L-leucine was converted to S-2-chloro, 4-methyl pentanoic acid (CMPA) with retention of optical activity. CMPA was reacted with the epoxy resin to form chiral monoester and chiral diester compounds. The modified epoxy resin (MER) was characterized by FTIR spectrophotometer and polarimeter and was analyzed for epoxy content. The MER shows optical activity and the optical rotation increases with increasing concentration of CMPA. DSC studies indicate similar reactivity of the enantiomers of CMPA as well as the recemic mixture. The MER containing different concentrations of chiral modifier was cured with a stoichiometric amount of amine hardener. The cured film (obtained up to 21 mol % of CMPA) exhibits chiral property as well. Dynamic mechanical thermal analysis (DMTA) studies indicate high damping behavior. A shift in tan 8 peak toward lower temperature was observed with increasing concentration of chiral modifier. The tan delta(max) increases up to 14 mol % of CMPA in MER and decreases thereafter. However, storage modulus gradually decreases with an increase in CMPA. Cured film based on two enantiomer-modified epoxy samples shows different damping behavior. CMPA was also blended with poly(methyl methacrylate) and the blend films were studied similarly. The system behaves in a similar fashion as observed with cured MER films.