Conversion of Glucose to 5-Hydroxymethylfurfural Using Consortium Catalyst in a Biphasic System and Mechanistic Insights

Author:

David Geraldo Ferreira1,Delgadillo Daniela Margarita Echeverri2,Castro Gabriel Abranches Dias2ORCID,Cubides-Roman Diana Catalina1,Fernandes Sergio Antonio2ORCID,Lacerda Júnior Valdemar1ORCID

Affiliation:

1. Laboratório de Química Orgânica, Departamento de Química, Universidade Federal do Espírito Santo (UFES), Avenida Fernando Ferrari, 514, Goiabeiras, Vitória 29075-910, ES, Brazil

2. Grupo de Química Supramolecular e Biomimética (GQSB), Departamento de Química, Universidade Federal de Viçosa, Viçosa 36570-900, MG, Brazil

Abstract

We found an effective catalytic consortium capable of converting glucose to 5-hydroxymethylfurfural (HMF) in high yields (50%). The reaction consists of a consortium of a Lewis acid (NbCl5) and a Brønsted acid (p-sulfonic acid calix[4]arene (CX4SO3H)), in a microwave-assisted reactor and in a biphasic system. The best result for the conversion of glucose to HMF (yield of 50%) was obtained with CX4SO3H/NbCl5 (5 wt%/7.5 wt%), using water/NaCl and MIBK (1:3), at 150 °C, for 17.5 min. The consortium catalyst recycling was tested, allowing its reuse for up to seven times, while maintaining the HMF yield constant. Additionally, it proposed a catalytic cycle by converting glucose to HMF, highlighting the following two key points: the isomerization of glucose into fructose, in the presence of Lewis acid (NbCl5), and the conversion of fructose into HMF, in the presence of CX4SO3H/NbCl5. A mechanism for the conversion of glucose to HMF was proposed and validated.

Funder

Fundação de Amparo Pesquisa e Inovação do Espírito Santo

Coordenação de Aperfeiçoamento Pessoal de Nível Superior

Conselho Nacional de Desenvolvimento Científico e Tecnológico

Fundação de Amparo à Pesquisa do Estado de Minas Gerais

National Council for Scientific and Technological Development

Núcleo de Competências em Química do Petróleo

Publisher

MDPI AG

Subject

Physical and Theoretical Chemistry,Catalysis,General Environmental Science

Reference79 articles.

1. Rapid Conversion of Glucose to 5-Hydroxymethylfurfural Using a MoCl3 Catalyst in an Ionic Liquid with Microwave Irradiation;Yin;Ind. Crops Prod.,2021

2. Enhanced Conversion of α-Cellulose to 5-HMF in Aqueous Biphasic System Catalyzed by FeCl3-CuCl2;Zhang;Chinese Chem. Lett.,2021

3. Conversion of 5-Hydroxymethylfurfural to Chemicals: A Review of Catalytic Routes and Product Applications;Kong;Fuel Process. Technol.,2020

4. P-Sulfonic Acid Calix[4]Arene: A Highly Efficient Organocatalyst for Dehydration of Fructose to 5-Hydroxymethylfurfural;Pereira;Ind. Crops Prod.,2019

5. From Useless Humins By-Product to Nb@graphite-like Carbon Catalysts Highly Efficient in HMF Synthesis;Candu;Appl. Catal. A Gen.,2021

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