From Two Or More Reactants Containing -n=c=x Groups Patents (Class 528/67)
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Patent number: 6277943Abstract: The present invention relates to a process for the production of one-shot polyurethane elastomers having low compression sets. This process comprises reacting a polymethylene poly(phenylisocyanate) having an average functionality of 2.2 to 2.8, and a polyol component that has an average functionality of 2.0 or less. The polyol component comprises at least one relatively high molecular weight isocyanate-reactive component, and at least one relatively low molecular weight isocyanate-reactive component, with the functionalities and quantities of each component being such that the above average functionality of 2.0 or less for the polyol component is satisfied. Polyurethane elastomers produced by the process of this invention are characterized by compression sets of less than 10%.Type: GrantFiled: December 10, 1999Date of Patent: August 21, 2001Assignee: Bayer CorporationInventors: Ashok M. Sarpeshkar, Peter H. Markusch, Robert L. Cline
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Patent number: 6262296Abstract: A polyisocyanate prepolymer with isocyanate group on terminal obtainable by reaction of (A) polyoxyalkylenepolyol, (B) polyhydric alcohol having a molecular weight of 90 to 250 and the number of hydroxyl group of 2 to 3 with branched alkyl group and/or cyclohexane ring and (C) organic polyisocyanate composed of bis(isocyanatemethyl)cyclohexane, wherein NCO group content in the polyisocyanate prepolymer is 8% by weight or above and urethane group content in the polyisocyanate prepolymer is 8% by weight or above and sum total of NCO group content and urethane group content is 16 to 30% by weight and a concentration of unreacted (C) organic polyisocyanate remained in the polyisocyanate prepolymer is 1% by weight or below.Type: GrantFiled: April 14, 2000Date of Patent: July 17, 2001Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Takeshi Nomura, Takeshi Koyama, Yutaka Kono
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Patent number: 6262139Abstract: The invention provides a liquid polyisocyanate prepolymer composition which is a result of combining about 50.0 to 90.0 percent by weight of an isocyanate blend (a.) having 55.0 to 75.0 weight percent 4,4′-MDI, 17.0 to 27.0 weight percent 2,4′-MDI, 1.0 to 10.0 weight percent 3-ring MDI oligomer, and 1.0 to 15.0 weight percent n-ring MDI oligomer (n greater than 3); about 5.0 to 30.0 weight percent of a polyhydroxy containing polyol (b.) having a molecular weight of from 700 to about 6,000; and about 15.0 to 75.0 weight percent of a toluene diisocyanate (c.). The resulting isocyanate prepolymer composition has a free NCO content of from about 30.0 to 45.0 weight percent and particularly desirable flow characteristics. The invention further provides a method of making an isocyanate prepolymer composition, a process of making a polyurethane foam utilizing the isocyanate prepolymer composition of the invention, and polyurethane foams produced by the disclosed process.Type: GrantFiled: March 16, 1998Date of Patent: July 17, 2001Assignee: BASF CorporationInventors: Thirumurti Narayan, David J. Lovell, Alejandro Shimazaki
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Patent number: 6262217Abstract: Polyurethane compositions including the reaction product of a polyurethane prepolymer component including (a) at least one isocyanate-terminated polyalkadiene prepared by capping hydroxy-terminated polyalkadiene having a molecular weight from about 1500 to about 5000 grams per mol (g/mol) with isocyanate; and (b) at least one additional isocyanate-terminated polyalkadiene prepared by capping hydroxy-terminated polyalkadiene having a molecular weight from about 500 to about 1500 g/mol with isocyanate with a curative component. The compositions exhibit numerous useful properties, such as low glass transition temperature (Tg) high temperature stability, low viscosity at room and elevated temperatures, flexibility and flat dynamic mechanical properties versus temperature.Type: GrantFiled: December 15, 1997Date of Patent: July 17, 2001Assignee: Lord CorporationInventors: Jack N. Tallmadge, Ashish P. Diwanji, Mark A. Weih, Walter C. Wilhem
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Patent number: 6248856Abstract: This invention relates to a process for the production of polyurethane elastomers having low compression sets. The process comprises reacting A) an isocyanate component comprising methylene bis(phenyl isocyanate) containing the 2,4′-isomer of methylene bis(phenyl isocyanate), with B) an isocyanate-reactive component, optionally, in the presence of C) one or more additives. The reaction components are processed via the one-shot process at an isocyanate index of 90 to 130.Type: GrantFiled: December 10, 1999Date of Patent: June 19, 2001Assignee: Bayer CorporationInventors: Ashok M. Sarpeshkar, Peter H. Markusch, Robert L. Cline, Corrine M. Gilbert
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Patent number: 6242556Abstract: This invention relates to liquid polyisocyanate compositions having improved freeze stability. These liquid polyisocyanate compositions have an NCO group content of 15 to 30%, and comprise a blend of (A) an MDI adduct having an NCO group content of 15 to 30%, and (B) an allophanate-modified MDI having an NCO group content of 12 to 32.5%.Type: GrantFiled: February 7, 2000Date of Patent: June 5, 2001Assignee: Bayer CorporationInventors: Peter H. Markusch, Richard S. Pantone, Ralf Guether, William E. Slack
