An Efficient Heterogeneous Acid Catalyst DICAT-1 for One-Pot Conversion of Sucrose into 5-(Hydroxymethyl)furfural

被引:10
作者
Wagh, Adhirath S. [1 ]
Pawar, Hitesh S. [1 ]
机构
[1] DBT ICT Ctr Energy Biosci, Inst Chem Technol, Mumbai, Maharashtra, India
关键词
5-HYDROXYMETHYLFURFURAL HMF; SULFATED ZIRCONIA; IONIC LIQUIDS; FRUCTOSE; DEHYDRATION; GLUCOSE; BIOMASS; 5-HYDROXYMETHYL-2-FURALDEHYDE; SACCHARIDES; CHEMISTRY;
D O I
10.1021/acs.energyfuels.0c01374
中图分类号
TE [石油、天然气工业]; TK [能源与动力工程];
学科分类号
0807 ; 0820 ;
摘要
5-(Hydroxymethyl)furfural (HMF) is a trending biogenic platform molecule for the production of multiple energy, fuel, and chemical products, and it can be synthesized by using C-6 sugars and/or its oligomers and polymers. In the present paper, the heterogeneous solid acid catalyst DICAT-1, with characteristic properties, exhibited one-pot conversion of sucrose into 5-HMF. The DICAT-1 triggered in-situ hydrolysis, isomerization, and dehydration of sucrose to yield 5-HMF in the presence of the low boiling point (LBP) green solvent isopropyl alcohol (IPA) in combination with the cosolvent DMSO. Of the tested solvents water, IPA, DMF, DMSO, and IPA:DMSO, the use of IPA in combination with DMSO shows the profound effect on sucrose dehydration. Exploration of DICAT-1 in the presence of IPA:DMSO (70:30 v/v) resulted in a 5-HMF yield of >77%. The central composite design model (CCD) was used to find out the best operating conditions for the solvent ratio and catalyst concentration. Moreover, the process intensification study depicted the remarkable effect of solvent, reaction temperature, time, sucrose concentration, catalyst concentration, and autogenous pressure of the solvent on the yield of 5-HMF. In- process analysis was conducted by using HPLC, and the product was characterized by using HPLC, ATR-FTIR, GC-MS, and LC-MS. The plausible reaction mechanism for the DICAT-1-mediated sucrose to 5-HMF conversion was also proposed. Characteristic properties of DICAT-1 such as the porosity and presence of accessible -SO3H acid active sites favor the one-pot conversion. Moreover, the catalyst recyclability test for five consecutive runs showed consistent 5-HMF yields. Thus, DICAT-1 was found to be an efficient and robust catalyst for sucrose dehydration in the IPA:DMSO solvent mixture.
引用
收藏
页码:9643 / 9653
页数:11
相关论文
共 49 条
  • [31] Phase modifiers promote efficient production of hydroxymethylfurfural from fructose
    Roman-Leshkov, Yuriy
    Chheda, Juben N.
    Dumesic, James A.
    [J]. SCIENCE, 2006, 312 (5782) : 1933 - 1937
  • [32] 5-Hydroxymethylfurfural (HMF) as a building block platform: Biological properties, synthesis and synthetic applications
    Rosatella, Andreia A.
    Simeonov, Svilen P.
    Frade, Raquel F. M.
    Afonso, Carlos A. M.
    [J]. GREEN CHEMISTRY, 2011, 13 (04) : 754 - 793
  • [33] Highly efficient catalytic activity of lanthanide(III) ions for conversion of saccharides to 5-hydroxymethyl-2-furfural in organic solvents
    Seri, K
    Inoue, Y
    Ishida, H
    [J]. CHEMISTRY LETTERS, 2000, (01) : 22 - 23
  • [34] Fundamentals of green chemistry: efficiency in reaction design
    Sheldon, Roger A.
    [J]. CHEMICAL SOCIETY REVIEWS, 2012, 41 (04) : 1437 - 1451
  • [35] Enhanced production of hydroxymethylfurfural from fructose with solid acid catalysts by simple water removal methods
    Shimizu, Ken-ichi
    Uozumi, Rie
    Satsuma, Atsushi
    [J]. CATALYSIS COMMUNICATIONS, 2009, 10 (14) : 1849 - 1853
  • [36] A one-pot reaction for biorefinery: combination of solid acid and base catalysts for direct production of 5-hydroxymethylfurfural from saccharides
    Takagaki, Atsushi
    Ohara, Mika
    Nishimura, Shun
    Ebitani, Kohki
    [J]. CHEMICAL COMMUNICATIONS, 2009, (41) : 6276 - 6278
  • [37] Biomass derived β-cyclodextrin-SO3 H carbonaceous solid acid catalyst for catalytic conversion of carbohydrates to 5-hydroxymethylfurfural
    Thombal, Raju S.
    Jadhav, Vrushali H.
    [J]. APPLIED CATALYSIS A-GENERAL, 2015, 499 : 213 - 216
  • [38] Defunctionalization of fructose and sucrose: Iron-catalyzed production of 5-hydroxymethylfurfural from fructose and sucrose
    Tong, Xinli
    Li, Mengran
    Yan, Ning
    Ma, Yang
    Dyson, Paul J.
    Li, Yongdan
    [J]. CATALYSIS TODAY, 2011, 175 (01) : 524 - 527
  • [39] Hydroxymethylfurfural, A Versatile Platform Chemical Made from Renewable Resources
    van Putten, Robert-Jan
    van der Waal, Jan C.
    de Jong, Ed
    Rasrendra, Carolus B.
    Heeres, Hero J.
    de Vries, Johannes G.
    [J]. CHEMICAL REVIEWS, 2013, 113 (03) : 1499 - 1597
  • [40] THE CONVERSION OF FRUCTOSE AND GLUCOSE IN ACIDIC MEDIA - FORMATION OF HYDROXYMETHYLFURFURAL
    VANDAM, HE
    KIEBOOM, APG
    VANBEKKUM, H
    [J]. STARCH-STARKE, 1986, 38 (03): : 95 - 101