Doehler, Diana and Kaiser, Jens and Binder, Wolfgang H. (2017) Supramolecular H-bonded three-arm star polymers by efficient combination. of RAFT polymerization and thio-bromo "click" reaction. POLYMER, 122. pp. 148-158. ISSN 0032-3861, 1873-2291
Full text not available from this repository. (Request a copy)Abstract
Efficient and versatile "click"-based post-polymerization tools for the straightforward modification of especially polymers with sophisticated architectures play a significant role in polymer chemistry. We here report on the synthesis of supramolecular three-arm star polymers by a combination of RAFT polymerization and the thio-bromo "click" reaction, consequently exploring the potential of this particular thiol-halogen "click" reactions as post-polymerization tool. Therefore, two new trivalent chain transfer agents (CTAs) bearing either trithiocarbonate or dithiobenzoate groups were designed and investigated for the RAFT polymerization of n-butyl acrylate (nBA) and styrene. Kinetic investigations of CTA/monomer combinations were performed to obtain star-shaped poly(n-butyl acrylate)s (PnBA) and poly(styrene)s (PS) with adjustable molecular weights and well controllable polydispersities in the range of 1.13-130. The capped thiol-groups were released by aminolysis and quantitatively converted into barbiturate or imidazolium end-groups, allowing to prepare functionalized supramolecular star polymers via this particular thio-bromo "click" reaction. Thereby, the best results for aminolysis were not obtained in a one-pot reaction as expected but in a two step process, while acetonitrile has been shown to be essential for the success of the reaction in contrast to the pKa-value of the investigated bases. As proven via NMR spectroscopy and mass spectrometry all desired supramolecular star polymers were obtained with an exceptional high extend of end-group functionality (>95%) underscoring the potential of this specific "click"-based post-polymerization modification tool in combination with RAFT polymerization. (C) 2017 Elsevier Ltd. All rights reserved.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | FRAGMENTATION-CHAIN-TRANSFER; FREE-RADICAL POLYMERIZATION; SET-LRP; FACILE SYNTHESIS; HYPERBRANCHED POLYMERS; COPOLYMERS SYNTHESIS; FUNCTIONAL POLYMERS; CHEMISTRY; POLYSTYRENE; ENE; RAFT polymerization; Thio-bromo "click" reaction; Star polymers; Supramolecular interactions |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 14 Dec 2018 13:16 |
| Last Modified: | 15 Feb 2019 08:29 |
| URI: | https://pred.uni-regensburg.de/id/eprint/1518 |
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