Thioether- and sulfone-functionalized dibenzopentalenes as n-channel semiconductors for organic field-effect transistors
| Autor: | Daniel Kratzert, Mathias Hermann, Birgit Esser, Ruihan Wu, Hanying Li, David C. Grenz |
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| Rok vydání: | 2018 |
| Předmět: |
Materials science
010405 organic chemistry Ambipolar diffusion business.industry Thio General Chemistry 010402 general chemistry 01 natural sciences 0104 chemical sciences Sulfone chemistry.chemical_compound Semiconductor chemistry Intramolecular force Materials Chemistry Physical chemistry Field-effect transistor Semiconduction business HOMO/LUMO |
| Zdroj: | Journal of Materials Chemistry C. 6:5420-5426 |
| ISSN: | 2050-7534 2050-7526 |
| Popis: | Dibenzo[a,e]pentalenes (DBPs) are promising candidates to be used as ambipolar or n-type semiconductors in organic field-effect transistors (OFETs). For n-channel conduction, low LUMO energy levels are required. Furthermore, a close molecular packing in the solid state is advantageous. Here we present thioether-functionalized DBPs with LUMO energies down to −3.47 eV as well as a DBP sulfone with a LUMO energy of −3.94 eV. X-ray crystallography revealed 1-D π-stacking or herringbone packing in the solid state with close intramolecular distances between the DBP cores. Two thio-DBPs and the DBP sulfone showed n-channel conduction in FET measurements on well-aligned crystals with electron mobilities of up to 0.18 cm2 V−1 s−1, to date the highest reported values for n-channel conduction in DBP derivatives. The short synthetic route will in the future allow for facile access to a variety of thio- and sulfone-DBPs for n-channel or ambipolar semiconduction. |
| Databáze: | OpenAIRE |
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