Volume 53, Issue 26 pp. 6786-6790
Communication

Heptagon-Embedded Pentacene: Synthesis, Structures, and Thin-Film Transistors of Dibenzo[d,d′]benzo[1,2-a:4,5-a′]dicycloheptenes

Xuejin Yang

Xuejin Yang

Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong (China)

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Danqing Liu

Danqing Liu

Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong (China)

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Prof. Qian Miao

Corresponding Author

Prof. Qian Miao

Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong (China)

Institute of Molecular Functional Materials (Areas of Excellence Scheme, University Grants Committee), Hong Kong (China)

Department of Chemistry, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong (China)Search for more papers by this author
First published: 20 May 2014
Citations: 73

We thank Hoi Shan Chan (the Chinese University of Hong Kong) for the single-crystal X-ray crystallography. This work was supported by the Research Grants Council of Hong Kong (project number: GRF402412) and the University Grants Committee of Hong Kong (project number: AoE/P-03/08).

Graphical Abstract

All sixes and sevens: A new class of conjugated polycyclic molecules have a nearly flat C6-C7-C6-C7-C6 polycyclic framework with a p-quinodimethane core. With a field-effect mobility of up to 0.76 cm2 V−1 s−1 as measured from solution-processed thin-film transistors, these molecules are alternatives to the pentacene analogues for application in organic electronic devices.

Abstract

This study presents a new class of conjugated polycyclic molecules that contain seven-membered rings, detailing their synthesis, crystal structures and semiconductor properties. These molecules have a nearly flat C6-C7-C6-C7-C6 polycyclic framework with a p-quinodimethane core. With field-effect mobilities of up to 0.76 cm2 V−1 s−1 as measured from solution-processed thin-film transistors, these molecules are alternatives to the well-studied pentacene analogues for applications in organic electronic devices.

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