Nine kinds of novel hexaazaisowurtzitane derivatives were designed in which six hydrogen atoms of the imino groups of 2,4,6,8,10,12-hexaazaisowurtzitane (IW) have been substituted by CN, NC, ONO2, N3, NH2, N2H, NHNH2, N4H and N4H3 groups, respectively. B3LYP/6-31G** level of the density functional theory has been applied to study the optimized molecular geometries, electronic structures, bond dissociation energies (BDE) and IR spectra of the hexaazaisowurtzitane derivatives. And, their heat of formation ( ) was evaluated by using the isodesmic reactions. Their thermodynamic functions in the temperature range of 100～1200 K were calculated on the basis of statistical thermodynamic principles and their detonation performances were predicted by means of the Kamlet-Jacobs equations. The studies show that there are two kinds of trigger bonds in the hexaazaisowurtzitane derivatives. One is possibly the chemical bonds within the substituent groups for HNiIW, HBDAIW and HBAIW, and the other is possibly the N—R bond between skeleton N atom and substituent groups R for other hexaazaisowurtzitane derivatives. In addition, the density (ρ), the predicted detonation velocity (D) and detonation pressure (p) of HNiIW are 1.998 g•cm－3, 9.71 km• s－1 and 44.47 GPa, respectively. Detonation performances of HNiIW fully met to the basic requirement of HEDC and is superior to HNIW. Therefore, HNiIW is worthy recommending as a potential candidate for a high energy density compound.

Key words: HEDC, hexaazaisowurtzitane derivative, thermodynamic property, bond dissociation energy, detonation property, DFT-B3LYP