Tetrabutylammonium Chloride Research Articles

Reversible dye extraction from aqueous matrices using ammonium salt-based deep eutectic solvents

Recovery of dyes present in liquid solutions was achieved with efficiencies higher than 99 %, using deep eutectic solvents composed of tetrabutylammonium chloride and decanoic acid. The method produces a totally decolorized water. Both the reuse of the clean water and of the extracted dye is plausible via this treatment, as the colorant can be recovered from the organic phase after the liquid–liquid extraction. The solvent is physically and chemically characterized, in a wide arrange of temperatures, and its behavior in liquid–liquid equilibria with water was also studied. The process works for a broad range of dye concentrations, and with a very low consumption of solvent (optimized volumetric ratio between organic and aqueous phases was 1/16). Optimized processing times set the duration of the treatment at 20 min, including the recovery of the dye from the extracted phase. The capabilities of the solvent were tested against synthetic effluents composed by industrial dyes and auxiliary agents that typically appear on dyeing processes, maintaining efficiencies above 99 %. The deep eutectic solvents also work equally well for extracting mixtures of dyes.

Oil-soluble deep eutectic solvent functionalized graphene oxide towards synergistic lubrication in non-polar PAO 20 lubricant

Although deep eutectic solvents (DESs) have shown excellent surface modification and lubrication properties, there have been seldom reports concerning the effect of those characters on the tribological behavior of nanoparticles as non-polar oil additives. Here, we grafted tetrabutylammonium chloride and octanol-based oil-soluble DES onto the base plane or interlayer of GO through a long aliphatic chain, chloride ion and C-N covalent functionalization, forming functionalized GO (DES/GO). The DES/GO could well disperse in a nonpolar polyalphaolefin base oil (PAO 20) to construct DES/GO hybrid PAO 20. Moreover, the friction and wear of DES/GO hybrid PAO 20 oil decreased by 35% and 41% compared with those of pure PAO 20 oil. The splendid interfacial lubrication depends on the formation of uniform, dense, and strong graphene-like tribofilm to shield the tribo-interfaces against wear. And the grafted DES on GO further participates in the tribochemical reaction to form the FexOy, FeCl2 or FeCl3 and tetraalkylammonium salt tribochemical film. The self-lubricating performance of GO and tribochemical reaction of DES together achieve a synergistic lubrication effect.

Nature of a Tetrabutylammonium Chloride-Levulinic Acid Deep Eutectic Solvent.

A deep eutectic solvent was formed by considering the mixtures of tetrabutylammonium chloride and levulinic acid, and it is studied via a combined theoretical and experimental approach. Physicochemical properties were measured as a function of temperature, providing a macroscopic characterization of the fluid. Quantum chemistry and classical molecular dynamics simulations were carried out for the nanoscopic characterization, providing attention to the nature, extension, and dynamics of the hydrogen bonding network, which is at the root of the properties of the fluid. The reported study allows multiscale characterization of this fluid as an archetypical example of a natural, low-cost, and sustainable fluid.

Physicochemical characterization of hydrophobic type III and type V deep eutectic solvents based on carboxylic acids

In the present work, novel type III and type V deep eutectic solvents (DESs) were prepared by mixing choline chloride (ChCl), tetrabutylammonium chloride (TBAC) or thymol as HBA, and different alkyl chain length carboxylic acids as HBD (acetic, oxalic, palmitic, stearic, oleic and linoleic acid) at various molar ratios. The hydrophobic DESs were characterized by infrared spectroscopy (FT-IR) and proton nuclear magnetic resonance (1H NMR), concluding the formation of intermolecular interactions, as hydrogen bonds between the precursors. Thermogravimetric analysis (TGA) was used to obtain the thermal decomposition profiles of the prepared DESs, proving interactions between the precursors and decomposition temperatures with values, which are found in the ranges of the precursor constituents and higher than 170 °C. Other physicochemical properties, such as density, thermal expansion coefficient, dynamic viscosity, refractive index, surface tension, and thermal and ionic conductivities have been determined. Furthermore, the ability of these DESs as UV filter extractants from aqueous samples using a dispersive liquid–liquid microextraction (DLLME) previous to liquid chromatographic analysis was demonstrated. Therefore, these type III and type V DESs could be applied to the extraction of pollutants from environmental water samples.

