Synthesis, Crystal Structure and Thermal Behavior of 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine

高等学校化学研究 ›› 2012, Vol. 28 ›› Issue (4): 716-720.

Synthesis, Crystal Structure and Thermal Behavior of 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine

WANG Min¹, XU Kang-zhen¹, HE Fei¹, ZHANG Hang¹, CHEN Yong-shun¹, SONG Ji-rong^1,2, ZHAO Feng-qi³

1. School of Chemical Engineering, Northwest University, Xi’an 710069, P. R. China;
2. The Palace Museum, Beijing 100009, P. R. China;
3. Science and Technology on Combustion and Explosion Laboratory, Xi’an Modern Chemistry Research Institute, Xi’an 710065, P. R. China

收稿日期:2011-10-10 修回日期:2011-12-20 出版日期:2012-07-25 发布日期:2012-07-25
通讯作者: XU Kang-zhen E-mail:xukz@nwu.edu.cn
基金资助:
Supported by the National Natural Science Foundation of China(No.20803058), the Basal Science Foundation of National Defense(No.B0920110005), the Science Program Foundation of Shaanxi Province, China(No.2011kjxx31) and the Education Committee Foundation of Shaanxi Province, China(No.2010JK881).

Synthesis, Crystal Structure and Thermal Behavior of 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine

WANG Min¹, XU Kang-zhen¹, HE Fei¹, ZHANG Hang¹, CHEN Yong-shun¹, SONG Ji-rong^1,2, ZHAO Feng-qi³

1. School of Chemical Engineering, Northwest University, Xi’an 710069, P. R. China;
2. The Palace Museum, Beijing 100009, P. R. China;
3. Science and Technology on Combustion and Explosion Laboratory, Xi’an Modern Chemistry Research Institute, Xi’an 710065, P. R. China

Received:2011-10-10 Revised:2011-12-20 Online:2012-07-25 Published:2012-07-25
Supported by:
Supported by the National Natural Science Foundation of China(No.20803058), the Basal Science Foundation of National Defense(No.B0920110005), the Science Program Foundation of Shaanxi Province, China(No.2011kjxx31) and the Education Committee Foundation of Shaanxi Province, China(No.2010JK881).

摘要/Abstract

摘要： A new energetic material, 4,5-dimethoxy-2-(dinitromethylene)imidazolidine(DMDNI), was synthesized by the reaction of 4,5-dihydroxyl-2-(dinitromethylene)-imidazolidine(DDNI) and methanol, and structurally characterized by single crystal X-ray diffraction. DMDNI crystallized in triclinic space group P, with crystal data a=0.4324(4) nm, b=1.3599(11) nm, c=1.7503(14) nm, α=77.406(14)°, β=84.494(15)°, γ=87.976(14)°, V=0.9997(14) nm³, Z=4, μ＝0.140 mm^-1, F(000)=488, D_c=1.556 g/cm³, R₁=0.0773 and wR₂=0.1574. Thermal decomposition of DMDNI was studied, and its thermal decomposition process was divided into two stages. The first stage was a mel- ting process and the second stage was an exothermic decomposition process. The enthalpy, apparent activation energy and pre-exponential constant of the exothermic decomposition reaction are -491.5 J/g, 142.3 kJ/mol and 10^14.24s^-1, respectively. The critical temperature of thermal explosion is 162.47℃. DMDNI has a lower thermal stability than DDNI but it is close to that of 4,5-diacetoxyl-2-(dinitromethylene)-imidazolidine(DADNI).

关键词: Crystal structure, Thermal behavior, 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine(DMDNI), 1,1-Diamino- 2,2-dinitroethylene(FOX-7)

Abstract: A new energetic material, 4,5-dimethoxy-2-(dinitromethylene)imidazolidine(DMDNI), was synthesized by the reaction of 4,5-dihydroxyl-2-(dinitromethylene)-imidazolidine(DDNI) and methanol, and structurally characterized by single crystal X-ray diffraction. DMDNI crystallized in triclinic space group P, with crystal data a=0.4324(4) nm, b=1.3599(11) nm, c=1.7503(14) nm, α=77.406(14)°, β=84.494(15)°, γ=87.976(14)°, V=0.9997(14) nm³, Z=4, μ＝0.140 mm^-1, F(000)=488, D_c=1.556 g/cm³, R₁=0.0773 and wR₂=0.1574. Thermal decomposition of DMDNI was studied, and its thermal decomposition process was divided into two stages. The first stage was a mel- ting process and the second stage was an exothermic decomposition process. The enthalpy, apparent activation energy and pre-exponential constant of the exothermic decomposition reaction are -491.5 J/g, 142.3 kJ/mol and 10^14.24s^-1, respectively. The critical temperature of thermal explosion is 162.47℃. DMDNI has a lower thermal stability than DDNI but it is close to that of 4,5-diacetoxyl-2-(dinitromethylene)-imidazolidine(DADNI).

Key words: Crystal structure, Thermal behavior, 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine(DMDNI), 1,1-Diamino- 2,2-dinitroethylene(FOX-7)

WANG Min, XU Kang-zhen, HE Fei, ZHANG Hang, CHEN Yong-shun, SONG Ji-rong, ZHAO Feng-qi . Synthesis, Crystal Structure and Thermal Behavior of 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine[J]. 高等学校化学研究, 2012, 28(4): 716-720.

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Synthesis, Crystal Structure and Thermal Behavior of 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine

Synthesis, Crystal Structure and Thermal Behavior of 4,5-Dimethoxy-2-(dinitromethylene)imidazolidine

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