Adhesive, coating or film composition applied to a surface
The present invention relates to polymerizable N-substituted acrylamide phosphorus-containing monomers, organic polymers formed from the same. Incorporation of said monomers into adhesives, pigment dispersants, coatings or films for polar surfaces or particles gives improved adhesive, anti-corrosive, and flame retardant properties.
1. An adhesive, coating or film composition applied to a surface wherein, the composition comprises a polymer formed from at least one N-substituted acrylamide monomer represented by at least one of the formulae (I), (II), (III) or (IV)
wherein
Q is a divalent linking radical selected from the group consisting of one or more of a C 6 -C 12 arylene and aralkylene;
wherein the linking radical is unsubstituted or substituted by one or more C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, halogen, —P(O)(OR 4 )(OR 5 ), -Q′-P(O)(OR 4 )(OR 5 ), —P(O)(OR 4 )(R 6 ), -Q′-P(O)(OR 4 )(R 6 ), hydroxy or C 1 -C 4 alkoxy;
or
Q is a C 2 -C 12 alkylene interrupted by one or more —O—, —S—, —NR 4 —, —O(CO)—, —S(CO)—, —OC(O)O—, —NR 4 —C(O)—O—, —C(O)— or —NR 4 (CO)—;
R 1 and R 2 are independently hydrogen, branched or unbranched C 1 -C 4 alkyl;
R 3 is hydrogen or C 1 -C 4 alkyl, -Q″-P(O)(OR 4 )(OR 5 ) or -Q″-P(O)(OR 4 )(R 6 );
Q′ and Q″ are the same or different and are at least a divalent radical selected from the group consisting of one or more of a C 1 -C 18 alkylene, C 6 -C 12 arylene, and aralkylene;
wherein the divalent radical is unsubstituted or substituted by one or more C 1 -C 4 alkyl, C 1 -C 4 haloalkyl, halogen, —P(O)(OR 4 )(OR 5 ), —P(O)(OR 4 )(R 6 ), hydroxy or C 1 -C 4 alkoxy;
or
Q′ and Q″ are a C 2 -C 12 alkylene interrupted by one or more —O—, —S—, —NR 4 —, —O(CO)—, —S(CO)—, —OC(O)O—, —NR 4 —C(O)—O—, —C(O)— or —NR 4 (CO)—;
R 4 and R 5 are independently H, C 1 -C 4 alkyl wherein the C 1 -C 4 alkyl is branched or unbranched, unsubstituted or substituted by C 1 -C 4 alkyl, C 6 -C 12 aryl or halogen;
and
R 6 is branched or unbranched C 1 -C 8 alkyl, aryl, aralkyl, wherein the C 1 -C 8 alkyl, aryl, aralkyl is unsubstituted or substituted by one or more C 1 -C 4 alkyl, C 1 -C 4 haloalkyl or halogen and the surface is selected from the group consisting of a metallic pigment particle, metal, glass, ceramic fiber, sheet metal and metal alloys, wherein at least one of R 4 or R 5 of formulae (I) or (III) is hydrogen.
2. A composition according to claim 1 , wherein the composition is water-borne.
3. A composition according to claim 1 , wherein the composition is cured by radiation.
4. A composition according to claim 1 , wherein R 4 and R 5 are both hydrogen.
5. A composition according to claim 1 , wherein R 5 of formulae (II) or (IV) is hydrogen.
6. A composition according to claim 1 , wherein the polymer is a copolymer additionally formed from a second unsaturated monomer.
7. A composition according to claim 1 further containing a metallic pigment.