Abstract
Chiral phenylindanediamnine (+)-2 was synthesized starting from chiral phenyl-indanedicarboxylic acid by a Schmidt rearrangement. Ordered amine-acid AB-type monomers, 8 and 9, were also prepared by a controlled reaction of (+)-2 with diacid chlorides. Disordered and ordered polyamides were synthesized by the reaction of (+)-2 with dicarboxylic acids, and the self-condensation of 8 and 9, respectively. Both the ordered and disordered polyamides were soluble in various solvents. The polyamides composed of the same dicarboxylic acid prepared by the different routes showed the same circular dichroism spectra. X-ray diffraction of the polyamide films indicated that all of the polyamides were amorphous. The glass transition and decomposition temperatures ranged from 170 to 340°C and from 320 to 400 °C, respectively. Additionally, polyamides containing the same diacids displayed nearly equivalent physical properties.
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