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有机化学
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有机化学 ›› 2011, Vol. 31 ›› Issue (01): 132-135. 上一篇    下一篇

研究简报

4,6-二硝基-5,7-二氨基苯并氧化呋咱(CL-14)的合成与表征

王伯周，霍欢，李吉祯*，樊学忠，刘愆   

  1. (西安近代化学研究所 西安 710065)
  • 收稿日期:2009-10-13 修回日期:2010-06-09 发布日期:2010-08-19
  • 通讯作者: 李吉祯 E-mail:jizhenli@126.com
  • 基金资助:

    国家级.973计划

Synthesis and Characterization of 4,6-Dinitro-5,7-diamino Benzen-furoxan (CL-14)

WANG Bo-Zhou, HUO Huan, LI Ji-Zhen, FAN Xue-Zhong, LIU Qian   

  1. (Xi an Modern Chemistry Research Institute, Xi an 710065)
  • Received:2009-10-13 Revised:2010-06-09 Published:2010-08-19

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1449

被引次数

19 | 5

以2,4,6-三硝基氯苯为原料, 经过叠氮化、脱氮环化和异常亲核取代氢(VNS)反应合成了4,6-二硝基-5,7-二氨基苯并氧化呋咱(CL-14), 三步总收率达到50.3%, 并采用红外光谱、核磁共振光谱、元素分析等进行了结构表征|确定了合成CL-14的最佳VNS反应条件: 以盐酸羟氨作为VNS试剂, 20～40 ℃下反应6 h, 收率达到60%(文献值53%). 研究结果表明, CL-14具有良好的感度特性和热安定性, 其撞击感度与中间产物4,6-二硝基苯并氧化呋咱(DNBF)基本相当, 而其摩擦感度远低于其DNBF|DSC和TG-DTG实验发现, CL-14仅有一个分解过程, 其分解峰温为308.52 ℃.

关键词: 合成, 4,6-二硝基-5,7-二氨基苯并氧化呋咱(CL-14), 异常亲核取代氢(VNS)反应, 性能

4,6-Dinitro-5,7-diamino benzenfuroxan (CL-14) was synthesized from 2,4,6-trinitrchloroben- hzene through the process of azidcation, denitrogenation and vicarious nucleophilic substitution (VNS) reaction with total yield of 50.3%, and the structures of CL-14 and main intermediates were characterized by IR, NMR spectra and elemental analysis. The conditions of VNS reaction were optimized, and the optimal reactive conditions were obtained as follows: NH2OH•HCl was VNS reagent, the reactive time was 6 h at 20～40 ℃, and the yield was reached to 60%. The experimental results showed that there were favorable mechanical sensitivities and thermal stability of CL-14, which friction sensitivity was better than that of DNBF. DSC and TG-DTG measurements indicated that there was only one decomposition process of CL-14 with exothermic peak temperature of 308.52 ℃.

Key words: synthesis, 4,6-dinitro-5,7-diamino benzenfuroxan, vicarious nucleophilic substitution (VNS), characterization