Synthesis and Application of Heterogeneous Catalysts Based on Heteropolyacids for 5-Hydroxymethylfurfural Production from Glucose

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 (Nb 2 O 5 or Al 2 O 3 ), and active phase (H 3 PW 12 O 40 —HPW or H 3 PMo 12 O 40 —HPMo) were tested and combined based on Taguchi’s L 8 orthogonal array. As a result, HPW-Nb 2 O 5 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 L 16 experimental design. The conditions that resulted in the highest HMF yield (40.8%) consisted of using 50 g/L of glucose at 160 °C, 1:1 ( v/v ) acetone-to-water ratio, and catalyst concentration of 5% ( w/v ). Recycling tests revealed that the catalyst can be used in four runs, which results in the same HMF yield (approx. 40%).

[1]  Annu Rusanen,et al.  Catalytic conversion of glucose to 5-hydroxymethylfurfural over biomass-based activated carbon catalyst , 2020, Catalysis Today.

[2]  Yifan Nie,et al.  Efficient catalytic conversion of glucose into 5-hydroxymethylfurfural by aluminum oxide in ionic liquid , 2019, Applied Catalysis B: Environmental.

[3]  Yue Yao,et al.  Homogeneously dispersed HPW/graphene for high efficient catalytic oxidative desulfurization prepared by electrochemical deposition. , 2019, Applied Surface Science.

[4]  Santosh Kumar Yedla,et al.  Choline chloride functionalized zeolites for the conversion of biomass derivatives to 5-hydroxymethylfurfural , 2019, Applied Catalysis A: General.

[5]  Wenzhi Li,et al.  Production of HMF from glucose using an Al3+-promoted acidic phenol-formaldehyde resin catalyst , 2019, Catalysis Communications.

[6]  V. Pârvulescu,et al.  Efficient glucose dehydration to HMF onto Nb-BEA catalysts , 2019, Catalysis Today.

[7]  Yu‐Shu Su,et al.  Preparation of 5-hydroxymethylfurfural from glucose catalyzed by silica-supported phosphotungstic acid heterogeneous catalyst , 2018, Fuel.

[8]  R. Dewil,et al.  Microwave effects in the dilute acid hydrolysis of cellulose to 5-hydroxymethylfurfural , 2018, Scientific reports.

[9]  A. Lappas,et al.  Effect of Lewis and Brønsted acidity on glucose conversion to 5-HMF and lactic acid in aqueous and organic media , 2018 .

[10]  Lipeng Zhang,et al.  Conversion of glucose into 5-hydroxymethylfurfural catalyzed by acid–base bifunctional heteropolyacid-based ionic hybrids , 2018 .

[11]  Bo Yuan,et al.  Green hydrolysis of corncob cellulose into 5-hydroxymethylfurfural using hydrophobic imidazole ionic liquids with a recyclable, magnetic metalloporphyrin catalyst , 2017 .

[12]  D. S. Giordani,et al.  Synthesis of biodiesel from macaw palm oil using mesoporous solid catalyst comprising 12-molybdophosphoric acid and niobia , 2017 .

[13]  Gongying Wang,et al.  Base-free conversion of 5-hydroxymethylfurfural to 2,5-furandicarboxylic acid in ionic liquids , 2017 .

[14]  M. Saraji,et al.  Dehydration of fructose and glucose to 5-hydroxymethylfurfural over Al-KCC-1 silica , 2017 .

[15]  E. Pérez-Inestrosa,et al.  Beneficial effects of calcium chloride on glucose dehydration to 5-hydroxymethylfurfural in the presence of alumina as catalyst , 2017 .

[16]  Y. Taufiq-Yap,et al.  Investigation of heterogeneous solid acid catalyst performance on low grade feedstocks for biodiesel production: A review , 2017 .

[17]  J. Leahy,et al.  Conversion of d-glucose to 5-hydroxymethylfurfural using Al2O3-promoted sulphated tin oxide as catalyst , 2017 .

