Six energetic compounds bridged by N,N′-alkyl groups were synthesized in a straightforward manner 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 a decomposition temperature exceeding 300 °C (T_d(onset) = 319 °C), with superior density and detonation performance (ρ = 1.83 g cm⁻³, D_v = 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) with the best comprehensive detonation performance (D_v = 9079 m s⁻¹, P = 36.1 GPa), and is comparable to HMX. Insight into the relationship between stability and structure revealed that 1,2,4-triazole-based compounds with an N,N′-ethylene bridge consistently exhibit superior stability compared to those with an N,N′-methylene bridge. This provides a new way to design fused ring explosives with high stability.

中文翻译：

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一种具有 N,N′-乙烯桥联 1,2,4-1H-三唑稠环的耐热炸药

由 3-硝基-1 H -1,2,4-三唑-5-胺 (ANTA)以简单的方式通过 1-3 个步骤合成了六种由N , N '-烷基桥联的高能化合物。这些化合物中，2,7-二硝基-10,11-二氢双([1,2,4]三唑)[5,1-c:1',5'-g][1,2,4,7]四佐辛(2)表现出超过300°C的分解温度( T _d(onset) = 319°C)，具有优于HNS的密度和爆炸性能( ρ = 1.83 g cm ^-3 , D _v = 8157 ms ^-1 )。N , N ′-(亚甲基双(3-硝基-1 H -1,2,4-三唑-1,5-二基))二硝酰胺(5)的密度最高( ρ = 1.91 g cm ^-3 )，性能最好综合爆轰性能（D _v = 9079 ms ^-1，P = 36.1 GPa），与HMX相当。对稳定性和结构之间关系的深入研究表明，与具有N,N'-亚甲基桥的化合物相比，具有N,N'-亚甲基桥的1,2,4-三唑基化合物始终表现出优异的稳定性。这为设计高稳定性熔环炸药提供了一种新方法。