Transformation of carbohydrates to 5-hydroxymethylfurfural with high efficiency by tandem catalysis

Nie, Yifan; Hou, Qidong; Bai, Chuanyunlong; Qian, Hengli; Bai, Xinyu; Mei, Ju

doi:10.1016/j.jclepro.2020.123023

Cited by 52 publications

(26 citation statements)

References 35 publications

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“…Minerals that are doped with metal ions to enhance Lewis acidity can serve also as catalysts for dehydration of carbohydrates using ILs as solvents. In this regard, Ju et al described an Al- and Sn-modified hydroxyapatite as an efficient catalyst for dehydration not only of monosaccharides, but also of disaccharides as sucrose, maltose, and cellobiose, as well as a polysaccharides such as starch [ 20 ].…”

Section: Heterogeneous Catalysismentioning

confidence: 99%

“…The wide interest in the application of ILs in this field is testified by the large number of papers that have been published since 2003 (more than 450) and some interesting reviews have also analysed the topic [ 18 , 19 , 20 , 21 , 22 ]. This is the reason why we focused our attention in the most recent results, covering the last five-year period, and addressing the use of ILs as solvents for both homogeneous and heterogeneous catalysis, together with the applications of TSILs.…”

Section: Introductionmentioning

confidence: 99%

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The Role Played by Ionic Liquids in Carbohydrates Conversion into 5-Hydroxymethylfurfural: A Recent Overview

Marullo

D’Anna

2022

Molecules

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Obtaining industrially relevant products from abundant, cheap, renewable, and low-impacting sources such as lignocellulosic biomass, is a key step in reducing consumption of raw fossil materials and, consequently, the environmental footprint of such processes. In this regard, a molecule that is similar to 5-hydroxymethylfurfural (5-HMF) plays a pivotal role, since it can be produced from lignocellulosic biomass and gives synthetic access to a broad range of industrially important products and polymers. Recently, ionic liquids (ILs) have emerged as suitable solvents for the conversion of biomass and carbohydrates into 5-HMF. Herein, we provide a bird’s-eye view on recent achievements about the use of ILs for the obtainment of 5-HMF, covering works that were published over the last five years. In particular, we first examine reactions involving homogeneous catalysis as well as task-specific ionic liquids. Then, an overview of the literature addressing the use of heterogeneous catalysts, including enzymes, is presented. Whenever possible, the role of ILs and catalysts driving the formation of 5-HMF is discussed, also comparing with the same reactions that are performed in conventional solvents.

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Section: Heterogeneous Catalysismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

The Role Played by Ionic Liquids in Carbohydrates Conversion into 5-Hydroxymethylfurfural: A Recent Overview

Marullo

D’Anna

2022

Molecules

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“…Recently, various heterogeneous catalysts such as metal oxides ( DaVià et al, 2017 ), zeolites ( Nie et al, 2020 ), resins ( Qi et al, 2009 ; Atanda et al, 2015 ), metal phosphates ( Dibenedetto et al, 2016 ), and heteropoly acids ( Gomes et al, 2017 ) have been successfully developed for dehydration of fructose into HMF, in order to avert the issues associated with using homogeneous catalysts. Although excellent results are obtained, those catalysts encounter some issues including small specific surface area [e.g., resin, S BET < 50 m 2 /g), non-adjustable pore structure, and heteropoly acids (such as H 3 PW 12 O 40 ( Gomes et al, 2017 )] dissolved to some extent in DMSO and low active (e.g., metal oxide catalysts).…”

Section: Introductionmentioning

confidence: 99%

Effective Dehydration of Fructose Over Stable Ti-Doped SBA-15 Catalysts

Zhu

et al. 2022

Front. Chem.

