Polymer Mixed With Unsaturated Carboxylic Acid, Ester, Salt, Or Anhydride Patents (Class 525/48)
  • Patent number: 5270388
    Abstract: A shape-memorizing block copolymer composition characterized by comprising a block copolymer component (I) composed of (A) at least two polymer segments (polymer segments A) having a glass transition temperature of 60.degree. C. to 250.degree. C. and (B) at least one amorphous polymer segment (polymer segment B) having a glass transition temperature which is not lower than -20.degree. C. but lower than the lowest glass transition temperature within those of said polymer segments A with a difference not less than 20.degree. C., the proportion of whole of said polymer segments A to whole of said polymer segment B being in the range of (10/90) to (70/30) by weight; and a rubbery polymer component (II) having a glass transition temperature lower than -20.degree. C., the proportion of said component (I) to said component (II) being in the range of (50/50) to (98/2) by weight.
    Type: Grant
    Filed: April 26, 1991
    Date of Patent: December 14, 1993
    Assignee: Nippon Zeon Co., Ltd.
    Inventors: Hidenori Onishi, Takao Morita
  • Patent number: 5221580
    Abstract: Coextruded granules of coated vinyl acetate/ethylene copolymers consisting of vinyl acetate/ethylene copolymer coated by coextrusion with a polar thermoplastic polymer, such as, for example, poly-(methyl methacrylate) or an ethylene/vinyl acetate copolymer. They are advantageously produced by extrusion drying of a wet coagulate of vinyl acetate/ethylene copolymer to produce a dry, extruded rod, in-line coating of the dry, extruded rod by coextrusion thereof with a polar thermoplastic polymer to produce a coextruded rod, and granulating the coextruded rod. The coextruded granules are not tacky, can be stored without problem, and are useful as coextrusion adhesives.
    Type: Grant
    Filed: December 30, 1991
    Date of Patent: June 22, 1993
    Assignee: Solvay (Societe Anonyme)
    Inventors: David Amory, Claude Dehennau
  • Patent number: 5212233
    Abstract: Thermally curable liquid sealants for impregnating the pores of cast metal articles and powdered metal articles including a combination of five polymerizable components within stated percentage ranges essential to providing sealants that, when cured, have low weight loss when tested for heat resistance, low weight gain when tested for chemical resistance upon submersion in water, brake fluid and antifreeze, and superior sealability characteristics.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: May 18, 1993
    Assignee: Imprex, Inc.
    Inventor: Thomas W. Juday
  • Patent number: 5202366
    Abstract: A process is disclosed for producing molded parts from a polyester-based curable molding composition which includes a thermostetting unsaturated polyester resin, an ethylenically unsaturated monomer which is copolymerizable with the unsaturated polyester resin to provide crosslinking, a thermoplastic low profile additive material for shrinkage control and in addition, at least one highly reactive olefinically unsaturated crosslinkable monomer, this highly reactive olefinically unsaturated material being selected from the group consisting of:a) the di-acrylate or methacrylate of a diol selected from the group consisting of hexane diols, neopentyl glycol, butylene glycol, diethylene glycol, tetraethylene glycol, and tripropylene glycol;b) the tri-acrylate or methacrylate of trimethylol propane;c) the tetra-acrylate or methacrylate of pentaerythritol;d) the di-acrylate or methacrylate of an ethoxylated Bis Phenol A;e) the acrylate or methacrylate of isobornyl alcohol; andf) divinyl benzene.
    Type: Grant
    Filed: August 20, 1991
    Date of Patent: April 13, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Carroll G. Reid, Gary C. Rex
  • Patent number: 5156651
    Abstract: A graft sulfonated polyester. A stock or sulfonated polyester carries grafts derived from a monomeric composition based on (a) at least one carboxylic acid unsaturated through ethylene, (b) butylacrylate or a mixture of monomers containing from 60-70% by weight of butyl acrylate and (c) at least one carboxylic acid ester, unsaturated through monoethylene. The graft sulfonate polyesters are prepared by polymerizing the monomeric composition in the presence of a water dispersible sulfonated polyester. Aqueous dispersions or aqueous solutions of the graft sulfonated polyesters may be used for sizing textile threads and fibers.
