Altinolcek, N., Battal, A., Vardalli, C. N., Tavasli, M., Yu, H. A., Peveler, W. J. and Skabara, P. J. (2021) Carbazole-based D-π-A molecules: determining the photophysical properties and comparing ICT effects of π-spacer and acceptor groups. Journal of Molecular Structure, 1239, 130494. (doi: 10.1016/j.molstruc.2021.130494)
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Abstract
4-(9′-Hexylcarbazol-3′-yl)benzaldehyde (Cz-Ph-CHO: 4) and 4-(9′-hexylcarbazol-3′-yl)benzylidenemalononitrile (Cz-Ph-CN: 5) were synthesised with the structure of D-π-A, where carbazole, phenylene and formyl/dicyanovinyl groups act as electron donor (D), pi-spacer (π) and electron acceptor (A) units, respectively. The thermal, electrochemical, optical and intramolecular charge transfer (ICT) properties of compounds 4 and 5 were investigated. Compounds 4 and 5, in particular their ICT behaviour, were also compared with the closely related structure, 2-(9′-hexylcarbazol-3′-yl)-5-pyridinecarbaldehyde (Cz-Py-CHO: 7). For the purpose of tuning chemical structure to obtain targeted properties, electrochemical data and absorption and emission measurements suggest that the dicyanovinyl unit in compound 5 is a better acceptor than formyl in compound 4, and that pyridine in compound 7 is a better π-spacer than benzene in compound 4, in exerting ICT characteristics such as fluorosolvatochromism and Stokes shifts.
| Item Type: | Articles |
|---|---|
| Status: | Published |
| Refereed: | Yes |
| Glasgow Author(s) Enlighten ID: | Peveler, Dr William and Battal, Dr Ahmet and Skabara, Professor Peter and Yu, Dr Holly |
| Creator Roles: | Battal, A.Investigation, Validation, Visualization Yu, H. A.Investigation Peveler, W. J.Resources, Writing – review and editing Skabara, P. J.Resources, Writing – review and editing, Supervision |
| Authors: | Altinolcek, N., Battal, A., Vardalli, C. N., Tavasli, M., Yu, H. A., Peveler, W. J., and Skabara, P. J. |
| College/School: | College of Science and Engineering > School of Chemistry |
| Journal Name: | Journal of Molecular Structure |
| Publisher: | Elsevier |
| ISSN: | 0022-2860 |
| ISSN (Online): | 1872-8014 |
| Published Online: | 21 April 2021 |
| Copyright Holders: | Copyright © 2021 Elsevier B.V. |
| First Published: | First published in Journal of Molecular Structure 1239:130494 |
| Publisher Policy: | Reproduced under a Creative Commons Licence |
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