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Correlating the structure and composition of ionic liquids with their toxicity on Vibrio fischeri: A systematic study

2012; Elsevier BV; Volume: 215-216; Linguagem: Inglês

10.1016/j.jhazmat.2012.02.019

1873-3336

Sylvie Viboud, Nicolas Papaïconomou, Aurélien Cortesi, Grégory Châtel, Micheline Draye, Dominique Fontvieille,

Medicinal Plants and Neuroprotection

► Toxicities of 54 ionic liquids containing various cations and anions was studied. ► Toxicity can be correlated with the total number of carbons of the cation. ► MCA analysis allowed us to find parameters influencing toxicities of ionic liquids. ► Several hydrophilic and hydrophobic ionic liquids with low toxicity were found. A systematic screening of the toxicity of ionic liquids (IL) towards Vibrio fischeri , a bioluminescent marine bacteria generally used in ecotoxicological bioassays, was carried out. The objectives of this work were to find hydrophilic or hydrophobic low toxicity IL and to investigate structure–toxicity relationship of IL. Toxicity of 54 IL to V. fischeri have been measured, some referring to new IL based on quinuclidinol or tropinol and some to generic IL (i.e., imidazolium, pyridinium, pyrrolidinium or piperidinium). For 47 of them, toxicity values have not been reported elsewhere. Water-soluble IL containing hydrophilic anions halide, thiocyanate, dicyanamide, trifluoromethansulfonate were studied. Some IL were found to exhibit very low toxicity towards V. fisheri . Hydrophobic IL based on bis(trifluoromethanesulfonyl)imide, tetrafluoroborate tetraphenylborate and tetracyanoborate were also studied. Toxicity was measured in a consistent way starting from aqueous solutions saturated with IL. The least toxic hydrophobic IL found in this study was [EMIM][B(CN) 4 ]. A multifactorial analysis was found to be convenient for finding relevant structure parameters influencing the toxicity of IL. From this analysis, the planarity of the cation ring appeared to be a relevant parameter. Finally, good linear correlations were found when toxicity of IL was plotted either against the number of aliphatic carbons surrounding a pyridinium cation or the total number of carbons of a cation.