Abstract

Four porphyrins, namely: 5,10,15,20-tetrakis(4-methylphenyl)-21H,23H-porphine (4MeP, 1), 5,10,15,20-tetrakis(4-methoxyphenyl)-21H,23H-porphine (4OMeP, 2), 5,10,15,20-tetra-4-pyridinyl-21H,23H-porphine (4PyP, 3), and 5,10,15,20-tetrakis(4-aminophenyl)-21H,23H-porphine (4NH2P, 4) have been selected to prepare polyvinyl chloride/octyl adipate composites having antibacterial photodynamic properties. The four porphyrins were assumed suitable to elucidate the role of non-covalent interactions, established through the peripheral groups of the macrocycles, in tuning the final antibacterial performances of the composites. A correlation between photosensitizer structures/self-aggregation/surface morphologies and antimicrobial activity of the materials was established. Among the materials tested, the most efficient in terms of photokilling activity and cost-benefits was selected to assess physicochemical stability, the number of reuse turnover, and the reliable shelf-life. These bioactive composites proved to be well promising for effective and sustainable applications in water disinfection, while the facile scale up of the synthesis and the transferability of the approach to a large dimension of contaminated water was verified.

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