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Novel trinitroethanol derivatives: high energetic 2-(2,2,2-trinitroethoxy)-1,3,5-triazines

机译:新型三硝基醇衍生物:高能2-(2,2,2-三腈氧基)-1,3,5-三嗪

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The multicomponent reaction of 2,4,6-trichloro-1,3,5-triazine with potassium trinitromethane and trinitroethanol was exploited for the first synthesis of the hetaryl trinitroethyl ether, 2,4-bis(2,2,2-trinitroethoxy)-6-trinitrometyl-1,3,5-triazine 13 . The use of compound 13 as a scaffold for the synthesis of substituted trinitroethoxytriazine by sequential nucleophilic substitution processes is described. A number of trinitroethoxytriazines bearing a range of functional groups, including 2,4,6-tris(2,2,2-trinitroethoxy)-1,3,5-triazine 16 , have been prepared. There has been no previous incorporation of the trinitroethoxy moiety to a heteroaromatic ring. All trinitroethoxytriazines were fully characterized using IR and multinuclear NMR spectroscopy, elemental analysis, and differential scanning calorimetry (DSC), and, in some cases, 16 , 20 and 21 , with single crystal X-ray structuring. When compared to the aliphatic trinitroethoxy compounds, the trinitroethoxytriazines show better energetic performance as calculated. The impact sensitivities and ignition points of the novel oxygen and nitrogen-rich triazines were measured. The ability of the applied trinitroethoxytriazines in solid composite propellants as well as in gas generant compositions for airbag inflators was evaluated. The straightforward preparation of these ethers highlights them as valuable new environmentally friendly and high-performing nitrogen and oxygen-rich materials.
机译:将2,4,6-三氯-1,3,5-三嗪与三硝基甲烷和三硝基甲醇的多组分反应进行促进Hetaryl三乙基醚的第一次合成,2,4-双(2,2,2-三硝基氧基) -6- Trinircometlyl-1,3,5-三嗪13。描述了通过顺序亲核代替方法作为合成取代的三硝基氧基三嗪的支架作为支架。已经制备了许多官能团的三腈乙氧基三嗪,包括2,4,6-三(2,2,2-三硝基氧基)-1,3,5-三嗪16。以前没有将三硝基氧基部分掺入杂芳环。所有三氢乙氧基三嗪用IR和多核NMR光谱,元素分析和差示扫描量热法(DSC)完全表征,并且在某些情况下,16,20和21,具有单晶X射线结构。与脂族三硝基氧基化合物相比,三硝基乙氧基三嗪如计算出现更好的能量性能。测定了新型氧气和富含富含三嗪的冲击敏感度和点火点。评价了施加的三硝基氧基三嗪在固体复合推进剂中以及用于安全气囊充气器的气体发生组合物中的能力。这些醚的直接准备突出了它们作为有价值的新的环保和高性能的氮和富氧材料。

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