College of Science, Hebei University of Science and Technology, Yuhua Road 70, Shijiazhuang 050080, China.
College of Science, Hebei University of Engineering, 199 South street of Guangming, Handan 056038, China.
Mater Sci Eng C Mater Biol Appl. 2012 Aug 1;32(6):1695-8. doi: 10.1016/j.msec.2012.04.070. Epub 2012 May 4.
In this paper, a new p-nitrophenylhydrozine-based anion receptor 1 containing cholesterol group had been designed and synthesized. It could selectively recognize fluoride among different anions tested with color changes from pale yellow to red for visual detection. Simultaneously, it could gel in cyclohexane, and the gel was also fluoride-responsive. When treated with TBAF (tetra-n-butylammonium fluoride), the gel could undergo gel-sol transition accompanied by color, morphology and surface changes. The binding mechanism had been investigated by UV-vis and (1)HNMR (proton nuclear magnetic resonance spectra) titrations. From SEM (scanning electron microscope), SAXS (small-angle X-ray scattering), IR (Infrared Spectroscopy) and CA (contact angle) experiments, it was indicated that the addition of F(-) could destroy the molecule assembly of host 1 in the gel state, thus resulting in the gel-to-sol transition due to the binding site competition effect. To the best of our knowledge, this was the simplest fluoride-responsive organogel with high selectivity.
本文设计并合成了一种新型的含胆固醇基团的基于对硝基苯腙的阴离子受体 1。它可以选择性地识别不同阴离子中的氟离子，通过从浅黄色到红色的颜色变化进行可视化检测。同时，它可以在环己烷中形成凝胶，并且对氟离子具有响应性。当用 TBAF（四丁基氟化铵）处理时，凝胶会发生伴随颜色、形态和表面变化的凝胶-溶胶转变。通过紫外可见光谱和（1）HNMR（质子核磁共振波谱）滴定实验研究了结合机制。通过 SEM（扫描电子显微镜）、SAXS（小角 X 射线散射）、IR（红外光谱）和 CA（接触角）实验表明，加入 F(-) 可以破坏凝胶状态下主体 1 的分子组装，从而由于结合位点竞争效应导致凝胶到溶胶的转变。据我们所知，这是具有高选择性的最简单的氟离子响应性有机凝胶。
