, 1999Assignee: BASF AktiengesellschaftInventors: Stefan Dinsch, Regina Pretzsch, Juergen Winkler, Bernd Guettes, Karl-Heinz Steinchen
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Patent number: 5866657Abstract: In order to provide a general-purpose aqueous primer composition requiring no organic solvent and capable of improving adhesive strength and durability while ensuring an adequate application life required for the work of primer coating process, a primer composition according to the present invention contains (a) a modified polyisocyanate obtained by reaction of polyisocyanate; an emulsifying agent having an active hydrogen group reactable to an isocyanate group; and a silane coupling agent having an active hydrogen group reactable to an isocyanate group and (b) a core shell emulsion having a core layer of a rubbery polymer and a shell layer of a glassy polymer and having an active hydrogen group reactable to an isocyanate group in the core layer and/or the shell layer.Type: GrantFiled: November 14, 1997Date of Patent: February 2, 1999Assignee: Takeda Chemical Industries, Ltd.Inventors: Yukio Tominaga, Atsuko Tsuchida, Hiroyuki Shiraki
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Patent number: 5864002Abstract: A method of providing for manufacturing a colored polymer resin having the steps of:(a) blending a disazo colorant into a mixture of monomers, the colorant having a poly(oxyalkylene) substituent comprising from 2 to 200 alkylene oxide residues, bonded to each end of the disazo chromophore, the poly(oxyalkylene) substituent having a nucleophilic terminal group which is capable of reacting with at least a portion of the monomers;(b) providing conditions under which the monomers and disazo colorant polymerize to form a colored polymer resin.Type: GrantFiled: October 18, 1996Date of Patent: January 26, 1999Assignee: Milliken Research CorporationInventors: Eric B. Stephens, Mark E. Ragsdale, David J. Moody
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Patent number: 5731398Abstract: A black colorant composition useful for coloring polyurethanes is provided having a red benzothiazole azo colorant which, when combined with a complementary blue and yellow colorant, exhibits low flairing.Type: GrantFiled: May 31, 1996Date of Patent: March 24, 1998Assignee: Milliken Research CorporationInventors: Mark Edward Ragsdale, David Jesse Moody, Eric B. Stephens
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Patent number: 5731399Abstract: Compounds are disclosed which correspond to general formula (I) ##STR1## wherein: R and R' each independently represent an alkyl chain of 1 to 10 carbon atoms, which may be branched, and which may be partially or fully fluorinated;n and n' each independently represent an integer of from 0 to 4, the R, respectively R' substituents may be the same or different when n, respectively n' is greater than 1;R.sub.1 and R.sub.2 independently represent hydrogen or an alkyl chain of 1 to 5 carbon atoms, which may be branched, and which may be partially or fully fluorinated, or R.sub.1 and R.sub.2 together represent an alkylene chain of 2 to 6 carbon atoms, which may be substituted by alkyl groups and which may be partially or fully fluorinated;and wherein the amino substituents are situated in ortho, meta or para position with regard to the oxy substituent;with the proviso that said compound does not correspond to bis-(2- and 3- and 4-aminophenoxy)methane.Type: GrantFiled: December 18, 1995Date of Patent: March 24, 1998Assignee: Imperial Chemical Industries PLCInventors: Steve Carter, Gonda Van Essche
