SYNTHESIS AND POLYMERIZATION OF ISOPROPENYL-1,3,5-TRIAZINES CARRYING A LONG ALKYL CHAIN WITH OXYETHYLENE SPACER AND THE SIDE CHAINS CRYSTALLIZATION OF OBTAINED COMB-LIKE POLYMERS

Abstract

Isopropenyltriazines carrying a long alkyl group with oxyethylene spacer were synthesized from 2-amino-4-anilino-6-isopropenyl-1,3,5-triazine (AAIT) with chlorinated oligoethyleneglycol monooctadecylethers in the presence of potassium hydroxide. The numbers of oxyethylene unit were 1, 2, and 3. Polymers could be readily obtained by polymerization of these monomers in benzene using 2,2′-azobisisobutyronitrile as an initiator. Glass transition temperature (T g) of obtained polymers was around 100°C. Copolymerization of these monomers with styrene was carried out and the monomer reactivity ratios were determined. The monomer reactivity was independent of the length of oxyethylene spacer. The crystallization of the alkyl side chains in the comb-like polymers was investigated by differential scanning calorimetry (DSC). The long alkyl side chains in the resulting comb-like polymers could be crystallized below the T g of polymers. The crystallinity of the side chains evaluated by DSC increased by the introduction of flexible oxyethylene spacer into each monomer unit and with increasing the length of oxyethylene spacer.