From Monomer Containing A >n-c(=o)-o- Group, E.g., Carbamic Acid, Etc. Patents (Class 526/301)
  • Patent number: 6156862
    Abstract: The invention relates to heat-hardenable paint composition which contains (A) vinyl based copolymer of hydroxyl group value from 20 to 200 mg KOH/g, being a copolymer of from 5 to 70 wt % hydroxyl group containing a particularly defined vinyl based monomer and from 95 to 30 wt % other vinyl based monomer (a-2), and (B), a particularly defined 1,3,5-triazine-2,4,6-triscarbamic acid ester, or an oligomer thereof, in which the mol ratio of hydroxyl groups originating from the aforementioned (A) component: NHCOOR groups originating from the aforementioned (B) component in the composition is from 1:3 to 3:1.
    Type: Grant
    Filed: February 3, 1999
    Date of Patent: December 5, 2000
    Assignee: BASF Coatings AG
    Inventors: Ingo Luer, Kishio Shibatoh, Akito Nukita
  • Patent number: 6136225
    Abstract: Polymerizable liquid-crystalline compounds of the formula IZ.sup.1 --Y.sup.1 --A.sup.1 --Y.sup.3 --M--Y.sup.4 --A.sup.2 --Y.sup.2 --Z.sup.2 IwhereZ.sup.1 and Z.sup.2 are radicals containing reactive groups via which polymerization can be effected,Y.sup.1 -Y.sup.4 are a single chemical bond, oxygen, sulfur, --O--CO--, --CO--O--, --O--CO--O--, --CO--NR--, --NR--CO--, --O--CO--NR--, --NR--CO--O-- or --NR--CO--NR--, where at least one of the groups Y.sup.3 and Y.sup.4 is --O--CO--O--, --O--CO--NR--, --NR--CO--O-- or --NR--CO--NR--,A.sup.1 and A.sup.2 are spacers having 2 to 30 carbon atoms in which the carbon chain may be interrupted by ether oxygen, thioether sulfur or by nonadjacent imino or C.sub.1 -C.sub.4 -alkylimino groups,M is a mesogenic group,R is C.sub.1 -C.sub.4 -alkyl,and compositions comprising them are distinguished by favorable liquid-crystalline phase-temperature ranges and can be used in optical display devices and in cholesteric liquid-crystalline colorants.
    Type: Grant
    Filed: March 2, 1998
    Date of Patent: October 24, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Meyer, Karl Siemensmeyer, Karl-Heinz Etzbach, Peter Schuhmacher
  • Patent number: 6136886
    Abstract: To provide a dental prosthetic material having processing characteristics and operating characteristics, which are not recognized in a conventional dental material.A biorestorative material which is a rubber elastic material having a shear modulus of 1.0-9.99 E+4 Pa to 1.0-9.99 E+9 Pa and a rubber hardness of 1 to 90, wherein a Knoop hardness can be 10 or more after polymerization.
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: October 24, 2000
    Assignee: Kabushiki Kaisha Shofu
    Inventor: Mikito Deguchi
  • Patent number: 6133339
    Abstract: The invention describes a transparent, elastomeric dental cement composition suitable for temporary or provisional restorations that comprises: (a) at least one multifunctional oligomer or prepolymer as a binder; (b) at least one finely divided filler; and (c) at least one initiation system for polymerization. The cement has a high translucency which does not alter the color shade of a temporary prosthesis or appliance and great flexibility which allows the dentist to remove the temporary appliance easily and clean both the temporary appliance and the dental tissues easily. The invention also describes a method of using the transparent, elastomeric dental cement.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: October 17, 2000
    Assignee: Kerr Corporation
    Inventors: Xiaoyi Xie, Duncan E. Waller
  • Patent number: 6124416
    Abstract: An aqueous emulsion comprising at least one (co)polymer is provided. The (co)polymer is derived from a monomer having formula (1):(R.sub.1 R.sub.2 C.dbd.CR.sub.3 --CO--L--).sub.q A(--NCOblock).sub.p(1)wherein R.sub.1, R.sub.2, and R.sub.3, which are the same or different, represent a hydrogen or a group selected from hydrocarbon chains comprising 1 to 12 carbon atoms, halogens, and electron-withdrawing functional groups; L, which is the same or different, represents a divalent hydrocarbon radical comprising 2 to 12 carbon atoms; A represents an organic backbone which has n free valencies, n is a number between 2 and 7, and is equal to p+q; NCOblock represents a protected isocyanate functional group; p is a number between 1 and 6; and q is a number between 1 and 6.
    Type: Grant
    Filed: February 18, 1999
    Date of Patent: September 26, 2000
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Desbois, Roland Reeb, Joel Richard, Fran.cedilla.oise Truchet
  • Patent number: 6114463
    Abstract: The present invention relates to (co)polymers which contain at least one repeating structural chain unit of the general formula (1) and/or (2) and optionally repeating units of the general formula (3) ##STR1## in which L.sup.1 and L.sup.2, independently of each other, represent a photoluminescent grouping, a process for their preparation, their use in electroluminescent devices and the electroluminescent devices.
