Contacting Solid Polymer From Ethylenic Reactants Only With Ethylenic Reactant Wherein Said Contacting Is Either Concurrent With Or Subsequent To Contacting Of Said Solid Polymer With The -n=c=x Reactant Or Polymer Thereof Patents (Class 525/126)
  • Patent number: 6870024
    Abstract: The invention relates to a polymeric urea-urethane obtainable by first reacting a diisocyanate with a polyol to form a doubly NCO-terminated urethane prepolymer. Further reaction is subsequently carried out with a mixture of a primary monoamine and a primary diamine. After the second reaction the polymeric urea-urethane present is substantially free of isocyanate and of the monoamine and diamine used. It can be used as an agent for controlling the rheology of liquid polymers or polymer solutions.
    Type: Grant
    Filed: September 9, 2003
    Date of Patent: March 22, 2005
    Assignee: BYK-Chemie GmbH
    Inventors: Karlheinz Haubennestel, Stefan Moessmer, Sascha Huebers, Baerbel Gertzen, Holger Heilmann
  • Patent number: 6815499
    Abstract: An object of the present invention is to substantially improve the compatibility between a radical copolymerizable unsaturated resin and an addition polymerized polymer (thermoplastic resin) which is added for the purpose of low profile and improvement of physical properties. The present invention provides a compatibilizing agent for compatibilizing a radical copolymerizable unsaturated resin with an addition polymerized polymer, characterized in that said compatibilizing agent is a graft copolymer (A) which contains a styrene monomer as a principal component, and has a principal chain (A1) consisting of a copolymer with a (meth)acrylate monomer and a side chain (A2) selected from a ring-opening polymerized polyether side chain consisting of a polyoxyalkylene ether, a polyester side chain, and a polycarbonate side chain, the side chain (A2) being bonded to the principal chain.
    Type: Grant
    Filed: February 14, 2002
    Date of Patent: November 9, 2004
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Takashi Yasumura, Akira Takano
  • Publication number: 20040132909
    Abstract: The present invention concerns new dual cure systems and polyisocyanate crosslinking agents, a process for their production and their use.
    Type: Application
    Filed: December 17, 2003
    Publication date: July 8, 2004
    Inventors: Jan Weikard, Christoph Gurtler, Wolfgang Fischer, Diethelm Rappen, Michael Schelhaas
  • Patent number: 6689837
    Abstract: Phase change (hot melt) ink compositions for use in a phase change (hot melt) ink jet recording device in which recording is conducted by thermally melting the ink at a temperature above ambient temperature (20° C.) to provide prints that possess high quality images, scratch resistance, abrasion resistance, low-temperature storage stability and flexibility, offset and pick resistance, adhesion, and other desired properties are disclosed to comprise: (a) from about 0.1% to about 30% of one or more colorants; and (b) from about 0.1 to about 99.9% of one or more hybrid polymers. Components other than those listed above may be included in the ink compositions to achieve specific printer, substrate, or end use requirements.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: February 10, 2004
    Assignee: MeadWestvaco Corporation
    Inventor: Michael D. Matzinger
  • Patent number: 6649696
    Abstract: The rubber mixtures according to the present invention consisting of uncrosslinked, double bond-containing rubbers (A), crosslinked rubber particles (B) and multifunctional isocyanates based on polyuret (C), wherein, based on 100 parts by weight (phr) of the rubber components (A) respectively, the component (B) content in the mixture is 1 to 150 parts by weight and the multifunctional isocyanate content based on polyuret (component C) is 1 to 100 parts by weight, can be used to produce rubber vulcanizates and rubber molded articles of all kinds, the vulcanizates produced therefrom exhibiting an advantageous combination of mechanical properties, such as modulus at 300% elongation, elongation at break, tear strength and abrasion resistance.
    Type: Grant
    Filed: August 14, 2001
    Date of Patent: November 18, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Obrecht, Martin Mezger, Anthony Sumner
  • Patent number: 6583224
    Abstract: Thermosetting polymers and the electrical laminates made therefrom are disclosed. The polymer comprises the cross-linked product of: a) one or more ethylenically unsaturated aromatic monomers, optionally containing a halogenated monomer to impart fire retardation, and b) a vinyl-terminated polybutadiene or butadiene-styrene copolymer containing either a urethane or an ester group. It has been discovered that an unexpected combination of thermal, electrical, and mechanical properties are obtained from the composition recited herein. The composition is ideally suited as a matrix polymer for electrical substrate applications.
