Synthesis, thermophysical properties and COSMO-RS study of DBU based protic ionic liquids

Losetty, Venkatramana; Matheswaran, Pranesh; Wilfred, Cecilia Devi

doi:10.1016/j.jct.2016.10.021

Cited by 25 publications

(5 citation statements)

References 53 publications

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“…Superbase DBU-derived PILs [DBU = 1,5-diazabicyclo[5.4.0]-5-undecene] are promising solvent systems for the CO 2 absorption, previous studies have shown that CO 2 has a considerable solubility in these PILs (Losetty et al, 2017; Zhu et al, 2017). In this work, in order to systematically investigate the relationship between the absorption capacity and thermodynamic properties of ILs, firstly we synthesized 11 DBU-based PILs, i.e., [DBUH][X], whose anions (X − ) are of different basicities (Figure 1), then the acidities of conjugated acids (HX) of these anions were determined or extrapolated from the known correlations obtained from previous study (Wang et al, 2018a).…”

Section: Introductionmentioning

confidence: 99%

CO2 Absorption by DBU-Based Protic Ionic Liquids: Basicity of Anion Dictates the Absorption Capacity and Mechanism

Gao

Wang

et al. 2019

Front. Chem.

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PILs are promising solvent systems for CO2 absorption and transformations. Although previously tremendous work has been paid to synthesize functionalized PILs to achieve a high-performance absorption, the underlying mechanisms are far less investigated and still not clear. In this work, a series of DBU-based PILs, i.e., [DBUH][X], with anions of various basicities were synthesized. The basicities of the anions were accurately measured in [DBUH][OTf] or extrapolated from the known linear correlations. The apparent kinetics as well as the capacities for CO2 absorption in these PILs were studied systematically. The results show that the absorption rate and capacity in [DBUH][X] are in proportional to the basicity of PIL, i.e., a more basic PIL leads to a faster absorption rate and a higher absorption capacity. In addition, the spectroscopic evidences and correlation analysis indicate that the capacity and mechanism of CO2 absorption in [DBUH][X] are essentially dictated by the basicities of anions of these PILs.

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Section: Introductionmentioning

confidence: 99%

CO2 Absorption by DBU-Based Protic Ionic Liquids: Basicity of Anion Dictates the Absorption Capacity and Mechanism

Gao

Wang

et al. 2019

Front. Chem.

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“…The synthetic process of [DBU]Pr was taken as an example, and a similar procedure has been followed for other PILs (Figures S1–S9 of the Supporting Information). The quantity of 0.03 mol of DBU was added in a 100 mL round-bottom flask filled with methanol as the solvent in an ice bath.…”

Section: Methodsmentioning

confidence: 99%

Extractive Desulfurization of Model Oil with Protic Ionic Liquids

et al. 2018

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Deep desulfurization of fuels has attracted worldwide attention as a result of environmental concerns. In this study, a new series of protic ionic liquids (PILs) with different acidic anions were synthesized and the extraction desulfurization of dibenzothiophene (DBT), benzothiophene (BT), and 4,6-dimethyldibenzothiophene (DMDBT) in model oil was carried out. The result showed that the extraction efficiency of DBT decreased in the order of [1,8-diazabicyclo[5.4.0]undec-7-ene] ([DBU]) > [N-formylmorpholine] ([NFM]) > [N-methylimidazole] ([HMIM]) > [N-methylmorpholine] ([NMM]) while the PIL anion was formate and DBU-based PILs with different anions could remove more than 80% DBT and BT in 1 cycle.The extraction efficiencies of [DBU]Pr were 98.33% for DBT (from 500 to 8.35 ppm) and 98.67% for BT (from 500 to 6.65 ppm) after 3 extraction cycles. The value for DMDBT was 99.38% (from 500 to 3.10 ppm) after 5 cycles. The interaction energies of these PILs with three aromatic sulfur compounds were also studied through quantum chemistry calculation. Finally, the regeneration of the used PIL was performed by the back-extraction method and checked by 1 H nuclear magnetic resonance.

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“…The cation and anion files were generated by using the BP functional B88-P6 with a triple-ξ valence polarized basis set (TZVP) and the resolution of identity standards (RI) approximation using the TURBOMOLE 6.1 program package. [17] The energy gap, HOMO and LUMO energies were calculate from the predicted data as follows:…”

Section: Introductionmentioning

confidence: 99%

“…Gaussian 09 software package was used to predict the HOMO & LUMO energy levels of three synthesized ILs with DMF. The cation and anion files were generated by using the BP functional B88‐P6 with a triple‐ξ valence polarized basis set (TZVP) and the resolution of identity standards (RI) approximation using the TURBOMOLE 6.1 program package [17] . The energy gap, HOMO and LUMO energies were calculate from the predicted data as follows:

true IP = - normalE_{HOMO}

true EA = - normalE_{LUMO}

true Energy gap = normalE_{LUMO} - normalE_{HOMO}

…”

Section: Introductionmentioning

confidence: 99%

Investigation of Anion Structural Effects on Solute‐Solvent Interactions of Ionic Liquids with DMF by Volumetric, Acoustic, Viscometric Properties and COSMO‐RS Calculations

et al. 2021

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This study reveals that the effect of anion structures on solvent‐solute interactions by analysis of sophisticated thermophysical properties of ionic liquids (ILs) with molecular solvent. Three imidazolium based ILs (1‐octyl‐3‐methylimidazolium) [Omim][NTf2], [Omim][PF6] and [Omim][SCN] were synthesized, characterized and measured the thermophysical properties such as density (ρ) sound speed (u) and viscosity (η) of all ILs with DMF as solvent for binary mixture at various conditions. Furthermore, various derived thermophysical propertiesVΦα , κs,Φ, κΦα and ηr, were calculated from experimental data. The type of interactions such as IL‐IL or IL‐solvent or solvent‐solvent are occurred among the component molecules were estimated from the empirical parameters and COSMO−Rs computational study. The obtained results show that the size of anion is governing the volumetric, acoustic and viscometric properties of the studied ILs with DMF.

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Synthesis, thermophysical properties and COSMO-RS study of DBU based protic ionic liquids

Cited by 25 publications

References 53 publications

CO2 Absorption by DBU-Based Protic Ionic Liquids: Basicity of Anion Dictates the Absorption Capacity and Mechanism

CO2 Absorption by DBU-Based Protic Ionic Liquids: Basicity of Anion Dictates the Absorption Capacity and Mechanism

Extractive Desulfurization of Model Oil with Protic Ionic Liquids

Investigation of Anion Structural Effects on Solute‐Solvent Interactions of Ionic Liquids with DMF by Volumetric, Acoustic, Viscometric Properties and COSMO‐RS Calculations

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