Urethane (-n-c(=o)-o-c-) Group Patents (Class 252/182.22)
  • Patent number: 11518907
    Abstract: A mixture of water-emulsifiable isocyanates is described. The mixture contains (A) at least one polyisocyanate (a), (B) at least one emulsifier obtained by reacting at least one polyisocyanate with at least one polyether alcohol having a molecular weight of less than 400 g/mol, (C) at least one emulsifier obtained by reacting at least one polyisocyanate with at least one polyether alcohol having a molecular weight of greater than 450 g/mol, and (D) optionally at least one emulsifier obtained by reacting a polyisocyanate with at least one compound (d) having at least one hydrophilic, non-isocyanate-reactive group and precisely one isocyanate-reactive group (group D2). The weight ratio of component (B) to component (C) in the mixture is from 30:70 to 70:30, preferably from 40:60 to 60:40.
    Type: Grant
    Filed: December 5, 2017
    Date of Patent: December 6, 2022
    Inventors: Frederic Lucas, Rabie Al-Hellani
  • Patent number: 10227459
    Abstract: The present invention relates to fiber-plastics composites consisting of (I) at least one fiber material and (II) a plastics matrix, where the composite is characterized in that the plastics matrix is based on a two-component matrix material (IIa), where the two-component matrix material (IIa) comprises (1) a parent component comprising (A) at least one polycarbonatediol and (2) a hardener component comprising (C) at least one polyisocyanate-modified polyester with from 4 to 15% isocyanate content. The present invention also relates to a process for the production of the fiber-plastics composites and to use of these.
    Type: Grant
    Filed: October 27, 2015
    Date of Patent: March 12, 2019
    Assignee: BASF Coatings GmbH
    Inventors: Dirk Seeger, Martin Kaune, Uli Ramm
  • Patent number: 9683127
    Abstract: The invention relates to a process for the preparation of water-emulsifiable isocyanates and to their use.
    Type: Grant
    Filed: September 16, 2013
    Date of Patent: June 20, 2017
    Assignee: BASF SE
    Inventors: Angelika Maria Steinbrecher, Peter Keller, Frederic Lucas
  • Patent number: 9434809
    Abstract: 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: Grant
    Filed: February 15, 2013
    Date of Patent: September 6, 2016
    Assignee: Covestro Deutschland AG
    Inventors: Jen-Chieh Lin, HoChien Kung, Hong Zhu
  • Patent number: 9295881
    Abstract: A golf ball having a cover material made from a polyurethane or polyurethane/urea hybrid composition is provided. The polyurethane or polyurethane/urea composition is produced by the reaction of an isocyanate blend having an average NCO functionality in the range of 2.05 to 2.35, a polyamine compound, and amine or hydroxyl chain-extender. The resulting cover material has many advantages including improved thermal-stability, durability, toughness, and cut/tear-resistance. The preferred isocyanates in the blend include isophorone diisocyanate (“IPDI”); 1,6-hexamethylene diisocyanate (“HDI”); 4,4?-dicyclohexylmethane diisocyanate (“H12MDI”); 4,4?-diphenylmethane diisocyanate (4,4?MDI); toluene diisocyanate (“TDI”); and homopolymers and copolymers thereof.
    Type: Grant
    Filed: December 29, 2011
    Date of Patent: March 29, 2016
    Assignee: Acushnet Company
    Inventors: Michael Michalewich, Shawn Ricci, Brian Comeau, Timothy S. Correia
  • Patent number: 9000089
    Abstract: Polyurea systems comprising: (a) an amino-functional aspartic ester of the general formula (I) wherein X represents an n-valent organic radical derived from a corresponding n-functional primary amine X(NH2)n, R1 and R2 each independently represent an organic radical having no Zerevitinov active hydrogens and n represents an integer of at least 2; and (b) an isocyanate functional prepolymer having a residual monomer content of less than 1% by weight, the prepolymer prepared by reacting: (b1) an aliphatic isocyante; and (b2) a polyol component having a number average molecular weight of ?400 g/mol and an average OH functionality of 2 to 6, wherein the polyol component comprises one or more constituents selected from the group consisting of polyester polyols, polyester-polyether polyols and mixtures thereof; processes for making the same; postoperative adhesions barriers prepared therewith and dispensing systems for such polyurea systems.