    Type: Grant
    Filed: October 30, 2001
    Date of Patent: June 24, 2003
    Assignee: GIL Technologies
    Inventors: Scott Alan Lane, Donald Clyle Rollen, Timothy Wayne Austill
  • Patent number: 6555618
    Abstract: An object of the present invention is to provide a practical compatibilizing agent which makes it possible to convert the resin mixture into a homogeneous resin mixture free from separation and to eliminate defects caused by separation on molding by prevention of the separation between the radical polymerizable unsaturated resin and low profile additive, which could have not been attained by the prior art.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: April 29, 2003
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Akira Takano, Takashi Yasumura
  • Publication number: 20030032746
    Abstract: Hetero-telechelic polymers having the formula:
    Type: Application
    Filed: June 21, 2002
    Publication date: February 13, 2003
    Inventors: James A. Schwindeman, Robert J. Letchford, Conrad W. Kamienski, Roderic P. Quirk
  • Patent number: 6476134
    Abstract: A recyclable, thermoplastic, two-phase polymer composition that includes a continuous thermoplastic polyurethane matrix phase and a soft, finely dispersed phase based on an ethylene copolymer that is normally thermodynamically incompatible with the thermoplastic polyurethane. The soft phase includes the product of a co-crosslinking reaction between the ethylene copolymer and a reactive plasticizer such as epoxidized linseed oil.
    Type: Grant
    Filed: June 7, 2001
    Date of Patent: November 5, 2002
    Assignee: DuPont Dow Elastomers LLC
    Inventors: Uwe Bolz, Han Gerhard Fritz
  • Patent number: 6429256
    Abstract: Aqueous coating composition, for example for use as a clear or pigmented top coat or a primer, comprising: a) a polyol or a mixture of polyols having at least two hydroxy groups per molecule and: i a content C of carboxylate- and/or carboxylic acid-functional groups and ii a content S of sulfonate- and/or sulfonic acid-functional groups, and b) one or more cross-linkers capable of reacting with hydroxy groups. A Polyol having a content C of carboxylate- and/or carboxylic acid-functional groups and a content S of sulfonate- and/or sulfonic acid-functional groups, the total content C+S being between 0.09 and 0.6 mmol/gram polyol, and the ratio C/S having a value between 0.5 to 20 and a process for preparing the polyol resin.
    Type: Grant
    Filed: June 22, 2001
    Date of Patent: August 6, 2002
    Assignee: Akzo Nobel N.V.
    Inventors: Paul Marie Vandevoorde, Egbert Brinkman, Rob Adriaan Otte, Robert Van Egmond
  • Patent number: 6369186
    Abstract: The invention concerns a novel cross-linkable composition and its use for preparing novel polyurethane films. The cross-linkable composition comprises (a) 20 to 50 wt. % of polyisocyanate, (b) 50 to 80 wt. % of acrylic oligomer containing hydroxyl groupings whose content in weight relative to the acrylic oligomer is between 2.5 and 4.5% and (c) 1 to 10 wt. % of a silicon fluid of formula (1).
    Type: Grant
    Filed: July 19, 1999
    Date of Patent: April 9, 2002
    Assignee: Rhodia Chimie
    Inventors: Paul Branlard, Nathalie Guennouni, Philippe Karrer, GĂ©rard Mignani
  • Patent number: 6342563
    Abstract: Disclosed is a method for preparing adhesive polymers which commences with the formation of a poly-telechelic polymer of narrow molecular weight distribution (Mw/Mn) by polymerizing one or more radically-polymerizable monomers in the presence of a transition metal, a ligand, and an initiator, under atom or group transfer radical polymerization conditions. In this polymerization step, OH groups are contained on one or more of said initiator, an initiating monomer, a polymerizable monomer, a terminating monomer, or combinations thereof. The poly-telechelic polymer, then, is chain extended with a polyisocyanate to form the adhesive polymer.
    Type: Grant
    Filed: May 22, 2000
    Date of Patent: January 29, 2002
    Assignee: Nitto Denko Corporation
    Inventors: Vincent D. McGinniss, Bhima R. Vijayendran, Michiharu Yamamoto
  • Patent number: 6333384
    Abstract: Thermosetting polymers and the electrical laminates made therefrom are disclosed. The polymer comprises the cross-linked product of: a) one or more ethylenically unsaturated aromatic monomers, optionally containing a halogenated monomer to impart fire retardation, and b) a vinyl-terminated polybutadiene or butadiene-styrene copolymer containing either a urethane or an ester group. It has been discovered that an unexpected combination of thermal, electrical, and mechanical properties are obtained from the composition recited herein. The composition is ideally suited as a matrix polymer for electrical substrate applications.
