Polyoxy Alcohol Moiety Patents (Class 560/26)
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Patent number: 5703193Abstract: A process for reducing the amount of residual organic diisocyanate monomer in a polyurethane prepolymer reaction product mixture which comprises distilling the polyurethane prepolymer reaction product mixture in the presence of a combination of at least one inert first solvent with a boiling point below the boiling point of the residual organic diisocyanate monomer and at least one inert second solvent with a boiling point above the boiling point of the residual organic diisocyanate monomer, at a temperature which exceeds the vaporization temperature of the residual organic diisocyanate monomer and which is below the decomposition temperature of the polyurethane prepolymer.Type: GrantFiled: June 3, 1996Date of Patent: December 30, 1997Assignee: Uniroyal Chemical Company, Inc.Inventors: Ronald Owen Rosenberg, Ajaib Singh, Christopher James Maupin, Brian Scott Lombardo
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Patent number: 5698731Abstract: A process is described for the preparation of aromatic carbamates in which an organic carbonate in a stoichiometric quantity or in a quantity higher than the stoichiometric value is reacted with an aromatic amine operating in the presence of a carbamation catalyst, wherein this catalyst is selected from N,N-substituted carbamate complexes of zinc or copper.The process gives high yields and selectivity in the useful reaction product.Type: GrantFiled: June 27, 1996Date of Patent: December 16, 1997Assignee: Ministero dell `Universita` e della Ricerca Scientifica e TecnologicaInventors: Aldo Bosetti, Pietro Cesti, Fausto Calderazzo
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Patent number: 5696221Abstract: Elastomers with improved physical properties, particularly hardness and rebound, may be prepared by the diamine chain extension or moisture cure of low isocyanate group content, toluene diisocyanate-based prepolymers prepared from a polyol component comprising a high molecular weight, low unsaturation polyoxypropylene diol and a low molecular weight diol. The elastomers are useful for applications such as rollers and other applications where hardness and rebound are important.Type: GrantFiled: July 15, 1996Date of Patent: December 9, 1997Assignee: ARCO Chemical Technology, L.P.Inventors: Nigel Barksby, Bruce D. Lawrey, Susan M. Clift
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Patent number: 5691441Abstract: Substitution of from 5 to 50 equivalent percent of an ultra-low unsaturation polyoxypropylene diol for PTMEG in isocyanate-terminated prepolymers used in spandex production is found to lower considerably both prepolymer viscosity and hysteresis while substantially retaining other desirable physical properties. Such products may offer higher fiber production rates than are possible while employing an all PTMEG-derived polymer.Type: GrantFiled: October 11, 1996Date of Patent: November 25, 1997Assignee: Arco Chemical Technology, L.P.Inventors: Stephen D. Seneker, Bruce D. Lawrey
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Patent number: 5688989Abstract: A polyurethane composition for the production of single-component polyurethane foams on dry or wet substrates, wherein the composition is the reaction product of a polyol with a molar excess of difunctional or polyfunctional isocyanates and wherein 10% to 80% by weight of the polyol has been replaced by a nonionic surfactant containing at least one hydroxyl group.Type: GrantFiled: July 3, 1996Date of Patent: November 18, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Peter Daute, Roland Gruetzmacher, Johann Klein, Hermann Kluth, Rainer Hoefer
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Patent number: 5688759Abstract: Nitrogen-free anionic conditioning formulations containing sulfated polyol fatty acid esters corresponding to formula (I): ##STR1## in which R.sup.1 CO is a linear or branched, saturated or unsaturated acyl radical containing 6 to 22 carbon atoms, R.sup.2 represents hydrogen, an OCR.sup.1 group or an SO.sub.3 X group, R.sup.3 is hydrogen or an (OCH.sub.2 CH.sub.2).sub.m OR.sup.2 group, n is 0 or a number of 1 to 5, m is 0 or a number of 1 to 10, and X is an alkali metal, alkaline earth metal, ammonium, alkylammonium, alkanolammonium or glucammonium ion.Type: GrantFiled: March 22, 1996Date of Patent: November 18, 1997Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Ansgar Behler, Gunther Uphues, Bernd Wahle
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Patent number: 5686633Abstract: Inks, particularly inks for ink jet printing, contain at least one compound of the formula I ##STR1## as a stabilizer. The symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.3 ' and R.sub.4 ' are as defined in claim 1. The compounds are in part novel and are suitable for use as light stabilizers for organic materials.Type: GrantFiled: December 31, 1991Date of Patent: November 11, 1997Assignee: Ciba Specialty Chemicals CorporationInventors: Eric Vieira, Hugh Stephen Laver
