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The effect of ionic liquids with the tetrafluoroborate anion on terrestrial plants

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Warianty tytułu
Języki publikacji
EN
Abstrakty
EN
Ionic liquids have attracted considerable interest as excellent alternatives to organic solvents to be used in homogeneous and biphasic processes. Ionic liquids are non-volatile, non-flammable and their “green” character has usually been justified with their negligible vapour pressure. However, the marketing of any chemical substance requires the determination of their impact on all elements of nature. Determination of the potential ecotoxicity of new chemical compounds is associated with conducting research on the effects of those compounds on the growth and development of selected organism. The phytotoxic properties of chiral ionic salts with the alkylimidazolium cation and the tetrafluoroborate anion were assessed for selected weeds popular in Poland: gallant soldier (Galinsoga parviflora Cav.), white goosefoot (Chenopodium album L.) and common sorrel (Rumex acetosa L.). It was found that 3-alkyl-1-[(1R,2S,5R)-(–)-menthoxymethyl]imidazolium tetrafluoroborates – ([C8-Im-Men][BF4]) and ([C9-Im-Men][BF4]) were low toxic to plants. A higher toxicity to terrestrial plants was characterized by ([C11-Im-Men][BF4]). The toxicity effect of compounds depended non only on the length of the alkyl chain in the function group but also on the concentration of the used compound and the type of plant which was sprayed with the tested compound.
Słowa kluczowe
Rocznik
Strony
41--52
Opis fizyczny
Bibliogr. 25 poz., tab., rys.
Twórcy
autor
  • Institute of Chemistry, Environmental Protection and Biotechnology, Jan Długosz University in Częstochowa, al. Armii Krajowej 13/15, 42-200 Częstochowa, Poland
  • Institute of Chemistry, Environmental Protection and Biotechnology, Jan Długosz University in Częstochowa, al. Armii Krajowej 13/15, 42-200 Częstochowa, Poland
autor
  • Mechanical and Power Engineering, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland.
  • Faculty of Chemistry, Wrocław University of Science and Technology, Wybrzeże Wyspiańskiego 27, 50-370 Wrocław, Poland
Bibliografia
  • [1] PLECHKOVA V., SEDDON K.R., Applications of ionic liquids in the chemical industry, Chem. Soc. Rev., 2008, 37 (1), 123.
  • [2] BESTE Y., EGGERSMANN M., SCHOENMAKERS H., Extractive distillation C with ionic liquids, Chem. Ing. Tech., 2005, 77, 1800.
  • [3] ZHANG S., DOKKO K., WATANABE M., Porous ionic liquids. Synthesis and application, Chem. Sci., 2015, 6, 3684.
  • [4] BICZAK R., PAWŁOWSKA B., BAŁCZEWSKI P., RYCHTER P., The role of the anion in the toxicity of imidazolium ionic liquids, J. Hazard. Mater., 2014, 274, 181.
  • [5] BICZAK R., BAŁCZEWSKI P., BACHOWSKA B., PAWŁOWSKA B., KAZMIERCZAK-BARANSKA J., CIESLAK M., NAWROT B., Phytotoxicity and cytotoxicity of imidazolium ionic liquids containing sulfur atoms, Phosph. Sulfur Silicon Relat. Elem., 2013, 188, 459.
  • [6] CVJETKO BUBALO M., RADOŠEVIĆ K., REDOVNIKOVIĆ I.R., HALAMBEK J., SRČEK V.G., A brief overview of the potential environmental hazards of ionic liquids, Ecotoxicol. Environ. Saf., 2014, 99, 1.
  • [7] KIMURA O., TSUKAGOSHI K., ENDO T., Uptake of phenoxyacetic acid derivatives into Caco-2 cells by the monocarboxylic acid transporters, Toxicol. Lett., 2009, 189, 102.
  • [8] PRACZYK T., PERNAK J., Herbicidal ionic liquids, Przem. Chem., 2013, 92, 1660 (in Polish).
  • [9] POLIT J.T., PRACZYK T., PERNAK J., SOBIECH Ł., JAKUBIAK E., SKRZYPCZAK G., Inhibition of germination and early growth of rape seed (Brassica napus L.) by MCPA in anionic and ester form, Acta Physiol. Plant., 2014, 36, 699.
