Selective Chemical Conversion of Sugars in Aqueous Solutions without Alkali to Lactic Acid Over a Zn-Sn-Beta Lewis Acid-Base Catalyst

Wu, Dong; Shen, Zheng; Peng, Bo-Yu; Gu, Minyan; Zhou, Xuefei; Xiang, Bin; Zhang, Yalei

doi:10.1038/srep26713

Cited by 96 publications

(113 citation statements)

References 31 publications

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“…In addition, an obvious change in the color of the reaction solution from brown‐red to dark brown occurred gradually, which was attributed the formation of the polymer. Further increase in the reaction temperature to 200 °C resulted in a decrease in the yields of both MLA and MMF, probably because the higher temperature accelerated the retro‐aldol condensation reaction and rehydration of MMF to MLE, while simultaneously increased the polymerization of products under acidic conditions ,,. Clearly, 160 °C is the optimal reaction temperature for the conversion of fructose to MLA.…”

Section: Resultsmentioning

confidence: 99%

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Synergistic Production of Methyl Lactate from Carbohydrates Using an Ionic Liquid Functionalized Sn‐Containing Catalyst

et al. 2018

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Considerable progress has been made recently in the catalytic conversion of renewable biomass resources to methyl lactate (MLA). However, conceiving eco-friendly and effective catalytic systems for the production of MLA from biomass carbohydrates remains a key challenge. Herein, we report a multifunctional catalyst Sn(salen)/IL, consisting of a Sn(salen) complex and an imidazolium-based ionic liquid (IL), which acts via an intramolecular synergistic effect to convert carbohydrates to MLA in methanol. The versatile properties of the resultant catalyst were revealed to be responsible for the conversion of fructose to MLA and the efficient suppression of undesired side reactions. This catalyst displayed outstanding catalytic activity, high selectivity, and excellent recyclability, giving an MLA yield of up to 68.9 % at 160 8C after 2 h. The results of this study will contribute to new approaches for designing synergistic catalysts for producing liquid fuels and chemicals from biomass resources.

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Section: Resultsmentioning

confidence: 99%

“…For example, the weakly basic ionic liquid [OMIm]Br with the strongly nucleophilic Br − showed strong interactions with carbohydrates ,. However, to overcome the drawbacks encountered with homogeneous catalysts, various heterogeneous catalysts have been explored in recent years ,. In particular, Taarning et al.…”

Section: Introductionmentioning

confidence: 99%

Synergistic Production of Methyl Lactate from Carbohydrates Using an Ionic Liquid Functionalized Sn‐Containing Catalyst

et al. 2018

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“…Although significant progress in the conversion of carbohydrates into LA has been achieved over dual Brønsted/Lewis acid porous catalysts, some undesirable side reactions associated with the dehydration of carbohydrates occur in aqueous solution due to the presence of Brønsted acid sites . Thus, a Lewis acid–base bifunctional catalyst (Zn‐Sn‐Beta) was developed with the aim of suppressing side reactions related to carbohydrate dehydration, thereby facilitating the formation of LA . The introduction of Zn into Sn‐Beta not only enhanced the Lewis acidity (as confirmed by FTIR analysis of pyridine adsorption, 0.17 mmol g −1 of Lewis acid sites), but also created Lewis basicity (as verified by CO 2 temperature‐programmed desorption).…”

Section: Catalytic Processes With a Decrease In Carbon Numbermentioning

confidence: 99%

“…The introduction of Zn into Sn‐Beta not only enhanced the Lewis acidity (as confirmed by FTIR analysis of pyridine adsorption, 0.17 mmol g −1 of Lewis acid sites), but also created Lewis basicity (as verified by CO 2 temperature‐programmed desorption). A yield reaching 48 % for LA was attained from glucose over Zn‐Sn‐Beta in water at 190 °C under ambient air pressure after 2 h (Table , entry 8) . The high yield of LA in aqueous solution benefited from the Lewis basicity of Zn‐Sn‐Beta, which suppressed side reactions associated with carbohydrate dehydration.…”

Section: Catalytic Processes With a Decrease In Carbon Numbermentioning

confidence: 99%

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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“…erefore, to find the modified Sn-based catalysts is a good choice with respect to LA production, accordingly. As illustrated in Table 2 (Entry 2-4), Sn(IV)-based organometallic complexes [66], Zn-Sn-Beta Lewis acid-base catalyst [67], and Pb-Sn-Beta catalyst [68] were investigated in detail to prepare LA from fructose, sucrose, and glucose, respectively. Acceptable LA yields could be obtained using the aforementioned catalysts and Sn species bearing the good Lewis acid character was believed to play the key role regarding the formation of LA step.…”

Section: 22mentioning

confidence: 99%

Chemocatalytic Production of Lactates from Biomass-Derived Sugars

Zhang

et al. 2018

International Journal of Chemical Engineering

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In recent decades, a great deal of attention has been paid to the exploration of alternative and sustainable resources to produce biofuels and valuable chemicals, with aims of reducing the reliance on depleting confined fossil resources and alleviating serious economic and environmental issues. In line with this, lignocellulosic biomass-derived lactic acid (LA, 2-hydroxypropanoic acid), to be identified as an important biomass-derived commodity chemical, has found wide applications in food, pharmaceuticals, and cosmetics. In spite of the current fermentation of saccharides to produce lactic acid, sustainability issues such as environmental impact and high cost derived from the relative separation and purification process will be growing with the increasing demands of necessary orders. Alternatively, chemocatalytic approaches to manufacture LA from biomass (i.e., inedible cellulose) have attracted extensive attention, which may give rise to higher productivity and lower costs related to product work-up. is work presents a review of the state-of-the-art for the production of LA using homogeneous, heterogeneous acid, and base catalysts, from sugars and real biomass like rice straw, respectively. Furthermore, the corresponding bio-based esters lactate which could serve as green solvents, produced from biomass with chemocatalysis, is also discussed. Advantages of heterogeneous catalytic reaction systems are emphasized. Guidance is suggested to improve the catalytic performance of heterogeneous catalysts for the production of LA.

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Selective Chemical Conversion of Sugars in Aqueous Solutions without Alkali to Lactic Acid Over a Zn-Sn-Beta Lewis Acid-Base Catalyst

Cited by 96 publications

References 31 publications

Synergistic Production of Methyl Lactate from Carbohydrates Using an Ionic Liquid Functionalized Sn‐Containing Catalyst

Synergistic Production of Methyl Lactate from Carbohydrates Using an Ionic Liquid Functionalized Sn‐Containing Catalyst

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

Chemocatalytic Production of Lactates from Biomass-Derived Sugars

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