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Synthesis and Surface Properties of Piperidinium-Based Herbicidal Ionic Liquids as a Potential Tool for Weed Control.

ABSTRACT: A series of piperidinium-based herbicidal ionic liquids (HILs) were synthesized and investigated. The designed HILs, obtained with high yields, consisted of cation 1-alkyl-1-methylpiperidinium with surface activity and a commercially available herbicidal anion: (3,6-dichloro-2-methoxy)benzoates (dicamba). The above-mentioned compounds were characterized in terms of surface activity and phytotoxicity. Preliminary results were obtained at higher wettability for all HILs when compared to the wettability of commercial Dicash, with HIL having 18 atoms in the carbon chain being the best effectiveness in wetting surfaces (weeds and crop leaves), whereby a drop of HILs with short alkyl chains (C₈-C₁₀) could not slide down a leaf. Our findings present that wettability or mobility of HILs drops varied depending on the plant species. Moreover, in this study, by zeta potential and atomic force microscopy measurements, we provide conclusive evidence to demonstrate that alkyl chain elongation plays a significant role in the evolution of surface properties of HILs.

SUBMITTER: Wojcieszak M

PROVIDER: S-EPMC10037321 | biostudies-literature | 2023 Mar

REPOSITORIES: biostudies-literature

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Synthesis and Surface Properties of Piperidinium-Based Herbicidal Ionic Liquids as a Potential Tool for Weed Control.

Wojcieszak Marta M Syguda Anna A Lewandowska Aneta A Marcinkowska Agnieszka A Siwińska-Ciesielczyk Katarzyna K Wilkowska Michalina M Kozak Maciej M Materna Katarzyna K

Journal of agricultural and food chemistry 20230306 11

A series of piperidinium-based herbicidal ionic liquids (HILs) were synthesized and investigated. The designed HILs, obtained with high yields, consisted of cation 1-alkyl-1-methylpiperidinium with surface activity and a commercially available herbicidal anion: (3,6-dichloro-2-methoxy)benzoates (dicamba). The above-mentioned compounds were characterized in terms of surface activity and phytotoxicity. Preliminary results were obtained at higher wettability for all HILs when compared to the wettab ...[more]

PMID: 36877199

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Project description:The aim of the study was to evaluate the effect of herbicidal ionic liquids on the population changes of microorganisms used in a batch anaerobic digester. The influence of the following ionic liquids: benzalkonium (2,4-dichlorophenoxy)acetate (BA)(2,4-D), benzalkonium (4-chloro-2-methylphenoxy)acetate (BA)(MCPA), didecyldimethylammonium (2,4-dichlorophenoxy)acetate (DDA)(2,4-D), didecyldimethylammonium (4-chloro-2-methylphenoxy)acetate (DDA)(MCPA), as well as reference herbicides (4-chloro-2-methylphenoxy)acetic acid (MCPA) and (2,4-dichlorophenoxy)acetic acid (2,4-D) in the form of sodium salts on biogas production efficiency was investigated. The effective concentration (EC50) values were determined for all tested compounds. (MCPA)- was the most toxic, with an EC50 value of 38.6⁻41.2 mg/L. The EC50 for 2,4-D was 55.7⁻59.8 mg/L. The addition of the test substances resulted in changes of the population structure of the microbiota which formed the fermentation pulp. The research was based on 16S rDNA analysis with the use of the Next Generation Sequencing method and the MiSeq platform (Illumina, San Diego, CA, USA). There was a significant decrease in bacteria belonging to Firmicutes and Archaea belonging to Euryarchaeota. A significant decrease of the biodiversity of the methane fermentation microbiota was also established, which was expressed by the decrease of the operational taxonomic units (OTUs) and the value of Shannon's entropy. In order to determine the functional potential of bacterial metapopulations based on the 16SrDNAprofile, the PICRUSt(Phylogenetic Investigation of Communities by Reconstruction of Unobserved States)tool was used, which allowed to determine the gene potency of microorganisms and their ability to biodegrade the herbicides. In the framework of the conducted analysis, no key genes related to the biodegradation of MCPA or 2,4-D were found, and the observed decrease of their content in the supernatant liquid was caused by their sorption on bacterial biomass.

Dataset Information

Synthesis and Surface Properties of Piperidinium-Based Herbicidal Ionic Liquids as a Potential Tool for Weed Control.

Publications

Synthesis and Surface Properties of Piperidinium-Based Herbicidal Ionic Liquids as a Potential Tool for Weed Control.

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