Delshad Yousef, Rafipour Danial, Ghamari Kargar Pouya, Maleki Behrooz, Ghani Milad
Department of Chemistry, College of Sciences, Shiraz University, 7194684795, Shiraz, Iran.
Department of Organic Chemistry, Faculty of Chemistry, University of Mazandaran, 47416-95447, Babolsar, Iran.
Sci Rep. 2025 Mar 31;15(1):10969. doi: 10.1038/s41598-025-93529-w.
In present study, covalently bonded second generation of amine-terminated polyamidoamine dendrimer to silica coated magnetic nanoparticles (G2-PAMAM@SMNPs) was synthesized through step-by-step growth chemical grafting approach. Then, terminal amine groups of G2-PAMAM@SMNPs were carboxylated with bromoacetic acid to obtain a solid acid catalyst. Subsequent to the prepared weakly acidic catalyst characterization, its catalytic efficiency was evaluated for the conversion of fructose to 5-hydroxymethylfurfural (5-HMF). Reaction conditions for gaining an optimum yield of 5-HMF from fructose were assumed and an outstanding 5-HMF yield of 87% was afforded in dimethyl sulfoxide (DMSO)/HO (v/v: 2/1) media at 140 ºC within 3 h. Interestingly, the presence of amine groups with basicity character in the catalyst structure catalyzed the isomerization of glucose to fructose, thus makes the catalyst applicable to the direct conversion of glucose as well as glucose-based carbohydrates to 5-HMF with good to excellent yields under the same reaction conditions of fructose dehydration. Moreover, the catalyst was easily recovered via magnetic separation and reused for six cycles without noteworthy decrease in efficiency.
在本研究中,通过逐步生长化学接枝方法合成了共价键合的第二代胺基封端的聚酰胺-胺树枝状大分子与二氧化硅包覆的磁性纳米颗粒(G2-PAMAM@SMNPs)。然后,用溴乙酸将G2-PAMAM@SMNPs的末端胺基羧化,得到一种固体酸催化剂。在对制备的弱酸性催化剂进行表征之后,评估了其将果糖转化为5-羟甲基糠醛(5-HMF)的催化效率。假定了从果糖获得5-HMF最佳产率的反应条件,在140℃下于二甲基亚砜(DMSO)/水(v/v:2/1)介质中反应3小时,5-HMF的产率高达87%。有趣的是,催化剂结构中具有碱性的胺基的存在催化了葡萄糖异构化为果糖,从而使得该催化剂在果糖脱水的相同反应条件下也适用于将葡萄糖以及基于葡萄糖的碳水化合物直接转化为5-HMF,产率良好至优异。此外,该催化剂可通过磁分离轻松回收,并重复使用六个循环,效率无明显下降。