One-pot conversion of glucose to 5-hydroxymethylfurfural under aqueous conditions using acid/base bifunctional mesoporous silica catalyst

被引:23
作者
Modak, Arindam [1 ,2 ]
Mankar, Akshay R. [1 ]
Sonde, R. R. [1 ]
Pant, Kamal K. [1 ]
机构
[1] Indian Inst Technol Delhi, Dept Chem Engn, New Delhi 110016, India
[2] Amity Univ, Amity Inst Appl Sci AIAS, Amity Rd,Sect 125, Noida 201301, Uttar Pradesh, India
关键词
Acid; base bifunctional catalyst; Microwave synthesis; Glucose conversion; 5-Hydroxymethylfurfural; Kinetic modeling; HOT COMPRESSED WATER; EFFICIENT CONVERSION; PHOSPHATE CATALYSTS; REACTION-MECHANISM; LEVULINIC ACID; BASE CATALYSTS; CELLULOSE; FRUCTOSE; BIOMASS; ISOMERIZATION;
D O I
10.1016/j.renene.2023.05.058
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
One-pot conversion of carbohydrate-derived biomass compounds to 5-hydroxymethylfurfural (HMF) using an environmentally green solvent such as water is meritorious, yet challenging, which requires the strategic design of catalysts. We prepare an ordered bifunctional organocatalyst (MS-AB) containing 3-aminopropylacetic acid grafted within the silica nanocage that converts glucose-to-HMF, exhibiting the highest HMF yield (60 wt. %/85.7 mol%) in water and under microwave conditions. Moreover, the calculated activation energies (150-170 degrees C) for glucose isomerization to fructose, vis -`a-vis dehydration to HMF were 59.06 and 138.05 kJ mol-1, respectively which can even be comparable with the metal-catalyzed reactions. Further evidence was shown from the rate constant values, indicating fructose dehydration is faster (rate constant: k2: 1.92 x 10-2 to 1.13 x 10-1 min-1) than glucose isomerization (rate constant: k1: 2.5 to 5.3 x 10-3 min-1). Considering the advantages associated with MS-AB, the results might showcase the potential of organocatalyst for sustainable utilization of lignocellulosic biomass to platform chemicals.
引用
收藏
页码:97 / 110
页数:14
相关论文
共 85 条
[41]   Titanium containing periodic mesoporous organosilica as an efficient catalyst for the epoxidation of alkenes [J].
Modak, Arindam ;
Nandi, Mahasweta ;
Bhaumik, Asim .
CATALYSIS TODAY, 2012, 198 (01) :45-51
[42]   Plasma-Modified FeGly/C as a Pt-Free Stable ORR Electrocatalyst in an Acid Electrolyte [J].
Mohan, Roopathy ;
Modak, Arindam ;
Schechter, Alex .
ACS APPLIED ENERGY MATERIALS, 2021, 4 (01) :564-574
[43]   Hydrophobic mesoporous materials for immobilization of enzymes [J].
Park, Mina ;
Park, Sung Soo ;
Selvaraj, M. ;
Zhao, Dongyuan ;
Ha, Chang-Sik .
MICROPOROUS AND MESOPOROUS MATERIALS, 2009, 124 (1-3) :76-83
[44]   Metal-free bifunctional graphene oxide-based carbocatalysts toward reforming biomass from glucose to 5-hydroxymethylfurfural [J].
Park, Minju ;
Lee, Joonhee ;
Kim, Byeong-Su .
NANOSCALE, 2021, 13 (22) :10143-10151
[45]   Efficient conversion of glucose to HMF using organocatalysts with dual acidic and basic functionalities - A mechanistic and experimental study [J].
Parveen, Firdaus ;
Upadhyayula, Sreedevi .
FUEL PROCESSING TECHNOLOGY, 2017, 162 :30-36
[46]   Synthesis of 5-hydroxymethylfurfural (HMF) by acid catalyzed dehydration of glucose-fructose mixtures [J].
Pedersen, Asbjorn Toftgaard ;
Ringborg, Rolf ;
Grotkjaer, Thomas ;
Pedersen, Sven ;
Woodley, John M. .
CHEMICAL ENGINEERING JOURNAL, 2015, 273 :455-464
[47]   A 29Si, 1H, and 13C Solid-State NMR Study on the Surface Species of Various Depolymerized Organosiloxanes at Silica Surface [J].
Protsak, Iryna S. ;
Morozov, Yevhenii M. ;
Dong, Wen ;
Le, Zichun ;
Zhang, Dong ;
Henderson, Ian M. .
NANOSCALE RESEARCH LETTERS, 2019, 14
[48]   Catalytical conversion of fructose and glucose into 5-hydroxymethylfurfural in hot compressed water by microwave heating [J].
Qi, Xinhua ;
Watanabe, Masaru ;
Aida, Taku M. ;
Smith, Richard L., Jr. .
CATALYSIS COMMUNICATIONS, 2008, 9 (13) :2244-2249
[49]   Fast Transformation of Glucose and Di-/Polysaccharides into 5-Hydroxymethylfurfural by Microwave Heating in an Ionic Liquid/Catalyst System [J].
Qi, Xinhua ;
Watanabe, Masaru ;
Aida, Taku M. ;
Smith, Richard L., Jr. .
CHEMSUSCHEM, 2010, 3 (09) :1071-1077
[50]   Tin-modified ionic liquid polymer: A novel and efficient catalyst for synthesis of 5-hydroxymethylfurfural from glucose [J].
Qiu, Guo ;
Chen, Biaohua ;
Huang, Chongpin ;
Liu, Ning ;
Sun, Xiuliang .
FUEL, 2020, 268