From N=c=x Reactant Having At Least Two -c-nh-c(=x)- Groups Patents (Class 528/59)
  • Patent number: 6720401
    Abstract: 1. A coating composition to form a coating layer or film of a hydrophilic polyurethane resin having a moisture permeability and being substantially non-porous, which comprises, as an essential component, an isocyanate group-containing prepolymer obtainable by reacting diphenylmethane diisocyanate with the following polyoxyalkylene polyol: A polyoxyalkylene polyol which contains at least 60 wt % of a polyoxyethylene polyol having at least three hydroxyl groups and having an oxyethylene group-content of at least 10 wt %, satisfies 3.0<n<3.5, where n is the average number of hydroxyl groups, and has an average oxyethylene group-content of from 60 to 90 wt %.
    Type: Grant
    Filed: June 6, 2001
    Date of Patent: April 13, 2004
    Assignee: Asahi Glass Company, Limited
    Inventors: Masanori Toyofuku, Satoru Mori, Josho Kashiwame, Kaoru Oguro
  • Publication number: 20040068079
    Abstract: The present invention relates to two-component coating systems with extended pot life for producing elastic coatings. The coating systems comprise polyurethane prepolymers based on polyether polyols prepared in the presence of double metal cyanide (DMC) catalysts and also comprise sterically hindered aromatic diamine curing agents.
    Type: Application
    Filed: October 3, 2003
    Publication date: April 8, 2004
    Inventors: Meike Niesten, Lutz Schmalstieg, Joachim Simon
  • Publication number: 20040068078
    Abstract: Isocyanate-capped biocompatible and optionally biodegradable polymers provide a liquid polymer composition, which can be implanted into a living mammal and which forms an adhesive, a coating, or a solid implant by in situ polymerization and crosslinking upon contact with body fluid or tissue. Formation of the polymerized material typically also involves crosslinking with surrounding tissue and formation of a tissue bond. Methods of using the novel liquid polymers of the invention in mammals are disclosed for providing wound sealing and bonding, formation of a protective barrier to prevent post-surgical adhesions, formation of tissue implants, and release of biologically active agents.
    Type: Application
    Filed: August 30, 2003
    Publication date: April 8, 2004
    Inventor: Michael T. Milbocker
  • Patent number: 6716953
    Abstract: The present invention provides a reaction product of reactants comprising: a) a polyisocyanate; b) a hydroxyalkyl carbamate; c) an aldehyde; and d) at least one monohydric alcohol. Additionally provided is a composition of matter comprising the structure: where Q is a multi-valent organic moiety containing urethane linkages; X is H, —CH2OH, or —CH2OR′; R′ is an alkyl or aryl group having from 1 to 12 carbon atoms; and y is at least 2. The reaction product described above may have the structure (i). The reaction product and composition of matter are suitable for use as crosslinking agents in a variety of curable compositions further comprising at least one polymer having functional groups that are reactive with the crosslinking agent. Such curable compositions may be used as film-forming compositions.
    Type: Grant
    Filed: May 16, 2002
    Date of Patent: April 6, 2004
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Michael A. Mayo, Steven V. Barancyk, Jane N. Valenta, Sherry M. Gaggini, William A. Humphrey
  • Patent number: 6716311
    Abstract: The invention relates to modified cationic polymers which can be obtained by reacting (a) water-soluble, polymeric compounds containing NH groups with (b) compounds which are at least bifunctional with regard to NH groups, which contain at least one alkyl radical or alkenyl radical having at least 8 C atoms, and which contain, as a functional group, a halohydrin, epoxide, carboxyl, chloroformate or isocyanate group or a halogen atom. The invention also relates to a method for producing the polymers by reacting the compounds of groups (a) and (b), and to the use of the modified cationic polymers during the production of paper as fixing agents for papermaking stock containing interfering substances.
