高等学校化学学报 ›› 2014, Vol. 35 ›› Issue (5): 1111.doi: 10.7503/cjcu20130840

• 高分子化学 • 上一篇    

一锅法制备pH响应性聚丙烯酰基乙二胺盐酸盐-卟啉/芴荧光聚合物

刘楠, 武永刚, 白利斌(), 王园, 黄海潮, 赵洪池, 巴信武()   

  1. 河北大学化学与环境科学学院, 河北省化学生物学重点实验室, 保定 071002
  • 收稿日期:2013-08-30 出版日期:2014-05-10 发布日期:2014-04-12
  • 作者简介:联系人简介: 巴信武, 男, 博士, 教授, 主要从事超支化高分子及其拓扑结构研究. E-mail:baxw@hbu.edu.cn ;白利斌, 男, 博士, 副教授, 主要从事超支化高分子及功能化研究. E-mail:zhonggou556@hbu.edu.cn
  • 基金资助:
    国家自然科学基金(批准号: 21274037)、 河北省自然科学基金(批准号: B2013201174)和河北省教育厅基金(批准号: 2010015)资助

Preparation of pH-Sensitive Fluorescent Poly(acryl-2-aminoethy-lammonium hydrochloride) with Porphyrin or Fluorene by One-pot Method

LIU Nan, WU Yonggang, BAI Libin*(), WANG Yuan, HUANG Haichao, ZHAO Hongchi, BA Xinwu*()   

  1. College of Chemistry and Environmental Science, Hebei University, Key Laboratory of Chemical Biology of Hebei Province, Baoding 071002, China
  • Received:2013-08-30 Online:2014-05-10 Published:2014-04-12
  • Contact: BAI Libin,BA Xinwu E-mail:zhonggou556@hbu.edu.cn;baxw@hbu.edu.cn
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.21274037), the Natural Science Foundation of Hebei Province, China(No.B2013201174) and the Foundation of Hebei Education Department, China(No.2010015)

摘要:

采用可逆加成-断裂链转移聚合法(RAFT)制备了含有双硫酯片段的聚N-叔丁基氧羰基-丙烯酰基乙二胺(PBAEN). 利用一锅法制备出含卟啉(EPT)或芴(DEPF)单元的PBAEN. 经脱保护反应得到水溶性聚丙烯酰基乙二胺盐酸盐-卟啉(PAEN-EPT)和聚丙烯酰基乙二胺盐酸盐-芴(PAEN-DEPF). PAEN-EPT和PAEN-DEPF具有良好的水溶性, 其中PAEN-EPT的荧光量子产率达0.097. 当溶液pH≥7时, PAEN-EPT和PAEN-DEPF均出现荧光猝灭现象. PAEN-EPT和PAEN-DEPF的pH响应行为使得该类聚合物在水溶性荧光探针领域具有潜在的应用前景.

关键词: 水溶性, 荧光聚合物, 可逆加成-断裂链转移聚合法, 点击反应, 一锅法

Abstract:

Poly(N-tert-butoxycarbonyl-N'-acryloyl-1,2-diaminoethane)(PBAEN) with dithioester as end groups was prepared via reversible addition-fragmentation chain transfer polymerization(RAFT). The one-pot method, which the reduction of dithioester and Click reaction between thiol and epoxy group were conducted simultaneously, was used to prepared fluorescently label poly(N-acryloyl-1,2-diaminoethane hydrochloride)-porphyrin(PAEN-EPT) and poly(N-acryloyl-1,2-diaminoethane hydrochloride)-fluorene(PAEN-DEPF). The fluorescence intensity of PAEN-EPT and PAEN-DEPF in aqueous solution decreased dramatically as pH≥7 due to the polymer chain shrinking. The PAEN-EPT and PAEN-DEPF showed the pH-response. In addition, the quantum yield for PAEN-EPT aqueous solution could reach 0.096.

Key words: Water-soluble, Fluorescent polymer, Reversible addition-fragmentation chain transfer(RAFT) polymerization, Click reaction, One-pot method

中图分类号: 

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