Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor

Hydroxymethylfurfural (HMF) is a promising platform chemical in future bio-based chemical industry for synthesis of a variety of furan derivatives. Studies on the HMF synthesis have focused mainly on saccharides as the feedstock. Recently, levoglucosenone (LGO), anhydrosugar available from cellulose...

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Main Authors: Huang Xin, Mitsuyama Daiki, Kudo Shinji, Hayashi Jun-ichiro
Format: Article
Language:English
Published: EDP Sciences 2021-01-01
Series:MATEC Web of Conferences
Online Access:https://www.matec-conferences.org/articles/matecconf/pdf/2021/02/matecconf_apcche21_05005.pdf
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spelling doaj-3cc88f9abeec4cfea54ecad63b06a30e2021-01-15T10:19:30ZengEDP SciencesMATEC Web of Conferences2261-236X2021-01-013330500510.1051/matecconf/202133305005matecconf_apcche21_05005Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube ReactorHuang Xin0Mitsuyama Daiki1Kudo ShinjiHayashi Jun-ichiroInterdisciplinary Graduate School of Engineering SciencesInterdisciplinary Graduate School of Engineering SciencesHydroxymethylfurfural (HMF) is a promising platform chemical in future bio-based chemical industry for synthesis of a variety of furan derivatives. Studies on the HMF synthesis have focused mainly on saccharides as the feedstock. Recently, levoglucosenone (LGO), anhydrosugar available from cellulose pyrolysis, has been identified as an alternative feedstock, which can be converted to HMF under milder conditions only with acid and water as catalyst and solvent, respectively. To further explore the potential of this reaction, in this study, we demonstrated the HMF synthesis below 100°C within a few minutes at high yields. The employment of microtube reactor and high concentration sulfuric acid as catalyst was effective, leading to the highest HMF yield of 61.5%-C with the reaction selectivity over 80%. Kinetic analysis revealed that rapid heating after mixing LGO with the catalytic aqueous solution was essential to supress side reaction that generates degradation products from LGO. The reaction with glucose or fructose as feedstock under same conditions resulted in poor HMF yield.https://www.matec-conferences.org/articles/matecconf/pdf/2021/02/matecconf_apcche21_05005.pdf
collection DOAJ
language English
format Article
sources DOAJ
author Huang Xin
Mitsuyama Daiki
Kudo Shinji
Hayashi Jun-ichiro
spellingShingle Huang Xin
Mitsuyama Daiki
Kudo Shinji
Hayashi Jun-ichiro
Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor
MATEC Web of Conferences
author_facet Huang Xin
Mitsuyama Daiki
Kudo Shinji
Hayashi Jun-ichiro
author_sort Huang Xin
title Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor
title_short Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor
title_full Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor
title_fullStr Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor
title_full_unstemmed Fast Synthesis of Hydroxymethylfurfural from Levoglucosenone by Mixing with Sulphuric Acid and Heating in a Microtube Reactor
title_sort fast synthesis of hydroxymethylfurfural from levoglucosenone by mixing with sulphuric acid and heating in a microtube reactor
publisher EDP Sciences
series MATEC Web of Conferences
issn 2261-236X
publishDate 2021-01-01
description Hydroxymethylfurfural (HMF) is a promising platform chemical in future bio-based chemical industry for synthesis of a variety of furan derivatives. Studies on the HMF synthesis have focused mainly on saccharides as the feedstock. Recently, levoglucosenone (LGO), anhydrosugar available from cellulose pyrolysis, has been identified as an alternative feedstock, which can be converted to HMF under milder conditions only with acid and water as catalyst and solvent, respectively. To further explore the potential of this reaction, in this study, we demonstrated the HMF synthesis below 100°C within a few minutes at high yields. The employment of microtube reactor and high concentration sulfuric acid as catalyst was effective, leading to the highest HMF yield of 61.5%-C with the reaction selectivity over 80%. Kinetic analysis revealed that rapid heating after mixing LGO with the catalytic aqueous solution was essential to supress side reaction that generates degradation products from LGO. The reaction with glucose or fructose as feedstock under same conditions resulted in poor HMF yield.
url https://www.matec-conferences.org/articles/matecconf/pdf/2021/02/matecconf_apcche21_05005.pdf
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