Extraction of adipic, levulinic and succinic acids from water using TOPO-based deep eutectic solvents

Riveiro, Elisa; González, Begoña; Domínguez, Ángeles

doi:10.1016/j.seppur.2020.116692

Cited by 51 publications

(18 citation statements)

References 31 publications

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“…Here, geometric optimizations were performed to distinguished one or multiple sets of conformers with similar energies. Manually, the ∆ m H and T m of L-menthol (12.89 kJ/mol; 315.7 K) [48], thymol (22.01 kJ/mol; 323.5 K) [48], and TOPO (53.5 kJ/mol; 326.4 K) [39] were added to be able to predict the solid-liquid equilibria (SLE) of the chosen DESs.…”

Section: Modelingmentioning

confidence: 99%

“…Since then, these DESs have been used in extractive distillation [31], liquid-liquid systems [26,32,33], solid-liquid systems [34][35][36], and biomass fractionations [37,38], to name a few. These DESs are a promising option, as they can liquefy otherwise solid extractants (e.g., TOPO) [39] and extend the availability of possible extractant combinations [40], as was recently shown for desulfurization [41].…”

Section: Introductionmentioning

confidence: 98%

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Hydrophobic Deep Eutectic Solvents for the Recovery of Bio-Based Chemicals: Solid–Liquid Equilibria and Liquid–Liquid Extraction

et al. 2021

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The solid–liquid equilibrium (SLE) behavior and liquid–liquid extraction (LLX) abilities of deep eutectic solvents (DESs) containing (a) thymol and L-menthol, and (b) trioctylphosphine oxide (TOPO) and L-menthol were evaluated. The distribution coefficients (KD) were determined for the solutes relevant for two biorefinery cases, including formic acid, levulinic acid, furfural, acetic acid, propionic acid, butyric acid, and L-lactic acid. Overall, for both cases, an increasing KD was observed for both DESs for acids increasing in size and thus hydrophobicity. Furfural, being the most hydrophobic, was seen to extract the highest KD (for DES (a) 14.2 ± 2.2 and (b) 4.1 ± 0.3), and the KD of lactic acid was small, independent of the DESs (DES (a) 0.5 ± 0.07 and DES (b) 0.4 ± 0.05). The KD of the acids for the TOPO and L-menthol DES were in similar ranges as for traditional TOPO-containing composite solvents, while for the thymol/L-menthol DES, in the absence of the Lewis base functionality, a smaller KD was observed. The selectivity of formic acid and levulinic acid separation was different for the two DESs investigated because of the acid–base interaction of the phosphine group. The thymol and L-menthol DES was selective towards levulinic acid (Sij = 9.3 ± 0.10, and the TOPO and L-menthol DES was selective towards FA (Sij = 2.1 ± 0.28).

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Section: Modelingmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 98%

Hydrophobic Deep Eutectic Solvents for the Recovery of Bio-Based Chemicals: Solid–Liquid Equilibria and Liquid–Liquid Extraction

et al. 2021

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“…They successfully extracted glutaric acid to a purity of 97.2 % with an overall recovery of 69.7 % by using a pH shift and n ‐butanol extraction. Recently, Riverio and co‐workers succeed the extraction of AA from aqueous solutions using the derivatives of trioctylphosphine oxide at extraction efficiencies up to 82.32 % [148] . In summary, predictably, these methods may be used in the future to separate and extract AA from byproducts or reaction solutions.…”

Section: Comparison Of Each Synthesis Pathway Of Bio‐based Adipic Acidmentioning

confidence: 99%

Sustainable Routes for the Synthesis of Renewable Adipic Acid from Biomass Derivatives

Lang

2021

ChemSusChem

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Adipic acid (AA) is a key industrial dicarboxylic acid intermediate used in nylon manufacturing. Unfortunately, the traditional process technology is accompanied by serious environmental pollution. Given the growing demand for adipic acid and the desire to reduce its negative impact on the environment, considerable efforts have been devoted to developing more green and friendly routes. This Review is focused on the latest advances in the sustainable preparation of AA from biomassbased platform molecules, including 5-hydroxymethylfufural, glucose, γ-valerolactone, and phenolic compounds, through biocatalysis, chemocatalysis, and the combination of both.Additionally, the development of state-of-the-art catalysts for different catalytic systems systematically is discussed and summarized, as well as their reaction mechanisms. Finally, the prospects for all preparation routes are critically evaluated and key technical challenges in the development of green and sustainable processes for the manufacture of AA are highlighted. It is hoped that the green adipic acid synthesis pathways presented can provide insights and guidance for further research into other industrial processes for the production of nylon precursors in the future.

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“…Reactive separation is considered a simple, cheapest, and eco-friendly method than other separation methods. , The reactive separation method enhances the productivity in the reactor and reduces the recovery cost in fermentation technology. The researchers have reported the reactive separation to be a more suitable method for the separation of levulinic acid. − Various diluents and extractants can be used to improve the separation efficiency of acid. Trioctylamine (TOA), Aliquat 336, and tri- n -butyl phosphate (TBP) are the primary extractants used to achieve a higher separation efficiency and distribution coefficient in the reactive separation.…”

Section: Introductionmentioning

confidence: 99%

Central Composite Design Approach for Optimization of Levulinic Acid Separation by Reactive Components

Kumar

Shende

Wasewar

2021

Ind. Eng. Chem. Res.

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Separation of levulinic acid from the rejected stream and fermentation broth has become the topic of scientific interest or importance due to its variety of applications. In the present paper, the optimization study is carried out to find the maximum separation efficiency using various independent variables like the initial concentration of levulinic acid, concentration of trioctylamine extractant, temperature, and time. The response surface methodology in combination with central composite design (face-centered) was employed involving 30 experimental runs for the separation of levulinic acid. To understand the effect of independent variables on the separation efficiency and equilibrium constant, various experiments were performed. The optimum condition was observed at 0.5 mol•L −1 as the initial concentration of levulinic acid, 30% trioctylamine as the organic phase at a temperature of 27.5 °C for a shaking time of 4 h, which could lead to a separation efficiency 61.92%, and an equilibrium constant of 4.61 and is in close agreement with the predicted values of 62.23% and 4.61, respectively. The optimized conditions were applied, and three stages in series were designed to achieve 90% recovery of levulinic acid, which could reduce the energy requirement and waste generation and lead to an increase in the separation efficiency of levulinic acid. The obtained results can be used for the recovery of levulinic acid from the rejected stream and fermentation broth.

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Extraction of adipic, levulinic and succinic acids from water using TOPO-based deep eutectic solvents

Cited by 51 publications

References 31 publications

Hydrophobic Deep Eutectic Solvents for the Recovery of Bio-Based Chemicals: Solid–Liquid Equilibria and Liquid–Liquid Extraction

Hydrophobic Deep Eutectic Solvents for the Recovery of Bio-Based Chemicals: Solid–Liquid Equilibria and Liquid–Liquid Extraction

Sustainable Routes for the Synthesis of Renewable Adipic Acid from Biomass Derivatives

Central Composite Design Approach for Optimization of Levulinic Acid Separation by Reactive Components

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