Issue 15, 2013

A persulfurated benzene molecule exhibits outstanding phosphorescence in rigid environments: from computational study to organic nanocrystals and OLED applications

Abstract

A molecule consisting of a hexathio-benzene core and peripheral tolyl substituents exhibits outstanding phosphorescence properties in some environments favoring rigidity, in the solid state and in a solid matrix at 77 K, while no luminescence is recorded in solution at room temperature. This peculiar behavior is attributed to the restriction of bond rotation and conformational mobility of the tolylthio substituents, which slows down the non-radiative deactivation processes of the phosphorescent excited state. The solid material (powder) shows a very high phosphorescence quantum yield (80%), which, to the best of our knowledge, is the highest reported value for organic molecules. The photophysical investigation was accompanied by a detailed computational study disclosing the role of CH–π interactions. This molecule has been exploited toward luminescent organic nanocrystals and light-emitting diodes with a fully solution processable technology.

Graphical abstract: A persulfurated benzene molecule exhibits outstanding phosphorescence in rigid environments: from computational study to organic nanocrystals and OLED applications

Supplementary files

Article information

Article type
Paper
Submitted
18 Dec. 2012
Accepted
14 Febr. 2013
First published
15 Febr. 2013

J. Mater. Chem. C, 2013,1, 2717-2724

A persulfurated benzene molecule exhibits outstanding phosphorescence in rigid environments: from computational study to organic nanocrystals and OLED applications

G. Bergamini, A. Fermi, C. Botta, U. Giovanella, S. Di Motta, F. Negri, R. Peresutti, M. Gingras and P. Ceroni, J. Mater. Chem. C, 2013, 1, 2717 DOI: 10.1039/C3TC00878A

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