A BODIPY-Containing Covalent Organic Framework as a Highly Porous Photosensitizer for Environmental Remediation and Pollutants Adsorption

Angew Chem Int Ed Engl. 2025 Mar 24;64(13):e202423676. doi: 10.1002/anie.202423676. Epub 2025 Jan 21.

Abstract

The direct incorporation of borondipyrromethene (BODIPY) subunits into the structural backbone of covalent organic frameworks (COFs) gives facile access to porous photosensitizers but is still a challenging task. Here, we introduce β-ketoenamine-linked BDP-TFP-COF, which crystallizes in AA-stacking mode with hcb topology. A comprehensive characterization reveals high crystallinity and enhanced stability in a variety of solvents, excellent mesoporosity (SABET=1042 m2 g-1), broad light absorption in the visible region, and red emission upon the exfoliation of few-layer COF nanosheets. The versatility of multifunctional BODIPY-COFs is highlighted in various applications. Pollutants Bisphenol A (BPA, qmax=426 mg g-1) and Methylene Blue (MB, qmax=96 mg g-1) have been efficiently removed from H2O. Fluorescence quenching or enhancement of exfoliated BDP-TFP-COF nanosheets have been utilized for dual-mode sensing of MB or NEt3, respectively. Ultimately, the photosensitizing effect of the BODIPY units is retained in the COF. Thus, BPD-TFP-COF was established as a metal-free triplet photosensitizer, which efficiently oxidized a mustard gas simulant under visible light irradiation.

Keywords: BODIPYs; covalent organic frameworks; fluorescence; photosensitization; water remediation.