SYNTHESIS AND SIDE-CHAIN CRYSTALLIZATION OF COMB-LIKE POLYMERS OBTAINED FROM ISOPROPENYL-1,3,5-TRIAZINES CARRYING 2, 3, AND 4 LONG ALKYL-GROUPS

Monomers containing several octadecyl groups, e.g., isopropenyl-4,6-bi s(octadecylamino)-1,3,5-triazine (2), mino-4-isopropenyl-6-octadecylam ino-1,3,5-triazine (3) and bis(dioctadecylamino)-6-isopropenyl-1,3,5-t riazine (4) were prepared by the alkylation reaction of 2,4-diamino-6- isopropenyl-1,3,5-triazine (1) with 1-bromooctadecane in the presence of sodium hydride. In the free-radical homopolymerization of these mon omers, the polymer yield of 3 was lower than that of 2 due to a decrea se in the ceiling temperature, and the polymerization of 4 did not pro ceed. Copolymerizations of these monomers with styrene or methyl metha crylate were carried out and the monomer reactivity ratios (r1 and r2) were determined. The monomer reactivity decreased with increasing the number of octadecyl groups in the monomers. Crystallinity of the octa decyl side chains in the resulting comb-like polymers was evaluated by differential scanning calorimetry.