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Patent number: 5719252Abstract: This invention relates to a low-viscosity two-component unfilled polyurethane adhesive having a urethane content of from 10 to 18 percent by weight, based on the weight of nonfilled polyurethane polymer, based on(a) a low-viscosity isocyanate component comprising an organic polyisocyanate in a quantity sufficient to provide an isocyanate index of about 100 to about 150; and(b) a low-viscosity phase-stable curative component comprising(i) 5 to 50 equivalent percent of a polyether polyol and/or a polyether terminated by aromatic amino groups having an equivalent weight greater than 500,(ii) 30 to 95 equivalent percent of 2-methyl-1,3-propanediol, and(iii) 0 to 35 equivalent percent of a chain extender and/or crosslinker other than 2-methyl-1,3-propanediol, with the proviso that the equivalent ratio of component (b)(iii) to component (b)(ii) is no more than about 0.6.Type: GrantFiled: December 18, 1996Date of Patent: February 17, 1998Assignee: Bayer CorporationInventors: Jeffrey F. Dormish, Douglas Vanboxmeer
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Patent number: 5712035Abstract: Provided is an optical fiber having a primary coating thereon wherein the coating is formulated from an ultra-violet light curable resin composition containing:(A) a polyether polyol compound containing, as structural units, groups represented by the following formulas (1), (2, and (3),(1) --CH.sub.2 CH.sub.2 O--(2) --CH.sub.2 CH(R)O--, and(3) one or more groups selected from groups (a), (b), and (c) below, ##STR1## wherein R represents an alkyl group containing two or more carbon atoms, and R.sup.1 and R.sup.2 are independently selected from a hydrogen atom or a methyl group;(B) a polyisocyanate compound; and(C) a (meth)acrylate compound having a hydroxy group.Type: GrantFiled: February 20, 1996Date of Patent: January 27, 1998Assignee: DSM N.V.Inventors: Tohru Ohtaka, Shinichirou Iwanaga, Tsuyoshi Watanabe, Katutoshi Igarashi
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Patent number: 5635559Abstract: The description relates to physically drying water-based coating agents. They contain water, metallic pigments, optional other pigments, neutralizing agents, conventional additives, small proportions of solvents and a binder mixture consisting ofA) 50 to 90 wt. % polyurethanes with carbonate groupings and a number average molecular weight of 70000 to 500000 based on reaction products of polyisocyanates with polyhydroxyl compounds, with a content of polyhydroxy polycarbonates andB) 10 to 50 wt. % of carboxylic acid ester groups containing polyurethanes with a number average molecular weight of 20000 to 100000.They are particularly suitable for manufacturing metallic lacquers for repairs in the motor vehicle sector.Type: GrantFiled: October 18, 1995Date of Patent: June 3, 1997Assignee: Herberts Gesellschaft mit Beschrankter HaftungInventors: Thomas Brock, Hans-Peter Patzschke, Fritz Sadowski
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Patent number: 5618904Abstract: Described herein is a one-part hot melt adhesive comprising the reaction product of: (a) a polyester polyol with an equivalent weight in the range of from about 250 to about 3,000; (b) a polyisocyanate; and (c) at least about 1 weight percent hydroquinone bis (2-hydroxyethyl) ether; wherein the isocyanate content of the resulting product is at least about 0.5 percent. Also described is a one-part hot melt adhesive comprising the reaction product of: (a) a polyether polyol; (b) a polyisocyanate; and (c) hydroquinone bis (2-hydroxyethyl) ether; wherein the isocyanate content of the resulting product is at least about 0.5 percent. It has been discovered that the compositions of the invention provide adhesives with increased resistance to softening at high temperatures (e.g., above about 70.degree. C.) after curing.Type: GrantFiled: December 29, 1993Date of Patent: April 8, 1997Assignee: Essex Specialty Products Inc.Inventors: Brian Martin, Julie A. Muehlfeld
