Three-step cascade over a single catalyst: synthesis of 5-(ethoxymethyl)furfural from glucose over a hierarchical lamellar multi-functional zeolite catalyst

Bai, Yuanyuan; Wei, Lu; Yang, Mingsheng; Chen, Huiyong; Holdren, Scott; Zhu, Guanghui; Tran, Dat T.; Chen, Yao; Sun, Run‐Cang; Pan, Yanbo; Liu, Dongxia

doi:10.1039/c8ta01242c

Cited by 47 publications

(46 citation statements)

References 56 publications

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“…Depending on the zeolite framework and dimension, there are several types of -OH groups, including (i) lattice termination silanol (-SiOH) groups, (ii) -OH groups occurring at defect sites (hydroxyl nests), (iii) -OH groups attached to extra-framework heteroatoms, and (iv) bridging -OH groups (i.e., Brønsted (Si-OH-Al) acid sites). These -OH groups give rise to bands in the fundamental stretch region at~3740, 3720,~3680,~3600-3650 cm −1 , in sequence [220][221][222][223][224][225]. The precise position of the -OH group in the Brønsted acid site varies with the zeolite's framework structure and dimensionality [226,227].…”

Section: Techniques For Acidity Characterization Of 2d Zeolite Materialsmentioning

confidence: 99%

Two-Dimensional Zeolite Materials: Structural and Acidity Properties

Schulman

Liu

2020

Materials

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Zeolites are generally defined as three-dimensional (3D) crystalline microporous aluminosilicates in which silicon (Si4+) and aluminum (Al3+) are coordinated tetrahedrally with oxygen to form large negative lattices and consequent Brønsted acidity. Two-dimensional (2D) zeolite nanosheets with single-unit-cell or near single-unit-cell thickness (~2–3 nm) represent an emerging type of zeolite material. The extremely thin slices of crystals in 2D zeolites produce high external surface areas (up to 50% of total surface area compared to ~2% in micron-sized 3D zeolite) and expose most of their active sites on external surfaces, enabling beneficial effects for the adsorption and reaction performance for processing bulky molecules. This review summarizes the structural properties of 2D layered precursors and 2D zeolite derivatives, as well as the acidity properties of 2D zeolite derivative structures, especially in connection to their 3D conventional zeolite analogues’ structural and compositional properties. The timeline of the synthesis and recognition of 2D zeolites, as well as the structure and composition properties of each 2D zeolite, are discussed initially. The qualitative and quantitative measurements on the acid site type, strength, and accessibility of 2D zeolites are then presented. Future research and development directions to advance understanding of 2D zeolite materials are also discussed.

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Section: Techniques For Acidity Characterization Of 2d Zeolite Materialsmentioning

confidence: 99%

Two-Dimensional Zeolite Materials: Structural and Acidity Properties

Schulman

Liu

2020

Materials

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“…The use of dual catalysts for the glucose‐to‐EMF reaction suffered from complicated experimental operation and separation steps, in spite of facilitating the formation of EMF. Recently, a hierarchical lamellar MFI‐Sn/Al zeolite containing meso‐/micropores and dual Lewis/Brønsted acidity (Sn and Al are Lewis acidic sites; Al‐O(H)‐Si is assigned to the Brønsted acid) was prepared and developed for the one‐pot, one‐step conversion of glucose into EMF in ethanol . About 44 % yield of EMF was achieved in the presence of a single MFI‐Sn/Al zeolite at 140 °C after 9 h. The remarkable catalytic activity of MFI‐Sn/Al zeolite was ascribed to the combined catalysis of Lewis and Brønsted sites, as well as meso‐/microporosity within the MFI‐Sn/Al zeolite promoting mass transport in delivering intermediates during the course of the reaction.…”

Section: Catalytic Processes With An Increase In Carbon Numbermentioning

confidence: 95%

Catalytic Upgrading of Biomass‐Derived Sugars with Acidic Nanoporous Materials: Structural Role in Carbon‐Chain Length Variation

Saravanamurugan

et al. 2018

ChemSusChem

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Shifting from petroleum‐based resources to inedible biomass for the production of valuable chemicals and fuels is one of the significant aspects in sustainable chemistry for realizing the sustainable development of our society. Various renowned biobased platform molecules, such as 5‐hydroxymethylfurfural, furfural, levulinic acid, and lactic acid, are successfully accessible from the transformation of biobased sugars. To achieve the specific reaction routes, heterogeneous nanoporous acidic materials have served as promising catalysts for the conversion of bio‐sugars in the past decade. This Review summarizes advances in various nanoporous acidic materials for bio‐sugar conversion, in which the number of carbon atoms is variable and controllable with the assistance of the switchable structure of nanoporous materials. The major focus of this Review is on possible reaction pathways/mechanisms and the relationships between catalyst structure and catalytic performance. Moreover, representative examples of catalytic upgrading of biobased platform molecules to biochemicals and fuels through selective C−C cleavage and coupling strategies over nanoporous acidic materials are also discussed.

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“…The use of a single catalyst was on the other hand reported in a recent paper by Bai et al, relying on the use of a hierarchical zeolite with a controlled meso-/microporous morphology MFI-Sn/Al (Scheme 11) [84]. The catalyst proposed contains dual meso-/microporosity and dual Lewis and Brønsted acidity able to promote isomerisation of glucose to fructose, the following dehydration to HMF, and the final etherification to monoether with methanol in a 44% yield.…”

Section: Cascade Processes From C6 and C5 Sugarsmentioning

confidence: 99%

Solid Acids for the Reaction of Bioderived Alcohols into Ethers for Fuel Applications

2019

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The use of solids acids in the synthesis of ethers suitable to be used as fuels or fuel additives were reviewed in a critical way. In particular, the role of Brønsted and Lewis acid sites was highlighted to focus on the pivotal role of the acidity nature on the product distribution. Particular emphasis is given to the recently proposed ethers prepared starting from furfural and 5-hydroxymethyl furfural. Thus, they are very promising products that can be derived from lignocellulosic biomass and bioalcohols and possess very interesting chemical and physical properties for their use in the diesel sector.

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Three-step cascade over a single catalyst: synthesis of 5-(ethoxymethyl)furfural from glucose over a hierarchical lamellar multi-functional zeolite catalyst

Abstract: Glucose conversion over hierarchical lamellar MFI–Sn/Al: accommodating a three-step reaction cascade over a single catalyst for a high yield of 5-(ethoxymethyl) furfural.

Cited by 47 publications

References 56 publications

Two-Dimensional Zeolite Materials: Structural and Acidity Properties

Two-Dimensional Zeolite Materials: Structural and Acidity Properties

Catalytic Upgrading of Biomass‐Derived Sugars with Acidic Nanoporous Materials: Structural Role in Carbon‐Chain Length Variation

Solid Acids for the Reaction of Bioderived Alcohols into Ethers for Fuel Applications

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