酰胺连接的共价有机骨架的制备及其在水中高效光催化性能

doi:10.1016/S1872-2067(21)63836-6

催化学报 ›› 2021, Vol. 42 ›› Issue (11): 2010-2019.DOI: 10.1016/S1872-2067(21)63836-6

酰胺连接的共价有机骨架的制备及其在水中高效光催化性能

马思^a, 黎子平^a, 贾吉^a, 张震威^a, 夏虹^b, 李贺^c^,^*(), 陈雄^d, 许彦红^e, 刘晓明^a^,^#()

^a吉林大学化学学院, 吉林长春130012
^b吉林大学电子科学与工程学院, 集成光电子学国家重点实验室, 吉林长春130012
^c中国科学院大连化学物理研究所, 催化基础国家重点实验室, 辽宁大连116023
^d福州大学化学学院, 能源与环境光催化国家重点实验室, 福建福州350002
^e吉林师范大学化学学院, 吉林长春130103

收稿日期:2021-03-09 修回日期:2021-03-09 接受日期:2021-04-17 出版日期:2021-11-18 发布日期:2021-05-18
通讯作者: 李贺,刘晓明
基金资助:
国家自然科学基金(21774040);国家自然科学基金(52073119)

Amide-linked covalent organic frameworks as efficient heterogeneous photocatalysts in water

Si Ma^a, Ziping Li^a, Ji Jia^a, Zhenwei Zhang^a, Hong Xia^b, He Li^c^,^*(), Xiong Chen^d, Yanhong Xu^e, Xiaoming Liu^a^,^#()

^aCollege of Chemistry, Jilin University, Changchun 130012, Jilin, China
^bState Key Laboratory on Integrated Optoelectronics, College of Electronic Science and Technology, Jilin University, Changchun 130012, Jilin, China
^cState Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, Liaoning, China
^dState Key Laboratory of Photocatalysis on Energy and Environment, College of Chemistry, Fuzhou University, Fuzhou 350002, Fujian, China
^eCollege of Chemistry, Jilin Normal University, Changchun 130103, Jilin, China

Received:2021-03-09 Revised:2021-03-09 Accepted:2021-04-17 Online:2021-11-18 Published:2021-05-18
Contact: He Li,Xiaoming Liu
About author:^#E-mail: xm_liu@jlu.edu.cn
^*E-mail: lihe@dicp.ac.cn;
Supported by:
National Natural Science Foundation of China(21774040);National Natural Science Foundation of China(52073119)

摘要/Abstract

摘要：

光催化是将太阳能转换为化学能的绿色可持续发展途径, 有望解决日益严重的能源危机和环境污染问题. 在光催化过程中, 半导体材料作为光催化剂, 负责可见光的捕获、光生载流子的生成和传输以及氧化还原反应, 在整个光催化系统中起着决定性的作用. 共价有机骨架材料(COFs)是一类新兴的半导体光催化剂, 已被证明在可见光诱导的水分解、二氧化碳还原、有机转化反应和水中污染物降解方面具有应用前景. 然而, 大部分COFs是通过可逆反应构筑的, 在水中及苛刻条件下的稳定性差. 因此, 提升基于COFs的光催化剂在水相中的光催化活性和循环稳定性仍然面临巨大挑战.
本文提出了一种新策略, 即通过实现多重协同效应, 设计和开发2D-COFs作为在水中的高效非均相光催化剂. 通过后合成策略将亚胺键连接的2D-COFs氧化, 制备了两种具有丰富三嗪结构单元的以酰胺键连接的2D-COFs(命名为COF-JLU18和COF-JLU19). 结果表明, COF-JLU18和COF-JLU19具有高比表面积和孔体积, 其比表面积分别为1156和541 m²/g; COF-JLU19具有比相似拓扑结构的亚胺COF-JLU17更好的水蒸气吸附性能. 此外, COF-JLU19表现出了极高的化学稳定性, 在水中、盐酸和氢氧化钠溶液中浸泡两天, 其结构和结晶性均没有发生明显变化. 由此可见, 酰胺键不仅可以增加材料骨架的亲水性, 还能够提高COFs对水的稳定性. 本文制备的酰胺键连接的COF-JLU19材料, 在光降解罗丹明B水溶液(RhB)反应中可以获得高达0.69 min^-1的光降解速率常数, 活性明显优于其他光催化剂, 如C₃N₄等. COF-JLU19具有较好的催化活性主要归因于以下两方面: 一方面, 良好的亲水性和固有孔隙率之间的协同效应可以增强COFs在水中对染料的吸附能力, 使其光催化活性得到有效提升; 另一方面, 高的结晶度和优秀的稳定性使酰胺键连接的COFs在多相光催化中实现稳定循环利用. 为了扩展COFs的应用前景, 本文还制备了一种基于酰胺键连接COFs的静电纺丝膜, 在以太阳光为光源的光降解罗丹明B水溶液实验中表现出较高的光催化活性和重复使用性. 综上, 本文提出的多重协同效应为基于COFs的高效光催化剂的设计提供了一种有效策略.

