Keywords
Squaraine dye, pyrene, photophysical property, pi conjugation
Abstract
Two indole-based squaraine dyes bonded to two pyrenyl groups through vinyl- and ethynyl- linkers were synthesized with the aim of enhancing the intramolecular charge transfer interaction in addition to improving their optical properties. The absorption and emission properties of these derivatives were determined in order to gain an insight into the intensity of this type of interaction, their aggregation behavior and compare them with results obtained through quantum chemical calculations. Both compounds presented high photochemical stability in THF, and the linear spectroscopic characterization revealed high extinction coefficients, large fluorescence quantum yields and relatively low tendency of forming excimers in several solvents. The nonlinear spectroscopic study revealed two-photon absorption cross section maxima greater than 10,000 GM (1 GM = 1 × 10-50 cm4 s/photon), which are improved values in comparison with the indole-based squaraine core. The experimental results were compared with time-dependent DFT calculations. These observations propose a new trend in the formulation of highly absorbing organic molecules containing pyrenyl groups for the development of new materials with Organic Light-Emitting Diode (OLED) applications. Moreover, this work contributes to the study of intramolecular charge transfer interaction and its tailoring for the improvement of the linear and nonlinear optical properties.
Notes
If this is your thesis or dissertation, and want to learn how to access it or for more information about readership statistics, contact us at STARS@ucf.edu
Graduation Date
2015
Semester
Spring
Advisor
Belfield, Kevin
Degree
Master of Science (M.S.)
College
College of Sciences
Department
Chemistry
Degree Program
Chemistry
Format
application/pdf
Identifier
CFE0006024
URL
http://purl.fcla.edu/fcla/etd/CFE0006024
Language
English
Release Date
November 2016
Length of Campus-only Access
1 year
Access Status
Masters Thesis (Open Access)
Subjects
Dissertations, Academic -- Sciences; Sciences -- Dissertations, Academic
STARS Citation
Ballestas Barrientos, Alfonso, "Synthesis, Linear and Nonlinear Photophysical Characterization of Two Symmetrical Pyrene-terminated Squaraine Derivatives in Solution" (2015). Electronic Theses and Dissertations. 1477.
https://stars.library.ucf.edu/etd/1477