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Patent number: 5677412Abstract: Poly(ether-urethanes) can be made from cyclic ethers and organic isocyanates by using selected metal compounds as catalysts. Polymers useful as thermoplastic elastomers, spandex fibers or urethane rubbers can be made by reacting diisocyanates containing functional groups with a tetrahydrofuran, especially tetrahydrofuran itself. The invention also discloses an improved process for the cationic polymerization of a cyclic ether by using an organic isocyanate.Type: GrantFiled: March 19, 1996Date of Patent: October 14, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: Neville Everton Drysdale
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Patent number: 5635542Abstract: The present invention relates to a process for the production of hydroxyl-group-containing compounds suitable for the polyisocyanate polyaddition process from polyurea and/or polyurethane polyurea wastes by treating polyurea and/or polyurethane polyurea wastes with diols and/or polyols at temperatures from 160.degree. to 260.degree. C., the water present in the reaction vessel preferably being removed by distillation during the heating-up phase, characterized in that 1,3-dicarbonyl compounds are added to the reaction mixture before or during the reaction.Type: GrantFiled: June 16, 1995Date of Patent: June 3, 1997Assignee: Bayer AktiengesellschaftInventors: Thomas Munzmay, Werner Rasshofer, Walter Meckel
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Patent number: 5623085Abstract: A method for reducing the amount of microfoam in a spray-applied clear waterborne composition is provided, the clear waterborne composition including an emulsion-polymerized addition polymer bearing at least one first reactive group and a reactive modifier bearing one second reactive group and a water-soluble group, the second reactive group being reactive with the first reactive group; applying the composition to a substrate using a spray method; and drying the composition. A reduced amount of microfoam improves the clarity of a film of the composition. Also provided are monofunctional carbodiimide reactive modifiers and substrates bearing the spray-applied clear compositions.Type: GrantFiled: June 6, 1995Date of Patent: April 22, 1997Assignee: Rohm and Haas CompanyInventors: Matthew S. Gebhard, Linda S. Smith, James C. Day
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Patent number: 5618967Abstract: The present invention to water-blown integral skin polyurethane foam compositions, molded polyurethane articles, a process of preparing said articles, and an isocyanate composition for use therein. In particular, the invention relates to water-blown integral skin molded polyurethane articles having particularly advantageous physical properties, and compositions useful for producing such articles.In particular, the invention provides a polyurethane composition which has an isocyanate component (a) an isocyanate reactive component (b), a blowing agent comprising water (c), a polyether (d) selected from the group consisting of polytetrahydrofuran and polyethylene glycol having a number average molecular weight of from 200 to 2000 and optionally, one or more additives (e) from the group consisting of catalysts, chain extenders, oxo alcohols, and mixtures thereof.Type: GrantFiled: October 30, 1995Date of Patent: April 8, 1997Assignee: BASF CorporationInventors: Thirumurti Narayan, Valeri L. Voloppi
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Patent number: 5606004Abstract: A process for preparing liquid lacquer polyisocyanates with aliphatically and aromatically bound isocyanate groups and an NCO content of 5 to 25 wt. % by trimerizing an isocyanate component A), containing A1) 70 to 100 wt. % of diisocyanatotoluene and A2) 0 to 30 wt. % of other aromatic isocyanates and B) aliphatic lacquer polyisocyanates, optionally with prior, simultaneous and/or subsequent reaction of a portion of the isocyanate groups with an alcohol component C) having a molecular weight of 32 to 900, and optionally in the presence of D) inert solvents; the resulting lacquer polyisocyanates; and their use in coating compositions, in particular as a cross-linking agent for polyhydroxyl compounds in two-component polyurethane coating compositions.Type: GrantFiled: July 31, 1995Date of Patent: February 25, 1997Assignee: Bayer AktiengesellschaftInventors: Martin Brahm, Josef Pedain, Lutz Schmalstieg
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Patent number: 5591779Abstract: Process for preparing a flexible foam by reacting a prepolymer having an NCO value of 3-15% by weight, which is the reaction product obtained by reacting an excessive amount of a polyisocyanate with a polyether polyol or a mixture of such polyols, said polyol or mixture having an average nominal hydroxyl functionality of from 2 to 6, an average hydroxyl equivalent weight of from 500 to 5000 and an oxyethylene content of at least 50% by weight, with water, the amount of water being 15-500 parts by weight per 100 parts by weight of prepolymer, at the start of the reaction the temperature of the prepolymer being 10.degree.-50.degree. C. and the temperature of the water being 10.degree.-50.degree. C. higher than the temperature of the prepolymer and a process for preparing a flexible foam by reacting the above prepolymer with water in the presence of a superabsorbent polymer.Type: GrantFiled: November 20, 1995Date of Patent: January 7, 1997Assignee: Imperial Chemical Industries PLCInventors: Gerhard J. Bleys, Dirk Gerber, Vivane G. J. Neyens
