Plural Benzene Rings Bonded Directly To Isocyanate Groups (e.g., Diisocyanatodiphenylmethane, Etc.) Patents (Class 560/359)
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Patent number: 6495652Abstract: Prepolymers which contain isocyanate groups, have an NCO content of at least 30.0% by weight and can be prepared by reacting an isocyanate mixture consisting predominantly of diphenylmethane diisocyanates and polyphenylpolymethylene polyisocyanates and having a proportion of two-ring isomers of not more than 74% by weight with at least 4-functional polyols or a mixture of polyols having a mean functionality of at least 4, where the polyols or polyol mixtures have a hydroxyl number of from 200 to 1650 mg KOH/g and a number average molecular weight of less than 1100 g/mol.Type: GrantFiled: October 9, 2000Date of Patent: December 17, 2002Assignee: BASF AktiengesellschaftInventors: Michael Reichelt, Udo Rotermund, Renate Hempel, Peter Falke, Peter von Malotki, Holger Seifert
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Patent number: 6489503Abstract: The present invention provides a liquid methylene bis(phenylisocyanate) composition including a high concentration of methylene bis(phenylisocyanate) which has an improved storage stability. The invention further provides a method of making the liquid methylene bis(phenylisocyanate) compositions of the present invention.Type: GrantFiled: November 9, 1999Date of Patent: December 3, 2002Assignee: BASF CorporationInventors: Thirumurti Narayan, Anthony Lunato, Jon S. Speier, David D. Peters, Cynthia Loop, Filip Nevejans
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Patent number: 6489429Abstract: There is disclosed a resin composition for electrodeposition paint comprising (A) a resin containing hydroxyl group, and (B) a polyisocyanate compound blocked with an amidoalcohol having at least one amide bond and at least one alcoholic hydroxyl group in the molecule, excellent in storage stability and capable of forming a coating film excellent in low temperature curability.Type: GrantFiled: June 12, 2001Date of Patent: December 3, 2002Assignee: Kansai Paint Co., Ltd.Inventors: Shigeo Nishiguchi, Sinzi Hirato, Reijiro Nishida
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Patent number: 6455601Abstract: Rigid polyurethane foams are prepared from an isocyanate composition containing diphenylmethane diisocyanate, three ring oligomers of polyphenylene polymethylene polyisocyanate and higher homologues of polyphenylene polymethylene polyisocyanate.Type: GrantFiled: May 24, 2001Date of Patent: September 24, 2002Assignee: Huntsman International LLCInventors: Sachchida Singh, Steven Burns
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Patent number: 6444777Abstract: Compact and preferably cellular polyurethane elastomers based on polyisocyanate mixtures containing 3,3′-dimethylbiphenyl 4,4′-diisocyanate are produced by reacting a) relatively high molecular weight polyhydroxyl compounds and, if desired, b) low molecular weight hydroxyl-containing chain extenders and/or crosslinkers with c) 3,3′-dimethylbiphenyl 4,4′-diisocyanate and at least one additional aromatic diisocyanate selected from the group consisting of tolylene diisocyanate, diphenylmethane diisocyanate, 1,2-diphenylethane diisocyanate and phenylene diisocyanate, and/or at least one aliphatic diisocyanate having from 4 to 12 carbon atoms and/or at least one cycloaliphatic diisocyanate having from 6 to 18 carbon atoms, where the formative components (a), (c) and, if used, (b) are advantageously reacted by the prepolymer method, in the presence or absence of d) catalysts, e) blowing agents and f) additives.Type: GrantFiled: August 24, 1998Date of Patent: September 3, 2002Assignee: BASF AktiengesellschaftInventors: Manfred Genz, Gerhard Hellmann, Walter Haselhorst, Torsten Jeschke, Ute Nichau, Heinz Bollmann, Michael Strauss, Wolfgang Scholz, Hartmut Peuker, Rüdiger Voelkel
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Patent number: 6433219Abstract: A process for preparing methylenedianiline by reacting aniline with formaldehyde in the presence of acid catalysts comprising, in a semicontinuous process, introducing aniline with or without acid catalyst, feeding formaldehyde with or without acid catalyst through a mixing element into a circuit in which aniline with or without acid catalyst and with or without previously added formaldehyde is circulated and, after feeding in at least 50% of the total amount of formaldehyde to be fed in, heating the reaction mixture to a temperature above 75° C. In addition, the invention relates to a process for preparing polyisocyanates by phosgenation of amines obtainable in this manner and to the polyisocyanates obtainable by this process.Type: GrantFiled: September 8, 2000Date of Patent: August 13, 2002Assignee: BASF AktiengesellschaftInventors: Eckhard Ströfer, Jan Jacobs, Wilfried Seyfert, Hans Volkmar Schwarz, Olaf Schweers, Volker Scharr, Ulrich Penzel
