Dehydrative etherification of carbohydrates to 5-ethoxymethylfurfural over SBA-15-supported Sn-modified heteropolysilicate catalysts

Rao, B. V.; Lakshmi, D. Dhana; Kumari, Priyanka; Rajitha, P.; Lingaiah, N.

doi:10.1039/d0se00509f

Cited by 30 publications

(11 citation statements)

References 34 publications

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“…In our work, we successfully developed a −OH group-functionalized porous organic polymer by a simple FeCl 3 -assisted polymerization reaction between catechol & dimethoxymethane. So, it is quite clear that the presence of a OH group is the main culprit for the formation of EMF as a side product, which finely matches with the recent work . The abovementioned work clearly demonstrated the presence of a weak desorption peak at 170 °C in NH 3 TPD analysis, due to the Lewis acidic site achieved from the hydroxyl group of the SBA-15 catalyst.…”

Section: Resultsmentioning

confidence: 99%

“…So, it is quite clear that the presence of a OH group is the main culprit for the formation of EMF as a side product, which finely matches with the recent work. 66 The abovementioned work clearly demonstrated the presence of a weak desorption peak at 170 °C in NH 3 TPD analysis, due to the Lewis acidic site achieved from the hydroxyl group of the SBA-15 catalyst. In our work, NH 3 TPD of C-POP reveals the surface acid strength to be 3.20 mmol/g, clearly demonstrating the strong acidic nature due to the presence of a large number of −OH groups of the catechol monomer unit in the polymer framework (Figure S15).…”

Section: ■ Results and Discussionmentioning

confidence: 99%

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Navigating Copper-Atom-Pair Structural Effect inside a Porous Organic Polymer Cavity for Selective Hydrogenation of Biomass-Derived 5-Hydroxymethylfurfural

Sarkar

Paul

Shit

et al. 2021

ACS Sustainable Chem. Eng.

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In recent times, selective hydrogenation of biomass-derived 5-hydroxymethylfurfural(5-HMF) to produce novel difuranic polyol scaffold 2,5-dihydroxymethylfuran (DHMF) has attracted the interests of the many researchers due to its peculiar symmetrical structure as well as its wide application as a monomer for the preparation of cross-linked polyesters and polyurethane. Copper-based catalysts have been explored accountable for the selective catalytic hydrogenation however the hurdles are still associated with the strongly reducing H2 atmosphere and oxidizing C-O bond that makes the Cu 0 and Cu x+ surface active species unstable, limiting the rational design of highly efficient integrated catalyst systems. To address this, herein, we built catalytic systems for 5-HMF hydrogenation with stable and balanced Cu 0 and Cu x+ active surface species inside the nanocage of catechol based Porous-Organic-Polymer (POP) endowed with large surface areas, impressive stabilities, and spatial restriction inhibiting NPs aggregation.Batch reactor screening indentified that superior catalytic performance (DHMF selectivity of 98%) has been achieved with our newly designed Cu@C-POP at 150ºC temperature and 20 bar H2 pressure, which was also higher than that of other reported copper catalysts. Comprehensive characterizations understanding with H2-TPR and XPS study revealed that substantially boosted activity is induced by the presence of bulk CuOx phase and atomically dispersed Cu species incorporating isolated Cu ions, which are further confirmed through the positive binding energy shift of Cu-2p3/2 XPS spectra (~0.4eV). The Cu environment in our catalytic systems comprises predominantly square planar (well probably Jahn-Teller distorted Oh) which we gleaned from the EXAFS analysis featuring two adjacent copper atoms with the valence state in between of 0 and +2 as validated by XANES absorption edge positions. EXAFS studies further revealed a

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Section: Resultsmentioning

confidence: 99%

Section: ■ Results and Discussionmentioning

confidence: 99%

Navigating Copper-Atom-Pair Structural Effect inside a Porous Organic Polymer Cavity for Selective Hydrogenation of Biomass-Derived 5-Hydroxymethylfurfural

Sarkar

Paul

Shit

et al. 2021

ACS Sustainable Chem. Eng.

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“…It means that the substrate was easier to adsorb on the surface of the catalyst, thereby contacting and reacting with the exposed active sites. 41…”

Section: Resultsmentioning

confidence: 99%

Hydrophobic species-enabled acid–base multi-catalysis for stereoselective access to renewable trans-anethole

Liu

et al. 2022

Dalton Trans.

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“…Specifically, the more types of metals contained in the catalyst, the better the catalytic efficiency. In addition, choosing a suitable ratio of Brønsted/ Lewis acid can improve the selectivity of EMF (Srinivasa Rao et al, 2020). For the ratio of strong/weak acid, when the weak acid accounts for more, it is harmful to glucose isomerization, fructose dehydration, and HMF etherification, resulting in lower EMF selectivity.…”

Section: Bifunctional Acid Catalystsmentioning

confidence: 99%

“…Obtaining EMF from glucose usually requires a higher temperature and longer reaction time (Srinivasa Rao et al, 2020;Wang et al, 2021). However, continuously increasing the reaction temperature and time leads to the decrease in the yield of EMF, which is due to the unstable EMF and easily converted to EL under high temperature and long time (Zheng et al, 2021).…”

Section: Reaction Conditionsmentioning

confidence: 99%

Catalytic Upgrading of Lignocellulosic Biomass Sugars Toward Biofuel 5-Ethoxymethylfurfural

Liu

Luo

et al. 2022

Front. Chem.

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The conversion of biomass into high-value chemicals through biorefineries is a requirement for sustainable development. Lignocellulosic biomass (LCB) contains polysaccharides and aromatic polymers and is one of the important raw materials for biorefineries. Hexose and pentose sugars can be obtained from LCB by effective pretreatment methods, and further converted into high-value chemicals and biofuels, such as 5-hydroxymethylfurfural (HMF), levulinic acid (LA), γ-valerolactone (GVL), ethyl levulinate (EL), and 5-ethoxymethylfurfural (EMF). Among these biofuels, EMF has a high cetane number and superior oxidation stability. This mini-review summarizes the mechanism of several important processes of EMF production from LCB-derived sugars and the research progress of acid catalysts used in this reaction in recent years. The influence of the properties and structures of mono- and bi-functional acid catalysts on the selectivity of EMF from glucose were discussed, and the effect of reaction conditions on the yield of EMF was also introduced.

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Dehydrative etherification of carbohydrates to 5-ethoxymethylfurfural over SBA-15-supported Sn-modified heteropolysilicate catalysts

Abstract: Introduction of Sn into heteropoly silicate led to generate Lewis acidity. Conversion of carbohydrates to EMF requires both Brønsted and Lewis acidity to yield more EMF. The activity increased with increase in Lewis acidity of the Sn0.75STA/SBA-15 catalysts.

Cited by 30 publications

References 34 publications

Navigating Copper-Atom-Pair Structural Effect inside a Porous Organic Polymer Cavity for Selective Hydrogenation of Biomass-Derived 5-Hydroxymethylfurfural

Navigating Copper-Atom-Pair Structural Effect inside a Porous Organic Polymer Cavity for Selective Hydrogenation of Biomass-Derived 5-Hydroxymethylfurfural

Hydrophobic species-enabled acid–base multi-catalysis for stereoselective access to renewable trans-anethole

Catalytic Upgrading of Lignocellulosic Biomass Sugars Toward Biofuel 5-Ethoxymethylfurfural

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