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Article

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Title

Dicationic Herbicidal Ionic Liquids Comprising Two Active Ingredients Exhibiting Different Modes of Action

Authors

[ 1 ] Instytut Technologii i Inżynierii Chemicznej, Wydział Technologii Chemicznej, Politechnika Poznańska | [ P ] employee | [ D ] phd student

Scientific discipline (Law 2.0)

[7.6] Chemical sciences

Year of publication

2022

Published in

Journal of Agricultural and Food Chemistry

Journal year: 2022 | Journal volume: vol. 70 | Journal number: iss. 8

Article type

scientific article

Publication language

english

Keywords
EN
  • HILs
  • bis(ammonium)
  • herbicide
  • sulfonylurea
  • phenoxy acids
  • weed resistance
Abstract

EN In the framework of this study, dicationic herbicidal ionic liquids (HILs) containing tetramethylene-1,4- bis(decyldimethylammonium) and dodecylmethylene-1,12-bis(decyldimethylammonium), including two different herbicidal anions exhibiting different modes of action, were synthesized and characterized. One herbicide incorporated into the HILs was a tribenuron-methyl belonging to ALS inhibitors, while the second herbicidal anion was a synthetic auxin that acts as a growth regulator, namely 2,4-dichlorophenoxyacetate (2,4-D), 2-(2,4-dichlorophenoxy)propionate, (2,4-DP), 2,4,5-trichlorophenoxyacetate (2,4,5-T), 4-chloro-2-methylphenoxyacetiate (MCPA), 2-(4-chloro-2-methylphenoxy)propionate (MCPP), and 4-chlorophenoxyacetate (4-CPA). The obtained products were found to be unstable and decomposed, which can be attributed to the presence of an additional methyl group within the sulfonylurea bridge of the tribenuron-methyl. The synthesized HILs exhibited good affinity with polar and semipolar solvents, with ethyl acetate and hexane as the only solvents that did not dissolve the HILs. Greenhouse tests demonstrated that most of the obtained HILs were more effective than the reference herbicide containing tribenuron-methyl. The length of the alkyl chain in the cation also influenced the effectiveness of the HILs. Better effects were observed for dodecylmethylene-1,12-bis(decyldimethylammonium) cations compared to tetramethylene-1,4-bis(decyldimethylammonium). Therefore, the novel dicatonic HILs showed to integrate the advent of the combination of the different herbicides into a single molecule, enhance herbicidal efficacy, and reduce the risk of weed resistance due to the various modes of action of the applied treatment.

Date of online publication

16.02.2022

Pages (from - to)

2545 - 2553

DOI

10.1021/acs.jafc.1c07750

URL

https://pubs.acs.org/doi/abs/10.1021/acs.jafc.1c07750

License type

CC BY (attribution alone)

Open Access Mode

publisher's website

Open Access Text Version

final published version

Date of Open Access to the publication

at the time of publication

Full text of article

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Access level to full text

public

Ministry points / journal

140

Impact Factor

6,1

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