Lu Xinyang, Lin Xiangyang, Huang Haifeng, Yang Jun
School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Xiaolingwei Road 200, Nanjing, 210094, P. R. China.
Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Lingling Road 345, Shanghai, 200032, P. R. China.
J Org Chem. 2024 Oct 4;89(19):14361-14368. doi: 10.1021/acs.joc.4c01771. Epub 2024 Sep 18.
Trinitromethyl and -amino groups were innovatively incorporated into the framework of 1,2,4-triazole, resulting in 1-amino-5-nitro-3-(trinitromethyl)-1,2,4-triazole (). Ammonium and hydrazinium salts of 1-amino-5-nitro-3-(dinitromethyl)-1,2,4-triazole were synthesized by acidification, extraction, and neutralization with bases from the potassium salt. All of the newly prepared energetic compounds were comprehensively characterized by using infrared spectroscopy, elemental analysis, nuclear magnetic resonance spectroscopy, and single crystal X-ray diffraction. Compound exhibits favorable properties such as positive oxygen balance (OB = 5.8%), high density (1.88 g cm), good detonation performances ( = 8937 m s, = 35.5 GPa), and appropriate friction sensitivity (FS = 144 N). The potassium salt demonstrates good thermal decomposition temperature (181 °C) and high density (1.98 g cm), while the ammonium salt and hydrazinium salt also display good thermal decomposition temperatures of 183 and 176 °C, respectively. Among these compounds, the ammonium salt exhibits the lowest mechanical sensitivities (FS = 144 N, IS = 6 J).
三硝基甲基和氨基被创新性地引入到1,2,4-三唑框架中,得到了1-氨基-5-硝基-3-(三硝基甲基)-1,2,4-三唑( )。通过用碱对钾盐进行酸化、萃取和中和,合成了1-氨基-5-硝基-3-(二硝基甲基)-1,2,4-三唑的铵盐和肼盐。所有新制备的含能化合物都通过红外光谱、元素分析、核磁共振光谱和单晶X射线衍射进行了全面表征。化合物 具有良好的性能,如正氧平衡(OB = 5.8%)、高密度(1.88 g/cm³)、良好的爆轰性能(D = 8937 m/s,P = 35.5 GPa)和适当的摩擦感度(FS = 144 N)。钾盐 表现出良好的热分解温度(181 °C)和高密度(1.98 g/cm³),而铵盐和肼盐的热分解温度也分别为183和176 °C。在这些化合物中,铵盐表现出最低的机械感度(FS = 144 N,IS = 6 J)。