Efficient dehydration of fructose to 5-hydroxymethylfurfural over sulfonated carbon sphere solid acid catalysts

Zhao, Jun; Zhou, Chunmei; He, Chao; Dai, Yihu; Jia, Xiaoxu; Yang, Yanhui

doi:10.1016/j.cattod.2015.07.005

Cited by 127 publications

(53 citation statements)

References 52 publications

(64 reference statements)

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“…Combining the results of our study and reports by other scholars [73,105,120,347,348,[356][357][358], the reaction pathway and potential side reactions are described in Longer reaction time favors conversion while results in poor product selectivity as more side reactions such as hydrogenolysis and dehydration will be involved.…”

Section: Insight Into the Reaction Pathway Of Cellulose Hydrogenationsupporting

confidence: 74%

Biomass conversion and upgrading over carbon catalyst

Chen¹

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Biomass conversion and upgrading are promising solutions for energy shortage and environment problems. Located in Southeast Asia, Singapore is surrounded by abundant biomass resource in its neighboring countries. However, most of the biomass feedstock is underutilization. Cellulose, which represents the most abundant biomass resource, has been examined over noble metal supported carbon catalyst as an example of biomass conversion. As a Johnson Matthey (JM) supported program, we examined cellulose hydrogenation over Pt/AC produced from JM by the trial-and-error method. After tuning the reaction conditions, a sorbitol yield up to 25% is obtained. We also proposed a novel and effective catalyst optimization method which can further improve the sorbitol yield to 50% by further reducing the Pt/AC in ethylene glycol. This catalytic performance improvement is attributed to the effect of particle size according to XRD and TEM results. CV scans of the Pt/AC indicate that the decline of platinum's oxidation and reduction activity after EG treatment may suppress the side reactions during cellulose hydrogenation, hence improve sorbitol yield. Ruthenium has been proved as an ideal catalyst in biomass conversion, especially for cellulose hydrogenation. However, studies of such reactions are extremely time-consuming due to the numerous side reactions and the complexity of interactions among reaction parameters. In this work, we introduced multivariate analysis method for the study of cellulose hydrogenation. The effect of temperature, hydrogen pressure, catalyst amount and ruthenium loading were comprehensively explored based on a response surface design III (RSD). Among all the 26 hydrogenation reactions, the highest sorbitol yield of 71.9% was obtained. The reaction data was then used to produce a regression model which shows strong statistical significance and high accuracy. Though this model, we evaluated the effectiveness of all the reaction parameters. It was found that ruthenium loading and temperature were the two main driving forces for sorbitol yield. High sorbitol yield could only be obtained while ruthenium loading and temperature were well tuned. The synergistic effects among reaction parameters were well presented with the help of contour plots and surface plots generated from the model. Lastly, a prediction formula according to the reaction data was constructed to predict the sorbitol yield under other reaction conditions. Sorbitol, which is the main product of cellulose hydrogenation, has been examined over sulfonated carbon catalysts as an example of biomass upgrading. The sulfonated carbon catalysts show high catalytic activity towards the synthesis of isosorbide from sorbitol, with a yield up to 60% with negligible performance loss for five consecutive runs. The sulfuric groups are identified as the main active sites for sorbitol dehydration. The physical and chemical properties of the catalysts are evaluated by advanced and extensive characterization techniques, such as XRD, TEM, SEM, BET, FTIR, EA, EDAX, TG...

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Section: Insight Into the Reaction Pathway Of Cellulose Hydrogenationsupporting

confidence: 74%

Biomass conversion and upgrading over carbon catalyst

Chen¹

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“…This reaction was conducted at 130 • C for 2 min for a 49.2% 5-HMF yield was achieved. Dutta et al [15] also used mesoporous TiO 2 nanoparticles for the same reaction at 140 • C for 5 min and reported a yield of53.4%. Use of carbonaceous acid catalysts for this reaction achieved a 100% conversion of fructose and 90% 5-HMF yield at 160 • C for 1.5 h. Wang et al [16] used carbon-based solid acid catalysts to catalyse the dehydration of fructose into 5-HMF at 130 • C for 1.5 h for a 5-HMF yield of about 91.2%.…”

