Chemical Industry and Engineering Progress ›› 2022, Vol. 41 ›› Issue (6): 2993-3001.DOI: 10.16085/j.issn.1000-6613.2021-1467

• Industrial catalysis • Previous Articles     Next Articles

Application of nitrogen-rich covalent organic framework material COF-MC catalyzing Knoevenagel condensation reaction

LYU Jieqiong(), XIE Hui, GAO Yongping, LIAN Lili, WANG Xiyue, ZHANG Hao, GAO Wenxiu(), LOU Dawei()   

  1. School of Chemical and Pharmaceutical Engineering, Jilin Institute of Chemical Technology, Jilin 132022, Jilin, China
  • Received:2021-07-12 Revised:2021-10-06 Online:2022-06-21 Published:2022-06-10
  • Contact: GAO Wenxiu,LOU Dawei

富氮类共价有机骨架材料COF-MC催化Knoevenagel缩合反应的应用

吕杰琼(), 谢晖, 高永平, 连丽丽, 王希越, 张浩, 高文秀(), 娄大伟()   

  1. 吉林化工学院化学与制药工程学院,吉林 吉林 132022
  • 通讯作者: 高文秀,娄大伟
  • 作者简介:吕杰琼(1997—),女,硕士研究生,研究方向为催化化学。E-mail:lvjieqiong0518@163.com
  • 基金资助:
    吉林省科技发展计划(20190303116SF);吉林省产业技术研究与开发项目(2020C028-1);吉林省教育厅科研规划项目(JJKH20200240KJ)

Abstract:

Nitrogen-rich covalent organic framework material COF-MC (mass fraction of nitrogen was 55%) was synthesized using melamine and cyanuric chloride as precursors by solvothermal method. COF-MC was characterized by Fourier transform infrared spectroscopy (FTIR), X-ray diffraction (XRD), N2 adsorption-desorption, scanning electron microscopy (SEM), thermogravimetry (TGA) and X-ray photoelectron spectroscopy (XPS). Through the evaluation of the catalytic performance of COF-MC in the Knoevenagel condensation reaction of benzaldehyde and malononitrile, the relationship between reaction conditions and catalytic performance was investigated, and the basic catalytic mechanism of Knoevenagel condensation reaction was preliminarily discussed. The experimental results showed that: with COF-MC as the catalyst in the nitrogen environment without the help of other solvents, the conversion of benzaldehyde was 98% and the selectivity of benzalmalononitrile was over 99.9% after stirring at 80℃ for 2h. The reacted catalyst could be separated by simple thermal filtration, and the conversion of benzaldehyde could still reach 89% even after being utilized repeatedly four times. In addition, due to no metal ion in the catalyst, metal pollution to the environment was avoided.

Key words: covalent organic framework, catalyst, preparation, Knoevenagel condensation reaction, catalysis

摘要:

以三聚氰胺和三聚氯氰为前体,采用溶剂热法制备富氮类共价有机骨架材料 COF-MC[含氮量为55%(质量分数)]。利用傅里叶变换红外光谱(FTIR)、X射线衍射(XRD)、N2吸附-脱附、扫描电子显微镜(SEM)、热重(TGA)和X射线光电子能谱(XPS)测试手段对COF-MC进行表征。通过对COF-MC在苯甲醛和丙二腈Knoevenagel缩合反应中催化性能的评价,考察反应条件与催化性能的关系,并对 Knoevenagel缩合反应的碱性催化机理进行了初步的探讨。实验结果表明,COF-MC作为催化剂在氮气环境中,无需借助其他溶剂,80℃回流搅拌2h后,苯甲醛转化率为98%,苄烯丙二腈选择性在99.9%以上。反应后的催化剂可以通过简单的热过滤分离,重复使用4次后苯甲醛转化率仍可达89%,且催化剂中无金属离子的参与,避免了金属对环境的污染。

关键词: 共价有机骨架材料, 催化剂, 制备, Knoevenagel 缩合反应, 催化作用

CLC Number: 

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