Faculty Advisor

Connors, Robert E.

Abstract

A 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.

Publisher

Worcester Polytechnic Institute

Date Accepted

May 2011

Major

Chemistry

Project Type

Major Qualifying Project

Accessibility

Unrestricted

Advisor Department

Chemistry and Biochemistry

Share

COinS