Stabilization of alkaline 5-HMF electrolytes via Cannizzaro reaction for the electrochemical oxidation to FDCA†

IF 9.3 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Green Chemistry Pub Date : 2023-03-06 DOI:10.1039/d2gc04732b
Moritz Lukas Krebs , Alexander Bodach , Changlong Wang , Ferdi Schüth
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引用次数: 3

Abstract

The electrochemical oxidation of 5-(hydroxymethyl)furfural (HMF) to 2,5-furandicarboxylic acid (FDCA), a monomer for biopolymer production, caught attention as a route to renewable materials. However, this process is mostly performed in alkaline media, which causes HMF to degrade into humins. In this study, we demonstrate that alkaline degradation of HMF yielded 5-hydroxymethyl-2-furancarboxylic acid (HMFCA) and dihydroxymethylfuran (DHMF), which are both stable in alkaline media, and both of which can be electrooxidized to FDCA. Furthermore, the stability of the Cannizzaro products allowed the “indirect” electrooxidation of HMF to FDCA at unprecedentedly high concentrations of substrate and base, leading to current densities on the order of technical processes (∼1 A cm−2) and increased space–time-yields.

Abstract Image

用Cannizzaro反应稳定碱性5-HMF电解液制备FDCA†
5-(羟甲基)糠醛(HMF)电化学氧化制2,5-呋喃二羧酸(FDCA)是一种用于生物聚合物生产的单体,作为可再生材料的一种途径受到关注。然而,这一过程主要是在碱性介质中进行的,这会导致HMF降解成人类蛋白。在这项研究中,我们证明了HMF的碱性降解产生了5-羟甲基-2-呋喃羧酸(HMFCA)和二羟甲基呋喃(DHMF),这两种物质在碱性介质中都是稳定的,并且都可以电氧化成FDCA。此外,Cannizzaro产品的稳定性允许在前所未有的高浓度底物和碱下将HMF“间接”电氧化为FDCA,导致电流密度达到技术工艺的顺序(~ 1 A cm−2),并增加了时空产率。
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来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
期刊介绍: Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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