Biuret Containing (i.e., -nh-c(=o)-nh-c(=o)-nh- Containing, Wherein Substitution May Be Made For Hydrogen Only) Patents (Class 560/335)
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Patent number: 8716426Abstract: A process for the preparation of an allophanate of one or more identical or different isocyanates, compositions obtained by the process, and uses of the compositions are disclosed. The process comprises reacting an isocyanate with at least one monoalcohol comprising an ether or polyether functional group in the presence of a bismuth-comprising catalyst and a metal compound as co-catalyst.Type: GrantFiled: December 8, 2009Date of Patent: May 6, 2014Assignee: Perstorp FranceInventors: Jean-Marie Bernard, Johannès Schwarz, Philippe Olier
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Patent number: 8445623Abstract: The present invention relates to an improved process for the preparation of polyisocyanates with a biuret structure by continuous reaction of excess amounts of organic diisocyanates having exclusively aliphatically and/or cycloaliphatically bonded isocyanate groups with organic diamines having exclusively aliphatically and/or cycloaliphatically bonded primary amino groups at elevated temperatures by 2-stage addition of the isocyanate component.Type: GrantFiled: August 23, 2010Date of Patent: May 21, 2013Assignee: Bayer MaterialScience AGInventors: Martin Brahm, Dieter Mager, André Fellhoelter, Reinhard Halpaap
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Patent number: 8445622Abstract: The present invention relates to a process for preparing polyisocyanates by oligomerization of isocyanates.Type: GrantFiled: November 30, 2007Date of Patent: May 21, 2013Assignee: BASF SEInventors: Horst Binder, Hubert Graf
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Publication number: 20130079486Abstract: In a method for producing 1,5-pentamethylenediamine, a lysine decarboxylase-expressing microorganism that is subjected to a treatment is used.Type: ApplicationFiled: February 25, 2011Publication date: March 28, 2013Inventors: Tomonori Hidesaki, Akiko Natsuji, Toshihiko Nakagawa, Goro Kuwamura, Daisuke Hasegawa, Satoshi Yamasaki, Kuniaki Sato, Hiroshi Takeuchi
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Publication number: 20120226071Abstract: The present invention relates to a process for preparing polyisocyanates comprising biuret groups from diisocyanates or polyisocyanates and diamines.Type: ApplicationFiled: March 1, 2012Publication date: September 6, 2012Applicant: BASF SEInventors: Julia Leschinski, Torsten Mattke, Gerrit Waters, Horst Binder, Harald Schäfer, Matthias Kroner, Alexander Bayer
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Patent number: 8158817Abstract: The invention relates to a process for the synthesis of a polyisocyanate composition comprising acylureas. According to the invention, a starting composition comprising a compound having at least two isocyanate functional groups is subjected to a reaction with at least two acid functional groups, with at least one of the acid functional groups having a pKa value of less than or equal to 3, and at least one of the acid functional groups having a pKa value of more than 3 and less than or equal to 6, at a temperature at least equal to 50 ° C., wherein the acid functional group having a pKa value of less than or equal to 3 and the acid functional group having a pKa value of more than 3 and less than or equal to 6 are present on two different acids or on the same acid.Type: GrantFiled: March 1, 2010Date of Patent: April 17, 2012Assignee: Perstorp FranceInventors: Jean-Marie Bernard, Denis Revelant, Cédric Amouyal
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Publication number: 20120016074Abstract: The present invention relates to new, urethane-group-containing polyisocyanates based on aliphatic and/or cycloaliphatic diisocyanates, and to their use.Type: ApplicationFiled: July 13, 2011Publication date: January 19, 2012Applicant: BASF SEInventors: Oihana Elizalde, Frederic Lucas, Angelika Maria Steinbrecher, Lydie Tuchbreiter
