Polymer Prepared From Isocyanate Reactant Has Adhesive Property Patents (Class 528/905)
  • Patent number: 11932787
    Abstract: A two-part curable adhesive composition includes a main agent (A) containing a urethane prepolymer (a1) and a remaining polyisocyanate (a2), and a curing agent (B) containing a non-crystalline polyol compound (b1) and a polyamine compound (b2). An equivalent ratio of an isocyanate group in a raw polyisocyanate to a hydroxyl group in the polyol compound is from 2.05 to 12. The equivalent ratio of the isocyanate group in the main agent (A) to an amino group in the polyamine compound (b2) is from 1.2 to 6. The equivalent ratio of the isocyanate group in the main agent (A) to the hydroxyl group in the non-crystalline polyol compound (b1) is from 2 to 12.
    Type: Grant
    Filed: September 27, 2019
    Date of Patent: March 19, 2024
    Assignee: The Yokohama Rubber Co., Ltd.
    Inventors: Kazushi Kimura, Hirokazu Kageyama, Yutaro Yamamoto
  • Patent number: 11753496
    Abstract: The invention relates to the field involving the softening or lubricating of natural, synthetic or mixed textile fibres, as well as keratin fibres. The invention provides a softening composition, the rheology of which is controlled by means of a particular thickening agent. The invention also relates to the thickening agent, which is made from multiple isocyanate compounds.
    Type: Grant
    Filed: December 14, 2018
    Date of Patent: September 12, 2023
    Assignee: COATEX
    Inventors: Yves Kensicher, Benoit Magny, Yves Matter, Jean-Marc Suau
  • Patent number: 11690953
    Abstract: A system for providing the collection of advanced, improved, and novel new components and elements in a single package to simplify assembly and use of the infusion set by the user, including one or more of an exemplary pushbutton-type inserter, squeeze-type inserter, contact-type inserter, skin pinching-type inserter, folding retraction-type inserter, and/or multistage-type inserter (700) having at least one reusable stage, an exemplary set (350) having an adhesion means with two or more user-selectable degrees of adhesion strength, a self-sealing tube connection means, a lens feature to view a site beneath the set, exemplary tube management and connection elements (450), insulin supply (475), adhesion concealment means (500), finger loops on the inserter and site preparation wipes or sprays (550) which can be provided as part of the inserter.
    Type: Grant
    Filed: February 4, 2021
    Date of Patent: July 4, 2023
    Assignee: Becton, Dickinson and Company
    Inventors: Tyson Lawrence, James McGee, Todd Taylor, Rob Colonna, Eric Sugalski, Zenas Lu, Chris K. Barmore, Robert Banik, Peter Skutnik
  • Patent number: 11661538
    Abstract: The present disclosure relates to a two-component polyurethane adhesive, based on a polyol component A and a polyisocyanate component B. The two-component polyurethane adhesive exhibits fast cure speed, good adhesion properties and good durability. The two-component polyurethane adhesive is developed for the adhesion adhesion of substrates, wherein the substrates are preferably selected from the group comprising sheet molding compounds (SMCs) and plastic substrates.
    Type: Grant
    Filed: June 25, 2019
    Date of Patent: May 30, 2023
    Assignee: Henkel AG & Co. KGaA
    Inventors: Tingting Tang, Jie Liu
  • Patent number: 8871891
    Abstract: Two-part polyurea-urethane adhesive compositions comprising a Part A prepolymer component having an isocyanate component comprising polymeric isocyanate and an oligomer content greater than 15 weight percent, polyol having a molecular weight of about 5,000 to about 12,000 and about 20 weight percent to about 44 percent weight percent filler; and a Part B curative component comprising polyol having molecular weight of about 5,000 to about 12,000, aromatic amine, about 20 weight percent to about 44 percent weight percent filler and catalyst wherein the adhesive has an 85° C. storage modulus greater than about 20 MPa. The two-part polyurea-urethane adhesive composition can be applied to bond various substrates including composite materials and metal, including making parts for the transportation and assembly markets.
    Type: Grant
    Filed: May 15, 2012
    Date of Patent: October 28, 2014
    Assignee: Ashland Licensing and Intellectual Property LLC
    Inventor: Michael James Barker
  • Patent number: 8648162
    Abstract: To provide an adherence substance which has a low viscosity and good coatability, can be made solvent free, has a low adhesive strength, of which increase with time is small, has good adhesion to a substrate, has excellent adhesion to an adherend and excellent removability, and has a good wettability. An adherence substance which is obtained by curing a curable composition comprising a silyl group-containing polymer (S) obtained by introducing a hydrolyzable silyl group to a molecular terminal of a polyurethane prepolymer obtained by reacting a polyol compound with a polyisocyanate compound, and which has a peel adhesive strength of at most 8N/25 mm.
