Several fluorenone alkynyl based oligo conjugated molecules were synthesized and characterized. Most compounds exhibited UV-Vis absorption onset at ca. 500 nm and a PL emission onset of ~329-370 nm, with excimer emission suspected from most systems near ~530-560 nm. Experimentally determined EHOMO and ELUMO energies range from -6.02 to -5.73 eV and -3.47 and 3.55 eV, respectively, with the lowest experimental Eg lying at -2.26 eV for 2-(trimethoxyphenylacetylene)-fluorenone. Cyclic voltammetry indicates quasi-reversible reduction for all systems, with 2,7-bis(nitrophenylacetylene)fluorenone exhibiting a high reduction potential of -1.25 eV. Only 2,7-bis(trimethoxyphenylacetylene)fluorenone exhibited a quasi-reversible oxidation, due to electron rich methoxy substituents. Diketopyrrolopyrrole systems as electron acceptors were also explored.
| Identifer | oai:union.ndltd.org:UMASS/oai:scholarworks.umass.edu:theses-2323 |
| Date | 01 January 2014 |
| Creators | Devaughn, Raymond |
| Publisher | ScholarWorks@UMass Amherst |
| Source Sets | University of Massachusetts, Amherst |
| Detected Language | English |
| Type | text |
| Format | application/pdf |
| Source | Masters Theses 1911 - February 2014 |
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