Skip to main content

Terrestrial Toxicity of Ionic Liquids

  • Living reference work entry
  • First Online:
Encyclopedia of Ionic Liquids
  • 170 Accesses

Introduction

Ionic liquids (ILs) consist large organic cation and organic or inorganic anions [1]. ILs have great potential application value in industrial due to their unique physiochemical properties [2,3,4,5].

As mentioned in the literature [6], ILs may be harmful to soil ecosystems. Thus, it is becoming increasingly difficult to ignore the terrestrial toxicity of ILs, and the prudent use of ILs is essential.

Zhang et al. [7] stated that the biodegradability of ionic liquids is progress to eliminate harmful ILs from the environment and is an important indicator to evaluate environmental safety. Zhang et al. [8] stated the stability of ionic liquids varied with different types of anions and cations. Researches [9,10,11,12,13] showed that imidazolium-based and pyridinium-based ILs were stable in the test periods. Peric et al. [11, 12] hypothesized that protic ILs (PILs) had the potential biodegradable capacity in soil. The mode of toxic action (MOA) of IL toxic effects may be their...

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Institutional subscriptions

References

  1. Matsumoto H, Yanagida M, Tanimoto K, Tanimoto K, Nomura M, Kitagawa Y, Miyazaki Y (2000) Highly conductive room temperature molten salts based on small trimethyl alkyl ammonium cations and bis (trifluoromethylsulfonyl) imide. Chem Lett 29:922–923

    Article  Google Scholar 

  2. Deng Y, Beadham I, Wu J, Chen XD, Hu L, Gu J (2015) Chronic effects of the ionic liquid [C4mim][cl] towards the microalga Scenedesmus quadricauda. Environ Pollut 204:248–255

    Article  CAS  Google Scholar 

  3. Dołżonek J, Cho CW, Stepnowski P, Markiewicz M, Thöming J, Stolte S (2017) Membrane partitioning of ionic liquid cations, anions and ion pairs – estimating the bioconcentration potential of organic ions. Environ Pollut 228:378–389

    Article  Google Scholar 

  4. Sintra TE, Nasirpour M, Siopa F, Rosatella AA, Gonçalves F, Coutinho JAP, Afonso CAM, Ventura SPM (2017) Ecotoxicological evaluation of magnetic ionic liquids. Ecotox Environ Safe 143:315–321

    Article  CAS  Google Scholar 

  5. Ueno K, Watanabe M (2011) From colloidal stability in ionic liquids to advanced soft materials using unique media. Langmuir 27:9105–9115

    Article  CAS  Google Scholar 

  6. Zhang C, Du ZK, Li B, Sun X, Wang J, Wang JH, Zhu LS (2018) Evaluating toxicity of 1-octyl-3-methylimidazolium hexafluorophosphate to microorganisms in soil. Chemosphere 210:762–768

    Article  CAS  Google Scholar 

  7. Zhang SJ, Xu CM, Lv XM, Zhou Q (2009) Ionic liquids and green chemistry. Science Press, Beijing

    Google Scholar 

  8. Zhang XC, Liu BY, Liu HR (2008) Ionic liquids: from theoretical basis to research progress. Chemical Industry Press, Beijing

    Google Scholar 

  9. Liu T, Wang J, Wang JH, Zhu LS (2018) Assessing the influence of 1-dodecyl-3-methylimidazolium chloride on soil characteristics and Vicia faba seedlings. Ecotox Environ Safe 152:114–120

    Article  CAS  Google Scholar 

  10. Liu T, Wang JH, Wang J, Zhu LS, Zhang J, Sun X (2016) Growth and physiological and biochemical responses of wheat seedlings to imidazolium-based ionic liquids 1-octyl-3-methylimidazolium chloride and 1-octyl-3-methylimidazolium bromide. Bull Environ Contam Toxicol 96:544–549

    Article  CAS  Google Scholar 

  11. Peric B, Martí E, Sierra J, Cruañas R, Iglesias M, Garau MA (2011) Terrestrial ecotoxicity of short aliphatic protic ionic liquids. Environ Toxicol Chem 30:2802–2809

    Article  CAS  Google Scholar 

  12. Peric B, Sierra J, Martí E, Cruañas R, Garau MA (2014) A comparative study of the terrestrial ecotoxicity of selected protic and aprotic ionic liquids. Chemosphere 108:418–425

    Article  CAS  Google Scholar 

  13. Shao YT, Wang J, Du ZK, Li B, Zhu LS, Wang JH (2018) Toxicity of 1-alkyl-3-methyl imidazolium nitrate ionic liquids to earthworms: the effects of carbon chains of different lengths. Chemosphere 206:302–309

