Typically, quaternary ammonium polymers are employed for antibacterial purposes. However, a century of use has led bacteria to develop resistance to such materials. Therefore, attention is now turning toward other cationic moieties. In this context, the present work explores sulfur-based main-chain cationic polymers. The results indicate that sulfonium polymers with a β-hydroxy motif do not suffer from structural instability issues as is commonly observed in cationic polythioethers. Furthermore, they can be highly effective toward important Gram-positive bacterial strains such as Mycobacterium smegmatis, a model organism to develop drugs against rapidly spreading tuberculosis infections. More importantly, however, more challenging Gram-negative strains such as Escherichia coli can also be targeted by the polysulfoniums with equal effectiveness. Interestingly, side-chain sulfonium polyelectrolytes are observed to be devoid of any significant antibacterial activity. Finally, a comparison with kanamycin and vancomycin suggests the present polymers to be similarly effective as the bactericidal antibiotic drugs. Overall, these results indicate the effectiveness of the main-chain trivalent β-hydroxy sulfonium motif for the development of novel antibacterial polymers with a non-ammonium structure.

Poly(β-hydroxyl amine)s are shown to be potent antibacterial materials.

In this work, the amine-epoxy “click” reaction is shown to be a valuable general tool in the synthesis of reactive hydrogels. The practicality of this reaction arises due to its catalyst-free nature, its operation in water, and commercial availability of a large variety of amine and epoxide molecules that can serve as hydrophilic network precursors. Therefore, hydrogels can be prepared in a modular fashion through a simple mixing of the precursors in water and used as produced (without requiring any post-synthesis purification step). The gelation behavior and final hydrogel properties depend upon the molecular weight of the precursors and can be changed as per the requirement. A post-synthesis modification through alkylation at the nitrogen atom of the newly formed β-hydroxyl amine linkages allows for functionalizing the hydrogels. For example, ring-opening reaction of cyclic sulfonic ester gives rise to surfaces with a zwitterionic character. Finally, the established gelation chemistry can be combined with soft lithography techniques such as micromolding in capillaries (MIMIC) to obtain hydrogel microstructures.

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