Acta Chimica Sinica ›› 2008, Vol. 66 ›› Issue (13): 1593-1598. Previous Articles     Next Articles

9,10-二氢化菲在三氟化硼乙醚-浓硫酸混酸中的电化学聚合

卢宝阳a 曾理强a 徐景坤*,a 聂广明b 蔡 涛b   

  1. (a江西科技师范学院江西省有机功能分子重点实验室 南昌 330013)
    (b青岛科技大学化学与分子工程学院 青岛 266042)
  • 投稿日期:2007-09-28 修回日期:2007-11-28 发布日期:2008-07-14
  • 通讯作者: 徐景坤

Electrochemical Polymerization of 9,10-Dihydrophenanthrene in Boron Trifluoride Diethyl Etherate Containing Concentrated Sulfuric Acid

LU, Bao-Yang a ZENG, Li-Qiang a XU, Jing-Kun *,a NIE, Guang-Ming b CAI, Tao b   

  1. (a Jiangxi Key Laboratory of Organic Chemistry, Jiangxi Science and Technology Normal University, Nanchang 330013)
    (b School of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, Qingdao 266042)
  • Received:2007-09-28 Revised:2007-11-28 Published:2008-07-14
  • Contact: XU, Jing-Kun

High quality poly(9,10-dihydrophenanthrene) (PDHP) films with an electrical conductivity of 3.8×10-1 S/cm were synthesized electrochemically by direct anodic oxidation of 9,10-dihydrophenanthrene in boron trifluoride diethyl etherate (BFEE) containing 10% concentrated sulfuric acid (SA) on a stainless steel electrode. The initial oxidation onset of 9,10-dihydrophenanthrene in BFEE containing 10% SA was only 0.93 V (vs. SCE), which was very much lower than that determined in acetonitrile solution containing 0.1 mol/L Bu4NBF4 (1.75 V vs. SCE). The polymer obtained from this medium showed good electrochemical behavior and could be partly dissolved in dimethylsulfoxide, tetrahydrofuran, chloroform, etc. FT-IR spectra and quantum calculation indicated that the polymerization of monomer occurred mainly at 2,7 or 3,6 positions. Fluorescent spectral studies indicated that the polymer was a blue-light emitter. TG and DTG analyses showed that the as-formed PDHP films had good thermal stability.

Key words: conducting polymer, poly(9,10-dihydrophenanthrene), electrochemical polymerization, boron trifluoride diethyl etherate