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Patent number: 5585409Abstract: A process for producing moldings containing ester and urethane groups and having a cellular core and a compacted surface zone, preferably shoe soles, comprises reactinga) isocyanate semiprepolymers containing ester groups and having an isocyanate content of from 10 to 26% by weight, which in turn are prepared by reactingai) 4,4'-MDI or mixtures of 4,4'-MDI and modified or unmodified MDI isomers,withaii) difunctional to trifunctional polyester polyols having molecular weights of from 600 to 3000 andaiii) at least one branched-chain dihydroxy compound containing at least one bonded ester unit as bridge and having a molecular weight of up to 500,withb) at least one relatively high molecular weight polyhydroxyl compound and, if desired,c) low molecular weight chain extenders and/or crosslinkers in the presence ofd) blowing agents,e) catalystsand, if desired,f) additives in a closed mold with compaction.Type: GrantFiled: May 24, 1996Date of Patent: December 17, 1996Assignee: BASF AktiengesellschaftInventors: Otto Volkert, Peter Brandt, Harald Fuchs
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Patent number: 5574083Abstract: Disclosed are certain aromatic polycarbodiimides. Also disclosed is the use of an aromatic polycarbodiimide containing only aromatic carbodiimide groups as a cross-linker for a coating binder polymer bearing carboxyl groups.Type: GrantFiled: April 29, 1994Date of Patent: November 12, 1996Assignee: Rohm and Haas CompanyInventors: Ward T. Brown, James C. Day
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Patent number: 5574122Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing up to 25% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane or urea groups and such that the polyisocyanate mixture remains stable and homogeneous in storage for 3 months at 25.degree. C. andiv) containing siloxane groups (calculated as SiO, MW 44) in an amount of 0.002 to 50% by weight,wherein the preceding percentages are based on the solids content of the polyisocyanate mixture, excluding any unreacted organic diisocyanate, and wherein the siloxane groups are incorporated by reacting an isocyanate group with a compound containing one isocyanate-reactive group directly attached to a carbon atom and one or more siloxane groups.Type: GrantFiled: September 29, 1995Date of Patent: November 12, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5574124Abstract: Isocyanate prepolymers having an NCO content of 1.5 to 5.0 wt. % and a monomeric diisocyanate content of less than 0.5 wt. % which are the reaction products ofA) aromatic or cycloaliphatic diisocyanates withB) mixtures ofB1) polyether polyols having a molecular weight of 1000 to 3000 andB2) polyester carbonate diols having a molecular weight of 700 to 3000,wherein components B1) and B2) are present in a weight ratio of 0.25:1 to 1.5:1;a process for the preparation of these isocyanate prepolymers by reacting the preceding starting materials at an NCO/OH equivalent ratio of at least 1.5:1 and optionally with subsequent removing unreacted monomeric diisocyanate by distillation; and the use of these isocyanate prepolymers as binders for sealing or coating compositions.Type: GrantFiled: August 3, 1995Date of Patent: November 12, 1996Assignees: Bayer Aktiengesellschaft, Bayer CorporationInventors: Lutz Schmalstieg, Rainer Rettig, Ulrich Walter, Edwin R. Hortelano
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Patent number: 5565606Abstract: The invention relates to compounds of the formula I ##STR1## in which A denotes hydrogen or an amino protective group, B denotes one or more amino acids, X denotes alkylene or aralkylene, Y.sup.1, Y.sup.2, Y.sup.3 and Y.sup.4 are identical or different and denote hydrogen, methyl, methoxy or nitro, V denotes hydrogen or a carboxyl protective group, W denotes --[CH.sub.2 ].sub.n -- or --O--[CH.sub.2 ].sub.n --, m denotes 0 or 1, n denotes 0 to 6, and p denotes 0 to 5, to a process for their preparation. The compounds of formula I are useful as linkage agents or anchor groups in the solid-phase synthesis of peptide aminoalkylamides and peptide hydrazides.Type: GrantFiled: June 8, 1994Date of Patent: October 15, 1996Assignee: Hoechst AktiengesellschaftInventors: Gerhard Breiphol, Jochen Knolle
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Patent number: 5556891Abstract: The invention relates to prepolymers containing isocyanate groups which can be prepared by reactinga) organic isocyanates withb) polyetherols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400 and/or polyesterols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400,c) isocyanate-reactive compounds which are at least difunctional and have molecular weights of from 18 to 399, and, if desired,d) Lewis and/or Bronsted acidic compounds ande) conventional auxiliaries and additives, such as antioxidants, light stabilizers or fillers,wherein at least one aromatic aminopolyether alcohol of the formula ##STR1## where R is aryl, alkylaryl containing one or more C.sub.1 - to C.sub.4 -alkyl groups, haloaryl, nitroaryl or cyanoaryl,R' and R" are identical or different and are, independently of one another, hydrogen, alkyl, aryl, aralkyl, alkoxyalkyl, alkoxyaryl or aroxyaryl,x and y are independent of one another andx+y.gtoreq.Type: GrantFiled: November 1, 1995Date of Patent: September 17, 1996Assignee: BASF Schwarzheide GmbHInventors: Holger Seifert, Juergen Winkler, Regina Pretzsch, Robert O'Meara
