With Organic Compound Reactant Containing At Least Two Nh, Hnh Or =nh Groups And Wherein The Reactant Composition Is Devoid Of -c-xh, -c(=x)xh Or Anhydride Patents (Class 528/68)
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Patent number: 6774206Abstract: The present invention relates to polyaspartates corresponding to the formula wherein X1 represents the residue obtained by removing the amino groups from a polyether polyamine having a functionality of n and a number average molecular weight of less than 600, wherein the amino groups are attached to primary carbon atoms and the ether groups are separated by at least two carbon atoms, R1 and R2 are identical or different and represent organic groups which are inert to isocyanate groups at a temperature of 100° C. or less, R3 and R4 are identical or different and represent hydrogen or organic groups which are inert towards isocyanate groups at a temperature of 100° C. or less and n is 2 to 4. The present invention also relates to polyureas prepared by reacting the polyaspartates and optionally other isocyanate-reactive compounds with polyisocyanates.Type: GrantFiled: September 26, 2002Date of Patent: August 10, 2004Assignees: Bayer Polymers LLC, Bayer AktiengesellschaftInventors: Karsten Danielmeier, Catherine M. Britsch, Rolf Gertzmann, Michele E. Vargo, Terrell D. Wayt, Edward P. Squiller
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Publication number: 20040147649Abstract: A system and method for wood preservation comprises treating wood products via conventional pressure treating mechanics of sequential vacuum and pressure with a solution comprising an oligomeric, stoichiometrically balanced blend of primary and secondary diamines with modified diphenylmethane diisocyanates and a carrier solvent/reactant. Upon application, the carrier solvent/reactant evaporates, allowing polymerization of the remaining solution constituents to form a non-toxic, hydrophobic, elastomeric polyureathane linked copolymer that provides a long-term barrier against rot, environmental, termite and mold/fungus attack. Complete polymer impregnation of the wood's interstitial fiber space enables the hydrophobic property of the polymer to provide a long-time barrier to water penetration. Alternatively, the polymer may be surface applied to provide both protection and to prevent leaching out of CCA chemicals in the case of conventionally treated wood. The polymer is also an effective termiticide.Type: ApplicationFiled: January 14, 2004Publication date: July 29, 2004Inventor: Stephen G. Kovacs
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Publication number: 20040147708Abstract: The composition for optical materials of the present invention comprises a compound having in one molecule at least one structure represented by the following formula (1): 1Type: ApplicationFiled: May 12, 2003Publication date: July 29, 2004Inventors: Yuichi Yoshimura, Motoharu Takeuchi, Kazumoto Nakagawa
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Publication number: 20040086482Abstract: The present invention is directed to compositions comprising polymeric tertiary amines of urethane esters and salts thereof. The compositions are generally derived from linear or branched chain compounds of synthetic or natural origin, preferably from trialkalnolamines that have been esterified with organic acids including long chain fatty acids and reacted with diisocyanate compounds to form urethane adducts. These adducts are in turn polymerized with organic acids to form polymeric urethane ester tertiary amine salts. The compositions of the present invention may be incorporated into personal care formulations such as cosmetics, toiletries and shampoos and into detergents to improve or modify at least two of the characteristics of such formulations.Type: ApplicationFiled: November 1, 2002Publication date: May 6, 2004Inventors: Albert Zofchak, John Obeji
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Patent number: 6720400Abstract: The present invention relates to an improved process for the continuous preparation of polyisocyanates with a biuret structure comprising the steps of continuously reacting excess amounts of organic diisocyanates having exclusively aliphatically and/or cycloaliphatically bound isocyanate groups with organic diamines having exclusively aliphatically and/or cycloaliphatically bound primary amino groups at temperatures above 170° C. and adding acid before or during the reaction.Type: GrantFiled: May 15, 2001Date of Patent: April 13, 2004Assignee: Bayer AktiengesellschaftInventors: Reinhard Halpaap, Dieter Mager, Siegfried Oeckl, Harald Mertes
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Publication number: 20040054118Abstract: Composition comprising (a) an epoxyurethane, (b) an aliphatic or cycloaliphatic epoxy resin other than (a), and (c) a compound of formula (Ia) or (Ib), wherein A is an (n+1)-valent aliphatic or cycloaliphatic radical and n is an integer from 0 to 5, E is an (m+1)-valent aliphatic or cycloaliphatic radical and m is an integer from 0 to 3, X is —O—, —COO— or —CHR4—, R1 and R2 are each independently of tae other hydrogen or methyl, R3 is hydrogen, R5 is a monovalent aliphatic or cycloaliphatic radical, or when X is —CHR4—, R3 and R4 together form an ethylene group, yield cured products having high resistance to weathering and UV-resistance an are suitable especially as gel coats.Type: ApplicationFiled: July 29, 2003Publication date: March 18, 2004Inventors: Andre Muller, Isabelle Frischinger
