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N-bound primary nitramines based on 1,5-diaminotetrazole

机译:基于1,5-二氨基四唑的N结合伯硝胺

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摘要

1,5-Diaminotetrazole can be nitrated under very mild conditions by using nitronium tetrafluoroborate to result in 5-amino-1-nitriminotetrazole (1) in good yields. The same reaction can be performed with 1-amino-5- amino-4-methyltetrazole to yield 5- amino-4-methyl-1-nitriminotetrazole (2). Both compounds have been isolated and completely characterized by using vibrational spectroscopy, mass spectrometry, and differential scanning calorimetry. Additionally, X-ray diffraction measurements of the neutral compounds could be obtained; they indicated the structure of both compounds to be zwitterionic. Compounds 1 and 2 exhibit extremely high sensitivities to impact and friction and high positive heats of formation of 496 (1) and 453 kJmol ~(-1) (2), respectively. Additionally, high-nitrogen-containing salts of 1 have been synthesized by metathesis reactions of silver 5-amino- 1-nitriminotetrazolate with the corresponding halides so as to investigate the changes in sensitivity and thermal stability. All ionic compounds have been synthesized in good yields and characterized by means of vibrational and multinuclear NMR spectroscopy as well as X-ray diffraction measurements. Thermal stabilities have been evaluated by differential scanning calorimetry, whereas sensitivity measurements have been performed according to standardized Bundesanstalt für Materialforschung und -prüfung (BAM) tests. Theoretical calculations have been performed to investigate the heats of formation as well as the performance characteristics of the compounds.
机译:通过使用四氟硼酸硝鎓,可以在非常温和的条件下将1,5-二氨基四唑硝化,从而以良好的收率得到5-amino-1-nitriminotetrazole(1)。可以用1-氨基-5-氨基-4-甲基四唑进行相同的反应,得到5-氨基-4-甲基-1-硝氨基四唑(2)。两种化合物均已分离,并通过振动光谱,质谱和差示扫描量热法进行了完全表征。另外,可以得到中性化合物的X射线衍射测量值。他们表明这两种化合物的结构均为两性离子。化合物1和2对冲击和摩擦具有极高的敏感性,并分别具有496(1)和453 kJmol〜(-1)(2)的高正形成热。另外,已经通过5-氨基-1-氮杂氨基四唑酸银与相应的卤化物的复分解反应合成了含1的高氮盐,以研究灵敏度和热稳定性的变化。所有离子化合物都以高收率合成,并通过振动和多核NMR光谱以及X射线衍射测量进行了表征。热稳定性已通过差示扫描量热法进行了评估,而灵敏度测量则根据标准化的德国联邦材料与工程师协会(BAM)测试进行。已经进行了理论计算以研究化合物的形成热以及性能特征。

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