Diindeno[1, 2-b:2′, 1′-n]perylene: a closed shell related Chichibabin's hydrocarbon, the synthesis, molecular packing, electronic and charge transport properties. Issue 6 (17th April 2015)

• Record Type: Journal Article
• Authors: Sbargoud, Kamal; Mamada, Masashi; Marrot, Jérôme; Tokito, Shizuo; Yassar, Abderrahim; Frigoli, Michel
• Is Part Of: Chemical science. Volume 6:Issue 6(2015:Jun.)
• Page Start: 3402
• Page End: 3409
• Publication Date: 2015-04-17
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c5sc00652j
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A fixed Chichibabin's hydrocarbonCHI1 shows a closed shell configuration with a broad absorption from 400 up to 900 nm. 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 cm 2 V −1 s −1 when the active layer was solution-processed.