Reactant Contains Isocyante (-n=c=o) Or Blocked Isocyanate Group Patents (Class 252/182.2)
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Patent number: 7038003Abstract: A process for preparing polyisocyanate prepolymers containing allophanate structural units that includes reacting a) one or more polyisocyanates with b) one or more polyetherpolyols containing less than or equal to 0.02 milliequivalent of unsaturated end groups per gram of polyol and having a polydispersity of from 1.0 to 1.5 and/or an OH functionality of greater than or equal to 1.9 ?to provide an NCO-functional polyurethane prepolymer containing urethane groups that are partly or fully allophanatized by further reaction with c) polyisocyanates, which may be different from those from a), and d) catalysts and optionally adding e) acidic additives before, during and/or after the allophanatization. The polyisocyanate prepolymers can be used to produce coatings, adhesive bonds and/or seals. The coatings include one or more of the polyisocyanate prepolymers, and at least one diol or polyol and/or at least one linear and/or cyclic, aliphatic, araliphatic and/or aromatic diamine or polyamine.Type: GrantFiled: March 23, 2005Date of Patent: May 2, 2006Assignee: Bayer MaterialScience AGInventors: Michael Mager, Joachim Simon, Malte Homann
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Patent number: 7033522Abstract: A blocked polyisocyanate adduct including 5 to 95% by weight of at least one isocyanate component having at least one NCO group, the isocyanate component selected from the group consisting of aliphatic, cycloaliphatic and aromatic isocyanates, wherein the isocyanate has an average molecular weight of up to 1000 g/mol and an average NCO functionality of 2–4; 5 to 70% by weight of at least one hydrophilicizing component containing at least one group which is reactive toward the at least one NCO group; at least one blocking agent for blocking from 95 to 100% of the NCO groups which do not react with the hydrophilicizing component; and up to 15% by weight of at least one neutralizing agent.Type: GrantFiled: September 27, 2001Date of Patent: April 25, 2006Assignee: Degussa AGInventors: Klaus-Peter Jonderko, Klaus Janischewski, Lutz Mindach
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Patent number: 7022257Abstract: A floor coating composition containing one or more unsaturated urethane compounds, which is(are) obtained from an isocyanate compound(s) and a hydroxyl compound(s) as starting materials, wherein at least one of the isocyanate compound(s) and the hydroxyl compound(s) has an unsaturated bond(s), wherein the poly(alkyleneoxy) group content (as defined in the specification) is 2–16 wt % and the proportion of the number of the unsaturated bonds (as defined in the specification) is not less than 6, can form a coating film superior in staining resistance against extremely powerful staining substances and gloss retentivity against extremely great load from walking, and which permits easy polishing away of damages and color stain, as well as use of water as a solvent. When a coating object is covered with a film made from the composition, a coated material can be obtained, wherein warpage of a coating object (floor, floor material, plastic film and the like) and cracks in the film are suppressed.Type: GrantFiled: October 11, 2000Date of Patent: April 4, 2006Assignees: Shin-Nakamura Chemical Co., Ltd., GEN Maintenance Technology Inc.Inventors: Masaji Ohkido, Yoji Tominaga, Ryo Imami
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Patent number: 6991746Abstract: The present invention relates to a new high functionality MDI. In particular, this invention relates to polymeric allophanates based on diphenylmethane diisocyanate having an NCO group content of 12 to 30%, prepolymers thereof, and processes for the production of these compositions. The prepolymers are stable liquids having NCO group contents of about 10 to about 28%.Type: GrantFiled: March 4, 2005Date of Patent: January 31, 2006Assignee: Bayer MaterialScience LLCInventors: William E. Slack, Hersel T. Kemp, II, William E. Miller
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Patent number: 6987158Abstract: Polyaddition compounds containing uretdione groups prepared by reacting uretdione polyisocyanates formed from diisocyanates having exclusively secondary- and/or tertiary-attached isocyanate groups with a molar fraction of isocyanurate structures, based on the sum of uretdione groups and isocyanurate groups, of not more than 10%, with compounds reactive towards isocyanates. The polyaddition compounds can be use as a starting component in the preparation of polyurethane plastics, in particular as crosslinkers for heat-crosslinkable powder coating materials. The compounds may be used as starting components in the preparation of moldings and shaped parts, and as starting components in the preparation of coating materials and coatings.Type: GrantFiled: July 3, 2003Date of Patent: January 17, 2006Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Laas, Reinhard Halpaap, Peter Thometzek, Michael Grahl, Hans-Ulrich Meier-Westhues
