Identification of Two-dimensional Covalent Organic Frameworks with Topology and Their Application in Photocatalytic Hydrogen Evolution

Overview

Journal Chem Sci

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2024 Jun 28

PMID 38939151

Authors

Peng-Ju Tian

Xiang-Hao Han

Qiao-Yan Qi

Xin Zhao

Affiliations

Soon will be listed here.

Abstract

Covalent organic frameworks have attracted considerable attention in recent years as a distinct class of crystalline porous organic materials. Their functional properties are inherently linked to their structural characteristics. Although hundreds of COFs have been reported so far, the types of their topologic structure are still limited. In this article, we report the identification of topology for three porphyrin-based two-dimensional COFs, which are constructed from [4 + 4] imine condensation reactions. The net is generated by pentagonal tiling, which has not been identified for COFs before. The structure of the COFs is elucidated by a variety of experimental characterization and structural simulations, by which their reticular frameworks exclusively composed of pentagonal pores have been confirmed. Moreover, the COFs exhibit high performance in photocatalytic hydrogen evolution from water, with the best one up to 10.0 mmol g h after depositing 0.76 wt% Pt as a co-catalyst. This study identifies topology for COFs for the first time and highlights the potential of these COFs as promising photocatalysts for sustainable hydrogen production from water.

Citing Articles

Diacetylene-bridged covalent organic framework as crystalline graphdiyne analogue for photocatalytic hydrogen evolution.

Lin Z, Dai S, Yao S, Lin Q, Fu M, Chung L Chem Sci. 2024; 16(4):1948-1956.

PMID: 39722787 PMC: 11667833. DOI: 10.1039/d4sc06633b.

References

Spitler E, Dichtel W . Lewis acid-catalysed formation of two-dimensional phthalocyanine covalent organic frameworks. Nat Chem. 2010; 2(8):672-7. DOI: 10.1038/nchem.695. View

Liu M, Liu S, Cui C, Miao Q, He Y, Li X . Construction of Catalytic Covalent Organic Frameworks with Redox-Active Sites for the Oxygen Reduction and the Oxygen Evolution Reaction. Angew Chem Int Ed Engl. 2022; 61(49):e202213522. DOI: 10.1002/anie.202213522. View

Nguyen H, Hanikel N, Lyle S, Zhu C, Proserpio D, Yaghi O . A Porous Covalent Organic Framework with Voided Square Grid Topology for Atmospheric Water Harvesting. J Am Chem Soc. 2020; 142(5):2218-2221. DOI: 10.1021/jacs.9b13094. View

Liu W, Wang K, Zhan X, Liu Z, Yang X, Jin Y . Highly Connected Three-Dimensional Covalent Organic Framework with Flu Topology for High-Performance Li-S Batteries. J Am Chem Soc. 2023; 145(14):8141-8149. DOI: 10.1021/jacs.3c01102. View

Han X, Xia Q, Huang J, Liu Y, Tan C, Cui Y . Chiral Covalent Organic Frameworks with High Chemical Stability for Heterogeneous Asymmetric Catalysis. J Am Chem Soc. 2017; 139(25):8693-8697. DOI: 10.1021/jacs.7b04008. View

Cai S, He Z, Li X, Zhang K, Zheng S, Fan J . An unprecedented 2D covalent organic framework with an htb net topology. Chem Commun (Camb). 2019; 55(89):13454-13457. DOI: 10.1039/c9cc06780a. View

Li Y, Cui G, Cai X, Yun G, Zhao Y, Jiang L . A New Porphyrin-based Covalent Organic Framework with High Iodine Capture Capacity and I-doping Enhanced Conductivity. Chemistry. 2023; 30(15):e202303688. DOI: 10.1002/chem.202303688. View

Banerjee T, Haase F, Trenker S, Biswal B, Savasci G, Duppel V . Sub-stoichiometric 2D covalent organic frameworks from tri- and tetratopic linkers. Nat Commun. 2019; 10(1):2689. PMC: 6584614. DOI: 10.1038/s41467-019-10574-6. View

Lan Y, Han X, Tong M, Huang H, Yang Q, Liu D . Materials genomics methods for high-throughput construction of COFs and targeted synthesis. Nat Commun. 2018; 9(1):5274. PMC: 6288119. DOI: 10.1038/s41467-018-07720-x. View

10.

Sambur J, Chen T, Choudhary E, Chen G, Nissen E, Thomas E . Sub-particle reaction and photocurrent mapping to optimize catalyst-modified photoanodes. Nature. 2016; 530(7588):77-80. DOI: 10.1038/nature16534. View

11.

Liao L, Guan X, Zheng H, Zhang Z, Liu Y, Li H . Three-dimensional microporous and mesoporous covalent organic frameworks based on cubic building units. Chem Sci. 2022; 13(32):9305-9309. PMC: 9384463. DOI: 10.1039/d2sc02365b. View

12.

Zhou T, Xu S, Wen Q, Pang Z, Zhao X . One-step construction of two different kinds of pores in a 2D covalent organic framework. J Am Chem Soc. 2014; 136(45):15885-8. DOI: 10.1021/ja5092936. View

13.

Dogru M, Handloser M, Auras F, Kunz T, Medina D, Hartschuh A . A photoconductive thienothiophene-based covalent organic framework showing charge transfer towards included fullerene. Angew Chem Int Ed Engl. 2013; 52(10):2920-4. DOI: 10.1002/anie.201208514. View

14.

Zhu Y, Zhu D, Chen Y, Yan Q, Liu C, Ling K . Porphyrin-based donor-acceptor COFs as efficient and reusable photocatalysts for PET-RAFT polymerization under broad spectrum excitation. Chem Sci. 2022; 12(48):16092-16099. PMC: 8672717. DOI: 10.1039/d1sc05379e. View

15.

Wang X, Han X, Cheng C, Kang X, Liu Y, Cui Y . 2D Covalent Organic Frameworks with Topology. J Am Chem Soc. 2022; 144(16):7366-7373. DOI: 10.1021/jacs.2c01082. View

16.

Huang N, Ding X, Kim J, Ihee H, Jiang D . A Photoresponsive Smart Covalent Organic Framework. Angew Chem Int Ed Engl. 2015; 54(30):8704-7. PMC: 4531826. DOI: 10.1002/anie.201503902. View

17.

Chatterjee A, Sun J, Rawat K, Van Speybroeck V, Van Der Voort P . Exploring the Charge Storage Dynamics in Donor-Acceptor Covalent Organic Frameworks Based Supercapacitors by Employing Ionic Liquid Electrolyte. Small. 2023; 19(46):e2303189. DOI: 10.1002/smll.202303189. View

18.

Dalapati S, Addicoat M, Jin S, Sakurai T, Gao J, Xu H . Rational design of crystalline supermicroporous covalent organic frameworks with triangular topologies. Nat Commun. 2015; 6:7786. PMC: 4518282. DOI: 10.1038/ncomms8786. View

19.

Jiang S, Gan S, Zhang X, Li H, Qi Q, Cui F . Aminal-Linked Covalent Organic Frameworks through Condensation of Secondary Amine with Aldehyde. J Am Chem Soc. 2019; 141(38):14981-14986. DOI: 10.1021/jacs.9b08017. View

20.

Dai L, Dong A, Meng X, Liu H, Li Y, Li P . Enhancement of Visible-Light-Driven Hydrogen Evolution Activity of 2D π-Conjugated Bipyridine-Based Covalent Organic Frameworks via Post-Protonation. Angew Chem Int Ed Engl. 2023; 62(15):e202300224. DOI: 10.1002/anie.202300224. View