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首页> 外文期刊>Chemistry: A European journal >3,3'-Bi(1,2,4-oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups
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3,3'-Bi(1,2,4-oxadiazoles) Featuring the Fluorodinitromethyl and Trinitromethyl Groups

机译：具有氟二硝基甲基和三硝基甲基的3,3'-Bi（1,2,4-恶二唑）

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摘要

Here we report on the preparation of two hydrogen atom free 3,3'-bi(1,2,4-oxadiazole) derivatives. 5,5'-Bis-(fluorodinitromethyl)-3,3'-bi(1,2,4-oxadiazole) was synthesised by fluorination of diammonium 5,5'-bis(dinitromethanide)-3,3'-bi(1,2,4-oxadiazole). For our previously reported analogue 5,5'-bis(trinitromethyl)-3,3'-bi(1,2,4-oxadiazole), a new synthetic route starting from new 3,3'-bi(1,2,4-oxadiazolyl)-5,5'-diacetic acid was developed. In this course also hitherto unknown 5,5'-dimethyl-3,3'-bi(1,2,4-oxadiazole) was isolated. The compounds were characterised by multinuclear NMR spectroscopy, IR and Raman spectroscopy, elemental analysis as well as mass spectrometry. X-ray diffraction studies were performed and the crystal structures for the 5,5'-dimethyl and 5,5'-(fluorodinitromethyl) derivatives are reported. The energetic 5,5'-(fluorodinitromethyl) and 5,5'-(trinitromethyl) compounds do not contain any hydrogen atoms and show remarkable high densities. Furthermore, the thermal stabilities and sensitivities were determined by differential scanning calorimetry (DSC) and standardised impact and friction tests. The heats of formation were calculated by the atomisation method based on CBS-4M enthalpies. With these values and the room-temperature X-ray densities, several detonation and propulsion parameters, such as the detonation velocity and pressure as well as the specific impulse of mixtures with aluminium, were computed using the EXPLO5 code.
机译：在这里我们报告了两个氢原子游离的3,3'-双（1,2,4-恶二唑）衍生物的制备。通过氟化5,5'-双（二硝基甲烷）-3,3'-bi（1）的二铵合成5,5'-Bis-（氟二硝基甲基）-3,3'-bi（1,2,4-恶二唑） ，2,4-恶二唑）。对于我们先前报道的类似物5,5'-双（三硝基甲基）-3,3'-bi（1,2,4-恶二唑），从新的3,3'-bi（1,2,4）开始的新合成途径（恶二唑基）-5，5′-二乙酸被开发出来。在此过程中，还分离了迄今未知的5,5'-二甲基-3,3'-双（1,2,4-恶二唑）。通过多核NMR光谱，IR和拉曼光谱，元素分析以及质谱对化合物进行表征。进行了X射线衍射研究，并报道了5,5'-二甲基和5,5'-（氟二硝基甲基）衍生物的晶体结构。高能的5,5'-（氟二硝基甲基）和5,5'-（三硝基甲基）化合物不包含任何氢原子，并且显示出显着的高密度。此外，通过差示扫描量热法（DSC）以及标准化的冲击和摩擦测试确定了热稳定性和敏感性。通过基于CBS-4M焓的雾化方法计算形成热。利用这些值和室温X射线密度，使用EXPLO5代码计算了几个爆轰和推进参数，例如爆轰速度和压力以及与铝的混合物的比冲。

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