An efficient route from reproducible glucose to 5-hydroxymethylfurfural catalyzed by porous coordination polymer heterogeneous catalysts

Chen, Fan; Liang, Fengbing; Feng, Dexin; Xian, Ming; Zhang, Haibo; Liu, Huizhou; Du, Fanglin

doi:10.1016/j.cej.2016.04.039

Cited by 84 publications

(40 citation statements)

References 45 publications

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“…Fine tuning of the catalytic performance of the MIL-101(Cr) framework as a solid acid used for the challenging transformation of glucose to HMF in has been reported [117]. For this purpose, the combined way to simultaneous modification both with sulfonic acid in organic linkers and with PTA in the cavities was studied.…”

Section: Embedding Catalytic Active Sites In Mof Host Matrices By Temmentioning

confidence: 99%

Metal–Organic Frameworks-Based Catalysts for Biomass Processing

2018

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: Currently, metal–organic frame works (MOFs) as novel hybrid nanoporous materials are a top research interest, including endeavors in heterogeneous catalysis. MOF materials are promising heterogeneous catalytic systems due to their unique characteristics, such as a highly ordered structure, a record high surface area and a compositional diversity, which can be precisely tailored. Very recently, these metal-organic matrices have been proven as promising catalysts for biomass conversion into value-added products. The relevant publications show that the structure of MOFs can contribute essentially to the advanced catalytic performance in processes of biomass refining. This review aims at the consideration of the different ways for the rational design of MOF catalysts for biomass processing. The particular characteristics and peculiarities of the behavior of different MOF based catalytic systems including hybrid nanomaterials and composites will be also discussed by illustrating their outstanding performance with appropriate examples relevant to biomass catalytic processing.

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Section: Embedding Catalytic Active Sites In Mof Host Matrices By Temmentioning

confidence: 99%

Metal–Organic Frameworks-Based Catalysts for Biomass Processing

2018

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“…[10] Regarding these characteristics, integrating Lewis with Brønsted acid sites via SO 3 H-functionalized MOFs (e. g. MIL-101 and UiO-66) or encapsulating heteropolyacid as the bifunctional catalysts have been reported in glucose conversion to 5-hydroxymethylfurfural (HMF), where the tandem reaction proceeds through Lewis acid-catalyzed glucose-fructose isomerization and following Brønsted acid-catalyzed dehydration. [11] These works clearly point out that open metal sites within MOFs as Lewis acid centers are efficient for catalyzing glucose isomerization to fructose, which is further validated and optimized via tuning the substituent group of organic ligand or combining MIL-101 with chromium hydroxide, respectively. [11d,12] Moreover, it is proposed that glucose-fructose isomerization proceeds via intramolecular 1,2-hydride shift over Lewis acid sites of MIL-101 like in Sn-Beta.…”

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confidence: 99%

Glucose Isomerization and Epimerization over Metal‐Organic Frameworks with Single‐Site Active Centers

Luo

Zhang

et al. 2019

ChemCatChem

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Regulating reaction pathway of glucose isomerization and epimerization is essential for production of high‐fructose corn syrup and rare sugars. Herein, we show a molecular‐level observation on glucose transformation using metal‐organic frameworks (MOFs) with single‐site active centers (SSACs) as heterogeneous catalysts. It is found that Lewis acidic Cr (III) sites of MIL‐101 prefer to catalyze glucose‐to‐fructose isomerization in either water or methanol solvent. Elevating reaction temperature can promote glucose‐to‐mannose epimerization but without intramolecular carbon shift. The Lewis acidic Zr (IV) sites of UiO‐66 can catalyze glucose isomerization and epimerization in aqueous media simultaneously, where glucose‐to‐mannose epimerization proceeds by way of intramolecular carbon‐skeleton rearrangement (C‐1 and C‐2), following the cleavage of the bond between C‐2 and C‐3 and formation of new bond between C‐1 and C‐3. It is proposed that the difference in catalytic behavior might be related to the polarizability of SSACs and particularly to their local coordination environment.

