Conversion of carbohydrates to organic acids in aqueous medium using aluminum nitrate as the catalyst precursor

Fructose, glucose, and sucrose were converted to organic acids in the presence of aqueous aluminum nitrate (Al(NO3)3) to develop a technically viable route for upgrading sugarcane molasses. Reactions were carried out in a microwave reactor and a muffle oven with conventional heating (convective heat transfer) using a sealed glass tubes and a hydrothermal stainless-steel autoclave as reaction vessels, respectively. Conversion was evaluated for different reaction times and temperatures. Lactic acid predominated as the product from the retro-aldol chain splitting of fructose, reaching a 67.5 % molar yield using 2.67 mmol·L-1 Al(NO3)3 (4 wt% based on the carbohydrate dry mass) in a stainless-steel reactor with conventional heating. Sucrose required hydrolysis, glucose isomerization, retro-aldol chain splitting, dehydration, tautomerization, and 1,2-H migration to produce lactic acid in molar yields approaching those obtained from fructose (65.5 %). Besides lactic acid, formic and levulinic acids were produced in variable amounts through a fructose dehydration pathway, having 5-(hydroxymethyl)-furfural (HMF) as reaction intermediate. The use of a stepwise heating regime was a critical parameter to achieve high product yields and good lactic acid selectivity in these reaction systems.

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Journal
BioResources
Published
2024-12-04
DOI
https://doi.org/10.15376/biores.20.1.1037-1058
Primary Topic
Biofuel production and bioconversion
Type
article
Field-Weighted Citation Impact
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article

Conversion of carbohydrates to organic acids in aqueous medium using aluminum nitrate as the catalyst precursor

Daniel S. Rampon, Gustavo R. Gomes, Pedro Fernandes, Luiz Pereira Ramos et al.
BioResources
Biofuel production and bioconversion
article

Conversion of carbohydrates to organic acids in aqueous medium using aluminum nitrate as the catalyst precursor

Daniel S. Rampon, Gustavo R. Gomes, Pedro Fernandes, Luiz Pereira Ramos, Rafael Guimarães Lima
article en

Abstract

Fructose, glucose, and sucrose were converted to organic acids in the presence of aqueous aluminum nitrate (Al(NO3)3) to develop a technically viable route for upgrading sugarcane molasses. Reactions were carried out in a microwave reactor and a muffle oven with conventional heating (convective heat transfer) using a sealed glass tubes and a hydrothermal stainless-steel autoclave as reaction vessels, respectively. Conversion was evaluated for different reaction times and temperatures. Lactic acid predominated as the product from the retro-aldol chain splitting of fructose, reaching a 67.5 % molar yield using 2.67 mmol·L-1 Al(NO3)3 (4 wt% based on the carbohydrate dry mass) in a stainless-steel reactor with conventional heating. Sucrose required hydrolysis, glucose isomerization, retro-aldol chain splitting, dehydration, tautomerization, and 1,2-H migration to produce lactic acid in molar yields approaching those obtained from fructose (65.5 %). Besides lactic acid, formic and levulinic acids were produced in variable amounts through a fructose dehydration pathway, having 5-(hydroxymethyl)-furfural (HMF) as reaction intermediate. The use of a stepwise heating regime was a critical parameter to achieve high product yields and good lactic acid selectivity in these reaction systems.

BioResourcesVol. 20(1)
Universidade Estadual de Campinas (UNICAMP) (BR), Universidade Federal do Paraná (BR)
Coordenação de Aperfeiçoamento de Pessoal de Nível Superior, Conselho Nacional de Desenvolvimento Científico e Tecnológico
Openalex Percentile: Top 79%
Biofuel production and bioconversion
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