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

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, , BSO -EDOT, DBT-EDOT, Py-EDOT and DFB-EDOT, through atom-economic C-H direct arylation...

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Bibliographic Details
Published in:Chemical science (Cambridge) 2022-02, Vol.13 (6), p.1725-1733
Main Authors: Tan, Zhi-Rong, Xing, Yu-Qin, Cheng, Jing-Zhao, Zhang, Guang, Shen, Zhao-Qi, Zhang, Yu-Jie, Liao, Guangfu, Chen, Long, Liu, Shi-Yong
Format: Article
Language:English
Subjects:
Chemistry
Conjugation
Coupling
Electron transfer
Electrons
Ethylene
Hydrogen evolution
Hydrogen production
Light irradiation
Photocatalysis
Photocatalysts
Polymers
Wettability
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Summary: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, , BSO -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 BSO -EDOT renders the highest hydrogen evolution rate (HER) among the linear conjugated polymers (CPs) ever reported. A HER up to 0.95 mmol h /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 BSO 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 H O/NMP mixed solvent rendered BSO -EDOT as one of the best CP photocatalysts toward PHP.
ISSN:2041-6520
2041-6539
DOI:10.1039/d1sc05784g