From N=c=x Reactant Having At Least Two -c-nh-c(=x)- Groups Patents (Class 528/59)
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Patent number: 5283311Abstract: Fatty prepolymers and fatty modidified organic polyisocyantes are provided as internal mold release agents useful in Reaction Injection Molded (RIM) parts. A terminal fatty chain-containing molecule having a primary or secondary hydroxyl group, a primary or secondary amine group, an epoxide group, or an isocyanate group is reacted with an organic aromatic polyisocyanate to yield a fatty prepolymer having a urethane linkage, a urea linkage, or an oxazolidinone linkage; or to yield a fatty modified polyisocyanate having an allophanate linkage, a biuret linkage, or a carbodiimide-uretonimine linkage. The terminal chain on the molecule contains at least 8 branched or unbranched, saturated or unsaturated, hydrogen substituted aliphatic carbon atoms in succession or at least 5 branched or unbranched, aliphatic or cycloaliphatic perfluorinated atoms in succession.Type: GrantFiled: December 30, 1992Date of Patent: February 1, 1994Assignee: BASF CorporationInventors: Thirumurti Narayan, Anthony Tantillo, William G. Conger
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Patent number: 5272227Abstract: Adducts obtainable by reacting (a) an epoxy resin having a OH value of 0.02-1.5 equivalents/kg and (b) a di- or polyisocyanate, said reaction being carried out with exclusion of moisture and essentially without a catalyst, can subsequently be converted by reaction with an inhibitor (c), preferably an acrylate, into storage-stable adducts.The adducts can be cured in the presence of a latent hardener conventionally used for EP/IC resin systems in a weakly exothermic reaction to give crosslinked products which have excellent properties.Type: GrantFiled: August 20, 1991Date of Patent: December 21, 1993Assignee: Ciba-Geigy CorporationInventor: Kurt Munk
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Patent number: 5272244Abstract: Described herein are modified polyahls comprising (a) a backbone portion containing at least one polyalkyleneoxy moiety and one or more internal urea, amide, biuret, thiourea, dithiobiuret, or thioamide moieties, (b) end groups selected from the group consisting of amino, hydroxy amide or hydroxyester amide, wherein at least one end group is hydroxy amide or hydroxyester amide, wherein each internal moiety is separated from each other and from each end group by at lit least one alkylene, cycloalkylene, aralkylene, arylene, or alkyleneoxy moiety with 4-20 carbon atoms, or at least one polyalkyleneoxy moiety containing from 2-50 alkyleneoxy units. Also described are urethane/urea prepolymers and polymers prepared therefrom.Type: GrantFiled: October 8, 1991Date of Patent: December 21, 1993Assignee: The Dow Chemical CompanyInventors: Robert F. Harris, Michael D. Joseph
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Patent number: 5264515Abstract: A moisture curable composition comprised of a moisture curable base and a curing agent which does not contain molecular water but which produces water upon activation so as to cure the curable base. The composition exhibits improved stability and shelf life and can be formulated so that curing of the composition can be controlled substantially independently of ambient conditions.Type: GrantFiled: December 23, 1991Date of Patent: November 23, 1993Assignee: Rheox, Inc.Inventors: Charles A. Cody, Terrence L. Hartman
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Patent number: 5256703Abstract: Particles of abrasives such as Garnet, Staurolite or Wollastonite bound to polymer are used as propellant particles to remove undesired materials from surfaces such as floors, walls, ceilings, machinery etc. For example, soil, paint, oil, grease etc. can be thereby removed.Type: GrantFiled: September 12, 1991Date of Patent: October 26, 1993Assignee: Sponge Jet Inc.Inventors: Paul F. Hermann, William R. Lynn
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Patent number: 5252697Abstract: Method, composition and structure are provided for tooth restorations comprising a urethane polymer having a crystalline polymer phase distributed in a noncrystalline polymer phase by virtue of differential reactivity of the urethane forming reagents.Type: GrantFiled: August 28, 1989Date of Patent: October 12, 1993Inventors: Richard Jacobs, Don D. Porteous
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Patent number: 5250650Abstract: A polyurethane coating which is chip resistant and resistant to chemical decontamination treatments which is made by reacting one component made up of isocyanate-reactive materials and a second isocyanate component. The first component includes an aromatic polyamine (preferably an aromatic diamine) and a hydroxyl terminated polyether or polyester in amounts such that the equivalent ratio of amine to hydroxyl groups is from about 80:20 to about 97:3. The second isocyanate component includes an aromatic polyisocyanate or a prepolymer of an aromatic polyisocyanate and a polyisocyanate adduct formed from either toluene diisocyanate or an aliphatic polyisocyanate in amounts such that the ratio of aromatic polyisocyanate to polyisocyanate adduct is in the range of from about 50:50 to about 75:25. Each of these components is combined, preferably in the presence of a solvent in quantities such that the equivalent ratio of isocyanate groups to isocyanate-reactive groups is in the range of from about 1.1 to about 1.0.Type: GrantFiled: March 27, 1992Date of Patent: October 5, 1993Assignee: Miles Inc.Inventors: Leon N. Boretzky, Kurt E. Best, David C. McClurg, Angela I. Wallace
