Theoretical Insights on A series of Cyclic Energetic Derivatives

Cyclic energetic derivatives based on guanidine and 1,1-diaminoethene were designed and investigated systematically using density functional theory methods. The optimized geometry, heats of formation, heats of detonation, detonation velocities, detonation pressures as well as bond dissociation energies were calculated at the B3LYP/6-31G(d,p) level. It is found that the parent molecules possess high positive heats of formation (from 196.3 to 367.1 kJ mol(-1)) which in turn will lead to the high positive heats formation of the designed compounds (from 340.2 to 1312.8 kJ mol(-1)). Besides, all the designed compounds have acceptable detonation properties (heats of detonation, from 434.3 to 2006.6 cal g(-1); densities, from 1.49 to 2.38 g cm(-3); detonation velocities, from 6.14 to 11.7 km s(-1); detonation pressures, from 14.9 to 67.7 GPa) and moderated thermal stabilities (bond dissociation energies were from 11.3 to 118.9 kJ mol(-1)). Take both of detonation properties and thermal stabilities into consideration, compounds A4, B4, C1, C2, C4 and D4 were regarded as the promising candidates for high energy density materials. Finally, frontier molecular orbitals, electronic densities and electrostatic potentials of compounds A4, B4, C1, C2, C4 and D4 were also simulated. All the presented data may provide comprehensive information on laboratory synthesis, physical and chemical properties of these promising explosives.