Polyamides of 2,5-bis(amino methyl) 1,4-dioxane and dicarboxylic acids

Novel polyamides of 2,5-bis(amino methyl) 1,4-dioxane (cis/trans-BAMD) with adipic/sebacic acids and of 2,5-bis(carboxy methyl)/2,5-bis(carboxy) 1,4-dioxane with 1,6-hexane diamine have been prepared. Because of the slightly higher conformational flexibility of the 1,4-dioxane ring in comparison with that of the cyclohexane ring, the BAMD polyamides have lower T_g and T_m than the corresponding 1,4-bis(amino methyl) cyclohexane (BAMC) polyamides. The symmetry of the trans-dioxane moiety permits high crystallinity in the trans-BAMD polymers. The crystallinity T_g and T_m of the trans polymers are decreased with the incorporation of the cis-dioxane moiety which lacks a plane of symmetry. Because of the hydrophilic nature of the dioxane ring, t-BAMD-6 has good moisture-regain properties, yet is melt processable (T_m = 292°C).