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Publication number: 20040052753Abstract: The invention concerns novel cationic polyurethanes with elastic character, that is having immediate recovery ranging between 5% and 95%, consisting essentially (a1) of cationic units derived from at leat a tertiary amine having at least two functions reactive to labile hydrogen, said tertiary amine being at least partly neutralised, (a2) non-ionic units derived from non-ionic polymer s bearing at their ends functions reactive to labile hydrogen and having a glass transition temperature (Tg), measured by differential heat content analysis, less than 10° C., optionally (a3) non-ionic units derived from non-ionic monomer compounds containing at least two functions reactive to labile hydrogen, and (b) units derived from at least a diisocyanate, and cosmetic compositions containing said polymers.Type: ApplicationFiled: October 1, 2003Publication date: March 18, 2004Inventor: Nathalie Mougin
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Publication number: 20040019175Abstract: The polyurethane material is produced from a reactive mixture comprising an isocyanate component composed of at least one isocyanate compound having at least two NCO-groups which are not directly attached to an aromatic group; isocyanate-reactive components and a catalyst component which is substantially free of lead and which comprises at least one organobismuth (III) catalyst. In order to be able to keep the emission or VOC value (Volatile Organic Compounds) of the polyurethane material below 250 ppm, preferably below 100 ppm, use is made of an organobismuth (m) and/or of an organotin (II or IV) catalyst comprising either C14-C20 carboxylate groups or C2-C20 carboxylate groups substituted with at least one isocyanate-reactive group. The catalyst component may further comprise an organozinc (11) carboxylate. The preferred catalysts are bismuth oleate, dimethyltin dioleate and zinc octoate.Type: ApplicationFiled: June 20, 2003Publication date: January 29, 2004Applicant: RECTICELInventors: Geert Trossaert, Eddie Du Prez
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Patent number: 6683151Abstract: The invention relates to a compound comprising a reaction product of (A) an isocyanate functional compound of which at least 40 wt. %, relative to the total amount of (A), has a molecular weight of at least about 500, and (B) a nitrogen-containing compound capable of reacting with said isocyanate functional compound (A). The reaction product has a molecular weight of less then about 20,000 and comprises an effective amount of groups that are able to form reversible intermolecular physical interactions such that a resulting compound shows polymeric mechanical properties at a temperature below a transition temperature. The nitrogen-containing compound is, for instance, melamine, urea, acetoguanamine, benzoguanamine, cyanamide, dicyanamide, thiourea, isocytosine, pyrimidone or aminopyridine. The supramolecular compound comprising a suitable amount of the reaction products exhibits a relatively high elongation at break.Type: GrantFiled: February 24, 2000Date of Patent: January 27, 2004Assignee: DSM N.V.Inventors: Jacobus A. Loontjens, Johan E. G. A. Jansen, Bartholomeus J. M. Plum
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Publication number: 20040001798Abstract: The invention relates to cationic or amphoteric polyurethanes bearing at least one tertiary or quaternary amine function and having a self-adhesion value—expressed by the maximum tensile force (Fmax (in N)) recorded during the detachment by traction of two circular surfaces of 0.95 cm2, coated with the said polyurethanes—of greater than or equal to 11 N. The invention also relates to the use of these self-adhesive cationic polyurethanes, in cosmetics and in particular in styling compositions.Type: ApplicationFiled: December 20, 2002Publication date: January 1, 2004Inventors: Beatrice Perron, Serge Restle, Nathalie Mougin
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Publication number: 20030225243Abstract: A curative blend for a thermosetting polyurethane material that allows for a polyurethane material with greater durability is disclosed herein. The curative blend is composed of 4,4′-methylenebis-(2,6-diethyl)-aniline and a second curing agent selected from the group consisting of N,N′-bis-alkyl-p-phenylenediamine, N,N′-dialkylamino-diphenylmethane with tetrapropoxylated ethylenediamine and an aliphatic diamine. A preferred polyurethane prepolymer is polytetramethylene ether glycol terminated toluene diisocyanate prepolymer. The thermosetting polyurethane is preferably utilized as a cover for a golf ball. The cover is preferably formed over a core and boundary layer.Type: ApplicationFiled: August 9, 2002Publication date: December 4, 2003Applicant: Callaway Golf CompanyInventor: Pijush K. Dewanjee
