ORGN 368 |
| A crown-ether-containing monomer can be incorporated into a conjugated polymer for applications in organic light emitting diodes (OLEDs). Because of the supramolecular activity of the crown ether unit, the photophysical properties of the material are potentially tunable through molecular recognition with various organic guest species. Synthetic efforts are underway towards an asymmetrically substituted crown ether monomer that could be polymerized via the Wittig or Horner-Wadsworth-Emmons reactions. The thermodynamic binding parameters and electronic structure of a host-guest dibenzo-30-crown-10 (DB30C10) model system have been determined by isothermal titration calorimetry (ITC) and by NMR, UV-visible, and fluorescence spectroscopy. Preliminary results show that benzyl viologen binds weakly (Ka = 82 M-1) and quenches the fluorescence of DB30C10, whereas dibenzylammonium hexafluorophosphate binds more strongly (Ka = 434 M-1) and has a minimal effect on emission intensity.
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Heterocycles and Aromatics, Molecular Recognition and Self Assembly
8:00 PM-10:00 PM, Tuesday, April 8, 2008 Morial Convention Center -- Hall A, Poster
Sci-Mix
Division of Organic Chemistry |
