Processes Of Reacting Isocyanate Esters Of Known Structure To Yield Products Of Indeterminate Structure Patents (Class 560/351)
-
Patent number: 10640657Abstract: Intumescent coating composition comprising a polyisocyanate, a polyfunctional isocyanate-reactive compound and an intumescent ingredient, wherein the intumescent ingredient contains at least one or more compounds containing phosphorus, nitrogen and boron atoms and the weight ratio phosphorus to nitrogen in said intumescent ingredient is between 0.5/1 to 1.5/1 and the amount of boron is from 1 to 5 wt % based on the coating composition.Type: GrantFiled: October 7, 2014Date of Patent: May 5, 2020Assignee: HUNTSMAN INTERNATIONAL LLCInventors: Stefan Priemen, Marc Broekaert, Pierre Bachelet, Fabienne Samyn, Sophie Duquesne, Serge Bourbigot
-
Patent number: 9290606Abstract: The present invention relates to a two part polyurethane and/or polyurethane polyurea hybrid based system for making an elastomeric material, comprising an Iso part having low free monomer and an amine/polyol part, wherein the Iso part comprises a pre-polymer of polyurethane, and wherein the pre-polymer is an MDI based pre-polymer with low free MDI monomer and capped with isocyanate groups from a second relatively higher vapor pressure isocyanate and the pre-polymer contains less than about 0.3% total free monomer and has an NCO % in the range of about 0.1 to about 10%.Type: GrantFiled: December 19, 2011Date of Patent: March 22, 2016Assignee: AKZO NOBEL COATINGS INTERNATIONAL B.V.Inventors: Ilhan Ulkem, Adrian Ferguson Andrews, Michael Winter
-
Patent number: 8969471Abstract: A process for the preparation of stable aqueous polycarbodiimide dispersions to be used as cross-linking agents, in which initially an isocyanate functional polycarbodiimide is prepared from a polyisocyanate and a mono- or polyisocyanate which contains a hydrophobic group. Thereafter the polycarbodiimide chain is capped and/or extended by reaction of the isocyanate functions or a part thereof with a hydrophilic amine- or hydroxy functional compound and of the remaining isocyanate functions with an amine- or hydroxy functional compound which contains hydrophobic groups, after which the obtained product is dispersed in water and the pH is adjusted to 9-14. The hydrophobic groups are hydrocarbons with 4-25 carbon atoms, fluorinated hydrocarbons, silicone functional hydrocarbons or polysilicones. Further, the invention relates to a coating mixture in which the polycarbodiimide dispersion is used as cross-linking agent and to the cured material obtained with the coating mixture.Type: GrantFiled: January 10, 2007Date of Patent: March 3, 2015Assignee: Stahl International B.V.Inventors: Laurentius Cornelis Josephus Hesselmans, Marthe Hesselmans, Andries Johannes Derksen
-
Patent number: 8846809Abstract: A urethane adhesive composition includes a first liquid and a second liquid, the first liquid containing a prepolymer obtained by reacting a polyisocyanate and a high-molecular-weight polyol (I), and at least one filler selected from talc and calcium carbonate, and containing 20 parts by mass or more of talc, 0 to 40 parts by mass of calcium carbonate, and 10 parts by mass or more of zeolite based on 100 parts by mass of the polyisocyanate, the high-molecular-weight polyol (I), and the prepolymer in total, the second liquid containing a high-molecular-weight polyol (II) and a low-molecular-weight polyol, the ratio of the number of moles of hydroxyl groups derived from the low-molecular-weight polyol to the total number of moles of hydroxyl groups derived from the high-molecular-weight polyol (I) and the high-molecular-weight polyol (II) being four or more.Type: GrantFiled: September 10, 2008Date of Patent: September 30, 2014Assignee: Emulsion Technology Co., Ltd.Inventors: Yoshinori Igarashi, Koichiro Higasa
-
Publication number: 20130310499Abstract: There are provided an exfoliated graphite oxide derivative excellent in dispersibility in a thermoplastic resin, a resin composite material of the exfoliated graphite oxide derivative and a thermoplastic resin, and a process for producing the resin composite material. The exfoliated graphite oxide derivative is obtained by reacting an exfoliated graphite oxide having a C/O ratio as determined by elemental analysis of 8 or less with a compound having a specific structure.Type: ApplicationFiled: March 13, 2012Publication date: November 21, 2013Inventors: Keiichi Osano, Katsunori Takahashi
