From N=c=x Reactant Having At Least Two -c-nh-c(=x)- Groups Patents (Class 528/59)
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Patent number: 5654085Abstract: The present invention relates to a method for adhering two or more substrates by(1) applying to a surface of one of said substrates a non-sagging polyurea adhesive composition comprising the reaction product of:(a) a polyphenyl polymethylene polyisocyanate or a urea-modified prepolymer thereof and(b) an isocyanate-reactive component comprising amines consisting essentially of(i) an aminocrotonate-terminated polyether containing at least two secondary amino groups prepared by reaction of a polyfunctional acetoacetylated polyether polyol with a primary monoamine, and(ii) a low molecular weight aromatic and/or aliphatic diamine, and(2) contacting said substrate with a surface of a second substrate, and(3) curing the polyurea adhesive composition.Type: GrantFiled: February 20, 1996Date of Patent: August 5, 1997Assignee: Bayer CorporationInventors: Peter H. Markusch, Jeffrey A. Dodge, Robson Mafoti
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Patent number: 5631340Abstract: An optical sensor is provided for measuring dissolved gases such as O.sub.2 or CO.sub.2 in a fluid sample. The sensor is formulated so as to contain a gas permeable membrane of a cured perfluorinated urethane polymer and, incorporated therein, a gas-sensitive indicator component. Methods for making and using the membrane and sensor are provided as well.Type: GrantFiled: March 1, 1995Date of Patent: May 20, 1997Assignee: Optical Sensors IncorporatedInventor: Alan Olstein
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Patent number: 5631318Abstract: A reactive hot-melt elastic sealant composition which comprises as the main components (A) a polyurethane prepolymer which is prepared by reacting a polyether polyol having a hydroxyl group at the terminus and having a weight average molecular weight of 6,000 to 40,000 and an excess amount of a polyisocyanate compound, and (B) a themoplastic urethane multi-block copolymer resin, in admixture with conventional additives, which has excellent durability, cold resistance, initial adhesive force and maintenance of adhesive force for a long period of time and is useful particularly for adhesive seal of parts in automobiles.Type: GrantFiled: January 7, 1994Date of Patent: May 20, 1997Assignee: Sunstar Giken Kabushiki KaishaInventors: Masahiro Ito, Masaharu Takada
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Patent number: 5629403Abstract: The present invention relates to a coating composition having an improved pot life without a corresponding increase in dry time when cured under ambient conditions which containsa) a polyisocyanate component,b) an aldimine based on the reaction product of a polyamine having 2 or more primary amino groups with an aldehyde corresponding to the formula:O=CHCH(R.sub.1)(R.sub.2)wherein R.sub.1 and R.sub.2 may be the same or different and represent optionally substituted hydrocarbon radicals, or R.sub.1 and R.sub.2 together with the .beta.-carbon atom form a cycloaliphatic or heterocyclic ring andc) 0.001 to 5 weight percent, based on the weight of components a) and b), of a tin(IV) compound which is a catalyst for the reaction between isocyanate groups and hydroxyl groups,wherein components a) and b) are present in an amount sufficient to provide an equivalent ratio of isocyanate groups to aldimine groups of 0.5:1 to 20:1.Type: GrantFiled: December 20, 1994Date of Patent: May 13, 1997Assignee: Bayer CorporationInventors: Sharon D. Hicks, Douglas A. Wicks, Philip E. Yeske
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Patent number: 5625026Abstract: An amide group-containing epoxy resin obtained by reacting an epoxy resin with an amide group-containing diisocyanate obtained by reacting a diisocyanate with a dicarboxylic acid gives a uniform cured article showing high adhesiveness and is usable as an adhesive, a coating composition, and the like.Type: GrantFiled: May 18, 1994Date of Patent: April 29, 1997Assignee: Hitachi Chemical Company, Ltd.Inventors: Kenji Suzuki, Yoshiyuki Mukoyama, Toshihiko Ito
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Patent number: 5623006Abstract: Triazine polymers obtained by reacting (a) monocyanate; and (b) dicyanate and/or prepolymers thereof are used in forming interconnection structures for bonding an integrated semiconductor device to a carrier substrate.Type: GrantFiled: June 6, 1995Date of Patent: April 22, 1997Assignee: International Business Machines CorporationInventor: Konstantinos I. Papathomas
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Patent number: 5616630Abstract: An ester/urethane acrylate hybrid oligomer which is the reaction product of an acrylate/hydroxy-functional polyester, an isocyanate compound, and a hydroxy-functional acrylate compound. The acrylate/hydroxy-functional polyester is prepared by reacting a polyester polyol and an acrylate compound. The polyester backbone of the oligomer has both ester and urethane linkages to the terminal acrylate functionality. This hybrid nature of the polyester backbone provides an oligomer which can be utilized at low viscosity to facilitate processing while maintaining effective stain resistance and flexibility.Type: GrantFiled: February 17, 1995Date of Patent: April 1, 1997Assignee: Lord CorporationInventor: Richard E. Heinze