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Patent number: 6197844Abstract: A monomer useful in the formulation of a radiation curable coatable composition comprises (a) polyfunctional isocyanurate having at least three terminal reactive groups reacted with (b) hydroxyalkyl acrylate and (c) tertiary amine alcohol in a molar ratio of a:b:c of about 1:1-2.5:0.5-2, wherein b+c is at least 3 and no greater than the total number of terminal reactive groups of (a). The monomer is included in a radiation curable coatable composition suitable for use as a floor finish and in a floor finishing system comprising the foregoing coatable composition with a primer. A method for the treatment of a substrate using the floor finish and the floor finishing system is also described.Type: GrantFiled: February 4, 1999Date of Patent: March 6, 2001Assignee: 3M Innovative Properties CompanyInventors: Steven J. Hamrock, Fidelis C. Onwumere, Bradford B. Wright, Michael A. Yandrasits
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Patent number: 6191181Abstract: The present invention relates to urethane acrylates, which may be cured with high-energy radiation, in which the urethane acrylates are the reaction product of a) a polyisocyanate component containing 20 to 100 mole %, based on the moles of the polyisocyanate component a), of iminooxadiazine dione group-containing polyisocyanate trimers corresponding to formula A wherein R1, R2and R3 are the same or different and represent linear or branched, C4-C20 (cyclo)alkyl groups and X is the same or different and represents isocyanate groups or isocyanate group-containing radicals that also contain iminooxadiazine dione, isocyanurate, uretdione, urethane, allophanate, biuret or oxadiazine trione groups, wherein R1, R2 and R3 are attached to a nitrogen atom, with b) an alcohol component containing at least one monobasic, hydroxy-functional, linear or branched C1-C12 alkyl ester of (meth)acrylic acid.Type: GrantFiled: November 4, 1999Date of Patent: February 20, 2001Assignee: Bayer AktiengesellschaftInventors: Jan Weikard, Wolfgang Fischer, Frank Richter, Christian Zwiener
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Patent number: 6183870Abstract: The present invention relates to coating compositions containing a) 15 to 35% by weight, based on the weight of components a) and b), of aspartate-terminated urea/urethane prepolymers that are based on the reaction products of i) NCO prepolymers having a functionality of 1.8 to 2.2 and based on linear or branched aliphatic diisocyanates and ii) diaspartates prepared from linear or branched aliphatic diamines, b) 65 to 85% by weight, based on the weight of components a) and b), of diaspartate ii) and c) a polyisocyanate adduct prepared from aliphatic diisocyanates and having an average functionality of 2.8 to 3.1, wherein components a), b) and c) are present in amounts sufficient to provide an equivalent ratio of aspartate groups to isocyanate groups of 1.2:1 to 1.0:1.3. The present invention also relates to coatings prepared from these coating compositions.Type: GrantFiled: September 2, 1999Date of Patent: February 6, 2001Assignee: Bayer CorporationInventors: P. Richard Hergenrother, Lyubov K. Gindin, Richard R. Roesler, Edward P. Squiller
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Patent number: 6177535Abstract: A process for preparing radiation-curable, urethane-functional prepolymers by reacting an isocyanate-functional component A with an OH-containing component B, wherein either component A embraces two different isocyanate compounds A1 or one isocyanate compound A1 and at least one isocyanate compound A2 or component B embraces at least two different compounds B1. Also, the prepolymers obtainable by the process and the radiation-curable formulations comprising them. Furthermore, the use of the radiation-curable formulations for coating substrates, a method of coating substrates, and the coated substrates themselves.Type: GrantFiled: September 21, 1998Date of Patent: January 23, 2001Assignee: BASF AktiengesellchaftInventors: Reinhold Schwalm, Rainer Königer, Wolfgang Paulus, Wolfgang Reich, Erich Beck, Matthias Lokai, Klaus Menzel
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Patent number: 6172175Abstract: An aqueous 2-component PU coating composition essentially comprising: A) an aqueous dispersion of at least one polyol component, B) a polyisocyanate component based on 2-methylpentane 1,5-diisocyanate, the proportions of A and B corresponding to an OH/NCO equivalents ratio of from 1:0.5 to 1:5.Type: GrantFiled: February 3, 1999Date of Patent: January 9, 2001Assignee: Creanova Spezialchemie GmbHInventors: Friedrich Plogmann, Rainer Lomoelder, Dirk Reichel
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Patent number: 6160075Abstract: A two-component polyurethane coating composition essentially comprising (A) a polyols component, (B) a polyisocyanate component, wherein the polyisocyanate component (B) comprises at least 30% by weight of a polyisocyanate based on 2-methylpentane-1,5-diisocyanate and a polyisocyanate based on isophorone diisocyanate, the sum of the two polyisocyanates being 100% by weight.Type: GrantFiled: November 25, 1998Date of Patent: December 12, 2000Assignee: Huels AktiengesellschaftInventors: Friedrich Plogmann, Rainer Lomoelder, Stephan Kohlstruk