Recyclable deep eutectic solvents for recycling LiCoO2 from spent lithium-ion batteries with high selectivity

The use of green deep eutectic solvents (DESs) to recover valuable metals from spent lithium-ion batteries is both environmentally and economically beneficial. In this work, we proposed a novel method for recovering the cathode material, LiCoO2. LiCoO2 was selectively leached using a DES, comprised of chloroacetic acid and tetrabutylammonium chloride, with oxalic acid added. Cobalt was totally leached, and lithium was converted into Li2C2O4 and precipitated in the DES. After filtration, Li2C2O4 was obtained and the DES with dissolving Co was yielded. When water was added to the DES, cobalt precipitated as oxalate. Finally, after simply evaporating water in the DES, it could continue to be reused as a leaching agent. Importantly, LiCoO2 with a 100% yield could be recovered via the DES recycling process. The mechanism of LiCoO2 leaching with the DES was revealed. We have successfully created a recyclable method that is ecologically benign and acceptable for the lithium-ion battery recycling industry.

Investigation of Chloride Anion Binding Properties of Glipizide Drug

This study addresses the anion binding property of Glipizide (GLP), an oral antidiabetic a second-generation drug member of the sulphonylurea (SU) family. GLP effectively interacts with Cl- anion according to 1H-NMR spectroscopic titrations of successive tetrabutylammonium chloride (TBACl) in deuterated chloroform (CDCl3) and dimethyl sulfoxide (d6-DMSO). Upon the addition of TBACl, the change in chemical shift was observed for both N-H protons of SU in CDCl3, whereas it causes a difference in the shift of only one of N-H proton in SU in d6-DMSO. In addition, the data obtained from 1H-NMR spectroscopic titrations was analyzed by DynaFit program to calculate the binding constant (Ka) value between GLP and Cl- anion. It was found that GLP binds Cl- anion in CDCl3 with higher affinity (Ka=77.37 M-1, Fitplot for N-Hh proton at δ=6.47 ppm) than in d6-DMSO (Ka=38.53 M-1, Fitplot for N-Hh proton at δ=6.32 ppm).

Oxidation of the Platinum(II) Anticancer Agent [Pt{(p-BrC6F4)NCH2CH2NEt2}Cl(py)] to Platinum(IV) Complexes by Hydrogen Peroxide.

PtIV coordination complexes are of interest as prodrugs of PtII anticancer agents, as they can avoid deactivation pathways owing to their inert nature. Here, we report the oxidation of the antitumor agent [PtII(p-BrC6F4)NCH2CH2NEt2}Cl(py)], 1 (py = pyridine) to dihydroxidoplatinum(IV) solvate complexes [PtIV{(p-BrC6F4)NCH2CH2NEt2}Cl(OH)2(py)].H2O, 2·H2O with hydrogen peroxide (H2O2) at room temperature. To optimize the yield, 1 was oxidized in the presence of added lithium chloride with H2O2 in a 1:2 ratio of Pt: H2O2, in CH2Cl2 producing complex 2·H2O in higher yields in both gold and red forms. Despite the color difference, red and yellow 2·H2O have the same structure as determined by single-crystal and X-ray powder diffraction, namely, an octahedral ligand array with a chelating organoamide, pyridine and chloride ligands in the equatorial plane, and axial hydroxido ligands. When tetrabutylammonium chloride was used as a chloride source, in CH2Cl2, another solvate, [PtIV{(p-BrC6F4)NCH2CH2NEt2}Cl(OH)2(py)].0.5CH2Cl2,3·0.5CH2Cl2, was obtained. These PtIV compounds show reductive dehydration into PtII [Pt{(p-BrC6F4)NCH=CHNEt2}Cl(py)], 1H over time in the solid state, as determined by X-ray powder diffraction, and in solution, as determined by 1H and 19F NMR spectroscopy and mass spectrometry. 1H contains an oxidized coordinating ligand and was previously obtained by oxidation of 1 under more vigorous conditions. Experimental data suggest that oxidation of the ligand is favored in the presence of excess H2O2 and elevated temperatures. In contrast, a smaller amount (1Pt:2H2O2) of H2O2 at room temperature favors the oxidation of the metal and yields platinum(IV) complexes.