    Type: Grant
    Filed: November 1, 1999
    Date of Patent: December 25, 2001
    Assignee: Gil Technologies
    Inventors: Scott Alan Lane, Donald Clyle Rollen, Timothy Wayne Austill
  • Patent number: 6316538
    Abstract: An aqueous polymeric dispersion is described containing at least one substantially non-gelled polymeric composition comprising the reaction product of an A polymer which is an addition polymer having 3.5 or more reactive functional groups per polymer chain and a B polymer having about 2 to about 3 functional groups per polymer chain that are co-reactive with the reactive functional groups of the A polymer and an aqueous solvent. The aqueous polymeric dispersion is particularly useful in or as overprint varnishes, inks, pigment dispersions, paints, adhesives, coatings, support resins, emulsion polymers and the like.
    Type: Grant
    Filed: October 17, 2000
    Date of Patent: November 13, 2001
    Assignee: S. C. Johnson Commerical Markets, Inc.
    Inventors: Jeffrey L. Anderson, Edward Tokas
  • Patent number: 6284841
    Abstract: A Dyligomer is disclosed. The Dyligomer has the structure OCN—B—NCO and the active hydrogens of OH groups of compounds having the formulas A—OH and D—OH and A and D are chemical moieties formed by the reactions which formed B, and wherein A and D include, in their structures, at least two active hydrogens which are parts of OH groups and at least one ethylenic double bond. A preferred family of Dyligomers has the structure of Formula I, below: where R is an alkyl, hydroxy alkyl, dihydroxy alkyl, alkenyl, or hydroxy alkenyl group having from 2 to 6 carbons. Also disclosed are a method for producing a thermoset article which involves using the Dyligomer and a composition comprising a filler, a catalyst for the reaction of an isocyanate with an active hydrogen, an addition cross-linking material which has at least one ethylenic double bond in its molecule, a free radical addition polymerization catalyst, and the Dyligomer.
    Type: Grant
    Filed: October 1, 1999
    Date of Patent: September 4, 2001
    Inventor: Charles E. Friesner
  • Patent number: 6284321
    Abstract: Binders for powder coatings are disclosed that contain, solid, unsaturated polyesterurethane (meth)acrylates having a melting temperature of from 35 to 180° C.
    Type: Grant
    Filed: November 3, 1999
    Date of Patent: September 4, 2001
    Assignee: Solutia Germany GmbH & Co. KG
    Inventors: Gerhard Brindoepke, Dietmar Fink
  • Publication number: 20010009947
    Abstract: A cover stock composed mainly of a heated mixture of a thermoplastic polyurethane elastomer and a polyolefin oligomer or polyolefin which has been modified with functional groups is suitable for the manufacture of golf balls. The cover made of the stock has improved scuff resistance.
    Type: Application
    Filed: February 21, 2001
    Publication date: July 26, 2001
    Inventors: Rinya Takesue, Yasushi Ichikawa, Shunichi Kashiwagi
  • Patent number: 6197891
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure: M—Qn—Z—O—[A(R1R2R3)] wherein M is an alkali metal selected from the group consisting of lithium, sodium and potassium; Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof into the M—Z linkage; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R1, R2, and R3 are independently selected from hydrogen, alkyl, substituted alkyl groups containing lower alkyl, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkyl, lower alkylthio, and lower dialkylamino groups, and n is an integer from 1 to 5, monof
    Type: Grant
    Filed: September 26, 1996
    Date of Patent: March 6, 2001
    Assignee: FMC Corporation
    Inventors: James Anthony Schwindeman, Eric John Granger, Robert Charles Morrison, Conrad William Kamienski, Robert James Letchford
  • Patent number: 6160054
    Abstract: Hetero-telechelic polymers having the formula:FG--(Q).sub.d --Z--J--[A(R.sup.1 R.sup.2 R.sup.3)].sub.x (I)wherein FG is a protected or non-protected functional group; Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons, alkenylsubstituted aromatic hydrocarbons, and mixtures thereof; d is an integer from 10 to 200; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; J is oxygen, sulfur, or nitrogen; [A(R.sup.1 R.sup.2 R.sup.3)].sub.x is a protecting group, wherein A is an element selected from Group IVa of the Periodic Table of Elements; R.sup.1, R.sup.2, and R.sup.
