Microwave-Assisted Synthesis of a New Hydantoin Monomer for Antibacterial Polymeric Materials*

Mauro Iannelli; Fabio Bergamelli; Giancarlo Galli

doi:10.1071/CH08479

RESEARCH FRONT

Previous Next Contents Vol 62(3)

Microwave-Assisted Synthesis of a New Hydantoin Monomer for Antibacterial Polymeric Materials*

Mauro Iannelli ^A ^C , Fabio Bergamelli ^A and Giancarlo Galli ^B

+ Author Affiliations

- Author Affiliations

^A Milestone S.r.l., Via Fatebenefratelli, 1/5, 24010 Sorisole, BG, Italy.

^B Department of Chemistry and Industrial Chemistry, University of Pisa, I-56126 Pisa, Italy.

^C Corresponding author. Email: synthesis@milestonesrl.com

Australian Journal of Chemistry 62(3) 232-235 https://doi.org/10.1071/CH08479
Submitted: 3 November 2008 Accepted: 18 December 2008 Published: 20 March 2009

Abstract

11-(4,4-Dimethyl-2,5-dioxoimidazolidin-1-yl)undecyl acrylate was synthesized in a two-step procedure using microwave irradiation. Poly(acrylates) containing fluorinated and hydantoin (5,5-dimethylimidazolidine-2,4-dione) moieties were prepared by free radical polymerization of 2-(perfluorooctyl)ethyl acrylate and the synthesized monomer with the aim of obtaining low surface energy polymeric materials with properties of contact-active biocides. Polymeric films were treated with a bleaching solution in order to convert the hydantoin units to N-halamines, well-known contact-active biocides. The reversibility of the chlorination reaction, necessary to impart a renewable biocide effect, was investigated by Fourier Transform-Attenuated Total Reflection. Preliminary biological tests conducted against Bacillus megaterium demonstrated the effective biocide properties of the prepared materials.

^* Dedicated to Stefano Paravisi, Ad maiora semper.

References

Microwave-Assisted Synthesis of a New Hydantoin Monomer for Antibacterial Polymeric Materials*

Abstract

Subscriber Login