This page has only limited features, please log in for full access.

Prof. Dr. Isabel M Marrucho
Instituto Superior Técnico, Universidade de Lisboa

Basic Info


Research Keywords & Expertise

0 Gas Separation
0 Green Chemistry
0 Membranes
0 ionic liquid
0 Liquid-Liquid Extraction

Fingerprints

ionic liquid
Membranes
Poly(ionic liquid)s
Gas Separation
Liquid-Liquid Extraction
Green Chemistry

Honors and Awards

The user has no records in this section


Career Timeline

The user has no records in this section.


Short Biography

The user biography is not available.
Following
Followers
Co Authors
The list of users this user is following is empty.
Following: 0 users

Feed

Journal article
Published: 07 July 2021 in Waste Management
Reads 0
Downloads 0

Deep eutectic solvents (DES), a new class of alternative solvents, have recently been used in the pre-treatment of lignocellulosic biomass. Due to the ability to dissolve phenolic compounds, they have been efficiently applied as delignification agents. However, to extend DES application to bioprocesses, such as Anaerobic Digestion (AD), their toxicity to microbial consortia must be evaluated. In this work, an effective delignifying DES, composed of choline chloride (ChCl) and oxalic acid (OA) (1:1) was prepared and its effect evaluated, for the first time, in biogas production. Results show that the presence of DES had both beneficial and detrimental effects on the anaerobic consortium, depending on its concentration. In the concentration range of 0.3–12.5 g/L, the presence of DES led to a lag-phase of 1 to 8 d as the DES concentration increased. However, after the lag-phase has been surpassed, DES up to a concentration of 12.5 g/L improved the biogas production, reaching an accumulated biogas volume three times higher than the control assay for the concentration of 12.5 g/L. For the highest DES concentrations (19.8–78.1 g/L), the biogas production was inhibited. The assays performed with DES components alone have indicated that OA at 3.2 g/L was the main responsible for the inhibition of biogas production (50% less biogas produced than the control). ChCl at 4.9 g/L has not presented a lag-phase and produced an accumulated biogas volume like the control assay (1200 mL for 30 d incubation). This work points out that ChCl:OA DES may be used in the delignification of biomass further submitted to AD, provided the inhibitory concentrations of OA are not achieved.

ACS Style

Filipa Lima; Luis C. Branco; Nuno Lapa; Isabel M. Marrucho. Beneficial and detrimental effects of choline chloride–oxalic acid deep eutectic solvent on biogas production. Waste Management 2021, 131, 368 -375.

AMA Style

Filipa Lima, Luis C. Branco, Nuno Lapa, Isabel M. Marrucho. Beneficial and detrimental effects of choline chloride–oxalic acid deep eutectic solvent on biogas production. Waste Management. 2021; 131 ():368-375.

Chicago/Turabian Style

Filipa Lima; Luis C. Branco; Nuno Lapa; Isabel M. Marrucho. 2021. "Beneficial and detrimental effects of choline chloride–oxalic acid deep eutectic solvent on biogas production." Waste Management 131, no. : 368-375.

Research article
Published: 29 June 2021 in Journal of Chemical & Engineering Data
Reads 0
Downloads 0

Eutectic solvents (ESs) are a relatively new class of solvents that have been arousing a lot of attention due to their easy preparation and great tunability of their thermophysical properties, which has been granting their application in a wide range of areas. The aim of this work is to present a new ES based on the mixture of an organic sodium salt, sodium hexanoate and dodecanoate, and a long alkyl chain carboxylic acid, octanoic, nonanoic, and decanoic acids, and to infer about the effect of introducing a sodium atom. The solid–liquid phase diagrams of these new sodium salt-based ES were determined to evaluate the liquid window where they can be confidently used as solvents. Other important properties of solvents have also been studied, and in particular, density and viscosity, at atmospheric pressure and in the temperature range between 293.15 and 353.15 K, were measured. In addition, the polarity of these new sodium salt-based deep eutectic solvents (DESs) was evaluated in terms of the Kamlet–Taft α, β, and π* and ETN parameters. The obtained results were compared with those of other commonly used hydrophilic and hydrophobic DESs and conclusions were taken.

ACS Style

Bruna Soares; Francisco Cunha; Inês Silva; Catarina Florindo; Luis C. Branco; Isabel M. Marrucho. Sodium Hexanoate and Dodecanoate Salt-Based Eutectic Solvents: Density, Viscosity, and Kamlet–Taft Parameters. Journal of Chemical & Engineering Data 2021, 1 .

AMA Style

Bruna Soares, Francisco Cunha, Inês Silva, Catarina Florindo, Luis C. Branco, Isabel M. Marrucho. Sodium Hexanoate and Dodecanoate Salt-Based Eutectic Solvents: Density, Viscosity, and Kamlet–Taft Parameters. Journal of Chemical & Engineering Data. 2021; ():1.

Chicago/Turabian Style

Bruna Soares; Francisco Cunha; Inês Silva; Catarina Florindo; Luis C. Branco; Isabel M. Marrucho. 2021. "Sodium Hexanoate and Dodecanoate Salt-Based Eutectic Solvents: Density, Viscosity, and Kamlet–Taft Parameters." Journal of Chemical & Engineering Data , no. : 1.

Journal article
Published: 21 June 2021 in Ultrasonics Sonochemistry
Reads 0
Downloads 0

The aim of the present research was to develop green and sustainable extraction procedure for β-carotene recovery from pumpkin. A series of hydrophobic natural deep eutectic solvents (NADESs) based on fatty acids were prepared to establish high extraction efficiency of β-carotene and to increase stability of extracted carotenoids from the pumpkin. To intensify extraction process, NADES composed of C8 and C10 fatty acids (3:1) was selected and coupled with ultrasound assisted extraction. Response surface methodology and artificial neural network model (ANN) model was adopted to analyze significance of extraction parameters demonstrating high prediction levels of the β-carotene yield, experimentally confirming the maximum β-carotene content of 151.41 µg/mL at the optimal process condition. Extracted carotenoids in the optimal NADES extract have shown high stability during the storing period of 180 days. A switchable-hydrophilicity eutectic solvent system has been introduced as a successful way to recover extracted carotenoids from the NADES solvent. It was capable of precipitating 90% of carotenoids present in the extract. The proposed procedure is simple, easily scalable and has minimal impact on operators and the environment.

