Synthesis and electropolymerization of EDOT modified 1,3-bis(5-methyl-2-thiazolylimino)isoindolinato palladium(II) complex for electrochemical detection of hydrogen peroxide

Abstract

1,3-Bis(5-methyl-2-thiazolylimino) isoindoline derivative (EDOT-BTI) containing an electropolymerizable group is prepared using the Linstead method. According to this two-step method phthalonitrile derivative EDOT-Pht is converted to 1,3-diiminoisoindoline EDOT-DII first then EDOT-DII is reacted with 2-amino-5-methylthiazole in ethanol during 5 day reflux. Palladium(II) complex (EDOT-PdBTI) of EDOT-BTI is synthesized in benzene using [Pd(PhCN)₂Cl₂] as the palladium(II) precursor and triethylamine as auxiliary base. In order to show the H₂O₂ sensing properties of EDOT-PdBTI, electrochemical characterizations of EDOT-BTI and EDOT-PdBTI are performed and then modified glassy carbon electrode is constructed with electropolymerization of EDOT-PdBTI. GCE/PEDOT-PdBTI shows a wave at 0.215 V. With increasing H₂O₂ concentration, this wave shifts to −0.075 V. A linear range is observed between 0.72 and 13.6 μmol dm⁻³ with a limit of detection of 0.21 μmoldm⁻³ and sensitivity of 0.0153 mV μmol⁻¹ dm⁻³. These data illustrate possible use of the electrode as a potentiometric H₂O₂ sensor.

Keywords:

• Electropolymerization
• EDOT
• hydrogen peroxide
• 1,3-Bis(2-thiazolylimino)isoindoline
• palladium

Acknowledgements

M. Kasım Şener thanks Dr Devrim Atilla and Dr Nurettin Mengeş for their valuable contributions.