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

Altintas, O., Josse, T., De Winter, J., Matsumoto, N. M., Gerbaux, P., Wilhelm, M., & Barner-Kowollik, C. (2015) Ready access to end-functional polystyrenes via a combination of ARGET ATRP and thiol-ene chemistry. Polymer Chemistry, 6(39).

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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, D = 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). © The Royal Society of Chemistry.

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ID Code: 99421
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :2
Export Date: 5 September 2016
Correspondence Address: Altintas, O.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, Germany
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Keywords: Chemical bonds, Chromatography, Desorption, Free radical polymerization, Free radical reactions, Mass spectrometry, Nuclear magnetic resonance, Nuclear magnetic resonance spectroscopy, Organic solvents, Polystyrenes, Size exclusion chromatography, Activators regenerated by electron transfers, End-functional polymers, End-group modification, Matrix-assisted laser desorption/ionization-time-of-flight mass spectrometry, Post-functionalization, Terminal double bonds, Thiol-ene chemistries, Thiol-ene reactions, Atom transfer radical polymerization
DOI: 10.1039/c5py01048a
ISSN: 17599954
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 26 Sep 2016 01:47

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