Synthesis and characterization of choline–fatty-acid-based ionic liquids: A new biocompatible surfactant

Md Korban Ali, Rahman Md Moshikur, Rie Wakabayashi, Yoshiro Tahara, Muhammad Moniruzzaman, Noriho Kamiya, Masahiro Goto

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

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 (ΔG 0 m , ΔH 0 m , and ΔS 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, [Cho][Ole]shows 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.

Original languageEnglish
Pages (from-to)72-80
Number of pages9
JournalJournal of Colloid And Interface Science
Volume551
DOIs
Publication statusPublished - Sep 1 2019

Fingerprint

Ionic Liquids
Ionic liquids
Surface-Active Agents
Surface active agents
Acids
Micellization
Halogens
Critical micelle concentration
Micelles
Dynamic light scattering
Cytotoxicity
Chain length
Chemical properties
Nuclear magnetic resonance spectroscopy
Fourier transform infrared spectroscopy
Toxicity
Differential scanning calorimetry
Entropy
Thermodynamic properties
Cells

All Science Journal Classification (ASJC) codes

  • Electronic, Optical and Magnetic Materials
  • Biomaterials
  • Surfaces, Coatings and Films
  • Colloid and Surface Chemistry

Cite this

Synthesis and characterization of choline–fatty-acid-based ionic liquids : A new biocompatible surfactant. / Ali, Md Korban; Moshikur, Rahman Md; Wakabayashi, Rie; Tahara, Yoshiro; Moniruzzaman, Muhammad; Kamiya, Noriho; Goto, Masahiro.

In: Journal of Colloid And Interface Science, Vol. 551, 01.09.2019, p. 72-80.

Research output: Contribution to journalArticle

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