Entrainer-intensified vacuum reactive distillation process for the separation of 5-hydroxylmethylfurfural from the dehydration of carbohydrates catalyzed by a metal salt–ionic liquid

Wei, Zuojun; Liu, Yingxin; Thushara, Dilantha; Ren, Qilong

doi:10.1039/c2gc16671b

Cited by 66 publications

(59 citation statements)

References 55 publications

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“…Nevertheless, it has been demonstrated that certain ionic liquids can be distilled under appropriate conditions [127e130]. Given the thermal sensitivity of HMF, special distillation techniques like vacuum reactive distillation are needed to efficiently separate HMF from the ionic liquid [131].…”

Section: Ionic Liquidsmentioning

confidence: 99%

Review: Sustainable production of hydroxymethylfurfural and levulinic acid: Challenges and opportunities

Mukherjee

Dumont

Raghavan

2015

Biomass and Bioenergy

440

326

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Section: Ionic Liquidsmentioning

confidence: 99%

Review: Sustainable production of hydroxymethylfurfural and levulinic acid: Challenges and opportunities

Mukherjee

Dumont

Raghavan

2015

Biomass and Bioenergy

440

326

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“…Li 6 ], achieving less than 10 %y ield in 30 min. [41][42][43] Therefore, abetter compromise between reaction time, heating method, and catalyst loading still needs to be achieved. [35] At riphasic system based on water andt he hydrophobic ionic liquid [bmim][NTf 2 ] led to 81 %H MF yield in 24 hw ith av anadiump hosphate catalyst.…”

Section: Introductionmentioning

confidence: 99%

Rapid, High‐Yield Fructose Dehydration to 5‐Hydroxymethylfurfural in Mixtures of Water and the Noncoordinating Ionic Liquid [bmim][OTf]

2019

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The noncoordinating ionic liquid [bmim][OTf] (bmim=1‐butyl‐3‐methylimidazolium) is an effective and versatile solvent for the high‐yield dehydration of fructose to the platform chemical 5‐hydroxymethylfurfural (HMF) over short reaction times. In contrast to prior studies in which low yields were obtained for this transformation in ionic liquids (ILs) with noncoordinating anions, this contribution reveals that the water content is an essential parameter for an efficient reaction in ILs. Achieving the optimum amount of water can increase the yield dramatically by regulating the acidity of the catalyst and partially suppressing the side reaction caused by self‐condensation of HMF. Using acid catalysis in [bmim][OTf] with 3.5 % water content, yields above 80 % can be achieved at 100 °C in only 10 min, even at high (14 %) fructose loading. These results also suggest that [bmim][OTf] represents a superior medium for solvent extraction of HMF compared to halide‐based ILs, allowing the option of isolation or further valorization of the HMF formed.

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“…vacuum reactive distillation) to separate HMF from the dehydration solutions of carbohydrates catalyzed by a metal chloride/1-methyl-3-octyl imidazolium chloride ([OMIM]Cl) IL, in which high vacuum and entrainers were applied to intensify the distillation of HMF as well as the dehydration of fructose or glucose. In such an EIVRD process, the average recoveries of HMF dehydrated from fructose is around 93% and it can be successfully repeated during the whole five recycled reactions ( Table 5, entry 38) [78].…”

Section: Metal Complexes and Oxidesmentioning

confidence: 99%

Acid-Catalyzed Dehydration of Fructose to 5-(Hydroxymethyl)furfural

Qiao¹,

Theyssen²,

Hou³

2015

Recyclable Catalysis

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Hydroxymethylfurfural (abbreviated as HMF), also 5-(hydroxymethyl)furfural, is an organic compound derived from dehydration of certain sugars. HMF is primarily considered as a starting material for liquid transportation fuels and polyester building block chemicals. The most convenient synthetic method of HMF is based on acidcatalyzed triple dehydration of fructose. Although there are many studies about fructose dehydration to 5-HMF since this field started to be investigated, it is necessary to provide a new review about fructose dehydration to 5-HMF. In the following, we will make a summary (in detail) of catalytic systems of fructose dehydration to HMF achieved by different acid catalysts, including mineral and organic acids, metal complexes, heteropoly acid-based materials, Ionic Liquids, ion-exchange resins, zeolites, functionalized carbonaceous materials and mesoporous silica materials. It has been demonstrated that nearly full conversion of fructose and 100% HMF selectivity could be obtained with some acidic catalytic systems up to now

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Entrainer-intensified vacuum reactive distillation process for the separation of 5-hydroxylmethylfurfural from the dehydration of carbohydrates catalyzed by a metal salt–ionic liquid

Cited by 66 publications

References 55 publications

Review: Sustainable production of hydroxymethylfurfural and levulinic acid: Challenges and opportunities

Review: Sustainable production of hydroxymethylfurfural and levulinic acid: Challenges and opportunities

Rapid, High‐Yield Fructose Dehydration to 5‐Hydroxymethylfurfural in Mixtures of Water and the Noncoordinating Ionic Liquid [bmim][OTf]

Acid-Catalyzed Dehydration of Fructose to 5-(Hydroxymethyl)furfural

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