TY  - JOUR
AU  - Dimitrijević, Aleksandra
AU  - Tavares, Ana Paula M.
AU  - Almeida, Mafalda R.
AU  - Vraneš, Milan
AU  - Sousa, Ana C. A.
AU  - Cristovão, Ana Clara
AU  - Trtić-Petrović, Tatjana M.
AU  - Gadžurić, Slobodan
AU  - Freire, Mara G.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8974
AB  - Expired energy drinks are rich in bioactive value-added compounds that can be recovered and reused in order to valorize food waste within a circular economy perspective. However, to accomplish such requirements, it is necessary to develop sustainable extraction and recovery processes, which must consist of decreasing the number of steps required or developing integrated strategies. In this work, novel aqueous biphasic systems (ABS) composed of ionic liquids (ILs) and a biocompatible polymer polypropylene glycol (400 g.mol(-1), PPG 400) were studied for the simultaneous extraction and recovery of three value-added compounds, namely, caffeine, taurine, and niacin, from expired energy drinks. ILs were designed and synthesized in order to have similar anions to the target compounds, thus allowing enhanced selectivity and biological activity, while avoiding an extra step of separation of these high-value compounds from the IL-rich phase. To this end, cholinium-based ILs comprising the anions lactate, pyruvate, taurate, and nicotinate were synthesized, and their cytotoxicity and ecotoxicity credentials were evaluated. Overall, taurine and niacin are majorly enriched in the IL-rich phase, while caffeine preferentially migrates in the majority of the cases toward the PPG-rich phase. However, caffeine also partitions to the IL-rich phase in the ABS formed by cholinium pyruvate or cholinium nicotinate. The ABS formed by cholinium nicotinate and PPG 400 is the best system identified, allowing the almost complete recovery (recovery efficiencies > 82%) of all target compounds into the IL-rich phase in one step. Furthermore, cholinium nicotinate exhibits marginal cytotoxic potential and is harmless from an ecotoxicological point of view. This system is thus a promising platform to simultaneously extract, recover, and reuse value-added compounds from expired energy drinks without the need of removing the IL or recovering the target compounds from the IL-rich phase, thus contributing to a sustainable and circular food economy.
T2  - ACS Sustainable Chemistry and Engineering
T1  - Valorization of Expired Energy Drinks by Designed and Integrated Ionic Liquid-Based Aqueous Biphasic Systems
VL  - 8
IS  - 14
SP  - 5683
EP  - 5692
DO  - 10.1021/acssuschemeng.0c00429
ER  - 

@article{
author = "Dimitrijević, Aleksandra and Tavares, Ana Paula M. and Almeida, Mafalda R. and Vraneš, Milan and Sousa, Ana C. A. and Cristovão, Ana Clara and Trtić-Petrović, Tatjana M. and Gadžurić, Slobodan and Freire, Mara G.",
year = "2020",
abstract = "Expired energy drinks are rich in bioactive value-added compounds that can be recovered and reused in order to valorize food waste within a circular economy perspective. However, to accomplish such requirements, it is necessary to develop sustainable extraction and recovery processes, which must consist of decreasing the number of steps required or developing integrated strategies. In this work, novel aqueous biphasic systems (ABS) composed of ionic liquids (ILs) and a biocompatible polymer polypropylene glycol (400 g.mol(-1), PPG 400) were studied for the simultaneous extraction and recovery of three value-added compounds, namely, caffeine, taurine, and niacin, from expired energy drinks. ILs were designed and synthesized in order to have similar anions to the target compounds, thus allowing enhanced selectivity and biological activity, while avoiding an extra step of separation of these high-value compounds from the IL-rich phase. To this end, cholinium-based ILs comprising the anions lactate, pyruvate, taurate, and nicotinate were synthesized, and their cytotoxicity and ecotoxicity credentials were evaluated. Overall, taurine and niacin are majorly enriched in the IL-rich phase, while caffeine preferentially migrates in the majority of the cases toward the PPG-rich phase. However, caffeine also partitions to the IL-rich phase in the ABS formed by cholinium pyruvate or cholinium nicotinate. The ABS formed by cholinium nicotinate and PPG 400 is the best system identified, allowing the almost complete recovery (recovery efficiencies > 82%) of all target compounds into the IL-rich phase in one step. Furthermore, cholinium nicotinate exhibits marginal cytotoxic potential and is harmless from an ecotoxicological point of view. This system is thus a promising platform to simultaneously extract, recover, and reuse value-added compounds from expired energy drinks without the need of removing the IL or recovering the target compounds from the IL-rich phase, thus contributing to a sustainable and circular food economy.",
journal = "ACS Sustainable Chemistry and Engineering",
title = "Valorization of Expired Energy Drinks by Designed and Integrated Ionic Liquid-Based Aqueous Biphasic Systems",
volume = "8",
number = "14",
pages = "5683-5692",
doi = "10.1021/acssuschemeng.0c00429"
}