Insight into the experiment and extraction mechanism for separating carbazole from anthracene oil with quaternary ammonium-based deep eutectic solvents

Carbazole is an irreplaceable basic organic chemical raw material and intermediate in industry. The separation of carbazole from anthracene oil by environmental benign solvents is important but still a challenge in chemical engineering. Deep eutectic solvents (DESs) as a sustainable green separation solvent have been proposed for the separation of carbazole from model anthracene oil. In this research, three quaternary ammonium-based DESs were prepared using ethylene glycol (EG) as hydrogen bond donor and tetrabutylammonium chloride (TBAC), tetrabutylammonium bromide or choline chloride as hydrogen bond acceptors. To explore their extraction performance of carbazole, the conductor-like screeningmodelfor real solvents (COSMO-RS) model was used to predict the activity coefficient at infinite dilution (γ∞) of carbazole in DESs, and the result indicated TBAC:EG (1:2) had the stronger extraction ability for carbazole due to the higher capacity at infinite dilution (C∞) value. Then, the separation performance of these three DESs was evaluated by experiments, and the experimental results were in good agreement with the COSMO-RS prediction results. The TBAC:EG (1:2) was determined as the most promising solvent. Additionally, the extraction conditions of TBAC:EG (1:2) were optimized, and the extraction efficiency, distribution coefficient and selectivity of carbazole could reach up to 85.74%, 30.18 and 66.10%, respectively. Moreover, the TBAC:EG (1:2) could be recycled by using environmentally friendly water as antisolvent. In addition, the separation performance of TBAC:EG (1:2) was also evaluated by real crude anthracene, the carbazole was obtained with purity and yield of 85.32%, 60.27%, respectively. Lastly, the extraction mechanism was elucidated by σ-profiles and interaction energy analysis. Theoretical calculation results showed that the main driving force for the extraction process was the hydrogen bonding ((N–H…Cl) and van der Waals interactions (C–H…O and C–H…π), which corresponding to the blue and green isosurfaces in IGMH analysis. This work presented a novel method for separating carbazole from crude anthracene oil, and will provide an important reference for the separation of other high value-added products from coal tar.

Deep eutectic solvents based in situ isolation technique for extractive deterpenation of essential oils

Essential oils, intricate blends of volatile compounds obtained from a variety of sources, play a crucial role in numerous industries. To elevate product quality, deterpenation becomes an indispensable step. This study proposes an in situ isolation technique based on deep eutectic solvents (DESs) for the deterpenation of essential oil. Salient features of relevant compounds were obtained using conductor-like screening model for real solvents (COSMO-RS) and density functional theory (DFT) methods to predict deterpenation performance. Tetrabutylammonium chloride (TBAC) was chosen based on the results of theoretical analysis and experiment to extract hydroxy-terpenoids. COSMO-RS was employed to evaluate the extraction performance at different molar ratios, and then combined with experimental analysis to determine the optimal conditions. The σ-profiles of organic solvents and their interactions with terpene revealed n-hexane to be the best solvent for purifying DES. TBAC and terpenoids were obtained through the re-extraction procedure, with a recovery of 81.8–84.4%.

Enantioselective Separation of Synthetic Cathinones by Capillary Electrophoresis with Ionic Liquid and Cyclodextrin Buffer Co-Additives

The enantioselective separation of synthetic cathinones via capillary electrophoresis with ultraviolet detection (CE-UV) was successfully achieved using an acidic formate buffer with the ionic liquid tetrabutylammonium chloride (TBAC) and beta-cyclodextrin (β-CD) as co-additives. Synthetic cathinones (also known as “bath salts”) belong to a class of unregulated drugs labeled new psychoactive substances (NPS). These drugs are readily available and can cause paranoia, confusion, violence, and suicidal thoughts. The stereochemistry of synthetic cathinones, as with other drugs, can influence their potency, toxicity, metabolism, and interaction with other molecules. Thus, it is important to be able to effectively separate different types of synthetic cathinone as well as to resolve enantiomers of each. A study of buffer additives, pH, and counter ions was conducted to identify a system yielding complete enantioselective separation of synthetic cathinones by capillary electrophoresis. Buffer additives TBAC and β-CD, when used separately, did not afford the desired separation; however, when employed as co-additives, enantiomers of each of six different bath salt standards (pentylone, 4-MEC, methylone, MDPBP, MDPV, and naphyrone) were resolved. Achieving this separation of a complex mixture of closely related illicit drugs by CE using an ionic liquid and cyclodextrin together, as buffer co-additives, may provide a new starting point from which to approach the enantiomeric analysis of other drug samples as syntheses of NPS continue to rapidly evolve to evade regulation and law enforcement.

