Hydrogen-Bonded Organic Frameworks Based on Endless-Stacked Amides for Iodine Capture and Detection

Abstract
Recently, hydrogen-bonded organic frameworks (HOFs) have emerged as a rapidly advancing class of porous materials with significant potential for applications in the absorption and detection of various chemicals. Here, the unique ability of amide groups to form endless-stacking H-bonds is implemented in the design of HOFs. Starting from benzene-1,3,5-tricarboxamide and amide-containing tribenzocyclynes as foundational building blocks, a diverse range of HOFs featuring 1D, 2D, or 3D hydrogen-bonded frameworks has been synthesized. Among those, all three porous HOFs, HOF_B-Hex, HOF_T-Pr and HOF_T-Hex exhibited permanent porosity, thereby demonstrating the effectiveness of amide-based HOFs strategy. Notably, HOF_T-Hex stands out with a 42% pore volume and an impressive iodine capture efficiency of 6.4 g g−1. The iodine capture capacity is influenced not only by pore volume but also by the presence of accessible π-electrons within the material (i.e., electrons not engaged in a π–π stacking interaction. Furthermore, some of these HOFs exhibited fluorescent responses to iodine positioning them as highly promising materials for both the capture and sensing of iodine.
Description
This article was originally published in Advanced Functional Materials. The version of record is available at: https://doi.org/10.1002/adfm.202311964. © 2023 The Authors. Advanced Functional Materials published by Wiley-VCH GmbH
Keywords
amide, hydrogen bonding organic framework, hydrogen bonds, iodine capture, porous stacking
Citation
B. Li, W. Qiu, G. P. A. Yap, Y. L. Dory, J. P. Claverie, Hydrogen-Bonded Organic Frameworks Based on Endless-Stacked Amides for Iodine Capture and Detection. Adv. Funct. Mater. 2024, 2311964. https://doi.org/10.1002/adfm.202311964