-
Publication number: 20130165544Abstract: The present invention pertains to the field of polyurethane, especially relates to an isocyanate-terminated prepolymer, the method for preparing the same and the use thereof. The present invention adjusts the reaction components and the ratios thereof to obtain an isocyanate-terminated prepolymer suitable for preparing flexible polyurethane foam under a relative low mold temperature. The method for preparing flexible polyurethane foam by using the isocyanate-terminated prepolymer provided in this present invention can reduce the mold temperature, production time and energy consumption, as well as to obtain a polyurethane flexible foam processing good physical and mechanical properties.Type: ApplicationFiled: February 15, 2013Publication date: June 27, 2013Applicant: Bayer Intellectual Property GmbHInventor: Bayer Intellectual Property GmhH
-
Patent number: 8455679Abstract: A prepolymer system has a monomeric isocyanate content of no greater than about 10% by weight based on 100 parts by weight of the prepolymer system. The prepolymer system comprises a diluent component and a prepolymer component different than and separate from the diluent component. The diluent component has an excess of isocyanate (NCO) functional groups, and comprises the reaction product of a monohydric isocyanate-reactive component and an excess of a first isocyanate component. The first isocyanate component comprises monomeric isocyanates reactive with the monohydric isocyanate-reactive component. The prepolymer component also has an excess of NCO functional groups, and comprises the reaction product of a polyol component and an excess of a second isocyanate component. The prepolymer system can be used to prepare foams via reaction with water. The foams have low density and have excellent adhesion and sound dampening properties for use in cavities of automobile bodies.Type: GrantFiled: December 12, 2008Date of Patent: June 4, 2013Assignee: BASF SEInventors: Thomas G. Savino, Nikolay Lebedinski, Rajesh Kumar, Calvin T. Peeler
-
Patent number: 8373004Abstract: The present invention relates to a novel process for preparing colorless, isocyanurate group-comprising polyisocyanates of (cyclo)aliphatic diisocyanates.Type: GrantFiled: March 27, 2008Date of Patent: February 12, 2013Assignee: BASF SEInventors: Harald Schaefer, Carl Jokisch, Horst Binder, Matthias Kroner, Alexander Bayer
-
Patent number: 8367794Abstract: The invention relates to liquid polyisocyanate mixtures, to a process for their preparation and to their use in single- and two-component polyurethane coating compositions.Type: GrantFiled: September 12, 2008Date of Patent: February 5, 2013Assignee: Bayer MaterialScience AGInventor: Christian Wamprecht
-
Publication number: 20120184704Abstract: The present invention relates to a method for manufacturing an isocyanate group-terminated prepolymer, comprising the following steps (a) to (d): (a) a step of ring-opening polymerizing an alkyleneoxide-containing cyclic compound by using an initiator in the presence of a composite metal cyanide complex catalyst, thereby obtaining a polyol composition containing the catalyst; (b) a step of, without removal of the composite metal cyanide complex catalyst from the polyol composition obtained in the step (a), adding water and performing a heat treatment in a closed system; (c) a step of subjecting the hydrous polyol composition after the step (b) to a dehydration treatment; and (d) a step of adding a polyisocyanate compound to the polyol composition after the step (c) and subjecting to a reaction with the polyol in the polyol composition.Type: ApplicationFiled: March 30, 2012Publication date: July 19, 2012Applicant: Asahi Glass Company, LimitedInventors: Chitoshi SUZUKI, Takeaki Arai, Yukio Matsumoto
-
