Poly-3-thienylboronic acid: a chemosensitive derivative of polythiophene

Abstract

Poly-3-thiopheneboronic acid was synthesized by electrochemical polymerization from 3-thienylboronic acid dissolved in the mixture of boron trifluoride diethyl etherate and acetonitrile. Cyclic voltammetry during electropolymerization shows oxidative and reductive peaks growing in each next cycle. An investigation by scanning electron microscopy displayed the polymer layer like a highly flexible film of 110 nm thick with grains of 60–120 nm in size. Strong negative solvatochromic effect was observed. Optical spectra of poly-3-thienylboronic acid at different potentials and pH were studied. Potential cycling leads to a well reversible electrochromic effect. At pH 7.4, the increase of potential leads to the decrease in the absorption band at 480 nm and to the rise in the absorption band at 810 nm with an isosbestic point at 585 nm. Spectroelectrochemical behavior of poly-3-thienylboronic acid and polythiophene was compared. Binding of sorbitol at fixed electrode potential leads to an increase in the absorbance in the shortwave band and to the decrease in the longwave band; the effect depends on the electrode potential and pH. Perspectives of application of poly-3-thienylboronic acid as new chemosensitive material are discussed.