Organic Nitrogen Compound Contains A Nitrogen Atom Bonded To Three Atoms Or Carbon Patents (Class 528/53)
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Patent number: 6207225Abstract: A solvent-free, two-component strip coating for metal surfaces is described which comprises the following components: A) 5 to 20% by weight of an optionally substituted aromatic diamine, 0.1 to 5% by weight of a dehydrator, 0.01 to 1% by weight of an accelerator based on tertiary amines, 0.01 to 1% by weight of an accelerator based on organic tin compounds, a polyether polyol based on poly(oxyalkylene) glycols as the remainder; B) 40 to 60% by weight of an aromatic diisocyanate based on a phenylene or toluylene diisocyanate, 40 to 60% by weight of a polyether polyol based (poly(oxyalkeylene) glycols. Despite its freedom from solvents, the strip coating according to the invention has rapid-hardening and rapid-drying properties, can be applied to a metal surface to be treated in a single spray operation and finally can be removed without problem and residue-free.Type: GrantFiled: December 10, 1998Date of Patent: March 27, 2001Assignee: Relius Coatings GmbH & Co.Inventors: Horst Lemke, Dieter Hohnholz
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Patent number: 6180713Abstract: A one-pack type moisture curable urethane composition comprising a urethane prepolymer and an amine catalyst, wherein 0.002 to 50 parts by weight, based upon 100 parts by weight of the urethane prepolymer, of phosphonic ester compounds, phosphonous ester compounds, phosphinous ester compounds or phosphine compounds or any mixture thereof is compounded to give the urethane composition having an improved storage stability, without decreasing the catalyst activity even when an amine catalyst having a high catalytic activity dimethylamino group structure etc. is used.Type: GrantFiled: October 18, 1999Date of Patent: January 30, 2001Assignee: The Yokohama Rubber Co., Ltd.Inventors: Kiminori Araki, Kazunori Ishikawa
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Patent number: 6156814Abstract: The use of 3-[3-(dimethylamino)propyl]-propionamide (Formula I) and 3,3'-{[3-(dimethylamino)propyl]imino}bis-propanamide (Formula II) as catalysts in the production of polyurethanes.Type: GrantFiled: March 26, 1999Date of Patent: December 5, 2000Assignee: Air Products and Chemicals, Inc.Inventors: Ning Chen, Richard Van Court Carr, Mark Leo Listemann, Richard Paul Underwood
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Patent number: 6124416Abstract: An aqueous emulsion comprising at least one (co)polymer is provided. The (co)polymer is derived from a monomer having formula (1):(R.sub.1 R.sub.2 C.dbd.CR.sub.3 --CO--L--).sub.q A(--NCOblock).sub.p(1)wherein R.sub.1, R.sub.2, and R.sub.3, which are the same or different, represent a hydrogen or a group selected from hydrocarbon chains comprising 1 to 12 carbon atoms, halogens, and electron-withdrawing functional groups; L, which is the same or different, represents a divalent hydrocarbon radical comprising 2 to 12 carbon atoms; A represents an organic backbone which has n free valencies, n is a number between 2 and 7, and is equal to p+q; NCOblock represents a protected isocyanate functional group; p is a number between 1 and 6; and q is a number between 1 and 6.Type: GrantFiled: February 18, 1999Date of Patent: September 26, 2000Assignee: Rhone-Poulenc ChimieInventors: Michel Desbois, Roland Reeb, Joel Richard, Fran.cedilla.oise Truchet
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Patent number: 6057416Abstract: Increases in reactivity of acidic containing RIM systems are reduced by inclusion of a catalyst system of a zinc-containing compound, a non-zinc containing metal compound and a tertiary amine.Type: GrantFiled: November 7, 1994Date of Patent: May 2, 2000Assignee: Bayer CorporationInventors: Neil H. Nodelman, Albert Magnotta, Robert Loring
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Patent number: 6025029Abstract: A morpholine group comprising catalyst of the general formula, ##STR1## wherein n+m is >1 and R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, R.sub.10, R.sub.11, R.sub.12, R.sub.13 and R.sub.14 are independently from each other hydrogen or an alkyl group, particularly a methyl or an ethyl group, is described. Said catalyst is particularly suitable for the use in storage stable polyurethane (PU)-compositions usable as adhesives, sealings, coatings or pretreatments with a primer. Said PU compositions have a delayed skinning time and thus an extended assembly time but nevertheless a fast development of strength, and they are suitable for the application on metal, glass, ceramics, wood, cementitious substratums and plastic substratums.Type: GrantFiled: June 11, 1997Date of Patent: February 15, 2000Assignee: Sika AG, vorm. Kasper Winkler & Co.Inventors: Peter Merz, Roland Dux, Didier Grichting
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Patent number: 6020429Abstract: This invention relates to a catalyzed reactive hot melt adhesive comprising a) a reactive polyurethane adhesive and b) from about 0.005% to about 0.04% by weight of a catalyst selected from the group consisting of 2,2-dimorpholinoethyl ether and di(2,6-dimethyl morpholinoethyl) ether.Type: GrantFiled: June 18, 1997Date of Patent: February 1, 2000Assignee: H. B. Fuller Licensing & Financing, Inc.Inventors: Kang Yang, Michelle B. Acquaye