    Type: Grant
    Filed: March 2, 2011
    Date of Patent: February 11, 2014
    Assignee: Asahi Glass Company, Limited
    Inventors: Teruhiko Yasuda, Hitoshi Shimoma, Hisashi Sato
  • Patent number: 8420765
    Abstract: A polyurethaneurea composition comprises a reaction product of at least one diisocyanate compound, a polymeric glycol, a poly(tetramethylene-co-ethyleneether) glycol comprising constituent units derived by copolymerizing tetrahydrofuran and ethylene oxide (EO) wherein the portion of the constituent units derived from ethylene oxide is present in the poly(tetramethylene-co-ethyleneether) glycol from greater than about 37 to about 70 mole percent, at least one diamine chain extender, and at least one chain terminator. The invention further relates to the use of blends of polymeric glycols and poly(tetramethylene-co-ethyleneether) glycols as the soft segment base in spandex compositions. The invention also relates to new polyurethane compositions comprising polymeric glycols and poly(tetramethylene-co-ethyleneether) glycols, and their use in spandex.
    Type: Grant
    Filed: May 8, 2006
    Date of Patent: April 16, 2013
    Assignee: Invista North America S.ár.l.
    Inventor: Charles F. Palmer, Jr.
  • Patent number: 8273847
    Abstract: A medical adhesive comprises a hydrophilic urethane prepolymer (UP) obtained by reacting a fluorine-containing nonaromatic polyisocyanate component (A) and a polyol component (B) having a hydrophilic polyol (B1), and a phenolic radical scavenger (PRS). The content of (PRS) is preferably 0.01 to 3% by weight based on the weight of (UP). The content of oxyethylene groups in (B) is preferably 30 to 100% by weight based on the weight of the oxyalkylene groups in (B). Preferably, (B) is a mixture of a random copolymer obtained by addition of ethylene oxide and propylene oxide to diols and polypropylene glycol. The content of isocyanate groups in the medical adhesive is 1 to 10% by weight based on the weight of (UP). The medical adhesive is suitable for bonding body tissues, such as lung, artery and heart in particular.
    Type: Grant
    Filed: March 23, 2005
    Date of Patent: September 25, 2012
    Assignee: Sanyo Chemical Industries, Ltd
    Inventors: Tetsuji Yoshimura, Tetsuya Yamada, Takehisa Matsuda
  • Patent number: 8236922
    Abstract: The instant invention provides polyamides, processes for making the polyamides, and articles comprising the polyamides.
    Type: Grant
    Filed: July 31, 2009
    Date of Patent: August 7, 2012
    Assignee: Dow Global Technologies LLC
    Inventors: John M. Warakomski, Jerry E. White
  • 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: 7776768
    Abstract: The present invention relates to novel low-monomer-content, low-viscosity preparations composed of isocyanurates which contain isocyanate groups and of phthalate-free plasticizers, to their use as adhesion promoters for coating compositions based on plasticized polyvinyl chloride, and also to coatings and to coated substrates.
    Type: Grant
    Filed: July 15, 2008
    Date of Patent: August 17, 2010
    Assignee: LANXESS Deutschland GmbH
    Inventors: Jan-Gerd Hansel, Thomas Augustin
  • Patent number: 7300997
    Abstract: Polyurethane powder coating compositions based on epoxy-terminated polyaddition compounds having uretdione groups, which cure at low baking temperatures, a process for preparing such compositions, and their use for producing plastics, especially polyurethane powder coatings, which crosslink at low baking temperatures to give high-gloss or matt, light-stable and weather-stable coating films.
    Type: Grant
    Filed: October 14, 2004
    Date of Patent: November 27, 2007
    Assignee: Degussa AG
    Inventors: Andreas Wenning, Emmanouil Spyrou
  • Patent number: 7285600
    Abstract: The present invention is directed to nitrile-oxide precursor compounds, and their preparation and use as an irreversible cross-linking agent in polymers having appropriate functionality, i.e., alkenes, alkynes nitriles, and isocyanates. The present invention is also directed to the use of nitrile oxide compound in filled or unfilled applications such as pressure sensitive adhesives, reactive hot melts, polyurethane dispersions, thermosetting adhesives, thermoplastic adhesives or coatings.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: October 23, 2007
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Brian S. Huffman, Rose Ann Schultz, Peter J. Schlom, James W. Nowicki, Ju-Ming Hung
  • Patent number: 7232876
    Abstract: A phosphorus-containing urethane (meth)acrylate compound obtained by reacting (A) a polyol compound comprising (A1) a phosphorus-containing polyol having a phosphorus atom, with (B) a bifunctional or greater polyisocyanate and (C) a hydroxyl group-containing (meth)acrylate.