ACS Style

Alena Stupar; Vanja Šeregelj; Bernardo Dias Ribeiro; Lato Pezo; Aleksandra Cvetanović; Aleksandra Mišan; Isabel Marrucho. Recovery of β -carotene from pumpkin using switchable natural deep eutectic solvents. Ultrasonics Sonochemistry 2021, 76, 105638 .

AMA Style

Alena Stupar, Vanja Šeregelj, Bernardo Dias Ribeiro, Lato Pezo, Aleksandra Cvetanović, Aleksandra Mišan, Isabel Marrucho. Recovery of β -carotene from pumpkin using switchable natural deep eutectic solvents. Ultrasonics Sonochemistry. 2021; 76 ():105638.

Chicago/Turabian Style

Alena Stupar; Vanja Šeregelj; Bernardo Dias Ribeiro; Lato Pezo; Aleksandra Cvetanović; Aleksandra Mišan; Isabel Marrucho. 2021. "Recovery of β -carotene from pumpkin using switchable natural deep eutectic solvents." Ultrasonics Sonochemistry 76, no. : 105638.

Paper
Published: 19 April 2021 in Dalton Transactions
Reads 0
Downloads 0

Several organic salts based on the combination of two different choline derivative cations and MnCl3, GdCl4 and TbCl4 as anions were immobilized in mesoporous silica nanoparticles (MSNs) by a two-step synthetic method.

ACS Style

Andreia Forte; Sandra Gago; Manuela Lopes Ribeiro Carrott; Peter J. M. Carrott; Celso Alves; Fernando Teodoro; Rui Pedrosa; Isabel M. Marrucho; Luis C. Branco. Mesoporous silica nanoparticles with manganese and lanthanide salts: synthesis, characterization and cytotoxicity studies. Dalton Transactions 2021, 50, 8588 -8599.

AMA Style

Andreia Forte, Sandra Gago, Manuela Lopes Ribeiro Carrott, Peter J. M. Carrott, Celso Alves, Fernando Teodoro, Rui Pedrosa, Isabel M. Marrucho, Luis C. Branco. Mesoporous silica nanoparticles with manganese and lanthanide salts: synthesis, characterization and cytotoxicity studies. Dalton Transactions. 2021; 50 (24):8588-8599.

Chicago/Turabian Style

Andreia Forte; Sandra Gago; Manuela Lopes Ribeiro Carrott; Peter J. M. Carrott; Celso Alves; Fernando Teodoro; Rui Pedrosa; Isabel M. Marrucho; Luis C. Branco. 2021. "Mesoporous silica nanoparticles with manganese and lanthanide salts: synthesis, characterization and cytotoxicity studies." Dalton Transactions 50, no. 24: 8588-8599.

Journal article
Published: 22 February 2021 in Fuel
Reads 0
Downloads 0

The impact of fossil fuels impurities on outdoor air pollution is today a matter of great concern, with the transportation sector playing a major role. Given global efforts to reduce sulfur oxides emissions, and the increasingly tighter legislations, removal of sulfur contaminants liquid highway fuels is a pressing issue worldwide. The purpose of this review is to provide a detailed state of the art review concerning the use of deep eutectic solvents (DES) in the removal of sulfur pollutants from transportation fuels. Furthermore, a comparative evaluation regarding the use of these solvents versus Ionic Liquids (ILs) is also provided, taking into account several aspects, such as, evolution of technologies, solvents composition, extraction efficiencies and environmental and economic considerations. The large gap in terms of efficiency of the reported technologies, either using ILs or DES, between simulated matrices and real fuels is also discussed, highlighting the importance of academia and industry hand in hand work.

ACS Style

Filipa Lima; Luis C. Branco; Armando J.D. Silvestre; Isabel M. Marrucho. Deep desulfurization of fuels: Are deep eutectic solvents the alternative for ionic liquids? Fuel 2021, 293, 120297 .

AMA Style

Filipa Lima, Luis C. Branco, Armando J.D. Silvestre, Isabel M. Marrucho. Deep desulfurization of fuels: Are deep eutectic solvents the alternative for ionic liquids? Fuel. 2021; 293 ():120297.

Chicago/Turabian Style

Filipa Lima; Luis C. Branco; Armando J.D. Silvestre; Isabel M. Marrucho. 2021. "Deep desulfurization of fuels: Are deep eutectic solvents the alternative for ionic liquids?" Fuel 293, no. : 120297.

