Fluorescent bowl-shaped nanoparticles from 'clicked' porphyrin-polymer conjugates

Derrick A Roberts, Maxwell J Crossley, Sebastien Perrier

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30 Citations (Scopus)


We report the synthesis and post-synthetic modification of a library of hydrophilic and hydrophobic clicked triazole-linked porphyrin-polymer conjugates (PPCs). A detailed study of the reaction conditions was undertaken, revealing a competition between copper(i)-catalysed and thermal Huisgen azide-alkyne cycloaddition pathways. Remarkably, porphyrin-polystyrene conjugates assembled into fluorescent bowl-shaped nanoparticles whose morphology depended on the porphyrin-polystyrene ratio of constituent PPC. Nanoparticles prepared from freebase PPCs exhibited colorimetric aqueous pH sensing, indicating that the PPC nanoparticles may be a useful platform for chemical sensing applications.
Original languageEnglish
Pages (from-to)4016 - 4021
Number of pages6
JournalPolymer Chemistry
Issue number13
Publication statusPublished - 2014

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