Polycarboxylic Acid Or Derivative And Polyol, Or Condensate Thereof, E.g., Dimethylterephthalate, Etc. Patents (Class 522/179)
  • Publication number: 20020128343
    Abstract: Disclosed are thermally-stable, colored, photopolymerizable compounds containing a vinyl group which are capable of being copolymerized with reactive vinyl monomers to produce colored compositions such as polyacrylates, polymethacrylates, polystyrene, etc. The compounds exhibit good thermal stability, fastness (stability) to UV-light, good solubility in the reactive monomers and good color strength.
    Type: Application
    Filed: August 1, 2001
    Publication date: September 12, 2002
    Inventors: Michael John Cyr, Max Allen Weaver, Gerry Foust Rhodes, Jason Clay Pearson, Phillip Michael Cook, Jos Simon De Wit, Larry Keith Johnson
  • Patent number: 6441058
    Abstract: The present invention involves the use of powder coating methods to form coated abrasives. In one embodiment, the powder is in the form of a multiplicity of binder precursor particles comprising a radiation curable component. In other embodiments, the powder comprises at least one metal salt of a fatty acid and optionally an organic component that may be a thermoplastic macromolecule, a radiation curable component, and/or a thermally curable macromolecule. In either embodiment, the powder exists as a solid under the desired dry coating conditions, but is easily melted at relatively low temperatures and then solidified also at reasonably low processing temperatures. The principles of the present invention can be applied to form make coats, size coats, and/or supersize coats, as desired.
    Type: Grant
    Filed: January 16, 2001
    Date of Patent: August 27, 2002
    Assignee: 3M Innovative Properties Company
    Inventors: Ernest L. Thurber, Eric G. Larson, Gregg D. Dahlke, Robert J. DeVoe, Alan R. Kirk, Mark R. Meierotto, Roy Stubbs
  • Patent number: 6417243
    Abstract: In order to offer coatings with improved resistance to solvents which can be prepared by cationic polymerization under irradiation, the choice is made of a composition comprising at least one monomer, oligomer or polymer of general formula (I): in which: A1 is chosen from polyester blocks, polyurethane blocks, hydrocarbon-comprising backbones of mono- or polycarboxylic acid and addition products of a polycarboxylic acid and of a cycloaliphatic diepoxide, m is a number from 1 to 6, R1 is a cycloaliphatic group carrying a hydroxyl group situated in the a position with respect to the oxygen atom to which R1 is bonded, R2 is a second cycloaliphatic group carrying an oxirane group situated at the chain end, and B is chosen from one or more covalent bonds, an oxygen atom and linear, branched or cyclic hydrocarbon-comprising radicals.
    Type: Grant
    Filed: July 28, 2000
    Date of Patent: July 9, 2002
    Assignee: UCB, S.A.
    Inventors: Stephan Peeters, Kris Verschueren, Jean-Marie Loutz
  • Patent number: 6414103
    Abstract: A coating powder comprising a macrocyclic oligomer and a ring-opening polymerization agent is applied to an article, fused, and converted to a linear polymer at a temperature of from about 160 to about 400° C. The powder has the low melt viscosity and friability of a thermoset powder but is converted at high fusing temperatures to a tough coating having the good impact resistance and good elongation of a thermoplastic powder. The oligomer is a polyester, polycarbonate, polyamide, polyimide, polyamideimide. The article may be coated electrostatically or in a fluidized bed.
    Type: Grant
    Filed: September 28, 2000
    Date of Patent: July 2, 2002
    Assignee: Rohm and Haas Company
    Inventors: Glenn D. Correll, Tina L. Tullos, Gordon L. Tullos
  • Patent number: 6399672
    Abstract: Radiation curable compositions for coatings, adhesives, inks, and molded articles are disclosed.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: June 4, 2002
    Assignee: Sartomer Technologies Co., Inc.
    Inventors: Gary W. Ceska, James P. Horgan, Thomas W. Hazell, William R. Schaeffer
  • Publication number: 20020057885
    Abstract: Provided is a radiation-curable, glass optical fiber coating composition which when suitably cured exhibits resistance to attack from hydrocarbon gel cable filing material.
