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Issue 42, 2015
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Synthesis, binding and self-assembly properties of a well-defined pillar[5]arene end functionalised polydimethylacrylamide

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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.

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

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Publication details

The article was received on 28 Jul 2015, accepted on 01 Sep 2015 and first published on 03 Sep 2015


Article type: Paper
DOI: 10.1039/C5PY01186H
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Citation: Polym. Chem., 2015,6, 7389-7394
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    Synthesis, binding and self-assembly properties of a well-defined pillar[5]arene end functionalised polydimethylacrylamide

    N. Laggoune, F. Delattre, J. Lyskawa, F. Stoffelbach, J. M. Guigner, S. Ruellan, G. Cooke and P. Woisel, Polym. Chem., 2015, 6, 7389
    DOI: 10.1039/C5PY01186H

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