Cation and anion effect on the biodegradability and toxicity of imidazolium– and choline–based ionic liquids

Mena, I; Díaz, Elena; Palomar, José; Rodrı́guez, Juan J.; Mohedano, A.F.

doi:10.1016/j.chemosphere.2019.124947

Cited by 92 publications

(58 citation statements)

References 94 publications

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“…In the case of multicationic IL-based surfactants, despite their interesting characteristics, they have been scarcely evaluated in extraction procedures, thus [(C 8 Im) 3 Bn 3+ ]3[Br – ] was selected. Considering the recent concern on the toxicity of most common imidazolium ILs [ 37 ], other cationic cores were evaluated, including pyridinium [C 16 Py + ][Br – ] and alkyl guanidinium chloride IL-based surfactants. In the case of guanidinium ILs, which have been recently reported as low cytotoxic ILs [ 21 , 34 ], different alkyl chains were also studied ([C 8 Gu + ][Cl – ] and [C 10 Gu + ][Cl – ]).…”

Section: Resultsmentioning

confidence: 99%

“…Flavonoids present in plant by-products of fruit trees, particularly in leaves, have also been determined through a number of extraction methods using different extraction solvents, including imidazolium-based ILs [ 27 , 28 , 29 , 30 , 37 , 47 ] in combination with HPLC and UV [ 27 , 28 , 29 , 30 , 36 ] or mass spectrometry (MS) [ 13 , 15 ] detection. Conventional extractions using solvents with different polarity such as ethanol [ 13 , 15 , 25 ], methanol [ 19 , 47 ] and chloroform [ 19 ], are one of the most used extraction techniques for isolation of flavonoids from plant by-products.…”

Section: Resultsmentioning

confidence: 99%

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Evaluation of Structurally Different Ionic Liquid-Based Surfactants in a Green Microwave-Assisted Extraction for the Flavonoids Profile Determination of Mangifera sp. and Passiflora sp. Leaves from Canary Islands

et al. 2020

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Aqueous solutions of ionic liquids (ILs) with surface active properties were used as extraction solvents, taking advantage of their impressive solvation properties, in a green microwave-assisted solid-liquid extraction method (IL-MA-SLE) for the extraction of flavonoids from passion fruit and mango leaves. The extraction method was combined with high-performance liquid chromatography and photodiode-array detection (HPLC-PDA) and optimized by response surface methodology using the Box-Behnken experimental design. Under optimum conditions, the extraction efficiency of six structurally different IL-based surfactants was evaluated. Thus, imidazolium-, guanidinium- and pyridinium-type ILs with different tailorable characteristics, such as side chain length and multicationic core, were assessed. The decylguanidinium chloride ([C10Gu+][Cl–]) IL-based surfactant was selected as key material given its superior performance and its low cytotoxicity, for the determination of flavonoids of several samples of Passiflora sp. and Mangifera sp. leaves from the Canary Islands, and using as target analytes: rutin, quercetin and apigenin. The analysis of 50 mg of plant material only required 525 µL of the low cytotoxic IL-based surfactant solution at 930 mM, 10.5 min of microwave irradiation at 30 °C and 50 W, which involves a simpler, faster, more efficient and greener method in comparison with other strategies reported in the literature for obtaining bioactive compounds profiles from plants.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Evaluation of Structurally Different Ionic Liquid-Based Surfactants in a Green Microwave-Assisted Extraction for the Flavonoids Profile Determination of Mangifera sp. and Passiflora sp. Leaves from Canary Islands

et al. 2020

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“…However, some anions containing fluorine in their structure will cause an increase in toxicity of their corresponding ILs. For example, although the hydroxylammonium and imidazolium cations were evaluated to be less toxic, the toxicity of their ILs increased drastically once NTf 2 was incorporated as the anion [38]. Regarding the biodegradability, the IL components 1-Butyl-3-methylimidazolium (Bmim) and bis(trifluoromethanesulfonyl) imide (NTf 2 ) were reported to be non-biodegradable even at low concentration (10 mg/L), while the N,N,Ntrimethylethanolammonium (Choline) and acetate (Ac) could be completely degraded with a concentration up to 50 mg/L [38].…”

Section: Biodegradability and Toxicitymentioning

confidence: 99%

Ionic Liquids as High-Performance Lubricants and Lubricant Additives

Guo¹,

Iglesias²

2021

Ionic Liquids - Thermophysical Properties and Applications

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Taking into account the environmental awareness and ever-growing restrictive regulations over contamination, the study of new lubricants or lubricant additives with high performance and low toxicity over the traditional lubes to reduce the negative impact on the environment is needed. In this chapter, the current literature on the use of ionic liquids, particularly protic ionic liquids, as high-performance lubricants and lubricant additives to different types of base lubricants are reviewed and described. The relation between ionic liquids structures and their physicochemical properties, such as viscosity, thermal stability, corrosion behavior, biodegradability, and toxicity, is elaborated. Friction reduction and wear protection mechanisms of the ionic liquids are discussed with relation to their molecular structures and physicochemical properties.

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“…The toxic effects of the ILs and/or their metabolites on living organisms must be considered when evaluating their environmental impacts. In this context, ILs derived from naturally occurring compounds are also expected to be less toxic, with [Ch]ILs again being considered some of the most promising [ 55 , 56 , 57 ].…”

Section: Properties Of Carbohydrate-based Ilsmentioning

confidence: 99%

Insights into the Properties and Potential Applications of Renewable Carbohydrate-Based Ionic Liquids: A Review

Gaida

Brzęczek-Szafran

2020

Molecules

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Carbohydrate-derived ionic liquids have been explored as bio-alternatives to conventional ionic liquids for over a decade. Since their discovery, significant progress has been made regarding synthetic methods, understanding their environmental effect, and developing perspectives on their potential applications. This review discusses the relationships between the structural properties of carbohydrate ionic liquids and their thermal, toxicological, and biodegradability characteristics in terms of guiding future designs of sugar-rich systems for targeted applications. The synthetic strategies related to carbohydrate-based ionic liquids, the most recent relevant advances, and several perspectives for possible applications spanning catalysis, biomedicine, ecology, biomass, and energy conversion are presented herein.

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Cation and anion effect on the biodegradability and toxicity of imidazolium– and choline–based ionic liquids

Cited by 92 publications

References 94 publications

Evaluation of Structurally Different Ionic Liquid-Based Surfactants in a Green Microwave-Assisted Extraction for the Flavonoids Profile Determination of Mangifera sp. and Passiflora sp. Leaves from Canary Islands

Evaluation of Structurally Different Ionic Liquid-Based Surfactants in a Green Microwave-Assisted Extraction for the Flavonoids Profile Determination of Mangifera sp. and Passiflora sp. Leaves from Canary Islands

Ionic Liquids as High-Performance Lubricants and Lubricant Additives

Insights into the Properties and Potential Applications of Renewable Carbohydrate-Based Ionic Liquids: A Review

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