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通过将碱性离子液体和多金属氧酸盐与过氧化氢相结合的多功能催化剂,将落叶松木素选择性氧化解聚为香草酸乙酯。

A selective oxidative depolymerization of larch lignin to ethyl vanillate by multifunctional catalysts combining alkaline ionic liquid and polyoxometalates with hydrogen peroxide.

作者信息

Cao Kuiyuan, Yang Fang, Wan He, Duan Xixin, Shi Junyou, Sun Zhong

机构信息

Key Laboratory of Wooden Materials Science and Engineering, Beihua University, 3999 East Binjiang Road, Fengman District, Jilin 132013, China.

Key Laboratory of Wooden Materials Science and Engineering, Beihua University, 3999 East Binjiang Road, Fengman District, Jilin 132013, China.

出版信息

Int J Biol Macromol. 2025 Mar;295:139642. doi: 10.1016/j.ijbiomac.2025.139642. Epub 2025 Jan 8.

Abstract

Ethyl vanillate (EV) is an important component of flavors and fragrances and has been widely used in the food, pharmaceutical, and cosmetic industries. The highly selective preparation of EV from lignin, the most abundant monophenolic compound in nature, is a great challenge in the field of lignin depolymerization. In this study, the multi-active catalysts from alkaline ionic liquid and polyoxometalates were constructed, which were characterized by acidity, alkaline and oxidizing ability. They can efficiently cleave the CC and CO bonds of larch lignin in an ethanol/water system at 160 °C for 10 h with HO as an oxidizing agent. Vanillin and EV were main products with the phenolic yield of 10.14 wt% and the selectivity of EV was up to 83.63 %. The depolymerization of phenolic and non-phenolic lignin model compounds demonstrated that the cleavage of β-O-4 and C-C bonds contributed to the selective preparation of EV in the catalytic system. The catalyst can be recycled up to 4 times with excellent stability and recoverability. This study provides a new approach for the production of EV, which is promising in the high-valued utilization of larch waste.

摘要

香草酸乙酯(EV)是香料香精的重要成分,已广泛应用于食品、制药和化妆品行业。从木质素(自然界中含量最丰富的单酚类化合物)中高选择性地制备EV是木质素解聚领域的一大挑战。在本研究中,构建了由碱性离子液体和多金属氧酸盐组成的多活性催化剂,并对其酸度、碱性和氧化能力进行了表征。以HO为氧化剂,它们能在160℃的乙醇/水体系中,高效地切断落叶松木素的C-C键和C-O键,反应10小时。香草醛和EV是主要产物,酚类产率为10.14 wt%,EV的选择性高达83.63%。酚类和非酚类木质素模型化合物的解聚表明,β-O-4键和C-C键的断裂有助于在催化体系中选择性制备EV。该催化剂可循环使用4次,具有优异的稳定性和可回收性。本研究为EV的生产提供了一种新方法,在落叶松废弃物的高值化利用方面具有广阔前景。

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