[4]Cyclo-N-ethyl-2,7-carbazole Synthesis, structural, electronic and charge transport properties

Abstract : Nanorings, which are macrocycles possessing radially directed π-orbitals have shown fantastic development in the last ten years. Unravelling their unusual electronic properties has been one of the driving forces of this research field. However, and despite promising properties, their incorporation in organic electronic devices remains very scarce. In this work, we aim to contribute to bridge the gap between organic electronics and nanorings by reporting the synthesis, the structural and electronic properties and the incorporation in an organic field-effect transistor (OFET) of a cyclic tetracarbazole, namely [4]cyclo-N-ethyl-2,7-carbazole ([4]C-Et-Cbz). The structural, photophysical and electrochemical properties have been compared to those of structurally related analogues [4]cyclo-9,9-diethyl-2,7-fluorene [4]C-diEt-F (with carbon bridges) and [8]-cycloparaphenylene [8]CPP (without any bridge) in order to shed light on the impact of the bridging in nanorings. This work shows that nanorings can be used as an active layer in an OFET and provides a first benchmark in term of OFET characteristics for this type of molecules.
Document type :
Journal articles
Complete list of metadatas

Cited literature [60 references]  Display  Hide  Download

https://hal-univ-rennes1.archives-ouvertes.fr/hal-02120749
Contributor : Laurent Jonchère <>
Submitted on : Thursday, July 18, 2019 - 11:05:18 AM
Last modification on : Thursday, July 18, 2019 - 4:06:54 PM

File

 Restricted access
To satisfy the distribution rights of the publisher, the document is embargoed until : 2019-10-04

Please log in to resquest access to the document

Identifiers

Citation

Fabien Lucas, Lambert Sicard, Olivier Jeannin, Joëlle Rault-Berthelot, Emmanuel Jacques, et al.. [4]Cyclo-N-ethyl-2,7-carbazole Synthesis, structural, electronic and charge transport properties. Chemistry - A European Journal, Wiley-VCH Verlag, 2019, 25 (32), pp.7740-7748. ⟨10.1002/chem.201901066⟩. ⟨hal-02120749⟩

Share

Metrics

Record views

53