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Article << Previous     |     Next >>   Contents Vol 65(12)

Synthesis, Structure, Physical Properties, and Displacement Current Measurement of an n-Type Organic Semiconductor: 2:3,5:6-Bis(1,1-dicyanoethylene-2,2-dithiolate)-quinone

Jinchong Xiao A B E , Yasuo Azuma C E , Yi Liu A , Gang Li A , Fengxia Wei A , Ke Jie Tan A , Christian Kloc A , Hua Zhang A , Yutaka Majima C D and Qichun Zhang A D

A School of Materials Science and Engineering, Nanyang Technological University, 50 Nanyang Avenue, Singapore 639798, Singapore.
B Key Laboratory of Chemical Biology of Hebei Province, College of Chemistry and Environmental Science, Hebei University, Baoding 071002, P. R. China.
C Materials and Structures Laboratory, Tokyo Institute of Technology, Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan, and CREST, Japan Science and Technology Agency, Nagatsuta-cho, Midori-ku, Yokohama 226-8503, Japan.
D Corresponding authors. Email: majima@msl.titech.ac.jp; qczhang@ntu.edu.sg
E These authors contributed equally to this work.

Australian Journal of Chemistry 65(12) 1674-1678 http://dx.doi.org/10.1071/CH12325
Submitted: 10 July 2012  Accepted: 24 August 2012   Published: 25 September 2012


 
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Abstract

An n-type organic semiconductor 2:3,5:6-bis(1,1-dicyanoethylene-2,2-dithiolate)-quinone (BDQ) has been successfully synthesised and characterised. The single crystal structure of BDQ, determined by single-crystal X-ray crystallography, indicated that BDQ is a planar molecule with strong face-to-face π-π stacking (3.40 Å) and S···S interactions (3.66 Å) between neighbouring molecules, which might be in favour of the effective charge transport. The UV-vis spectrum shows that BDQ has shoulder absorption up to 550 nm (2.25 eV). The electrochemical property displays that the HOMO-LUMO gap of BDQ obtained from the half-wave redox potential is 1.92 eV. The displacement current measurement of BDQ-based devices is demonstrated and discussed.





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