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Dicationic ionic liquids as new feeding deterrents

ABSTRACT: In this study, new quaternary bis(ammonium) salts with alkyl-1,X-bis(dimethyldecylammonium) cation and saccharinate, acesulfamate, lactate and pyroglutamate anions were synthesized and characterized by (1)H and (13)C NMR spectroscopy. Thermal gravimetric and differential scanning calorimet...

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Detalles Bibliográficos
Autores principales: Kaczmarek, Damian K., Czerniak, Kamil, Klejdysz, Tomasz
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6096682/
https://www.ncbi.nlm.nih.gov/pubmed/30147225
http://dx.doi.org/10.1007/s11696-018-0495-6
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author Kaczmarek, Damian K.
Czerniak, Kamil
Klejdysz, Tomasz
author_facet Kaczmarek, Damian K.
Czerniak, Kamil
Klejdysz, Tomasz
author_sort Kaczmarek, Damian K.
collection PubMed
description ABSTRACT: In this study, new quaternary bis(ammonium) salts with alkyl-1,X-bis(dimethyldecylammonium) cation and saccharinate, acesulfamate, lactate and pyroglutamate anions were synthesized and characterized by (1)H and (13)C NMR spectroscopy. Thermal gravimetric and differential scanning calorimetry analyses confirmed that all salts were thermally stable and the majority of them exhibited melting points below 100 °C. The physicochemical properties (viscosity, density, refractive index values, and solubility) of the obtained salts were determined for three compounds with lactate anions. All the tested salts have suitable properties which, in practical application, will reduce the losses caused by the most important storage insects. Most of the synthesized ionic liquids had comparable or better deterrent activity than azadirachtin—an alkaloid known as the most active antifeedant. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s11696-018-0495-6) contains supplementary material, which is available to authorized users.
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spelling pubmed-60966822018-08-24 Dicationic ionic liquids as new feeding deterrents Kaczmarek, Damian K. Czerniak, Kamil Klejdysz, Tomasz Chem Zvesti Original Paper ABSTRACT: In this study, new quaternary bis(ammonium) salts with alkyl-1,X-bis(dimethyldecylammonium) cation and saccharinate, acesulfamate, lactate and pyroglutamate anions were synthesized and characterized by (1)H and (13)C NMR spectroscopy. Thermal gravimetric and differential scanning calorimetry analyses confirmed that all salts were thermally stable and the majority of them exhibited melting points below 100 °C. The physicochemical properties (viscosity, density, refractive index values, and solubility) of the obtained salts were determined for three compounds with lactate anions. All the tested salts have suitable properties which, in practical application, will reduce the losses caused by the most important storage insects. Most of the synthesized ionic liquids had comparable or better deterrent activity than azadirachtin—an alkaloid known as the most active antifeedant. GRAPHICAL ABSTRACT: [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s11696-018-0495-6) contains supplementary material, which is available to authorized users. Springer International Publishing 2018-05-16 2018 /pmc/articles/PMC6096682/ /pubmed/30147225 http://dx.doi.org/10.1007/s11696-018-0495-6 Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Original Paper
Kaczmarek, Damian K.
Czerniak, Kamil
Klejdysz, Tomasz
Dicationic ionic liquids as new feeding deterrents
title Dicationic ionic liquids as new feeding deterrents
title_full Dicationic ionic liquids as new feeding deterrents
title_fullStr Dicationic ionic liquids as new feeding deterrents
title_full_unstemmed Dicationic ionic liquids as new feeding deterrents
title_short Dicationic ionic liquids as new feeding deterrents
title_sort dicationic ionic liquids as new feeding deterrents
topic Original Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6096682/
https://www.ncbi.nlm.nih.gov/pubmed/30147225
http://dx.doi.org/10.1007/s11696-018-0495-6
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