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Patent number: 5614605Abstract: This invention relates to rigid polyurethanes prepared by reaction, at an isocyanate index of 95 to 110, of(a) an allophanate-modified aliphatic and/or cycloaliphatic polyisocyanurate;(b) 20 to 100% by weight, relative to the total of components (b) and (c), of(i) one or more polyether and/or polyester polyols containing three or more isocyanate-reactive hydroxyl groups and having a molecular weight of 200 to 6000, and(ii) 0 to 30% by weight, relative to component (b)(i), of one or more isocyanate-reactive compounds other than a polyether or polyester of component (b)(i) and containing two or more isocyanate-reactive hydroxyl groups and having a molecular weight of about 400 to about 10,000,(c) 0 to 30% by weight, relative to the total of components (b) and (c), of a chain extender and/or crosslinker other than a polyether or polyester and having a molecular weight of from 32 to 399, wherein the amounts of components (b) and (c) total 100% by weight.Type: GrantFiled: December 19, 1994Date of Patent: March 25, 1997Assignee: Bayer CorporationInventors: Robson Mafoti, William E. Slack
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Patent number: 5606004Abstract: A process for preparing liquid lacquer polyisocyanates with aliphatically and aromatically bound isocyanate groups and an NCO content of 5 to 25 wt. % by trimerizing an isocyanate component A), containing A1) 70 to 100 wt. % of diisocyanatotoluene and A2) 0 to 30 wt. % of other aromatic isocyanates and B) aliphatic lacquer polyisocyanates, optionally with prior, simultaneous and/or subsequent reaction of a portion of the isocyanate groups with an alcohol component C) having a molecular weight of 32 to 900, and optionally in the presence of D) inert solvents; the resulting lacquer polyisocyanates; and their use in coating compositions, in particular as a cross-linking agent for polyhydroxyl compounds in two-component polyurethane coating compositions.Type: GrantFiled: July 31, 1995Date of Patent: February 25, 1997Assignee: Bayer AktiengesellschaftInventors: Martin Brahm, Josef Pedain, Lutz Schmalstieg
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Patent number: 5606001Abstract: The present invention relates to a polyisocyanates containing allophanate groups and optionally isocyanurate groups that are prepared by reacting compounds whichi) are substantially free of hydroxyl groups and isocyanate groups,ii) have an average of at least two urethane groups per molecule andiii) are the reaction products of linear or branched, aliphatic isocyanates with organic hydroxyl compounds,with an excess quantity, based on the urethane groups, of 4,4'-bis-(isocyanatocyclohexyl)-methane to form polyisocyanates containing allophanate groups and optionally isocyanurate groups and optionally removing at least a portion of the unreacted excess 4,4'-bis-(isocyanatocyclohexyl)-methane. The present invention also relates to a process for the production of these polyisocyanates and to their use as binders or binder components in coating compositions.Type: GrantFiled: September 14, 1995Date of Patent: February 25, 1997Assignee: Bayer CorporationInventor: Myron W. Shaffer
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Patent number: 5603798Abstract: The invention is the process for binding two substrates together using a two-part adhesive comprising as a first part:A. a polyurethane prepolymer having reactive isocyanate moieties;and a second partB. a curative composition comprisingi) a polyurea, comprising the reaction product of a polyamine and a polyisocyanate, dispersed in a polyether polyol-based polyurethane prepolymer having reactive hydroxyl moieties, and optionally a plasticizer;ii) a compound having at least one oxazolidine moiety capable of reacting with an isocyanate under curing conditions; andiii) a catalyst capable of catalyzing the reaction of isocyanate and hydroxyl moieties in the presence of moisture.Type: GrantFiled: May 8, 1996Date of Patent: February 18, 1997Assignee: The Dow Chemical CompanyInventor: Shailesh S. Bhat
