Visual recognition of supramolecular graft polymer formation via phenolphthalein-cyclodextrin association

Hetzer, M., Fleischmann, C., Schmidt, B. V.K.J. , Barner-Kowollik, C. and Ritter, H. (2013) Visual recognition of supramolecular graft polymer formation via phenolphthalein-cyclodextrin association. Polymer, 54(19), pp. 5141-5147. (doi:10.1016/j.polymer.2013.07.031)

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Abstract

Visual recognition of the formation of supramolecular graft polymers in aqueous solution driven by host-guest assembly is presented. The interaction between β-cyclodextrin (β-CD) and phenolphthalein moieties can be followed via a distinctive change of color in basic media by optical inspection. The phenolphthalein-containing lateral polymer chain was obtained via reversible addition-fragmentation chain transfer (RAFT) copolymerization of N,N-dimethylacrylamide and N-(2-hydroxy-5-(1-(4-hydroxyphenyl)-3-oxo-1,3-dihydroisobenzofuran-1-yl)benzyl)acrylamide. The RAFT polymerizations afforded statistical copolymers with molecular masses between 6900 and 8800 g mol−1 and molar mass dispersities (Đ) between 1.1 and 1.2. β-CD-functionalized building blocks were synthesized using a propargyl-functionalized chain transfer agent for the polymerization of N,N-diethylacrylamide followed by a copper(I)-catalyzed cycloaddition with β-CD-azide (Mn = 8200 g mol−1; Đ = 1.2). Self-assembly of both polymers to form supramolecular graft polymers was evidenced by 2D NOESY NMR, UV–vis spectroscopy and dynamic light scattering.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Schmidt, Dr Bernhard
Authors: Hetzer, M., Fleischmann, C., Schmidt, B. V.K.J., Barner-Kowollik, C., and Ritter, H.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Polymer
Publisher:Elsevier
ISSN:0032-3861
ISSN (Online):1873-2291
Published Online:16 July 2013

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