Journal article
Published: 06 February 2021 in Separation and Purification Technology
Reads 0
Downloads 0

This work explores the preparation of ionic liquid (IL)-based semi-interpenetrating polymer network (sIPN) membranes composed of poly(ethylene oxide) (PEO) network and linear nitrile butadiene rubber (NBR), incorporating up to 66 wt% of three ILs with a common cation ([C2mim]+) and different anions ([C(CN)3]–, [NTf2]– and [FSI]–). All sIPN/IL membranes were characterized by Fourier-transform infrared (FT-IR) spectroscopy, thermogravimetric analysis (TGA), differential scanning calorimetry (DSC) and puncture tests. Ideal CO2/N2 and CO2/H2 separation performances of the prepared sIPN/IL membranes were investigated at T=20 °C and 35 °C, respectively, and 1 bar of feed pressure. The incorporation of both [C2mim][NTf2] and [C2mim][FSI] ILs allowed to obtain sIPN/IL membranes with higher IL contents (66 wt%) compared to previously reported PIL–IL membranes with similar IL structures (40 wt%). The membranes containing [NTf2]– and [C(CN)3]– anions showed improved thermal stability compared to the neat PEO/NBR sIPN, being thermally stable up to 300 °C. Although sIPN/IL membrane mechanical properties were affected by the incorporation of IL, all membranes revealed high elongation properties (elongation upon puncture = 68–170 %), mainly due to the presence of NBR component in the sIPN structure. The highest CO2/N2 permselectivity was obtained for the sIPN/66 wt% [C2mim][C(CN)3] membrane, while the sIPN/66 wt% [C2mim][FSI] membrane revealed the highest CO2 and N2 permeabilities. The incorporation of 66 wt% of [C2mim][FSI] into the sIPN also showed superior CO2/H2 separation performance, with a CO2 permeability of 727 Barrer and a CO2/H2 permselectivity of 10.9.

ACS Style

Andreia S.L. Gouveia; Edwin Bumenn; Kätlin Rohtlaid; Alexandre Michaud; Tiago M. Vieira; Vítor D. Alves; Liliana C. Tomé; Cédric Plesse; Isabel M. Marrucho. Ionic liquid-based semi-interpenetrating polymer network (sIPN) membranes for CO2 separation. Separation and Purification Technology 2021, 274, 118437 .

AMA Style

Andreia S.L. Gouveia, Edwin Bumenn, Kätlin Rohtlaid, Alexandre Michaud, Tiago M. Vieira, Vítor D. Alves, Liliana C. Tomé, Cédric Plesse, Isabel M. Marrucho. Ionic liquid-based semi-interpenetrating polymer network (sIPN) membranes for CO2 separation. Separation and Purification Technology. 2021; 274 ():118437.

Chicago/Turabian Style

Andreia S.L. Gouveia; Edwin Bumenn; Kätlin Rohtlaid; Alexandre Michaud; Tiago M. Vieira; Vítor D. Alves; Liliana C. Tomé; Cédric Plesse; Isabel M. Marrucho. 2021. "Ionic liquid-based semi-interpenetrating polymer network (sIPN) membranes for CO2 separation." Separation and Purification Technology 274, no. : 118437.

Proceedings
Published: 01 December 2020 in Proceedings
Reads 0
Downloads 0

The majority of antibiotics display low oral bioavailability due to reduced solubility in water and/or inefficient permeability across biological membranes. Their efficiency is further limited by the frequent presence of polymorphic structures with different pharmaceutical activities. In this communication, we present our latest results on the development of organic salts and ionic liquids from fluoroquinolones (FQ-OSILs) as highly efficient ionic formulations of this family of antimicrobials. Ciprofloxacin and norfloxacin were used as anions and as cations, by combination with biocompatible organic counter-ions. In vitro bioavailability studies showed that all prepared FQ-OSILs presented higher solubility in water than the original drugs. All compounds were found to be isomorphic and with tailorable antimicrobial activity according to the cation–anion combination against Staphylococcus aureus, Bacillus subtilis and Klebsiella pneumoniae strains.

ACS Style

Diogo Madeira; Celso Alves; Joana Silva; Catarina Florindo; Alexandra Costa; Željko Petrovski; Isabel Marrucho; Rui Pedrosa; Miguel Santos; Luís Branco. Fluoroquinolone-Based Organic Salts and Ionic Liquids as Highly Bioavailable Broad-Spectrum Antimicrobials. Proceedings 2020, 78, 3 .

AMA Style

Diogo Madeira, Celso Alves, Joana Silva, Catarina Florindo, Alexandra Costa, Željko Petrovski, Isabel Marrucho, Rui Pedrosa, Miguel Santos, Luís Branco. Fluoroquinolone-Based Organic Salts and Ionic Liquids as Highly Bioavailable Broad-Spectrum Antimicrobials. Proceedings. 2020; 78 (1):3.

Chicago/Turabian Style

Diogo Madeira; Celso Alves; Joana Silva; Catarina Florindo; Alexandra Costa; Željko Petrovski; Isabel Marrucho; Rui Pedrosa; Miguel Santos; Luís Branco. 2020. "Fluoroquinolone-Based Organic Salts and Ionic Liquids as Highly Bioavailable Broad-Spectrum Antimicrobials." Proceedings 78, no. 1: 3.

Journal article
Published: 27 November 2020 in Separation and Purification Technology
Reads 0
Downloads 0

This work presents mixed gas separation performance through PIL–IL membranes bearing pyrrolidinium-based PILs with [NTf2]– and [C(CN)3]– anions and different weight percentages of the corresponding ILs using a ternary mixture of H2, CO2 and N2 and different feed pressures ranging from 1 to 4 bar and temperatures from 20 to 80 °C. COSMO-RS was successfully used to understand the separation behavior of the PIL–IL composites for the H2 + CO2 + N2 mixture. The effect of temperature between 20 °C and 80 °C and feed pressure between 1 bar and 4 bar was also studied and is here discussed. The increased of the mixed H2, CO2 and N2 permeabilities with increasing temperature was shown to be due to dominant role of gas solubility at low temperature, and diffusivity at high temperature. The small pronounced differences between mixed and ideal CO2/H2 permselectivities through the prepared PIL–IL composites indicated that membrane separation efficiency can be maintained, despite the competition effect between gases in mixed gas experiments. Depending on the operating conditions, the best mixed separation performance was obtained for PIL C(CN)3–60 [C2mim][C(CN)3], with a CO2 permeability of 324.7 Barrer and a CO2/H2 permselectivity of 11.4. The great potential of the studied PIL–IL membranes for biohydrogen separation is here clearly evidenced, since they revealed mixed CO2/H2 separation performances above the Robeson upper bound even at the highest temperature and feed pressure tested.