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Patent number: 5599874Abstract: A thermoplastic polyurethane elastomeric seal composition comprising, by weight, about 90% to 99% thermoplastic polyurethane elastomer and about 1% to 10% fibers. Also, the thermoplastic polyurethane elastomer is derived from the reactants comprising: (i) a mixture of polyol and an aromatic chain extender in a molar ratio in the range of from about 40:60 to about 60:40 of butanediol glycol adipate to hydroquinone bis 2-hydroxyethyl ether, and (ii) 1,5 naphthalene diisocyanate present in a molar ratio in the range of about 50:50 to about 54.5:45.5 of 1,5 naphthalene diisocyanate to the said first mixture of polyol and an aromatic chain extender. After curing, the thermoplastic polyurethane elastomeric seal compound has outstanding wear resistance and low compression set.This thermoplastic polyurethane elastomeric seal compound is particularly useful in making shaft seals subject to high wear and high pressure, for use in hydraulic rams in earthmoving equipment.Type: GrantFiled: July 13, 1995Date of Patent: February 4, 1997Assignee: Caterpillar Inc.Inventors: Stephen M. Singer, Mark T. Allott
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Patent number: 5599895Abstract: 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 prepolymer 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: May 25, 1995Date of Patent: February 4, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventor: Roland Heider
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Patent number: 5597885Abstract: The invention relates to a process for the preparation of CFC-free, flexible polyurethane foams or molded foams by reactingA) liquid polyisocyanate mixtures containing bonded urethane groups and having a content of NCO groups of from 20 to 30% by weight, these mixtures themselves being prepared by reacting a mixture of diphenylmethane diisocyanates and polyphenyl-polymethylene polyisocyanates (crude diphenylmethane diisocyanate) with a polyether-polyol mixture, having a hydroxyl number of from 120 to 25, of at least one polyoxypropylene glycol and at least one trifunctional polyoxypropylene-polyoxyethylene glycol having a content of ethylene oxide units of from 90 to 10% by weight or by reacting 4,4'-diphenylmethane diisocyanate (diphenylmethyl diisocyanate) or an diphenylmethane diisocyanate isomer mixture with said polyether-polyol mixture to give an NCO-containing quasi-prepolymer and diluting this quasi-prepolymer with crude diphenylmethane diisocyanate, withB) relatively high-molecular-weight polyhydroxyType: GrantFiled: June 7, 1995Date of Patent: January 28, 1997Assignee: BASF AktiengesellschaftInventors: Heinz-Dieter Lutter, Bernd Bruchmann, Claudia Spang, Roland Minges, Dietrich Scherzer, Michael Lugmayr, Ruth Zschiesche
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Patent number: 5596063Abstract: The invention relates to a process for the preparation of CFC-free, flexible polyurethane foams or molded foams by reactingA) liquid polyisocyanate mixtures containing bonded urethane groups and having a content of NCO groups of from 20 to 30% by weight, these mixtures themselves being prepared by reacting a mixture of diphenylmethane diisocyanates and polyphenyl-polymethylene polyisocyanates (crude diphenylmethane diisocyanate) with a polyether-polyol mixture, having a hydroxyl number of from 120 to 25, of at least one polyoxypropylene glycol and at least one trifunctional polyoxypropylene-polyoxyethylene glycol having a content of ethylene oxide units of from 90 to 10% by weight or by reacting 4,4'-diphenylmethane diisocyanate (diphenylmethyl diisocyanate) or an diphenylmethane diisocyanate isomer mixture with said polyether-polyol mixture to give an NCO-containing quasi-prepolymer and diluting this quasi-prepolymer with crude diphenylmethane diisocyanate, withB) relatively high-molecular-weight polyhydroxyType: GrantFiled: June 8, 1995Date of Patent: January 21, 1997Assignee: BASF AktiengesellschaftInventors: Heinz-Dieter Lutter, Bernd Bruchmann, Claudia Spang, Roland Minges, Dietrich Scherzer, Michael Lugmayr, Ruth Zschiesche
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Patent number: 5587428Abstract: This invention relates to a polymeric vehicle which reduces or eliminates VOCs in coating compositions by providing a formulated coating composition which does not require an organic solvent for application to a substrate. The polymeric vehicle of the invention comprises at least one linear oligoester diol effective for crosslinking with a crosslinker, and having a number average molecular weight within controlled limits of a polydispersity index effective for controlling the viscosity of the polymeric vehicle.Type: GrantFiled: June 7, 1995Date of Patent: December 24, 1996Assignee: Eastern Michigan UniversityInventors: Frank N. Jones, Shou-Kuan Fu, Jun Hua, Xiaoying Yuan
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Patent number: 5583196Abstract: A polyurethane and/or polyurethane urea elastomer in the form of a thermostable processable melt, which is immediately processable or which, after cooling and storing, can be remelted and processed. The elastomer is produced by a polyaddition or build-up reaction of longer chain diols with diisocyanate, chain extenders and a polar gelling and/or melting aid for the formation of the thermostable processable melt. A method for manufacturing a polyurethane and/or polyurethane-urea elastomer in the form of a thermally stable processable melt which may be processed immediately or after cooling and storage, being remeltable and reprocessable. The method comprises the steps of: converting n-Mol of a polymeric diol to form a prepolymer with about 1.1 to about 10.0 n-Mol of a diisocyanate at about 50.degree. C. to about 150.degree. C.Type: GrantFiled: April 18, 1995Date of Patent: December 10, 1996Assignee: Karl Fischer Industrieanlagen GmbHInventors: Dieter Lehmann, Matthias Brauer, Cornelia Bellmann
