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

Kamal Sbargoud, Masashi Mamada, Jérôme Marrot, Shizuo Tokito, Abderrahim Yassar, Michel Frigoli

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20 Citations (Scopus)

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. This journal is

Original languageEnglish
Pages (from-to)3402-3409
Number of pages8
JournalChemical Science
Volume6
Issue number6
DOIs
Publication statusPublished - Jun 1 2015
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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