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Patent number: 5612408Abstract: The present invention relates to a process for the preparation of polyurethanes suitable for use as thickeners for aqueous compositions by reacting at an NCO/OH equivalent ratio of 0.9:1 to 1.2:1a) a polyether component having an OH number of 10 to 30 mg KOH/g and obtained by the alkoxylation of a mixture ofa1) 30 to 80 mole % of a monofunctional alcohol or alkylphenol having 8 to 30 carbon atoms,a2) 2 to 10 mole % of sodium hydroxide or potassium hydroxide,a3) 10 to 60 mole % of water anda4) 0 to 10 mole % of a trihydric to hexahydric alcohol having a molecular weight of 92 to 600,with ethylene oxide or a mixture of ethylene oxide with up to 20 mole %, based on the total moles of alkylene oxides, of propylene oxide, in which the percentages of a1) to a4) add up to 100,withb) a polyisocyanate component containing at least one organic diisocyanate, optionally in admixture with up to 20 mole %, based on the total moles of component b), of higher than difunctional polyisocyanates.Type: GrantFiled: January 29, 1996Date of Patent: March 18, 1997Assignee: Bayer AktiengesellschaftInventors: Klaus Konig, Jurgen Schwindt, Jan Mazanek, Josef Pedain, Manfred Dietrich, Gerhard Klein, Karl-Roland Jerg
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Patent number: 5594088Abstract: One aspect of the present invention relates to a process for preparing plastic lenses having a high-refractive index comprising forming a mixture containing one or more polyisocyanate compounds; one or more active hydrogen compounds selected from the group consisting of a polyol compound having no sulfur atom, a polyol compound having at least one sulfur atom, and a polythiol compound having at least one sulfur atom in addition to the sulfur atom contained in mercapto group and at least one internal releasing agent and then casting and polymerizing the mixture.Type: GrantFiled: June 7, 1995Date of Patent: January 14, 1997Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Teruyuki Nagata, Koju Okazaki, Tohru Miura, Nobuyuki Kajimoto, Yoshinobu Kanemura, Katsuyoshi Sasagawa, Masao Imai
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Patent number: 5527616Abstract: A laminate for flexible packaging and a process for preparing the same. The laminate for flexible packaging is obtained by joining a plurality of flexible blanks via layers of an adhesive agent, wherein the layers of said adhesive agent are layers of an isocyanate-terminated polyurethane type hot-melt resin that is crosslinked with the moisture, the residual amount of an organic solvent in said laminate is 10 .mu.g/m.sup.2 or smaller per a unit inner surface, the peeling strength at 25.degree. C. is 250 g/15 mm of width or greater, and a peeling strength retentivity at 80.degree. C. is 30% or greater of the peeling strength at 25.degree. C.Type: GrantFiled: February 9, 1994Date of Patent: June 18, 1996Assignee: Toyo Seikan Kaisha Ltd.Inventors: Yasushi Hatano, Kazuo Taira, Makoto Yoshida, Hideo Tosaki
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Patent number: 5502152Abstract: Disclosed is a polyoxyalkylene derivative which is useful for a carboxyl group-containing polyurethane resin, can easily introduce a carboxyl group into a polyurethane resin skeleton, and has a low melting point or is in a liquid state at normal temperature. The polyoxyalkylene derivative is represented by formula (I): ##STR1## wherein R.sub.1 represents a hydrogen atom or an alkyl group having from 1 to 3 carbon atoms; R.sub.2 represents an alkylene group having from 1 to 6 carbon atoms or an arylene group having from 6 to 8 carbon atoms; A represents an alkylene group having from 4 to 7 carbon atoms; B represents an alkylene group having from 2 to 6 carbon atoms; l represents from 0 to 2; m represents from 0.1 to 35; n represents from 0.1 to 50; and 0.5<(m+n)<50.Type: GrantFiled: January 13, 1995Date of Patent: March 26, 1996Assignee: Hodogaya Chemical Co., Ltd.Inventors: Shigeru Shimada, Susumu Jinbo, Hideyuki Isii
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Patent number: 5496496Abstract: A method for producing a polyurethane elastomer which comprises reacting (1) either a polyisocyanate and a polyol or an isocyanate-terminated prepolymer obtainable by reacting said polyisocyanate with said polyol with (2) a diol of general formula ##STR1## wherein A.sub.1 and A.sub.2 are the same or different and each represents a bond, --O-- or --COO--; R.sub.1 and R.sub.2 are the same or different and each represents C.sub.1-6 alkylene; X.sub.1 and X.sub.2 are the same or different and each represents H or hydroxyalkyl and (3) a triol having a hydroxyl equivalent of 60 to 500, gives a polyurethane elastomer with improved tensile strength, tear strength and other mechanical properties.Type: GrantFiled: February 10, 1993Date of Patent: March 5, 1996Assignee: Takeda Chemical Industries, Ltd.Inventors: Yasuyuki Kajita, Tsutomu Kubota, Kenji Kudo
