Synthesis of new ferrocenyl substituted quinoxaline derivative monomers, their polymerization and electrochemical behaviors

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2010
Özdemir, Şerife
5,8-Bis(2,3-dihydrothieno[3,4b][1,4]dioxin-5-yl)-2-(naphthalen-2-yl)-3-ferrocenyl-4a,8a-dihydroquinoxaline (DEFNQ), 5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-(phenyl)-3 ferrocenylquinoxaline (DEFPQ) and 5,8-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,3-di(naphthalen-2-yl)quinoxaline (DEDNQ) were synthesized, electrochemically polymerized and electrochromic properties of resultant polymers were investigated. For the characterization of the monomers Nuclear Magnetic Resonance (1H-NMR, 13C-NMR) were used. Cyclic Voltammetry (CV) and Ultraviolet–Visible Spectroscopy were used to investigate electrochemical behavior of the monomers and redox reactions of conducting polymers. After electrochemical polymerizations, the electrochromic properties of the conducting polymers were investigated via spectroelectrochemistry, kinetic and colorimetry studies to explore the one of most important property of conducting polymers, the ability to switch reversibly between the two states of different optical properties, ‘electrochromism’. Cyclic Voltammetry and Spectroelectrochemistry studies for PDEFNQ, PDEFPQ and PDEDNQ showed that ferrocenyl (Fc) group containing derivatives are multichromic green to transmissive polymer with high tendency to be both p and n doped. PDEDNQ which was not functionalized with ferrocenyl group does not show multichromism. According to the electrochemical and spectroscopic results each polymer is a potential candidate for optoelectronic applications.

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Citation Formats
Ş. Özdemir, “Synthesis of new ferrocenyl substituted quinoxaline derivative monomers, their polymerization and electrochemical behaviors,” M.S. - Master of Science, Middle East Technical University, 2010.