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Patent number: 6015475Abstract: In one aspect, this invention is a polyurethane sealant composition comprising (1) a urethane prepolymer having an isocyanate functionality of at least about 2.0 and a weight average molecular weight of at least about 2,000; and (2) a catalytic amount of (a) a substantially active hydrogen free glycol acid salt of a tertiary amine and an organo metallic compound, (b) a mixture of a substantially active hydrogen free glycol acid salt of a tertiary amine and an organo metallic compound and a second organometallic compound, or (c) a mixture of an organometallic compound with dimorpholinodialkyl ether or an dialkylmorpholinodialkyl ether.Type: GrantFiled: August 6, 1998Date of Patent: January 18, 2000Assignee: Essex Specialty Products, Inc.Inventors: Harry W. Hsieh, Syed Z. Mahdi
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Patent number: 6008296Abstract: 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; a 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: April 19, 1995Date of Patent: December 28, 1999Assignee: Optima, Inc.Inventors: Zhou Yang, Yin-Nian Lin, Zhenya Zhu, Brian George Risch
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Patent number: 6008410Abstract: Aliphatic tetraketimine of the present invention are a novel class of compounds represented by the formula: ##STR1## wherein Et is ethyl, Me is methyl, and R is a residue of an aliphatic diisocyanate. The tetraketimine is made by condensing a novel ketimine with a diisocyanate. The ketimine has a free secondary amine after a polyamine selected from the group consisting of:______________________________________ H2N--C2H4--NH--C2H4--NH2, H2N--C2H4--NH--C2H4--NH--C2H4--NH2, H2N--(CH2)6--NH--(CH2)6--NH2, or tris(2-aminoethyl)amine ______________________________________is reacted with a ketone.Type: GrantFiled: December 17, 1997Date of Patent: December 28, 1999Assignee: The Boeing CompanyInventor: Larry K. Olli
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Patent number: 5998532Abstract: This invention relates to a new and useful color pigmented moisture curing polyurethane coating that has an adjustable drying time, as well as methods of producing the coating. The coating is suitable for use as a protective and/or decorative coating. The coating comprises one or more specified color pigments, polyisocyanates, polyols, tertiary amines, and blocked amines. The blocked amines, in conjunction with the tertiary amines, allow the coating to dry slowly once the coating has been applied, resulting in a defect free surface. Furthermore, an additional catalyst, comprising a metal catalyst may optionally be added to the coating immediately prior to use in order to speed up the rate of drying of the coating, allowing for very precise control of the drying speed of the coating. Additional optional ingredients may be added to the coating composition, including ultraviolet light stabilizers, wetting agents, solvents, and agents to increase slip and flow.Type: GrantFiled: January 6, 1998Date of Patent: December 7, 1999Inventor: Bhaskar R. Urs
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Patent number: 5977284Abstract: Urethane(meth)acrylates are obtainable bya) reacting polyether(meth)acrylates or polyester(meth)acrylates, which may also have at least one free hydroxyl group, with primary or secondary amino compounds which have at least one hydroxyl group, so that from 0.5 to 60 mol % of the (meth)acrylate groups are present in the form of Michael adducts with the amino compounds, andb) subsequently reacting the product obtained in a) with isocyanates.Type: GrantFiled: December 11, 1997Date of Patent: November 2, 1999Assignee: BASF AktiengesellschaftInventors: Wolfgang Reich, Erich Beck, Edmund Keil, Ulrich Jager, Matthias Lokai, Werner Fries, Eberhard Ambach
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Patent number: 5973099Abstract: This invention relates to a process for preparing optionally reinforced rigid polyurethanes by the reaction, under resin transfer molding conditions at an isocyanate index of 90 to 130, of(a) an organic polyisocyanate, with(b) 15 to 80 percent by weight, based on the total of components (b), (c), and (d), of certain polyester polyols having long-chain fatty acid or fatty alcohol groups, a number average molecular weight of 500 to 3000, and a metal ion content below 100 ppm; and(c) 20 to 85 percent by weight, based on the total of components (b), (c), (d) and (e), of one or more crosslinkers, other than component (b), containing 3 to 8 hydroxyl groups and having a molecular weight of 92 to 1000 and a metal ion content below 100 ppm,(d) 0 to 60 percent by weight, based on the total of components (b), (c), and (d), of an isocyanate-reactive compound, other than a polyester polyol of component (b), having a metal ion content below 100 ppm, selected from (i) an isocyanate-reactive polyol containing 3 to 6 hydroxylType: GrantFiled: February 18, 1998Date of Patent: October 26, 1999Assignee: Bayer CorporationInventors: Neil H. Nodelman, David D. Steppan, Sanjeev Madan