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Patent number: 5494990Abstract: Disclosed is a polyurethane resin having a broad rubbery-state region which has a number-average molecular weight of from 30,000 to 500,000 and comprises repeating units (A) represented by formula (I):--CONH-X-NHCOO-Y-O- (I)wherein X represents the divalent residue formed by removing the isocyanate groups from a specific aromatic diisocyanate and Y represents the divalent residue formed by removing the hydroxyl groups from a poly(alkylene ether) diol whose main chain is made up of the group represented by --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 O-- and a group represented by --CHR.sub.1 CHR.sub.2 CHR.sub.3 CHR.sub.4 O-- where one of R.sub.1, R.sub.2, R.sub.3, and R.sub.Type: GrantFiled: April 3, 1995Date of Patent: February 27, 1996Assignee: Hodogaya Chemical Co., Ltd.Inventors: Hiroyuki Tagawa, Kazuaki Okabe
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Patent number: 5410009Abstract: A polyurethaneurea elastomer obtained by reacting a polyisocyanate component obtained by reacting 1,5-naphthalene diisocyanate with a polyol, with an amine component consisting essentially of an amine compound of the formula (1): ##STR1## wherein R is a bivalent polyalkylene polyether or polyalkylene polyester having an average molecular weight of at least 200, which may contain unsaturated bonds in the polyalkylene.Type: GrantFiled: June 28, 1993Date of Patent: April 25, 1995Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Kaneyoshi Kato, Yoshijiro Oyaizu
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Patent number: 5382648Abstract: The invention relates to a twisted nematic film comprising a non-crosslinked liquid-crystalline polymer having a Tg above 75.degree. C. and a rotational viscosity (.gamma.) of less than 5000 Pascal.seconds (Pa.s) between Tg and Tni. Such twisted nematic films are used in displays. The invention further relates to methods for the preparation of these twisted nematic films, to the use of said twisted nematic films for optical data storage and in writable compact disks and to a display device comprising such a twisted film.Type: GrantFiled: April 1, 1993Date of Patent: January 17, 1995Assignee: Akzo Nobel nvInventors: Stephen J. Picken, Gustaaf R. Mohlmann
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Patent number: 5354837Abstract: An isocyanate-terminated urethane prepolymer prepared by a urethane reaction between (A) a dihydroxypolyol and (B) an isocyanate compound, wherein the dihydroxypolyol is a mixture of (a) a polyether glycol or a polyether ester glycol containing an oxytetramethylene group and having a molecular weight of from 600 to 5,000 and (b) poly(tetramethylene ether/3-methyltetramethylene ether) glycol comprising a structural unit represented by formula (I):--CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 O-- (I)and from 5 to 40% by weight of a structural unit represented by formula (II) based on (b) poly(tetramethylene ether/3-methyltetramethylene ether) glycol: ##STR1## wherein R.sub.1 and R.sub.2 each represent a hydrogen atom or a methyl group, at least one of them being a methyl group, and having a molecular weight of from 500 to 5,000, with the proportion of (b) based on the total dihydroxypolyol (A) being from 1 to 50% by weight, at a B/A molar ratio of from 1.2 to 2.2.Type: GrantFiled: December 10, 1993Date of Patent: October 11, 1994Assignee: Hodogaya Chemical Co., Ltd.Inventor: Haruo Watanabe