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Patent number: 6410095Abstract: The present invention relates to substantially solvent-free binder compositions containing a) a polyisocyanate component containing heteroallophanate groups and having aromatically-bound isocyanate groups, i) an NCO content of 3 to 16%, ii) an average functionality of 1.8 to 4, iii) an allophanate group content (calculated as C2N2O3, MW: 101) of 5 to 35% and iv) a hydrocarbon chain content of 10 to 65%, wherein the hydrocarbon chains are attached to allophanate groups via oxygen and have an average of 2 to 23 carbon atoms and b) an isocyanate-reactive component. The present invention also relates to the use of these binder compositions in one- and two-component coating compositions.Type: GrantFiled: September 6, 1996Date of Patent: June 25, 2002Assignee: Bayer AktiengesellschaftInventors: Martin Brahm, Gerhard Ruttmann, Lutz Schmalstieg
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Publication number: 20020055648Abstract: The present invention relates to novel aromatic cyanate ester compounds containing at least two rings linked by a group containing an unsaturated group. The present invention further relates to compositions and prepolymers of said novel aromatic cyanate ester compounds. The present invention further relates to a process for preparing said compounds and cured articles resulting from curable mixtures thereof.Type: ApplicationFiled: January 31, 2001Publication date: May 9, 2002Inventors: Bor-Sheng Lin, Michael James Amone
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Publication number: 20020055604Abstract: The invention relates to liquid stable MDI prepolymers and curative systems which are suitable for room temperature casting and which yield high performance low-shrinkage urethane elastomers upon room-temperature curing, the prepolymer and curative components, the elastomers themselves, and separately packaged prepolymer component and its complementary curative component provided as a single unit or kit.Type: ApplicationFiled: November 26, 2001Publication date: May 9, 2002Inventors: Gerard Scott Freeland, James E. Doyle
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Patent number: 6376567Abstract: This invention relates to novel polyisocyanate compositions, to a process for these polyisocyanate compositions, to a process for the production of cold cure flexible molded foams wherein this novel polyisocyanate composition comprises the polyisocyanate component, and to the cold cure flexible molded foams produced by this process.Type: GrantFiled: December 7, 2000Date of Patent: April 23, 2002Assignee: Bayer CorporationInventors: Joachim Werner, Ronald Zibert
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Patent number: 6376698Abstract: A prepolymer is provided having an NCO value of 5-30% by weight which is the reaction product obtained by reacting an excessive amount of a diphenylmethane diisocyanate containing at least 85% by weight of 4,4′-diphenylmethane diisocyanate or a variant thereof with a polyol composition comprising at least one poly(oxyethylene-oxyalkylene) polyol having an average nominal hydroxyl functionality of 2 to 6, an average hydroxyl equivalent weight of from 1000 to 3000 and an average oxyethylene content of from 50 to 85% by weight.Type: GrantFiled: January 21, 1997Date of Patent: April 23, 2002Assignee: Imperial Chemical Industries PLCInventor: Geert Bleys
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Publication number: 20020022674Abstract: Rigid polyurethane foams are prepared from an isocyanate composition containing diphenylmethane diisocyanate, three ring oligomers of polyphenylene polymethylene polyisocyanate and higher homologues of polyphenylene polymethylene polyisocyanate.Type: ApplicationFiled: May 24, 2001Publication date: February 21, 2002Inventors: Sachchida Singh, Steven Burns
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Publication number: 20020007036Abstract: High-functionality polyisocyanates are prepared by a process which comprisesType: ApplicationFiled: March 19, 2001Publication date: January 17, 2002Inventors: Bernd Bruchmann, Hans Renz, Rainer Koniger, Ulrike Ehe, Ulrich Treuling, Rudolf Muller-Mall
