Synthesis and electrochemical studies of fluorene and benzimidazole containing conjugated polymers

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2013

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Namal, İmge

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The synthesis and characterization of two donor acceptor type conjugated polymers were investigated. The electrochemical properties were examined using cyclic voltammetry, spectroelectrochemistry and kinetic studies. The increase in the alkyl chain length attached to the fluorene unit was investigated by the corresponding electrochemical characteristics. The synthesis was carried out via Stille coupling of 4,7- dibromo-4'-(tert-butyl)spiro[benzo[d]imidazole-2,1' cyclohexane] and 2,5- bis(tributylstannyl)thiophene with 9,9-dihexyl-9H fluorene and 9,9-didodecyl-9H fluorene respectively. Both of the polymers were neutral state green polymers. They had optical band gaps of 2.46 and 2.54 eV respectively. Increasing the chain length resulted in an increase in solubility and processibility of the polymer but also an increase in the band gap. This was due to the increased bulkyness of the alkyl group, leading to a decrease in the effective conjugation and planarity. They both had distinctive π-π* transitions, band structure and backbone that provides oxidative doping. P1, with the shorter alkyl chain had a lower oxidation potential than P2. Neither of the polymers was capable of being n-doped. They were both multichromic, revealing colors from neutral state green to doped state blue.

Subject Keywords

Benzimidazoles., Heterocyclic compounds., Conjugated polymers., Fluorene.

URI

http://etd.lib.metu.edu.tr/upload/12615382/index.pdf
https://hdl.handle.net/11511/22431

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Graduate School of Natural and Applied Sciences, Thesis

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Citation Formats

İ. Namal, “Synthesis and electrochemical studies of fluorene and benzimidazole containing conjugated polymers,” M.S. - Master of Science, Middle East Technical University, 2013.