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Patent number: 6160076Abstract: The present invention relates to a composition being an aqueous dispersion of a polyurethane in water, said composition comprising water and the reaction product of (a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of between 2.1 and 10% by weight, (b) an organic polyisocyanate adduct mixture comprising a polyisocyanate dimer and a polyisocyanate trimer and having an average isocyanate functionality of between 2.1 and 4.0, and (c) an amine chain extender having a specified ratio of NH2 relative to the NCO index of the polyisocyanate adduct mixture. Also disclosed is a process for preparing this composition, and a method for coating a substrate with the composition.Type: GrantFiled: January 23, 1995Date of Patent: December 12, 2000Assignee: ARCO Chemical Technology, L. P.Inventors: John W. Reisch, Richard J. Feegel, Curtis P. Smith
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Patent number: 6153718Abstract: A polyurethane resin obtained from a diol component and a diisocyanate component by an ordinary process, wherein the diisocyanate component comprises:at least one kind of unmodified diisocyanate, andat least one kind of carbodiimide-modified aromatic diisocyanate having, at one or both of the ortho positions of the two isocyanate groups, an aliphatic, alicyclic or aromatic substituent of one or more carbon atoms, or at least one kind of carbodiimide-modified aliphatic diisocyanate wherein at least one of the two carbons each bonded with an isocyanate group is di- or tri-substituted, and the molar ratio of the unmodified diisocyanate and the carbodiimide-modified diisocyanate is 35-0.1:1. The polyurethane resin containing carbodiimide bonds in the molecular chain alleviates the problems of the prior art and exhibits hydrolysis resistance stably over a long period of time without losing the carbodiimide bonds out of the molecule.Type: GrantFiled: June 23, 1999Date of Patent: November 28, 2000Assignee: Nisshinbo Industries, Inc.Inventors: Yasuo Imashiro, Ikuo Takahashi, Naofumi Horie, Takeshi Yamane
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Patent number: 6136941Abstract: The present invention relates to a composition being an aqueous dispersion of a polyurethane in water, said composition comprising water and the reaction product of (a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of between 2.1 and 10% by weight, (b) an organic polyisocyanate adduct mixture comprising a polyisocyanate dimer and a polyisocyanate trimer and having an average isocyanate functionality of between 2.1 and 4.0, and (c) an active hydrogen-containing chain extender. Also disclosed is a process for preparing this composition, and a method for coating a substrate with the composition.Type: GrantFiled: April 27, 1995Date of Patent: October 24, 2000Assignee: ARCO Chemical Technology, L. P.Inventors: Curtis P. Smith, John W. Reisch, Richard J. Feegel
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Patent number: 6133399Abstract: The present invention relates to a composition being an aqueous dispersion of a polyurethane in water, said composition comprising water and the reaction product of (a) a water-dispersible isocyanate-terminated polyurethane prepolymer having an NCO content of between 2.1 and 10% by weight, (b) an organic polyisocyanate adduct mixture comprising a polyisocyanate dimer and a polyisocyanate trimer and having an average isocyanate functionality of between 2.1 and 4.0, and (c) an active hydrogen-containing chain extender. Also disclosed is a process for preparing this composition, and a method for coating a substrate with the composition.Type: GrantFiled: June 24, 1994Date of Patent: October 17, 2000Assignee: ARCO Chemical Technology, L.P.Inventors: Curtis P. Smith, John W. Reisch, Richard J. Feegel
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Patent number: 6133395Abstract: This invention is a one-component moisture curable polyurethane composition containing a urethane prepolymer and at least one silane compound containing an average of at least 1.5 NCO groups, and an average of at least 1.5 hydrolyzable alkoxy groups, selected from the group comprising a silane compounds (B-1) which is prepared by the addition reaction of a secondary aminoalkoxysilane compound and a polyol-based polyisocyanate compound, and a lysine-based silane compound (B-2). The Polyol-based polyisocyanate compound is a reaction product of a polyol more than triol and diisocyanate. The composition of the invention is particularly suitable for bonding glass to other substrates such as, for example, metal, plastics, and painted steel plates without employing a primer. Moreover, the composition has good foaming resistance, as well as good elongation.Type: GrantFiled: November 10, 1998Date of Patent: October 17, 2000Assignee: The Yokohama Rubber Co., Ltd.Inventors: Akihiro Miyata, Kazunori Ishikawa, Kiminori Araki