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Patent number: 5250651Abstract: Sealant compositions useful in insulation displacement connector enclosures comprising a urethane crosslinked polymer of monomers containing a sufficient amount of an isocyanate component to provide from about 1 to about 3 percent NCO wherein said isocyanate component contains at least one aliphatic isocyanate, at least about 100 parts of a polyether component containing at least one polyether selected from the group consisting of polyether polyols, and polyether polyamines, from about 0.005% to about 5.0% of an antioxidant, and from about 0.1% to about 10% of a catalyst, said urethane crosslinked polymer having an isocyanate index of about 60 to about 80, wherein said sealant has a 1/4 cone penetration value if from about 20 to about 200 10.sup.-1 mm.Type: GrantFiled: October 30, 1992Date of Patent: October 5, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventor: Jack L. Price
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Patent number: 5246977Abstract: This invention relates to a process for preparing microcellular polyurethane polymers by reaction of an organic polyisocyanate composition comprising a 4,4'-methylene diphenylisocyanate, isocyanate-terminated poly(oxytetramethylene) glycol prepolymer with an active hydrogen-containing composition which comprises a polyether polyol and a chain-extending agent, in the presence of a blowing agent comprising water. Resulting polymers display good physical properties including abrasion resistance and durability and are of value in shoe soles applications and automotive applications.Type: GrantFiled: July 28, 1992Date of Patent: September 21, 1993Assignee: The Dow Chemical CompanyInventor: Stefano Mussini
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Patent number: 5240991Abstract: This invention relates to a polyisocyanate composition which contains a specific amount of denatured silicon oil being inactive to polyisocyanate compound comprising a specific diphenylmethane diisocyanate oligomer and/or its derivatives. The polyisocyanate composition of this invention has excellent storage stability at low temperature.Type: GrantFiled: November 12, 1992Date of Patent: August 31, 1993Assignee: Dow Mitsubishi Kasei LimitedInventors: Shigeru Yamaguchi, Hiroaki Katano
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Patent number: 5234996Abstract: A two-part polyurethane adhesive which comprises a main component comprising a hydroxyl-terminated saturated polyester resin or a polyester urethane rubber prepared by reacting said hydroxyl-terminated saturated polyester resin with a diisocyanate compound, and a curing agent comprising a urethane prepolymer having an active isocyanate group which is prepared by reacting a hydrogenated hydroxyl-terminated polybutadiene with an excess amount of a polyisocyanate. Said polyurethane adhesive is useful for adhering a polyolefin base material and a covering material for the production of automobile interior parts.Type: GrantFiled: March 11, 1991Date of Patent: August 10, 1993Assignee: Sunstar Giken Kabushiki KaishaInventors: Masahito Mori, Kousuke Torii, Hirokazu Okamoto
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Patent number: 5235018Abstract: The present invention is directed to a polyisocyanate mixture having an NCO content of 10 to 47% by weight and a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5, wherein the allophanate groups are formed from urethane groups which are based on the reaction product of an organic diisocyanate having (cyclo)aliphatic bound isocyanate groups and a monoalcohol containing at least 10 carbon atoms and having a molecular weight of 158 to 2500.The present invention is also directed to a process for the production of a polyisocyanate mixture having an NCO content of 10 to 47% by weight, having a viscosity of less than 10,000 mPa.s and containing isocyanurate and allophanate groups in a molar ratio of monoisocyanurates to monoallophanates of 10:1 to 1:5 bya) catalytically trimerizing a portion of the isocyanate groups of an organic diisocyanate having (cyclo)aliphatically bound isocyanate groupsb) adding 0.Type: GrantFiled: May 6, 1992Date of Patent: August 10, 1993Assignee: Miles Inc.Inventors: Terry A. Potter, William E. Slack, Patricia B. Jacobs
