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Simultaneous extraction of pesticides of different polarity applying aqueous biphasic systems based on ionic liquids

Authorized Users Only
2017
Authors
Dimitrijević, Aleksandra
Ignjatović, Ljubiša M.
Tot, Aleksandar
Vraneš, Milan
Zec, Nebojša
Gadžurić, Slobodan
Trtić-Petrović, Tatjana M.
Article
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Abstract
In this paper we report a simultaneous one-step extraction of five pesticides (acetamiprid, imidaclopride, simazine, linuron and tebufenozide) of different polarity using aqueous biphasic system based on 1-butyl-3(methyl or ethyl) substituted imidazolium or pyrrolidinium ionic liquids with bromide or dicyanamide anion and potassium carbonate as a salting-out agent. Experimentally data obtained for the ternary system (ionic liquid + K2CO3 + H2O) were fitted and correlated by Merchuk equation with satisfactory high correlation factor. The effect of the cation alkyl chain length and the variation of anions of the ionic liquid on the aqueous biphasic system formation and the efficiency of pesticide extraction were investigated. Complete extraction of all studied pesticides was obtained applying aqueous biphasic system based on 1-butyl-3-ethyl imidazolium dicyanamide. It was shown that simultaneous extraction of the different polarity pesticides is achieved in a single-step procedure applyi...ng properly tailored ionic liquids in the aqueous biphasic system formulation. In order to explain excellent extraction of the polar pesticides in the studied aqueous biphasic systems, molecular dynamics was applied and the binding energies and non-covalent interactions were calculated. It was found that 1-butyl-3-ethyl imidazolium dicyanamide achieves the strongest interactions with the polar pesticides (acetamiprid and imidaclopride) leading to the highest partition coefficients. It was shown that combination of experimental and computational approach can be successfully applied for the selection and design of suitable ionic liquids for efficient extraction of various polarity pesticides using simple aqueous biphasic ionic liquid based systems. (C) 2017 Elsevier B.V. All rights reserved.

Keywords:
Aqueous biphasic system / Binding energies / Extraction / Ionic liquids / Non-covalent interactions / Pesticides
Source:
Journal of Molecular Liquids, 2017, 243, 646-653
Funding / projects:
  • Physics and Chemistry with Ion Beams (RS-45006)
  • Sustainable and green chemistry approach for environmental friendly analytical methods and energy storage (RS-172012)

