Polymer Derived From Polycarboxylic Acid Or Anhydride And Polyhydroxy Compound Wherein At Least One Of The Reactants Contains Ethylenic Unsaturation Patents (Class 525/43)
  • Patent number: 10934402
    Abstract: Urethane-urea-acrylic cast sheet materials are made from a reaction product of components including polyisocyanate compound having at least two isocyanate functional groups and optional polyol (or pre-reacted urethane prepolymer having at least two isocyanate functional groups), curative having at least two amine functional groups, acrylic monomer, and optional multifunctional monomer having a first functional group having an active hydrogen and a second functional group having at least one double bond. The urethane-urea-acrylic cast sheet materials exhibit excellent impact properties and desirable hardness while also maintaining optical properties such as low haze that can be comparable to that of conventional cast acrylic sheet.
    Type: Grant
    Filed: November 21, 2017
    Date of Patent: March 2, 2021
    Assignee: SPARTECH, LLC
    Inventors: Christopher A. Simoneau, Carlos B. Guerra
  • Patent number: 8753443
    Abstract: The invention relates to a high solids tint paste that is preferably substantially free of solvents that are volatile organic compounds. Preferably the universal tint paste is 100% solids and substantially free of any solvents. The universal tint paste is formed using a functional silicone resin intermediate that is end-capped with an alcohol, catalyzed to form a silicone resin product and combined with one or more desired pigments. The universal tint paste preferably can be used in a wide variety of solvent-borne and high solids coatings.
    Type: Grant
    Filed: January 2, 2013
    Date of Patent: June 17, 2014
    Assignee: Jones-Blair Company
    Inventors: Jasmine Keuk, Paul Anthony Lum, Michael S. Davis, Miguel Angel Gutierrez, Chiew W. Koay, Douglas E. Johnston, Jr., Carolina A. Flanigan, Larry Dale Wyman, Roland L. Gasmena
  • Patent number: 8546486
    Abstract: Low VOC thermosetting polyester acrylic resins are made by esterification of unsaturated epoxide such as glycidyl methacrylate, and a polyacid which is the half-ester formed by reacting an acid or its anhydride with a polyol is disclosed. The obtained low viscosity resin is useful for making a low or zero VOC gel coat with excellent hydrolytic and weather resistance.
    Type: Grant
    Filed: April 4, 2008
    Date of Patent: October 1, 2013
    Assignee: CCP Composites US LLC
    Inventors: Ming Yang Zhao, Chih-Pin Hsu, Frederic Bauchet, Jeremy Warren
  • Patent number: 8389645
    Abstract: The invention relates to solid polyester granules of the type used as matting agents in paints. In particular, the invention relates to a new redox initiating system for use in a suspension polymerization process that is used to manufacture the solid polyester granules, to a process for the preparation of the solid polyester granules, and to paint compositions containing the solid polyester granules.
    Type: Grant
    Filed: January 27, 2005
    Date of Patent: March 5, 2013
    Assignee: Duluxgroup (Australia) Pty Ltd.
    Inventors: Christopher Henry Such, Barbara Aurelia Czapski, Karen Lai-On Seligman, Deepak Ajinkya, Algirdas Kazimieras Serelis
  • Publication number: 20120157617
    Abstract: Air drying resins and methods for preparing and using the same are provided which are both water- and solvent-soluble and have a combination of properties desirable for different types of applications, for example as being suitable for coating compositions. The resins include a polyesteramide prepared from: A) at least one anhydride chosen from the list containing succinic, glutaric, citraconic, itaconic or maleic anhydride or a combination of any of them, and B) at least one alkanol-amine, and C) at least one fatty acid, wherein the fatty acid is incorporated in the resin in an amount equivalent to an oil-length between 15 and 40%.
    Type: Application
    Filed: December 15, 2011
    Publication date: June 21, 2012
    Inventors: Rudolfus Antonius Theodorus Maria VAN BENTHEM, Joseph Petronelta Friederichs
  • Patent number: 8053519
    Abstract: Coating composition comprising an alkyd having at least 20% by weight of vinylic building blocks and having an oil length below 65%. The weight ratio non-vinylic:vinylic groups is between 1:1 and 4:1, preferably between 1.5:1 and 3:1. The vinylic groups include styrene and (meth)acrylate groups. The ratio of styrene:(meth)acrylate groups is between 0.5:1 and 4:1, preferably between 1.5:1 and 3:1. The vinylic groups show low polarity. The Mw is below 10,000. The oil length is above 45%. The coating composition can be water borne or solvent borne. The alkyd according to the invention allows formulation of solvent borne coatings a volatile organic content below 300 g/l.
