| |  Online-Ressource |
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| Verfasst von: | Hahn, Lena [VerfasserIn]  |
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| | Maaß, Friedrich [VerfasserIn] |
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| | Bleith, Tim Manuel [VerfasserIn] |
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| | Zschieschang, Ute [VerfasserIn] |
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| | Wadepohl, Hubert [VerfasserIn] |
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| | Klauk, Hagen [VerfasserIn] |
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| | Tegeder, Petra [VerfasserIn] |
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| | Gade, Lutz H. [VerfasserIn] |
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| Titel: | Core halogenation as a construction principle in tuning the material properties of tetraazaperopyrenes |
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| Verf.angabe: | Lena Hahn, Friedrich Maaß, Tim Bleith, Ute Zschieschang, Hubert Wadepohl, Hagen Klauk, Petra Tegeder, and Lutz H. Gade |
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| E-Jahr: | 2015 |
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| Jahr: | October 28, 2015 |
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| Umfang: | 10 S. |
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| Teil: | volume:21 |
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| | year:2015 |
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| | number:49 |
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| | month:12 |
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| | pages:17691-17700 |
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| | extent:10 |
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| Fussnoten: | Gesehen am 16.03.2021 |
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| Titel Quelle: | Enthalten in: Chemistry - a European journal |
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| Ort Quelle: | Weinheim : Wiley-VCH, 1995 |
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| Jahr Quelle: | 2015 |
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| Band/Heft Quelle: | 21(2015), 49 vom: Dez., Seite 17691-17700 |
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| ISSN Quelle: | 1521-3765 |
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| Abstract: | A detailed study on the effects of core halogenation of tetraazaperopyrene (TAPP) derivatives is presented. Its impact on the solid structure, as well as the photophysical and electrochemical properties, has been probed by the means of X-ray crystallography, UV/Vis and fluorescence spectroscopy, high-resolution electron energy loss spectroscopy (HREELS), cyclic voltammetry (CV), and DFT modeling. The aim was to assess the potential of this approach as a construction principle for organic electron-conducting materials of the type studied in this work. Although halogenation leads to a stabilization of the LUMOs compared to the unsubstituted parent compound, the nature of the halide barely affects the LUMO energy while strongly influencing the HOMO energies. In terms of band-gap engineering, it was demonstrated that the HOMO-LUMO gap is decreased by substitution of the TAPP core with halides, the effect being found to be most pronounced for the iodinated derivative. The performance of the recently reported core-fluorinated and core-iodinated TAPP derivatives in organic thin-film transistors (TFTs) was investigated on both a glass substrate, as well as on a flexible plastic substrate (PEN). Field-effect mobilities of up to 0.17 cm2 Vs−1 and on/off current ratio of >106 were established. |
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| DOI: | doi:10.1002/chem.201503484 |
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| URL: | Bitte beachten Sie: Dies ist ein Bibliographieeintrag. Ein Volltextzugriff für Mitglieder der Universität besteht hier nur, falls für die entsprechende Zeitschrift/den entsprechenden Sammelband ein Abonnement besteht oder es sich um einen OpenAccess-Titel handelt.
Volltext ; Verlag: https://doi.org/https://doi.org/10.1002/chem.201503484 |
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| | Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/abs/10.1002/chem.201503484 |
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| | DOI: https://doi.org/10.1002/chem.201503484 |
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| Datenträger: | Online-Ressource |
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| Sprache: | eng |
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| Sach-SW: | cyclic voltammetry |
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| | density functional calculations |
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| | electron energy loss spectroscopy |
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| | halogenation |
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| | material science |
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| K10plus-PPN: | 1751428974 |
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| Verknüpfungen: | → Zeitschrift |
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Core halogenation as a construction principle in tuning the material properties of tetraazaperopyrenes / Hahn, Lena [VerfasserIn]; October 28, 2015 (Online-Ressource)
