A simple and colorimetric fluoride receptor and its fluoride-responsive organogel

Materials Science & Engineering. C, Materials for Biological Applications
Xudong YuDecai Yu

Abstract

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.

References

Dec 15, 2005·Chemical Communications : Chem Comm·Laura IonMary McPartlin
Jun 22, 2007·Langmuir : the ACS Journal of Surfaces and Colloids·Hong YangChunhui Huang
Mar 31, 2009·Langmuir : the ACS Journal of Surfaces and Colloids·Liqin ChenTao Yi

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Citations

Oct 20, 2015·Materials Science & Engineering. C, Materials for Biological Applications·Divya SinghalAshok Kumar Singh
Oct 19, 2013·Organic & Biomolecular Chemistry·Xinhua CaoYang Fan
Apr 23, 2014·Organic & Biomolecular Chemistry·Binglian BaiMin Li
Aug 29, 2019·ACS Omega·Seref KaplanNecmettin Pirinccioglu

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