    Type: Grant
    Filed: May 24, 2005
    Date of Patent: November 8, 2011
    Assignee: Akzo Nobel Coatings International B.V.
    Inventors: Robert Paul Klaasen, Adrianus Jozefus Hendricus Lansbergen, Dick Christiaan Smit
  • Patent number: 7985809
    Abstract: There is provided a method of making a polymer solution comprising polymerizing one or more monomer in a solvent, wherein said monomer comprises one or more ethylenically unsaturated monomer that is a multi-functional Michael donor, and wherein said solvent comprises 40% or more by weight, based on the weight of said solvent, one or more multi-functional Michael donor.
    Type: Grant
    Filed: June 13, 2008
    Date of Patent: July 26, 2011
    Assignee: Rohm and Haas Company
    Inventors: Gerhard Erich Krawczyk, Kevin Michael Miller
  • Patent number: 7820758
    Abstract: The invention discloses a series of glycerin/succinate/alkyl succinate polyesters. These materials are high foaming detergents useful in the formulation of biodegradable, polyoxyalkylene free, cosmetic and personal care products.
    Type: Grant
    Filed: November 13, 2007
    Date of Patent: October 26, 2010
    Inventors: Kevin A. O'Lenick, Anthony J. O'Lenick, Jr.
  • Patent number: 7803415
    Abstract: A composition for coating food cans is disclosed. The composition comprises a polyester, an acrylic copolymer and a crosslinker; the polyester and acrylic copolymer have been compatibilized in some way, such as through graft copolymerization. Methods for compatibilizing acrylics and polyesters are also disclosed as are methods for coating cans using compositions comprising acrylic and polyesters.
    Type: Grant
    Filed: September 27, 2007
    Date of Patent: September 28, 2010
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Laura Kiefer-Liptak, John M. Dudik, Ronald R. Ambrose, Kevin C. Olson, Padmanabhan Sundararaman
  • Patent number: 7759424
    Abstract: The invention relates to a radiation-curable adhesion-promoting composition comprising modified unsaturated amorphous polyesters and a process for preparing it and also provides for the use thereof in radiation-curable systems.
    Type: Grant
    Filed: August 16, 2005
    Date of Patent: July 20, 2010
    Assignee: Evonik Degussa GmbH
    Inventors: Patrick Glöckner, Lutz Mindach
  • Patent number: 7745508
    Abstract: A composition for coating food cans is disclosed. The composition comprises a polyester, an acrylic copolymer and a crosslinker; the polyester and acrylic copolymer have been compatibilized in some way, such as through graft copolymerization. Methods for compatibilizing acrylics and polyesters are also disclosed as are methods for coating cans using compositions comprising acrylic and polyesters.
    Type: Grant
    Filed: August 30, 2002
    Date of Patent: June 29, 2010
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Laura Kiefer-Liptak, John M. Dudik, Ronald R. Ambrose, Kevin C. Olson, Padmanabhan Sundararaman
  • Patent number: 7649059
    Abstract: Addition-curable organopolysiloxane resin composition comprising an organopolysiloxane resin that contains at least alkenyl, hydroxyl, and phenyl directly bonded to silicon of which at least 30 mole % is phenyl; an organohydrogenoligosiloxane or organohydrogenpolysiloxane that contains at least phenyl directly bonded to silicon of which at least 20 mole % is phenyl; and an addition reaction-curing catalyst.
    Type: Grant
    Filed: December 17, 2004
    Date of Patent: January 19, 2010
    Assignee: Dow Corning Toray Company, Ltd.
    Inventors: Makoto Yoshitake, Koji Nakanishi, Masashi Murakami, Kasumi Takeuchi
  • Patent number: 7202281
    Abstract: The present invention relates to a method for reducing adhesions associated with post-operative surgery. The present method comprises administering or affixing a polymeric composition preferably comprising chain extended, coupled or crosslinked polyester/poly(oxyalkylene) ABA triblocks or AB diblocks having favorable EO/LA ratios to a site in the body which has been subjected to trauma, e.g. by surgery, excision or inflammatory disease. In the present invention, the polymeric material provides a barrier to prevent or reduce the extent of adhesions forming.
    Type: Grant
    Filed: December 31, 2003
    Date of Patent: April 10, 2007
    Assignee: Synthemed, Inc.
