Efficient chemical recycling of poly(L-lactic acid) via either alcoholysis to alkyl lactate or thermal depolymerization to L-lactide promoted by Zn(II) catalysts

Poly(lactic acid) (PLA), a commercially fully bio-based and biodegradable polymer, stands out as a sustainable alternative to commodity plastics. Its current end-of-life management involves composting, but chemical recycling would be more appropriate for a circular economy model. Here we report two very efficient chemical recycling pathways for commercial high molar mass and highly crystalline PLA samples, both ones promoted by different imidazole[1,5- a ]pyrid-3-yl)phenolate Zn(II) catalysts: (i) alcoholysis was easily achieved by simply treating the polymer samples in boiling methanol in the presence of 1 % Zn(II) catalyst, resulting in up to 99 % yield and selectivity in methyl lactate; and (ii) chemical recycling to the monomer was achieved by heating the polymer samples at 180 °C under vacuum or in a nitrogen flow in the presence of 0.1 % Zn(II) catalyst and a highly boiling alcohol, resulting in up to 99 % yield of L-lactide, having high chemical and steric purity, which could be repolymerized without any further purification. • Chemical recycling of poly(L-lactide) was achieved by properly designed Zn(II) catalysts. • Up to 99 % methyl lactate results by treating the polymer samples in boiling methanol. • Up to 99 % L-lactide results from depolymerization in bulk at 180 °C under vacuum. • Performance of Zn(II) catalyst is comparable or better than that of Sn(Oct) 2 . • A simple polymer-monomer-polymer circular loop was demonstrated for PLA.

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Publication Details

Journal
Polymer Testing
Published
2025-02-01
DOI
https://doi.org/10.1016/j.polymertesting.2025.108727
Citations
3
Primary Topic
biodegradable polymer synthesis and properties
Type
article
Field-Weighted Citation Impact
1.79

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article

Efficient chemical recycling of poly(L-lactic acid) via either alcoholysis to alkyl lactate or thermal depolymerization to L-lactide promoted by Zn(II) catalysts

Stefano Brenna, Licia Gaeta, Claudio Pellecchia, Matthew R. Gentile
3 citations
Polymer Testing
biodegradable polymer synthesis and properties
1.79
article

Efficient chemical recycling of poly(L-lactic acid) via either alcoholysis to alkyl lactate or thermal depolymerization to L-lactide promoted by Zn(II) catalysts

Stefano Brenna, Licia Gaeta, Claudio Pellecchia, Matthew R. Gentile
article en
3 citations

Abstract

Poly(lactic acid) (PLA), a commercially fully bio-based and biodegradable polymer, stands out as a sustainable alternative to commodity plastics. Its current end-of-life management involves composting, but chemical recycling would be more appropriate for a circular economy model. Here we report two very efficient chemical recycling pathways for commercial high molar mass and highly crystalline PLA samples, both ones promoted by different imidazole[1,5- a ]pyrid-3-yl)phenolate Zn(II) catalysts: (i) alcoholysis was easily achieved by simply treating the polymer samples in boiling methanol in the presence of 1 % Zn(II) catalyst, resulting in up to 99 % yield and selectivity in methyl lactate; and (ii) chemical recycling to the monomer was achieved by heating the polymer samples at 180 °C under vacuum or in a nitrogen flow in the presence of 0.1 % Zn(II) catalyst and a highly boiling alcohol, resulting in up to 99 % yield of L-lactide, having high chemical and steric purity, which could be repolymerized without any further purification. • Chemical recycling of poly(L-lactide) was achieved by properly designed Zn(II) catalysts. • Up to 99 % methyl lactate results by treating the polymer samples in boiling methanol. • Up to 99 % L-lactide results from depolymerization in bulk at 180 °C under vacuum. • Performance of Zn(II) catalyst is comparable or better than that of Sn(Oct) 2 . • A simple polymer-monomer-polymer circular loop was demonstrated for PLA.

Polymer TestingVol. 143
University of Insubria (IT), University of Salerno (IT), University of Padua (IT)
Ministero dell'Università e della Ricerca
Openalex Percentile: Top 18%
biodegradable polymer synthesis and properties
1.79
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