Thermodynamics Research Center / ThermoML | Journal of Chemical and Engineering Data

Solubility, Solubility Modeling, and Antisolvent Precipitation of 1,3-Bis(9-carbazolyl)benzene in Organic Solvents

Zou, Y.[Yuanzuo], Huang, H.[Hong], Pu, Y.[Yuan], Wang, J.-X.[Jie-Xin], Wang, D.[Dan], Chen, J.-F.[Jian-Feng]
J. Chem. Eng. Data 2019, 64, 10, 4349-4356
ABSTRACT
The solubility of 1,3-Bis(9-carbazolyl)benzene (mCP) in 12 kinds of organic solvents, including methanol, ethanol, isopropanol, n-butanol, ethyl acetate, n-hexane, dichloromethane, toluene, acetonitrile, tetrahydrofuran, 1-methyl-2-pyrrolidinone and dimethyl sulfoxide was measured at 283.15 to 313.15 K and atmospheric pressure by using the isothermal saturation method. The experimental data in all solvents were correlated by the modified Apelblat equation. The results showed that the increase of temperature would lead to the increase of mCP solubility and the correlated values based on modified Apelblat equation agreed well with the experimental values. The maximum value of root-mean-square deviation was 3.44 * 10- 3. Moreover, 1-methyl-2-pyrrolidinone with high solubility from measuring data was used as solvent to carry out solvent antisolvent precipitation experiments in both conversional stirred tank reactor and rotating packed bed. Under different experimental conditions, the size distribution of precipitation products varied greatly from 33 nm to 3.2 im and the shape features varied from clavate crystals and stacked ellipsoids.
Compounds
# Formula Name
1 C30H20N2 1,3-bis(9-carbazolyl)benzene
2 C44H32N2 N,N'-di(1-naphthyl)-N,N'-diphenyl benzidine
3 C4H8O tetrahydrofuran
4 C2H6O ethanol
5 C5H9NO N-methylpyrrolidone
6 C6H14 hexane
7 C2H6OS dimethyl sulfoxide
8 C4H8O2 ethyl acetate
9 C4H10O butan-1-ol
10 C7H8 toluene
11 CH4O methanol
12 CH2Cl2 dichloromethane
13 C2H3N acetonitrile
14 C3H8O propan-2-ol
Datasets
The table above is generated from the ThermoML associated json file (link above). POMD and RXND refer to PureOrMixture and Reaction Datasets. The compound numbers are included in properties, variables, and phases, if specificied; the numbers refer to the table of compounds on the left.
Type Compound-# Property Variable Constraint Phase Method #Points
  • POMD
  • 2
  • 10
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • UV spectroscopy
  • 1
  • POMD
  • 2
  • 5
  • Mole fraction - 2 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 2
  • OTHER
  • 1
  • POMD
  • 1
  • 11
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 6
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 7
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 3
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 14
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 13
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 8
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 5
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 9
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 4
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 10
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4
  • POMD
  • 1
  • 12
  • Mole fraction - 1 ; Liquid
  • Temperature, K; Liquid
  • Pressure, kPa; Liquid
  • Liquid
  • Crystal - 1
  • OTHER
  • 4