    Type: Grant
    Filed: February 13, 2009
    Date of Patent: April 7, 2015
    Assignee: Medical Adhesive Revolution GmbH
    Inventors: Heike Heckroth, Hartmut Nefzger, Christian Wamprecht
  • Patent number: 8962749
    Abstract: The invention provides a ceramic green sheet having plasticity, punching property, and sinterability of satisfactory levels as well as a low percent (heat) shrinkage. In the production of a ceramic slurry serving as a raw material of the sheet, ingredients thereof are mixed under such conditions that the functional group ratio (polyol to isocyanate) is 1.5/11.5 to 11.5/11.5; the urethane resin formed from isocyanate and polyol has a repeating-unit-based molecular weight of 290 to 988; and the ratio by weight of the urethane resin to a ceramic powder falls within a range of 4.5 to 10 parts by weight of the urethane resin with respect to 100 parts by weight of the ceramic powder. A ceramic green sheet having, in well balance, all of the properties (i.e., plasticity, punching property, sinterability, and (heat) shrinkage) required for facilitating subsequent processes such as mechanical working and firing can be provided.
    Type: Grant
    Filed: February 6, 2009
    Date of Patent: February 24, 2015
    Assignee: NGK Insulators, Ltd.
    Inventors: Koji Kimura, Takuji Kimura, Tetsuya Onogi, Hidemi Nakagawa
  • Patent number: 8852458
    Abstract: This invention relates to coating compositions comprising a glycidyl carbamate functional resin, an epoxy resin, and an amine curing agent. The coating compositions have improved corrosion resistance, particularly on untreated steel substrates.
    Type: Grant
    Filed: December 12, 2008
    Date of Patent: October 7, 2014
    Assignee: NDSU Research Foundation
    Inventors: Dean C. Webster, Roopashree Suryanarayana
  • Patent number: 8716426
    Abstract: 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: Grant
    Filed: December 8, 2009
    Date of Patent: May 6, 2014
    Assignee: Perstorp France
    Inventors: Jean-Marie Bernard, Johannès Schwarz, Philippe Olier
  • Patent number: 8623320
    Abstract: The present invention relates to a novel Mg—Ti—Al composite metal hydroxide and to production method therefor. Mg—Ti—Al composite hydroxide particles can be obtained by subjecting a solution containing a magnesium salt and a titanium salt to ultrasound processing and carrying out a high-temperature and high-pressure reaction with a solution containing an aluminum salt in the proportions of the metal elements comprised in the Mg—Ti—Al composite metal hydroxide, thereby giving the advantageous effects that the halogen capturing ability is excellent and, when used in a polymer, degradation and early-staining prevention properties and transparency are outstanding.
    Type: Grant
    Filed: October 5, 2012
    Date of Patent: January 7, 2014
    Assignees: Shin Won Chemical Co., Ltd., Shin Won Industrial Co., Ltd.
    Inventors: Seok Keun Song, Sung Yeon Kim, Hee Soo Kim, Kwang Hee Lee
  • Patent number: 8575294
    Abstract: Methods of producing a hybrid petro-plant oil polyol having a high bio-content by coupling a petro-chemical polyol with a plant oil based polyol is provided, including coupling an intermediate petro-polyol prepolymer with a plant oil polyol so as to synthesize a hybrid petro-plant oil polyol having a high bio-content and a hydroxyl number of between about 50 and 60.
    Type: Grant
    Filed: November 5, 2010
    Date of Patent: November 5, 2013
    Inventors: Thomas M. Garrett, Xian Xian Du
  • Patent number: 8569440
    Abstract: The invention relates to high-reactivity polyurethane compositions containing uretdione groups and intended for use in the plastics sector.
    Type: Grant
    Filed: September 8, 2005
    Date of Patent: October 29, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Emmanouil Spyrou, Rainer Lomölder, Dirk Hoppe, Christoph Nacke, Andre Raukamp
  • Patent number: 8519050
    Abstract: A resin precursor composition includes an isocyanate component, a first polyol having a molecular weight of between approximately 600 and 800 and an OH index of between approximately 200 and 300 mgOH/g, and a second polyol having a molecular weight of between approximately 100 and 300 and an OH index of between approximately 800 and 1,200 mgOH/g.
