Design and synthesis of energetic materials towards high density and positive oxygen balance by N-dinitromethyl functionalization of nitroazoles. Issue 15 (24th March 2016)

• Record Type: Journal Article
• Authors: Zhao, X. X.; Li, S. H.; Wang, Y.; Li, Y. C.; Zhao, F. Q.; Pang, S. P.
• Is Part Of: Journal of materials chemistry. Volume 4:Issue 15(2016)
• Page Start: 5495
• Page End: 5504
• Publication Date: 2016-03-24
• Subjects: Materials -- Research -- Periodicals; Chemistry, Analytic -- Periodicals; Environmental sciences -- Research -- Periodicals; 543.0284
• DOI: 10.1039/c6ta01501h
• Languages: English
• ISSNs: 2050-7488

Abstract

Abstract : The top of the pyramid of tetrazole-based CHNO energetic materials for density and OB: N -dinitromethyl functionalization is a new N-functionalized strategy for the synthesis of highly dense and oxygen-rich energetic materials. Abstract : A new N-functionalized strategy of nitrogen heterocycles was utilized for the synthesis of nitroazole-based energetic materials, giving rise to a new family of highly dense and oxygen-rich energetic materials. They were characterized by IR spectroscopy, NMR spectroscopy, elemental analysis, DSC, and X-ray diffraction. These new molecules exhibit high densities, moderate to good thermal stabilities, acceptable impact and friction sensitivities, and excellent detonation properties, which suggest potential applications as energetic materials or oxidizers. Interestingly, among tetrazole-based CHNO energetic materials compound5 has the highest measured density of 1.97 g cm −3 to date.5c is the first and the only heterocyclic CHNO energetic salt with a positive OB until now. Compounds5 and6 exhibit excellent detonation properties (38.5 GPa, 9.22 km s −1 ; 37.0 GPa, 9.05 km s −1 ), comparable to the highly explosive HMX. With high OB, the specific impulses of5, 5b, 5c, and6c are superior to those of AP and ADN as neat compounds, and the ratio of oxidizer/aluminium/PBAN (%) is 80 : 20 : 0 or 80 : 13 : 7. Furthermore, computational results, BDEs, Mulliken charges and Wiberg bond orders also support the superior qualities of the newly prepared compounds and the design strategy.