Issue 13, 2013

Fluorogenic molecularly imprinted polymers with double recognition abilities synthesized via click chemistry

Abstract

This paper reports a new strategy for the preparation of molecularly imprinted polymer (MIP) based composite materials with double recognition abilities through the exploitation of click chemistry. Combining the inherent molecular recognition ability of MIPs and the affinity binding ability of boronic acid ligands for saccharides, a boronic acid-attached MIP with double recognition abilities was prepared. An alkyne modified 2,4-dichlorophenoxyacetic acid (2,4-D) imprinted polymer was first synthesized using a two-stage precipitation polymerization. An azide-contained boronic acid was then linked to the clickable 2,4-D imprinted polymers through copper-catalyzed azide–alkyne cycloaddition (CuAAC). The boronic acid-attached MIPs displayed recognition ability for 2,4-D and affinity binding ability for saccharides at physiological pH. The intensity of fluorescence emission of the boronic acid-attached MIPs was found to increase when increasing amounts of a cis-diol compound (i.e., fructose) were added.

Graphical abstract: Fluorogenic molecularly imprinted polymers with double recognition abilities synthesized via click chemistry

Article information

Article type
Paper
Submitted
29 Dec 2012
Accepted
31 Jan 2013
First published
01 Feb 2013

J. Mater. Chem. B, 2013,1, 1852-1859

Fluorogenic molecularly imprinted polymers with double recognition abilities synthesized via click chemistry

Z. Xu, D. Kuang, F. Zhang, S. Tang, P. Deng and J. Li, J. Mater. Chem. B, 2013, 1, 1852 DOI: 10.1039/C3TB00584D

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