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Patent number: 5231116Abstract: A urethane prepolymer composition useful as sealant is disclosed. The composition comprises a reaction product of an organic polyisocyanate and a polyether polyol mixture at an NCO/OH equivalent ratio from 1.6 to 2.5. The polyether polyol mixture contains (a) from 75 to 95 % by weight of the mixture of a polyoxyalkylenediol having an average MW from 400 to 1,000 and an oxyethlene unit content greater than 50 % by weight, and (b) the balance of the mixture of a polyoxyalkylenetriol having an average MW from 5,000 to 10,000 and an oxyethylene unit content greater than 50 % by weight. An equivalent composition is produced by reacting the polyoxyalkylenediol and polyoxyalkylenetriol with the organic polyisocyanate separately and mixing together after the reaction.Type: GrantFiled: July 22, 1991Date of Patent: July 27, 1993Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.Inventors: Takashi Sano, Hidehiro Uchikata
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Patent number: 5229431Abstract: An especially crack-resistant yet elastomeric and pliable polyurethane is provided as a polymer which is especially suitable for medical prosthesis, implants, roofing insulators and the like. The polymer is a polycarbonate urethane polymer which is substantially completely devoid of ether linkages.Type: GrantFiled: July 23, 1992Date of Patent: July 20, 1993Assignee: Corvita CorporationInventor: Leonard Pinchuk
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Patent number: 5227451Abstract: A urethane prepolymer useful for preparing paints, coating agents, adhesives, etc., is obtained by reacting a di-isocyanate with a tetra-functional polyol prepared by reacting erythritol with an alkylene oxide or lactone.Type: GrantFiled: April 7, 1992Date of Patent: July 13, 1993Assignee: Mitsubishi Kasei CorporationInventors: Yukio Tsuge, Hisaharu Hotta, Haluo Iizuka
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Patent number: 5223599Abstract: A polyurethane elastomer exhibiting superior flex fatigue properties is obtained by reacting a mixture of isocyanate-terminated polyether prepolymers with at least one alkylthioaromatic amine curing agent. Optionally, the elastomer can be postcured for further improvement of its properties. The polyurethane elastomer can be utilized for the fabrication of a non-pneumatic tire.Type: GrantFiled: April 10, 1992Date of Patent: June 29, 1993Assignee: Uniroyal Chemical Company, Inc.Inventor: Vincent J. Gajewski
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Patent number: 5221725Abstract: A reactive injection molding resinous composition which is excellent in molding, properties and capable of resulting an injection-molded polyurea product having both excellent heat resistance and impact strength is provided, the resinous composition comprising, as polyamine components:(1) a polyoxyalkylene polyamine having an average molecular weight of 1,000-10,000 and 2 or more aliphatic amino groups,(2) a polyoxyalkylene polyamine product (A) obtained by the reaction of a polyoxyalkylene polyepoxy compound having an average molecular weight of 1,000-10,000 and an aromatic diamine having a molecular weight of 108-400,(3) a polyoxyalkylene polyamine product (B) obtained by the reaction of a polyoxyalkylene polyepoxy compound having an average molecular weight of 270-1,000 and an aromatic diamine having a molecular weight of 108-400, and(4) an aromatic diamine having at least one alkyl or thioalkyl substituent at the ortho position of respective amino group and an average molecular weight of 122-400, and as pType: GrantFiled: December 17, 1990Date of Patent: June 22, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Takaharu Izumo, Satoshi Yamamoto, Hideo Ishibashi
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Patent number: 5218072Abstract: The invention relates to a sulfonated, thiol, and hydroxy-functional polyurethane polymer which comprises: (i) a polyurethane backbone; (ii) at least one SO.sub.3 M group pendant from the polyurethane backbone, wherein the polyurethane backbone has an SO.sub.3 M equivalent weight of from about 2,000 to about 100,000, and wherein M is selected from the group consisting of H.sup.+, NR.sub.4.sup.+ wherein R can be H.sup.+ or an alkyl group, Li.sup.+, Na.sup.+, K.sup.+, and mixtures thereof; (iii) at least two crosslinkable hydroxy groups pendant from the polyurethane backbone, wherein the polyurethane backbone has a hydroxy equivalent weight of from about 500 to about 50,000; and (iv) at least one --SD group pendant from the polyurethane backbone. The invention also relates to vinyl/polyurethane copolymers made therewith which are particularly useful as binders in magnetic recording media and a method of making the copolymers.Type: GrantFiled: July 21, 1992Date of Patent: June 8, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventors: Ramesh C. Kumar, James G. Carlson, Jeffrey T. Anderson
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Patent number: 5215618Abstract: Disclosed herein is a process for bonding substrates comprising applying a hot-melt adhesive to the surface of at least one of the substrates and contacting the surface of said substrate with the surface of the other substrate, said adhesive containing an ester group-containing polyisocyanate which is a solid below 30.degree. C. and liquid above 100.degree. C., corresponding to formula (I)A(OCO-B-NCO).sub.n (I)in whichn stands for a whole number or a fraction (statistical average) of from 2 to 6,A stands for an n-valent organic group such as is obtained by removal of hydroxyl groups from an n-valent polyhydroxyl compound in the molecular weight (Mn) range of from 800 to 6000 containing ester and/or carbonate groups andB stands for an aliphatic, cycloaliphatic or aromatic hydrocarbon group having up to 18 carbon atoms.Type: GrantFiled: August 8, 1991Date of Patent: June 1, 1993Assignee: Bayer AktiengesellschaftInventors: Lutz Schmalstieg, Eduard Haensel, Klaus Nachtkamp, Heinrich Konigshofen, Otto Ganster