    Type: Grant
    Filed: January 21, 2003
    Date of Patent: June 19, 2007
    Assignee: Showa Denko K.K.
    Inventors: Kenji Tamura, Yoshio Miyajima, Motoyuki Hirata
  • 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: 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: 7129288
    Abstract: Novel polyurethanes containing sulfide groups which comprise at least one group of the general formula I in the polymer main chain and/or at least one group of the general formula II incorporated at the chain end: —X—A—S—B—Y—??(I) —X—A—S—B—YH??(II) in which the variables have the following definitions: S is the sulfur atom; X and Y independently of one another are oxygen atoms, sulfur atoms or groups —NZ where Z is the hydrogen atom or an alkyl radical of 1 to 10 carbon atoms; and A and B independently of one another are divalent organic radicals; novel polymer mixtures based thereon, and the use of the novel polyurethanes and polymer mixtures and dispersions thereof for the preparation of coating materials, adhesives and sealing compounds.
    Type: Grant
    Filed: October 30, 2001
    Date of Patent: October 31, 2006
    Assignee: BASF Coatings AG
    Inventors: Wilma Löcken, Heinz-Peter Rink, Thomas Krüger, Stefan Schwarte, Hans-Ulrich Moritz, Hartmut Kagerer
  • Patent number: 7115697
    Abstract: An adhesive composition comprising a two-component system comprising A) at least one polyester urethane containing at least two isocyanate groups, which polyester urethane may be obtained by reaction of one or more polyesters 1 with aliphatic diisocyanates and reaction with one or more polyesters 2, wherein polyester 1 exhibits a number average molecular weight Mn in the range from 3,000 to 7,000 g/mol and polyester 2 exhibits a number average molecular weight Mn in the range from 700 to 2,000 g/mol and B) one or more branched polyesters with a number average molecular weight Mn in the range from 1,000 to 3,500 g/mol and optionally one or more conventional additives; the present invention provides a polyurethane-based adhesive composition which is suitable for the production of laminates for sterilizable packaging and exhibits a low residual content of highly volatile diisocyanates.
    Type: Grant
    Filed: August 31, 2004
    Date of Patent: October 3, 2006
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Olaf Kleineberg, Erik de Jong, Engin Temeltas, Heinz-Peter Pfeiffer, Peter Schreiber
  • Patent number: 7071280
    Abstract: Disclosed is an adhesive and a packaging laminate produced by using the same. The adhesive contains a polyisocyanate and a partially acid-modified polyol which is a product of reacting a polyol with anhydrotrimellitic acid and an anhydrotrimellitate ester at a ratio such that the anhydrotrimellitic acid is 10 to 70% by mass and the anhydrotrimellitate ester is 90 to 30% by mass, as the sum of the anhydrotrimellitic acid and the anhydrotrimellitate ester is 100% by mass. The packaging laminate has a first and second sheet-shaped substrates and the above adhesive through which the first and second sheet-shaped substrates are laminated.
    Type: Grant
    Filed: October 27, 2004
    Date of Patent: July 4, 2006
    Assignees: Toyo Ink Mfg. Co., Ltd., Toyo-Morton, Ltd.
    Inventors: Akira Ikeda, Ryohei Ikeda, Keishi Fukuda, Yasuki Nakajima
  • Patent number: 7022804
    Abstract: The invention relates to a moisture-crosslinkable hot-melt adhesive which is composed of a polyurethane prepolymer obtained by polyaddition of at least one polyol to at least one isocyanate chosen from the group of diisocyanates trimerized as isocyanurates and reaction products of diisocyanates with water, the prepolymer having a content of free NCO group of between 1 and 25% by weight. The adhesive according to the invention may be used for the adhesive bonding of fixing components of the Velcro® type to articles intended for hygiene.