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Patent number: 5576411Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing at least 1% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane groups andiv) containing fluorine (calculated as F, AW 19) in an amount of 0.Type: GrantFiled: September 14, 1994Date of Patent: November 19, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5574124Abstract: Isocyanate prepolymers having an NCO content of 1.5 to 5.0 wt. % and a monomeric diisocyanate content of less than 0.5 wt. % which are the reaction products ofA) aromatic or cycloaliphatic diisocyanates withB) mixtures ofB1) polyether polyols having a molecular weight of 1000 to 3000 andB2) polyester carbonate diols having a molecular weight of 700 to 3000,wherein components B1) and B2) are present in a weight ratio of 0.25:1 to 1.5:1;a process for the preparation of these isocyanate prepolymers by reacting the preceding starting materials at an NCO/OH equivalent ratio of at least 1.5:1 and optionally with subsequent removing unreacted monomeric diisocyanate by distillation; and the use of these isocyanate prepolymers as binders for sealing or coating compositions.Type: GrantFiled: August 3, 1995Date of Patent: November 12, 1996Assignees: Bayer Aktiengesellschaft, Bayer CorporationInventors: Lutz Schmalstieg, Rainer Rettig, Ulrich Walter, Edwin R. Hortelano
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Patent number: 5574122Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing up to 25% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane or urea groups and such that the polyisocyanate mixture remains stable and homogeneous in storage for 3 months at 25.degree. C. andiv) containing siloxane groups (calculated as SiO, MW 44) in an amount of 0.002 to 50% by weight,wherein the preceding percentages are based on the solids content of the polyisocyanate mixture, excluding any unreacted organic diisocyanate, and wherein the siloxane groups are incorporated by reacting an isocyanate group with a compound containing one isocyanate-reactive group directly attached to a carbon atom and one or more siloxane groups.Type: GrantFiled: September 29, 1995Date of Patent: November 12, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5574114Abstract: A blend of isocyanate-terminated polyurethane prepolymers is provided. The blend consists essentially of a first crystalline prepolymer based upon polyhexamethylene adipate and a second prepolymer based upon polytetramethylene ether glycol.Type: GrantFiled: June 2, 1995Date of Patent: November 12, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: Charles W. Stobbie, IV, John C. Tangen, Lani S. Kangas
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Patent number: 5574097Abstract: The invention relates to non-crosslinked non-polypeptide polymers containing biodegradable lipophilic side chains incorporating methylene diester units of the formula --[--CO--O--C(R.sup.1 R.sup.2)--O--CO--]--, where R.sup.1 and R.sup.2 each represents a hydrogen atom or a carbon-attached monovalent organic group or R.sup.1 and R.sup.2 together form a carbon-attached divalent organic group. The lipophilic moieties are biodegradatively cleavable to yield a water-soluble polymer.Type: GrantFiled: January 10, 1995Date of Patent: November 12, 1996Assignee: Nycomed Imaging ASInventors: Jo Klaveness, Keith Redford, Jan Solberg, Per Strande
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Patent number: 5571623Abstract: Fine polyurethane particles or fine polyurethane gel particles, which have been surface-covered with colloidal polyurea particles, are provided. They are produced by emulsion polymerization of a polyisocyanate compound and an active-hydrogen-containing compound in an inert liquid while using colloidal polyurea particles as an emulsifier.Type: GrantFiled: September 27, 1994Date of Patent: November 5, 1996Assignees: Dainichiseika Color & Chemical Mfg. Co., Ltd., Ukima Colour & Chemicals Mfg, Co., Ltd.Inventors: Katsumi Kuriyama, Takao Endoh, Teruo Akita
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Patent number: 5559196Abstract: A blend of isocyanate-terminated polyurethane prepolymers is provided. The blend consists essentially of a first crystalline prepolymer based upon polyhexamethylene adipate and a second prepolymer based upon polytetramethylene ether glycol.Type: GrantFiled: June 2, 1995Date of Patent: September 24, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventors: Charles W. Stobbie, IV, John C. Tangen, Lani S. Kangas
