4.4 Article

Synthesis and thermal, electrochemical, photophysical properties of novel symmetric/asymmetric indolo[2,3-a]carbazole derivatives bearing different aryl substituents

Journal

TETRAHEDRON
Volume 73, Issue 3, Pages 230-238

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2016.12.001

Keywords

Indole[2,3-a]carbazole; Thermal stability; Photophysical properties; Electrochemical properties; Luminescent materials

Funding

  1. Research Project of the Natural Science Foundation of Heilongjiang Province of China [B201207, B201208]

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A series of new symmetric/asymmetric aryl-substituted indolo[2,3-a]carbazole derivatives were designed and synthesized. The thermal stability, photophysical properties and electrochemical properties of these compounds were characterized by thermal analysis, UV absorption spectra, photoluminescence (PL) spectrometer, quantum calculation texting and cyclic voltammetric (CV) measurements. Compared with these compounds, symmetric substituted indolo[2,3-a] carbazole derivatives (6a-e) exhibit good properties as Luminescent materials. The compounds (6a-e) showed high thermal stability with thermal decomposition temperatures at 5% weight loss in a range of 312-370 degrees C. In the solution and the solid states, these compounds exhibited stable blue light emission. The optical band gaps of compounds 6a-e in CH2Cl2 solution were in a range of 3.09-3.32 eV. The wide energy gaps are helpful to electronic transfers and transports. The introduction of a more electronegative -F or -CF3 group at the meta or para-position of the phenyl rings in the compounds 6d and 6e were good for improving the energy gaps. Compared with other compounds, compounds 6d and 6e are more potential for application in blue OLEDs. (C) 2016 Elsevier Ltd. All rights reserved.

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