The efficient formation of cyclic polyesters from the ring-opening polymerization of lactide, ϵ-caprolactone, and β-butyrolactone catalyzed by a 1,4-dithiabutanedyl-2,2′-bis(4,6-dicumylphenol) [OSSO]-FeCl complex activated with cyclohexene oxide was achieved. The catalyst was very active (initial turnover frequency up to 2718 h−1), robust, and worked with a monomer/Fe ratio up to 10 000. The formation of cyclic polymers was supported by using high-resolution matrix-assisted laser desorption ionization (MALDI) MS, and the average ring size (≈5 kDa for cyclic polylactide) independent of the reaction conditions. A monometallic ring-opening polymerization/cyclization mechanism was proposed from the results of a kinetic investigation.

Cyclic Polyester Formation with an [OSSO]-Type Iron(III) Catalyst

Della Monica F.;
2020-01-01

Abstract

The efficient formation of cyclic polyesters from the ring-opening polymerization of lactide, ϵ-caprolactone, and β-butyrolactone catalyzed by a 1,4-dithiabutanedyl-2,2′-bis(4,6-dicumylphenol) [OSSO]-FeCl complex activated with cyclohexene oxide was achieved. The catalyst was very active (initial turnover frequency up to 2718 h−1), robust, and worked with a monomer/Fe ratio up to 10 000. The formation of cyclic polymers was supported by using high-resolution matrix-assisted laser desorption ionization (MALDI) MS, and the average ring size (≈5 kDa for cyclic polylactide) independent of the reaction conditions. A monometallic ring-opening polymerization/cyclization mechanism was proposed from the results of a kinetic investigation.
2020
cyclization; homogeneous catalysis; iron; polymers; ring-opening polymerization
Impemba, S.; Della Monica, F.; Grassi, A.; Capacchione, C.; Milione, S.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11383/2129280
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