Fabrication of Porous Covalent Organic Cages Using Cyclodextrin Metal-Organic Frameworks as Template

doi:10.6023/A15010079

Acta Chim. Sinica ›› 2015, Vol. 73 ›› Issue (6): 641-645.DOI: 10.6023/A15010079 Previous Articles

Special Issue: 共价有机多孔聚合物

Article

用环糊精的金属有机框架材料作为模板制备多孔有机笼

李阳雪^a, 张巍^a, 刘智^b, 谢志刚^a

a 中国科学院长春应用化学研究所高分子物理与化学国家重点实验室长春 130022;
b 吉林省食品检验所长春 130103

投稿日期:2015-01-29 发布日期:2015-03-24
通讯作者: 李阳雪 E-mail:yangxueli@ciac.ac.cn
基金资助:
项目受国家自然科学基金(No. 91227118)资助.

Fabrication of Porous Covalent Organic Cages Using Cyclodextrin Metal-Organic Frameworks as Template

Li Yangxue^a, Zhang Wei^a, Liu Zhi^b, Xie Zhigang^a

a State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022;
b Food Inspection of Jilin, Changchun 130103

Received:2015-01-29 Published:2015-03-24
Supported by:
Project supported by the National Natural Science Foundation of China (Project No. 91227118).

1. Fabrication of Porous Covalent Organic Cages Using Cyclodextrin Metal-Organic Frameworks as Template.PDF(210KB)

Abstract

Up to now, transformation from metal-organic frameworks (MOFs) to covalent-organic-framework cages (COF-Cages) has never been reported. In this report, we demonstrated an organic cage crystal by transformation from a cyclodextrin MOF, via boronate ester formation reaction of the hydroxy groups of γ-CD inside the MOF, followed by removing of the potassium ions. First, CD-MOF was prepared by reacting γ-CD with potassium hydroxide in aqueous solution, followed by vapor diffusion of methanol into the solution according to a previously reported method. The freshly prepared CD-MOF was first washed with ethanol three times to remove the unreacted reactants, and then added to an ethanol saturated solution of benzene-1,4-diboronic acid (BDBA) in a screw top vial, and kept it at 65 ℃ for three days. Finally, the covalent cross-linked CD-MOF (CL-CD-MOF) was obtained by forming boronic esters between the uncoordinated C(2) and C(3) hydroxy groups of contiguous γ-CD sides in the CD-MOF pores and two boronic acid groups of BDBA. Structure and physical properties of Z-Cages were fully characterized by thermogravimetric analysis (TGA), infrared spectroscopy (IR), powder X-ray diffraction (PXRD), solid-state ¹³C and ¹¹B cross polarization/magic angle spining nuclear magnetic resonance (CP/MAS/NMR) spectroscopy and nitrogen adsorption. The obtained zeolite-type organic cage (Z-cage) displayed a targeted sodalite-type crystalline structure and permanent porosity with the surface area of 862 m²·g^-1. A control experiment, the cross-linked polymers (CL-polymer) formed by coupling of γ-CD and BDBA was done by solvothermal method. The CL-polymer was synthesized by the heating of a 4:1 stoichiometric mixture of BDBA and γ-CD at 90 ℃ for three days in dimethylformamide (DMF). PXRD pattern shows the CL-polymer are crystalline, but totally different with Z-cage. This transformation from crystalline inorganic-organic hybrid framework of MOF to crystalline organic framework provides an opportunity for crystal-to-crystal in porous crystalline materials.

Key words: γ-CD, metal-organic frameworks, organic cage, cross-linked polymers, templated synthesis

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Li Yangxue, Zhang Wei, Liu Zhi, Xie Zhigang. Fabrication of Porous Covalent Organic Cages Using Cyclodextrin Metal-Organic Frameworks as Template[J]. Acta Chim. Sinica, 2015, 73(6): 641-645.

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用环糊精的金属有机框架材料作为模板制备多孔有机笼

Fabrication of Porous Covalent Organic Cages Using Cyclodextrin Metal-Organic Frameworks as Template

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