A calix[4]pyrrole-decorated pillar[5]arene was synthesized
via
azide-alkyne “click” chemistry and used to prepare a
cross-linked supramolecular polymer in chloroform based on the anion
recognition ability of calix[4]pyrrole. Complexation experiments revealed
that while one of the cross-linkers, terephthalate anion, was not
able to form strong complexation, suberate anion was found to act
as a suitable cross-linker. Supramolecular polymerization and performance
of monomers were monitored with a combination of techniques including 1H-, diffusion-ordered 1H NMR spectroscopy experiments,
viscosity, and SEM analyses. Thermo and competing anion responsiveness
of the cross-linked supramolecular polymer were also shown by means
of 1H-NMR analyses and viscosity measurements. Micropollutant
removal ability of the cross-linked supramolecular polymer in solid
and gel forms was also investigated by using methylene blue, methyl
violet 2B, and rhodamine B as surrogate pollutants, and UV/Vis experiments
revealed that while the solid form of the supramolecular polymer performs
better in the case of methylene blue and methyl violet, its gel form
provides slightly better removal efficiency for rhodamine B.