Slip-Stacking of Benzothiadiazole Can Provide a Robust Structural Motif for Porous Hydrogen-Bonded Organic Frameworks

Abstract

Many organic porous materials have a layered stacking structure of two-dimensionally networked porous sheets, while a well-controlled stacking of the sheets is still challenging to be achieved. Regarding this, we applied orthogonally working two intermolecular interactions, that is, a directional hydrogen bond between carboxy groups and slip-stacking of benzo­[c]­[1,2,5]­thiadiazole (BT) groups, to construct a well-defined porous two-dimensional (2D) hydrogen-bonded organic framework (HOF). In this manuscript, we report a porous 2D HOF composed of BT derivative BTTA. The activated HOF BTTA-1a has a thermal stability of up to 275 °C, permanent porosity with a Brunner–Emmett–Teller (BET) surface area of 1145 m2 g–1, and photoconductivity. Activation of the analogous BT-based HOF BTIA-1a was also succeeded via a solvent exchange process, resulting in a BET surface area of 720 m2 g–1. These results shows that the BT-based HOFs can be a promising platform for multifunctional porous materials.