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Silylethynyl Substitution for Preventing Aggregate Formation in Perylene Diimides

Aksoy, Erkan; Danos, Andrew; Li, Chunyong; Monkman, Andrew P.; Varlikli, Canan

Silylethynyl Substitution for Preventing Aggregate Formation in Perylene Diimides Thumbnail


Authors

Erkan Aksoy

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Dr Chunyong Li chunyong.li@durham.ac.uk
Laser Science Experimental Officer

Canan Varlikli



Abstract

Ethynylene-bridged perylene diimides (PDIs) with different sized silane groups have been synthesized as a steric blocking group to prevent the formation of non-radiative trap sites, for example, strong H-aggregates and other dimers or excimers. Excited singlet-state exciton dynamics were investigated by time-resolved photoluminescence and ultrafast pump–probe transient absorption spectroscopy. The spectra of the excimer or dimer aggregates formed by the PDIs at high concentrations were also determined. Although the photophysical properties of the bare and shielded PDIs are identical at micromolar concentrations, more shielded PDI2 and PDI3 exhibited resistance to aggregation, retaining higher photoluminescence quantum yield even at 10 mM concentration and in neat films. The PDIs also exhibited high photostability (1 h of continuous excitation), as well as electrochemical stability (multiple cycles with cyclic voltammetry). Prevention of dimer/aggregate formation in this manner will extend the uses of PDIs to a variety of high concentration photonics and optoelectronic applications, such as organic light-emitting diodes, organic photovoltaics, and luminescent solar concentrators.

Citation

Aksoy, E., Danos, A., Li, C., Monkman, A. P., & Varlikli, C. (2021). Silylethynyl Substitution for Preventing Aggregate Formation in Perylene Diimides. Journal of Physical Chemistry C, 125(23), 13041-13049. https://doi.org/10.1021/acs.jpcc.1c03131

Journal Article Type Article
Online Publication Date Jun 2, 2021
Publication Date Jun 17, 2021
Deposit Date Jun 3, 2021
Publicly Available Date Mar 28, 2024
Journal Journal of Physical Chemistry C
Print ISSN 1932-7447
Electronic ISSN 1932-7455
Publisher American Chemical Society
Peer Reviewed Peer Reviewed
Volume 125
Issue 23
Pages 13041-13049
DOI https://doi.org/10.1021/acs.jpcc.1c03131

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Copyright Statement
This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of Physical Chemistry C, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work, see https://doi.org/10.1021/acs.jpcc.1c03131.





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