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Patent number: 6965007Abstract: A composition of at least partially masked isocyanates. The isocyanates are masked by at least two different masking agents, selected such that in the octanol test at 110° C., the ratio: D=percentage in equivalents of masking agents unblocking first at 110° C./percentage in equivalents of masking agents unblocking last at 110° C., is greater than 4/3, advantageously greater then 1.5, preferably greater than 2. When a masking agent comprises a phenol function as a masking function, it does not comprise a COOH function.Type: GrantFiled: July 22, 1999Date of Patent: November 15, 2005Assignee: Rhodia ChimieInventors: Eugénie Charriere, Jean-Marie Bernard
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Patent number: 6946538Abstract: The invention concerns a method for catalytic (cyclo)condensation of monomer isocyanates, characterised in that it comprises: a) reacting starting monomer isocyanates with a catalyst comprising a mineral or organic salt of a compound of formula (I), wherein Y? is selected among: a negatively charged oxygen atom, and a carbonaceous radical comprising a negative charge borne by an atom of column VB of the periodic table or by an oxygen atom advantageously by a nitrogen atom and whereof the bond with the silicon of formula (I) is borne by an atom of column VB of the periodic table, advantageously by a nitrogen atom; wherein R1, R2 and R3, identical or different, represent a monovalent hydrocarbon radical having advantageously 1 to 30 carbon atoms, or a precursor of said compound, at a temperature of at least 20° C. and advantageously of at least 40° C. and not more than 200° C., advantageously not more than 150° C.Type: GrantFiled: December 28, 2001Date of Patent: September 20, 2005Assignee: Rhodia ChimieInventors: Jean-Marie Bernard, Damien Bonneau, Marc Visseau
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Patent number: 6887399Abstract: The present invention relates to a new high functionality MDI. In particular, this invention relates to polymeric allophanates based on diphenylmethane diisocyanate having an NCO group content of 12 to 30%, prepolymers thereof, and processes for the production of these compositions. The prepolymers are stable liquids having NCO group contents of about 10 to about 28%.Type: GrantFiled: September 9, 2002Date of Patent: May 3, 2005Assignee: Bayer MaterialScience LLPInventors: William E. Slack, Hersel T. Kemp, II, William E. Miller
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Patent number: 6878795Abstract: Cold curing polyisocyanate adhesive compositions suitable for use in the preparation of engineered lumber composites. Additionally provided are catalysts comprising tertiary amine alkoxylates that are reduced in or substantially free of isocyanate-reactive hydroxylic or amine hydrogen atoms. Further provided is a process for preparing composites articles using the adhesive compositions and composite articles prepared from the adhesive compositions. Composite articles prepared from the adhesive compositions have a substantially increased resistance to delamination.Type: GrantFiled: July 25, 2003Date of Patent: April 12, 2005Assignee: Huntsman International LLCInventors: Joseph J. Marcinko, Anthony A. Parker, Herbert R. Gillis
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Patent number: 6872797Abstract: A copolycarbonate diol comprising: (a) recurring units each represented by the following formula (1): (b) recurring units each independently represented by the following formula (2): wherein n is 4, 5 or 6; and (c) terminal hydroxyl groups, wherein the copolycarbonate diol has a number average molecular weight of from 300 to 20,000, and wherein the amount of the recurring units (a) is from 10 to 90% by mole, based on the total molar amount of the recurring units (a) and (b). A thermoplastic polyurethane obtained by copolymerizing the above-mentioned copolycarbonate diol with a polyisocyanate.Type: GrantFiled: March 1, 2002Date of Patent: March 29, 2005Assignee: Asahi Kasei Kabushiki KaishaInventors: Eizaburou Ueno, Tetsuo Masubuchi
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Patent number: 6852823Abstract: Polyurethanes or polyurethane-ureas prepared from: (a) polytrimethylene ether glycol having a number average molecular weight in the range of about 1,000 to about 4,000 and unsaturated end groups in the range of about 0.003 to about 0.015 meq/g; (b) diisocyanate; and (c) diol or diamine chain extender; and their manufacture, intermediates and use.Type: GrantFiled: August 9, 2002Date of Patent: February 8, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: Hari B. Sunkara, Edwin L. McInnis
