Energetic isomers of bridged oxadiazole nitramines: The effect of asymmetric heterocyclics on stability and energetic properties

Sicheng Liao, Tianlin Liu*, Zhiyu Zhou, Kangcai Wang, Siwei Song, Qinghua Zhang

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Energetic isomers often exhibit different properties. To understand the effect of arrangement and connection of isomers on energetic properties and sensitivity, in this study, we designed and synthesized a series of oxadiazole nitramine compounds includingN-(5-(5-(nitramino)-1,3,4-oxadiazol-2-yl)-1,2,4-oxadiazol-3-yl)nitramide (NOON) and its ionic derivatives.NOONexhibits comparable performance (D= 8888 m s−1,P= 34.1 GPa) to highly explosive RDX. A comparative study of detonation properties, sensitivity, and thermal stability of the three oxadiazole nitramine isomers (NOON, ICM-101, and DNBO) is carried out. The results show that due to the proton transformation, strong intramolecular hydrogen bonding interaction, and formation of six-membered ring conformation, the 2-nitramino-1,3,4-oxadiazole building block exhibits better detonation properties and higher thermal stability than its isomer 2-nitramino-1,2,4-oxadiazole.

Original languageEnglish
Pages (from-to)13286-13293
Number of pages8
JournalDalton Transactions
Volume50
Issue number38
DOIs
StatePublished - 14 Oct 2021
Externally publishedYes

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