Publication number: 20120035391Abstract: The invention relates to a process for isocyanate modification which includes reacting a) at least one organic isocyanate having an NCO functionality greater than or equal to 1, b) a catalyst comprising at least one phosphonium salt comprising at least one cycloalkyl substituent bonded directly to a P atom of a phosphonium cation, c) optionally a solvent, and d) optionally additives. The present invention also relates to a catalyst for isocyanate modification comprising at least one phosphonium salt comprising at least one cycloalkyl substituent bonded directly to a P atom of a phosphonium cation.Type: ApplicationFiled: July 28, 2011Publication date: February 9, 2012Applicant: Bayer MaterialScience AGInventors: Frank Richter, Martin Brahm
-
Patent number: 8110704Abstract: Stable NCO prepolymers are produced from polyisocyanates having a melting point greater than 70° C., preferably, naphthalene diisocyanate, having advantageous physical properties. An important feature of the process of the present invention is the rapid cooling of the prepolymer. The process of the present invention may be carried out on a continuous or batch basis. The prepolymers of the present invention are particularly suitable for the production of cast polyurethane elastomers.Type: GrantFiled: November 2, 2006Date of Patent: February 7, 2012Assignees: Bayer MaterialScience LLC, Bayer MaterialScince AGInventors: James Michael Barnes, Hartmut Nefzger, Erika Bauer, Stefan Penninger, Thomas Schultz, Heinrich Lutz, Horst Di Mews, Charles S. Gracik
-
Publication number: 20110275802Abstract: The present invention relates to a process for modifying diisocyanates for preparing polyisocyanates, where the diisocyanate is reacted using a catalyst, wherein the diisocyanate used is obtained by quenching a gaseous reaction mixture in the phosgenation of diamines in the gas phase, wherein the gaseous reaction mixture comprises at least a diisocyanate, phosgene and hydrogen chloride, wherein a quenching liquid is sprayed into the gas mixture which flows continuously from a reaction zone into a downstream quenching zone, and wherein the quenching liquid is sprayed in by at least two spray nozzles which are arranged at the inlet of the quenching zone at equal intervals along the circumference of the quenching zone.Type: ApplicationFiled: November 26, 2009Publication date: November 10, 2011Applicant: BAYER MATERIALSCIENCE AGInventors: Frank Richter, Reinhard Halpaap
-
Patent number: 7682439Abstract: The invention relates to a dispersing agent comprising: the reaction product of A one or more polyisocyanates having an average functionality of from 2.0 to 5, with B a mixture from B1 monohydroxyl compounds, and B2 monohydroxy-, monocarboxylic acid compounds to form an intermediate, followed by reacting the intermediate with C an unsaturated monohydroxy functional anchoring group.Type: GrantFiled: February 15, 2007Date of Patent: March 23, 2010Assignee: Ciba Corporation TarrytownInventors: Arend Noordam, Lothar Alexander Engelbrecht, Marcelles Van Der Sluis, Wendy Gezina Hof
-
Patent number: 7056846Abstract: This invention provides compositions and methods for treating fibrous substrates to render those substrates durably repellent to water and oil and durably resistant to dry soil comprising a fluorochemical urethane formed by reacting a tri- or higher order isocyanate with a fluorochemical monofunctional compound; and optionally a non-fluorinated aliphatic monofunctional compound.Type: GrantFiled: December 4, 2001Date of Patent: June 6, 2006Assignee: 3M Innovative Properties CompanyInventors: John C. Clark, Malcolm B. Burleigh, Chetan P. Jariwala, Qiu Zai-Ming
-
Patent number: 6765111Abstract: The present invention is directed to a process for the production of polyisocyanates containing isocyanurate groups by trimerizing a portion of the isocyanate groups of hexamethylene diisocyanate using N,N,N-trialkyl-N-benzyl-quaternary ammonium hydroxides as the trimerization catalyst, terminating the trimerization reaction at the desired degree of trimerization by adding a catalyst poison and/or by thermally deactivating the catalyst and removing unreacted hexamethylene diisocyanate to a residual content of at most 0.2% by weight, characterized in that a) the hexamethylene diisocyanate used as starting material is freed from carbon dioxide to a residual content of less than 20 ppm (weight) and b) the catalyst is used in a quantity of less than about 0.03% by weight, based on the weight of the hexamethylene diisocyanate used.Type: GrantFiled: January 16, 1997Date of Patent: July 20, 2004Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Manfred Bock, Carl-Gerd Dieris
