Abstract
The aqueous solution of tetrabutyl ether derivatives of p-sulfonatocalix[4]arene (SC4Bu) and ascorbic acid (AA) complex has been studied based on fluorescence and 1H NMR spectroscopic results. It was found that the fluorescence intensity of SC4Bu quenched regularly upon the addition of AA. A 1:1 stoichiometry for the complexation was established and was verified by Job’s plot. The temperature-dependent inclusion constants were calculated, form which Δ H and ΔS values were calculated. Meanwhile the proposed interaction mechanism of the inclusion complex was discussed based on 1H NMR results. The various factors (ionic strength, and surfactants) effecting the inclusion process were examined in detail.
Highlights
Calixarenes and their derivatives have attracted considerable attention in host-guest chemistry due to their excellent recognition ability [1,2]
It is clear that SC4Bu shows strong fluorescence in aqueous solution with excitation and emission wavelengths at 230 and 315 nm, respectively
When an appropriate amount of 1.00 × 10–3 mol·L–1 ascorbic acid (AA) was added to SC4Bu, the fluorescence quenching of SC4Bu was observed, as shown in Figure 2, indicating the formation of the inclusion complexes
Summary
Calixarenes and their derivatives have attracted considerable attention in host-guest chemistry due to their excellent recognition ability [1,2]. The water-soluble p-sulphonated calyx[n]arenes (SCnA, n = 4, 6, 8) derivatives display wider applications in supramolecular chemistry science because they allow the study of host-guest interactions in a solvent where most biological processes take place [3,4,5,6,7,8,9]. SC4A and SC6A have very weak fluorescence and absorption signals in an aqueous solution [10]. They are difficult to be used for the investigation of inclusion behavior of non-fluorescent or weakly fluorescent guest molecules [13]. It is of great importance to synthesize fluorescent water-soluble calixarene derivatives for studying the inclusion behavior of these non-fluorescent molecules
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