    Type: Grant
    Filed: May 4, 2001
    Date of Patent: April 6, 2004
    Assignee: BASF Aktiengesellschaft
    Inventors: Jürgen Decker, Norbert Mahr, Anton Esser, Hubert Meixner, Rainer Dyllick-Brenzinger, Martin aus dem Kahmen, Martin Gercke
  • Publication number: 20040059051
    Abstract: An aqueous resin composition satisfying the following criteria (I)-(III). (I) The aqueous resin composition contains (a) an aqueous dispersion of a polyurethane resin obtained from a macromolecular polyol, organic polyisocyanate, chain extending agent and 2,2-dimethylolbutanoic acid, and, if required, (b) an aqueous dispersion of an acrylic resin. (II) When the resin comprising this aqueous resin composition contains mainly a polyurethane resin, the inherent viscosity (&eegr;inh) of the polyurethane resin measured at a concentration of 0.5 g/dL in dimethylformamide solution is in the range of 0.2-0.7 dL/g. After this aqueous resin composition is dried, the elastic modulus at 25° C. of the film obtained by heat treatment at 80° C. for 8 hours is in the range of 8.0×106-5.0×108 Pa, and the elastic modulus at 80° C. is 8.0×107 Pa or less.
    Type: Application
    Filed: September 29, 2003
    Publication date: March 25, 2004
    Applicant: KURARAY CO. LTD.
    Inventors: Mitsuru Kato, Yukitoshi Higashinaka
  • Patent number: 6710151
    Abstract: The end-blocked isocyanate prepolymer having an oxadiazine ring according to the present invention is characterized in that at least one of isocyanate groups of a NCO-terminated isocyanate prepolymer, which has NCO groups at the ends and comprises units derived from an oxadiazinetrione compound (A) represented by the following formula (1) and units derived from an active hydrogen compound (B) represented by the following formula (2), is blocked with a unit derived from an end-blocking agent (C) having at least one active hydrogen in one molecule, and that the end-blocked isocyanate prepolymer has a softening point of not lower than 50° C.
    Type: Grant
    Filed: November 12, 2002
    Date of Patent: March 23, 2004
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Toshiaki Kuwatsuka, Hideaki Ogata, Manabu Shimoda, Ryuuji Haseyama, Izumi Mega
  • Patent number: 6706835
    Abstract: Adhesion promoting compounds or resins containing a thiazole functionality (including benzothiazole) and a polymerizable functionality (Z) give improved adhesive strength to metal substrates. A representative structure is the following, in which R1 and R2 together can form a cyclic or aromatic structure, or are linear or branched organic moieties.
    Type: Grant
    Filed: July 19, 2002
    Date of Patent: March 16, 2004
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventor: Osama M. Musa
  • Publication number: 20040049003
    Abstract: 1.
    Type: Application
    Filed: May 27, 2003
    Publication date: March 11, 2004
    Inventors: Yoshiyuki Asahina, Kaoru Ueyanagi, Hironori Katagawa
  • Publication number: 20040049001
    Abstract: 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: Application
    Filed: September 9, 2002
    Publication date: March 11, 2004
    Inventors: William E. Slack, Hersel T. Kemp, William E. Miller
  • Publication number: 20040049002
    Abstract: A process for making a polyurethane, comprising reacting a multifunctional isocyanate, a polyol and, optionally, a chain extender, wherein at least two reagents selected from the isocyanate, the polyol, the chain extender, any mixture thereof and any pre-polymer formed therefrom, are intensively mixed prior to being reactively extruded, to form a polyurethane having a predetermined stoichiometry and thermal history. The polyurethanes obtained by such a process are of highly consistent composition and are, thus, especially suitable for use in the medical device industry.
    Type: Application
    Filed: August 12, 2003
    Publication date: March 11, 2004
    Inventors: Geoffrey Andrews, Anthony Johnson
  • Publication number: 20040039146
    Abstract: The disclosed invention relates to a method of making polyurethane prepolymers which have improved moisture resistance. The disclosed invention also relates to methods of manufacture of rebonded foam wherein the improved moisture resistant polyurethane prepolymers are used to bond polyurethane foam crumb.
    Type: Application
    Filed: August 20, 2003
    Publication date: February 26, 2004
    Inventors: Trent Shidaker, Brian Fogg
  • Publication number: 20040039147
    Abstract: The present invention relates to thermoplastically processable polyurethane elastomers (TPU) with tensile strengths of >35 MPa (measured in accordance with EN ISO 527-3), with shrinkages of <3% and with self-extinguishing properties based on the use of at least one flameproofing agent which can be built in, a process for their preparation and their use.