Dimitrijević, A., Tavares, A. P. M., Almeida, M. R., Vraneš, M., Sousa, A. C. A., Cristovão, A. C., Trtić-Petrović, T. M., Gadžurić, S.,& Freire, M. G.. (2020). Valorization of Expired Energy Drinks by Designed and Integrated Ionic Liquid-Based Aqueous Biphasic Systems. in ACS Sustainable Chemistry and Engineering, 8(14), 5683-5692.
https://doi.org/10.1021/acssuschemeng.0c00429

Dimitrijević A, Tavares APM, Almeida MR, Vraneš M, Sousa ACA, Cristovão AC, Trtić-Petrović TM, Gadžurić S, Freire MG. Valorization of Expired Energy Drinks by Designed and Integrated Ionic Liquid-Based Aqueous Biphasic Systems. in ACS Sustainable Chemistry and Engineering. 2020;8(14):5683-5692.
doi:10.1021/acssuschemeng.0c00429 .

Dimitrijević, Aleksandra, Tavares, Ana Paula M., Almeida, Mafalda R., Vraneš, Milan, Sousa, Ana C. A., Cristovão, Ana Clara, Trtić-Petrović, Tatjana M., Gadžurić, Slobodan, Freire, Mara G., "Valorization of Expired Energy Drinks by Designed and Integrated Ionic Liquid-Based Aqueous Biphasic Systems" in ACS Sustainable Chemistry and Engineering, 8, no. 14 (2020):5683-5692,
https://doi.org/10.1021/acssuschemeng.0c00429 . .

TY  - JOUR
AU  - Dimitrijević, Aleksandra
AU  - Tavares, Ana Paula M.
AU  - Jocić, Ana
AU  - Marić, Slađana
AU  - Trtić-Petrović, Tatjana M.
AU  - Gadžurić, Slobodan
AU  - Freire, Mara G.
PY  - 2020
UR  - https://vinar.vin.bg.ac.rs/handle/123456789/8995
AB  - Aqueous biphasic systems (ABS) formed by copolymers and ionic liquids (ILs) have demonstrated to be effective separation platforms, but there is still a gap on the complete understanding of the molecular-level mechanisms ruling the two-phase formation for this type of systems. This work addresses the determination of the liquid–liquid equilibrium of ABS composed of cholinium-based salts or cholinium-based ILs and the triblock copolymer Pluronic PE6200 (PL6200). It is demonstrated that PL6200 can form ABS with all investigated cholinium-based salts or ILs, contrarily to most poly(ethylene)glycol polymers, which is due to the presence of hydrophobic propylene oxide (PO) blocks. From the phase diagrams behavior and IL/salt anions properties, it is shown that the formation of ABS with cholinium-based salts is ruled by the anions polar surface and ability to be hydrated, whereas in systems comprising ILs van der Waals interactions between the copolymer and the IL cannot be discarded. The partition of a series of alkaloids in these systems, namely caffeine, nicotine, theophylline, and theobromine, was additionally appraised. It is shown that caffeine, theophylline, and theobromine preferentially migrate to the more hydrophobic PL6200-rich phase, and that their partition depends on the water content in the respective phase, being ruled by the phases’ hydrophobicity. On the other hand, nicotine, with the most prominent hydrophobic character amongst the studied alkaloids, preferentially migrates to the salt- or IL-rich phase, in which interactions occurring between this alkaloid and the IL/salt cannot be discarded. The ABS formed by cholinium dihydrogenphosphate is the most selective system identified to separate nicotine from the remaining alkaloids, giving some insights into their investigation as separation platforms for alkaloids from natural extracts.
T2  - Separation and Purification Technology
T1  - Aqueous biphasic systems comprising copolymers and cholinium-based salts or ionic liquids: Insights on the mechanisms responsible for their creation
VL  - 248
SP  - 117050
DO  - 10.1016/j.seppur.2020.117050
ER  - 

