Enzymatic synthesis of poly(erythritol sebacate)

This study details the synthesis of poly(erythritol sebacate) (PES), a polyester synthesized via thermal/enzymatic polycondensation of erythritol and sebacic acid in a three-step process. In the first step, a 1:1 molar ratio erythritol and sebacic acid was used, at various temperatures until achieving a theoretical 40% degree of esterification. The second prepolymerization step utilized Candida antarctica lipase B under different conditions. This was followed by a curing step at 150°C for 24 hours. The results indicated that a temperature of 150°C yielded a more homogeneous prepolymer richer in linear ester oligomers, making it the selected condition for the first prepolymerization step. Afterwards, the second prepolymerization yielded prepolymers with varying degrees of esterification and molecular mass distributions, confirming the high selectivity of lipase B for primary hydroxyl groups. These differences in prepolymers influenced the mechanical properties of the resulting polymers after the curing process. Notably, the enzymatic synthesis at 90°C for 48 hours resulted in a prepolymer with a higher degree of esterification (68%) and longer linear chains, producing the polymer with the best mechanical performance. These findings suggest that enzymatic polymerization, under optimal conditions, can yield PES with properties suitable for a wide range of applications.

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Publication Details

Journal
Journal of Elastomers & Plastics
Published
2025-05-06
DOI
https://doi.org/10.1177/00952443251340823
Primary Topic
biodegradable polymer synthesis and properties
Type
article
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article

Enzymatic synthesis of poly(erythritol sebacate)

Bruno Godinho, Nuno Gama, Nicoleta Cioateră, Artur Ferreira et al.
Journal of Elastomers & Plastics
biodegradable polymer synthesis and properties
article

Enzymatic synthesis of poly(erythritol sebacate)

Bruno Godinho, Nuno Gama, Nicoleta Cioateră, Artur Ferreira, Cătălina Ionescu, Diana Smarandache
article en

Abstract

This study details the synthesis of poly(erythritol sebacate) (PES), a polyester synthesized via thermal/enzymatic polycondensation of erythritol and sebacic acid in a three-step process. In the first step, a 1:1 molar ratio erythritol and sebacic acid was used, at various temperatures until achieving a theoretical 40% degree of esterification. The second prepolymerization step utilized Candida antarctica lipase B under different conditions. This was followed by a curing step at 150°C for 24 hours. The results indicated that a temperature of 150°C yielded a more homogeneous prepolymer richer in linear ester oligomers, making it the selected condition for the first prepolymerization step. Afterwards, the second prepolymerization yielded prepolymers with varying degrees of esterification and molecular mass distributions, confirming the high selectivity of lipase B for primary hydroxyl groups. These differences in prepolymers influenced the mechanical properties of the resulting polymers after the curing process. Notably, the enzymatic synthesis at 90°C for 48 hours resulted in a prepolymer with a higher degree of esterification (68%) and longer linear chains, producing the polymer with the best mechanical performance. These findings suggest that enzymatic polymerization, under optimal conditions, can yield PES with properties suitable for a wide range of applications.

Journal of Elastomers & PlasticsVol. 57(6)
Instituto Superior de Gestão (PT), University of Aveiro (PT), University of Craiova (RO)
Openalex Percentile: Top 94%
biodegradable polymer synthesis and properties
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