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Facile thiolation of hydroxyl functional polymers

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Abstract

Sulfur is an important component in many biological systems. In the hands of an organic chemist it can provide an ample handle for a myriad of robust reactions including thiol–ene click chemistry. However, in polymer chemistry the thiol functionality is rarely attributed to the macromolecule due to unatainable synthetic protocols. Herein, we provide a simple and robust strategy to produce thiol-functional polymers. The chemistry capitalizes on an unsymmetrical disulfide that straightforwardly converts hydroxyl functional polymers to their thiolated counterpart. Finally, PEG hydrogels, using both thiol–ene and Michael addition, is used to showcase the possibilities presented by thiol functional polymers.

Graphical abstract: Facile thiolation of hydroxyl functional polymers

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Publication details

The article was received on 30 Jun 2017, accepted on 17 Jul 2017 and first published on 18 Jul 2017


Article type: Communication
DOI: 10.1039/C7PY01097D
Citation: Polym. Chem., 2017, Advance Article
  • Open access: Creative Commons BY license
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    Facile thiolation of hydroxyl functional polymers

    O. C. J. Andrén and M. Malkoch, Polym. Chem., 2017, Advance Article , DOI: 10.1039/C7PY01097D

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