At Least One Of Said Polycarboxylic Acid Reactants Or Anhydrides Contains Ethylenic Unsaturation Patents (Class 525/36)
  • Patent number: 4370447
    Abstract: An unsaturated polyester was obtained by reacting a polyhydric alcohol with a mixture of an unsaturated polybasic acid and a specific saturated dibasic acid represented by the formula: ##STR1## or the formula: ##STR2## wherein, R.sub.1 to R.sub.10 are each hydrogen or alkyl, R' to R"" are the same or different and each represent hydrogen or ester-exchangeable alkyl, m is 1 or 2, and n is zero or 1. The compositions comprising this polyester and an aromatic vinyl monomer, when hardened in the presence of a catalyst, exhibit a lower shrinkage during the hardening and give molded products with improved resistance to alkalis and to boiling water.
    Type: Grant
    Filed: March 11, 1981
    Date of Patent: January 25, 1983
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Katuhiro Ishikawa, Ryotaro Ohno, Masatoshi Arakawa
  • Patent number: 4360634
    Abstract: Polyester resins are prepared by reacting unsaturated dicarboxylic acid anhydrides with water, a diene oligomer, and a polyol or and an alkylene oxide. The polyester resins can be blended with unsaturated monomers and various fiber to give cured laminates. The advantage of this invention is that the substitution of the diene oligomers gives lower cost resins with about the same properties.
    Type: Grant
    Filed: September 8, 1981
    Date of Patent: November 23, 1982
    Assignee: The Dow Chemical Company
    Inventor: Donald L. Nelson
  • Patent number: 4343932
    Abstract: The invention provides unsaturated polyester compositions which can be cured to form flexible objects, which compositions comprise terminal 1,2-alkene dicarboxylic acid in an amount of 1-25, preferably 3-15 mol-percent, calculated on the total amount of dicarboxylic acid, and 1-8, preferably 2.5-6 mol-percent of the dicarboxylic acids in the chain of the polyester consists of trans-1,2-alkene dicarboxylic acid.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: August 10, 1982
    Assignee: Internationale Octrooi Maatschappij "Octropa" BV
    Inventors: Jacob J. Prooi, Waltherus J. Sep, Wilhelmina Westerhof
  • Patent number: 4334035
    Abstract: An unsaturated polyester resin composition comprising (A) an unsaturated polyester alkyd prepared by condensing all or at least 30 mol% of 1,2-butanediol as a polyhydric alcohol component, all or part of phthalic anhydride as a saturated polybasic acid component, and an unsaturated polybasic acid component, and (B) an unsaturated monomer copolymerizable with component (A), the amount of component (B) being 20 to 55 parts by weight based on 100 parts by weight of component (A) is disclosed. The thus-formed unsaturated polyester resin composition is of low viscosity and is easy in filling with glass fibers, pigments, inorganic fillers, etc. Further, it has such advantages that the smell of the unsaturated monomer is low and that the influence against human beings due to evaporation of the unsaturated monomer can be reduced.
    Type: Grant
    Filed: March 19, 1981
    Date of Patent: June 8, 1982
    Assignee: Mitsubishi Petrochemical Co., Ltd.
    Inventors: Taketoshi Fujita, Yasuyuki Ohgi, Yousui Nemoto
  • Patent number: 4294751
    Abstract: This invention involves a curable molding composition comprising a mixture of (a) a polyester of the following formula: ##STR1## wherein n has an average value between about 1.
    Type: Grant
    Filed: April 14, 1980
    Date of Patent: October 13, 1981
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner
  • Patent number: 4293686
    Abstract: This invention comprises a polymerizable composition of a liquid mixture of (a) an unsaturated polyester, (b) a half ester characterized by the following empirical formula: ##STR1## wherein n is a number having an average value of about 1.5 to less than about 4, m is equal to the free valence of A less the average value of n, A is the hydroxyl-free residue of an organic polyol which contained from 2 to 4, inclusive, hydroxyl groups, OH, in formula (I), (c) maleic anhydride and (d) an ethylenically unsaturated monomer. This composition is suitable for use in the manufacture of fiber reinforced plastic compositions.
    Type: Grant
    Filed: April 18, 1980
    Date of Patent: October 6, 1981
    Assignee: Union Carbide Corporation
    Inventor: Hugh C. Gardner
  • Patent number: 4293685
    Abstract: The invention relates to a method for producing crosslinked polyetherester resins having high heat resistance and mechanical strength, high flexibility and elongation.The aim of the invention is introducing long-chain polyether blocks of the following formula[O--CHR--(CH.sub.2).sub.m --CH.sub.2 ].sub.n .whereR=H, CH.sub.3, or C.sub.2 H.sub.5, n=2-15 and, m=0-4into the chains of polyesters obtained by the reaction of acids or anhydrides, in particular the Diels-Alder adduct of maleic anhydride with 2-naphthol.