ACS Style

Andreia S.L. Gouveia; María Yáñez; Vítor D. Alves; J. Palomar; C. Moya; Daniel Gorri; Liliana C. Tomé; Isabel M. Marrucho. CO2/H2 separation through poly(ionic liquid)–ionic liquid membranes: The effect of multicomponent gas mixtures, temperature and gas feed pressure. Separation and Purification Technology 2020, 259, 118113 .

AMA Style

Andreia S.L. Gouveia, María Yáñez, Vítor D. Alves, J. Palomar, C. Moya, Daniel Gorri, Liliana C. Tomé, Isabel M. Marrucho. CO2/H2 separation through poly(ionic liquid)–ionic liquid membranes: The effect of multicomponent gas mixtures, temperature and gas feed pressure. Separation and Purification Technology. 2020; 259 ():118113.

Chicago/Turabian Style

Andreia S.L. Gouveia; María Yáñez; Vítor D. Alves; J. Palomar; C. Moya; Daniel Gorri; Liliana C. Tomé; Isabel M. Marrucho. 2020. "CO2/H2 separation through poly(ionic liquid)–ionic liquid membranes: The effect of multicomponent gas mixtures, temperature and gas feed pressure." Separation and Purification Technology 259, no. : 118113.

Research article
Published: 09 November 2020 in The Journal of Physical Chemistry B
Reads 0
Downloads 0

Since their discovery, deep eutectic solvents (DES) have been explored in multiple applications. However, the complete physicochemical characterization is still nonexistent for many of the proposed and used DES. In particular, vapor pressure, which is a crucial property for the application of DES as solvents, is very rarely available. In this work, the measurement of the total and partial pressures of two sulfolane-based DES, tetrabutylammonium bromide:sulfolane and tetrabutylphosphonium bromide:sulfolane, in several proportions, from 40 to 100 °C and atmospheric pressure, was performed using headspace gas chromatography mass spectrometry, HS-GC-MS. A large decrease on the total pressure was recorded which, together with the finding that total pressures showed negative deviations from Raoult's law, is indicative of the favorable, strong interactions between the two components within the DES. Additionally, the study of vapor pressure change with DES molar composition was carried out, and surprisingly, the existence of inflection points in the pressure curve was observed. Experimental results were modeled using the PC-SAFT equation of state, and in addition, MD simulations were performed to provide a molecular understanding of the pressure data. Considering the different results and insights obtained from the used strategies, it can be concluded that both DES systems have especially strong interactions between salt and sulfolane, at high sulfolane content, due to the different structural rearrangement of the liquid state.

ACS Style

Filipa Lima; Carin H. J. T. Dietz; Armando J. D. Silvestre; Luis C. Branco; José Canongia Lopes; Fausto Gallucci; Karina Shimizu; Christoph Held; Isabel M. Marrucho. Vapor Pressure Assessment of Sulfolane-Based Eutectic Solvents: Experimental, PC-SAFT, and Molecular Dynamics. The Journal of Physical Chemistry B 2020, 124, 10386 -10397.

AMA Style

Filipa Lima, Carin H. J. T. Dietz, Armando J. D. Silvestre, Luis C. Branco, José Canongia Lopes, Fausto Gallucci, Karina Shimizu, Christoph Held, Isabel M. Marrucho. Vapor Pressure Assessment of Sulfolane-Based Eutectic Solvents: Experimental, PC-SAFT, and Molecular Dynamics. The Journal of Physical Chemistry B. 2020; 124 (46):10386-10397.

Chicago/Turabian Style

Filipa Lima; Carin H. J. T. Dietz; Armando J. D. Silvestre; Luis C. Branco; José Canongia Lopes; Fausto Gallucci; Karina Shimizu; Christoph Held; Isabel M. Marrucho. 2020. "Vapor Pressure Assessment of Sulfolane-Based Eutectic Solvents: Experimental, PC-SAFT, and Molecular Dynamics." The Journal of Physical Chemistry B 124, no. 46: 10386-10397.

Paper
Published: 19 October 2020 in Physical Chemistry Chemical Physics
Reads 0
Downloads 0

Experimental and theoretical study on mixtures of water with ionic liquids exhibiting unusual temperature concentration phase diagrams.

ACS Style

Andreia S. L. Gouveia; Carlos E. S. Bernardes; Alexander S. Shaplov; Elena I. Lozinskaya; Jose Nuno Canongia Lopes; Isabel M. Marrucho. Tuning the miscibility of water in imide-based ionic liquids. Physical Chemistry Chemical Physics 2020, 22, 25236 -25242.

AMA Style

Andreia S. L. Gouveia, Carlos E. S. Bernardes, Alexander S. Shaplov, Elena I. Lozinskaya, Jose Nuno Canongia Lopes, Isabel M. Marrucho. Tuning the miscibility of water in imide-based ionic liquids. Physical Chemistry Chemical Physics. 2020; 22 (43):25236-25242.

Chicago/Turabian Style

Andreia S. L. Gouveia; Carlos E. S. Bernardes; Alexander S. Shaplov; Elena I. Lozinskaya; Jose Nuno Canongia Lopes; Isabel M. Marrucho. 2020. "Tuning the miscibility of water in imide-based ionic liquids." Physical Chemistry Chemical Physics 22, no. 43: 25236-25242.

Journal article
Published: 24 August 2020 in Polymers
Reads 0
Downloads 0

In this contribution, thin poly(ionic liquid) (PIL) coatings with a well-defined pore structure built up from interpolyelectrolyte complexation between a PIL and poly(acrylic acid) (PAA) were successfully used for enhanced solid phase microextraction (SPME). The introduction of porosity with tunable polarity through the highly versatile PIL chemistry clearly boosts the potential of SPME in the detection of compounds at rather low concentrations. This work will inspire researchers to further explore the potential of porous poly(ionic liquid) materials in sensing and separation applications.

