Comparative study on interactions between ionic liquids and pyridine/hexane

Lu, Rongsheng; Qu, Zhanqing; Yu, Hong; Wang, Fang; Wang, Shutao

doi:10.1016/j.cplett.2012.02.051

Cited by 20 publications

(11 citation statements)

References 40 publications

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“…[1,2] These six-membered rings of nitrogen compounds can interact with an extracting solvent through N-H interaction, π-π interaction, and CH-π interaction. [22,28] Moreover, the removal of six-membered rings of A. RAMALINGAM AND J. JEWARATNAM Asia-Pacific Journal of Chemical Engineering 908 nitrogen compounds depends strongly on the structure of the catalyst and extracting solvent.…”

Section: Resultsmentioning

confidence: 99%

“…The low reactivity of the six‐membered rings of nitrogen compounds highly inhibited the hydrodenitrification process and the hydrodesulfurization of liquid fuel . These six‐membered rings of nitrogen compounds can interact with an extracting solvent through N–H interaction, π–π interaction, and CH–π interaction . Moreover, the removal of six‐membered rings of nitrogen compounds depends strongly on the structure of the catalyst and extracting solvent.…”

Section: Resultsmentioning

confidence: 99%

“…However, the remaining systems gave negative interaction energy because of the S (five‐membered rings of sulfur)–H (cation) interaction, O (anion)–H (five‐membered rings of sulfur) interaction, NH (five‐membered rings of nitrogen)–π (cation) interaction, π (five‐membered rings of sulfur/nitrogen)–π (cation) interaction, and CH (cation)–π (five‐membered rings of sulfur/nitrogen) interaction (Fig. ) . The interaction energy of the studied system decreased in the order: [EMIM][EtSo 4 ] + dibenzothiophene + benzacarbazole > [EMIM][EtSo 4 ] + thiophene + carbazole > [EMIM][EtSo 4 ] + benzothiophene + pyrrole > [EMIM][EtSo 4 ] + dibenzothiophene + indole > [EMIM][EtSo 4 ] + dibenzothiophene + pyrrole > [EMIM][EtSo 4 ] + dibenzothiophene + indoline > [EMIM][EtSo 4 ] + benzothiophene + benzacarbazole > [EMIM][EtSo 4 ] + benzothiophene + indoline > [EMIM][EtSo 4 ] + thiophene + indoline > [EMIM][EtSo 4 ] + dibenzothiophene + carbazole > [EMIM][EtSo 4 ] + benzothiophene + indole > [EMIM][EtSo 4 ] + thiophene + indole > [EMIM][EtSo 4 ] + thiophene + pyrrole > [EMIM][EtSo 4 ] + benzothiophene + carbazole > [EMIM][EtSo 4 ] + thiophene + benzacarbazole (Table ).…”

Section: Resultsmentioning

confidence: 99%

“…3). [4,6,22,28,[34][35][36][37][38] 4 ] + dibenzothiophene + benzoquinoline (95.762 kcal/mol) systems gave positive interaction energy values, which is again indicating that the dissimilar structure of the molecules also does not guarantee the similarity of the nature of orientation and attraction. [33] However, when these dissimilar and similar structural molecules lose their high lone pair of electron density on the heteroatom and π-electron cloud density around their aromatic ring into their neighboring molecules and then can often have structural orientation through NH (five-membered rings of nitrogen)--π (cation) interaction, π (fivemembered rings of sulfur/nitrogen)-π (cation) interaction, and CH (cation)-π (five-membered rings of sulfur/nitrogen) interaction (Fig.…”

Section: The Nature Of 1-ethyl-3-methylimidazolium Ethylsulfatementioning

confidence: 98%

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Simultaneous interaction between similar and dissimilar structures of aromatic sulfur and aromatic nitrogen compounds with imidazolium‐based ionic liquid using quantum chemical method

Ramalingam¹,

Jewaratnam

2015

Asia-Pacific J Chem Eng

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Molecular structure, interaction energy, orbital energy, partial charges, and molecular properties of the complex system of 1-ethyl-3-methylimidazolium ethylsulfate ([EMIM][EtSo 4 ]) + similar or dissimilar structure of thiophene/ benzothiophene/dibenzothiophene/pyrrole/indole/indoline/carbazole/benzacarbazole/pyridine/quinoline/benzoquinoline were predicted using quantum chemical method with 6-31G* basis set. Subsequently, the sigma profile was generated for the similar molecules in the system in order to explain the cause of solvent selectivity and capacity for simultaneous desulfurization and denitrification of liquid fuels. Furthermore, the activity coefficients at infinite dilution of similar or dissimilar structure of compounds in [EMIM][EtSo 4 ] were predicted using quantum chemical method to understand the chemical behavior of [EMIM][EtSo 4 ] with similar or dissimilar structure of the molecules in the complex system. On the other hand, the solvent selection parameters such as selectivity, capacity, and performance index were calculated from the predicted activity coefficient at infinite dilution for all the studied species. The solvent selection parameters showed high values for low order of aromatic ring compounds (i.e. pyrrole, indole, indoline, carbazole, pyridine, quinoline, and thiophene) but gave low values for high order of aromatic compounds like benzothiophene, dibenzothiophene, benzacarbazole, and benzoquinoline.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: The Nature Of 1-ethyl-3-methylimidazolium Ethylsulfatementioning

confidence: 98%

See 2 more Smart Citations

Simultaneous interaction between similar and dissimilar structures of aromatic sulfur and aromatic nitrogen compounds with imidazolium‐based ionic liquid using quantum chemical method

