Measurement and Modeling of the Solubility of 9<i>H</i>-Carbazole in Sub- and Supercritical Propane

Martínez, Fabiola; Martín, Alicia; Camarillo, Rafael; Rincón, Jesusa

doi:10.1021/je100923d

Cited by 9 publications

(25 citation statements)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In equations above a ij and b ij represent the interaction parameters whose calculation is via mixing rules. We have used in this work two sets of mixing rules that yielded good correlation of the experimental results in previous works of our group . They are the Van der Waals set of rules (labeled S1 below), defined for binary mixtures by Eq.…”

Section: Resultsmentioning

confidence: 93%

“…According to all above, in this article we will report the solubilities of these compounds in isobutane at temperatures between 367 and 413 K and pressures from 3.9 to 7.5 MPa. Following, we will compare the solubility results obtained with isobutane to those reported in the literature for propane and CO 2 . Next, considering that rational process design is entirely dependent on the existence of appropriate thermodynamic models for phase equilibrium calculation at working conditions, the solubility data experimentally obtained will be modeled by the Peng – Robinson equation of state .…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Compressed isobutane as a solvent of heavy hydrocarbons

2016

Self Cite

View full text Add to dashboard Cite

This research provides solubility data required for environmental applications involving the extraction of heavy hydrocarbons with compressed gases. Dibenzothiophene (DBT), 2-nitrophenyl disulfide (NPDS), and tetramethylthiuram disulfide (TTDS) have been selected as model compounds for this type of pollutants and isobutane as compressed gas. The solubilities obtained at 367-413 K and 3.9-7.5 MPa, expressed as solute mole fractions, were in the ranges 0.025-0.106 for DBT, 1.2 3 10 24 26.3 3 10 24 for NPDS, and between 2.7 3 10 24 and 1.8 3 10 23 for TTDS. They were compared to other pollutants solubilities (anthracene and carbazole). From the comparison, the following solubility order was established: DBT > anthracene > carbazole > TTDS > NPDS. Furthermore, when comparing these isobutane solubilities to those in propane and CO 2 , they were found to be about one and two magnitude orders larger, respectively. Results obtained were explained considering solvent density, solute vapor pressure, and interactions between solutes and solvent. Peng-Robinson equation was used to correlate the data and a good fitting attained.

show abstract

Section: Resultsmentioning

confidence: 93%

Section: Introductionmentioning

confidence: 99%

Compressed isobutane as a solvent of heavy hydrocarbons

2016

Self Cite

View full text Add to dashboard Cite

show abstract

“…Heteronuclear single quantum coherence (HNSQC) spectra (Figures S5−S7 of the Supporting Information) can show the correlation peak between the 1 H nucleus and 13 C nucleus directly connected to it. With the formation of the complex, 1 H and 13 C NMR chemical shifts (δ) of carbazole moved to the low field with great change in the hydrogen atom of the N−H bond (Δδ 1 = 0.027 ppm) and C−H bond (Δδ 3 = 0.016 ppm).…”

Section: Energy and Fuelsmentioning

confidence: 99%

“…Effectively separating carbazole faces a big challenge due to the weaker N−H•••N bond binding energy (13−40 kJ mol −1 ). 10 Carbazole separation methods can be divided into 2 major categories: physical methods (including crystallization, 11 distillation, emulsion liquid membrane, 12 and supercritical fluid extraction 13 ) and chemical methods (sulfuric acid and alkali metal methods). However, high-temperature distillation usually leads to coking.…”

Section: Introductionmentioning

confidence: 99%

An Effective Approach for Separating Carbazole and Its Derivates from Coal-Tar-Derived Anthracene Oil Using Ionic Liquids

Chen

Zong

et al. 2018

Energy Fuels

View full text Add to dashboard Cite

Carbazole and its derivates are important value-added chemicals (VACs) in anthracene oil (AO), which is one of the coal tar fractions. In this work, imidazolium-based ionic liquids (ILs) were used as novel extractants to extract carbazole from AO and the effects of anionic substituents and cationic structures on carbazole extraction were investigated. The results show that the recovery and purity of carbazole reached up to 96.2 and 98.0%, respectively, by extracting AO-related model oil with the ILs. The hydrogen-bond force existing between 1-butyl-3-methylimidazolium dicyanamide (IL a ) and carbazole was revealed by Fourier transform infrared spectroscopy and two-dimensional nuclear magnetic resonance and further confirmed by density functional theory simulation. π−π interactions and hydrogen bonds formed between ILs and carbazole play crucial roles in effectively separating carbazole from AO. Simultaneously, the stability test shows that IL a is easily recyclable and highly stable for carbazole separation. Moreover, the recovery and purity of carbazole extracted from AO are 66.6 and 90.2%, respectively, with IL a as the extractant by flash chromatography. This study provides a green and effective approach for separating VACs from coal tar and its derived fractions.

show abstract

“…In these equations a ij and b ij represent the interaction parameters whose calculation is via mixing rules for which there are different sets reported in the literature. [13][14][15][16]48,49 …”

Section: Modeling Of Ttds and Npds Solubility In Propane By The Peng−mentioning

confidence: 99%

Measurement and Modeling of the Solubility of Tetramethylthiuram Disulfide and 2-Nitrophenyl Disulfide in Compressed Propane

Martínez¹,

Martín²,

Rincón³

2012

J. Chem. Eng. Data

Self Cite

View full text Add to dashboard Cite

The solubility of tetramethylthiuram disulfide (TTDS) and 2-nitrophenyl disulfide (NPDS) in sub-and supercritical propane has been experimentally determined in a static view cell, for temperatures between (347 and 393) K and pressures in the range (4.8 to 12.9) MPa. The solubilities of TTDS varied from (0.09 to 0.67) mg of solute per gram of propane, whereas those of NPDS were from (0.06 to 0.70) mg of solute per gram of propane within the experimental range studied. It was found that larger values of the solubility were obtained at higher pressures. Regarding the temperature effect, for NPDS the solubility rose with increasing values of the variable in the whole experimental range analyzed, while for TTDS higher solubilities were found at 370 K (the critical temperature of propane). The solubility values obtained for these compounds were compared to those of anthracene, carbazole, and dibenzothiophene (DBT) in propane. It was observed that TTDS and NPDS solubilities are similar to those of carbazole and 1 or 2 orders of magnitude smaller than those of anthracene or DBT. These results have been explained taking into account the solute's vapor pressure and the polarity of both the solvent and the solutes. With this purpose, dipole moments of all solutes compared were calculated using the HyperChem computational chemistry package. TTDS and NPDS solubility in propane was modeled by the Peng−Robinson equation of state. Using a set of mixing rules with two parameters a good fitting of the experimental results was attained. Physical properties of TTDS and NPDS required for solubility modeling by the Peng−Robinson equation were calculated using estimation methods previously proposed in the literature.

show abstract

Measurement and Modeling of the Solubility of 9H-Carbazole in Sub- and Supercritical Propane

Cited by 9 publications

References 38 publications

Compressed isobutane as a solvent of heavy hydrocarbons

Compressed isobutane as a solvent of heavy hydrocarbons

An Effective Approach for Separating Carbazole and Its Derivates from Coal-Tar-Derived Anthracene Oil Using Ionic Liquids

Measurement and Modeling of the Solubility of Tetramethylthiuram Disulfide and 2-Nitrophenyl Disulfide in Compressed Propane

Contact Info

Product

Resources

About