ACS Style

David J. S. Patinha; Hong Wang; Jiayin Yuan; Sílvia M. Rocha; Armando J. D. Silvestre; Isabel M. Marrucho. Thin Porous Poly(ionic liquid) Coatings for Enhanced Headspace Solid Phase Microextraction. Polymers 2020, 12, 1909 .

AMA Style

David J. S. Patinha, Hong Wang, Jiayin Yuan, Sílvia M. Rocha, Armando J. D. Silvestre, Isabel M. Marrucho. Thin Porous Poly(ionic liquid) Coatings for Enhanced Headspace Solid Phase Microextraction. Polymers. 2020; 12 (9):1909.

Chicago/Turabian Style

David J. S. Patinha; Hong Wang; Jiayin Yuan; Sílvia M. Rocha; Armando J. D. Silvestre; Isabel M. Marrucho. 2020. "Thin Porous Poly(ionic liquid) Coatings for Enhanced Headspace Solid Phase Microextraction." Polymers 12, no. 9: 1909.

Journal article
Published: 30 July 2020 in Separation and Purification Technology
Reads 0
Downloads 0

Virus-like particles (VLPs) mimic the structure of viral particles, presenting antigens in a repetitive and ordered structure, which makes them excellent vaccine immunogens. However, a major bottleneck in the VLPs industrial production process is the lack of robust purification methods, which can account for up to 80% of total manufacturing cost. Aqueous biphasic systems (ABS) are portrayed as viable and efficient platform in purification of wide variety of biomolecules, since they can be designed to be versatile, biocompatible and easy to scale-up, depending on the phase forming components. In the last years, natural deep eutectic solvents (NADES) have emerged and gained a lot of attention in several fields and different applications, including the ABS implementation, where they have been proposed as versatile, cost-effective and biocompatible phase forming compounds. In this work, a study of the liquid-liquid equilibria (LLE) of ABS composed of carbohydrates and carbohydrates-based NADES is reported and the mechanisms associated with phase equilibria discussed. The carbohydrates used in the NADES preparation are osmolytes, which can be regarded both as extractants and excipients that stabilize the final formulation of biopharmaceuticals, avoiding the tricky back extraction of VLPs. It is here shown that the use of NADES leads to an increase of two-phase region, when compared to the use of only one of the NADES components, thus offering liquid-liquid demixing at low concentrations of phase forming compounds. Furthermore, the cytotoxicity studies of these NADES and their individual components using two different human cell lines, HEK 293 and Huh-7, was evaluated, in order to conclude about the biocompatibility and suitability of proposed systems in vaccine development. Finally, the potential of the proposed ABS in purification of VLPs from bovine serum albumin (BSA) is demonstrated, while their structural properties are also assessed.

ACS Style

Mateusz Marchel; Joanna Niewisiewicz; Ana S. Coroadinha; Isabel M. Marrucho. Purification of virus-like particles using aqueous biphasic systems composed of natural deep eutectic solvents. Separation and Purification Technology 2020, 252, 117480 .

AMA Style

Mateusz Marchel, Joanna Niewisiewicz, Ana S. Coroadinha, Isabel M. Marrucho. Purification of virus-like particles using aqueous biphasic systems composed of natural deep eutectic solvents. Separation and Purification Technology. 2020; 252 ():117480.

Chicago/Turabian Style

Mateusz Marchel; Joanna Niewisiewicz; Ana S. Coroadinha; Isabel M. Marrucho. 2020. "Purification of virus-like particles using aqueous biphasic systems composed of natural deep eutectic solvents." Separation and Purification Technology 252, no. : 117480.

Research article
Published: 24 July 2020 in The Journal of Physical Chemistry B
Reads 0
Downloads 0

In recent times, Deep Eutectic Solvents (DES) have received attention as an extractive media for separations. In this work, the water stability of eight menthol-based DESs and two tetrabutylammonium chloride (N4444Cl)-based DESs with organic acid-based hydrogen bond donors (HBD) at the temperature of 298.15 K and atmospheric pressure were studied. DL-menthol and N4444Cl were considered as the hydrogen bond acceptors (HBA). The molecular dynamics simulation (MD) was used as a tool to examine the distribution of molecules of DES and water in either phases. The intermolecular non-bonded interaction among the species of the systems was analysed with radial distribution function, interaction energy and hydrogen-bonding analysis to understand the stability of DESs in an aqueous medium. The results showed that the strong hydrogen bond plays a crucial role in the water stability of the DES. The degree of hydrogen bonding between HBD-water in terms of HBDs obtained by MD simulation can be presented in the order of acetic acid > levulinic acid > butanoic acid > pyruvic acid > hexanoic acid > octanoic acid > decanoic acid > dodecanoic acid. The strength of the hydrogen bond was attributed to the structure of solvents and the alkyl chain length of the HBD group. Overall, the order of stability of DES in water based on a ‘relative stability factor’ was found as: DL-menthol: acetic acid (1:1) < DL-menthol: levulinic acid (1:1) < DL-menthol: butanoic acid (1:1) < DL-menthol: pyruvic acid (1:1) < DL-menthol: hexanoic acid (1:1) < DL-menthol: octanoic acid (1:1) < DL-menthol: decanoic acid (1:1) < DL-menthol: dodecanoic acid (2:1). The transfer of molecules in the system from the aqueous phase to the DES rich phase was analysed with the help of mean-square displacement and diffusion- coefficients. DL- menthol and organic acids starting from octanoic acid and higher ones can be used in aqueous systems as solvents. Finally, DL-menthol: octanoic acid (1:1) -based DES was used to benchmark and predict the extraction efficiency of a pesticide (nitenpyram) from an aqueous feed. Hydrogen bond analysis demonstrated higher interactions of nitenpyram with DL-menthol and Octanoic acid as compared to water. The MD simulation of the ternary system consisting of DES, water and nitenpyram showed encouraging results, and gave an excellent agreement with experimental literature data in terms of extraction efficiency (~42 to 46.7%) and distribution ratio (0.72).

