Converting unstable imine-linked network into stable aromatic benzoxazole-linked one via post-oxidative cyclization

JM Seo, HJ Noh, HY Jeong… - Journal of the American …, 2019 - ACS Publications
Journal of the American Chemical Society, 2019ACS Publications
Efficiently converting unstable linkages into stable linkages is an important objective in the
chemistry of covalent organic frameworks (COFs), because it enhances stability and
preserves crystallinity. Here, an unstable imine-linked COF was converted into a stable
aromatic benzoxazole-linked COF (BO-COF) via post-oxidative cyclization, based on
chemistry used to form fused-aromatic ladder-like rigid-rod polymers. The structure of the
porous BO-COF was confirmed by transmission electron microscopy, infrared and solid-state …
Efficiently converting unstable linkages into stable linkages is an important objective in the chemistry of covalent organic frameworks (COFs), because it enhances stability and preserves crystallinity. Here, an unstable imine-linked COF was converted into a stable aromatic benzoxazole-linked COF (BO-COF) via post-oxidative cyclization, based on chemistry used to form fused-aromatic ladder-like rigid-rod polymers. The structure of the porous BO-COF was confirmed by transmission electron microscopy, infrared and solid-state nuclear magnetic resonance spectroscopies, powder X-ray diffraction patterns, and nitrogen adsorption–desorption isotherms. The efficient post-treatment of an unstable reversible COF converted it into a stable irreversible COF, which had significantly improved thermal and chemical stabilities as well as high crystallinity. This strategy can be universally applied for the synthesis of stable fused-aromatic COFs, expanding their practical applications.
ACS Publications
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