Synthesis and characterization of perylene tetracarboxylic propargyl esters as precursor materials for light-harvesting perylene derivatives in organic photonic applications

Sawalha, Mohamad
In this study, two isomerically pure perylene tetracarboxylic propargyl ester derivatives (P4 and P11) were synthesized and characterized to be used as intermediate compounds for bipolar perylene derivatives. The synthesized intermediates are extremely valuable and versatile building blocks, and their optical, photophysical, and electrochemical properties can be further tuned by the attachments of suitable electron-donating groups at the peri or bay positions. Electron-donor azidofluorene was combined with the electron-acceptor perylene tetracarboxylic propargyl ester derivatives (P4 and P11) and new D-A type bipolar molecules (P6 and P12) were obtained. Photophysical, electrochemical, and thermal properties of the synthesized molecules were studied. UV-Vis and emission spectra, fluorescence quantum yield, lifetime, and HOMO-LUMO energy levels were determined and discussed. The synthesized molecules have a great potential to be utilized in organic photonic applications such as dye-sensitized solar cells (DSSCs) and organic light-emitting diodes (OLEDs) owing to their charge transfer and light-harvesting abilities.


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Citation Formats
M. Sawalha, “Synthesis and characterization of perylene tetracarboxylic propargyl esters as precursor materials for light-harvesting perylene derivatives in organic photonic applications,” M.S. - Master of Science, Middle East Technical University, 2021.