    Inventors: Daniel Cohn, Eli Pines, Anna Hotovely
  • Patent number: 7078461
    Abstract: The present invention relates to compositions and methods involving biocompatible dendrimers. In particular, the present invention provides dendrimeric copolymers with poly(propyleneimine) (POPAM) interiors and poly(amidoamine) (PAMAM) exteriors for use in transfection and imaging applications.
    Type: Grant
    Filed: May 8, 2003
    Date of Patent: July 18, 2006
    Assignee: The Regents of the University of Michigan
    Inventors: Donald A. Tomalia, Istvan J. Majoros
  • Patent number: 7057264
    Abstract: This invention is directed to compounds that can be used as antioxidants for exposed metal surfaces, and also as adhesion promoters for adhesive, coating or encapsulant resins that are applied to the metal substrates. These compounds include triazine or isocyanurate compounds bearing reactive or polymerizable functional groups, polyfunctional cyanate esters, and polyfunctional blocked-isocyanates.
    Type: Grant
    Filed: October 18, 2002
    Date of Patent: June 6, 2006
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Renyi Wang, Bing Wu, Harry Richard Kuder
  • Patent number: 7041708
    Abstract: Ultraviolet (UV)-curable polyurethane compositions are provided which are made by reacting an isocyanate with an ultraviolet (UV)-curable polyol that is made by co-polymerizing an alkylene oxide, an unsaturated carboxylic acid or anhydride and a hydroxy functional compound and which has an ultra-low level of unsaturation. The inventive ultraviolet (UV)-curable polyurethane compositions may find use in or as coatings, adhesives, sealants, elastomers and the like.
    Type: Grant
    Filed: October 29, 2004
    Date of Patent: May 9, 2006
    Assignee: Bayer MaterialScience LLC
    Inventors: Bi Le-Khac, Karl W. Haider, Ramesh Subramanian, Charles A. Gambino, James Edward Kassner
  • Patent number: 6965052
    Abstract: A process to produce N-vinylformamide includes the steps of: reacting hydroxyethyl formamide with a reactant including at least one cyclic anhydride group to form an ester, and dissociating (or cracking) the ester to synthesize N-vinylformamide and a compound including at least one diacid group. The ester can be dissociated using heat. The reactant including at least one cyclic anhydride group can, for example, be succinic anhydride, maleic anhydride, phthalic anhydride, a polymer including at least one cyclic anhydride group, or a solid support to which at least one cyclic anhydride group is covalently tethered. Preferably, the cyclic anhydride is regenerated from the diacid formed in the synthesis of the ester by heating the diacid to dehydrate the diacid. The temperature required to dehydrate diacid groups is preferably higher than the temperature use to dissociate the ester.
    Type: Grant
    Filed: August 29, 2003
    Date of Patent: November 15, 2005
    Assignees: University of Pittsburgh, SNF SA
    Inventors: Eric J. Beckman, Tody M. Chapman, Cedrick Gilbert Favero, Christopher C. Capelli, Harold E. Swift
  • Patent number: 6830804
    Abstract: Unsaturated polyetherester resins, and processes for making them, are described which are useful for making curable thermoset resin compositions, intermediates for curable thermoset resin compositions, fiber-reinforced polymer composites, intermediates for making skin laminates for gel coated fiber-reinforced composites and gel coated polymer laminates. The unsaturated polyetherester resins are obtainable by reacting at least one acid-terminated unsaturated polyetherester resin with at least one aromatic polyol having at least one non-primary hydroxy group to produce an unsaturated polyetherester resin at least partially end-capped with an aromatic polyol. The described processes, compositions, methods and uses improve the chemical and/or water resistance of resin compositions, particularly composite materials having a gel coat.
    Type: Grant
    Filed: March 28, 2001
    Date of Patent: December 14, 2004
    Assignee: Cook Composites and Polymers Co.
    Inventors: Chih-Pin Hsu, Ming Yang Zhao, Linda Bergstrom
  • Patent number: 6759466
    Abstract: Molding compositions for sheet and bulk molded products having improved toughness comprise an unsaturated polyester, a monomer which is copolymerizable with the polyester, a thermoplastic polymer, a filler and a reinforcing agent.
    Type: Grant
    Filed: October 9, 2002
    Date of Patent: July 6, 2004
    Assignee: AOC, L.L.C.
    Inventors: Thomas Steinhausler, John J. Young, Thomas J. Folda, Thomas C. Kendrick, Jr.
