Issue 60, 2015

o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors

Abstract

New 6,13-bis[1′-(C[triple bond, length as m-dash]C)-2′-R-1′,2′-C2B10H10]pentacenes (R = H, Me, Et, n-Bu) are synthesized and fully characterized. The results show that the alkyl substituents on the second cage carbon have a significant impact on the molecular packing, and the incorporation of the o-carboranyl moiety into a π conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one.

Graphical abstract: o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors

Supplementary files

Article information

Article type
Communication
Submitted
30 Apr 2015
Accepted
19 Jun 2015
First published
19 Jun 2015

Chem. Commun., 2015,51, 12004-12007

o-Carborane functionalized pentacenes: synthesis, molecular packing and ambipolar organic thin-film transistors

J. Guo, D. Liu, J. Zhang, J. Zhang, Q. Miao and Z. Xie, Chem. Commun., 2015, 51, 12004 DOI: 10.1039/C5CC03608A

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