    Type: Grant
    Filed: November 8, 2010
    Date of Patent: August 27, 2013
    Assignee: Milgard Manufacturing Incorporated
    Inventors: Randall J. Brown, Semen Kharchenko, Harry D. Coffee, Icheng Huang
  • Patent number: 8455101
    Abstract: The present invention relates to a process for producing a polyurethane lamination resin, by mixing a) an isocyanate prepolymer based on diphenylmethane diisocyanate having a difunctionally started polyether, b) polyphenylene polymethylene polyisocyanate, c) trifunctionally started polyetherpolyol with an average molar mass of from 350 to 600 g/mol, d) a thermoactivatable capped catalyst, e) if appropriate, chain extender and/or crosslinking agent, f) if appropriate, water-absorbent substances, and g) if appropriate, other additives to give the polyurethane lamination resin. The present invention further relates to a polyurethane lamination resin, obtainable via a process of this type, and to the use of this type of polyurethane lamination resin for producing laminates, and also to skis or snowboards, comprising this type of laminate.
    Type: Grant
    Filed: October 22, 2008
    Date of Patent: June 4, 2013
    Assignee: BASF SE
    Inventors: Hans-Juergen Reese, Bert Neuhaus, Silvio Holl, Guenter Taenny
  • Patent number: 8455679
    Abstract: 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: Grant
    Filed: December 12, 2008
    Date of Patent: June 4, 2013
    Assignee: BASF SE
    Inventors: Thomas G. Savino, Nikolay Lebedinski, Rajesh Kumar, Calvin T. Peeler
  • Patent number: 8431672
    Abstract: 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: Grant
    Filed: March 30, 2012
    Date of Patent: April 30, 2013
    Assignee: Asahi Glass Company, Limited
    Inventors: Chitoshi Suzuki, Takeaki Arai, Yukio Matsumoto
  • Patent number: 8399595
    Abstract: The invention is a two part composition comprising: A. an isocyanate functional group containing component comprising one or more polyisocyanates and one or more isocyanate functional group containing prepolymers having in its backbone the residue of one or more chains derived from polypropylene oxide, copolymers of ethylene oxide and propylene oxide or mixtures thereof wherein equivalent weight of the chains are predominantly about 780 or greater; B. an isocyanate reactive component comprising one or more polypropylene oxide, copolymers of ethylene oxide and propylene oxide or mixtures thereof having equivalent weights predominantly about 960 or greater and terminal groups which are reactive with isocyanate groups; C.
    Type: Grant
    Filed: July 22, 2008
    Date of Patent: March 19, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Ulrich Tribelhorn, Renate R. Herger Hassan
  • Patent number: 8373004
    Abstract: The present invention relates to a novel process for preparing colorless, isocyanurate group-comprising polyisocyanates of (cyclo)aliphatic diisocyanates.
    Type: Grant
    Filed: March 27, 2008
    Date of Patent: February 12, 2013
    Assignee: BASF SE
    Inventors: Harald Schaefer, Carl Jokisch, Horst Binder, Matthias Kroner, Alexander Bayer
  • Patent number: 8367794
    Abstract: 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: Grant
    Filed: September 12, 2008
    Date of Patent: February 5, 2013
    Assignee: Bayer MaterialScience AG
    Inventor: Christian Wamprecht
  • Patent number: 8323525
    Abstract: A resin containing a liquid pigment dispersion is disclosed. The dispersion comprises a pigment dispersed in a blend of two or more active hydrogen-containing materials that together have a freezing point that is room temperature or below. The pigment remains dispersed in the blend, even if the dispersion is subjected to freezing and thawing. A curative blend comprising at least two active hydrogen-containing materials, which is liquid at room temperature, is also disclosed. The dispersions and curative blends of the present invention can be solvent-free. Resins and prepolymers comprising the curative blends of the invention, either pigmented or unpigmented, are also disclosed.