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Patent number: 5552507Abstract: Diisocyanates containing carboxylic acid ester groups corresponding to the formula: ##STR1## in which R and R.sup.1 represent specified groups are produced by phosgenation of the corresponding diamines, optionally present in the form of an ammonium salt. These diisocyanates are useful as starting materials in the production of plastics containing urethane and/or urea groups and as starting materials for the production of intermediate products used for the production of such plastics.Type: GrantFiled: May 3, 1995Date of Patent: September 3, 1996Assignee: Bayer AktiengesellschaftInventors: Christian Wamprecht, Klaus Jost, Stefan Penninger
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Patent number: 5550206Abstract: The present invention relates to novel polyamines containing urea groups and a process for the preparation of these polyamines, represented by the general formula: ##STR1## where n is: 2.ltoreq.n.gtoreq.1; and R denotes an alkylene radical having 2-14 C atoms which may optionally be substituted by 1-3 CH.sub.3 or C.sub.2 H.sub.5 groups, or 1-3 CH.sub.2 groups of the alkylene radical R may be substituted by --O--, --NH-- or --NCH.sub.3 --.Type: GrantFiled: June 7, 1995Date of Patent: August 27, 1996Assignee: Huels AktiengesellschaftInventors: Rainer Gras, Elmar Wolf
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Patent number: 5545707Abstract: Thermoplastically processable polyurethane elastomers are prepared by A) mixing one or more substantially linear polyols with a diisocyanate, B) reacting the resultant mixture substantially completely in a reactor at temperatures of >100.degree. C. to form a prepolymer, C) mixing the prepolymer with low molecular weight chain extenders, D) applying the reaction mixture prepared in stage C) to a support and allowing the mixture to react thereon to solidification.Type: GrantFiled: May 18, 1993Date of Patent: August 13, 1996Assignee: Bayer AktiengesellschaftInventors: Herbert Heidingsfeld, Wolfgang Brauer, Friedemann Muller, Willi Meister
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Patent number: 5541281Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing less than 5% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane groups andiv) containing fluorine (calculated as F, AW 19) in an amount of 0.001 to 50% by weight, based on solids.,wherein fluorine is incorporated with compounds containing two or more carbon atoms, one or more hydroxyl groups and one or more fluorine atoms. The present invention is also directed to a process for the production of this polyisocyanate mixture and to its use, optionally in blocked form, as an isocyanate component in one- or two-component coating compositions.Type: GrantFiled: December 20, 1994Date of Patent: July 30, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5539009Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 40 to 90 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw 3-ring oligomers of polymethylene polyphenyl polyisocyanate;(iv) 1 to 20 pbw of n-ring oligomers of polymethylene polyphenyl polyisocyanate (n being greater than 3); and(v) 1 to 10 pbw of a mixture of uretonimine with from 5 to 50 parts by weight of a propoxylated propylene glycol (b) having a number average molecular weight of between 2000 and 6000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of from 20 to 30 and a viscosity of from 50 to 500 cPs.Type: GrantFiled: October 26, 1995Date of Patent: July 23, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5539010Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 40 to 90 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw 3-ring oligomers of polymethylenepolyphenyl polyisocyanate;(iv) 1 to 20 pbw of n-ring oligomers ofpolymethylene polyphenyl polyisocyanate (n being greater than 3); and(v) 1 to 10 pbw of a mixture of uretonimine with from 5 to 50 parts by weight of a propoxylated propylene glycol (b) having a number average molecular weight of between 2000 and 6000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of from 20 to 30 and a viscosity of from 50 to 500 cPs.Type: GrantFiled: October 30, 1995Date of Patent: July 23, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5536805Abstract: A blend of isocyanate-terminated polyurethane prepolymers comprising: (a) a first prepolymer which comprises the reaction product of an at least essentially semicrystalline hydroxy-functional material and a polyisocyanate; (b) a second prepolymer which comprises the reaction product of a poly(tetramethylene glycol) ether and a polyisocyanate; and (c) a third prepolymer which comprises the reaction product of an essentially amorphous hydroxy-functional material and a polyisocyanate. The blend may also include a fourth prepolymer which comprises the reaction product of a slightly branched hydroxy-functional material and a polyisocyanate.Type: GrantFiled: April 7, 1995Date of Patent: July 16, 1996Assignee: Minnesota Mining and Manufacturing CompanyInventor: Lani S. Kangas
