For the purpose of developing advanced materials by functionalization of heat-resistant aromatic polymers containing biphenyl moieties, modifiable aromatic polyamides containing a carbazole skeleton, was synthesized. On the basis of the result of carbonylation-polycondensation of 2, 7-dibromo-9, 10-dihydrophenanthrene with bisphenol A or 4, 4'-diaminodiphenyl ether (5), the reaction conditions for palladium-catalyzed carbonylation-polycondensation of 9-substituted 3, 6-dibromocarbazole (1) with diamine 5 were optimized. Stability of 9-substituent under carbonylation conditions was examined prior to the polymer synthesis. N- and O-benzyl groups were found to be stable under carbonylation conditions. Carbonylation-polycondensation of 9-benzyl-3, 6-dibromocarbazole (1a) with diamine 5 gave poly[amino-1, 4-phenyleneoxy-1, 4-phenyleneaminocarbonyl(9-benzyl-3, 6-carbazolediyl)carbonyl] (6a) in 98% yield (polystyrene equivalent weight average molecular weight (Mw)=30, 000). The condensation of 9-(2-benzyloxyethyl)-3, 6-dibromocarbazole (1b) with diamine 5 gave poly{amino-1, 4-phenyleneoxy-1, 4-phenyleneaminocarbonyl[9-(2-benzyloxyethyl)-3, 6-carbazolediyl]carbonyl} (6b) in 99% yield(polystyrene equivalent Mw=22, 100). The 10% weight loss temperatures (T10) of 6a and 6b in air were 346°C and 338°C respectively. Hydrogenolysis of 6b catalyzed by 20% Pd(OH)2 on carbon quantitatively gave poly{amino-1, 4-phenyleneoxy-1, 4-phenyleneaminocarbonyl[9-(2-hydroxyethyl)-3, 6-carbazolediyl]carbonyl} (6c). Polymers 6a-c were soluble in N, N-dimethylformamide (DMF) and formed casting films.