Biocidal macromonomers for contact-active polymer networks

POLY 414

Christian J. Waschinski, christian.waschinski@fmf.uni-freiburg.de1, Ulrich Salz, Ulrich.salz@ivoclarvivadent.com2, Jörg Zimmermann2, and Joerg C. Tiller, joerg.tiller@fmf.uni-freiburg.de1. (1) Freiburg Materials Research Center, University of Freiburg, Stefan-Meier-Str. 21, 79104 Freiburg, Germany, (2) Research & Development, Ivoclar Vivadent AG, Bendererstr. 2, Schaan, FL-9494, Liechtenstein
Goal of this study was to create contact-active antimicrobial conetworks via copolymerization of bactericidal macromonomers and acrylate derivatives. The biocidal macromonomers based on poly(2-methyl-1,3-oxazoline)s were synthesized via living cationic ring-opening polymerization introducing the established antimicrobial quarternary ammonium group N,N-dimethyldodecylammonium (DDA) on one end and a polymerizable group at the other terminal. The reactive end groups are introduced using the initiating and the terminating method, respectively, for example in starting the polymerization with a compound containing double bonds and terminating the reaction via addition of N,N-dimethyldodecylamine. The obtained products show molecular weights between 2000 g/mol and 12000 g/mol and narrow molecular weight distributions of 1.06-1.13. These macromonomers were used in photoinitiated copolymerizations with low molecular monomers, such as methylmethacrylate (MMA) and hydroxyethylmethacrylate (HEMA), respectively, and various crosslinkers to create stable polymer films that killed infectious Staphylococcus aureus cells on contact without releasing a biocide.
 

7th International Biorelated Polymers Symposium
6:00 PM-8:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Polymer Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006