Dehydration of fructose and glucose to 5-hydroxymethylfurfural over Al-KCC-1 silica

Shahangi, Fereshte; Chermahini, Alireza Najafi; Saraji, Mohammad

doi:10.1016/j.jechem.2017.06.004

Cited by 54 publications

(20 citation statements)

References 67 publications

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“…Huang et al [26], who used the same reaction temperature and time but different solvent (Water/γ-valerolactone), also obtained lower HMF yield compared to the present work. Shahangi et al [9], Shen et al [39], Zhang et al [10], and Moreno-Recio et al [40] achieved similar HMF yield obtained in this work, however all of them applied more drastic reaction conditions, as higher temperature and/or time. In general, even using acetone/water as a reaction medium, we achieved HMF yield equivalent to the highest values reported in the literature, but with milder reaction conditions.…”

Section: Reaction Conditions Evaluationsupporting

confidence: 74%

Section: Reaction Conditions Evaluationmentioning

confidence: 99%

“…The process to convert glucose into HMF is influenced by several variables, such as the temperature, type of catalyst, reaction time, and reaction medium composition. Regarding the reaction medium, a variety of solvents has been evaluated for such a purpose, including aqueous, organic, and biphasic systems (water mixtures and organic solvents), as well as ionic liquids [8][9][10][11]. Glucose dehydration reactions tend to be more selective in the presence of aprotic solvents, e.g., dimethylsulfoxide (DMSO), tetrahydrofuran, acetone, and n-butanol.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

et al. 2020

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This study aimed to evaluate the synthesis and application of heterogeneous catalysts based on heteropolyacids for 5-hydroxymethylfurfural (HMF) production from glucose. Initially, assays were carried out in order to establish the most favorable catalyst synthesis conditions. For such purpose, calcination temperature (300 or 500 °C), type of support (Nb2O5 or Al2O3), and active phase (H3PW12O40—HPW or H3PMo12O40—HPMo) were tested and combined based on Taguchi’s L8 orthogonal array. As a result, HPW-Nb2O5 calcined at 300 °C was selected as it presented optimal HMF production performance (9.5% yield). Subsequently, the reaction conditions capable of maximizing HMF production from glucose using the selected catalyst were established. In these experiments, different temperatures (160 or 200 °C), acetone-to-water ratios (1:1 or 3:1 v/v), glucose concentrations (50 or 100 g/L), and catalyst concentrations (1 or 5% w/v) were evaluated according to a Taguchi’s L16 experimental design. The conditions that resulted in the highest HMF yield (40.8%) consisted of using 50 g/L of glucose at 160 °C, 1:1 (v/v) acetone-to-water ratio, and catalyst concentration of 5% (w/v). Recycling tests revealed that the catalyst can be used in four runs, which results in the same HMF yield (approx. 40%).

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Section: Reaction Conditions Evaluationsupporting

confidence: 74%

Section: Reaction Conditions Evaluationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

et al. 2020

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“…Over time, a strong brown color, indicative of a higher concentration of humins, was observed in reactions under N 2 in both temperatures, 130 • and 100 • C. The color intensity was higher than that observed in reactions made under synthetic air. The favoring of humins formation at higher temperatures is reported in the literature by Shahangi et al (2017) who observed that as reactions were promoted at higher temperatures, there was a loss in selectivity of 5-HMF and the formation of an increasingly intense brown color, indicating the presence of humins.…”

Section: Catalytic Testssupporting

confidence: 61%

“…The use of glucose-based polysaccharides or glucose monomers as starting materials in the reaction is economically preferred if we consider that these substrates are more abundant than fructose. However, converting these types of substrates generally requires severe reaction conditions and consequently less selectivity for 5-HMF due to the decomposition and polymerization reactions of this product (Fang et al, 2014;Yi et al, 2015;Shahangi et al, 2017).…”

