The Ingenious Synthesis of a Nitro-Free Insensitive High-Energy Material Featuring Face-to-Face and Edge-to-Face π-Interactions

被引：18

作者：

Zhai, Lianjie ^{[1
]}

Bi, Fuqiang ^{[1
]}

Huo, Huan ^{[1
]}

Luo, Yifen ^{[1
]}

Li, Xiangzhi ^{[1
]}

Chen, Sanping ^{[2
]}

Wang, Bozhou ^{[1
]}

机构：

[1] Xian Modern Chem Res Inst, State Key Lab Fluorine & Nitrogen Chem, Xian, Shaanxi, Peoples R China

[2] Northwest Univ, Coll Chem & Mat Sci, Xian, Shaanxi, Peoples R China

来源：

FRONTIERS IN CHEMISTRY | 2019年 / 7卷

基金：

中国国家自然科学基金;

关键词：

energetic materials; detonation performances; N-heterocycles; pi-interactions; crystal structure; SET MODEL CHEMISTRY; PERFORMANCE; DERIVATIVES; SALTS;

D O I：

10.3389/fchem.2019.00559

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Density, detonation property, and sensitivity may be the most valued features when evaluating an energetic material. By reasoning structure-property relationships, a nitro-free planar energetic material with high nitrogen and oxygen content, 7-hydroxy-difurazano[3,4-b:3',4'-f]furoxano[3 '',4 ''-d]azepine (4), was synthesized using a unique and facile approach. The structure was fully characterized by IR and NMR spectra, elemental analysis, differential scanning calorimetry (DSC), and single-crystal X-ray diffraction. The expected properties of 4, including a high density of 1.92 g cm(-3), high detonation velocity of 8,875 m s(-1), and low mechanical sensitivities (impact sensitivity, 21 J and friction sensitivity, >360 N), confirm our strategy. Interestingly, the single-crystal structures of 4 reveal expected face-to-face and edge-to-face pi-interactions in the crystal stacking. The remarkable differences in crystal stacking of 4 provide unequivocal evidence that face-to-face pi-pi interactions contribute significantly to closer assembly and higher density.

引用

页数：8