Controlled synthesis of an ABC miktoarm star-shaped copolymer by sequential ring-opening polymerization of ethylene oxide, benzyl beta-malolactonate, and epsilon-caprolactone
[en] This paper reports on the synthesis of an amphiphilic miktoarm ABC star-shaped copolymer, s[(PEO)(PMLABz)(PCL)], consisting of biocompatible/bioresorbable arms. Indeed, PEO is a hydrophilic biocompatible poly(ethylene oxide) arm, PMLABz is a poly(benzyl beta-malolactonate) arm precursor of a pH-sensitive bioresorbable poly(beta-malic acid) block, and PCL is a hydrophobic bioresorbable poly(epsilon-caprolactone) arm. Each constitutive arm was prepared by ring-opening polymerization. A double-headed PEO macroinitiator [PEO-(OH)-COO-K+] was first prepared by selective hydrolysis of the alpha-lactone (2-oxepanone) end group of PEO chains end-capped by a omega-methoxy group. The anionic polymerization of benzyl beta-malolactonate (MLABz) was selectively initiated by the alpha-potassium carboxylate end group of PEO in the presence of 18-crown-6 ether. The polymerization of epsilon-caprolactone (epsilon-CL) was initiated by the hydroxyl group left at the junction of the two blocks of the as-prepared PEO-b-PMLABz diblock copolymer, in the presence of tin(II) bis(2-ethylhexanoate) (Sn(Oct)(2)). The macroinitiator, the intermediate diblock, and the final miktoarm. star-shaped copolymer were analyzed by H-1 NMR spectroscopy and size exclusion chromatography.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Chemistry Materials science & engineering
Author, co-author :
Rieger, Jutta ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Coulembier, Olivier; University of Mons-Hainaut (UMH) > Laboratory of Polymeric and Composite Materials
Dubois, Philippe ; University of Mons-Hainaut (UMH) > Laboratory of Polymeric and Composite Materials
Bernaerts, Katrien V.; University of Ghent > Department of Organic Chemistry > Polymer Chemistry Research Group
Du Prez, Filip E.; University of Ghent > Department of Organic Chemistry > Polymer Chemistry Research Group
Jérôme, Robert ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Jérôme, Christine ; Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
Controlled synthesis of an ABC miktoarm star-shaped copolymer by sequential ring-opening polymerization of ethylene oxide, benzyl beta-malolactonate, and epsilon-caprolactone
Publication date :
27 December 2005
Journal title :
Macromolecules
ISSN :
0024-9297
eISSN :
1520-5835
Publisher :
Amer Chemical Soc, Washington, United States - Washington
F.R.S.-FNRS - Fonds de la Recherche Scientifique BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique FWO - Fonds Wetenschappelijk Onderzoek Vlaanderen FRIA - Fonds pour la Formation à la Recherche dans l'Industrie et dans l'Agriculture The Région Wallonne and Fonds Social Européen in the frame of Objectif 1-Hainaut: Materia Nova program
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Bibliography
Iatrou, H.; Hadjichristidis, N. Macromolecules 1992, 25, 4649-4651.
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