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Hydrogen-Bond-Promoted Sucrose Conversion in a Separable Eutectic Mixture Solvent System
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2022-07-07 , DOI: 10.1021/acssuschemeng.2c01825 Mingfu Li 1, 2 , Sufei Feng 1, 3 , Hui Chen 1, 2 , Liyuan Huai 1, 2 , Jian Zhang 1, 2, 4
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2022-07-07 , DOI: 10.1021/acssuschemeng.2c01825 Mingfu Li 1, 2 , Sufei Feng 1, 3 , Hui Chen 1, 2 , Liyuan Huai 1, 2 , Jian Zhang 1, 2, 4
Affiliation
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A eutectic mixture solvent (EMS) system containing 1,4-butylene glycol (1,4-BDO), choline chloride (ChCl), and sucrose was proposed for the conversion of sucrose to 5-hydroxymethylfurfural (HMF) with mesoporous hollow silica–alumina nanosphere (SAN) catalyst. The EMS system can form a solid at room temperature after the reaction since the adequate composite proportion of EMS components is conducive to the separation of the product and the recovery of the solvent system. The reaction mechanism of the EMS–SAN system that catalyzed the conversion of sucrose was detailed by nuclear magnetic resonance, electrospray ionization mass spectra experiments, and density functional theory calculation. The complete conversion of sucrose benefits from the hydrogen-bond interaction between 1,4-BDO, ChCl, and sucrose system as well as the synergistic effect of Brönsted and Lewis acid sites on SAN catalyst. The hydrogen-bond interaction energy in the sucrose–1,4-BDO–ChCl system was −55.28 kcal mol–1, implying that the higher hydrogen bond energy between sucrose and EMS components improved the HMF formation.
中文翻译：
可分离低共熔混合物溶剂系统中的氢键促进蔗糖转化
提出了一种含有 1,4-丁二醇 (1,4-BDO)、氯化胆碱 (ChCl) 和蔗糖的低共熔混合物溶剂 (EMS) 系统，用于将蔗糖转化为具有介孔空心二氧化硅的 5-羟甲基糠醛 (HMF) -氧化铝纳米球（SAN）催化剂。EMS体系反应后可在室温下形成固体，因为EMS组分的适当复合比例有利于产物的分离和溶剂体系的回收。通过核磁共振、电喷雾电离质谱实验和密度泛函理论计算详细描述了EMS-SAN体系催化蔗糖转化的反应机理。蔗糖的完全转化得益于 1,4-BDO、ChCl、和蔗糖体系以及布朗斯台德和路易斯酸位点对 SAN 催化剂的协同作用。蔗糖-1,4-BDO-ChCl体系中的氢键相互作用能为-55.28 kcal mol–1，这意味着蔗糖和 EMS 成分之间较高的氢键能改善了 HMF 的形成。
更新日期：2022-07-07
中文翻译：
可分离低共熔混合物溶剂系统中的氢键促进蔗糖转化
提出了一种含有 1,4-丁二醇 (1,4-BDO)、氯化胆碱 (ChCl) 和蔗糖的低共熔混合物溶剂 (EMS) 系统，用于将蔗糖转化为具有介孔空心二氧化硅的 5-羟甲基糠醛 (HMF) -氧化铝纳米球（SAN）催化剂。EMS体系反应后可在室温下形成固体，因为EMS组分的适当复合比例有利于产物的分离和溶剂体系的回收。通过核磁共振、电喷雾电离质谱实验和密度泛函理论计算详细描述了EMS-SAN体系催化蔗糖转化的反应机理。蔗糖的完全转化得益于 1,4-BDO、ChCl、和蔗糖体系以及布朗斯台德和路易斯酸位点对 SAN 催化剂的协同作用。蔗糖-1,4-BDO-ChCl体系中的氢键相互作用能为-55.28 kcal mol–1，这意味着蔗糖和 EMS 成分之间较高的氢键能改善了 HMF 的形成。
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