基于碘功能化柱[5]芳烃超分子有机凝胶的制备和性能
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摘要
柱芳烃作为一种新型的大环芳烃化合物,基于柱芳烃的超分子凝胶一直深受大家关注.设计合成了一种碘功能化的柱[5]芳烃.该柱[5]芳烃在环己醇中可以形成稳定的超分子有机凝胶,相转变温度约为96℃.分别使用浓度核磁,2DNOESY氢谱,X射线衍射(XRD)粉末衍射和扫描电镜等实验对凝胶的形成过程进行了表征.结果表明,碘功能化的柱[5]芳烃自组装形成了一种片状结构.同时,研究了该凝胶的荧光识别性质.当在凝胶上分别加入Fe~(3+),Ag~+,Ca~(2+),Co~(2+), Ni~(2+), Cd~(2+), Pb~(2+), Zn~(2+), Cu~(2+), Mg~(2+)和Hg~(2+)等金属离子, 10 min后发现Hg~(2+)和Ag~+可以使凝胶的蓝色荧光猝灭.因此,该凝胶可以用于荧光检测Hg~(2+)与Ag~+.
Pillararenes, a new kind of macrocyclic aromatic compounds, are closely attracted because it was used to construct supramolecular gels. In this paper, an iodine-functionalized pillar[5]arene was designed and synthesized. This pillar[5]arene can form a stable supramolecular organogel in cyclohexanol, and phase transition temperature is approximately 96 ℃. The formation process of the organogel was characterized by concentration dependent ~1 H NMR spectrum, 2 D NOESY experiment, X-ray diffraction(XRD) powder diffraction and scanning electron microscope. The experiment results showed that a sheet-like structure was formed in self-assembly process of iodine-functionalized pillar[5]arene. Meanwhile, the fluorescent recognition properties of organogel were studied. With the addition of 0.5 equiv. of various metal ions(Fe~(3+), Ag~+, Ca~(2+), Co~(2+), Ni~(2+), Cd~(2+), Pb~(2+), Zn~(2+), Cu~(2+), Mg~(2+) and Hg~(2+)) onto the organogel, Hg~(2+) and Ag~+ can cause blue fluorescence quenching of the organogel after 10 min. Therefore, this gel can be used for fluorescent detection of Hg~(2+) and Ag~+.
Pillararenes, a new kind of macrocyclic aromatic compounds, are closely attracted because it was used to construct supramolecular gels. In this paper, an iodine-functionalized pillar[5]arene was designed and synthesized. This pillar[5]arene can form a stable supramolecular organogel in cyclohexanol, and phase transition temperature is approximately 96 ℃. The formation process of the organogel was characterized by concentration dependent ~1 H NMR spectrum, 2 D NOESY experiment, X-ray diffraction(XRD) powder diffraction and scanning electron microscope. The experiment results showed that a sheet-like structure was formed in self-assembly process of iodine-functionalized pillar[5]arene. Meanwhile, the fluorescent recognition properties of organogel were studied. With the addition of 0.5 equiv. of various metal ions(Fe~(3+), Ag~+, Ca~(2+), Co~(2+), Ni~(2+), Cd~(2+), Pb~(2+), Zn~(2+), Cu~(2+), Mg~(2+) and Hg~(2+)) onto the organogel, Hg~(2+) and Ag~+ can cause blue fluorescence quenching of the organogel after 10 min. Therefore, this gel can be used for fluorescent detection of Hg~(2+) and Ag~+.
引文
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