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Patent number: 5962142Abstract: A small amount of a non-yellowing surface-forming polyurethane material containing a polyether polyol, a hexamethylene diisocyanate trimer, a coloring agent and an organic bismuth catalyst is initially injected into a mold cavity under reduced pressure to form e.g. the surface portion of a polyurethane covering for a steering wheel. An inner-forming polyurethane material is subsequently injected into the cavity under reduced pressure to form an inner portion of the covering.Type: GrantFiled: March 25, 1997Date of Patent: October 5, 1999Assignee: Toyoda Gosei Co., Ltd.Inventors: Katsumi Tachi, Toshihiko Asaya, Satoru Ono, Hisashi Mizuno
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Patent number: 5922804Abstract: A method for reducing the volatile organic content of coating compositions wherein first, the ketimine of acetone is formed by reacting acetone and a ketimine having the formula ##STR1## wherein n is 1 to 4, R.sub.1 and R.sub.2 may be alkyl aryl, cycloaliphatic or substituted alkyl, aryl, or cycloaliphatic group. R.sub.1 and R.sub.2 may be the same or different, with the proviso that R.sub.1 and R.sub.2 are not both CH.sub.3. R.sub.3 is an aliphatic, aromatic arylaliphatic or cycloaliphatic group, which may also contain O, N, S or Si. The ketimine of acetone is subsequently reacted with at least one isocyanate functional crosslinking resin.Type: GrantFiled: June 28, 1996Date of Patent: July 13, 1999Assignee: BASF CorporationInventors: Bradley M. Richards, Sudhakar Dantiki
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Patent number: 5866667Abstract: A method of producing a cleaning blade comprising steps of filling the cavity of a mold with a liquid composition containing prepolymer for forming urethane rubber, a curing agent and quaternary ammonium salt represented as the following general formula (1) as a catalyst, curing the composition, and unmolding the cured matter and a composition employed therein. ##STR1## wherein R.sub.1,2,3 means --C.sub.n H.sub.2n+1 wherein n represents 0 or a positive integer, R.sub.4 means --C.sub.n H.sub.2n wherein n represents a positive integer and R.sub.5 means --C.sub.n H.sub.2n+1, wherein n represents 0 or a positive integer, or --CH.sub.2 --CN.For this reason, it does not take a long time for curing a liquid composition, unlike the prior methods, resulting in improvement in product efficiency. Furthermore, since the pot life of the liquid composition is long, fluidity is good and no defective products may not be caused.Type: GrantFiled: February 14, 1997Date of Patent: February 2, 1999Assignee: Tokai Rubber Industries, Ltd.Inventors: Satoshi Suzuki, Hiroyuki Mori
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Patent number: 5856420Abstract: Disclosed are new coatings compositions based on an HDI isocyanurate or biuret polyisocyanate and a bis(imine) reaction product of a diaminoalkane containing between two and five carbon atoms with an alkyl aldehyde containing between four and seven carbon atoms (advantageously a bis(imine) product of the reaction of 1,4-diaminobutane and isobutyraldehyde). The latter bis(imine) is completely miscible in HDI isocyanurate and biuret polyisocyanates, and, as a reactive diluent, allows the preparation of high performance coatings formulations that require only small amounts of solvents to achieve a conveniently sprayable viscosity.Type: GrantFiled: April 17, 1996Date of Patent: January 5, 1999Assignee: Arco Chemical Technology, L.P.Inventors: Benjamin W. Tucker, Henry G. Barnowski, Jr., Edward A. Barsa, Peter J. Whitman, Augustin T. Chen, Willard F. Burt, Stephen L. Goldstein, James M. O'Connor
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Patent number: 5849864Abstract: The present invention is addressed a formulation curable in the presence of an amine and containing one or more of a polyol or polymercapto resin, a polyisocyanate cross-linking agent, optionally a organic vehicle, and a tin catalyst complex. The present invention comprises the catalyst complex being formed from a metal catalyst and a complexing sulfonic acid in an equivalent ratio of complexing sulfonic acid to metal catalyst of greater than 2:1. Such curable formulation may be compounded into a coating, an adhesive (including a structural adhesive), a caulk, a foundry binder, or the like. Besides having excellent shelf life, long periods of open time are experienced with the novel catalyzed formulation. However, upon exposure to an amine, the catalyst complex becomes activated and then is effective to catalyze the NCO--OH reaction or the NCO--SH reaction to effect cure of the formulation.Type: GrantFiled: August 1, 1996Date of Patent: December 15, 1998Assignee: Ashland Chemical CompanyInventors: Gary M. Carlson, Laurence G. Dammann
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Patent number: 5847044Abstract: The present invention relates to a polyurethane powder coating composition containingA) a binder component which is solid below 40.degree. C. and liquid above 130.degree. C. and has an OH number of 25 to 200 and a number average molecular weight of 400 to 10,000,B) a polyaddition compound which is solid below 40.degree. C. and liquid above 125.degree. C., contains uretdione groups and optionally free isocyanate groups and is prepared from aliphatic and/or cycloaliphatic diisocyanates andC) one or more catalysts containing N,N,N'-trisubstituted amidine groups which have an amidine group content (calculated as CN.sub.2 ; molecular weight=40) of 12.0 to 47.0 wt. %,provided that components A) and B) are present in amounts such that component B) has 0.6 to 1.4 isocyanate groups for each hydroxyl group present in component A) and the amount of component C) is 0.05 to 5 wt. %, based on the total weight of the coating composition.Type: GrantFiled: April 3, 1997Date of Patent: December 8, 1998Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Laas, Hans-Ulrich Meier-Westhues, Reinhard Halpaap, Ulrich Freudenberg, Hans-Peter Klee
