CHINESE JOURNAL OF ENERGETIC MATERIALS
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2-甲基-2-硝基-1,3-二叠氮基丙烷的合成
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武器装备部预研基金项目(51328050505)


Synthesis of 2-Methyl-2-nitro-1,3-diazido-propane
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    摘要:

    以硝基乙烷、甲醛为原料,自行设计合成路线,经缩合、磺酰化、叠氮化等反应合成了2-甲基-2-硝基-1,3-二叠氮基丙烷(NMPA)。采用红外光谱、核磁共振及元素分析对其结构进行了表征; 研究了叠氮化温度、时间及反应介质对产物得率的影响,确定最佳反应条件为: 反应温度93~95 ℃,反应介质二甲基亚砜,反应时间30 h,总收率(以硝基乙烷计)为71.5%,纯度达99%以上。测得NMPA的一些性能如下: ρ=1.28 g·cm-3,Tg(DSC)=-51.5 ℃,Tp(DSC)=234 ℃,撞击感度为34 cm,摩擦感度32%。

    Abstract:

    2-Methyl-2-nitro-1,3-diazidopropane (NMPA) can be used as a low-molecular plasticizer of propellants and as an ingredient of gas generators. NMPA was mentioned in literatures,but its detailed synthesis procedures were not reported. The authors synthesized NMPA via a self-designing process that consists of three steps, i.e. condensation, sulfonation and azido-substitution,using nitroethane and formaldehyde as starting materials. The factors affecting the NMPA′s yield,including reaction temperature,time and media for azido-substitution,were investigated. Based on this investigation,the optimal reaction conditions were determined: T=93~95 ℃,t=30 h,medium DMSO,which made NMPA′s yield (based on nitroethane) up to 71.5% and purity of 99%. The structure of the resulting product was identified by IR, NMR and element analysis. Some properties of NMPA were measured as follows: ρ 1.28 g·cm-3,Tg(DSC) -51.5 ℃,Tp(DSC) 234 ℃,impact sensitivity 34 cm,friction sensitivity 32%.

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汪营磊,姬月萍,李普瑞,等.2-甲基-2-硝基-1,3-二叠氮基丙烷的合成[J].含能材料, 2010, 18(1):11-14. DOI:10.3969/j. issn.1006-9941.2010.01.004.
WANG Ying-lei, JI Yue-ping, LI Pu-rui, et al. Synthesis of 2-Methyl-2-nitro-1,3-diazido-propane[J]. Chinese Journal of Energetic Materials, 2010, 18(1):11-14. DOI:10.3969/j. issn.1006-9941.2010.01.004.

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  • 收稿日期: 2009-06-10
  • 最后修改日期: 2009-08-03
  • 录用日期: 2009-09-09
  • 在线发布日期: 2011-11-04
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