    Type: Grant
    Filed: August 9, 1990
    Date of Patent: October 20, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventors: Yvette Girardeau, Dominique Charmot, Jean-Francois Fiard
  • Patent number: 5116917
    Abstract: The present invention is directed to a thermosettable vinul ester resinous composition and low profile additive. The improvement comprises the low profile additive comprising a non-gelling, saturated polyester formed from dibasic acid and an ethylene oxide/propylene oxide polyether polyol having an EO/PO molar ratio ranging from about 0.1 to 0.9. The polyester has an acid value of greater than about 10 and preferably has a molecular weight of greater than about 6,000. The EO/PO polyether polyol can be built on a combination of diol, triol or other compound with active hydrogen groups, so long as the LPA product does not gel.
    Type: Grant
    Filed: December 11, 1990
    Date of Patent: May 26, 1992
    Assignee: Ashland Oil, Inc.
    Inventors: Ken K. Chang, Timothy A. Tufts
  • Patent number: 5085861
    Abstract: An improved bone cement is comprised of a particulate biocompatible calcium phosphate ceramic and particulate resorbable calcium salt dispersed in a cross-linked biodegradable polyester matrix. The polymer/salt-particle composite exhibits good biomechanical strength/modulus characteristics with surgically acceptable cure times. When used for sustained release of biologically active agents in a physiological environment, controlled release of biological agents that are mixed into the composite can be achieved as the cement biodegrades. When used for bone/implant fixation, or as a filler or cement for bone repair, gradual biodegradation of the cement composite permits, under suitable circumstances, evantual replacement of the cement with developing bone tissue.
    Type: Grant
    Filed: May 12, 1989
    Date of Patent: February 4, 1992
    Assignee: The Beth Israel Hospital Association
    Inventors: Tobin N. Gerhart, Wilson C. Hayes
  • Patent number: 5084508
    Abstract: A resin composition comprising(a) 40 to 80% by weight of a resin comprisingan oligomer having a number average molecular weight of 900 to 3,000 in terms of polystyrene equivalent obtained by gel permeation chromatography and having two or more terminal (meth)acrylate groups andan unsaturated polyester, and(b) 20 to 60% by weight of methyl (meth)acrylate monomer.
    Type: Grant
    Filed: April 28, 1989
    Date of Patent: January 28, 1992
    Assignee: Dainippon Ink & Chemicals, Inc.
    Inventors: Katsuo Kagaya, Yoshifumi Hama, Shichinosuke Ito
  • Patent number: 5077326
    Abstract: A quickly curable unsaturated polyester composition with high surface quality contains an unsaturated polyester, a vinyl monomer, either an alkane polyol polyacrylate or an alkane polyol polymethylacrylate, a thermoplastic resin, and one or more curing catalysts selected from t-butylperoxy benzoate, t-butylperoxy octoate and 2,5-dimethyl-2,5-di(benzoilperoxy) hexane. Molding compounds are obtained by impregnating glass fibers with such composition and molded products obtained by curing such molding material have improved surface smoothness.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: December 31, 1991
    Assignee: Toyota Jidosha Kabushiki Kaisha
    Inventors: Takashi Shibata, Koichi Akiyama, Sanzi Aoki, Yasuhiro Mishima, Hisayuki Iwai, Ken Hatta
  • Patent number: 5026770
    Abstract: The invention relates to a resin composition comprising a mixture of resins, a first resin of which consists of the reaction product of an epoxidized fatty acid ester of a polyvalent alcohol with a carboxylic acid and a second resin consists of an ester of a polyvalent alcohol, modified with carboxylic acid.The resin mixture, contains an unsaturated polyester resin having a molecular weight of 1200-20,000 per double bond and an acid number of 5-50, from about 50% to about 90% of the unsaturation being formed by a semi-ester of an .alpha.,.beta.-unsaturated dicarboxylic acid.
    Type: Grant
    Filed: January 3, 1990
    Date of Patent: June 25, 1991
    Assignee: Stamicarbon B.V.
    Inventors: Paulus J. H. M. Smeets, Caspar G. M. Paas, Willem P. M. Kraanen
  • Patent number: 5002983
    Abstract: A polyarylene sulfide resin composition comprising a composition obtainable by a reaction of a polymer composition comprising(A) 100 parts by weight of a polyarylene sulfide resin,(B) 0.1 to 40 parts by weight of a monomer having one or more ethylenic unsaturated bonds and(C) 0 to 40 parts by weight of an unsaturated polyester. In the polyarylene sulfide resin composition of the present invention, a polymer produced by polymerization of the monomer or the monomer and unsaturated polyester, as compared with a resin composition wherein said polymer is simply blended, is in a state wherein it is uniformly mixed with the polyarylene sulfide resin and if necessary a filler. In other words, said polymer is uniformly dispersed in and mixed with the polyarylene sulfide resin to such a degree that the composition shows no phase separation even if it is passed through molding processes such as extrusion molding, injection molding, etc. carried out under normal conditions.
