Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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 1H and 13C 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.

SUBMITTER: Kaczmarek DK

PROVIDER: S-EPMC6096682 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Similar Datasets

Properties of Dicationic Disiloxane Ionic Liquids.

Project description:A number of dicationic ionic liquids with a disiloxane linker between imidazolium cations and bis(trifluoromethylsulfonyl)imide anion were synthesized and characterized. Melting points, viscosity, and volatility in a vacuum were measured; the thermal and hydrolytic stability of ionic liquids were also studied. The dependence of the properties on the structure of substituents in the cation of the ionic liquid was demonstrated.

| S-EPMC7355833 | biostudies-literature

Expanding the Chemical Space of Benzimidazole Dicationic Ionic Liquids.

Project description:Benzimidazole dicationic ionic liquids (BDILs) have not yet been widely explored in spite of their potential. Therefore, two structurally related families of BDILs, paired with either bromide or bistriflimide anions and bearing alkyl spacers ranging from C3 to C6, have been prepared. Their thermal properties have been studied by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC), while their electrical properties have been assessed by cyclic voltammetry (CV). TG analysis confirmed the higher stability of the bistriflimide BDILs over the bromide BDILs, with minor variation within the two families. Conversely, DSC and CV allowed for ascertaining the role played by the spacer length. In particular, the thermal behavior changed dramatically among the members of the bistriflimide family, and all three possible thermal behavior types of ILs were observed. Furthermore, cyclic voltammetry showed different electrochemical window (C3(C1BenzIm)2/2Tf2N < C4(C1BenzIm)2/2Tf2N, C5(C1BenzIm)2/2Tf2N < C6(C1BenzIm)2/2Tf2N) as well as a reduction peak potential, shape, and intensity as a function of the spacer length. The results obtained highlight the benefit of accessing a more structurally diverse pool of compounds offered by dicationic ILs when compared to the parent monocationic ILs. In particular, gains are to be found in the ease of fine-tuning their properties, which translates in facilitating further investigations toward BDILs as designer solvents and catalysts.

| S-EPMC8303995 | biostudies-literature

Heteroassembly Ability of Dicationic Ionic Liquids and Neutral Active Pharmaceutical Ingredients.

Project description:Extensive investigation of interactions and aggregation properties of IL + API systems is necessary to apply ionic liquids (ILs) with different hydrophobic characteristics to drug delivery or in active pharmaceutical ingredient (API) formulations. Therefore, this study aims to investigate the heteroassembly between dicationic ILs ([BisOct(MIM)2][2X], in which X is Br or BF4, and [BisOct(BnIM)2][2Br]), both in the absence and the presence of neutral APIs (salicylic acid, ibuprofen, and paracetamol) with different functional groups. Isothermal titration calorimetry results demonstrate that IL-API associations occur at very low concentrations of IL. These results were reinforced by electrospray ionization mass spectrometry with variable collision-induced dissociation, in which the IL dication interactions with APIs were detected. The strength of the dication-API interaction was determined from E cm,1/2 data. The aggregation parameters (cac, ΔG agg °, and K) between ILs and APIs were evaluated by conductivity. The 1H NMR data showed that differences in chemical shifts provided relevant insights about interaction sites in both components.

| S-EPMC6641490 | biostudies-literature

Synthesis and investigation of physico-chemical properties of dicationic ionic liquids.

Project description:A series of dicationic ionic liquids (ILs) including [C4(MIM)2][PF6]2, [C5(MIM)2][PF6]2, [C6(MIM)2][PF6]2 and [C4(PYR)2][PF6]2 were synthesized. Their thermal stability and melting points were analysed. It was found that dicationic ILs presented important implications in the design of homogeneous and heterogeneous system with water. A homogeneous system of dicationic ILs with water could be formed at a relatively high temperature and then a heterogeneous system was formed when the solution was cooled to a low temperature. The ILs recovered by altering the temperature were obtained in high percentage yields of [C4(MIM)2][PF6]2 (97.6%), [C5(MIM)2][PF6]2 (97.3%), [C6(MIM)2][PF6]2 (98.0%) and [C4(PYR)2][PF6]2 (94.2%). On the other hand, [C4(MIM)2][PF6]2 and [C5(MIM)2][PF6]2 exhibited good solubility in acetonitrile and acetone. A homogeneous system could be achieved with imidazolium-based ILs with a relatively low amount of water and acetonitrile at room temperature. All of the properties of dicationic ILs have a strong correlation with the nature of dications, the linkage chain and the symmetry of dications. Dicationic ILs may provide a new opportunity for some specific applications in order to enable the effective separation and isolation of products.

| S-EPMC6304111 | biostudies-literature

Systematic Synthesis and Properties Evaluation of Dicationic Ionic Liquids, and a Glance Into a Potential New Field.

Project description:Dicationic ionic liquids (DILs), a subset of the ionic liquid (IL) family, have attracted growing interest in recent years, and the range of applications within which they are investigated is constantly expanding. However, data which allows structure to property correlation of a DIL is still limited, and thus selecting an appropriate salt to address a specific challenge can be problematic. In comparison to traditional ILs, DILs physico-chemical properties can be tuned by changing the length and type of spacer which connects the cationic heads as well as the type of cation. This in turn could give rise to symmetrical or asymmetrical DILs. In this work, a systematic study of a homogeneous class of 12 dibromide DILs and 12 di-carboxylate salts has been performed. The latter class of DILs were also compared to mono cation derivatives. The different traditional exchange methods to prepare carboxylate DILs have been evaluated and an insight into the drawbacks encountered is also presented. Prepared DILs were characterized (NMR, TGA, DSC) allowing the influence of the structure on their thermal stability to be understood. Most DILs were obtained as solid salts after careful drying. For some of these compounds, a new possible application was studied, namely their use as hydrogen bond acceptors (HBA) of deep eutectic mixtures, showing again some significant structural related effects.

| S-EPMC6299102 | biostudies-literature

Synthesis and characterization data of monocationic and dicationic ionic liquids or molten salts.