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Patent number: 6124496Abstract: The present invention relates to a synthesis method of thionate diamine by the reaction of alkali metal isethionate with diols to form alkali metal isethionate ethoxylate having the following structural formula:HO(CH.sub.2 CH.sub.2 O).sub.n CH.sub.2 CH.sub.2 SO.sub.3 AThe above isethionate ethoxylate is then reacted with aliphatic diamine having a Carbon number of 2 to 6 to form a series of N-(2-aminoalkyl)-2-aminoethyoxylate ethane sulfonate having the following structure formula:H.sub.2 N--(CH.sub.2).sub.m --NH--(CH.sub.2 CH.sub.2 O).sub.n CH.sub.2 CH.sub.2 SO.sub.Type: GrantFiled: October 16, 1998Date of Patent: September 26, 2000Assignee: China Textile InstituteInventors: Jong-Fu Wu, Kun-Lin Cheng, Wen-Jung Chen
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Patent number: 6121406Abstract: A hydrophilic dicyclohexylmethanecarbodiimide represented by the formula (1): wherein n is an integer of 1 to 10 and R.sup.1 is a residue of a mixture of organic compounds of different hydrophilicities each having at least one hydroxyl group capable of reacting with an isocyanate group. The hydrophilic dicyclohexylmethanecarbodiimide is improved in reactivity and storage stability, and is thereby easy to handle as a crosslinking agent for hydrophilic resins.Type: GrantFiled: April 15, 1999Date of Patent: September 19, 2000Assignee: Nisshinbo Industries, Inc.Inventors: Yasuo Imashiro, Ikuo Takahashi, Yoshihiro Yamazaki
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Patent number: 6100361Abstract: A urethane top coat prepared by combining a polyol and a blend of an aliphatic diisocyanate and an aliphatic/aromatic polyisocyanate copolymer is provided, along with a method for its use as the top coating for a golf ball. The inventive top coating demonstrates an increased rate of curing compared to other top coatings having similar abrasion resistance and color retention qualities.Type: GrantFiled: April 30, 1999Date of Patent: August 8, 2000Assignee: Spalding Sports Worldwide, Inc.Inventor: Viktor Keller
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Patent number: 6096237Abstract: The present invention relates generally to polyisocyanate compositions for use in polyurethane thermoformable foams. The polyisocyanate compositions of the present invention which are also useful as binder/hardeners for prefoamed products offer improved stability at relatively low temperatures over other known polymeric diphenylmethane diisocyanate compositions.Type: GrantFiled: July 23, 1997Date of Patent: August 1, 2000Assignee: BASF CorporationInventors: Thirumurti Narayan, Hans J. Koller
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Patent number: 6093817Abstract: A reduced-color isocyanurate-functional polyisocyanate is prepared by partially trimerizing 1-isocyanato-3,3,5-trimethyl-5-isocyanatomethylcyclohexane (IPDI) having a low total chlorine content of less than 80 mg/kg in the presence of a catalyst, thereby resulting in a product isocyanurate-functional polyisocyanate having a content of free NCO groups of between 10 and 22% and a residual monomer content of less than 0.7%.Type: GrantFiled: December 29, 1998Date of Patent: July 25, 2000Assignee: Huels AktiengesellschaftInventors: Stephan Kohlstruk, Jansen Volker, Rainer Lomoelder
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Patent number: 6090864Abstract: The present invention relates to prepolymers, comprising(a) a polymethylene polyphenylene polyisocyanate; and(b) a polyether polyol having an average hydroxyl equivalent weight of at least about 700;wherein the resulting prepolymer has an average viscosity of between about 400 to about 2000 centipoise at 25.degree. C. The prepolymer is useful, for example, for the production of polyurethane foams and, more particularly, to medium density flexible foams having superior flow characteristic and fast demold times.Type: GrantFiled: April 25, 1997Date of Patent: July 18, 2000Assignee: BASF CorporationInventors: Thirumurti Narayan, Gary E. Brant, Edward W. Cole, III
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Patent number: 6090906Abstract: There are provided a polycarbodiimide copolymer having a main structure represented by the following formula (1): ##STR1## wherein R.sub.1 is an isocyanate residue; R.sub.2 is a polyfunctional liquid rubber residue; X is a urethane bond, an amide bond or a urea bond; p is an integer of 5 to 50; q is an integer of 1 to 5; and r is 0 or 1; and a process for producing the above polycarbodiimide copolymer, which comprises reacting a polyfunctional liquid rubber with an organic diisocyanate in excess of the rubber and then subjecting the diisocyanate components in the reaction system to carbodiimization using a carbodiimidization catalyst. The polycarbodiimide copolymer alleviates the problems of the prior art, has the excellent heat resistance inherently possessed by polycarbodiimide resins, is improved, as compared with conventional polycarbodiimide resins, in thermoformability under heating and pressure when made into a solid such as a powder or granules, and causes no blistering under heating.Type: GrantFiled: March 16, 1999Date of Patent: July 18, 2000Assignee: Nisshinbo Industries, Inc.Inventors: Satoshi Amano, Norimasa Nakamura
