Abstract

Aliphatic polycarbonates represent an important class of materials with notable applications in the biomedical field. In this work, low Tg furan-functionalized bio-based aliphatic polycarbonates were cross-linked thanks to the Diels–Alder (DA) reaction with a bis-maleimide as the cross-linking agent. The thermo-reversible DA reaction allowed for the preparation of reversible cross-linked polycarbonate materials with tuneable properties as a function of the pendent furan content that was grafted on the polycarbonate backbone. The possibility to decrosslink the network around 70 °C could be an advantage for biomedical applications, despite the rather poor thermal stability of the furan-functionalized cross-linked polycarbonates.

Highlights

  • Aliphatic polycarbonates (APC) raise considerable interest in the last decades for their specific characteristics i.e., biocompatibility and biodegradability [1]

  • Different routes can achive their synthesis, but these polymers are mainly synthesized by ring-opening polymerization (ROP) of cyclic carbonate monomers allowing for a good control over the polymer’s microstructure [2]

  • Polycarbonate networks with elastomeric properties are desirable for a large number of biomedical applications, in the emerging field of soft tissue engineering or drug delivery [5,6,7,8,9,10]

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Summary

Introduction

Aliphatic polycarbonates (APC) raise considerable interest in the last decades for their specific characteristics i.e., biocompatibility and biodegradability [1]. Several research groups have studied various cross-linking methods for obtaining polycarbonate materials [11,12,13,14,15,16]. The development of self-healing polymers has been a very active area of research over the last decade [17,18,19,20,21]. The most studied thermally reversible reactions are based on the Diels–Alder (DA) The chemistry. Latter hasThe been widely macromolecular and chemistry and mostly based on the furan/maleimide chemistry [23,24,25,26,27,28,29,30,31,32]. TheFinally, influencethe of the cross-linking density on the polycarbonate properties will be studied. Of influence the cross-linking density on the polycarbonate properties will be studied

Results and Discussion
H1 NMR spectroscopy followed thethe thiol-ene reaction forfor
Reversible Cross-Linking and Reprocessability
Tuneable Network Properties
Materials
General Procedure for Polycarbonates Cross-Linking by Diels-Alder Reaction
Conclusions

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