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N-重氮桥连硝基唑类:与硝基官能团兼容的连环氮原子链

N-diazo-bridged nitroazoles: catenated nitrogen-atom chains compatible with nitro functionalities.

作者信息

Yin Ping, Parrish Damon A, Shreeve Jean'ne M

机构信息

Department of Chemistry, University of Idaho, Moscow, Idaho, 83844-2343 (USA), Fax: (+1) 208-885-9146.

出版信息

Chemistry. 2014 May 26;20(22):6707-12. doi: 10.1002/chem.201402762. Epub 2014 Apr 24.

DOI:10.1002/chem.201402762
PMID:24764220
Abstract

N-diazo-bridged azoles were synthesized based on oxidative coupling of N-aminoazoles. Incorporation of extended catenated nitrogen-atom chains with nitro groups led to compounds with favorable functional compatibilities. This combination gives rise to a series of high-density energetic materials (HEDMs) with high heats of formation, enhanced densities, positive oxygen balances, and good detonation properties while retaining excellent thermal stabilities and relatively low impact sensitivities. Calculated and experimental studies showed the delicate balance between the length of the nitrogen atom chain, energetic performance, and inherent stability, thus, providing a promising strategy for designing advanced energetic materials.

摘要

基于N-氨基唑的氧化偶联反应合成了N-重氮桥连唑类化合物。引入带有硝基的长链稠合氮原子链可得到具有良好功能相容性的化合物。这种组合产生了一系列具有高生成热、提高密度、正氧平衡和良好爆轰性能的高密度含能材料(HEDMs),同时保持了优异的热稳定性和相对较低的撞击感度。计算和实验研究表明了氮原子链长度、能量性能和固有稳定性之间的微妙平衡,因此为设计先进含能材料提供了一种有前景的策略。

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