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RESEARCH ARTICLE
Contents Vol 63(4)

Synthesis and Properties of the Bipolar Triphenylamine-benzimidazole Derivatives

Hai-Ying Wang A , Gang Chen A , Xiao-Ping Xu A and Shun-Jun Ji A B
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A Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Suzhou (Soochow) University, Renai Road, Suzhou Industrial Park, Suzhou 215123, China.

B Corresponding author. Email: chemjsj@suda.edu.cn

Australian Journal of Chemistry 63(4) 712-718 https://doi.org/10.1071/CH09336
Submitted: 15 June 2009  Accepted: 19 January 2010   Published: 8 April 2010

Abstract

A series of newly-developed bipolar triphenylamine benzimidazole derivatives, containing both hole-transporting and electron-transporting moieties, have been completely characterized by 1H and 13C NMR and HRMS, as well as their thermal, optical, and electrochemical properties. The results indicate that these compounds exhibit high fluorescence quantum yields, desirable HOMO levels and high thermal stabilities. Quantum chemical calculations were used to obtain the optimized ground-state geometries, spatial distributions of the HOMO, and the LUMO levels of these compounds. The agreement between experimental and calculated data suggests such compounds may have potential applications in organic light emitting diodes materials.


Acknowledgements

We are grateful to Dr Xiao-Peng Chen and Professor Ping Lu in Department of Chemistry of Zhejiang University for computational assistance. The work was partially supported by the National Natural Science Foundation of China (No. 20672079), Nature Science Key Basic Research of Jiangsu Province for Higher Education (No. 06KJA15007), Natural Science Foundation of Jiangsu Province (No. BK2006048), Nature Science of Jiangsu Province for Higher Education (No. 05KJB150116), the Specialised Research Fund for the Doctoral Program of Higher Education (No. 20060285001), and Key Laboratory of Organic Synthesis of Jiangsu Province (No. JSK008).


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