Xingcui Guo

Chinese Academy of Sciences, Peping, Beijing, China

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Publications (4)4.05 Total impact

  • [show abstract] [hide abstract]
    ABSTRACT: Mesoporous SBA-15 materials functionalized with propylsulfonic acid groups (SBA-15-SO(3)H) were synthesized through a conventional one-pot route. It was used as a catalyst for the selective synthesis of 5-hydroxymethylfurfural (HMF) from the dehydration of fructose using BmimCl as solvent. Reaction time, temperature and fructose concentration were investigated during the HMF synthesis procedure. The catalyst SBA-15-SO(3)H exhibits high fructose conversion (near 100%) and HMF selectivity (about 81%) with good stability in the HMF synthesis. It was a suitable catalyst to produce HMF from renewable carbohydrates in potential industrial process.
    Carbohydrate research 04/2012; 351:35-41. · 2.03 Impact Factor
  • [show abstract] [hide abstract]
    ABSTRACT: Conversion of fructose and glucose into 5-hydroxymethylfurfural (HMF) was investigated in various imidazolium ionic liquids, including 1-butyl-3-methylimidazolium chloride (BmimCl), 1-hexyl-3-methylimidazolium chloride (HmimCl), 1-octyl-3-methylimidazolium chloride (OmimCl), 1-benzyl-3-methylimidazolium chloride (BemimCl), 1-Butyl-2,3-dimethylimidazolium chloride (BdmimCl), and 1-butyl-3-methylimidazolium p-toluenesulfonate (BmimPS). The acidic C-2 hydrogen of imidazolium cations was shown to play a major role in the dehydration of fructose in the absence of a catalyst, such as sulfuric acid or CrCl(3). Both the alkyl groups of imidazolium cations and the type of anions affected the reactivity of the carbohydrates. Although, except BmimCl and BemimCl, other four ionic liquids could only achieve not more than 25% HMF yields without an additional catalyst, 60-80% HMF yields were achieved in HmimCl, BdmimCl, and BmimPS in the presence of sulfuric acid or CrCl(3) in sufficient quantities.
    Carbohydrate research 03/2011; 346(7):956-9. · 2.03 Impact Factor
  • [show abstract] [hide abstract]
    ABSTRACT: Low melting systems consisting of ammonium salts and highly concentrated fructose were used for the conversion of fructose into 5-hydroxymethylfurfural (HMF). Not only acting as solvents, at sufficiently high temperatures, the ammonium salts themselves could also catalyse the dehydration of fructose to HMF. Among those salts, tetraethyl ammonium chloride (TEAC) was found to be the most efficient solvent-catalyst, demonstrated by its ability to achieve 81.3% HMF yield with 33.3wt% fructose concentration at 120°C. 79.2% HMF yield was obtained with 50wt% fructose concentration in the TEAC/fructose system using 5mol% NaHSO4·H2O as a co-catalyst. A semi continuous biphasic system of TEAC/fructose/NaHSO4·H2O melt using tetrahydrofuran (THF) to recover HMF was proposed and demonstrated in a laboratory scale process operating at 120°C. The impurities in the HMF recovered, involving TEAC and NaHSO4·H2O, were determined using 1H NMR, elemental analysis and ICP-OES.
    Applied Catalysis A-general - APPL CATAL A-GEN. 01/2011; 403(1):98-103.
  • Jing Guan, Quan Cao, Xingcui Guo, Xindong Mu
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    ABSTRACT: The complete catalytic cycle of the reaction of glucose conversion to 5-hydroxymethylfurfural (HMF) by metal chlorides (MCl3) in 1-butyl-3-methylimidazolium chloride ([BMIM]Cl) ionic liquid has been studied using density functional theory (DFT) calculations. Insights into the most preferred mechanistic pathways were gained for both isomerization of glucopyranose to fructofuranose as well as subsequent dehydrations of fructofuranose to the final product HMF, which were considered as two main reactions in the whole process. The first part of the mechanism was predicted to proceed slowly and thermodynamically less favored. A five-membered-ring chelate complex of the metal atom with glucopyranose was assumed as a key intermediate. The second part consists of sequential releases of three water molecules from fructofuranose. The removal of the first water appears to be rate controlling, whereas further loss of the second and third water were highly exothermic. A variety of transition metal cations in the same oxidation states (WCl3, MoCl3, and FeCl3) were screened and parallel DFT studies were carried out to determine their reactivities in the catalytic reaction. It turns out that the metal centers exerted significant influences on the stabilities of the intermediates as well as the energy barriers associated with each elementary reaction step. The overall free energy barriers at 353K indicated that the reaction activities of the entire processes over different MCl3 active sites decrease in the order of WCl3>MoCl3>CrCl3>FeCl3, in which WCl3 may be the most promising catalyst at low temperatures.
    Cancer Letters - CANCER LETT. 01/2011; 963(2):453-462.