    Type: Grant
    Filed: February 7, 1990
    Date of Patent: March 26, 1991
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Akira Nakata, Naoki Yamamoto, Hiroshi Mori, Takuya Ueno
  • Patent number: 4997866
    Abstract: A polyarylene sulfide resin composition comprising a resin composition obtainable by polymerizing 40 to 0.1 part by weight of an unsaturated polyester and 0.01 to 30 parts by weight of a monomer having one or more ethylenic unsaturated bonds in the presence of 100 parts by weight of a composition comprising 1 to 99 wt. % of a polyarylene sulfide resin and 99 to 1 wt. % of a thermoplastic polyester. Since the polyarylene sulfide resin composition of the present invention is in a state wherein the polyarylene sulfide resin and thermoplastic polyester are uniformly mixed, the constituent components are uniformly dispersed and mixed to such a degree that the composition shows no phase separation even if it is passed through molding processes such as extrusion molding, injection molding, etc. carried out under normal conditions.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: March 5, 1991
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Akira Nakata, Naoki Yamamoto, Hiroshi Mori, Takuya Ueno
  • Patent number: 4990397
    Abstract: An unsaturated polyester composition is provided comprising an unsaturate polyester component, a cross-linking monomer and as a modifier of the resin a polyoxyalkylene alcohol at least partially esterified with a polymerizable unsaturated carboxylic acid. The modifier is produced by esterifying the hydroxy group of a polyoxyalkylene mono- or polyalcohol at least partially with a polymerizable carboxylic acid such as a maleic acid.
    Type: Grant
    Filed: May 3, 1990
    Date of Patent: February 5, 1991
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hidenari Tsunemi, Yasuo Fushiki, Asaichi Nishimura, Yousuke Kawai
  • Patent number: 4983712
    Abstract: The present invention relates to polyesters which contain one or more acryloyl groups, have a viscosity at 23.degree.C. of 2,000 to 20,000 mPa.s and an acid value of 0 to 25, and are based on the esterification product of(I) a dicarboxylic acid component containing(A) 20 to 70 mole percent of terephthalic acid,(B) 30 to 80 mole percent of adipic acid and(C) 0 to 30 mole percent of at least one aromatic, aliphatic or cycloaliphatic dicarboxylic acid, other than terephthalic or adipic acid, having a molecular weight of 100 to 202 or an anhydride of such dicarboxylic acid,(II) at least 1.5 moles, based on one mole of the dicarboxylic acid component, of a polyol component containing(D) 0.4 to 1.5 moles of at least one dihydric, saturated C.sub.2-6 alcohol and(E) 0.4. to 1.
    Type: Grant
    Filed: July 6, 1990
    Date of Patent: January 8, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jugen Meixner, Wolfgang Fischer
  • Patent number: 4943474
    Abstract: An unsaturated polyester composition is provided comprising an unsaturate polyester component, a cross-linking monomer and as a modifier of the resin a polyoxyalkylene alcohol at least partially esterified with a polymerizable unsaturated carboxylic acid. The modifier is produced by esterifying the hydroxy group of a polyoxyalkylene mono- or polyalcohol at least partially with a polymerizable carboxylic acid such as maleic acid.
    Type: Grant
    Filed: January 12, 1989
    Date of Patent: July 24, 1990
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hidenari Tsunemi, Yasuo Fushiki, Asaichi Nishimura, Yousuke Kawai
  • Patent number: 4931497
    Abstract: The present invention relates to hydrophilic swellable graft polymers which consist, in random distribution, to the extent of 0.5 to 20% by weight of radicals of the general formula I ##STR1## 79 to 99% by weight of radicals containing an acid group, of the general formula II ##STR2## and 0.1 to 2% by weight of crosslinking structures originating from monomers with at least two olefinically unsaturated double bonds, wherein the radicals R.sup.1 to R.sup.4 and n have the meanings given in claim 1, these graft polymers being used as absorbants for water and aqueous solutions.
