Effects of cations and anions of ionic liquids on the production of 5-hydroxymethylfurfural from fructose.

Ionic liquids (ILs) with different cations and anions were used to study the effects on 5-hydroxymethylfurfural (HMF) preparation. It was found that both aggregations of cations and hydrogen bonds of anions with fructose played important roles. Molecular dynamics simulations were also performed to explain the experimental results.

[1]  M. Klein,et al.  Nanoscale organization in aqueous dicationic ionic liquid solutions. , 2011, The journal of physical chemistry. B.

[2]  Yongshui Qu,et al.  Dehydration of Fructose to 5-Hydroxymethylfurfural Catalyzed by Alkaline Ionic Liquid , 2011 .

[3]  Dongke Zhang,et al.  Conversion of hexose into 5-hydroxymethylfurfural in imidazolium ionic liquids with and without a catalyst. , 2011, Carbohydrate research.

[4]  Wenjing Fu,et al.  Synthesis of 5-(hydroxymethyl)furfural in ionic liquids: paving the way to renewable chemicals. , 2011, ChemSusChem.

[5]  Yuguang Du,et al.  Tantalum compounds as heterogeneous catalysts for saccharide dehydration to 5-hydroxymethylfurfural. , 2011, Chemical communications.

[6]  Yugen Zhang,et al.  Production of 5-hydroxymethyl furfural from cellulose in CrCl2/Zeolite/BMIMCl system , 2011 .

[7]  R. Bogel-Łukasik,et al.  Ionic liquid-mediated formation of 5-hydroxymethylfurfural-a promising biomass-derived building block. , 2011, Chemical reviews.

[8]  Xiaohong Wang,et al.  One pot production of 5-hydroxymethylfurfural with high yield from cellulose by a Brønsted-Lewis-surfactant-combined heteropolyacid catalyst. , 2011, Chemical communications.

[9]  R. Smith,et al.  Efficient one-pot production of 5-hydroxymethylfurfural from inulin in ionic liquids , 2010 .

[10]  Xiaomin Liu,et al.  Molecular simulations of phosphonium-based ionic liquid , 2010 .

[11]  Ravi Kumar,et al.  A new route to high yield sugars from biomass: phosphoric-sulfuric acid. , 2009, Chemical communications.

[12]  R. Smith,et al.  Efficient catalytic conversion of fructose into 5-hydroxymethylfurfural in ionic liquids at room temperature. , 2009, ChemSusChem.

[13]  Atsushi Takagaki,et al.  A one-pot reaction for biorefinery: combination of solid acid and base catalysts for direct production of 5-hydroxymethylfurfural from saccharides. , 2009, Chemical communications.

[14]  Z. Zhao,et al.  Solid acid and microwave-assisted hydrolysis of cellulose in ionic liquid. , 2009, Carbohydrate research.

[15]  Jianji Wang,et al.  Ionic association of the ionic liquids [C4mim][BF4], [C4mim][PF6], and [Cnmim]Br in molecular solvents. , 2009, Chemphyschem : a European journal of chemical physics and physical chemistry.

[16]  Xinhua Qi,et al.  Efficient process for conversion of fructose to 5-hydroxymethylfurfural with ionic liquids , 2009 .

[17]  Ken-ichi Shimizu,et al.  Enhanced production of hydroxymethylfurfural from fructose with solid acid catalysts by simple water removal methods , 2009 .

[18]  Christopher W. Jones,et al.  Acid-catalyzed conversion of sugars and furfurals in an ionic-liquid phase. , 2009, ChemSusChem.

[19]  K. Domen,et al.  Glucose production from saccharides using layered transition metal oxide and exfoliated nanosheets as a water-tolerant solid acid catalyst. , 2008, Chemical communications.

[20]  Juan Carlos Serrano-Ruiz,et al.  Catalytic Conversion of Biomass to Monofunctional Hydrocarbons and Targeted Liquid-Fuel Classes , 2008, Science.

[21]  K. Qiao,et al.  An efficient Heck reaction in water catalyzed by palladium nanoparticles immobilized on imidazolium–styrene copolymers , 2008 .

[22]  Roger A Sheldon,et al.  E factors, green chemistry and catalysis: an odyssey. , 2008, Chemical communications.

[23]  R. Smith,et al.  Catalytic dehydration of fructose into 5-hydroxymethylfurfural by ion-exchange resin in mixed-aqueous system by microwave heating , 2008 .

[24]  K. Qiao,et al.  Preparation of 5-hydroymethylfurfural by dehydration of fructose in the presence of acidic ionic liquid , 2008 .

[25]  Richard C. Remsing,et al.  Hydrogen bonds in ionic liquids revisited: (35/37)Cl NMR studies of deuterium isotope effects in 1-n-butyl-3-methylimidazolium chloride. , 2007, The journal of physical chemistry. B.

[26]  Yuriy Román‐Leshkov,et al.  Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates , 2007, Nature.

[27]  Johnathan E. Holladay,et al.  Metal Chlorides in Ionic Liquid Solvents Convert Sugars to 5-Hydroxymethylfurfural , 2007, Science.

[28]  Jianji Wang,et al.  Conductivities, volumes, fluorescence, and aggregation behavior of ionic liquids [C4mim][BF4] and [C(n)mim]Br (n = 4, 6, 8, 10, 12) in aqueous solutions. , 2007, The journal of physical chemistry. B.

[29]  Mark Nieuwenhuyzen,et al.  A molecular dynamics study of glucose solvation in the ionic liquid 1,3-dimethylimidazolium chloride. , 2006, Chemphyschem : a European journal of chemical physics and physical chemistry.

[30]  Yuriy Román-Leshkov,et al.  Phase Modifiers Promote Efficient Production of Hydroxymethylfurfural from Fructose , 2006, Science.

[31]  G. Huber,et al.  Production of Liquid Alkanes by Aqueous-Phase Processing of Biomass-Derived Carbohydrates , 2005, Science.

[32]  C. Moreau,et al.  Dehydration of fructose into 5-hydroxymethylfurfural in the presence of ionic liquids , 2003 .

[33]  H. Vogel,et al.  Dehydration of fructose to 5-hydroxymethylfurfural in sub- and supercritical acetone , 2003 .

[34]  F. Lichtenthaler,et al.  Unsaturated O- and N-heterocycles from carbohydrate feedstocks. , 2002, Accounts of chemical research.

[35]  Robin D. Rogers,et al.  Dissolution of Cellose with Ionic Liquids , 2002 .

[36]  K. R. Seddon Ionic Liquids for Clean Technology , 1997 .