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Patent number: 6649726Abstract: The two-component type polyurethane composition according to the present invention is obtained from a principal component containing a compound having an isocyanate group and a curing agent containing a compound having active hydrogen, and is characterized in that both the principal component and the curing agent contain substantially no thixotropic agent, the mixture of the principal component and the curing agent has a specific thixotropy-developing time and a specific slump, the active hydrogen compound has a specific flash point, and that the mass change of the two-component type polyurethane composition before/after boiling in boiling water under specific conditions is in a specific range.Type: GrantFiled: August 4, 2000Date of Patent: November 18, 2003Assignee: Mitsui Chemicals, Inc.Inventors: Hisashi Kawanabe, Hiroaki Sakaguchi, Kazuto Usaka, Takashi Abe
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Patent number: 6649706Abstract: A thixotroping agent comprising a reaction product of a isocyanto-containing compound and an amine. The isocyanto-containing compound comprises at least one of Ia) at least one isocyanate with at least one diisocyanate structural unit that has an unsaturated/aromatic or non-aromatic ring structure with 5-10 ring atoms and two isocyanate groups that are bound to the ring structure; Ib) at least one oligomer of the isocyanate Ia) with 2 to 10 isocyanate units; and Ic) at least one partially blocked isocyanate Ia) and/or at least one partially blocked oligomer Ib).Type: GrantFiled: November 14, 2001Date of Patent: November 18, 2003Assignee: BASF Coatings AGInventors: Ingrid Heid, Helmut Kleine Beckmann, Ulrike Röckrath, Hubert Baumgart
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Patent number: 6635737Abstract: Low unsaturation, high molecular weight polyols having an unsaturation level below or equal to 0.006 milli-equivalents per gram, and preferably below 0.004 milli-equivalents per gram, and molecular weights of greater than or equal to about 2,000, and preferably between about 2,000 and 10,000, are converted into low unsaturation, high molecular-weight (LUSHMW) polyamines directly by amination reactions. The LUSHMW polyamines produce polymers having elongation, modulus, and tensile characteristics that are substantially better than those of conventional analogous polymers.Type: GrantFiled: May 25, 2001Date of Patent: October 21, 2003Assignee: Williamette Valley CompanyInventors: Donald A. Upson, Omar Tiba, Robert M. Loomis
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Patent number: 6608160Abstract: A composition for production of cover packing, comprising: (A) a blocked isocyanate, (B) an active hydrogen group-containing compound having average two or more functional groups, (C) an organic substance powder having an average particle diameter of 40 to 250 &mgr;m, and (D) an inorganic substance powder having an average particle diameter of less than 40 &mgr;m; and a method for production of cover packing using the composition. With this composition which is a one-pack type, curable composition, no apparatus for mixing the main material and the curing agent is required; by heating, dissociation of blocking agent and completion of reaction are allowed to take place simultaneously; and a cover packing superior in mechanical strength, etc. can be formed.Type: GrantFiled: July 30, 2001Date of Patent: August 19, 2003Assignee: Nippon Polyurethane Industry Co., Ltd.Inventors: Hiroei Yokota, Sumito Nii, Osamu Takata
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Patent number: 6605684Abstract: This invention concerns a method for the preparation of polyurea elastomers, comprising: (a) reacting an amine chain extender with dialkyl maleate to form an aspartic ester, wherein the chain extender has a molar amount of amine groups that is greater than the moles of dialkyl maleate; (b) blending the aspartic ester with one or more polyoxyalkyleneamines to prepare a resin blend; (c) contacting the resin blend with an isocyanate under conditions effective to form a polyurea elastomer. This invention concerns a method for the preparation of polyurethane elastomers, comprising: (a) reacting an diamine chain extender with dialkyl maleate or fumarate, wherein the mole ratio of primary amine functionality in the diamine chain extender to dialkyl maleate or fumarate is more than 1:1; (b) coating a substrate with effective film forming amounts of the product of step (a), an isocyanate, and a polyhydroxyl compound under conditions effective to form a the polyurethane elastomer.Type: GrantFiled: January 14, 2002Date of Patent: August 12, 2003Assignee: Huntsman Petrochemical CorporationInventors: Dudley J. Primeaux, II, Robert L. Zimmerman, Kenneth M. Hillman
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Patent number: 6586107Abstract: The invention relates to microcapsules for which the walls comprise reaction products of polyisocyanates with guanidine compounds and amines.Type: GrantFiled: October 11, 2001Date of Patent: July 1, 2003Assignee: Bayer AktiengesellschaftInventors: GĂĽnter Klug, JĂĽrgen Weisser
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Publication number: 20030114629Abstract: Polyfunctional polyisocyanate polyadducts are prepared by a process comprisingType: ApplicationFiled: June 21, 2001Publication date: June 19, 2003Inventors: Bernd Bruchmann, Konrad Stiefenhofer