    Article  CAS  Google Scholar 

  14. Gal N, Malferrari D, Kolusheva S, Galletti P, Tagliavini E, Jelinek R (2012) Membrane interactions of ionic liquids: possible determinants for biological activity and toxicity. Biochim Biophys Acta 1818:2967–2974

    Article  CAS  Google Scholar 

  15. Liu T, Zhu LS, Xie H, Wang JH, Wang J, Sun FX, Wang FH (2014) Effects of the ionic liquid 1-octyl-3-methylimidazolium hexafluorophosphate on the growth of wheat seedlings. Environ Sci Pollut R 21:3936–3945

    Article  CAS  Google Scholar 

  16. Xu YQ, Wang J, Zhu LS, Du ZK, Wang JH, Wei K (2018) Physiological and biochemical responses of wheat (Triticum aestivum L.) seedlings to three imidazolium-based ionic liquids in soil. Chemosphere 191:81–88

    Article  CAS  Google Scholar 

  17. Liu T, Wang JH, Wang J, Zhu LS, Zhang J (2016) Biological responses of Vicia faba seedlings to the imidazolium-based ionic liquid 1-hexyl-3-methylimidazolium chloride in soil. Environ Toxicol Chem 35:1502–1510

    Article  CAS  Google Scholar 

  18. Liu T, Zhu LS, Wang JH, Wang J, Tan MY (2016) Phytotoxicity of imidazoliumbased ILs with different anions in soil on Vicia faba seedlings and the influence of anions on toxicity. Chemosphere 145:269–276

    Article  CAS  Google Scholar 

  19. Liu T, Zhu LS, Wang JH, Wang J, Xie H (2015) The genotoxic and cytotoxic effects of 1-butyl-3-methylimidazoliumchloride in soil on Vicia faba seedlings. J Hazard Mater 285:27–36

    Article  CAS  Google Scholar 

  20. Liu T, Zhu LS, Wang JH, Wang J, Zhang J, Sun X, Zhang C (2015) Biochemical toxicity and DNA damage of imidazolium-based ionic liquid with different anions in soil on Vicia faba seedlings. Sci Rep 5:18444. https://doi.org/10.1038/srep18444

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  21. Bubalo MC, Hanousek K, Radosevic K, Srcek VG, Jakovljevic T, Redovnikovic IR (2014) Imidazolium based ionic liquids: effects of different anions and alkyl chains lengths on the barley seedlings. Ecotoxicol Environ Saf 101:116–1230

    Article  Google Scholar 

  22. Gouveia W, Jorge TF, Martins S, Meireles M, Carolino M, Cruz C, Almeida TV, Araujo ME (2014) Toxicity of ionic liquids prepared from biomaterials. Chemosphere 104:51–56

    Article  CAS  Google Scholar 

  23. Mikkola SK, Robciuc A, Lokajova J, Holding AJ, Lammerhofer M, Kilpelainen I, Holopainen JM, King AW, Wiedmer SK (2015) Impact of amphiphilic biomass-dissolving ionic liquids on biological cells and liposomes. Environ Sci Technol 49:1870–1878

    Article  CAS  Google Scholar 

  24. Ventura SP, de Barros RL, Sintra T, Soares CM, Lima AS, Coutinho JA (2012) Simple screening method to identify toxic/nontoxic ionic liquids: agar diffusion test adaptation. Ecotoxicol Environ Saf 83:55–62

    Article  CAS  Google Scholar 

  25. Stolte S, Arning J, Bottin-Weber U, Muller A, Pitner WR, Welz-Biermann U, Jastorff B, Ranke J (2007) Effects of different head groups and functionalised side chains on the cytotoxicity of ionic liquids. Green Chem 9:760–767

    Article  CAS  Google Scholar 

  26. E Silva FA, Siopa F, Figueiredo BFHT, Gonçalves AMM, Pereira JL, Gonçalves F, Coutinho JAP, Afonso CAM, Ventura SPM (2014) Sustainable design for environment-friendly mono and dicationic cholinium-based ionic liquids. Ecotoxicol Environ Saf 108:302–310

    Article  CAS  Google Scholar 

  27. Amde M, Liu JF, Pang L (2015) Environmental application, fate, effects, and concerns of ionic liquids: a review. Environ Sci Technol 49:12611–12627

