Three novel cycloaliphatic difunctional epoxides containing symmetric or asymmetric epoxycyclohexyl moieties linked with an ether bond or with a carbon-carbon bond,3,4-epoxycyclohexylmethyl-2′,3′-epoxycyclohexyl ether (Ⅰ e),bis(2,3-epoxycyclohexyl) ether (Ⅱ e),and di(2,3-epoxycyclohexane) (Ⅲ e),were synthesized by epoxidation of their corresponding dicycloolefin,respectively．Their precursor compounds,3-cyclohexene-1-methyl-2′-cyclohexene ether (Ⅰ),bis(2-cyclohexenyl) ether (Ⅱ),and di(2-cyclohexane) (Ⅲ) were also prepared．The structure of the three epoxides and cycloolefins was confirmed by infrared spectroscopy (IR),elemental analysis (EA),and 1H-NMR spectroscopy．To evaluate the thermal properties of the cycloaliphatic epoxy compounds,a commercial bicycloaliphatic epoxy,3,4一epoxycyclohexylmethyl 3′,4′-epoxycyclohexane carboxylate(marked name ERL-4221)was used for comparison．Three epoxides and ERL-4221 were cured with HMPA,and thermal properties of the cured polymers were examined by thermomechanical analysis,differential scanning calorimetry,and dynamicmechanical analysis．The cured polymers obtained from epoxy Ⅰ e,Ⅱ e and Ⅲ e showed higher glass transition temperature,higher storage modulus,and lower coefficient of thermal expansion than those of ERL-4221．