Polar aprotic solvent-water mixture as the medium for catalytic production of hydroxymethylfurfural (HMF) from bread waste

Iris K.M. Yu; Daniel C.W. Tsang; Season S. Chen; Lei Wang; Andrew J. Hunt; James Sherwood; Karine De Oliveira Vigier; François Jérôme; Yong Sik Ok; Chi Sun Poon

doi:10.1016/j.biortech.2017.08.170

Polar aprotic solvent-water mixture as the medium for catalytic production of hydroxymethylfurfural (HMF) from bread waste

Iris K.M. Yu, Daniel C.W. Tsang, Season S. Chen, Lei Wang, Andrew J. Hunt, James Sherwood, Karine De Oliveira Vigier, François Jérôme, Yong Sik Ok, Chi Sun Poon

Research output: Contribution to journal › Article › peer-review

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Abstract

Valorisation of bread waste for hydroxymethylfurfural (HMF) synthesis was examined in dimethyl sulfoxide (DMSO)-, tetrahydrofuran (THF)-, acetonitrile (ACN)-, and acetone-water (1:1 v/v), under heating at 140 °C with SnCl₄ as the catalyst. The overall rate of the process was the fastest in ACN/H₂O and acetone/H₂O, followed by DMSO/H₂O and THF/H₂O due to the rate-limiting glucose isomerisation. However, the formation of levulinic acid (via rehydration) and humins (via polymerisation) was more significant in ACN/H₂O and acetone/H₂O. The constant HMF maxima (26–27 mol%) in ACN/H₂O, acetone/H₂O, and DMSO/H₂O indicated that the rates of desirable reactions (starch hydrolysis, glucose isomerisation, and fructose dehydration) relative to undesirable pathways (HMF rehydration and polymerisation) were comparable among these mediums. They also demonstrated higher selectivity towards HMF production over the side reactions than THF/H₂O. This study differentiated the effects of polar aprotic solvent-water mediums on simultaneous pathways during biomass conversion.

Original language	English
Pages (from-to)	456-462
Number of pages	7
Journal	Bioresource technology
Volume	245
DOIs	https://doi.org/10.1016/j.biortech.2017.08.170
Publication status	Published - 2017

Keywords

5-Hydroxymethylfurfural
Biorefinery
Food waste
Levulinic acid
Waste valorisation

ASJC Scopus subject areas

Bioengineering
Environmental Engineering
Renewable Energy, Sustainability and the Environment
Waste Management and Disposal

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.biortech.2017.08.170

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@article{1e18dd241718430aa34f4f03e9f2f06b,

title = "Polar aprotic solvent-water mixture as the medium for catalytic production of hydroxymethylfurfural (HMF) from bread waste",

abstract = "Valorisation of bread waste for hydroxymethylfurfural (HMF) synthesis was examined in dimethyl sulfoxide (DMSO)-, tetrahydrofuran (THF)-, acetonitrile (ACN)-, and acetone-water (1:1 v/v), under heating at 140 °C with SnCl4 as the catalyst. The overall rate of the process was the fastest in ACN/H2O and acetone/H2O, followed by DMSO/H2O and THF/H2O due to the rate-limiting glucose isomerisation. However, the formation of levulinic acid (via rehydration) and humins (via polymerisation) was more significant in ACN/H2O and acetone/H2O. The constant HMF maxima (26–27 mol%) in ACN/H2O, acetone/H2O, and DMSO/H2O indicated that the rates of desirable reactions (starch hydrolysis, glucose isomerisation, and fructose dehydration) relative to undesirable pathways (HMF rehydration and polymerisation) were comparable among these mediums. They also demonstrated higher selectivity towards HMF production over the side reactions than THF/H2O. This study differentiated the effects of polar aprotic solvent-water mediums on simultaneous pathways during biomass conversion.",

keywords = "5-Hydroxymethylfurfural, Biorefinery, Food waste, Levulinic acid, Waste valorisation",

author = "Yu, {Iris K.M.} and Tsang, {Daniel C.W.} and Chen, {Season S.} and Lei Wang and Hunt, {Andrew J.} and James Sherwood and {De Oliveira Vigier}, Karine and Fran{\c c}ois J{\'e}r{\^o}me and Ok, {Yong Sik} and Poon, {Chi Sun}",