ACS Style

Nabendu Paul; Papu Kumar Naik; Bernardo D. Ribeiro; Partho Sarathi Gooh Pattader; Isabel M. Marrucho; Tamal Banerjee. Molecular Dynamics Insights and Water Stability of Hydrophobic Deep Eutectic Solvents Aided Extraction of Nitenpyram from an Aqueous Environment. The Journal of Physical Chemistry B 2020, 124, 7405 -7420.

AMA Style

Nabendu Paul, Papu Kumar Naik, Bernardo D. Ribeiro, Partho Sarathi Gooh Pattader, Isabel M. Marrucho, Tamal Banerjee. Molecular Dynamics Insights and Water Stability of Hydrophobic Deep Eutectic Solvents Aided Extraction of Nitenpyram from an Aqueous Environment. The Journal of Physical Chemistry B. 2020; 124 (34):7405-7420.

Chicago/Turabian Style

Nabendu Paul; Papu Kumar Naik; Bernardo D. Ribeiro; Partho Sarathi Gooh Pattader; Isabel M. Marrucho; Tamal Banerjee. 2020. "Molecular Dynamics Insights and Water Stability of Hydrophobic Deep Eutectic Solvents Aided Extraction of Nitenpyram from an Aqueous Environment." The Journal of Physical Chemistry B 124, no. 34: 7405-7420.

Journal article
Published: 23 July 2020 in Pharmaceutics
Reads 0
Downloads 0

As the development of novel antibiotics has been at a halt for several decades, chemically enhancing existing drugs is a very promising approach to drug development. Herein, we report the preparation of twelve organic salts and ionic liquids (OSILs) from ciprofloxacin and norfloxacin as anions with enhanced antimicrobial activity. Each one of the fluoroquinolones (FQs) was combined with six different organic hydroxide cations in 93–100% yield through a buffer-assisted neutralization methodology. Six of those were isomorphous salts while the remaining six were ionic liquids, with four of them being room temperature ionic liquids. The prepared compounds were not toxic to healthy cell lines and displayed between 47- and 1416-fold more solubility in water at 25 and 37 °C than the original drugs, with the exception of the ones containing the cetylpyridinium cation. In general, the antimicrobial activity against Klebsiella pneumoniae was particularly enhanced for the ciprofloxacin-based OSILs, with up to ca. 20-fold decreases of the inhibitory concentrations in relation to the parent drug, while activity against Staphylococcus aureus and the commensal Bacillus subtilis strain was often reduced. Depending on the cation–drug combination, broad-spectrum or strain-specific antibiotic salts were achieved, potentially leading to the future development of highly bioavailable and safe antimicrobial ionic formulations.

ACS Style

Miguel Santos; Celso Alves; Joana Silva; Catarina Florindo; Alexandra Costa; Željko Petrovski; Isabel Marrucho; Rui Pedrosa; Luís Branco. Antimicrobial Activities of Highly Bioavailable Organic Salts and Ionic Liquids from Fluoroquinolones. Pharmaceutics 2020, 12, 694 .

AMA Style

Miguel Santos, Celso Alves, Joana Silva, Catarina Florindo, Alexandra Costa, Željko Petrovski, Isabel Marrucho, Rui Pedrosa, Luís Branco. Antimicrobial Activities of Highly Bioavailable Organic Salts and Ionic Liquids from Fluoroquinolones. Pharmaceutics. 2020; 12 (8):694.

Chicago/Turabian Style

Miguel Santos; Celso Alves; Joana Silva; Catarina Florindo; Alexandra Costa; Željko Petrovski; Isabel Marrucho; Rui Pedrosa; Luís Branco. 2020. "Antimicrobial Activities of Highly Bioavailable Organic Salts and Ionic Liquids from Fluoroquinolones." Pharmaceutics 12, no. 8: 694.

Research article
Published: 22 July 2020 in ACS Sustainable Chemistry & Engineering
Reads 0
Downloads 0

Owning to its unique properties of breaking down proteins into soluble small peptides, pepsin has been advantageously applied in many different industries, such as food, feed or pharmaceutical. However, industrial production of enzymes is still considered a major bottleneck due to the lack of robust, cost-effective and sustainable purification methods, which can account for up to 65% of total manufacturing cost. In this work, the potential of betaine hydrochloride (BeHCl) and BeHCl-based deep eutectic solvents (DES) as phase forming compound of aqueous biphasic systems (ABS) for the simultaneous extraction and recovery of pepsin is investigated as a sustainable integrated ABS platform for enzyme production. Liquid-liquid equilibria (LLE) of ABS composed of polypropylene glycol and DES composed of BeHCl, as hydrogen-bond acceptor (HBA), and fructose, glucose, sucrose and urea, as hydrogen-bond donors (HBDs), was measured at a temperature of 25ºC and atmospheric pressure and is here presented. It is shown that the salting out ability of the HBA is a driving force for ABS formation, and the HBDs act as additives leading to either increase or decrease of biphasic region, depending on their chemical structure. The biocompatibility of the prepared DES and their components was studied using two different human cell lines, HEK 293 and Huh-7. It is shown that these DES are less toxic at higher concentrations than their separate components. The partitioning studies revealed high affinity of pepsin to the BeHCl enriched phase in all the studied systems. Very high extraction efficiencies and pepsin recovery yield, above 96% and 141.9%, were obtained and it was possible to significantly increase the pepsin activity recovery yield up to 141.9% in the BeHCl:glucose-based ABS. In conclusion, the ABS formed with DES allow the development of a promising platform to simultaneously extract, recover and formulate BeHCl-pepsin drug, without the need to remove the phase forming compounds or recover the enzyme from BeHCl enriched phase, thus improving sustainability in pharmaceutical manufacturing.

