Ning Shi, Qi-ying Liu, Tie-jun Wang, Qi Zhang, Jun-ling Tu, Long-long Ma. Conversion of Cellulose to 5-Hydroxymethylfurfural in Water-Tetrahydrofuran and Byproducts Identification[J]. Chinese Journal of Chemical Physics , 2014, 27(6): 711-717. doi: 10.1063/1674-0068/27/06/711-717
Citation: Ning Shi, Qi-ying Liu, Tie-jun Wang, Qi Zhang, Jun-ling Tu, Long-long Ma. Conversion of Cellulose to 5-Hydroxymethylfurfural in Water-Tetrahydrofuran and Byproducts Identification[J]. Chinese Journal of Chemical Physics , 2014, 27(6): 711-717. doi: 10.1063/1674-0068/27/06/711-717

Conversion of Cellulose to 5-Hydroxymethylfurfural in Water-Tetrahydrofuran and Byproducts Identification

doi: 10.1063/1674-0068/27/06/711-717
  • Received Date: 2014-06-09
  • Conversion of cellulose into platform chemical 5-hydroxymethylfurfural (HMF) in water-tetrahydrofuran (THF) co-solvents under acidic condition was studied. 38.6% of HMF was obtained with low cellulose concentration of 2.4wt%, but levulinic acid (LA) and solid humins became the main products with high cellulose concentration. The soluble byproducts were analyzed by high performance liquid chromatography/multiple stage tandem mass spec-trometry, and chemicals with formula of C9H16O4、 C10H14O4、 C11H12O4、C12H10O5 and C12H16O8 were detected. THF could participate in the reaction via ring-opening into 1,4-butanediol followed by esterification with LA into C9H16O4 or etherification with HMF into C10H14O4. C11H12O4 was formed by esterification of HMF with LA, C12H10O5 was formed by self-etherification of HMF, while C12H16O8 was formed by acetalization of HMF with glucose. Self-etherification of HMF and etherification of HMF with 1,4-butanediol were identified as two main side reactions.
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    沈阳化工大学材料科学与工程学院 沈阳 110142

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Conversion of Cellulose to 5-Hydroxymethylfurfural in Water-Tetrahydrofuran and Byproducts Identification

doi: 10.1063/1674-0068/27/06/711-717

Abstract: Conversion of cellulose into platform chemical 5-hydroxymethylfurfural (HMF) in water-tetrahydrofuran (THF) co-solvents under acidic condition was studied. 38.6% of HMF was obtained with low cellulose concentration of 2.4wt%, but levulinic acid (LA) and solid humins became the main products with high cellulose concentration. The soluble byproducts were analyzed by high performance liquid chromatography/multiple stage tandem mass spec-trometry, and chemicals with formula of C9H16O4、 C10H14O4、 C11H12O4、C12H10O5 and C12H16O8 were detected. THF could participate in the reaction via ring-opening into 1,4-butanediol followed by esterification with LA into C9H16O4 or etherification with HMF into C10H14O4. C11H12O4 was formed by esterification of HMF with LA, C12H10O5 was formed by self-etherification of HMF, while C12H16O8 was formed by acetalization of HMF with glucose. Self-etherification of HMF and etherification of HMF with 1,4-butanediol were identified as two main side reactions.

Ning Shi, Qi-ying Liu, Tie-jun Wang, Qi Zhang, Jun-ling Tu, Long-long Ma. Conversion of Cellulose to 5-Hydroxymethylfurfural in Water-Tetrahydrofuran and Byproducts Identification[J]. Chinese Journal of Chemical Physics , 2014, 27(6): 711-717. doi: 10.1063/1674-0068/27/06/711-717
Citation: Ning Shi, Qi-ying Liu, Tie-jun Wang, Qi Zhang, Jun-ling Tu, Long-long Ma. Conversion of Cellulose to 5-Hydroxymethylfurfural in Water-Tetrahydrofuran and Byproducts Identification[J]. Chinese Journal of Chemical Physics , 2014, 27(6): 711-717. doi: 10.1063/1674-0068/27/06/711-717

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