Abstract
New isopropenyl-1,3,5-triazines, e.g., 2-amino-4-(N-propyl(N3), hexyl(N6), octyl(N8), decyl(N10), dodecyl(N12), tetradecyl(N14), hexadecyl(N16), octadecyl(N18), and decosyl(N22)anilino)-6-isopropenyl-1,3,5-triazine, were prepared by the reaction of 2-amino-4-anilino-6-isopropenyl-1,3,5-triazine with corresponding alkyl bromides in the presence of sodium hydride in dimethyl sulfoxide. The alkylation reaction proceeded selectively on the imino group, and the products were obtained in high yields. Polymerizations of these monomers were carried out using azobisisobutyronitrile as an initiator. Glass transition temperature of the polymers decreased with increasing the numbers of carbon atoms in alkyl side-chain. The crystallization of the alkyl side-chains in the comb-like polymers was investigated by differential scanning calorimetry (DSC). The crystallization exothermic and the melting endothermic peaks based on the side-chains of the polymers containing long alkyl groups in excess of 14 carbon atoms were observed in DSC thermograms.
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Kunisada, H., Yuki, Y., Kondo, S. et al. Synthesis and Side-Chain Crystallization of New Comb-Like Polymers from 2-Amino-4-(N-alkylanilino)-6-isopropenyl-1,3,5-triazines. Polym J 22, 559–566 (1990). https://doi.org/10.1295/polymj.22.559
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DOI: https://doi.org/10.1295/polymj.22.559