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Patent number: 6849705Abstract: A polyaddition compound having uretdione and carboxyl groups, and having a melting range of between 40 and 200° C., a free NCO group content of from 0 to 5% by weight and an NCO functionality of at least 1.5, and a number-average molar mass of between 1000 and 10,000, may be prepared by reacting at least one polyisocyanate containing uretdione groups, at least one hydroxycarboxylic or mercaptocarboxylic acid, and one or more of at least one monofunctional compound having a functional group which is reactive toward an isocyanate, at least one aliphatic and/or cycloaliphatic polyol, at least one polyol having functional groups, and at least one aliphatic and/or cycloaliphatic polyamine. Polyurethane plastics, especially polyurethane powder coating materials may be prepared from the polyaddition compound of the present invention.Type: GrantFiled: May 12, 2003Date of Patent: February 1, 2005Assignee: Degussa AGInventor: Andreas Wenning
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Patent number: 6843933Abstract: Blocked polyisocyanates, their preparation and use in one-component coating materials. In organic polyisocyanates having at least two isocyanate groups, the isocyanate groups are blocked with OH acidic cyclic ketones of the general formula (I). The blocked polyisocyanate system of the invention reacts without elimination of the blocking agent and possesses low crosslinking temperatures.Type: GrantFiled: June 10, 2003Date of Patent: January 18, 2005Assignee: Bayer AktiengesellschaftInventors: Michael Schelhaas, Christoph Gürtler, Beate Baumbach, Christian Füssel
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Patent number: 6830705Abstract: 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: GrantFiled: June 14, 2000Date of Patent: December 14, 2004Assignee: AZON USA Inc.Inventors: Gerard Scott Freeland, James E. Doyle
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Patent number: 6827875Abstract: The present invention relates to new blocked polyisocyanates with which high-grade, emission-free coatings and lacquer coatings with reduced yellowing values can be obtained, to a method of producing them, and to the use thereof in one-component polyurethane systems, particularly as crosslinking agents in automobile primer surfacers.Type: GrantFiled: June 28, 2002Date of Patent: December 7, 2004Assignee: Bayer AktiengesellschaftInventors: Michael Schelhaas, Christoph Gürtler
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Patent number: 6825376Abstract: The present invention relates to solvent-free, NCO prepolymers having a residual IPDI monomer content of less than 2.0 wt. %, an NCO content of 2.0 to 5.0 wt. % and a viscosity of 5000 to 20,000 mPa·s, wherein the NCO prepolymers are the reaction products of i) 3-isocyanatomethyl-3,5,5-trimethylcyclohexyl isocyanate and ii) one or more polyethers prepared by the DMC catalyst process and having an OH-functionality of 1.80 to 2.00 at an NCO/OH equivalent ratio of 1.5:1 to 2.2:1. The present invention also relates to a process for preparing these solvent-free, NCO prepolymers and to polyurethane coating, sealant, adhesive and/or embedding compositions containing the solvent-free, NCO prepolymers as a binder and/or binder component.Type: GrantFiled: December 11, 2002Date of Patent: November 30, 2004Assignee: Bayer AktiengesellschaftInventors: Steffen Hofacker, Rolf Gertzmann, Olaf Fleck, Gerhard Ruttmann, Hanno Brümmer
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Patent number: 6800667Abstract: The present invention relates to a mixture that contains (i) at least one isocyanate and (ii) at least one organic and/or inorganic acid anhydride.Type: GrantFiled: February 20, 2001Date of Patent: October 5, 2004Assignee: BASF CorporationInventors: Martin Kreyenschmidt, Andreas Arlt, Reinhard Lorenz, Ulrich Treuling
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Patent number: 6797799Abstract: The present invention provides NCO prepolymers comprising the reaction product of (1) an allophanate-modified diphenylmethane diisocyanate having an NCO group content of 12 to 32.5% by weight and comprising the reaction product of, (a) an aliphatic alcohol or an aromatic alcohol; and (b) diphenylmethane diisocyanate comprising: (i) from 10 to 60% by weight of 2,4′-diphenylmethane diisocyanate, (ii) less than 6% by weight of 2,2′-diphenylmethane diisocyanate, and (iii) the balance being 4,4′-diphenylmethane diisocyanate, wherein the sum of the percentages by weight of (1)(b)(i), (1)(b)(ii), and (1)(b)(iii) total 100% by weight of (1)(b), and (2) a polyether polyol having a molecular weight of 134 to 10,000, an OH number of 420 to 14, and a functionality of at least 1.8. The NCO prepolymers of the present invention find use in preparing elastomeric coatings, adhesives, sealants, and the like.Type: GrantFiled: April 2, 2003Date of Patent: September 28, 2004Assignee: Bayer Materialscience LLCInventors: William E. Slack, Edward P. Squiller, P. Richard Hergenrother
