%X Ionic liquid (IL)surfactants have attracted great interest as promising substitutes for conventional surfactants owing to their exceptional and favorable physico-chemical properties. However, most IL surfactants are not eco-friendly and form unstable micelles, even when using a high concentration of the surfactant. In this study, we prepared a series of halogen-free and biocompatible choline�fatty-acid-based ILs with different chain lengths and degrees of saturation, and we then investigated their micellar properties in aqueous solutions. Characterization of the synthesized surface-active ILs (SAILs)was performed by 1 H and 13 C nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, differential scanning calorimetry, and elemental analysis. The surface-active properties of the SAILs were investigated by tensiometry, conductometry, and dynamic light scattering measurements. The critical micelle concentration of the SAILs was found to be 2�4 times lower than those of conventional surfactants. The thermodynamic properties of micellization (�G 0 m , �H 0 m , and �S 0 m )indicate that the micellization process of the SAILs is spontaneous, stable, and entropy-driven at room temperature. The cytotoxicity of the SAILs was evaluated using mammalian cell line NIH 3T3. Importantly, ChoOleshows lower toxicity than the analogous ILs with conventional surfactants. These results clearly suggest that these environmentally friendly SAILs can be used as a potential alternative to conventional ILs for various purposes, including biological applications. © 2019 Elsevier Inc. %K Biocompatibility; Cell culture; Critical micelle concentration; Cytotoxicity; Differential scanning calorimetry; Fourier transform infrared spectroscopy; Ionic liquids; Light scattering; Mammals; Micelles; Micellization; Nuclear magnetic resonance spectroscopy; Surface active agents; Thermodynamic properties, Biocompatible surfactants; Biological applications; Conventional surfactants; Dynamic light scattering measurement; Micellization process; Surface active ionic liquids; Surface-active property; Synthesis and characterizations, Fatty acids, choline; erucic acid; fatty acid; ionic liquid; linoleic acid; biomaterial; choline; fatty acid; ionic liquid; surfactant; water, adsorption; animal cell; aqueous solution; Article; carbon nuclear magnetic resonance; chemical structure; conductance; conductometry; controlled study; critical micelle concentration; cytotoxicity; differential scanning calorimetry; electric conductivity; elemental analysis; entropy; evaporation; Fourier transform infrared spectroscopy; Fourier transform spectroscopy; freeze drying; heating; hydrophobicity; hysteresis; ionization; melting point; micellization; NIH 3T3 cell line; nonhuman; phase transition; photon correlation spectroscopy; priority journal; proton nuclear magnetic resonance; room temperature; stoichiometry; surface area; surface tension; synthesis; thermal analysis; thermodynamics; 3T3 cell line; animal; cell survival; chemistry; drug effect; micelle; mouse; surface property; temperature, 3T3 Cells; Animals; Biocompatible Materials; Cell Survival; Choline; Fatty Acids; Ionic Liquids; Mice; Micelles; Surface Properties; Surface-Active Agents; Temperature; Thermodynamics; Water %D 2019 %R 10.1016/j.jcis.2019.04.095 %O cited By 88 %L scholars11375 %J Journal of Colloid and Interface Science %T Synthesis and characterization of choline�fatty-acid-based ionic liquids: A new biocompatible surfactant %V 551 %I Academic Press Inc. %A M.K. Ali %A R.M. Moshikur %A R. Wakabayashi %A Y. Tahara %A M. Moniruzzaman %A N. Kamiya %A M. Goto %P 72-80