    Type: Grant
    Filed: August 11, 1997
    Date of Patent: September 5, 2000
    Assignee: Bayer AG
    Inventors: Yun Chen, Burkhard Kohler, Rolf Wehrmann, Andreas Elschner, Ralf Dujardin
  • Patent number: 6111053
    Abstract: The invention relates to olefinically unsaturated polyisocyanates containing allophanate groups and having an NCO content of 6 to 20% by weight, an iodine value of 15 to 150, a content of hydrocarbon chains containing 12 to 30 carbon atoms of 100 to 700 mg/g and a content of allophanate groups of 10 to 300 mg/g, to a process for their production by reaction of a polyisocyanate component containing urethane groups with excess polyisocyanates, and to a one-component coating composition containing these olefinically unsaturated polyisocyanates as binders.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: August 29, 2000
    Assignee: Bayer Aktiengesellschaft
    Inventors: Martin Brahm, Eberhard Arning, Lutz Schmalstieg, Harald Mertes, Jurgen Schwindt
  • Patent number: 6075108
    Abstract: Carbamate-functional allyl monomers and methods for making them are disclosed. The monomers, which are easy to prepare, readily polymerize with common ethylenic monomers to give low-molecular-weight resins without the need for solvents or chain-transfer agents. Coatings made from the resins should have good durability, good acid etch resistance, good mar resistance, high gloss, and high DOI.
    Type: Grant
    Filed: October 6, 1998
    Date of Patent: June 13, 2000
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Shao Hua Guo
  • Patent number: 6069217
    Abstract: Thickening composition are produced by linking a polyurethane comprising polyisocyanates, polyether polyols, modifying agents and capping agents with an alkali swellable copolymer comprising ethylenically unsaturated carboxylic acid monomers and nonionic vinyl monomers through a connecting monomer having a polymerizable double bond and a hydrogen active group. The thickening composition are used to provide improved viscosity control, flow and leveling to aqueous systems such as paints and coatings, inks, drilling fluids, adhesives, construction materials, personal care and housedhold products.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: May 30, 2000
    Assignee: Rheox, Inc.
    Inventors: Hemi N. Nae, Alice C. Eng
  • Patent number: 6069218
    Abstract: Aqueous coatings for the multi-layer painting of motor vehicles based on one or more binders and optionally crosslinking agents, pigments and/or fillers, paint industry additives and/or solvents, which contain as binder an aqueous dispersion based on polyurethane/polymer hybrid polymers having a numerical average of the molar mass (Mn) of 8000 to 1500000, a ratio by weight of polyurethane to polymer content of 0.05:1 to 50:1, a hydroxyl number of 0 to 150 mg KOH/g, based on solid resin, hydroxyl groups bound to silicon not being included when calculating the OH number, and an acid number of 1.5 to 40 mg KOH/g, based on solid resin, and a content of 0.5 to 150 mmole of silicon per 100 g of solid resin in the form of siloxane bridges (--Si--O--Si--) bound into the polyurethane content and/or in the form of silanol groups bound to the polyurethane content.
    Type: Grant
    Filed: March 8, 1999
    Date of Patent: May 30, 2000
    Assignee: Herberts GmbH
    Inventors: Bettina Vogt-Birnbrich, Armin Gobel, Jurgen Dobert, Marcus Brunner
  • Patent number: 6063830
    Abstract: The present invention provides a dental curable material suitable for a production of an artificial teeth having a strong toughness, wear resistance, transparency and moldability, which comprises a silane-treated silica uniformely dispersed in urethane (meth)acrylate (a): said silica has a 1 to 85 nm, with at least one silane compound represented by the formula (1):YnSiX.sub.4-n (1)wherein Y is a hydrocarbon group or a reactive group containing a vinyl-polymerizable group; X is a hydrolyzable group; and n is an integer of 1, 2 or 3, and is uniformly dispersed in a urethane (meth)acrylte (b).
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: May 16, 2000
    Assignee: Kabushiki Kaisha Shofu
    Inventors: Mikito Deguchi, Hiroyuki Shioi, Akihiro Nagafuji
  • Patent number: 6054503
    Abstract: Disclosed herein are a plastic lens material having both excellent optical and mechanical properties and having a low specific gravity, and a production process for producing the plastic lens material having excellent various properties and a low specific gravity. The plastic lens material comprises a copolymer obtained by radical-polymerizing a reaction product of a component [A] containing a polyhydric alcohol obtained by subjecting a dimer and/or a trimer of a higher unsaturated fatty acid having 11 to 22 carbon atoms with a component [B] containing an isocyanate compound having a radical-polymerizable unsaturated bond in its molecule together with a copolymerizable monomer [C].