    Type: Grant
    Filed: October 28, 1988
    Date of Patent: June 5, 1990
    Assignee: Cassella Aktiengesellschaft
    Inventors: Friedrich Engelhardt, Ullrich Riegel
  • Patent number: 4927878
    Abstract: Novel heat-curable compositions are obtained by combining a bis(2-hydroxyethyl)dicyclopentadiene containing polyester and an unsaturated polyester. These compositions can be cross-linked by heating at temperatures above 135.degree. C., and do not require cross-linking agents or radical initiators. The compositions of the present invention are useful as coatings and adhesives having superior qualities.
    Type: Grant
    Filed: October 25, 1988
    Date of Patent: May 22, 1990
    Assignee: Eastman Kodak Company
    Inventors: Jerome L. Stavinoha, Anthony W. McCollum
  • Patent number: 4918113
    Abstract: A process for producing an unsaturated resin solution suitable for reaction with a catalyst, water, and a gas releasing salt and a gas-release control agent to produce plastic foam material includes providing an initial unsaturated resin solution with a predetermined relatively low acid value, and mixing the initial unsaturated resin solution with a half-ester to raise the acid value to a predetermined higher value.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: April 17, 1990
    Assignee: Valvoline Oil & Chemicals Ltd.
    Inventors: Otello U. Titti, Patrick P. Cesta, Alan G. Wheeler, John C. Collins
  • Patent number: 4893055
    Abstract: A resin composition obtained by adding maleic anhydride to an unsaturated polyester resin composition comprising (I) an unsaturated polyester, (II) a styrene monomer, and (III) at least one polymerizable unsaturated compound, in limited amounts is low in viscosity, excellent in transparency and adhesiveness, able to prevent the generation of surface defects, and thus suitable for treating cathode-ray tubes.
    Type: Grant
    Filed: November 9, 1987
    Date of Patent: January 9, 1990
    Assignee: Hitachi Chemical Co., Ltd.
    Inventors: Tadashi Fuzii, Hirohumi Izumi, Etsuji Iwami, Kazuyuki Tanaka
  • Patent number: 4859365
    Abstract: A flame retardant and smoke suppressant composition which, when admixed with a catalytic amount of a catalyst, such as methyl ethyl ketone peroxide, is curable on a substrate at ambient temperature. The composition comprises:(a) from about 20 to about 60 weight percent of an unsaturated polyester resin;(b) from about 2.5 to about 10 weight percent of an unsaturated monomer compatible with the polyester resin;(c) from about 2.5 to about 18 weight percent of antimony oxide;(d) from about 4 to about 15 weight percent iron oxide;(e) from about 30 to about 70 weight percent hydrated alumina; and(f) from about 1 to about 10 weight percent of a trialkyl phosphate.
    Type: Grant
    Filed: February 10, 1987
    Date of Patent: August 22, 1989
    Assignee: Manufacturers Industrial Technology, Inc.
    Inventor: Robert H. Peninger
  • Patent number: 4849126
    Abstract: Detergents contain graft polymers obtainable by grafting(a) polycondensates based on polyesters, polyester urethanes and polyester amides and having in each case a number average molecular weight from 500 to 100,000 with(b) from 0.2 to 10 parts by weight, based on 1 part by weight of the polycondensates, of vinyl esters of saturated C.sub.1 - to C.sub.6 -carboxylic acids, acrylic and/or methacrylic esters of saturated monohydric alcohols containing 1 to 4 carbon atoms.
    Type: Grant
    Filed: April 8, 1988
    Date of Patent: July 18, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Alexander Kud, Wolfgang Trieselt, Heinrich Hartmann
  • Patent number: 4829106
    Abstract: Molding materials having a long shelf life consist of an unsaturated polyester resin, monomers, conventional additives and an inhibitor combination comprising a phenol or quinone, a phosphine or an ester of phosphorous acid, and a metal cation in the form of a salt or a complex which is soluble in the polyester resin.
    Type: Grant
    Filed: September 16, 1987
    Date of Patent: May 9, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Jan Holoch, Alfred Guthmann, Hans-Juergen Christoph, Heinz B. Kemper
  • Patent number: 4801629
    Abstract: Novel heat-curable compositions are obtained by combining a bis(2-hydroxyethyl)dicyclopentadiene-containing polyester and an unsaturated polyester. These compositions can be cross-linked by heating at temperatures above 135.degree. C., and do not require cross-linking agents or radical initiators. The compositions of the present invention are useful as coatings and adhesives having superior qualities.
