Acta Chimica Sinica ›› 2012, Vol. 70 ›› Issue (11): 1271-1277.DOI: 10.6023/A1110284 Previous Articles     Next Articles

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张贵荣, 赵学如, 徐晓明, 何丽, 吴靓, 陆嘉星   

  1. 华东师范大学化学系 上海市绿色化学与化学工程绿色化重点实验室 上海 200062
  • 投稿日期:2011-10-28 修回日期:2012-04-05 发布日期:2012-04-19
  • 通讯作者: 陆嘉星
  • 基金资助:

    国家自然科学基金(Nos. 20973065, 21173085)和物理化学上海市重点学科(No. B409)资助项目.

Comparative Study on Electrocopolymerization of m-Toluidine and o-Toluidine

Zhang Guirong, Zhao Xueru, Xu Xiaoming, He Li, Wu Liang, Lu Jiaxing   

  1. Department of Chemistry, East China Normal University, Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Shanghai 200062
  • Received:2011-10-28 Revised:2012-04-05 Published:2012-04-19
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 20973065, 21173085) and Key Project for Subject Construction of Shanghai (No. B409).

The in situ UV-Vis spectra of electropolymerization of m-toluidine and o-toluidine on indium tin oxide (ITO) conducting glass electrode by potentiostatic method in sulfuric acid of 0.5 mol稬-1 show that the electropolymerization of o-toluidine is faster than that of m-toluidine under the same condition. The current transient curves of electrolyzing m-toluidine and o-toluidine at potential 0.9 V (vs saturated Ag/AgCl) indicate that both poly(m-toluidine) and poly(o-toluidine) are deposited on ITO electrode in three-dimensional progressive nucleation (3DPN) at the beginning of electropolymerization; then the electropolymerization of o-toluidine keeps in branch chain reaction and the electopolymerization of m-toluidine becomes slow greatly. Due to the difference of the electropolymerization of them, the scan electron microscope morphology of poly(o-toluidine) is granulous and porous and that of poly(m-toluidine) is compact and slightly smooth. DFT geometry optimization using B3LYP/6-31G** basis set for the tetramer of o-toluidine and m-toluidine demonstrates that the emeraldine base (EB) for tetramer of m-toluidine has curly structure but EB for tetramer of o-toluidine not, which implies that the conformation difference between poly(m-toluidine) and poly(o-toluidine) might be main cause of the difference of their electropolymerization.

Key words: o-toluidine, m-toluidine, electrocopolymerization, UV-Vis spectrometry