Theoretical investigations on azole-fused tricyclic 1,2,3,4-tetrazine-2-oxides.
Theoretical investigations on azole-fused tricyclic 1,2,3,4-tetrazine-2-oxides.
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唑稠合三环1,2,3,4-四嗪-2-氧化物的理论研究
DOI：
10.1039/c8ra05274c
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发表时间：
2018-07-30
期刊：
影响因子：
3.9
通讯作者：
Pang, Siping
中科院分区：
文献类型：
--
作者：
Fei, Teng;Du, Yao;He, Chunlin;Pang, Siping
稠合化合物是一类独特的大共轭结构，已成为取代传统的富氮单环或多环材料的主要候选者。同时，含有链状氮链的化合物也因其较高的生成热而引起了科学家的注意。另一方面，偶氮基[-N]
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由POTRACE 1.16创建，由Peter Selinger撰写，2001-2019
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N(O)-]基团能有效地增加化合物分子结构中的密度。因此，将稠杂环有机骨架与偶氮基结合是一种提高密度和生成热的有效方法，从而大大提高了爆轰性能。基于上述考虑，本研究设计了一系列新型的含氮氧基团结构的无氢5/6/5稠环分子。此外，它们作为潜在的高能量密度材料的性质，包括它们的密度、形成热、爆轰特性和撞击感度，已经用热力学计算和密度泛函理论进行了广泛的评估。在所研究的化合物中，1，3，8，10-tetranitrodiimidazo[1，5-d:5′，1′-f][1，2，3，4]tetrazine 5-氧化物(B)、1，10-dinitrobis([1，2，3]triazolo)[1，5-d:5′，1′-f][1，2，3，4]tetrazine 5-氧化物(C)和2，9-dinitrobis([1，2，4]triazolo)[1，5-d:5′，1′-f][1，2，3，4]tetrazine 5-氧化物(D)表现出显著的稳定性，由于它们的高密度(>；爆速(>；9616m S−1)和爆压(>；41.1 Gpa)。此外，我们的设计策略结合了氮氧基和稠合三环骨架来构建具有高密度和正生成热的富氮分子结构，是开发具有优异性能和稳定性的新型高能量密度材料的有价值的途径。
Fused compounds, a unique class of large conjugate structures, have emerged as prime candidates over traditional nitrogen-rich mono-ring or poly-ring materials. Meanwhile, compounds containing catenated nitrogen chains have also attracted attention from scientists due to their high heats of formation. On the other hand, the azoxy [–N
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Created by potrace 1.16, written by Peter Selinger 2001-2019
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N(O)–] moiety has been found to increase density effectively in the molecular structure of compounds. Therefore, combining fused heterocyclic organic skeletons with the azoxy moiety can be regarded as an effective method for increasing the density and heat of formation, which results in substantial increase in detonation properties. Based on the above-mentioned considerations, in this study, a series of new non-hydrogen-containing 5/6/5 fused ring molecules with azoxy moiety structures are designed. Furthermore, their properties as potential high-energy-density materials, including their density, heats of formation, detonation properties, and impact sensitivity, have been extensively evaluated using thermodynamic calculations and density functional theory. Among the investigated compounds, 1,3,8,10-tetranitrodiimidazo[1,5-d:5′,1′-f][1,2,3,4]tetrazine 5-oxide (B), 1,10-dinitrobis([1,2,3]triazolo)[1,5-d:5′,1′-f][1,2,3,4]tetrazine 5-oxide (C) and 2,9-dinitrobis([1,2,4]triazolo)[1,5-d:5′,1′-f][1,2,3,4]tetrazine 5-oxide (D) display remarkable stabilities and are predicted to be high-performance energetic materials due to their high density (>1.94 g cm−3), detonation velocity (>9616 m s−1), and detonation pressure (>41.1 GPa). In addition, our design strategy, which combines the azoxy moiety and fused tricyclic skeleton to construct nitrogen-rich molecular structures with high density and positive heat of formation, is a valuable approach for developing novel high-energy-density materials with excellent performance and stability.
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