note = "Funding Information: The authors appreciate the financial support from the Hong Kong International Airport Environmental Fund and the Environment and Conservation Fund, and the provision of food waste by South China Reborn Resources Co. Ltd. Publisher Copyright: {\textcopyright} 2017 Elsevier Ltd",

year = "2017",

doi = "10.1016/j.biortech.2017.08.170",

language = "English",

volume = "245",

pages = "456--462",

journal = "Bioresource Technology",

issn = "0960-8524",

publisher = "Elsevier Limited",

}

TY - JOUR

T1 - Polar aprotic solvent-water mixture as the medium for catalytic production of hydroxymethylfurfural (HMF) from bread waste

AU - Yu, Iris K.M.

AU - Tsang, Daniel C.W.

AU - Chen, Season S.

AU - Wang, Lei

AU - Hunt, Andrew J.

AU - Sherwood, James

AU - De Oliveira Vigier, Karine

AU - Jérôme, François

AU - Ok, Yong Sik

AU - Poon, Chi Sun

N1 - Funding Information: The authors appreciate the financial support from the Hong Kong International Airport Environmental Fund and the Environment and Conservation Fund, and the provision of food waste by South China Reborn Resources Co. Ltd. Publisher Copyright: © 2017 Elsevier Ltd

PY - 2017

Y1 - 2017

N2 - Valorisation of bread waste for hydroxymethylfurfural (HMF) synthesis was examined in dimethyl sulfoxide (DMSO)-, tetrahydrofuran (THF)-, acetonitrile (ACN)-, and acetone-water (1:1 v/v), under heating at 140 °C with SnCl4 as the catalyst. The overall rate of the process was the fastest in ACN/H2O and acetone/H2O, followed by DMSO/H2O and THF/H2O due to the rate-limiting glucose isomerisation. However, the formation of levulinic acid (via rehydration) and humins (via polymerisation) was more significant in ACN/H2O and acetone/H2O. The constant HMF maxima (26–27 mol%) in ACN/H2O, acetone/H2O, and DMSO/H2O indicated that the rates of desirable reactions (starch hydrolysis, glucose isomerisation, and fructose dehydration) relative to undesirable pathways (HMF rehydration and polymerisation) were comparable among these mediums. They also demonstrated higher selectivity towards HMF production over the side reactions than THF/H2O. This study differentiated the effects of polar aprotic solvent-water mediums on simultaneous pathways during biomass conversion.

AB - Valorisation of bread waste for hydroxymethylfurfural (HMF) synthesis was examined in dimethyl sulfoxide (DMSO)-, tetrahydrofuran (THF)-, acetonitrile (ACN)-, and acetone-water (1:1 v/v), under heating at 140 °C with SnCl4 as the catalyst. The overall rate of the process was the fastest in ACN/H2O and acetone/H2O, followed by DMSO/H2O and THF/H2O due to the rate-limiting glucose isomerisation. However, the formation of levulinic acid (via rehydration) and humins (via polymerisation) was more significant in ACN/H2O and acetone/H2O. The constant HMF maxima (26–27 mol%) in ACN/H2O, acetone/H2O, and DMSO/H2O indicated that the rates of desirable reactions (starch hydrolysis, glucose isomerisation, and fructose dehydration) relative to undesirable pathways (HMF rehydration and polymerisation) were comparable among these mediums. They also demonstrated higher selectivity towards HMF production over the side reactions than THF/H2O. This study differentiated the effects of polar aprotic solvent-water mediums on simultaneous pathways during biomass conversion.

KW - 5-Hydroxymethylfurfural

KW - Biorefinery

KW - Food waste

KW - Levulinic acid

KW - Waste valorisation

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DO - 10.1016/j.biortech.2017.08.170

M3 - Article

C2 - 28898844

AN - SCOPUS:85028961465

SN - 0960-8524

VL - 245

SP - 456

EP - 462

JO - Bioresource Technology

JF - Bioresource Technology

ER -

Polar aprotic solvent-water mixture as the medium for catalytic production of hydroxymethylfurfural (HMF) from bread waste

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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