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Identifier

000398946

Title

Σχεδιασμός και σύνθεση πορφυρινών για εφαρμογές σε υγρούς κρυστάλλους, LEC και DSSCs

Alternative Title

Design and synthesis of porphyrins and their applications to liquid crystals, LECs and DSSCs

Author

Χαρισιάδης, Αστέριος Δ.

Thesis advisor

Κουτσολέλος, Αθανάσιος

Reviewer

Μήλιος, Κωνσταντίνος
Ταγματάρχης, Νικόλαος

Abstract

In recent years there has been great progress in the synthesis and study of molecular structures that absorb light. In this category belong porphyrinic systems bearing electron-rich groups in the meso- or β- substitution positions. Due to their unique properties, such porphyrinic structures should have immediate applications in photonic systems, i.e. systems benefiting from photon energy. As examples could be mentioned liquid crystal displays (LCD), optical devices (LEC) and solar cells (DSSC). In particular, this thesis is divided into three parts, depending on the application which is the objective in each one. All compounds that have been synthesized in the context of this thesis have been characterized by UV-Vis absorption spectroscopy, mass spectrometry (ESI-MS), Nuclear Magnetic Resonance (NMR), Electrochemistry (CV) and finally through Density Functional Theory (DFT). In part A', the synthesis and characterization of two novel porphyrin derivatives take place, where the two porphyrin monomers are the free-base and metallated with zinc (Zn) forms of the same compound, that bear in meso-positions oligophenylenevinylene (oPPV) moieties modified with long ether chains. These two porphyrinic compounds have been synthesized in order to find application as liquid crystals. Finally, the first results of the free-base porphyrin show that it probably functions as a LC. Analytical results of all measurements for both molecules are in progress. In part B', three symmetrical Zn-porphyrins are synthesized which bear at the p-positions of their peripheral phenyl groups, long chains with increasing number of carbon atoms (C₂<C₆<C₁₂). The aim of the synthesis of those three compounds is their application in optical light-emitting devices (LEC), and also the study of whether or not the increase in the number of carbons affects the results. So far results have been obtained from measurements of the two out of the three final compounds (C₆ and C₁₂), wherein the C₆ porphyrin's device achieved an efficiency equal to 0.045 Lm/W. finally, the results of both the third compound's and additional measurements are expected. In part C', the synthesis of three new porphyrinic complexes and two novel oPPV derivatives is presented, all of which bear a free anchoring group. Those five final compounds will be applied as photosensitizers in DSSCs. The two organic oPPV dyes will be used both individually and as supramolecular dyads interacting with Zn-metalloporphyrins. The solar cells sensitized by the oPPV moiety (30) and its dyad with a Zn-TPP porphyrin [(ZnTPP-LC)] have been fabricated and showed efficiencies of 2.45 and 5.27% respectively. The measurements of the other final compounds are in progress.

Language

Greek

Subject

(ZnTPP-LC)

Liquid crystal displays (LCD)

Optical light-emitting devices (LEC)

Organic dyes

Porphyrins

Solar cells (DSSC)

ZnTPP

oPPV

Οπτικές φωτοεκπεμπόμενες συσκευές (LEC)