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Patent number: 5834579Abstract: Tertiary amines having carbonate and urethane groups and optionally hydroxyl groups are produced by reacting a) a polyhydric alcohol and b) a primary-tertiary diamine with c) a carbonic acid derivative selected from the group consisting of optionally cyclic carbonates, urea, phosgene and bis-chlorocarbonates of alcohols of the same type as those used as component a). This reaction may be carried out in one or two steps. The tertiary amines produced by this process are useful as catalysts, which may optionally be incorporated into an isocyanate-reactive material, in the isocyanate addition reaction for the production of polyurethane plastics. These tertiary amines are particularly useful for the production of foam backed plastic films.Type: GrantFiled: June 16, 1997Date of Patent: November 10, 1998Assignee: Bayer AktiengesellschaftInventors: Klaus Konig, Ulrich Liman, Josef Sanders
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Patent number: 5777062Abstract: The invention relates to polymers having structural repeating units of at least one monomer MM which contains a hydroxyl group or a primary or secondary amine group as a functional group bonded directly or in a side chain, wherein the functional group is bonded via a bridge group Q formed by a diisocyanate to the hydroxyl group or primary or secondary amino group of an aliphatic, cycloaliphatic, heterocycloaliphatic, aromatic or heteroaromatic ditertiary diphosphine, the phosphine groups of which are bonded to a carbon chain in the 1,2-, 1,3-, 1,4- or 1,5-position relative to one another. The invention also relates to a process for their preparation and to rhodium and iridium complexes with these diphosphine ligands.Type: GrantFiled: February 23, 1996Date of Patent: July 7, 1998Assignee: Novartis CorporationInventor: Benoit Pugin
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Patent number: 5760098Abstract: A process is described for producing polyurethane moldings by the reaction of compounds of molecular weight 400 to 10,000 which contain at least 2 hydrogen atoms capable of reacting with isocyanates, and optionally chain extenders of molecular weight 32 to 399, with polyisocyanates, optionally in the presence of foaming agents, auxiliary materials and additives, in which defined carbamates are used as activators. The polyurethanes obtained by this process are particularly low in emissions, i.e. are stable in relation to diffusion and exhibit low fogging, and are thus particularly suitable for the production of composite bodies comprising a polyurethane core and at least one further plastic material as an outer layer. Also described is the use of these moldings and composite bodies which are stable in relation to diffusion and which cause low fogging, e.g. as dashboards or door trims in the construction of vehicles, furniture, machines or apparatus.Type: GrantFiled: July 31, 1996Date of Patent: June 2, 1998Assignee: Bayer AktiengesellschaftInventors: Peter Haas, Ulrich Liman
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Patent number: 5756558Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising a compound having the following formula I: ##STR1## where R.sup.1 is hydrogen or a linear or branched C1-C4 alkyl or a C1-C4 hydroxyalkyl group;R.sup.2 and R.sup.3 independently are hydrogen, hydroxy, a linear or branched C1-C4 alkyl or a linear or branched C1-C4 hydroxyalkyl group; andR.sup.4 is a linear or branched C1-C10 hydroxyalkyl group.Type: GrantFiled: July 3, 1996Date of Patent: May 26, 1998Assignee: Air Products and Chemicals, Inc.Inventors: Ann Coates Lescher Savoca, Richard Paul Underwood, Richard Van Court Carr, James Stephen Emerick
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Patent number: 5756557Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising a compound represented by the following formula I or II, or any blend of compounds I and II.Type: GrantFiled: May 6, 1997Date of Patent: May 26, 1998Assignee: Air Products and Chemicals, Inc.Inventors: Michael John Kimock, Mark Leo Listemann
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Patent number: 5741879Abstract: An energy-polymerizable composition derived from ingredients comprising: a cyanate ester monomer or oligomer comprising an organic radical bonded through aromatic carbon atoms to at least two --OCN groups; a low molecular weight polyalkylene glycol; and an organometallic compound in which at least one carbon atom of an organic group is bonded to a metal atom. The composition can be cured by at least one of thermal energy, radiation, and accelerated particles, to produce a cured, homogeneous composition.Type: GrantFiled: March 3, 1995Date of Patent: April 21, 1998Assignee: Minnesota Mining and Manufacturing CompanyInventor: Fred B. McCormick