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Patent number: 5214120Abstract: A dope for forming elastic polyurethane articles is prepared by using a polyol, a diisocyanate and a diamine. A solvent and a terminating agent comprising a secondary monoamine and a ketoimineamine and/or an aldoimine-amine may also be employed.Type: GrantFiled: March 2, 1992Date of Patent: May 25, 1993Assignee: Toyo Boseki Kabushiki KaishaInventors: Youichi Watanabe, Yoshikazu Arimatsu, Hajime Suzuki
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Patent number: 5212275Abstract: Disclosed herein is a liquid isocyanate prepolymer having an isocyanate group content of from 10 to 30% by weight, prepared by reacting:i) a polyfunctional secondary amine group containing material of the general formula: ##STR1## wherein R represents alkyl, alkenyl, cycloalkyl, aralkyl or aryl radical:A represents an organic radical having a molecular weight between 28 and 6000 and having a functionality of m andm represents an integer from 2 to 6;withii) an isocyanate mixture comprising:a) from 50 to 100% by weight of diphenylmethane diisocyanate of which from 2 to 50% by weight consist of 2,2'- and 2,4'-isomers; andb) the balance being polyphenylpolymethylene polyisocyanates.Type: GrantFiled: October 7, 1992Date of Patent: May 18, 1993Assignee: Miles Inc.Inventors: William E. Slack, Rick L. Adkins
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Patent number: 5208315Abstract: Disclosed herein is an improved elastomer comprising a reaction product of a polyisocyanate and an active hydrogen containing material, the improvement wherein the elastomer is essentially free of a chain extender, wherein the polyisocyanate comprises 4,4'-diisocyanato dicyclohexylmethane containing from about 45 to 100 percent of the trans,trans isomer.Type: GrantFiled: October 8, 1991Date of Patent: May 4, 1993Assignee: Miles Inc.Inventor: Stephen D. Seneker
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Patent number: 5206331Abstract: At least some of the isocyanate groups in the cured polyurethane sealant of this invention have the isocyanurate structure. A moisture-curing sealant composition of the invention comprises an active isocyanato-terminated isocyanate prepolymer containing a polyol component with a molecular weight of 2,000 to 20,000 and an isocyanurating agent. The sealant composition of the present invention is particularly excellent in initial bond strength due to sharp viscosity buildup.Type: GrantFiled: June 13, 1991Date of Patent: April 27, 1993Assignee: Sunstar Engineering, Inc.Inventors: Shingo Tsuno, Ryuichi Ueda, Masahiro Ito
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Patent number: 5198521Abstract: A water reaction synthesis with polyoxyethylene diol, diisocyanate and dibutyltin bis lauryl mercaptide produces a high molecular weight thermoplastic polyurethane-urea linear polymer with surface resistivity 10.sup.11 -10.sup.6 ohm/sq. Thermoplastic and/or elastomeric antistatic compositions containing other melt processable polymers and/or filler, and the polymer exhibit permanent protection. Antistatic protection can be increased when the polymer complexes with a metal salt such as lithium chloride, or lithium acetate. The composition is useful in the manufacture of antistatic floor coverings and textile texturing and drafting elements such as cots and aprons.Type: GrantFiled: October 29, 1991Date of Patent: March 30, 1993Assignee: Armstrong World Industries, Inc.Inventors: Wendell A. Ehrhart, Nowaf Halout, Kenneth K. Ko, David A. Smith
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Patent number: 5196455Abstract: The present invention relates to a one-part, self-leveling urethane sealant composition for substantially horizontal surfaces, wherein the sealant will flow within a crack, joint or the like and quickly cure to provide an elastomeric seal having a smooth, substantially horizontal surface. The cured sealant provides a surface and volume cure time superior to many known systems, and once cured, provides an elastomeric seal having a superior void volume and void distribution than many known self-leveling sealant systems.Type: GrantFiled: May 30, 1991Date of Patent: March 23, 1993Assignee: Tremco IncorporatedInventor: Joy Bryant
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Patent number: 5194488Abstract: Two-component polyurethane sealants, in particular for the direct glazing of motor vehicles, comprising (A) a pasty polyurethane component containing a polyurethane prepolymer having free isocyanate groups, and a curing agent, and (B) a pasty water-containing component, component (A) containing a blocked curing agent which can be liberated by water, and component (B) containing the water, reversibly bonded to a carrier substance which liberates the water in a delayed manner after components (A) and (B) have been mixed.Type: GrantFiled: September 10, 1991Date of Patent: March 16, 1993Assignee: Bostik, Inc.Inventors: Gerhard Piestert, Bodo Muller