  • [10] KORDALA-MARKIEWICZ R., RODAK H., MARKIEWICZ B., WALKIEWICZ F., SZNAJDROWSKA A., MATERNA K., MARCINKOWSKA K., PRACZYK T., PERNAK J., Phenoxy herbicidal ammonium ionic liquids, Tetrahedron, 2014, 70 (32), 4784.
  • [11] PERNAK J., FEDER-KUBIS J., CIENIECKA-ROSŁONKIEWICZ A., FISCHMEISTER C., GRIFIN S.T., ROGERS R.D., Synthesis and properties of chiral imidazolium ionic liquids with a (1R,2S,5R)-(–)-menthoxymethyl substituent, New J. Chem., 2007, 31, 879.
  • [12] ECCLES R., Role of cold receptors and menthol in thirst, the drive to breathe and arousal, Appetite, 2000, 34 (1), 29.
  • [13] FEDER-KUBIS J., TOMCZUK K., The effect of the cationic structures of chiral ionic liquids on their antimicrobial activities, Tetrahedron, 2013, 69 (3–4), 4190.
  • [14] FEDER-KUBIS J., BRYJAK J., Laccase activity and stability in the presence of menthol-based ionic liquids, Acta Biochim. Pol., 2013, 60 (4), 741.
  • [15] MIAO X., FEDER-KUBIS J., FISCHMEISTER C., PERNAK J., DIXNEUF P., Catalytic cycloisomerisation of 1,6-dienes in ionic liquids, Tetrahedron, 2008, 64, 3687.
  • [16] BICZAK R., PAWŁOWSKA B., FEDER-KUBIS J., The phytotoxicity of ionic liquids from natural pool of (-)-menthol with tetrafluoroborate anion, Environ. Sci. Pollut. Res., 2015, 22 (15), 11740.
  • [17] BARRADO E., COUTO R.A.S., QUINAZ M.B., LIMA J.L.F.C., CASTRILLEJO Y., Electrochemical behaviour of ferrocene in the ionic liquid 1-ethyl-3-methylimidazolium tetrafluoroborate, EMIMBF4, at 298 K, J. Electroanal. Chem., 2014, 720–721, 136.
  • [18] ZHANG C., MALHORTA S.V., FRANCIS A.J., Toxicity of ionic liquids to Clostridium sp. and effects on uraniumbiosorption, J. Hazard. Mater., 2014, 264, 246.
  • [19] PINTO P.C.A.G., SARAIVA M.L.M.F.S., LIMA J.L.F.C., Sequential injection analysis as a tool for implementation of enzymatic assays in ionic liquids, Talanta, 2008, 77, 479.
  • [20] SUNITHA S., KANJILAL S., REDDY P.S., PRASAD R.B.N., Ionic liquids as a reaction medium for lipase- -catalyzed methanolysis of sunflower oil, Biotechnol. Lett., 2007, 29 (12), 1881.
  • [21] MATZKE M., STOLTE S., THIELE K., JUFFERNHOLZ T., ARNING J., RANKE J., WELZ-BIERMANN U., JASTORFF B., The influence of anion species on the toxicity of 1-alkyl-3-methylimidazolium ionic liquids observed in an (eco)toxicological test battery, Green Chem., 2007, 9 (11), 1198.
  • [22] EN ISO 2871-2. European Standard 2010. Surface active agents. Detergents. Determination of cationic-active matter content. Part 2. Cationic-active matter of low molecular mass (between 200 and 500), Management Centre, Avenue Marnix 17, B-1000 Brussels.
  • [23] BICZAK R., BAŁCZEWSKI P., PAWŁOWSKA B., BACHOWSKA B., RYCHTER P., Comparison of phytotoxic city of selected phosphonium ionic liquid, Ecol. Chem. Eng. S, 2014, 21 (2), 281.
  • [24] MATZKE M., STOLTE S., BÖSCHEN A., FILSER J., Mixture effects and predictability of combination effects of imidazolium based ionic liquids as well as imidazolium based ionic liquids and cadmium on terrestrial plants (Triticum aestivum) and limnic green algae (Scenedesmus vacuolatus), Green Chem., 2008, 10, 784.
  • [25] ZGÓRSKA A., GRABIŃSKA-SOTA E., LISZCZYK G., Evaluation of the influence of ammonium ionic liquid on soil organisms, Przem. Chem., 2010, 89 (7), 55 (in Polish).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-bf601a37-2b76-401e-b248-4da95241c562
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