期刊
ACS APPLIED POLYMER MATERIALS
卷 3, 期 8, 页码 4035-4043出版社
AMER CHEMICAL SOC
DOI: 10.1021/acsapm.1c00552
关键词
poly(lactic acid); ring-opening polymerization; biopolymers; zinc catalysts; guanidinate ligands; poly(caprolactone); copolymers; high-temperature polymerization
资金
- University of Salerno (FARB)
Poly(lactic acid) (PLA) is currently the most commercially relevant biodegradable polymer, and the use of zinc(II) catalysts in the ROP of L-lactide under high temperature conditions has shown stability, high yield, and reduced monomer racemization, making it suitable for industrial applications. Additionally, these catalysts can copolymerize L-lactide with e-caprolactone to produce either block or random copolymers.
Poly(lactic acid) (PLA) is currently by far the most commercially relevant biodegradable polymer derived from bio-renewable sources. The industrial production of high molecular weight isotactic PLA is based on the ring-opening polymerization (ROP) of lactide (the dimeric lactone of lactic acid) promoted by Sn(II) 2-ethylhexanoate under solvent-free conditions at high temperatures (190-200 degrees C) in the presence of excess alcohol. Although a huge number of alternative catalysts have been reported in the literature, searching for better performance and lower toxicity, most studies were performed under conditions unsuitable for industrial processes, for example, at lower temperatures in solution. We report here the synthesis of two Zn(II) complexes supported by bulky monoanionic guanidinate ligands, which have been tested as catalysts for the ROP of L-lactide under both mild and industrially relevant conditions, that is, at 190 degrees C using technical grade L-lactide at a monomer/catalyst ratio up to 10(4) and excess alcohol. Interestingly, the Zn(II) catalysts also showed stability under the latter harsh conditions, showing activity comparable to that of the Sn catalyst and even lower monomer racemization. Moreover, they are able to copolymerize L-lactide with e-caprolactone, affording either block or random copolymers depending on the reaction conditions.
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