    Type: Grant
    Filed: December 21, 2011
    Date of Patent: December 4, 2012
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Kelly J. Gasper, Constantine A. Kondos
  • Patent number: 8296974
    Abstract: The present invention is a transparent thermoplastic polyurethane (TPU) comprising structural units of: a.) a diisocyanate; b.1) a polyester diol and b.2) a specific polyether diol and c.) a chain extender. The TPU has good combinations of light transmission and clarity, tensile strength, low temperature flexibility, and high moisture vapor transition rates compared to other commercial or known TPUs. A preferred example composition is a TPU that is based on MDI as the diisocyanate monomer, polycaprolactone as a polyester diol, an EO capped EO/PO polyether diol containing less than 20% EO, and butanediol as chain extender. These composition have good combinations of clarity, tensile strength, hydrolytic stability and processability compared to TPUs prepared using either polyester or polyether diols alone or the combination with a higher EO polyether diol.
    Type: Grant
    Filed: September 22, 2006
    Date of Patent: October 30, 2012
    Assignee: Lubrizol Advanced Materials, Inc.
    Inventors: Mark F. Sonnenschein, J. Mark Cox, Hanno R. Van der Wal, Benjamin L. Wendt
  • Patent number: 8242228
    Abstract: The present invention is a low haze thermoplastic polyurethane (TPU) prepared from a chain extender mixture that includes an acyclic diol and a mixture of 1,3- and 1,4-cyclohexanedimethanol. The TPU elastomers exhibit good optical clarity, particularly when formed into relatively thick injection molded parts.
    Type: Grant
    Filed: December 3, 2007
    Date of Patent: August 14, 2012
    Inventors: John M. Cox, Francisco Lerma, Mark F. Sonnenschein
  • Patent number: 8182647
    Abstract: A moisture-curable and biodegradable adhesive that includes the reaction product of: (a) an isocyanate component having an average functionality of at least 2; (b) an active hydrogen component having an average functionality greater than 2.1; and (c) an ionic salt component having an average hydroxyl or amino functionality, or combination thereof, of at least 1.
    Type: Grant
    Filed: May 20, 2008
    Date of Patent: May 22, 2012
    Assignee: Cohera Medical, Inc.
    Inventors: Jason Smith, Eric Beckman
  • Patent number: 8097183
    Abstract: A liquid pigment dispersion is disclosed. The dispersion comprises a pigment dispersed in a blend of two or more active hydrogen-containing materials that together have a freezing point that is room temperature or below. The pigment remains dispersed in the blend, even if the dispersion is subjected to freezing and thawing. A curative blend comprising at least two active hydrogen-containing materials, which is liquid at room temperature, is also disclosed. The dispersions and curative blends of the present invention can be solvent-free. Resins and prepolymers comprising the curative blends of the invention, either pigmented or unpigmented, are also disclosed.
    Type: Grant
    Filed: March 1, 2010
    Date of Patent: January 17, 2012
    Assignee: PPG Industries Ohio, Inc
    Inventors: Kelly J. Gasper, Constantine A. Kondos
  • Patent number: 8076518
    Abstract: This invention provides chain extender compositions. These compositions comprise (i) an aliphatic secondary diamine, and (ii) a component selected from the group consisting of: (a) a cycloaliphatic primary diamine; (b) an aliphatic secondary diamine; (c) an aliphatic secondary diamine and an aliphatic primary diamine; (d) an aliphatic diimine; and (e) a combination of any two or more of (a) through (d), with the proviso that when (ii) is (a), (i) is a noncyclic aliphatic secondary diamine. Processes for producing polyurethanes, polyureas, and polyurea-urethanes are also provided.
    Type: Grant
    Filed: September 25, 2006
    Date of Patent: December 13, 2011
    Assignee: Albemarle Corporation
    Inventors: Paul L. Wiggins, John Y. Lee, Judit Orgad, David W. Owens
  • Patent number: 8039574
    Abstract: 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: Grant
    Filed: October 10, 2003
    Date of Patent: October 18, 2011
    Assignee: Rhodia Chimie
    Inventors: Eugènie Charriere, Jean-Marie Bernard, Denis Revelant, Stéphane Randu, Michel Carlo
  • Patent number: 8022200
    Abstract: The invention relates to a process for the preparation of liquid, storage-stable isocyanate mixtures which are characterized by a low color number and which contain carbodiimide (CD) and/or uretonimine (UI) groups. This invention also relates to the isocyanate mixtures obtained by this process, to their use for the preparation of blends with further isocyanates, and to the preparation of prepolymers containing isocyanate groups and of polyurethane plastics, preferably polyurethane foams from these isocyanate mixtures.