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Patent number: 5541281Abstract: The present invention is directed to a polyisocyanate mixturei) having an NCO content of 5 to 35% by weight and prepared from an organic diisocyanate,ii) containing less than 5% by weight of isocyanurate groups (calculated as N.sub.3, C.sub.3, O.sub.3, MW 126),iii) containing allophanate groups in an amount such that there are more equivalents of allophanate groups than urethane groups andiv) containing fluorine (calculated as F, AW 19) in an amount of 0.001 to 50% by weight, based on solids.,wherein fluorine is incorporated with compounds containing two or more carbon atoms, one or more hydroxyl groups and one or more fluorine atoms. The present invention is also directed to a process for the production of this polyisocyanate mixture and to its use, optionally in blocked form, as an isocyanate component in one- or two-component coating compositions.Type: GrantFiled: December 20, 1994Date of Patent: July 30, 1996Assignee: Bayer CorporationInventors: Philip E. Yeske, Edward P. Squiller, William E. Slack
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Patent number: 5539010Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 40 to 90 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw 3-ring oligomers of polymethylenepolyphenyl polyisocyanate;(iv) 1 to 20 pbw of n-ring oligomers ofpolymethylene polyphenyl polyisocyanate (n being greater than 3); and(v) 1 to 10 pbw of a mixture of uretonimine with from 5 to 50 parts by weight of a propoxylated propylene glycol (b) having a number average molecular weight of between 2000 and 6000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of from 20 to 30 and a viscosity of from 50 to 500 cPs.Type: GrantFiled: October 30, 1995Date of Patent: July 23, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5532403Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 30 to 80 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw of a mixture of uretoniminewith from 10 to 70 parts by weight of a polyol (b) having a number average molecular weight of between 1000 and 10,000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of less than 20 and a viscosity of from 200 to 1000 cPs.Type: GrantFiled: October 25, 1995Date of Patent: July 2, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5532285Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 30 to 80 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw of a mixture of uretonimine with from 10 to 70 parts by weight of a polyol (b) having a number average molecular weight of between 1000 and 10,000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of less than 20 and a viscosity of from 200 to 1000 cPs.Type: GrantFiled: October 23, 1995Date of Patent: July 2, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5530154Abstract: The invention relates to prepolymers containing isocyanate groups which can be prepared by reactinga) organic isocyanates withb) polyetherols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400 and/or polyesterols containing at least 2 hydroxyl groups per molecule and having molecular weights of greater than 400,c) isocyanate-reactive compounds which are at least difunctional and have molecular weights of from 18 to 399, and, if desired,d) Lewis and/or Bronsted acidic compounds ande) conventional auxiliaries and additives, such as antioxidants, light stabilizers or fillers,wherein at least one aromatic aminopolyether alcohol of the formula ##STR1## where R is aryl, alkylaryl containing one or more C.sub.1 - to C.sub.4 -alkyl groups, haloaryl, nitroaryl or cyanoaryl,R' and R" are identical or different and are, independently of one another, hydrogen, alkyl, aryl, aralkyl, alkoxyalkyl, alkoxyaryl or aroxyaryl,x and y are independent of one another andx+y.ltoreq.Type: GrantFiled: May 17, 1995Date of Patent: June 25, 1996Assignee: BASF Schwarzheide GmbHInventors: Holger Seifert, Juergen Winkler, Regina Pretzsch, Robert O'Meara
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Hydroxy and amino functional pyrrolizidine catalyst compositions for the production of polyurethanes
Patent number: 5512603Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, cell stabilizer and a catalyst composition consisting essentially of a pyrrolizidine of the formula: ##STR1## where R.sub.1 and R.sub.2 independently are --H, --OH, ##STR2## or --NR.sub.4 R.sub.5, R.sub.3 is hydrogen, a C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.6 -C.sub.10 aryl, or C.sub.7 -C.sub.11 arylalkyl group, andR.sub.4 and R.sub.5 independently represent H, a C.sub.1 -C.sub.12 alkyl group, C.sub.5 -C.sub.10 cycloalkyl, C.sub.6 -C.sub.10 aryl, or C.sub.7 -C.sub.11 arylalkyl group, provided that at least R.sub.1 or R.sub.2 is not hydrogen.Type: GrantFiled: February 22, 1994Date of Patent: April 30, 1996Assignee: Air Products and Chemicals, Inc.Inventors: Richard V. C. Carr, Kevin R. Lassila, Mark L. Listemann, Lisa A. Mercando, Kristen E. Minnich, Ann C. L. Savoca, Amy L. Wressell -