DOI: 10.1016/j.molliq.2017.08.077

ISSN: 0167-7322; 1873-3166

WoS: 000412788000072

Scopus: 2-s2.0-85028376659
[ Google Scholar ]
20
18
URI
https://vinar.vin.bg.ac.rs/handle/123456789/1776
Collections
  • WoS Import
Institution/Community
Vinča
TY  - JOUR
AU  - Dimitrijević, Aleksandra
AU  - Ignjatović, Ljubiša M.
AU  - Tot, Aleksandar
AU  - Vraneš, Milan
AU  - Zec, Nebojša
AU  - Gadžurić, Slobodan
AU  - Trtić-Petrović, Tatjana M.
PY  - 2017
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/1776
AB  - In this paper we report a simultaneous one-step extraction of five pesticides (acetamiprid, imidaclopride, simazine, linuron and tebufenozide) of different polarity using aqueous biphasic system based on 1-butyl-3(methyl or ethyl) substituted imidazolium or pyrrolidinium ionic liquids with bromide or dicyanamide anion and potassium carbonate as a salting-out agent. Experimentally data obtained for the ternary system (ionic liquid + K2CO3 + H2O) were fitted and correlated by Merchuk equation with satisfactory high correlation factor. The effect of the cation alkyl chain length and the variation of anions of the ionic liquid on the aqueous biphasic system formation and the efficiency of pesticide extraction were investigated. Complete extraction of all studied pesticides was obtained applying aqueous biphasic system based on 1-butyl-3-ethyl imidazolium dicyanamide. It was shown that simultaneous extraction of the different polarity pesticides is achieved in a single-step procedure applying properly tailored ionic liquids in the aqueous biphasic system formulation. In order to explain excellent extraction of the polar pesticides in the studied aqueous biphasic systems, molecular dynamics was applied and the binding energies and non-covalent interactions were calculated. It was found that 1-butyl-3-ethyl imidazolium dicyanamide achieves the strongest interactions with the polar pesticides (acetamiprid and imidaclopride) leading to the highest partition coefficients. It was shown that combination of experimental and computational approach can be successfully applied for the selection and design of suitable ionic liquids for efficient extraction of various polarity pesticides using simple aqueous biphasic ionic liquid based systems. (C) 2017 Elsevier B.V. All rights reserved.
T2  - Journal of Molecular Liquids
T1  - Simultaneous extraction of pesticides of different polarity applying aqueous biphasic systems based on ionic liquids
VL  - 243
SP  - 646
EP  - 653
DO  - 10.1016/j.molliq.2017.08.077
ER  - 
@article{
author = "Dimitrijević, Aleksandra and Ignjatović, Ljubiša M. and Tot, Aleksandar and Vraneš, Milan and Zec, Nebojša and Gadžurić, Slobodan and Trtić-Petrović, Tatjana M.",
year = "2017",
abstract = "In this paper we report a simultaneous one-step extraction of five pesticides (acetamiprid, imidaclopride, simazine, linuron and tebufenozide) of different polarity using aqueous biphasic system based on 1-butyl-3(methyl or ethyl) substituted imidazolium or pyrrolidinium ionic liquids with bromide or dicyanamide anion and potassium carbonate as a salting-out agent. Experimentally data obtained for the ternary system (ionic liquid + K2CO3 + H2O) were fitted and correlated by Merchuk equation with satisfactory high correlation factor. The effect of the cation alkyl chain length and the variation of anions of the ionic liquid on the aqueous biphasic system formation and the efficiency of pesticide extraction were investigated. Complete extraction of all studied pesticides was obtained applying aqueous biphasic system based on 1-butyl-3-ethyl imidazolium dicyanamide. It was shown that simultaneous extraction of the different polarity pesticides is achieved in a single-step procedure applying properly tailored ionic liquids in the aqueous biphasic system formulation. In order to explain excellent extraction of the polar pesticides in the studied aqueous biphasic systems, molecular dynamics was applied and the binding energies and non-covalent interactions were calculated. It was found that 1-butyl-3-ethyl imidazolium dicyanamide achieves the strongest interactions with the polar pesticides (acetamiprid and imidaclopride) leading to the highest partition coefficients. It was shown that combination of experimental and computational approach can be successfully applied for the selection and design of suitable ionic liquids for efficient extraction of various polarity pesticides using simple aqueous biphasic ionic liquid based systems. (C) 2017 Elsevier B.V. All rights reserved.",
journal = "Journal of Molecular Liquids",
title = "Simultaneous extraction of pesticides of different polarity applying aqueous biphasic systems based on ionic liquids",
volume = "243",
pages = "646-653",
doi = "10.1016/j.molliq.2017.08.077"
}
Dimitrijević, A., Ignjatović, L. M., Tot, A., Vraneš, M., Zec, N., Gadžurić, S.,& Trtić-Petrović, T. M.. (2017). Simultaneous extraction of pesticides of different polarity applying aqueous biphasic systems based on ionic liquids. in Journal of Molecular Liquids, 243, 646-653.
https://doi.org/10.1016/j.molliq.2017.08.077
Dimitrijević A, Ignjatović LM, Tot A, Vraneš M, Zec N, Gadžurić S, Trtić-Petrović TM. Simultaneous extraction of pesticides of different polarity applying aqueous biphasic systems based on ionic liquids. in Journal of Molecular Liquids. 2017;243:646-653.
doi:10.1016/j.molliq.2017.08.077 .
Dimitrijević, Aleksandra, Ignjatović, Ljubiša M., Tot, Aleksandar, Vraneš, Milan, Zec, Nebojša, Gadžurić, Slobodan, Trtić-Petrović, Tatjana M., "Simultaneous extraction of pesticides of different polarity applying aqueous biphasic systems based on ionic liquids" in Journal of Molecular Liquids, 243 (2017):646-653,
https://doi.org/10.1016/j.molliq.2017.08.077 . .

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