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Patent number: 6090939Abstract: The present invention relates to a process for the preparation of trimerized polyisocyanates that contain at least 30 mole % of iminooxadiazinedione groups (asymmetric trimers) in the trimer mixture, by catalytically trimerizing a starting isocyanate selected from organic di- or polyisocyanates having a number average molecular weight of 140 to 600 and containing aliphatically, cycloaliphatically and/or araliphatically bound isocyanate groups in the presence of a quaternary phosphonium polyfluoride trimerization catalyst corresponding to the formulaR.sub.4 P.sup.+ F.sup.- n(HF)whereinR represents identical or different, optionally branched aliphatic, aromatic and/or araliphatic C.sub.1 -C.sub.20 groups, or two or more R groups may also form, with one another and with the phosphorus atom, saturated or unsaturated rings andn has a value of 0.1 to 20.Type: GrantFiled: May 25, 1999Date of Patent: July 18, 2000Assignee: Bayer AktiengesellschaftInventors: Frank Richter, Eberhard Stelter, Wilfried Litz, Stefan Groth
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Patent number: 6063892Abstract: Polurethaneaureas prepared with 2,2-bis(4-isocyanatophenyl)propane or 1,4-bis(4-isocyanato-alpha,alpha-dimethylbenzyl)benzene, and spandex spun from such polyurethaneureas, are provided.Type: GrantFiled: October 5, 1999Date of Patent: May 16, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Nathan E. Houser, Chad J. Kolaskie
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Patent number: 6063891Abstract: This invention relates to a novel freeze-stable allophanate modified toluene diisocyanurates, and to a process for producing these freeze-stable allophanate-modified toluene diisocyanurates which requires a catalyst which is capable of forming both trimer and allophanate groups, or a catalyst system comprising at least one catalyst capable of forming trimer groups and at least one catalyst capable of forming allophanate groups. This invention also relates to novel freeze-stable blends of the allophanate-modified toluene diisocyanurates with di- and/or polyisocyanates of the diphenylmethane series; and to freeze-stable urethane prepolymers of the allophanate-modified toluene diisocyanurates, or the blends of these with an isocyanate of the diphenylmethane series.Type: GrantFiled: August 16, 1999Date of Patent: May 16, 2000Assignee: Bayer CorporationInventors: William E. Slack, Hersel T. Kemp, II
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Patent number: 6046297Abstract: Polyurethane prepolymers are disclosed prepared with mononuclear aromatic diisocyanate such as toluene diisocyanate and an aliphatic diisocyanate such as H12MDI. These prepolymers can be cured with 4,4'-methylene-bis-(3-chloro-2,6-diethylaniline) to form a cured urethane elastomer with reduced propensity to crack during the curing process, extended pour life (a slower rate of viscosity buildup after curative and prepolymer are mixed), low hysteresis, and a low level of free toluene diisocyanates and/or other toxic or volatile substances to increase worker safety during processing. It has also been found that prepolymers made from toluene diisocyanate and cured with a blend of two aromatic diamine curatives yields urethane elastomers with the same reduced propensity to crack during the curing process.Type: GrantFiled: November 27, 1996Date of Patent: April 4, 2000Assignee: Uniroyal Chemical Company, Inc.Inventors: Ronald Owen Rosenberg, Ajaib Singh, Ronald Walter Fuest
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Patent number: 6022444Abstract: Isocyanate prepolymers which are useful as binders are made from a polyisocyanate mixture and a hydroxyl compound having at least about 1 hydroxyl group. The polyisocyanate mixture is made up of from about 50 to about 60% by weight of polyphenyl polymethylene polyisocyanate and from about 40 to about 50% by weight of an isomeric mixture of diphenylmethane diisocyanate (MDI). The isomeric mixture of MDI is made up of from about 4 to about 30% by weight of the 2,4'-isomer and from about 70 to about 96% by weight of the 4,4'-isomer. The binders of the present invention are advantageous in that they may be used in high moisture, low temperature conditions without a catalyst. Reduced MDI emissions are also achieved when the binders of the present invention are used to make composite materials.Type: GrantFiled: April 8, 1994Date of Patent: February 8, 2000Assignee: Bayer CorporationInventors: Karl W. Haider, John W. Frink, Heber D. Layton, Peter H. Markusch, James W. Rosthauser, Bonnie L. Lawson, Michael A. Joseph
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Patent number: 6007752Abstract: Sheet-like polyurethane moldings are produced by impregnation of porous sheets with a prepolymer containing free isocyanate groups and reversibly blocked isocyanate-reactive groups or containing free isocyanate-reactive groups and reversibly blocked isocyanate groups, and subsequent reaction of the prepolymers in a heated mold.Type: GrantFiled: May 5, 1997Date of Patent: December 28, 1999Assignee: BASF AktiengesellschaftInventors: Dietrich Scherzer, Ludwig Jung, Bernd Bruchmann, Hans Renz
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Patent number: 5981684Abstract: The invention relates to highly functionalized polyurethanes which are synthesized from molecules containing the functional groups A(B).sub.n, where A is an NCO group or a group reactive with an NCO group, B is an NCO group or a group reactive with an NCO group, A is reactive with B and n is a positive number and is at least equal to 2.Type: GrantFiled: December 15, 1997Date of Patent: November 9, 1999Assignee: Basf AktiengesellschaftInventors: Bernd Bruchmann, Frank Wingerter, Hermann Graf, Stefan Wolff
