化工学报 ›› 2021, Vol. 72 ›› Issue (12): 6254-6261.DOI: 10.11949/0438-1157.20211095

• 催化、动力学与反应器 • 上一篇    下一篇

哌拉西林非均相合成反应动力学的研究

谢煜(),王玉军()   

  1. 化学工程联合国家重点实验室,清华大学化学工程系,北京 100084
  • 收稿日期:2021-08-09 修回日期:2021-11-10 出版日期:2021-12-05 发布日期:2021-12-22
  • 通讯作者: 王玉军
  • 作者简介:谢煜(1994—),女,博士研究生,xie-y17@mails.tsinghua.edu.cn
  • 基金资助:
    国家自然科学基金项目(21878169);国家重点研发计划项目(2019YFA0905100);清华大学自主科研计划项目(2018Z05JZY010)

A study on kinetics of heterogeneous synthesis of piperacillin

Yu XIE(),Yujun WANG()   

  1. State Key Laboratory of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China
  • Received:2021-08-09 Revised:2021-11-10 Online:2021-12-05 Published:2021-12-22
  • Contact: Yujun WANG

摘要:

哌拉西林是一种重要的抗生素,它是利用氨苄西林水溶液和4-乙基-2,3-二氧-1-哌嗪甲酰氯(EDPC)的二氯甲烷溶液在油水界面处反应得到的。利用恒界面池研究界面表观合成反应动力学,确定符合一级反应动力学模型。详细讨论了搅拌速率、比界面积、pH、温度对反应速率的影响,实验结果表明,当搅拌速率大于250 r/min时出现与搅拌强度无关的化学反应控制“坪区”,在“坪区”下,反应速率常数随比界面积、pH、温度增大而增大。通过温度与反应速率常数的关系,得到反应的动力学数据与热力学数据,并通过与密度泛函理论(DFT)结合推导反应机理。

关键词: 恒界面池, 界面, 多相反应, N-酰基化反应, 反应动力学, 计算机模拟

Abstract:

Piperacillin is an important antibiotic, which can be synthesized by the reaction of ampicillin aqueous solution and methylene chloride solution of 4-ethyl-2, 3-dioxy-1-piperazine formyl chloride (EDPC) at the oil-water interface. In this paper, the constant interface cell is used to study the apparent synthesis reaction kinetics at the interface, and it is determined that it conforms to the first-order reaction kinetic model. The effects of stirring rate, specific boundary area, pH and temperature on the reaction rate were discussed in details. The experimental results showed that when the stirring rate was greater than 250 r/min, there is a "flat zone" of chemical reaction control which is independent of the stirring strength. Under the "flat zone", the reaction rate constant increases with the increase of specific boundary area, pH and temperature. Through the relationship between temperature and reaction rate constant, the kinetic and thermodynamic data of the reaction were obtained, and then the reaction mechanism was deduced by combining with density functional theory (DFT).

Key words: constant interface cell, interface, multiphase reaction, N-acylation, reaction kinetics, computer simulation

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