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基于Aldol缩合反应的碳碳双键共价有机框架材料的设计合成
引用本文:陈建松,孙楠楠,高强,魏伟. 基于Aldol缩合反应的碳碳双键共价有机框架材料的设计合成[J]. 化工进展, 2021, 40(12): 6765-6776. DOI: 10.16085/j.issn.1000-6613.2021-0025
作者姓名:陈建松  孙楠楠  高强  魏伟
作者单位:中国科学院上海高等研究院,中国科学院低碳转化科学与工程重点实验室,上海201210;中国科学院大学,北京100049;中国科学院上海高等研究院,中国科学院低碳转化科学与工程重点实验室,上海201210;中国科学院上海高等研究院,中国科学院低碳转化科学与工程重点实验室,上海201210;上海科技大学物质科学与技术学院,上海201210
摘    要:具有C3对称性的三甲基三嗪(TMT)分别与2,4,6-三(4-醛基苯基)-1,3,5-三嗪(TFPT)、均三苯甲醛(TFB)和四氟对苯二甲醛(TFBA)在酸或者碱催化条件下发生Aldol缩合反应,成功构建出3种新型的碳碳双键桥联的共价有机框架材料(TMT-TFPT-COF、TMT-TFB-COF、TMT-TFBA-COF)。本研究通过Material Studio、ZEO++等软件对材料进行结构的精确解析,并结合粉末X射线衍射(PXRD)、傅里叶红外光谱(FTIR)等表征手段确定了材料的结构、连接方式及其荧光特性。结果表明,这3种较高结晶度的新型共价有机框架材料均为二维层层堆积结构,其中碱催化条件下合成的TMT-TFPT-COF、TMT-TFB-COF材料呈现出良好的荧光性质,此类荧光COFs材料在光催化、化学传感器等方面具有很好的应用潜力。

关 键 词:共价有机框架材料  多孔有机材料  碳碳双键  Aldol反应
收稿时间:2021-01-06

Novel synthesis of olefin-linked covalent organic frameworks via aldol condensation
CHEN Jiansong,SUN Nannan,GAO Qiang,WEI Wei. Novel synthesis of olefin-linked covalent organic frameworks via aldol condensation[J]. Chemical Industry and Engineering Progress, 2021, 40(12): 6765-6776. DOI: 10.16085/j.issn.1000-6613.2021-0025
Authors:CHEN Jiansong  SUN Nannan  GAO Qiang  WEI Wei
Affiliation:1.CAS Key Laboratory of Low-carbon Conversion Science and Engineering, Shanghai Advanced Research Institute, Chinese Academy of Sciences, Shanghai 201210, China
2.University of Chinese Academy of Sciences, Beijing 100049, China
3.School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China
Abstract:Three new olefin-linked covalent organic frameworks were successfully constructed via Aldol condensation by using 2,4,6-trimethyl-1,3,5-triazine (TMT) with C3-symmetry and aromatic aldehydes as building units. Under hydrothermal conditions, TMT-TFPT-COF [with 2,4,6-tris(4-formylphenyl)-1,3,5-triazine (TFPT)] and TMT-TFB-COF [with benzene-1,3,5-tricarboxaldehyde (TFB)] were successfully synthesized using NaOH as catalyst, while TMT-TFBA-COF [with 2,3,5,6-tetrafluorobenzene-1,4-dicarbaldehyde (TFBA)] was constructed via trifluoroacetic acid (TFA) catalyst. The COFs structures and olefin-linkages were illustrated by theoretical modeling, FTIR and other characterization methods. The results indicated that all these COFs were constructed via two-dimensional eclipsed structure, and the fluorescent COFs (TMT-TFPT-COF and TMT-TFB-COF) would show great potential applications in the photocatalysis and chemical sensors.
Keywords:covalent organic frameworks (COFs)  porous organic materials  olefin linkage  Aldol condensation  
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