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Patent number: 6777494Abstract: A monomer composition characterized by being curable to form a resin suitable for optical products having a balanced refractive index and Abbe's number range and good tintability comprising a polyene monomer; and polyisocyanate, polyisothiocyanate, or an isocyanate monomer containing at least one isothiocyanate group; and a monomer having two or more active hydrogen groups such as polythiols, polyamines, and polyols. The invention also provides a special process for making the composition and for curing the composition to form a resin product.Type: GrantFiled: March 29, 1999Date of Patent: August 17, 2004Assignee: Optima Inc.Inventors: Zhou Yang, Yin-Nian Lin, Zhenya Zhu, Brian George Risch
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Patent number: 6750265Abstract: A prepolymer composition for producing polyurethane insulating foams with fire-retardant properties from pressure tanks which consists of a prepolymer component with at least one PU prepolymer with a content of NCO groups of 4 to 20 wt % and usual additives, as well as a propellant component, wherein the prepolymer component is substantially halogenfree and has 5 to 40 wt %, based on the prepolymer component, of softening phosphates and/or phosphonates with the formulae O═P(OR3 and O═P(OR)2R.Type: GrantFiled: November 10, 1999Date of Patent: June 15, 2004Inventors: Mathias Pauls, Rene Schumacher
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Patent number: 6743374Abstract: A self-emulsifiable polyisocyanate with high functionality, having the average number of functional groups in 4.3 or more and a viscosity of 8,000 mPa·s (at 25° C.) or less, which is obtained by subjecting a modified polyisocyanate containing allophanate bonds and a poly(oxyalkylene)glycol monoalkyl ether (e) having oxyethylene bonds in a total amount of 30 mole % or more in its molecule to a urethanization reaction, said modified polyisocyanate being obtained by reacting a polyol (a) having the average number of functional groups in an amount of 2 or more with an organic polyisocyanate (b) in the presence of an allophanate-forming catalyst (c) comprising a zirconium carboxylate; and a process for producing the same.Type: GrantFiled: July 31, 2002Date of Patent: June 1, 2004Assignee: Nippon Polyurethane Industry Co., Ltd.Inventors: Motomu Kita, Mitsushige Ikemoto, Toshiaki Sasahara
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Patent number: 6740726Abstract: A description is given of polyisocyanates of the formula I in which R and R′ are identical or different and are alkyl groups having 1-4 carbon atoms and n is on average from 1.5 to 5 and also of a process for preparing these polyisocyanates in which a polyamine of the formula II in which R, R′, and n are as defined above, is reacted with phosgene. The new polyisocyanates are suitable for producing crosslinked polyurethanes from reaction mixtures with low solvent content and for producing coating compositions or adhesives. Also described are the coating compositions and adhesives, and their use.Type: GrantFiled: August 14, 2002Date of Patent: May 25, 2004Assignee: BASF AktiengesellschaftInventors: Jochem Henkelmann, Heiko Maas, Gerhard Schulz, Armin Stamm, Heinz-Peter Rink, Werner-Alfons Jung, Peter Schwab
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Patent number: 6710151Abstract: The end-blocked isocyanate prepolymer having an oxadiazine ring according to the present invention is characterized in that at least one of isocyanate groups of a NCO-terminated isocyanate prepolymer, which has NCO groups at the ends and comprises units derived from an oxadiazinetrione compound (A) represented by the following formula (1) and units derived from an active hydrogen compound (B) represented by the following formula (2), is blocked with a unit derived from an end-blocking agent (C) having at least one active hydrogen in one molecule, and that the end-blocked isocyanate prepolymer has a softening point of not lower than 50° C.Type: GrantFiled: November 12, 2002Date of Patent: March 23, 2004Assignee: Mitsui Chemicals, Inc.Inventors: Toshiaki Kuwatsuka, Hideaki Ogata, Manabu Shimoda, Ryuuji Haseyama, Izumi Mega