    Type: Grant
    Filed: July 1, 2005
    Date of Patent: September 20, 2011
    Assignee: Bayer MaterialScience AG
    Inventors: Stefan Wershofen, Manfred Schmidt, Hans-Georg Pirkl, Nobuhiro Kamiyama, Shinichi Murakami, Tetsuo Harada
  • Patent number: 7956151
    Abstract: A composition for and method for bonding a substrate. In general, applied to a substrate will be a primer composition that includes an adhesion promoter, which is an adduct prepared by the reaction of at least one aromatic polyisocyanate compound, with an active hydrogen containing moiety of an organofunctional silane, and a prepolymer derived from the reaction of at least one aliphatic polyisocyanate and a polyol, and is at least partially reacted with an active hydrogen containing moiety of an organofunctional silane.
    Type: Grant
    Filed: November 13, 2009
    Date of Patent: June 7, 2011
    Assignee: Dow Global Technologies LLC
    Inventors: Stefan Schmatloch, Dirk Schwöeppe
  • Patent number: 7906607
    Abstract: It is an object of the present invention to provide an isocyanate group-terminated urethane prepolymer which has a low viscosity at melting and a process for producing the same, and an adhesive which comprises the urethane prepolymer. The invention relates to a process for producing an isocyanate group-terminated urethane prepolymer which comprises reacting polyols with a polyisocyanate compound, wherein the polyols comprise 10 to 50% by mass of a polyester polyol and 90 to 50% by mass of a polycarbonate polyol and wherein a sebacic acid-derived polyester polyol which is a polycondensate of sebacic acid with a diol compound accounts for 50 to 100% by mass of the polyester polyol and wherein the polyisocyanate compound and the polyols are reacted in such amounts that the ratio (by mol) of the isocyanate group/hydroxyl group is 1.2 to 3.2.
    Type: Grant
    Filed: October 22, 2007
    Date of Patent: March 15, 2011
    Assignee: Asahi Glass Company, Limited
    Inventors: Tomeyoshi Ohori, Hiroshi Wada
  • Patent number: 7893184
    Abstract: Dendritic or hyperbranched polyurethanes are prepared by 1) reacting diols or polyols having at least one tertiary nitrogen atom and at least two hydroxyl groups of differing reactivity toward isocyanate groups with diisocyanates or polyisocyanates to form an addition product, with the diols or polyols and diisocyanates or polyisocyanates being selected so that the addition product has, on average, one isocyanate group and more than one hydroxyl group or one hydroxyl group and more than one isocyanate group, 2) converting the addition product from step 1) into a polyaddition product by intermolecular reaction of the hydroxyl groups with the isocyanate groups, and with a reaction with a compound containing at least two hydroxyl groups, mercapto groups, amino groups or isocyanate groups also being able to be carried out first, 3) if desired reacting the polyaddition product from step 2) with a compound containing at least two hydroxyl groups, mercapto groups, amino groups or isocyanate groups.
    Type: Grant
    Filed: May 14, 2004
    Date of Patent: February 22, 2011
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Bruchmann, Jean-Francois Stumbe
  • Patent number: 7714037
    Abstract: A photoinitiated cationically curable composition is provided, including at least one substantially saturated epoxy component comprising at least two glycidyl ether groups; at least one acrylonitrile/butadiene copolymer; and at least one cationic photoinitiator. The compositions exhibit excellent strength properties as well as reduced color formation upon curing, particularly after post-curing thermal treatments. Methods of bonding substrates with such compositions and articles prepared therefrom are also provided through the invention.