    Type: Application
    Filed: August 18, 2003
    Publication date: February 26, 2004
    Inventors: Henricus Peerlings, Wolfgang Brauer, Hans-Georg Wussow, Juergen Winkler, Hans-Georg Hoppe
  • Publication number: 20040030088
    Abstract: A composition comprising a two component polyurethane composition comprising a first component comprising a polyisocyanate and a second component comprising a polyol, wherein at least one of the first component and the second component further comprise a solvent; a phosphoric acid; and a phosphate ester of the formula (OM)3−n P(O)(OR)n, wherein n is 1 or 2, R is an organofunctional group, and M is hydrogen, metal, or ammonium. Also, a composition comprising a two component polyurethane composition comprising a first component comprising a polyisocyanate and a second component comprising a polyol, wherein at least one of the first component and the second component further comprise a solvent, a phosphoric acid, and an epoxy resin. Also, methods of making the compositions.
    Type: Application
    Filed: August 7, 2002
    Publication date: February 12, 2004
    Applicant: BASF Corporation
    Inventors: Keith L. Salter, David L. Newton, Charleen K. Morrison
  • Patent number: 6677424
    Abstract: The invention relates to a coating composition comprising at least one OH-functional binder component and at least one component compound, functioning as a crosslinking agent, which has NCO groups blocked with a pyrazole compound.
    Type: Grant
    Filed: January 7, 2002
    Date of Patent: January 13, 2004
    Assignee: BASF Coatings AG
    Inventors: Hans-Jünrgen Figge, Georg Wigger, Marita Schilling
  • Publication number: 20040006152
    Abstract: Aqueous coating compositions based on polyurethane dispersions which cure under the influence of high-energy radiation, to a process for preparing them and to their use. The coating compositions contain a polyisocyanate, a polyurethane containing free-radically polymerizable groups, and an initiator which is capable of initiating a free-radical polymerization.
    Type: Application
    Filed: June 10, 2003
    Publication date: January 8, 2004
    Inventors: Jan Weikard, Erhard Luhmann, Christoph Irle, Thorsten Rische, Karin Naujoks, Thomas Feller, Jan Mazanek
  • Patent number: 6667370
    Abstract: This invention relates to a process for producing prepolymers, which contain isocyanate terminal groups and which have a very low content of free isocyanate starting materials, from polyester polyols and polyisocyanates.
    Type: Grant
    Filed: February 20, 2002
    Date of Patent: December 23, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: James-Michael Barnes, Manfred Schmidt, Stefan Wershofen, Andreas Hoffmann
  • Publication number: 20030232956
    Abstract: A moisture-reactive hot-melt adhesive composition is provided. Particularly, a composition that includes a polyisocyanate and at least two polyols, one of which is a fatty polyol. Also provided is a method for bonding substrates using the adhesive.
    Type: Application
    Filed: May 15, 2003
    Publication date: December 18, 2003
    Inventor: Larry Frank Brinkman
  • Publication number: 20030232954
    Abstract: A polyurethane composition is disclosed that comprises an isocyanate-terminated polyurethane prepolymer, and a curative agent including a polyaspartic ester. Desirably, the curative agent includes a co-curative selected from the group consisting aromatic diamines and diols. This composition is useful for rotationally casting cylindrical parts. The invention includes the method for coating a cylindrical object.
    Type: Application
    Filed: June 14, 2002
    Publication date: December 18, 2003
    Applicant: CROMPTON CORPORATION
    Inventor: Vincent J. Gajewski
  • Publication number: 20030232955
    Abstract: The invention relates to water-dilutable polyurethanes containing structural units derived from 3,4-epoxy-1-butene and also to aqueous dispersions comprising these polyurethanes, to a process for preparing them and to use as aqueous oxidatively drying and/or UV-crosslinking coating compositions.
    Type: Application
    Filed: February 18, 2003
    Publication date: December 18, 2003
    Inventors: Martin Melchiors, Jan Weikard, Rolf Gertzmann, Helmut Greiving, Ulrich Freudenberg
  • Publication number: 20030229194
    Abstract: The polyurethane resin produced by reacting a component composed mainly of an active hydrogen-containing compound with a component composed mainly of an organic polyisocyanate compound which contains a backbone structure represented by the formula: 1
    Type: Application
    Filed: June 4, 2003
    Publication date: December 11, 2003
    Inventors: Takeshi Nomura, Takeshi Koyama
  • Publication number: 20030225239
    Abstract: This invention provides a Michael addition type urethane urea made from starting materials including a polyol (a), a polyisocyanate (b), a polyamine (c) and an unsaturated compound (d), and comprising a bonded portion represented by the following formula (1-1) or (1-2): 1
    Type: Application
    Filed: April 10, 2003
    Publication date: December 4, 2003
    Applicant: TOYO INK MANUFACTURING CO., LTD.
