不同种类SnCl4(aq)对浒苔鼠李糖转化为5-甲基糠醛的协同催化作用

IF 6.2 1区 农林科学 Q1 AGRICULTURAL ENGINEERING
Yuan Xiao , Yuhong Ma , Kaizhuo Lv , Qiuli Yao , Jingtao Liu , Shuguang Xu
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引用次数: 0

摘要

5-甲基糠醛(5-MF)在各种应用领域的需求不断增长,推动了对环保生产方法的追求。本研究提出了一种在H2O/MIBK介质中,以金属氯盐为催化剂,将浒苔鼠李糖转化为5-甲基糠醛(5-MF)的简便高效方法。在优化条件下,SnCl4的5-MF产率可达68.8% %。水溶液中金属阳离子的电离水平可能受到反阴离子或电荷密度的影响,从而影响5-MF的产率。实验和DFT研究结果表明,Sn(IV)-OH物种,特别是[Sn(OH)2(H2O)4]2 +物种作为Lewis酸,比Sn(IV)-Cl物种更能促进链鼠李糖变异构为酮糖(鼠李糖),这是5-MF形成的关键步骤。SnCl4水解生成的Brønsted酸(h30o +)促进了环状鼠李糖转化为链状鼠李糖并最终脱水得到5-MF。氯离子(Cl-)可能与环鼠李糖中的醚基或链鼠李糖中的醛基相互作用,促进5-MF的形成。本研究可能为浒苔鼠李糖转化为5-MF和提高藻类生物量的利用率提供一些有价值的见解。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

Synergistic catalytic effect of various species in SnCl4(aq) for conversion of Enteromorpha prolifera derived rhamnose to 5-methylfurfural

Synergistic catalytic effect of various species in SnCl4(aq) for conversion of Enteromorpha prolifera derived rhamnose to 5-methylfurfural
The growing demand for 5-methylfurfural (5-MF) across various applications has driven the pursuit of environmentally friendly production methods. Herein, we proposed a facile and highly efficient method for converting Enteromorpha prolifera-derived rhamnose into 5-methylfurfural (5-MF) in H2O/MIBK media using metal chloride salts as catalysts. SnCl4 was capable of achieving a high 5-MF yield of 68.8 % under optimized conditions. The ionization level of metal cations in an aqueous solution might be impacted by the presence of counter anions or charge density, which in turn could affect the yield of 5-MF. The experimental and DFT study results revealed that Sn(IV)-OH species, specifically [Sn(OH)2(H2O)4]2 + species as a Lewis acid, predominantly facilitated the tautomerization of chain rhamnose to ketose (rhamnulose), a key step in 5-MF formation, rather than Sn(IV)-Cl species. The Brønsted acid (H3O+), formed from the SnCl4 hydrolysis, facilitated the conversion of cyclic rhamnose to chain rhamnose and the final dehydration to yield 5-MF. The chloride ion (Cl-) might interact with ether groups in cyclic rhamnose or aldehyde group in chain rhamnose to promote the formation of 5-MF. This work might provide some valuable insights for converting Enteromorpha prolifera-derived rhamnose to 5-MF and improving the utilization of algal biomass.
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来源期刊
Industrial Crops and Products
Industrial Crops and Products 农林科学-农业工程
CiteScore
9.50
自引率
8.50%
发文量
1518
审稿时长
43 days
期刊介绍: Industrial Crops and Products is an International Journal publishing academic and industrial research on industrial (defined as non-food/non-feed) crops and products. Papers concern both crop-oriented and bio-based materials from crops-oriented research, and should be of interest to an international audience, hypothesis driven, and where comparisons are made statistics performed.
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