Ramalingam¹,

Jewaratnam

2015

Asia-Pacific J Chem Eng

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“…Extraction of sulfur‐ and nitrogen‐containing compounds from fuels by ionic liquids is an alternative technology to conventional hydrodesulfurization and denitrogenation process . Imidazolium‐based ionic liquids have been demonstrated to be efficient in extracting sulfur‐ and nitrogen‐containing compounds from fuels, such as thiophene, methylthiophene, and pyridine …”

Section: Introductionmentioning

confidence: 99%

The study on interactions between 1-ethyl-3-methylimidazolium chloride and benzene/pyridine /pyrrole/thiophene

Lin

et al. 2016

J. Phys. Org. Chem.

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The density functional theory was used to investigate the interactions between 1‐ethyl‐3‐methylimidazolium chloride ([EMIM]Cl) and benzene/pyridine/pyrrole/thiophene. The complexes formed between [EMIM]Cl and benzene/pyridine/pyrrole/thiophene were optimized at the ωB97XD/6‐31++G** level, and the optimized complexes were further analyzed by natural bond orbital, atoms in molecules, and noncovalent interaction. The calculated results show that the interaction energy between ionic liquid and benzene/pyridine/pyrrole/thiophene is in the order pyrrole > pyridine > thiophene > benzene. The major interactions between ionic liquid and benzene/pyridine/pyrrole/thiophene are hydrogen bonding and π‐π interaction, accompanied by C···H, N···H, H···H, and S···H weak interactions. Both cation and anion of ionic liquid are involved in interactions with aromatic compounds.

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Experimental and computational studies on isolation of cardanol from cashew nut shell liquid using diethanolamine‐based deep eutectic solvent at different molar ratios

Malaiyarasan,

Devakumar Vethakkan J,

Ramalingam

et al. 2024

J of Chemical Tech & Biotech

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BACKGROUNDAmine‐based deep eutectic mixtures composed of choline chloride with DEA‐based hydrogen bond donor in various mole ratios like 1:2, 1:3, 1:4, 1:5, 1:6, and 1:7 for isolation of cardanol from cashew nut shell liquid.RESULTSIn this study, green techniques were created to extract cardanol from cashew nut shell liquid (CNSL) by utilizing a deep eutectic solvent based on diethanolamine with various mole ratios (hydrogen bond acceptor: hydrogen bond donor) in 1:2, 1:3,1:4,1:5, 1:6 and 1:7. To enhance cardanol's solubility in DES, promote phase separation, and increase cardanol yield, ethyl acetate (EA) and isobutyl methyl ketone (IBMK) could be utilized as co‐solvents. At temperatures ranging from 293 to 343.15 K and 1 atm, the density of various mole ratios of DES was determined. Additionally, the prepared DES pH behaviour as well as the relationship between pH and temperature. For all investigated DES temperature increases caused a decrease in pH value. By using thermal gravimetric analysis (TGA) and differential scanning calorimetry (DSC), the similar mole ratios of amine‐based DES were studied for their thermal stability in terms of decomposition temperature, mass loss, and melting temperature. The melting temperature and thermal stability were both increased in this case when the HBD increased. The thermal stability of DES, which mostly depends on intermolecular interactions, is greatly influenced by HBD. Finally, at T = 298.15 K and 1 atm, cardanol was extracted from 50 mL of CNSL using different volumes of various mole ratios of DES (100 mL, 75 mL, 50 mL, and 25 mL) together with 25 mL of IBMK and 25 mL of EA. By using FT‐IR and GC–MS spectra, the extracted cardanol was evaluated.CONCLUSIONIt was observed that the yield of cardanol from each prepared mole ratios ratio of 100 mL DES was 96.57%, 95.38%, and 92.87%, respectively. In this study, the sigma potential and sigma profile of chosen HBA and HBD were determined using the conductor‐like screening model for real solvents (COSMO‐RS), and analyze the interactions between the molecules during the extraction process. The findings demonstrated the viability of using the chosen DES as extracting solvents for the polyphenol extraction process.This article is protected by copyright. All rights reserved.

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Comparative study on interactions between ionic liquids and pyridine/hexane

Cited by 20 publications

References 40 publications

Simultaneous interaction between similar and dissimilar structures of aromatic sulfur and aromatic nitrogen compounds with imidazolium‐based ionic liquid using quantum chemical method

Simultaneous interaction between similar and dissimilar structures of aromatic sulfur and aromatic nitrogen compounds with imidazolium‐based ionic liquid using quantum chemical method

The study on interactions between 1-ethyl-3-methylimidazolium chloride and benzene/pyridine /pyrrole/thiophene

Experimental and computational studies on isolation of cardanol from cashew nut shell liquid using diethanolamine‐based deep eutectic solvent at different molar ratios

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