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Patent number: 5319058Abstract: A polyurea resin having excellent mechanical properties along with high heat resistance can be prepared by the reaction of an aromatic polyamine component and an aliphatic polyisocyanate component, in which the aromatic polyamine component is a combination of a first aromatic polyamine compound which is typically a polyoxyalkylene bis(aminobenzoate) compound and a second aromatic polyamine compound selected from various classes of aromatic polyamine compounds different from the first aromatic polyamine compound in a specified weight proportion. The polyurea resin can be imparted with further improved heat resistance when the aliphatic polyisocyanate component is a combination of an aliphatic diisocyanate compound and a cyclic trimer of an aliphatic polyisocyanate compound in a specified weight proportion.Type: GrantFiled: October 20, 1992Date of Patent: June 7, 1994Assignee: Ihara Chemical Industry Co., Ltd.Inventors: Masaaki Hattori, Chikara Hijikata, Yuichiro Sato
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Patent number: 5264519Abstract: The present invention discloses new compounds of the formula 4,4'-di-(.omega.-hydroxyalkoxy)-biphenyl), wherein the alkoxy group contains from 8 to 13 carbon atoms. The use of the new compounds, in particular the compound 4,4' -di-(11-hydroxyundecanoxy)-biphenyl, in the synthesis of segmented polyurethanes, results in products having a particularly advantageous profile of properties.Type: GrantFiled: December 9, 1992Date of Patent: November 23, 1993Assignee: Bayer AktiengesellschaftInventor: Otto Lorenz
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Cyclohexanedimethanoladipate based prepolymers and reaction injection molded products made therefrom
Patent number: 5239038Abstract: The present invention is directed to a polyisocyanate prepolymer prepared by reacting an isocyanate based on 4,4-methylenebis(phenyl isocyanate) and a polyester polyol by reacting 1,4-cyclohexanedimethanol and adipic acid. The invention is also directed to a RIM process using such prepolymers.Type: GrantFiled: November 29, 1989Date of Patent: August 24, 1993Assignee: Miles Inc.Inventor: Robson Mafoti -
Patent number: 5198475Abstract: A polyurethane resin, rigid polyurethane foam and composite thereof prepared by using a polyol comprising a phenol resin base polyol mixed with an aminophenol base polyol or a polyphenylpolyxylylenepolyamine base polyol or a polymethylenepolyphenylpolyamine base polyol.Type: GrantFiled: October 31, 1990Date of Patent: March 30, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Masayuki Kimura, Satoshi Ozaki, Tsukuru Izukawa, Haruhiko Kawakami, Takayoshi Masuda, Mitsugu Kita
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Patent number: 5173543Abstract: In thermoplastic elastomers selected from the group consisting of the thermoplastic polyurethanes, of the polyetheresters and of the polyetheramides which are derived from polyetherpolycarbonatediols as diol components, the polyetherpolycarbonatediols used are reaction products of phosgene, dialkyl carbonates having C.sub.1 -C.sub.4 -alkyl groups or cyclic carbonates having C.sub.2 -C.sub.4 -alkylene bridges or mixtures thereof with mixtures ofa.sub.1) from 10 to 100 mol % of polyoxytetramethylenediol having a number average molecular weight M.sub.n of from 150 to 500 anda.sub.2) from 0 to 90 mol % of polyoxyalkylenediols which differ from a.sub.1) and have C.sub.2 -C.sub.8 -alkylene groups, aliphatic alkanediols of 2 to 14 carbon atoms, alicyclic alkanediols of 3 to 14 carbon atoms or alkylene oxides of 2 or 3 carbon atoms, or mixtures thereof.Type: GrantFiled: February 15, 1991Date of Patent: December 22, 1992Assignee: BASF AktiengesellschaftInventors: Kaspar Bott, Wolfgang Straehle, Ulrich Abel