    Type: Application
    Filed: January 10, 2000
    Publication date: May 16, 2002
    Inventors: David M. Szum, Timothy E. Bishop, Steven R. Schmid
  • Patent number: 6380279
    Abstract: Radiation-curable powder compositions, usable as paint or varnish, which comprise a mixture of at least one semi-crystalline polyester containing end methacryloyl groups and of at least one amorphous polyester containing end methacryloyl groups, comprising the reaction products of a glycidyl methacrylate and of a semi-crystalline or amorphous polyester containing end carboxyl groups.
    Type: Grant
    Filed: April 17, 2000
    Date of Patent: April 30, 2002
    Assignee: UCB S.A.
    Inventors: Luc Moens, Jean-Marie Loutz, Daniel Maetens, Patrick Loosen, Marc Van Kerckhove
  • Patent number: 6362249
    Abstract: A radiation-curable, optical fiber coating composition has enhanced color stabilization and is formulated from a composition containing at least one radiation-curable oligomer or monomer. A concentration of urethane and ether linkages in the radiation-curable composition is such that a cured optical fiber coating formed from said radiation-curable composition exhibits a &Dgr;E of about 40 or less after being exposed for 96 hours to 150° C. and then for 144 hours to 180° C. Also provided is a radiation-curable optical fiber coating composition which is substantially urethane-free.
    Type: Grant
    Filed: September 4, 1998
    Date of Patent: March 26, 2002
    Assignee: DSM Desotech Inc.
    Inventor: Chander P. Chawla
  • Patent number: 6326415
    Abstract: Provided is a support for an ink jet recording material. The support comprises a substrate and a UV cured resinous coating layer on the substrate, with said resinous coating layer being comprised of a tetrafunctional polyester acrylate, a difunctional acrylic ester, a UV photoinitiator and a polyether.
    Type: Grant
    Filed: August 5, 1999
    Date of Patent: December 4, 2001
    Assignee: Rexam Graphics Inc.
    Inventors: Alexander J. Miklasiewicz, Son T. Vo, Everett Wyman Bennett
  • Patent number: 6323254
    Abstract: The present invention relates to binders, which can be cured by free-radical polymerization initiated by UV light, and contain a) 10 to 90 parts by wt. of a polymer which contains, in chemically bound form, both ethylenically unsaturated groups and the reaction product of a resin containing abietic acid with not more than 50% of the OH groups of a polyfunctional alcohol having a molecular weight of less than 500, b) 10 to 90 parts by wt. of one or more mono- di-or oligoesters of (meth)acrylic acid having a molecular weight of less than 800 and c) optionally 0.1 to 10 parts by wt. of a photoinitiator component for the free-radical polymerization wherein the weights of a) and b) add up to 100. The present invention also relates to coating compositions containing these binders which are suitable for the production high-gloss coatings.
    Type: Grant
    Filed: January 10, 2000
    Date of Patent: November 27, 2001
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jan Weikard, Wolfgang Fischer, Manfred Müller
  • Patent number: 6313189
    Abstract: Described herein are methods for preparing bioabsorbable polymerization products having interconnecting pore structure by polymerizing compositions containing ethylene glycol- or glycero-oligoester(meth)acrylates monomers and, optionally, other components. The polymerization products are particularly useful for dental lacquers, dental inlays and shaped articles which are bioabsorbable and exhibit an interconnecting pore structure.
    Type: Grant
    Filed: May 4, 1999
    Date of Patent: November 6, 2001
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Robert Wenz, Berthold Nies
  • Publication number: 20010018467
    Abstract: A method of priming a sheet molding compound (SMC) part. The method includes applying a photopolymerizable priming composition to a surface of the SMC part. The priming composition includes a polymerizable component, a photoinitiating component, and a conductive component. The method also includes irradiating the priming composition with light to initiate a polymerization reaction. The priming composition polymerizes on the SMC part substantially without releasing volatile solvents.