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Patent number: 6703471Abstract: Low-odor, storage-stable monomer-containing polyisocyanurate is prepared from isophorone diisocyanate by conducting a partial trimerization for 3 minutes to 3 hours in the presence of 0.05-2% by weight of a catalyst, based on the weight of the diisocyanate, the catalyst having the formula [R—NX3]m⊕mY⊖ wherein Y⊖ is a carboxylic acid anion of 4-8 carbons, R is a &bgr;-hydroxyalkyl group of 2-6 carbons, X is an alkylene group of 2-3 carbons and m is a number from 1.0 to 2.0. The three radicals X form a ring with the quaternary nitrogen by way of a common nitrogen atom, which may be partly &bgr;-hydroxyalkylated, said ring optionally having an OH group positioned &agr;, &bgr; or &ggr; to the nitrogen. The reaction proceeds at a temperature of 0-160° C.Type: GrantFiled: June 27, 2002Date of Patent: March 9, 2004Assignee: Degussa AGInventors: Stephan Kohlstruk, Manfred Kreczinski, Rainer Lomölder
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Patent number: 6653432Abstract: The invention concerns a (cyclo)trimerisation method for isocyanates having at least two isocyanate functions, characterised in that it comprises: a) reacting initial isocyanate monomers having at least two isocyanate functions, optionally in the presence of other monomers reactive with the isocyanate monomers having at least two isocyanate functions at a temperature of at least 20° C., advantageously at least 50° C., and lower than 200° C., advantageously lower than 150° C., in the presence of a compound comprising at least one rare earth alcoholate function; b) stopping the reaction by inactivating the catalyst or its derivative forms in the reaction medium at a transformation rate of at least 2.5% and at most 90% of the initial isocyanate functions; and optionally c) distilling the reaction medium to eliminate the unreacted monomers.Type: GrantFiled: June 18, 2002Date of Patent: November 25, 2003Assignee: Rhodia ChimieInventors: Frédéric Dallemer, Jean-Marie Bernard, Denis Revelant, Frédéric Leising
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Patent number: 6649084Abstract: A polyisocyanate curing agent comprising an isocyanate group-terminated prepolymer and a silane coupling agent represented by formula (2), OCN—(CH2)x—Si(OR′)3 (2) wherein R is an alkyl group having 1 to 5 carbon atoms and m and n is each an integer of 1 or more; and an adhesive for forming laminates based on the above polyisocyanate curing agent and an active hydrogen-group containing resin.Type: GrantFiled: July 25, 2001Date of Patent: November 18, 2003Assignee: Nippon Polyurethane Industry Co., Ltd.Inventors: Yukihiro Morikawa, Ichiro Higashikubo, Kouji Yoshida, Toshiaki Sasahara
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Patent number: 6632378Abstract: A nitrate ester plasticized energetic composition in which the binder is made of, prior to curing, lower alkylene glycol prepolymer blocks end-capped with ethylene glycol monomers and/or oligomers. The end-capped prepolymer blocks are preferably difunctional or trifunctional. The lower alkylene glycol are preferably propylene glycol, butylene glycol, and/or copolymers thereof. The difunctional end-capped alkylene glycol prepolymer blocks are cured with a diisocyanate or polyisocyanate. In the case of a trifunctional (or higher functional) end-capped alkylene glycol prepolymer block, preferably a diisocyanate is used to effect crosslinking.Type: GrantFiled: March 2, 2001Date of Patent: October 14, 2003Assignee: Alliant Techsystems Inc.Inventors: Ingvar A. Wallace, II, Jeffery Oyler
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Patent number: 6617413Abstract: Compounds having isocyanate groups with or without blocking, allophanate groups and free-radically polymerizable C—C double bonds, the C—C double bonds being in activated form by virtue of a carbonyl group attached directly to them or by virtue of an oxygen atom in ether function (activated double bonds), derived from polyisocyanates and alcohols A which in addition to the alcohol group also carry an activated double bond (compounds I). The invention additionally relates to radiation-curable formulations and coating compositions comprising the compounds I, to methods for coating using these substances, and to coated articles produced using these methods.Type: GrantFiled: August 29, 2001Date of Patent: September 9, 2003Assignee: BASF AktiengesellschaftInventors: Bernd Bruchmann, Erich Beck, Hans Renz, Rainer Königer, Reinhold Schwalm, Matthias Lokai, Wolfgang Reich
