ORBi: Riva Raphaël - Functionalization of poly(epsilon-caprolactone) by pendant hydroxyl, carboxylic acid and epoxide groups by atom transfer radical addition

Reference : Functionalization of poly(epsilon-caprolactone) by pendant hydroxyl, carboxylic acid and...


	Document type :	Scientific journals : Article
	Discipline(s) :	Engineering, computing & technology : Materials science & engineering Physical, chemical, mathematical & earth Sciences : Chemistry
	To cite this reference:	http://hdl.handle.net/2268/3730

Title :	Functionalization of poly(epsilon-caprolactone) by pendant hydroxyl, carboxylic acid and epoxide groups by atom transfer radical addition
Language :	English
Author, co-author :	Riva, Raphaël [Université de Liège - ULg > > Centre d'études et de rech. sur les macromolécules (CERM) >]
	Lenoir, Sandrine [Université de Liège - ULg > Département des sciences de la vie > Biologie et génétique moléculaire >]
	Jérôme, Robert [Université de Liège - ULg > > Centre d'études et de rech. sur les macromolécules (CERM) >]
	Lecomte, Philippe [Université de Liège - ULg > > Centre d'études et de rech. sur les macromolécules (CERM) >]
Publication date :	8-Sep-2005
Journal title :	Polymer
Publisher :	Elsevier Sci Ltd
Volume :	46
Issue/season :	19
Special issue title :	Controlled macromolecular synthesis and controlled architectures - Supramolecular polymer assemblies
Pages :	8511-8518
Audience :	International
ISSN :	0032-3861
City :	Oxford
Keywords :	[en] ring-opening polymerization ; lactone
Abstract :	[en] A straightforward strategy is proposed for grafting hydroxyl, carboxylic acid and epoxide groups along poly (epsilon-caprolactone) chains. Statistical copolymerization of epsilon-caprolactone (epsilon-CL) with alpha-chloro-epsilon-caprolactone (alpha-Cl-epsilon-CL) has been initiated by 2,2-dibutyl-2-stanna-1,3-dioxepane (DSDOP), followed by the atom transfer radical addition (ATRA) of but-3-en-1-ol, vinylacetic acid and 1,2-epoxyhex-5-ene, respectively, onto the alpha-chloro units of a poly(alpha-Cl-epsilon-CL-co-epsilon-CL) copolymer. alpha-Cl-epsilon-CL is easily prepared by the Baeyer-Villiger oxidation of 2-chlorocyclohexanone. The influence of the experimental conditions, i.e. temperature, solvent, catalyst, on the grafting yield has been discussed. Because ATRA is tolerant of the investigated functional groups, no protection/deprotection reaction is required, which is a major advantage of the method.
Research units :	Center for Education and Research on Macromolecules (CERM)
Funders :	Politique Scientifique Fédérale (Belgique) = Belgian Federal Science Policy ; Fonds de la Recherche Scientifique (Communauté française de Belgique) - F.R.S.-FNRS ; Fonds pour la formation à la Recherche dans l'Industrie et dans l'Agriculture (Communauté française de Belgique) - FRIA
Target :	Researchers
Permalink :	http://hdl.handle.net/2268/3730
DOI :	10.1016/j.polymer.2005.03.105
Other URL :	http://www.sciencedirect.com/science?_ob=MImg&_imagekey=B6TXW-4GCX0HM-4-P&_cdi=5601&_user=532038&_orig=browse&_coverDate=09%2F08%2F2005&_sk=999539980&view=c&wchp=dGLbVzb-zSkzS&md5=94d06828c959f660150f2aca1a48f8df&ie=/sdarticle.pdf
Commentary :	The authors acknowledge Polymer (Elsevier) for allowing them to archive this paper.

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