Synthesis and Properties of Trinitromethyl-Functionalized 4-Amino-5-nitro-7 H -pyrazolo[3,4- d ][1,2,3]triazine-2-oxide Derivatives

作者：Mingren Fan, Xiue Jiang, Jianquan Jing, Siwei Song, Yi Wang, Qinghua Zhang · 发表于：The Journal of Organic Chemistry · 年份：2025 · DOI：10.1021/acs.joc.5c01041 · 被引用次数：5 · 研究领域：Energetic Materials and Combustion、Synthesis and Characterization of Heterocyclic Compounds、Chemical Reaction Mechanisms

Through combining the highly energetic trinitromethyl group with the stable 4-amino-5-nitro-7 H -pyrazolo[3,4- d ][1,2,3]triazine-2-oxide (PTO) framework, a series of neutral energetic derivatives ( NPX-15, NPX-16, and NPX-17 ) and energetic salts ( NPX-15·N 2 H 5 +, NPX-15·K +, and 3 ) were synthesized. Among these compounds, NPX-15 and NPX-16 exhibit notable characteristics, including high oxygen balances (OB CO = 13.9 and 20.7%, respectively) and exceptional energetic properties, with detonation velocities (ν D ) of 9039 and 8924 m s –1, respectively. Furthermore, near-infrared laser ignition tests were performed on the three newly synthesized neutral compounds ( NPX-15, NPX-16, and NPX-17 ), revealing that NPX-16 exhibited remarkable laser ignition performance. As for the synthesized energetic salts, NPX-15·N 2 H 5 + and NPX-15·K + display both high-energy properties (ν D = 8476 m s –1; ν D = 8950 m s –1 ) and good safety (IS = 40 J; FS = 360 N), while salt 3 shows particularly high density and excellent decomposition temperature.