    Type: Grant
    Filed: December 15, 2006
    Date of Patent: May 11, 2010
    Assignee: Henkel Corporation
    Inventor: Philip T. Klemarczyk
  • Patent number: 7687411
    Abstract: The speaker member includes: a base material; and a resin film layer laminated on the base material through an adhesive layer. The adhesive layer has a heat shrinkage ratio of 0.5 to 1.0%; the resin film layer has a heat shrinkage ratio of 0.8 to 1.3%; and the heat shrinkage ratio of the adhesive layer is smaller than the heat shrinkage ratio of the resin film layer. The method of manufacturing a speaker comprises the steps of: applying a predetermined resin composition on a release material; drying the resin composition, so as to form a resin film layer on the release material; applying a predetermined adhesive on the resin film layer, so as to form an adhesive layer; attaching together the resin film layer formed on the release material and a base material through the adhesive layer, so as to form a laminate; subjecting the laminate to aging; and molding the laminate subjected to aging by using a metal mold having a predetermined shape.
    Type: Grant
    Filed: February 16, 2006
    Date of Patent: March 30, 2010
    Assignee: Onkyo Corporation
    Inventors: Takeshi Fujitani, Masahiro Yoshida
  • Patent number: 7635742
    Abstract: Modified stable polyisocyanates are described having at least one isocyanate function modified by a group having cross-linking functionality.
    Type: Grant
    Filed: June 30, 2003
    Date of Patent: December 22, 2009
    Assignee: Rhodia Chimie
    Inventor: Jean-Marie Bernard
  • Patent number: 7632425
    Abstract: A composition includes a metal precursor. The metal precursor may include an inorganic ligand and a metal cation. The inorganic ligand may include a carbamate group. An associated method is provided.
    Type: Grant
    Filed: October 6, 2006
    Date of Patent: December 15, 2009
    Assignee: General Electric Company
    Inventors: Davide Louis Simone, Thomas Martin Angeliu, Jian Zhang, Christopher Michael Carter, David Alexander Gibson, III, Larry Neil Lewis
  • Patent number: 7553906
    Abstract: An organic polyisocyanate with at least one unsaturated functional group is capable of copolymerizing when exposed to actinic radiation. The polyisocyanate comprises structural units with the formula (1): wherein: X is an electron-attracting group; R1, and R2 are hydrogen atoms, a saturated or unsaturated aliphatic or cycloaliphatic radical, or an aromatic or araliphatic radical; and n is an integer from 0 to 5. A process for producing this polyisocyanate is also disclosed.
    Type: Grant
    Filed: December 17, 2003
    Date of Patent: June 30, 2009
    Assignee: Bayer MaterialScience AG
    Inventors: Jan Weikard, Christoph Gürtler, Wolfgang Fischer, Diethelm Rappen, Michael Schelhaas
  • Patent number: 7468454
    Abstract: The present invention relates to a process for preparing amino-functional polyurethane prepolymers by a) preparing an NCO-functional polyurethane prepolymer by reacting an excess of one or more di- and/or polyisocyanates with at least one isocyanate-reactive compound having a functionality of at least 1.5, b) reacting the free NCO groups of the resulting polyurethane prepolymer with at least one compound containing one or more silanol groups to obtain the corresponding silylurethanes, and then c) converting the silylurethanes to amino-functional polyurethane prepolymers by hydrolysis and/or alcoholysis with decarboxylation. The present invention also relates coatings, adhesives, sealants, casting compounds or moldings obtained from these amino-functional polyurethene prepolymers.
