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[4]Cyclo‐ N ‐ethyl‐2,7‐carbazole: Synthesis, Structural, Electronic and Charge Transport Properties
Author(s) -
Lucas Fabien,
Sicard Lambert,
Jeannin Olivier,
RaultBerthelot Joëlle,
Jacques Emmanuel,
Quinton Cassandre,
Poriel Cyril
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901066
Subject(s) - organic field effect transistor , carbazole , materials science , molecule , organic electronics , transistor , active layer , nanotechnology , field effect transistor , chemistry , layer (electronics) , photochemistry , organic chemistry , physics , quantum mechanics , voltage , thin film transistor
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.