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Patent number: 5185402Abstract: An adhesive composition which contains two distinct polyurethane prepolymers and a halogenated polyolefin and which is useful for bonding flock fibers to a thermoplastic or an elastomeric substrate. The first polyurethane prepolymer is derived from poly(alkylene oxide) polyols while the second polyurethane prepolymer is derived from poly(alkylene oxide) polyols and a dimer acid polyol. Both of the polyurethane prepolymers are preferably derived from a mixture of poly(alkylene oxide) polyols having different molecular weights.Type: GrantFiled: November 26, 1990Date of Patent: February 9, 1993Assignee: Lord CorporationInventors: Kenneth E. Fleming, Jeffrey A. Chapman
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Patent number: 5183876Abstract: The present invention is directed to novel urea group-containing polyisocyanates modified with long chain compounds having molecular weights of 400 to about 10,000. The present invention is also directed to a process for the preparation of modified urea group-containing polyisocyanates by reacting starting polyisocyanates which are free from urea groups with water to form urea groups in an inert reaction medium or in an aqueous mixture containing a dispersion stabilizer, wherein the starting polyisocyanates are mixed or reacted with long chain compounds having molecular weights of 400 to about 10,000 before the reacting the starting polyisocyanates with water and/or the long chain compounds are added to the inert reaction medium and/or to the water.Type: GrantFiled: February 6, 1991Date of Patent: February 2, 1993Assignee: Bayer AktiengesellschaftInventors: Richard Kopp, Gerhard Grogler, Heinrich Hess
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Patent number: 5179187Abstract: The present invention relates to a process for the preparation of a coating composition bya) treating moisture-containing auxiliaries and additives at 60.degree. to 120.degree. C. with urethane group-containing isocyanates having (cyclo)aliphatically bound isocyanate groups, an (average) NCO functionality of 0.8 to less than 2.0 and an NCO content of 5 to 17% by weight andb) after completion of the isocyanate/water reaction, combining the mixture obtained in step a) with iscyanate prepolymers having (cyclo)aliphatically bound isocyanate groups.The present invention also relates to the coating composition obtained by this process and to a composition containing urethane group-containing isocyanates having (cyclo)aliphatically bound isocyanate groups, an (average) NCO functionality of 0.8 to less than 2.0 and an NCO content of 5 to 17% by weight and moisture-containing auxiliaries or additives.Type: GrantFiled: February 14, 1991Date of Patent: January 12, 1993Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Jurgen Schwindt, Klaus Konig, Manfred Schonborn
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Patent number: 5176907Abstract: Biocompatible and biodegradable poly(phosphoester-urethanes), compositions comprising the poly(phosphoester-urethanes), and methods of use as a drug delivery device and an implant.Type: GrantFiled: August 13, 1991Date of Patent: January 5, 1993Assignee: The Johns Hopkins University School of MedicineInventor: Kam W. Leong
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Patent number: 5175229Abstract: A class of hydrophilic prepolymers and hydrated polymer gels are disclosed which are characterized by their transparency, biocompatibility and resistance to nonspecific protein adsorption. At least 75%, preferably at least 90%, of the prepolymers are isocyanate-capped oxyethylene-based diols or polyols having molecular weight of about 7000-30,000. Essentially all of the hydroxyl groups of the diols or polyols are capped with polyisocyanate prior to formation of the hydrated polymer.Type: GrantFiled: July 3, 1991Date of Patent: December 29, 1992Assignee: W. R. Grace & Co.-Conn.Inventors: James A. Braatz, Clifton L. Kehr
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Patent number: 5175230Abstract: This invention pertains to alkyl substituted difunctional cyclohexylisocyanates having an isomer distribution. The isocyanates are represented by the formulas: ##STR1## wherein; R.sup.1 is C.sub.1-4 alkyl; R.sup.2 is C.sub.1-4 alkyl andn is 0 or 2.The invention also relates to polyurethane and polyurethane/urea resins prepared using the alkyl substituted difunctional cyclohexylisocyanates as at least a portion of the polyisocyanate used in forming the polyurethane.Type: GrantFiled: March 27, 1992Date of Patent: December 29, 1992Assignee: Air Products and Chemicals, Inc.Inventors: Jeffrey R. Quay, Jeremiah P. Casey, Kenneth M. Kem