    Inventors: Naotoshi Nakamura, Kazunori Shigemori, Tsukasa Otsuki, Yukifumi Mashimo, Miki Kawashima, Akira Ikeda, Toshiaki Sato, Hiroshi Saito
  • Publication number: 20030225238
    Abstract: A polymer having a crosslinked structure made from a polyol and an isocyanate where the crosslinks contain urethane and/or ester bonds made from the reaction of a benzylic hydroxyl group and an isocyanate group.
    Type: Application
    Filed: March 31, 2003
    Publication date: December 4, 2003
    Inventors: Herman P. Benecke, Richard A. Markle
  • Patent number: 6657035
    Abstract: The present invention provides a moisture-curing one-pack urethane adhesive composition which has a good adhesive property to a painted steel. The moisture-curing one-pack urethane adhesive composition according to the present invention contains an isocyanate group-terminated urethane prepolymer as a main component, and also contains (1) a silane coupling agent as an adhesive promoter, and (2) (a) 2,2′-dimorpholinodiethyl ether and/or di(2,6-dimethylmorpholinoethyl)ether, and (b)dibutyltin diacetylacetonate, as curing catalysts. The moisture-curing one-pack urethane adhesive composition according to the present invention is particularly suitable for bonding automotive window glasses to automotive bodies.
    Type: Grant
    Filed: July 16, 2002
    Date of Patent: December 2, 2003
    Assignees: Sunstar Giken Kabushiki Kaisha, Uni-Sunstar B.V.
    Inventors: Yoshihiro Nakata, Shinji Ochi
  • Publication number: 20030215646
    Abstract: Improved isocyanate-based formulations which are useful laminating adhesives for flexible packaging. The low viscosity formulations have enhanced processing characteristics at reduced temperatures.
    Type: Application
    Filed: June 20, 2003
    Publication date: November 20, 2003
    Inventor: Brian S. Glasbrenner
  • Patent number: 6649727
    Abstract: The present invention relates to stable colloidal dispersions of sulfonated polyurethane ureas and self-supporting films formed from these dispersions. After formation of the sulfonated polyurethane urea, alcohols can be added to the aqueous dispersion to provide a water-alcohol system. The films of the present invention are minimally tacky and self-adhesive.
    Type: Grant
    Filed: July 27, 2000
    Date of Patent: November 18, 2003
    Assignee: 3M Innovative Properties Company
    Inventors: Jeffrey T. Anderson, Carol-Lynn Spawn, Steven T. Hedrick, Howard S. Creel, Steven S. Kantner
  • Patent number: 6642342
    Abstract: The present invention relates to thermosetting two-component coating compositions containing A) at least one NCO prepolymer, B) at least one amine-free chain extender, C) at least one catalyst selected from metal 1,3-dicarbonylates and metal-oxo 1,3-dicarbonylates, wherein i) the metal 1,3-dicarbonylate contains as a neutral complex a metal cation with the electron configuration d0 of sub-group 3 or a lanthanide and ii) the metal-oxo 1,3-dicarbonylate contains a metal-oxo cation of sub-group 6 with the electron configuration d0. The present invention also relates to a process for preparing these coating compositions and to coated substrates prepared therefrom.
    Type: Grant
    Filed: June 26, 2002
    Date of Patent: November 4, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Ludewig, Christoph Gürtler, Detlef-Ingo Schütze
  • Patent number: 6635690
    Abstract: The present invention provides novel compositions prepared from a first oligomer containing reactive functional groups capable of reaction at effective rates (at normal processing temperatures) with a co-reactive second component possessing functionality that is complementary to that of the first oligomer. The compositions may be used as coatings, including hard surface coatings, clear coatings, powder coatings and pattern coatings; as adhesives, including pressure sensitive adhesives and hot melt adhesives; as sealants; as optical coatings; as blown microfibers (BMF); as high refractive index optical materials; as barrier films; in microreplication; as low adhesion backsizes, (LABs) and as release coatings.