    Type: Grant
    Filed: October 25, 1979
    Date of Patent: October 6, 1981
    Assignee: Polska Akademia Nauk Zaklad Polimerow
    Inventors: Zbigniew Jedlinski, Bogdan Thomalla, Antoni Kotas, Stanislaw Jedlinski, Wladyslaw Pilat, Jan Jach
  • Patent number: 4290938
    Abstract: A thermosetting injection molding compound comprising a specific crystalline unsaturated polyester comprising (A) a crystalline unsaturated polyester of terephthalic acid/fumaric acid=5/5-1/9 by mol (acid component) and 1,4-butanediol/other glycol=7/3-10/0 (glycol component) and (B) a styrene type monomer and/or allyl type monomer, and having specific ranges of a viscosity, a melting point and an acid value, said crystalline unsaturated polyester resin being admixed with (C) a glass fiber and (D) other additives in a specific ratio.
    Type: Grant
    Filed: January 4, 1980
    Date of Patent: September 22, 1981
    Assignee: Toyo Boseki Kabushiki Kaisha Co., Ltd.
    Inventors: Hideo Miyake, Junichi Sakamoto, Masakazu Sawaki, Mamoru Hara
  • Patent number: 4281074
    Abstract: In the first stage a mixture of a crude diene adduct of 2-naphthol with maleic anhydride is polycondensed at a temperature within the range from 180.degree. to 200.degree. C. with excess glycol or with a dihydric aromatic alcohol, from 0.1 to 3 moles of the alcohol being used per 1 mole of the adduct. In the second stage, the thus obtained product is condensed at a temperature within the range from 160.degree. to 210.degree. C. with an unsaturated acid or the anhydride thereof and with the addition of an equimolar quantity (with respect to the acid or its anhydride) of glycol and/or a dihydric aromatic alcohol. The resulting product is then dissolved in styrene and copolymerized to obtain a cured polyester resin. Propylene glycol, diethylene glycol, dipropylene glycol or butylene glycol may be used as the glycol. The C.sub.2 or C.sub.
    Type: Grant
    Filed: February 26, 1980
    Date of Patent: July 28, 1981
    Assignee: Polska Akademia Nauk, Zaklad Polimerow
    Inventors: Zbigniew Jedlinski, Antoni Kotas, Boleslaw Ryndak, Stanislaw Mazur, Jan Czarnecki, Mieczyslaw Walkowicz, Stanislaw Jedlinski
  • Patent number: 4278575
    Abstract: PCT No. PCT/JP78/00013 Sec. 371 Date June 28, 1979 Sec. 102(e) Date June 19, 1979 PCT Filed Oct. 26, 1978 PCT Pub. No. W079/00240 PCT Pub. Date May 3, 1979It has previously been known that the poor pigment dispersibility of an acrylic paint is its defect. The present invention provides a modified acrylic copolymer having superior pigment dispersibility and being suitable as a vehicle for acrylic paints. The copolymer is obtained by polymerizing specified proportions of a polyester containing an unsaturated double bond, a dialkylaminoalkyl (meth)acrylate, methyl methacrylate and another polymerizable monomer, and has a weight average molecular weight/number average molecular weight ratio within the range of 3 to 20.
    Type: Grant
    Filed: October 26, 1978
    Date of Patent: July 14, 1981
    Assignee: Dainippon Ink & Chemicals, Inc.
    Inventors: Hidehisa Nakamura, Ryoichi Hori, Emiko Isomoto, Yoichi Murakami
  • Patent number: 4269745
    Abstract: An unsaturated polyester resin composition includes small quantities of hydrocarbon wax and small quantities of an unsaturated alkyd resin formed from the reaction of linseed oil fatty acids, alpha, beta-ethylenically unsaturated dicarboxylic acid and glycol. Styrene volatilization from the resulting system is reduced. The secondary bonding properties of the resulting resin composition are not adversely affected.