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Patent number: 6313060Abstract: A resilient polyurethane foam produced by using a polyether polyol produced by reacting alkylene oxides with a polyhydroxy compound having at least 2 hydroxyl groups as an initiator in the presence of the catalyst for alkylene oxide ring-opening polymerization of the present invention, which is excellent in foam physical properties, vibration characteristics and molding properties.Type: GrantFiled: March 8, 2000Date of Patent: November 6, 2001Assignee: Asahi Glass Company, LimitedInventors: Kayoko Sugiyama, Hiroki Fukuda, Akio Horie, Hiroshi Wada
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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: 6120699Abstract: The present invention provides a liquid methylene bis(phenylisocyanate) composition including a high concentration of methylene bis(phenylisocyanate) which has an improved storage stability. The invention further provides a method of making the liquid methylene bis(phenylisocyanate) compositions of the present invention.Type: GrantFiled: September 21, 1998Date of Patent: September 19, 2000Assignee: BASF CorporationInventors: Thirumurti Narayan, Anthony Lunato, Jon S. Speier, David D. Peters, Cynthia Loop, Filip Nevejans
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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: 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: 6036879Abstract: Polyoxyalkylene polyols containing double metal cyanide complexes or residues thereof as are produced during the preparation of polyoxyalkylene polyols by the double metal cyanide complex catalyzed oxyalkylation of a suitably functional hydric initiator are stable without catalyst removal. Isocyanate-terminated prepolymers prepared from such polyols are surprisingly viscosity-stable relative to similar prepolymers prepared from polyols not containing double metal cyanide complexes or residues thereof.Type: GrantFiled: February 9, 1999Date of Patent: March 14, 2000Assignee: Arco Chemical Technology, L.P.Inventors: Bruce D. Lawrey, Stephen D. Seneker, Nigel Barksby
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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: 5919888Abstract: Polyoxyalkylene polyols containing double metal cyanide complexes or residues thereof as are produced during the preparation of polyoxyalkylene polyols by the double metal cyanide complex catalyzed oxyalkylation of a suitably functional hydric initiator are stable without catalyst removal. Isocyanate-terminated prepolymers prepared from such polyols are surprisingly viscosity-stable relative to similar prepolymers prepared from polyols not containing double metal cyanide complexes or residues thereof.Type: GrantFiled: June 1, 1998Date of Patent: July 6, 1999Assignee: Arco Chemical Technology, L.P.Inventors: Bruce D. Lawrey, Stephen D. Seneker, Nigel Barksby
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Patent number: 5905151Abstract: This invention relates to a process for trimerizing organic polyisocyanates in the presence of thermally active catalyst systems. The catalyst systems comprise (a) compounds selected from the group consisting of 1) lithium salts of aliphatic or aromatic carboxylic acids, 2) lithium salts of hydroxyl group containing compounds wherein the hydroxyl groups are directed attached to an aromatic ring, and 3) lithium hydroxide; used in conjunction with (b) an organic compound which contains at least one hydroxyl group.Type: GrantFiled: February 18, 1993Date of Patent: May 18, 1999Assignee: Bayer CorporationInventors: William E. Slack, Hersel T. Kemp, II
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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: 5821316Abstract: An isocyanate-terminated polyurethane prepolymer comprising the reaction product of a polyisocyanate and a polyol composition consisting essentially of a polyether polyol of 350-2000 equivalent weight and a low molecular weight polyol of 62 to<300 molecular weight, in an equivalent ratio of low molecular weight polyol to polyether polyol of 0.25-2.7:1. A polyurethane-urea elastomer having good dynamic properties can be prepared by reacting the isocyanate-terminated prepolymer with an aromatic amine chain extender at an equivalent ratio of 0.9-1.1:1.Type: GrantFiled: January 24, 1997Date of Patent: October 13, 1998Assignee: Air Products and Chemicals, Inc.Inventors: Jeffrey Raymond Quay, Edwin Lee McInnis