    Type: Grant
    Filed: June 19, 2001
    Date of Patent: October 21, 2003
    Assignee: 3M Innovative Properties Company
    Inventors: Steven M. Heilmann, Babu N. Gaddam, Ahmed S. Abuelyaman, Duane D. Fansler, Todd D. Jones, Maureen A. Kavanagh, Kevin M. Lewandowski, Michael S. Wendland
  • Patent number: 6635722
    Abstract: A catalyzed reactive hot melt adhesive, a method for improving the cure rate and a method for making thereof. The adhesive includes the reaction product of a reactive polyurethane adhesive and a catalytically effective amount of at least one amine catalyst with at least one active hydrogen.
    Type: Grant
    Filed: May 2, 2001
    Date of Patent: October 21, 2003
    Assignee: Henkel Corporation
    Inventors: Yingjie Li, Jason D. Lohrey
  • Patent number: 6632914
    Abstract: Polyfunctional polyisocyanate polyadducts are prepared by a process comprising (i) preparation of an adduct by reacting (a) an at least trifunctional component (a1) reactive with isocyanate groups or a difunctional component (a2) reactive with isocyanate groups or a mixture of the components (a1) and (a2) with (b) a di- or polyisocyanate, the reaction ratio being chosen so that on average the polyadduct (A) contains one isocyanate group and more than one group reactive with isocyanate groups, (ii) if required, intermolecular addition reaction of the adduct (A) to give a polyadduct (P) which contains on average one isocyanate group and more than two groups reactive with isocyanate groups, and (iii) reaction of the adduct (A) or of the polyadduct (P) with an at least difunctional component (c) reactive with isocyanate groups.
    Type: Grant
    Filed: June 21, 2001
    Date of Patent: October 14, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Bruchmann, Konrad Stiefenhöfer
  • Patent number: 6630534
    Abstract: Disclosed is a composition useful as a sealing or undercoating material for automobiles. The composition comprises fine particles (A) comprising polyurethane resin, a plasticizer (B) and fillers (C), wherein not less than 50% of (A) is spherical particles having a ratio of major axis/minor axis in the range of 1.0 to 1.5.
    Type: Grant
    Filed: March 31, 2000
    Date of Patent: October 7, 2003
    Assignees: Sanyo Chemical Industries, Ltd., Toyota Jidosha Kabushiki Kaisha
    Inventors: Keiji Tanaka, Toshihiko Kinsho, Takashi Yabuta, Keiichi Yokouchi, Takao Nomura
  • Patent number: 6624240
    Abstract: Disclosed is a polyurethane resin having a number average molecular weight of up to 5,000 which is prepared by reacting a diisocyanate compound with at least one monomer diol compound and optionally a polymer diol compound without a chain extender to form a polymer, wherein the molar ratio of the monomer diol compound over the polymer diol compound when present is above 1 followed by capping the polymer with a terminator.
    Type: Grant
    Filed: December 28, 2001
    Date of Patent: September 23, 2003
    Assignee: Sun Chemical Corporation
    Inventor: Robert Auerbach
  • Patent number: 6624280
    Abstract: Oligomeric and high molecular mass products of reaction of alkyl and aryl allophanates with nucleophilic compounds, and also low molecular mass, oligomeric and high molecular mass compounds containing lateral and/or terminal allophanate groups, and also the use of the reaction products and/or of the compounds in coating compositions, adhesives and sealing compounds or for producing films.
    Type: Grant
    Filed: March 2, 2001
    Date of Patent: September 23, 2003
    Assignee: BASF Coatings AG
    Inventors: Heinz-Peter Rink, Werner Jung, Ulrike Röckrath, Thomas Savino
  • Patent number: 6624277
    Abstract: The present invention relates to polyurethane polyol compositions comprising the reaction product of a polyisocyanate, a polyol, and a Guerbet alcohol having at least 12 carbon atoms or a Guerbet alcohol mixture having an average of at least 12 carbon atoms. Preferred polyols are &agr;,&bgr; diols and &agr;,&ggr; diols. The polyurethane polyol compositions exhibit very low viscosity and are particularly useful in very low VOC coating compositions. The resulting cured coating provides surprisingly improved properties.
