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[Py-sp2c-COF] A 2D sp2 Carbon Conjugated Pyrene Covalent Organic Framework with TEMPO for Selective Photocatalysis
Summary:
The authors from Hubei Key Lab on Organic and Polymeric Optoelectronic Materials, Wuhan University, developed a 2D sp2 carbon-conjugated pyrene covalent organic framework (Py-sp2c-COF) with TEMPO for selective photocatalysis, achieving high conversion and selectivity in amine oxidation under visible light.
Background:
1. To address the problem of efficient and selective photocatalytic oxidation of amines, previous researchers conducted work on various photocatalytic materials, achieving success in certain applications, yet there are problems with stability and selectivity under visible light.
2. The authors in this work proposed an innovative method using a sp2 carbon-conjugated pyrene COF (Py-sp2c-COF) combined with TEMPO as an electron–proton transfer mediator and obtained significant results in selective oxidation of amines under green light.
Research Content:
1. Synthesis:
The authors synthesized Py-sp2c-COF using a solvothermal method with tetrakis(4-formylphenyl)pyrene (TFPPy) and 1,4-phenylenediacetonitrile (PDAN) as monomers.
2. Characterizations:
1) BET specific surface area of Py-sp2c-COF was 732 m²/g with a main pore size distribution peak at 1.6 nm.
2) SEM/TEM tests show the particle size of Py-sp2c-COF with rod-like structures.
3) UV–vis spectra showed an optical bandgap of 2.15 eV, and electrochemical impedance spectroscopy (EIS) demonstrated better electron transfer properties compared to Py-COF.
3. Application:
The material was tested in the selective oxidation of benzylamine and dibenzylamine to imines under green light, achieving conversions up to 92% and selectivity above 90% with TEMPO.
4. Mechanism:
The analysis of the experiment results indicated that superoxide anion radicals (O2•−) were the main reactive oxygen species. The mechanism involves electron transfer from the LUMO of Py-sp2c-COF to O2, facilitated by TEMPO as an electron–proton transfer mediator.
Outlook:
This research demonstrates the potential of sp2 carbon-conjugated COFs combined with redox mediators for efficient and selective photocatalysis under visible light, providing a new strategy for sustainable chemical transformations.
A 2D sp2 Carbon Conjugated Pyrene Covalent Organic Framework with TEMPO for Selective Photocatalysis
Authors: Huimin Hao, Fulin Zhang, Xiaoxiao Wang, Fengwei Huang, Shengli Chen, Xianjun Lang
DOI: 10.1002/adfm.202419735
Link: https://onlinelibrary.wiley.com/doi/10.1002/adfm.202419735
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