Combination multi-nitrogen with high heat of formation: theoretical studies on the performance of bridged 1,2,4,5-tetrazine derivatives

A series of bridged tetrazine derivatives (BDDT) were designed by using different bridges to connect two molecules of 1,2,4, 5-tetrazine oxides and then combining different substituents. At the same time, we used DFT-wB97/6–31 + G** method to regularly predict the HOMO–LUMO, heats of formation ( HOF ), detonation properties, thermal stability, and thermodynamic property orbitals of BDDT compounds. By studying the comprehensive relationship between different substituents and bridging and performance, it is shown that -N(NO 2 ) 2 and -C(NO 2 ) 3 are not only excellent groups to improve the heat of formation and detonation properties, but also can cause the compound to have a superior oxygen balance. And that the incorporation of the -N = N- and -NH-N = N- is helpful to enhance their thermal stabilities and HOF. -CH 2 -CH 2 - and -CH 2 -NH- are good for improving the HOMO–LUMO energy gaps. Performances with positive HOF (1170–1590 kJ mol −1 ), remarkable density (1.88–1.93 g cm −3 ), outstanding detonation properties ( D = 9.15–9.80 km s −1 , P = 38.24–44.40 GPa), and acceptable impact sensitivity lead C5, D8, E5, E7, F5, and F7 to be the potential candidates of HEDMs.