Molecular diodes and ultra-thin organic rectifying junctions: Au–S–CnH2n–Q3CNQ and TCNQ derivatives
| Autor: | Daniel J. Sandman, L. R. Hermann High, Geoffrey J. Ashwell, Anna Chwialkowska, Marta Sujka, Katarzyna Moczko |
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| Rok vydání: | 2007 |
| Předmět: |
Time Factors
Polymers Stereochemistry Chemistry Spectrum Analysis General Physics and Astronomy Electrons Electron Molecular diode Ring (chemistry) Crystallography Semiconductors Yield (chemistry) Nitriles Monolayer Electrochemistry Organometallic Compounds Dimethyl Sulfoxide Gold Self-assembly Physical and Theoretical Chemistry Thin film Electrodes Sulfur Diode |
| Zdroj: | Phys. Chem. Chem. Phys.. 9:996-1002 |
| ISSN: | 1463-9084 1463-9076 |
| DOI: | 10.1039/b616607e |
| Popis: | Attempts to obtain derivatives of the molecular diode, 2-{4-[1-cyano-2-(1-(omega-acetylsulfanylalkyl)-1H-quinolin-4-ylidene)-ethylidene]-cyclohexa-2,5-dienylidene}-malonitrile [1, CH(3)CO-S-C(n)H(2n)-Q3CNQ], from either 2,3,5,6-tetrafluoro-7,7,8,8-tetracyano-p-quinodimethane (TCNQF(4)) or 2,3,5,6-tetramethyl-7,7,8,8-tetracyano-p-quinodimethane (TMTCNQ) result in ring closure via the cyano group of the pi-bridge and yield di-substituted analogues: 2-{2,3,5,6-tetrafluoro-4-[6-(10-acetylsulfanyldecyl)-3-(1-(10-acetylsulfanyldecyl)-1H-quinolin-4-ylidenemethyl)-6H-benzo[f][1,7]naphthyridin-2-ylidene]-cyclohexa-2,5-dienylidene}-malonitrile (2a) and the 2,3,5,6-tetramethyl derivative (2b). Self-assembled monolayers (SAMs) of these donor-(pi-bridge)-acceptor molecular diodes exhibit asymmetric current-voltage characteristics with electron flow at forward bias from the top contact to surface C(CN)(2) groups. Comparison is made with I-V curves from ultra-thin films of an organic rectifying junction in which TCNQ(-) is electron-donating and a donor-(sigma-bridge)-acceptor diode in which TCNQ degrees is electron-accepting. |
| Databáze: | OpenAIRE |
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