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Patent number: 8063144Abstract: The present invention relates to polyacrylate-modified polyisocyanates which are i) prepared from aromatic, araliphatic, cycloaliphatic and/or aliphatic polyisocyanates having an NCO content of 5% to 25% by weight, an NCO functionality ?2 and a viscosity measured as solvent free resin of 150 to 200,000 mPa·s at 23° C., and ii) contain at least one structural unit of the formula (I) R is hydrogen or a methyl group, R1 is an optionally heteroatom-containing hydrocarbon radical and R2 is a hydrocarbon radical having at least one isocyanate group and optionally urethane, allophanate, biuret, uretdione, isocyanurate and/or iminooxadiazinedione groups and n is a number ?1; and to processes for preparing these polyisocyanates and to binder compositions containing these polyisocyanates, which may be hydrophilically modified and a compound having NCO-reactive groups.Type: GrantFiled: November 25, 2009Date of Patent: November 22, 2011Assignee: Bayer MaterialScience AGInventors: Christian Wamprecht, Martin Melchiors, Jörg Schmitz
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Patent number: 8044234Abstract: Compounds are provided which can form bioabsorbable compositions useful as adhesives or sealants for medical/surgical applications. In embodiments, suitable compositions may possess various functional groups, including groups derived from multifunctional compounds, aliphatic or aromatic groups, groups derived from aliphatic diacids, groups derived from a dihydroxy compound, and combinations thereof. Methods for forming these compositions, as well as uses thereof, are also provided.Type: GrantFiled: May 5, 2005Date of Patent: October 25, 2011Assignee: Tyco Healthcare Group LPInventors: Ahmad R. Hadba, Walter Skalla, Nadya Belcheva
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Patent number: 8039574Abstract: A low viscosity polyisocyanate composition containing at least one isocyanate dimer having a uretidinedione unit is prepared from a reaction medium containing at least one isocyanate monomer in which the isocyanate groups are borne by sp3 carbon atoms. The reaction medium is heated, in the absence of a dimerization catalyst, to a temperature of at least 50° C. and not more than 200° C. for a period of not more than 24 hours.Type: GrantFiled: October 10, 2003Date of Patent: October 18, 2011Assignee: Rhodia ChimieInventors: Eugènie Charriere, Jean-Marie Bernard, Denis Revelant, Stéphane Randu, Michel Carlo
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Publication number: 20110046300Abstract: The present invention relates to an improved process for the preparation of polyisocyanates with a biuret structure by continuous reaction of excess amounts of organic diisocyanates having exclusively aliphatically and/or cycloaliphatically bonded isocyanate groups with organic diamines having exclusively aliphatically and/or cycloaliphatically bonded primary amino groups at elevated temperatures by 2-stage addition of the isocyanate component.Type: ApplicationFiled: August 23, 2010Publication date: February 24, 2011Applicant: Bayer MaterialScience AGInventors: Martin Brahm, Dieter Mager, André FELLHÖLTER, Reinhard Halpaap
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Patent number: 7875693Abstract: The invention relates to a composition and a method of preparing one such composition and an isocyanatoalkoxysilane; the polyisocyanate composition contains at least two different oligomeric compounds comprising at least three units and at most five units selected from aminoalkylsilane units and diamine units and at least one function selected from isocyanate functions and from those derived therefrom, the aforementioned compounds having at least two aminoalkylsilane units and another compound having at least two diamine units; the invention is suitable for coatings.Type: GrantFiled: December 16, 2004Date of Patent: January 25, 2011Assignee: Perstorp FranceInventors: Jean-Marie Bernard, Johannes Schwarz, Denis Revelant
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Patent number: 7635742Abstract: Modified stable polyisocyanates are described having at least one isocyanate function modified by a group having cross-linking functionality.Type: GrantFiled: June 30, 2003Date of Patent: December 22, 2009Assignee: Rhodia ChimieInventor: Jean-Marie Bernard