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Patent number: 5173559Abstract: The present invention relates to reactive systems comprising(a) a storable mixture of (i) a polyisocyanate component comprising at least one organic polyisocyanate, and (ii) an epoxide component stabilized by heating in the presence of an alkylating agent, wherein said heating is optionally carried out in the further presence of part of the polyisocyanate component (i),(b) an isocyanate-reactive component containing at least two isocyanate-reactive groups in a quantity such that 0.1 to 0.9 isocyanate-reactive groups are present for every isocyanate group in component (a), wherein at least 10% by weight of component (b) comprises compounds having a molecular weight greater than about 2000,(c) optionally, tertiary amines in a quantity such that the total storable mixture contains at least 0.005 mole of tertiary amine nitrogen atoms for each 100 g of the total amount of the storable mixture, and, optionally,(d) other auxiliaries and additives.Type: GrantFiled: October 20, 1989Date of Patent: December 22, 1992Assignee: Bayer AktiengesellschaftInventors: Hanns-Peter Muller, Otto Ganster, Bruno Luckas
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Patent number: 5171818Abstract: Sprayable aliphatic polyurea-polyurethane coating compositions and methods are disclosed. A quasi-prepolymer composition is prepared by mixing an aliphatic polyisocyanate with a stoichiometrically deficient quantity of polyol such that substantially all of the available hydroxyl groups of the polyol react with the isocyanate groups of the aliphatic polyisocyanate. Suitable catalysts may be used to accelerate the urethane bonding in the quasi-prepolymer compositon. The polymeric coating is preferably formed by reacting the quasi-prepolymer composition with a low molecular weight or a mixture of low and high molecular weight amine terminated polyether compounds. The amine terminated polyether compounds have amine groups capable of reacting with the unreacted isocyanate groups of the quasi-prepolymerMixing of the quasi-prepolymer composition and the amine terminated polyether is preferably done at a sufficiently fast rate of result in a substantially homogeneous product.Type: GrantFiled: March 23, 1990Date of Patent: December 15, 1992Assignees: Bruce Wilson, E. Lynn WilsonInventor: E. Lynn Wilson
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Patent number: 5169720Abstract: Polymer-coated medical and laboratory devices are disclosed which are characterized by their biocompatibility and resistance to nonspecific protein adsorption. The polyurea-polyurethane coatings of this invention are prepared from high molecular weight isocyanate end-capped prepolymers substantially or exclusively comprised of ethylene oxide units. At least 75%, preferably at least 90%, of the prepolymer units are oxyethylene-based diols or polyols having molecular weights of about 7000-30,000, with essentially all of the hydroxyl groups capped with polyisocyanate prior to formation of the hydrated polymer coating.Type: GrantFiled: March 6, 1991Date of Patent: December 8, 1992Assignee: W. R. Grace & Co.-Conn.Inventors: James A. Braatz, Aaron H. Heifetz, Clifton L. Kehr, Richard A. Wolfe
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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: 5155165Abstract: Polyurethane polyurea particles are obtained by an interfacial polymerization reaction between a hydrophobic phase which is capable of forming a three-dimensional crosslinked structure by reaction and is a mixture comprising a polyisocyanate compound and a polyhydroxy compound with the isocyanate groups being stoichiometrically excessive, and a polyamine in an amount not more than one equivalent of the stoichiometrically excessive isocyanate groups in the hydrophobic phase, and by polyurethanization reaction inside the particles.Type: GrantFiled: May 30, 1990Date of Patent: October 13, 1992Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Osamu Maruyama, Yoichi Abe, Hidenobu Ishikawa, Noboru Okoshi
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Patent number: 5155199Abstract: Disclosed is a makeup material for human use containing a shape memory polymer shaped into fine spheres. The shape memory polymer used is a polyurethane that is obtained by polymerizing with the prepolymer method a composition of a bifunctional diisocyanate, a bifunctional polyol, and a bifunctional chain extender with active hydrogen groups in the mole ratio of diisocyanate:polyol:chain extender=2.00-1.10:1.00:1.00-0.10. The polyurethane is preferred to have approximately equal amounts of NCO groups and OH groups at its ends, and a glass transition point above the human body temperature, and a crystallinity value between 3 to 50 wt %.Type: GrantFiled: October 25, 1989Date of Patent: October 13, 1992Assignee: Mitsubishi Jukogyo Kabushiki KaishaInventor: Shunichi Hayashi
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Patent number: 5147925Abstract: A polyurethane polymer having desired chain-pendant or in-chain groups Y is prepared by 1) converting terminal isocyanate groups of an isocyanate-terminated polyurethane prepolymer to groups providing carbon- or nitrogen-bound --NH.sub.2 and/or --NH-- groups, and 2) chain extending modified prepolymer formed in 1) with a compound having at least two enolic carbonyl groups and also having at least one group Y which becomes chain-pendant or in-chain in the chain-extended polymer.Type: GrantFiled: February 14, 1991Date of Patent: September 15, 1992Assignees: Imperial Chemical Industries PLC, ICI Resins BVInventors: David A. Pears, Martinus P. J. Heuts
