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作为高性能耐热含能材料的1,2,4-三唑-呋咱化合物的合成与表征

Synthesis and Characterization of 1,2,4-Triazole-Furazan Compounds as High-Performance Heat-Resistant Energetic Materials.

作者信息

Xue Chungui, Tang Jie, Lei Caijin, Yu Xuezhi, Cheng Guangbin, Xiao Chuan, Yang Hongwei

机构信息

School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Xiaolingwei 200, Nanjing 210094, P. R. China.

China Northern Industries Group Company, Ltd. (Norinco Group), Beijing 100089, P. R. China.

出版信息

Org Lett. 2025 Jun 20;27(24):6279-6283. doi: 10.1021/acs.orglett.5c01296. Epub 2025 Jun 9.

DOI:10.1021/acs.orglett.5c01296
PMID:40490377
Abstract

Furazan derivatives have been pursued as attractive building blocks for advanced energetic materials; however, their low thermal stability limits their practical application. Two synthetic strategies, including diazotization-cyclization and oxidative amine coupling, were employed to synthesize a series of furazan compounds with good thermal stability. Among these, ()-1,2-bis(5-(4-nitro-1,2,5-oxadiazol-3-yl)-1-1,2,4-triazol-3-yl) diazene () achieves a good balance between detonation performance ( = 8802 m s; = 32.56 GPa) and thermal stability ( = 295 °C), surpassing that of RDX. This work provides comprehensive guidance for synthesizing energetic materials with high detonation performance and excellent thermal stability.

摘要

呋咱衍生物一直被视为先进含能材料的有吸引力的构建单元;然而,它们较低的热稳定性限制了其实际应用。采用了两种合成策略,包括重氮化-环化和氧化胺偶联,来合成一系列具有良好热稳定性的呋咱化合物。其中,()-1,2-双(5-(4-硝基-1,2,5-恶二唑-3-基)-1,2,4-三唑-3-基)重氮烯()在爆轰性能( = 8802 m s; = 32.56 GPa)和热稳定性( = 295 °C)之间实现了良好的平衡,超过了黑索今。这项工作为合成具有高爆轰性能和优异热稳定性的含能材料提供了全面的指导。

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