Two kinds of polymerizations of liquid-crystalline N-{{W-(4-[4-(11-acryloyloxy)undecanoxybenzoyl] biphenyleneoxy}alkyl}}pyrrole gave a side-chain liquid-crystalline polyacrylate containing pyrrole group and a non-liquid crystalline polypyrrole containing acrylate group. Liquid crystallinity was determined by DSC and optical polarizing microscope measurements. The monomers having hexyl or decyl group as the alkyl group exhibited an undefined smectic, smectic B, and smectic A phases on the heating stage. The radically polymerized polyacrylate derivatives containing the pyrrole group showed smectic A, smectic C, and undefined smectic phases on the cooling stage. On the other hand, soluble N-substituted polypyrrole derivatives containing the terminal acrylate group which were prepared by chemical oxidative polymerization by ferric chloride catalyst did not show liquid crystallinity. Structure analysis of the polypyrroles performed by H-1 and C-13-NMR and FT-IR spectroscopies demonstrated that the polymerization occurred at the pyrrole ring.