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Patent number: 6576736Abstract: Products of the reaction between I) the reaction product of reactants comprising A) a linking agent of formula I R4(Y)3 (I) wherein each Y group is a halogen atom or one Y group is a halogen atom and two Y groups represent an oxygen atom, which is attached to two adjacent carbon atoms in the R4 group to form an epoxy group, and R4 is an alkanetriyl group containing from 3 to 10 carbon atoms; and B) a compound formula II R3(EO)n(PO)m(BO)pX (II) wherein R3 is a substituted or unsubstituted, saturated or unsaturated, aliphatic or araliphatic oxy or thio group having from 1 to 36 carbon atoms or a secondary amino group having from 2 to 36 carbon atoms; n is a number of from 0 to 50; m is a number of from 0 to 50; p is a number of from 0 to 50; and X is hydrogen, or X can be a mercapto group or an amino group in place of a terminal —OH group, provided that when X is mercapto or amino; the sum of n, m, and p must be at least 1; and the mole ratio of A:B is from about 0Type: GrantFiled: March 6, 2002Date of Patent: June 10, 2003Assignee: Cognis CorporationInventors: Michael S. Wiggins, Ronald W. Broadbent, Ramesh L. Narayan, Ayaz Khan
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Patent number: 6555597Abstract: The present invention relates to pulverent binders for powder coating compositions which contain oligo- and polyurethanes having (meth)acryloyl groups, are curable by means of high energy radiation and have an organic solvent content of less than 1 wt. %. The present invention also relates to a process for preparing these binders in the absence of an organic solvent and to their use in powder coating compositions for coating wood, metal, plastic, mineral and/or preprimed substrates.Type: GrantFiled: August 16, 2000Date of Patent: April 29, 2003Assignee: Bayer AktiengesellschaftInventors: Jan Weikard, Christian Zwiener, Wolfgang Fischer, Peter Thometzek
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Patent number: 6552100Abstract: A method of treating reaction injection molded polyurethane, polyurethane/urea and polyurea polymers comprising exposing a reaction injection molded polyurethane, polyurethane/urea or polyurea polymer to an amount of infrared energy sufficient to increase the temperature of the polymer to at least 175° C., and then maintaining the temperature of the polymer at or above that temperature, for a time sufficient to increase the Gardner impact property, as measured using ASTMD-3029, when compared to the same polymer which has been heated to the same temperature and maintained thereat for the same time in a convection oven. The invention produces marked improvements in impact, heat sag and heat distortion temperature properties, and thus is particularly suited to rapid preparation of parts using a mass production conveyor and is particularly well-suited to preparation of parts which are to be subjected to later high temperature processes, such as the “E-coat” process.Type: GrantFiled: February 8, 2001Date of Patent: April 22, 2003Assignee: The Dow Chemical CompanyInventors: John W. McLaren, Kenneth J. Rettmann
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Patent number: 6552155Abstract: The invention relates to polyaldimines of formula [1] and their use within moisture curable one part polyurea compositions. wherein j is an integer of 3 to 30 and R2 is unsubstituted homocyclic or heterocyclic aryl radical or alkyl, alkoxy, alkylthio or halogen substituted homocyclic or heterocyclic aryl radical.Type: GrantFiled: October 25, 2001Date of Patent: April 22, 2003Inventors: Arie Gutman, Gennadiy Nisnovich, Igor Zaltzman, Lev Judovich, Vladimir Kuznetsov
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Patent number: 6545118Abstract: A series of polymeric compositions, methods of making the compositions and uses of the compositions are described. An exemplary composition is made by copolymerization of a trifunctional amine or hydroxy compound, a monofunctional amine or hydroxy compound and a polyisocyanate compound.Type: GrantFiled: November 8, 2001Date of Patent: April 8, 2003Assignee: The United States of America as represented by the Secretary of the NavyInventors: Jeffry J. Fedderly, John D. Lee, Gilbert F. Lee, Bruce Hartmann, Karel Dusek, Jan Somvarsky
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Patent number: 6541594Abstract: The invention provides coating compositions comprising a reactive component (a) which is substantially free of any heteratoms and is a not a crystalline solid at room temperature and which comprises from (i) 12 to 72 carbon atoms, and (ii) at least two functional groups, and (b) a crosslinking agent comprising a plurality of functional groups (iii) reactive with the functional groups (ii) of compound (a), wherein functional groups (ii) and (iii) are selected such that reaction there between produces a thermally irreversible chemical linkage. The coating compositions of the invention provide improved solids, chip resistance, flexibility and/or scratch & mar resistance while maintaining desirable and/or improved performance characteristics with regard to environmental etch, relative humidity, QCT, chip resistance, thermoshock resistance, cold crack resistance, adhesion and the like.Type: GrantFiled: December 19, 2000Date of Patent: April 1, 2003Assignee: BASF CorporationInventors: Walter H. Ohrbom, John A. Gilbert, Patricia A. Herrel, Marvin L. Green, Joanne Casale, Thomas G. Savino