-
Patent number: 6673960Abstract: A process for working up distillation residues from the synthesis of tolylene diisocyanate by reaction of the distillation residues with water comprises reacting the TDI distillation residues with water in a continuous or semicontinuous process in a backmixed reactor in the presence of hydrolysate.Type: GrantFiled: December 14, 2000Date of Patent: January 6, 2004Assignee: BASF AktiengesellschaftInventors: Hans Volkmar Schwarz, Markus Maurer, Michael Sander, Eckhard Ströfer, Rene Leuthold, Burghard Hantel, Siegfried Richter, Jörg Therre
-
Publication number: 20030078450Abstract: The invention relates to a method for making oligomeric isocyanates by reacting diisocyanates in the presence of a catalyst, wherein the catalyst comprises a saline compound prepared from a five-membered N-heterocycles and the N-heterocycle comprises at least one N-H function in the five-membered ring, to the products produced in this way and to polymers prepared from these products.Type: ApplicationFiled: May 13, 2002Publication date: April 24, 2003Inventors: Jurgen Kocher, Frank Richter, Hans-Josef Laas, Matthias Wintermantel
-
Publication number: 20030009054Abstract: Low-odor, storage-stable monomer-containing polyisocyanurate is prepared from isophorone diisocyanate by conducting a partial trimerization for 3 minutes to 3 hours in the presence of 0.Type: ApplicationFiled: June 27, 2002Publication date: January 9, 2003Applicant: DEGUSSA AGInventors: Stephan Kohlstruk, Manfred Kreczinski, Rainer Lomoelder
-
Patent number: 5455374Abstract: The present invention relates to a liquid, storage-stable isocyanate having a viscosity of less than 100,000 mPa.s at 23.degree. C. and an isocyanate content of from about 9 to 20% by weight, and is prepared by reacting a solid 4,4'-methylene bis(cyclohexyl isocyanate) with a blocking agent. The 4,4'-methylene bis(cyclohexyl isocyanate) must contain at least 35 to 100% by weight of the trans,trans isomer. More generally, this liquid isocyanate is prepared by reacting the solid or semi-solid 4,4'-methylene bis (cyclohexyl isocyanate) with the blocking agent in quantities such that at least 22% but less than 60% of the isocyanate groups are blocked. Preferred blocking agents are the ketoximes, and mixtures thereof.Type: GrantFiled: June 30, 1993Date of Patent: October 3, 1995Assignee: Bayer CorporationInventors: Stephen D. Seneker, Scott A. Kane
-
Patent number: 5349082Abstract: Disclosed herein is a process for recovering toluene diisocyanate (TDI) from a TDI residue solution, comprising mixing the residue solution with a polyisocyanate consisting essentially of methylenediphenyl diisocyanate (MDI) or MDI in combination with its higher ring oligomer, followed by heating the resulting mixture over a temperature range of 130.degree. to 250.degree. C. for a period of time sufficient to remove free TDI and thermally splittable TDI generated from equilibration of the TDI residue with MDI or the MDI oligomer by either a batch or continuous process.Type: GrantFiled: March 19, 1993Date of Patent: September 20, 1994Assignee: Miles Inc.Inventors: William E. Slack, Kenneth L. Dunlap, Larry W. Arndt, Louis Renbaum
-
Patent number: 5294741Abstract: The invention relates to an improved process for the preparation of a compound of the formula R.sup.1 -X-SO.sub.2 -NCO in whichX is O or NR.sup.2,R.sup.1 is alkylsulfonyl or phenyl which is optionally substituted by Hal, alkyl and/or alkoxy, andR.sup.2 is alkyl, by reactingR.sup.1 XH with ClSO.sub.2 NCO to give the compound R.sup.1 XCONHSO.sub.2 Cl followed by a rearrangement reaction, which comprises carrying out the process continuously in the presence or absence of an inert solvent.Type: GrantFiled: February 21, 1992Date of Patent: March 15, 1994Assignee: Hoechst AktiengesellschaftInventors: Gunter Schlegel, Stephen Lachhein, Harald Berger
-