  • Patent number: 6699830
    Abstract: The invention relates to a crosslinked, carboxylic acid-based copolymer having good water absorbability and biodegradability, and a method for producing it; to an unsaturated carboxylic acid polymer having good detergency and its use; and to a biodegradable builder, a detergent composition and a dispersant. The invention includes (1) a crosslinked product of a copolymer from a monomer component that comprises an unsaturated monocarboxylic acid monomer and a specific amount of a quinone; and (2) an unsaturated carboxylic acid polymer which gives specific peaks in proton nuclear magnetic resonance spectrometry, and which has a specific number-average molecular weight and has calcium ion-sequestering ability, or an unsaturated carboxylic acid polymer having a specific structure.
    Type: Grant
    Filed: December 20, 2000
    Date of Patent: March 2, 2004
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Shigeru Matsuo, Yoshikatsu Seino
  • Patent number: 6696499
    Abstract: The present invention relates to a method for reducing adhesions associated with post-operative surgery. The present method comprises administering or affixing a polymeric composition preferably comprising chain extended, coupled or crosslinked polyester/poly(oxyalkylene) ABA triblocks or AB diblocks having favorable EO/LA ratios to a site in the body which has been subjected to trauma, e.g. by surgery, excision or inflammatory disease. In the present invention, the polymeric material provides a barrier to prevent or reduce the extent of adhesions forming.
    Type: Grant
    Filed: October 16, 2000
    Date of Patent: February 24, 2004
    Assignee: Life Medical Sciences, Inc.
    Inventors: Daniel Cohn, Eli Pines, Anna Hotovely
  • Patent number: 6642306
    Abstract: The invention concerns a method for preparing stable (co)polymer dispersions in a polyol by polymerising in situ a monomer or a mixture of ethylenically unsaturated monomers, in the presence of one or several azocarboxylic acid ester(s).
    Type: Grant
    Filed: August 15, 2002
    Date of Patent: November 4, 2003
    Assignee: Atofina
    Inventors: Martine Cerf, Mieczyslaw Wnuk
  • Patent number: 6639017
    Abstract: The invention relates to flame-retardant, unsaturated polyester resins made from unsaturated and saturated dicarboxylic acids and/or their anhydrides, from polyhydric alcohols, from one or more monomers and from a reactive phosphorus compound, which contain structural units of the formula IV where R1 is straight-chain or branched alkyl, cycloalkyl, aryl or alkylaryl groups having from 1 to 18 carbon atoms and R2 is methyl or hydrogen. The invention likewise relates to a process for preparing such polyester resins and to their use.
    Type: Grant
    Filed: August 28, 1997
    Date of Patent: October 28, 2003
    Assignee: Clariant GmbH
    Inventors: Sebastian Hörold, Hans-Peter Schmitz
  • Patent number: 6617395
    Abstract: A low tack, low VOC gel coat is disclosed comprising a unsaturated polyester resin derived from maleic anhydride and up to about 30% of an organic solvent. The resin is characterized by: a viscosity of less than or equal to about 1750 cp at 70% NVM in styrene; a glass transition temperature greater than or equal to about 11° C.; and a weight average molecular weight less than or equal to about 6,050. A process for making such a gel coat is also disclosed.
    Type: Grant
    Filed: April 8, 2002
    Date of Patent: September 9, 2003
    Assignee: Cook Composites & Polymers Co.
    Inventors: Ming Yang Zhao, L. Scott Crump, Chih-Pin Hsu, Erwoan Pezron
  • Patent number: 6605347
    Abstract: A pressure-sensitive adhesive composition is described, which comprises a polyester having an improved molecular structure and can find wide applications, which polyester has both a good mechanical strength and a good flexibility, is obtained from starting material components essentially comprising an aliphatic diol having a carbonate structure in the main chain thereof, and at least one of a polyhydric alcohol having three or more hydroxyl groups and a polycarboxylic acid having three or more carboxyl groups, and has a number average molecular weight of 5,000 or more and a degree of dispersion of 2.2 or more.
    Type: Grant
    Filed: December 21, 2001
    Date of Patent: August 12, 2003
    Assignee: Nitto Denko Corporation
    Inventors: Tatsumi Amano, Masahiko Ando, Waka Sakaitani
  • Patent number: 6420040
    Abstract: A coating composition for application to primed metal substrates as a topcoat is disclosed. The coating composition is especially useful on metal closures for vacuum-packed food products. The coating composition is free of a halide-containing vinyl polymer and comprises: (a) an acrylate co-polymer having pendant hydroxy groups, (b) a hydroxy-terminated polyester, (c) a crosslinker, and (d) a nonaqueous carrier.