    Type: Grant
    Filed: December 8, 1998
    Date of Patent: April 25, 2000
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Yukio Ichikawa, Teruo Sakagami
  • Patent number: 6043328
    Abstract: The present invention describes a polysiloxane-polyol macromer which is uninterrupted or interrupted by a bivalent structural element and furthermore carries at least one polymerizable segment on a polyol segment; a polymer comprising a polymerization product of at least one macromer according to the invention and, if appropriate, of at least one vinylic comonomer; intermediates; processes for the preparation of a macromer and a polymerization product; moldings, contact lenses, corneal implants or biomedical articles of a polymerization product; and furthermore the use of a macromer according to the invention or of a polymer prepared therefrom for coating a substrate.
    Type: Grant
    Filed: November 17, 1997
    Date of Patent: March 28, 2000
    Assignee: Novartis AG
    Inventors: Angelika Domschke, Dieter Lohmann, Jens Hopken
  • Patent number: 6031046
    Abstract: The invention concerns an unsaturated polyester resin composition which contains a multifunctional polyacrylate aliphatic polyurethane oligomer or prepolymer of low molecular weight, a method of preparing such oligomers, and cured polymers and cured laminate-type products employing such oligomers.
    Type: Grant
    Filed: March 23, 1998
    Date of Patent: February 29, 2000
    Assignee: Hebr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 6028212
    Abstract: Solid vinyl ether terminated curing agents for powder coatings can be prepared by reacting an aliphatic diisocyanate with a polyol and then with a hydroxy vinyl ether, or by reacting an aliphatic polyisocyanate with a hydroxy vinyl ether. Powder coatings based on the so prepared curing agents are extremely useful for coating heat sensitive substrates by exposure to ultraviolet light, heat, or both.
    Type: Grant
    Filed: December 16, 1997
    Date of Patent: February 22, 2000
    Assignee: Morton International, Inc.
    Inventors: Navin B. Shah, Andrew T. Daly
  • Patent number: 6022907
    Abstract: Novel urethane prepolymers which can be applied onto substrates without using any solvent, processes for producing the same, and pressure-sensitive adhesives using the prepolymers, which are excellent in adhesive strength, holding power and low temperature properties are provided. The urethane prepolymer is represented by the following formula [I] or [II]:d-c-(a-c).sub.k -e [I]ord-c-(a-c).sub.n -(b-c).sub.m -(a-c).sub.1 -e [II]wherein k is from 4 to 100; n and 1 each are from 2 to 50; m is from 1 to 50; a represents a polyester group having a number average molecular weight of 1.times.10.sup.3 to 5.times.10.sup.3 ; b represents a divalent group; c represents an organic isocyanate group; d represents a monool having functional groups; and e is a monool, which is the same as or different from d, having a number average molecular weight of 5.times.10.sup.3 to 5.times.10.sup.5. Such an urethane prepolymer is crosslinked to increase its molecular weight, thereby providing a pressure-sensitive adhesive.
    Type: Grant
    Filed: May 28, 1998
    Date of Patent: February 8, 2000
    Assignees: Kyoeisha Chemical Co., Ltd., Nitto Denko Corporation
    Inventors: Junichi Ikeda, Katsuya Kume
  • Patent number: 6017973
    Abstract: A photocurable resin composition comprising (A) at least one urethane di- or triacrylate, which is a novel compound, (B) a radical polymeriable compound, and (C) a photopolymerization initiator, the weight ratio of the urethane acrylate (A) to the radical polymerizable compound (B) being 65/35 to 25/75; a method of producing a photo-cured object by photo-curing the above composition; a vacuum casting mold obtained by the above method; and a vacuum casting method using the above mold.
    Type: Grant
    Filed: May 16, 1997
    Date of Patent: January 25, 2000
    Assignee: Teijin Seiki Company, Ltd.
    Inventors: Yorikazu Tamura, Tsuneo Hagiwara, Yasushi Ishihama, Minoru Kayanoki, Takakuni Ueno
  • Patent number: 6018009
    Abstract: Insoluble supports are prepared which possess high surface areas and efficiently dispersed isocyanate groups. These reactive supports are useful for covalently binding proteins which preferably are enzymes and provide catalysts for conducting organic reactions.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: January 25, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Steven M. Heilmann, Gary J. Drtina, Louis C. Haddad, Frederick W. Hyde, Dean M. Moren, Robert A. Pranis
  • Patent number: 6013750
    Abstract: The invention pertains to an aerobically curing composition comprising free-radical polymerizable compounds, an activator system, and optionally conventional additives, characterized in that said composition contains as said free-radical polymerizable compounds at least one polyurethane (meth)acrylate one or more (meth)acrylate comonomers; wherein said composition contains from 20 to 80% by weight of said polyurethane (meth)acrylate and from 80 to 20% by weight of said (meth)acrylate comonomer(s), based on the total of polymerizable compounds, and said activator system is a hydrazone activator system, as well as the preparation and use of said composition.