    Article  CAS  Google Scholar 

  28. Matzke M, Stolte S, Thiele K, Juffernholz T, Arning J, Ranke J, Welz-Biermann U, Jastorff B (2007) The influence of anion species on the toxicity of 1-alkyl-3-methylimidazolium ionic liquids observed in an (eco)toxicological test battery. Green Chem 9:1198–1207

    Article  CAS  Google Scholar 

  29. Stolte S, Arning JR, Bottin-Weber U, Matzke M, Stock F, Thiele K, Uerdingen M, Welz-Biermann U, Jastorff B, Ranke J (2006) Anion effects on the cytotoxicity of ionic liquids. Green Chem 8:621–629

    Article  CAS  Google Scholar 

  30. OECD (2004) Test no. 222: earthworm reproduction test (Eisenia fetida/andrei). Organisation for Economic Co-operation and Development, Paris

    Google Scholar 

  31. Li XY, Luo YR, Yun MX, Wang J, Wang JJ (2010) Effects of 1-methyl-3-octylimidazolium bromide on the anti-oxidant system of earthworm. Chemosphere 78:853–858

    Article  CAS  Google Scholar 

  32. Luo YR, Wang SH, Li XY, Yun MX, Wang JJ, Sun ZJ (2010) Toxicity of ionic liquids on the growth, reproductive ability, and ATPase activity of earthworm. Ecotox Environ Safe 73:1046–1050

    Article  CAS  Google Scholar 

  33. Guo YY, Liu T, Zhang J, Wang JH, Wang J, Zhu LS, Yang JH (2016) Biochemical and genetic toxicity of the ionic liquid 1-octyl-3-methylimidazolium chloride on earthworms (Eisenia fetida). Environ Toxicol Chem 35:411–418

    Article  CAS  Google Scholar 

  34. Liu XY, Zhang SM, Wang JH, Wang J, Shao YT, Zhu LS (2016) Biochemical responses and DNA damage in earthworms (Eisenia fetida) induced by ionic liquid [Omim]PF6. Environ Sci Pollut Res 23:6836–6844

    Article  CAS  Google Scholar 

  35. Shao YT, Wang J, Du ZK, Li B, Zhu LS, Wang JH, Zhang SM (2018) Toxic effect of [Omim]BF4, and [Omim]Br on antioxidant stress and oxidative damage in earthworms (Eisenia fetida). Environ Toxicol Phar 60:37–44

    Article  CAS  Google Scholar 

  36. Luo YR, Wang SH, Yun MX, Li XY, Wang JJ, Sun ZJ (2009) The toxic effects of ionic liquids on the activities of acetylcholinesterase and cellulase in earthworms. Chemosphere 77:313–318

    Article  CAS  Google Scholar 

  37. Shao YT, Du ZK, Zhang C, Zhu LS, Wang JH, Wang J (2017) Acute toxicity of imidazole nitrate ionic liquids with varying chain lengths to earthworms (Eisenia foetida). Bull Environ Contam Toxicol 99(1–5):213–217

    Article  CAS  Google Scholar 

  38. Hossain MI, Samir BB, El-Harbawi M, Masri AN, Abdul Mutalib MI, Hefter G, Yin CY (2011) Development of a novel mathematical model using a group contribution method for prediction of ionic liquid toxicities. Chemosphere 85:990–994

    Article  Google Scholar 

  39. Liu HJ, Zhang SX, Hu XN, Chen CD (2013) Phytotoxicity and oxidative stress effect of 1-octyl-3-methylimidazolium chloride ionic liquid on rice seedlings. Environ Pollut 181:242–249

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Lusheng Zhu .

Editor information

Editors and Affiliations

Section Editor information

Rights and permissions

Reprints and permissions

Copyright information

© 2019 Springer Nature Singapore Pte Ltd.

About this entry

Check for updates. Verify currency and authenticity via CrossMark

Cite this entry

Zhu, L., Zhang, C., Wang, J., Du, Z. (2019). Terrestrial Toxicity of Ionic Liquids. In: Zhang, S. (eds) Encyclopedia of Ionic Liquids. Springer, Singapore. https://doi.org/10.1007/978-981-10-6739-6_68-1

Download citation

  • DOI: https://doi.org/10.1007/978-981-10-6739-6_68-1

  • Received:

  • Accepted:

  • Published:

  • Publisher Name: Springer, Singapore

  • Print ISBN: 978-981-10-6739-6

  • Online ISBN: 978-981-10-6739-6

  • eBook Packages: Springer Reference Chemistry and Mat. ScienceReference Module Physical and Materials ScienceReference Module Chemistry, Materials and Physics

Publish with us

Policies and ethics