CHINESE JOURNAL OF ENERGETIC MATERIALS
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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)
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作者单位:

(1. 西安近代化学研究所, 陕西 西安 710065; 2. 氟氮化工资源高效开发与利用国家重点实验室, 陕西 西安 710065)

作者简介:

ZHAI Lian-jie(1988-), male, doctoral candidate. Research field: the synthesis of energetic materials. e-mail: trihever 0210@126.com Corresponding Author: FAN Xue-zhong (1962-), male, professor. Research field: research and development of solid propellant. e-mail: xuezhongfan@126.com

通讯作者:

FAN Xue-zhong (1962-), male, professor. Research field: research and development of solid propellant. e-mail: xuezhongfan@126.com

基金项目:

Natural Science Foundation of China (21243007) and National Defense Fundamental Scientific Research (B09201100051) Biography: ZHAI Lian-jie(1988-), male, doctoral candidate. Research field: the synthesis of energetic materials. e-mail: trihever 0210@126.com


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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Affiliation:

(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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    摘要:

    以丙二腈为原料,经重氮化、加成、环化等步骤高收率合成了5-(3-氨基呋咱-4-基)-1-羟基四唑(4)及其铵盐(5)、羟胺盐(6)。采用红外光谱、核磁共振、元素分析、X射线单晶衍射等进行了结构表征。用落锤法和摩擦感度仪测试了化合物4, 5, 6的撞击感度和摩擦感度。用差示扫描量热法研究了化合物4, 5, 6的热稳定性。结果表明,化合物4, 5, 6分子间和分子内形成大量氢键,这些氢键对其结构、密度、热性能及感度产生重要影响, 尤其是化合物6分子内氢原子均参与氢键形成,导致该化合物具有相对高的密度(1.786 g·cm-3)。化合物4, 5, 6 具有低的撞击感度和摩擦感度以及良好的热稳定性, 可用作环境友好型新一代不敏感含能材料。

    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. DOI:10.11943/j. issn.1006-9941.2016.09.008.
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. DOI:10.11943/j. issn.1006-9941.2016.09.008.

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  • 收稿日期: 2016-05-25
  • 最后修改日期: 2016-05-25
  • 录用日期: 2016-07-06
  • 在线发布日期: 2016-09-19
  • 出版日期: 2016-10-10