Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes
Synthesis and Investigation of Advanced Energetic Materials Based on Bispyrazolylmethanes
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DOI：
10.1002/anie.201609267
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发表时间：
2016-12-23
影响因子：
16.6
通讯作者：
Witkowski, Tomasz G.
中科院分区：
文献类型：
--
作者：
Fischer, Dennis;Gottfried, Jennifer L.;Witkowski, Tomasz G.
本文介绍了三种新型双吡唑基含能化合物的合成与表征。4-氨基-3，5-二硝基吡唑钠（5）与碘甲烷反应生成双（4-氨基-3，5-二硝基吡唑基）甲烷（6），它是一种具有高耐热性（T-dec=310 ℃）的次级炸药。该化合物的氧化得到双（3，4，5-三硝基吡唑基）甲烷（7），它是一种富氮和富氧的混合次级炸药，具有非常高的理论和实验爆轰性能（V-det（theor）= 9304 ms（-1）vs. V-det（exp）= 9910 ms（-1）），在CL-20的爆轰性能范围内。此外，热稳定性（T-dec=205摄氏度）和灵敏度为7是吉祥的。6与原位生成的亚硝酸反应生成起爆药双（4-重氮-5-硝基-3-氧代吡唑基）甲烷（8），其性能上级目前使用的重氮二硝基苯酚（DDNP）。
Herein we present the preparation and characterization of three new bispyrazolyl-based energetic compounds with great potential as explosive materials. The reaction of sodium 4-amino-3,5-dinitropyrazolate (5) with dimethyl iodide yielded bis(4-amino-3,5-dinitropyrazolyl)methane (6), which is a secondary explosive with high heat resistance (T-dec=310 degrees C). The oxidation of this compound afforded bis(3,4,5-trinitropyrazolyl)methane (7), which is a combined nitrogen- and oxygen-rich secondary explosive with very high theoretical and estimated experimental detonation performance (V-det (theor)=9304ms(-1) versus V-det(exp)=9910ms(-1)) in the range of that of CL-20. Also, the thermal stability (T-dec=205 degrees C) and sensitivities of 7 are auspicious. The reaction of 6 with insitu generated nitrous acid yielded the primary explosive bis(4-diazo-5-nitro-3-oxopyrazolyl)methane (8), which showed superior properties to those of currently used diazodinitrophenol (DDNP).