Synthesis, characterization, and systematic structure–property investigation of a series of carbazole–thiophene derivatives
- Authors: Damit E.F.1, Nordin N.1, Ariffin A.1, Sulaiman K.2
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Affiliations:
- Chemistry Department, Faculty of Science
- Physics Department, Faculty of Science
- Issue: Vol 87, No 8 (2017)
- Pages: 1800-1812
- Section: Article
- URL: https://journals.rcsi.science/1070-3632/article/view/221081
- DOI: https://doi.org/10.1134/S1070363217080278
- ID: 221081
Cite item
Abstract
A series of carbazole–thiophene oligomers linked at the 3,6-positions of the carbazole fragment of 4,4′-bis(carbazol-9-yl)biphenyl (CBP) and 4,4′-bis(carbazol-9-yl)-2,2′-dimethylbiphenyl (CDBP) with systematically elongated molecular lengths were synthesized via the Suzuki–Miyaura and Ullmann coupling reactions. Their electronic properties were studied by UV-Vis, cyclic voltammetry, and theoretical calculations. The coupling of CBP and CDBP with thiophene and bi- and terthiophene residues stabilized the HOMO and LUMO energy levels. The absorption and emission spectra exhibited a gradual red shift. The compounds with oligothiophene units had greatly decreased band gaps compared with CBP and CDBP. Therefore, these units may be introduced into the backbone of π-conjugated small molecules to develop new materials with low band gaps that may have potential applications in optoelectronics.
Keywords
About the authors
E. F. Damit
Chemistry Department, Faculty of Science
Email: azhar70@um.edu.my
Malaysia, Lembah Pantai, Kuala Lumpur, 50603
N. Nordin
Chemistry Department, Faculty of Science
Email: azhar70@um.edu.my
Malaysia, Lembah Pantai, Kuala Lumpur, 50603
A. Ariffin
Chemistry Department, Faculty of Science
Author for correspondence.
Email: azhar70@um.edu.my
Malaysia, Lembah Pantai, Kuala Lumpur, 50603
K. Sulaiman
Physics Department, Faculty of Science
Email: azhar70@um.edu.my
Malaysia, Lembah Pantai, Kuala Lumpur, 50603