An unusual reaction of 1,1-diamino-2-nitro-2-(1H-triazol-5-yl)ethene and hydrazine: The synthesis of a dihydrotetrazine bridged energetic compound

The exploration of energetic derivatives of 1,1-diamino-2,2-dinitroethylene (FOX-7) is a feasible strategy for attaining high-performance energetic materials. Of all the extant types of energetic derivatives, hydrazino-substituted FOX-7 derivatives have received the most extensive attention because...

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Bibliographic Details
Main Authors: Zhao-yang Yin, Wei Huang, Ya-qun Dong, Yu-ji Liu, Yong-xing Tang
Format: Article
Language:English
Published: KeAi Communications Co. Ltd. 2022-09-01
Series:Energetic Materials Frontiers
Subjects:
Online Access:http://www.sciencedirect.com/science/article/pii/S2666647222000343
Description
Summary:The exploration of energetic derivatives of 1,1-diamino-2,2-dinitroethylene (FOX-7) is a feasible strategy for attaining high-performance energetic materials. Of all the extant types of energetic derivatives, hydrazino-substituted FOX-7 derivatives have received the most extensive attention because of their excellent detonation performance. However, the applications of these derivatives are restricted by their relatively high mechanical sensitivities. In this study, the exploration of the reaction between 1,1-diamino-2-nitro-2-(1H-triazol-5-yl)ethene (Tri-FOX) and hydrazine monohydrate resulted in the development of an unexpected dihydrotetrazine bridged energetic compound: 3,6-bis((E)-hydrazono(1H-1,2,4-triazol-5-yl)methyl)-1,4-dihydro-1,2,4,5-tetrazine (BHDT). BHDT exhibits high onset decomposition temperature (Td ​= ​240 ​°C), low impact sensitivity (IS ​= ​30 ​J), and low friction sensitivity (FS ​= ​270 ​N). These features are more advantageous than those of H-FOX (Td ​= ​125 ​°C, IS ​= ​6 ​J) and HTz-FOX (Td ​= ​237 ​°C, IS ​= ​10 ​J, FS ​= ​240 ​N).
ISSN:2666-6472