    Type: Grant
    Filed: September 28, 1987
    Date of Patent: January 31, 1989
    Assignee: Eastman Kodak Company
    Inventors: Jerome L. Stavinoha, Anthony W. McCollum
  • Patent number: 4798859
    Abstract: An improved lacquer system composition based on alkyl resins and/or oil-free polyesters contains as a reactive diluent the esterification product of(A) polyols containing an average on average at least 3 hydroxyl groups per molecule and, per hydroxyl group, an average of 0.5 to 15, but in total no more than an average of 20 ether groups per molecule and(B) 0.05 to 1.0 equivalent, based on hydroxyl groups of A, of C.sub.2 -C.sub.30 monocarboxylic acids,with the proviso that the esterification products of A and B have an acid number of at most 5, a hydroxyl number of from 5 to 800 and, on average, from 0.1 to 5 hydroxyl groups per molecule.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: January 17, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Peter Hohlein, Eberhard Kreiss, Franz Mory, Bernd Riberi
  • Patent number: 4767806
    Abstract: The invention relates to a novel low profile additive (LPA) for uncured polyester resins and the resultant molding compositions. The low profile additive is the reaction product of an ethylene/alphaolefin copolymer with a carboxylic acid or anhydride, to thereby form a non-thermoplastic carboxyl modified polyolefin. The novel LPA is a remarkably effective dimensional stabilizer and has displayed the ability to achieve net expansion in a cured polyester resin molding composition.
    Type: Grant
    Filed: January 5, 1987
    Date of Patent: August 30, 1988
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Frank C. Cesare, William P. Whelan, Jr., Henno A. Petersen, Thomas S. Coolbaugh, Robert G. Davis
  • Patent number: 4731398
    Abstract: Disclosed is a thermosetting adhesive and sealant composition of:20 to 60 wt. % of carboxyl-group-terminated polyesters with preferably at least two carboxyl groups per molecule, with a glass transition temperature below 20.degree. C.,2 to 12 wt. % of polyoxazolines which contain at least two oxazoline groups per molecule,2 to 40 wt. % of acrylic or methacrylic esters, preferably of polyvalent alcohols, and/or allyl esters of polyvalent carboxylic acids,which can contain preferably peroxides or aliphatic azo compounds as radical formers and, if desired, paraffin and reactive or nonreactive diluents and additives.
    Type: Grant
    Filed: November 7, 1986
    Date of Patent: March 15, 1988
    Assignee: Dynamit Nobel AG
    Inventors: Hans Huber, Norbert Vollkommer
  • Patent number: 4581418
    Abstract: Copolymer polyols are prepared by polymerizing ethylenically unsaturated monomer in a polyahl mixture in the presence of a triiodomethyl compound. The use of the triiodomethyl compound provides a lower viscosity, more stable copolymer polyahl.
    Type: Grant
    Filed: August 23, 1984
    Date of Patent: April 8, 1986
    Assignee: The Dow Chemical Company
    Inventors: John F. Serratelli, Michael A. Norton
  • Patent number: 4579890
    Abstract: Described herein are curable molding compositions comprising a mixture of:(a) an unsaturated polyester;(b) acrylic or methacrylic acid or a functionalized derivative thereof having a molecular weight of less than 300;(c) an ethylenically unsaturated monomer which is soluble in and copolymerizable with (a) and (b) and which is different from (b); and(d) one or more fibers with a melting point or a glass transition temperature above about 130.degree. C.
    Type: Grant
    Filed: October 27, 1983
    Date of Patent: April 1, 1986
    Assignee: Union Carbide Corporation
    Inventor: Linda A. Domeier
  • Patent number: 4532297
    Abstract: This invention relates to low viscosity curable polyester resin compositions and a process for the preparation thereof, which compositions contain a mixture of (i) an unsaturated ester terminally modified with a reactive olefin such as dicyclopentadiene or other Diels-Alder adducts of cyclopentadiene with an olefinic or acetylenic hydrocarbon or alkylated derivative thereof and (ii) a polymerizable ethylenically unsaturated monomer which serves to crosslink the unsaturated ester to a thermoset product. Fiber reinforced thermoset articles can be produced from these low viscosity curable polyester resin compositions.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: July 30, 1985
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner
  • Patent number: 4532296
    Abstract: This invention relates to a process for producing low viscosity curable polyester resin compositions, which compositions contain a mixture of (i) an unsaturated ester terminally modified with a reactive olefin such as dicyclopentadiene or other Diels-Alder adducts of cyclopentadiene with an olefinic or acetylenic hydrocarbon or alkylated derivative thereof and (ii) a polymerizable ethylenically unsaturated monomer which serves to crosslink the unsaturated ester to a thermoset product. Fiber reinforced thermoset articles can be produced from these curable polyester resin compositions.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: July 30, 1985
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner
  • Patent number: 4524176
    Abstract: This invention relates to an anaerobic adhesive and method of making the same, comprising the reactive product of a glycidyl acrylate and a hydroxyl containing polyester. The reaction between the glycidyl acrylate and the polyester typically takes place in the presence of a radical inhibitor and an acid accelerator with oxygen present. The resulting adhesive is a single component, structural adhesive which will cure in an anaerobic environment.