    Type: Grant
    Filed: July 9, 1996
    Date of Patent: January 11, 2000
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Carsten Friese, Frank George, Dieter Rademacher, Thomas Huver, Frank Bergmann
  • Patent number: 5990192
    Abstract: Radiation-curable water-dilutable urethane resins obtainable by reacting cycloaliphatic and/or aromatic diisocyanates with a mixture of a (meth)acryloyl-containing dihydroxy compound in an amount such that the amount of reactive hydroxyl groups present therein is from 0.2 to 0.6 mol, and with a tri or tetrahydric polyol which has been partly esterified with (meth)acrylic acid and has a residual average hydroxyl functionality of from 1.0 to 1.4 in the molecule, in an amount such that the amount of the reactive hydroxyl groups is from 0.4 to 0.8 mol, the sum of the amounts of the reactive hydroxyl groups always being 1.0 mol, and from 40 to 60% of the isocyanate groups being converted into urethane groups, and reacting the resulting intermediate with an aliphatic saturated monocarboxylic acid having at least two hydroxyl groups in an amount such that the amount of the reactive hydroxyl groups is from 0.
    Type: Grant
    Filed: April 9, 1998
    Date of Patent: November 23, 1999
    Assignee: Vianova Resins AG
    Inventors: Martin Gerlitz, Rami-Raimund Awad, Ulrike Kuttler, Thomas Fraydl, Martin Leitner, Andreas Kocsar
  • Patent number: 5976304
    Abstract: A coating system comprised of a resin component, a hardening component and additives. The resin component contains (meth)acrylic double bonds and at least two reactive hydroxyl groups, and the hardening component is comprised of a multifunctional, at least bifunctional isocyanate. The proportions of resin and hardening component in the coating system are stoichiometric. The coating system is suitable for producing laminated sheets with a surface layer of progressively hardening polyurethane acrylate. During a first hardening stage, the free hydroxyl groups of the resin component cross-link with the isocyanate groups of the hardening component, forming a urethane acrylate prepolymer which contains (meth)acrylic double bonds. In the second hardening state, the (meth)acrylic double bonds continue to cross-link, forming the urethane acrylic polymer coating of the sheet surface.
    Type: Grant
    Filed: February 17, 1998
    Date of Patent: November 2, 1999
    Assignee: Isovolta Osterreichische Isolierstoffwerke Aktiengesellschaft
    Inventors: Michael Horvath, Felix Wehrmann, Josef Weiss
  • Patent number: 5976615
    Abstract: A curable coating composition is described comprising a carbamate functional material and a crosslinking agent, reactive with the carbamate group. The composition further comprises a third component that is a mixture of catalysts including a phosphorus containing acid or acid derivative and other acid catalysts. Coatings prepared with this coating composition can be cured and coated with additional coating(s), providing good intercoat adhesion to the subsequent coating.
    Type: Grant
    Filed: July 9, 1997
    Date of Patent: November 2, 1999
    Assignee: BASF Corporation
    Inventors: Gregory G. Menovcik, John G. Partyka, Aimee R. Barach, Sanjay Mehta
  • Patent number: 5969000
    Abstract: A dental resin composition is presented, comprising an ethoxylated bisphenol A dimethacrylate having the formulaCH.sub.2 .dbd.C(CH.sub.3)CO.sub.2 (C.sub.2 H.sub.4 O).sub.x C.sub.6 H.sub.4 C(CH.sub.3) .sub.2 C.sub.6 H.sub.4 (OC.sub.2 H.sub.4).sub.y O.sub.2 CC(CH.sub.3).dbd.CH.sub.2wherein x+y is an integer from 1 to 20, and preferably from 2 to 7, together with a methacrylate oligomer and an optional diluent monomer. The composition is suitable for use for dental fillers adhesives, and the like, and has improved water sorption and excellent wear resistance.
    Type: Grant
    Filed: December 29, 1997
    Date of Patent: October 19, 1999
    Assignee: Jeneric Pentron Incorporated
    Inventors: Zhenyu Yang, Weitao Jia
  • Patent number: 5932627
    Abstract: The invention provides a fluoride releasing dental primer composition which includes a polymerizable acrylic compound, a light activated catalyst, and an organic amino hydrofluoride. This fluoride releasing dental primer composition is used by applying it to dentin and illuminating it with visible light to polymerize the polymerizable acrylic compound. The invention provides a method of priming dentin by applying a fluoride releasing dental primer composition. The fluoride releasing dental primer composition has a polymerizable acrylic compound, a light activated catalyst, and an organic amino hydrofluoride having from about 2 to about 30 carbon atoms. The polymerizable acrylic compound is adapted to polymerize to form polymeric material. The organic amino hydrofluoride is adapted to leach from the polymeric material, chelate to dentin and release fluoride.