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Patent number: 6509434Abstract: Mixtures of isomeric alkylthiated mononuclear aromatic amines comprising in the range of about 30 to about 70 mole percent of (i) at least one 3,5-di(alkyl-thio)-2,6-diamino-1-alkylbenzene and in the range of about 30 to about 70 mole percent of at least one 3,5-di(alkylthio)-2,4-diamino-1-alkylbenzene, such mixture containing at least about 90 mole percent of (i) and (ii), and optionally containing up to 10 mole percent of one or more isomers of (i) and/or (ii). An alkyl group may be present as a substituent in lieu of a hydrogen atom in the remaining ring position. These mixtures are useful as curatives or extenders in processes for making polyurethanes, polyurethane-ureas, and polyureas.Type: GrantFiled: March 20, 2000Date of Patent: January 21, 2003Assignee: Albemarle CorporationInventors: William R. Brown, John C. Prindle, Jr., Gregory H. Lambeth
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Publication number: 20030013835Abstract: A polyurea composition free from polyol linkages. A composition and process for producing a two component spray 100% polyurea elastomeric system wherein an A and a B component are mixed, wherein said A component is a prepolymer produced by an aromatic isocyanate and amine terminated materials and wherein said B component is 100% amine terminated reactive ingredients. The instant invention can be used as a spray system for lining and coating surfaces.Type: ApplicationFiled: April 25, 2001Publication date: January 16, 2003Inventors: Anastasios Zahariadis, Gerald Thermos
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Patent number: 6486266Abstract: A modified carbodiimide resin obtainable by reacting a carbodiimide resin comprising a repeating unit represented by the general formula: —(NCN—R1)- wherein R1 represents a divalent organic group, with an aromatic diamine represented by the general formula: H2N—R2—NH2 wherein R2 represents a divalent organic group having a benzene ring, and a thermosetting resin composition comprising the modified carbodiimide resin and an epoxy resin.Type: GrantFiled: August 8, 2001Date of Patent: November 26, 2002Assignee: Nisshinbo Industries, Inc.Inventors: Satoshi Amano, Hideshi Tomita
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Patent number: 6472487Abstract: Synthetic polymers having moieties capable of covalent or hydrogen bonding to cellulose and one or more amphiphilic moieties are disclosed. These polymers are capable of providing two distinct properties to paper products, such as tissues, which properties heretofore have been imparted through the use of at least two different molecules. The backbone of these synthetic polymers is based on modified vinyl polymers, such as polyvinyl alcohol, polyacrylamides and polyacrylic acids.Type: GrantFiled: May 14, 2001Date of Patent: October 29, 2002Assignee: Kimberly-Clark Worldwide, Inc.Inventors: Wen Zyo Schroeder, Daniel Arthur Clarahan, Mike Thomas Goulet, Thomas Gerard Shannon
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Patent number: 6461738Abstract: A polyimide-based insulating film composition comprising (a) 100 parts by weight of an organic solvent-soluble polyimidosiloxane obtained from a tetracarboxylic acid component and a diamine component comprising 45 to 90 mole percent of a diaminopolysiloxane represented by the following general formula (1): H2N—R1—[Si(R2)2—O—]n1—Si(R2)2—R1—NH2 (1) 0.5 to 40 mole percent of a polar group-containing aromatic diamine and 0 to 50 mole percent of an aromatic diamine with plural benzene rings, (b) 2 to 40 parts by weight of a polyvalent isocyanate and (c) an organic solvent. The composition has satisfactory storage stability and printing properties, while its cured films exhibit solvent resistance, with both heat resistance and flex resistance.Type: GrantFiled: February 23, 2001Date of Patent: October 8, 2002Assignee: Ube Industries, Inc.Inventors: Seiji Ishikawa, Musubu Ichikawa
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Patent number: 6451931Abstract: A curing agent composition for an epoxy resin which comprises (B) a reaction product obtained from (a) an amine compound represented by formula (I): wherein R1 and R2 each represent an alkyl group having 1 to 8 carbon atoms, of R1 and R2 are connected together to form an alkylene group which may contain an oxygen atom or a nitrogen atom; and n represents 1 to 6, (b) a polyamine compound comprising a dicarboxylic acid dihydrazide, (c) an organic polyisocyanate, and, optionally; (d) an epoxy compound.Type: GrantFiled: December 29, 2000Date of Patent: September 17, 2002Assignee: Asahi Denki Kogyo Kabushiki KaishaInventors: Akio Ogawa, Manabu Abe
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Patent number: 6444776Abstract: The present invention relates to novel crosslinkable amphiphilic block copolymers of formula wherein the variables are as defined in the claims, a process for their preparation and their use for the manufacture of mouldings. The block copolymers of the invention are especially useful for the manufacture of ophthalmic mouldings such as in particular contact lenses.Type: GrantFiled: December 21, 1999Date of Patent: September 3, 2002Assignee: Novartis AGInventors: Troy Vernon Holland, Thomas Hirt, Jacalyn Mary Schremmer, Richard Carlton Baron, Wilson Leonard Terry, Jr., Aaldert Rens Molenberg
