Balancing Excellent Performance and High Thermal Stability in a Dinitropyrazole Fused 1,2,3,4-Tetrazine,Journal of the American Chemical Society

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Balancing Excellent Performance and High Thermal Stability in a Dinitropyrazole Fused 1,2,3,4-Tetrazine
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2017-09-20 00:00:00 , DOI: 10.1021/jacs.7b08789
Yongxing Tang ₁ , Dheeraj Kumar ₁ , Jean’ne M. Shreeve ₁

Affiliation

The key to successfully designing high-performance and insensitive energetic compounds for practical applications is through adjusting the molecular organization including both fuel and oxidizer. Now a superior hydrogen-free 5/6/5 fused ring energetic material, 1,2,9,10-tetranitrodipyrazolo[1,5-d:5′,1′-f][1,2,3,4]tetrazine (6) obtained from 4,4′,5,5′-tetranitro-2H,2′H-3,3′-bipyrazole (4) by N-amination and N-azo coupling reactions is described. The structures of 5 and 6 were confirmed by single crystal X-ray diffraction measurements. Compound 6 has a remarkable room temperature experimental density of 1.955 g cm^–3 and shows excellent detonation performance. In addition, it has a high decomposition temperature of 233 °C. These fascinating properties, which are comparable to those of CL-20, make it very attractive in high performance applications.

中文翻译：

在二硝基吡唑熔融的1,2,3,4-Tetrazine中平衡优异的性能和高的热稳定性

成功设计用于实际应用的高性能和不敏感的高能化合物的关键是通过调节分子结构，包括燃料和氧化剂。现在是一种优异的无氢5/6/5稠环高能材料，1,2,9,10-四硝基二吡唑并[1,5-d：5'，1'-f] [1,2,3,4]四嗪（6从4,4获得）'，5,5'-四硝基2 ħ，2' ħ -3,3'- bipyrazole（4）用N-胺化和N-偶氮偶联反应进行说明。通过单晶X射线衍射测量证实了5和6的结构。化合物6的室温实验密度为1.955 g cm ^–3并显示出出色的爆炸性能。此外，它的分解温度很高，为233°C。这些与CL-20相当的迷人特性使其在高性能应用中非常具有吸引力。

更新日期：2017-09-20

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