Synthesis, binding and self-assembly properties of a well-defined pillar[5]arene end functionalised polydimethylacrylamide

Laggoune, N., Delattre, F., Lyskawa, J., Stoffelbach, F., Guigner, J.-M., Ruellan, S., Cooke, G. and Woisel, P. (2015) Synthesis, binding and self-assembly properties of a well-defined pillar[5]arene end functionalised polydimethylacrylamide. Polymer Chemistry, 6(42), pp. 7389-7394. (doi:10.1039/C5PY01186H)

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Abstract

The synthesis, binding and self-assembly properties of a well-defined pillar[5]arene end-functionalised poly(dimethylacrylamide)(MePilla-PDMAC) are reported. In order to synthesise MePilla-PDMAC, a new trithiocarbonate type RAFT agent MePilla-CTA was developed incorporting a partially methylated pillar[5]arene moiety. Kinetic studies clearly indicated the propensity of MePilla-CTA to control the polymerisation of DMAC. Interestingly, as PDMAC type chains display good solubilty both in organic and aqueous media, MePilla-PDMAC was able of specifically bind electron deficient guest molecules at the α-chain-end both in chloroform and water. Complex formation was found to be reversible upon addition of chloride anions or heating in organic and aqueous media, respectively. Furthermore, cryo-TEM, VT-NMR (1H) and VT-DLS investigations also indicated the ability of MePilla-PDMAC to self-assemble into micelle-like aggregates in water showing reversible recognition properties.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Cooke, Professor Graeme
Authors: Laggoune, N., Delattre, F., Lyskawa, J., Stoffelbach, F., Guigner, J.-M., Ruellan, S., Cooke, G., and Woisel, P.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Polymer Chemistry
Publisher:Royal Society of Chemistry
ISSN:1759-9954
ISSN (Online):1759-9962
Copyright Holders:Copyright © 2015 Royal Society of Chemistry
First Published:First published in Polymer Chemistry 2015(6):7389-7394
Publisher Policy:Reproduced under a Creative Commons License

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Project CodeAward NoProject NamePrincipal InvestigatorFunder's NameFunder RefLead Dept
445041Physical organic chemistry - opportunities in synthesis, materials and pharmaceuticalsGraeme CookeEngineering & Physical Sciences Research Council (EPSRC)EP/E036244/1CHEM - CHEMISTRY