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Published on: January 8, 2016
Interplay between Dual-State and Aggregation-Induced Emission with ESIPT Scaffolds Containing Triphenylamine
Timothée Stoerkler1, Gilles Ulrich1, Adèle D Laurent2
1Institut de Chimie et Procédés pour l'Energie, l'Environnement et la Santé (ICPEES), Equipe Chimie Organique pour la Biologie, les Matériaux et l'Optique (COMBO), UMR CNRS 7515, Ecole Européenne de Chimie, Polymères et Matériaux (ECPM), 25 Rue Becquerel, 67087 Strasbourg Cedex 02, France.
Abstract:
We detail the synthesis of a series of fluorophores containing triphenylamine derivatives along with their photophysical, electrochemical, and electronic structure properties. These compounds include molecular structures derived from imino-phenol (anil) and hydroxybenzoxazole scaffolds originating from similar salicylaldehyde derivatives and display excited-state intramolecular proton transfer. We show that depending on the nature of the π-conjugated scaffold, different photophysical processes are observed: aggregation-induced emission or dual-state emission, with a modulation of the fluorescence color and redox properties. The photophysical properties are further rationalized with the help of ab initio calculations.
