A simple and efficient synthesis of 5-hydroxymethylfurfural from carbohydrates using acidic ionic liquid grafted on silica gel

The catalytic application of 3-(4-sulfobutyl)-1 H -imidazole-3-ium chloride immobilized on activated silica gel (SiO 2 -Imi-SO 3 H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of ch...

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Bibliographic Details
Published in:RSC advances 2024-05, Vol.14 (25), p.1748-1749
Main Authors: Doan, Vinh Thanh Chau, Dao, Thong Minh, Huynh, Thu Anh, Nguyen, The Thai, Tran, Phuong Hoang
Format: Article
Language:English
Subjects:
Acidification
Carbohydrates
Catalysts
Catalytic activity
Chemistry
Dehydration
Dimethyl sulfoxide
Fourier transforms
Fructose
Hydroxymethylfurfural
Imidazole
Infrared spectroscopy
Ionic liquids
Silica gel
Silicon dioxide
Spectrum analysis
Substitution reactions
Zwitterions
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Summary:The catalytic application of 3-(4-sulfobutyl)-1 H -imidazole-3-ium chloride immobilized on activated silica gel (SiO 2 -Imi-SO 3 H) for the production of 5-hydroxymethylfurfural is described here for the first time. This material was synthesized using a three-step method involving the grafting of chloropropyl groups onto activated silica gel, the substitution of zwitterions, and the acidification of zwitterions to form silica-supported ionic liquid. The successful immobilization of the IL on silica gel was confirmed through energy-dispersive X-ray (EDX) spectroscopy, Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM), and elemental mapping. SiO 2 -Imi-SO 3 H-2 demonstrated good catalytic activity and recycling ability in fructose dehydration to 5-HMF. Several conditions for reaction were investigated, and an excellent 5-HMF yield (94.1%) was obtained after 4 h at 160 °C in dimethyl sulfoxide (DMSO) from fructose. Furthermore, a mechanism was proposed, the catalyst's reusability was investigated, and the catalyst was applied for the conversion of glucose to 5-HMF with other metal salts. The catalytic application of 3-(4-sulfobutyl)-1 H -imidazole-3-ium chloride immobilized on activated silica gel (SiO 2 -Imi-SO 3 H) for the production of 5-hydroxymethylfurfural is described here for the first time.
ISSN:2046-2069
2046-2069
DOI:10.1039/d4ra02487g