A novel synthetic route for the preparation of a new class of side chain liquid crystal (LC) polymers with an aromatic polyester main chain utilizing a diacid chloride/diol solution polycodensation is detailed in this report. Mesogenic alpha,beta-diols, (S)-(-)-4-(((methylbutyl)oxy)carbonyl)phenyl 4’-(((bis(6-hydroxyhexyl)methylsilyl)alkyl)oxy)biphenyl-4-carboxylate, which are composed of a long methylene spacer with a carbon-silicon-carbon linkage at the center and a side chain mesogen connected via the silicon atom, exhibited smectic A (S-A) and chiral smectic C (S-C(-)) mesophases. Molecular weights of the LC polymers of the above diols with terephthaloyl chloride and biphenyl-4,4’-dicarbonyl chloride were found to be in the range 7000-20 000. The polymer having a terephthalic ester moiety and a hexyl spacer was found to be isotropic at room temperature. When the side chain hexyl spacer was replaced by an octyl spacer, the polymer exhibited an enantiotropic room-temperature S*(c) phase. When a biphenyl moiety was introduced to the main chain, instead of a phenyl group, the polymer isotropization temperature increased, suggesting a strong LC character. In this series, when the side chain spacer was hexyl and octyl, the polymers exhibited LC phases with a fine grain texture, while the polymer with a decyl spacer exhibiting a fan textured S*(c) phase. The latter polymer was switchable by an external electric field.