    Type: Grant
    Filed: April 30, 1999
    Date of Patent: July 16, 2002
    Assignee: The Valspar Corporation
    Inventors: Lawrence P. Seibel, Girish G. Parekh
  • Patent number: 6348270
    Abstract: A polyetherester-based laminating resin composition includes an unsaturated polyetherester resin, and an epoxy acrylate oligomer. The laminating resin has no greater than about 35 percent by weight of ethylenically unsaturated monomer.
    Type: Grant
    Filed: August 30, 2000
    Date of Patent: February 19, 2002
    Assignee: Reichhold Inc.
    Inventors: Lixin Jin, Hildeberto Nava
  • Patent number: 6288146
    Abstract: The invention concerns the use of monomer-free, saturated and unsaturated polyester resins, or mixtures of saturated and unsaturated polyester resins, containing structural units of the general formulae (I) and/or (II), in which n =1-10, as low-emission binders for coatings.
    Type: Grant
    Filed: October 26, 1998
    Date of Patent: September 11, 2001
    Assignee: Basf Aktiengesellschaft
    Inventors: Rainer Blum, Thomas Loerzer
  • Patent number: 6194525
    Abstract: The powder coating composition of the present invention includes a low-temperature mixture of a powder (A) and a powder (B), in which at least the powder (A) includes an unsaturated polyester resin and a free radical initiator for initiating polymerization of unsaturated polyester resins in the powder coating composition and the powder (B) includes a polymerization promoter and methods for making the composition. The powder (B) may further include an unsaturated polyester. The powders (A) and (B) are physically mixed at temperatures below which the polymerization promoter would cause the free radical initiator to initiate polymerization of the powder coating composition. Subsequently, the physically mixed powder coating composition is applied to a substrate and cured, during which the polymerization promoter causes the free radical initiator to initiate the curing reaction.
    Type: Grant
    Filed: May 11, 1998
    Date of Patent: February 27, 2001
    Assignee: Ferro Corporation
    Inventors: Carlos E. Ortiz, Atam P. Sahni, Gerald W. Drabeck, Anthony S. Scheibelhoffer, Susan M. Sobek, Douglas E. Brand
  • Patent number: 6133357
    Abstract: Polymer mixtures comprising at least one thermoset and at least one oxidized polyarylene sulfide have particularly good tribological behavior. Oxidized polyarylene sulfides used in these mixtures are polyarylene sulfones or oxidized polyarylene sulfides in which at least 10% of the sulfur bridges have been converted to sulfone bridges. Polyphenylene sulfone is employed with preference. The polymer mixtures are used to produce gearwheels, gear racks, bearings, chains, wheels or gasket materials.
    Type: Grant
    Filed: March 4, 1998
    Date of Patent: October 17, 2000
    Assignee: Ticona GmbH
    Inventor: Helmut Scheckenbach
  • Patent number: 5952436
    Abstract: A general approach to making water-resistant polyetherester resins and thermosets is disclosed. In one aspect, an unsaturated polyetherester resin prepared by inserting a carboxylic acid derivative into a polyether is co-cured with a vinyl monomer and a di- or polyisocyanate to give a water-resistant, thermoset that has excellent dimensional stability, flexibility, and strength properties. Processes for making low-viscosity resins that give thermosets with good water resistance are also described. In one process, an unsaturated polyetherester resin intermediate reacts with a mono-functional isocyanate or fatty alcohol to produce an easy-to-formulate, low-viscosity, low-molecular-weight capped resin.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: September 14, 1999
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Gangfeng Cai, Jeffrey A. Klang, Lau S. Yang
  • Patent number: 5883166
    Abstract: The present invention is a molding compound comprising an unsaturated polyester resin, a filler, a reinforcement material, a crosslinking monomer, a catalyst, and a mold release agent. The compound also may include a thickener and a low profile thermoplastic additive. The mold release agent is a liquid at room temperature and is selected from the group consisting of tertiary alkyl primary amine carboxylates. The present invention further includes a method of manufacturing a molded plastic component using said molding compound.
