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呋喃类平台化学品在酸性和碱性条件下的稳定性挑战

The Stability Challenge of Furanic Platform Chemicals in Acidic and Basic Conditions.

作者信息

Kolykhalov Denis A, Golysheva Anastasia N, Erokhin Kirill S, Karlinskii Bogdan Ya, Ananikov Valentine P

机构信息

BioChemTech Research Center, Tula State University, Pr. Lenina 92, Tula, 300012, Russia.

N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky pr. 47, Moscow, 119991, Russia.

出版信息

ChemSusChem. 2025 Jan 14;18(2):e202401849. doi: 10.1002/cssc.202401849. Epub 2024 Nov 15.

Abstract

The transition toward renewable resources is pivotal for the sustainability of the chemical industry, making the exploration of biobased furanic platform chemicals derived from plant biomass of paramount importance. These compounds, promising alternatives to petroleum-derived aromatics, face challenges in terms of stability under synthetic conditions, limiting their practical application in the fuel, chemical, and pharmaceutical sectors. Our study presents a comprehensive evaluation of the stability of furan derivatives in various solvents and under different conditions, addressing the significant challenge of their instability. Through systematic experiments involving GC-MS, NMR, FT-IR and SEM analyses, we identified key degradation pathways and conditions that either promote stability or lead to undesirable degradation products. These findings demonstrate the strong stabilizing effect of polar aprotic solvents, especially DMF, and reveal the dependence of furan stability on solvent and additive type. This research opens new avenues in the utilization of renewable furans by providing critical insights into their behavior under synthetic conditions, significantly impacting the development of sustainable materials and processes. The broad appeal of this study lies in its potential to guide the selection of conditions for the efficient and sustainable synthesis of furan-based chemicals, marking a significant advance in green chemistry and materials science.

摘要

向可再生资源的转型对于化学工业的可持续发展至关重要,因此探索源自植物生物质的生物基呋喃类平台化学品具有极其重要的意义。这些化合物有望替代石油衍生的芳烃,但在合成条件下的稳定性方面面临挑战,这限制了它们在燃料、化工和制药领域的实际应用。我们的研究对呋喃衍生物在各种溶剂和不同条件下的稳定性进行了全面评估,解决了它们不稳定这一重大挑战。通过涉及气相色谱 - 质谱联用(GC-MS)、核磁共振(NMR)、傅里叶变换红外光谱(FT-IR)和扫描电子显微镜(SEM)分析的系统实验,我们确定了促进稳定性或导致不良降解产物的关键降解途径和条件。这些发现证明了极性非质子溶剂,尤其是N,N - 二甲基甲酰胺(DMF)的强大稳定作用,并揭示了呋喃稳定性对溶剂和添加剂类型的依赖性。这项研究通过提供对呋喃在合成条件下行为的关键见解,为可再生呋喃的利用开辟了新途径,对可持续材料和工艺的发展产生了重大影响。这项研究的广泛吸引力在于其有可能指导高效、可持续合成呋喃基化学品的条件选择,标志着绿色化学和材料科学取得了重大进展。

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