    Type: Grant
    Filed: June 4, 2003
    Date of Patent: April 4, 2006
    Assignee: Bostik SA
    Inventors: Michel Miskovic, François Bauduin, Patrick Bouttefort, Jean-François Chartrel
  • Patent number: 7005482
    Abstract: A self-supporting reactive hot-melt adhesive element of a reactive one-component hot-melt adhesive which is solid at room-temperature. The adhesive element comprises at least one isocyanate being solid or liquid at room-temperature; and at least one isocyanate-reactive polymer and/or resin being solid at room-temperature. Also disclosed is a process of producing said adhesive element as well as its application and use, in particular in a hot-melt adhesive bonding process.
    Type: Grant
    Filed: February 8, 2002
    Date of Patent: February 28, 2006
    Assignee: Jowat Lobers und Frank GmbH & Co. KG
    Inventors: Dieter Guse, Theodor Hippold, Christian Terfloth
  • Patent number: 6994909
    Abstract: The invention relates to a laminating adhesive including a reaction product of at least one polymeric polyol (part A) and at least one NCO terminated polyurethane prepolymer (part B). The part A includes a reaction product of at least one alkylene diol; at least one dial containing a pendant aliphatic chain; and at least one dicarboxylic acid. The part B includes a reaction product of at least one polyether polyol; and at least one polyisocyanate. The adhesive exhibits an initial viscosity of less than about 25,000 mPa.s at about 25° C.
    Type: Grant
    Filed: June 20, 2003
    Date of Patent: February 7, 2006
    Assignee: H.B. Fuller Licensing & Financing Inc.
    Inventor: Brian S. Glasbrenner
  • Patent number: 6908981
    Abstract: A laminate adhesive that can suppress elution of a low molecular weight compounds of a composite film into the content, so as to prevent the inherent properties or performances of the content from being spoiled by the low molecular weight compounds. In the laminate adhesive, the polyester polyol contains naphthalenedicarboxylic acid and/or alkyl ester thereof as an acid component, and concentration of cyclic ester compounds in extracted water, which are extracted from a composite film bonded by the laminate adhesive by water of 0.5 mL/cm2 per unit area of the composite film, is 0.5 ppb or less in terms of dibutyl phthalate concentration measured by a gas chromatograph-flame ionization detector.
    Type: Grant
    Filed: January 28, 2002
    Date of Patent: June 21, 2005
    Assignee: Mitsui Takeda Chemicals, Inc.
    Inventors: Shigetoshi Sasano, Sachio Igarashi
  • Patent number: 6903167
    Abstract: Polyurethane prepolymers containing NCO (isocyanate) groups and having a low content of monomeric polyisocyanate, processes for their production and uses employing these prepolymers. The polyurethane prepolymers of the invention are produced from by a reaction employing monomeric polyisocyanates and polyols.
    Type: Grant
    Filed: May 30, 2003
    Date of Patent: June 7, 2005
    Assignee: Henkel Kommanditgesellschaft auf Aktien (Henkel KGAA)
    Inventors: Gerd Bolte, Guenter Henke, Claudia Meckel-Jonas, Dagmar Jahns
  • Patent number: 6881788
    Abstract: Polyurethane resin water dispersion being good in storage stability and excellent in initial adhesion and resistance to moist heat, and aqueous polyurethane adhesive employing the polyurethane resin water dispersion. The polyurethane resin water dispersion is produced in the manner that polyisocyanate is allowed to react with polycaprolactone polyol comprising polycaprolactone polyol having a number average molecular weight of not less than 3,000 and active-hydrogen-group-containing compound having anionic group, to synthesize isocyanate terminated prepolymer, first, and, then, the isocyanate terminated prepolymer thus produced is allowed to react with polyamine in water. The use of the polyurethane resin water dispersion can produce the aqueous polyurethane adhesive having improved storage stability, initial adhesion and resistance to moist heat.
    Type: Grant
    Filed: August 15, 2002
    Date of Patent: April 19, 2005
    Assignee: Mitsui Takeda Chemicals, Inc.
    Inventors: Hyoue Shimizu, Hiroyuki Shiraki
  • Patent number: 6809171
    Abstract: An isocyanate bonding agent which has a low content of highly volitile residual monomers which forms little migrate and has improved lubricant adhesion is provided. The bonding agent comprises prepolymers having isocyanate groups of different reactivities or the reaction products thereof.
    Type: Grant
    Filed: May 2, 2002
    Date of Patent: October 26, 2004
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Gerd Bolte, Markus Kruedenscheidt
  • Patent number: 6806341
    Abstract: A method of applying an adhesive to a substrate is disclosed which utilizes a hydrophilic, high molecular weight, nonionic polyurethane adhesive. The polyurethane adhesive is soluble in water and a 1% by weight solution of the adhesive in water at 20% has a specific viscosity of at least 0.4.
