Electron-accepting conjugated materials based on 2-Vinyl-4,5- dicyanoimidazoles for application in organic electronics

Shin, R. Y. C., Sonar, P., Siew, P. S., Chen, Z. K., & Sellinger, A. (2009) Electron-accepting conjugated materials based on 2-Vinyl-4,5- dicyanoimidazoles for application in organic electronics. Journal of Organic Chemistry, 74(9), pp. 3293-3298.

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We report the Heck coupling of 2-vinyl-4,5-dicyanoimidazole (vinazene) with selected di- and trihalo aromatics in an effort to prepare linear and branched electron-accepting conjugated materials for application in organic electronics. By selecting the suitable halo-aromatic moiety, it is possible to tune the HOMO - LUMO energy levels, absorption, and emission properties for a specific application. In this regard, materials with strong photoluminescence from blue → green → red are reported that may have potential application in organic light-emitting diodes (OLEDs). Furthermore, derivatives with strong absorption in the visible spectrum, coupled with favorable HOMO-LUMO levels, have been used to prepare promising organic photovoltaic devices (OPVs) when combined with commercially available semiconducting donor polymers.

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ID Code: 75232
Item Type: Journal Article
Refereed: Yes
Keywords: Aromatic moieties, Conjugated materials, Electron-accepting, Emission properties, Heck coupling, HOMO-LUMO energies, Organic electronics, Organic photovoltaic devices, Potential applications, Visible spectra, Absorption, Absorption spectroscopy, Electronic equipment, Emission spectroscopy, Light emitting diodes, Organic light emitting diodes (OLED), Semiconducting polymers, Sulfur compounds, Organic polymers, 2 vinyl 4, 5 dicyanoimidazole, aromatic carboxylic acid, biomaterial, imidazole derivative, polymer, unclassified drug, alkylation, article, blue light, electric activity, electron, electronics, Heck reaction, light absorption, light emitting diode, photoluminescence, red light, semiconductor, synthesis
DOI: 10.1021/jo802720m
ISSN: 00223263 (ISSN)
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: © 2009 American Chemical Society.
Deposited On: 29 Oct 2014 04:58
Last Modified: 30 Oct 2014 02:09

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