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Angew Chem Int Ed Engl. 2019 Mar 18. doi: 10.1002/anie.201902543. [Epub ahead of print]

Designed Synthesis of a 2D Porphyrin-Based sp2 Carbon-Conjugated Covalent Organic Framework for Heterogeneous Photocatalysis.

Author information

1
Key Laboratory of Biomedical Polymers (Ministry of Education), College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, 430072, China.
2
Corrosion and Protection Center, University of Science and Technology Beijing, Beijing, 100083, China.

Abstract

The construction of stable covalent organic frameworks (COFs) for various applications is highly desirable. Herein, we report the synthesis of a novel two-dimensional (2D) porphyrin-based sp2 carbon-conjugated COF (Por-sp2 c-COF), which adopts an eclipsed AA stacking structure with a Brunauer-Emmett-Teller surface area of 689 m2  g-1 . Owing to the C=C linkages, Por-sp2 c-COF shows a high chemical stability under various conditions, even under harsh conditions such as 9 m HCl and 9 m NaOH solutions. Interestingly, Por-sp2 c-COF can be used as a metal-free heterogeneous photocatalyst for the visible-light-induced aerobic oxidation of amines to imines. More importantly, in comparison to imine-linked Por-COF, the inherent structure of Por-sp2 c-COF equips it with several advantages as a photocatalyst, including reusability and high photocatalytic performance. This clearly demonstrates that sp2 carbon-linked 2D COFs can provide an interesting platform for heterogeneous photocatalysis.

KEYWORDS:

conjugated polymers; covalent organic frameworks; high stability; metal-free photocatalyst; porphyrin chemistry

PMID:
30884054
DOI:
10.1002/anie.201902543

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