    Type: Grant
    Filed: December 12, 2001
    Date of Patent: September 23, 2003
    Assignee: AKZO Nobel N.V.
    Inventors: Alexander Leo Yahkind, Robert Brian Feisel, Michael Todd Render, Dhruv Vrajlal Parekh
  • Publication number: 20030176616
    Abstract: The invention describes a fast curable system for the preparation of amine modified thermosettings containing triazine groups, the system comprising at least one polyfuctional organic monomeric or prepolymerized cyanate and at least one primary or secondary amine, wherein the amount of amine is selected such that the molar ratio of cyanate radicals to amine radicals is from 95:5 to 50:50, and optionally additional additives, characterized in that the amine is present in a form having a blocked or decreased reactivity which can be reactivated without reacting it with a chemical participant of reaction. Further, it is directed to amine modified thermosetting materials containing triazine groups as well as to a method for preparing same.
    Type: Application
    Filed: November 8, 2002
    Publication date: September 18, 2003
    Inventors: Jorg Bauer, Monika Bauer, Christoph Uhlig
  • Patent number: 6613865
    Abstract: The invention relates to thermoplastic compositions that contain reactive isocyanate groups and that are suitable for use as desiccants for packaging moisture-sensitive goods, especially for polyurethane hotmelt adhesives that are cross-linked upon exposure to moisture. The compositions are formed by the reaction of hydroxy- or amino-containing polyols, including sugars, with an excess of polyisocyanates, and admixing the resulting product with polyurethane catalysts.
    Type: Grant
    Filed: April 26, 2002
    Date of Patent: September 2, 2003
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Robert Magunia, Gerald Petry, Michael Krebs
  • Patent number: 6613864
    Abstract: A polyurethane composition useful for the manufacture of an elastomeric part is provided. The polyurethane composition comprises a polyisocyanate prepolymer and an active hydrogen containing compound, wherein from about 10 to about 60 percent by weight of the composition is a butylene oxide adduct and from about 70 to about 100 percent of the butylene oxide adduct is present in the polyisocyanate prepolymer. A method for preparing a polyurethane polymer from the polyurethane composition is also provided. Also, a method for preparing a polyurethane article from the polyurethane composition is provided.
    Type: Grant
    Filed: August 17, 2001
    Date of Patent: September 2, 2003
    Assignee: Dow Global Technologies Inc.
    Inventors: James R. Porter, Allan James, Kenneth B. Arnold
  • Patent number: 6607795
    Abstract: Herein is disclosed an oxygen scavenging composition, comprising (i) an oxygen scavenging polymer comprising units having structure I: wherein R1 and R2 are independently selected from the group consisting of —O—, —NCO—, and —NR—, wherein R is selected from the group consisting of —H and —C1-C6 alkyls; (ii) a transition metal oxidation catalyst; and (iii) an energy-absorbing compound selected from the group consisting of microwave reactive materials and photoinitiators having a wavelength of maximum absorption of electromagnetic radiation from about 200 nm to about 750 nm. The oxygen scavenging composition can be used to form an oxygen scavenging packaging article.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: August 19, 2003
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Hu Yang, Ta Yen Ching, Peter Kwan
  • Publication number: 20030153715
    Abstract: Novel diphenylmethane diisocyanate composition that comprises diphenylmethane diisocyanate, a diphenylmethane diisocyanate uretonimine group-containing derivative, a reaction product of diphenylmethane diisocyanate and a diol of number average molecular weight less than 250 and optionally methylene bridged polyphenyl polyisocyanates of isocyanate functionality higher than two, the composition having a content of 2,4 isomer between 2 and 50%. The novel composition is highly stable. The invention also provides a process for its preparation, process for making polyurethane articles using the composition of the invention, as well as the polyurethane articles thus obtained.
    Type: Application
    Filed: January 3, 2003
    Publication date: August 14, 2003
    Inventor: Wolfgang Pille-Wolf
  • Patent number: 6605669
    Abstract: Coating compounds curable by means of high-energy radiation, comprising as binder A) at least one (meth)acrylic copolymer containing olefinic double bonds capable of free-radical polymerization and hydroxyl groups with a C═C equivalent weight from 100 to 10,000 and an OH-value from 20 to 250 mg KOH/g, which is prepared from monomers comprising: A1) at least one olefinically unsaturated, epoxy-functional monomer capable of free-radical polymerization, A2) at least one olefinically unsaturated, carboxy-functional monomer capable of free-radical polymerization and A3) at least one further olefinically unsaturated monomer capable of free-radical polymerization which is different from A1) and A2), and B) at least one component with free isocyanate groups and process for multilayer coating using the coating compounds.