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Publication number: 20020107321Abstract: A polyurea-polymer formulation suitable for preparing a molded polyurea polymer includes a polyisocyanate, an isocyanate-reactive material, and a fatty-acid ester. The fatty-acid ester is present in an amount effective for providing a molded polyurea polymer prepared from the formulation with blister resistance such that when the molded polyurea polymer is exposed to moisture and a temperature of at least about 350° F. (177° C.), the molded polyurea polymer is substantially free of blisters. A fatty-acid ester suitable for use with these formulations can be natural or synthetic, and one example includes jojoba oil. A polyurea-polymer formulation can also include other components known to be useful with polyurea polymers such as fillers, catalysts, surfactants, and polyepoxides. A molded polyurea polymer can be prepared from a polyurea-polymer formulation. One method suitable for preparing a molded polyurea polymer includes reaction injection molding.Type: ApplicationFiled: December 8, 2000Publication date: August 8, 2002Inventors: Allan A. James, Kenneth B. Arnold
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Patent number: 6410004Abstract: The present invention relates to polymers, polyureas and water-soluble or water-dispersible polymeric salts, a cosmetic or pharmaceutical composition which comprises at least one such polymer, and to the use of the polymers.Type: GrantFiled: March 13, 2000Date of Patent: June 25, 2002Assignee: BASF AktiengesellschaftInventors: Son Nguyen Kim, Axel Sanner, Peter Hössel
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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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Patent number: 6403752Abstract: Certain secondary aliphatic diamines are excellent chain extenders in the formation of polyurethanes, polyurea-polyurethane hybrids, and polyurea polymers, both elastomers and coatings, from both monomeric polyisocyanates and isocyanate-terminated prepolymers using the high-pressure impingement mixing reaction technique. These diamines include 1,4-di(alkylamino)cyclohexanes, 1-methyl-2,4-di(alkylamino)-3,5-dialkylcyclohexanes, N,N′-dialkyl isophoronediamine, 1,3-di(1′methyl-1′-alkylaminoethyl)benzene, and 1,6-di(alkylamino)hexane. These chain extenders may be used alone or in combination with other polyamines and with polyols. A broad spectrum of polymeric materials can be formed with a range of diverse properties.Type: GrantFiled: July 17, 2000Date of Patent: June 11, 2002Assignee: UOP LLCInventors: David W. House, Ray V. Scott, Jr.
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Patent number: 6399736Abstract: This invention concerns a method for the preparation of polyurea elastomers, comprising: (a) reacting an amine chain extender with dialkyl maleate to form an aspartic ester, wherein the chain extender has a molar amount of amine groups that is greater than the moles of dialkyl maleate; (b) blending the aspartic ester with one or more polyoxyalkyleneamines to prepare a resin blend; (c) contacting the resin blend with an isocyanate under conditions effective to form a polyurea elastomer. This invention concerns a method for the preparation of polyurethane elastomers, comprising: (a) reacting an diamine chain extender with dialkyl maleate or fumarate, wherein the mole ratio of primary amine functionality in the diamine chain extender to dialkyl maleate or fumarate is more than 1:1; (b) coating a substrate with effective film forming amounts of the product of step (a), an isocyanate, and a polyhydroxyl compound under conditions effective to form a the polyurethane elastomer.Type: GrantFiled: January 11, 2000Date of Patent: June 4, 2002Assignee: Huntsman Petrochemical CorporationInventors: Dudley J. Primeaux, II, Robert L. Zimmerman, Kenneth M. Hillman
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Patent number: 6380274Abstract: A composition having the formula: wherein R is a linear alkyl, branched alkyl, cycloalkyl, polycyclic alkyl, alkylaminoalkyl, or alkyloxyalkyl group having 1 to 20 carbon atoms and at least one primary, secondary, or tertiary amino functional group. The composition is effective as a catalyst in the production of polyurethanes.Type: GrantFiled: August 8, 2001Date of Patent: April 30, 2002Assignee: Air Products and Chemicals, Inc.Inventors: Ning Chen, Richard Paul Underwood, Mark Leo Listemann
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Patent number: 6369189Abstract: A polymeric composition may include an isocyanate component and an amine component, which includes: where R1 represents a hydrocarbon radical, X represents an organic group, and a is an integer. The polymeric composition may further include: where R2 represents a hydrocarbon radical; Y represents an organic group; and b is an integer. Methods of forming such polymeric and amine compositions and methods of applying such polymeric systems are also provided.Type: GrantFiled: December 7, 1999Date of Patent: April 9, 2002Assignee: Reichhold, Inc.Inventors: Bryan Naderhoff, Ling Tan, Jeffrey H. Danneman