    Type: Application
    Filed: December 20, 2000
    Publication date: August 30, 2001
    Inventor: Robert Dunkle
  • Patent number: 6265459
    Abstract: Accelerators that can be useful for an energy polymerizable composition comprising a cationically curable material; energy polymerizable compositions comprising at least one cationically curable material and an initiation system therefor, the initiation system comprising at least one organometallic complex salt and at least one accelerator; and a method for curing the compositions. The cured compositions can provide useful articles. The invention also provides compositions of matter comprising an organometallic complex salt and at least one compound selected from the Class 1 and Class 2 compounds disclosed herein.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: July 24, 2001
    Assignee: 3M Innovative Properties Company
    Inventors: Wayne Scott Mahoney, Peggy Sperl Willett
  • Patent number: 6265461
    Abstract: Radiation curable polyester composition AB, capable of forming solutions or dispersions in water of high solid content which can be produced by mixing or pre-condensing a water soluble, radiation-curable emulsifying resin A which contains ester and acid groups and has an acid number from 20 to 300 mg/g and water-insoluble, radiation-curable polymer B containing ester and/or ether groups, wherein resin A is a reaction product of an alkoxylated polyol A1 having at least 3 hydroxyl groups and 3 to 10 oxyalkylene units per molecule, these oxyalkylene units containing 2 to 4 carbon atoms each, with an &agr;, &bgr;-unsaturated carboxylic acid A2 having each a free carboxyl group per molecule, and a carboxylic acid A3 which is at least tri-functional and wherein polymer B is a reaction product of aliphatic, linear, branched or cyclic alcohols B1 with compounds B2, selected from alkylene oxides B21, dicarboxylic acids B22 and aliphatic lactones B23 having 4 to 12 carbon atoms as well as compounds B3 selected from &ag
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: July 24, 2001
    Assignee: Vianova Resins AG
    Inventors: Edmund Urbano, Ulrike Kuttler, Martin Gerlitz, Rami-Raimund Awad
  • Patent number: 6239189
    Abstract: A radiation-polymerizable composition contains at least one radiation curable acrylate resin oligomer prepared by reacting an alkoxylated polyol with a first acid component which includes an ethylenically unsaturated carboxylic acid; and a rheology modifier prepared by reacting a diepoxide with a second acid component which includes an ethylenically unsaturated carboxylic acid or reactive derivative thereof in the presence of a polyamide based on a polymerized fatty acid. The ethylenically unsaturated carboxylic acids of the first and second acid components are preferably acrylic acid or methacrylic acids. The diepoxide is preferably a diglycidyl ether such as bisphenol A. Colorants such as pigments or dyes optionally may be incorporated into the composition to form a printing ink which is curable by ultraviolet (UV) or electron beam radiation.
    Type: Grant
    Filed: March 27, 1998
    Date of Patent: May 29, 2001
    Assignee: Henkel Corporation
    Inventors: Ramesh Narayan, Miguel Dones, Theresa Miller
  • Patent number: 6162840
    Abstract: The invention concerns the use of monomer-free saturated or unsaturated polyester resins or mixtures of saturated and unsaturated polyester resins containing structural units of general formulae (I) and/or (II), in which n=1-10, as impregnation, sealing and coating compounds for electrical engineering and electronic components and for carrier substances for flat insulating materials.
    Type: Grant
    Filed: July 6, 1998
    Date of Patent: December 19, 2000
    Assignee: Dr. Beck + CO.AG
    Inventors: Rainer Blum, Thomas Loerzer, Gunther Hegemann, Manfred Eichhorst
  • Patent number: 6136882
    Abstract: This invention provides a UV curable powder coating composition comprising a particulate blend of a non-crystalline unsaturated polyester base resin, a crystalline unsaturated crosslinker resin co-polymerizable with the base resin, and a photoinitiator, that exhibits reduced or eliminated hazing in the cured coating formed therefrom upon being cured at low temperatures demanded by certain heat sensitive substrates. This is accomplished by incorporating in the powder composition a recrystallization or haze inhibitor which is comprised of a crystalline epoxy resin. When this powder blend is melted for curing, the crystalline crosslinker resin visually appears to separate and recrystallize out of the molten powder less completely than it does in the absence of the recrystallization or haze inhibitor. This prevents a visible haze from developing on the surface of the coating upon curing with UV radiation.
    Type: Grant
    Filed: July 8, 1999
    Date of Patent: October 24, 2000
    Assignee: Morton International Inc.
    Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Owen H. Decker, Eugene P. Reinheimer, Matthew B. Snyder
  • Patent number: 6133335
    Abstract: The present invention provides compositions comprising epoxy-containing monomers, where the polymerization of the monomers can be influenced by accelerators. The compositions include at least one photo-polymerizable epoxy monomer and an initiation system. The initiation system comprises at least one organo-iron complex salt and at least one accelerator. The epoxy-containing monomers are energy-polymerized to form useful articles or coated articles.
