Nitrogen-Rich Tetrazolo[1,5-b]pyridazine: Promising Building Block for Advanced Energetic Materials,Journal of the American Chemical Society

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Nitrogen-Rich Tetrazolo[1,5-b]pyridazine: Promising Building Block for Advanced Energetic Materials
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-01-31 , DOI: 10.1021/jacs.0c00161
Wei Huang ₁ , Yongxing Tang _{1,

2} , Gregory H Imler ₃ , Damon A Parrish ₃ , Jean'ne M Shreeve ₂

Affiliation

Two metal-free explosives: tetrazolo[1,5-b]pyridazine-containing molecules, [6-azido-8-nitrotetrazolo[1,5-b]pyridazine-7-amine (3at) and 8-nitrotetrazolo[1,5-b]pyridazine-6,7-diamine (6)] were obtained via straightforward two-step synthetic routes from commercially available reagents. Compound 3at displays excellent detonation performance (Dv = 8746 m s-1 and P = 31.5 GPa), which is superior to commercial primary explosives such as lead azide and diazodinitrophenol (DDNP). Compound 6 has superior thermal stability, remarkable insensitivity and good detonation performance, strongly suggesting it as an acceptable secondary explosive. The initiating ability of compound 3at has been tested by detonating 500 mg RDX with a surprisingly low minimum primary charge (MPC) of 40 mg. The extraordinary initiating power surpasses conventional primary explosives, such as commercial DDNP (70 mg) and reported 6-nitro-7-azido-pyrazol[3,4-d][1,2,3]triazine-2-oxide (ICM-103) (60 mg). The outstanding detonation power of 3at contributes to its future prospects as a promising green primary explosive. In addition, the environmentally benign methodology for the synthesis of 3at effectively shortens the time from laboratory-scale research to practical application.

中文翻译：

富氮四唑并[1,5-b]哒嗪：先进高能材料的有前途的基石

两种不含金属的炸药：含四唑并[1,5-b]哒嗪的分子、[6-叠氮基-8-硝基四唑并[1,5-b]哒嗪-7-胺(3at)和8-硝基四唑[1,5] -b]哒嗪-6,7-二胺 (6)] 是通过直接的两步合成路线从市售试剂中获得的。化合物3at显示出优异的爆轰性能（Dv = 8746 m s-1和P = 31.5 GPa），优于叠氮化铅和重氮二硝基苯酚（DDNP）等商用起爆药。化合物6具有优异的热稳定性、显着的不敏感性和良好的爆轰性能，强烈表明它是一种可接受的二次炸药。化合物 3at 的起爆能力已通过引爆 500 毫克 RDX 进行测试，其最低初级装药 (MPC) 低得惊人，为 40 毫克。超凡的起爆威力超越传统的起爆药，例如商业 DDNP (70 mg) 和报道的 6-nitro-7-azido-pyrazol[3,4-d][1,2,3]triazine-2-oxide (ICM-103) (60 mg)。3at 出色的爆炸威力有助于其作为一种有前途的绿色初级炸药的未来前景。此外，合成 3at 的环境友好方法有效地缩短了从实验室规模研究到实际应用的时间。

更新日期：2020-01-31

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