2‘,6‘,3‘‘‘,5‘‘‘-Tetraphenyl- or
tetra(4-biphenylyl)-4,4‘‘‘‘-diamino-p-quinquephenyls
were synthesized from the corresponding pyrylium salts. Using them as
starting materials, rigid-rod polyamides
and polyimides containing phenyl or 4-biphenylyl side groups on the
p-quinquephenyl segments of the
backbone were prepared. They were characterized by inherent
viscosity, elemental analysis, 1H-NMR,
13C-NMR, X-ray analysis, differential scanning calorimetry,
thermomechanical analysis, thermogravimetric
analysis, isothermal gravimetric analysis, and water uptake
measurements. The polymers with
4-biphenylyl pendent groups showed an enhanced solubility, lower
crystallinity and hydrophilicity, and
higher thermal stability in comparison to the corresponding polymers
with phenyl pendent groups.
Polyamides displayed strong blue fluorescence in the DMF solution.
The polyamide containing
4-biphenylyl pendent groups possessed a well-defined chromophore,
resulting from steric interactions in
the polymer chain.