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Publication number: 20080262261Abstract: This invention relates to stable liquid biuret modified toluene diisocyanates, prepolymers thereof, stable liquid biuret allophanate modified toluene diisocyanates, prepolymers thereof, and to processes for the preparation of these compositions. The stable liquid biuret modified toluene diisocyanates comprise a secondary amine based biuret modified TDI having an NCO group content of about 12 to about 46% by weight.Type: ApplicationFiled: May 28, 2008Publication date: October 23, 2008Applicant: Bayer MaterialScience LLCInventors: William E. Slack, Rick L. Adkins, Hersel T. Kemp
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Patent number: 7378543Abstract: This invention relates to stable liquid biuret modified toluene diisocyanates, prepolymers thereof, stable liquid biuret allophanate modified toluene diisocyanates, prepolymers thereof, and to processes for the preparation of these compositions. The stable liquid biuret modified toluene diisocyanates comprise a secondary amine based biuret modified TDI having an NCO group content of about 12 to about 46% by weight.Type: GrantFiled: July 24, 2003Date of Patent: May 27, 2008Assignee: Bayer MaterialScience LLCInventors: William E. Slack, Rick L. Adkins, Hersel T. Kemp
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Patent number: 7323532Abstract: The present invention concerns a process for producing low-viscosity polyisocyanates or secondary products thereof, which carry activated, radiation-curable double bonds and can optionally also cure thermally, and low-viscosity polyisocyanate mixtures or secondary products thereof and their use in coating compounds.Type: GrantFiled: September 29, 2003Date of Patent: January 29, 2008Assignee: Bayer MaterialScience AGInventors: Thomas Fäcke, Jan Weikard, Wolfgang Fischer
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Patent number: 7288213Abstract: A method is described for preparing a tricondensate polyfunctional isocyanate composition, preferably having at least an isocyanurate and/or biuret group, which includes adding to a tricondensate polyfunctional isocyanate, or a mixture of different tricondensate polyfunctional isocyantes, obtained by (cyclo)condensation, in particular (cyclo)trimerization of one or several identical or different isocyanate monomers and optionally of another monomer, an allophanate of one or several identical or different isocyanates, or a mixture of different allophanates. The isocyanates or isocyanate monomer mixtures used for preparing the polyfunctional isocyanate(s) may be identical to or different from the isocyanate(s) or isocyanate mixture used for preparing the allophanate(s).Type: GrantFiled: April 21, 1999Date of Patent: October 30, 2007Assignee: Rhodia ChimieInventors: Eugénie Charriere, Jean-Marie Bernard, Denis Revelant
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Patent number: 7129312Abstract: Polyurethane compositions are produced in a two-stage method. In a first step, a diol component with a molecular weight of less than 2000 is reacted with a monomeric diisocyanate with a molecular weight of less than 500 and the unreacted monomeric diisocyanate is removed from this reaction product. In a second step, the resulting high-molecular diisocyanate is reacted with a polyol to produce a reactive prepolymer with isocyanate and groups. The addition of polyisocyanates which are capable of migration and which have a substantially lower vapor pressure than diphenylmethanediisocyanate, improves the addition behavior of the invention polyurethane compositions. Reactive polyurethane compositions of this type are suitable for using as binding agents for reactive one or two component adhesives/sealants, which may optionally contain solvents. These compositions are also suitable for producing reactive hot melt adhesives when suitable polyols are selected.Type: GrantFiled: November 25, 2000Date of Patent: October 31, 2006Assignee: Henkel Kommanditgesellschaft Auf Aktien (Henkel KGAA)Inventors: Michael Krebs, Christoph Lohr, Andreas Brenger
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Polyurethane elastomers having improved physical properties and a process for the production thereof