    Type: Grant
    Filed: June 20, 1997
    Date of Patent: August 3, 1999
    Assignee: Dentsply GmbH
    Inventor: Gordon Blackwell
  • Patent number: 5913004
    Abstract: Provided is an optical glass fiber coating composition which when coated on an optical glass fiber and suitably cured provides a coating having the combination of properties (i) through (iv):(i) a stable tensile modulus that is low at room temperature and over a broad range of temperatures below room temperature,(ii) an adhesion to the optical glass fiber sufficient to prevent structural defects and microbending in the optical glass fiber,(iii) the capability of being removed by stripping from the optical glass fiber substantially no residue left on the optical glass fiber, and(iv) which satisfies each of the following inequalities (I) and (II),X.ltoreq.0.2 kg/mm.sup.2 (I)X/Y.gtoreq.1/10 (II)wherein X is the tensile modulus (kg/mm.sup.2) measured at 23.degree. C. and Y is the tensile modulus (kg/mm.sup.2) measured at -40.degree. C.
    Type: Grant
    Filed: April 14, 1997
    Date of Patent: June 15, 1999
    Assignees: DSM N.V., JSR Corporation
    Inventors: Hideaki Takase, Mitsuhito Suwa, Zen Komiya, Takashi Ukachi
  • Patent number: 5908907
    Abstract: An aqueous emulsion comprising at least one (co)polymer is provided. The (co)polymer is derived from a monomer having formula (1):(R.sub.1 R.sub.2 C.dbd.CR.sub.3 --CO--L--).sub.q A(--NCOblock).sub.p (1)wherein R.sub.1, R.sub.2, and R.sub.3, which are the same or different, represent a hydrogen or a group selected from hydrocarbon chains comprising 1 to 12 carbon atoms, halogens, and electron-withdrawing functional groups; L, which is the same or different, represents a divalent hydrocarbon radical comprising 2 to 12 carbon atoms; A represents an organic backbone which has n free valencies, n is a number between 2 and 7, and is equal to p+q; NCOblock represents a protected isocyanate functional group; p is a number between 1 and 6; and q is a number between 1 and 6.
    Type: Grant
    Filed: August 1, 1995
    Date of Patent: June 1, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventors: Michel Desbois, Roland Reeb, Joel Richard, Francoise Truchet
  • Patent number: 5908875
    Abstract: A method of preparing a radiant energy cured polyester resin composition which contains a modified acrylic urethane prepolymer, a styrene monomer, and a photoinitiator. The polyester resin composition is cured by exposure to radiant energy alone or with peroxide curing agents.
    Type: Grant
    Filed: April 20, 1998
    Date of Patent: June 1, 1999
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5907023
    Abstract: The invention provides a radiation-curable coating composition comprising:(A) 30-90% by weight of a urethane oligomer having three types of moieties: (I) a polyether/polyolefin block copolymeric backbone, (II) an aromatic group having one or more alkyl substituents, and (III) reactive termini, the three types of moieties being connected via urethane and/or urea linkages, the aromatic group being connected to a urethane and/or urea linkage via the one or more alkyl substituents;(B) 5-65% by weight of one or more reactive diluents, each diluent being terminated with at least one end group capable of reacting with the reactive terminus of (A);(C) optionally, 0-10% by weight of at least one photoinitiator;(D) optionally, 0-5% by weight antioxidant; and(E) 0-30% by weight adhesion promoter.The compositions have an excellent combination of properties including good optical clarity, good resistance to moisture and hexane, and high refractive index.
    Type: Grant
    Filed: June 16, 1997
    Date of Patent: May 25, 1999
    Assignee: DSM NV
    Inventor: Chander P. Chawla
  • Patent number: 5905127
    Abstract: Mesogens are provided based on substituted unsaturated carboxylic acids such as acrylic and methacrylic acid. Substitution of a variety of hydrophobic tails onto the carboxylic acid or acid derivative via the vinyl carbon proximal to the carbonyl of the carboxylic acid results in mesogens that are capable of forming thermotropic and single-phase lyotropic mesophases over a broad range of compositions. The mesophases can be polymerized to lock in the ordered phases.
    Type: Grant
    Filed: April 8, 1997
    Date of Patent: May 18, 1999
    Assignee: The University of Southern Mississippi
    Inventors: Robert Y Lochhead, Lon J Mathias
  • Patent number: 5891975
    Abstract: The present invention relates to (co)polymers which contain at least one repeat chain unit of the general formula (1) or (2) and optionally repeat units of the general formula (3), ##STR1## in which L.sup.1 and L.sup.2 mutually independently mean a photoluminescent residue, to a process for the production thereof, to the use thereof in electroluminescent devices and to the electroluminescent devices.
    Type: Grant
    Filed: March 20, 1996
    Date of Patent: April 6, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Yun Chen, Burkhard Kohler, Rolf Wehrmann, Andreas Elschner, Ralf Dujardin
  • Patent number: 5886121
    Abstract: This invention covers the use of cross-linkable redispersible dispersion powders based on vinyl ester copolymers or (meth)acrylic acid ester copolymers as binders for the dry binding of fiber materials.
