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Issue 13, 2014
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Fluorescent bowl-shaped nanoparticles from ‘clicked’ porphyrin–polymer conjugates

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Abstract

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.

Graphical abstract: Fluorescent bowl-shaped nanoparticles from ‘clicked’ porphyrin–polymer conjugates

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Supplementary files

Article information


Submitted
19 Feb 2014
Accepted
02 Apr 2014
First published
03 Apr 2014

Polym. Chem., 2014,5, 4016-4021
Article type
Paper
Author version available

Fluorescent bowl-shaped nanoparticles from ‘clicked’ porphyrin–polymer conjugates

D. A. Roberts, M. J. Crossley and S. Perrier, Polym. Chem., 2014, 5, 4016
DOI: 10.1039/C4PY00250D

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