    Type: Grant
    Filed: July 18, 1996
    Date of Patent: December 12, 2000
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Robert J. Letchford, Conrad W. Kamienski, Roderic P. Quirk
  • Patent number: 6121381
    Abstract: The present invention relates to a curable composition in which polymer and monomer which is neither soluble nor swellable (able to swell) in the polymer are mixed homogeneously. More particularly, the present invention relates to a curable composition, in which polymer and urethane metha(acrylate) which is neither soluble nor swellable in the polymer are mixed homogeneously. The present invention also relates to a cured composition of the curable composition.
    Type: Grant
    Filed: February 17, 1998
    Date of Patent: September 19, 2000
    Assignee: Kabushiki Kaisha Shofu
    Inventors: Mikito Deguchi, Hiroyuki Shioi
  • Patent number: 5977245
    Abstract: Low VOC automotive sealer compositions containing reactive urea/urethane compounds are disclosed. Sealers and tintable sealers utilyzing the reactive urea/urethane compounds have improved physical properties with a faster dry times without sacrificing other desirable properties. These compositions are found to be useful for automotive refinish according to this invention.
    Type: Grant
    Filed: February 25, 1997
    Date of Patent: November 2, 1999
    Assignee: BASF Corporation
    Inventors: Rajnikant P. Shah, Sudhakar Dantiki, Stewart Shepler
  • Patent number: 5965256
    Abstract: A multi-layered film disposed on a substrate, the multi-layered film comprising:(a) an interpenetrating polymer network (IPN) layer; and(b) at least one fluoro-containing polymer layer;wherein the fluoro-containing polymer layer comprises a perfluoro-acrylate homo-or copolymer, or a perfluoro-vinyl non-acrylate homo-or copolymer. The substrate can be a cured adhesive, preferably a cured pressure-sensitive adhesive (PSA), in which case the fluoro-containing polymer layer is typically situated between the PSA layer and the IPN layer. Alternatively, the substrate can be a surface to be protected from exposure to weather, chemical exposure, graffiti, or the like, such as, for example, a vehicle such as an automobile, a truck, a boat, or an aircraft; an outdoor sign; or a building exterior.
    Type: Grant
    Filed: October 14, 1997
    Date of Patent: October 12, 1999
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Denise A. Barrera
  • Patent number: 5886101
    Abstract: A novel class of interpenetrating polymer networks which are dispersible in conventional coating solvents is disclosed. Such dispersions are useful in preparing protective and/or decorative film coatings and are particularly useful in photosensitive or imaging formulations such as photoresists, solder masks and the like. These polymer networks are comprised of at least two interpenetrating crosslinked polymers. At least one of the polymer networks is formed by polymerization in a solvent. In one embodiment of this invention, at least one polymer network is prepared from macromers to produce a polymer system having functionalized branch or graft linear segments. The solvent dispersible interpenetrating networks of this invention are particularly useful as binders in addition polymerizable photosensitive compositions containing crosslinking monomers such as solder masks. Upon exposure to actinic radiation and suitable thermal curing, solder mask coatings of such photosensitive compositions form multiple, e.g.
    Type: Grant
    Filed: April 7, 1993
    Date of Patent: March 23, 1999
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Eugene G. Sommerfeld, Frank L Schadt, III
  • Patent number: 5872182
    Abstract: A water-based sulfonated polyurethane composition and footwear manufactured using the composition as as an adhesive, coating and primer. The sulfonated polyurethane is a reaction product ofa) at least one polyisocyanate;b) at least one alkylene diol;c) at least one sulfonated polyester polyol wherein the sulfo groups thereof are present as alkali metal salts; andd) at least one dihydroxy carboxylic acid, or salt thereof. The composition may also be modified to include a dispersed polymer or copolymer of an ethylenically unsaturated monomer. Such mofified compositions may be obtained by preparing the sulfonated polyurethane in the presence of an ethylenically unsaturated monomer and subsequently subjecting the mixture to free-radical polymerization conditions.
    Type: Grant
    Filed: November 21, 1995
    Date of Patent: February 16, 1999
    Assignee: H. B. Fuller Licensing & Financing, Inc.
    Inventors: Youlu Duan, Sonja Stammler, Jillian H. Ierien, Brian L. Marty
  • Patent number: 5866657
    Abstract: In order to provide a general-purpose aqueous primer composition requiring no organic solvent and capable of improving adhesive strength and durability while ensuring an adequate application life required for the work of primer coating process, a primer composition according to the present invention contains (a) a modified polyisocyanate obtained by reaction of polyisocyanate; an emulsifying agent having an active hydrogen group reactable to an isocyanate group; and a silane coupling agent having an active hydrogen group reactable to an isocyanate group and (b) a core shell emulsion having a core layer of a rubbery polymer and a shell layer of a glassy polymer and having an active hydrogen group reactable to an isocyanate group in the core layer and/or the shell layer.