关键词: 共价有机骨架, 多重协同效应, 光催化, 多孔材料, 染料降解

Abstract:

Semiconductor photocatalysts play an indispensable role in the photocatalytic process. Two-dimensional covalent organic frameworks (2D-COFs), as a kind of innovative photocatalyst, have garnered tremendous attention. Herein, we report an amide-linked 2D-COF (COF-JLU19) with outstanding photocatalytic performance in water, designed through a multi-synergistic approach. The synergistic effects of the high porosity, photoactive framework, high wettability, and stability of COF-JLU19 led to an unprecedented enhancement in the photocatalytic activity and recyclability in water upon illumination by visible light. More importantly, amide-linked 2D-COF based electrospinning membranes were prepared, which also exhibited superior photocatalytic activity for the degradation of Rhodamine B in water with sunlight. This study highlights the potential of the multi-synergistic approach as a universal rule for developing COF-based photocatalysts to address environmental and energy challenges.

Key words: Covalent organic frameworks, Multiple synergies, Photocatalysis, Porous materials, Dye degradation

马思, 黎子平, 贾吉, 张震威, 夏虹, 李贺, 陈雄, 许彦红, 刘晓明. 酰胺连接的共价有机骨架的制备及其在水中高效光催化性能[J]. 催化学报, 2021, 42(11): 2010-2019.

Si Ma, Ziping Li, Ji Jia, Zhenwei Zhang, Hong Xia, He Li, Xiong Chen, Yanhong Xu, Xiaoming Liu. Amide-linked covalent organic frameworks as efficient heterogeneous photocatalysts in water[J]. Chinese Journal of Catalysis, 2021, 42(11): 2010-2019.

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链接本文: https://www.cjcatal.com/CN/10.1016/S1872-2067(21)63836-6

https://www.cjcatal.com/CN/Y2021/V42/I11/2010

图/表 5

Scheme 1. (a) Syntheses of amide-linked 2D-COFs; Top (b) and side (d) views of COF-JLU17; Top (c) and side (e) views of COF-JLU19. (Color code: light gray, carbon; blue, nitrogen; red, oxygen; hydrogen is omitted for clarity).

Fig. 1. (a) FT-IR spectra of COFs before and after oxidation; (b,c) 13C CP-MAS NMR spectra of COF-JLU17 (cyan line) and COF-JLU19 (red line), and their chemical structures; (d) High-resolution N 1s XPS spectra of COF-JLU17 and COF-JLU19; (e) N2 sorption isotherm of COF-JLU18 and COF-JLU19 at 77 K (solid circles for adsorption and open circles for desorption); (f) Water vapor sorption isotherms of COF-JLU17 and COF-JLU19 at 298 K.

Fig. 2. XRD profiles of COF-JLU18 (a) and COF-JLU19 (b): experimentally observed (black), Pawley refinement (red), and their difference (blue) pattern simulated by using AA-stacking (green) model. SEM images of COF-JLU18 (c) and COF-JLU19 (d). TEM images of COF-JLU18 (e) and COF-JLU19 (f).