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Patent number: 6596836Abstract: The invention provides a novel polyisocyanate compound which is useful as a starting material for an optical material having a high refractive index, a low dispersion and excellent optical characteristics, and a process for producing this compound at good efficiency. The invention also provides an optical material having a high refractive index, a low dispersion, an excellent transparency without optical distortion and having good solvent resistance and weatherability.Type: GrantFiled: January 28, 2002Date of Patent: July 22, 2003Assignee: Hoya CorporationInventors: Yoshitaka Kitahara, Jian Jiang
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Patent number: 6590098Abstract: The invention relates to a method of preparing an aliphatic polyisocyanate by conversion of an aliphatic diisocyanate to a polyisocyanates in the presence of a catalyst, wherein the catalyst contains a saline compound having 5 to 97.1 wt. % of a 1,2,3- and/or a 1,2,4-triazolate (calculated as C2N3, molecular weight 66) in the anion, the isocyanates thus prepared and the polyurethane paints and coatings containing them.Type: GrantFiled: May 13, 2002Date of Patent: July 8, 2003Assignee: Bayer AktiengesellschaftInventors: Frank Richter, Reinhard Halpaap, Jürgen Köcher, Hans-Josef Laas
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Patent number: 6586552Abstract: Aminoazole-blocked isocyanate components can be used as self crosslinking binders in heat-curable compositions.Type: GrantFiled: April 9, 2001Date of Patent: July 1, 2003Assignee: E. I. du Pont de Nemours and CompanyInventors: Carmen Flosbach, Patrick Gloeckner, Michael Herm, Helmut Ritter
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Patent number: 6583216Abstract: The present invention relates to blocked polyisocyanate cross-linking agents and their use in one-component stoving lacquers, in particular in solvent-containing or predominantly water-based plastics coatings having a soft-feel effect.Type: GrantFiled: June 3, 2002Date of Patent: June 24, 2003Assignee: Bayer AktiengesellschaftInventors: Eberhard König, Claus Kobusch, Uwe Klippert, Wolfram Küttner
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Patent number: 6559264Abstract: The present invention relates to blocked polyisocyanate crosslinking agents, to the production thereof and to the use thereof in single-component stoving lacquers, particularly OEM clear lacquers (original equipment material, initial lacquer coating).Type: GrantFiled: August 2, 2001Date of Patent: May 6, 2003Assignee: Bayer AktiengesellschaftInventors: Eberhard König, Hans-Ulrich Meier-Westhues, Thomas Klimmasch
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Patent number: 6555019Abstract: Sulfur free, crosslinking, scorch-retarding compositions for compounding and cure of polymers susceptible to cure by free radical initiators are disclosed.Type: GrantFiled: December 17, 2001Date of Patent: April 29, 2003Assignee: Atofina Chemicals, Inc.Inventors: Leonard Henry Palys, Michael Fred Novits, Leo Kasehagen, Fabien Debaud, Luciano Abrigo
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Publication number: 20030065124Abstract: The invention is directed to polyurethane prepolymers having a reduced amount of unreacted monomeric diisocyanate, particularly diphenylmethane diisocyanate (MDI), prepared by distilling the prepolymer reaction product in the presence of at least one inert solvent whose boiling point is slightly below that of the monomeric diisocyanate; and to high performance cast polyurethane elastomers from the thus obtained prepolymers using diamine and/or diol chain extenders.Type: ApplicationFiled: August 2, 2001Publication date: April 3, 2003Inventors: Ronald O. Rosenberg, Rui Xie, Ajaib Singh
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Patent number: 6538094Abstract: The invention provides a process for preparing an allophanate-containing compound in the presence of a metal catalyst and a tertiary amine. In a preferred process, the tertiary amine compound also has a hydroxyl group. The hydroxyl group can react with the isocyanate functionality. Also disclosed is a process in which an allophanate-containing compound is prepared with copper acetate monohydrate as a catalyst. The allophanate-containing compound is used as a curing agent in coating compositions, particularly electrocoat coating compositions. The coating compositions are used to coat articles.Type: GrantFiled: February 7, 2001Date of Patent: March 25, 2003Assignee: BASF CorporationInventor: Charles L. Tazzia
