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过程工程学报 ›› 2021, Vol. 21 ›› Issue (2): 183-192.DOI: 10.12034/j.issn.1009-606X.220091

• 材料工程 • 上一篇    下一篇

环丙基甲基酮连氮的制备及物化性质

赵文昭1,2, 赵 鹏1, 刘 龙1, 夏洋峰1,2, 张延强3,4*   

  1. 1. 中国科学院过程工程研究所离子液体清洁过程北京市重点实验室,北京 100190 2. 中国科学院大学化学工程学院,北京 100049 3. 中国科学院过程工程研究所中国科学院粉体材料技术重点实验室,北京 100190 4. 郑州中科新兴产业技术研究院,河南 郑州 450000
  • 收稿日期:2020-03-19 修回日期:2020-04-05 出版日期:2021-02-22 发布日期:2021-03-01
  • 通讯作者: 张延强
  • 基金资助:
    环张力调控的自燃离子液体设计合成及高能推进剂应用

Preparation and physicochemical properties of cyclopropyl methyl ketazine

Wenzhao ZHAO1,2, Peng ZHAO1, Long LIU1, Yangfeng XIA1,2, Yanqiang ZHANG3,4*   

  1. 1. Beijing Key Laboratory of Ionic Liquids Clean Process, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China 2. School of Chemical Engineering, University of Chinese Academy of Sciences, Beijing 100049, China 3. Key Laboratory of Science and Technology on Particle Materials, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China 4. Zhengzhou Institute of Emerging Industrial Technology, Zhengzhou, Henan 450000, China
  • Received:2020-03-19 Revised:2020-04-05 Online:2021-02-22 Published:2021-03-01
  • Supported by:
    Design and Synthesis of Hypergolic Ionic Liquids with Ring Strains and Application as High-Energetic Propellants

摘要: 以环丙基甲基酮和水合肼为原料,合成了一种新的酮连氮(环丙基甲基酮连氮)。针对所得环丙基甲基酮连氮,在测定(计算)其物化性质(密度、黏度、熔点、比热容、表面张力、分子单点能等)的基础上,进一步测定了环丙基甲基酮+环丙基甲基酮连氮二元体系的气液相平衡(VLE),并应用NRTL模型对实验数据进行了关联。结果表明,在优化的反应条件下(原料摩尔比2.0:1、温度363.2 K、压力101.3 kPa和时间7 h),环丙基甲基酮连氮产率达93.6%。

关键词: 环丙基甲基酮连氮, 物化性质, 气液相平衡, 异构体

Abstract: Ketazines as useful intermediates have been extensively applied in many industrial fields, including dyes, pharmaceuticals, aviation fuels, photosensitive materials, as well as polymerizable monomers. In this work, a new ketazine derivative (cyclopropyl methyl ketazine, C10N2H16) was prepared from cyclopropyl methyl ketone and hydrazine hydrate. Under the atmospheric pressure, the reaction was studied under different mole ratios of cyclopropyl methyl ketone to hydrazine, reaction temperatures, and reaction times. With the optimized reaction conditions of 2.0:1, 363.2 K, 101.3 kPa and 7 h, the yield of cyclopropyl methyl ketazine was up to 93.6% through the chromatograph measurements. The structure of cyclopropyl methyl ketazine was characterized by IR and NMR spectra after it was purified through distillation. In order to prove the existence of isomers, Gaussian 09 program to optimize the structures was used and the energy values (single point energy) of cyclopropyl methyl ketazine was calculated. Furthermore, a comprehensive set of the physicochemical parameters for cyclopropyl methyl ketazine was provided, including density [ρ=0.884~0.947 g/cm3], dynamic viscosity (η=1.39~2.88 mPa?s), liquid heat capacity [Cp=2.03~2.32 J/(g?K)] and surface tension (σ=22.1~25.0 mN/m) in temperature range (280?400 K). The data of ρ, η and σ exhibited the negative correlations with temperature, while Vm, α and Cp showed the positive correlations with temperature, which all had a good fitting degree for equations. Considering the cyclopropyl methyl ketazine reaction systems, the vapor?liquid equilibria (VLE) of binary system (cyclopropyl methyl ketone?cyclopropyl methyl ketazine) was measured and correlated with NRTL model to acquire the binary interaction parameters. The obtained data and correlations are valuable for industrial processes, and could be the good references for industrial design.

Key words: cyclopropyl methyl ketazine, physicochemical properties, vapor-liquid equilibria, isomers