Synthesis and optoelectronic characterization of some triphenylamine-based compounds containing strong acceptor substituents
| Autor: | Loredana Vacareanu, Teofilia Ivan, Ana Maria Catargiu, Radu Tigoianu, Mircea Grigoras |
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| Rok vydání: | 2014 |
| Předmět: |
chemistry.chemical_classification
Chemistry Biophysics Sonogashira coupling General Chemistry Tetracyanoethylene Electron acceptor Condensed Matter Physics Photochemistry Triphenylamine Biochemistry Acceptor Atomic and Molecular Physics and Optics Fluorescence spectroscopy chemistry.chemical_compound Phenylacetylene Cyclic voltammetry |
| Zdroj: | Journal of Luminescence. 153:5-11 |
| ISSN: | 0022-2313 |
| DOI: | 10.1016/j.jlumin.2014.02.032 |
| Popis: | Three novel triphenylamine-based compounds containing strong electron acceptor groups have been synthesized and their comparative photophysical properties are presented. These compounds were obtained by a two-step method: (i) triphenylamine compounds with one, two and three phenylacetylene arms were synthesized by Sonogashira reaction between iodine-substituted triphenylamines and phenylacetylene, followed by (ii) post-modification of these electron-rich alkynes by addition of the strong electron acceptor, tetracyanoethylene. Characterization of all oligomers was made by FTIR, 1 H-NMR, UV–vis and fluorescence spectroscopy. A batochromic shifting of the UV and photoluminescence maxima was observed with the increase of the acceptor group number. The electrochemical behavior was studied by cyclic voltammetry. The cyclic voltammograms have evidenced that triphenylamine-phenylacetylene compounds undergo only oxidation processes while compounds modified with tetracyanoethylene show both oxidation and reduction peaks associated with donor and acceptor groups, respectively. The donor–acceptor compounds coordinate metal ions (i.e., Hg 2+ and Sn 2+ ) by cyano groups resulting in the decreasing of charge transfer band intensity, and they can be used as chemosensors. |
| Databáze: | OpenAIRE |
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