In this work, two naphthalimide-based compounds, 1a and 1b, have been designed and synthesized. Both compounds can form stable two-component gels in n-propanol or n-butanol upon addition of α-cyclodextrin (α-CD) followed by sonication at room temperature. Interestingly, the 1a/α-CD gel is thixotropic and very sensitive to water. Addition of a small amount of water induces rapid gel collapse, allowing further development of the gel as a visual relative humidity sensor. Specificity of the sensor has been confirmed using several approaches, such as scanning electron microscopy and fluorescence, Fourier transform infrared, and H NMR spectroscopy experiments. The results show that α-CD acts as a junction for the assembly of 1a or 1b through hydrogen bonding between hydroxyl and amide groups. Upon addition of water, α-CD interacts with the adamantane group of 1a via an incomplete host-guest encapsulation, resulting in the dissociation of the hydrogen-bonding-assisted two-component assembly, accompanied by gel collapse.
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http://dx.doi.org/10.1021/acs.langmuir.6b04401 | DOI Listing |
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