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Issue 13, 2014
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Fully biodegradable antibacterial hydrogels via thiol–ene “click” chemistry

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Abstract

In this work, fully biodegradable antimicrobial hydrogels were prepared facilely via a thiol–ene “click” reaction under human physiological conditions using multifunctional poly(ethylene glycol) (PEG) derivatives as precursors. Water soluble and degradable PEG derivatives with multi-enes and multi-thiols, respectively, were synthesized by polycondensation of oligo(ethylene glycol) (OEG) with “clickable” monomers. Ammonium groups with long alkyl chains were incorporated into one of the precursors covalently, using dodecyl bis(2-hydroxyethyl) methylammonium chloride as a comonomer. Proton nuclear magnetic resonance (1H-NMR) spectroscopy, gel permeation chromatography (GPC) and Fourier transform infrared spectroscopy (FT-IR) were used to characterize the precursors and hydrogels. These types of cationic PEG-type hydrogels showed strong antibacterial abilities against both Gram-negative and Gram-positive bacteria due to the ammonium moieties. Moreover, the hydrogel with fewer ammonium moieties still possessed significant antibacterial abilities, but low toxicity, and has the potential to be used as a medical material.

Graphical abstract: Fully biodegradable antibacterial hydrogels via thiol–ene “click” chemistry

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Supplementary files

Article information


Submitted
10 Jan 2014
Accepted
05 Mar 2014
First published
06 Mar 2014

Polym. Chem., 2014,5, 4002-4008
Article type
Paper
Author version available

Fully biodegradable antibacterial hydrogels via thiol–ene “click” chemistry

H. Du, G. Zha, L. Gao, H. Wang, X. Li, Z. Shen and W. Zhu, Polym. Chem., 2014, 5, 4002
DOI: 10.1039/C4PY00030G

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