Facile and selective polynitrations at the 4-pyrazolyl dual backbone: straightforward access to a series of high-density energetic materials
作者:Kostiantyn V. Domasevitch、Ivan Gospodinov、Harald Krautscheid、Thomas M. Klapötke、Jörg Stierstorfer
DOI:10.1039/c8nj05266b
日期:——
selective direct nitrations of 4,4′-bipyrazole (1). All synthesized polynitro derivatives 3–6 exhibit high decomposition temperatures of above 290 °C. The introduction of three (5) and four nitro groups (6) into the 4,4′-bipyrazole scaffold yields insensitive and thermally stable high explosives with excellent densities and detonation properties. The anhydrous structures of compounds 2–6 were obtained
仍需要硝基官能化的高能材料来满足新的安全性,性能和化学可及性要求。对于4,4'-联吡唑支架,成功地解决了在含氮杂环上进行多次C硝化的问题。逐渐官能化的3-nitro-4,4'-联吡唑(2),3,3'-dinitro-4,4'-联吡唑(3),3,5-dinitro-4,4'-bipyrazole(4),3,3',5-三硝基-4,4'-联吡唑(5)和3,3',5,5'-四硝基-4,4'-联吡唑(6)通过高度选择性获得了优异的收率直接硝化4,4'-联吡唑(1)。所有合成的多硝基衍生物3–6表现出高于290°C的高分解温度。在4,4'-联吡唑支架中引入三个(5)和四个硝基(6),可制得不敏感且热稳定的高炸药,具有出色的密度和爆炸特性。化合物2-6的无水结构是通过低温XRD获得的。另外,通过小规模冲击反应性试验研究了化合物5和6的性能。