Selective enzymes separation from the fermentation broth of Yarrowia lipolytica using aqueous two-phase system based on quaternary ammonium compounds

Aqueous two-phase systems (ATPS) are considered efficient and sustainable downstream processing techniques in extracting and separating enzymes. In this work, we evaluated the use of ATPS based on quaternary ammonium (tetrabutylammonium bromide ([N4444]Br), tetrabutylammonium chloride ([N4444]Cl), choline chloride (ChCl), and betaine) + potassium phosphate buffer (pH 7) to separate selective lipase and protease from the fermentation broth with Y. lipolytica. Cultivation in YPD medium supplemented with 200 mM potassium phosphate buffer (pH 7) in the preparation of the culture medium positively influenced the production of lipase and protease, whereby led to lesser pH variations and better values of biomass production (15.29 g p.s. L-1), lipolytic (455.96 U L-1), and proteolytic activity (23.70 U L-1). The presence of the culture medium enhanced the two-phase region, and the phase separation followed the order of ammonium compounds hydrophobicity: [N4444]Br > [N4444]Cl > betaine > ChCl. Lipase was partitioned mainly to the ammonium-rich phase and protease migrates preferentially to the salt-rich phase in all systems studied. Remarkable extraction efficiencies of 100% for lipase and 96.87% for protease were achieved in a single step for [N4444]Cl-based ATPS. Furthermore, a high level of purification was achieved with values of 10.55 and 1.69 for lipase and protease, respectively. According to the remarkable results, quaternary ammonium-based ATPS can be considered an alternative and efficient platform to separate lipase from protease, obtaining two high-value-added compounds selectively.

Antioxidative 2D Bismuth Selenide via Halide Passivation for Enhanced Device Stability.

The topological insulator 2D Bi2Se3 is promising for electronic devices due to its unique electronic properties; however, it is challenging to prepare antioxidative nanosheets since Bi2Se3 is prone to oxidation. Surface passivation using ligand agents after Bi2Se3 exfoliation works well to protect the surface, but the process is time-consuming and technically challenging; a passivation agent that is stable under a highly biased potential is significant for in situ passivation of the Bi2Se3 surface. In this work, the roles of halide anions (Cl-, Br-, and I-) in respect of the chemical properties of synthetic Bi2Se3 nanosheets during electrochemical intercalated exfoliation were investigated to determine the antioxidation capacity. It was found that Bi2Se3 nanosheets prepared in a solution of tetrabutylammonium chloride (TBA+ and Cl-) have the best oxidation resistance via the surface bonding of Bi with Cl, which promotes obtaining better device stability. This work paves an avenue for adjusting the components of the electrolyte to further promote the stability of 2D Bi2Se3-nanosheet-based electronic devices.

Outstanding Performance of the Deep Eutectic Solvent-Based Aqueous Biphasic System Constructed with Sodium Citrate for a Green Gold Separation.

Aqueous biphasic systems (ABSs) that are based on deep eutectic solvents (DESs) are environmentally benign systems to use for metal ion separation. In this work, a series of DESs was synthesized for the first time with PEG 400 as hydrogen bond donors and tetrabutylphonium bromide (P4Br), tetrabutylammonium bromide (N4Br), or tetrabutylammonium chloride (N4Cl) as hydrogen bond acceptors, and then they were combined with citrate (Na3C6H5O7), which is eco-friendly, to construct an ABS for use in the separation of Au(I) from an aurocyanide solution. Phase diagrams of DESs + Na3C6H5O7 + H2O systems were constructed using the experimentally measured data. Multiple factors that affect the efficiency of the gold extraction were studied; these factors were the species of salt or DES and their content, the equilibrium pH, the oscillation time, and the initial gold concentration. Gold(I) is preferentially retained in the DES-rich phase, and the P4Br:PEG 1:2 + Na3C6H5O7 + H2O system has a high extraction efficiency of 100.0% under optimized conditions. FT-IR, NMR, and TEM characterizations and DFT calculations show that the migration of Au(I) from the salt-rich to the DES-rich phase follows an ion exchange mechanism. Specifically, Au(CN)2- replaces Br- in the original P4Br and generates a stable ion pair with the quaternary phosphonium salt cation, P+, and this replacement is driven by electrostatic attractions. A new strong hydrogen bond network simultaneously forms between the anionic Au(CN)2- and the -OH group in the PEG 400 component. Finally, the gold of Au(I)-loaded P4Br:PEG 1:2 can be successfully reduced by sodium borohydride with an efficiency of 100.0%. The strategy to extract gold(I) from alkaline cyanide solutions using an ABS based on DESs as proposed in this work provides a potential platform for developing green technology for recovering gold.