    Type: Grant
    Filed: March 21, 1984
    Date of Patent: June 18, 1985
    Assignee: United Technologies Corporation
    Inventors: Roscoe A. Pike, Foster P. Lamm
  • Patent number: 4522978
    Abstract: This invention relates to low viscosity polyester compositions which are terminally modified with a reactive olefin such as dicyclopentadiene or other Diels-Alder adducts of cyclopentadiene with an olefinic or acetylenic hydrocarbon or alkylated derivative thereof, and a process for the preparation thereof. These low viscosity polyester compositions have utility in resin systems for moldings, coatings, sealants and adhesives, and as reactive diluents.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: June 11, 1985
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner
  • Patent number: 4522977
    Abstract: This invention relates to a process for producing polyester compositions which are terminally modified with a reactive olefin such as dicyclopentadiene or other Diels-Alder adducts of cyclopentadiene with an olefinic or acetylenic hydrocarbon or alkylated derivative thereof. These polyester compositions have utility in resin systems for moldings, coatings, sealants and adhesives, and also as reactive diluents.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: June 11, 1985
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner
  • Patent number: 4496688
    Abstract: Unsaturated polyester or polyesteramide compositions containing an unsaturated polyester/polyesteramide or mixture thereof, an ethylenically unsaturated monomer, and a dicyclopentadiene ester of an unsaturated polycarboxylic acid are prepared and used to cure resin compositions. The resin compositions have improved resistance to heat aging, reduced shrinkage upon curing, and improved corrosion resistance with excellent mechanical properties.
    Type: Grant
    Filed: March 21, 1983
    Date of Patent: January 29, 1985
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4494956
    Abstract: Cellulosic textile material is dyed with substantive dyes or preferably with reactive dyes. Dyeing is carried out by applying to the cellulosic material an aqueous dye liquor which contains, in addition to the dye, a graft polymer which is obtained from an adduct of an alkylene oxide, preferably propylene oxide, with an at least trihydric aliphatic alcohol, e.g. glycerol, and acrylamide or methacrylamide. The cellulosic material is then subjected to a heat treatment, e.g. by steaming or with microwaves, or is stored cold, to fix the dyes.This dye liquor increases the liquor pick-up and thus also increases the dye yield, while at the same time excellent levelness is achieved.
    Type: Grant
    Filed: December 7, 1983
    Date of Patent: January 22, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Paul Schafer, Hans-Ulrich Berendt
  • Patent number: 4483963
    Abstract: Storage stable, polyester based compositions well adapted for hardening into molded shaped articles exhibiting virtually no shrinkage, are comprised of (i) an unsaturated polyester, (ii) a polymerizable, ethylenically unsaturated monomer copolymerizable therewith, (iii) an oligoester of the formula: ##STR1## and (iv) a condensate of such oligoester (I) with an unsaturated polyester.
    Type: Grant
    Filed: June 22, 1983
    Date of Patent: November 20, 1984
    Assignee: Chloe Chimie
    Inventor: Jacques Meyer
  • Patent number: 4468480
    Abstract: A normally liquid, flame retardant polyol ester prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with an aliphatic polyol having at least three hydroxy groups and an aliphatic diol, to obtain a substantially fully esterified halogen containing product in which the acid number does not exceed 10, with the optional removal of unreacted diol during the course of the reacting or subsequent to the reacting. This flame retardant polyol ester may be used in the preparation of polyurethanes or polyesters.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventor: Henry J. Barda
  • Patent number: 4468479
    Abstract: A normally liquid flame retardant polyol ester prepared by a process comprising reacting a halogen containing anhydride of a dicarboxylic acid or a mixture of said anhydrides with about 2-10 moles of an aliphatic diol or mixture of diols per mole of said anhydride to obtain a substantially fully esterified halogen containing product in which the acid number does not exceed 10 with the optional removal of unreacted diol during the course of the reacting or subsequent to the reacting.
