Macrocycle-functionalized polystyrene beads as specific absorbers

A1 Journal article (refereed)


Internal Authors/Editors


Publication Details

List of Authors: Pernilla Sund, Carl-Eric Wilén
Publisher: Elsevier
Publication year: 2015
Journal: Reactive and Functional Polymers
Volume number: 89
Start page: 24
End page: 30
eISSN: 1873-166X


Abstract

Crosslinked polystyrene beads were first functionalized with phenacyl ester linkers, and a series of four macrocycles with different ring sizes were synthesized from these linkers. The macrocycles were built from amide-linked monomers coupled by conventional peptide-synthesis methods. Annulation was achieved by copper(I)-catalyzed intramolecular azide–alkyne cycloaddition to give triazole linked macrocycles. The macrocycles were cleaved from the polymer beads with hydrazinolysis or saponification. The structures of macrocycles were confirmed by high-resolution nuclear magnetic resonance (NMR) and liquid chromatography–mass spectrometry (LC–MS) analysis. The ability of the polymers to selectively bind compounds from a mixture of aromatic derivatives in ethanol was tested. The prepared polystyrene supported macrocycles were found to selectively bind bromophenol blue and bromocresol green non-covalently with an association constant of 160–490 M−1.


Keywords

molecular recognition, solid support, sorbents

Last updated on 2019-15-09 at 08:20