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Patent number: 5739249Abstract: The invention relates to a new process for the preparation of cellulose-containing material provided with a dry-strength and wet-strength finish and/or sized, characterised in that the cellulose-containing material is treated with a water-dispersible polyisocyanate mixture (I), which contains tertiary amino and/or ammonium groups, optionally polyether units and optionally hydrophobic groups.Type: GrantFiled: August 8, 1995Date of Patent: April 14, 1998Assignee: Bayer AktiengesellschaftInventors: Jurgen Reiners, Hans-Josef Laas, Joachim Konig, Helmut Reiff, Joachim Probst, Bruno Bomer, Reinhard Halpaap, Fritz Puchner, Harro Traubel
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Patent number: 5734002Abstract: Urethane(meth)acrylates are obtainable bya) reacting polyether(meth)acrylates or polyester(meth)acrylates, which may also have at least one free hydroxyl group, with primary or secondary amino compounds which have at least one hydroxyl group, so that from 0.5 to 60 mol % of the (meth)acrylate groups are present in the form of Michael adducts with the amino compounds, andb) subsequently reacting the product obtained in a) with isocyanates.Type: GrantFiled: March 6, 1996Date of Patent: March 31, 1998Assignee: BASF AktiengesellschaftInventors: Wolfgang Reich, Erich Beck, Edmund Keil, Ulrich Jager, Matthias Lokai, Werner Fries, Eberhard Ambach
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Patent number: 5719229Abstract: This invention relates to solid elastomeric polyurethanes prepared by reacting, in an open mold at an isocyanate index of 80 to 120,(a) an isocyanate prepolymer having an isocyanate content of 3 to 15% by weight and a number average molecular weight of 550 to 20,000 prepared by the reaction of(1) organic polyisocyanates having 2 to 3 NCO groups, and(2) isocyanate-reactive polyester polyols having two to three isocyanate-reactive hydroxyl groups and a number average molecular weight of 400 to 10,000 and prepared in the presence of an esterification catalyst, and optionally containing other isocyanate-reactive compounds,wherein the equivalent ratio of isocyanate groups to isocyanate-reactive groups is 1.2:1 to 34:1;(b) a diol chain extender, optionally in admixture with a crosslinker and/or an amino-containing chain extender and/or crosslinker;(c) 0.001 to 10% by weight, based on the weight of the isocyanate prepolymer, of a catalyst; and(d) 0.Type: GrantFiled: December 28, 1995Date of Patent: February 17, 1998Assignee: Bayer CorporationInventors: Richard S. Pantone, Ashok M. Sarpeshkar
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Patent number: 5710230Abstract: This invention relates to a process for the production of polyurethane/urea moldings from a reaction injection molding process by processing the reaction mixture consisting of a diisocyanate and an isocyanate-reactive component via the one-shot process at an isocyanate index of about 80 to 130. The diisocyanate is an unmodified cycloaliphatic diisocyanate. The isocyanate-reactive component consists of 1) at least one polyol having functional groups which are hydroxyl groups, amine groups, or mixtures of hydroxyl groups and amine groups such that the equivalent ratio of hydroxyl groups to amine groups is from 0:1 to 1:1, and 2) at least one chain extender which is selected from diols, triols, primary aliphatic amines, secondary aliphatic amines, aminoalcohols and mixtures thereof. The equivalent ratio of hydroxyl groups to amine groups in the chain extender component is from 1:2 to 10:1.Type: GrantFiled: June 4, 1996Date of Patent: January 20, 1998Assignees: Bayer Corporation, Bayer AktiengesellschaftInventors: David D. Steppan, Neil H. Nodelman, Eduard Mayer, A. Donald Meltzer, Albert Magnotta
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Patent number: 5705594Abstract: Liquid polyamine crosslinking agent formulations based on trimerized toluylene 2,4- and/or 2,6-diisocyanate, with formation of an isocyanurate structure and hydrolysis of the isocyanate groups to amine groups, are described. The novel crosslinking agent formulations have a content of 40 to 80% of the total weight of the solids content of the crosslinking agent formulation of 1,3,5-tris-(3-amino-4-methyl-phenyl,2-methyl-3-aminophenyl) isocyanurate (I) which is not further condensed, and a content of not more than 1.0% of the total weight of the crosslinking agent formulations of toluylene-2,4- and/or -2,6-diamine (III). For the preparation, toluylene diisocyanate is trimerized, to form the isocyanurate structure, until 10 to 25% of the NCO groups have been reacted.Type: GrantFiled: December 16, 1996Date of Patent: January 6, 1998Assignee: Bayer AktiengesellschaftInventors: Klaus Konig, Otto Neuner, Werner Rasshofer
