Yu Qiong, Imler Gregory H, Parrish Damon A, Shreeve Jean'ne M
Department of Chemistry, University of Idaho, Moscow, ID, 83844-2343, USA.
School of Chemical Engineering, Nanjing University of Science & Technology, Nanjing, 210094, P.R. China.
Chemistry. 2017 Dec 14;23(70):17682-17686. doi: 10.1002/chem.201704939. Epub 2017 Nov 28.
Trianionic energetic salts based on one nitromethylene and two dinitromethyl anions were designed and synthesized. Interestingly, the unstable dinitromethylene group of diethyl 2,2'-((dinitromethylene)bis(1,3,4-oxadiazole-5,2-diyl))bis(2,2-dinitroacetate) (2) was changed to a mononitromethylene group by an aminolysis reaction to form triammonium ((nitromethanidylene)bis(1,3,4-oxadiazole-5,2-diyl))bis(dinitromethanide) (3), whereas in (dinitrobis(5-(trinitromethyl)-1,3,4-oxadiazol-2-yl)methan) 8 it was hydrolyzed to a carbonyl group resulting in (bis(5-(trinitromethyl)-1,3,4-oxadiazol-2-yl)methanone) 9. All the new compounds were fully characterized by infrared, multinuclear NMR spectra, and elemental analysis. The structures of triammonium ((nitromethanidylene)bis(1,3,4-oxadiazole-5,2-diyl))bis(dinitromethanide) dihydrate (3⋅2 H O) and bis(2-dinitromethyl-1,3,4-oxadiazole-5-yl)methanone (9) were further confirmed by single-crystal X-ray diffraction analysis. Based on their different physical and detonation properties, some of the energetic salts were found to exhibit good energetic performance and low sensitivity.
设计并合成了基于一个硝基亚甲基和两个二硝甲基阴离子的三阴离子含能盐。有趣的是，2,2'-((二硝基亚甲基)双(1,3,4-恶二唑-5,2-二基))双(2,2-二硝基乙酸乙酯)(2)中不稳定的二硝基亚甲基基团通过氨解反应转变为单硝基亚甲基基团，形成三铵盐((硝基亚甲基)双(1,3,4-恶二唑-5,2-二基))双(二硝甲基化物)(3)，而在(dinitrobis(5-(三硝基甲基)-1,3,4-恶二唑-2-基)甲烷)8中，它水解为羰基，生成(bis(5-(三硝基甲基)-1,3,4-恶二唑-2-基)甲酮)9。所有新化合物均通过红外光谱、多核核磁共振光谱和元素分析进行了全面表征。((硝基亚甲基)双(1,3,4-恶二唑-5,2-二基))双(二硝甲基化物)二水合物(3·2H₂O)和双(2-二硝基甲基-1,3,4-恶二唑-5-基)甲酮(9)的结构通过单晶X射线衍射分析进一步得到证实。基于它们不同的物理和爆轰性能，发现一些含能盐具有良好的含能性能和低感度。
