Benzo[h]quinolyldibenzo[b,f]silepin containing pentacoordinate silicon was incorporated into pi-conjugated polymers. Substituent effects were investigated from UV-vis absorption and photoluminescence spectra. The extension of pi-conjugation involving pentacoordinate silicon was suggested from the characteristic absorption and emission bands through the polymer chain at meta-positions toward silicon in the silepin rings. The polymers containing the fluorinated silicon showed bathochromic shift compared to that from the methylated silicon-containing polymers. Polymerization at para-positions toward silicon resulted in the formation of short conjugation length. Finally, the emission band from the charge-transfer transition was observed in photoluminescence spectra of the fluorinated polymer.