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

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 cy...

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Bibliographic Details
Published in:Materials Science & Engineering C 2012-08, Vol.32 (6), p.1695-1698
Main Authors: Yu, Xudong, Li, Yajuan, Yin, Yaobing, Yu, Decai
Format: Article
Language:English
Subjects:
Anions - chemistry
Anions recognition
Cholesterol - chemistry
Colorimetry - methods
Cyclohexanes - chemistry
Fluoride
Fluorides - chemistry
Gels - chemistry
Organogel
Phenylhydrazines - chemistry
Responsive material
Solutions - chemistry
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Summary: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 1HNMR (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. [Display omitted] ► A novel kind receptor for selective recognition of fluoride had been designed. ► Its organogel was also fluoride-responsive. ► This is the simplest fluoride-responsive organogel with high selectivity.
ISSN:0928-4931
1873-0191
DOI:10.1016/j.msec.2012.04.070