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Core-brominated tetraazaperopyrenes as n-channel semiconductors for organic complementary circuits on flexible substrates

Organic thin-film transistors (TFTs) are prepared by vacuum deposition and solution shearing of 2,9-bis(perfluoroalkyl)-substituted tetraazaperopyrenes (TAPPs) with bromine substituents at the aromatic core. The TAPP derivatives are synthesized by reacting known unsubstituted TAPPs with bromine in f...

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Bibliographic Details
Main Authors: Geib, Sonja (Author) , Zschieschang, Ute (Author) , Gsänger, Marcel (Author) , Stolte, Matthias (Author) , Würthner, Frank (Author) , Wadepohl, Hubert (Author) , Klauk, Hagen (Author) , Gade, Lutz H. (Author)
Format: Article (Journal)
Language:English
Published: March 8, 2013
In: Advanced functional materials
Year: 2013, Volume: 23, Issue: 31, Pages: 3866-3874
ISSN:1616-3028
DOI:https://doi.org/10.1002/adfm.201203600
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/https://doi.org/10.1002/adfm.201203600
Verlag, lizenzpflichtig, Volltext: https://onlinelibrary.wiley.com/doi/abs/10.1002/adfm.201203600
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Author Notes:Sonja Geib, Ute Zschieschang, Marcel Gsänger, Matthias Stolte, Frank Würthner, Hubert Wadepohl, Hagen Klauk, and Lutz H. Gade
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Summary:Organic thin-film transistors (TFTs) are prepared by vacuum deposition and solution shearing of 2,9-bis(perfluoroalkyl)-substituted tetraazaperopyrenes (TAPPs) with bromine substituents at the aromatic core. The TAPP derivatives are synthesized by reacting known unsubstituted TAPPs with bromine in fuming sulphuric acid, and their electrochemical properties are studied in detail by cyclic voltammetry and modelled with density functional theory (DFT) methods. Lowest unoccupied molecular orbital (LUMO) energies and electron affinities indicate that the core-brominated TAPPs should exhibit n-channel semiconducting properties. Current-voltage characteristics of the TFTs established electron mobilities of up to μn = 0.032 cm2 V−1 s−1 for a derivative which was subsequently processed in the fabrication of a complementary ring oscillator on a flexible plastic substrate (PEN).
Item Description:Gesehen am 03.02.2020
Physical Description:Online Resource
ISSN:1616-3028
DOI:https://doi.org/10.1002/adfm.201203600

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