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Patent number: 5169921Abstract: The invention relates to a polyurethane type curable coating composition. This coating composition comprises an organic compound having a number average molecular weight of 300 to 20,000, which is represented by formula (1), and a polyisocyanate compound.Z--[(A).sub.m --(B).sub.a --H].sub.k (1)whereinA means ##STR1## B means --R.sup.3 O--; the mode of bonding between A and B may be random or block;Z means an active hydrogen compound residue;R.sup.1 means an alkylene group containing 1 to 10 carbon atoms;R.sup.2 means an alkyl group, an alkenyl group, an aryl group, an alkylaryl group or an aralkyl group each containing 1 to 20 carbon atoms;R.sup.3 means an alkylene group containing 2 to 30 carbon atoms;a means a number of 0 to 100;k means a number of 1 to 12;m means a number of 1 to 250; andn means a number of 0 to 5.Coating a substrate with the coating composition of the invention yields a coating film which is high in flexibility and adhesion to the substrate even at low temperature.Type: GrantFiled: February 4, 1992Date of Patent: December 8, 1992Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Tetsuo Shiraiwa, Shigeo Mori
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Patent number: 5166299Abstract: Novel polyurethane-ureas having superior high temperature performance are prepared by reacting an isomeric mixture of 3,5-di(methylthio)-2,6-diaminotoluene and 3,5-di(methylthio)-2,4-diaminotoluene with an alkyl-substituted aromatic diisocyanate prepolymer having a free --NCO content of 0.1-20% by weight, produced by the reaction of a mixture of 2,4- and alkyl-substituted 2,6-aryl diisocyanates with a polyether glycol. The polyurethane prepolymers have a free --NCO content of 2-10% by weight and contain from about 3 to about 20 weight percent of the polyether. These elastomers have good dynamic properties, such as resilience, that make them attractive as roller materials.Type: GrantFiled: September 9, 1991Date of Patent: November 24, 1992Assignee: Ethyl CorporationInventor: Christopher J. Nalepa
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Patent number: 5164421Abstract: Hydrophilic polyurethane foams containing residues of a polyalkylene glycol monoalkyl or alkaryl ether may be produced by reacting the ether with an isocyanate having a functionality of greater than two and using only stoichiometric amounts or small excesses e.g. up to 12% of weight of water as foaming agent. Methyl, lauryl, cetyl, octylphenyl and nonyl phenyl ethers may be used. The foams are applicable for the manufacture of absorptive devices such as wound dressings, sanitary towels, diapers, incontinence pads or tampons.Type: GrantFiled: July 3, 1991Date of Patent: November 17, 1992Assignee: Smith and Nephew Associated Companies plcInventors: Sinan B. Kiamil, Ashok L. Patel
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Patent number: 5162481Abstract: A substantially solvent-free two-part polyurethaneurea composition having excellent adhesion to elastomeric substrates, comprising the reaction product of a macrodiol endcapped with an oligomeric aromatic amine and a polyisocyanate or prepolymer. With selected compositions, curing can be effected in moist conditions, or even under water. The composition provides an excellent sealant or repair for elastomeric/rubberized articles such as waders, etc.Type: GrantFiled: August 20, 1991Date of Patent: November 10, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Thomas S. Reid, Charles D. Wright
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Patent number: 5151329Abstract: The present invention is directed to a process for the production of high-gloss patent leather from two-component polyurethane compositions by reacting hydroxyl group-containing oligourethanes with polyisocyanates, characterized in that the oligourethanes have been synthesized fromA) at least 2 macrodiols in a molar ratio of about 1:6 to 6:1 wherein1) the first macrodiol has an average molecular weight of 254 to about 650 and contains an aromatic ring or a saturated or unsaturated cycloaliphatic ring and2) the second macrodiol has an average molecular weight of about 1,200 to 3,000, provided that the molecular weight of macrodiol A/2 is at least 3 times the molecular weight of macrodiol A/1, andB) at least one diisocyanate,wherein the macrodiol:diisocyanate molar ratio is about 1.0:0.9 to 1.0:0.3.The present invention is also directed to the high-gloss patent leather prepared in accordance with the above process.Type: GrantFiled: June 26, 1989Date of Patent: September 29, 1992Assignee: Bayer AktiengesellschaftInventors: Klaus Noll, Josef Pedain, Bruno Zorn, Rosemarie Schmid