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Patent number: 6355829Abstract: The present invention relates to aspartate-terminated urea/urethane prepolymers that are based on the reaction products of NCO prepolymers with compounds corresponding to the formula wherein X represents an organic group which has a valency of n and is inert towards isocyanate groups at a temperature of 100° C. or less, R1 and R2 may be identical or different and represent organic groups which are inert towards isocyanate groups at a temperature of 100° C. or less, R3 and R4 may be identical or different and represent hydrogen or organic groups which are inert towards isocyanate groups at a temperature of 100° C. or less and n represents an integer with a value of at least 2, at an equivalent ratio of aspartate groups to isocyanate groups of 1.5:1 to 20:1. The present invention also relates to coating compositions containing the aspartate-terminated urea/urethane prepolymers and a polyisocyanate.Type: GrantFiled: September 2, 1999Date of Patent: March 12, 2002Assignee: Bayer CorporationInventors: Richard R. Roesler, Lyubov K. Gindin, P. Richard Hergenrother
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Publication number: 20020002300Abstract: The present invention relates to aspartate-terminated urea/urethane prepolymers that are based on the reaction products of NCO prepolymers with compounds corresponding to the formula 1Type: ApplicationFiled: September 2, 1999Publication date: January 3, 2002Inventors: RICHARD R ROESLER, LYUBOV K GINDIN, P RICHARD HERGENROTHER
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Publication number: 20010056169Abstract: The present invention relates to an improved process for the continuous preparation of polyisocyanates with a biuret structure comprising the steps of continuously reacting excess amounts of organic diisocyanates having exclusively aliphatically and/or cycloaliphatically bound isocyanate groups with organic diamines having exclusively aliphatically and/or cycloaliphatically bound primary amino groups at temperatures above 170° C. and adding acid before or during the reaction.Type: ApplicationFiled: May 15, 2001Publication date: December 27, 2001Inventors: Reinhard Halpaap, Dieter Mager, Siegfried Oeckl, Harald Mertes
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Patent number: 6258875Abstract: Aqueous dispersions of modified epoxy resins with a urethane and a urea group content of 5-250 mmol, based on 100 g solid content of the dispersion, containing one or more modified epoxy resins A) having an epoxy equivalent weight of 250-10,000, whereby the modified epoxy resins A) are the reaction product of A1) 43,0-86,0 wt-% of one or more epoxy compounds having at least 2 epoxy groups per molecule and an epoxy equivalent weight of 100 to 2000, A2) 10,0-25,0 wt-% of one or more aromatic polyols, A3) 2,0-12,0 wt-% of one or more aliphatic polyols and A4) 2,0-20,0 wt-% of one or more polyisocyanates.Type: GrantFiled: March 17, 2000Date of Patent: July 10, 2001Assignee: E. I. du Pont de Nemours and CompanyInventors: Bettina Vogt-Birnbrich, Morenike Gisela Awokola, Heike Beyers
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Patent number: 6255432Abstract: A hot melt inkjet vehicle is obtained by reacting a mono- or diisocyanate with functional amide materials. The functional amides are the reaction products of hydroxy functional primary and/or secondary amines and/or diprimary diamines together with a monofuntional carboxylic acid and/or hydroxy carboxylic acid and/or a difunctional carboxylic acid.Type: GrantFiled: July 15, 1998Date of Patent: July 3, 2001Assignee: Coates Brothers PLCInventors: Philippa Catherine Evans, Stephen Anthony Hall
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Patent number: 6245876Abstract: The present invention relates to a continuous shaped article such as a polyurethaneurea fiber and a polyurethaneurea film having a birefringence index (&Dgr;n) of from at least 1.0×10−4 to 8.0×10−4 in a nontensile state, a crosslinking density at an elongation of 100% (N100) of at least 5.0×1026/m3, a crosslinking point density at an elongation of 400% (N400) of from 4.0×1026 to 3.0×1027/m3, and a crosslinking point density at the time of breakage (Nt) of at least 1.6×1027/m3, wherein the ratio of the crosslinking density at an elongation of 400% to that at an elongation of 100% (N400/N100) is from 0.9 to 1.3, and a process for producing the same. The present invention has made the continuous shaped article show an initial stress, a strength at break and an elongation at break which are sufficiently high, and a small rise in the stress in the medium elongation range.Type: GrantFiled: August 27, 1999Date of Patent: June 12, 2001Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Hiroyuki Hanahata, Yoshihiko Shimaya
