Quantitative Catalytic Oxidation of 5-Hydroxymethylfurfural to 2,5-Furandicarboxylic Acid by TEMPO in a Single Aqueous Phase under Mild Conditions

IF 7.3 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

ACS Sustainable Chemistry & Engineering Pub Date : 2025-03-06 DOI:10.1021/acssuschemeng.4c1093110.1021/acssuschemeng.4c10931

Xiang Chen, Hao Li, Yichao Lu, Zhichun Liu, Zhongsen Ma* and Yajie Zhang*,

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Abstract

2,5-Furandicarboxylic acid (FDCA) has been extensively verified as a biobased aromatic ring platform compound. The development of mild and efficient novel oxidation technologies is important for FDCA preparation technologies. In this study, the efficient oxidation of 5-hydroxymethylfurfural (HMF) to produce FDCA by the TEMPO/NaClO/KBr single-phase aqueous catalytic oxidation system was systematically investigated, and the mechanism was analyzed in detail. Under the optimal reaction conditions, TEMPO as the main catalyst directly catalyzed the oxidation of HMF to FDCA, and the HMF conversion and FDCA yield both reached 100%. The oxidant NaClO could achieve a quantitative reaction (NaClO/HMF = 3:1(mol)). In addition, the reaction was conducted at mild room temperature and innovatively utilized a single aqueous system as the reaction solvent. This establishes a new method for the oxidative preparation of FDCA with the potential for technical scale-up.

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在温和条件下，用TEMPO在单水相中定量催化氧化5-羟甲基糠醛生成2,5-呋喃二羧酸

2,5-呋喃二羧酸（FDCA）作为一种生物基芳香环平台化合物已被广泛证实。发展温和高效的新型氧化技术是FDCA制备技术的重要发展方向。本研究系统研究了TEMPO/NaClO/KBr单相水催化氧化体系对5-羟甲基糠醛（HMF）的高效氧化制备FDCA，并对其机理进行了详细分析。在最佳反应条件下，TEMPO作为主催化剂直接催化HMF氧化生成FDCA， HMF转化率和FDCA收率均达到100%。氧化剂NaClO可以实现定量反应（NaClO/HMF = 3:1(mol)）。此外，该反应在温和的室温下进行，并创新地使用单一水体系作为反应溶剂。这为氧化法制备FDCA提供了一种新的方法，具有技术推广的潜力。

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来源期刊

ACS Sustainable Chemistry & Engineering CHEMISTRY, MULTIDISCIPLINARY-ENGINEERING, CHEMICAL

CiteScore

13.80

自引率

4.80%

发文量

1470

审稿时长

1.7 months

期刊介绍： ACS Sustainable Chemistry & Engineering is a prestigious weekly peer-reviewed scientific journal published by the American Chemical Society. Dedicated to advancing the principles of green chemistry and green engineering, it covers a wide array of research topics including green chemistry, green engineering, biomass, alternative energy, and life cycle assessment. The journal welcomes submissions in various formats, including Letters, Articles, Features, and Perspectives (Reviews), that address the challenges of sustainability in the chemical enterprise and contribute to the advancement of sustainable practices. Join us in shaping the future of sustainable chemistry and engineering.