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. 2020 Jun 15;59(25):10087-10094.
doi: 10.1002/anie.201912594. Epub 2019 Nov 22.

Covalent Organic Framework for Improving Near-Infrared Light Induced Fluorescence Imaging through Two-Photon Induction

Jin-Yue Zeng  1 , Xiao-Shuang Wang  1 , Bo-Ru Xie  1 , Min-Jie Li  1 , Xian-Zheng Zhang  1   2
Affiliations

Covalent Organic Framework for Improving Near-Infrared Light Induced Fluorescence Imaging through Two-Photon Induction

Jin-Yue Zeng et al. Angew Chem Int Ed Engl. .

Abstract

Fluorescent materials exhibiting two-photon induction (TPI) are used for nonlinear optics, bioimaging, and phototherapy. Polymerizations of molecular chromophores to form π-conjugated structures were hindered by the lack of long-range ordering in the structure and strong π-π stacking between the chromophores. Reported here is the rational design of a benzothiadiazole-based covalent organic framework (COF) for promoting TPI and obtaining efficient two-photon induced fluorescence emissions. Characterization and spectroscopic data revealed that the enhancement in TPI performance is attributed to the donor-π-acceptor-π-donor configuration and regular intervals of the chromophores, the large π-conjugation domain, and the long-range order of COF crystals. The crystalline structure of TPI-COF attenuates the π-π stacking interactions between the layers, and overcomes aggregation-caused emission quenching of the chromophores for improving near-infrared two-photon induced fluorescence imaging.

Keywords: covalent organic frameworks; fluorescence; imaging agents; materials science; π-π stacking.

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