    Type: Grant
    Filed: April 3, 2001
    Date of Patent: August 12, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Morenike Awokola, Carmen Flosbach, Helmut Loeffler, Volker Paschmann
  • Patent number: 6605688
    Abstract: This invention concerns low viscosity aldimine and ketimine reactive diluents having multi-imine functionality, which are useful in automotive refinish coating compositions, including a process for making them and the coatings that contain them.
    Type: Grant
    Filed: November 9, 2001
    Date of Patent: August 12, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Marko Strukelj
  • Patent number: 6596819
    Abstract: A polyisocyanate curing agent for laminate adhesive, comprising: (A) an isocyanate group-terminated prepolymer having isocyanurate group and urethane group, obtained by reacting an organic polyisocyanate containing at least (a1) an aromatic diisocyanate with an active hydrogen group-containing compound containing at least (a2) a diol compound having a number-average molecular weight of 100 to 2,000, and, as an optional component, (B) an isocyanate group-terminated prepolymer having urethane group, and, also as an optional component, (C) a silane coupling agent represented by the following general formula (1): OCN—(CH2)m—Si(OR)3  (1)  (wherein R is a methyl group or an ethyl group, and m is an integer of 1 to 5); and a process for producing the polyisocyanate curing agent. The polyisocyanate curing agent is usable in a laminate adhesive which can be aged in a short time without shortening the pot life, which has good adhesivity, and which can withstand a severe retort treatment.
    Type: Grant
    Filed: July 27, 2001
    Date of Patent: July 22, 2003
    Assignee: Nippon Polyurethane Industry Co., Ltd.
    Inventors: Yukihiro Morikawa, Ichiro Higashikubo, Kouji Yoshida, Toshiaki Sasahara
  • Patent number: 6586051
    Abstract: Improvements for in-mold polyurethane foam and/or resin products and the ability to provide surface coatings of such products exhibiting bright coloration and reduced colorant migration through utilization of easy-to-use polymeric colorants in simplified and environmentally friendly processing methods are disclosed. The inventive surface coating formulations include polyurethane-reactive polymeric colorants admixed with prepolymer and excess amounts of certain isocyanate compounds. Such a composition is applied (by spraying, for example) to a polyurethane prepolymer (for the production of the internal polyurethane article) which is then introduced within a mold in order to form a particularly shaped or configured polyurethane article with a colored surface coating. Upon curing through exposure to heat, the coating composition reacts with the introduced polyurethane prepolymer to form a surface over the target internal polyurethane.
    Type: Grant
    Filed: April 24, 2002
    Date of Patent: July 1, 2003
    Assignee: Milliken & Company
    Inventors: Zhaolin Zhou, Rubin Cai
  • Patent number: 6569352
    Abstract: Disclosed are polyester-ether polyols and their use in urethane prepolymers, urethane foams and non-foam urethane coatings, adhesives, sealants and/or elastomers. Methods for producing such polyester-ether polyols are disclosed, along with methods for producing urethane prepolymers. The polyester-ether polyols of the instant invention are preferably the reaction product of phthalic anhydride, diethylene glycol, and propylene oxide. These polyester-ether polyols are useful as either the primary polyol in urethane compositions or in combination with conventional auxiliary polyester- and/or polyether-based polyols. The polyester-ether polyols impart greatly improved solubility and compatibility to mixtures of either polyether and/or polyester polyols. The polyester-ether polyols of the instant invention are desirably of lower viscosity than their precursor intermediate polyester polyols and are generally soluble in either polyester- and/or polyether-based polyols.