    Type: Grant
    Filed: May 24, 2002
    Date of Patent: October 19, 2004
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Herbert Fischer, Winfried Emmerling, Thomas Moeller, Hermann Onusseit, Werner Haller, Bernhard Schoettmer, Bernhard Herlfterkamp, Dieter Feustel, Klaus Friedrich, Hartmut Buesching, Norbert Huebner
  • Patent number: 6737163
    Abstract: Low-cure powder coating compositions are disclosed. The compositions comprise a polyepoxide and a material having the structure wherein R1 is an organic radical having 6 to 25 carbon atoms; R2 is an organic radical having 1 to 20 carbon atoms; R3 and R4 are independently alkyl or phenyl groups having 1 to 8 carbon atoms; Z is oxygen or nitrogen, and when Z is oxygen R5 is absent and when Z is nitrogen R5 is hydrogen or is and n is 1 to 4. The material can optionally be reacted with an acidic hydrogen-containing compound. The compositions are curable without the use of crosslinking agents or accelerators. Methods for coating a substrate using these compositions, and substrates coated thereby, are also disclosed, as are additional catalysts useful for the same purpose.
    Type: Grant
    Filed: May 31, 2002
    Date of Patent: May 18, 2004
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Anthony M. Chasser, Shawn P. Duffy, Ronald R. Ambrose
  • Patent number: 6706844
    Abstract: A method for the production of polyurethane products using very low unsaturation polyether polyols prepared in the presence of aluminum phosphonate catalysts is disclosed. Reaction products of the process include various polyurethane products including foams, coatings, adhesives, sealants and elastomers. The aluminum phosphonate catalyst preferably has a general structure of RPO-(OAlR′R″)2, wherein O represents oxygen, P represents pentavalent phosphorous, Al represents aluminum, R comprises a hydrogen, an alkyl group, or an aryl group, and R′ and R″ independently comprise a halide, an alkyl group, an alkoxy group, an aryl group, or an aryloxy group.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: March 16, 2004
    Assignee: BASF Corporation
    Inventor: Edward M. Dexheimer
  • Patent number: 6649693
    Abstract: The present invention provides a polyurethane exhibiting a superior adhesive property, bonding property, weather resistance, water resistance, and the like, and comprising in a molecule: an acidic group which is neutralized by a basic compound; and a structural unit represented by general formula (I): (in the formula, R1 and R2 are identical or different, and represent a lower alkyl group).
    Type: Grant
    Filed: November 14, 2002
    Date of Patent: November 18, 2003
    Assignee: Kyowa Yuka Co., Ltd.
    Inventors: Shohei Konishi, Shigeru Murata, Toshio Yamauchi
  • Patent number: 6630561
    Abstract: A crystalline polyesterpolyol having a number average molecular weight of 1,500 to 15,000 and obtainable from a polybasic carboxylic acid component and an aliphatic hydrocarbon diol component comprising 1,10-decanediol and/or 1,12-dodecanediol, and a hot-melt adhesive comprising a reaction product of a polyisocyanate and a polyesterpolyol, which contains a crystalline polyesterpolyol having a number average molecular weight of 1,500 to 15,000 and obtainable from a polybasic carboxylic acid component and an aliphatic hydrocarbon diol component comprising 1,10-decanediol and/or 1,12-dodecanediol are provided.
    Type: Grant
    Filed: April 19, 2001
    Date of Patent: October 7, 2003
    Assignee: UBE Industries, Ltd.
    Inventors: Mikito Kashima, Yumiki Noda, Harutoshi Hoshino, Toshikazu Machida, Hideki Ichihashi, Fumio Adachi, Yukio Kaneko
  • Patent number: 6624283
    Abstract: The present invention relates to an adhesive usable at ambient temperature to bond together two cross-linked rubber compositions, to a process for preparing the adhesive, to a tread of a tire cover and to such a cover comprising this adhesive, and to an article comprising two parts bonded together by means of this adhesive. An adhesive based on a copolymer comprising urea or urethane and isocyanurate groups wherein the copolymer is a reaction product of: (a) a polyisocyanate comprising isocyanurate groups, the polyisocyanate having a functionality equal to or greater than three, (b) a functional polymer comprising an amine or alcohol group at each of its chain ends, the functional polymer being selected from the group consisting of polyether diamines, polyether diols, polyester diols and (ester-ether) diol copolymers, and (c) at least one trimerization catalyst capable of forming isocyanurate groups from isocyanate groups, wherein the molar ratio of isocyate groups to amine is between 1.5 and 2.2.