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Patent number: 5141987Abstract: This invention relates to an aqueous coating composition containing aluminum pigments and a water dispersible polyurethane polyurea binder which contains(i) at least 200 milliequivalents per 100 g of solids of chemically incorporated carbonate groups --O--CO--O-- and(ii) a combined total of up to 320 milliequivalents per 100 g of solids of chemically incorporated urethane groups --NH--CO--O-- and chemically incorporated urea groups --NH--CO--NH--.The invention further relates to coatings prepared from the aqueous coating composition.Type: GrantFiled: October 26, 1990Date of Patent: August 25, 1992Assignee: Bayer AktiengesellschaftInventors: Klaus Nachtkamp, Jurgen Mosbach, Klaus Noll, Hans G. Schmitz, Armin Sickert
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Patent number: 5120815Abstract: An improved process for preparing Mannich polyols is disclosed. The process involves capping a Mannich condensate of a phenolic compound or an amino-substituted s-triazine with a small quantity of an alkylene oxide in the absence of an alkylene oxide polymerization catalyst, prior to heating the condensate to elevated temperatures at which polycondensates are formed. The capped Mannich condensate is then alkoxylated to form the desired polyol.Type: GrantFiled: June 29, 1989Date of Patent: June 9, 1992Assignee: The Dow Chemical CompanyInventors: John E. Marugg, Michael A. P. Gansow, Johan A. Thoen
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Patent number: 5104959Abstract: The present invention is directed to a polyurethane-based reactive adhesive comprising A) at least one polyisocyanate, B) at least one polyol, and C) at least one polyamine C which is a polyether amine containing at least two amino groups, at least one phenyl group and recurring polyoxyalkylene units.Type: GrantFiled: June 11, 1990Date of Patent: April 14, 1992Assignee: Bayer AktiengesellschaftInventors: Heinrich Hess, Richard Kopp, Gerhard Groglerl, Horst Stepanski, Rudolf Hombach, Walter Schafer
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Patent number: 5093456Abstract: This invention provides synthetic routes for novel single isomers of monocarbamate diols and their polymerization to provide novel polyesters, polyurethanes, polycarbonates, and the like having pendant carbamate groups on the polymer chain. Devices using some of these novel polymers which demonstrate nonlinear optical activity are also disclosed.Type: GrantFiled: June 14, 1989Date of Patent: March 3, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Smarajit Mitra, Cecil V. Francis
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Patent number: 5077321Abstract: A process for the preparation of polyurethane substances in any desired form by reaction ofa) polyisocyanates withb) compounds comprising at least two hydrogen atoms that are reactive towards isocyanates, in the presence ofc) catalysts known per se andd) specific stabilizer systems,wherein there is used as component d) a stabilizer system comprising at least two compounds of at least two structurally different stabilizer types of formulae (1), (2), (3) and (4), in which formula (1) represents formulae (1a), (1b), (1c), (1d) or (1e) ##STR1## and the other formulae (2), (3) and (4) are as follows: ##STR2## wherein R.sub.1 each independently of the other is C.sub.1 -C.sub.4 alkyl, R.sub.2 and R.sub.5 each independently of the other are C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.7 cycloalkyl, benzyl, phenyl or a group of the formula --CH.sub.2 COO--C.sub.6 -C.sub.18 alkyl, R.sub.3 is --H or --CH.sub.3, and R.sub.4 is C.sub.1 -C.sub.12 alkyl, R.sub.6 and R.sub.8 each independently of the other are C.sub.1 -C.sub.Type: GrantFiled: June 3, 1991Date of Patent: December 31, 1991Assignee: Ciba-Geigy CorporationInventor: Peter Michaelis