Synthesis of 2-(3,6-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-9H-carbazole-9-yl)ethyl Methacrylate, Electropolymerization, Characterization and Impedimetric Study

Abstract

In this work, 2-(3,6-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-9H-carbazole-9-yl)ethyl methacrylate (EDOTCzMetac) was chemically synthesized and characterized by FTIR, 1H-NMR, and 13C-NMR. A novel synthesized comonomer was firstly electro-polymerized on glassy carbon electrode (GCE) in various initial molar concentrations [EDOTCzMetac]0 = 1.0, 3.0, 5.0 and 10.0 mM) in 0.1 M tetraethyl ammonium tetrafluoroborate (TEABF4)/acetonitrile (CH3CN). Poly(EDOTCzMetac)/GCE was characterized by the technique of Cyclic Voltammetry (CV), Fourier Transform Infrared Reflectance-Attenuated Total Reflection Spectroscopy (FTIR-ATR), Scanning Electron Microscopy-Energy Dispersive X-ray analysis (SEM-EDX), Atomic Force Microscope (AFM) and Electrochemical impedance spectroscopy (EIS). The capacitive behavior of modified electrode was obtained via EIS method by the help of Nyquist, Bode-magnitude, Bode-phase, and Admittance plots. The highest low frequency capacitance (CLF) value was obtained as 4.99 mF cm−2 for [EDOTCzMetac]0 = 10.0 mM. Therefore, the synthesized copolymer for [EDOTCzMetac]0 = 10 mM has more capacitive behavior than the initial monomer concentration for [EDOTCzMetac]0 = 1.0 mM as CLF = 3.63 mF cm−2, for [EDOTCzMetac]0 = 3.0 mM as CLF = 4.10 mF cm−2 and for [EDOTCzMetac]0 = 5.0 mM as CLF = 4.67 mF cm−2. To interpret the AC impedance spectra, R(C(R(Q(RW))))(CR) electrical equivalent circuit was employed with linear Kramers-Kronig test.

Poly(3-Octylthiophene) and Poly(3-Octylthiophene)/TiO2-Coated on Al1050: Electrosynthesis, Characterization and Its Corrosion Protection Ability in NaCl Solution

“…The lowest DE value shows the better reversibility of the polymer growth [55,56] . It indicates the resistance of ion migration in the electrode [57,58] (Table 1). …”

Synthesis of methyl 4-(9H-carbazole-9-carbanothioylthio) benzoate: electropolymerization and impedimetric study

“…8−10 Electrochemical impedance spectroscopy (EIS) has a well-developed theoretical background and established experimental procedures for obtaining electrochemical information, such as charge transfer resistance, Faradaic capacitance, and electrolyte resistance. 11 EIS has been previously used for carbazole derivative papers in electrolytic media, such as 9-benzyl-9 H -carbazole (C LF = 221.4 µ F cm −2 ), 12 9-(4-vinylbenzyl)-9H -carbazole (C LF = 564.1 µ F cm −2 ) , 13 5-(3,6-di(thiophene-2-yl)-9H -carbazole-9-yl) pentane-1-amine (C LF = 5.07 µ F cm −2 ), 14 9-tosyl-9H -carbazole (C LF = 50.0 mF cm −2 ), 15 6-(3,6-di(thiophene-2-yl)-9H -carbazole-9yl)-hexanoic acid (C LF = 5.2 mF cm −2 ), 16 2-(3,6-bis (2,3-dihydrothieno [3,4,b] [1,4]dioxin-5-yl)-9H -carbazole-9yl) ethyl methacrylate (C LF = 4.10 mF cm −2 ), 17 and 2-(9 H -carbazole-9-yl)ethyl methacylate (C LF = 424.1 µ F cm −2 ). 18 This novel polymer has a higher low frequency capacitance value (C LF =∼53.1 mF cm −2 ) than those previously obtained.…”