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Stabilization of amino acid derived diblock copolymer micelles through favorable D:L side chain interactions

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Skey, Jared, Hansell, Claire F. and O'Reilly, Rachel K. (2010) Stabilization of amino acid derived diblock copolymer micelles through favorable D:L side chain interactions. Macromolecules, Vol.43 (No.3). pp. 1309-1318. doi:10.1021/ma902356u

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Official URL: http://dx.doi.org/10.1021/ma902356u

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Abstract

Optically pure N-acryloyl-(D)-leucine methyl ester (D-Leu-OMe) (1) and N-acryloyl-(1)-leucine methyl ester (L-Leu-OMe) (2) were synthesized and studied using infrared spectroscopy and melting point analysis to determine if D-L interactions are preferential relative to D-D or L-L interactions. Reversible addition-fragmentation chain transfer (RAFT) polymerization yielded enantiopure homopolymers of D-Leu-OMe (1) and L-Leu-OMe ester (2). The two enantiopure polymers. 5 and 6. and a 1:1 w/w racemic blend of both polymers were studied using infrared spectroscopy to investigate the intermolecular interactions in the polymeric systems. Poly(tert-butyl acrylate) [P('BuA)] macro chain transfer agents were used to synthesize two diblock copolymers from 1 and 2. respectively. Subsequent deprotection of the P('BuA) block to poly(acrylic acid) (PAA) yielded two chiral amphiphilic diblock copolymers. 7 and 8. Both enantiopure polymers were self-assesmbled separately and then in a 1:1 w/w ratio, and the resulting morphologies characterized using dynamic light scattering, atomic force microscopy, transmission electron miroscopy, and circular dichroism.

Item Type: Journal Article
Subjects: Q Science > QC Physics
Q Science > QD Chemistry
Q Science > QP Physiology
Divisions: Faculty of Science > Chemistry
Library of Congress Subject Headings (LCSH): Diblock copolymers, Micelles, Amino acids, Self-assembly (Chemistry), Nanostructures
Journal or Publication Title: Macromolecules
Publisher: American Chemical Society
ISSN: 0024-9297
Official Date: 9 February 2010
Dates:
DateEvent
9 February 2010Published
Volume: Vol.43
Number: No.3
Number of Pages: 10
Page Range: pp. 1309-1318
DOI: 10.1021/ma902356u
Status: Peer Reviewed
Publication Status: Published
Funder: Royal Society (Great Britain), Leverhulme Trust (LT), Wellcome Trust (London, England), Engineering and Physical Sciences Research Council (EPSRC), University of Cambridge
Grant number: 055663/Z/9S/Z (WT)

Data sourced from Thomson Reuters' Web of Knowledge

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