Jump to main content
Jump to site search

Issue 6, 2015
Previous Article Next Article

Diindeno[1,2-b:2′,1′-n]perylene: a closed shell related Chichibabin's hydrocarbon, the synthesis, molecular packing, electronic and charge transport properties

Author affiliations

Abstract

Diindeno[1,2-b:2′,1′-n]perylene, a new derivative of the indenoacene family was synthesized, and its electronic, electrochemical, and electrical properties were investigated. This material has a closed shell electronic configuration which corresponds to a quinoidal structure with a low band gap of 1.35 eV. Molecular packing in the single crystal was studied by single-crystal X-ray structural analysis, and this information was subsequently used in the determination of the charge transfer integrals via density functional theory methods. The charge-carrier transport properties of the diindeno[1,2-b:2′,1′-n]perylene-5,12-dione and diindeno[1,2-b:2′,1′-n]perylene derivatives were investigated through the fabrication and characterization of field-effect transistors via both vacuum-deposited and solution-processed films, respectively. Diindeno[1,2-b:2′,1′-n]perylene exhibited a field-effect behaviour with a hole mobility up to 1.7 × 10−3 cm2 V−1 s−1 when the active layer was solution-processed.

Graphical abstract: Diindeno[1,2-b:2′,1′-n]perylene: a closed shell related Chichibabin's hydrocarbon, the synthesis, molecular packing, electronic and charge transport properties

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 Feb 2015, accepted on 25 Mar 2015 and first published on 26 Mar 2015


Article type: Edge Article
DOI: 10.1039/C5SC00652J
Citation: Chem. Sci., 2015,6, 3402-3409
  • Open access: Creative Commons BY license
  •   Request permissions

    Diindeno[1,2-b:2′,1′-n]perylene: a closed shell related Chichibabin's hydrocarbon, the synthesis, molecular packing, electronic and charge transport properties

    K. Sbargoud, M. Mamada, J. Marrot, S. Tokito, A. Yassar and M. Frigoli, Chem. Sci., 2015, 6, 3402
    DOI: 10.1039/C5SC00652J

    This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. Material from this article can be used in other publications provided that the correct acknowledgement is given with the reproduced material.

    Reproduced material should be attributed as follows:

    • For reproduction of material from NJC:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the Centre National de la Recherche Scientifique (CNRS) and the RSC.
    • For reproduction of material from PCCP:
      [Original citation] - Published by the PCCP Owner Societies.
    • For reproduction of material from PPS:
      [Original citation] - Published by The Royal Society of Chemistry (RSC) on behalf of the European Society for Photobiology, the European Photochemistry Association, and RSC.
    • For reproduction of material from all other RSC journals:
      [Original citation] - Published by The Royal Society of Chemistry.

    Information about reproducing material from RSC articles with different licences is available on our Permission Requests page.

Search articles by author

Spotlight

Advertisements