Benzo-15-crown-5 functionalized polydiacetylene-based colorimetric self-assembled vesicular receptors for lead ion recognition

Benzo-15-crown-5 functionalized polydiacetylene-based colorimetric self-assembled vesicular receptors for lead ion recognition
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Benzo-15-crown-5功能化聚二乙炔比色自组装囊泡受体用于铅离子识别

DOI:
10.1039/c0jm03062g
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发表时间:
2011-03
影响因子:
--
通讯作者:
Zhang, Qijin
Zhang, Qijin
中科院分区:
--
文献类型:
--
作者:
Pan, Xiujuan;Wang, Yali;Jiang, Hao;Zou, Gang;Zhang, Qijin

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成功合成了一种新型冠官能化丁二炔单体N-(2,3,5,6,8,9,11,12-八氢苯并[b][1,4,7,10,13]五氧杂环十五星-15-基)五烷-10,12-二炔酰胺(BCDA)。制备并表征了 BCDA 和 10,12-二十五碳二炔酸 (DA) 的共聚复合囊泡,该囊泡具有嵌入的金属离子受体位点。通过监测颜色和紫外可见吸收的变化,研究了它们对水溶液中金属阳离子存在的响应。添加一系列碱金属、碱土金属和过渡金属阳离子(例如 Na+、K+、Mg2+、Ca2+、Fe2+、Co2+、Cu2+、Mn2+、Ba2+、Cd2+、Ag+、Pb2+ 和 Zn2+)后,只有 Pb2+ 离子可以引起肉眼可观察到的从蓝色到红色的颜色变化,这清楚地表明 PBCDA-PDA 复合囊泡可以作为高选择性的灵敏的探头可检测水溶液中的 Pb2+ 离子,其他金属离子的干扰较小。 PBCDA-PDA复合囊泡优异的Pb2+离子选择性主要归因于Pb2+与脂质-溶液界面上的冠醚和羧酸更强的络合行为,这可能扰乱聚二乙炔主链。
A novel crown functionalized diacetylene monomer, N-(2,3,5,6,8,9,11,12-octahydrobenzo[b][1,4,7,10,13] pentaoxacyclopentadecin-15-yl) pentacosa-10,12-diynamide (BCDA), was synthesized successfully. The copolymerized composite vesicles of BCDA and 10,12-pentacosadiynoic acid (DA) with embedded receptor sites for metal ions have been prepared and characterized. Their response to the presence of metal cations in aqueous solution has been investigated by monitoring changes of color and UV-vis absorption. Upon addition of a series of alkali, alkaline earth and transition metal cations such as Na+, K+, Mg2+, Ca2+, Fe2+, Co2+, Cu2+, Mn2+, Ba2+, Cd2+, Ag+, Pb2+ and Zn2+, only Pb2+ ion could induce a color change from blue to red observable by the naked eye, which clearly showed that PBCDA–PDA composite vesicles could act as a highly selective and sensitive probe to detect Pb2+ ions in aqueous solution with minor interference from other metal ions. The excellent Pb2+ ion selectivity of PBCDA–PDA composite vesicles was mainly attributed to the stronger complexation behavior of Pb2+ with crown ethers and the carboxylic acid at the lipid–solution interface which could perturb the polydiacetylene backbone.
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