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Patent number: 5532285Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 30 to 80 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw of a mixture of uretonimine with from 10 to 70 parts by weight of a polyol (b) having a number average molecular weight of between 1000 and 10,000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of less than 20 and a viscosity of from 200 to 1000 cPs.Type: GrantFiled: October 23, 1995Date of Patent: July 2, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5532403Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 30 to 80 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw of a mixture of uretoniminewith from 10 to 70 parts by weight of a polyol (b) having a number average molecular weight of between 1000 and 10,000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of less than 20 and a viscosity of from 200 to 1000 cPs.Type: GrantFiled: October 25, 1995Date of Patent: July 2, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5530034Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 40 to 90 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw 3-ring oligomers of polymethylene polyphenyl polyisocyanate;(iv) 1 to 20 pbw of n-ring oligomers of polymethylene polyphenyl polyisocyanate (n being greater than 3); and(v) 1 to 10 pbw of a mixture of uretonimine with from 5 to 50 parts by weight of a propoxylated propylene glycol (b) having a number average molecular weight of between 2000 and 6000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of from 20 to 30 and a viscosity of from 50 to 500 cPs.Type: GrantFiled: October 26, 1995Date of Patent: June 25, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5530061Abstract: A process for producing an impact-resistant polyacetal resin composition, which comprises a first step of mixing with shear a polyacetal resin (A), a thermoplastic polyurethane (B) and a polyhydric alcohol (C) having at least three hydroxyl groups in the molecule at a temperature of 180.degree. to 250.degree. C. and at a temperature at which said polyacetal resin (A) and said thermoplastic polyurethane (B) melt; and a second step of mixing with shear the resulting mixture obtained in the first step, in the presence of at least one compound (D) selected from the group consisting of a polyisocyanate (d.sub.1) and a compound (d.sub.2) which generates a polyisocyanate under heat, at a temperature of 180.degree. to 250.degree. C. and at a temperature at which said polyacetal resin (A) and said thermoplastic polyurethane (B) melt.Type: GrantFiled: November 14, 1994Date of Patent: June 25, 1996Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Daisuke Sanada, Masao Hasegawa, Satoshi Nagai, Hiroshi Mimura
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Patent number: 5530085Abstract: Non-pearlescent, single phase, low viscosity, solvent-free isocyanate functional urethane prepolymer compositions from hydroxy-terminated diene polymers and excess diphenylmethane diisocyanate are obtained at reaction temperatures of 100.degree. C. or less when the diphenylmethane diisocyanate used in the composition includes at least 20% of the isomer 2.4'-diphenylmethane diisocyanate.Type: GrantFiled: August 12, 1993Date of Patent: June 25, 1996Assignee: H. B. Fuller Licensing & Financing, Inc.Inventor: Albert Giorgini
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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: 5525697Abstract: The invention provides a process for the preparation of a cellular polymeric product which comprises reaction of a polyisocyanate composition with an isocyanate-reactive composition having a functionality of at least 2, in the presence of a blowing agent and in the presence of an inert, organic liquid which is substantially insoluble in the reaction mixture and which is present as the disperse phase of an emulsion or a microemulsion, characterized in that the polyisocyanate composition comprises polymethylene polyphenylene polyisocyanate having a functionality of at least 2.5 and a urethane-modified, isocyanate-ended prepolymer, wherein the isocyanate functionality of the polyisocyanate composition is at least 2.3 and wherein the concentration of urethane linkages in the polyisocyanate composition is in the range from 1 millimole to 150 millimoles per 100 grams thereof.Type: GrantFiled: June 7, 1995Date of Patent: June 11, 1996Assignee: Imperial Chemical Industries PLCInventors: Rik De Vos, David Randall
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Patent number: 5516872Abstract: This invention relates to a process for preparing polyurethane elastomers comprising reacting in an open mold at an isocyanate index of about 90 to about 110(a) an isocyanate prepolymer having an isocyanate content of about 2 to about 15% by weight and a molecular weight of from about 500 to about 5000 prepared by reaction of(i) at least one organic polyisocyanate with(ii) at least one isocyanate-reactive compound having at least two isocyanate-reactive groups and a molecular weight of from about 250 to about 4000;with(b) certain aminocrotonate-terminated polyethers having a molecular weight of from about 500 to about 1500;(c) optional chain extenders and/or crosslinkers other than aminocrotonate-terminated polyether (b); and(d) optional auxiliaries and/or additives.Type: GrantFiled: July 5, 1994Date of Patent: May 14, 1996Assignee: Bayer CorporationInventors: Robson Mafoti, Alan D. Bushmire