    Type: Grant
    Filed: June 30, 2005
    Date of Patent: December 23, 2008
    Assignee: Bayer MaterialScience AG
    Inventor: Michael Mager
  • Patent number: 7339020
    Abstract: High-functionality polyisocyanates are prepared by a process which comprises (i) preparation of an addition product (A) which contains one group which is reactive toward isocyanate and at least two isocyanate groups by reacting (a) a diisocyanate or polyisocyanate I with (b1) compounds having at least three groups which are reactive toward isocyanate or (b2) compounds containing two groups which are reactive toward isocyanate or mixtures of (b1) and (b2), where at least one of the components (a) or (b) has functional groups having differing reactivities toward the functional groups of the other component and the reaction ratio is selected so that the addition product (A) contains an average of one group which is reactive toward isocyanate, (ii) if desired, intermolecular addition reaction of the addition product (A) to form a polyaddition product (P) containing an average of one group which is reactive toward isocyanate and an average of more than two isocyanate groups, and (iii) reaction of the addition
    Type: Grant
    Filed: March 19, 2001
    Date of Patent: March 4, 2008
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Bruchmann, Hans Renz, Rainer Königer, Ulrike Ehe, Ulrich Treuling, Rudolf Müller-Mall
  • Patent number: 7323532
    Abstract: 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: Grant
    Filed: September 29, 2003
    Date of Patent: January 29, 2008
    Assignee: Bayer MaterialScience AG
    Inventors: Thomas Fäcke, Jan Weikard, Wolfgang Fischer
  • Patent number: 7288213
    Abstract: 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: Grant
    Filed: April 21, 1999
    Date of Patent: October 30, 2007
    Assignee: Rhodia Chimie
    Inventors: Eugénie Charriere, Jean-Marie Bernard, Denis Revelant
  • Patent number: 7262231
    Abstract: The invention provides compounds which can generate amine by irradiation with light and are excellent both in photodecomposability and in reactivity and compatibility with amine-curable compounds, and photo-setting compositions containing the compounds. The compounds are carbamoyloxyimino compounds represented by the structural formula (I); and the compositions each comprise one or more of the carbamoyloxyimino compounds and an amine-curable compound. In the formula (I), R1 is an n-valent organic group; R2 and R3 are each hydrogen or an aromatic or aliphatic group; and n is an integer of 1 or above.
    Type: Grant
    Filed: August 16, 2005
    Date of Patent: August 28, 2007
    Assignee: Sekisui Chemical Co., Ltd.
    Inventors: Hideaki Ishizawa, Hiroji Fukui, Takeo Kuroda
  • Patent number: 7220814
    Abstract: The present invention relates to new hydrophilicized blocked polyisocyanates, a process for preparing them and their use.
    Type: Grant
    Filed: December 17, 2003
    Date of Patent: May 22, 2007
    Assignee: Bayer MaterialScience AG
    Inventors: Thorsten Rische, Christoph Gürtler, Karin Naujoks, Thomas Feller
  • Patent number: 7214329
    Abstract: The invention relates to an aqueous organic peroxide emulsion comprising an anti-freeze agent, a protective colloid, and a plasticiser wherein the plasticizer is an ester having a ratio of the number of carbon atoms present in the pasticiser molecule (excluding aromatic carbon atoms) to the number of ester groups in the molecule of higher than 8. These emulsions show a reduced droplet growth as compared to emulsions comprising a conventional plasticizer, i.e. the emulsions of the invention are more stable upon storage than the emulsions of the prior art. The invention emulsions are particularly useful in polymerization processes such as the polymerization of vinyl chloride monomer.
    Type: Grant
    Filed: February 20, 2002
    Date of Patent: May 8, 2007
    Assignee: Akzo Nobel N.V.
    Inventor: Boen H. O
  • Patent number: 7199207
    Abstract: A polyurethane prepolymer obtainable by reacting at least one aromatic polyisocyanate having symmetrical substitution of NCO groups and at least one aromatic polyisocyanate having asymmetric substitution of NCO groups, the fraction of aromatic polyisocyanate having symmetrical substitution of NCO groups being higher than the fraction of polyisocyanate having asymmetric substitution of NCO groups, and at least one polyol having an OH functionality of more than 2.5 and at least one polyol having an OH functionality of less than 2.5.
    Type: Grant
    Filed: November 12, 2004
    Date of Patent: April 3, 2007
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Bernhard Gruenewaelder, Werner Haller, Birgit Ness, Thomas Empt
  • Patent number: 7135504
    Abstract: An ink composition for ultraviolet curable ink-jet recording including carbon black, a photopolymerizable compound and a photopolymerization initiator, comprising at least one selected from the group consisting of non-metallic phthalocyanine sulfonic acids, metal phthalocyanine sulfonic acids in which the central metal is Cu, Fe, Ni, Co, or Ti, and metal salts thereof, and a polymer dispersant containing a basic functional group. The photopolymerizable compound may dissolve the polymer dispersant.