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“…Figure 6 shows the FTIR spectrum with pyridine adsorption for the analysis of Brønsted and Lewis acid sites. The band at 1596 cm −1 is associated with pyridine interact with the catalyst with a hydrogen bond mode [39]. The band at 1445 cm −1 is attributed to the pyridine adsorption on Lewis acid sites [39][40][41][42].…”

Section: Characterization Of Spa-imd-tinpcpmentioning

confidence: 99%

“…The bands at 1540 and 1640 cm −1 are ascribed to the C-C stretching vibration of pyridinium ion, indicating the presence of Brønsted acid sites. The peak at 1488 cm −1 was attributed to pyridine, adsorbed on both Lewis and Brønsted acid sites [39][40][41][42]. Figure 7a shows the N2 adsorption and desorption isotherms measured at 77 K, and Figure 7b shows the pore size distribution.…”

Section: Characterization Of Spa-imd-tinpcpmentioning

confidence: 99%

Sn-Based Porous Coordination Polymer Synthesized with Two Ligands for Tandem Catalysis Producing 5-Hydroxymethylfurfural

et al. 2019

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5-Hydroxymethylfurfural (HMF) is a biomass-derived important platform compound. Developing an efficient catalyst for producing HMF from a biomass source is important. Herein, using the ligands 5-sulfoisophthalic acid (SPA) and imidazole (Imd), a tin-based porous coordination polymer was synthesized, namely SPA-Imd-TinPCP. This novel material possesses a multifunctional catalysis capability. The coordinated tin (IV) can catalyze the isomerization of glucose to fructose. The ligand imidazole, as an additional base site, can catalyze glucose isomerization. The sulfonic group of the ligand SPA can catalyze the dehydration of fructose to HMF. SPA-Imd-TinPCP was used as a catalyst for the conversion of glucose to HMF. HMF yields of 59.5% in dimethyl sulfoxide (DMSO) and 49.8% in the biphasic solvent of water/tetrahydrofuran were obtained. Consecutive use of SPA-Imd-TinPCP demonstrated that, after reusing it five times, there was no significant activity loss in terms of the glucose conversion and HMF yield.Abstract: 5-Hydroxymethylfurfural (HMF) is a biomass-derived important platform compound. Developing an efficient catalyst for producing HMF from a biomass source is important. Herein, using the ligands 5-sulfoisophthalic acid (SPA) and imidazole (Imd), a tin-based porous coordination polymer was synthesized, namely SPA-Imd-TinPCP. This novel material possesses a multifunctional catalysis capability. The coordinated tin (IV) can catalyze the isomerization of glucose to fructose. The ligand imidazole, as an additional base site, can catalyze glucose isomerization. The sulfonic group of the ligand SPA can catalyze the dehydration of fructose to HMF. SPA-Imd-TinPCP was used as a catalyst for the conversion of glucose to HMF. HMF yields of 59.5% in dimethyl sulfoxide (DMSO) and 49.8% in the biphasic solvent of water/tetrahydrofuran were obtained. Consecutive use of SPA-Imd-TinPCP demonstrated that, after reusing it five times, there was no significant activity loss in terms of the glucose conversion and HMF yield.

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An efficient route from reproducible glucose to 5-hydroxymethylfurfural catalyzed by porous coordination polymer heterogeneous catalysts

Cited by 84 publications

References 45 publications

Metal–Organic Frameworks-Based Catalysts for Biomass Processing

Metal–Organic Frameworks-Based Catalysts for Biomass Processing

Glucose Isomerization and Epimerization over Metal‐Organic Frameworks with Single‐Site Active Centers

Sn-Based Porous Coordination Polymer Synthesized with Two Ligands for Tandem Catalysis Producing 5-Hydroxymethylfurfural

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