Side-chain liquid crystalline photosensitive polymer was synthesized using pendant chalcone moiety. The pendant chalcone moiety was reacted with methylene spacer followed by incorporating methacryloyl chloride which is then reacted with 4-hydroxy phenyl oxycarbonyl acetophenone which is then polymerized using BPO as an initiator. The structures of the synthesized liquid crystalline photosensitive polymer have been confirmed by spectroscopic techniques like IR, H-1 and C-13 NMR, and UV visible spectrometer. The thermal stability of the polymer was investigated by thermo gravimetric analysis (TGA). The thermal stability of the polymer decreased with increase in flexible methylene chain. The photochemical properties of this polymer were investigated by UV spectroscopy. Crosslinking proceeds via 2 pi-2 pi cycloaddition of the -CH=CH- of the chalcone moieties. Liquid crystalline phase was confirmed by the differential scanning calorimetry (DSC) and hot stage optical polarized microscopy (HOPM).