Ferulic Acid as Building Block for the Lipase-Catalyzed Synthesis of Biobased Aromatic Polyesters
Enzymatic synthesis of aromatic biobased polyesters is a recent and rapidly expanding research field. However, the direct lipase-catalyzed synthesis of polyesters from ferulic acid has not yet been reported. In this work, various ferulic-based monomers were considered for their capability to undergo...
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| Autores principales: | , , |
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| Formato: | article |
| Lenguaje: | EN |
| Publicado: |
MDPI AG
2021
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| Materias: | |
| Acceso en línea: | https://doaj.org/article/796d1b581d334326b120612a5a185ec8 |
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| Sumario: | Enzymatic synthesis of aromatic biobased polyesters is a recent and rapidly expanding research field. However, the direct lipase-catalyzed synthesis of polyesters from ferulic acid has not yet been reported. In this work, various ferulic-based monomers were considered for their capability to undergo CALB-catalyzed polymerization. After conversion into diesters of different lengths, the CALB-catalyzed polymerization of these monomers with 1,4-butanediol resulted in short oligomers with a DP<sub>n</sub> up to 5. Hydrogenation of the double bond resulted in monomers allowing obtaining polyesters of higher molar masses with DP<sub>n</sub> up to 58 and M<sub>w</sub> up to 33,100 g·mol<sup>−1</sup>. These polyesters presented good thermal resistance up to 350 °C and T<sub>g</sub> up to 7 °C. Reduction of the ferulic-based diesters into diols allowed preserving the double bond and synthesizing polyesters with a DP<sub>n</sub> up to 19 and M<sub>w</sub> up to 15,500 g·mol<sup>−1</sup> and higher T<sub>g</sub> (up to 21 °C). Thus, this study has shown that the monomer hydrogenation strategy proved to be the most promising route to achieve ferulic-based polyester chains of high DP<sub>n</sub>. This study also demonstrates for the first time that ferulic-based diols allow the synthesis of high T<sub>g</sub> polyesters. Therefore, this is an important first step toward the synthesis of competitive biobased aromatic polyesters by enzymatic catalysis. |
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