Theoretical study of the structure and tautomerism of an asymmetric diimine Schiff base, preparation and characterization of its modified electrode

Year 2017, Volume: 30 Issue: 4, 124 - 138, 11.12.2017

Demet Uzun , Ebru Aktan , Özlem Güngör Özdemir , Erdoğan Hasdemir

Abstract

An asymmetric diimine
Schiff base, 2-((E)-4-((E)
-2-hydroxybenzylideneamino) benzylideneamino) phenol, was covered to a glassy carbon (GC) electrode
surface in nonaqueous medium to fabricate a modified electrode. Cyclic
voltammetry was applied for the surface modification experiments in 1
mM diimine solution. Cyclic voltammetry, contact angle measurement, electrochemical
impedance spectroscopy and X-ray
photoelectron spectroscopy techniques were employed to characterize the modified GC (diimine-GC)
surface. Electrochemical impedance results showed that the modified surface
blocked the electron transfer with a 98.9% surface coverage value. Additionally, theoretical study was performed to gain
insight into the structural and tautomeric aspects of the diimine Schiff base. The phenol-imine and keto-amine tautomerism forms of the diimine Schiff base were investigated by using DFT calculations.

Keywords

Modification, Electrochemical Impedance Spectroscopy, Contact Angle, Tautomerism, DFT

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