A heat resistant explosive featuring the N,N’-ethylene bridged 1,2,4-1H-triazole fused ring

Six energetic compounds bridged by N,N'-alkyl groups were synthesized straightforward in 1-3 steps from 3-nitro-1H-1,2,4-triazol-5-amine (ANTA). Among these compounds, 2,7-dinitro-10,11-dihydrobis([1,2,4]triazolo)[5,1-c:1',5'-g][1,2,4,7]tetrazocine (2) exhibits decomposition temperature exceeding of 300 °C (Td(onset) = 319 °C), superior density and detonation performance (ρ = 1.83 g cm–3, Dv = 8157 m s–1) to HNS. N,N'-(Methylenebis(3-nitro-1H-1,2,4-triazole-1,5-diyl))dinitramide (5) has the highest density (ρ = 1.91 g cm–3) and the best comprehensive detonation performance (Dv = 9079 m s–1, P = 36.1 GPa), which is comparable to HMX. Insight into relationship between stability and structure revealed that 1,2,4-triazole-based compounds with N,N'-ethylene bridge consistently exhibit superior stability compared to those with N,N'-methylene bridge. It provides a new way to design fused ring explosives with high stability.

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