Polyanhydride nanoparticles by ‘click’ thiol–ene polymerization

Katie L. Poetz; Olivia Z. Durham; Devon A. Shipp

doi:10.1039/C5PY00843C

Polyanhydride nanoparticles by ‘click’ thiol–ene polymerization

Katie L. Poetz,^a Olivia Z. Durham^a and Devon A. Shipp*^a^b

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* Corresponding authors

^a Department of Chemistry & Biomolecular Science, Clarkson University, Potsdam, USA
E-mail: dshipp@clarkson.edu
Tel: +1-315-268-2393

^b Center for Advanced Materials Processing, Clarkson University, Potsdam, USA

Abstract

The production of degradable polyanhydride-based nanoparticles using thiol–ene ‘click’ polymerizations is described. Linear polyanhydrides with number-average molecular weights of several thousand g mol⁻¹ were efficiently made through radical-mediated thiol–ene polymerization of 1,6-hexanethiol (HDT) and/or 3,5-dioxa-1,8-dithiooctane (EGDT), and 4-pentenoic anhydride (PNA). These linear polyanhydrides were used in the production of nanoparticles with diameters in the range of 250–400 nm using the emulsion-solvent evaporation method. The degradation of the particles were followed over 3–4 days, and show that hydrolysis of the anhydride moiety in the backbone occurs, decreasing the molecular weight of the polymer and reducing particle stability.

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Publication details

The article was received on 03 Jun 2015, accepted on 23 Jun 2015 and first published on 24 Jun 2015

Article type: Paper

DOI: 10.1039/C5PY00843C

Author version available: Download Author version (PDF)

Citation: Polym. Chem., 2015,6, 5464-5469

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Polyanhydride nanoparticles by ‘click’ thiol–ene polymerization

K. L. Poetz, O. Z. Durham and D. A. Shipp, Polym. Chem., 2015, 6, 5464
DOI: 10.1039/C5PY00843C
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Polymer Chemistry

Polyanhydride nanoparticles by ‘click’ thiol–ene polymerization

Abstract

Supplementary files

Publication details

Polyanhydride nanoparticles by ‘click’ thiol–ene polymerization

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