GB899940A - Improvements in glycidyl ester copolymers - Google Patents

Improvements in glycidyl ester copolymers

Info

Publication number
GB899940A
GB899940A GB37981/60A GB3798160A GB899940A GB 899940 A GB899940 A GB 899940A GB 37981/60 A GB37981/60 A GB 37981/60A GB 3798160 A GB3798160 A GB 3798160A GB 899940 A GB899940 A GB 899940A
Authority
GB
United Kingdom
Prior art keywords
esters
glycidyl
cross
polymerization
copolymer
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB37981/60A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Celanese Coatings Co Inc
Original Assignee
Devoe and Raynolds Co Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Devoe and Raynolds Co Inc filed Critical Devoe and Raynolds Co Inc
Publication of GB899940A publication Critical patent/GB899940A/en
Expired legal-status Critical Current

Links

Classifications

    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F26—DRYING
    • F26B—DRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
    • F26B5/00—Drying solid materials or objects by processes not involving the application of heat
    • F26B5/005—Drying solid materials or objects by processes not involving the application of heat by dipping them into or mixing them with a chemical liquid, e.g. organic; chemical, e.g. organic, dewatering aids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
    • C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
    • C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/14—Polycondensates modified by chemical after-treatment
    • C08G59/1433—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds
    • C08G59/1438—Polycondensates modified by chemical after-treatment with organic low-molecular-weight compounds containing oxygen
    • C08G59/145—Compounds containing one epoxy group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/32—Epoxy compounds containing three or more epoxy groups
    • C08G59/3209—Epoxy compounds containing three or more epoxy groups obtained by polymerisation of unsaturated mono-epoxy compounds
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
    • C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
    • C08G59/20—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the epoxy compounds used
    • C08G59/32—Epoxy compounds containing three or more epoxy groups
    • C08G59/36—Epoxy compounds containing three or more epoxy groups together with mono-epoxy compounds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
    • C09D125/02—Homopolymers or copolymers of hydrocarbons
    • C09D125/04—Homopolymers or copolymers of styrene
    • C09D125/08—Copolymers of styrene
    • C09D125/14—Copolymers of styrene with unsaturated esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/04—Homopolymers or copolymers of esters
    • C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09D133/10—Homopolymers or copolymers of methacrylic acid esters
    • C09D133/12—Homopolymers or copolymers of methyl methacrylate

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Mechanical Engineering (AREA)
  • Molecular Biology (AREA)
  • General Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Emergency Medicine (AREA)
  • Epoxy Resins (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

899,940. Copolymerizing glycidyl esters; solutions of such copolymers in mono- and polyepoxides. DEVOE & RAYNOLDS CO. Inc. Nov. 4, 1960 [Dec. 14, 1959], No. 37981/60. Classes 2(5) and 2(6) Cross-linked thermoset solids are made from a glycidyl ester copolymer solution without the necessity for removing solvent by a process which comprises copolymerizing an unsaturated glycidyl ester and a monoethylenically unsaturated monomer in a solvent which is a mono- or poly-epoxide in which the copolymer is soluble under polymerization conditions, which reacts with the copolymer and/or a cross-linking agent under curing conditions and which has a viscosity not exceeding 130 centipoises at the reaction temperature, and thereafter reacting the resulting copolymer in a system which includes a cross-linking agent for epoxide groups. Glycidyl esters specified are the acrylate, methacrylate and crotonate. Copolymerizable monomers specified are styrene, vinyl toluene and various alpha- and arsubstituted halostyrenes and alkylstyrenes, vinyl, isopropenyl, allyl and substituted allyl esters, esters of acrylic, methacrylic, cyanoacrylic, haloacrylic, crotonic, tiglic, maleic, fumaric and glutaconic acids, acrylonitrile, methacrylonitrile, crotononitrile, acrylamide, methacrylamide, N-phenylacrylamide and N-methyl-N- phenylacrylamide. Reactive solvents specified are styrene oxide, glycidol, phenylglycidyl ether, butyl glycidyl ether, glycidyl acetate, glycidyl benzoate, polyepoxides prepared by reacting a polyhydric alcohol or phenol with a halohydrin, e.g. the reaction product of bisphenol and epichlorhydrin, the diglycidyl ether of 1,5- pentanediol, the products obtained by the epoxidation of unsaturated esters, e.g. 3,4- epoxy - 6 - methylcyclohexylmethyl - 3,4 - epoxy- 6-methylcyclohexane carboxylate, and the epoxidation products of drying oils and drying oil acids and esters. Polymerization is accelerated by heat and the use of catalysts such as organic peroxides and hydroperoxides, aluminium and stannic chlorides and boron trifluoride. A mixture of monomer and catalyst may be added gradually as the reaction proceeds. Alternatively, polymerization may be carried out in inert solvent, e.g. xylene, which is removed at the end of the polymerization reaction, and replaced by a mono- or poly-epoxide solvent. The cross-linking of the resulting compositions is assisted by the use of compounds such as dicarboxylic acids and anhydrides thereof, amines, quaternary ammonium salts, boron trifluoride, amino amides or a polyisocyanate. The examples describe the use as curing agents of methyl endo-cis-bicyclo- (2,2,1)-5-heptene, 2,3-dicarboxylic anhydride in admixture with dimethylaminomethyl phenol or polypropylene glycol 750, and trimeric soya fatty acids.
GB37981/60A 1959-12-14 1960-11-04 Improvements in glycidyl ester copolymers Expired GB899940A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US85916559A 1959-12-14 1959-12-14
US85916459A 1959-12-14 1959-12-14

Publications (1)

Publication Number Publication Date
GB899940A true GB899940A (en) 1962-06-27

Family

ID=27127505

Family Applications (2)

Application Number Title Priority Date Filing Date
GB37981/60A Expired GB899940A (en) 1959-12-14 1960-11-04 Improvements in glycidyl ester copolymers
GB39541/60A Expired GB901941A (en) 1959-12-14 1960-11-17 Improvements in glycidyl ester copolymers

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB39541/60A Expired GB901941A (en) 1959-12-14 1960-11-17 Improvements in glycidyl ester copolymers

Country Status (5)

Country Link
BE (2) BE598098A (en)
CH (2) CH410406A (en)
DE (1) DE1469929A1 (en)
GB (2) GB899940A (en)
NL (3) NL258503A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2442248A1 (en) * 1978-11-22 1980-06-20 Inst Francais Du Petrole COMPOSITIONS OF COPOLYMERS OF ACRYLAMIDES AND GLYCIDYL ACRYLATES, THEIR PREPARATION AND THEIR APPLICATIONS, ESPECIALLY IN ASSISTED RECOVERY OF OIL
GB2315754A (en) * 1996-07-30 1998-02-11 Courtaulds Coatings Curable acrylic polymer compositions and their preparation

Also Published As

Publication number Publication date
BE598098A (en)
CH411337A (en) 1966-04-15
GB901941A (en) 1962-07-25
DE1469929A1 (en) 1969-01-30
NL258503A (en)
DE1469929B2 (en) 1969-09-18
BE598099A (en)
NL258038A (en)
NL129453C (en)
CH410406A (en) 1966-03-31

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