Fig. 3. (a) UV-vis spectra of RhB after adsorption by COF-JLU18 and at different irradiation times; (b) UV-vis spectra of RhB after adsorption by COF-JLU19 and at different irradiation times; the insets show optical photographs of the as-synthesized COF-JLU19 (top), COF-JLU19 after RhB adsorption (middle), and the unwashed COF-JLU19 after photocatalysis (bottom); (c) RhB degradation efficiency of recycled COF-JLU19 under visible-light irradiation; (d) Photodegradation profiles of RhB aqueous solution under irradiation with different light sources. SEM images of pure PAN membrane (e) and COF-JLU19@PAN membrane (0.65 wt% COF loading) (f); Photographs of aqueous solution of RhB before (g) and after (h) sunlight-driven photodegradation (Changchun, 08-2019, 25 ± 3 °C).

Fig. 4. (a) Transient photocurrent responses of amide-linked COF-JLUs under light illumination; (b) EIS Nyquist plots of COF-JLUs; (c) Photoluminescence decay traces of COF-JLUs; (d) Control experiments using COF-JLU19 under light irradiation; (e) EPR spectra of COF-JLU19 in the presence of DMPO as a radical scavenger under light illumination for different times; (f) Normalized absorption spectra of COF-JLUs; (g) Tauc plot of COF-JLUs; (h) VB-XPS spectra of COF-JLUs; (i) Band alignment of COF-JLUs, H2O/•OH and O2/O2•-.

