Reference : New Functional Aliphatic Polyesters by Chemical Modification of Copolymers of ε-Capro...
Scientific journals : Article
Physical, chemical, mathematical & earth Sciences : Chemistry
Engineering, computing & technology : Materials science & engineering
http://hdl.handle.net/2268/1231
New Functional Aliphatic Polyesters by Chemical Modification of Copolymers of ε-Caprolactone with γ-(2-Bromo-2-methylpropionate)- ε-caprolactone, γ-Bromo- ε-caprolactone, and a Mixture of β-and γ-Ene- ε-caprolactone
English
Detrembleur, Christophe mailto [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Mazza, Michaël [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Lou, Xudong [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Halleux, Olivier [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Lecomte, Philippe mailto [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
Mecerreyes, David [IBM Almaden Research Center > > > >]
Hedrick, James L. [IBM Almaden Research Center > > > >]
Jérôme, Robert mailto [University of Liège (ULg) > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > >]
29-Sep-2000
Macromolecules
Amer Chemical Soc
33
17
7751-7760
Yes (verified by ORBi)
International
0024-9297
Washington
[en] ring-opening polymerization ; lactone
[en] New functional aliphatic polyesters were prepared by chemical modification of brominated copolyesters. Poly(epsilon-caprolactone)-co-poly(gamma-(2-bromo-2-methylpropionate)-epsilon-caprolactone) copolymer was prepared and successfully converted into copolyester bearing methacrylate double bonds by dehydrohalogenation of the pendant tertiary alkyl bromides, thus leading to cross-linkable polyester. The tertiary alkyl bromide groups of the original copolyester were also quaternized by reaction with pyridine, although some side reactions occurred which Limited the reaction yield. Nevertheless, quaternization of the bromide groups of the poly(epsilon-caprolactone)-co-poly(gamma-bromo-epsilon-caprolactone) copolymer proved to be quantitative and to occur without degradation of the polyester chains. This general strategy paves the way to either amphiphilic copolyesters or water-soluble polyesters. The poly(epsilon -caprolactone)-co-poly(gamma -bromo-epsilon-caprolactone) lactone) copolymer was also quantitatively converted into unsaturated copolyester by dehydrohalogenation with formation of double bonds including acrylic-type double bonds. As an alternative, gamma-bromo-epsilon-caprolactone was first dehydrohalogenated, and the unsaturated cyclic monomer was copolymerized with epsilon-caprolactone. Finally, the nonconjugated double bonds of the copolyesters were oxidized into epoxides, except for the acrylic-type unsaturations which remained unchanged.
Center for Education and Research on Macromolecules (CERM)
Politique Scientifique Fédérale (Belgique) = Belgian Federal Science Policy ; NSF Materials Research Science and Engineering Center on Polymer Interfaces and Macromolecular Assemblies under Cooperative Agreement NSF DMR 9400354 ; Govierno Vasco
Researchers
http://hdl.handle.net/2268/1231
10.1021/ma000488o
http://pubs.acs.org/doi/pdf/10.1021/ma000488o

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