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Patent number: 5512176Abstract: Polyurethane polymers useful as hydrogels wherein the polyol is a specific polyol of block copolymers and a method for desalination of water.Type: GrantFiled: June 21, 1994Date of Patent: April 30, 1996Assignee: Saudi Basic Industries CorporationInventor: E. Allan Blair
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Patent number: 5512602Abstract: A process for the preparation of polyurethane foams, preferably semirigid polyurethane foams, having an improved foam structure involves reactinga) organic and/or modified organic polyisocyanates withb) polyhydroxyl compounds containing at least 2 reactive hydrogen atoms andc) crosslinking agents which comprise at least one polyoxyalkylene-polyol having a mean functionality of from 3 to 8 and a hydroxyl number of from 200 to 1300 ppm and a content of alkali metal ions of from 150 to 1200 ppm,in the presence ofd) blowing agents,e) if desired catalysts,f) inorganic and/or organic acids as additives andg) if desired auxiliaries.Type: GrantFiled: March 11, 1994Date of Patent: April 30, 1996Assignee: BASF AktiengesellschaftInventors: Peter Horn, Werner Hinz, Ludwig Jung
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Patent number: 5510053Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 40 to 90 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw 3-ring oligomers of polymethylene polyphenyl polyisocyanate;(iv) 1 to 20 pbw of n-ring oligomers of polymethylene polyphenyl polyisocyanate (n being greater than 3); and(v) 1 to 10 pbw of a mixture of uretonimine with from 5 to 50 parts by weight of a propoxylated propylene glycol (b) having a number average molecular weight of between 2000 and 6000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of from 20 to 30 and a viscosity of from 50 to 500 cPs.Type: GrantFiled: December 29, 1994Date of Patent: April 23, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5508371Abstract: The present invention relates to polyurethane fusion adhesives that are hardened by the action of moisture and which contain at least one reaction product from a component that contains NCO groups and an essentially linear hydroxypolyester, hydroxypolyether, and/or hydroxypolyetherester component. In addition, the present invention relates to a procedure for manufacturing a material that is permeable to water only in vapor form, this being in the form of a fiber material, in particular in the form of a web, which is joined to a polyurethane film, in which the fiber material is coated with a polyurethane material and subsequently the polyurethane material is hardened to form a water-vapor permeable film. The present invention also relates to a material that is permeable to water only in vapor form and which is in the form of a fiber material, in particular in the form of a web, that is bonded to a polyurethane film.Type: GrantFiled: June 30, 1992Date of Patent: April 16, 1996Assignee: H. B. Fuller Licensing & Financing, Inc.Inventors: Harald Werenicz, Franz Maitz, Walter Nussbaumer, Ludwig Stingl, Franz P. Schmitz
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Patent number: 5508372Abstract: The present invention relates to a process for the production of storage stable prepolymers containing free isocyanate groups by reactinga) an organic polyisocyanate component having (cyclo)aliphatically bound isocyanate groups and a maximum functionality of 4.5 withb) one or more hydroxy-functional polyacrylate resins having a content of alcoholic hydroxy groups of 0.05 to 7% by weight at an equivalent ratio of isocyanate groups of component a) to hydroxyl groups of component b) of 3:1 to 40:1, wherein components a) and b) are selected to provide a value B of at most 4 when calculated in accordance with the formula: ##EQU1## wherein F.sub.1 and F.sub.2 represent the NCO and OH functionalities of components a) and b), F.sub.1 representing the component with the lower functionality when the components differ in functionality andval.sub.A /val.sub.I represents the OH/NCO equivalent ratio of components a) and b).Type: GrantFiled: April 19, 1993Date of Patent: April 16, 1996Assignee: Bayer AktiengesellschaftInventors: Martin Brahm, Lutz Schmalstieg, Werner Kubitza, Wieland Hovestadt, Josef Pedain