参考文献

[1]	T. J. Meyer, Acc. Chem. Res., 1989, 22, 163-170.
[2]	D. Gust, T. A. Moore, A. L. Moore, Acc. Chem. Res., 1993, 26, 198-205.
[3]	C. K. Prier, D. A. Rankic, D. W. C. MacMillan, Chem. Rev., 2013, 113, 5322-5363.
[4]	N. A. Romero, D. A. Nicewicz, Chem. Rev., 2016, 116, 10075-10166.
[5]	Y. Wang, X. Wang, M. Antonietti, Angew. Chem. Int. Ed., 2012, 51, 68-89.
[6]	H. Wang, L. Zhang, Z. Chen, J. Hu, S. Li, Z. Wang, J. Liu, X. Wang, Chem. Soc. Rev., 2014, 43, 5234-5244.
[7]	A. P. Côtè, A. I. Benin, N. W. Ockwig, A. J. Matzger, M. OʼKeeffe, O. M. Yaghi, Science, 2005, 310, 1166-1170.
[8]	X. Huang, C. Sun, X. Feng, Sci. China Chem., 2020, 63, 1367-1390.
[9]	K. Geng, T. He, R. Liu, S. Dalapati, K. T. Tan, Z. Li, S. Tao, Y. Gong, Q. Jiang, D. Jiang, Chem. Rev., 2020, 120, 8814-8933.
[10]	S. Y. Ding, W. Wang, Chem. Soc. Rev., 2013, 42, 548-568.
[11]	Y. Zeng, R. Zou, Y. Zhao, Adv. Mater., 2016, 28, 2855-2873.
[12]	S. Dalapati, S. Jin, J. Gao, Y. Xu, A. Nagai, D. Jiang, J. Am. Chem. Soc., 2013, 135, 17310-17313.
[13]	Z. Li, Y. Zhang, H. Xia, Y. Mu, X. Liu, Chem. Commun., 2016, 52, 6613-6616.
[14]	Y. Zhang, X. Shen, X. Feng, H. Xia, Y. Mu, X. Liu, Chem. Commun., 2016, 52, 11088-11091.
[15]	F. Yu, W. Liu, B. Li, D. Tian, J. Zou, Q. Zhang, Angew. Chem. Int. Ed., 2019, 58, 16101-16104.
[16]	Q. Sun, C. Fu, B. Aguila, J. Perman, S. Wang, H. Huang, F. Xiao, S. Ma, J. Am. Chem. Soc., 2018, 140, 984-992.
[17]	Y. Zhang, H. Hu, J. Ju, Q. Yan, V. Arumugam, X. Jing, H. Cai, Y. Gao, Chin. J. Catal., 2020, 41, 485-493.
[18]	Y. Zhi, P. Shao, X. Feng, H. Xia, Y. Zhang, Z. Shi, Y. Mu, X. Liu, J. Mater. Chem. A, 2018, 6, 374-382.
[19]	Y. Yusran, H. Li, X. Guan, Q. Fang, S. Qiu, EnergyChem, 2020, 2, 100035.
[20]	Q. Xu, S. Tao, Q. Jiang, D. Jiang, Angew. Chem. Int. Ed., 2020, 59, 4557-4563.
[21]	Z. Xie, B. Wang, Z. Yang, X. Yang, X. Yu, G. Xing, Y. Zhang, L. Chen, Angew. Chem. Int. Ed., 2019, 58, 15742-15746.
[22]	Y. Su, Y. Wan, H. Xu, K. Otake, X. Tang, L. Huang, S. Kitagawa, C. Gu, J. Am. Chem. Soc., 2020, 142, 13316-13321.
[23]	S. Wang, Q. Wang, P. Shao, Y. Han, X. Gao, L. Ma, S. Yuan, X. Ma, J. Zhou, X. Feng, B. Wang, J. Am. Chem. Soc., 2017, 139, 4258-4261.
[24]	C. R. DeBlase, K. E. Siberstein, T. T. Truong, H. D. Abruna, W. R. Dichtel, J. Am. Chem. Soc., 2013, 135, 16821-16824.
[25]	M. Li, J. Liu, Y. Li, G. Xing, X. Yu, C. Peng, L. Chen, CCS Chem., 2020, 2, 696-706.
[26]	X. Chen, K. Geng, R. Liu, K. Tan, Y. Gong, Z. Li, S. Tao, Q. Jiang, D. Jiang, Angew. Chem. Int. Ed., 2020, 59, 5050-5091.
[27]	M. S. Lohse, T. Bein, Adv. Funct. Mater., 2018, 28, 170553.
[28]	Y. Yang, M. Wu, X. Zhu, H. Xu, S. Ma, Y. Zhi, H. Xia, X. Liu, Chin. Chem. Lett., 2019, 30, 2065-2088.
[29]	S. Tao, D. Jiang, CCS Chem., 2020, 2, 2003-2024.
[30]	E. Jin, Z. Lan, Q. Jiang, K. Geng, G. Li, X. Wang, D. Jiang, Chem, 2019, 5, 1632-1647.
[31]	S. Bi, C. Yang, W. Zhang, J. Xu, L. Liu, D. Wu, X. Wang, Y. Han, Q. Liang, F. Zhang, Nat. Commun., 2019, 10, 2467.
