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In this paper, we report the electrochemical polymerization of 3-decylthiophene at room temperature using the 1-butyl-3-methylimidazoliumtetrafluorborate as solvent. The polymer film is electroactive and its morphology depends upon the anode used. The polymerized 3-decylthiophene was characterized by ft-infrared, uv-visible, thermal gravimetric analysis and conductivity measurement. 5, 7 and very stable polythiophene films can be deposited electrochemically on ITO glass or platinum electrode and can be switched very rapidly from highly doped to less doped states, with a strong change in absorbance and they have been investigated for use in various electro optical applications 8, 9 . Besides these properties, its environmental stability and good electrical and optical properties make the polyalkylthiophene very promising material. The use of a solvent of ionic type can be a great contribution in the obtaining of conducting polymers, since they have high ionic conductivities and are very stable. During the last 5 years a remarkable progress in the synthesis of ionic liquids has been achieved and now several companies offer these products on the market. In recent literature, electropolymerization of pyrrol 11 3,4-ethylened ioxythiophene 12 and benzene 13 have been reported. In this work, we present the polymerization of 3-decylthiophene by using 1-butyl-3-methyl-imidazoliumtetrafluorborate as solvent. In contrast with other electrochemical system used in this kind of monomers, no additional electrolyte is needed and the reaction can be carried out under mild conditions at room temperature. EXPERIMENTAL The 3-decylthiophene was prepared by the cross coupling reaction of the Grignard of 2-bromothiophene with 1-bromodecane, using the Ni(dppp) dichloride catalyst following the Kumada synthesis 14 . To an electrochemical cell of two compartments, separated by a fritted glass with a platinum anode 0.69 g. of 3-decylthiophene and 20 ml. of a mixture of the ionic liquid/dichloromethane, 50:50 were added under argon atmosphere. A constant current density of 2 mA/cm 2 was applied during 4 hrs. and a black-bluish film was deposited on the electrode. The film was removed from the electrode surface and washed thoroughly with acetonitrile, methanol and then dried under vacuum at 50oC during 6 hrs. 0.2 g (yield 28%) of the poly thiophene was obtained from the platinum electrode. The four point method for conductivity was performed on the film and was also characterized by FT-infrared, SEM microscopy, TGA and UV-visible.

journal of the chilean chemical society

MORPHOLOGICAL AND STRUCTURAL CHARACTERIZATION OF POLY(3-DECYLTHIOPHENE) PREPARED BY ELECTROPOLYMERIZATION USING 1-BUTYL-3-METHYL-IMIDAZOLIUMTETRAFLUORBORATE AS SOLVENT