    Type: Grant
    Filed: June 7, 1982
    Date of Patent: August 28, 1984
    Assignee: Ethyl Corporation
    Inventor: Henry J. Barda
  • Patent number: 4451596
    Abstract: This invention is directed to water-dilutable alkyd and acrylate resins. More particularly, this invention is directed to a method for the preparation of water-dilutable resin preparations based upon alkyd and acrylate resins which comprises the steps of:(a) preparing an aqueous alkyd resin dispersion, wherein the alkyd resin has an acid number of from about 5 to 40 and a hydroxyl number of from about 150 to 300 and the dispersion has a solids content of from about 30 to 90 percent by weight; and(b) polymerizing monomers of acrylic acid derivatives or methacrylic acid derivatives in the dispersion from step (a), optionally in the presence of additional water, to obtain a total solids content of from about 30 to 80 percent by weight, the weight ratio of alkyd resin to acrylate resin being from about 1:4 to 9:1.This invention is also directed to the use of these binders in water-dilutable lacquer systems.
    Type: Grant
    Filed: September 7, 1982
    Date of Patent: May 29, 1984
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Hans-Christoph Wilk, Bernd Wegemund
  • Patent number: 4451638
    Abstract: Alkali metal polyester silicate resinous products are produced by mixing a polyhydroxy organic compound, an alkali metal silicate and a polycarboxylic acid, then heating the mixture to a temperature between the melting point of the polycarboxylic acid and the boiling temperature of the polyol while agitating until the reaction is complete.
    Type: Grant
    Filed: February 19, 1980
    Date of Patent: May 29, 1984
    Inventor: David H. Blount
  • Patent number: 4435530
    Abstract: Heat resistant resin compositions are prepared containing unsaturated polyester resins or polyesteramide resins terminated with a norbornene type group, an ethylenically unsaturated group, and a dicyclopentadiene ester of an unsaturated polycarboxylic acid.
    Type: Grant
    Filed: October 22, 1982
    Date of Patent: March 6, 1984
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4376842
    Abstract: Novel peroxyketals having the general formula ##STR1## are provided, wherein R.sup.1 represents a tert. alkyl group having 4-12 carbon atoms and R.sup.2 represents a branched or a non-branched alkyl group having 1-12 carbon atoms or a substituted or unsubstituted cycloalkyl group having 5-12 carbon atoms. The peroxyketals can be used to advantage for initiating the copolymerization reaction of ethylenically unsaturated compounds such as unsaturated polyester resins containing both an unsaturated polyester and an ethylenically unsaturated monomer such as styrene.
    Type: Grant
    Filed: February 12, 1981
    Date of Patent: March 15, 1983
    Assignee: Akzona Incorporated
    Inventors: Wilhelmus M. Beyleveld, Lodewijk Roskott
  • Patent number: 4369288
    Abstract: A crosslinkable compound obtained by reacting an aromatic hydrocarbon-formaldehyde resin with an .alpha.,.beta.-unsaturated monocarboxylic acid or an ester thereof has no odor or very slight odor. Said crosslinkable compound can be radical polymerized at a low temperature to give a cured article having excellent electrical insulating properties. Said crosslinkable compound can also be used as one component of a resin composition containing an unsaturated polyester resin or a polybutadiene resin modified with acrylic or methacrylic acid to give an odorless or low-odor resin composition suitable for producing reinforced plastics, paints and varnishes, adhesives, electrical parts, etc.
    Type: Grant
    Filed: June 12, 1981
    Date of Patent: January 18, 1983
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Tohru Koyama, Toshikazu Narahara, Yuji Aimono
  • Patent number: 4367315
    Abstract: An improved fire retardant polyester polymer system and composition comprising an interpolymer of a reaction product of hexachlorocyclopentadiene, a polyhydric alcohol, a carboxylic acid containing aliphatic carbon-to-carbon unsaturation, a styrene-type monomer, maleic acid or anhydride and a copolymerizable brominated neopentylacrylate comonomer.
