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Synthesis, Characterization and Performance of Promising Energetic Materials Based on 1,3‐Oxazinane
Author(s) -
Xue Qi,
Bi Fuqiang,
Zhai Lianjie,
Guo Tao,
Zhang Jiarong,
Zhang Shengyong,
Wang Bozhou,
Zhang Junlin
Publication year - 2019
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.201900322
Subject(s) - characterization (materials science) , nanotechnology , energetic material , materials science , chemistry , organic chemistry , explosive material
1,3‐oxazinane is an ideal framework for advanced energetic materials because of its compact skeleton and the presence of several modifiable sites. However, investigations on characterization and performance of 1,3‐oxazinane energetic compounds are extremely limited. Two heterocyclic 1,3‐oxazinane molecules were synthesized under different Mannich condensation processes and further reacted to form nitro‐ and azide‐substituted energetic compounds 3,5,5‐trinitro‐1,3‐oxazinane (TNTON) and 5‐azido‐3,5‐dinitro‐1,3‐oxazinane (ADTON), in good yields. Interestingly, the two energetic molecules showed distinct physical properties. ADTON shows an impressive glass transition temperature (Tg) as low as −46 °C with high density, which is highly suitable for rate‐accelerating materials. TNTON exhibits good thermal stabilities (melting point of 89 °C and a decomposition point of 231 °C) and highly insensitive behavior (38 J, 360 N). The theoretical detonation pressure of TNTON is ca. 63 % higher than that of TNT, indicating broad application prospects in melt‐cast explosives.