    Type: Grant
    Filed: April 7, 1997
    Date of Patent: March 23, 1999
    Assignee: Wecker-Chemie GmbH
    Inventors: Johannes Kinkel, Gerhard Brink, Walter Ernet, Joachim Schulze, Konrad Wierer
  • Patent number: 5863997
    Abstract: The invention concerns a multifunctional polyacrylate aliphatic polyurethane oligomer or prepolymer of low molecular weight, a method of preparing such oligomers, and cured polymers and cured laminate-type products employing such oligomers.
    Type: Grant
    Filed: March 20, 1998
    Date of Patent: January 26, 1999
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5854301
    Abstract: The present invention relates to ethylenically unsaturated polyurethanes whichi) are substantially free from isocyanate groups,ii) are liquid at 25.degree. C.,iii) have a total content of ethylenically unsaturated groups (calculated as C=C, MW 24) of 1 to 20% by weight andiv) contain the reaction product of 4-isocyanatomethyl-1,8-octamethylene diisocyanate (NTI) with a hydroxyalkyl (meth)acrylate.The present invention also relates to a one-component coating composition containing these ethylenically unsaturated polyurethanes.
    Type: Grant
    Filed: November 12, 1997
    Date of Patent: December 29, 1998
    Inventors: Michael J. Dvorchak, Lanny D. Venham, Scott A. Grace, Kevan E. Hudson
  • Patent number: 5814680
    Abstract: A soft intraocular lens consisting of a copolymer formed from a perfluorooctylethyloxypropylene (meth)acrylate monomer, a 2-phenylethyl (meth)acrylate monomer, an alkyl (meth)acrylate monomer and a crosslinking monomer as essential components restores its original shape to stabilize itself in a proper period of time, e.g., approximately 20.about.60 seconds, without remaining folded or self-adhering in its optical portion when folded to a small size, inserted into the eye while being held in a folded state and then released from a folding force.
    Type: Grant
    Filed: February 21, 1996
    Date of Patent: September 29, 1998
    Assignee: Hoya Corporation
    Inventors: Suguru Imafuku, Migio Hamano, Hidetoshi Iwamoto
  • Patent number: 5777024
    Abstract: An allophanate-modified urethane resin is formed by reacting an allophanate-modified isocyanurate with one or more hydroxy-functional olefinic compounds, such as hydroxy-functional acrylates, methacrylates, allyl ethers, or vinyl ethers. Such resins typically have relatively low viscosities and can be used to make coating compositions for surfaces such as wood, cement, vinyl, plastic, metal, and glass on such diverse products as flooring, vinyl tiles and sheets, fiber optics, and plastic. Such coating compositions are typically curable by thermal processes or by high-energy irradiation, including UV/visible light or electron beam irradiation.
    Type: Grant
    Filed: April 30, 1997
    Date of Patent: July 7, 1998
    Assignee: The Valspar Corporation
    Inventors: T. Howard Killilea, Donald W. Boespflug, Paul H. Stenson
  • Patent number: 5777053
    Abstract: An in-mold coating composition for a fiber reinforced plastic comprises an aliphatic resin such as a saturated aliphatic ester intermediate polyurethane having terminal acrylate end groups, a saturated (cyclo)aliphatic (meth)acrylate such as isobornyl acrylate, a hydroxyl alkyl (meth)acrylate, a polyacrylate ester of an alkylene polyol, and a vinyl substituted aromatic. The in-mold coating compositions have good end use weather-resistant properties so that there is no need for a subsequent paint coat thereon which heretofore has been required. The paint-free coating compositions can be either clear or pigmented and can contain various additives such as lubricants, adhesion aids, hardeners, and the like.
    Type: Grant
    Filed: January 17, 1997
    Date of Patent: July 7, 1998
    Assignee: GenCorp Inc.
    Inventors: Douglas S. McBain, David S. Cobbledick, Henry Shanoski, Brian J. Sullivan
  • Patent number: 5767220
    Abstract: The present invention relates to ethylenically unsaturated polyurethanes which are substantially free from isocyanate groups and havea) a total content of (meth)acryloyl groups (calculated as C=C, MW 24) of 1 to 20% by weight.b) an allophanate group content (calculated as N.sub.2 C.sub.2 HO.sub.3, MW 101) of 1 to 20% by weight andc) an isocyanurate group content (calculated as N.sub.3,C.sub.3,O.sub.3, MW 126) of up to 18% by weight,in which the allophanate and isocyanurate groups are prepared from aliphatic polyisocyanates.The present invention also relates to a one-component coating composition containing these ethylenically unsaturated polyurethanes.
    Type: Grant
    Filed: August 25, 1997
    Date of Patent: June 16, 1998
    Assignee: Bayer Corporation
    Inventors: Lanny D. Venham, Arthur W. Mason, Michael K. Jeffries, Michael J. Dvorchak
  • Patent number: 5767205
    Abstract: A polyacetal resin is blended with a copolymer of styrene with 1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene to prepare a resin composition which does not cause phase separation, has an excellent extrusion stability, and provides excellent surface appearance and physical properties for a molding thereof.