Patent number: 5264620Abstract: The present invention is a prepolymer or quasi-prepolymer formed from the reaction of a given amount of a diphenyl methane diisocyanate having at least 5 percent of the 2,4'-isomer and polytetramethylene ether glycols having a molecular weight between 162 and 3000. The glycol which may be combined with other polyether or polyester glycols. The resulting NCO-terminated prepolymer or quasi polymer is a liquid which is stable at temperature of 15.degree. C. for at least 24 hours.Type: GrantFiled: March 8, 1991Date of Patent: November 23, 1993Assignee: BASF CorporationInventor: Thirumurti Narayan
-
Patent number: 5182354Abstract: The invention relates to transparent, substantially compact polyurethane casting compositions, sterilizable with superheated steam, which are prepared by the reaction of:A) modified diphenylmethane diisocyanates (A) that are liquid at 23.degree. C. and are in turn are obtained by the reaction of1) a diphenylmethane diisocyanate isomer mixture, which in terms of 100 parts by weight comprises 60 to 90 parts by weight of 4,4'-diphenylmethane diisocyanate, 40 to 8 parts by weight of 2,4'-diphenylmethane diisocyanate, and 0 to 5 parts by weight of 2,2'-diphenylmethane diisocyanate with2) at least one polyoxypropylene polyol initiated with glycerine and/or trimethylol propane, having a molecular weight of 350 to 800 with a ratio of NCO:OH groups of 2.5:1 to 15:1, withB) at least one compound having at least two reactive hydrogen atoms in the presence or absence ofC) catalysts,as well as to a process for preparing the polyurethane casting compounds and their use for medical-technical articles.Type: GrantFiled: May 7, 1990Date of Patent: January 26, 1993Assignee: BASF AktiengesellschaftInventors: Peter Horn, Walter Heckmann, Falko Ramsteiner, Friedrich Gerold
-
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
-
Patent number: 5043472Abstract: This invention relates to storage-stable solid isocyanate compositions that are substantially crystalline at room temperature comprising the reaction products of organic isocyanates with substoichiometric quantities of 2-methyl-1,3-propanediol.This invention further to a method of using the solid isocyanate compositions of the invention in the preparation of polyurethane products.Type: GrantFiled: December 21, 1989Date of Patent: August 27, 1991Assignee: Mobay CorporationInventor: Robson Mafoti
-
Patent number: 4975514Abstract: A polyisocyanate composition containing an amide-modified product, obtained by modifying a polyisocyanate compound with a polybasic carboxylic acid in an equivalent ratio of carboxyl groups/isocyanate groups being at most 0.9.Type: GrantFiled: May 8, 1989Date of Patent: December 4, 1990Assignee: Asahi Glass Company, Ltd.Inventors: Hiroyuki Watanabe, Hiroshi Washita, Kazuhiko Kuga
-
Patent number: 4925974Abstract: A process for the production of a blocked urea group-containing polyisocyanate from a partially blocked polyisocyanate and polyamine, comprising the steps of:(i) reacting a partially blocked polyisocyanate, said polyisocyanate being made substantially free of monomeric polyisocyanate, by vacuum thin layer evaporation with a primary polyamine, secondary polyamine, or mixtures thereof, in relative proportions such that the ratio of isocyanate groups to amino groups is in the range from about 1:1 to 1.3:1, and(ii) isolating said urea group-containing polyisocyanate by wherein the vacuum boiling point of said polyisocyanate is lower than the deblocking temperature of said urea group-containing polyisocyanate.Type: GrantFiled: September 16, 1988Date of Patent: May 15, 1990Assignee: Huels AktiengesellschaftInventor: Rainer Gras
-
Patent number: 4910333Abstract: The present invention is directed to a process for the production of an isocyanate which is both stable and liquid at 25.degree. C. comprising reacting(i) diphenylmethane diisocyanate,(ii) an organic material containing two or more hydroxy groups, said organic material forming a product solid at 25.degree. C. when reacted with diphenylmethane diisocyanate in an amount such that the resultant solid product would have an isocyanate group content of from 10 to 30% by weight, and(iii) from 1 to 6% by weight, based on the combined weight of (i), (ii) and (iii), of tripropylene glycol, the amounts of components (i), (ii) and (iii) being such that the resultant product has an isocyanate group content of from about 10 to 30% by weight.Type: GrantFiled: June 3, 1987Date of Patent: March 20, 1990Assignee: Mobay CorporationInventor: William E. Slack
