CHINESE JOURNAL OF ENERGETIC MATERIALS
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Synthesis and Properties of 5-(3-Amino-1,2,5-oxadiazol-4-yl)tetrazol-1-ol and Its Ammonium and Hydroxylammonium Salts
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(1. Xi′an Modern Chemistry Research Institute, Xi′an 710065, China; 2. State Key Laboratory of Fluorine & Nitrogen Chemicals, Xi′an 710065, China)

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    Abstract:

    5-(3-Amino-1, 2, 5-oxadiazol-4-yl)tetrazol-1-ol (4) as well as its ammonium salt (5), and hydroxylammonium salt (6) were synthesized with high yield from malononitrile as raw material via diazotization, addition, and cyclization reactions. Their structures were characterized by infrared (IR) spectra, nuclear magnetic resonance (NMR), elemental analyses, and X-ray single-crystal diffraction(XRD). The impact and friction sensitivities of compounds 4, 5 and 6 were tested using the drop hammer method and friction sensitivity tester. The thermal stabilities of compounds 4, 5 and 6 were studied by DSC. Results show that a large number of intramolecular and intermolecular hydrogen bonds for compounds 4, 5 and 6 are formed. These hydrogen bonds have an important influence on their structure, density, thermal properties and sensitivities, especially all hydrogens in the molecule of compound 6 participate in hydrogen bond formation, resulting in compound 6 has a relatively high density (1.786 g·cm-3). Compounds 4, 5 and 6 exhibit low impact and friction sensitivity and good thermal stabiliy and can be used as environmentally friendly and new-generation insensitive energetic materials.

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翟连杰,樊学忠,王伯周,等.5-(3-氨基呋咱-4-基)-1-羟基四唑及其铵盐、羟胺盐的合成及性能(英)[J].含能材料,2016,24(9):862-867.
ZHAI Lian-jie, FAN Xue-zhong, WANG Bo-zhou, et al. Synthesis and Properties of 5-(3-Amino-1,2,5-oxadiazol-4-yl)tetrazol-1-ol and Its Ammonium and Hydroxylammonium Salts[J]. Chinese Journal of Energetic Materials,2016,24(9):862-867.

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History
  • Received:May 25,2016
  • Revised:May 25,2016
  • Adopted:July 06,2016
  • Online: September 19,2016
  • Published: October 10,2016