    Type: Grant
    Filed: June 26, 1997
    Date of Patent: March 16, 1999
    Inventors: Thomas C. Jennings, Joseph Drasner
  • Patent number: 5874503
    Abstract: This invention relates to a polyester resin comprising (A) from about 5% to about 50% by weight reactive diluent and (B) from about 50% to about 95% by weight of an unsaturated polyester resin prepared from at least one component selected from the group consisting of (i) from about 0.5% up to about 8% by mole of a polyhydric alcohol, having at least three hydroxyl groups, and at least one transesterification catalyst, (ii) from about 2% up to about 12% by mole of a reaction product of a polyol and a fatty carboxylic acid, and (iii) from about 2% up to about 12% by mole of a fatty reactant selected from the group consisting of a fatty primary alcohol, a fatty epoxide, a fatty monocarboxylic acid and mixtures thereof, wherein each member of the group has up to about 100 carbon atoms. In another aspect, the invention relates to mixtures of the above polyester resins with conventional polyester resins. Methods of reducing volatile organic compound emissions are also part of the invention.
    Type: Grant
    Filed: August 22, 1997
    Date of Patent: February 23, 1999
    Assignee: Ferro Corporation
    Inventors: Anthony S. Scheibelhoffer, Gerald W. Drabeck, Ronald E. Thompson, Dianna B. Dusek, Timothy W. Birch, Jeffrey L. Wilcoxson
  • Patent number: 5811478
    Abstract: Molding compositions comprising certain epoxy compounds, at least one antioxidant, an unsaturated thermosetting resin and an olefinically unsaturated monomer are disclosed. The disclosed compositions can provide enhanced yellowing resistance to articles molded from the compositions, particularly when the molding compositions contain white pigment. Processes from molding articles having enhanced yellowing resistance are also disclosed.
    Type: Grant
    Filed: December 23, 1996
    Date of Patent: September 22, 1998
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Gary Charles Rex, Kenneth Earl Atkins
  • Patent number: 5783635
    Abstract: An unsaturated polyester resin composition which comprises 100 parts by weight of a resin mixture comprising 25 to 80 parts by weight of an unsaturated polyester, 20 to 60 parts by weight of a comonomer and 1 to 10 parts by weight of a particulate crosslinked polymer and 100 to 400 parts by weight of an inorganic filler and in which the difference in refractive index between a product of copolymerization of the unsaturated polyester with the comonomer and the inorganic filler is 0.02 or below; and molded articles produced by curing the resin composition by heating under pressure. The resin composition has a high productivity, exhibits a texture excellent in both light transmittance and gloss, and is excellent in water resistance and which is suitable for the production of artificial marble.
    Type: Grant
    Filed: April 30, 1997
    Date of Patent: July 21, 1998
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Koichi Akiyama, Kenichi Morita, Hideki Terada
  • Patent number: 5780558
    Abstract: A low-cost way to modulate the reactivity and acid number of polyetherester thermoset resins is disclosed. "Beginning" and "end" methods for making dicyclopentadiene (DCPD)-modified polyetherester resins are described. The "beginning" method comprises first heating a polyether, DCPD, a diol, an insertion catalyst, and a carboxylic acid derivative to produce a mixture that contains the polyether and a DCPD-diol diester adduct. Increasing the temperature causes insertion of the DCPD-diol diester into the polyether to give a DCPD polyetherester resin. The "end" method reacts a polyetherester resin made by insertion with DCPD to give a DCPD polyetherester resin. Compared with DCPD polyester resins, those of the invention give more flexible thermosets. Compared with unmodified polyetherester resins, the DCPD polyetherester resins offer formulators more control over curing, which eliminates mold distortion and shrinking or cracking of thermoset parts.
    Type: Grant
    Filed: September 25, 1997
    Date of Patent: July 14, 1998
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Jeffrey A. Klang, Lau S. Yang
  • Patent number: 5773531
    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: August 29, 1997
    Date of Patent: June 30, 1998
    Assignee: Hehr International Inc.
    Inventor: Stuart B. Smith
  • Patent number: 5770653
    Abstract: A resin composition includes a dicyclopentenyl-group containing unsaturated polyester resin, a phenothiazine derivative (a) and an anion producing compound (b). On the other hand, resin composition includes a thermosetting resin, a phenothiazine derivative (a), an anion producing compound (b) and a phosphorous ester (c). A manufacturing method of resin composition includes the step of obtaining a dicyclopentenyl-group-containing unsaturated polyester by polycondensing unsaturated polyester material including a compound having a dicyclopentenyl group, and the step of mixing a cross-linking monomer with the obtained dicyclopentenyl-group-containing unsaturated polyester, wherein the phenothiazine (a) and the anion producing compound (b) are added in at least one of those steps.
