Triphenyl Phosphate Catalyst for Efficient Dehydration of Carbohydrates to 5-Hydroxymethylfurfural

5-Hydroxymethylfurfural (5-HMF) is recognized as a versatile renewable feedstock with significant potential for the synthesis of a range of valuable chemicals. It can be converted to furan-2,5-dicarboxylic acid, levulinic acid, 2,5-diformylfuran, and 2,5-dimethylfuran. They are used in the production of fuels, polymers, pharmaceuticals, heat-resistant materials, macrocycles, and as active ingredients in nutraceuticals and biodiesel. In this study, we developed an efficient carbohydrate dehydration protocol for the synthesis of 5-HMF using triphenyl phosphate as a catalyst. The catalyst used showed excellent activity, yielding 88% of 5-HMF from fructose at 100 °C in a dimethyl sulfoxide solvent. After the reaction, the catalyst was recovered by extraction with toluene, while 70% of the 5-HMF product was successfully extracted to tetrahydrofuran using a saturated sodium chloride (NaCl) solution. This methodology was also applied to a variety of other carbohydrates, including sucrose, maltose, and xylose, resulting in the formation of both C6 and C5 furan compounds (5-HMF and furfural) with yields ranging from 6 to 88%. With the addition of NaCl as an external additive (solvating agent), a 56% yield of 5-HMF was obtained with the glucose substrate at 160 °C.

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Publication Details

Journal
Energy & Fuels
Published
2024-09-13
DOI
https://doi.org/10.1021/acs.energyfuels.4c02996
Citations
5
Primary Topic
Catalysis for Biomass Conversion
Type
article
Field-Weighted Citation Impact
0.92

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article

Triphenyl Phosphate Catalyst for Efficient Dehydration of Carbohydrates to 5-Hydroxymethylfurfural

Krishnan Ravi, Amravati S. Singh, Ankush V. Biradar, Dileep B. Pawara
5 citations
Energy & Fuels
Catalysis for Biomass Conversion
0.92
article

Triphenyl Phosphate Catalyst for Efficient Dehydration of Carbohydrates to 5-Hydroxymethylfurfural

Krishnan Ravi, Amravati S. Singh, Ankush V. Biradar, Dileep B. Pawara
article en
5 citations

Abstract

5-Hydroxymethylfurfural (5-HMF) is recognized as a versatile renewable feedstock with significant potential for the synthesis of a range of valuable chemicals. It can be converted to furan-2,5-dicarboxylic acid, levulinic acid, 2,5-diformylfuran, and 2,5-dimethylfuran. They are used in the production of fuels, polymers, pharmaceuticals, heat-resistant materials, macrocycles, and as active ingredients in nutraceuticals and biodiesel. In this study, we developed an efficient carbohydrate dehydration protocol for the synthesis of 5-HMF using triphenyl phosphate as a catalyst. The catalyst used showed excellent activity, yielding 88% of 5-HMF from fructose at 100 °C in a dimethyl sulfoxide solvent. After the reaction, the catalyst was recovered by extraction with toluene, while 70% of the 5-HMF product was successfully extracted to tetrahydrofuran using a saturated sodium chloride (NaCl) solution. This methodology was also applied to a variety of other carbohydrates, including sucrose, maltose, and xylose, resulting in the formation of both C6 and C5 furan compounds (5-HMF and furfural) with yields ranging from 6 to 88%. With the addition of NaCl as an external additive (solvating agent), a 56% yield of 5-HMF was obtained with the glucose substrate at 160 °C.

Energy & FuelsVol. 38(19)
Central Salt and Marine Chemicals Research Institute (IN), Academy of Scientific and Innovative Research (IN)
Council of Scientific and Industrial Research, India, Science and Engineering Research Board
Clean water and sanitation
Openalex Percentile: Top 28%
Catalysis for Biomass Conversion
0.92
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