Periphery Fusion Strategy of a Carbazole-Based Macrocycle toward Coplanar N-Heterocycloarene for High-Mobility Single-Crystal Transistors
© 2023 Wiley-VCH GmbH.
| Veröffentlicht in: | Advanced materials (Deerfield Beach, Fla.). - 1998. - 35(2023), 20 vom: 18. Mai, Seite e2300094 |
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| 1. Verfasser: | |
| Weitere Verfasser: | , , , , , , , |
| Format: | Online-Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
2023
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| Zugriff auf das übergeordnete Werk: | Advanced materials (Deerfield Beach, Fla.) |
| Schlagworte: | Journal Article (hetero)cycloarenes conjugated macrocycles high-mobility periphery fusion strategy single-crystal transistors |
| Zusammenfassung: | © 2023 Wiley-VCH GmbH. Designing (hetero)cycloarenes through the modifications of the π-topology and molecular packing of organic semiconductors has recently garnered considerable attention. However, their applications as an organic active layer in field-effect transistors are very limited, and the obtained hole carrier mobilities are less than 1 cm2 V-1 s-1 . In this work, a novel alkyl-substituted coplanar N-heterocycloarene (FM-C4) containing four carbazole units is successfully synthesized in crystalline form. As compared to the corresponding single-bond-linked carbazole-based macrocycle M-C4, it is found that the periphery fusion strategy greatly changes the electronic structures, energy levels, photophysical properties, host-guest interactions with fullerenes, and molecular crystal stacking motifs. In particular, the fully fused N-heterocycloarene FM-C4 exhibits a herringbone packing structure with an unusual long-range π-π overlap distance as low as 3.19 Å, whereas the single crystal of M-C4 demonstrates no π-π interactions. As a consequence, FM-C4 in single-crystal transistors displays the highest hole mobility of 2.06 cm2 V-1 s-1 , significantly outperforming M-C4 and all the reported (hetero)cycloarenes and suggesting the high potential of (hetero)cycloarenes for organic electronic applications |
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| Beschreibung: | Date Completed 18.05.2023 Date Revised 18.05.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
| ISSN: | 1521-4095 |
| DOI: | 10.1002/adma.202300094 |