Synthesis of Crosslinked Biopolyesters Catalyzed by NaturalAmino Acids

Epoxidized sunflower oil (ESO), derived from waste sunflower oil (WSO), was copolymerized with various biobased cyclic anhydrides via ring‐opening copolymerization (ROCOP) reaction to produce highly crosslinked polyesters. This catalytic synthesis was performed by a metal‐free catalyst system formed...

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Detalles Bibliográficos
Autores: Francés Poveda, Enrique, Montiel, Abigail, Douglas Galllardo, Oscar A., Moya López-Peláez, Carmen, Mahecha, Genesys L., Flores, Mario E., de la Cruz Martínez, Felipe, Werlinger, Francisca, Martínez, Javier, Lara Sánchez, Agustín
Tipo de recurso: artículo
Fecha de publicación:2025
País:España
Institución:Universidad de Castilla-La Mancha
Repositorio:RUIdeRA. Repositorio Institucional de la UCLM
OAI Identifier:oai:ruidera.uclm.es:10578/48010
Acceso en línea:https://doi.org/10.1002/ajoc.202500475
https://www.sciencedirect.com/org/science/article/pii/S2193580725003939
https://hdl.handle.net/10578/48010
Access Level:acceso abierto
Palabra clave:Crosslinked biopolyester
Epoxides
Organocatalysis
ROCOP
Descripción
Sumario:Epoxidized sunflower oil (ESO), derived from waste sunflower oil (WSO), was copolymerized with various biobased cyclic anhydrides via ring‐opening copolymerization (ROCOP) reaction to produce highly crosslinked polyesters. This catalytic synthesis was performed by a metal‐free catalyst system formed by natural amino acid (L‐glutamic acid) and tetrabutylammonium iodide (TBAI). The resulting bio‐polyesters, obtained as jelly‐like disks, were thoroughly characterized using multiple techniques such as FT‐IR, TGA, and DSC. The presence of a crosslinked network in the biobased polymers was assessed by dynamical mechanical analysis (DMA) and at room temperature the rubbery state of crosslinked materials was observed. These materials demonstrated complete degradability when treated with a 1 M aqueous sodium hydroxide solution. In addition, density functional theory (DFT) calculation was employed to elucidate the polymerization mechanism, focusing on the activation stage of the polymerization process. This study provides valuable insights into the catalytic efficiency and mechanistic details of the polymerization process, highlighting the potential of sustainable, metal‐free catalysts for producing degradable biopolyesters. Highly crosslinked bio‐polyesters were synthesized via the ROCOP reaction between epoxidized sunflower oil and biobased cyclic anhydrides. The resulting materials were comprehensively characterized by FT‐IR, TGA, and DSC. A cross‐linked network in the bio‐based polymers has been confirmed by dynamic mechanical analysis.