Thermodynamics Research Center / ThermoML | Fluid Phase Equilibria

Strategy for extractant residual reduction: Experimental and computational investigation of fluorinated phosphate

Wu, X.[Xue], Chang, Z.[Zhidong], Blamo, B. J.[Benjamin John], Yuan, J.[Junchao], Uslu, H.[Hasan], Li, W.[Wenjun], Ryong, C. C.[Choe Chol]
Fluid Phase Equilib. 2017, 449, 167-174
ABSTRACT
Extractant residual in water phase is a destined and disgusted consequence after solvent extraction operation. In order to reduce extractant residual in aqueous phase, extractants modified by fluorination were probed. In this paper, tri-n-amylphosphate (TAP) was selected as model extractant along with its fluorinated analogue, tris (2,2,3,3,4,4,5,5-octafluoropentyl) phosphate (FTAP), to extract the salicylic acid from its aqueous solution to investigate residual and extraction behaviors by both experimental and computational methods. The experimental results obtained from multiple light scattering revealed that FTAP barely interacted with water and possessed high hydrophobicity. The solubility of FTAP in aqueous phase was less than 6.0 x 10-5 (w/w), and declined with increase of temperature, which was similar to the nature of nonionic surfactant. In acid solution with high concentration, the solubility of FTAP remained quite low. The one-step extraction efficiency of FTAP on salicylic acid was approximately 85 %. The cycling experimental results showed that the durability of FTAP was overwhelmingly excellent compared with that of TAP, especially after the cycles more than 10 times. DFT calculation demonstrated the hydrophobicity and extraction behavior at molecular level. All results implied that fluorinated modification of extractant was a possible way to reduce its loss in aqueous phase.
Compounds
# Formula Name
1 C15H33O4P tripentyl phosphate
2 C15H9F24O4P tris (1H,1H,5H-octafluoropentyl) phosphate
3 C7H6O3 2-hydroxybenzoic acid
4 H2O water
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
  • 1
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 2
  • Surface tension liquid-gas, N/m ; Liquid
  • Temperature, K; Liquid
  • Liquid
  • Air at 1 atmosphere
  • Ring tensiometer
  • 1
  • POMD
  • 1
  • 4
  • Mass fraction - 1 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • Spectrophotometry
  • 4
  • POMD
  • 2
  • 4
  • Mass fraction - 2 ; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • spectrophotometry
  • 4
  • POMD
  • 1
  • 3
  • 4
  • Mass fraction - 1 ; Liquid mixture 1
  • Solvent: Ratio of component mass to volume of solvent, kg/m3 - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • spectrophotometry
  • 5
  • POMD
  • 2
  • 3
  • 4
  • Mass fraction - 2 ; Liquid mixture 1
  • Solvent: Ratio of component mass to volume of solvent, kg/m3 - 3; Liquid mixture 1
  • Pressure, kPa; Liquid mixture 1
  • Temperature, K; Liquid mixture 1
  • Liquid mixture 1
  • Liquid mixture 2
  • spectrophotometry
  • 5