Synthesis of Heat-Resistant and Low-Sensitivity Energetic Materials Based on Hydrazine Bridge Linkage
Ziyi Xu, Caijin Lei, Qian Wang, Jie Tang, Guangbin Cheng, Hongwei Yang
Abstract
In this work, a combination of vicinal amino–nitro groups and the hydrazine bridge was developed to synthesize two insensitive and heat-resistant energetic compounds 2,2′-hydrazo-bis(2-amino-3,5-dinitropyridine) ( 2 ) and 2,2′-hydrazo-bis(4-amino-3,5-dinitropyridine) ( 4 ) through a simple method. The structures of compound 2 and 4 were adequately characterized by NMR ( 1 H and 13 C), elemental analysis, differential scanning calorimetry, and infrared spectroscopy. Notably, compound 2 possesses thermal stability ( T d = 350 °C) higher than that of 2-bis(2,4,6-trinitrophenyl) ethene (HNS) ( T d = 318 °C) and comparable to that of 1,3,5-triamino-2,4,6-trinitrobenzene (TATB) ( T d = 350 °C). Moreover, compound 2 possess a higher energy level ( 2: D = 8759 m s –1, P: 34.1 GPa) than HNS (7612 m s –1, P: 24.3 GPa) and TATB (8114 m s –1, P: 31.4 GPa). These consequences indicate that compound 2 has potential applications as an insensitive and heat-resistant explosive.