Synthesis of Poly(2-methyl-2-oxazoline) Star Polymers with a β-Cyclodextrin Core
Guillaume Pereira A , Cécile Huin A , Simona Morariu B , Véronique Bennevault-Celton A C and Philippe Guégan A CA LAMBE, UMR8587, University of Evry, 91025 Evry Cedex, France.
B ‘Petru Poni’ Institute of Macromolecular Chemistry, 700487 Iasi, Romania.
C Corresponding authors. Email: veronique.celton@univ-evry.fr; philippe.guegan@univ-evry.fr
Australian Journal of Chemistry 65(8) 1145-1155 https://doi.org/10.1071/CH12232
Submitted: 9 May 2012 Accepted: 22 June 2012 Published: 24 July 2012
Abstract
Synthesis of star polymers with a β-cyclodextrin (CD) core was undertaken using the arm-first, then the core-first strategy. Cationic ring opening polymerisation (CROP) of 2-methyl-2-oxazoline (MeOx) was first initiated by allyl bromide, and then quenched with heptakis(6-deoxy-6-amino)β-CD in order to get a 7-arm star polymer. Then heptakis(6-deoxy-6-iodo-2,3-di-O-acetyl)β-CD was synthesised in order to get an initiator for the CROP of MeOx. Initiation and propagation kinetic measurements were undertaken and the ratio kp/ki was found to be too high to provide a controlled polymerisation. Using iodine as co-initiator allowed a decrease of the kp/ki ratio that gave better control of the polymerisation. DOSY NMR and viscosity characterisations were undertaken, and both techniques lead to the demonstration of a lower hydrodynamic volume of the star polymers versus the linear counterparts, for compounds of the same molecular weight.
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