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Patent number: 5508370Abstract: The invention relates to a blocked polyisocyanate having an NCO functionality of from 2.2 to 4.5 and an average molecular weight of 800 to 25,000 and containing (1) blocked isocyanate groups corresponding to an NCO content of 5 to 20 wt. % calculated as free NCO, relative to unblocked polyisocyanate, (2) 1 to 75 meq of ionic groups per 100 g of blocked polyisocyanate, and (3) 3 to 40 wt.Type: GrantFiled: October 12, 1993Date of Patent: April 16, 1996Assignee: Bayer AktiengesellschaftInventors: Helmut Reiff, Karl-Heinz Passon, Hans-Albert Ehlert, Peter Nussbaum
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Patent number: 5506328Abstract: This invention relates to a process for coating a substrate comprising contacting the substrate with a low volatile organics, moisture curable, two-component coating composition comprising an admixture of an A-side and a B-side, said A-side comprising an aliphatic polyisocyanate having an isocyanate index relative to the number of isocyanate-reactive groups in said coating composition of at least about 200, preferably at least about 300, more preferably at least about 500, said B-side comprising a tertiary amine catalyst and optionally an isocyanate-reactive compound selected from the group consisting of monoahls, polyols, imines, oxazolidines, and combinations thereof, said coating composition optionally containing a solvent in an amount of less than about 45%, based upon the weight of the polyisocyanate in said coating composition, said coating composition having a viscosity as measured by ZAHN cup 2 of less than about 200 seconds, said composition being essentially free of any volatile mono- and di-isocyanType: GrantFiled: May 24, 1993Date of Patent: April 9, 1996Assignee: Olin CorporationInventors: Kiran B. Chandalia, Michael J. Morgan, James M. O'Connor, Stephen L. Goldstein
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Patent number: 5502147Abstract: The present invention is directed to polyurethane moldings produced via the RIM process. These polyurethane moldings have excellent reactivity, demold properties (at a 30 s demold), and good elongation and tear strength, and comprise the reaction product of an aliphatic polyisocyanate having a viscosity of less than about 20,000 mPa.multidot.s at 25.degree. C. and a NCO functionality of 2.3 to 4.0 with an isocyanatereactive component comprising b1) a relatively high molecular weight organic compound containing at least one of the groups selected from the group consisting of hydroxy groups and amine groups; and b2) a low molecular weight chain extender selected from the group consisting of diols, triols, primary amines, secondary amines, aminoalcohols, and mixtures thereof; in the presence of a catalyst. The OH:NH ratio of the chain extender is from 1:1 to 25:1.Type: GrantFiled: December 21, 1993Date of Patent: March 26, 1996Assignee: Bayer CorporationInventors: Neil H. Nodelman, David D. Steppan, Albert Magnotta, Robert M. Loring, Richard E. Keegan, William E. Slack
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Patent number: 5502148Abstract: Two-component polyurethane coating compositions essentially containing A) a polyisocyanate component containing A1) certain aliphatic polyisocyanates and A2) certain aromatic polyisocyanates, B) a polyol component containing B1) selected polycaprolactone polyols and/or selected polyether polyols, and optionally B2) other organic polyhydroxyl compounds, and C) known additives used in surface coating technology; and the application of such coating compositions for the manufacture of floor sealers or thin coatings.Type: GrantFiled: January 18, 1994Date of Patent: March 26, 1996Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz Hentschel, Ulrich Walter, Bernd Riberi
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Patent number: 5498686Abstract: An optically transparent photochromic plastic material is described which is comprised of materials with a sulphur content and which via polymerization processes contains photochromic organic compounds as solid ingredients, which possess at least two ring systems linked via carbon atom and whose photochromic tint is based on a reversible bond rupture to the spiro-C atom.Type: GrantFiled: December 9, 1994Date of Patent: March 12, 1996Assignee: Optische Werke G. RodenstockInventors: Erhard Effer, Manfred Melzig, Herbert Schuster, Guiseppe Martinuzzi
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Patent number: 5488074Abstract: The invention relates to polyetheresterols obtained by condensation of a polyfunctional carboxylic acid with an alcohol component, wherein the alcohol component comprises a mixture of alkanediols and etherdiols of the formula ##STR1## where m=1 to 3n.gtoreq.3 andR.sup.I, R.sup.II, R.sup.III and R.sup.IV are identical or different and, independently of one another, are hydrogen or C.sub.1 - to C.sub.4 -alkyl,and the ratio between ether and ester groups in the polyetheresterol is in the range from 0.3:1 to 1.5:1, which are suitable, in particular, for the preparation of polyurethanes having reduced fogging.Type: GrantFiled: July 10, 1995Date of Patent: January 30, 1996Assignee: BASF Schwarzheide GmbHInventors: Gerd Mueller-Hagen, Horst Heinrich, Baerbel Meyer