Patent number: 5510053Abstract: Disclosed as a particular isocyanate prepolymer composition particularly suitable for use in polyurethane compositions having particular applicability for producing microcellular molded polyurethane articles particularly suitable for use as sealing devices. In particular, the isocyanate prepolymer composition is the result of reacting an isocyanate blend (a) having(i) 0 to 10 pbw 2,4'-diphenylmethane diisocyanate;(ii) 40 to 90 pbw 4,4'-diphenylmethane diisocyanate;(iii) 1 to 10 pbw 3-ring oligomers of polymethylene polyphenyl polyisocyanate;(iv) 1 to 20 pbw of n-ring oligomers of polymethylene polyphenyl polyisocyanate (n being greater than 3); and(v) 1 to 10 pbw of a mixture of uretonimine with from 5 to 50 parts by weight of a propoxylated propylene glycol (b) having a number average molecular weight of between 2000 and 6000, and a hydroxyl number of between 10 to 75. The resulting isocyanate prepolymer (I) has a free NCO of from 20 to 30 and a viscosity of from 50 to 500 cPs.Type: GrantFiled: December 29, 1994Date of Patent: April 23, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, Steven Hicks
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Patent number: 5510432Abstract: Isocyanate prepolymers based on an aromatic diisocyanate and a polyether polyol in which at least 95% of the isocyanate groups are blocked by blocking agents selected fromA) about 50 to about 97 equivalent % of a phenol or substituted phenol,B) about 30 to about 50 equivalent % of a pyrazole or a substituted pyrazole andC) 0 to about 10 equivalent % of a blocking agent different from A) and B).These blocked isocyanate prepolymers are particularly useful for the production of flexible epoxy resin systems.Type: GrantFiled: May 31, 1995Date of Patent: April 23, 1996Assignee: Bayer AktiengesellschaftInventors: Lutz Schmalstieg, Rainer Rettig, Eberhard Konig
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Patent number: 5498740Abstract: Compositions which, in the form of aqueous dispersions or of solutions in organic solvents, are suitable for the treatment of fiber materials can be obtained by reaction of organic phosphites and quinones and subsequent reaction with mono-, di- or polyisocyanates. Flame-retardant properties having a good permanence are imparted, above all, to fabrics comprising polyester fibers by this procedure.Type: GrantFiled: March 5, 1993Date of Patent: March 12, 1996Assignee: Ciba-Geigy CorporationInventors: Salman Dermeik, Martina Wanner, Karl-Heinz Lemmer, Reinhold Braun
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Patent number: 5495029Abstract: Novel (meth)acrylates containing urethane groups Novel (meth)acrylates which also contain urethane groups and other polymerizable groups in one and the same molecule and can be polymerized either by means of free radicals and/or cationically are used for the production of coatings, adhesives, photoresists, solder masks or in stereolithography. The mouldings produced therefrom contain a coherent, homogeneous network and have high strength properties, in particular mechanical properties.Type: GrantFiled: August 4, 1994Date of Patent: February 27, 1996Assignee: Ciba-Geigy CorporationInventors: Bettina Steinmann, Jean-Pierre Wolf, Adrian Schulthess, Max Hunziker
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Patent number: 5491252Abstract: The invention provides a liquid polyisocyanate prepolymer composition which is a result of combining about 50 to 90 percent by weight of an isocyanate blend (a.) having 55 to 75 weight percent 4,4'-MDI, 17 to 27 weight percent 2,4'-MDI, 1 to 10 weight percent 3-ring MDI oligomer, and 1 to 15 weight percent n-ring MDI oligomer (n greater than 3); about 5 to 30 weight percent of a polyhydroxy containing polyol (b.) having a molecular weight of from 700 to about 6,000, and about 5 to 15 weight percent of a toluene diisocyanate (c.). The resulting isocyanate prepolymer composition has a free NCO content of from about 20 to 40 weight percent and particularly desirable flow characteristics. The invention further provides a method of making an isocyanate prepolymer composition, a process of making a polyurethane foam utilizing the isocyanate prepolymer composition of the invention, and polyurethane foams produced by the disclosed process.Type: GrantFiled: April 10, 1995Date of Patent: February 13, 1996Assignee: BASF CorporationInventors: Thirumurti Narayan, David J. Lovell, Carlos H. Lopez
