Halogenated phenazinothiadiazoles: electron-transporting materials
Triisopropylsilyl-(TIPS)-alkynylated phenazinothiadiazoles were prepared by the condensation of halogenated ortho-quinones and TIPS-alkynylated 5,6-diamino-2,1,3-benzothiadiazole with different combinations of halogen substituents. The compounds pack in brickwall motif of head-to-head dimers featuri...
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| Hauptverfasser: | , , , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
December 2023
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| In: |
Asian journal of organic chemistry
Year: 2023, Jahrgang: 12, Heft: 12, Pages: 1-7 |
| ISSN: | 2193-5815 |
| DOI: | 10.1002/ajoc.202300462 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/ajoc.202300462 Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/ajoc.202300462 
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| Verfasserangaben: | Wansheng Zong, Nikolai Hippchen, Benedikt Dittmar, Maximilian Elter, Philipp Ludwig, Frank Rominger, Jan Freudenberg, and Uwe H.F. Bunz |
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| 520 | |a Triisopropylsilyl-(TIPS)-alkynylated phenazinothiadiazoles were prepared by the condensation of halogenated ortho-quinones and TIPS-alkynylated 5,6-diamino-2,1,3-benzothiadiazole with different combinations of halogen substituents. The compounds pack in brickwall motif of head-to-head dimers featuring intermolecular S−N contacts and short π-π distances, suggesting their suitability as n-channel materials in organic thin film transistors. The halogenated phenazinothiadiazoles show electron mobilities μmax ranging between 0.14 cm2 V−1 s−1 and 0.76 cm2 V−1 s−1. | ||
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