Patent number: 7045650Abstract: A polyol composition having a number average molecular weight of from about 1,000 to about 3,000 Daltons is made up of (1) at least 60% by weight of a low monol polyoxypropylene polyol having a number average molecular weight of from about 2,000 to 12,000 Da and a degree of unsaturation less than or equal to 0.02 meq/g and (2) no more than 40% by weight of a polyol having a number average molecular weight of from about 400 to about 1,000 Da and a polydispersity index greater than 1.1. This polyol composition is reacted with a diisocyanate, a polyisocyanate, an isocyanate-terminated prepolymer or an isocyanate-terminated quasi-prepolymer to produce polyurethane elastomers having good physical and mechanical properties. Any of the known processes for producing polyurethane elastomers, including one-shot processes, may be used to produce elastomers in accordance with the present invention.Type: GrantFiled: September 2, 2004Date of Patent: May 16, 2006Assignee: Bayer Materialscience LLCInventors: Bruce D. Lawrey, Kurt C. Frisch, Nigel Barksby -
Patent number: 7022874Abstract: A process for the preparation of polyisocyanates which contain one or more biuret groups, by reacting a) an aliphatic or cycloaliphatic isocyanate containing two or more isocyanate groups (isocyanate a) with b) a tertiary alcohol or a mixture of water and a tertiary alcohol (biuretizing agent b) at from 100 to 250° C.Type: GrantFiled: February 1, 1996Date of Patent: April 4, 2006Assignee: BASF AktiengesellschaftInventors: Bernd Bruchmann, Stefan Wolff, Wolfgang Heider, Joachim Jähme, Werner Langer, Hans Renz
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Patent number: 6887399Abstract: The present invention relates to a new high functionality MDI. In particular, this invention relates to polymeric allophanates based on diphenylmethane diisocyanate having an NCO group content of 12 to 30%, prepolymers thereof, and processes for the production of these compositions. The prepolymers are stable liquids having NCO group contents of about 10 to about 28%.Type: GrantFiled: September 9, 2002Date of Patent: May 3, 2005Assignee: Bayer MaterialScience LLPInventors: William E. Slack, Hersel T. Kemp, II, William E. Miller
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Patent number: 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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Patent number: 6664414Abstract: The invention provides a process for reducing the amount of monomeric polyisocyanate in a composition comprising a polymer or oligomer bearing isocyanate groups, the method comprising reacting the composition with a quenching agent, the quenching agent comprising an arylalkyl alcohol and an alkoxysilane bearing a secondary amino group.Type: GrantFiled: September 11, 2001Date of Patent: December 16, 2003Assignee: 3M Innovative Properties CompanyInventors: Jiangdong Tong, Ashok Sengupta
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Publication number: 20030120108Abstract: A process for the preparation of polyisocyanates which contain one or more biuret groups, by reactingType: ApplicationFiled: August 15, 1997Publication date: June 26, 2003Inventors: BERND BRUCHMANN, STEFAN WOLFF, WOLFGANG HEIDER, JOACHIM JAEHME, WERNER LANGER, HANS RENZ
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Patent number: 6583314Abstract: The pot life of an isocyanate formulation is controlled by including a chain extender having (a) at least two secondary amine groups, (b) no primary amine groups, and (c) a reactivity low enough that the chain extender will not react sufficiently with isocyanate groups present in the isocyanate formulation to increase the viscosity of the isocyanate formulation to more than 2000 mPa·s within 5 seconds in the isocyanate formulation.Type: GrantFiled: July 2, 2002Date of Patent: June 24, 2003Assignee: Bayer CorporationInventors: Rick L. Adkins, William E. Slack, Edward P. Squiller
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Patent number: 6486346Abstract: Durene diisocyanate is prepared by reacting durene with nitric acid in sulfuric acid, catalytic hydrogenation of the dinitrodurene that is formed, and phosgenation of the resultant durene diamine in a conventional manner. The intermediate products dinitrodurene and durene diamine do not have to be worked up in a complicated manner as solid products, but can be worked up in dissolved form. The intermediate products dinitrodurene and durene diamine do not have to be isolated and purified in a complicated manner. but can be processed directly after preparation. Another advantage of this process is that only a single organic solvent need be used for the overall preparation process. Separation and re-use of spent acid in the conversion of durene with nitric acid also renders the process of the present invention significantly less environmentally harmful than the known processes of the prior art.Type: GrantFiled: December 14, 1999Date of Patent: November 26, 2002Assignee: Bayer AktiengesellschaftInventors: Peter Heitkämper, Klaus Jost, Stefan Penninger