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Patent number: 5817860Abstract: A polyisocyanate prepolymer composition is comprised of the reaction product of (a) a polyisocyanate having an average functionality of at least 2 and containing at least about 20 percent by weight of a diisocyanate monomer, (b) a monohydric alcohol and (c) a polyol having an average hydroxyl functionality of at least about 1.8 to at most about 3.2 wherein the prepolymer composition has (i) an amount of isocyanate groups by weight sufficient to react with water in the absence of a supplemental blowing agent to make a foam, (ii) at most about 10.0 percent by weight of the diisocyanate monomer and (iii) an amount of the polyisocyanate that is capped by the monohydric alcohol sufficient to prevent gelling of the prepolymer composition. The prepolymer composition may be reacted with water to form a polyurethane foam.Type: GrantFiled: March 20, 1998Date of Patent: October 6, 1998Assignee: Essex Specialty Products, Inc.Inventors: Sidky D. Rizk, Jerry Lynn Spradling, Brad A. Pearson
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Patent number: 5770763Abstract: Novel difunctionalized cyclobutabenzene monomers of the general formula: ##STR1## wherein Z can be hydrogens or a cyclobutane ring; and X and Y are carboxyl, amino, alcohol, isocyanate, acid halide, or bis-acyl halide groups. Exemplary difunctional bitricyclodecatriene monomers are ?2,2'-bidicyclo?2.4.0!octa-1,3,5-triene!-5,5'-dicarboxylic acid (BXTA) and ?2,2'-bitricyclo?6.2.0.0!deca-1,3,(6),7-triene!-7,7'-dicarboxylic acid (QXTA). The difunctionalized bitricyclodecatriene monomers can form part of a polymer backbone chain in which the multiple butane ring functionalities can be easily opened to produce strong, three-dimensional covalent bond crosslinking between polymer chains. The crosslinking can be induced simply by heating the polymer to a temperature in excess of 250.degree. C.Type: GrantFiled: August 30, 1996Date of Patent: June 23, 1998Assignee: The Board of Regents of the Univ. of MichiganInventors: David C. Martin, Jeffrey S. Moore, Larry J. Markoski, Kenneth A. Walker, Gary E. Spilman
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Patent number: 5734076Abstract: The 4,4'-methylene-bis-(3-chloro-2,6-dialkylphenylisocyanates) of the general formula ##STR1## are new polyisocyanates for the production of PU systems with high chemical stability and good thermal stability.Type: GrantFiled: March 20, 1997Date of Patent: March 31, 1998Assignee: Lonza AGInventors: Ulrich Daum, Peter Hardt
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Patent number: 5731399Abstract: Compounds are disclosed which correspond to general formula (I) ##STR1## wherein: R and R' each independently represent an alkyl chain of 1 to 10 carbon atoms, which may be branched, and which may be partially or fully fluorinated;n and n' each independently represent an integer of from 0 to 4, the R, respectively R' substituents may be the same or different when n, respectively n' is greater than 1;R.sub.1 and R.sub.2 independently represent hydrogen or an alkyl chain of 1 to 5 carbon atoms, which may be branched, and which may be partially or fully fluorinated, or R.sub.1 and R.sub.2 together represent an alkylene chain of 2 to 6 carbon atoms, which may be substituted by alkyl groups and which may be partially or fully fluorinated;and wherein the amino substituents are situated in ortho, meta or para position with regard to the oxy substituent;with the proviso that said compound does not correspond to bis-(2- and 3- and 4-aminophenoxy)methane.Type: GrantFiled: December 18, 1995Date of Patent: March 24, 1998Assignee: Imperial Chemical Industries PLCInventors: Steve Carter, Gonda Van Essche
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Patent number: 5725612Abstract: New, highly effective detergent/dispersants for use in spark ignition fuels are described. They are Mannich condensation products formed from (i) one mole part of at least one substituted hydroxyaromatic compound having on the ring both (a) an aliphatic hydrocarbyl substituent derived from a polyolefin having a number average molecular weight in the range of about 500 to about 3000, and (b) a C.sub.1-4 alkyl; (ii) from 0.8 to 1.5 mole part(s) of aliphatic polyamine having one and only one primary or secondary amino group in the molecule capable of participating in the Mannich condensation reaction; and (iii) from 0.8 to 1.3 mole part(s) of aldehyde, provided that the mole ratio of aldehyde to amine is 1.2:1 or less. Carrier fluids such as poly(oxyalkylene) compounds further enhance the effectiveness of these Mannich condensation products in minimizing or reducing intake valve deposits and/or intake valve sticking.Type: GrantFiled: April 10, 1997Date of Patent: March 10, 1998Assignee: Ethyl CorporationInventors: Dennis J. Malfer, William J. Colucci, Randall M. Franklin