    Type: Grant
    Filed: April 25, 2003
    Date of Patent: November 14, 2006
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Yutaka Yamada, Hisao Yamaguchi, Osamu Oshima
  • Patent number: 7135128
    Abstract: At least one isocyanate-reactive monomer is reacted with an excess of molten monomeric diisocynate to produce at least one reaction product and a maximum of 0.5 wt % of free isocyanate groups. The reaction product is then mixed with at least 20 wt. %, based on the total weight of reaction product, of at least one isocyanate-terminated prepolymer which is essentially free of diisocyanate monomers and has a viscosity at 20° C. of at least 1.500 mPa·s, the isocyanate-terminated prepolymer having a content of free NCO groups of up to 25 wt % and containing a maximum of 0.1 wt. % of diisocyanate monomer(s) based on the weight of the isocyanate-terminated prepolymer. A polyurethane composition containing less than 0.1 wt. % of monomeric diisocyanate, based on the total weight of the resulting polyurethane composition, is produced.
    Type: Grant
    Filed: February 21, 2003
    Date of Patent: November 14, 2006
    Assignee: Jowat AG
    Inventors: Theodor Hippold, Dieter Guse, Christian Terfloth
  • Patent number: 7129312
    Abstract: 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: Grant
    Filed: November 25, 2000
    Date of Patent: October 31, 2006
    Assignee: Henkel Kommanditgesellschaft Auf Aktien (Henkel KGAA)
    Inventors: Michael Krebs, Christoph Lohr, Andreas Brenger
  • Patent number: 7074852
    Abstract: Blocked polyisocyanates and one-component stoving systems containing these blocked polyisocyanates, and the preparation thereof and their use for the preparation of lacquers, paints, adhesives and elastomers. The blocked polyisocyanates are derived from polyisocyanates reacted with secondary amines and cationic, anionic and/or nonionic hydrophilizing agents such that they are incorporated into the polyisocyanate at a ratio of from 20:1 to 1:1, wherein the blocking agents correspond to the formula R1–R4 can be identical or different and independently of one another denote hydrogen, C1–C6-alkyl or C3–C6-cycloalkyl, R5 denotes C1–C10-alkyl, C3–C10-cycloalkyl, and B represents ?wherein R6–R8 can be identical or different and independently of one another denote C1–C6-alkyl and/or C1–C6-cycloalkyl, R9 denotes hydrogen or C3–C6-alkyl or C3–C6-cycloalkyl.
    Type: Grant
    Filed: June 23, 2004
    Date of Patent: July 11, 2006
    Assignee: Bayer MaterialScience AG
    Inventors: Jan Mazanek, Christoph Thiebes, Jürgen Meixner, Olaf Fleck, Heino Müller
  • Patent number: 7060778
    Abstract: Ytterbium(III) acetylacetonate is used as a catalyst for the preparation of aliphatic oligocarbonate polyols by transesterification of at least one organic carbonate with at least one aliphatic polyol.
    Type: Grant
    Filed: May 10, 2004
    Date of Patent: June 13, 2006
    Assignee: Bayer Materialscience AG
    Inventor: Steffen Hofacker
  • Patent number: 7045650
    Abstract: 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: Grant
    Filed: September 2, 2004
    Date of Patent: May 16, 2006
    Assignee: Bayer Materialscience LLC
    Inventors: Bruce D. Lawrey, Kurt C. Frisch, Nigel Barksby
  • Patent number: 7038003
    Abstract: A process for preparing polyisocyanate prepolymers containing allophanate structural units that includes reacting a) one or more polyisocyanates with b) one or more polyetherpolyols containing less than or equal to 0.02 milliequivalent of unsaturated end groups per gram of polyol and having a polydispersity of from 1.0 to 1.5 and/or an OH functionality of greater than or equal to 1.9 ?to provide an NCO-functional polyurethane prepolymer containing urethane groups that are partly or fully allophanatized by further reaction with c) polyisocyanates, which may be different from those from a), and d) catalysts and optionally adding e) acidic additives before, during and/or after the allophanatization. The polyisocyanate prepolymers can be used to produce coatings, adhesive bonds and/or seals. The coatings include one or more of the polyisocyanate prepolymers, and at least one diol or polyol and/or at least one linear and/or cyclic, aliphatic, araliphatic and/or aromatic diamine or polyamine.
    Type: Grant
    Filed: March 23, 2005
    Date of Patent: May 2, 2006
    Assignee: Bayer MaterialScience AG
    Inventors: Michael Mager, Joachim Simon, Malte Homann