Abstract
Type your Abstract text here An organogelator based on o-phenylazonaphthol (o-AN) was synthesized to achieve gelation-induced emission using the resultant organogel. Although the o-AN-containing organogelator did not fluoresce in solution, its resulting organogel became red fluorescent. The fluorescence originated from the aggregation-induced emissive property of o-AN. The structural planarization, required for gelation was induced by the intramolecular hydrogen bond of the o-AN in the organogelator, leading to an intermolecular π-π interaction. The gelation was also facilitated by the non-covalent interaction of the van der Waals force. The gelation was investigated in terms of a molecular packing model and the organogel fluorescence. The organogel collapsed upon exposure to the fluoride anion, because the hydroxyl group of the o-AN was deprotonated, resulting in a weakened hydrogen bond and, finally, the disappearance of fluorescence. The organogel is potentially promising for applications such as ion sensing and stimuli-responsiveness-related fields.
Original language | English |
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Article number | 131895 |
Journal | Tetrahedron |
Volume | 81 |
DOIs | |
State | Published - 12 Feb 2021 |
Keywords
- Fluorescence
- Fluoride anion
- Gelation-induced emission
- o-phenylazonaphthol
- Organogel