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Synthesis and characterization of allyl- and vinyl-substituted 1,2-bis(tetrazolo)ethanes as polymeric precursors

机译:烯丙基和乙烯基取代的1,2-双(四唑)乙烷作为聚合物前体的合成与表征

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摘要

On the basis of 1,2-bis(5-tetrazolo)ethane (BTE) the corresponding twofold vinyl and allyl N-substituted derivatives were synthesized using 1,2-dibromoethane and allyl bromide, respectively. The compounds were obtained as two different constitutional isomers. Both species were analyzed using NMR and IR spectroscopy, elemental analysis, as well as mass spectrometry. In the case of the diallyl bistetrazoles, the two isomers were characterized using 2D NMR spectroscopy. The synthesis of the divinyl compounds gave crystals of the 2,2'-N-substituted isomer, which were analyzed by single-crystal X-ray diffraction. The thermal stability of the compounds was determined using differential scanning calorimetry (DSC) and gave decomposition temperatures around 190 degrees C and 230 degrees C. For the investigation of the inherent energetic potential, sensitivities toward physical stimuli and detonation parameters were determined. The compounds turned out to be insensitive toward friction and impact and possess moderate energetic properties.
机译:在1,2-双(5-四唑)乙烷(BTE)的基础上,分别使用1,2-二溴乙烷和烯丙基溴合成了相应的两倍乙烯基和烯丙基N-取代的衍生物。获得的化合物为两种不同的结构异构体。两种物质均使用NMR和IR光谱,元素分析以及质谱进行了分析。在二烯丙基双四唑的情况下,使用2D NMR光谱对两种异构体进行表征。二乙烯基化合物的合成得到2,2′-N-取代的异构体的晶体,其通过单晶X射线衍射分析。使用差示扫描量热法(DSC)测定化合物的热稳定性,并给出分解温度在190摄氏度和230摄氏度左右。为研究固有的高能势,确定了对物理刺激和爆轰参数的敏感性。事实证明这些化合物对摩擦和冲击不敏感,并具有适度的能量性质。

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