Synthesis, characterization, and polymerization of polyether bridged thiophene and aniline derivatives

Tirkeş, Seha
New compounds consisting of 3-thienyl and aniline units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis and cyclic voltammetry. In the case of 3-thienyl derivatives two compounds, 1,12-di-3-thienyl-2,5,8,11-tetraoxadodecane (MI) and 1,15-di-3-thienyl-2,5,8,11,14-pentaoxapentadecane (MII) were synthesized utilizing literature methods and their corresponding polymers, poly(I) and poly(II) were prepared in an electrolytic solution containing 0.1 M terabutylammonium hexafluorophosphate (TBAPF6) dissolved in CH3CN. On the other hand, polymerization of aniline derivatives, 2,2'-[ethane-1,2-diylbis(oxyethane-2,1-diyloxy)]dianiline (MIII) and 2,2'-[oxybis(ethane-2,1-diyloxyethane-2,1-diyloxy)]dianiline (MIV), was achieved in an aqueous solution containing 3.0 mol.L-1 H2SO4. Spectroelectrochemical (SPEL) properties and thermal analysis of the resulting polymers have been investigated using UV-vis, and Thermogravimetric Analysis (TGA). MIII was also polymerized via chemical oxidation for comparison purposes. The polymers were characterized using 1H-NMR and FT-IR spectroscopic techniques. Furthermore, copolymers of MIII and MIV with aniline (ANI) were also studied with cyclic voltammetry (CV). SPEL behavior and electrical conduction mechanism of resulting copolymers were investigated using UV-vis spectroscopic technique and four-point probe technique, respectively.


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Citation Formats
S. Tirkeş, “Synthesis, characterization, and polymerization of polyether bridged thiophene and aniline derivatives,” Ph.D. - Doctoral Program, Middle East Technical University, 2008.