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Patent number: 5710185Abstract: A process for producing moldings containing ester and urethane groups and having a cellular core and a compacted surface zone, preferably shoe soles, comprises reactinga) isocyanate semiprepolymers containing ester groups and having an isocyanate content of from 10 to 26% by weight, which in turn are prepared by reactingai) 4,4'-MDI or mixtures of 4,4'-MDI and modified or unmodified MDI isomers,withaii) difunctional to trifunctional polyester polyols having molecular weights of from 600 to 3000 andaiii) at least one branched-chain dihydroxy compound containing at least one bonded ester unit as bridge and having a molecular weight of up to 500,withb) at least one relatively high molecular weight polyhydroxyl compound and, if desired,c) low molecular weight chain extenders and/or crosslinkersin the presence ofd) blowing agents,e) catalystsand, if desired,f) additives in a closed mold with compaction.Type: GrantFiled: August 29, 1996Date of Patent: January 20, 1998Assignee: BASF AktiengesellschaftInventors: Otto Volkert, Peter Brandt, Harald Fuchs
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Patent number: 5705593Abstract: The present invention relates to polyisocyanates prepared from diphenylmethane diisocyanate wherein at least 95% of the isocyanate groups are blocked with diethyl malonate and wherein the polyisocyanates have, based on solids,A) a content of unblocked and blocked isocyanate groups (calculated as NCO) of 9% to 13%,B) a content of allophanate groups (calculated as C.sub.2 HN.sub.2 O.sub.3, molecular weight 101) of 3% to 9% andC) a calculated average functionality of 2.0 to 2.5.The present invention also relates to a process for the production of these polyisocyanates and to their use as crosslinking agents for organic polyhydroxyl compounds in polyurethane stoving lacquers.Type: GrantFiled: September 10, 1996Date of Patent: January 6, 1998Assignee: Bayer AktiengesellschaftInventors: Lutz Schmalstieg, Josef Pedain, Theodor Engbert, Holger Casselmann, Frank Kobelka
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Patent number: 5677412Abstract: Poly(ether-urethanes) can be made from cyclic ethers and organic isocyanates by using selected metal compounds as catalysts. Polymers useful as thermoplastic elastomers, spandex fibers or urethane rubbers can be made by reacting diisocyanates containing functional groups with a tetrahydrofuran, especially tetrahydrofuran itself. The invention also discloses an improved process for the cationic polymerization of a cyclic ether by using an organic isocyanate.Type: GrantFiled: March 19, 1996Date of Patent: October 14, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: Neville Everton Drysdale
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Patent number: 5654474Abstract: Novel aromatic diisocyanate and a method of producing the same. The method comprises reacting a diamine compound with a chloroformate to produce an urethane intermediate, and then reacting the urethane intermediate with a halogenated organosilicon compound or a halogenated organoboron compound, using an organic solvent capable of dissolving both the diamine compound and the urethane intermediate. This method enables to produce the aromatic diisocyanate by one-pot. The aromatic diisocyanate has excellent various properties such as high heat resistance and chemical resistance.Type: GrantFiled: September 23, 1996Date of Patent: August 5, 1997Assignee: Nitto Denko CorporationInventors: Michie Ishii, Amane Mochizuki
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Patent number: 5634951Abstract: New, highly effective detergent/dispersants for use in spark ignition fuels are described. They are Mannich condensation products formed from (i) one mole part of hydroxyaromatic compound having on the ring an aliphatic hydrocarbyl substituent derived from a polyolefin having a number average molecular weight in the range of about 500 to about 3000, (ii) from 0.8 to 1.5 mole part(s) of aliphatic polyamine having one and only one primary or secondary amino group in the molecule capable of participating in the Mannich condensation reaction, and (iii) from 0.8 to 1.3 mole part(s) of aldehyde, provided that the mole ratio of aldehyde to amine is 1.2 or less. Carrier fluids such as poly(oxyalkylene) compounds further enhance the effectiveness of these Mannich condensation products in minimizing or reducing intake valve deposits and/or intake valve sticking.Type: GrantFiled: June 7, 1996Date of Patent: June 3, 1997Assignee: Ethyl CorporationInventors: William J. Colucci, F. Alexander Pettigrew, Lawrence J. Cunningham