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Patent number: 5693738Abstract: A composition for a urethane-base plastic lens, comprising:(a) at least one ester compound selected from the group consisting of isocyanate compounds, isothiocyanate compounds and isocyanato-containing isothiocyanate compounds,(b) at least one active hydrogen compound selected from the group consisting of hydroxyl compounds, mercapto compounds and mercapto-containing hydroxyl compounds,(c) a tertiary amine, and(d) a Lewis acid;a plastic lens obtained by heating and curing the composition, and a process for the production of the plastic lens. The composition has a long pot life and can produce an optically uniform plastic lens in a short time.Type: GrantFiled: March 29, 1995Date of Patent: December 2, 1997Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Koju Okazaki, Chitoshi Shimakawa, Mamoru Tanaka, Yoshinobu Kanemura, Teruyuki Nagata, Seiichi Kobayashi, Yoko Tajiri, Nobuya Kawauchi, Katsuyoshi Sasagawa
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Patent number: 5691440Abstract: A process for preparing isocyanate adducts having a high proportion of monoisocyanurate using a quaternary ammonium carboxylate trimerization catalyst. Also claimed are specific carboxylate catalysts, together with a process for producing the catalysts. The catalysts are particularly useful for trimerizing hexamethylene diisocyanate and isophorone diisocyanate.Type: GrantFiled: October 5, 1995Date of Patent: November 25, 1997Assignee: Arco Chemical Technonogy, L.P.Inventors: Lawrence E. Katz, Edward A. Barsa, Benjamin W. Tucker, Paul V. Grosso
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Patent number: 5646229Abstract: The present invention has for its object to obtain a composition for moisture curing hot melt adhesives superior in both moisture curing reactivity after adhesion and thermal stability in the use.The composition for moisture curing hot melt adhesives according to the present invention is characterized by containing a urethane prepolymer having isocyanate group in its end and a compound having a structure represented by the following formula (I): ##STR1## (where X, Y and Z in the formula (I) are alkyl groups or groups represented by the following formula (II), and at least one of X, Y and Z is a group represented by the formula (II): ##STR2## n in the formula (II) is an integer from 1 through 10, and R.sub.1 and R.sub.2 are hydrogen or alkyl groups.Type: GrantFiled: May 6, 1996Date of Patent: July 8, 1997Assignee: Sekisui Kagaku Kogyo Kabushiki KaishaInventor: Kazuho Kudo
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Patent number: 5596073Abstract: The present invention relates to solutions which can be directly shaped in anhydrous dimethylalkyleneurea, based on a polyimide obtained from an aromatic dianhydride and an aromatic diisocyanate.It also relates to the process for the production of the above solutions, as well as to a process for spinning these solutions and to the yarns and fibres thus obtained.Type: GrantFiled: April 14, 1995Date of Patent: January 21, 1997Assignee: S.N.C. KermelInventors: Philippe Michaud, Jean Russo
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Patent number: 5591819Abstract: The present invention provides compositions and method of using an aldimine oxazolidine compound having the formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are, individually, a hydrogen atom, a methyl or methylol group, an ethyl or ethylol group, a straight chain or branched chain alkyl or alkanol group, a cycloalkyl group, or an aryl group, including any of the above groups substituted by nitro, halogen, thiol and amino functional groups, such that when R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are hydrogen atoms, R.sub.3 and R.sub.4 are not hydrogen atoms, further, R.sub.7 and R.sub.Type: GrantFiled: October 11, 1994Date of Patent: January 7, 1997Assignee: Angus Chemical CompanyInventors: Chih-Yueh Chou, Marina D. Hoffman
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Patent number: 5571623Abstract: Fine polyurethane particles or fine polyurethane gel particles, which have been surface-covered with colloidal polyurea particles, are provided. They are produced by emulsion polymerization of a polyisocyanate compound and an active-hydrogen-containing compound in an inert liquid while using colloidal polyurea particles as an emulsifier.Type: GrantFiled: September 27, 1994Date of Patent: November 5, 1996Assignees: Dainichiseika Color & Chemical Mfg. Co., Ltd., Ukima Colour & Chemicals Mfg, Co., Ltd.Inventors: Katsumi Kuriyama, Takao Endoh, Teruo Akita
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Patent number: 5569727Abstract: The invention describes anisotropic polymers of diepoxide A having the formula (I) ##STR1## and anisotropic polymers of diisocyanate B having the formulas (II) to (VII) ##STR2## where as defined in the specification.Type: GrantFiled: May 8, 1995Date of Patent: October 29, 1996Assignee: Europeaische WirtschaftsgemeinschaftInventors: Werner Mormann, Christoph Irle
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Patent number: 5567791Abstract: A method whereby the properties, particularly the recrystallisation temperature, of thermoplastic polyurethane elastomers, particularly those suitable for processing by extrusion, are kept constant during continuous manufacture in screw-type extruding machines by continuously adding substantially straight-chain hydroxyl-terminated polyols having a molecular weight of 500 to 5000, organic diisoicyanates and diol and optionally triol chain-lengthening agents having a molecular weight of 62 to 500, the molar ratio of polyols to chain-lengthening agents being 1:1 to 1:5, and by continuous addition of a catalyst, wherein the recrystallisation temperature is set at a value at least 2.degree. C.Type: GrantFiled: February 21, 1995Date of Patent: October 22, 1996Assignee: Bayer AktiengesellschaftInventors: Wolfgang Br auer, Friedemann M uller, Herbert Heidingsfeld, Bernhard Schulte, J urgen Winkler