    Type: Grant
    Filed: September 28, 1995
    Date of Patent: June 16, 1998
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Mitsuteru Mutsuda, Kenji Nakama
  • Patent number: 5760152
    Abstract: Insoluble supports are prepared which possess high surface areas and efficiently dispersed isocyanate groups. These reactive supports are useful for covalently binding proteins which preferably are enzymes and provide catalysts for conducting organic reactions.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: June 2, 1998
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Steven M. Heilmann, Gary J. Drtina, Louis C. Haddad, Frederick W. Hyde, Dean M. Moren, Robert A. Pranis
  • Patent number: 5747552
    Abstract: An acrylic urethane prepolymer composition and an unsaturated polyester resin composition to which the prepolymer has been added. The prepolymer composition includes an acrylic urethane prepolymer prepared by the reaction of diisocyanate, like MDI, with an hydroxyl-containing acrylate monomer, such as a pentaerythritol triacrylate. The prepolymer composition contains a styrene monomer and an inhibitor, such as benzoquinone, to retard the reaction of the prepolymer and styrene monomer prior to the addition of the prepolymer composition into the polyester resin composition and a photoinitiator to promote the polymerization of the resin by exposure to radiant energy. The employment of the urethane prepolymer composition provides for the reduction in the amount of styrene monomer used in the unsaturated resin composition and also provides for improved chemical and physical properties of the photocured, unsaturated resin composition.
    Type: Grant
    Filed: September 12, 1996
    Date of Patent: May 5, 1998
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5741872
    Abstract: The invention concerns a multifunctional polyacrylate aliphatic polyurethane oligomer or prepolymer of low molecular weight, a method of preparing such oligomers, and cured polymers and cured laminate-type products employing such oligomers.
    Type: Grant
    Filed: November 12, 1996
    Date of Patent: April 21, 1998
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5739251
    Abstract: The present invention relates to ethylenically unsaturated polyurethanes which are substantially free from isocyanate groups and havea) a content of .beta.,.gamma.-ethylenically unsaturated ether groups (calculated as C.dbd.C, MW 24) incorporated through allophanate groups of 0.5 to 10% by weight,b) an allophanate group content (calculated as N.sub.2 C.sub.2 HO.sub.3, MW 101) of 1 to 20% by weight andc) a total content of ethylenically unsaturated groups of (calculated as C.dbd.C, MW 24) of 1 to 15% by weight.The present invention also relates to ethylenically unsaturated polyisocyanates which contain allophanate groups and havei) an NCO content of 5 to 25% by weight,ii) a content of .beta.,.gamma.-ethylenically unsaturated ether groups (calculated as C.dbd.C, MW 24) incorporated through allophanate groups of 0.5 to 15% by weight andiii) an allophanate group content (calculated as N.sub.2 C.sub.2 HO.sub.3, MW 101) of 1 to 30%.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: April 14, 1998
    Assignee: Bayer Corporation
    Inventors: Lanny D. Venham, Arthur W. Mason, Michael K. Jeffries, Michael J. Dvorchak
  • Patent number: 5739240
    Abstract: A modified acrylic urethane prepolymer composition and an unsaturated polyester resin composition to which the prepolymer has been added. The prepolymer composition includes an acrylic urethane prepolymer prepared by the reaction of diisocyanate, like MDI, with an hydroxyl-containing acrylate monomer, such as a pentaerythritol triacrylate, which prepolymer composition may contain a styrene monomer and an inhibitor, such as benzoquinone, to retard the reaction of the prepolymer and styrene monomer prior to the addition of the prepolymer composition into the polyester resin composition. The employment of the modified urethane prepolymer composition provides for the reduction in the amount of styrene monomer used in the unsaturated resin composition and also provides for improved chemical and physical properties of the cured, unsaturated resin composition, such as a reduction in glass roll-out when the resin composition is employed with fiberglass.
    Type: Grant
    Filed: April 10, 1996
    Date of Patent: April 14, 1998
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5731366
    Abstract: A plugging compound for chemical fastening technology is based on a free-radically polymerizable resin and a free-radical initiator spatially separated therefrom. The plugging compound in question is a self-supporting and storage-stable material which can be inserted in that form directly into a drill-hole.
    Type: Grant
    Filed: October 13, 1995
    Date of Patent: March 24, 1998
    Assignees: DSM Resins B.V., Hilti AG
    Inventors: Monika Moench, Peter Mauthe, Fritz Ziegert, Stefan Schwiegk
  • Patent number: 5728787
    Abstract: The adhesive formulation minimizes corrosion of copper surfaces (e.g., of motor commutators) caused by volatile ingredients of conventional acrylate compositions, and cure speeds are significantly increased thereover.
