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Monomer compositions comprising dicyclopentenyloxyalkyl ester and drying oil ester and coating compositions containing them

Assignee: Rohm and Haas Co
•
Filing: 1981-06-29
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Granted: —
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Expires: 2001-06-29
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Abstract

Abstract Monomer compositions comprise: (a) from 1 to 99% by weight of monomer of at least one dicyclopentenyloxyalkyl ester of polymerizable ethylenically unsaturated monocarboxylic or dicarboxylic acid, and (b) from 1 to 99% by weight of monomer of at least one drying oil or semi-drying oil ester having ethylenically unsaturated addition polymerisable functionality in the ester moiety. The compositions may be used as reactive diluents in coating and/or impregnating compositions comprising (1) from 5 to 75% by weight of the monomer composition (2) from 95 to 25% by weight, based on the weight of components (1) and (2), of a film-forming component comprising at least one of: drying oil; alkyd resins having autoxidative functionality; vinyl addition polymers with drying oil functionality; film-forming binders lacking any appreciable inherent autoxidizable functionality; and- condensation polymers modified with acrylate or methacrylate functionality; (3) a polyvalent metal-containing complex or salt that catalyzes the autoxidative curing of components (1) and (2), and, optionally, (4) a volatile oxime stabilizer.

Inventors

  • 👤 William David Emmons
  • 👤 Fred Allen Kaplan

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-30 08:41
CPC Classifications
C; C08; C08F; C08F242/00; C08F220/00; C08F220/02; C08F220/10; C08F220/26; C08F220/28; C08F220/282; C09; C09D; C09D133/00; C09D133/04; C09D133/14; C09D155/00; C09D155/04; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31692; Y10T428/31699; Y10T428/31855; Y10T428/31935