@article{
author = "Dimitrijević, Aleksandra and Tavares, Ana Paula M. and Jocić, Ana and Marić, Slađana and Trtić-Petrović, Tatjana M. and Gadžurić, Slobodan and Freire, Mara G.",
year = "2020",
abstract = "Aqueous biphasic systems (ABS) formed by copolymers and ionic liquids (ILs) have demonstrated to be effective separation platforms, but there is still a gap on the complete understanding of the molecular-level mechanisms ruling the two-phase formation for this type of systems. This work addresses the determination of the liquid–liquid equilibrium of ABS composed of cholinium-based salts or cholinium-based ILs and the triblock copolymer Pluronic PE6200 (PL6200). It is demonstrated that PL6200 can form ABS with all investigated cholinium-based salts or ILs, contrarily to most poly(ethylene)glycol polymers, which is due to the presence of hydrophobic propylene oxide (PO) blocks. From the phase diagrams behavior and IL/salt anions properties, it is shown that the formation of ABS with cholinium-based salts is ruled by the anions polar surface and ability to be hydrated, whereas in systems comprising ILs van der Waals interactions between the copolymer and the IL cannot be discarded. The partition of a series of alkaloids in these systems, namely caffeine, nicotine, theophylline, and theobromine, was additionally appraised. It is shown that caffeine, theophylline, and theobromine preferentially migrate to the more hydrophobic PL6200-rich phase, and that their partition depends on the water content in the respective phase, being ruled by the phases’ hydrophobicity. On the other hand, nicotine, with the most prominent hydrophobic character amongst the studied alkaloids, preferentially migrates to the salt- or IL-rich phase, in which interactions occurring between this alkaloid and the IL/salt cannot be discarded. The ABS formed by cholinium dihydrogenphosphate is the most selective system identified to separate nicotine from the remaining alkaloids, giving some insights into their investigation as separation platforms for alkaloids from natural extracts.",
journal = "Separation and Purification Technology",
title = "Aqueous biphasic systems comprising copolymers and cholinium-based salts or ionic liquids: Insights on the mechanisms responsible for their creation",
volume = "248",
pages = "117050",
doi = "10.1016/j.seppur.2020.117050"
}

Dimitrijević, A., Tavares, A. P. M., Jocić, A., Marić, S., Trtić-Petrović, T. M., Gadžurić, S.,& Freire, M. G.. (2020). Aqueous biphasic systems comprising copolymers and cholinium-based salts or ionic liquids: Insights on the mechanisms responsible for their creation. in Separation and Purification Technology, 248, 117050.
https://doi.org/10.1016/j.seppur.2020.117050

Dimitrijević A, Tavares APM, Jocić A, Marić S, Trtić-Petrović TM, Gadžurić S, Freire MG. Aqueous biphasic systems comprising copolymers and cholinium-based salts or ionic liquids: Insights on the mechanisms responsible for their creation. in Separation and Purification Technology. 2020;248:117050.
doi:10.1016/j.seppur.2020.117050 .

Dimitrijević, Aleksandra, Tavares, Ana Paula M., Jocić, Ana, Marić, Slađana, Trtić-Petrović, Tatjana M., Gadžurić, Slobodan, Freire, Mara G., "Aqueous biphasic systems comprising copolymers and cholinium-based salts or ionic liquids: Insights on the mechanisms responsible for their creation" in Separation and Purification Technology, 248 (2020):117050,
https://doi.org/10.1016/j.seppur.2020.117050 . .