Functionalization of fluorinated ionic liquids: A combined experimental-theoretical study

Margarida L. Ferreira; João M.M. Araújo; Lourdes F. Vega; Fèlix Llovell; Ana B. Pereiro

doi:10.1016/j.molliq.2020.112489

Functionalization of fluorinated ionic liquids: A combined experimental-theoretical study

Margarida L. Ferreira, João M.M. Araújo, Lourdes F. Vega, Fèlix Llovell, Ana B. Pereiro

Chemical and Petroleum Engineering

Research output: Contribution to journal › Article › peer-review

15 Scopus citations

Abstract

We present new experimental and modelling data concerning imidazolium based-FILs synthesized with a hydroxyl group in the end of the cationic hydrogenated side chain and compared them with the analogous non-functionalized FILs in order to verify their suitability in the biomedical field. The thermophysical and thermodynamic properties of the neat compounds and the self-aggregation behaviour of FILs in aqueous solutions were measured and compared with theoretical results from the soft-SAFT equation of state, in good agreement with each other. Results showed that the presence of the hydroxyl group increases the density and viscosity of pure compounds and aqueous mixtures, whereas the thermal stability, melting, free volume, ionicity and self-aggregation behaviour decrease. These properties are improved with respect to the conventional perfluorosurfactants for the desired application, due to the full miscibility in water and the promising improved biocompatibility.

Original language	British English
Article number	112489
Journal	Journal of Molecular Liquids
Volume	302
DOIs	https://doi.org/10.1016/j.molliq.2020.112489
State	Published - 15 Mar 2020

Keywords

Fluorosurfactants
Hydroxyl group
Self-aggregation
Soft-SAFT
Thermophysical and thermodynamic properties

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10.1016/j.molliq.2020.112489

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@article{eea5401b0f414beb85ad495c3e614c96,

title = "Functionalization of fluorinated ionic liquids: A combined experimental-theoretical study",

abstract = "We present new experimental and modelling data concerning imidazolium based-FILs synthesized with a hydroxyl group in the end of the cationic hydrogenated side chain and compared them with the analogous non-functionalized FILs in order to verify their suitability in the biomedical field. The thermophysical and thermodynamic properties of the neat compounds and the self-aggregation behaviour of FILs in aqueous solutions were measured and compared with theoretical results from the soft-SAFT equation of state, in good agreement with each other. Results showed that the presence of the hydroxyl group increases the density and viscosity of pure compounds and aqueous mixtures, whereas the thermal stability, melting, free volume, ionicity and self-aggregation behaviour decrease. These properties are improved with respect to the conventional perfluorosurfactants for the desired application, due to the full miscibility in water and the promising improved biocompatibility.",

keywords = "Fluorosurfactants, Hydroxyl group, Self-aggregation, Soft-SAFT, Thermophysical and thermodynamic properties",

author = "Ferreira, {Margarida L.} and Ara{\'u}jo, {Jo{\~a}o M.M.} and Vega, {Lourdes F.} and F{\`e}lix Llovell and Pereiro, {Ana B.}",

note = "Funding Information: Authors acknowledge financial support from FCT / MCTES (Portugal), through: grant SFRH/BD/130965/2017 (M.L.F.); 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 and IF/00210/2014/CP1244/CT0003. This work was also supported by Associate Laboratory for Green Chemistry–LAQV, financed by national funds from FCT / MCTES ( UID/QUI/50006/2019 ). Additional funding has been provided by projects 2018-LC-01 and 2019-URL-IR1rQ-011 , from Obra Social “la Caixa” and by Khalifa University through project RCII-2018-0024 . Publisher Copyright: {\textcopyright} 2020 Elsevier B.V.",

year = "2020",

month = mar,

day = "15",

doi = "10.1016/j.molliq.2020.112489",

language = "British English",

volume = "302",

journal = "Journal of Molecular Liquids",

issn = "0167-7322",

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TY - JOUR

T1 - Functionalization of fluorinated ionic liquids

T2 - A combined experimental-theoretical study

AU - Ferreira, Margarida L.

AU - Araújo, João M.M.

AU - Vega, Lourdes F.

AU - Llovell, Fèlix

AU - Pereiro, Ana B.

N1 - Funding Information: Authors acknowledge financial support from FCT / MCTES (Portugal), through: grant SFRH/BD/130965/2017 (M.L.F.); 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 and IF/00210/2014/CP1244/CT0003. This work was also supported by Associate Laboratory for Green Chemistry–LAQV, financed by national funds from FCT / MCTES ( UID/QUI/50006/2019 ). Additional funding has been provided by projects 2018-LC-01 and 2019-URL-IR1rQ-011 , from Obra Social “la Caixa” and by Khalifa University through project RCII-2018-0024 . Publisher Copyright: © 2020 Elsevier B.V.

PY - 2020/3/15

Y1 - 2020/3/15

N2 - We present new experimental and modelling data concerning imidazolium based-FILs synthesized with a hydroxyl group in the end of the cationic hydrogenated side chain and compared them with the analogous non-functionalized FILs in order to verify their suitability in the biomedical field. The thermophysical and thermodynamic properties of the neat compounds and the self-aggregation behaviour of FILs in aqueous solutions were measured and compared with theoretical results from the soft-SAFT equation of state, in good agreement with each other. Results showed that the presence of the hydroxyl group increases the density and viscosity of pure compounds and aqueous mixtures, whereas the thermal stability, melting, free volume, ionicity and self-aggregation behaviour decrease. These properties are improved with respect to the conventional perfluorosurfactants for the desired application, due to the full miscibility in water and the promising improved biocompatibility.

AB - We present new experimental and modelling data concerning imidazolium based-FILs synthesized with a hydroxyl group in the end of the cationic hydrogenated side chain and compared them with the analogous non-functionalized FILs in order to verify their suitability in the biomedical field. The thermophysical and thermodynamic properties of the neat compounds and the self-aggregation behaviour of FILs in aqueous solutions were measured and compared with theoretical results from the soft-SAFT equation of state, in good agreement with each other. Results showed that the presence of the hydroxyl group increases the density and viscosity of pure compounds and aqueous mixtures, whereas the thermal stability, melting, free volume, ionicity and self-aggregation behaviour decrease. These properties are improved with respect to the conventional perfluorosurfactants for the desired application, due to the full miscibility in water and the promising improved biocompatibility.

KW - Fluorosurfactants

KW - Hydroxyl group

KW - Self-aggregation

KW - Soft-SAFT

KW - Thermophysical and thermodynamic properties

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DO - 10.1016/j.molliq.2020.112489

M3 - Article

AN - SCOPUS:85078896008

SN - 0167-7322

VL - 302

JO - Journal of Molecular Liquids

JF - Journal of Molecular Liquids

M1 - 112489

ER -

Functionalization of fluorinated ionic liquids: A combined experimental-theoretical study

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Keywords

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