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Hydrolyzable aromatic copolyesters of p-dioxanone.

G Giammanco¹, A Martínez de Ilarduya, A Alla

¹Departament d'Enginyeria Química, Universitat Politècnica de Catalunya, ETSEIB, Diagonal 647, 08028 Barcelona, Spain.

Biomacromolecules

|August 6, 2010

Summary

This study synthesized random copolyesters using cyclic oligo(hexamethylene terephthalate)s and p-dioxanone. The resulting materials exhibit tunable properties and sensitivity to hydrolytic degradation.

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Area of Science:

Polymer Chemistry
Materials Science

Background:

Ring-opening polymerization is a versatile method for synthesizing polyesters.
Controlling copolymer composition and microstructure is crucial for tailoring material properties.

Purpose of the Study:

To prepare random copolyesters with varying ratios of aromatic (hexamethylene terephthalate - HT) to aliphatic (p-dioxanone - DO) units.
To characterize the composition, microstructure, thermal properties, and degradation behavior of these novel copolyesters.

Main Methods:

Entropically driven ring-opening copolymerization of cyclic oligo(hexamethylene terephthalate)s and p-dioxanone.
Composition and microstructure analysis using 1H and 13C Nuclear Magnetic Resonance (NMR) spectroscopy.
Thermal analysis (degradation and glass transition temperatures) and X-ray diffraction for crystallinity assessment.
Hydrolytic degradation studies in an aqueous medium.

Main Results:

Random copolyesters with HT:DO ratios ranging from 9 to 1.3 were successfully synthesized.
NMR confirmed accurate control over comonomer incorporation and microstructure.
Thermal properties (Tg, Td) correlated well with composition.
Crystallization was observed for DO content below 30%, adopting the poly(hexamethylene terephthalate) crystal structure.
Copolyesters showed superficial hydrolytic degradation with water-soluble dioxanoic acid release.

Conclusions:

Entropically driven ring-opening copolymerization provides a route to tunable aromatic-aliphatic copolyesters.
The synthesized copolyesters possess predictable thermal and crystallization behaviors based on their composition.
The materials exhibit hydrolytic degradability, a key characteristic for potential biomedical applications.