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Cyclic Polyester Formation with an [OSSO]‐Type Iron(III) Catalyst
Author(s) -
Impemba Salvatore,
Della Monica Francesco,
Grassi Alfonso,
Capacchione Carmine,
Milione Stefano
Publication year - 2020
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201902163
Subject(s) - polyester , catalysis , ring opening polymerization , polymerization , polymer chemistry , chemistry , monomer , polymer , cyclohexene , ring (chemistry) , materials science , organic chemistry
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.