    Type: Grant
    Filed: November 14, 1997
    Date of Patent: February 2, 1999
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yukio Tominaga, Atsuko Tsuchida, Hiroyuki Shiraki
  • Patent number: 5859160
    Abstract: A free radical curable composition that includes a free radical curable and a vinyl aromatic compound that is chemically different than the free radical curable component, wherein the vinyl aromatic compound is present in an amount sufficient to decelerate the cure rate of the free radical composition without adversely effecting completion of cure and the properties of the curable composition after it has cured. The composition is particularly useful as a two part adhesive that includes a free radical catalyst system and a diene elastomer.
    Type: Grant
    Filed: January 9, 1997
    Date of Patent: January 12, 1999
    Assignee: Lord Corporation
    Inventors: Robin F. Righettini, Kirk J. Abbey
  • Patent number: 5849850
    Abstract: Process for preparing a flexible foam by reacting a prepolymer having an NCO value of 3-15% by weight, which is the reaction product obtained by reacting an excessive amount of a polyisocyanate with a polyether polyol or a mixture of such polyols, said polyol or mixture having an average nominal hydroxyl functionality of from 2 to 6, an average hydroxyl equivalent weight of from 500 to 5000 and an oxyethylene content of at least 50% by weight, with water, the amount of water being 15-500 parts by weight per 100 parts by weight of prepolymer, at the start of the reaction the temperature of the prepolymer being 10.degree.-50.degree. C. and the temperature of the water being 10.degree.-50.degree. C. higher than the temperature of the prepolymer and a process for preparing a flexible foam by reacting the above prepolymer with water in the presence of a superabsorbent polymer.
    Type: Grant
    Filed: August 13, 1996
    Date of Patent: December 15, 1998
    Assignee: Imperial Chemical Industries PLC
    Inventors: Gerhard Jozef Bleys, Dirk Gerber, Viviane Gerrude Johanna Neyens
  • Patent number: 5827924
    Abstract: This invention relates to polymer sealant microencapsulated by polyurethane reaction and its binder solution, particularly employing threaded mechanical fasteners such as bolt-nuts, screws, pipe joints and threaded nails, etc. The microcapsules are prepared by interfacial polyurethane reaction of triisocyanate with poly-functional alcohol under the aqueous oil-droplets solution containing vinyl monomers, oligomers, redox initiators and organic solvents together as core materials of the microcapsules. The binder solution of the microcapsules is prepared by dissolving chloroprene, polyester acrylate, urethane acrylate, carboxyl- or hydroxy-modified vinylchloride-vinylacetate copolymer, coinitiators and fillers in a mixture of tetrachloroethylene and toluene.
    Type: Grant
    Filed: December 15, 1995
    Date of Patent: October 27, 1998
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: In-Hwan Park, Kyung-Suck Min, Sang-Chul Park
  • Patent number: 5827929
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, aryl or substituted aryl groups containing lower alkoxy, lower alkylthio, and lower dialkylamino groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: October 27, 1998
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5824743
    Abstract: An adhesive for solvent-free use consists of at least one polyurethane containing --OH or --NCO end groups modified by a (meth)acrylate- or vinyl- homo- or copolymer which may contain hydroxy functions, in which the polyurethane is the product of the reaction between a polyether polyol or dialcohol and/or a polyester polyol with an isocyanate monomer containing 1 to 4 --NCO groups and/or a polyisocyanate and/or a polyurethane prepolymer containing NCO end groups or --OH end groups.
    Type: Grant
    Filed: May 14, 1996
    Date of Patent: October 20, 1998
    Assignee: Morton International, GmbH
    Inventors: Gerhard Krawczyk, Volker Dreja
  • Patent number: 5821307
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is an aromatic substituted saturated hydrocarbyl group produced by the incorporation of one or more alkenyl substituted aromatic hydrocarbons containing 8-25 carbon atoms into the M--Z linkage; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R.sup.1, R.sup.2, and R.sup.
    Type: Grant
    Filed: May 23, 1996
    Date of Patent: October 13, 1998
    Assignee: FMC Corporation
    Inventors: James Anthony Schwindeman, Conrad William Kamienski, Eric John Granger, Robert Charles Morrison
  • Patent number: 5792815
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: August 11, 1998
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5744816
    Abstract: This invention relates to low pressure sheet molding compounds and, more particularly, to a composition that is moldable at pressures below about 100 psi, said composition being made by combining: (A) an unsaturated prepolymer resin; (B) a monomeric unsaturated polymerizable material containing a terminal ethylene group; (C) a hydroxy-terminated polyester having a molecular weight in the range of about 500 to about 3000; (D) a polyisocyanate; and (E) a polymerization initiator; the mole ratio of NCO groups from (D) to OH groups from (C) being in the range of about 0.1 to about 10.