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Patent number: 6414184Abstract: A process for preparing biuret-functional polyisocyanates from at least one aliphatic or cycloaliphatic diisocyanate and from at least one amine or water or a mixture thereof as reactants involves mixing the reactants with one another in a mixing unit having a high shear action.Type: GrantFiled: February 10, 1999Date of Patent: July 2, 2002Assignee: BASF AktiengesellschaftInventors: Bernd Bruchmann, Martin Reif, Werner Hofscheuer, Joachim Jähme, Werner Langer, Hans Renz, Günter Mohrhardt, Michael Schiessl
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Publication number: 20020035232Abstract: The invention concerns an isocyanate composition at least partially masked, characterized in that it is masked by at least two agents, one of which at least has a non-carbon carboxylic function. The invention is applicable to organic synthesis.Type: ApplicationFiled: October 9, 2001Publication date: March 21, 2002Inventor: Jean-Marie Bernard
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Publication number: 20010039325Abstract: Unique masked isocyanates well suited for formulation into a variety of coating compositions, for example paint powders, are prepared by condensing an isocyanate with a ring-hydroxylated aromatic compound bearing at least one substituent which comprises a carbonyl or nitrile functional group and the apparent melting point of which being at least 30° C.Type: ApplicationFiled: October 29, 1997Publication date: November 8, 2001Inventors: PIERRE ARDAUD, JEAN-MARIE BERNARD
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Patent number: 6177535Abstract: A process for preparing radiation-curable, urethane-functional prepolymers by reacting an isocyanate-functional component A with an OH-containing component B, wherein either component A embraces two different isocyanate compounds A1 or one isocyanate compound A1 and at least one isocyanate compound A2 or component B embraces at least two different compounds B1. Also, the prepolymers obtainable by the process and the radiation-curable formulations comprising them. Furthermore, the use of the radiation-curable formulations for coating substrates, a method of coating substrates, and the coated substrates themselves.Type: GrantFiled: September 21, 1998Date of Patent: January 23, 2001Assignee: BASF AktiengesellchaftInventors: Reinhold Schwalm, Rainer Königer, Wolfgang Paulus, Wolfgang Reich, Erich Beck, Matthias Lokai, Klaus Menzel
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Patent number: 6066759Abstract: In a process and an apparatus for preparing (cyclo)aliphatic polyisocyanates containing biuret groups from (cyclo)aliphatic diisocyanates and steam or a substance capable of splitting off water as reactants which are mixed with one another in a stirred reactor, the reactants are passes in countercurrent through a cascade-type stirred reactor comprising at least two stages. The dispersion of the gaseous reactant in the liquid reactant is reinforced by baffles installed in the stirred reactor. As baffles, use is made of discs provided with central openings and arranged at a distance from one another and/or strip baffles running in the longitudinal direction of the stirred reactor.Type: GrantFiled: March 9, 1998Date of Patent: May 23, 2000Assignee: BASF AktiengesellschaftInventors: Wolfgang Heider, Stefan Wolff, Bernd Bruchmann, Klaus Bittins
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Polymeric vehicles which include a phenol blocked isocyanate having aliphatic hydroxyl fucntionality
Patent number: 6051674Abstract: The present invention is directed to a polymeric vehicle, the formulated coating composition and a coating binder made from the polymeric vehicle and a method for making the polymeric vehicle where the polymeric vehicle includes a phenol blocked isocyanate having reactive aliphatic hydroxyl groups. The phenol blocked isocyanate may be made from a phenolic ester alcohol having at least one aliphatic hydroxyl group and one phenolic hydroxyl group.Type: GrantFiled: August 26, 1996Date of Patent: April 18, 2000Assignee: Exxon Chemical Patents, Inc.Inventors: Albert I. Yezrielev, Frank N. Jones, Ramachandran P. Subrayan, Vijay Swarup -