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Patent number: 5968993Abstract: A method for the preparation of microcellular elastomeric polyurethane foams from a reaction mixture comprising a polyisocyanate component containing at least 85% by weight of 4,4'-diphenylmethane diisocyanate or a variant thereof, a polyol composition comprising at least one polyoxyalkylene polyol having an average nominal hydroxyl functionality of from 2 to 6, an average hydroxyl equivalent weight of at least 1300 and an average oxyethylene content of between 50 and 85% by weight, water, a chain extender having an average hydroxyl equivalent weight of from 15 to 250 and optionally a crosslinking agent, the hardblock-content being more than 45% by weight.Type: GrantFiled: June 10, 1997Date of Patent: October 19, 1999Assignee: Imperial Chemical Industries PLCInventor: Gerard Jozef Bleys
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Patent number: 5961878Abstract: The invention relates to non-crystallising, amine-blocked polyisocyanates, to the preparation thereof and to their in one-component polyurethane stoving compositions, in particular for coil-coating applications.Type: GrantFiled: September 2, 1998Date of Patent: October 5, 1999Assignee: Bayer AktiengesellschaftInventors: Eberhard Konig, Karl-Ludwig Noble, Christian Fussel
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Patent number: 5962619Abstract: A process for making clear elastomers is disclosed. First, a polyol having a narrow molecular weight distribution (Mw/Mn<1.5) reacts an aromatic diisocyanate at an NCO/OH ratio from about 1.3 to about 3.0 to give a non-viscous isocyanate-terminated prepolymer. A mixture that contains this prepolymer and an aliphatic diisocyanate is then reacted with an aromatic diamine to give a clear elastomer. The elastomers have excellent overall physical and mechanical properties, including resilience greater than 55%. The elastomers are valuable for in-line skates and other applications for which clarity is important.Type: GrantFiled: March 16, 1998Date of Patent: October 5, 1999Assignee: ARCO Chemical Technology, L.P.Inventors: Stephen D. Seneker, Chin-Chang Shen
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Patent number: 5962130Abstract: A durable dry-spun, polyurethane fiber exhibits a small angle X-ray scattering pattern that forms a layer line scattering image or an eyebrow-shaped four dot scattering image. The fiber is particularly useful in pantyhose, undergarments and the like.Type: GrantFiled: January 29, 1998Date of Patent: October 5, 1999Assignee: DuPont-Toray Co., Ltd.Inventors: Masao Umezawa, Tsutomu Wanatabe, Hideki Nakanishi
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Patent number: 5945531Abstract: A polyisocyanate composition, comprising:A) from 55 to 87% by weight of a polyisocyanate which contains uretdione groups;B) from 10 to 30% by weight of blocking agent,C) from 3 to 30% by weight of polyol having more than two hydroxyl groups and/or chain extender having more than two hydroxyl groups, wherein the polyisocyanate contains more than two terminal, partially or fully blocked isocyanate groups and has a molecular weight of from 1000 to 10,000.Type: GrantFiled: December 8, 1997Date of Patent: August 31, 1999Assignee: Huels AktiengesellschaftInventor: Rainer Gras
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Patent number: 5942593Abstract: A process for the preparation of a polyurethane-urea elastomer having a mole ratio of NCO groups to all active hydrogen atoms in the range of 0.9 to 1.2 is disclosed. The process comprise reacting (A), (B) and (C.2) for form an NCO-containing prepolymer and then reacting said prepolymer with (C.1) and (D). Accordingly (A) is 5-isocyanato-1-(isocyanatomethyl)-1,1,3-trimethylcyclohexane or bis-(4-isocyanatocyclohexyl)-methane,(B) is polytetrahydrofuran or hexanediol polycarbonate and (C.2) is a chain extender. (C.1) is 5-amino-3-amino-methyl-1,3,3-trimethylcyclohexane or bis-(4-aminocyclohexyl)-methane and (D) is a molecular weight regulator. The elastomer thus produced is particularly suitable for the preparation of moldings, films, flexible tubing (for medical purposes) and catheters.Type: GrantFiled: March 3, 1997Date of Patent: August 24, 1999Assignee: Bayer AktiengesellschaftInventors: Heinz Pudleiner, Rolf Dhein, Herbert Hugl, Hanns-Peter Muller, Herbert Heidingsfeld, Hans-Georg Hoppe
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Patent number: 5932680Abstract: The hot-melt adhesive of the invention includesA) at least one polyurethane prepolymer ofa) at least one polyisocyanate, in particular, toluene diisocyanate and/or MDI,b) at least one polyalkylene glycol at a concentration of more than 10% by weight based on total hot-melt adhesive, in particular, polypropylene glycol,c) at least one polyester glycol, preferably of at least two polyester glycols having different glass transition temperature, andB) optional additives such asd) a resin, particularly a hydrocarbon resin, ande) a stabilizer, particularly toluenesulfonyl isocyanate.Preferably, the hot-melt adhesive has a melt viscosity ranging from 10 to 300 Pa.s at 130.degree. C. The PU pre-polymer has only one single Tg in the DSC diagram. The hot-melt adhesive is notable for its high creep resistance with similarly high initial and final strength.Type: GrantFiled: October 30, 1996Date of Patent: August 3, 1999Assignee: Henkel Kommanditgesellschaft auf AktienInventor: Roland Heider
