The Chemistry and Properties of Energetic Materials Bearing [1,2,4]Triazolo[4,3-b][1,2,4,5]tetrazine Fused Rings

Guilong Wang; Tian Lu; Guijuan Fan; Chengqiu Li; Hongquan Yin; Fu Xue Chen

doi:10.1002/asia.201801145

The Chemistry and Properties of Energetic Materials Bearing [1,2,4]Triazolo[4,3-b][1,2,4,5]tetrazine Fused Rings

Guilong Wang, Tian Lu, Guijuan Fan, Chengqiu Li, Hongquan Yin, Fu Xue Chen^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

24 Citations (Scopus)

Abstract

Treatment of heterocyclic amines featuring fused rings of [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine with fuming HNO₃/P₂O₅ leads to six fully characterized explosives through multiple nitration and reduction or oxidation mechanism. Thus, 4-nitro-N-(3-nitro[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-1,2,5-oxadiazol-3-amine (3 b, TTDNF) showed high performance (D=9180 m s⁻¹, P=36.7 GPa) and low impact sensitivity (IS>40 J) while N-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-3-nitro-1,2,4-oxadiazol-5-amine (4 a, TTNOA) exhibited a potential cast explosive component with low melting point at 88.2 °C and high onset decomposition temperature at 226.2 °C.

Original language	English
Pages (from-to)	3718-3722
Number of pages	5
Journal	Chemistry - An Asian Journal
Volume	13
Issue number	23
DOIs	https://doi.org/10.1002/asia.201801145
Publication status	Published - 4 Dec 2018

Keywords

[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine
energetic materials
fused rings
nitration
synthesis

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10.1002/asia.201801145

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title = "The Chemistry and Properties of Energetic Materials Bearing [1,2,4]Triazolo[4,3-b][1,2,4,5]tetrazine Fused Rings",

abstract = "Treatment of heterocyclic amines featuring fused rings of [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine with fuming HNO3/P2O5 leads to six fully characterized explosives through multiple nitration and reduction or oxidation mechanism. Thus, 4-nitro-N-(3-nitro[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-1,2,5-oxadiazol-3-amine (3 b, TTDNF) showed high performance (D=9180 m s−1, P=36.7 GPa) and low impact sensitivity (IS>40 J) while N-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-3-nitro-1,2,4-oxadiazol-5-amine (4 a, TTNOA) exhibited a potential cast explosive component with low melting point at 88.2 °C and high onset decomposition temperature at 226.2 °C.",

keywords = "[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine, energetic materials, fused rings, nitration, synthesis",

author = "Guilong Wang and Tian Lu and Guijuan Fan and Chengqiu Li and Hongquan Yin and Chen, {Fu Xue}",

note = "Publisher Copyright: {\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim",

year = "2018",

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AU - Wang, Guilong

AU - Lu, Tian

AU - Fan, Guijuan

AU - Li, Chengqiu

AU - Yin, Hongquan

AU - Chen, Fu Xue

PY - 2018/12/4

Y1 - 2018/12/4

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AB - Treatment of heterocyclic amines featuring fused rings of [1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine with fuming HNO3/P2O5 leads to six fully characterized explosives through multiple nitration and reduction or oxidation mechanism. Thus, 4-nitro-N-(3-nitro[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-1,2,5-oxadiazol-3-amine (3 b, TTDNF) showed high performance (D=9180 m s−1, P=36.7 GPa) and low impact sensitivity (IS>40 J) while N-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl)-3-nitro-1,2,4-oxadiazol-5-amine (4 a, TTNOA) exhibited a potential cast explosive component with low melting point at 88.2 °C and high onset decomposition temperature at 226.2 °C.

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The Chemistry and Properties of Energetic Materials Bearing [1,2,4]Triazolo[4,3-b][1,2,4,5]tetrazine Fused Rings

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