    Type: Grant
    Filed: December 31, 1998
    Date of Patent: October 17, 2000
    Assignee: 3M Innovative Properties Company
    Inventors: Wayne S. Mahoney, Peggy S. Willett, Michael A. Johnson
  • Patent number: 6031015
    Abstract: A dental material based on polymerizable monomers is described which contains at least one polymerizable monomer which has liquid crystalline properties. Compared with traditional materials, the dental material displays a lower decrease in volume upon polymerization and, because of its low viscosity, higher filler contents can be achieved.
    Type: Grant
    Filed: July 17, 1996
    Date of Patent: February 29, 2000
    Assignee: Ivoclar AG
    Inventors: Helmut Ritter, Georg Draheim, Norbert Moszner, Ulrich Salz, Volker Rheinberger
  • Patent number: 6011080
    Abstract: This invention provides a UV curable powder coating composition comprising a particulate blend of a non-crystalline unsaturated polyester base resin, a crystalline unsaturated crosslinker resin co-polymerizable with the base resin, and a photoinitiator, that exhibits reduced or eliminated hazing in the cured coating formed therefrom upon being cured at low temperatures demanded by certain heat sensitive substrates. This is accomplished by incorporating in the powder composition a recrystallization inhibitor which is comprised of a crystalline epoxy resin. When this powder blend is melted for curing, all of the crystalline resin species tend to separate and recrystallize out of the molten powder slower and less completely than they do in the absence of the recrystallization inhibitor. This prevents a visible haze from quickly developing on the surface of the molten coating before the coating can be cured with UV radiation.
    Type: Grant
    Filed: August 19, 1998
    Date of Patent: January 4, 2000
    Assignee: Morton International, Inc.
    Inventors: Andrew T. Daly, Jeno Muthiah, Richard P. Haley, Owen H. Decker, Eugene P. Reinheimer, Matthew B. Snyder
  • Patent number: 6001892
    Abstract: A liquid, radiation curable composition is disclosed that includes a reactive diluent to lower initial application viscosity without substantial reduction of cure rate. The composition of the present invention comprises: (a) an unsaturated polyester polymer; (b) a non-polymerized, cocurable polyfunctional vinyl ether component; and (c) a reactive diluent which is an unsaturated dioic acid ester having the following structural formula: ##STR1## wherein at least one of R.sup.1 and R.sup.2 is a group that includes an oxygen with a carbon adlacent thereto and an abstractable hydrogen attached to the carbon.
    Type: Grant
    Filed: February 16, 1996
    Date of Patent: December 14, 1999
    Assignee: PPG Industries Oho, Inc.
    Inventors: Alan B. Weissberg, Edward E. McEntire, Charles B. Friedlander
  • Patent number: 5942290
    Abstract: Molecular complex compounds comprising a mono-, bis- or trisacylphosphine oxide compound with an .alpha.-hydroxy ketone compound are suitable as photoinitiators for the photopolymerization of free-radically polymerizable compounds.
    Type: Grant
    Filed: August 21, 1997
    Date of Patent: August 24, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: David George Leppard, Thomas Lloyd James, Nils Hock, Manfred Kohler, Ronald Salathe
  • Patent number: 5942556
    Abstract: Disclosed is a radiation curable composition which includes: (a) an unsaturated ester compound, and (b) a pulverizable vinyl ether compound. The unsaturated ester compound is characterized as having a plurality of unsaturated ester groups per molecule. The pulverizable vinyl ether compound is characterized as including at least one of the following: (a) a compound having an average of greater than 1.0 reactive vinyl ether groups per molecule, and (b) a vinyl ether-containing group bonded to the unsaturated ester compound such that there is an average of at least 1.0 reactive vinyl ether group per molecule. The unsaturated ester compound, the vinyl ether compound and/or a mixture thereof is treated with a reducing agent so as to decompose destabilizing agents present therein that would initiate premature polymerization of the vinyl ether compound.
