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Issue 22, 2011
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Stereocomplexation in novel degradable amphiphilic block copolymer micelles of poly(ethylene oxide) and poly(benzyl α-malate)

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Abstract

The ring-opening polymerization of 5-(S)-[(benzyloxycarbonyl)methyl]-1,3-dioxolane-2,4-dione (L-malOCA) and 5-(R)-[(benzyloxycarbonyl)methyl]-1,3-dioxolane-2,4-dione (D-malOCA) from poly(ethylene oxide), PEO, macroinitiators using 4-methoxypyridine as the catalyst is reported. The self-assembly of these polymeric amphiphiles was shown to proceed most efficiently by a solvent switch methodology from THF to nanopure H2O. Variation of the block lengths revealed that, as expected, larger block copolymers led to increased micelle dimensions as determined by dynamic light scattering (DLS) and transmission electron microscopy (TEM) and longer hydrophobic blocks led to increased micelle stabilities as determined by measurement of the critical micelle concentration (CMC). Furthermore, the self-assembly of equimolar mixtures of PEO-b-P(L-BMA) and PEO-b-P(D-BMA) resulted in micelles of increased sizes by both DLS and TEM analysis. These micelles also have a CMC value of 5.53 × 10−3 g L−1 which is markedly lower than micelles formed from either enantiopure block copolymer (CMC values = 1.23 × 10−2 g L−1 and 9.78 × 10−3 g L−1 for micelles formed from PEO-b-P(L-BMA) and PEO-b-P(D-BMA) respectively).

Graphical abstract: Stereocomplexation in novel degradable amphiphilic block copolymer micelles of poly(ethylene oxide) and poly(benzyl α-malate)

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Publication details

The article was received on 21 Jun 2011, accepted on 12 Aug 2011 and first published on 27 Sep 2011


Article type: Paper
DOI: 10.1039/C1SM06164J
Citation: Soft Matter, 2011,7, 10987-10993

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    Stereocomplexation in novel degradable amphiphilic block copolymer micelles of poly(ethylene oxide) and poly(benzyl α-malate)

    R. J. Pounder, H. Willcock, N. S. Ieong, R. K. O′Reilly and A. P. Dove, Soft Matter, 2011, 7, 10987
    DOI: 10.1039/C1SM06164J

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