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Patent number: 6221998Abstract: An isocyanate-based one-part moisture curable composition having excellent storage stability and high curing rate, and use of this composition enables production of a cured product of high flexibility without using any plasticizer. The composition comprises (A) an isocyanate compound having a structure wherein all of the isocyanate (NCO) groups in the molecule have secondary or tertiary carbon bonded thereto, and (B) a ketimine having ketimine (C═N) bond derived from a ketone or an aldehyde and an amine having a structure wherein &agr;-position of at least one of the carbon or the nitrogen of the ketimine bond has a branched carbon atom or a ring member carbon atom bonded thereto. A urethane prepolymer having such structure is preferable for use as the isocyanate compound (A).Type: GrantFiled: November 24, 1999Date of Patent: April 24, 2001Assignee: The Yokohama Rubber Co., Ltd.Inventors: Hiroyuki Okuhira, Naoya Adachi
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Patent number: 6211293Abstract: A polyfunctional polycarbodiimide compound contains at least four molecular chains bonded independently to a backbone. Each of the molecular chains contains a carbodiimido (—N═C═N—) group. The polyfunctional carbodiimide compound can be produced by reacting (a) an isocyanate compound having at least one carbodiimido group and at least one isocyanate group with (b) a polyol, polyamine and/or aminoalcohol having at least four hydroxyl, primary amino and/or secondary amino groups in a molecule. Also disclosed are a resin composition containing the polyfunctional polycarbodiimide compound as a crosslinking agent; and a treatment method of an article, which makes use of the resin composition.Type: GrantFiled: May 21, 1999Date of Patent: April 3, 2001Assignees: Dainichiseika Color & Chemicals Mfg. Co., Ltd., Ukima Colour & Chemicals Mfg. Co., Ltd.Inventors: Michiei Nakamura, Hiroyuki Shimanaka, Yoshitaka Wakebe, Tatsuo Kawamura, Eiichi Sugawara, Ken Okura, Masayuki Takahashi, Nobuo Takezawa
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Patent number: 6207767Abstract: Star polymers of soft segment forming monomers are useful in forming surgical devices. The star polymers can be encapped with isocyanate, mixed with a filler and/or cross-linked. The polymer compositions are useful, for example, as fiber coatings, surgical adhesives or bone putty, or tissue growth substrate.Type: GrantFiled: November 26, 1997Date of Patent: March 27, 2001Assignee: United States Surgical CorporationInventors: Steven L. Bennett, Ying Jiang, Elliott A. Gruskin, Kevin M. Connolly
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Patent number: 6191248Abstract: Thin film metal particulates are removed from FEP sheetstock cheaply and quickly by immersing the coated FEP first in a base and then in an acid. Occasionally, ultrasonic vibration of the FEP may also be required. The particulates are useful as paint pigments when isolated and conversion coated. The FEP is reusable. A preferred binder for carrying the pigments is a two-component system having a tetraketimine and an isocyanate.Type: GrantFiled: December 19, 1997Date of Patent: February 20, 2001Assignee: The Boeing CompanyInventors: Diane C. Rawlings, Larry K. Olli, G. Micheal Granger, Kevin R. Malone
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Patent number: 6187892Abstract: The present invention relates to a method of making a coated substrate that requires a polyurethane/urea contact adhesive, and the coated substrates produced by this method. This invention requires a) a polyisocyanate with a functionality of less than about 4, b) optionally, a polyol blend consisting of about 95 to 100% polyether polyols with molecular weights from about 1800 to 12000 and average functionality from about 1.5 to about 4 and up to about 5% of chain extenders with molecular weights from about 60 to 400 and average functionality from about 1.5 to about 3, and c) polyethers having at least two isocyanate reactive groups and a molecular weight of from about 1800 to about 12000 and average functionality from about 1.5 to about 4 in which at least 50% of the isocyanate reactive groups are primary and/or secondary amino groups.Type: GrantFiled: June 7, 1995Date of Patent: February 13, 2001Assignee: Bayer CorporationInventors: Peter H. Markusch, James W. Rosthauser, Robert L. Cline
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Patent number: 6183870Abstract: The present invention relates to coating compositions containing a) 15 to 35% by weight, based on the weight of components a) and b), of aspartate-terminated urea/urethane prepolymers that are based on the reaction products of i) NCO prepolymers having a functionality of 1.8 to 2.2 and based on linear or branched aliphatic diisocyanates and ii) diaspartates prepared from linear or branched aliphatic diamines, b) 65 to 85% by weight, based on the weight of components a) and b), of diaspartate ii) and c) a polyisocyanate adduct prepared from aliphatic diisocyanates and having an average functionality of 2.8 to 3.1, wherein components a), b) and c) are present in amounts sufficient to provide an equivalent ratio of aspartate groups to isocyanate groups of 1.2:1 to 1.0:1.3. The present invention also relates to coatings prepared from these coating compositions.Type: GrantFiled: September 2, 1999Date of Patent: February 6, 2001Assignee: Bayer CorporationInventors: P. Richard Hergenrother, Lyubov K. Gindin, Richard R. Roesler, Edward P. Squiller