3 years ago

Synthesis of gem-Dinitromethylated and Fluorodinitromethylated Derivatives of 5,5′-Dinitro-bis-1,2,4-triazole as Promising High-Energy-Density Materials

Synthesis of gem-Dinitromethylated and Fluorodinitromethylated Derivatives of 5,5′-Dinitro-bis-1,2,4-triazole as Promising High-Energy-Density Materials
Xiujuan Qi, Junjun Tian, Kangcai Wang, Qinghua Zhang, Shi Huang
gem-Dinitromethylated and fluorodinitromethylated 5,5′-dinitro-3,3′-bis-1,2,4-triazole (DNBT) (2 and 3) along with seven ionic derivatives 4–9, were synthesized and characterized by NMR and IR spectroscopies, elemental analysis, single-crystal X-ray diffraction (XRD), and differential scanning calorimetry (DSC). XRD revealed that compounds 2 and 3 crystallized in the monoclinic P21/n space group and compound 5 crystallized in the monoclinic P21/c space group. The physicochemical properties of the as-synthesized compounds 2–9 were investigated and the results indicated that compounds 3, 6, and 7 exhibited a good balance between high energy and low sensitivity, demonstrating their potential as new high-energy-density materials (HEDMs). The proposed synthetic strategy for introducing gem-dinitromethyl and fluorodinitromethyl groups into the DNBT framework to prepare materials with high energy and low sensitivity suitable for HEDMs looks promising. Energetic materials: A series of gem-dinitromethylated and fluorodinitromethylated energetic compounds based on 5,5′-dinitro-3,3′-bis-1,2,4-triazole (DNBT) was synthesized and structurally characterized (see figure). These new compounds have potential application as high-energy-density materials that could replace RDX.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201702451

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