Synthesis and polymerization of isopropenyl-1,3,5-triazines with a branched alkyl group

Abstract

2-Amino-4( N-alkylanilino)-6-isopropenyl-1,3,5-triazines were synthesized by the reaction of 2-amino-4-anilino-6-isopropenyl-1,3,5-triazine with alkyl bromides in the presence of sodium hydride in dimethyl sulphoxide. The alkyl groups of the monomers were isopropyl, isobutyl, sec-butyl, pentyl, isopentyl, 1-methylbutyl and benzyl. Solution homopolymerization of these monomers and their copolymerization with styrene, methyl methacrylate and methyl acrylate was carried out using azobisisobutyronitrile as an initiator. Copolymerization parameters were determined for these monomers. The glass transition temperature of the resulting polymers depended on the length and the shape of the alkyl side-chain. A polymerization exothermic peak was observed in differential scanning calorimetry curves above the melting point for the monomers. The ceiling temperature ( T c) and heat of polymerization ( ΔH p) were determined from the exothermic peaks. The influence of branched alkyl groups on T c and ΔH p is discussed.