    Type: Grant
    Filed: September 4, 1996
    Date of Patent: April 28, 1998
    Assignee: Premix, Inc.
    Inventor: Kurt Ira Butler
  • Patent number: 5708092
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons and alkenylsubstituted aromatic hydrocarbons; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from carbon and silicon; R.sup.1, R.sup.2, and R.sup.
    Type: Grant
    Filed: April 12, 1996
    Date of Patent: January 13, 1998
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Conrad W. Kamienski, Robert C. Morrison
  • Patent number: 5688860
    Abstract: Polyurethane/urea elastomers having an isocyanate equivalent index below 100, preferably from about 15 to about 80; containing an effective amount of polyisocyanate component, and an effective amount of an isocyanate reactive component comprising at least one polyamine and at least one polyol, wherein said elastomer contains from about 1 to about 199 equivalent percent amine per isocyanate equivalent.
    Type: Grant
    Filed: December 14, 1995
    Date of Patent: November 18, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Thomas Stone Croft
  • Patent number: 5567774
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Z--O--C(R.sup.1 R.sup.2 R.sup.3)wherein M is an alkali metal; Z is a branched or straight chain hydrocarbon group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and their employment as initiators in the anionic polymerization of olefin containing monomers in an inert, hydrocarbon solvent comprising reacting an omega-protected-1-haloalkyl with lithium metal dispersion having a particle size between 10 and 300 millimicrons in size, at a temperature between 35.degree. and 130.degree. C. in an alkane solvent containing 5 to 10 carbon atoms.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: October 22, 1996
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Eric J. Granger, John F. Engel, Conrad W. Kamienski
  • Patent number: 5565526
    Abstract: A process for the preparation of hydrocarbon solutions of monofunctional ether initiators of the following general structure:M--Q.sub.n --Z--OA(R.sup.1 R.sup.2 R.sup.3) (II)wherein M is defined as an alkali metal, selected from the group consisting of lithium, sodium and potassium, Q is a saturated or unsaturated hydrocarbyl group derived by incorporation of a compound selected from the group consisting of conjugated diene hydrocarbons and alkenylsubstituted aromatic hydrocarbons; Z is defined as a branched or straight chain hydrocarbon tether or connecting group which contains 3-25 carbon atoms, optionally containing aryl or substituted aryl groups; A is an element selected from Group IVa of the periodic table and R.sup.1, R.sup.2, and R.sup.3 are independently selected from hydrogen, alkyl, substituted alkyl, aryl or substituted aryl groups, and n is an integer from 1 to 5.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: October 15, 1996
    Assignee: FMC Corporation
    Inventors: James A. Schwindeman, Conrad W. Kamienski, Robert C. Morrison
  • Patent number: 5523347
    Abstract: A one-part, air-activatable, polymerizable composition comprising:(a) at least one free-radically polymerizable monomer, and(b) an activator system for effective polymerization of the free-radically polymerizable monomer, said activator system comprising at least one auto-oxidizable compound of a formula which includes the structure I: ##STR1## where x is 0 or 1, and where the lines representing unfilled valencies indicate bonds to carbon, hydrogen or hetero atoms, alone or in combination with a weak acid;with the proviso that:when x=0, the nitrogen atom in structure I is not bonded to a second nitrogen atom;and when x=1 there is a structure I in the compound in which the >C.dbd.C< moiety does not form part of a phenyl ring;with the proviso that the composition does not contain a peroxide, or a peroxide precursor which produces peroxide in the absence of air or any ingredient which is a significant source of radicals in the absence of air.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: June 4, 1996
    Assignee: Loctite (Ireland) Limited
    Inventors: Brendan Kneafsey, John Guthrie, David P. Melody
  • Patent number: 5506326
    Abstract: A one-component air-activatable polymerizable adhesive composition comprising:(a) a free-radically polymerizable monomer, and an activator system for effective polymerization of the free-radically polymerizable monomer, said activator system comprising:(b) an autoxidizable compound which is a dihydropyridine (other than a stabilized 1,4-dihydropyridine)(c) an onium salt selected from diazonium, iodonium and sulfonium salts which do not interfere with polymerization, and(d) a soluble ionic salt, with the proviso that the composition does not contain a peroxide, or a peroxide precursor which produces peroxide in the absence of air or any ingredient which is a significant source of radicals in the absence of air.Exemplary onium salts are diaryl iodonium, triarylsulfonium and aryl diazonium salts.