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Patent number: 5618967Abstract: The present invention to water-blown integral skin polyurethane foam compositions, molded polyurethane articles, a process of preparing said articles, and an isocyanate composition for use therein. In particular, the invention relates to water-blown integral skin molded polyurethane articles having particularly advantageous physical properties, and compositions useful for producing such articles.In particular, the invention provides a polyurethane composition which has an isocyanate component (a) an isocyanate reactive component (b), a blowing agent comprising water (c), a polyether (d) selected from the group consisting of polytetrahydrofuran and polyethylene glycol having a number average molecular weight of from 200 to 2000 and optionally, one or more additives (e) from the group consisting of catalysts, chain extenders, oxo alcohols, and mixtures thereof.Type: GrantFiled: October 30, 1995Date of Patent: April 8, 1997Assignee: BASF CorporationInventors: Thirumurti Narayan, Valeri L. Voloppi
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Patent number: 5585409Abstract: A process for producing moldings containing ester and urethane groups and having a cellular core and a compacted surface zone, preferably shoe soles, comprises reactinga) isocyanate semiprepolymers containing ester groups and having an isocyanate content of from 10 to 26% by weight, which in turn are prepared by reactingai) 4,4'-MDI or mixtures of 4,4'-MDI and modified or unmodified MDI isomers,withaii) difunctional to trifunctional polyester polyols having molecular weights of from 600 to 3000 andaiii) at least one branched-chain dihydroxy compound containing at least one bonded ester unit as bridge and having a molecular weight of up to 500,withb) at least one relatively high molecular weight polyhydroxyl compound and, if desired,c) low molecular weight chain extenders and/or crosslinkers in the presence ofd) blowing agents,e) catalystsand, if desired,f) additives in a closed mold with compaction.Type: GrantFiled: May 24, 1996Date of Patent: December 17, 1996Assignee: BASF AktiengesellschaftInventors: Otto Volkert, Peter Brandt, Harald Fuchs
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Patent number: 5580645Abstract: A substrate having oil-, water- and soil-repellency and/or soil release properties is produced by treating the substrate with a polyfluoro organic compound having at least 1 urea linkage derived from: (A) at least 1 polyisocyanate which contains at least three isocyanate groups per molecule, (B) at least 1 fluorochemical compound which contains (i) a single functional group having 1 or more Zerewitinoff hydrogen atom S and (ii) at least 2 carbon atoms each of which contains at least 2 fluorine atoms, and (C) sufficient water to react with from about 5% to about 60% of the isocyanate groups.Type: GrantFiled: August 8, 1995Date of Patent: December 3, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jack R. Kirchner
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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: 5534185Abstract: Method for preparation of fluorochlorohydrocarbon-free (FCHC-free) low-density polyurethane soft-foam materials and soft-elastic polyurethane soft-foam materials as well as polyisocyanate mixtures modified with urethane groups, and based on diphenylmethane-diisocyanate, which are applicable thereto.Type: GrantFiled: September 21, 1994Date of Patent: July 9, 1996Assignee: BASF AktiengesellschaftInventors: Werner Hinz, Ruth Zschiesche, Heinz-Dieter Lutter, Bernd Bruchmann
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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: 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: 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: 5491252Abstract: The invention provides a liquid polyisocyanate prepolymer composition which is a result of combining about 50 to 90 percent by weight of an isocyanate blend (a.) having 55 to 75 weight percent 4,4'-MDI, 17 to 27 weight percent 2,4'-MDI, 1 to 10 weight percent 3-ring MDI oligomer, and 1 to 15 weight percent n-ring MDI oligomer (n greater than 3); about 5 to 30 weight percent of a polyhydroxy containing polyol (b.) having a molecular weight of from 700 to about 6,000, and about 5 to 15 weight percent of a toluene diisocyanate (c.). The resulting isocyanate prepolymer composition has a free NCO content of from about 20 to 40 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: April 10, 1995Date of Patent: February 13, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, David J. Lovell, Carlos H. Lopez
