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银催化碱木质素在水相电化学体系中转化为脂肪族化合物和酚类化合物

Silver-Catalyzed Aqueous Electrochemical Valorization of Soda Lignin into Aliphatics and Phenolics.

作者信息

Lindenbeck Lucie, Brand Silas, Stallmann Franka, Barra Vanessa, Frauscher Marcella, Beele Björn B, Slabon Adam, Rodrigues Bruno V Manzolli

机构信息

Faculty of Mathematics and Natural Sciences, Chair of Inorganic Chemistry, University of Wuppertal, Gaussstraße 20, 42119 Wuppertal, Germany.

AC2T Research GmbH, Viktor Kaplan-Straße 2/c, 2700 Wiener Neustadt, Austria.

出版信息

Polymers (Basel). 2024 Nov 27;16(23):3325. doi: 10.3390/polym16233325.

Abstract

Transitioning from crude oil to renewable sources of carbon-based chemicals is critical for advancing sustainable development. Lignin, a wood-derived biomacromolecule, holds great potential as a renewable feedstock, but efficient depolymerization and dearomatization methods are required to fully unlock its potential. In this investigation, we present a silver-catalyzed aqueous electrocatalytic method for the selective depolymerization and partial dearomatization of soda lignin under mild, ambient conditions. Utilizing a water/sodium carbonate solvent system and a silver electrode to mediate the electrochemical reduction, we achieved significant lignin depolymerization over reaction times ranging from 5 to 20 h. Analysis by nuclear magnetic resonance (NMR) and high-resolution mass spectrometry (HRMS) revealed sodium levulinate, sodium acetate, and sodium formate as the main aliphatic products, alongside various aromatic species in the depolymerized lignin products (DL). This selective conversion of lignin into both valuable aromatic compounds and reactive aliphatic intermediates offers promising opportunities for further synthesis of a wide range of organic chemicals, contributing to the development of a more sustainable and circular economy.

摘要

从原油过渡到可再生的碳基化学品来源对于推动可持续发展至关重要。木质素是一种源自木材的生物大分子,作为可再生原料具有巨大潜力,但需要高效的解聚和脱芳构化方法才能充分释放其潜力。在本研究中,我们提出了一种银催化的水相电催化方法,用于在温和的环境条件下对碱木质素进行选择性解聚和部分脱芳构化。利用水/碳酸钠溶剂体系和银电极介导电化学还原,我们在5至20小时的反应时间内实现了显著的木质素解聚。通过核磁共振(NMR)和高分辨率质谱(HRMS)分析发现,乙酰丙酸、乙酸和甲酸钠是主要的脂肪族产物,同时在解聚木质素产物(DL)中还存在各种芳香族物质。这种将木质素选择性转化为有价值的芳香族化合物和活性脂肪族中间体的方法为进一步合成多种有机化学品提供了有前景的机会,有助于发展更可持续的循环经济。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dc33/11644402/d7e18c17a3e8/polymers-16-03325-sch001.jpg

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