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Patent number: 5144031Abstract: The present invention relates to a process for the production of isocyanurate group-containing polyisocyanates by partially trimerizing the isocyanate groups of (cyclo)aliphatic diisocyanates in the presence of catalysts which accelerate the trimerization of isocyanate groups and optionally in the presence of an inert solvent, terminating the trimerization reaction at the desired degree of trimerization and removing unreacted starting diisocyanate and any other volatile constituents, characterized in that at least one monohydric alcohol containing ester groups corresponding to the formula ##STR1## is added to the reaction mixture prior to removing the excess starting diisocyanate in a quantity of 1 to 30% by weight, based on the weight of the diisocyanate starting material, and reacted with a portion of the isocyanate groups to form urethane groups, provided that after the trimerization and urethanization reactions, the reaction mixture contains at least 10% by weigth of unreacted starting diisocyanate, basedType: GrantFiled: May 6, 1991Date of Patent: September 1, 1992Assignee: Bayer AktiengesellschaftInventor: Josef Pedain
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Patent number: 5143995Abstract: Disclosed herein is a transparent adhesive containing isocyanate groups based on at least one polyol and at least one polyisocyanate, characterized in that the adhesive contains urea groups.Type: GrantFiled: June 27, 1991Date of Patent: September 1, 1992Assignee: Bayer AktiengesellschaftInventors: Walter Meckel, Eduard Hansel, Otto Ganster, Gunter Arend, Jorg Buchner
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Patent number: 5142013Abstract: An isocyanate-reactive polymer comprising the reaction product of: (a) an isocyanate-terminated polyurethane prepolymer formed by reacting a polymeric polyol having a hydroxyl equivalent weight of at least 500 with a stoichiometric excess of an organic polyisocyanate, and (b) a stoichiometric excess, relative to the free isocyanate groups present in the prepolymer, of an imino-functional or enamine containing compound having a molecular weight less than about 750. The polymer is useful in reaction injection molding systems as an isocyanate-reactive ingredient.Type: GrantFiled: August 30, 1989Date of Patent: August 25, 1992Assignees: ICI Americas Inc., Imperial Chemical Industries PLCInventors: Eduard F. Cassidy, Herbert R. Gillis, Malcolm Hannaby, Jan W. Leenslag, Alain Parfondry
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Patent number: 5140088Abstract: The floor covering of the present invention has a wear layer and/or seam coater which is a high T.sub.g urethane composition. While most floor covering urethanes have a T.sub.g of from 18.degree. C. to 23.degree. C., the T.sub.g of the present urethane is above about 40.degree. C., and preferably from about 48.degree. C. to about 55.degree. C. The T.sub.g of the prior art has been increased by altering the composition of the aromatic acid based polyester polyols used in the prior art moisture curable prepolymers. By raising the precursor polyol to dicarboxylic acid ratio, the polyester polyols produced have lower equivalent weights. This alone results in a polyurethane-urea of higher T.sub.g at a given alicyclic diisocyanate to polyester equivalent ratio. However, increases in the T.sub.g may also be obtained by replacing some or all of long chain flexible polyol precursors (e.g. triethylene glycol) with shorter and/or less flexible polyol precursors. The high T.sub.g improves stain resistance.Type: GrantFiled: January 22, 1991Date of Patent: August 18, 1992Assignee: Armstrong World Industries, Inc.Inventors: Wendell A. Ehrhart, James R. Petzold
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Patent number: 5138016Abstract: Significant improvements in the utility of oxazolidone and polyoxazolidone compounds and in their manufacture can be achieved using a novel catalyst in the reaction between a hindered isocyanate and an epoxy, forming oxazolidone ring structures. The novel catalyst of the invention promotes the efficient and rapid formation of oxazolidone and polyoxazolidone compounds. The use of hindered isocyanate in the reaction prevents formation of side reaction products such as isocyanate trimer, allophanate and biuret.Type: GrantFiled: December 18, 1990Date of Patent: August 11, 1992Assignee: H. B. Fuller CompanyInventors: Thomas O. Murdock, Brian W. Carlson
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Patent number: 5138017Abstract: A single component moisture curable polyurethane coating and the process for making the same. The process includes mixing a polymeric isocyanate compound to a mixture containing a polyol and pigments. The resulting water-free composite is stored in a moisture-free environment until use is desired.Type: GrantFiled: June 3, 1981Date of Patent: August 11, 1992Assignee: Niles Chemical Paint Co.Inventors: Randy W. Terrill, Leland R. Miller