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Patent number: 5567792Abstract: A curing agent for epoxy resins is prepared from an amine and an epoxy, as well as subsequent modification by a polyisocyanate compound, in such a manner that the curing agent is in the form of small spherical particles. The particles can be as small as 0.1 microns. This curing agent can be easily dispersed in curing agent masterbatches and curable compositions with minimal effect on their storage stability. The resulting curable compositions have a wide range of applications, including automobile and electronic adhesives.Type: GrantFiled: June 7, 1995Date of Patent: October 22, 1996Assignee: W. R. Grace & Co.-Conn.Inventors: Souichi Muroi, Hsi-Chuan Tsai
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Patent number: 5554692Abstract: The present invention concerns blocked isocyanate crosslinkers based on pentaerythritol for use in thermosetting coatings. More particularly, the invention pertains to thermosetting protective coatings containing a coreactive binder polymer comprising a hydroxyl functional matrix polymer adapted to coreact with a blocked isocyanate comprising pentaerythritol reacted with excess equivalents of isocyanate where excess isocyanate groups are blocked with a blocking agent. Pentaerythritol comprises between about 20% and 100% by weight of the polyol reactants reacted with excess isocyanate groups while the blocked crosslinker comprises between about 10% and 50% by weight of the thermosetting binder components. The preferred thermosetting coating is powder coating.Type: GrantFiled: January 6, 1994Date of Patent: September 10, 1996Assignee: Ferro CorporationInventor: Alistair J. Ross
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Patent number: 5550191Abstract: A catalyzed polyurethane reactive hot melt adhesive is prepared from a reactive polyurethane prepolymer and 0.05 to 0.6% by weight of a 2,2'dimorpholinoethyl ether or di(2,6-dimethylmorpholinoethyl)ether catalyst. The adhesive is characterized by improved curing speed with little or no effect on the thermal stability.Type: GrantFiled: April 25, 1995Date of Patent: August 27, 1996Assignee: National Starch and Chemical Investment Holding CorporationInventors: Ju M. Hung, Malcolm Graham
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Patent number: 5512602Abstract: A process for the preparation of polyurethane foams, preferably semirigid polyurethane foams, having an improved foam structure involves reactinga) organic and/or modified organic polyisocyanates withb) polyhydroxyl compounds containing at least 2 reactive hydrogen atoms andc) crosslinking agents which comprise at least one polyoxyalkylene-polyol having a mean functionality of from 3 to 8 and a hydroxyl number of from 200 to 1300 ppm and a content of alkali metal ions of from 150 to 1200 ppm,in the presence ofd) blowing agents,e) if desired catalysts,f) inorganic and/or organic acids as additives andg) if desired auxiliaries.Type: GrantFiled: March 11, 1994Date of Patent: April 30, 1996Assignee: BASF AktiengesellschaftInventors: Peter Horn, Werner Hinz, Ludwig Jung
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Patent number: 5506328Abstract: This invention relates to a process for coating a substrate comprising contacting the substrate with a low volatile organics, moisture curable, two-component coating composition comprising an admixture of an A-side and a B-side, said A-side comprising an aliphatic polyisocyanate having an isocyanate index relative to the number of isocyanate-reactive groups in said coating composition of at least about 200, preferably at least about 300, more preferably at least about 500, said B-side comprising a tertiary amine catalyst and optionally an isocyanate-reactive compound selected from the group consisting of monoahls, polyols, imines, oxazolidines, and combinations thereof, said coating composition optionally containing a solvent in an amount of less than about 45%, based upon the weight of the polyisocyanate in said coating composition, said coating composition having a viscosity as measured by ZAHN cup 2 of less than about 200 seconds, said composition being essentially free of any volatile mono- and di-isocyanType: GrantFiled: May 24, 1993Date of Patent: April 9, 1996Assignee: Olin CorporationInventors: Kiran B. Chandalia, Michael J. Morgan, James M. O'Connor, Stephen L. Goldstein
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Patent number: 5504180Abstract: This invention relates to a process for the preparation of polyurethane articles from uretonimine based compositions.Type: GrantFiled: December 3, 1993Date of Patent: April 2, 1996Assignee: ECP Enichem Polimeri Netherlands, B.V.Inventor: Stuart B. Smith
