Journal
ACS APPLIED MATERIALS & INTERFACES
Volume 13, Issue 32, Pages 38722-38731Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acsami.1c10807
Keywords
flow chemistry; microfluidics; microcapsule; heterogeneous photocatalysis; Bodipy derivative
Funding
- National Natural Science Foundation of China [21902020, 21872018, 22072011]
- Doctoral Startup Foundation of Liaoning Province [2020-BS-058]
- Natural Science Foundation of Liaoning Province [2020-MS-112]
- Fundamental Research Funds for the Central Universities [DUT20GJ208]
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This study successfully constructed a novel porous microcapsule heterogeneous photocatalyst, which was applied in various chemical reactions with features of high efficiency, durability, and high yield. By establishing a flow reaction system, the utilization efficiency of light reactions was improved, providing a new approach for the construction of heterogeneous catalysts and flow reaction systems.
Photocatalysis is a facile strategy for complex chemical transformations. Heterogeneous photocatalysis, especially in the flow system, has attracted much attention as it avoids the separation of catalysts. Herein, a kind of a Bodipy-containing porous microcapsule heterogeneous photocatalyst was rationally constructed with modulation on a multiscale. The diiodo-Bodipy with methacrylate (MA-2IBDP) was synthesized as a polymerizable photosensitizer. After immobilization in a polymer matrix, the intersystem crossing rate constant of MA-2IBDP increased to 2.7 X 10(10) s(-1) and its triplet excited-state lifetime prolonged to similar to 1 ms. Porous structures in microcapsules were created to facilitate mass transfer. A flat plate flow reactor was constructed to fix the catalytic microcapsules and improve light utilization. With the combination of all the above benefits, the reaction rate constant (0.896 s(-1)) is 10 times faster than that of MA-2IBDP in a homogeneous system for juglone synthesis. The continuous production can last for 30 h without yield decrease. The photocatalyst can also be used in aza-Henry reaction, Alder-Ene reaction, and oxidation of thiols to disulfides with conversion rates above 95%. This study provides a means for the construction of heterogeneous catalysts and the flow reaction system.
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