Obtaining superior high-density fused-ring energetic materials via the introduction of carbonyl, o-NH2–NO2 and nitroamino groups

• Published in: Dalton transactions : an international journal of inorganic chemistry Vol. 53; no. 9; pp. 4035 - 4040
• Main Authors: Guo, Xiaoyu, Feng, Yizhen, Zhi, Shengjie, Fu, Yajie, Liu, Yingle, Liu, Qiangqiang, Gao, Haixiang
• Format: Journal Article
• Language: English
• Published: Cambridge Royal Society of Chemistry 27.02.2024
• Subjects: Carbonyl groups; Carbonyls; Comparative studies; Cyclic compounds; Detonation; Energetic materials; High density; Nitrogen dioxide; NMR; Nuclear magnetic resonance; Sensitivity; X-ray diffraction
• ISSN: 1477-9226; 1477-9234
• DOI: 10.1039/d3dt04237e

Two carbonyl and o-NH2–NO2-containing energetic materials and their analogues were effectively designed, synthesized and fully characterized with multinuclear NMR, IR and elemental analyses. Their structures were also further confirmed via X-ray diffraction. Among them, compound 7 exhibits good potential for application as a secondary explosive with extremely high density (2.04 g cm−3), good sensitivity (IS > 40 J, FS > 360 N), and excellent calculated detonation performance (Dv = 8943 m s−1, P = 35.0 GPa). Furthermore, a detailed comparative study based on X-ray diffraction, Hirshfeld surfaces and 2D fingerprint plots among compounds 4, 7 and 9 has demonstrated that the density and detonation performance could be effectively improved via introducing a carbonyl group into fused-ring compounds. More importantly, the sensitivity of the resulting energetic materials did not deteriorate. Obviously, this strategy via introducing carbonyl, o-NH2–NO2 and nitroamino groups into fused-ring energetic compounds will help in the design of next-generation high-energy and insensitive fused-ring energetic materials.