CHINESE JOURNAL OF ENERGETIC MATERIALS
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3-氨基-2,4,6-三硝基苯甲醚的合成及性能
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中国工程物理研究院重大科学技术发展基金(No.2007A03002)


Synthesis and Properties of 3-Amino-2,4,6-trinitroanisole
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    摘要:

    为了寻找含能共熔物中的辅助组分,合成了3-氨基-2,4,6-三硝基苯甲醚,并对其性能进行了初步研究。以市售苦味酸为原料,经过甲基化、替代氢的亲核取代反应,得到目标产物,产率达76%以上。产物和中间体的结构通过傅立叶红外光谱、核磁共振氢谱、元素分析进行了表征。对甲基化反应和替代氢的亲核取代反应机理进行了探讨。通过DSC和TG研究了3-氨基-2,4,6-三硝基苯甲醚的热分解性能,其吸热峰温为133.77 ℃,放热峰温254.10 ℃,在199.6 ℃,质量损失1.71%左右。采用特性落高法测得其撞击感度H50为82.5 cm,爆炸概率法测得其摩擦感度为0%、其静电火花感度为V50=11.42 kV,E50=1.99 J。采用VLW软件计算理论爆速为7.459 km·s-1 (ρ=1.709 g·cm-3),理论爆压为22.9 GPa (ρ=1.709 g·cm-3)。研究结果表明,3-氨基-2,4,6-三硝基苯甲醚具有较好的热稳定性,其感度低于TNT,理论爆速和爆压高于TNT,是一种性能良好的高能低感炸药,可作为辅助组分用于含能共熔物中。

    Abstract:

    To find suitable components for energetic eutectic mixtures, 3-amino-2,4,6-trinitroanisole with an overall yield of 76% was synthesized via the sequence methylation-VNS amination of commercial picric acid. And its properties were preliminarily studied by IR, 1H NMR and elemental analysis. The mechanism of methylation and VNS amination were discussed. DSC-TG curves show that the endothermic peak temperature is 133.77 ℃ and the exothermic peak temperature is 254.10 ℃. The massloss is about 1.71% at 199.6 ℃. H50 is 82.5 cm and the friction sensitivity is 0%. V50 is 11.42 kV and E50 is 1.99 J. The theoretical detonation velocity is 7.459 km·s-1 (ρ=1.709 g·cm -3), and the theoretical detonation pressure is 22.9 GPa (ρ=1.709 g·cm -3). Results show that 3-amino-2,4,6-trinitroanisole is stable to heat. The theoretical detonation velocity and pressure of 3-amino-2,4,6-trinitroanisole are larger than that of TNT.

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张学梅,董海山,夏云霞,等.3-氨基-2,4,6-三硝基苯甲醚的合成及性能[J].含能材料, 2010, 18(2):135-138. DOI:10.3969/j. issn.1006-9941.2010.02.003.
ZHANG Xue-mei, DONG Hai-shan, XIA Yun-xia, et al. Synthesis and Properties of 3-Amino-2,4,6-trinitroanisole[J]. Chinese Journal of Energetic Materials, 2010, 18(2):135-138. DOI:10.3969/j. issn.1006-9941.2010.02.003.

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  • 收稿日期: 2009-10-18
  • 最后修改日期: 2010-02-05
  • 录用日期: 2009-12-08
  • 在线发布日期: 2010-04-16
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