    Type: Grant
    Filed: November 27, 1996
    Date of Patent: August 24, 1999
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Charles B. Friedlander, Ronald R. Ambrose, David A. Diehl, Alan B. Weissberg, Carolyn A. Novak
  • Patent number: 5861443
    Abstract: Process for the photocatalytic polymerization of a cyclical olefin or at least two different cyclical olefins in the presence of a metal compound as the catalyst, which is characterized in that a photochemical ring-opening metathesis polymerization is carried out in the presence of a catalytic amount of at least one carbene-free, bivalent-cationic ruthenium or osmium compound which contains at least one phosphine group, at least one photolabile ligand, and optionally neutral ligands bonded to the metal atom, a total of 2 or 3 ligands being bonded, and which contains acid ions for balancing the charge. The process can also be carried out by first carrying out the irradiation and ending the polymerization by heating. The process is suitable, for example, for the preparation of thermoplastics shaping compounds and the production of coatings and images in relief.
    Type: Grant
    Filed: May 14, 1997
    Date of Patent: January 19, 1999
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Andreas Hafner, Paul Adriaan Van Der Schaaf, Andreas Muhlebach
  • Patent number: 5854299
    Abstract: Process for the polymerization of cyclic olefins by photochemical ring-opening metathesis polymerization by irradiation, using catalytic amounts of a heat-stable ruthenium or osmium catalyst which has at least one photolabile ligand, the other coordination sites being occupied by non-photolabile ligands.
    Type: Grant
    Filed: March 8, 1996
    Date of Patent: December 29, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Andreas Muhlebach, Paul Bernhard, Andreas Hafner, Thomas Karlen, Martin Andreas Ludi
  • Patent number: 5804301
    Abstract: A radiation-curable coating composition is described which comprises (A) from about 70% to about 99% by weight of at least one polyfunctional acrylate monomer containing at least one internal flexible unit; (B) from about 1% to about 30% by weight of at least one other reactive vinyl or unsaturated monomer provided the reactive vinyl or unsaturated monomer (B) is not the same as the monomer of (A); and (C) from about 0% to about 10% by weight of at least one photoinitiator, provided that the composition is free of methacrylic functionalized colloidal silica. A method of coating a substrate utilizing the radiation-curable compositions of the present invention, and a substrate coated in accordance with the method of the invention are also described.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: September 8, 1998
    Assignee: Avery Dennison Corporation
    Inventor: Benedict S. Curatolo
  • Patent number: 5744248
    Abstract: The present invention relates to coating compositions, which are curable by radiation and containI) 0 to 95 parts by weight of at least one binder curable by radiation and containing maleate, fumarate and/or acryloyl groups other than those of component II),II) 5 to 100 parts by weight of a mixture ofA) 20 to 80 parts by weight of at least one polyester resin prepared from fatty acids, provided that at least 20 wt. % of component A) is a fatty acid having a number average molecular weight of 112 to 400 andB) 20 to 80 parts by weight of compounds containing (meth)acryloyl groups, having a viscosity at 23.degree. C. of 10 to 1,000 mPa.s and having a number average molecular weight of 170 to 1,000,wherein the sum of the parts by weight of components I) and II) adds up to 100, based on the weight of components I) and II), and the sum of the parts by weight of components A) and B) adds up to 100, based on the weight of components A) and B).
    Type: Grant
    Filed: January 28, 1997
    Date of Patent: April 28, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Meixner, Wolfgang Fischer, Manfred Muller, Gunter Ruf
  • Patent number: 5705316
    Abstract: The invention relates to compounds having at least one vinyl ether group which also contain in the molecule at least one further functional group selected from acrylate, methacrylate, epoxy, alkenyl, cycloalkenyl and vinylaryl groups, to compositions, especially for stereolithography, comprising those vinyl ether compounds, and to a method of producing three-dimensional objects using those compositions.
    Type: Grant
    Filed: November 9, 1995
    Date of Patent: January 6, 1998
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Bettina Steinmann, Adrian Schulthess, Max Hunziker
  • Patent number: 5702991
    Abstract: Structure, composition and method in which a fiber reinforcement is impregnated with an interpenetrating network of a light cure resin and a thermosetting resin which are independently curable, enabling autobody component repair, electronic assembly bonding, etc. by selective cure first of one or the other resin, and the support against fluid flow of the uncured resin by the first cured resin.
    Type: Grant
    Filed: June 12, 1996
    Date of Patent: December 30, 1997
    Inventor: Richard L. Jacobs
  • Patent number: 5672675
    Abstract: Oligomers of particular usefulness in coatings are vinyl ether terminated polyester oligomers which include 4,8-bis(hydroxymethyl) tricyclo?5.2.1.0.sup.2,6 !decane (BHTD).
