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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

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

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【作者】 刘楠武永刚白利斌王园黄海潮赵洪池巴信武

【Author】 LIU Nan;WU Yonggang;BAI Libin;WANG Yuan;HUANG Haichao;ZHAO Hongchi;BA Xinwu;College of Chemistry and Environmental Science,Hebei University,Key Laboratory of Chemical Biology of Hebei Province;

【机构】 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

【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PAENDEPF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.

【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.

【基金】 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);河北省教育厅基金(批准号:2010015)资助~~
  • 【文献出处】 高等学校化学学报 ,Chemical Journal of Chinese Universities , 编辑部邮箱 ,2014年05期
  • 【分类号】O631.3
  • 【被引频次】6
  • 【下载频次】167
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