Section: Introductionmentioning

confidence: 99%

Influence of Dimethylsulfoxide and Dioxygen in the Fructose Conversion to 5-Hydroxymethylfurfural Mediated by Glycerol's Acidic Carbon

et al. 2020

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Both the catalytic production of 5-hydroxymethylfurfural (5-HMF) from carbohydrates and the use of a catalyst obtained from residues stand out for adding value to by-products and wastes. These processes contribute to the circular economy. In this work it was evaluated optimized conditions for 5-HMF production from fructose with high yield and selectivity. The reaction was catalyzed by an acidic carbon obtained from glycerol, a byproduct of the biodiesel industry. Special attention has been given to the use of dimethyl sulfoxide (DMSO) as a solvent and its influence on system activity, both in the presence and absence of O 2. Glycerol's carbon with acidic properties can be effectively used as catalyst in fructose dehydration, allowed achieving conversions close to 100% with 5-HMF selectivities higher than 90%. The catalyst can be reused in consecutive batch runs. The influence of DMSO in the presence of O 2 should be considered in the catalytic activity, as the stabilization of a reaction intermediate by the [O 2 :DMSO] complex is favored and, both fructose conversion and 5-HMF yield increase.

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Process Intensification and Reaction Kinetics for Synthesis of 5‐Hydroxymethyl Furfural Using DIC_AT‐1 Solid Acid Catalyst in a Batch Reactor

Vasishta,

Pawar

2024

ChemistrySelect

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Abstract5‐HMF is a potential platform multifaceted molecule for various industrial applications and can be produced from biomass‐based hexose sugars. In the present study, the indigenously prepared catalyst DICAT‐1 (an acronym derived from DBT‐ICT Center for Energy Biosciences Catalyst #1) has been explored for fructose dehydration, using isopropyl alcohol (IPA) as a green and low boiling point (LBP) organic solvent. The exploration of heterogeneous DICAT‐1 adds specific advantages for 5‐HMF synthesis in terms of high yield, conversion, selectivity, catalyst separation, recycle, reuse, and so forth. Different variants of DICAT‐1, such as DICAT‐1A, DICAT‐1B, DICAT‐1C, and DICAT‐1D, having variable surface acidity were tested for fructose dehydration in the presence of IPA. Of the tested variants, DICAT‐1C provides good yield and selectivity of 5‐HMF. Thus, further process optimization study was conducted to obtain maximum yield, conversion, and selectivity using DICAT‐1C. The intensified process provides maximum 78% yield of 5‐HMF with 83% fructose conversion and 94% selectivity. The catalyst recyclability study showed the consistency in 5‐HMF yield, conversion, and selectivity for five consecutive recycle runs. The study of reaction kinetics showed the first‐order kinetics with an activation energy of 13.16 kJ/mole by using DICAT‐1C catalyst. Thus, the use of easily recyclable and robust catalyst provides an efficient route for production of 5‐HMF in presence of green solvent.

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Dehydration of fructose and glucose to 5-hydroxymethylfurfural over Al-KCC-1 silica

Cited by 54 publications

References 67 publications

Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

Influence of Dimethylsulfoxide and Dioxygen in the Fructose Conversion to 5-Hydroxymethylfurfural Mediated by Glycerol's Acidic Carbon

Process Intensification and Reaction Kinetics for Synthesis of 5‐Hydroxymethyl Furfural Using DIC_AT‐1 Solid Acid Catalyst in a Batch Reactor

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Dehydration of fructose and glucose to 5-hydroxymethylfurfural over Al-KCC-1 silica

Cited by 54 publications

References 67 publications

Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

Influence of Dimethylsulfoxide and Dioxygen in the Fructose Conversion to 5-Hydroxymethylfurfural Mediated by Glycerol's Acidic Carbon

Process Intensification and Reaction Kinetics for Synthesis of 5‐Hydroxymethyl Furfural Using DICAT‐1 Solid Acid Catalyst in a Batch Reactor

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Process Intensification and Reaction Kinetics for Synthesis of 5‐Hydroxymethyl Furfural Using DIC_AT‐1 Solid Acid Catalyst in a Batch Reactor