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Chiroptical Properties of Homopolymers and Block Copolymers Synthesized from the Enantiomeric Monomers N-Acryloyl-l-Alanine and N-Acryloyl-d-Alanine Using Aqueous RAFT Polymerization*
Brad S.
Lokitz A,
Jonathan E.
Stempka A,
Adam W.
York A,
Yuting
Li A,
Hitesh K.
Goel B,
G. Reid
Bishop B,
Charles L.
McCormick A C D
A
Department of Polymer Science, University of Southern Mississippi, Hattiesburg, MS 39406, USA.
B
Department of Chemistry and Biochemistry, Mississippi College, Clinton, MS 39058, USA.
C
Department of Chemistry and Biochemistry, University of Southern Mississippi, Hattiesburg, MS 39406, USA.
D
Corresponding author. Email: charles.mccormick@usm.edu
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Australian Journal of Chemistry 59(10) 749–754 http://dx.doi.org/10.1071/CH06264
Submitted: 26 July 2006
Accepted: 26 September 2006
Published online: 30 October 2006
Abstract
Chiral homo- and block copolymers based on the enantiomeric monomers N-acryloyl-l-alanine (ALAL) and N-acryloyl-d-alanine (ADAL) were prepared directly in water using controlled reversible addition–fragmentation chain transfer (RAFT) polymerization. The polymerization of the chiral monomers proceeded in a controlled fashion producing the respective homopolymers, block copolymers, and a statistical copolymer with targeted molecular weights and narrow molecular weight distributions. The chiroptical activity of these biomimetic polymers and their analogous model compounds was investigated using circular dichroism (CD). P(ALAL) and P(ADAL) were shown to be optically active exhibiting mirror image CD spectra. In addition, statistical and enantiomeric block copolymers prepared at 1:1 stochiometric ratios exhibited virtually no optical activity.
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Paper number 126 in a series on Water Soluble Polymers.
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