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Poster (Scientific congresses and symposiums)
2-oxepane-1,5-dione: a precursor of a novel class of versatile semicrystalline biodegradable (co)-polyesters
Latere Dwan'Isa, Jean-Pierre; Lecomte, Philippe; Dubois, Philippe et al.
2003Symposium "Recent Progress in Macromolecular Chemistry"
 

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Keywords :
ring-opening polymerization (ROP); lactone
Abstract :
[en] 2-oxepane-1,5-dione (OPD) was synthesized by Baeyer-Villiger oxidation of 1,4 cyclohexanedione and ring-opening polymerized by 1-phenyl- 2-propanol / tin octoate with formation of a semicrystalline polyester of high melting temperature (Tm :147°C). Dibutyin dimethoxide and 2,2-dibutyl-2-stanna-1,3-dioxepane (DSDOP) proved to be efficient initiators for the random copolymerization of ε-caprolactone (εCL) and OPD. Random distribution of the comonomer units was confirmed by DSC, 1H and 13C NMR analyses. A single Tm was observed, which varies regularly and monotonically with the OPD content as result of a cocrystallisation phenomenon. The single glass transition temperature (Tg) obeys the Fox equation. It is noteworthy that a copolymer containing 30 mol % OPD exhibits a Tm of 90°C. It is stable up to 140°C under nitrogen for one hour, such that processing by extrusion is quite possible. The OPD decomposition is maximum at 223°C for a heating rate of 10°C/min. The mechanism of thermal degradation was investigated and cleared up. The ketone increases the copolymer hydrophilicity and thus sensitivity to hydrolysis. The mechanical properties are quite reminiscent of PCL of comparable molecular weight. Quite interestingly, OPD imparts sensitivity to photo-cross-linking to this novel class of materials.
Research center :
Center for Education and Research on Macromolecules (CERM)
Disciplines :
Chemistry
Materials science & engineering
Author, co-author :
Latere Dwan'Isa, Jean-Pierre;  Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Lecomte, Philippe  ;  Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Dubois, Philippe;  Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM) > Present address: University of Mons-Hainaut (UMH), Laboratory of Polymeric and Composite Materials (SMPC)
Jérôme, Robert ;  Université de Liège - ULiège > Department of Chemistry > Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
2-oxepane-1,5-dione: a precursor of a novel class of versatile semicrystalline biodegradable (co)-polyesters
Publication date :
16 May 2003
Event name :
Symposium "Recent Progress in Macromolecular Chemistry"
Event organizer :
Robert Jérôme (University of Liège)
Event place :
Liège, Belgium
Event date :
16/05/2003
Funders :
F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]
BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique
Solvay sa [BE]
Commentary :
This poster was presented by Philippe Lecomte
Available on ORBi :
since 07 October 2009

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