    Type: Grant
    Filed: April 4, 1980
    Date of Patent: May 26, 1981
    Assignee: Freeman Chemical Corporation
    Inventor: Dennis J. Neumann
  • Patent number: 4263413
    Abstract: The invention comprises a homogeneous liquid mixture of (a) a half ester of an organic polyol characterized by the following empirical formula: ##STR1## wherein n is a number having an average value of about 1.8 to less than about 4, m is equal to the free valence of R less the average value of n, R is the hydroxyl-free residue of an organic polyol which contained from 2 to 4, inclusive, hydroxyl groups, OH, in formula (I), (b) maleic anhydride, (c) an ethylenically unsaturated monomer which forms a liquid homogeneous mixture with and is copolymerizable with the half ester and maleic anhydride, and (d) a basic compound.
    Type: Grant
    Filed: March 27, 1980
    Date of Patent: April 21, 1981
    Assignee: Union Carbide Corporation
    Inventors: Hugh C. Gardner, Robert J. Cotter
  • Patent number: 4260538
    Abstract: This invention relates to an improved, matured, moldabe, thermosetting polyester resin system which includes at least two different polyester resins, one of which is faster reactive and containing a minor amount of isophthalic acid and the other of which is slower reactive and devoid of such acid, such system also including suitabe reinforcing fibers and inert filler along with an organic polyisocyanate, a metallic oxide or hydroxide, an aliphatically-unsaturated monomer, a free radical polymerization catalyst, and an internal mold release agent, the resin system being especially useful for pressure molding of precisely-formed articles having greatly improved impact resistance and flexibility.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: April 7, 1981
    Assignee: The Budd Company
    Inventors: Kenneth A. Iseler, Mayur S. Shah
  • Patent number: 4251641
    Abstract: Unsaturated polyester resin compositions that have a low shrinking property, and at the same time, an enough strength are provided. The compositions comprises (1) 30-70 parts by weight of an unsaturated polyester obtained by reactin terephthalic acid and/or isophthalic acid and one or more of unsaturated acids selected from the group consisting of maleic anhydride, maleic acid and fumaric acid, with a glycol, and having the unsaturation degree of 1.5-5.0 and the acid value of 18-40, (2) 70-30 parts by weight of .alpha.,.beta.-ethylenically unsaturated monomer, and (3) 5-30 parts by weight of an amorphous linear saturated polyester resin obtained by reacting terephthalic acid and/or isophthalic acid with a glycol component.
    Type: Grant
    Filed: December 4, 1979
    Date of Patent: February 17, 1981
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Kouji Arakawa, Kanemasa Nomaguchi
  • Patent number: 4246367
    Abstract: The invention disclosed is for a method of preparing unsaturated polyester resins containing high amounts of dicyclopentadiene. These polyester resins are useful in curable liquid compositions containing them together with a monomeric copolymerizable component. Such compositions may be used at ambient or elevated temperature, in casting, laminating or molding techniques known to the polyester resin art.
    Type: Grant
    Filed: September 24, 1979
    Date of Patent: January 20, 1981
    Assignee: United States Steel Corporation
    Inventor: Omer E. Curtis, Jr.
  • Patent number: 4233413
    Abstract: A resin composition comprising (A) 25 to 45 parts by weight of an unsaturated polyester having special structure, (B) 40 to 60 parts by weight of polymerizable monomer such as styrene, and (C) 4.5 to 15 parts by weight of a polystyrene, has low shrink properties and excellent electrical properties when molded, particularly by casting.
    Type: Grant
    Filed: November 28, 1978
    Date of Patent: November 11, 1980
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Noboru Monma, Iwao Maekawa, Tutomu Sarudate, Hidetaka Sato, Isao Uchigasaki
  • Patent number: 4228251
    Abstract: A resin composition which comprises (A) 50 to 90 parts by weight of an unsaturated ester oligomer produced by reacting a glycol, hydroxylated dicyclopentadiene, and at least one unsaturated dibasic acid or anhydride thereof until an acid value of less than 40, (B) 50 to 10 parts by weight of one or more polymerizable monomers, and (C) 3 to 15 parts by weight of polystyrene based on 100 parts by weight of the total of the components (A) and (B), can give molded articles having low shrink properties and improved color shading, cracks, etc.
    Type: Grant
    Filed: November 30, 1978
    Date of Patent: October 14, 1980
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Iwao Maekawa, Isao Uchigasaki, Noboru Monma
  • Patent number: 4172861
    Abstract: High softening thermoplastic polymeric compositions having good impact resistance are composed of polymerized maleic anhydride, a cyclic olefin such as beta-pinene, styrene, and a preformed rubber such as a styrene-butadiene rubber.
    Type: Grant
    Filed: March 1, 1978
    Date of Patent: October 30, 1979
    Assignee: Standard Oil Company
    Inventors: George S. Li, Richard J. Jorkasky, II, Gerald P. Coffey