Polymeric Ionic Hybrid as Solid Acid Catalyst for the Selective Conversion of Fructose and Glucose to 5‐Hydroxymethylfurfural

Abstract

The dehydration of fructose to 5‐hydroxymethylfurfural (HMF) in the presence of a SO3H‐functionalized heteropolyanion‐based polymeric hybrid catalyst is investigated. Poly(1‐vinyl‐3‐propane sulfonate imidazolium)‐H3PW12O40 [poly(VMPS)‐PW], a supported ionic liquid catalyst (SILC) was prepared and used as a heterogeneous Brønsted‐acidic catalyst. We demonstrate that an 83% yield of HMF can be obtained at 130 ºC after 60 min using DMSO as the solvent, under atmospheric pressure. The catalytic scope of poly(VMPS)‐PW is studied by using it as a catalyst for the dehydration of glucose. We demonstrate that the catalyst is also suitable for conversion of glucose to HMF, with a yield of 26 % under mild conditions. Moreover, the acidic hybrid catalyst is easily separated from the reaction mixture by centrifugation. The ability to recycle the catalyst is demonstrated and poly(VMPS)‐PW is reused five times without significant loss of activity.

Simply Assembly of Acidic Nanospheres for Efficient Production of 5‐Ethoxymethylfurfural from 5‐Hydromethylfurfural and Fructose

“…Thed ifferences hould be caused by the formation of humins duringt he conversion of fructosei nto EMF.I twas reportedt hat adding ac ertain volume of DMSO (dimethyl sulfoxide), DMI (1,3-dimethyl-2-imidazolidinone) or GVL (g-valerolactone) as co-solvent could significantly increase the yields of EMF from fructose. [51][52][53] Therefore,e thanol mixed with DMI or GVL (7:3, v/v) was useda sc o-solvent, although there was no increase of yields of EMF and EL. Moreover, with the addition of DMSOa sc o-solvent, the yields of EMF and EL were slightly increased from 55 to 58 %a nd 20 to 28 %, respectively.…”

Catalytic Cascade Dehydration-Etherification of Fructose into 5-Ethoxymethylfurfural with SO3H-Functionalized Polymers

“…The catalyst was recovered by centrifugation, washing with acetone for three times, and drying at 60 ∘ C for 2 h. The recovered catalyst was directly used for the next run. (Figure 2(b)), XRD patterns for poly(VMPS)-PW as well as poly(VMPS)-Cl only show broad diffraction peaks, indicating the loss of the long-range crystal order for the polymeric ionic hybrid and the rearrangement of the Keggin anions during the self-assembly of polymeric cations with heteropolyanions [30]. Figure 2 also demonstrates the TG analysis of poly(VMPS)-PW and poly(VMPS)-Cl.…”

Cycloamination strategies for renewable N-heterocycles

“…Renewable biomass is a future replacement for fossil resources being used to produce energy and chemicals. [1][2][3][4][5][6] Due to the presence of abundant oxygen species, biomass derivatives have been considered as consummate intermediates or platform molecules for the synthesis of oxygen-containing chemicals such as esters, acids, aldehydes, ketones, phenolics, and alcohols, [7][8][9][10][11][12] that contain unsaturated hydrocarbon moieties (e.g., alkenyl, alkynyl, aryl groups), [13][14][15][16][17][18] as shown in Fig. 1.…”