    Type: Grant
    Filed: August 1, 2001
    Date of Patent: September 23, 2003
    Assignee: Michelin Recherche et Technique S.A.
    Inventors: Nathalie Viegas, Roger Isnard
  • Patent number: 6617031
    Abstract: The invention relate to a method of laminating flexible packaging, articles of manufacture and bonded laminates. The method comprises employing a laminating adhesive comprising an isocyanate-based composition comprising the reaction product of at least one polymeric polyol (part A) comprising the reaction product of at least one alkylene diol at least one diol; containing a pendant aliphatic chain; and at least one dicarboxylic acid; with at least one NCO terminated polyurethane prepolymer (part B) comprising the reaction product of at least one polyether polyol; and at least one polyisocyanate. The low viscosity laminating adhesive has enhanced processing characteristics at reduced temperature.
    Type: Grant
    Filed: March 17, 1998
    Date of Patent: September 9, 2003
    Assignee: H. B. Fuller Licensing & Financing Inc.
    Inventor: Brian S. Glasbrenner
  • Publication number: 20030134921
    Abstract: A method for the production of polyurethane products using very low unsaturation polyether polyols prepared in the presence of aluminum phosphonate catalysts is disclosed. Reaction products of the process include various polyurethane products including foams, coatings, adhesives, sealants and elastomers. The aluminum phosphonate catalyst preferably has a general structure of RPO-(OAlR′R″)2, wherein O represents oxygen, P represents pentavalent phosphorous, Al represents aluminum, R comprises a hydrogen, an alkyl group, or an aryl group, and R′ and R″ independently comprise a halide, an alkyl group, an alkoxy group, an aryl group, or an aryloxy group.
    Type: Application
    Filed: December 21, 2001
    Publication date: July 17, 2003
    Inventor: Edward M. Dexheimer
  • Patent number: 6586553
    Abstract: A polyurethane molding mass that can be processed thermoplastically, that is free of by-products capable of migration, and demonstrates a high level of light-fastness. A polyurethane molding mass that can be processed thermoplastically, that is free of cyclic oligourethanes capable of migration, and demonstrates a high level of light-fastness, can be obtained, according to the invention, by reaction of one or more aliphatic polyols with a molecular weight of 450 to 4000 g/mol and an OH number of 20 to 235, selected from the group of polyadipates, polycaprolactones, polycarbonates, polytetrahydrofurane, and corresponding copolymers or mixtures of them, with 1,6-hexamethylene diisocyanate and a chain lengthening agent selected from the group of 1,5-pentane diol, 1,6-hexane diol, and 1,4-cyclohexane diol, with an equivalence ratio of the 1,6-hexamethylene diisocyanate to the polyol of 1.5:1 to 14.
    Type: Grant
    Filed: March 30, 2000
    Date of Patent: July 1, 2003
    Assignee: Firma Carl Freudenberg
    Inventors: Horst Mühlfeld, Silke Wagener
  • Publication number: 20030092868
    Abstract: A non-aqueous laminate adhesive comprising a tertiary amino group-containing polyurethane resin (A) or a tertiary amino group- and carboxyl group-containing polyurethane resin (B) and a polyisocyanate curing agent. The resin (A) is obtained from (1) an active hydrogen group-containing compound comprising at least a tertiary amino group- and hydroxyl group-containing compound and (3) an organic polyisocyanate; and the resin (B) is obtained from (2) an active hydrogen group-containing compound comprising at least a tertiary amino group- and hydroxyl group-containing compound and a carboxyl group- and hydroxyl group-containing compound and (3) an organic polyisocyanate. The content of the tertiary amino group in the resin (A), the content of the tertiary amino group in the resin (B), and the carboxyl group in the resin (B) are each 0.001 to 1 mmol/g.
    Type: Application
    Filed: July 24, 2001
    Publication date: May 15, 2003
    Inventors: Yukihiro Morikawa, Ichiro Higashikubo, Kouji Yoshida, Toshiaki Sasahara
  • 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
  • Publication number: 20030065125
    Abstract: An isocyanate bonding agent which has a low content of highly volitile residual monomers which forms little migrate and has improved lubricant adhesion is provided. The bonding agent comprises prepolymers having isocyanate groups of different reactivities or the reaction products thereof.