    Type: Grant
    Filed: October 25, 1999
    Date of Patent: May 27, 2003
    Assignee: Stepan Company
    Inventors: Douglas K. Hillshafer, George Magnus
  • Patent number: 6566481
    Abstract: A polyisocyanate of formula (I) OCN—R1—[—NX—CO—O—R2—O—CO—NH—R1—]n—NCO in which the units R1, X and R2 have the meanings: R1 is a unit of the formula (II): —CH2—CH2—CH2—CH2—CH2—CH2—  (II) X is hydrogen or a unit of the formula (III): —CO—NH—R1—NCO  (III), with the proviso that at least one of the units X in the polyisocyanates is a unit of formula (III); and R2 • is a 4-, 5- or 6-membered cycloalkylene group containing radical.
    Type: Grant
    Filed: January 26, 2001
    Date of Patent: May 20, 2003
    Assignees: BASF Aktiengesellschaft, BASF Coatings AG
    Inventors: Bernd Bruchmann, Hans Renz, Günter Mohrhardt, Hubert Baumgart, Simone Bitter
  • Patent number: 6562881
    Abstract: An alkoxylate adduct of a polyol. The polyol is an amorphous diol having a melting point above about 100° C. The alkoxylate is propylene oxide, butylene oxide, a mixture of propylene oxide and butylene oxide or a mixture of one or both of propylene oxide and butylene oxide with up to 50 mole % of ethylene oxide. The first polyol has an average of from about 1 to about 5 units of alkoxylate per mole of said amorphous diol. The adduct is useful in preparing urethane (meth)acrylate capped resins and compositions thereof. Resins prepared from such adducts have better manufacturing and solubility properties while retaining similar physical properties to resins prepared from the unadducted diol. The adduct may be for instance a propoxylate of hydrogenated bisphenol A having an average of from 1.5 to 3.5 moles of PO per mole of hydrogenated bisphenol A.
    Type: Grant
    Filed: May 30, 2001
    Date of Patent: May 13, 2003
    Assignee: Henkel Loctite Corporation
    Inventors: Anthony Jacobine, David Glaser
  • Patent number: 6552097
    Abstract: A prepolymer composition for producing polyurethane insulating foams from pressure tanks which consists of a prepolymer component with at least one PU prepolymer with a content of NCO groups of 4 to 20 wt % and usual additives, as well as a propellant component, wherein a polyisocyanate with a content of less than 2 wt %, based on the prepolymer component, of monomeric isocyanate is used.
    Type: Grant
    Filed: May 15, 2000
    Date of Patent: April 22, 2003
    Assignee: Rathor AG
    Inventors: Mathias Pauls, Rene Schumacher
  • Patent number: 6552100
    Abstract: A method of treating reaction injection molded polyurethane, polyurethane/urea and polyurea polymers comprising exposing a reaction injection molded polyurethane, polyurethane/urea or polyurea polymer to an amount of infrared energy sufficient to increase the temperature of the polymer to at least 175° C., and then maintaining the temperature of the polymer at or above that temperature, for a time sufficient to increase the Gardner impact property, as measured using ASTMD-3029, when compared to the same polymer which has been heated to the same temperature and maintained thereat for the same time in a convection oven. The invention produces marked improvements in impact, heat sag and heat distortion temperature properties, and thus is particularly suited to rapid preparation of parts using a mass production conveyor and is particularly well-suited to preparation of parts which are to be subjected to later high temperature processes, such as the “E-coat” process.
    Type: Grant
    Filed: February 8, 2001
    Date of Patent: April 22, 2003
    Assignee: The Dow Chemical Company
    Inventors: John W. McLaren, Kenneth J. Rettmann
  • Patent number: 6545114
    Abstract: A polysiloxane-urethane macromonomer having an unsaturated bond on one end thereof was co-polymerized with acrylic acid or acrylate monomers to form a copolymer having polysiloxane-urethane groups as a side chain thereof.
    Type: Grant
    Filed: August 9, 2001
    Date of Patent: April 8, 2003
    Assignee: Chung-Shan Institute of Science & Technology
    Inventors: Jeng-Cheng Yang, Chen-chi Martin Ma, Hon-Bin Chen
  • Patent number: 6545087
    Abstract: This invention relates to polyurethane prepolymers which comprise alkoxysilane terminal groups and which are based on special, very high molecular weight polyurethane prepolymers, to a method of producing them and to their use as binders for low-modulus sealing materials.
    Type: Grant
    Filed: April 12, 2001
    Date of Patent: April 8, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Ralf Lemmerz, Marie-Helene Walter, Oswald Wilmes