ACS Style

Mateusz Marchel; Ana Sofia Coroadinha; Isabel M. Marrucho. Novel Acidic Deep Eutectic Solvent-Based Aqueous Biphasic Systems for Efficient Extraction of Pepsin. ACS Sustainable Chemistry & Engineering 2020, 8, 12400 -12408.

AMA Style

Mateusz Marchel, Ana Sofia Coroadinha, Isabel M. Marrucho. Novel Acidic Deep Eutectic Solvent-Based Aqueous Biphasic Systems for Efficient Extraction of Pepsin. ACS Sustainable Chemistry & Engineering. 2020; 8 (33):12400-12408.

Chicago/Turabian Style

Mateusz Marchel; Ana Sofia Coroadinha; Isabel M. Marrucho. 2020. "Novel Acidic Deep Eutectic Solvent-Based Aqueous Biphasic Systems for Efficient Extraction of Pepsin." ACS Sustainable Chemistry & Engineering 8, no. 33: 12400-12408.

Research article
Published: 21 April 2020 in ACS Sustainable Chemistry & Engineering
Reads 0
Downloads 0

Clean and sustainable energy production has become a key global issue concerning the world’s energy shortage and environmental problems. Despite the recognized potential of biohydrogen (bioH2) for sustainable development, there are still issues regarding its production and purification, such as the elimination of CO2, N2, and other impurities (H2O and H2S), so that an enriched H2 stream can be obtained for efficient energy generation. The use of poly(ionic liquid)s (PILs) and their derived composite materials incorporating ionic liquids (PIL–IL) has been considered a highly promising strategy to design membranes with improved CO2 separation. In this study, membranes of pyrrolidinium-based PILs containing symmetric or asymmetric fluorosulfonyl-derived anions, namely, bis(fluorosulfonyl)amide ([FSI]−), (trifluoromethyl)sulfonyl-N-cyanoamide ([TFSAM]−), and (trifluoromethyl)sulfonyl-N-trifluoroacetamide ([TSAC]−), were prepared by the incorporation of different amounts of structurally similar ILs. The PIL–IL membranes were characterized by different techniques (thermogravimetric analysis, differential scanning calorimetry, Fourier-transform infrared, and Raman), and their CO2/H2 and H2/N2 separation performances were investigated. Higher CO2/H2 selectivities were obtained for PIL FSI–40 [C2mim][FSI] (αCO2/H2 = 9.0) and PIL TFSAM–40 [C2mim][TFSAM] (αCO2/H2 = 7.1) compared to those of PIL–IL membranes containing the conventional [TFSI]− anion at similar or even higher amounts of IL incorporation.

ACS Style

Andreia S. L. Gouveia; Eglè Malcaitè; Elena I. Lozinskaya; Alexander S. Shaplov; Liliana C. Tomé; Isabel M. Marrucho. Poly(ionic liquid)–Ionic Liquid Membranes with Fluorosulfonyl-Derived Anions: Characterization and Biohydrogen Separation. ACS Sustainable Chemistry & Engineering 2020, 8, 7087 -7096.

AMA Style

Andreia S. L. Gouveia, Eglè Malcaitè, Elena I. Lozinskaya, Alexander S. Shaplov, Liliana C. Tomé, Isabel M. Marrucho. Poly(ionic liquid)–Ionic Liquid Membranes with Fluorosulfonyl-Derived Anions: Characterization and Biohydrogen Separation. ACS Sustainable Chemistry & Engineering. 2020; 8 (18):7087-7096.

Chicago/Turabian Style

Andreia S. L. Gouveia; Eglè Malcaitè; Elena I. Lozinskaya; Alexander S. Shaplov; Liliana C. Tomé; Isabel M. Marrucho. 2020. "Poly(ionic liquid)–Ionic Liquid Membranes with Fluorosulfonyl-Derived Anions: Characterization and Biohydrogen Separation." ACS Sustainable Chemistry & Engineering 8, no. 18: 7087-7096.

Research article
Published: 05 November 2019 in Journal of Chemical & Engineering Data
Reads 0
Downloads 0

Although they have been known since the early 2000s, it was not until recent years that deep eutectic solvents and eutectic mixtures began to be systematically studied as cheaper and more environmentally friendly alternative solvents. The introduction of hydrophobic, all-natural, neutral eutectic mixtures affords new applications, which need accurate measurements of thermophysical properties. In this work, the surface tension of dl-menthol:octanoic acid eutectic mixtures was studied over the whole range of composition from 298.15 to 333.15 K. The effects of composition and water on the surface tension are accessed and discussed. Densities and viscosities were also measured from 293.15 to 353.15 K at atmospheric pressure.

ACS Style

Ricardo J. Nunes; Benilde Saramago; Isabel M. Marrucho. Surface Tension of dl-Menthol:Octanoic Acid Eutectic Mixtures. Journal of Chemical & Engineering Data 2019, 64, 4915 -4923.

AMA Style

Ricardo J. Nunes, Benilde Saramago, Isabel M. Marrucho. Surface Tension of dl-Menthol:Octanoic Acid Eutectic Mixtures. Journal of Chemical & Engineering Data. 2019; 64 (11):4915-4923.

Chicago/Turabian Style

Ricardo J. Nunes; Benilde Saramago; Isabel M. Marrucho. 2019. "Surface Tension of dl-Menthol:Octanoic Acid Eutectic Mixtures." Journal of Chemical & Engineering Data 64, no. 11: 4915-4923.