    Type: Grant
    Filed: January 29, 1981
    Date of Patent: January 4, 1983
    Assignee: Occidental Chemical Corporation
    Inventors: Paul Zwaenepoel, Guido Strzelbicki, Daniel J. Scharf, George M. Wagner
  • Patent number: 4367308
    Abstract: A cross linked graft polyester comprising the reaction product of a mixture of a polyunsaturated vinyl monomer with an acidic monovinyl monomer having at least one carboxyl group with an unsaturated polyester.
    Type: Grant
    Filed: December 5, 1980
    Date of Patent: January 4, 1983
    Assignee: BASF Wyandotte Corporation
    Inventor: Robert B. Login
  • Patent number: 4351919
    Abstract: Polyester silicate resinous products are produced by chemically reacting an organosol containing organic polyhydroxy compounds with an organic polycarboxylic acid and/or polycarboxylic acid anhydride. An excess of oxidated silicon compound may be used in this process. The unsaturated polyester silicate resinous products may be used to produce building panels, boats, furniture, etc.
    Type: Grant
    Filed: October 13, 1981
    Date of Patent: September 28, 1982
    Inventor: David H. Blount
  • Patent number: 4345048
    Abstract: Brominated cycloaliphatic (meth) acrylate compositions are prepared by the reaction of bromine at a temperature in the range from -30.degree. C. to 50.degree. C. with compositions made by reacting (meth) acrylic acid with dicyclopentadiene compositions in the presence of a Friedel-Crafts catalyst such as BF.sub.3.The brominated compositions are useful to make copolymers which find use as metal coatings, laminates, ultraviolet light curable coatings and the like.
    Type: Grant
    Filed: January 21, 1980
    Date of Patent: August 17, 1982
    Assignee: The Dow Chemical Company
    Inventors: Hans R. Friedli, Clinton J. Boriack
  • Patent number: 4336169
    Abstract: An unsaturated polyester resin composition for ambient temperature open lay-up moulding contains styrene as an agent for cross-linking during curing, a wax for preventing air inhibition and a compound for allowing reduction of styrene evaporation. The compound is of the formulaR.sub.1 --X--CH.dbd.CHCOOHwhere R.sub.1 is a straight- or branched-chain substituted or unsubstituted aliphatic C.sub.6 --C.sub.24 hydrocarbon, and ##STR1## Such resin compositions are particularly suitable for producing laminates and the abovementioned compounds serve as adhesion-promoting agents. Incorporation of such compounds into the compositions enables larger amounts of the waxy substances to be included by compensating for the loss of adhesion which would otherwise have arisen from the presence of larger quantities of waxy substance.
    Type: Grant
    Filed: December 16, 1980
    Date of Patent: June 22, 1982
    Assignee: Scott Bader Company Limited
    Inventors: George D. Hamer, Robert F. Russell
  • Patent number: 4322504
    Abstract: An unsaturated polyester suitable as a binder which comprises a reaction product of(A) an acid component comprising one or a mixture of .alpha.,.beta.-mono-olefinically unsaturated dicarboxylic acids or polycarboxylic acids free from polymerizable carbon-carbon multiple bonds or functional derivatives thereof,(B) a polyhydric alcohol,(C) a polycyclic compound containing a norbornane ring system and having one or more identical substituents selected from carboxyl, hydroxy and amino groups, and(D) an acrylic compound which is capable of condensing with at least one of components (A) to (C), i.e. a hydroxyalkyl ester of acrylic or methacrylic acid having up to 3 carbon atoms in the hydroxyalkyl groups, or -alkylol-acryl- or methacrylamides containing up to 4 carbon atoms in the alkylol group or mixtures thereof and a process of their preparation.
    Type: Grant
    Filed: September 11, 1980
    Date of Patent: March 30, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Reinhard Wagner, Gerhard Werner, Gunther Hencken, Christoph Just
  • Patent number: RE31577
    Abstract: Terminally unsaturated liquid epihalohydrin polymers are produced by polymerizing at least one epihalohydrin using acrylic acid or methacrylic acid as a modifier. The polymerization is conducted in the presence of a catalytic amount of a trialkyl oxonium salt of an HMF.sub.6 acid wherein M is an element selected from the group consisting of phosphorus, arsenic and antimony. The polymers are useful as tougheners for unsaturated polyester resin systems.
    Type: Grant
    Filed: June 21, 1983
    Date of Patent: May 1, 1984
    Assignee: The B. F. Goodrich Company
    Inventor: Changkiu K. Riew