    Type: Grant
    Filed: February 3, 1994
    Date of Patent: April 9, 1996
    Assignee: Loctite (Ireland) Limited
    Inventor: Brendan Kneafsey
  • Patent number: 5504151
    Abstract: This invention is the polycapped oligomer adduct of a long chain fatty acid with a multi hydroxy functional or multi epoxy functional compound. This polycapped oligomer is useful in resin compositions to enhance the performance of thermoplastic low profile additives which improve the surface quality of molded composites such as automotive body panels.
    Type: Grant
    Filed: November 8, 1994
    Date of Patent: April 2, 1996
    Assignee: Ashland Inc.
    Inventors: Dennis H. Fisher, Timothy A. Tufts, C. Timothy Moss
  • Patent number: 5498782
    Abstract: Distortion control additives are disclosed which comprise a polyisocyanate, a polyol or polyol blend having a hydroxyl functionality of 2 to 3 hydroxyl groups per molecule and an average molecular weight of at least about 500 grams per gram mole, a diol chain extender having from about 2 to 35 carbon atoms per molecule and an acrylate or methacrylate having an acrylate functionality of from 1 to 5 acrylate groups per molecule. Ultraviolet-curable liquid compositions comprising an unsaturated polymeric resin, a monomer and the distortion control additives of the present invention are also disclosed. The distortion control additives can provide substantial reductions in distortion, e.g., shrinkage, of objects produced by ultraviolet curing, e.g., stereolithography.
    Type: Grant
    Filed: September 8, 1993
    Date of Patent: March 12, 1996
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Gary C. Rex
  • Patent number: 5475057
    Abstract: A cationically electrodepositable finely divided gelled polymer obtained by, in the first step, emulsion polymerizing (A) a monomer component comprising(a) a polymerizable unsaturated vinylsilane monomer containing a vinylic double bond and a hydrolyzable alkoxysilane group,(b) a polymerizable monomer having at least two radically polymerizable unsaturated groups in a molecule,(c) a polymerizable unsaturated monomer having a vinylic double bond and a hydroxyl group, and(d) another polymerizable unsaturated monomer using a cationically reactive emulsifying agent having an allyl group in a molecule; and in the second step, emulsion polymerizing a monomer component (B) comprising(e) a blocked monoisocyanate or polyisocyanate in which at least one isocyanate group in a molecule is blocked with a radically polymerizable monohydroxy compound,(f) a polymerizable unsaturated monomer having a vinylic double bond and a hydroxyl group, and(g) another polymerizable unsaturated monomer in the presence of an aqueous finely
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: December 12, 1995
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Kenji Yamamoto, Haruo Nagaoka, Teiji Katayama, Tadayoshi Hiraki, Kiyoshi Kato
  • Patent number: 5414043
    Abstract: A curable molding material comprises a coherent phase of a free-radical curable, unsaturated polyester resin in which finely particulate polyolefin particles are dispersed as disperse phase, the two phases being chemically bound to one another at the interfaces by ionic bonds.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: May 9, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Anton Hesse, Albin Berger, Walter Heckmann, Roger Klimesch
  • Patent number: 5382626
    Abstract: This invention relates to crosslinkable polymeric compositions and a process for preparing them which show a low content of vinyl monomers, are suitable for the fabrication of composite materials, have good mechanical properties, and comprise: a liquid polyisocyanate; a polyol having a maximum functionality of 7 and an average molecular weight of from about 200 to about 10,000; an unsaturated polyester or a vinylester resin; a radical polymerization initiator stable at temperatures below 70.degree. C.; a decomposition promoter for the initiator; a trimerization catalyst for the isocyanate; and optionally, a mineral filler having dehydrating properties.
    Type: Grant
    Filed: March 8, 1991
    Date of Patent: January 17, 1995
    Assignee: Montedison S.p.A.
