3-Ethynyltriimidazo[1,2- a :1',2'- c :1″,2″- e ][1,3,5]triazine Dual Short- and Long-Lived Emissions with Crystallization-Enhanced Feature: Role of Hydrogen Bonds and π-π Interactions

Organic room temperature phosphorescent (ORTP) materials with stimuli-responsive, multicomponent emissive behaviour are extremely desirable for various applications. The derivative of cyclic triimidazole ( ) functionalized with an ethynyl group, , is isolated and investigated. The compound possesses...

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Published in:Molecules (Basel, Switzerland) Switzerland), 2024-04, Vol.29 (9), p.1967
Main Authors: Malpicci, Daniele, Maver, Daniele, Rosadoni, Elisabetta, Colombo, Alessia, Lucenti, Elena, Marinotto, Daniele, Botta, Chiara, Bellina, Fabio, Cariati, Elena, Forni, Alessandra
Format: Article
Language:English
Subjects:
Crystallization
crystallization-enhanced emission
dual emission
Energy
Fluorescence
Hydrogen
Hydrogen bonding
Hydrogen bonds
organic room temperature phosphorescence
supramolecular interactions
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Summary:Organic room temperature phosphorescent (ORTP) materials with stimuli-responsive, multicomponent emissive behaviour are extremely desirable for various applications. The derivative of cyclic triimidazole ( ) functionalized with an ethynyl group, , is isolated and investigated. The compound possesses crystallization-enhanced emission (CEE) comprising dual fluorescence and dual phosphorescence of both molecular and supramolecular origin with aggregation-induced components highly sensitive to grinding. The mechanisms involved in the emissions have been disclosed thanks to combined structural, spectroscopic and computational investigations. In particular, strong CH⋯N hydrogen bonds are deemed responsible, for the first time in the family, together with frequently observed π⋯π stacking interactions, for the aggregated fluorescence and phosphorescence.
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules29091967