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

Processes ◽  
2021 ◽  
Vol 9 (5) ◽  
pp. 796
Author(s):  
Thomas Brouwer ◽  
Bas C. Dielis ◽  
Jorrit M. Bock ◽  
Boelo Schuur
Keyword(s):  
Lactic Acid ◽  
Formic Acid ◽  
Levulinic Acid ◽  
Deep Eutectic Solvents ◽  
Liquid Extraction ◽  
Lewis Base ◽  
Trioctylphosphine Oxide ◽  
Base Interaction ◽  
Liquid Liquid Extraction ◽  
Solid Liquid

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).

Deep Eutectic Solvents as Azeotrope Breakers: Liquid–Liquid Extraction and COSMO-RS Prediction

2016 ◽  
Vol 4 (10) ◽  
pp. 5640-5650 ◽  
Author(s):  
Andreia S. L. Gouveia ◽  
Filipe S. Oliveira ◽  
Kiki A. Kurnia ◽  
Isabel M. Marrucho
Keyword(s):  
Deep Eutectic Solvents ◽  
Liquid Extraction ◽  
Liquid Liquid Extraction

scholarly journals Solid-liquid separation after liquid-liquid extraction

1969 ◽  
Vol 18 (3) ◽  
pp. 398-399 ◽  
Author(s):  
Taitiro FUJINAGA ◽  
Toru KUWAMOTO ◽  
Eiichiro NAKAYAMA ◽  
Masatada SATAKE
Keyword(s):  
Liquid Extraction ◽  
Liquid Separation ◽  
Liquid Liquid Extraction ◽  
Solid Liquid ◽  
Solid Liquid Separation

scholarly journals Identification of Phytochemicals from the Water Extract of Eurycoma longifolia Roots using Solid-Liquid and Liquid-Liquid Extraction Based Fractionation Techniques

2021 ◽  
Vol 68 (4) ◽  
pp. 765-772
Author(s):  
Lee Suan Chua ◽  
Abirame Segaran ◽  
Hoi Jin Wong
Keyword(s):  
Ethyl Acetate ◽  
Solid Phase ◽  
Water Extract ◽  
Reversed Phase ◽  
Liquid Extraction ◽  
Acetone Precipitation ◽  
Eurycoma Longifolia ◽  
Liquid Liquid Extraction ◽  
Saponin Content ◽  
Solid Liquid

Phytochemicals in the water extract of Eurycoma longofolia roots were identified using both solid-liquid and liquid-liquid extraction based fractionation techniques. A reversed phase C18 solid phase extraction (SPE) was used as solid-liquid extraction, whereas solvent partition was applied as liquid-liquid extraction. Total saponin was increased after fractionation. A few known quassinoids; eurycomanone, 13α(21)-epoxyeurycomanone, pasakbumin D, 13β,18-dihydroeurycomanol and 13β,21-dihydroxyeurycomanol were identified from the 40% and 60% methanol fractions of SPE. Solvent partition extract using ethyl acetate was found to have the highest saponin content compared to butanol and chloroform fractions. Subsequent acetone precipitation of the organic fractions recovered a formylated hexose trimer and other saccharide-containing compounds. Ethyl acetate effectively recovered saponins from E. longofolia water extract using liquid-liquid extraction followed by acetone precipitation.

scholarly journals Highly Efficient, Tripodal Ion-Pair Receptors for Switching Selectivity between Acetates and Sulfates Using Solid–Liquid and Liquid–Liquid Extractions

2020 ◽  
Vol 21 (24) ◽  
pp. 9465
Author(s):  
Marta Zaleskaya ◽  
Łukasz Dobrzycki ◽  
Jan Romański
Keyword(s):  
Binding Sites ◽  
Liquid Extraction ◽  
Ion Pair ◽  
Anion Binding ◽  
Binding Modes ◽  
Anion Receptor ◽  
X Ray ◽  
Liquid Liquid Extraction ◽  
Solid Liquid Extraction ◽  
Solid Liquid

A tripodal, squaramide-based ion-pair receptor 1 was synthesized in a modular fashion, and 1H NMR and UV-vis studies revealed its ability to interact more efficiently with anions with the assistance of cations. The reference tripodal anion receptor 2, lacking a crown ether unit, was found to lose the enhancement in anion binding induced by presence of cations. Besides the ability to bind anions in enhanced manner by the “single armed” ion-pair receptor 3, the lack of multiple and prearranged binding sites resulted in its much lower affinity towards anions than in the case of tripodal receptors. Unlike with receptors 2 or 3, the high affinity of 1 towards salts opens up the possibility of extracting extremely hydrophilic sulfate anions from aqueous to organic phase. The disparity in receptor 1 binding modes towards monovalent anions and divalent sulfates assures its selectivity towards sulfates over other lipophilic salts upon liquid–liquid extraction (LLE) and enables the Hofmeister bias to be overcome. By changing the extraction conditions from LLE to SLE (solid–liquid extraction), a switch of selectivity from sulfates to acetates was achieved. X-ray measurements support the ability of anion binding by cooperation of the arms of receptor 1 together with simultaneous binding of cations.

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