[32]	W. Chen, L. Wang, D. Mo, F. He, Z. Wen, X. Wu, H. Xu, L. Chen, Angew. Chem. Int. Ed., 2020, 59, 16902-16909.
[33]	X. Wang, L. Chen, S. Y. Chong, M. A. Little, Y. Wu, W. H. Zhu, R. Clowes, Y. Yan, M. A. Zwijnenburg, R. S. Sprick, A. I. Cooper, Nat. Chem., 2018, 10, 1180-1189.
[34]	J. Chen, X. Tao, C. Li, Y. Ma, L. Tao, D. Zheng, J. Zhu, H. Li, R. Li, Q. Yang, Appl. Catal. B, 2020, 262, 118271.
[35]	M. Lu, Q. Li, J. Liu, F. Zhang, L. Zhang, J. Wang, Z. Kang, Y. Lan, Appl. Catal. B, 2019, 254, 624-633.
[36]	Y. Xiang, W. Dong, P. Wang, S. Wang, X. Ding, F. Ichihara, Z. Wang, Y. Wada, S. Jin, Y. Weng, H. Chen, J. Ye, Appl. Catal. B, 2020, 274, 119096.
[37]	Y. Zhi, Z. Li, X. Feng, H. Xia, Y. Zhang, Z. Shi, Y. Mu, X. Liu, J. Mater. Chem. A, 2017, 5, 22933-22938.
[38]	Z. Li, Y. Zhi, P. Shao, H. Xia, G. Li, X. Feng, X. Chen, Z. Shi, X. Liu, Appl. Catal. B, 2019, 245, 334-342.
[39]	Z. Li, S. Han, C. Li, P. Shao, H. Xia, H. Li, X. Chen, X. Feng, X. Liu, J. Mater. Chem. A, 2020, 8, 8706-8715.
[40]	H. Li, H. Liu, C. Li, J. Liu, J. Liu, Q. Yang, J. Mater. Chem. A, 2020, 8, 18745-18754.
[41]	C. Li, Y. Ma, H. Liu, L. Tao, Y. Ren, X. Chen, H. Li, Q. Yang, Chin. J. Catal., 2020, 41, 1288-1297.
[42]	S. Wang, Q. Sun, W. Chen, Y. Tang, B. Aguila, Y. Pan, A. Zheng, Z. Yang, L. Wojtas, S. Ma, F. Xiao, Matter, 2020, 2, 416-427.
[43]	W. Ming, S. Bi, Y. Zhang, K. Yu, C. Lu, X. Fu, F. Qiu, P. Liu, Y. Su, F. Zhang, Adv. Funct. Mater., 2019, 29, 1808423.
[44]	W. Chen, Z. Yang, Z. Xie, Y. Li, X. Yu, F. Lu, L. Chen, J. Mater. Chem. A, 2019, 7, 998-1004.
[45]	S. He, B. Yin, H. Niu, Y. Cai, Appl. Catal. B, 2018, 239, 147-153.
[46]	Y. Yang, H. Niu, L. Xu, H. Zhang, Y. Cai, Appl. Catal. B, 2020, 269, 118799.
[47]	P. J. Waller, S. J. Lyle, T. M. Osborn Popp, C. S. Diercks, J. A. Reimer, O. M. Yaghi, J. Am. Chem. Soc., 2016, 138, 15519-15522.
[48]	X. Han, J. Huang, C. Yuan, Y. Liu, Y. Cui, J. Am. Chem. Soc., 2018, 140, 892-895.
[49]	S. Zhang, G. Cheng, L. Guo, N. Wang, B. Tan, S. Jin, Angew. Chem. Int. Ed., 2020, 59, 6007-6014.
[50]	Y. He, X. Chen, C. Huang, L. Li, C. Yang, Y. Yu, Chin. J. Catal., 2021, 42, 123-130.
[51]	D. Li, B. Cen, C. Fang, X. Leng, W. Wang, Y. Wang, J. Chen, M. Luo, New J. Chem., 2021, 45, 561-568.
[52]	J. Liu, J. Li, R. Ye, X. Yan, L. Wang, P. Jian, Chin. J. Catal., 2020, 41, 1217-1229.
[53]	C. Chen, W. Zhao, P. Lei, J. Zhao, N. Serpone, Chem. Eur. J., 2004, 10, 1956-1965.
[54]	C. L. Zhang, S. H. Yu, Chem. Soc. Rev., 2014, 43, 4423-4448.
[55]	P. Pachfule, A. Acharjya, J. Roeser, R. P. Sivasankaran, M. Ye, A. Brückner, J. Schmidt, A. Thomas, Chem. Sci., 2019, 10, 8316-8322.
[56]	Y. Zhi, S. Ma, H. Xia, Y. Zhang, Z. Shi, Y. Mu, X. Liu, Appl. Catal. B, 2019, 244, 36-44.

酰胺连接的共价有机骨架的制备及其在水中高效光催化性能

Amide-linked covalent organic frameworks as efficient heterogeneous photocatalysts in water

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