Toxicity assessment of ionic liquids with Vibrio fischeri: An alternative fully automated methodology

Costa, Susana P.F.; Pinto, Paula C.A.G.; Lapa, Rui A. S.; Saraiva, M. Lúcia M.F.S.

doi:10.1016/j.jhazmat.2014.10.049

Cited by 53 publications

(26 citation statements)

References 30 publications

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“…the ILs in this study were moderately toxic (decanoates and isostearates between 10–100 mg/L) or practically harmless (neodecanoates 100–1000 mg/L) according to their EC 50 values. Two EC 50 values, after 5 and 15 minutes incubation, are provided for reference purposes, since either of these incubation times is typically used in previous studies7131415161718192021222324252627282930313233343536373839 utilising V. fischeri bacteria. The toxic effect is time-dependent, particularly with relatively short incubation times (minutes time-scale).…”

Section: Resultsmentioning

confidence: 99%

Impact of Surface-Active Guanidinium-, Tetramethylguanidinium-, and Cholinium-Based Ionic Liquids on Vibrio Fischeri Cells and Dipalmitoylphosphatidylcholine Liposomes

Rantamäki

Ruokonen

Sklavounos

et al. 2017

Sci Rep

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We investigated the toxicological effect of seven novel cholinium, guanidinium, and tetramethylguanidinium carboxylate ionic liquids (ILs) from an ecotoxicological point of view. The emphasis was on the potential structure-toxicity dependency of these surface-active ILs in aqueous environment. The median effective concentrations (EC50) were defined for each IL using Vibrio (Aliivibrio) fischeri marine bacteria. Dipalmitoylphosphatidylcholine (DPPC) liposomes were used as biomimetic lipid membranes to study the interactions between the surface-active ILs and the liposomes. The interactions were investigated by following the change in the DPPC phase transition behaviour using differential scanning calorimetry (DSC). Critical micelle concentrations for the ILs were determined to clarify the analysis of the toxicity and the interaction results. Increasing anion alkyl chain length increased the toxicity, whereas branching of the chain decreased the toxicity of the ILs. The toxicity of the ILs in this study was mainly determined by the surface-active anions, while cations induced a minor impact on the toxicity. In the DSC experiments the same trend was observed for all the studied anions, whereas the cations seemed to induce more variable impact on the phase transition behaviour. Toxicity measurements combined with liposome interaction studies can provide a valuable tool for assessing the mechanism of toxicity.

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Section: Resultsmentioning

confidence: 99%

Impact of Surface-Active Guanidinium-, Tetramethylguanidinium-, and Cholinium-Based Ionic Liquids on Vibrio Fischeri Cells and Dipalmitoylphosphatidylcholine Liposomes

Rantamäki

Ruokonen

Sklavounos

et al. 2017

Sci Rep

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“…Unfortunately, many publications are conflicted on the specific structural arrangements that impart toxicity to ILs. Recent studies point to elevated toxicity as being primarily affected by cation size or branching [128], specific cation species [129], increased lengths or branching of cation alkyl chains [130], cation aromaticity [130, 131], lipophilicity, surfactant behavior [132], or anion species [131]. Clearly, an improved knowledge of the molecular toxicity characteristics of ILs can help inform the design of greener, less toxic and more benign IL technologies.…”

Section: Discussionmentioning

confidence: 99%

Meta-analysis of ionic liquid literature and toxicology

et al. 2016

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A meta-analysis was conducted to compare the total amount of ionic liquid (IL) literature (n = 39,036) to the body of publications dealing with IL toxicity (n = 213) with the goal of establishing the state of knowledge and existing information gaps. Additionally, patent literature pertaining to issued patents utilizing ILs (n = 3,358) or dealing with IL toxicity (n =112) were analyzed. Total publishing activity and patent count served to gauge research activity, industrial usage and toxicology knowledge of ILs. Five of the most commonly studied IL cations were identified and used to establish a relationship between toxicity data and potential of commercial use: imidazolium, ammonium, phosphonium, pyridinium, and pyrrolidinium. Toxicology publications for all IL cations represented 0.55% ± 0.27% of the total publishing activity; compared with other industrial chemicals, these numbers indicate that there is still a paucity of studies on the adverse effects of this class of chemical. Toxicity studies on ILs were dominated by the use of in vitro models (18%) and marine bacteria (15%) as studied biological systems. Whole animal studies (n = 87) comprised 31% of IL toxicity studies, with a subset of in vivo mammalian models consisting of 8%. Human toxicology data were found to be limited to in vitro analyses, indicating substantial knowledge gaps. Risks from long-term and chronic low-level exposure to ILs have not been established yet for any model organisms, reemphasizing the need to fill crucial knowledge gaps concerning human health effects and the environmental safety of ILs. Adding to the existing knowledge of the molecular toxicity characteristics of ILs can help inform the design of greener, less toxic and more benign IL technologies.

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“…The toxicity of an IL depends on both cation and anion. In general, fluorinated anions are more toxic to activated sludge and Vibrio fischeri than are chloride and bromide ones; also, ILs containing nonaromatic cyclic cations such as those of the pyrrolidinium and morpholinium families are less toxic than conventional solvents such as chloroform or toluene . By virtue of their surfactant‐like structure, phosphonium‐based ILs are more toxic to Selenastrum capricornutum microalgae and Daphnia magna , among other microorganisms, than are ILs containing aromatic rings .…”

Section: Introductionmentioning

confidence: 99%

Biological oxidation of choline‐based ionic liquids in sequencing batch reactors

Mena

Díaz

Rodrı́guez

et al. 2019

J of Chemical Tech & Biotech

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BACKGROUND Ionic liquids (ILs) are salts consisting of an organic cation and an organic or inorganic anion that are potential use for organic synthesis, biomass conversion, gas absorption, polymerization, metal extraction and lubrication. We examined the biodegradability of choline chloride (CholineCl), choline acetate (CholineAc) and choline bis(trifluoromethylsulfonyl)imide (CholineNTf2) in a sequencing batch reactor (SBR) to assess the influence of the IL anion. RESULTS Following acclimation, activated sludge exhibited good activity, and high COD (80–90%) and TOC removal (75–85%) with initial concentrations of CholineCl and CholineAc over the range 0.25–15 mmol L–1. However, increased concentrations of CholineNTf2 in the reactor feed had an inhibitory effect on the sludge. An analysis of the reaction effluent revealed the presence of the main intermediates of choline degradation: ethanol, and methyl‐, dimethyl‐ and trimethylamine. The initial and final microbial communities of the sludge were characterized by pyrosequencing analysis, and the latter was found to consist mainly of Alfa‐, Beta‐ and Gamma‐proteobacteria. CONCLUSION Choline‐based ionic liquids can be efficiently removed in SBRs. Complete choline degradation (0.25–15 mmol L–1) was accomplished at a variable depletion rate depending on the particular IL anion (chloride, acetate or NTf2). © 2019 Society of Chemical Industry

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Toxicity assessment of ionic liquids with Vibrio fischeri: An alternative fully automated methodology

Cited by 53 publications

References 30 publications

Impact of Surface-Active Guanidinium-, Tetramethylguanidinium-, and Cholinium-Based Ionic Liquids on Vibrio Fischeri Cells and Dipalmitoylphosphatidylcholine Liposomes

Impact of Surface-Active Guanidinium-, Tetramethylguanidinium-, and Cholinium-Based Ionic Liquids on Vibrio Fischeri Cells and Dipalmitoylphosphatidylcholine Liposomes

Meta-analysis of ionic liquid literature and toxicology

Biological oxidation of choline‐based ionic liquids in sequencing batch reactors

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