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Issue 39, 2015
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Ready access to end-functional polystyrenes via a combination of ARGET ATRP and thiol–ene chemistry

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Abstract

We describe a simple and facile method for quantitatively converting bromine end-groups of well-defined polystyrene (PS, Mn,SEC = 4000 Da, Đ = 1.08) prepared by activators regenerated by electron transfer (ARGET) atom transfer radical polymerization (ATRP) into terminal alkenes by heating at 100 °C in dimethylformamide (DMF) without additional reagents. Subsequently, a facile quantitative post-functionalization of the terminal double bonds to various end functional polymers was performed via light-induced thiol–ene reactions. The quantitative end-group modifications as well as their thermal stability were assessed by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-ToF-MS), nuclear magnetic resonance (1H NMR) spectroscopy and size-exclusion chromatography (SEC), evidencing the generated functional polystyrenes to be highly stable up to 200 °C for extended periods of time (24 h).

Graphical abstract: Ready access to end-functional polystyrenes via a combination of ARGET ATRP and thiol–ene chemistry

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Publication details

The article was received on 07 Jul 2015, accepted on 22 Jul 2015 and first published on 24 Jul 2015


Article type: Communication
DOI: 10.1039/C5PY01048A
Citation: Polym. Chem., 2015,6, 6931-6935
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    Ready access to end-functional polystyrenes via a combination of ARGET ATRP and thiol–ene chemistry

    O. Altintas, T. Josse, J. De Winter, N. M. Matsumoto, P. Gerbaux, M. Wilhelm and C. Barner-Kowollik, Polym. Chem., 2015, 6, 6931
    DOI: 10.1039/C5PY01048A

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