4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 51, Issue 60, Pages 12004-12007

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc03608a

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Funding

  1. Research Grants Council of The Hong Kong Special Administration Region [CUHK7/CRF/12G]
  2. Hong Kong Scholars Program

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New 6,13-bis[1'-(CRC)-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 pi conjugated system can lower both LUMO and HOMO energy levels, converting a typical p-type semiconductor into an ambipolar one.

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