Deep Eutectic Solvent Stir Bar Sorptive Extraction: A Rapid Microextraction Technique for the Determination of Vitamin D3 by Spectrophotometry.

In this paper, a new microextraction method, named deep eutectic solvent stir bar sorptive extraction (DES-SBSE), is described that utilizes a hydrophobic DES (hDES) as a coating for SBSE. As a model, vitamin D3 was extracted efficiently by this technique from different real samples before its spectrophotometric determination. A conventional magnet was encapsulated inside a glass bar (1.0 cm × 2 mm) and coated by the hDES consisting of tetrabutylammonium chloride and heptadecanoic acid (mole ratio 1:2). Parameters affecting microextraction were studied and optimized by one-variable-at-a-time, central composite design, and Box-Behnken design methods. Under the optimum conditions, the detection limit of 0.08 μg L-1 could be reached. The linear range of the method was between 0.5 and 1000.0 μg L-1 for the analyte. Precision for intraday repeatability and interday reproducibility of the method was better than 3.1 and 4.2, respectively. A single stir bar could be used for at least 50 successive extractions and the batch-to-batch reproducibility of SB coated with hDES was 4.5%.

Synergetic ultrasound assisted catalytic oxidative extractive desulfurization of tire pyrolysis oil employing sustainable protic deep eutectic solvents

One-pot ultrasound-assisted selective oxidative extractive desulfurization (UA-SOEDS) of tire pyrolysis oil (TPO) was carried out with sustainable protic deep eutectic solvent (pDES) synthesized with quaternary ammonium salts as HBA and organic acids as HBD. The Tetrabutyl ammonium chloride and malic acid-based pDES with moderate viscosity resulted in a maximum Sulphur removal of (92.6 % (w/v)). A central composite design-based optimization of essential variables (US time (12 min), US temperature (333.15 K), US power (1.2 kW) and pDES/TPO ratio (22.5 % v/v)) was carried out resulting in an effective sulfur removal rate of (93.6% w/w). The pDES post extraction was recovered with the addition of isooctane and reused for consecutive cycles of UA-SOEDS process, loosing its characteristic oxidative extraction property after 3rd cycle (68.53%). The chromatographic analysis confirmed the presence of long-chain hydrocarbons in the oxidized TPO which confirms its property as a good fuel. The physicochemical properties and the calorific value of the resulting base oil were determined making it a suitable candidate as an alternative green fuel meeting the international standards of soluble Sulphur.

Ionic Liquids as Environmental Pollutants-Analysis of the Effect of Tetrabutylammonium Chloride on the Growth and Development of Wheat and Cucumber.

Ionic liquids are a huge group of chemical compounds that have found, or may, in the future, find, applications in various industries. These compounds are characterized by excellent physical, chemical, and biological properties, but a big problem is their environmental impact. One of the representatives of this group of compounds is tetrabutylammonium chloride ([TBA][Cl]). In this present study, the effects of [TBA][Cl] were evaluated on two popular plant species-a monocotyledonous plant-wheat (Triticum aestivum L.) and a dicotyledonous plant-cucumber (Cucumis sativus L.). The results showed that the compound caused a pronounced inhibition of plant growth and roots, as well as plant fresh weight yield. An increase in plant dry weight was observed at the same time. Despite the decrease in the content of photosynthetic pigments, no major changes were observed in chlorophyll fluorescence. All observed changes were strongly related to the applied concentration of the compound.

Muscle-Like Supramolecular Polymers with Dual Motion Patterns.

Benefiting from the features like polymeric linear structures, stimuli-responsiveness and dynamic adaptiveness, supramolecular polymers (SPs) are favored as exploiting muscle-like materials, allowing for imitating the muscle functions. However, a substantial part of these materials barely owned an unitary motion orientation while it was obviously known that muscle movements involved distinct orientations. Herein, M1 holding the structure of 44-membered macrocycle with two aldehyde groups was designed, meanwhile, M2 comprising of secondary ammonium ions, 3,5-di-tert-butylphenyl groups as well as the alkyl chains was fabricated, for which it could be assembled with M1 to generate SPs based on host-guest interactions from a large macrocycle and two secondary ammonium ions. SPs underwent vertical compression upon the addition of N2 H4 owing to the forming dynamic covalent bonds, notably, mechanically interlocked structures were also generated. Afterwards, the vertically compressed SPs experienced horizontal shrinkage when tetrabutylammonium chloride was contributed due to the destruction of host-guest interactions.