Journal article
Published: 16 October 2019 in Journal of Molecular Liquids
Reads 0
Downloads 0

The occurrence of micropollutants in aquatic ecosystems poses a serious public health and environmental problem. For that purpose, the main goal of this work is the removal of an endocrine disruptor micropollutant compound, Bisphenol-A (BPA), from aqueous environments using hydrophobic deep eutectic solvents (DES). In particular, DES composed of DL-Menthol or quaternary ammonium salts as hydrogen bond acceptors (HBA) and natural fatty acids as hydrogen bond donors (HBD) were prepared. Extraction efficiencies were maximized by optimizing the experimental parameters in the extraction BPA from water using a central composite design combined with a response surface methodology. Thus, the effect of several parameters, such as stirring speed, contact time, DES/water ratio and initial BPA concentration on the extraction efficiencies were evaluated.

ACS Style

C. Florindo; Nathalie V. Monteiro; Bernardo Dias Ribeiro; Luis Branco; I.M. Marrucho. Hydrophobic deep eutectic solvents for purification of water contaminated with Bisphenol-A. Journal of Molecular Liquids 2019, 297, 111841 .

AMA Style

C. Florindo, Nathalie V. Monteiro, Bernardo Dias Ribeiro, Luis Branco, I.M. Marrucho. Hydrophobic deep eutectic solvents for purification of water contaminated with Bisphenol-A. Journal of Molecular Liquids. 2019; 297 ():111841.

Chicago/Turabian Style

C. Florindo; Nathalie V. Monteiro; Bernardo Dias Ribeiro; Luis Branco; I.M. Marrucho. 2019. "Hydrophobic deep eutectic solvents for purification of water contaminated with Bisphenol-A." Journal of Molecular Liquids 297, no. : 111841.

Journals
Published: 07 October 2019 in Physical Chemistry Chemical Physics
Reads 0
Downloads 0

Simple mixtures of ionic liquids (IL–IL mixtures) can become a promising approach for the substitution of task-specific ILs.

ACS Style

Andreia S. L. Gouveia; Carlos E. S. Bernardes; Elena I. Lozinskaya; Alexander S. Shaplov; Jose Nuno Canongia Lopes; Isabel M. Marrucho. Neat ionic liquids versus ionic liquid mixtures: a combination of experimental data and molecular simulation. Physical Chemistry Chemical Physics 2019, 21, 23305 -23309.

AMA Style

Andreia S. L. Gouveia, Carlos E. S. Bernardes, Elena I. Lozinskaya, Alexander S. Shaplov, Jose Nuno Canongia Lopes, Isabel M. Marrucho. Neat ionic liquids versus ionic liquid mixtures: a combination of experimental data and molecular simulation. Physical Chemistry Chemical Physics. 2019; 21 (42):23305-23309.

Chicago/Turabian Style

Andreia S. L. Gouveia; Carlos E. S. Bernardes; Elena I. Lozinskaya; Alexander S. Shaplov; Jose Nuno Canongia Lopes; Isabel M. Marrucho. 2019. "Neat ionic liquids versus ionic liquid mixtures: a combination of experimental data and molecular simulation." Physical Chemistry Chemical Physics 21, no. 42: 23305-23309.

Journal article
Published: 27 September 2019 in Current Biochemical Engineering
Reads 0
Downloads 0

Background: Eutectic solvents are a mixture of two compounds which possess a lower melting temperature than the parent compounds, using quaternary ammonium salts, such as choline chloride and betaine hydrochloride and organic acids, polyols and amides as hydrogen bond donors. These solvents can be an alternative as non-aqueous media for enzymatic reactions, mainly using lipases. Objective: The objective of this work is to evaluate enzymatic activity and stability of commercial lipases, immobilized or at free form (Thermomyces lanuginosus: Lipozyme TL IM, iTL and Lipolase 100 L, fTL; Candida antarctica: Novozym 435, iCALB; Novozym 735, iCALA and Novozym CALB L, fCALB); and a phospholipase (Lecitase Ultra), in the presence of eutectic solvents (choline chloride ChCl:urea, ChCl:glycerol, betaine hydrochloride (BeHCl):urea and BeHCl: glycerol. Methods: Initially, lipases were maintained for 2 hours in solutions of choline and betaine-based eutectic solvents (1 to 20% m/m) at 25ºC compared with water for relative enzymatic activity. Using the solvent that best promoted lipase activity, some parameters were evaluated such as the molar ratio between quaternary ammonium salts and urea, stocking temperature and kinetics. Results and Conclusion: These eutectic solvents enable, mainly with immobilized lipases, 25 to 125 times more activity than water at 25ºC and 2h, and even after 24h, lipase iTLL was still 40 times more active in the presence of ChCl:Urea 1:3. Lipase iCALB showed great thermostability 47 times higher at 55ºC, almost double relative activity at 25ºC in the presence of BetHCl:Urea 1:4.

ACS Style

Bernardo Dias Ribeiro; Lucas De Carvalho Iff; Maria Alice Zarur Coelho; Isabel M. Marrucho. Influence of Betaine- and Choline-based Eutectic Solvents on Lipase Activity. Current Biochemical Engineering 2019, 5, 57 -68.

AMA Style

Bernardo Dias Ribeiro, Lucas De Carvalho Iff, Maria Alice Zarur Coelho, Isabel M. Marrucho. Influence of Betaine- and Choline-based Eutectic Solvents on Lipase Activity. Current Biochemical Engineering. 2019; 5 (1):57-68.

Chicago/Turabian Style

Bernardo Dias Ribeiro; Lucas De Carvalho Iff; Maria Alice Zarur Coelho; Isabel M. Marrucho. 2019. "Influence of Betaine- and Choline-based Eutectic Solvents on Lipase Activity." Current Biochemical Engineering 5, no. 1: 57-68.