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Patent number: 5919887Abstract: A process for decoloring polyisocyanates containing isocyanurate and uretdione groups comprises treating the demonomerized polyisocyanates containing isocyanurate and uretdione groups with oxygen.Type: GrantFiled: May 19, 1997Date of Patent: July 6, 1999Assignee: BASF AktiengesellschaftInventors: Hermann Graf, Ernst Deuker, Stefan Wolff, Ludwig Schuster, Serge Wack, Richard Hardt
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Patent number: 5914383Abstract: The present invention relates to a polyisocyanate mixture containing isocyanate trimers provided thati) 30 to 100 mole percent of the trimers are iminooxadiazine diones B and ##STR1## ii) 0 to 70 mole percent of the trimers are isocyanurates A iii) less than 10 mole percent of the polyisocyanate mixture is of the uretone imine structural type, andiv) the ratio of the sum of the mole percents of trimers A and B to the mole percent of uretdiones is greater than 4:1whereinR.sup.1, R.sup.2 and R.sup.3 are the same or different and represent the groups obtained by removing an isocyanate group from an aliphatic, cycloaliphatic, aromatic and/or araliphatic isocyanate having an NCO content of less than 70% and/or their oligomers.Type: GrantFiled: April 30, 1997Date of Patent: June 22, 1999Assignee: Bayer AktiengesellschaftInventors: Frank Richter, Josef Pedain, Harald Mertes, Carl-Gerd Dieris
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Patent number: 5912314Abstract: A Polyaddition product, containing uretdione groups, which is obtainable by reaction of (A) a diisocyanate mixture which contains uretdione groups and comprises (1) at least 40 mol % to not more than 80 mol % of isophorone diisocyanate containing uretdione groups and (2) not more than 60 mol % and not less than 20 mol % of hexamethylene diisocyanate containing uretdione groups, with (B) a disecondary diamine, in an NCO/NH ratio of 1:0.5 to 1:0.9 at room temperature to 60.degree. C. in a solvent which is inert towards isocyanates.Type: GrantFiled: March 17, 1997Date of Patent: June 15, 1999Assignee: Huels AktiengesellschaftInventor: Elmar Wolf
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Patent number: 5905121Abstract: An active ester compound having an alkoxy group is provided having the structure: wherein:R.sup.1 is derived from a polyisocyanate R.sup.1 (NCO).sub.m reacted with an active hydrogen-containing material to form the urethane group in the compound;m is an integer of at least 2; andR.sup.2 and R.sup.3 are independently alkyl groups having from 1 to 4 carbon atoms.The compound is useful as a crosslinking agent when combined with active hydrogen-containing resinous binders in curable film-forming compositions.Type: GrantFiled: December 19, 1997Date of Patent: May 18, 1999Assignee: PPG Industries, Inc.Inventor: Padmanabhan Sundararaman
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Patent number: 5900441Abstract: Process for preparing a flexible foam by reacting a polyisocyanate composition having an NCO value of 11-24% by weight with an isocyanate-reactive compound having a number average molecular weight of 1000-12000 using water as blowing agent.Type: GrantFiled: October 29, 1996Date of Patent: May 4, 1999Assignee: Imperial Chemical Industries PLCInventors: Mireille Berthine Albert De Witte, Eric Huygens, Luc Van Essche, Leo Franciscus Verstrepen
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Patent number: 5883216Abstract: The present invention relates to polyisocyanates containingi) 0.5 to 10 wt. % of amide and/or imide structural units (calculated as --CO--N.dbd., MW=42),ii) 5 to 20 wt. % of isocyanate groups (calculated as --NCO, MW=42) blocked with blocking agents which are monofunctional in the context of the isocyanate addition reaction andiii) 0 to 30 wt. % of chemically incorporated urethane groups (calculated as --NH--CO--O--, MW=59) obtained from the reaction of isocyanate groups with the hydroxyl groups of organic polyhydroxyl compounds.The present invention also relates to a process for the production of these lacquer polyisocyanates, their use as a binder for stoving lacquers optionally in combination with organic polyhydroxyl compounds and to their use as a binder component containing free hydroxyl groups and optionally blocked isocyanate groups by reacting and/or blending the polyisocyanates with organic polyhydroxyl compounds having a molecular weight of 62 to 350.Type: GrantFiled: June 27, 1996Date of Patent: March 16, 1999Assignee: Bayer AktiengesellschaftInventors: Reinhard Halpaap, Hans Schlegel, Jan Mazanek, Hans-Ulrich Meier-Westhues