    Inventors: Lino Credali, Paolo Cioni, Kurt C. Frisch, Jiri E. Kresta, Fushu Fu
  • Patent number: 5376723
    Abstract: The subject invention is directed to a thermoplastic polymer blend of polyurethane and nitrile rubber having a Shore A hardness of about 55 to 70. The thermoplastic polyurethane component includes at least about 50 weight percent (wt. %) polyisocyanate; the nitrile rubber component includes about 34 mole percent (mol %) acrylonitrile; and, the ratio between the thermoplastic polyurethane component and the nitrile rubber component is about 30:70 to 40:60 volume percentage (vol %).The invention also provides a process for making a thermoplastic polyurethane blend having a Shore A hardness of about 55 to 70; prepared by mixing and kneading about about 180.degree. to 215.degree. C., polyurethane component including at least about 50 percent by weight polyisocyanate with a nitrile rubber having a viscosity of M.sub.L 1+4,100.degree. C.=50 and including about 34 mole percent (mol %) acrylonitrile in a ratio of polyurethane: nitrile rubber of about 30:70 to 40:60 percent by volume (% vol).
    Type: Grant
    Filed: April 29, 1993
    Date of Patent: December 27, 1994
    Assignee: Firma Carl Freudenberg
    Inventors: Ulrike Vogt, Wolffried Werneis, Gunter Schuhmacher
  • Patent number: 5369176
    Abstract: The present invention relates to a reaction injection molding process, to a composition utilized therein as well as to a kit of parts from which the composition can be obtained. In particular, the process includes the use of a composition which contains at least 70% of low molecular weight compounds which are capable of forming a crosslinked polymer. The first component of the composition is a compound with at least an ethylenic unsaturation and an isocyanate-reactive group. The second component of the composition contains an ethylenically unsaturated monomer capable of copolymerizing with the first component. The third component of the composition is a polyisocyanate. Polymerization of the first and second components takes places prior to the reaction between the first and third components.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: November 29, 1994
    Assignee: DSM N.V.
    Inventor: Adrianus De Koning
  • Patent number: 5354809
    Abstract: A curable molding material based on a dispersion of a finely divided ethylene polymer in an unsaturated polyester resin is prepared by a process in which a melt of the ethylene polymer is uniformly distributed in a melt of an unsaturated polyester in an extruder or stirred kettle.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: October 11, 1994
    Assignee: BASF Aktiengesellschaft
    Inventors: Anton Hesse, Juergen Hofmann, Walter Heckmann, Volker Warzelhan
  • Patent number: 5338800
    Abstract: One of the objects of the present invention is to produce a shaped article of a cured resin having well-balanced heat resistance and toughness by using a plural liquid pack type heat-curable resinous composition of a low liquid viscosity and excellent handling property with good storage stability. As claimed in the present invention, individual components comprising a polyisocyanate compound (a), a radically polymerizable unsaturated monomer compound bearing no functional group reactive with isocyanate, for example, styrene or a (meth)acrylic acid derivative (b), a polyol compound bearing no radically polymerizable unsaturated bond such as a polyether polyol (c), a radical catalyst (e) and a ring-forming catalyst (d) are separated into 2 liquid packs or 3 liquid packs, and they are mixed on molding, fed into the mold, and reaction-cured in the mold to give a shaped article of a cured resin of excellent heat resistance, toughness and other properties.
    Type: Grant
    Filed: May 18, 1993
    Date of Patent: August 16, 1994
    Assignee: Teijin Limited
    Inventors: Hiroyuki Umetani, Takeyoshi Yamada
  • Patent number: 5286787
    Abstract: Moisture-curing jointing and sealing compounds containing polyurethane prepolymers are made more stable to weathering conditions by addition thereto of a reactive polysiloxane containing one or more functional groups which react with the polyurethane propolymers.
    Type: Grant
    Filed: June 26, 1992
    Date of Patent: February 15, 1994
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Tore Podola, Martin Majolo
  • Patent number: 5231134
    Abstract: The present invention is directed to a process for the preparation of amine modified copolymers as a pigment dispersant for cathodic electrocoating compositions comprising the steps ofa) polymerizingi) an ethylenically unsaturated monomer containing an isocyanate group withii) other ethylenically unsaturated monomers having no functional group capable of undergoing a reaction with said isocyanate group to form a copolymer with isocyanate groups andb) reacting stepwise or simultaneously said isocyanate groups withiii) a compound selected from the group consisting of a polyalkyleneglycol monoalkyl ether, an aminoterminated polyalkylene glycol monoalkyl ether and mixtures thereof andiv) a compound containing at least a tertiary amine group and one functional group capable of undergoing a reaction with said isocyanate group andv) optionally, another compound having one functional group capable of undergoing a reaction with said isocyanate group.
    Type: Grant
    Filed: August 29, 1991
    Date of Patent: July 27, 1993
    Assignee: BASF Corporation
    Inventors: Clint W. Carpenter, Alan L. Steinmetz