Electronic and Charge Transport Properties in Bridged versus Unbridged Nanohoops: The Role of the Nanohoop Size

Autor: Fabien Lucas, Clement Brouillac, Nemo Mcintosh, Samuele Giannini, Joëlle Rault-Berthelot, Chirstophe Lebreton, David Beljonne, Jérôme Cornil, Emmanuel Jacques, Cassandre Quinton, Cyril Poriel
Přispěvatelé: Institut des Sciences Chimiques de Rennes (ISCR), Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), University of Mons [Belgium] (UMONS), Institut d'Électronique et des Technologies du numéRique (IETR), Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-CentraleSupélec-Centre National de la Recherche Scientifique (CNRS)-Nantes Université - pôle Sciences et technologie, Nantes Université (Nantes Univ)-Nantes Université (Nantes Univ), This project has received funding from the European Union’s Horizon 2020 research and innovation program under grant agreement No 699648 (FRODO). We thankGENCI (N°AD0100805032R1) for computing time, the ANR (n°19-CE05-0024 and ANR-22-CE07-0041) for funding and for post-doctoral fellow (FL), the Region Bretagne (DIADEM project) and the ADEME (ECOELEC project) for PhD grants (FL and CB respectively), Nanorennes (Rennes) for the access to clean room facilities and CRMPO (Rennes) for mass analyses and variable temperatures NMR studies. We also thank Dr J.F Bergamini for the graphical abstract design. The work in Mons has been supported by the Marie Curie ITN project UHMob (GA-811284) and the Consortium des Équipements de Calcul Intensif (CÉCI), funded by the Fonds de la Recherche Scientifique de Belgique (F.R.S.-FNRS) under grant # 2.5020.11. J.C. and D.B. are FNRS research directors., ANR-22-CE07-0041,Evolution,Evolution des matrices hôtes organiques pour des OLEDs phosphorescentes bleue et blanche à haute performance: Nouvelles générations de matériaux(2022)
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Chemistry-A European Journal
Chemistry-A European Journal, 2023, pp.e202300934. ⟨10.1002/chem.202300934⟩
ISSN: 0947-6539
1521-3765
DOI: 10.1002/chem.202300934⟩
Popis: International audience; In the field of p-conjugated nanohoops, the size of the macrocycle has a huge impact on its structural characteristics, which in turn affect its electronic properties. In this work, we report the first experimental investigations linking the size of a nanohoop to its charge transport properties, a key property in organic electronics. We describe the synthesis and the study of the first example of cyclocarbazole possessing five constituting building units, namely [5]-cyclo-N-butyl-2,7-carbazole [5]C-Bu-Cbz. By comparison with a shorter analogue, [4]-cyclo-N-butyl-2,7-carbazole [4]C-Bu-Cbz, we detail the photophysical, electrochemical, morphological and charge transport properties, highlighting the key role played by the hoop size. Particularly, we show that the saturated field effect mobility of [5]C-Bu-Cbz is four times higher than that of its smaller analogue [4]C-Bu-Cbz (4.22 × 10-5vs 1.04 × 10-5 cm².V-1.s-1). However, the study of the other OFET characteristics (threshold voltage VTH and subthreshold slope SS) suggest that a small nanohoop is beneficial for a good organization of the molecules in thin films whereas a large one increases the density of structural defects, and hence of traps for the charge carriers. The present findings are of interest for the further development of nanohoops in electronics.
Databáze: OpenAIRE
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