Patent number: 5994491Abstract: A process for the production of polyisocyanates having a biuret structure, comprising continuously combining organic diisocyanates having aromatically attached isocyanate groups in a mixing chamber with organic diamines having aromatically attached amino groups in a molar ratio of at least 8:1 to form a reaction mixture; and reacting said reaction mixture at a temperature of above 180.degree. C., wherein a residence time of said reaction mixture in the mixing chamber from when said organic diisocyanates and said organic diamines are combined is at most 60 seconds.Type: GrantFiled: February 13, 1998Date of Patent: November 30, 1999Assignee: Bayer AktiengesellschaftInventors: Helmut Woynar, Manfred Schmidt, Jurgen Gronen
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Patent number: 5973072Abstract: The present invention is directed to a polymeric vehicle, the formulated coating composition and a coating binder made from the polymeric vehicle and a method for making the polymeric vehicle where the polymeric vehicle includes a phenolic urethane reactive diluent. The phenolic urethane reactive diluent may be made from a phenolic ester alcohol having at least one aliphatic hydroxyl group.Type: GrantFiled: March 21, 1996Date of Patent: October 26, 1999Assignee: Exxon Chemical Patents, Inc.Inventors: Frank N. Jones, Vijay Swarup, Ramachandran P. Subrayan, Suru Zhang
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Patent number: 5961878Abstract: The invention relates to non-crystallising, amine-blocked polyisocyanates, to the preparation thereof and to their in one-component polyurethane stoving compositions, in particular for coil-coating applications.Type: GrantFiled: September 2, 1998Date of Patent: October 5, 1999Assignee: Bayer AktiengesellschaftInventors: Eberhard Konig, Karl-Ludwig Noble, Christian Fussel
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Patent number: 5641851Abstract: The invention is to a process for the preparation of biuret-containing polyisocyanates by catalytic reaction of aliphatic and/or cycloaliphatic diisocyanates with a biuretizing agent, where the biuretizing agent employed is water in finely disperse form and the reaction is carried out in the presence of OH-acidic compounds.Type: GrantFiled: October 31, 1995Date of Patent: June 24, 1997Assignee: BASF AktiengesellschaftInventors: Stefan Wolff, Wolfgang Heider, Werner Langer, Hans Renz
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Patent number: 5580645Abstract: A substrate having oil-, water- and soil-repellency and/or soil release properties is produced by treating the substrate with a polyfluoro organic compound having at least 1 urea linkage derived from: (A) at least 1 polyisocyanate which contains at least three isocyanate groups per molecule, (B) at least 1 fluorochemical compound which contains (i) a single functional group having 1 or more Zerewitinoff hydrogen atom S and (ii) at least 2 carbon atoms each of which contains at least 2 fluorine atoms, and (C) sufficient water to react with from about 5% to about 60% of the isocyanate groups.Type: GrantFiled: August 8, 1995Date of Patent: December 3, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jack R. Kirchner
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Patent number: 5552507Abstract: Diisocyanates containing carboxylic acid ester groups corresponding to the formula: ##STR1## in which R and R.sup.1 represent specified groups are produced by phosgenation of the corresponding diamines, optionally present in the form of an ammonium salt. These diisocyanates are useful as starting materials in the production of plastics containing urethane and/or urea groups and as starting materials for the production of intermediate products used for the production of such plastics.Type: GrantFiled: May 3, 1995Date of Patent: September 3, 1996Assignee: Bayer AktiengesellschaftInventors: Christian Wamprecht, Klaus Jost, Stefan Penninger
