BODIPY doping of covalent organic frameworks-based nanomaterials: A novel strategy towards biomedical applications.

Covalent organic Frameworks (COFs) are a class of crystalline macromolecular materials build-up by monomers with specific symmetries or functionalities. There are important limitations in the synthesis of highly ordered COFs, such as the shape and packing of the building blocks. Thus, the presence of fluorine atoms that lie perpendicular to the bisecting plane of BODIPY derivatives together with the presence of four bulky methyl groups could hinder the crystallization process in COF synthesis. For that reason, BODIPY-based COFs are rarely incorporated to COF networks. In this work, following the mixed linker strategy, a pre-synthetic method to dope COF structures with BODIPY units was developed. The materials have been processed into fluorescent Covalent Organic Nanosheets (CONs) with defined particle-size distributions around 100 nm, suitable for cellular biomedical applications. The viability of the CONs was evaluated using Sk-Mel-103 cells, demonstrating the internalization showing 100% cell viability. We envisage that this work could accelerate the discovery of new COF-based materials for biomedical sciences. • BODIPY doped COFs were prepared via a one-pot procedure by solvothermal Schiff's base condensation reaction. • The bulk COFs were delaminated into Covalent Organic Nanosheets (CONs) via liquid phase exfoliation. • The CONs were characterized by UV-VIS and Fluorescence spectroscopies, corroborating the introduction of BDP chromophores. • The developed material did not exhibit any sign of toxicity in cells after the cell internalization. [ABSTRACT FROM AUTHOR]