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Multiple Hydrogen-Bond Modification of [1,2,5]Oxadiazolo[3,4-b]pyridine 1-Oxide Framework Enables Access to Low-Sensitivity High-Energy Materials
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-05-30 , DOI: 10.1021/acs.joc.3c00676 You Ran 1 , Siwei Song 1 , Kangcai Wang 1 , Qinghua Zhang 1, 2
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-05-30 , DOI: 10.1021/acs.joc.3c00676 You Ran 1 , Siwei Song 1 , Kangcai Wang 1 , Qinghua Zhang 1, 2
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In this work, a fused-ring [1,2,5]oxadiazolo[3,4-b]pyridine 1-oxide framework with multiple modifiable sites was utilized to develop novel energetic materials with multiple hydrogen bonds. The prepared materials were characterized, and their energetic properties were extensively investigated. Among those studied, compound 3 exhibited high densities of 1.925 g cm–3 at 295 K and 1.964 g cm–3 at 170 K, with high detonation performances (Dv: 8793 m s–1 and P: 32.8 GPa), low sensitivities (IS: 20 J, FS: 288 N), and good thermal stability (Td: 223 °C). N-Oxide compound 4 had higher-energy explosive (Dv: 8854 m s–1 and P: 34.4 GPa) and low sensitivities (IS: 15 J and FS: 240 N). Compound 7 with a high enthalpy group (tetrazole) was determined as a high-energy explosive (Dv: 8851 m s–1, P: 32.4 GPa). Notably, the detonation properties of compounds 3, 4, and 7 were similar to high-energy explosive RDX (Dv: 8801 m s–1 and P: 33.6 GPa). The results indicated that compounds 3 and 4 were potential low-sensitivity high-energy materials.
中文翻译:
[1,2,5]恶二唑并[3,4-b]吡啶1-氧化物框架的多重氢键修饰使得获得低灵敏度高能材料成为可能
在这项工作中,利用具有多个可修饰位点的稠环[1,2,5]恶二唑并[3,4- b ]吡啶1-氧化物框架来开发具有多个氢键的新型含能材料。对所制备的材料进行了表征,并对其能量特性进行了广泛的研究。在这些研究中,化合物3在 295 K 时表现出 1.925 g cm –3的高密度,在 170 K 时表现出 1.964 g cm –3 的高密度,具有高爆轰性能(D v: 8793 ms –1和P: 32.8 GPa)、低灵敏度(IS:20 J,FS:288 N),热稳定性良好(T d:223 °C)。N-氧化物化合物4具有较高能量的炸药(D v:8854 ms –1和P:34.4 GPa)和低灵敏度(IS:15 J 和FS:240 N)。具有高焓基团(四唑)的化合物7被确定为高能炸药(D v:8851 ms –1,P:32.4 GPa)。值得注意的是,化合物3、4和7的爆炸特性与高能炸药 RDX 相似(D v: 8801 ms –1和P:33.6 GPa)。结果表明,化合物3和4是潜在的低灵敏度高能材料。
更新日期:2023-05-30
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
[1,2,5]恶二唑并[3,4-b]吡啶1-氧化物框架的多重氢键修饰使得获得低灵敏度高能材料成为可能
在这项工作中,利用具有多个可修饰位点的稠环[1,2,5]恶二唑并[3,4- b ]吡啶1-氧化物框架来开发具有多个氢键的新型含能材料。对所制备的材料进行了表征,并对其能量特性进行了广泛的研究。在这些研究中,化合物3在 295 K 时表现出 1.925 g cm –3的高密度,在 170 K 时表现出 1.964 g cm –3 的高密度,具有高爆轰性能(D v: 8793 ms –1和P: 32.8 GPa)、低灵敏度(IS:20 J,FS:288 N),热稳定性良好(T d:223 °C)。N-氧化物化合物4具有较高能量的炸药(D v:8854 ms –1和P:34.4 GPa)和低灵敏度(IS:15 J 和FS:240 N)。具有高焓基团(四唑)的化合物7被确定为高能炸药(D v:8851 ms –1,P:32.4 GPa)。值得注意的是,化合物3、4和7的爆炸特性与高能炸药 RDX 相似(D v: 8801 ms –1和P:33.6 GPa)。结果表明,化合物3和4是潜在的低灵敏度高能材料。