    Type: Grant
    Filed: August 5, 1996
    Date of Patent: June 23, 1998
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Kenji Matsukawa, Toshio Hayashiya, Daisaku Yamamoto
  • Patent number: 5747607
    Abstract: A sheet molding composition is provided which exhibits controllable thickening. The composition includes a low molecular weight polyester in which some of the chain ends have been endcapped with functional groups which are unable to react with the thickeners employed in the sheet molding composition. The sheet molding composition has a low viscosity of from about 6 to about 20 million centipoise which allows molding at low pressures of from about 100 to about 300 psi.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: May 5, 1998
    Assignee: Owens-Corning Fiberglas Technology, Inc.
    Inventors: William G. Hager, Edward L. Wilson, Paul R. Krumlauf
  • Patent number: 5726277
    Abstract: An adhesive or coating composition comprises a reaction product of terephthalate polymer and mixture of glycols in the presence of a glycolysis catalyst. The reaction product is further reacted with a difunctional organic acid. The recycled polymer which is formulated as adhesive or binder can be used in many fields.
    Type: Grant
    Filed: February 2, 1994
    Date of Patent: March 10, 1998
    Assignee: Seydel Companies, Inc.
    Inventor: Robert Keith Salsman
  • Patent number: 5696225
    Abstract: A process for making high-performance polyetherester resins and thermosets is disclosed. A polyether polyol reacts with a dicarboxylic acid or anhydride in the presence of an insertion catalyst to produce an acid-terminated polyetherester resin. Reaction of this resin reacts with a primary diol or a diepoxy compound gives a chain-extended polyetherester resin that can be cured with a vinyl monomer to produce a high-performance polyetherester thermoset. Properties of the thermosets rival or exceed those of more expensive high-performance iso and vinyl ester resins.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: December 9, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventors: Gangfeng Cai, Jeffrey A. Klang, Lau S. Yang
  • Patent number: 5688867
    Abstract: This invention relates to a polyester resin comprising (A) from about 5% to about 50% by weight reactive diluent and (B) from about 50% to about 95% by weight of an unsaturated polyester resin prepared from at least one component selected from the group consisting of (i) from about 0.5% up to about 8% by mole of a polyhydric alcohol, having at least three hydroxyl groups, and at least one transesterification catalyst, (ii) from about 2% up to about 12% by mole of a reaction product of a polyol and a fatty carboxylic acid, and (iii) from about 2% up to about 12% by mole of a fatty reactant selected from the group consisting of a fatty primary alcohol, a fatty epoxide, a fatty monocarboxylic acid and mixtures thereof, wherein each member of the group has up to about 100 carbon atoms. In another aspect, the invention relates to mixtures of the above polyester resins with conventional polyester resins. Methods of reducing volatile organic compound emissions are also part of the invention.
    Type: Grant
    Filed: May 1, 1995
    Date of Patent: November 18, 1997
    Assignee: Ferro Corporation
    Inventors: Anthony S. Scheibelhoffer, Gerald W. Drabeck, Ronald E. Thompson, Dianna B. Dusek, Timothy W. Birch, Jeffrey L. Wilcoxson
  • Patent number: 5633341
    Abstract: The invention concerns new, two component compositions, on the basis of liquid polymers containing acid anhydride groups and sterically hindered, aromatic di- or polyamines, said compositions being able to be crosslinked at room temperature. Characteristic of these compositions is their low toxicity and controllable crosslinking behaviour. The crosslinked products are characterized by high mechanical strength, thermal resistance and hydrolytic stability. The invention also concerns methods of manufacture of the said compositions and their use as coatings, potting compounds, sealants and adhesives.
    Type: Grant
    Filed: March 30, 1994
    Date of Patent: May 27, 1997
    Assignee: Ciba Geigy Corporation
    Inventor: Thomas P. Abend
  • Patent number: 5599875
    Abstract: Coating compositions and processes for coating wood and wood materials are described. The compositions comprise a first component comprising at least one reactive thinner and at least one unsaturated polyester, and a second component comprising a curing catalyst. The unsaturated polyester of the first component is the reaction product of: (a) a mixture of at least one saturated aliphatic dicarboxylic acid with 6 to 10 carbon atoms and at least one ethylenically unsaturated aliphatic dicarboxylic acid selected from maleic acid, fumaric acid, itaconic acid, citraconic acid, and mixtures thereof; (b) a diol component consisting of at least one of 1,4-dimethylolcyclohexane and substituted dimethylolcyclohexanes, with up to 50 mol % monomeric or oligomeric glycol, based on total moles of the diol component; and (c) up to 10 mol % of a polyol, based on total moles of polyester reactants. The compositions and processes of the invention result in coatings with improved hardness and aged cold crack resistance.