Project description:Data presented in this article are related with the research paper entitled "Ecotoxicity assessment of dicationic versus monocationic ionic liquids as a more environmentally friendly alternative" [1]. The present article describes the synthesis steps and characterization data of a set of twenty-six imidazolium, pyrrolidinium and pyridinium-based ionic liquids (ILs) or molten salts: nine monocationic and seventeen dicationic. Specifically, the chemical structure of the compounds was confirmed by 1H NMR, 13C NMR and 19F NMR spectroscopy and mass spectrometry (MS). Other data such as physical state at room temperature, melting point temperature (for solids at room temperature) and thermal decomposition temperature (when melting was not reached before decomposition) of the ILs or molten salts are also reported here.

| S-EPMC5997918 | biostudies-literature

New dicationic DABCO-based ionic liquids: a scalable metal-free one-pot synthesis of bis-2-amino-5-arylidenethiazol-4-ones.

Project description:Herein, a novel DABCO-based dicationic ionic liquid (bis-DIL) was easily prepared from the sonication of DABCO with 1,3-dichloro-2-propanol and then characterized by several techniques. Thereafter, under the ultimate green conditions, the performance of the bis-DIL was examined for the sono-synthesis of a new library of bis-2-amino-5-arylidenethiazol-4-ones via one-pot pseudo-five-component Knoevenagel condensation reaction of appropriate dialdehydes, rhodanine and amines. This protocol is tolerant towards several mono- and dialdehydes, excellently high yielding and affording access to the desired products in a single step within a short reaction time. Compared with the conventional methodologies, the proposed method displayed several remarkable merits such as milder reaction conditions without any side product, green solvent media, recording well in a variety of green metrics and applicability in gram-scale production. The recyclability of the bis-DIL was also investigated with an average recovered yield of 97% for six sequential cycles without any significant loss of the activity.

| S-EPMC6689602 | biostudies-literature

Impact of Anions on the Partition Constant, Self-Diffusion, Thermal Stability, and Toxicity of Dicationic Ionic Liquids.

Project description:Partition constants (KD°), molecular dynamics (T1, T2, and DOSY measurements), thermal stability, and toxicity of dicationic ionic liquids (ILs) were determined. The dicationic ILs derived from 1,n-bis(3-methylimidazolim-1-yl)octane, [BisOct(MIM)2][2X] (in which X = Cl, Br, NO3, SCN, BF4, and NTf2), were evaluated to verify the influence of anion structure on the IL properties. A monocationic IL [Oct(MIM)][Br] was also monitored for comparison. In general, the solubility of the ILs followed the anion free energy of hydration (ΔG°hyd). The thermokinetic and thermodynamic functions of activation of the ILs were determined via thermogravimetric data, and it was observed that polyatomic anions influence the decomposition mechanism of these IL structures. Furthermore, [Oct(MIM)][Br] had a decomposition rate greater than that of the dicationic analogue, and the thermodynamic parameters of activation data corroborate these results. Finally, the dicationic ILs did not indicate toxic effects (LD50 > 40 mM).

| S-EPMC6044912 | biostudies-literature

Grubbs-Hoveyda type catalysts bearing a dicationic N-heterocyclic carbene for biphasic olefin metathesis reactions in ionic liquids.

Project description:The novel dicationic metathesis catalyst [(RuCl2(H2ITapMe2)(=CH-2-(2-PrO)-C6H4))(2+) (OTf(-))2] (Ru-2, H2ITapMe2 = 1,3-bis(2',6'-dimethyl-4'-trimethylammoniumphenyl)-4,5-dihydroimidazol-2-ylidene, OTf(-) = CF3SO3 (-)) based on a dicationic N-heterocyclic carbene (NHC) ligand was prepared. The reactivity was tested in ring opening metathesis polymerization (ROMP) under biphasic conditions using a nonpolar organic solvent (toluene) and the ionic liquid (IL) 1-butyl-2,3-dimethylimidazolium tetrafluoroborate [BDMIM(+)][BF4 (-)]. The structure of Ru-2 was confirmed by single crystal X-ray analysis.

| S-EPMC4660883 | biostudies-literature

Transcriptional toxicity of imidazolium- and cholinium-based ionic liquids

Project description:Ionic Liquids are a broad group of salts with low melting points that can be specifically tuned for a broad range of applications. Despite being initially considered “green” solvents, their better environmental friendliness compared to traditional solvents has been increasingly challenged. In this study, we aimed to investigate the molecular effects of ILs exposure by using RNA-sequencing to study differential gene expression patterns. Thus, we exposed Daphnia magna to 1-ethyl-3-methylimidazolium chloride ([C2mim]Cl), 1-dodecyl chloride-3-methylimidazolium ([C12mim]Cl) and cholinium chloride ([Chol]Cl). Results suggest that the three ILs share several mechanisms of toxicity, including cellular membrane and cytoskeleton damage, oxidative stress, inhibition of antioxidant enzymes, mitochondrial affectation, changes in protein biosynthesis and energy production, DNA damage, and ultimately, programmed cell death and disease initiation. Overall, the dataset revealed that [C2mim]Cl and [C12mim]Cl were, respectively, the least and the most toxic ILs at the transcriptional level. Also, it is reinforced that [Chol]Cl is not devoid of environmental hazardous potential. Unique gene expression signatures could also be identified for each IL.

2021-08-13 | GSE156769 | GEO

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data