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Patent number: 5459221Abstract: The invention provides a liquid polyisocyanate prepolymer composition which is a result of combining about 50 to 90 percent by weight of an isocyanate blend (a.) having 55 to 75 weight percent 4,4'-MDI, 17 to 27 weight percent 2,4'-MDI, 1 to 10 weight percent 3-ring MDI oligomer, and 1 to 15 weight percent n-ring MDI oligomer (n greater than 3); about 5 to 30 weight percent of a polyhydroxy containing polyol (b.) having a molecular weight of from 700 to about 6,000, and about 5 to 15 weight percent of a toluene diisocyanate (c.). The resulting isocyanate prepolymer composition has a free NCO content of from about 20 to 40 weight percent and particularly desirable flow characteristics. The invention further provides a method of making an isocyanate prepolymer composition, a process of making a polyurethane foam utilizing the isocyanate prepolymer composition of the invention, and polyurethane foams produced by the disclosed process.Type: GrantFiled: April 10, 1995Date of Patent: October 17, 1995Assignee: BASF CorporationInventors: Thirumurti Narayan, David J. Lovell, Carlos H. Lopez
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Patent number: 5459222Abstract: Polyurethanes and polyesters are described which are the reaction products of an aromatic, aliphatic or cycloaliphatic diisocyanate, or of a diacid or diacid derivative respectively, with a diol containing a pendent UV-absorbing moiety, optionally also with one or more other diols or diamines. These UV-absorbing polycondensates can be applied to the surfaces of substrates by exhaustion methods or by spraying and act to protect polymers and dyes from degradation by UV radiation. They are therefore useful, either alone or in combination with other coating materials, for the treatment of wood, paper, textiles, leather or other surfaces which are exposed to degrading radiation.Type: GrantFiled: June 4, 1993Date of Patent: October 17, 1995Assignee: Ciba-Geigy CorporationInventors: Juliana Rodgers, Istvan Borsody, Athanasios Karydas, Robert A. Falk, Karl F. Mueller, Michele Kovaleski
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Patent number: 5446118Abstract: A composition of the formula: ##STR1## is disclosed. Polymers of the composition are useful to coat onto substrates to impart oil and water repellency.Type: GrantFiled: September 22, 1994Date of Patent: August 29, 1995Assignee: W. L. Gore & Associates, Inc.Inventors: Ya X. Shen, Robert Thompson
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Patent number: 5414120Abstract: The present invention relates to novel polyether-substituted compounds of imides and their use as surface-active agents.Type: GrantFiled: November 12, 1993Date of Patent: May 9, 1995Assignee: Bayer AGInventors: Klaus Pohmer, Rainer Weber, Cornelia Dorzbach-Lange, Reinhard Haida, Hans-Heinrich Moretto
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Patent number: 5403952Abstract: Novel substituted cyclic compounds of Formula I are found to be useful inhibitors of matrix metalloendoproteinase-mediated diseases including osteoarthritis, rheumatoid arthritis, septic arthritis, tumor invasion in certain cancers, periodontal disease, corneal ulceration, proteinuria, dystrophic epidermolysis bullosa, and coronary thrombosis associated with atherosclerotic plaque rupture. The matrix metalloendoproteinases are a family of zinc-containing proteinases including but not limited to stromelysin, collagenase, and gelatinase, that are capable of degrading the major components of articular cartilage and basement membranes. The inhibitors claimed herein may also be useful in preventing the pathological sequelae following a traumatic injury that could lead to a permanent disability. These compounds may also be useful as novel birth control agents by preventing ovulation or implantation.Type: GrantFiled: October 8, 1993Date of Patent: April 4, 1995Assignee: Merck & Co., Inc.Inventors: William Hagmann, Charles G. Caldwell, Paul R. Gooley
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Patent number: 5389680Abstract: Fluorinated alkene compounds useful for and methods of controlling nematodes, insects, and acarids that prey on agricultural crops. Polar compounds, for example, 3,4,4-trifluoro-3-butene-1-amine or 3,4,4-trifluoro-3-butenoic acid, are particularly useful for systemic control of pests. Novel method and intermediates for the preparation of 3,4,4-trifluoro-3-butene-1-amine are also provided.Type: GrantFiled: October 18, 1993Date of Patent: February 14, 1995Assignee: Monsanto CompanyInventor: Peter G. Ruminski
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Patent number: 5374769Abstract: Novel polycyanate compositions containing one or more mesogenic moieties as lateral substituents are disclosed which provide improved processability relative to polycyanates containing one or more mesogenic moieties in the main chain of the molecule. Molecular level ordering of the resulting thermosets is maintained much similar to that found thermosets of polycyanates which have one or more mesogenic moieties in the main chain.Type: GrantFiled: December 24, 1992Date of Patent: December 20, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5344956Abstract: The invention provides polymers or copolymers which are prepared by the polymerization of the reaction product of a diisocyanate with a perfluoro compound or an epichlorhydrinadduct thereof and (meth)acrylic esters of a three hydroxyl groups containing compound. Furthermore, the invention relates to fluoroacrylic monomers, a process for preparing the polymers or copolymers and a treatment agent comprising the polymers or copolymers of the invention and an environmentally acceptable solvent. Polymers and copolymers of the invention can be used for making textiles, papers, non-woven articles, leather, plastic, wood, metal, stone and cement water and oil repellent.Type: GrantFiled: February 9, 1993Date of Patent: September 6, 1994Assignee: Minnesota Mining and Manufacturing CompanyInventors: Kathy Allewaert, Dirk Coppens, Francecka Fieuws
