Abstract:
:Cholinium-based ionic liquids are receiving crescent interest in diverse areas of application given their biological compatibility and potential for industrial application. In this work, mono and dicationic cholinium ionic liquids as well as cholinium derivatives were synthesized and their toxicity assessed using the luminescent bacteria Vibrio fischeri. A range of cholinium derivatives was synthesized, using different amines and the correspondent brominated derivatives, through the alkylation of the amine with the halide in MeCN. The results indicate that their toxicity is highly dependent on the structural modifications of the cholinium cation, mainly related to the alkyl side or linkage chain length, number of hydroxyethyl groups and insertion of carbon-carbon multiple bonds. The data indicated that it is possible to perform environmentally advantageous structural alterations, namely the addition of double bonds, which would not negatively affect V. fischeri. Moreover, the dicationic compounds revealed a significantly lower toxicity than the monocationic counterparts. The picture emerging from the results supports the idea that cholinium derivatives are promising ionic liquids with a low environmental impact, emphasizing the importance of a careful and directed design of ionic liquid structures.
journal_name
Ecotoxicol Environ Safjournal_title
Ecotoxicology and environmental safetyauthors
E Silva FA,Siopa F,Figueiredo BF,Gonçalves AM,Pereira JL,Gonçalves F,Coutinho JA,Afonso CA,Ventura SPdoi
10.1016/j.ecoenv.2014.07.003subject
Has Abstractpub_date
2014-10-01 00:00:00pages
302-10eissn
0147-6513issn
1090-2414pii
S0147-6513(14)00295-4journal_volume
108pub_type
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