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Patent number: 6515097Abstract: The present invention relates to blocked polyisocyanates which are the reaction product of polyisocyanate resins prepared from HDI and containing iminooxadiazinedione groups in an amount of at least 20 mol %, based on the total moles of iminooxadiazinedione and isocyanurate groups, with alcohols of formula (I) ROH (I), wherein R represents aliphatic, straight chain or branched, optionally cyclic, optionally substituted (O—R1, NR12), C1-C6 radicals, preferably C1-C4 radicals, and R1 has the same meaning as R. The present invention also relates to a process for the preparation of blocked polyisocyanates and to their use for the preparation of polyurethane plastics and coatings, preferably for coating substrates.Type: GrantFiled: December 11, 2001Date of Patent: February 4, 2003Assignee: Bayer AktiengesellschaftInventors: Frank Richter, Beate Baumbach, Christian Füssel
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Patent number: 6515164Abstract: A low-monomer PU prepolymer containing free NCO groups which is obtained from polyhydric alcohols and diisocyanates differing in their reactivity and which is distinguished by the ratio of the NCO groups of the partly slower-reacting diisocyanate to the NCO groups of the faster-reacting diisocyanate. It is greater than 6:1. Nevertheless the prepolymer according to the invention cures more quickly than a known prepolymer predominantly containing fast-reacting NCO groups. In a preferred embodiment, TDI is used as the partly slower-reacting diisocyanate while MDI is used as the faster-reacting diisocyanate. The prepolymer is produced in two stages. The prepolymer according to the invention is suitable for bonding plastic articles, metals and paper, especially films. The accelerated absence of migration is particularly noticeable in this regard.Type: GrantFiled: July 2, 1999Date of Patent: February 4, 2003Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Gerd Bolte, Guenter Henke, Markus Kruedenscheidt, Astrid Omoruyi
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Patent number: 6515125Abstract: This invention relates to storage-stable, liquid, partially trimerized polyisocyanates having an NCO group content of 24 to 40% by weight, and comprising 20 to 88% by weight of toluene diisocyanate and 12 to 80% by weight of a polyisocyanate of the diphenylmethane series. The present invention also relates to a process for the preparation of the storage-stable, liquid, partially trimerized polyisocyanates; to storage-stable, liquid urethane prepolymers of these partially trimerized polyisocyanates; and to a process for the production of these storage-stable, liquid, urethane prepolymers.Type: GrantFiled: March 9, 2001Date of Patent: February 4, 2003Assignee: Bayer CorporationInventors: William E. Slack, Hersel T. Kemp, II, Kenneth P. Yonek
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Publication number: 20030023114Abstract: A description is given of polyisocyanates of the formula I 1Type: ApplicationFiled: August 14, 2002Publication date: January 30, 2003Inventors: Jochem Henkelmann, Heiko Maas, Gerhard Schulz, Armin Stamm, Heinz-Peter Rink, Werner-Alfons Jung, Peter Schwab
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Patent number: 6509433Abstract: The present invention relates to blocked fluorine-containing polyisocyanates which have a fluorine content, calculated as F=19, of 1.0 to 20.0 wt. %, preferably 4.0 to 10.0 wt. %, and are suitable for preparing stoving coatings having a water- and soil-repellent surface, wherein the fluorine-containing polyisocyanates are based on the reaction product of aliphatic polyisocyanates or polyisocyanate mixtures having an NCO content of 10 to 25 wt. % and a functionality of at least 2.5 with monofunctional isocyanate blocking agents and a fluorinated monoalcohols wherein i) 75 to 95 equivalent-% of the isocyanate groups are reacted with isocyanate blocking agents, ii) 5 to 25 equivalent-% of the isocyanate groups are reacted with fluorinated monoalcohols and iii) the equivalents of i) and ii) add up to 100%.Type: GrantFiled: September 14, 2001Date of Patent: January 21, 2003Assignee: Bayer AktiengesellschaftInventors: Eberhard Koenig, Beate Baumbach, Christian Füssel, Juan Gonzalez-Blanco
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Patent number: 6506832Abstract: The present invention provides stable, high solids, aqueous emulsions of high viscosity masked (poly)isocyanates, water, surface active agents, and, optionally, thickening water-soluble polymers. The emulsions of the present invention are formulated in as little as 20 parts by weight water or less. The present invention further provides processes for forming such emulsions.Type: GrantFiled: March 4, 1996Date of Patent: January 14, 2003Assignee: Rhone-Poulenc ChimieInventors: Paul-Joel Derian, Bruno Langlois, Alain Senechal
