Aggregation‐Induced Enhanced Emission of a Dimethylacridan Substituted Pyrimidine Derivative

Author:

Massue Julien1,Diarra Lacina2,Georgoulis Ioannis3,Fihey Arnaud2,Robin‐le Guen Françoise2,Ulrich Gilles1,Fakis Mihalis3,Achelle Sylvain2ORCID

Affiliation:

1. Institut 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, 25 Rue Becquerel 67087 Strasbourg France

2. Univ Rennes CNRS ISCR (Institut des Sciences Chimiques de Rennes) UMR 6226 35000 Rennes France

3. Department of Physics University of Patras 26500 Patras Greece

Abstract

AbstractA pyrimidine chromophore bearing an acridan fragment was synthesized and its photophysical properties were studied. In solution, this compound is characterized by an important positive emission solvatochromism with a shift of 5800 cm−1 between nonpolar heptane and dichloromethane (DCM) associated with large Stokes shifts (up to 9100 cm−1 in DCM). Mono‐exponential fluorescence decays are observed in heptane whereas more complicated bi‐ or three‐exponential decays are observed in more polar solvents due to an interplay between locally excited and charge transfer excited state. Additionally, an aggregation‐induced enhanced emission process was demonstrated in THF/water mixtures. At low temperature (77 K), in a polymethylmethacrylate (PMMA) thin film, the presence of an accessible triplet state (T1) was demonstrated, which was not observed in solution. Finally, we show that it is possible to protonate the chromophore in thin film leading to panchromatic dual emission

Funder

Grand Équipement National De Calcul Intensif

Publisher

Wiley

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Analytical Chemistry

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