Toughened cyanoacrylate compositions
View Patent ↗The present invention relates to toughened cyanoacrylate compositions.
1. A cyanoacrylate composition comprising:
at least one α-cyanoacrylate compound; and
a polyolefin having an average particle size of 500 or less, whose surface has been modified through oxidation of the outermost surface thereof; and
a ketone-containing material within the following structure
wherein ‘R is
or
R is linear or branched C 1 to C 7 alkyl, C 2 to C 7 alkenyl, or C 3 to C 7 cycloalkyl or cycloalkenyl, interrupted or substituted by carbonyl functionality and/or functionalized with a C 1 to C 3 alkoxy group; and the sum of m, n and p is 100 percent, or
a polyketone material within the following structure:
wherein R is linear or branched C 1 to C 7 alkyl, C 2 to C 7 alkenyl, or C 3 to C 7 cycloalkyl or cycloalkenyl, interrupted or substituted by carbonyl functionality and/or functionalized with a C 1 to C 3 alkoxy group; and R* is H, methyl, or ethyl; and n is 100 percent.
2. The composition of claim 1 , wherein said ketone-containing material is a member selected from the group consisting of terpolymers of carbon monoxide, unsaturated ester and ethylene; poly(ethylene-co-butylacrylate-co-carbon monoxide); and homopolymers of a vinylketone.
3. The composition of claim 1 , wherein said ketone-containing material is poly(ethylene-co-vinylacetate-co-carbon monoxide).
4. The composition of claim 1 , wherein said ketone-containing material is present in an amount sufficient to toughen said composition once cured.
5. The composition of claim 1 , wherein the α-cyanoacrylate is represented by compounds of the formula:
wherein R 1 represents a straight chain or branched chain substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, a straight chain or branched chain substituted or unsubstituted alkenyl group having 2 to 12 carbon atoms, a straight chain or branched chain substituted or unsubstituted alkynyl group having 2 to 12 carbon atoms, a substituted or unsubstituted cycloalkyl group, an substituted or unsubstituted aralkyl group or a substituted or unsubstituted aryl group.
6. The composition of claim 5 , wherein R 1 is selected from the group consisting of a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a pentyl group, a hexyl group, an allyl group, a methallyl group, a crotyl group, a propargyl group, a cyclohexyl group, a benzyl group, a phenyl group, a cresyl group, a 2-chloroethyl group, a 3-chloropropyl group, a 2-chlorobutyl group, a trifluoroethyl group, a 2-methoxyethyl group, a 3-methoxybutyl group, a 2-ethoxyethyl group and combinations thereof.
7. The composition of claim 1 , wherein said α-cyanoacrylate is an ethyl cyanoacrylate monomer.
8. The composition of claim 1 , further comprising a thickener.
9. The composition of claim 1 , wherein said ketone-containing material is present in amounts of about 0.5% to about 30% by weight of the composition.
10. The composition of claim 1 , wherein said α-cyanoacrylate compound comprises an ethyl cyanoacrylate monomer and said polyketone material comprises poly(ethylene-co-vinylacetate-co-carbon monoxide).
11. The composition of claim 1 , further comprising a co-toughener.
12. The composition of claim 11 , wherein the co-toughener is a member selected from the group consisting of acrylic rubbers; polyester urethanes; ethylene-vinyl acetates; fluorinated rubbers; isoprene-acrylonitrile polymers; chlorosulfonated polyethylenes; homopolymers of polyvinyl acetate; and reaction products of the combination of ethylene, methyl acrylate and monomers having carboxylic acid cure sites, which once formed are then substantially free of processing aids and anti-oxidants; and combinations thereof.