Aggregation and phase equilibria of fluorinated ionic liquids

Nicole S. M. Vieira, Joana C. Bastos, Carolina Hermida-Merino, María J. Pastoriza-Gallego, Luís P. N. Rebelo, Manuel M. Piñeiro, João M. M. Araújo, Ana B. Pereiro

Research output: Contribution to journalArticle

Abstract

In this work a specific family of ionic liquids, denominated fluorinated ionic liquids, with fluorine tags equal or longer than four carbon atoms, are fully characterized in order to understand their solubility and self-aggregation in aqueous solutions. The numerous combinations between cations and anions make these compounds a feasible option for the replacement of traditional and toxic surfactants used in the industrial and biomedical field. In this work, the increment of both hydrogenated and fluorinated side chain lengths, the influence of the cation headgroup (imidazolium and cholinium)as well as the difference between perfluorobutanesulfonate and perfluoropentanoate anions were studied. The liquid-liquid phase equilibria of fluorinated ionic liquids based on the perfluorobutanesulfonate anion with water were carried out. The self-aggregation behaviour of the different fluorinated ionic liquids in aqueous solutions was also determined using conductimetric titration, surface tension measurements and transmission electron microscopy. Several thermodynamic and surface parameters were obtained and used to discuss the aggregation process. These novel characterized fluorinated ionic liquids demonstrate an improved surface activity and aggregation behaviour, driven essentially by the increment of both hydrogenated and fluorinated chain lengths.

Original languageEnglish
Pages (from-to)386-396
Number of pages11
JournalJournal of Molecular Liquids
Volume285
DOIs
Publication statusPublished - 1 Jul 2019

Fingerprint

Ionic Liquids
Ionic liquids
Phase equilibria
Agglomeration
Anions
liquids
Negative ions
Chain length
Cations
anions
Positive ions
Fluorine
Poisons
aqueous solutions
Liquids
cations
Titration
Surface-Active Agents
Surface tension
Surface active agents

Keywords

  • Fluorinated ionic liquids
  • Liquid-liquid phase equilibria
  • Self-aggregation
  • Solubility
  • Surface activity

Cite this

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title = "Aggregation and phase equilibria of fluorinated ionic liquids",
abstract = "In this work a specific family of ionic liquids, denominated fluorinated ionic liquids, with fluorine tags equal or longer than four carbon atoms, are fully characterized in order to understand their solubility and self-aggregation in aqueous solutions. The numerous combinations between cations and anions make these compounds a feasible option for the replacement of traditional and toxic surfactants used in the industrial and biomedical field. In this work, the increment of both hydrogenated and fluorinated side chain lengths, the influence of the cation headgroup (imidazolium and cholinium)as well as the difference between perfluorobutanesulfonate and perfluoropentanoate anions were studied. The liquid-liquid phase equilibria of fluorinated ionic liquids based on the perfluorobutanesulfonate anion with water were carried out. The self-aggregation behaviour of the different fluorinated ionic liquids in aqueous solutions was also determined using conductimetric titration, surface tension measurements and transmission electron microscopy. Several thermodynamic and surface parameters were obtained and used to discuss the aggregation process. These novel characterized fluorinated ionic liquids demonstrate an improved surface activity and aggregation behaviour, driven essentially by the increment of both hydrogenated and fluorinated chain lengths.",
keywords = "Fluorinated ionic liquids, Liquid-liquid phase equilibria, Self-aggregation, Solubility, Surface activity",
author = "Vieira, {Nicole S. M.} and Bastos, {Joana C.} and Carolina Hermida-Merino and Pastoriza-Gallego, {Mar{\'i}a J.} and Rebelo, {Lu{\'i}s P. N.} and Pi{\~n}eiro, {Manuel M.} and Ara{\'u}jo, {Jo{\~a}o M. M.} and Pereiro, {Ana B.}",
note = "Fechar texto de financiamento The authors would like to thank the financial support from FCT/MEC (Portugal), through grant SFRH/BD/100563/2014 (N.S.M.V.) and {"}Investigador FCT 2014{"} (IF/00190/2014 to A.B.P and IF/00210/2014 to J.M.M.A.), and projects PTDC/EQU-EQU/29737/2017, PTDC/QEQ-FTT/3289/2014, IF/00210/2014/CP1244/CT0003. This work was also supported by the Associate Laboratory for Green Chemistry LAQV (financed by national funds from FCT/MCTES (UID/QUI/50006/2019)) and co-financed by the ERDF under the PT2020 Partnership Agreement (POCI-01-0145-FEDER - 007265).",
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Aggregation and phase equilibria of fluorinated ionic liquids. / Vieira, Nicole S. M.; Bastos, Joana C.; Hermida-Merino, Carolina; Pastoriza-Gallego, María J.; Rebelo, Luís P. N.; Piñeiro, Manuel M.; Araújo, João M. M.; Pereiro, Ana B.

In: Journal of Molecular Liquids, Vol. 285, 01.07.2019, p. 386-396.

Research output: Contribution to journalArticle

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AU - Vieira, Nicole S. M.

AU - Bastos, Joana C.

AU - Hermida-Merino, Carolina

AU - Pastoriza-Gallego, María J.

AU - Rebelo, Luís P. N.

AU - Piñeiro, Manuel M.

AU - Araújo, João M. M.

AU - Pereiro, Ana B.

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N2 - In this work a specific family of ionic liquids, denominated fluorinated ionic liquids, with fluorine tags equal or longer than four carbon atoms, are fully characterized in order to understand their solubility and self-aggregation in aqueous solutions. The numerous combinations between cations and anions make these compounds a feasible option for the replacement of traditional and toxic surfactants used in the industrial and biomedical field. In this work, the increment of both hydrogenated and fluorinated side chain lengths, the influence of the cation headgroup (imidazolium and cholinium)as well as the difference between perfluorobutanesulfonate and perfluoropentanoate anions were studied. The liquid-liquid phase equilibria of fluorinated ionic liquids based on the perfluorobutanesulfonate anion with water were carried out. The self-aggregation behaviour of the different fluorinated ionic liquids in aqueous solutions was also determined using conductimetric titration, surface tension measurements and transmission electron microscopy. Several thermodynamic and surface parameters were obtained and used to discuss the aggregation process. These novel characterized fluorinated ionic liquids demonstrate an improved surface activity and aggregation behaviour, driven essentially by the increment of both hydrogenated and fluorinated chain lengths.

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