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Access Type
Open Access
Document Type
thesis
Degree Program
Chemistry
Degree Type
Master of Science (M.S.)
Year Degree Awarded
2014
Month Degree Awarded
February
Keywords
OPV, photovoltaic, Fluorenone, Diketopyrrolopyrrole
Abstract
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.
DOI
https://doi.org/10.7275/4917648
First Advisor
Paul M Lahti