Preyssler Heteropolyacids in the Self-Etherification of 5-Hydroxymethylfurfural to 5,5′-[Oxybis(methylene)]bis-2-furfural Under Mild Reaction Conditions (original) (raw)
Related papers
Etherification of 5-hydroxymethylfurfural using a heteropolyacid supported on a silica matrix
Molecular Catalysis, 2020
In this work, Preyssler-type heteropolyacids and their silica-included counterparts were employed in the etherification reaction of HMF and n-BuOH. Materials were synthesized with a Preyssler acid load of 12.5% w/w using the sol-gel technique, which improved surface areas and modulated their acid strength. Prepared materials were used as heterogeneous solid acid catalysts in the selective etherification of 5-hydroxymethylfurfural (HMF) to 5-butoxymethylfurfural (5BMF). The high catalytic performance of the bulk Preyssler acids is related to their high acid strength, while selectivity related to the decrease in acidity by the inclusion effects. Different reaction parameters were optimized, with PWMo(12.5%)@SiO 2 exhibited the highest catalytic activity with 89% of HMF conversion and 73% of 5BMF selectivity. The catalyst is reusable up to five cycles without noticeable decrease in selectivity.
Green Chemistry, 2018
Production of 2,5-furandicarboxylic acid (FDCA) from 5-hydroxymethylfurfural (HMF): recent progress focusing on the chemical-catalytic routes The research progress on the production of 2,5-furandicarboxylic acid (FDCA) from bio-based platform chemical 5-hydroxymethylfurfural (HMF) has been comprehensively reviewed. Various oxidation routes and corresponding chemical mechanisms have been discussed in depth, focusing on the catalytic oxidation of HMF to FDCA under the catalysis of metal-based catalysts. However, although FDCA is an attractive chemical for bio-based polymer production, eff orts have to be made with regards to the reaction kinetics and mechanisms as well as development of industrially-feasible processes. Green Chemistry Cutting-edge research for a greener sustainable future rsc.li/greenchem
ACS Sustainable Chemistry & Engineering, 2020
In this contribution, readily available 5-methyl furfural (MF) derived from biomass was used as the excellent substitute of the chemically instable 5-hydroxymethylfurfural (HMF) for preparing the commercial precursor 2,5-furandicarboxylic acid (FDCA). MF was catalytically oxidized by air into FDCA in acetic acid over the homogeneous Co/Mn/Br catalysts at 130-170 ℃. It was found that both the substitute reactivity and the ring chemical stability have a remarkable impact on the yield of aromatic dicarboxylic acids. The effects of reaction temperature, pressure, catalyst composition and concentration, water concentration in the solvent, and substrate/solvent mass ratio on both the main reaction and the side reaction were investigated systematically and thoroughly using the HPLC and an on-line tail gas monitoring system. Under the optimized conditions, the
ChemSusChem
2,5‐Furandicarboxylic acid (FDCA) is currently considered one of the most relevant bio‐sourced building blocks, representing a fully sustainable competitor for terephthalic acid as well as the main component in green polymers such as poly(ethylene 2,5‐furandicarboxylate) (PEF). The oxidation of biobased 5‐hydroxymethylfurfural (HMF) represents the most straightforward approach to obtain FDCA, thus attracting the attention of both academia and industries, as testified by Avantium with the creation of a new plant expected to produce 5000 tons per year. Several approaches allow the oxidation of HMF to FDCA. Metal‐mediated homogeneous and heterogeneous catalysis, metal‐free catalysis, electrochemical approaches, light‐mediated procedures, as well as biocatalytic processes share the target to achieve FDCA in high yield and mild conditions. This Review aims to give an up‐to‐date overview of the current developments in the main synthetic pathways to obtain FDCA from HMF, with a specific fo...
Energies, 2020
This study aimed to evaluate the synthesis and application of heterogeneous catalysts based on heteropolyacids for 5-hydroxymethylfurfural (HMF) production from glucose. Initially, assays were carried out in order to establish the most favorable catalyst synthesis conditions. For such purpose, calcination temperature (300 or 500 °C), type of support (Nb2O5 or Al2O3), and active phase (H3PW12O40—HPW or H3PMo12O40—HPMo) were tested and combined based on Taguchi’s L8 orthogonal array. As a result, HPW-Nb2O5 calcined at 300 °C was selected as it presented optimal HMF production performance (9.5% yield). Subsequently, the reaction conditions capable of maximizing HMF production from glucose using the selected catalyst were established. In these experiments, different temperatures (160 or 200 °C), acetone-to-water ratios (1:1 or 3:1 v/v), glucose concentrations (50 or 100 g/L), and catalyst concentrations (1 or 5% w/v) were evaluated according to a Taguchi’s L16 experimental design. The c...
Design of Heterogeneous Catalysts for the Conversion of Furfural to C5 Derivatives: A Brief Review
Catalysis Research
Technological development made in the field of biomass application allows synthesizing several high-value products, such as furfuraldehyde. Furfural, produced through sequential hydrolysis and dehydration reactions from biomass, is considered a platform molecule and a precursor of several other chemicals and biofuels that are generated following reactions such as hydrogenation, hydrodeoxygenation, and decarboxylation. This review aims to reveal the environmental-friendly mechanisms followed for producing furfural derivatives and the design of catalysts and supports. Redox and acid-base properties of the molecules have been discussed. The stability, the details of the surface area, and the applications of the molecules to reduce the bottlenecks faced in the industrial production of bioproducts have been explored.