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Patent number: 5880167Abstract: The invention relates to polyurethane compositions with a low content of monomeric diisocyanates. Trifunctional isocyanates optionally reduced in their functionality to 3.0.+-.0.7 with a monofunctional terminator are preferably used for this purpose. In this way, the compositions contain considerably smaller quantities of readily volatile isocyanates. The compositions are suitable for use as reactive hotmelt adhesives, lamination adhesives, adhesive/sealing compounds, primers and for the production of foam plastics from non-reusable pressurized containers (aerosol cans). The low content of volatile monomeric diisocyanates enables the need for safety measures in the workplace to be significantly reduced, in addition to which the disposal of residues remaining in the containers is made considerably easier.Type: GrantFiled: March 27, 1997Date of Patent: March 9, 1999Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Michael Krebs, Gerd Bolte, Christa Dernst-Mentges, Guenter Henke, Wolfgang Klauck, Hermann Kluth, Manfred Schumann
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Patent number: 5866668Abstract: An object of the invention is to provide a heat curable composition having both of an excellent storage stability and low-temperature curability. The heat curable composition of this invention comprises (A) a polyisocyanate compound and an urethane prepolymer having a terminal active isocyanate group which is prepared by reacting a polyol component with an excess amount of a polyisocyanate compound, which are used each alone or in a combination threof; and (B) a fine particles-coated amine which is prepared by coating an active amino group on the surface of a solid amine having a melting point of .gtoreq.50.degree. C. and a mean particle size of .ltoreq.20 .mu.m with fine particles having a mean particle size of .ltoreq.2 .mu.m in a ratio of the solid amine/the fine particles of 1/0.001 to 0.5 by weight.Type: GrantFiled: September 27, 1996Date of Patent: February 2, 1999Assignee: Sunstar Giken Kabushiki KaishaInventors: Nobuhiko Maeda, Tatsuya Okuno, Yoshiya Hattori, Johshi Gotoh
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Patent number: 5859163Abstract: The present invention relates to coating compositions containinga) aldimines andb) polyisocyanates whichi) contain 2 to 35% by weight of allophanate groups, based on the weight of the polyisocyanates,ii) have a viscosity of less than 3000 mpa.s at 25.degree. C. when measured at a solids content of 100%,iii) are based on the reaction products of aliphatic polyisocyanates with1) 10 to 90 mole percent of monohydroxy compounds and2) 10 to 90 mole percent of polyhydric alcohols, wherein the mole percentages of 1) and 2) add up to 100, and the percentages are based on the total moles of monohydroxy compounds 1) and polyhydric alcohols 2) andiv) contain less than 10 mole percent of urethane groups, based on the total moles of urethane groups obtained from monohydroxy compounds 1) and polyhydric alcohols 2).Type: GrantFiled: August 22, 1997Date of Patent: January 12, 1999Assignee: Bayer CorporationInventors: William E. Slack, Edward P. Squiller, Hans Georg Schmelzer
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Patent number: 5834580Abstract: Polyurethane elastic products prepared by a two-stage process are disclosed. In the first stage, polyols are reacted with diisocyanates to form prepolymers. The prepolymers are then reacted with diamine chain extenders which contain amide linkages, to form polyurethane elastic products.Type: GrantFiled: September 29, 1995Date of Patent: November 10, 1998Assignee: Industrial Technology Research InstituteInventors: Wei-Liang Chen, Kai-Rhen Shiao
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Patent number: 5811506Abstract: An extrudable urea-extended thermoplastic polyurethane elastomer is formed from at least one aliphatic diisocyanate, at least one polyester glycol or polyether glycol, and at least one diamine curing agent. At least one second diamine curing agent and/or at least one extrusion processing aid may be included. The polyurethane has high-temperature-resistance and is thus extrudable at high temperatures. The polyurethane is also strong and durable. The polyurethane can be liquid-cast, injection-molded, transfer-molded, sprayed, and extruded without changing either the chemistry or stoichiometry of the polyurethane. The polyurethane may be used for making vehicle air bags or other any application for thermoplastic urethanes which requires increased thermal stability.Type: GrantFiled: February 3, 1997Date of Patent: September 22, 1998Assignee: Simula Inc.Inventor: Edwin C. Slagel
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Patent number: 5804648Abstract: A TDI residue generated from the phosgenation of toluene diamine having an ortho-isomer content of less than 0.5% is used to produce a urethane-filled hydroxyl compound. The TDI residues useful in this invention must contain at least 10% monomeric TDI and have a total NCO content of at least 20%. These TDI residues are reacted with a monofunctional alcohol in an amount such that the equivalent ratio of isocyanate groups to hydroxyl groups is from about 0.9:1 to about 1:0.9. The resultant composition may then be dissolved in a polyhydroxyl compound to produce a urethane-filled polyhydroxyl compound. This urethane-filled polyhydroxyl compound may then be reacted with a polyisocyanate to produce a polyurethane.Type: GrantFiled: December 27, 1996Date of Patent: September 8, 1998Assignee: Bayer CorporationInventor: William E. Slack