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化学学报
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化学学报 ›› 2008, Vol. 66 ›› Issue (13): 1593-1598. 上一篇    下一篇

研究论文

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

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被引次数

1

在三氟化硼乙醚(BFEE)-浓硫酸混合电解质体系中直接氧化9,10-二氢化菲获得了高质量聚(9,10-二氢化菲)膜, 其电导率为3.8×10－1 S/cm. 9,10-二氢化菲在BFEE＋10%浓硫酸体系中的起始氧化电位为0.93 V vs. SCE, 远低于其在乙腈＋0.1 mol/L Bu4NBF4溶液中的起始氧化电位(1.75 V vs. SCE). 在BFEE＋10%浓硫酸体系中获得的聚(9,10-二氢化菲)膜具有良好的电化学性质. 聚合物部分溶于二甲基亚砜、四氢呋喃、氯仿等极性溶剂. FT-IR和量化计算表明聚合反应主要发生在2, 7位或者3, 6位. 荧光光谱和热重分析表明聚合物是一种良好的蓝色荧光材料且具有良好的热稳定性.

关键词: 导电高分子, 聚(9, 10-二氢化菲), 电化学聚合, 三氟化硼乙醚

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