    Type: Grant
    Filed: April 10, 1996
    Date of Patent: September 30, 1997
    Assignee: AlliedSignal, Inc.
    Inventors: George David Green, James Ronald Snyder, Raymond John Swedo
  • Patent number: 5612445
    Abstract: The epoxidation of alkyds containing anhydrides or diacids with cycloaliphatic unsaturation results in epoxy resins which cure rapidly in UV light to produce uniform films without the use of flow modifiers. The fatty acid portion of the alkyd functions as an internal plasticizer. Crosslinking occurs through oxirane rings in both the anhydride and fatty acid moieties of the alkyd to produce hard, but not brittle films. Excellent water resistance is obtained without thermal post curing.
    Type: Grant
    Filed: February 15, 1995
    Date of Patent: March 18, 1997
    Assignee: Arizona Chemical Co.
    Inventor: Raymond H. Jones
  • Patent number: 5605941
    Abstract: The invention relates to compounds having at least one vinyl ether group which also contain in the molecule at least one further functional group selected from acrylate, methacrylate, epoxy, alkenyl, cycloalkenyl and vinylaryl groups, to compositions, especially for stereolithography, comprising those vinyl ether compounds, and to a method of producing three-dimensional objects using those compositions.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: February 25, 1997
    Inventors: Bettina Steinmann, Adrian Schulthess, Max Hunziker
  • Patent number: 5565501
    Abstract: The present invention provides a composition comprising (a) a carboxyl-group containing multifunctional acrylate; (b) a multifunctional acrylate having three or more acryloyl groups in the molecule; (c) an organic solvent; and optionally, (d) a photopolymerization initiator, (e) a colloidal metal oxide and (f) an acrylic resin is provided. This composition is applied to a plastic substrate and then irradiated with active energy rays, thereby forming a hard-coating layer having good adhesiveness to the substrate, transparency and hardwearing properties.
    Type: Grant
    Filed: April 17, 1995
    Date of Patent: October 15, 1996
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Noritaka Hosokawa, Kazuhide Hayama
  • Patent number: 5565500
    Abstract: The invention relates to mixtures containing:a) a cationically polymerizable compound andb) a compound of the formula I[R.sup.1 (Fe.sup.II R.sup.2).sub.a ].sub.q.sup..sym.an anX.sup..crclbar.q (I)in which a is 1 or 2, n is 1 or 2, R.sup.1 is a substituted or unsubstituted .pi.-arene, R.sup.2 is a substituted or unsubstituted .pi.-arene or cyclopentadienyl anion or indenyl anion, q is an integer from 1 to 3 and X is FSO.sub.3.sup.- or a q-valent anion of an organic sulfonic acid or of a carboxylic acid; R.sup.1 can also be a polymeric, aromatic ligand. The invention also relates to the novel compounds of the formula I. The curable mixtures can be processed in particular for the production of coatings having a good resistance to heat.
    Type: Grant
    Filed: September 22, 1994
    Date of Patent: October 15, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Meier, Roger P. Salvin
  • Patent number: 5409965
    Abstract: An active energy ray-curing abrasion resistant coating composition is provided by incorporating following components: (a) a carboxylate-containing polyfunctional acrylate obtained by reacting a tetracarboxylic dianhydride and a hydroxyl group-containing polyfunctional acrylate having hydroxyl group(s) and at least three acryloyl groups and then neutralizing the reaction product; (b) a polyfunctional acrylate having at least three acryloyl groups; (c) an organic solvent; and (d) a photopolymerization initiator. The composition may comprise in addition to the components (e) a silica sol in an organic solvent as a dispersion medium. The composition may further comprise in addition to the components (f) an acrylic resin. Such composition is an active energy ray-curing abrasion-resistant coating composition which forms a film having excellent adhesion to a plastic sustrate, transparency, abrasion resistance and antistatic properties.