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Patent number: 5340889Abstract: Liquid hydroxyurethane products having cyclocarbonate end groups are prepared by reacting a molar excess of a bis-carbonate of a bis-glycidyl ether of neopentyl glycol or 1,4-cyclohexanedimethanol with a polyoxyalkylenediamine such as a polyoxypropylenediamine. These products are useful for the preparation of polyurethanes, polyurethane polyols, polyester polyurethane polyols, and polycarbonate polyurethane polyols.Type: GrantFiled: July 19, 1993Date of Patent: August 23, 1994Assignee: Texaco Chemical CompanyInventors: Wheeler C. Crawford, Edward T. Marquis, Howard P. Klein
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Patent number: 5283352Abstract: Catechol compounds of formula I ##STR1## where R.sub.1, R.sub.2, R.sub.3 and X are as described herein are effective Catechol-O-methyltransferase inhibitors.Type: GrantFiled: December 7, 1992Date of Patent: February 1, 1994Assignee: Orion-yhtyma OyInventors: Reijo J. Backstrom, Kalevi E. Heinola, Erkki J. Honkanen, Seppo K. Kaakkola, Pekka J. Kairisalo, Inge-Britt Y. Linden, Pekka I. Mannisto, Erkki A. O. Nissinen, Pentti Pohto, Aino K. Pippuri, Jarmo J. Pystynen
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Patent number: 5236960Abstract: The invention relates to water blown integral skin polyurethane foams made with a particular isocyanate quasi-prepolymer and resin side ingredients to yield a foam having good overall mechanical properties. The isocyanate quasi-prepolymer component of the present invention comprises from 0.5 weight percent to 30.0 weight percent or less uretonimine-carbodiimide-modified diphenylmethane diisocyanate, from 50 weight percent to 80 weight percent 4,4'-diphenylmethane diisocyanate and reacted with from 15 weight percent to 40 weight percent of a polyether polyol containing predominately secondary hydroxyl groups and having an average molecular weight from about 2,000 to 10,000, an average functionality from 1.5 to about 3.2, and a hydroxyl number from about 20 to 60, and optionally with a low molecular weight diol in an amount of from 1.0 weight percent to 10 weight percent, the weight percentages based on the weight of the quasi-prepolymer reactants.Type: GrantFiled: January 19, 1993Date of Patent: August 17, 1993Assignee: BASF CorporationInventors: Richard P. Harrison, Michael Scarpati, Thirumurti Narayan, Blair J. Zagata
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Patent number: 5225586Abstract: The invention relates to benzocyclobutene capped benzotrifluoride based fluoroaryl ether compounds which are useful in preparing semi-permeable membranes, and films and coatings useful in electronic applications.Type: GrantFiled: September 13, 1991Date of Patent: July 6, 1993Assignee: The Dow Chemical CompanyInventors: Theodore L. Parker, Thomas W. Regulski
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Ethylenically unsaturated, florine-containing urethane derivatives and process for their preparation
Patent number: 5210274Abstract: Ethylenically unsaturated, fluorine-containing urethane derivatives (see Formula I) whose urethane group is substituted on its carboxyl radical by a fluorinated organic radical and on its nitrogen atom by an unfluorinated, ethylenically unsaturated organic radical. Their preparation can be carried out by reacting ethylenically unsaturated, unfluorinated isocyanates with fluorinated organic hydroxyl compounds in bulk in the absence of water or advantageously in inert organic solvents or in ethylenically unsaturated monomers capable of polymerization which behave inertly under the reaction conditions, it being possible to obtain the urethane derivatives directly in liquid or highly viscous or waxy or solid or crystalline form.Urethane derivatives prepared according to the invention are usually readily to very readily soluble in standard nonaqueous, nonpolar inert organic solvents or in various monomers capable of copolymerization.Type: GrantFiled: February 25, 1991Date of Patent: May 11, 1993Assignee: Hoechst AGInventor: Hans-Ullrich Huth -
Patent number: 5183923Abstract: The invention concerns a method for the preparation of polyurethane, polyester, polyamide, and polyurea diols which contain essentially all primary hydroxyl groups without capping by ethylene oxide. The method comprises coupling an alkylene oxide adduct of propylene glycol t-butyl ether or butylene glycol t-butyl ether or its aminated derivative with organic diisocyanates or dibasic acids followed by cleavage of the t-butyl group with an acid catalyst.The resulting diol is useful in many types of urethane applications including foams, elastomers and coatings.Type: GrantFiled: March 28, 1990Date of Patent: February 2, 1993Assignee: Texaco Chemical CompanyInventors: Michael Cuscurida, George P. Speranza
