增强型 H+ 交换多相催化从 C6-糖可持续一锅法合成 5-(羟甲基)糠醛,ACS Sustainable Chemistry & Engineering

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增强型 H+ 交换多相催化从 C6-糖可持续一锅法合成 5-(羟甲基)糠醛
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2023-11-17 , DOI: 10.1021/acssuschemeng.3c05595
Thi Tuyet Thuy Vu ₁ , Shentan Liu _{1,

2} , Mantas Jonušis ₃ , Simona Jonušienė ₃ , Jinsik Choi ₄ , Riko Kawano ₁ , Nicola Rehnberg _{5,

6} , Rajni Hatti-Kaul ₁ , Sang-Hyun Pyo ₁

Affiliation

本研究重点是通过^果糖和葡萄糖、C6-糖的脱水，利用非均相催化剂。探索了催化量的 NaCl 对增强阳离子交换剂的 H ⁺交换的影响，其特征在于由于与 Na ⁺形成直接离子键而导致四面体磺酸盐的变形，如通过 FT-IR 观察到的。在 DMSO/MIBK (0.35/0.65) 中，在 110 至 120 °C 的温度下，以一锅多步反应的方式进行高浓度 C6-糖 (24%，w/v) 的脱水，合成 5-HMF。环境压力。阳离子交换剂（氢形式）用作催化剂，用量范围为 2.5% 至 10% (w/w)。添加 NaCl 导致水和有机溶剂的 pH 值降低，从而改善阳离子交换剂上的H ^+交换。因此，这促进了催化剂用量的减少并显着增强了果糖和葡萄糖脱水为5-HMF的速度。在110℃下，果糖在1小时内转化率达到99%，5-HMF产率为81%；而在120℃下，葡萄糖转化率在11小时内达到92.2%，5-HMF产率为36.1%。此外，该催化剂在至少五个连续的果糖脱水批次中表现出一致的活性。首次提出了NaCl 诱导的 H ⁺交换催化增强，并成功证明了有机相中 C6 糖的脱水作用。这一概念可以扩展到在水系统和有机系统中使用阳离子交换剂的各种有机合成反应，其目的是减少催化剂用量并促进反应速率。

"点击查看英文标题和摘要"

Sustainable One-Pot Synthesis of 5-(Hydroxymethyl)furfural from C6-Sugars by Enhanced H+ Exchange Heterogeneous Catalysis

This study focuses on the characterization of NaCl-induced enhancement of H⁺ exchange catalysis and preparation of the renewable C6 platform chemical, 5-(hydroxymethyl)furfural (5-HMF), through dehydration of fructose and glucose, C6-sugars, utilizing a heterogeneous catalyst. The effect of a catalytic amount of NaCl was explored to enhance the H⁺ exchange of cation exchangers, characterized on the distortion of tetrahedral sulfonates due to the formation of direct ionic bonds with Na⁺, as observed by FT-IR. Dehydration of high concentrations of C6-sugars (24%, w/v) was carried out as a one-pot multistep reaction to synthesize 5-HMF in DMSO/MIBK (0.35/0.65) at temperatures ranging from 110 to 120 °C under ambient pressure. Cation exchangers (hydrogen form) were employed as catalysts in amounts ranging from 2.5% to 10% (w/w). The addition of NaCl resulted in a decrease in the pH of both water and organic solvents, leading to improved H⁺ exchange on cation exchangers. Consequently, this facilitated a reduction in catalyst quantity and significantly enhanced the dehydration of fructose and glucose to 5-HMF. At 110 °C, fructose achieved a 99% conversion rate with an 81% 5-HMF yield within 1 h, while at 120 °C, glucose conversion reached 92.2% with a 36.1% 5-HMF yield over 11 h. Furthermore, the catalyst exhibited consistent activity across at least five consecutive fructose dehydration batches. The NaCl-induced enhancement of H⁺ exchange catalysis was first proposed and successfully demonstrated for the dehydration of C6-sugars in the organic phase. This concept can be extended to various organic synthesis reactions using cation exchangers in both aqueous and organic systems, with the aim of reducing the catalyst amount and facilitating the reaction rate.

更新日期：2023-11-17

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