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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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Patent number: 5508372Abstract: The present invention relates to a process for the production of storage stable prepolymers containing free isocyanate groups by reactinga) an organic polyisocyanate component having (cyclo)aliphatically bound isocyanate groups and a maximum functionality of 4.5 withb) one or more hydroxy-functional polyacrylate resins having a content of alcoholic hydroxy groups of 0.05 to 7% by weight at an equivalent ratio of isocyanate groups of component a) to hydroxyl groups of component b) of 3:1 to 40:1, wherein components a) and b) are selected to provide a value B of at most 4 when calculated in accordance with the formula: ##EQU1## wherein F.sub.1 and F.sub.2 represent the NCO and OH functionalities of components a) and b), F.sub.1 representing the component with the lower functionality when the components differ in functionality andval.sub.A /val.sub.I represents the OH/NCO equivalent ratio of components a) and b).Type: GrantFiled: April 19, 1993Date of Patent: April 16, 1996Assignee: Bayer AktiengesellschaftInventors: Martin Brahm, Lutz Schmalstieg, Werner Kubitza, Wieland Hovestadt, Josef Pedain
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Patent number: 5233010Abstract: A process for preparing an isocyanate having at least two --N.dbd.C.dbd.O groups is provided which comprises preparing a substituted aromatic amine having at least two --NH.sub.2 groups, recovering the substituted aromatic amine having at least two --NH.sub.2 groups, and preparing an isocyanate from the substituted aromatic amine having at least two --NH.sub.2 groups by (1) contacting the substituted aromatic amine with CO.sub.2 under conditions sufficient to produce the corresponding ammonium carbamate salt, and reacting the ammonium carbamate salt with an electrophilic or oxophilic dehydrating agent under conditions sufficient to produce the corresponding isocyanate, or (2) contacting the substituted aromatic amine with CO.sub.Type: GrantFiled: October 15, 1992Date of Patent: August 3, 1993Assignee: Monsanto CompanyInventors: William D. McGhee, Michael K. Stern, Thomas E. Waldman
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Patent number: 5106874Abstract: A process is disclosed for preparing a polyurethane or polyurea elastomer by reacting in a closed mold a reaction mixture comprising a polyisocyanate and a relatively high equivalent weight polyether. The process is characterized by employing as said polyether a polymer or copolymer of propylene oxide having at least two hydroxyl groups per molecule, an equivalent weight from about 1000 to about 5000 and a monofunctional species content of about 0.04 milliequivalents/gram of polymer or less.Type: GrantFiled: June 4, 1990Date of Patent: April 21, 1992Assignee: The Dow Chemical CompanyInventors: James R. Porter, Robert B. Turner
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Patent number: 5103045Abstract: Storage-stable biuret polyisocyanates useful, e.g., for the production of paints and adhesives, are prepared by reacting at least one aliphatic, alicyclic or arylaliphatic diisocyanate with a biuret-forming reactant, in the presence of an effective amount of at least one organic carboxylic acid and/or anhydride thereof.Type: GrantFiled: August 6, 1991Date of Patent: April 7, 1992Assignee: Rhone-Poulenc ChimieInventors: Jean Robin, Michel Carlo, Jacques Lavorel
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Patent number: 4983762Abstract: Clear, precipitate-free, storage-stable biureto polyisocyanates, well adopted for paint applications, are prepared by reacting at least one aliphatic, alicyclic or arylaliphatic monomeric diisocyanate with water, at a temperature of at least 70.degree. C. and under an absolute pressure of at least 1.2 bar, including a partial pressure of carbon dioxide of at least 0.2 bar.Type: GrantFiled: April 23, 1990Date of Patent: January 8, 1991Assignee: Rhone-Poulenc Chimie de BaseInventor: Jean Robin
