Cargando…

Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves

Ionic liquids are increasingly used for their superior properties. Four water-immiscible ionic liquids (butyltriethylammonium bis(trifluoromethylsulfonyl)imide, octyltriethylammonium bis(trifluoromethylsulfonyl)imide, dodecyltriethylammonium bis(trifluoromethylsulfonyl)imide, butyl-3-methylimidazoli...

Descripción completa

Detalles Bibliográficos
Autores principales: Fojtášková, Jana, Koutník, Ivan, Vráblová, Martina, Sezimová, Hana, Maxa, Milan, Obalová, Lucie, Pánek, Petr
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7664430/
https://www.ncbi.nlm.nih.gov/pubmed/33172179
http://dx.doi.org/10.3390/molecules25215181
_version_ 1783609845974302720
author Fojtášková, Jana
Koutník, Ivan
Vráblová, Martina
Sezimová, Hana
Maxa, Milan
Obalová, Lucie
Pánek, Petr
author_facet Fojtášková, Jana
Koutník, Ivan
Vráblová, Martina
Sezimová, Hana
Maxa, Milan
Obalová, Lucie
Pánek, Petr
author_sort Fojtášková, Jana
collection PubMed
description Ionic liquids are increasingly used for their superior properties. Four water-immiscible ionic liquids (butyltriethylammonium bis(trifluoromethylsulfonyl)imide, octyltriethylammonium bis(trifluoromethylsulfonyl)imide, dodecyltriethylammonium bis(trifluoromethylsulfonyl)imide, butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide) and their water miscible precursors (bromides) were synthesized in a microwave reactor and by conventional heating. The best conditions for microwave-assisted synthesis concerning the yield and the purity of the product are proposed. The heating in the microwave reactor significantly shortened the reaction time. Biocide and ecotoxic effects of synthesized ionic liquids and their precursors were investigated. All tested compounds had at least a little effect on the growth or living of microorganisms (bacteria or mold). The precursor dodecyltriethylammonium bromide was found to be the strongest biocide, but posed a risk to the aquatic environment due to its relatively high EC(50) value in the test with Vibrio fischeri. We assumed that apart from the alkyl chain length, the solubility in water, duration of action, or type of anion can influence the final biocide and ecotoxic effect.
format Online
Article
Text
id pubmed-7664430
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-76644302020-11-14 Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves Fojtášková, Jana Koutník, Ivan Vráblová, Martina Sezimová, Hana Maxa, Milan Obalová, Lucie Pánek, Petr Molecules Article Ionic liquids are increasingly used for their superior properties. Four water-immiscible ionic liquids (butyltriethylammonium bis(trifluoromethylsulfonyl)imide, octyltriethylammonium bis(trifluoromethylsulfonyl)imide, dodecyltriethylammonium bis(trifluoromethylsulfonyl)imide, butyl-3-methylimidazolium bis(trifluoromethylsulfonyl)imide) and their water miscible precursors (bromides) were synthesized in a microwave reactor and by conventional heating. The best conditions for microwave-assisted synthesis concerning the yield and the purity of the product are proposed. The heating in the microwave reactor significantly shortened the reaction time. Biocide and ecotoxic effects of synthesized ionic liquids and their precursors were investigated. All tested compounds had at least a little effect on the growth or living of microorganisms (bacteria or mold). The precursor dodecyltriethylammonium bromide was found to be the strongest biocide, but posed a risk to the aquatic environment due to its relatively high EC(50) value in the test with Vibrio fischeri. We assumed that apart from the alkyl chain length, the solubility in water, duration of action, or type of anion can influence the final biocide and ecotoxic effect. MDPI 2020-11-06 /pmc/articles/PMC7664430/ /pubmed/33172179 http://dx.doi.org/10.3390/molecules25215181 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Fojtášková, Jana
Koutník, Ivan
Vráblová, Martina
Sezimová, Hana
Maxa, Milan
Obalová, Lucie
Pánek, Petr
Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves
title Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves
title_full Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves
title_fullStr Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves
title_full_unstemmed Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves
title_short Antibacterial, Antifungal and Ecotoxic Effects of Ammonium and Imidazolium Ionic Liquids Synthesized in Microwaves
title_sort antibacterial, antifungal and ecotoxic effects of ammonium and imidazolium ionic liquids synthesized in microwaves
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7664430/
https://www.ncbi.nlm.nih.gov/pubmed/33172179
http://dx.doi.org/10.3390/molecules25215181
work_keys_str_mv AT fojtaskovajana antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves
AT koutnikivan antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves
AT vrablovamartina antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves
AT sezimovahana antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves
AT maxamilan antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves
AT obalovalucie antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves
AT panekpetr antibacterialantifungalandecotoxiceffectsofammoniumandimidazoliumionicliquidssynthesizedinmicrowaves