    Type: Application
    Filed: May 2, 2002
    Publication date: April 3, 2003
    Inventors: Gerd Bolte, Markus Kruedenscheidt
  • Patent number: 6538095
    Abstract: The solvent-free two-component adhesive composition of the present invention comprises a polyol component (A) and a polyisocyanate component (B), and the viscosity of the mixture at 80° C. immediately after the point of time the components (A) and (B) are mixed together is 900 mPa·s or higher. The component (A) may be a polyol having a number average molecular weight of 800 or larger, or a mixture thereof, and the viscosity of the component (B) at 25° C. may be 20,000 mPa·s or higher. The composition may be used for laminating metal foil of 5 to 15 m thickness with a plastic film. By using the composition of the present invention, the occurrence of blocking due to the seepage of the adhesive from metal foil is prevented. The present invention includes a process of lamination using the same.
    Type: Grant
    Filed: March 29, 2002
    Date of Patent: March 25, 2003
    Assignee: Mitsui Takada Chemicals Inc.
    Inventors: Akihiro Imai, Taiji Morimoto, Sachio Igarashi
  • Patent number: 6525162
    Abstract: A new polyol family for the manufacture of novel polyurethane systems, preferably of polyurethane reactive hot melt adhesives is disclosed. The polyol(s) are reactive modifiers that enhance the properties of polyurethane systems. The inventive polyols are the reaction product of a monocarboxylic acid, a polycarboxylic acid and a polyhydric alcohol. The polyol of the present invention is used to produce urethane polymers, preferably polyurethane reactive hot melt adhesives by reacting the polyol with polyfunctional isocyanates. A method for producing the polyol, the urethane polymer as well as the polyurethane reactive hot melt adhesives is also provided.
    Type: Grant
    Filed: June 12, 2000
    Date of Patent: February 25, 2003
    Assignee: Eastman Chemical Resins, Inc.
    Inventor: Georges Napoleon Altounian
  • Patent number: 6518359
    Abstract: Polyurethane-based pressure-sensitive adhesives (PSAs) of the invention comprise the reaction product of: a polyol component comprising at least one diol having a weight average molecular weight of at least about 2,000, wherein the at least one diol comprises less than about 8 weight % monols; an isocyanate-functional component; an optional reactive emulsifying compound; and an optional chain extending agent. The PSAs can be prepared from 100% solids, waterborne or solventborne systems.
    Type: Grant
    Filed: February 25, 2000
    Date of Patent: February 11, 2003
    Assignee: 3M Innovative Properties Co.
    Inventors: Lawrence M. Clemens, Richard G. Hansen
  • Publication number: 20030018157
    Abstract: A crystalline polyesterpolyol having a number average molecular weight of 1,500 to 15,000 and obtainable from a polybasic carboxylic acid component and an aliphatic hydrocarbon diol component comprising 1,10-decanediol and/or 1,12-dodecanediol, and a hot-melt adhesive comprising a reaction product of a polyisocyanate and a polyesterpolyol, which contains a crystalline polyesterpolyol having a number average molecular weight of 1,500 to 15,000 and obtainable from a polybasic carboxylic acid component and an aliphatic hydrocarbon diol component comprising 1,10-decanediol and/or 1,12-dodecanediol are provided.
    Type: Application
    Filed: April 19, 2001
    Publication date: January 23, 2003
    Applicant: UBE Industries, Ltd.
    Inventors: Mikito Kashima, Yumiki Noda, Harutoshi Hoshino, Toshikazu Machida, Hideki Ichihashi, Fumio Adachi, Yukio Kaneko
  • Patent number: 6498210
    Abstract: The silylated polyurethane polymer includes a polyurethane prepolymer having between greater than about 50 to about 95% of NCO groups terminated with silane capping agents. The polymer has an improved mechanical properties. The polymer can also have between about 5% to less than about 50% of the NCO groups terminated with low molecular weight terminators.
    Type: Grant
    Filed: July 13, 2000
    Date of Patent: December 24, 2002
    Assignee: Adco Products, Inc.
    Inventors: Xiaobin Wang, Scott D. Kubish, Brian J. Briddell
  • Patent number: 6462163
    Abstract: A solventless urethane adhesive layer which proves excellent oxygen and moisture barrier properties is formed from the reactio of A) a low molecular weight polyester formed from a single species of linear aliphatic diol and a single species of dicarboxylic acid with B) a single species of diisocyanate.
    Type: Grant
    Filed: March 14, 2001
    Date of Patent: October 8, 2002
    Assignee: Morton International, Inc.
