Design, synthesis, chemical stability, packing, cyclic voltammetry, ionisation potential, and charge transport of [1]benzothieno[3,2-b][1]benzothiophene derivatives

Accès libre Peer reviewed | |
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Version acceptée pour publication (post-print auteur) | |
Paternité - Pas d'utilisation commerciale [CC] [BY] [NC] | |
Auteurs |
Christian Ruzié Jolanta Karpinska Anne Laurent Lionel Sanguinet Simon Hunter Thomas D. Anthopoulos Vincent Lemaur Jérôme Cornil Alan R. Kennedy Olivier James Fenwick Paolo Samorì Guillaume Schweicher Basab Chattopadhyay Yves Henri Geerts |
Unité de recherche du site |
Institut de Science et d'Ingénierie Supramoléculaires - ISIS - UMR7006 |
Langue |
en |
Volume |
4 |
Numéro |
22 |
Page de début |
4863 |
Page de fin |
4879 |
Date de première publication |
2016-05-05 |
ISSN |
2050-7526 |
Titre de la source (revue, livre…) |
Journal of Materials Chemistry C |
Résumé |
Five new molecular semiconductors that differ from dioctylbenzothienobenzothiophene, by the introduction of ether or thioether side chains, have been synthesized and obtained in good yields. Their availability in sufficient quantities has allowed Show moreFive new molecular semiconductors that differ from dioctylbenzothienobenzothiophene, by the introduction of ether or thioether side chains, have been synthesized and obtained in good yields. Their availability in sufficient quantities has allowed investigation of their electrochemical behaviour in solution and their electronic properties in solid state. Both ether and thioether compounds oxidise rather easily in solution, but nevertheless, they exhibit rather high ionisation potentials. This is a consequence of their crystal structure. Dioctylthioetherbenzothienobenzothiophene is rather sensitive to oxidation and degrades easily in close to ambient conditions. Dioctyletherbenzothienobenzothiophene is more stable. Its charge carrier mobility remains however rather moderate, on the order of 0.5 cm2 V−1 s−1, whereas that of dioctylbenzothienobenzothiophene reached 4 cm2 V−1 s−1, in the same conditions. The difference is explained by intrinsic factors as shown by a theoretical modelling. Show less |
DOI | 10.1039/C6TC01409G |
Titre abrégé de la source |
J. Mater. Chem. C |
Type de publication |
ACL |
Topic |
Chimie/Matériaux |
Unité de recherche extérieure au site |
Laboratoire de Chimie des Polymères, Faculté des Sciences, Université Libre de Bruxelles (ULB), CP 206/1, Boulevard du Triomphe, 1050 Bruxelles, Belgium |
Fonction |
aut |
Audience |
International |
Envoyer vers HAL |
5 |
URL | https://univoak.eu/islandora/object/islandora:72565 |