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Patent number: 5504145Abstract: Water dispersible, one component, self crosslinkable poly(urethane-urea) composition that is stable and capable of curing at room temperature is prepared by forming a prepolymer comprising an alcoholized drying oil; a diisocyanate, a polyalkylene ether polyol, and a dihydroxy containing alkanoic acid polyol; neutralizing the prepolymer; contacting the neutralized prepolymer with water and diamine wherein the alcoholized drying oil has a sufficient content of monoglycerides to allow for chain extension in step (C) and the poly(urethane-urea) self-crosslinks upon drying. The waterborne poly(urethane-urea) composition exhibits good chemical resistance, adhesion, abrasion, and high gloss properties when used as a coating.Type: GrantFiled: August 31, 1993Date of Patent: April 2, 1996Assignee: The Thompson Minwax CompanyInventor: Urvee Y. Treasurer
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Patent number: 5502147Abstract: The present invention is directed to polyurethane moldings produced via the RIM process. These polyurethane moldings have excellent reactivity, demold properties (at a 30 s demold), and good elongation and tear strength, and comprise the reaction product of an aliphatic polyisocyanate having a viscosity of less than about 20,000 mPa.multidot.s at 25.degree. C. and a NCO functionality of 2.3 to 4.0 with an isocyanatereactive component comprising b1) a relatively high molecular weight organic compound containing at least one of the groups selected from the group consisting of hydroxy groups and amine groups; and b2) a low molecular weight chain extender selected from the group consisting of diols, triols, primary amines, secondary amines, aminoalcohols, and mixtures thereof; in the presence of a catalyst. The OH:NH ratio of the chain extender is from 1:1 to 25:1.Type: GrantFiled: December 21, 1993Date of Patent: March 26, 1996Assignee: Bayer CorporationInventors: Neil H. Nodelman, David D. Steppan, Albert Magnotta, Robert M. Loring, Richard E. Keegan, William E. Slack
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Patent number: 5491174Abstract: Novel catalyst compositions comprising complexes of tin(IV) salts and amine compounds are used to prepare polyurethanes, polyureas, polycarbodiimides and polyisocyanurates. The complexes, which preferably employ primary amines, allow delay of gelation until they dissociate under certain reaction conditions. The complexes can be prepared neat or in situ in an active hydrogen containing formulation component. The complexes serve to delay gelation of the formulation because they can be prepared to be relatively stable to moisture and will predictably dissociate upon heating, either as a result of the exothermic nature of the reaction being catalyzed or with application of an external heat source. The catalyst compositions are particularly useful for preparation of carpet underlay and in other applications requiring significant delay prior to gelation.Type: GrantFiled: April 7, 1995Date of Patent: February 13, 1996Assignee: The Dow Chemical CompanyInventors: Laura A. Grier, Paul L. Neill, Ralph D. Priester, Larry W. Mobley, Kenneth W. Skaggs, Robert B. Turner
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Patent number: 5489663Abstract: Polyisocyanates containing isocyanurate groups are prepared by a partial trimerization of (cyclo)aliphatic diisocyanates in the presence of at least one trimerization catalyst selected from the group consisting of tetraalkylammonium alkyl carbonates of the formula (I) ##STR1## (quaternary ammonioalkyl) carbonates having a betaine structure of the formula (II) ##STR2## and the preferred use of the polyisocyanates containing isocyanurate groups which are obtainable in this way is aspolyisocyanate component in polyurethane finishes.Type: GrantFiled: December 15, 1994Date of Patent: February 6, 1996Assignee: BASF AktiengesellschaftInventors: Peter Brandt, Bernd Bruchmann, Gerhard Laqua, Franz Merger, Andreas Otterbach, Konrad Stiefenhofer, Tom Witzel, Stefan Wolff, Rainer Becker
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Patent number: 5478897Abstract: A polyurethane adhesive composition prepared by incorporating phosphorus oxy acid or a derivative thereof, an amine compound and an epoxy resin into an organic polyisocyanate and an organic polyol.The polyurethane adhesive composition is employed in the manufacture of composite films by lamination of various plastic films, metal foils and so forth. The composition is excellent in adhesive properties, acid resistance and hot water resistance.Type: GrantFiled: April 18, 1994Date of Patent: December 26, 1995Assignee: Takeda Chemical Industries, Ltd.Inventors: Shigetoshi Sasano, Teruo Hori, Kyuya Yamazaki
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Patent number: 5468832Abstract: The present invention relates to heat-curable reaction resin mixtures comprising at least one organic polyisocyanate, at least one organic compounds having epoxy rings, and mixtures of certain tertiary amines as reaction accelerators. These reaction resin mixtures are suitable as casting resins for mold making and for the production of various kinds of composites. The curing of the resins takes place in economically reasonable time periods, without excessive evolution of heat, while avoiding shrinkage and the formation of cracks and bubbles.Type: GrantFiled: May 1, 1995Date of Patent: November 21, 1995Assignee: Bayer AktiengesellschaftInventors: Lutz Schrader, Hans-Dieter Jakob, Hanns-Peter Muller, Johann Niggemann