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 64 words
A monomer composition, characterised in that it comprises: (a) from 1 to 99% by weight of monomer of at least one dicyclopentenyloxyalkyl ester of at least one polymerizable ethylenically unsaturated monocarboxylic or dicarboxylic acid, and (b) from 1 to 99% by weight of monomer of at least one drying oil or semi-drying oil ester having ethylenically unsaturated addition polymerisable functionality in the ester moiety.
Claim 2
Dependent Claim 64 words
A monomer composition, characterised in that it comprises: (a) from 1 to 99% by weight of monomer of at least one dicyclopentenyloxyalkyl ester of at least one polymerizable ethylenically unsaturated monocarboxylic or dicarboxylic acid, and (b) from 1 to 99% by weight of monomer of at least one drying oil or semi-drying oil ester having ethylenically unsaturated addition polymerisable functionality in the ester moiety.
Claim 3
Dependent Claim 150 words
A coating and/or impregnating composition, characterised in that it comprises: (1) from 5 to 75% by weight based on the weight of components (1) and (2)of monomer composition according to Claim 1, and (2) from 95 to 25% by weight, based on the weight of components (1) and (2), of a film-forming component comprising at least one of: (i) drying oil, (ii) film-forming alkyd resin having autoxidative functionality, (iii) oil-free polyester having maleate or fumerate functionality, (iv) film-forming vinyl addition polymer containing ethylenic unsaturation having autoxidizable characteristics selected from those vinyl addition polymers having pendant allylic functionality and those vinyl addition polymers having pendant drying oil functionality, (v) film-forming polymeric binder lacking any appreciable inherent autoxidizable functionality, and (vi) film-forming condensation polymer modified with acrylate or methacrylate functionality, and (3) polyvalent metal-containing complex or salt to catalyze the curing of components (1) and (2) and, optionally, (4) volatile oxime stabilizer.
Claim 4
Dependent Claim 33 words
A composition as claimed in Claim 1 or 2, characterised in that the monomer composition comprises from 50 to 90% by weight of component (a) and from 10 to 50% of component (b).
Claim 5
Dependent Claim 32 words
A composition as claimed in any of Claims 1 to 3 characterised in that component (b) comprises at least one methacryloxyalkyl or acryloxyalkyl ester of a drying or semi-drying oil fatty acid.
Claim 6
Dependent Claim 102 words
A composition as claimed in any of Claims 1 to 4, characterised in that component (b) comprises one or more monomers of the formula: wherein R 2 is H or CH3, R 3 is an aliphatic, linear hydrocarbyl radical containing from 11 to 23 carbon atoms and at least one ethylenic double bond, and X is - ORO- wherein R 4 is an aliphatic or cycloaliphatic hydrocarbon residue containing from 2 to 10 carbon atoms, or - O(CH 2 CHR 5 O) m - wherein R 5 is H or CH 3 and m is an integer of from 2 to 10.
Claim 7
Dependent Claim 30 words
A composition as claimed in any of claims 1 to 5, characterised in that component (b) comprises monomer obtained from the esterification of linseed oil fatty acid with 2-hydroxyethyl methacrylate.
Claim 8
Dependent Claim 78 words
A composition as claimed in any of claims 1 to 6, characterised in that component (a) comprises at least one monomer of the formula wherein R 4 is H or CH3, and R 1 is an alkylene group containing from 2 ; to 6 carbon atoms, or an oxaalkylene group containing from 4 to 6 carbon atoms and one or more oxygen atoms joining distinct segments of the alkylene chain, each segment containing at least 2 carbon atoms.
Claim 9
Dependent Claim 18 words
A composition as claimed in Claim 7, characterised in that component (a) comprises dicyclopentenyloxyethyl methacrylate and/or dicylopentenyloxyethyl acrylate.
Claim 10
Dependent Claim 48 words
A coating and/or impregnating composition as claimed in any of claims 2 to 8, characterised in that component (1) comprises from 25 to 60% by weight of components (1) and (2) and component (a) comprises dicylopentenyloxyethyl methacrylate and component (b) comprises methacryloxyethyl ester of linseed oil fatty acid.
Claim 11
Dependent Claim 69 words
A coating and/or impregnating composition as claimed in any of Claims 2 to 9, characterised in that film-forming component (2) comprises alkyd resin having autoxidative functionality obtained from the use of at least one of (A) an ethylenically unsaturated dicarboxylic acid as part or all of the polycarboxylic acid component of the alkyd resin and (B) an unsaturated fatty acid or oil as a component of the alkyd resin.
Claim 12
Dependent Claim 61 words
A coating and/or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises vinyl addition polymer having a molecular weight of from 500 to 15,000 amu and containing ethylenic unsaturation, the polymer containing units of at least one of allyl methacrylate, allyl acrylate, allyloxyethyl methacrylate, allyloxyethyl acrylate, butadiene, dicyclopentenyloxyethyl methacrylate, and dicyclopentenyloxyethyl acrylate.
Claim 13
Dependent Claim 50 words
A coating and/or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises vinyl addition polymer having a molecular weight of from 500 to 15,000 amu and containing ethylenic unsaturation, the polymer containing pendant unsaturated groups or radicals derived from drying oils.
Claim 14
Dependent Claim 30 words
A coating and/or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises thermoplastic vinyl addition polymer of only monoethylenically unsaturated monomers.
Claim 15
Dependent Claim 76 words
A coating or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises thermoplastic vinyl addition polymer comprising at least one of (A) solution polymer having a molecular weight of from 20,000 to 350,000 amu, (B) polyvinyl acetal obtained by reacting polyvinyl acetate under hydrolytic conditions with aliphatic (C 2-C8) aldehyde, and (C) chlorinated rubber in which there is combined from 64 to 65% by weight of chlorine.
Claim 16
Dependent Claim 52 words
A coating and/or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises film-forming condensation polymer comprising isocyanate prepolymer having no free -NCO groups, the isocyanate prepolymer being derived from polyethers and polyesters and an organic polyisocyanate coupled with a hydroxyalkyl acrylate or methacrylate.
Claim 17
Dependent Claim 56 words
A coating and/or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises acrylated or methacrylated isocyanate-terminated prepolymer wherein all free isocyanate groups of the prepolymer have been reacted with monoethylenically unsaturated monomer having a reactive hydrogen atom and being at least one hydroxyalkyl acrylate or hydroxyalkyl methacrylate.
Claim 18
Dependent Claim 37 words
A coating and/or impregnating composition as claimed in any of claims 2 to 9, characterised in that the film-forming component comprises film-forming condensate of one of acrylic acid and methacrylic acid with a hydroxy-terminated polyether or polyester.
Claim 19
Dependent Claim 35 words
An article characterised in that it comprises a cured coating and/or impregnation obtained by the autoxidation in the presence of oxygen of a coating and/or impregnating composition according to any of claims 2 to 17.
Claim 20
Dependent Claim 23 words
Use of a monomer composition according to any of claims 1, or 3 to 8 in the coating and/or impregnating of a substrate.

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