    Inventors: Mai Chen, Jeffrey H. Deitch
  • Patent number: 6433059
    Abstract: A method for preparing a binder material for cellulosic products which comprises providing a polymeric resin base material preferably comprising 4,4′ or 2,4′ methylene diphenylene diisocyanate in the range of from about 20% to about 55% by weight and a functionality greater than about 2, forming a colloidal gel from silica and a basic solution, and incorporating the colloidal gel into the polymeric base material at a temperature, rate of addition and agitation level to achieve a substantially homogeneous binder material.
    Type: Grant
    Filed: October 18, 1999
    Date of Patent: August 13, 2002
    Assignee: Santee, Inc.
    Inventor: Charles L. Capps
  • Publication number: 20020107352
    Abstract: A continuous process for the production of thermoplastically processable polyurethane elastomer is disclosed. The process comprise adding acid H compounds in an amount calculated to control and render constant the melt viscosity of the product. The inventive elastomer has constant melt flow behavior and high thermal stability.
    Type: Application
    Filed: December 3, 2001
    Publication date: August 8, 2002
    Inventors: Friedemann Muller, Wolfgang Brauer, Hans-Georg Hoppe, Hans-Georg Wussow, Hans Wagner
  • Patent number: 6423810
    Abstract: Disclosed is a two-part polyurethane structural adhesive and method of bonding structural components, that exhibits at least 25 minutes of open time at 32° C. in large beads and cures to high strength under ambient conditions. The adhesive composition in one part is an isocyanate or isocyanate prepolymer and in a second part is a polyol mixture (I) or (II), wherein 75% to 100% by weight of the polyol mixture (I) or (II) are polyols having secondary hydroxyl functionality and the polyol mixture (I) or (II) contains a long chain secondary polyol defined hereinbelow. The polyol mixture in one embodiment is substantially absent short chain polyols having functionality of 2, and includes an amount from 30% to 80 % by weight on total polyol weight in (I) of long chain secondary polyol of molecular weight from 2000 to 12000 and from 20% to 70% by weight on total weight of the polyol mixture and of a short chain secondary polyol with functionality greater than 2 and a molecular weight of from 90 to 800.
    Type: Grant
    Filed: February 5, 2001
    Date of Patent: July 23, 2002
    Assignee: Lord Corporation
    Inventors: Jian-ping Huang, Stephen R. Webb, Miriam H. Zietlow
  • Patent number: 6410635
    Abstract: Provided are curable coating compositions comprised of any of a variety of film-forming polymers containing reactive functional groups, a curing agent containing functional groups which are reactive with the functional groups of the polymer, and an exfoliated silicate material derived from a layered silicate which has been exfoliated with a polymer which is compatible with both the film-forming polymer and the curing agent. The inclusion of the exfoliated silicate material enhances coating properties such as adhesion, appearance, crater resistance, and rheology control.
    Type: Grant
    Filed: February 22, 1999
    Date of Patent: June 25, 2002
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Alan J. Kaylo, Richard F. Karabin, Tie Lan, Michael G. Sandala
  • Patent number: 6399735
    Abstract: A hydrophilic, high molecular weight nonionic polyurethane, characterized by solubility in water and by a specific viscosity of at least 0.4 (1% by weight solution at 20° C.) is provided. Examples of such polyurethanes are those characterized by the following structural units: a) —O(—CH2—CH2—O)n—, where n=8 to 500, and b) —CO—NH—X—NH—CO—, where X is an aliphatic or cycloaliphatic radical. Also provided are methods of using the polyurethane as an adhesive, more particularly a hotmelt adhesive or a solvent-based adhesive, for example a wallpaper adhesive and labelling adhesive, of using polyurethane as a stabilizer in the emulsion polymerization of, in particular, vinyl acetate and vinyl chloride and in the copolymerization of ethylene and vinyl acetate, and of using the polyurethane as a thickener for aqueous systems, more particularly together with nonionic surfactants.
    Type: Grant
    Filed: July 27, 1995
    Date of Patent: June 4, 2002
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Herbert Fischer, Winfried Emmerling, Thomas Moeller, Hermann Onusseit, Werner Haller, Bernhard Schoettmer, Bernhard Herlfterkamp, Dieter Feustel, Klaus Friedrich, Hartmut Buesching, Norbert Huebner
  • Patent number: 6359100
    Abstract: A polyurethane adhesive composition preferably having pressure sensitive characteristics that is non-cytotoxic and methods of making the same which is especially useful for medical applications such as ostomy and wound care.
    Type: Grant
    Filed: January 25, 1999
    Date of Patent: March 19, 2002
    Assignee: Bristol-Myers Squibb Company
    Inventors: Fritz Hostettler, Peter Wachtel