The study of hydrogen bonding and π⋯π interactions in phenol⋯ethynylbenzene complex by IR spectroscopy

Vojta, Danijela; Vazdar, Mario

doi:10.1016/j.saa.2014.04.149

Cited by 35 publications

(16 citation statements)

References 36 publications

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“…This effect improves the activity of hydroxyl group and makes hydrogen atom a stronger H‐bond donor site. In comparison, in estrogen molecules, parts of hydroxyl groups are connected to aliphatic rings, these hydrogen atoms of hydroxyls moieties are less active . Therefore, the H‐bond strength of BPA‐IL is higher than that of estrogen‐IL.…”

Section: Resultsmentioning

confidence: 98%

Determination of three estrogens and bisphenol A by functional ionic liquid dispersive liquid-phase microextraction coupled with ultra-high performance liquid chromatography and ultraviolet detection

et al. 2015

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A hydroxyl-functionalized ionic liquid, 1-hydroxyethyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide, was employed in an improved dispersive liquid-phase microextraction method coupled with ultra high performance liquid chromatography for the enrichment and determination of three estrogens and bisphenol A in environmental water samples. The introduced hydroxyl group acted as the H-bond acceptor that dispersed the ionic liquid effectively in the aqueous phase without dispersive solvent or external force. Fourier transform infrared spectroscopy indicated that the hydroxyl group of the cation of the ionic liquid enhanced the combination of extractant and analytes through the formation of hydrogen bonds. The improvement of the extraction efficiency compared with that with the use of alkyl ionic liquid was proved by a comparison study. The main parameters including volume of extractant, temperature, pH, and extraction time were investigated. The calibration curves were linear in the range of 5.0-1000 μg/L for estrone, estradiol, and bisphenol A, and 10.0-1000 μg/L for estriol. The detection limits were in the range of 1.7-3.4 μg/L. The extraction efficiency was evaluated by enrichment factor that were between 85 and 129. The proposed method was proved to be simple, low cost, and environmentally friendly for the determination of the four endocrine disruptors in environmental water samples.

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Section: Resultsmentioning

confidence: 98%

Determination of three estrogens and bisphenol A by functional ionic liquid dispersive liquid-phase microextraction coupled with ultra-high performance liquid chromatography and ultraviolet detection

et al. 2015

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“…Despite an important insight into the role of through-bond effects on the acidity of substituted phenols, the mechanistically distinct through-space effect has not been established to the same level of detail. [16][17][18][19] Here we report the role of the through-space effect on the acidity of 2,6-diarylphenols ( Figure 1). We conceived that the arrangement of two flanking aromatic rings around the central phenolic 3 ring in 2,6-diarylphenols enables detailed experimental and computational examinations of proposed through-space OH-π interactions at the unprecedented level of molecular detail.…”

mentioning

confidence: 99%

Probing Through-Space Polar−π Interactions in 2,6-Diarylphenols

Bosmans¹,

Poater

Hammink

et al. 2019

J. Org. Chem.

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Although it is well established that the acidity of phenol can be fine-tuned with substituents on its aromatic ring via through-bond effects, the role of through-space effects on the acidity of phenols is presently poorly understood. Here, we present integrated experimental and computational studies on substituted 2,6-diarylphenols that demonstrate the essential contribution from through-space OH−π interactions and O––π interactions in the observed trends in proton affinities and acidities of 2,6-diarylphenols.

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“…The strong interfacial-interactions of the -OH group with the hydrogen bonds in the hydrate structure may cause strong disruption or disorientation within the hydrate crystal structure. Vojta and Vazdar 76 , also stated that the crucial element that aids methanol in exhibiting better THI effect is the existence of the -OH group. The strong interface of -OH group with the hydrogen bonds in hydrates and further interface of -CH 3 group with the C-C or hydrogen bonds within hydrates tend to cause disruption of hydrate crystals 76 .…”

Section: Kinetic Hydrate Inhibition (Khi)mentioning

confidence: 99%

“…Vojta and Vazdar 76 , also stated that the crucial element that aids methanol in exhibiting better THI effect is the existence of the -OH group. The strong interface of -OH group with the hydrogen bonds in hydrates and further interface of -CH 3 group with the C-C or hydrogen bonds within hydrates tend to cause disruption of hydrate crystals 76 . The presence of -OH www.nature.com/scientificreports/ group is may also play a key role in making hydrogen bonds with water molecules and shifting the thermodynamic equilibrium through hydrogen bonding.…”

Section: Kinetic Hydrate Inhibition (Khi)mentioning

confidence: 99%

Experimentally measured methane hydrate phase equilibria and ionic liquids inhibition performance in Qatar’s seawater

Qureshi

Khraisheh

Almomani

2020

Sci Rep

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Qatar has the third-largest natural gas reserves in the world and is the second largest Liquefied natural gas (LNG) exporter in the world. These reserves are mainly located in its offshore North Field where the gas is extracted, transported to the onshore units, and is converted to LNG for international export. The formation of natural gas hydrates in the offshore subsea lines can cause unwanted blockages and hinder the smooth supply of gas supply from offshore to onshore units. In the present work, the formation and dissociation of methane gas hydrates have been studied in the ultra pure water system (UPW), artificial seawater (ASW), and Qatar seawater (QSW) at different conditions (4–10 MPa) using standard rocking cell rig. The naturally occurring seawater was collected from Ras Laffan seacoast located in Doha, Qatar. The seawater sample was examined for elemental analysis (SO4, Cl, Na, Ca, Mg, K, and Fe) using inductively coupled plasma atomic emission spectroscopy (ICP-AES) technique and its other properties like density, electrical conductivity, and pH were also measured. The experimental results show that the CH4 pure water HLVE curve is suppressed by about 3 K in Qatar seawater and 2 K in artificial seawater. The hydrate inhibition strength of the Ionic liquids (ILs) salts 3-Ethyl-1-methyl-1H-imidazol-3-ium methane-sulfonate [C7H14N2O3S] and 3-Ethyl-1-methyl-1H-imidazol-3-ium dicyanoazanide [C8H11N5] was evaluated in both the ultra pure water and Qatar seawater systems. Their performance was compared with methanol and other ILs salts reported in the literature. The selected ILs exhibited poor hydrate inhibition effect in the ultra pure water systems, but they show a noticeable thermodynamic and kinetic hydrate inhibition effect in the Qatar seawater system. The computational 3D molecular models of ILs and methanol were generated to cognize the plausible hydrate inhibition mechanism in the presence of these inhibitors.

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The study of hydrogen bonding and π⋯π interactions in phenol⋯ethynylbenzene complex by IR spectroscopy

Cited by 35 publications

References 36 publications

Determination of three estrogens and bisphenol A by functional ionic liquid dispersive liquid-phase microextraction coupled with ultra-high performance liquid chromatography and ultraviolet detection

Determination of three estrogens and bisphenol A by functional ionic liquid dispersive liquid-phase microextraction coupled with ultra-high performance liquid chromatography and ultraviolet detection

Probing Through-Space Polar−π Interactions in 2,6-Diarylphenols

Experimentally measured methane hydrate phase equilibria and ionic liquids inhibition performance in Qatar’s seawater

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