Synthesis and Properties of a Visible-to-Near-IR-Fluorescing 2,5-Diarylidene Cyclopentanone Charge-Transfer Dye
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open in viewerA conjugated dye, (2E,5E)-2-[(4-cyanophenyl)methylene]-5-[(E)-3-[4-(dimethylamino)phenyl]-2-propen-1-ylidene]-cyclopentanone, was synthesized. Absorption and fluorescence emission were measured in various solvents; enlarged Stokes shifts in increasingly polar solvents were observed. This, along with TD-DFT calculations, proved the charge-transfer nature of the S1 state. Solvent effect on the dye's fluorescence quantum yield and lifetime was measured; maximum values of both were observed in CHCl3. Trends were explained by rate constants of fluorescence and non-radiative decay, structure of electronic states, and rules of transitions. Finally, the two-photon absorption cross-section of the molecule was calculated. The large value suggested its potential as a two-photon dye.
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- Creator
- Contributors
- Publisher
- Identifier
- E-project-050411-145833
- Advisor
- Year
- 2011
- Date created
- 2011-05-04
- Resource type
- Major
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