Abstract
New calixarene-based nanosponges (CaNSs), i.e., hyper-reticulated polymers constituted by calixarene monomer units joined by means of bis(1,2,3-trialzolyl)alkyl linkers, were synthesized, characterized and subjected to preliminary tests to assess their supramolecular absorption abilities towards a set of suitable organic guests, selected as pollutant models. The synthesis was accomplished by means of a CuAAC reaction between a tetrakis(propargyloxy)calix[4]arene and an alkyl diazide. The formation of the polymeric network was assessed by means of FTIR and 13C{1H} CP-MAS solid-state NMR techniques, whereas morphological characterization was provided by SEM microghaphy. The materials were proved to possess pH-dependent sequestration abilities, due to the presence of the weakly basic triazole linkers. Sequestration efficiency indeed depends on the effective occurrence of both electrostatic and hydrophobic interactions between the guest and the polymer lattice. Thus, our CaNS nanosponges can be considered as a new class of purely synthetic smart absorbent materials.
Highlights
Nanosponges (NSs) [1,2,3] constitute an emerging area of both materials chemistry and supramolecular chemistry due to their peculiar properties, which have been object of an increasing interest during the last years
The examples by far most studied are constituted by cyclodextrin-based nanosponges (CyNSs) [4,5], which can be synthesized by reacting native β-cyclodextrin with double electrophiles such as epichlorohydrin [6], organic carbonates [7,8,9] or bis-isocyanates [10], in variable ratios depending on the required degree of reticulation
In the present work we describe the synthesis, the characterization and a preliminary study on the adsorption abilities of a set of new calixarene nanosponges (CaNSs), in which the host monomers are joined by means of bis(1,2,3-triazole) subunits having different features
Summary
Nanosponges (NSs) [1,2,3] constitute an emerging area of both materials chemistry and supramolecular chemistry due to their peculiar properties, which have been object of an increasing interest during the last years. New calixarene-based nanosponges (CaNSs), i.e., hyper-reticulated polymers constituted by calixarene monomer units joined by means of bis(1,2,3-trialzolyl)alkyl linkers, were synthesized, characterized and subjected to preliminary tests to assess their supramolecular absorption abilities towards a set of suitable organic guests, selected as pollutant models.
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