A facile solution-phase synthetic approach for constructing phenol-based porous organic cages and covalent organic frameworks,Green Chemistry

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A facile solution-phase synthetic approach for constructing phenol-based porous organic cages and covalent organic frameworks
Green Chemistry ( IF 9.3 ) Pub Date : 2020-03-13 , DOI: 10.1039/c9gc04033a
Lei Zhang _{1,

2,

3,

4,

5} , Rongran Liang _{6,

7,

8,

9,

10} , Cheng Hang _{1,

2,

3,

4,

5} , Haiying Wang _{1,

2,

3,

4,

5} , Lin Sun _{10,

11,

12,

13} , Lei Xu _{1,

2,

3,

4,

5} , Dairong Liu _{1,

2,

3,

4,

5} , Zhenyi Zhang _{10,

14,

15} , Xingmin Zhang _{8,

10,

16,

17,

18} , Feifan Chang _{1,

2,

3,

4,

5} , Shengyu Zhao _{1,

2,

3,

4,

5} , Wei Huang _{1,

2,

3,

4,

5}

Affiliation

State Key Laboratory of Coordination Chemistry
Nanjing National Laboratory of Microstructures
School of Chemistry and Chemical Engineering
Nanjing University
Nanjing
Key Laboratory of Synthetic and Self-Assembly Chemistry for Organic Functional Molecules
Shanghai Institute of Organic Chemistry
Chinese Academy of Sciences
Shanghai 200032
P. R. China
Key Laboratory for Advanced Technology in Environmental Protection of Jiangsu Province
Yancheng Institute of Technology
Yancheng 224051
Bruker Scientific Technology Co. Ltd
Beijing 100081
Shanghai Synchrotron Radiation Facility
Shanghai Institute of Applied Physics
Pudong New Area

Porous crystalline materials, such as porous organic cages (POCs) and covalent organic frameworks (COFs), are important for a wide range of applications such as gas storage/separation, sensing and catalysis. A conventional synthetic approach for imine-based POCs and COFs usually involves the use of organic solvents/acid catalysts (such as AcOH or TFA). However, synthesizing and growing POC crystals and COF crystallites with enhanced crystallinity is not an easy-to-perform process, in which many reaction parameters need to be screened. To overcome these problems, we have proposed herein a facile and green synthetic strategy by adopting H₂O/organic solvents/MOH (M = Na, K, and Cs) as reaction media to produce a series of phenol-based POCs and COFs. X-ray crystallography and molecular simulations have been used to confirm their structures in addition to NMR, mass and FT-IR spectra, and gas sorption experiments reveal their porosity and sorption properties. This new approach provides not only an efficient and alternative route to synthesize highly crystalline POCs and even COFs, but also insight into the crystallization process of these two kinds of porous materials, especially in the hydrous media.

中文翻译：

构建基于酚的多孔有机笼和共价有机骨架的简便溶液相合成方法

多孔晶体材料，例如多孔有机笼（POC）和共价有机骨架（COF），对于诸如气体存储/分离，传感和催化等广泛的应用非常重要。用于基于亚胺的POC和COF的常规合成方法通常涉及使用有机溶剂/酸催化剂（例如AcOH或TFA）。然而，合成和生长具有增强的结晶度的POC晶体和COF微晶不是容易进行的过程，其中需要筛选许多反应参数。为了克服这些问题，我们通过采用H ₂提出了一种简便而绿色的合成策略。O /有机溶剂/ MOH（M = Na，K和Cs）作为反应介质，以生产一系列基于酚的POC和COF。除NMR，质谱和FT-IR光谱外，还使用X射线晶体学和分子模拟来确认其结构，气体吸附实验表明它们的孔隙率和吸附特性。这种新方法不仅为合成高度结晶的POC甚至COF提供了一种有效的替代途径，而且还洞察了这两种多孔材料的结晶过程，尤其是在含水介质中。

更新日期：2020-03-13

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