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Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides

The use of chemicals for various purposes in agriculture has numerous consequences, such as the contamination of ecosystems. Thus, nowadays it is perceived that their development should adhere to the principles of green chemistry elaborated by Paul Anastas. Consequently, to create more environment-f...

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Autores principales: Olejniczak, Adriana, Stachowiak, Witold, Rzemieniecki, Tomasz, Niemczak, Michał
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9863448/
https://www.ncbi.nlm.nih.gov/pubmed/36674875
http://dx.doi.org/10.3390/ijms24021360
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author Olejniczak, Adriana
Stachowiak, Witold
Rzemieniecki, Tomasz
Niemczak, Michał
author_facet Olejniczak, Adriana
Stachowiak, Witold
Rzemieniecki, Tomasz
Niemczak, Michał
author_sort Olejniczak, Adriana
collection PubMed
description The use of chemicals for various purposes in agriculture has numerous consequences, such as the contamination of ecosystems. Thus, nowadays it is perceived that their development should adhere to the principles of green chemistry elaborated by Paul Anastas. Consequently, to create more environment-friendly herbicides, we elaborated a ‘green’ synthesis method of a series of ionic liquids (ILs) containing cations derived from glycine. The appropriately modified cations were combined with an anion from the group of phenoxy acids, commonly known as 2,4-DP. The products were obtained with high yields, and subsequently, their properties, such as density, viscosity and solubility, were thoroughly examined to elucidate existing structure–property relationships. All ILs were liquids at room temperature, which enabled the elimination of some serious issues associated with solid active forms, such as the polymorphism or precipitation of an active ingredient from spray solution. Additionally, the synthesized compounds were tested under greenhouse conditions, which allowed an assessment of their effectiveness in regulating the growth of oilseed rape, selected as a model dicotyledonous plant. The product comprising a dodecyl chain exhibited the greatest reduction in the fresh weight of plants, significantly surpassing not only a commercially used reference herbicide but also the potassium salt of 2,4-DP.
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spelling pubmed-98634482023-01-22 Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides Olejniczak, Adriana Stachowiak, Witold Rzemieniecki, Tomasz Niemczak, Michał Int J Mol Sci Article The use of chemicals for various purposes in agriculture has numerous consequences, such as the contamination of ecosystems. Thus, nowadays it is perceived that their development should adhere to the principles of green chemistry elaborated by Paul Anastas. Consequently, to create more environment-friendly herbicides, we elaborated a ‘green’ synthesis method of a series of ionic liquids (ILs) containing cations derived from glycine. The appropriately modified cations were combined with an anion from the group of phenoxy acids, commonly known as 2,4-DP. The products were obtained with high yields, and subsequently, their properties, such as density, viscosity and solubility, were thoroughly examined to elucidate existing structure–property relationships. All ILs were liquids at room temperature, which enabled the elimination of some serious issues associated with solid active forms, such as the polymorphism or precipitation of an active ingredient from spray solution. Additionally, the synthesized compounds were tested under greenhouse conditions, which allowed an assessment of their effectiveness in regulating the growth of oilseed rape, selected as a model dicotyledonous plant. The product comprising a dodecyl chain exhibited the greatest reduction in the fresh weight of plants, significantly surpassing not only a commercially used reference herbicide but also the potassium salt of 2,4-DP. MDPI 2023-01-10 /pmc/articles/PMC9863448/ /pubmed/36674875 http://dx.doi.org/10.3390/ijms24021360 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Olejniczak, Adriana
Stachowiak, Witold
Rzemieniecki, Tomasz
Niemczak, Michał
Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides
title Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides
title_full Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides
title_fullStr Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides
title_full_unstemmed Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides
title_short Adjustment of the Structure of the Simplest Amino Acid Present in Nature—Glycine, toward More Environmentally Friendly Ionic Forms of Phenoxypropionate-Based Herbicides
title_sort adjustment of the structure of the simplest amino acid present in nature—glycine, toward more environmentally friendly ionic forms of phenoxypropionate-based herbicides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9863448/
https://www.ncbi.nlm.nih.gov/pubmed/36674875
http://dx.doi.org/10.3390/ijms24021360
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