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High-effective synthesis of 5-hydroxymethylfurfural (HMF) from carbohydrates is an interesting reaction among biomass valorization. The as-synthesized Ti-SBA-15 catalysts with mesoporous structures showed high catalytic efficiency for the conversion of fructose to HMF. Ti-SBA-15 catalysts with different Si/Ti ratios were characterized by characterization techniques such as elemental analysis, XRD, TEM, N2 adsorption–desorption, NH3-TPD, and pyridine-FTIR. The acidity of Ti-SBA-15 catalysts could be tuned by altering addition amount of titanium. The effects of reaction conditions, including reaction time, temperature, and amount of catalyst, on the conversions of fructose and the yields of HMF were also investigated. It is found that Ti-SBA-15 catalysts whose Si/Ti ratio is 120 gave the best yields of HMF, which demonstrated 100% conversion of fructose with a maximum HMF yield of 82% at 140°C after 1 h. In addition, its catalytic performance was retained after 5 recycles in fructose conversion reaction, proving its good catalytic stability.

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“…The first pathway is usually more difficult than the second one because of the different homomorphic conformation distributions of glucose and fructose in solution. While the isomerization of glucose into fructose is usually completed in an alkaline reaction system (Binder and Raines, 2009;Su et al, 2009), the dehydration of fructose to HMF requires an acidic environment (Nie et al, 2020). The introduction of metal ions through Brønsted acidification of heteropoly acids (HPAs) can form a range of insoluble solid Lewis-Brønsted acidic catalysts that are effective in the conversion of glucose and sucrose to HMF (Carniti et al, 2011;Deng et al, 2012).…”

Section: Introductionmentioning

confidence: 99%

“…These results indicated that a bifunctional acid catalyst with balanced Brønsted and Lewis acid sites can obtain a high yield of HMF from hexose. In general, a high HMF yield can be obtained from monosaccharides, such as fructose and glucose (Nie et al, 2020). SnCl 4 is a common Lewis acid, being cost-effective, highly active, and having a low toxicity, which is often used in glucose conversion to HMF (Hu et al, 2009;Qiu et al, 2020).…”

Section: Introductionmentioning

confidence: 99%

Catalytic Conversion of Starch to 5-Hydroxymethylfurfural by Tin Phosphotungstate

et al. 2021

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Heteropoly acids containing Brønsted and Lewis acids show excellent catalytic activity. Brønsted acids promote the depolymerization of polysaccharides (such as starch and cellulose) into glucose, while Lewis acids catalyze the conversion of glucose to 5-hydroxymethylfurfural (HMF). Designing stable Brønsted-Lewis acid-containing bifunctional heterogeneous catalysts is crucial for the efficient catalytic conversion of polysaccharides to HMF. In this study, a series of Brønsted -Lewis acid bifunctional catalysts (SnxPW, X = 0.10–0.75) were investigated for the conversion of cassava starch to HMF. The structure of the catalysts was characterized by X-ray diffraction, Fourier transform infrared spectroscopy, Pyridine Fourier transform infrared spectroscopy, and X-ray photoelectron spectroscopy. The acid strength and acid capacity were also investigated. The effects of reaction time, temperature, catalyst concentration, and cassava starch concentration on the selectivity, conversion rate, and yield were examined. The results showed that, among the analyzed catalysts, Sn0.1PW presented the best ability under the test conditions for catalyzing the conversion of starch to HMF. At the optimized conditions of a reaction temperature of 160°C, a catalyst dosage of 0.50 mmol/gstarch, and a 1 h reaction time, the starch conversion rate was 90.61%, and the selectivity and yield of HMF were 59.77 and 54.12%, respectively. Our findings contribute to the development of HMF production by the dehydration of carbohydrates.

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Transformation of carbohydrates to 5-hydroxymethylfurfural with high efficiency by tandem catalysis

Cited by 52 publications

References 35 publications

The Role Played by Ionic Liquids in Carbohydrates Conversion into 5-Hydroxymethylfurfural: A Recent Overview

The Role Played by Ionic Liquids in Carbohydrates Conversion into 5-Hydroxymethylfurfural: A Recent Overview

Effective Dehydration of Fructose Over Stable Ti-Doped SBA-15 Catalysts

Catalytic Conversion of Starch to 5-Hydroxymethylfurfural by Tin Phosphotungstate

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