    Type: Grant
    Filed: July 26, 1994
    Date of Patent: April 25, 1995
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Noritaka Hosokawa, Kazuhide Hayama
  • Patent number: 5407784
    Abstract: An aqueous-developable article is made from a photoprepolymer made by reacting a maleated polyalkadienyl homo- or copolymer (e.g., polybutadiene) with an olefinically unsaturated compound capable of opening anhydride rings (e.g., hydroxyethyl methacrylate) with simultaneous chain extension using a polyalkadienyl polyol, followed by hydrolysis and neutralization with Li--, Na--, or K-containing base. When formulated with unsaturated monomers and photoinitiators, the photoprepolymer is particularly useful in making photopolymer-based flexographic printing plates.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: April 18, 1995
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Arthur L. Berrier, Ronald J. Kumpfmiller
  • Patent number: 5340653
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing one to six vinyl ether groups; andb) at least one compound containing a urethane backbone with one to six maleate and/or fumarate end groups,wherein the ratio of vinyl ether groups to maleate and/or fumarate groups is in the range of about 1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 23, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5334456
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing from one to about six vinyl ether groups; andb) at least one compound containing a saturated backbone and at least one maleate or fumarate end group per molecule,wherein the ratio of vinyl ether groups to maleate or fumarate groups in the composition is in the range of about 5:1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5334455
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing from one to about six vinyl ether groups; andb) at least one product obtainable by the reaction of a half-ester of maleic and/or fumaric acid with an epoxy functionalized compound,wherein the ratio of vinyl ether groups to maleate and/or fumarate groups is in the range of about 5:1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5331018
    Abstract: The present invention is directed to a non-emissive, bimodal cured polymeric network which has an onset degradation temperature that is about 100.degree. C. above the onset degradation temperature of a base polymer. The novel cured polymeric network comprises the cured reaction product of the following ingredients: (a) combination of one or more liquid carrier monomers or prepolymers which combination is reactive to form a base polymer by exposure to ultraviolet (UV) radiation in the presence of a UV photosensitizer at a temperature, T.sub.uv ; and (b) between about 10 and 100 wt-% based on ingredient (a) of a combination of one or more monomers or prepolymers which combination is reactive to form a cured high temperature stable polymer by heating at a temperature, T.sub..DELTA.. Ingredient (b) is soluble or dispersible in ingredient (a) at a temperature, T.sub.s, wherein T.sub.s is equal to or lower than T.sub.uv, and T.sub.uv is at least about 50.degree. C. lower than T.sub..DELTA..
    Type: Grant
    Filed: August 26, 1992
    Date of Patent: July 19, 1994
    Assignee: Three Bond Co., Ltd.
    Inventors: Vincent D. McGinniss, James L. White, Hiroyuki Mikuni
  • Patent number: 4795823
    Abstract: (Methy)acrylic acid esters of the general formula(Mo).sub.n --[--A--O--CO--CH.sub.2 --O--CH.sub.2 --CH.sub.2 --O--CH.sub.2 --CO--O--].sub.x --A--(OM).sub.nare described whereinA is an alcohol radical having at least 4 chain atoms between two junction sites.M is CH.sub.2 .dbd.C(R.sup.1)--CO wherein R.sup.1 stands for hydrogen or methyl,n is 1 or 2, andx is 0.3 to 3.These esters are suited for the preparation of dental compositions.
    Type: Grant
    Filed: March 2, 1987
    Date of Patent: January 3, 1989
    Assignee: ESPE Stiftung & Co. Produktions
    Inventors: Werner Schmitt, Peter Jochum, Wolf-Dietrich Zahler, Heijo Hubner, Manfred Holupirek, Oswald Gasser, Christian Herzig
  • Patent number: 4786749
    Abstract: Lactone acrylates and organic anhydrides are condensed to form carboxyl-terminated lactone acrylates. These can be homopolymerized or copolymerized with ethylenically unsaturated monomers by means of radiation.
    Type: Grant
    Filed: February 20, 1986
    Date of Patent: November 22, 1988
    Assignee: Union Carbide Corporation
    Inventors: Joseph V. Koleske, George T. Kwiatkowski
  • Patent number: 4774309
    Abstract: An actinically curable composition containing (1) an oligomer having a molecular weight within the range of from about 200 to about 3000 and which is end capped with reactive functional groups to provide sites for free radical polymerization by actinic radiation and (2) as a reactive diluent, an N-vinyl-2-oxazolidinone in which the number 4 and 5 carbon atoms each have two constituents which are all independently selected from hydrogen and alkyl radicals having from 1 to 4 carbon atoms.
    Type: Grant
    Filed: July 7, 1986
    Date of Patent: September 27, 1988
    Assignee: The Dow Chemical Company
    Inventors: John G. Green, David G. Hunt