Section: Effect Of Different Solvents On the Dehydration Of Fructose mentioning

confidence: 99%

“…Their catalyst was very efficient and effective in that it converted 96.1% of the fructose for a high 5-HMF yield of 93.4%. Zhao et al [15] further explored a sulfonated carbon sphere solid acid catalyst that converted 100% of the fructose in DMSO solvent at 160 • C for 1.5 h to produce 90% 5-HMF. Wang et al [16] used C-based solid acid catalysts to catalyse dehydration of fructose in DMSO for 1.5 h at 130 • C to achieve 91.2% 5-HMF.…”

Section: Introductionmentioning

confidence: 99%

Development of TiO2-Carbon Composite Acid Catalyst for Dehydration of Fructose to 5-Hydroxymethylfurfural

2019

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A TiO2-Carbon (TiO2C) composite was prepared using the microwave-assisted method and sulfonated using fuming sulfuric acid to produce a TiO2C solid acid catalyst. The prepared solid acid catalyst was characterised using scanning electron microscopy, Brunauer-Emmett-Teller analysis, Fourier transform infrared spectroscopy, and X-ray diffraction. Crystallinity analysis confirmed that TiO2C has an anatase structure, while analysis of its morphology showed a combination of spheres and particles with a diameter of 50 nm. The TiO2C solid acid catalyst was tested for use in the catalytic dehydration of fructose to 5-hydroxymethylfurfural (5-HMF). The effect of reaction time, reaction temperature, catalyst dosage, and solvent were investigated against the 5-HMF yield. The 5-HMF yield was found to be 90% under optimum conditions. The solid acid catalyst is very stable and can be reused for four catalytic cycles. Hence, the material has great potential for use in industrial applications and can be used for the direct conversion of fructose to 5-HMF because of its high activity and high reusability.

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“…HMF can be readily prepared from the acid-catalyzed dehydrationo ff ructose. [5,6,8] Several catalysts such as sulfonated carbon spheres solid acid, [9] SO 3 H-functionalized heteropolyanion-based polymeric hybrids, [10] spherically fibrous KCC-1 silica, [11] and cerium-basedc atalysts [12] have been shownt ob eh ighly effective for the production of HMF from fructose.Ab iphasic reactor system wasu sed to improve the yield of HMF by reactive adsorption of the HMF formed into an organic phase. [13] In that system, HMF was formed in the aqueous phase by using an acidic ion-exchanger esin or hydrochloric acid as the catalyst.…”

Section: Introductionmentioning

confidence: 99%

One‐Pot Conversion of Carbohydrates into 5‐(Hydroxymethyl)furfural using Heterogeneous Lewis‐Acid and Brønsted‐Acid Catalysts

Zhang

Fan

et al. 2016

Energy Tech

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Sn‐β zeolite and PTSA–POM, made from the copolymerization of p‐toluenesulfonic acid (PTSA) and paraformaldehyde (POM), were used for the production of 5‐(hydroxymethyl)furfural (HMF) from glucose in an environmentally friendly solvent system including γ‐valerolactone (GVL) and H2O. The effects of reaction temperature, reaction time, solvent, and catalyst‐to‐reactant ratio on the production of HMF were investigated. The combination of the Brønsted acid and Lewis acid catalysts largely improved the catalytic system and resulted in the production of HMF in 60.1 % yield at 140 °C in 30 min. The presence of water in the solvent had a positive influence on the production of HMF from glucose. The combination of the two catalysts also improved the catalytic performance for the production of HMF from cellulose and corn stalk.

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Efficient dehydration of fructose to 5-hydroxymethylfurfural over sulfonated carbon sphere solid acid catalysts

Cited by 127 publications

References 52 publications

Biomass conversion and upgrading over carbon catalyst

Biomass conversion and upgrading over carbon catalyst

Development of TiO2-Carbon Composite Acid Catalyst for Dehydration of Fructose to 5-Hydroxymethylfurfural

One‐Pot Conversion of Carbohydrates into 5‐(Hydroxymethyl)furfural using Heterogeneous Lewis‐Acid and Brønsted‐Acid Catalysts

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