Contextualizing yellow light-emitting electrochemical cells based on a blue-emitting imidazo-pyridine emitter

This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-...

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Veröffentlicht in:Polyhedron Jg. 140; S. 129 - 137
Hauptverfasser: Fresta, Elisa, Volpi, Giorgio, Garino, Claudio, Barolo, Claudia, Costa, Rubén D.
Format: Journal Article
Sprache:Englisch
Veröffentlicht: Elsevier Ltd 08.02.2018
Schlagworte:
Aggregation
Blue-emission
Light-emitting electrochemical cells
Pyridilimidazo[1,5-a]pyridine
Small molecules
Aggregation
Small molecules
Light-emitting electrochemical cells
Pyridilimidazo[1,5-a]pyridine
Blue-emission
ISSN:0277-5387
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Zusammenfassung:This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-(6-methylpyridin-2-yl)H-imidazo[1,5-a]pyridine (Me-impy). This compound shows a low-cost and facile synthesis, excellent redox properties, and a high photoluminescence quantum yield (Φ) of 0.4 associated to a blue emission (∼436 nm) in solution. Despite these appealing features, the emission in solid state is red-shifted to the yellow region, owing to its prone aggregation character. Additionally, the electroluminescence response shows a broader and red-shifted emission even upon dilution of Me-impy thin films with polymethyl methacrylate (PMMA). Herein, we report an in-depth study on the aggregation features and its impact on the electroluminescence response of Me-impy, providing relevant information to design small-molecule based LECs. [Display omitted] This work provides the synthesis, structural characterization, electrochemical and photophysical features, as well as the application in light-emitting electrochemical cells (LECs) of a novel small molecule belonging to the pyridilimidazo[1,5-a]pyridine family, namely 3-(2-methoxyphenyl)-5-methyl-1-(6-methylpyridin-2-yl)H-imidazo[1,5-a]pyridine (Me-impy). This compound shows a low-cost and facile synthesis, excellent redox properties, and a high photoluminescence quantum yield (Φ) of 0.4 associated to a blue emission (∼436 nm) in solution. Despite these appealing features, the emission in solid state is red-shifted to the yellow region, owing to its aggregation character. Additionally, the electroluminescence response shows a broader and red-shifted emission even upon dilution of Me-impy thin films with polymethyl methacrylate (PMMA). Herein, we report an in-depth study on the aggregation features and their impact on the electroluminescence response of Me-impy, providing relevant information to design small-molecule based LECs.
ISSN:0277-5387
DOI:10.1016/j.poly.2017.11.048