Energy-Efficient and Green Extraction of Bismuth Metal in Methanesulfonic Acid-Based Membrane Electrochemical Systems

As the mainstream hydrometallurgical medium of bismuth sulfide concentrate, chloride/hydrochloric acid suffers from high volatility, strong corrosiveness, and inferior deposit quality. In this paper, methanesulfonic acid (MSA) with low volatility and high stability was adopted as the bismuth hydrometallurgical system, and the membrane electrochemical deposition method was proposed to extract bismuth metal from a bismuth-containing solution. The effects of additives, such as calcium lignosulfonate (CL), tetrabutylammonium chloride, β-naphthol, and lugalvan NES, on the morphology of bismuth deposits and electric energy consumption (EEC) were investigated in detail. The addition of CL as an additive could produce dense and flat bismuth deposits while the EEC is reduced simultaneously. Cyclic voltammetry and chronoamperometry analysis reveal the electrochemical behavior of bismuth deposition in the CL-assisted MSA medium, and the nucleation and growth of bismuth grains follow a 3D ″nucleation/growth″ mechanism. Under a cathode current density of 180 A/m2, a flat metallic bismuth deposit (purity > 99.96%) is produced in the presence of 0.5 g/L CL. The cathodic current efficiency (CCE) and EEC of membrane electrodeposition are 98.25% and 705 kWh/t Bi, respectively. Compared with chloride/hydrochloric acid, the bismuth membrane electrodeposition process in the CL-assisted MSA system has the advantages of being energy-saving, green, and safe, and it has a good application prospect in the field of bismuth hydrometallurgy.

Chloride salt of oligourea ligand: Synthesis, crystal structure, thermal analyses, and chloride anion binding properties

A novel oligourea ligand L, C33H27N11O8, was synthesized by the isocyanate method using 3, 5-diaminopyridine as the initial reactant. The chloride salt 1, TBA2(LCl2)·acetone, was prepared by the liquid-phase diffusion method of ligand L with tetrabutylammonium chloride (TBACl) at room temperature. The ligand L and salt 1 were characterized by 1H NMR, elemental analysis and Fourier transform infrared spectroscopy (FTIR). X-ray single crystal diffraction analysis showed that in the structure of salt 1, two ligands L formed a dimeric species with two appropriate cavities each trapping two chloride anions by multiple N-H···Cl hydrogen bonds. As a structural unit, the dimer was linked to a one-dimensional hydrogen bond chain through the C-H···O hydrogen bond interactions, which was further extended into two-dimensional network structures by C-H···O and C-H···Cl hydrogen bonds. Thermal decomposition properties of the ligand and salt 1 under nitrogen were studied by the TG-DTG method, and the apparent activation energy (Ea) of the main decomposition process was calculated. Furthermore, the selectivity of ligand L to different anions and the binding properties of Cl− anion were investigated by the method of the UV/Vis spectroscopy.

Water decolorization using tuned ternary Deep Eutectic solvents

A method to totally decolorize textile wastewaters using new extraction solvents is proposed, with the aim of vastly reducing water consumption. This technique allows for water reuse while solving one of the biggest problems of the textile industry: the generation of huge amounts of liquid residues. In these effluents, dyes are the most common present pollutants, and are toxic to both human and aquatic life, and to the environment. Full decolorization is an indispensable prerequisite to obtain a clean water that can be repurposed following circular economy principles. To decolorize aqueous streams, liquid–liquid extraction is a widely used technique, achieving both the recovery of the pollutants and the used solvent. In this context, Deep Eutectic Solvents are a promising candidate for novel optimized processes. In this work, we propose several of these agents, formed from tetrabutylammonium chloride, thymol, menthol and decanoic acid, optimized for interaction with a wide array of dye classes and processable physicochemical properties. Across all the studied solvents, it was possible to achieve high extraction efficiency, with full decolorization for most dyes, at very low solvent to aqueous phase ratios. Furthermore, assays using synthetic effluents, containing dyes and other chemicals used to ensure a correct dyeing process, show that our solvents are good candidates to treat streams as those found in industry.