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Hexaazatriphenylene‐Based Hydrogen‐Bonded Organic Framework with Permanent Porosity and Single‐Crystallinity
Author(s) -
Hisaki Ichiro,
Ikenaka Nobuaki,
Gomez Eduardo,
Cohen Boiko,
Tohnai Norimitsu,
Douhal Abderrazzak
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701893
Subject(s) - crystallinity , porosity , hydrogen bond , materials science , single crystal , aqueous solution , chemical engineering , steric effects , crystallography , chemical physics , nanotechnology , molecule , chemistry , composite material , organic chemistry , engineering
Hydrogen‐bonded organic frameworks (HOFs) have drawn unprecedented interest because of their high crystallinity as well as facile process for construction, deconstruction, and reassembly arising from reversible bond formation‐dissociation. However, structural fragility and low stability frequently prevent formation of robust HOFs with permanent porosity. Here, we report that hexakis(4‐carboxyphenyl)‐hexaazatriphenylene ( CPHAT ) forms three dimensionally networked H‐bonded framework CPHAT‐1 . Interestingly, the activated framework CPHAT‐1 a retains not only permanent porosity but single‐crystallinity, enabling precise structural characterization and property evaluation on a single crystal. Moreover, CPHAT‐1 a retains its framework up to 339 °C or in hot water and in acidic aqueous solution. These results clearly show that even a simple H‐bonding motif can be applied for the construction of robust HOFs, which creates a pathway to establish a new class of porous organic frameworks. We also characterize its uptake of gases and I 2 , in addition to a detailed photophysical study (spectroscopy and dynamics of proton and charge transfers) of its unit in solution, and of its single crystal under fluorescence microscopy, in which we observed a marked strong anistropy and narrow distribution. The results bring new findings to the area of HOFs and their possible applications in science and technology.