A new type of liquid crystalline epoxy resin functionalized with mesogenic hardening agent was obtained by reacting stoichiometrically 4,4-bis (2,3-epoxypropoxy)-3,35,5-tetramethyl biphenyl (EPTB) (diepoxide monomer) with 4,4-bis (-carboxy decanoxy) azoxybenzene (CDA10) (mesogenic hardening monomer) at 145°C for 10 min, using tri-n-butylamine as a catalyst. Mesomorphic phase transition behavior for EPTB-CDA10 prepolymer obtained was studied as function of curing time at 140°C by use of DSC and polarized microscopy. When the curing time is shorter than a gelling time (60 min), EPTB-CDA10 showed a liquid crystalline state reminiscent of smectic phase, while that reminiscent of nematic phase, when the curing time is longer than the gelling time. This work indicates that the new type of epoxy resin cured by mesogenic hardening compound can have a liquid crystal state.