[18]  P. Maireles-Torres,et al.  Brönsted and Lewis acid ZSM-5 zeolites for the catalytic dehydration of glucose into 5-hydroxymethylfurfural , 2016 .

[19]  Andreas Martin,et al.  Understanding the role of Keggin type heteropolyacid catalysts for glycerol acetylation using toluene as an entrainer , 2016 .

[20]  Yue Shen,et al.  Efficient production of 5-hydroxymethylfurfural from hexoses using solid acid SO 4 2- /In 2 O 3 -ATP in a biphasic system , 2016 .

[21]  S. Mussatto.  Biomass Fractionation Technologies For a Lignocellulosic Feedstock Based Biorefinery , 2016 .

[22]  G. Marcì,et al.  Keggin heteropolyacids supported on TiO2 used in gas-solid (photo)catalytic propene hydration and in liquid-solid photocatalytic glycerol dehydration , 2017 .

[23]  N. Laosiripojana,et al.  Effect of calcination temperature on catalytic performance of alkaline earth phosphates in hydrolysis/dehydration of glucose and cellulose , 2015 .

[24]  Dang Sheng Su,et al.  5-Hydroxymethylfurfural: A key intermediate for efficient biomass conversion , 2015 .

[25]  A. Teimouri,et al.  Catalytic conversion of glucose to 5-hydroxymethylfurfural (HMF) using nano-POM/nano-ZrO2/nano-γ-Al2O3 , 2015 .

[26]  M. M. Souza,et al.  PRODUCTION OF 5-HYDROXYMETHYLFURFURAL (HMF) VIA FRUCTOSE DEHYDRATION: EFFECT OF SOLVENT AND SALTING-OUT , 2015 .

[27]  Vijaya Raghavan,et al.  Review: Sustainable production of hydroxymethylfurfural and levulinic acid: Challenges and opportunities , 2015 .

[28]  Shing‐Jong Huang,et al.  Heteropolyacid-based ionic liquids as effective catalysts for the synthesis of benzaldehyde glycol acetal , 2014 .

[29]  V. Dufaud,et al.  Isomerization of n-hexane on heteropolyacids supported on SBA-15. 1. Monofunctional impregnated catalysts , 2014 .

[30]  J. L. Brito,et al.  Mesoporous catalysts based on Keggin-type heteropolyacids supported on MCM-41 and their application in thiophene hydrodesulfurization , 2013 .

[31]  Shijie Liu,et al.  12-Tungstophosphoric acid/boric acid as synergetic catalysts for the conversion of glucose into 5-hydroxymethylfurfural in ionic liquid , 2012 .

[32]  M. Dam,et al.  Furandicarboxylic Acid (FDCA), A Versatile Building Block for a Very Interesting Class of Polyesters , 2012 .

[33]  Xiaohong Wang,et al.  Conversion of fructose and glucose into 5-hydroxymethylfurfural catalyzed by a solid heteropolyacid salt , 2011 .

[34]  I. Kozhevnikov,et al.  Solid acid catalysts based on H3PW12O40 heteropoly acid: Acid and catalytic properties at a gas–solid interface , 2010 .

[35]  Fillipe A.C. Garcia,et al.  Preparation and characterization of H3PW12O40 supported on niobia , 2010 .

[36]  Wenjing Fu,et al.  Process integration for the conversion of glucose to 2,5-furandicarboxylic acid , 2009 .

[37]  I. Kozhevnikov.  Sustainable Heterogeneous Acid Catalysis by Heteropoly Acids , 2007 .

[38]  Johnathan E. Holladay,et al.  Top Value Added Chemicals From Biomass. Volume 1 - Results of Screening for Potential Candidates From Sugars and Synthesis Gas , 2004 .

[39]  V. Rives,et al.  Nb2O5-supported WO3: a comparative study with WO3/Al2O3 , 2003 .

[40]  J. Keggin.  The Structure and Formula of 12-Phosphotungstic Acid , 1934 .