Article Dans Une Revue Polymer Chemistry Année : 2024

N-Heterocyclic carbene-initiated epoxide/anhydride ring-opening copolymerization: effective and selective organoinitiators for the production of various polyesters

Résumé

The present report describes the first use of unprotected and "free" N-heterocyclic carbenes (NHCs), such as IMes, IPr and air-stable Cl-IPr carbenes, as single component initiators for the alternating ringopening co-polymerization (ROCOP) of cyclic anhydrides ( phthalic anhydride, PA; succinic anhydride, SA) and various epoxides to efficiently and selectively access the corresponding polyesters in a well-defined manner and as metal-free materials. In the case of ROCOP runs with PA as the anhydride source, control experiments are in line with an initiation via ring-opening of PA by the NHC moiety, as established with the synthesis and structural characterization of the IMes-PA ring-opened product 1. The present NHC systems were further exploited as ROCOP initiators of PA and bio-sourced epoxides such as eugenyl glycidyl ether (EGE) and safrole glycidylether (SO) yielding the production of regioregular p(PA-alt-EGE) polyester, as well as p(PA-alt-SO), a novel polyester material.

Domaines

Polymères
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Dates et versions

hal-04896594 , version 1 (20-01-2025)

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Gaël Printz, Redoy Gazi Shuvo, Antoine Schweizer, Dmytro Ryzhakov, Christophe Gourlaouen, et al.. N-Heterocyclic carbene-initiated epoxide/anhydride ring-opening copolymerization: effective and selective organoinitiators for the production of various polyesters. Polymer Chemistry, 2024, 15 (38), pp.3901 - 3906. ⟨10.1039/d4py00778f⟩. ⟨hal-04896594⟩
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