    Type: Grant
    Filed: August 28, 1995
    Date of Patent: February 4, 1997
    Assignee: BASF Lacke + Farben, AG
    Inventors: Karl-Dieter Depping, Horst Hintze-Bruning
  • Patent number: 5569737
    Abstract: A process for making polyetheresters is disclosed. A polyether is reacted with a carboxylic acid in the presence of a strong protic acid or a metal salt of a strong protic acid to promote insertion of the carboxylic acid into polyether carbon-oxygen bonds to produce a polyetherester. The polyetheresters are useful for various applications in the polyurethane and unsaturated polyester industries.
    Type: Grant
    Filed: April 10, 1995
    Date of Patent: October 29, 1996
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Lau S. Yang, Jeffrey A. Klang
  • Patent number: 5561192
    Abstract: An unsaturated polyester resin and low profile additive containing diketo groups.
    Type: Grant
    Filed: October 14, 1994
    Date of Patent: October 1, 1996
    Assignee: The Ohio State University
    Inventors: L. James Lee, Reiko Saito, Debbie Yuen-Yuen Chiu
  • Patent number: 5516819
    Abstract: A method of producing a thickened organic polymeric composition useful for molding and capable of resisting post-molding shrinkage after being crosslinked comprising a cross-linkable base resin dissolved in an unsaturated monomer, and an additive resin selected from saturated polyesters and saturated amide waxes, the additive resin being crystalline at ambient temperatures and having a melting point (T.sub.m) below a temperature (T.sub.c) at which the base resin cross-linking reaction proceeds at a significant rate. The base resin and additive resin have only a partial degree of compatibility. When cooled from a temperature between T.sub.m and T.sub.c to temperature between T.sub.m and ambient the composition thickens, whereas, when it is heated to a temperature below T.sub.c, it reverts to a flowable composition.
    Type: Grant
    Filed: August 25, 1994
    Date of Patent: May 14, 1996
    Assignee: The University of Manchester Institute of Science and Technology
    Inventors: Stephen F. Bush, James M. Methven, David R. Blackburn
  • Patent number: 5512614
    Abstract: A binder mixture for stoving lacquers comprising A) at least one alkyd resin; and B) at least one poly-N-acyl alkyleneimine prepared by cationic polymerization of a monomer mixture ofa) from 10 to 90% by weight of at least one monomer corresponding to formula (I): ##STR1## in which Z is a direct bond or the group CR.sup.5 R.sup.6, R.sup.1 to R.sup.4 can be the same or different and represent H or a C.sub.1-8 alkyl group, R.sup.5 and R.sup.6 can be the same or different and represent H or a C.sub.1-2 alkyl group, R.sup.7 is a hydroxyl-containing alkyl or alkylene group of a hydroxycarboxylic acid containing 2 to 32 carbon atoms,b) from 90 to 10% by weight of at least one monomer corresponding to formula (II): ##STR2## in which Z and R.sup.1 to R.sup.6 are as defined above and R.sup.8 is the radical of an aromatic monocarboxylic acid, andc) from 0 to 80% by weight of at least one monomer corresponding formula (III): ##STR3## in which Z and R.sup.1 to R.sup.6 are as defined above, and R.sup.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: April 30, 1996
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Ulrich Eicken, Herbert Fischer, Wolfgang Gress, Ulrich Nagorny, Norbert Stork
  • Patent number: 5504126
    Abstract: The subject invention provides an improved simulated mineral article which comprises a discrete suspended plastic material and a continuous thermoplastic matrix. The plastic material and the thermoplastic matrix are visually distinguishable and each contains a coupling agent. The subject invention also provides a method of preparing a simulated mineral article which entails preparing a liquid thermoplastic to serve as a matrix and then suspending a plastic material therein. The plastic material is composed of a thermoset plastic made from resin which comprises an acid component having thermoplastic characteristics. The invention also concerns a method of coating a thermoplastic article with a thermoset surface coat which has increased binding affinity toward the article.
    Type: Grant
    Filed: March 4, 1994
    Date of Patent: April 2, 1996
    Assignee: Safas Corporation
    Inventor: Akbar Ghahary
  • 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