Telechelic poly(2-oxazoline)s with a biocidal and a polymerizable terminal as collagenase inhibiting additive for long-term active antimicrobial dental materials.

Dental repair materials face the problem that the dentin below the composite fillings is actively decomposed by secondary caries and extracellular proteases. To address this problem, poly(2-methyloxazoline) with a biocidal and a polymerizable terminal was explored as additive for a commercial dental adhesive. 2.

Insights in the antibacterial action of poly(methyloxazoline)s with a biocidal end group and varying satellite groups.

The antimicrobial activity of poly(2-methyl-1,3-oxazoline)s (PMOX) with the antimicrobial N,N-dimethyldodecylammonium (DDA) end group is greatly dependent on the nature of the group at the distal end of the polymer, the satellite group. Three comparable PMOX with a DDA end group and different satellite groups (methyl, decyl, hexadecyl) were investigated with respect to the reasons for the huge differences in their biocidal behavior. Static light scattering (SLS) and pulsed field gradient diffusion NMR measurements revealed that the samples show comparable aggregation conduct, thus, not being responsible for the varying biological activity.

Influence of satellite groups on telechelic antimicrobial functions of polyoxazolines.

The antimicrobial activity of poly(alkyloxazoline) telechelics with one quaternary N,N-dimethyldodecylammonium (DDA) end group was found to be greatly controlled by the non-bioactive distal end group, the so-called satellite group. In systematic investigations, the nature of the latter groups was varied to explore the mechanism of the satellite effect. To this end, poly(2-alkyl-1,3-oxazoline)s (alkyl = ethyl, methyl) with a DDA-group at the terminating end and varying alkyl, aminoalkyl, and polyphenyloxazoline block satellite groups, have been synthesized.

Poly(oxazoline)s with telechelic antimicrobial functions.

Poly(2-alkyl-1,3-oxazoline)s (alkyl = methyl, ethyl) with terminal quarternary ammonium groups were synthesized. It could be shown by NMR and ESI-MS that the termination of the living polymerization with N,N-dimethylalkyl(butyl to hexadecyl)amines was quantitative. The novel functions were investigated regarding their antimicrobial potential toward the bacterium Staphylococcus aureus revealing that only quarternary ammonium functions with 12 and more carbons are antibacterial.