CHINESE JOURNAL OF ENERGETIC MATERIALS
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6-甲基-2-叠氮基-5-硝基-嘧啶-4(3H)-酮(AMNP)的合成、晶体结构及性能
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北京理工大学爆炸科学与技术国家重点实验室, 北京100081

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国家自然科学基金资助(U1830134)


Synthesis, Crystal Structure and Properties of 2-Azido-6-methyl-5-nitro-pyrimidin-4(3H)-one(AMNP)
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State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology,Beijing 100081, China

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    摘要:

    为了获得性能优良的含能材料,以5-氨基四唑和丙酮酸乙酯为原料,经过环化、硝化两步反应合成了一种新型含能化合物6-甲基-2-叠氮基-5-硝基-嘧啶-4(3H)-酮(AMNP),总产率为60%,并采用元素分析、红外分析、核磁共振对其结构进行了表征。在异丙醇中培养得到了AMNP单晶,利用X-射线单晶衍射分析仪确证了其分子结构和晶体结构,晶体属于斜方晶系,空间群Pna21,相对分子质量Mr =196.14,晶胞参数a=19.800(4) Å,b=5.6660(10) Å,c=14.300(3) Å,V=1604.3(5) Å3Z=8,晶胞密度Dc =1.624 g·cm-3;采用差示扫描量热法(DSC)和热失重法(TG/DTG)研究了其热分解性能,结果显示其第一热分解峰温为227.39 ℃,第二热分解峰温为298.75 ℃,表明其具有良好的热稳定性;采用BAM标准方法测试了其机械感度,结果表明,撞击感度10 J,摩擦感度大于360 N。

    Abstract:

    To satisfy the growing demand for military and civilian applications, a new energetic compound, 2-azido-6-methyl-5-nitropyrimidin-4(3H)-one(AMNP), was prepared from 5-aminotetrazole and ethyl acetoacetate through a two-step synthesis of cyclization and nitration with a total yield of 60%. Its structure was characterized by element analysis (EA), infrared spectroscopy (IR) and nuclear magnetic resonance (NMR). The single crystal of AMNP was cultured from isopropanol. Its molecular structure and crystal structure were determined by X-ray single crystal diffraction analyzer. The crystal belongs to orthorhombic crystal system, space group Pna21,with Mr=196.14,a=19.800(4) Å,b=5.6660(10) Å,c=14.300(3) Å,V=1604.3(5) Å3, Z=8, Dc=1.624 g·cm-3. The thermal behavior of AMNP was studied by using the differential scanning calorimetry (DSC) and thermo-gravimetric analysis (TG/DTG) method. Its first decomposition peak is 227.39 ℃ and the second one is 298.75 ℃, which indicate that it has a good thermal stability. According to standard BAM method, the impact sensitivity is 10 J, and the friction sensitivity is above 360 N.

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胡勇,杨俊清,张建国.6-甲基-2-叠氮基-5-硝基-嘧啶-4(3H)-酮(AMNP)的合成、晶体结构及性能[J].含能材料, 2020, 28(7):644-649. DOI:10.11943/CJEM2020006.
HU Yong, YANG Jun-qing, ZHANG Jian-guo. Synthesis, Crystal Structure and Properties of 2-Azido-6-methyl-5-nitro-pyrimidin-4(3H)-one(AMNP)[J]. Chinese Journal of Energetic Materials, 2020, 28(7):644-649. DOI:10.11943/CJEM2020006.

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历史
  • 收稿日期: 2020-01-13
  • 最后修改日期: 2020-03-25
  • 录用日期: 2020-03-06
  • 在线发布日期: 2020-03-25
  • 出版日期: 2020-07-25