Production of 5-hydroxymethylfurfural from wood by ionic liquid treatment

Ito, Ryoya; Miyafuji, Hisashi; Miyazaki, Yuya; Kawai, Takuya

doi:10.1007/s10086-016-1554-7

Cited by 17 publications

(8 citation statements)

References 27 publications

(23 reference statements)

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“…As shown in Table 2, wood particles was treated in [EMIm]HSO 4 at 120 °C for 4 h, resulting in decreased size, and then the pretreated wood was converted to HMF with 4.5 % yield at 140 °C for 10 h. [82] Besides wood, other raw biomass such as whatman CF-1, dissolving pulp, rice straw, and wheat husk also required depolymerization and subsequently the isomerized glucose unit was dehydrated to HMF with relative low yields. [56,77,82,83] When rice straw was pretreated in [EMIm]OAc at 120 °C for 2 h, HMF yield was markedly increased from 7.9 to 16.0 % in comparison with untreated rice straw under reaction condition of 160 °C for 0.5 h. [83] DESs formed by ChCl and pTSA/lactic acid/oxalic acid were also studied as dual catalyst and solvent for direct conversion of waste cotton fabrics, sugarcane bagasse, and sunflower stalk to HMF with moderate yields. [84][85][86] Especially, a carbon efficiency of 99.1 % was achieved in only 1 min at 180 °C resulting in 4.1 % HMF yield in a microwave reactor.…”

Section: Raw Biomassmentioning

confidence: 99%

Advances of Ionic Liquids and Deep Eutectic Solvents in Green Processes of Biomass‐Derived 5‐Hydroxymethylfurfural

et al. 2022

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5-Hydroxymethylfurfural (HMF) is identified as an important bio-based platform chemical to bridge petroleum-based and biomass-based resources. It can be obtained through dehydration of various carbohydrates as well as converted to valueadded fuels and chemicals. As designer solvents, ionic liquids (ILs) and deep eutectic solvents (DESs) have been widely used in catalytic transformation of biomass derivatives to various chemicals. This Review summarizes recent progress in experimental and theoretical studies on dehydration of carbohy-drates such as fructose, glucose, sucrose, cellobiose, chitosan, cellulose, inulin, and even raw biomass to generate HMF using ILs and DESs as catalysts/cocatalysts and/or solvents/cosolvents. It also gives an overview of IL and DES-involved catalytic transformation of HMF to downstream products via oxidation, reduction, esterification, decarboxylation, and so forth. Challenges and prospects of ILs and DESs are also proposed for further production of HMF and HMF derivatives from biomass in green and sustainable processes.

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Section: Raw Biomassmentioning

confidence: 99%

Advances of Ionic Liquids and Deep Eutectic Solvents in Green Processes of Biomass‐Derived 5‐Hydroxymethylfurfural

et al. 2022

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“…Sulfonation and phosphorylation were also detected when wood and cellulose were processed with [ [261,262]. Sometimes, these side reactions, in addition to acetylation and hydrolysis, were advantageous as they supported the dissolution of lignin and cellulose [141].…”

Section: Side Reactionsmentioning

confidence: 99%

A Review on the Partial and Complete Dissolution and Fractionation of Wood and Lignocelluloses Using Imidazolium Ionic Liquids

Abushammala

Mao

2020

Polymers

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Ionic liquids have shown great potential in the last two decades as solvents, catalysts, reaction media, additives, lubricants, and in many applications such as electrochemical systems, hydrometallurgy, chromatography, CO2 capture, etc. As solvents, the unlimited combinations of cations and anions have given ionic liquids a remarkably wide range of solvation power covering a variety of organic and inorganic materials. Ionic liquids are also considered “green” solvents due to their negligible vapor pressure, which means no emission of volatile organic compounds. Due to these interesting properties, ionic liquids have been explored as promising solvents for the dissolution and fractionation of wood and cellulose for biofuel production, pulping, extraction of nanocellulose, and for processing all-wood and all-cellulose composites. This review describes, at first, the potential of ionic liquids and the impact of the cation/anion combination on their physiochemical properties and on their solvation power and selectivity to wood polymers. It also elaborates on how the dissolution conditions influence these parameters. It then discusses the different approaches, which are followed for the homogeneous and heterogeneous dissolution and fractionation of wood and cellulose using ionic liquids and categorize them based on the target application. It finally highlights the challenges of using ionic liquids for wood and cellulose dissolution and processing, including side reactions, viscosity, recyclability, and price.

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“…Propionaldehyde can be produced through the cracking/ dehydration of light oxides during the pyrolysis of biomass (Brech et al 2016). 5-HMF ($34/g, purity: 97%, 2019) and its secondary derivatives, which are excellent substitutes for petroleum fuels, were important intermediates for synthesizing liquid alkanes (Ito et al 2016). 5-HMF can be used as a raw material for medicine and pesticides.…”

Section: Introductionmentioning

confidence: 99%

Effects of ZnCl2 on the distribution of aldehydes and ketones in bio-oils from catalytic pyrolysis of different biomass

Dong

et al. 2020

BioRes

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Bio-oil can serve as an alternative fuel source or resource to extract high value-added chemicals. This paper focuses on the effect of six types of biomass (rape straw, corn straw, walnut shell, chestnut shell, camphor wood, and pine wood) and ZnCl2 catalyst on the bio-oil yield and chemicals in the bio-oil, including aldehydes, ketones, and four high-value chemicals (1-hydroxy-2-butanone, propionaldehyde, 5-HMF, 2(5H)-furanon). The results showed that the yields of bio-oil decreased when the ZnCl2 was the catalyst. The ZnCl2 promoted the production of aldehydes and ketones. The higher contents of aldehydes and ketones were obtained from camphor and pine wood, at 58.9 wt% and 42.0 wt%, respectively. The ZnCl2 catalyst exhibited an active influence on the production of 1-hydroxy-2-butanone, propionaldehyde, 5-HMF, and 2(5H)-furanon. Compared with the non-catalytic pyrolysis, the content of 1-hydroxy-2-butanone and 2(5H)-furanone in bio-oil increased by 936% and 612%, respectively. The contents of propionaldehyde and 5-HMF in catalytic bio-oil were the highest from rape straw and increased by 193% and 86%, respectively.

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Production of 5-hydroxymethylfurfural from wood by ionic liquid treatment

Cited by 17 publications

References 27 publications

Advances of Ionic Liquids and Deep Eutectic Solvents in Green Processes of Biomass‐Derived 5‐Hydroxymethylfurfural

Advances of Ionic Liquids and Deep Eutectic Solvents in Green Processes of Biomass‐Derived 5‐Hydroxymethylfurfural

A Review on the Partial and Complete Dissolution and Fractionation of Wood and Lignocelluloses Using Imidazolium Ionic Liquids

Effects of ZnCl2 on the distribution of aldehydes and ketones in bio-oils from catalytic pyrolysis of different biomass

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