Antimicrobial Hydantoin-Containing Polyesters

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Tan, Licheng ; Maji, Samarendra ; Mattheis, Claudia ; Zheng, Mengyao ; Chen, Yiwang ; Caballero-Diaz, E. ; Rivera Gil, Pilar ; Parak, Wolfgang J. ; Greiner, Andreas ; Agarwal, Seema:
Antimicrobial Hydantoin-Containing Polyesters.
In: Macromolecular Bioscience. Bd. 12 (2012) Heft 8 . - S. 1068-1076.
ISSN 1616-5195
DOI: https://doi.org/10.1002/mabi.201100520

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Abstract

A new N-hydantoin-containing biocompatible and enzymatically degradable polyester with antibacterial properties is presented. Different polyesters of dimethyl succinate, 1,4-butanediol, and 3-[N,N-di(beta-hydroxyethyl)aminoethyl]-5,5- dimethylhydantoin in varying molar ratios are prepared via two-step melt polycondensation. The antibacterially active N-halamine form is obtained by subsequent chlorination of the polyesters with sodium hypochlorite. Chemical structures, thermal properties, and spherulitic morphologies of the copolymers are studied adopting FT-IR, NMR, TGA, DSC, WAXD, and POM. The polyesters exhibit antibacterial activity against Escherichia coli. The adopted synthetic approach can be transferred to other polyesters in a straightforward manner.