    Type: Grant
    Filed: June 19, 1996
    Date of Patent: March 17, 1998
    Assignee: Dymax Corporation
    Inventor: Stephen E. Cantor
  • Patent number: 5712035
    Abstract: Provided is an optical fiber having a primary coating thereon wherein the coating is formulated from an ultra-violet light curable resin composition containing:(A) a polyether polyol compound containing, as structural units, groups represented by the following formulas (1), (2, and (3),(1) --CH.sub.2 CH.sub.2 O--(2) --CH.sub.2 CH(R)O--, and(3) one or more groups selected from groups (a), (b), and (c) below, ##STR1## wherein R represents an alkyl group containing two or more carbon atoms, and R.sup.1 and R.sup.2 are independently selected from a hydrogen atom or a methyl group;(B) a polyisocyanate compound; and(C) a (meth)acrylate compound having a hydroxy group.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: January 27, 1998
    Assignee: DSM N.V.
    Inventors: Tohru Ohtaka, Shinichirou Iwanaga, Tsuyoshi Watanabe, Katutoshi Igarashi
  • Patent number: 5700891
    Abstract: The invention pertains to a composition containing an activator system for free-radical polymerizations and a free-radical polymerizable compound of the general formula II:?H.sub.2 C.dbd.CR.sup.1 --C(.dbd.O)--O--R.sup.2 --O--C(.dbd.O)--NH--Q--NH--C(.dbd.O)!.sub.2 ?{--O--R.sup.4a --O--C(.dbd.O)--NH--Q'--NH--C(.dbd.O)}.sub.m --O--R.sup.4a --O--!(II)whereinm is from 0 to 10;R.sup.1 is hydrogen or a methyl group;R.sup.2 is a linear or branched chain alkyl group containing from 2 to 6 carbon atoms or an alkylene oxide containing from 4 to 21 carbon atoms;Q and Q' independently are aromatic, aliphatic or cycloaliphatic groups containing from 6 to 18 carbon atoms which are derived from the basic diisocyanate or diisocyanate mixtures; andR.sup.4a is derived from a polyesterdiol having a C:O ratio of >2.6, a C:H ratio of <10, and a molecular weight of from 1000 to 20,000.The invention further pertains to a process for the preparation of such composition and the use thereof.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: December 23, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Thomas Huver, Carsten Friese, Winfried Emmerling, Michael Kux, Kerstin Motzkat
  • Patent number: 5691425
    Abstract: Polyurethane dispersions prepared by polymerization, initiated by free radicals, of polyurethane macromonomers containing carboxyl, phosphonic acid or sulfonic acid groups and lateral vinyl groups and optionally terminal vinyl, hydroxyl, urethane, thiourethane and/or urea groups.These polyurethane dispersions are suitable for the production of coatings on substrates, as adhesives or as binders in printing inks.
    Type: Grant
    Filed: July 2, 1992
    Date of Patent: November 25, 1997
    Assignee: Hoechst AG
    Inventors: Heinz-Peter Klein, Gerd Walz, Markus A. Schafheutle
  • Patent number: 5686555
    Abstract: The present invention relates to absorbents for aqueous acids or lyes comprising cross-linked, polycationic homopolymers and topolymers of quaternized, monoethylenically unsaturated carboxylic acid amino esters and/or carboxylic acid amides of the formula?CH.sub.2 =C(--R.sub.1)--CO--X--(CH.sub.2).sub.n --C(--R.sub.2, --R.sub.3)--CH.sub.2 --N(--R.sub.4,--R.sub.5,--R.sub.6)!.sup..sym. Y,(A),whereinR.sub.1 represents hydrogen or the methyl group,R.sub.2 and R.sub.3 represent hydrogen or the same or different alkyl groups having 1 to 4 C-atoms,R.sub.4, R.sub.5 and R.sub.6 represent the same or different alkyl groups having 1 to 4 C-atoms,n stands for 0 or 1,X stands for --O-- or --NH--, andY represents an anionic acid residue.
    Type: Grant
    Filed: April 7, 1995
    Date of Patent: November 11, 1997
    Assignee: Chemische Fabrik Stockhausen GmbH
    Inventors: Kurt Dahmen, Reinmar Peppmoller, Uwe Gunther
  • Patent number: RE36140
    Abstract: A two-part adhesive consisting of a first liquid comprising 100 parts by weight of a polymerizable vinyl monomer and from 0.1 to 20 parts by weight of an organic peroxide and a second liquid comprising 100 parts by weight of a polymerizable vinyl monomer and from 0.05 to 15 parts by weight of a reducing agent, wherein either one or both of the first and second liquids contain from 0.4 to 5% by weight of water, and the content of water is more than 0.2% by weight based on the total amount of the first and second liquids.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: March 9, 1999
    Assignee: Denki Kagaku Kogyo Kabushiki Kaisha
    Inventors: Koichi Taguchi, Kinpei Iwata, Hideki Matsudo