Perylene-Containing Thin Film Conjugated Porous Polymers

Kumar, Chhotu (2019) Perylene-Containing Thin Film Conjugated Porous Polymers. Masters thesis, Indian Institute of Science Education & Research Kolkata.

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Abstract

we have attempted several synthetic routes to form perylene precursors for CPPs. All the schemes were based on radical assisted intermolecular oxidative coupling of naphthalene units with hydroxy substituents at proper positions to form perylene derivatives. In the case of scheme 1 perylene derivative was synthesized but the target precursor required for CPP preparation was failed to synthesized. In the case of scheme 3, an unreported naphthalene derivative 14 was prepared, but the synthesis of perylene derivative was unsuccessful. Out of all, Scheme 4 was successful, and compound 16 precursor was synthesized and confirmed by proton NMR data. Since the precursor was easily soluble in common organic solvents, the electropolymerization method was tried to be done in acetonitrile and dichloromethane. It was found that polymer formation was done only in dichloromethane, not in acetonitrile. Cyclic voltammetry profile of the compound for several cycles was done, and it was showing that after every cycle current was increasing. Also, some layer on anode appeared during the oxidation process while disappeared after reduction which confirmed the formation of a polymer. Green coloured fluorescence in the high UV range of yellow coloured compound 16 can be attributed as a large Stokes shift. The absorption and emission spectroscopy shows three maximum peaks of 16 in the visible range with a high extinction coefficient. Thus, compound 16 has potential application in different fields of material science.

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