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Patent number: 5136010Abstract: This invention relates to a method of fabricating an elastomer which comprises the steps of: (a) fabricating a polyol having a molecular weight of between about 400 and about 15,000 and having a level of end group unsaturation of no greater than 0.04 milliequivalents per gram of polyol, said polyol being fabricated in the presence of a double metal cyanide catalyst, (b) reacting said polyol with a polyisocyanate to produce an isocyanate-terminated prepolymer, and (e) reacting said isocyanate-terminated prepolymer with a chain extender in a mold in order to produce the elastomer. Also claimed is the elastomer produced by the above method utilizing a one-shot technique.Type: GrantFiled: October 26, 1990Date of Patent: August 4, 1992Assignee: Olin CorporationInventors: John W. Reisch, Deborah M. Capone
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Patent number: 5132345Abstract: An ion-selective polymeric membrane for an electrochemical sensor for use in analytical chemistry, comprisinga) a supporting matrix e.g. of PVC, andb) an ionophore selected from calixarene or oxacalixarene derivatives of the formula IV ##STR1## wherein n+m=3-8;m=0-8;n=0-8;a, which may be the same or different on each aryl group, is 0 or 1;R.sup.2 is alkyl, aryl, alkaryl, alkoxy, alkoxyalkoxy, aryloxy, alkaryloxy, alicyclic, alkylthio, arylthio, alkarylthio, or a substituted derivative thereof;R.sup.3 is --H, alkyl or alkenyl;X is --OH or a group containing an acrylate or methacrylate functional group;provided that when X is --OH, n is at least 1/2(n+m);and provided that when m=0, n=4, a=0 and R.sup.3 is alkyl or allyl, R.sup.2 is not alkoxy having 4 or more carbon atoms in the alkyl group;and provided that when m=0, n=4, a=0 and R.sup.3 is t-butyl, R.sup.2 is not methoxy or ethoxy;or of the formula V ##STR2## wherein R.sup.Type: GrantFiled: December 10, 1990Date of Patent: July 21, 1992Inventors: Stephen J. Harris, Michael A. McKervey, Gyula Svehla, Dermot Diamond
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Patent number: 5130369Abstract: Functionalized polymeric compositions are prepared by polymerizing ethylenically unsaturated functional monomer in a solvent including a reactive compound. The functional groups of the reactive compound and the functional monomer react during or subsequent to the polymerization of the functional monomer to provide functionalized polymeric composition. The reactive compound can be a hydroxy-terminated, poly(ethleneoxy)ated hydrophobe-bearing compound and the functional monomer can be a polymerizable carboxylated monomer, the functionalization in this case being a condensation. Removal of the water of condensation by azeotropic distillation drives the reaction to completion. The resulting high solids functionalized polymeric composition is soluble or dispersible in an appropriate solvent, and can be used as is, diluted with a solvent, or isolated.Type: GrantFiled: January 10, 1990Date of Patent: July 14, 1992Assignee: Rohm and Haas CompanyInventors: Kathleen A. Hughes, Graham Swift
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Patent number: 5126421Abstract: Isocyanate prepolymer compositions can be cured quickly and thoroughly in the presence of atmospheric moisture by reacting them with a curing system that includes a mixture of (1) an oxazolidine moisture scavenger and curing agent and (2) a hydroxyl curing agent. The oxazolidine moisture scavenger/curing agent can be monocyclic oxazolidine or bicyclic oxazolidine. The hydroxyl curing agent preferably is a polyhydric compound. If desired, an organic solvent, a catalyst, and/or fillers can be used with the invention in order to speed the curing reaction or improve the physical and mechanical properties of the final polymer product. The present invention enables high quality polyurethane/polyurea polymers to be formed in thick layers under various environmental conditions, including humidity, that render the invention suitable for use in the field.Type: GrantFiled: April 27, 1990Date of Patent: June 30, 1992Assignee: 501 Tremco Ltd.Inventors: Witek Majewski, Hamdy Khalil, Jerzy Wypych
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Patent number: 5124425Abstract: The present invention is a room temperature curable polyurethane composition comprising as a curable component a polyurethane prepolymer having terminal isocyanate groups obtained by reacting an organic polyisocyanate and a polyol comprising as the main component a polyoxyalkylenepolyol having a molecular weight per hydroxyl group of from 1,500 to 15,000 and a total unsaturation degree of at most 0.07 meq/g.The above polyoxyalkylenepolyol having a molecular weight per hydroxyl group of from 1,500 to 15,000 and a total unsaturation degree of at most 0.07 meq/g, is produced by ring-opening addition polymerizing an alkylene oxide to an initiator, preferably by means of a double metal cyanide complex catalyst.By curing this curable polyurethane composition by moisture in air, a highly flexible cured product will be obtained.Type: GrantFiled: January 9, 1991Date of Patent: June 23, 1992Assignee: Asahi Glass Company Ltd.Inventors: Toshihiko Higuchi, Sigeyuki Kozawa, Nobuaki Kunji