The compatibilities of hydroxyl-terminated polytrher(HTPE) with dibutyl phthalate(DBP), dioctyl sebacate(DOS), diethyl phthalate(DEP) and the glass transition temperatures of the HTPE-plasticizer mixed systems were studied by molecular dynamics simulation method. Results show that by analyzing the binding energy, radial distribution function and glass transition temperature, the compatibility of the mixed system with the plasticizer which contains intermolecular hydrogen bonds could be evaluated. The compatibility of HTPE with the plasticizer is in the order: HTPE/DBP > HTPE/DOS > HTPE/DEP. The glass transition temperatures of HTPE, HTPE/DBP, HTPE/DOS and HTPE/DEP obtained from the relationship of temperature and specific volume are 190.26, 176.30, 168.82K and 178.33 K, respectively.