EDOT-based conjugated polymers accessed via C–H direct arylation for efficient photocatalytic hydrogen production

Abstract

3,4-Ethylene dioxythiophene (EDOT), as a monomer of commercial conductive poly(3,4-ethylene dioxythiophene) (PEDOT), has been facilely incorporated into a series of new π-conjugated polymer-based photocatalysts, i.e., BSO2–EDOT, DBT–EDOT, Py–EDOT and DFB–EDOT, through atom-economic C–H direct arylation polymerization (DArP). The photocatalytic hydrogen production (PHP) test shows that donor–acceptor (D–A)-type BSO2–EDOT renders the highest hydrogen evolution rate (HER) among the linear conjugated polymers (CPs) ever reported. A HER up to 0.95 mmol h−1/6 mg under visible light irradiation and an unprecedented apparent quantum yield of 13.6% at 550 nm are successfully achieved. Note that the photocatalytic activities of the C–H/C–Br coupling-derived EDOT-based CPs are superior to those of their counterparts derived from the classical C–Sn/C–Br Stille coupling, demonstrating that EDOT is a promising electron-rich building block which can be facilely integrated into CP-based photocatalysts. Systematic studies reveal that the enhanced water wettability by the integration of polar BSO2 with hydrophilic EDOT, the increased electron-donating ability by O–C p–π conjugation, the improved electron transfer by D–A architecture, broad light harvesting, and the nano-sized colloidal character in a H2O/NMP mixed solvent rendered BSO2–EDOT as one of the best CP photocatalysts toward PHP.

Graphical abstract: EDOT-based conjugated polymers accessed via C–H direct arylation for efficient photocatalytic hydrogen production

Supplementary files

Article information

Article type
Edge Article
Submitted
20 Oct 2021
Accepted
14 Jan 2022
First published
14 Jan 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022, Advance Article

EDOT-based conjugated polymers accessed via C–H direct arylation for efficient photocatalytic hydrogen production

Z. Tan, Y. Xing, J. Cheng, G. Zhang, Z. Shen, Y. Zhang, G. Liao, L. Chen and S. Liu, Chem. Sci., 2022, Advance Article , DOI: 10.1039/D1SC05784G

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