Department of Chemistry, University of Idaho, Moscow, ID 83844-2343, USA.
Chemistry. 2013 Aug 12;19(33):11000-6. doi: 10.1002/chem.201300994. Epub 2013 Jun 21.
A series of dense energetic N-trinitroethyl-substituted mono-, bis-, and tri-5-aminotetrazoles were obtained by reacting primary amines with in situ generated cyanogen azide, followed by the trinitroethyl functionalization that involves a condensation of a hydroxymethyl intermediate (prepared by a reaction with formaldehyde) with trinitromethane. These compounds were fully characterized by using multinuclear NMR spectroscopy, IR, elemental analysis, differential scanning calorimetry (DSC), and, in one case with 9, with single-crystal XRD analysis. The heats of formation for all compounds were calculated with Gaussian 03 and then combined with experimental densities to determine the detonation pressures (P) and velocities (D(v)) of the energetic materials. Interestingly, most of them exhibited high density, good thermal stability, acceptable oxygen balance, positive heat of formation, low impact sensitivity, and excellent detonation properties, which highlighted their practical application potentials as a fascinating class of highly energetic materials.
通过将伯胺与原位生成的叠氮化氰反应，得到一系列密集的含能 N-三硝基乙基取代的单、双和三-5-氨基四唑，然后通过三硝基乙基官能化反应，涉及羟甲基中间体（通过与甲醛反应制备）与三硝基甲烷的缩合反应。这些化合物通过使用多核 NMR 光谱、IR、元素分析、差示扫描量热法（DSC），并且在一种情况下用 9 进行了单晶 XRD 分析进行了充分的表征。使用 Gaussian 03 计算了所有化合物的生成热，然后将其与实验密度相结合，以确定含能材料的爆轰压力（P）和速度（D（v））。有趣的是，它们中的大多数表现出高密度、良好的热稳定性、可接受的氧平衡、正生成热、低撞击敏感性和优异的爆炸性能，这突出了它们作为一类极具吸引力的高能量材料的实际应用潜力。
