Phenoxy herbicidal ammonium ionic liquids

Markiewicz, Roksana; Rodak, Hubert; Markiewicz, Bartosz; Walkiewicz, Filip; Sznajdrowska, Agata; Materna, Katarzyna; Marcinkowska, Katarzyna; Praczyk, T.; Pernak, Juliusz

doi:10.1016/j.tet.2014.05.041

Cited by 55 publications

(72 citation statements)

References 20 publications

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“…Volatilization and drift of agricultural run-off allows the commercial herbicidal formulations to spread in the environment and cause unintended contaminations. This provided the opportunity to produce novel, effective formulations based on currently manufactured herbicides, such as halogenated derivatives of phenoxyacetic acid (2,4-D, MCPA and MCPP) [5][6][7][8] or benzoic acid (Dicamba), 9 fomesafen, 10 glyphosate 11 and sulfonylurea (metsulfuron methyl). The commercial formulations of herbicides also contain various additives, which improve their biological activity.…”

Section: Introductionmentioning

confidence: 99%

Herbicidal ionic liquids based on esterquats

et al. 2015

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Novel herbicidal ionic liquids (HILs) containing different anions and cations derived from ammonium esterquats were prepared by employing a simple, inexpensive pathway. The basic physicochemical properties of the synthesized salts (such as density, viscosity, refractive index, solubility and thermal stability) were determined.Additionally, their herbicidal efficacy was evaluated under greenhouse and field conditions with a subsequent assessment of biodegradability and toxicity (acute oral toxicity towards rats and rainbow trout, the growth inhibition test of green algae and the acute immobilization test using water flea). The results of greenhouse and field experiments revealed that the herbicidal activity of HILs comprising long alkyl chains has exceeded that of commercial plant protection products. The HIL containing the di(tallowoyloxyethyl)dimethylammonium cation exhibited notable biodegradability (63% after 28 days) and various toxicity classifications depending on the tested organism: category V towards rats with LC 50 4 2000 mg, category II towards fish with LC 50 /96 h at 10.62 mg L À1 , category I towards algae and daphnids with E r C 50 /72 h at 1.73 mg L À1 and EC 50 at 0.28 mg L À1 , respectively. These findings provide evidence that the synthesis of HILs with a specifically designed structure may be successfully employed for obtaining novel, efficient and environmentally friendly plant protection agents. † Electronic supplementary information (ESI) available: 1 H and 13 C NMR spectra, detailed testing procedures for: the acute toxicity test towards rats, the acute oral toxicity test towards rainbow trout, the growth inhibition test of green algae, the acute immobilization test using water flea. See

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Section: Introductionmentioning

confidence: 99%

Herbicidal ionic liquids based on esterquats

et al. 2015

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“…The literature describes combinations of ammonia and phosphonium cations containing anions of phenoxyacetate [14][15][16], dicamba [17], and fomesafen [18], confirming that they maintain their biological activity, which tends to be higher than that of the currently popular commercial preparations. Herbicidal ionic liquids are also characterized by lower mobility in the soil and groundwater.…”

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confidence: 84%

Differences in the Uptake of Mn, Zn, and Cu by Hordeum Vulgare L. Following Applications of MCPA-based Herbicides and their Ionic Liquid Forms

Grobela

2016

Pol. J. Environ. Stud.

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“…In the water soluble t that they exh Conversion of compounds widely used in agricultureherbicides, fungicides, growth regulators is also possible. Known herbicides, such as phenoxyacetic acids (2,4-D, MCPA, MCPP and MCPB), dicamba, clopyralid, fomesafen, glyphosate, metsulfuron methyl, or bentazone, have been successfully transformed into ILs, which resulted in increased efficiency, lower environmental impact and reduced required dose per hectare [21][22][23][24][25][26][27][28][29][30][31][32]. Combination of herbicidal activity of the anion with different properties of the cation leads to dualfunction ILs [33].…”

Section: Introductmentioning

confidence: 99%