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Patent number: 5175231Abstract: A urethane is formed in a new way, without requiring the use of isocyanates. The urethane is formed by reacting a compound containing a plurality of cyclocarbonate groups with a diamine in which the two amine groups have different reactivities with cyclocarbonate, so as to form a urethane oligomer with amine end groups. The urethane oligomer can then be reacted in several different ways to form polyurethane.Type: GrantFiled: April 17, 1992Date of Patent: December 29, 1992Assignee: Fiber-Cote CorporationInventors: Leonid Rappoport, Roger D. Brown
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Patent number: 5171877Abstract: The urethanes described are synthesized from aliphatic fluoro alcohols, triisocyanate and a carboxylic acid. They are prepared by reaction of the aliphatic fluoro alcohol with the triisocyanate to give the fluoro alcohol/triisocyanate adduct and by reaction of this adduct with the carboxylic acid. The new urethanes are preferably used for the finishing of textiles for the purpose of achieving water, oil and soil repellency.Type: GrantFiled: December 26, 1990Date of Patent: December 15, 1992Assignee: Hoechst AktiengesellschaftInventors: Wolfgang Knaup, Rainer Kupfer, Rolf Kleber, Lothar Jaeckel, Fritz-Joachim Gohlke
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Patent number: 5169975Abstract: Binary azulenesquaric acid dyes of the formula ##STR1## where X is a bridging member, Y is hydrogen, cyano or formula CO--OR.sup.5, CO--NHR.sup.5, OR.sup.5, O--CO--OR.sup.5, NH--CO--R.sup.5, NH--CO--OR.sup.5 or NH--SO.sub.2 --R.sup.5, where R.sup.5 is hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.2 -C.sub.12 -alkenyl, C.sub.5 -C.sub.7 -cycloalkyl or unsubstituted or substituted phenyl, L.sup.1 and L.sup.2 are each, independently of one another, a chemical bond or unsubstituted or substituted C.sub.1 -C.sub.12 -alkylene and R.sup.1, R.sup.2, R.sup.3, R.sup.4, Q.sup.1, Q.sup.2, Q.sup.3 and Q.sup.4 are each, independently of one another, hydrogen or unsubstituted or substituted C.sub.1 -C.sub.12 -alkyl, their intermediates and an optical recording medium containing the novel dyes are described.Type: GrantFiled: November 15, 1991Date of Patent: December 8, 1992Assignee: BASF AktiengesellschaftInventors: Michael Schmitt, Bernhard Albert, Sibylle Brosius, Klaus D. Schomann, Harald Kuppelmaier
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Patent number: 5166153Abstract: Novel N-acylated 2-[4-(halophenoxy)-phenoxy]-ethylcarbamic acid esters of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.8 alkyl or C.sub.3 -C.sub.5 alkenyl,R.sub.2 is C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkoxy, --CO--R.sub.7 or --NR.sub.8 R.sub.9,R.sub.3 and R.sub.4 independently of one another are hydrogen or methyl,R.sub.5 is chlorine or fluorine,R.sub.6 is either the same substituent as R.sub.5 or is hydrogen,R.sub.7 is C.sub.1 -C.sub.8 alkoxy or --NR.sub.10 R.sub.11,R.sub.8 is C.sub.1 -C.sub.4 alkyl,R.sub.9 is C.sub.1 -C.sub.4 alkyl orR.sub.8 and R.sub.9 together form a C.sub.4 -C.sub.6 alkylene chain which may be interrupted by oxygen, sulfur or --NCH.sub.3 --,R.sub.10 is hydrogen or C.sub.1 -C.sub.4 alkyl andR.sub.11 is hydrogen or C.sub.1 -C.sub.4 alkyl, benzyl, phenyl, or phenyl substituted by halogen or by methyl, orR.sub.10 and R.sub.11 together form a C.sub.4 -C.sub.6 alkylene chain which may be interrupted by oxygen, sulfur or --NCH.sub.Type: GrantFiled: April 24, 1990Date of Patent: November 24, 1992Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer
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Patent number: 5153237Abstract: This invention relates to a polypropenyl ether having the formula ##STR1## wherein m and s each independently have a value of from 1 to 6; R is alkyl or phenyl optionally substituted with lower alkyl or halogen; A is C.sub.1 to C.sub.12 alkylene, aryl or --R.sub.1 OR.sub.2 --, optionally substituted with lower alkyl, haloalkyl, halogen or phenyl; one of p and p' has a value of one and the other is zero; R.sub.3 is C.sub.1 to C.sub.20 alklylene substituted with expression indicated by n and n has a value of from 1 to 10.Type: GrantFiled: September 9, 1991Date of Patent: October 6, 1992Assignee: ISP Investments Inc.Inventors: Jeffrey S. Plotkin, Mark M. Miller
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Patent number: 5144056Abstract: The invention relates to fluorinated acrylic monomers of the formula: ##STR1## in which A and W denote divalent linkages, R is a hydrogen atom or a methyl radical, R.sub.F is a perfluoroalkyl radical and Q denotes an oxygen or sulphur atom or the group--NR'--, where R' denotes a hydrogen atom or an alkyl radical. Homo- or copolymers derived from these monomers are useful for the water or oil-repellent treatment of various substrates, particularly leather.Type: GrantFiled: March 14, 1989Date of Patent: September 1, 1992Assignee: AtochemInventors: Marie-Jose Lina, Andre Dessaint