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Patent number: 5459221Abstract: The invention provides a liquid polyisocyanate prepolymer composition which is a result of combining about 50 to 90 percent by weight of an isocyanate blend (a.) having 55 to 75 weight percent 4,4'-MDI, 17 to 27 weight percent 2,4'-MDI, 1 to 10 weight percent 3-ring MDI oligomer, and 1 to 15 weight percent n-ring MDI oligomer (n greater than 3); about 5 to 30 weight percent of a polyhydroxy containing polyol (b.) having a molecular weight of from 700 to about 6,000, and about 5 to 15 weight percent of a toluene diisocyanate (c.). The resulting isocyanate prepolymer composition has a free NCO content of from about 20 to 40 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: April 10, 1995Date of Patent: October 17, 1995Assignee: BASF CorporationInventors: Thirumurti Narayan, David J. Lovell, Carlos H. Lopez
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Patent number: 5414111Abstract: Polyfluoro organic compound having at least one urea linkage derived from: (1) at least one polyisocyanate containing at least three isocyanate groups, (2) at least one fluorochemical compound which contains per molecule (a) a single functional group having one or more Zerewitinoff hydrogen atoms and (b) at least two carbon atoms each of which contains at least two fluorine atoms, and (3) water in an amount sufficient to to react with from about 5% to about 60% of the isocyanate groups.Type: GrantFiled: February 2, 1994Date of Patent: May 9, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jack R. Kirchner
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Patent number: 5410073Abstract: Process comprising (I) reacting (a) at least one polyisocyanate or mixture of polyisocyanates which contains at least three isocyanate groups per molecule with (b) a stoichiometric deficiency of at least one fluorochemical compound which contains per molecule (i) a single functional group having one or more Zerewitinoff hydrogen atoms and (ii) at least two carbon atoms each of which contains at least two fluorine atoms, and (II) thereafter forming one or more urea linkages per mol of said polyisocyanate by reacting the remaining isocyanate groups with water in an amount sufficient to to react with from about 5% to about 60% of the isocyanate groups in said polyisocyanate.Type: GrantFiled: February 4, 1994Date of Patent: April 25, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jack R. Kirchner
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Patent number: 5386054Abstract: A process for the purification of organic polyisocyanates by mixing of the polyisocyanate with from 0.001 to 1% by weight of compounds containing trimethylsilyl groups at temperatures of from 20.degree. to 150.degree. C. The resultant mixture of organic polyisocyanates and compounds containing trimethylsilyl groups is optionally treated by degasification or distillation. These purified polyisocyanates are suitable for the production of polyurethane plastics, and in particular, polyurethane foams.Type: GrantFiled: July 17, 1992Date of Patent: January 31, 1995Assignee: Bayer AktiengesellschaftInventors: Hans J. Scholl, Hanns-Peter Muller, Rainer Welte
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Patent number: 5364958Abstract: The hue of a methylene-crosslinked polyphenylene polyisocyanate continuously produced by the reaction with phosgene in an inert solvent of a polyamine mixture obtained by condensation of aniline and formaldehyde in the presence of an acid catalyst is improved by first removing any residual phosgene followed by heat treatment in the presence of hydrogen chloride gas.Type: GrantFiled: June 22, 1993Date of Patent: November 15, 1994Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Noritoshi Ishida, Zunzi Tashima, Naoki Sato, Michiya Takasaki, Masaaki Iijima, Kazuyuki Kuroda, Kazunari Nitta
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Patent number: 5312887Abstract: Amorphous prepolymers from composition containing bisphenol P dicyanate and bisphenol M dicyanate as well as the cured polymers therefrom are prepared. The prepolymers are especially useful for circuit boards and structural composites.Type: GrantFiled: December 9, 1992Date of Patent: May 17, 1994Assignee: International Business Machines CorporationInventor: Konstantinos I. Papathomas
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Patent number: 5286760Abstract: Disclosed herein is a process for preparing a reaction product containing methylene diphenylamine comprising reacting aniline with an aldehyde, in the presence of a low level of an acid wherein the acid level is reduced before digesting reaction mixture at a high temperature which is sufficient to effect a rearrangement of the intermediates to produce a reaction product containing methylene diphenylamines and low levels of impurities.Type: GrantFiled: October 9, 1992Date of Patent: February 15, 1994Assignee: Miles, Inc.Inventors: Jeffrey S. Bolton, Robert L. Mayen