Synthesis of Crosslinked Biopolyesters Catalyzed by Natural Amino Acids

IF 2.7 4区 化学 Q1 CHEMISTRY, ORGANIC
Enrique Francés-Poveda, Abigail Montiel, Oscar A. Douglas-Gallardo, Carmen Moya-López, Genesys L. Mahecha, Mario E. Flores, Felipe de la Cruz-Martínez, Francisca Werlinger, Javier Martínez, Agustín Lara-Sánchez
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Abstract

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.

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天然氨基酸催化合成交联生物聚酯
以废葵花籽油(WSO)为原料,通过开环共聚(ROCOP)反应,将环氧化葵花籽油(ESO)与多种生物基环酸酐共聚,制得高交联聚酯。采用天然氨基酸(l-谷氨酸)和四丁基碘化铵(TBAI)组成的无金属催化体系进行了催化合成。通过FT-IR, TGA和DSC等多种技术对得到的果冻状圆盘状生物聚酯进行了彻底的表征。通过动态力学分析(DMA)评估了生物基聚合物中交联网络的存在,并在室温下观察了交联材料的橡胶状态。当用1m的氢氧化钠水溶液处理时,这些材料表现出完全降解性。此外,采用密度泛函理论(DFT)对聚合机理进行了分析,重点研究了聚合过程的活化阶段。这项研究为聚合过程的催化效率和机理细节提供了有价值的见解,突出了可持续的、无金属的催化剂在生产可降解生物聚酯方面的潜力。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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