CHINESE JOURNAL OF ENERGETIC MATERIALS
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新型内盐N-(2,2-二硝基乙基)氨基胍的合成与性能
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1.西南科技大学环境友好能源材料国家重点实验室,四川 绵阳 621010;2.西南科技大学材料科学与工程学院,四川 绵阳 621010;3.西南科技大学生命科学与工程学院,四川 绵阳 621010

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国家自然科学基金资助(11572270)


Synthesis and Properties of New Zwitterionic N-(2,2-Dinitroethyl)-aminoguanidine
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1.State Key Laboratory of Environment-friendly Energy Materials, Southwest University of Science and Technology,Mianyang 621010, China;2.School of Materials Science and Engineering, Southwest University of Science and Technology,Mianyang 621010, China;3.School of Life Science and Engineering, Southwest University of Science and Technology,Mianyang 621010, China

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    摘要:

    以2,2-二硝基丙二醇为原料,经降解反应和取代两步反应合成了内盐型化合物N-(2,2-二硝基乙基)氨基胍,两步总反应产率为65%,采用X-射线单晶衍射分析、傅里叶变换红外光谱(FT-IR)、核磁共振谱(1H NMR、13C NMR)和元素分析等方法进行了结构表征;通过差热示差量热仪-热失重(DSC-TG)联用技术测定了其分解温度,利用等键方程和K-J方程预测了其能量参数。结果表明,内盐N-(2,2-二硝基乙基)氨基胍的晶体为单斜晶系,空间群为P21/n,晶胞参数为a= 8.8613(10) Å,b=6.4568(6) Å,c=13.4134(16) Å,α=90°,β=95.093(4)°,γ=90°,V=764.43(14) nm3Z=4,Dc=1.670 g·cm-3F(000)=400。其热分解温度为183.8 ℃,理论爆速为 8333 m·s-1,理论爆压为29.4 GPa;实测的撞击感度和摩擦感度较低,撞击感度为20 J,摩擦感度为120 N。

    Abstract:

    A new zwitterionic energetic compound N-(2,2-dinitroethyl)-aminoguanidine can be obtained through two-step reactions (degradation reaction and substitution reaction) using 2,2-dinitro-1,3-propanediol as raw material in a total yield of 65%. Its structure was characterized by single-crystal X-ray diffraction,FT-IR, NMR (1H NMR and 13C NMR) and elemental analyses. Its thermal decomposition temperature was confirmed by differential scanning calorimetry and thermogravimetry (DSC-TG), and energetic parameters were calculated using the method of isodesmic reactions and K-J formula. The results show that the crystal of zwitterionic N-(2,2-dinitroethyl)-aminoguanidine belongs to monoclinic system and P21/n space group with cell parameters of a=8.8613(10) Å,b=6.4568(6) Å,c=13.4134(16) Å,α= 90°,β=95.093(4)°,γ=90°, V=764.43(14) nm3Z=4,Dc=1.670 g·cm-3F(000)=400. The decomposition temperature locates at 183.8 ℃, and calculated detonation velocities and pressures are 8333 m·s-1, 29.4 GPa, respectively. The measured impact and friction sensitivities are low (IS=20 J,FS=120 N)。

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赖媛,潘传鑫,周婷婷,等.新型内盐N-(2,2-二硝基乙基)氨基胍的合成与性能[J].含能材料,2020,28(4):330-335. DOI:10.11943/CJEM2019115.
LAI Yuan, PAN Chuan-xin, ZHOU Ting-ting, et al. Synthesis and Properties of New Zwitterionic N-(2,2-Dinitroethyl)-aminoguanidine[J]. Chinese Journal of Energetic Materials, 2020, 28(4):330-335. DOI:10.11943/CJEM2019115.

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历史
  • 收稿日期: 2019-04-26
  • 最后修改日期: 2019-09-20
  • 录用日期: 2019-07-12
  • 在线发布日期: 2019-09-11
  • 出版日期: 2020-04-23