European Journal of Chemistry 2016, 7(2), 217-224. doi:10.5155/eurjchem.7.2.217-224.1428

Quaternary ammonium nonanoate-based ionic liquids as chemicals for crop protection


Bartosz Łęgosz (1,*) , Agnieszka Biedziak (2) , Tomasz Klejdysz (3) , Juliusz Pernak (4)

(1) Department of Chemical Technology, Poznan University of Technology, Poznan, 60-965, Poland
(2) Department of Chemical Technology, Poznan University of Technology, Poznan, 60-965, Poland
(3) Institute of Plant Protection, National Research Institute, Poznan, 60-318, Poland
(4) Department of Chemical Technology, Poznan University of Technology, Poznan, 60-965, Poland
(*) Corresponding Author

Received: 18 Mar 2016, Accepted: 17 Apr 2016, Published: 30 Jun 2016

Abstract


The use of renewable chemicals has become one of the most rapidly developing trends in chemical synthesis. Numerous naturally occurring compounds become green alternatives for traditional oleochemicals due to the fact that they exhibit a wide range of attractive properties. Substances such as pelargonic (nonanoic) acid, which are obtained as secondary metabolites from plants or microorganisms, play a major role in their defense systems by protecting them from diseases, herbivores or predators. Therefore, due to their unique biological properties, the natural chemicals are potential components of ionic liquids (ILs). In this study, the synthesis and properties of ammonium ILs with nonanoate anion are presented. The reactions were conducted in a short time under ambient temperature and pressure. The products were obtained with high yields. The synthesized ILs were characterized by good surface active properties. Didecyldimethylammonium nonanoate reduced the surface tension of water to 21.86 mN/m. The feeding deterrence activity of the obtained nonanoates was also examined and the studied ILs exhibited high feeding deterrence activity, comparable to natural occurring antifeedants, azadirachtin. Additionally, the synthesized ILs were also active towards rods, cocci and fungi. The obtained results allowed to link surface properties with biological activity of synthesized ILs.


Keywords


Ionic liquids; Antifeedants; Antimicrobials; Surface activity; Carboxylic acids; Crop protection agents

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DOI: 10.5155/eurjchem.7.2.217-224.1428

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[1]. Juliusz Pernak, Kamil Czerniak, Michał Niemczak, Łukasz Ławniczak, Damian Krystian Kaczmarek, Andrzej Borkowski, Tadeusz Praczyk
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ACS Sustainable Chemistry & Engineering  6(2), 2741, 2018
DOI: 10.1021/acssuschemeng.7b04382
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[2]. Adrian Zajac, Rafal Kukawka, Anna Pawlowska-Zygarowicz, Olga Stolarska, Marcin Smiglak
Ionic liquids as bioactive chemical tools for use in agriculture and the preservation of agricultural products
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DOI: 10.1039/C8GC01424H
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[3]. Michał Niemczak, Damian Krystian Kaczmarek, Tomasz Klejdysz, Daniela Gwiazdowska, Katarzyna Marchwińska, Juliusz Pernak
Ionic Liquids Derived from Vitamin C as Multifunctional Active Ingredients for Sustainable Stored-Product Management
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DOI: 10.1021/acssuschemeng.8b04696
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How to cite


Łęgosz, B.; Biedziak, A.; Klejdysz, T.; Pernak, J. Eur. J. Chem. 2016, 7(2), 217-224. doi:10.5155/eurjchem.7.2.217-224.1428
Łęgosz, B.; Biedziak, A.; Klejdysz, T.; Pernak, J. Quaternary ammonium nonanoate-based ionic liquids as chemicals for crop protection. Eur. J. Chem. 2016, 7(2), 217-224. doi:10.5155/eurjchem.7.2.217-224.1428
Łęgosz, B., Biedziak, A., Klejdysz, T., & Pernak, J. (2016). Quaternary ammonium nonanoate-based ionic liquids as chemicals for crop protection. European Journal of Chemistry, 7(2), 217-224. doi:10.5155/eurjchem.7.2.217-224.1428
Łęgosz, Bartosz, Agnieszka Biedziak, Tomasz Klejdysz, & Juliusz Pernak. "Quaternary ammonium nonanoate-based ionic liquids as chemicals for crop protection." European Journal of Chemistry [Online], 7.2 (2016): 217-224. Web. 18 Sep. 2019
Łęgosz, Bartosz, Biedziak, Agnieszka, Klejdysz, Tomasz, AND Pernak, Juliusz. "Quaternary ammonium nonanoate-based ionic liquids as chemicals for crop protection" European Journal of Chemistry [Online], Volume 7 Number 2 (30 June 2016)

DOI Link: https://doi.org/10.5155/eurjchem.7.2.217-224.1428

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