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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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Publication number: 20020165333Abstract: The present invention relates to polyisocyanates having various functional groups and a preparing method thereof. More particularly, the present invention is to prepare polyisocyantes by living anion polymerization under suitable temperature and pressure enough to protect metal ions to prevent from the formation of trimer of the isocyanate through depolymerization and thus provide polyisocyanates having alkyl, silyl, siloxane and carbamate groups with desirable molecular weight, molecular weight distribution and improved physical properties.Type: ApplicationFiled: April 13, 2001Publication date: November 7, 2002Inventors: Jae-Suk Lee, Jun-Hwan Ahn, Yeong-Deuk Shin
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Publication number: 20020153507Abstract: An isocyanate prepolymer composition having an extended potlife, without the addition of an excess amount of benzoyl chloride is disclosed. The isocyanate prepolymer composition includes an isocyanate prepolymer formed from the reaction of a polyhydroxyl compound with an excess of a polyisocyanate. The composition further includes included a plasticizer, and a phosphate ester. The phosphate ester has at least one acidic hydrogen and a pentavalent phosphorous atom. Preferably, the composition also includes very low levels of benzoyl chloride and an oil. Further disclosed is a polyisocyanate composition having an extended potlife comprising a polyisocyanate, a plasticizer and a phosphate ester having at least one acidic hydrogen and a pentavalent phosphorous atom.Type: ApplicationFiled: February 20, 2001Publication date: October 24, 2002Inventors: Thomas G. Savino, Nikolay Lebedinski
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Publication number: 20020151671Abstract: The present invention relates to blocked polyisocyanates which are the reaction product of polyisocyanate resins prepared from HDI and containing iminooxadiazinedione groups in an amount of at least 20 mol %, based on the total moles of iminooxadiazinedione and isocyanurate groups, with alcohols of formula (I)Type: ApplicationFiled: December 11, 2001Publication date: October 17, 2002Inventors: Frank Richter, Beate Baumbach, Christian Fussel
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Patent number: 6461536Abstract: A polyester polyol composition comprising a phthalic anhydride-initiated polyester polyol, a C4-C6 hydrocarbon blowing agent, and an oxyethylated fatty acid or fatty alcohol compatibilizing agent having an HLB of from about 7 to about 12. The blowing agent is soluble in the polyol composition, thereby reducing the risks associated with such blowing agents in processes for making rigid polymer foam articles and providing rigid foams having good dimensional stability and improved insulation properties.Type: GrantFiled: February 5, 1999Date of Patent: October 8, 2002Assignee: BASF CorporationInventors: Joe C. Wilson, Jimmy L. Patterson, James S. Dailey, Walter R. White, III, Robert E. Riley
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Patent number: 6451101Abstract: There is disclosed a parting agent comprising the reaction product of an isocyanate compound and an isocyanate-reactive compound of the general structure R-(ao)n-Y wherein: R is a hydrophobic group containing alkyl, alkaryl, polyaryl, or siloxane moieties; (ao) is an alkylene oxide or mixture of alkylene oxides such as ethylene oxide, propylene oxide, butylene oxide, and mixtures thereof; n is about 1 to about 25; and Y represents a monofunctional isocyanate-reactive group. There is also disclosed the processes that may be utilized to produce the parting agent.Type: GrantFiled: December 29, 2000Date of Patent: September 17, 2002Assignee: BASF CorporationInventors: Donald C. Mente, Li-Mei Lu, David D. Peters, Joe C. Wilson, Anthony G. Schaefer
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Patent number: 6452003Abstract: The present invention provides a process, which includes: partially trimerizing isophorone diisocyanate in the presence of a catalyst having the formula: [R—NX3]⊕Y⊖ wherein R and X are butyl groups and Y− is CH3COO−; or wherein R is a benzyl group, Y− is a carboxylate anion having from 4 to 8 carbon atoms and each X is an alkylene group having from 2 to 3 carbon atoms, wherein the three alkylene groups share a common carbon atom and, together with the N atom in the formula, form a tricyclic structure, and wherein at least one alkyene group has at least one OH group in an &agr; or &bgr; &ggr; position relative to the N atom, to obtain a monomer-containing polyisocyanurate mixture. The present invention also provides a monomer-containing polyisocyanurate mixture made from the above process.Type: GrantFiled: July 6, 2001Date of Patent: September 17, 2002Assignee: Degussa AGInventors: Michael Ewald, Rainer Lomoelder, Stephan Kohlstruk