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Studies on the synthesis and properties of nitroamino compounds based on tetrazine backbones

Abstract

In this paper, a series of novel energetic compounds based on the backbone of the tetrazine-triazole structure were successfully synthesized. N,N'-((1,2,4,5-tetrazine-3,6-diyl)bis(1,2-dihydro-3H-1,2,4-triazole-5-yl-3-ylidene)) dinitramino (4) were prepared by the nitration of 5,5'-(1,4-dihydro-1,2,4,5-tetrazine-3,6-diyl)bis(1H-1,2,4-triazol-3-amine) (3) with 100% nitric acid and its energetic salts (6-14) were also prepared. All the compounds were fully characterized. The structures of 4 and 5 were further confirmed by single crystal X-ray diffraction analysis. The results show these compounds have high heats of formation ranging from 2.05 to 3.95 kJ∙ g-1, good detonation pressures and detonation velocities as well as acceptable sensitivities. Among them, compound 4, with low sensitivities (IS: 20 J, FS: 270 N ) and excellent detonation properties (v D = 9100 m∙ s −1 ; P = 34.1 GPa) shows its potential application in the field of high energetic and insensitive explosives. The hydroxylammonium salt (7) exhibits promising energetic properties, which, in some cases, are superior to octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX).

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Article information


Submitted
15 Nov 2019
Accepted
18 Mar 2020
First published
18 Mar 2020

Dalton Trans., 2020, Accepted Manuscript
Article type
Paper

Studies on the synthesis and properties of nitroamino compounds based on tetrazine backbones

S. Zhang, H. Yang and G. Cheng, Dalton Trans., 2020, Accepted Manuscript , DOI: 10.1039/C9DT04426D

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