-
Patent number: 4883909Abstract: The present invention is directed to liquid, modified isocyanates prepared by reacting 4,4'-diphenylmethane diisocyanate, specific amines, and tripropylene glycol. The invention is also directed to processes for the production thereof.Type: GrantFiled: May 11, 1988Date of Patent: November 28, 1989Assignee: Mobay CorporationInventor: William E. Slack
-
Patent number: 4766239Abstract: The invention relates to a process for the in situ production of dispersions or solutions of urea group-containing aromatic isocyanates by the low temperature reaction of aromatic diisocyanates and/or polyisocyanates (the NCO groups of which preferably exhibit different reactivities) with from 0.15 to 0.4 mols of water per NCO equivalent in relatively high molecular weight polyols and in the presence of catalysts accelerating the NCO/water reaction. Such catalysts are preferably selected from peralkylaminoalkyl ethers, peralkylamino-polyalkylene ethers and/or peralkyl-polyalkylene-polyamines. The present invention also relates to the resulting metastable solutions or dispersions and to the use thereof, optionally with the further addition of relatively high and low molecular weight compounds having hydroxyl, amino or hydrazide groups and with the optional addition of other polyisocyanates in polyurethane-forming ratios for the production of polyurethanes.Type: GrantFiled: May 8, 1986Date of Patent: August 23, 1988Assignee: Bayer AktiengesellschaftInventors: Gerhard Grogler, Richard Kopp, Heinrich Hess
-
Patent number: 4684722Abstract: Antibacterial activity is exhibited by monocyclic .beta.-lactam antibiotics having in the 1-position an --O--SO.sub.3 H activating group and in the 3-position an acylamino group of the formula ##STR1## wherein R.sub.3 and R.sub.4 are each independently hydrogen or alkyl.Type: GrantFiled: January 6, 1986Date of Patent: August 4, 1987Assignee: E. R. Squibb & Sons, Inc.Inventor: Joseph E. Sundeen
-
Patent number: 4611083Abstract: The invention relates to urea group-containing polyisocyanate mixtures which are liquid at room temperature and have an isocyanate group content of from 15 to 30 weight percent and a diphenylmethane diisocyanate content of from 55 to 90 weight percent, obtained through the reaction of(A) polyoxyalkylene polyamines having a functionality of from 2 to 5 and an amine number from 20 to 250 with a polyisocyanate (B) selected from the group consisting of(B1) a mixture of diphenylmethane diisocyanates and polyphenyl polymethylene polyisocyanates having a diphenylmethane diisocyanate content of from 55 to 90 weight percent or(B2) at least one diphenylmethane diisocyanate isomer.The polyisocyanate mixtures claimed in the invention are used to prepare dense or cellular polyurethane and/or polyisocyanurate plastics, in particular, flexible polyurethane foams.Type: GrantFiled: November 23, 1984Date of Patent: September 9, 1986Assignee: BASF AktiengesellschaftInventors: Ingolf Buethe, Matthias Marx, Willibald Schonleben
-
Patent number: 4605756Abstract: The invention relates to a process for the in situ production of dispersions or solutions of urea group-containing aromatic isocyanates by the low temperature reaction of aromatic diisocyanates and/or polyisocyanates (the NCO groups of which preferably exhibit different reactivities) with from 0.15 to 0.4 mols of water per NCO equivalent in relatively high molecular weight polyols and in the presence of catalysts accelerating the NCO/water reaction. Such catalysts are preferably selected from peralkylaminoalkyl ethers, peralkylamino-polyalkylene ethers and/or peralkyl-polyalkylene-polyamines. The present invention also relates to the resulting metastable solutions or dispersions and to the use thereof, optionally with the further addition of relatively high and low molecular weight compounds having hydroxyl, amino or hydrazide groups and with the optional addition of other polyisocyanates in polyurethane-forming ratios for the production of polyurethanes.Type: GrantFiled: December 17, 1984Date of Patent: August 12, 1986Assignee: Bayer AktiengesellschaftInventors: Gerhard Grogler, Richard Kopp, Heinrich Hess