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Patent number: 4855490Abstract: The present invention relates to a polyisocyanate adduct mixture which at a 100% solids concentration has an isocyanate content of about 4 to 19 weight percent and is liquid at room temperature. The adduct mixture is prepared from a biuret-containing polyisocyanate and a monohydroxy alcohol which contains 11 to 36 carbon atoms. The adduct mixture possesses good storage stability in common polyisocyanate solvents and good compatibility with apolar solvents. The present invention also relates to the use of the liquid polyisocyante adduct mixture in the process of curing alkyd or acrylic resins and to compositions containing the adduct mixture and alkyd or acrylic resins.Type: GrantFiled: October 25, 1988Date of Patent: August 8, 1989Assignee: Mobay CorporationInventors: Peter Markusch, George A. Hudson, deceased
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Patent number: 4837359Abstract: Polyisocyanates with biuret structures are produced at temperatures above 250.degree. C. More specifically, an excess of a diisocyanate having aliphatically and/or cycloaliphatically bound isocyanate groups is reacted with a diamine containing aliphatically and/or cycloaliphatically bound amino groups at temperatures above 250.degree. C. for relatively brief periods of time. Water and/or polyvalent alcohols may optionally be included in the reaction mixture. The polyisocyanates with biuret structures produced by this process are characterized by good color, good dilutability with covalent solvents and comparatively low viscosity.Type: GrantFiled: December 30, 1987Date of Patent: June 6, 1989Assignees: Bayer Aktiengesellschaft, Mobay CorporationInventors: Helmut Woynar, Klaus Konig, Josef Pedain, William E. Slack
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Patent number: 4816600Abstract: Modified organic isocyanate composition containing urea and/or biuret groups and/or salts of these groups, obtained from the reaction of a blocked polyamine composition and an unblocked isocyanate composition.Type: GrantFiled: September 14, 1987Date of Patent: March 28, 1989Assignee: ICI Americas Inc.Inventor: Herbert R. Gillis, Jr.
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Patent number: 4625052Abstract: The present invention is directed to a process for the production of polyisocyanates which have a biuret structure by reacting aliphatic diisocyanates with water at elevated temperature, characterized in that the reaction is carried out in the presence of:(a) .alpha., .alpha., .alpha.-tri-substituted acetic acids, which do not have any further isocyanate-reactive group other than the carboxyl group,and/or(b) anhydrides of acids of the type mentioned in (a)wherein up to 0.39 mols of component (a) are used per mol of water, up to about 2 mols of component (b) are used per mol of water, and the total quantity of components (a) and (b) is at least 0.02 to about 2 mols per mol of water.Type: GrantFiled: January 25, 1985Date of Patent: November 25, 1986Assignee: Bayer AktiengesellschaftInventors: Klaus Konig, Josef Pedain, Helmut Woynar
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Patent number: 4619999Abstract: An aliphatic isocyanate compound containing at least one N-methylene isocyanate group of the formula: ##STR1## formed as a reaction product of isocyanic acid and a compound containing at least one N-alkoxymethyl group of the formula: ##STR2## wherein R is C.sub.1 -C.sub.8 alkyl.Type: GrantFiled: February 15, 1983Date of Patent: October 28, 1986Assignee: American Cyanamid CompanyInventor: Girish G. Parekh
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Patent number: 4618706Abstract: This invention relates to a process for the preparation of aromatic polyisocyanates containing urea and/or biuret groups, optionally in the form of a mixture of homologues and/or isomers, by the reaction of aromatic diisocyanates with diamines having primary or secondary amino groups at about 20.degree. to 180.degree. C., and at an equivalent ratio of isocyanate groups to amino groups in the range of 5:1 to 100:1, at least 25 mol percent of the diisocyanates put into the process and/or at least 25 mol percent of the diamines put into the process being alkyl-phenylene diisocyanates or, respectively, alkyl-phenylene diamines, in which the alkyl substituents have 6 to 18 carbon atoms, and the use of the products of the process, optionally as solutions in excess starting diisocyanate, as isocyanate components in the production of polyurethanes.Type: GrantFiled: April 2, 1982Date of Patent: October 21, 1986Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Scholl, Hans Hettel