Synthesis of novel multifunctional carbazole-based molecules and their thermal, electrochemical and optical properties

Altinolcek, N., Battal, A., Tavasli, M., Peveler, W. J. , Yu, H. A. and Skabara, P. J. (2020) Synthesis of novel multifunctional carbazole-based molecules and their thermal, electrochemical and optical properties. Beilstein Journal of Organic Chemistry, 16, pp. 1066-1074. (doi: 10.3762/bjoc.16.93)

Abstract

Two novel carbazole-based compounds 7a and 7b were synthesised as potential candidates for application in organic electronics. The materials were fully characterised by NMR spectroscopy, mass spectrometry, FTIR, thermogravimetric analysis, differential scanning calorimetry, cyclic voltammetry, and absorption and emission spectroscopy. Compounds 7a and 7b, both of which were amorphous solids, were stable up to 291 °C and 307 °C, respectively. Compounds 7a and 7b show three distinctive absorption bands: high and mid energy bands due to locally excited (LE) transitions and low energy bands due to intramolecular charge transfer (ICT) transitions. In dichloromethane solutions compounds 7a and 7b gave emission maxima at 561 nm and 482 nm with quantum efficiencies of 5.4% and 97.4% ± 10%, respectively. At positive potential, compounds 7a and 7b gave two different oxidation peaks, respectively: quasi-reversible at 0.55 V and 0.71 V, and reversible at 0.84 V and 0.99 V. At negative potentials, compounds 7a and 7b only exhibited an irreversible reduction peak at −1.86 V and −1.93 V, respectively.

• Item Type: Articles
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Battal, Dr Ahmet and Peveler, Dr William and Skabara, Professor Peter and Yu, Dr Holly
• Authors: Altinolcek, N., Battal, A., Tavasli, M., Peveler, W. J., Yu, H. A., and Skabara, P. J.
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Beilstein Journal of Organic Chemistry
• Publisher: Beilstein-Institut
• ISSN: 1860-5397
• ISSN (Online): 1860-5397
• Copyright Holders: Copyright © 2020 Altinolcek et al.
• First Published: First published in Beilstein Journal of Organic Chemistry 16:1066-1074
• Publisher Policy: Reproduced under a Creative Commons licence

Project Code	Award No	Project Name	Principal Investigator	Funder's Name	Funder Ref	Lead Dept
304445		EPSRC Capital Award emphasising support for Early Career Researchers	Muffy Calder	Engineering and Physical Sciences Research Council (EPSRC)	EP/S017984/1	S&E - College Senior Management