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Due to their harmful effects on human's life and aquatic environments, designing easy and swift yet efficient methodologies to remove pollutants from water stream is one of the important tasks of the scientific community. Among the pollutants, dyes have a significant role on water pollution, because their presence, even in low concentration, impacts the aquatic life by preventing the photosynthesis process and it can be considered as toxic chemicals endangering the human's health. In this study three newly synthesized Task Specific Ionic Liquids (TSILs) incorporating different types of aromatic group on imidazolium ring namely, 1-Butyl-3-Benzoimidazolium bis(trifluoromethylsulfonyl)imide [BzBIm][NTf 2 ]; 1-Butyl-2-Phenyl-imidazolium bis(trifluoromethylsulfonyl)imide [BPhIm][NTf 2 ]; and 1-Benzyl-3-butyl-imidazolum bis(trifluoromethylsulfonyl)imide [BnBIm][NTf 2 ] have been employed to remove swiftly heavy loads (up to 1,500 ppm) of cationic Methylene Blue dye (MB) from aqueous solution without pH adjustment. The results showed that the presence of additional aromatic groups has a significant effect on the extraction efficiency of MB removal through enhancement of the π–π interactions between ILs and the aromatic structure of MB. Conductor-like Screening Model for Real Solvent (COSMO-RS) was used to analyse the IL-MB interaction in the studied systems. Finally, an original microbiological method has been designed not only to assess the toxicity of aqueous solution before and after the extraction process to reveal the industrial potential of this methodology but also to highlight the high hydrophobicity of these new TSILs.

The liquid-liquid extraction of Methylene Blue (MB) from aqueous solution was undertaken with 5 hydrophobic ionic liquids (ILs) based on bis(trifluoromethylsulfonyl)imide anion [NTf2] for comparison purpose where three of them were of commercial origin, 1-butyl-3-methyl imidazolium [BMIm], 1-hexyl-3-methylimidazolium [HMIm] and 1-octyl-3-methylimidazolium [OMIm] cations and the two other were purposely designed for this work, 1-hexyl-2-phenylimidazolium [HPhIm], and 1-benzyl-3-methyl-imidazolium [BnMIm]. Several parameters such as the place and nature of the aromatic ring, the length of the side alkyl chain and the ability to form hydrogen bonding were investigated to evaluate their impact on extraction performances. Results show that the incorporation of the functional group (aromatic group) not only led to excellent results of dye removal compared to commercially available ones but allowed easier recovery and subsequent reuse of the functionalized ILs. Conductor like Screening Model for Real Solvents (COSMO-RS) calculations were also performed to see the structural variations of the ILs their extraction capabilities of MB from water. The finding of this study may assist in reducing the pollution of wastewater from dye industries.