One pot production of 5-hydroxymethylfurfural with high yield from cellulose by a Brønsted–Lewis–surfactant-combined heteropolyacid catalyst

Zhao, Shunbo; Cheng, Miaomiao; Li, Junzi; Tian, Jun; Wang, Xiaohong

doi:10.1039/c0cc04444j

Cited by 159 publications

(70 citation statements)

References 20 publications

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“…Although several methods exist for transforming glucose and fructose into HMF, 6 few are capable of producing HMF in high yields directly from cellulose. 3 Solid acids 7 and heavy metals 6b,8 are the best extant catalysts for this conversion. The inefficiency of solid acid catalysts and the toxicity of heavy metals could diminish their impact.…”

Section: Introductionmentioning

confidence: 99%

Organocatalytic conversion of cellulose into a platform chemical

2013

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The search for a source of fuels and chemicals that is both abundant and renewable has become of paramount importance. The polysaccharide cellulose meets both criteria, and methods have been developed for its transformation into the platform chemical 5-(hydroxymethyl)furfural (HMF). These methods employ harsh reaction conditions or toxic heavy metal catalysts, deterring large-scale implementation. Here, we describe a low-temperature, one-pot route that uses ortho-carboxyl-substituted phenylboronic acids as organocatalysts in conjunction with hydrated magnesium chloride and mineral acids to convert cellulose and cellulose-rich municipal waste to HMF in yields comparable to processes that use toxic heavy metal catalysts. Isotopic labeling studies indicate that the key aldose-to-ketose transformation occurs via an enediol intermediate. The route, which also allows for facile catalyst recovery and recycling, provides a green prototype for cellulose conversion.

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Section: Introductionmentioning

confidence: 99%

Organocatalytic conversion of cellulose into a platform chemical

2013

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“…HMF production from glucose has been more focused on direct transformation, where glucose is isomerized to fructose, and then fructose is dehydrated to HMF (Zhao et al 2007;Hu et al 2009;Zhao et al 2011).…”

Section: Introductionmentioning

confidence: 99%

Conversion of Cellulose to 5-Hydroxymethylfurfural using Inorganic Acidic Catalysts in the Presence of Pressurized Water Steam

Cai¹,

Liu²,

Tan³

et al. 2017

BioResources

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Traditionally, 5-hydroxymethylfurfural (HMF) is produced by using a waterorganic solvent medium, which inevitably increases production costs and adds subsequent separation processes. To minimize cost and/or toxic organic solvent usage, this study presents an effective pathway for producing HMF from cellulose. The process uses a fixed bed reactor with a steam stripping process in which the cellulose is converted into HMF and other products in the presence of acidic inorganic salts. In the process, the cellulose was hydrolyzed to glucose, which was followed by isomerization to fructose and fructose dehydration into HMF. The produced HMF was easily vaporized into the gas phase, which avoided its conversion into undesired byproducts. An acceptable HMF yield of 28.2 mol% was obtained using KH2PO4 as the catalyst at 270 °C. This technology could be used to obtain both HMF and furfural (FF) from different lignocellulosic biomasses. This stripping technology has advantages such as the lack of organic solvents, showing an alternative and green HMF and/or FF production from lignocellulosic biomass.

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“…Wang et al . reported the use of a Brønsted–Lewis‐surfactant‐combined heteropolyacid micellar catalyst to covert cellulose to HMF (Y=52.7 %) . Karimi et al .…”

Section: Catalytic Performance and Surface Area Of Four Calcium Phospmentioning

confidence: 99%

5‐Hydroxymethylfurfural Production from Glucose, Fructose, Cellulose, or Cellulose–based Waste Material by Using a Calcium Phosphate Catalyst and Water as a Green Solvent

et al. 2017

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We successfully prepared 5‐hydroxymethylfurfural from glucose, fructose, cellulose, natural wood, waste paper, and cotton clothing by using a calcium phosphate catalyst and water as a green solvent. The combination of basic and acidic sites on the surface of the calcium phosphate catalyst accelerated the multistep reaction pathway from the reactants to 5‐hydroxymethylfurfural. Ball‐milling pretreatment of the reactant markedly increased the yield of 5‐hydroxymethylfurfural obtained from cellulose, natural wood, waste paper, and cotton clothing.

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One pot production of 5-hydroxymethylfurfural with high yield from cellulose by a Brønsted–Lewis–surfactant-combined heteropolyacid catalyst

Cited by 159 publications

References 20 publications

Organocatalytic conversion of cellulose into a platform chemical

Organocatalytic conversion of cellulose into a platform chemical

Conversion of Cellulose to 5-Hydroxymethylfurfural using Inorganic Acidic Catalysts in the Presence of Pressurized Water Steam

5‐Hydroxymethylfurfural Production from Glucose, Fructose, Cellulose, or Cellulose–based Waste Material by Using a Calcium Phosphate Catalyst and Water as a Green Solvent

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