偶氮苯功能化的光响应共价有机框架材料

doi:10.7503/cjcu20200021

摘要/Abstract

摘要：

通过后修饰的方法, 在共价有机框架(COFs)材料JUC-500的孔道中引入光敏性的偶氮苯小分子, 合成了具有光热刺激响应的共价有机框架材料JUC-501. 在紫外线和加热作用下, 孔道中的偶氮苯会发生可逆的顺-反异构变化, 对染料污染物甲基橙(MO)表现出优异的可逆吸附与释放性能.

关键词: 共价有机框架, 偶氮苯, 光/热响应, 甲基橙, 可逆捕获与释放

Abstract:

Covalent organic frameworks(COFs) with high specific surface area, regular structure, and modi-fiable pore channels, are crystalline porous organic polymers and have been widely used in various fields. Azobenzene derivatives with light isomerization characteristics are important stimulus-responsive materials. Herein we report a method of postsynthetic modification for the preparation of photothermal responsive azobenzene-functionalized COF, denoted as JUC-501(JUC=Jilin University China), which based on introducing small azobenzene molecules into the channels of COF(JUC-500). Under ultraviolet irradiation and heating conditions, the COF with azobenzene in the pores will undergo reversible cis-trans isomerization reaction and exhibits excellent reversible capture and release properties for methyl orange(MO).

Key words: Covalent organic frameworks, Azobenzene, Photothermal response, Methyl orange, Reversible capture and release

中图分类号:

O611

TrendMD:

李闪闪, 赵文娟, 李辉, 方千荣. 偶氮苯功能化的光响应共价有机框架材料. 高等学校化学学报, 2020, 41(6): 1384.

LI Shanshan, ZHAO Wenjuan, LI Hui, FANG Qianrong. A Photoresponsive Azobenzene-functionalized Covalent Organic Framework ^†. Chem. J. Chinese Universities, 2020, 41(6): 1384.

图/表 7

Scheme 1 Schematic representation of the strategy for preparing JUC-501 through postsynthetic grafting of JUC-500 (A) Preparation of JUC-500 and its enol- and keto-form; (B) acquisition of JUC-501 based on a substitution reaction and its cis- or trans-isomerization triggered by UV irradiation and heat treatment.

Fig.1 SEM images of JUC-500(A) and JUC-501(B) and PXRD patterns(C) (C) a. Experimental JUC-500; b. refined JUC-500; c. experimental JUC-501; d. calculated JUC-500 based on the AA-stacking model; e. the AB-stacking mode; f. difference between experimental and refined JUC-500.

Fig.2 FTIR spectra of JUC-500 and ligands(A), comparison of FTIR spectra for JUC-500, JUC-501 and 4-phenylazobenzoyl chloride(B) and TGA curves of JUC-500(C) and JUC-501(D) (A) a. 1,3,5-trifermyiphioroglueinol; b. diaminobenzanilide; c. JUC-500.(B) a. 4-(Phenylazo)benzoyl chioride; b. JUC-500; c. JUC-501.

Fig.3 N2 adsorption-desorption isotherms for JUC-500(a) and JUC-501(b)(A), pore size distributions of JUC-500(B) and JUC-501(C)

Fig.4 Solid UV-Vis absorption spectra of JUC-501 a. JUC-501 after UV irradiation; b. JUC-501 after UV irradiation and heating; c. JUC-501.

Fig.5 Extended structures of JUC-500(A), trans-JUC-501(B) and cis-JUC-501(C)

Fig.6 UV-Vis spectra of the released MO from cis-(A) and trans-JUC-501(B), the released amount of MO in cis- and trans-JUC-501 as a function of time(C) and reversible MO capture and release in JUC-501 by UV irradiation and heat treatment(D)

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