“Clicking” Thiophene on Diamond Interfaces. Preparation of a Conducting Polythiophene/Diamond Hybrid Material
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Abstract
This paper reports on the preparation of a conducting polythiophene polymer covalently bonded to a thiophene-terminated boron-doped diamond (BDD) electrode. The thiophene-terminated BDD surface was prepared using “click” chemistry in a stepwise process. Azide termination on BDD was obtained via esterification reaction of photochemically oxidized diamond surfaces with 4-azidobenzoic acid in the presence of N,N-dicyclohexylcarbodiimide at room temperature. The applicability of azide−alkyne [3 + 2] cycloaddition reaction was successfully demonstrated using ethynyl thiophene. Electropolymerization was conducted on the thiophene-terminated BDD surface in the presence of thiophene monomer to form a polythiophene film covalently grafted on the BDD interface. The resulting surfaces were characterized using cyclic voltammetry, X-ray photoelectron spectroscopy, scanning electron microscopy, and contact angle measurements.
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