Solubilities of Adipic Acid in Cyclohexanol + Cyclohexanone Mixtures and Cyclohexanone + Cyclohexane Mixtures

Abstract

The solubilities of adipic acid in cyclohexanol + cyclohexanone mixtures from 303.0 to 353.0 K and in cyclohexanone + cyclohexane mixtures from 303.0 to 378.5 K were determined using a titration and an in situ ATR-FTIR method. The averaged relative deviation between two methods at given temperatures was less than 2%. The solubility of adipic acid in cyclohexanone + cyclohexane mixtures increases with increasing mass fraction of cyclohexanone in the mixtures at given temperatures. However, the solubility of adipic acid in cyclohexanol + cyclohexanone mixtures reaches the maximum at cyclohexanone mass fraction of 0.4. The experimental data were well correlated by Apelblat equation and λh equation. The thermodynamics functions of the dissolution process were calculated by van't Hoff equation.

Measurement and Correlation for the Solubility of Adipic Acid and Succinic Acid in Glutaric Acid + Cyclohexanone and Glutaric Acid + Acetic Acid Mixtures

“…To verify the accuracy and reliability of the experimental apparatus and experimental method, the determined solubility of AA and SA in cyclohexanone and HAc would be compared with the published data reported. − ,,, As shown in Figures to and Table , the experimental measured solubility was in good agreement with the available literature reported data, which indicates the accuracy and reliability of our experimental technique.…”

“…Recently, most related solubilities of AA, GA, and SA in some solvents containing cyclohexanone or HAc have been reported in the literature. − The solubility of AA in cyclohexanone, HAc, ε-caprolactone + cyclohexanone mixtures, HAc + cyclohexanone mixtures, cyclohexanone + cyclohexanol mixtures, cyclohexanone + cyclohexane mixtures, cyclohexane + cyclohexanone + cyclohexanol mixtures, HAc + ε-caprolactone mixtures, HAc + H 2 O mixtures, and HAc + cyclohexanol mixtures has been measured by many researchers. − The solubility of GA in various solvent systems such as cyclohexanone, HAc, HAc + cyclohexanone mixtures, cyclohexane + cyclohexanone mixtures, cyclohexanone + cyclohexanol mixtures, cyclohexanol + cyclohexanone + cyclohexane mixtures, and HAc + H 2 O mixtures has been studied also. ,,− Also, the solubility of SA in cyclohexanone, HAc, cyclohexanone + cyclohexanol mixtures, HAc + H 2 O mixtures, and HAc + cyclohexane mixtures has been measured. − In addition, with GA as a solvent, the solubility of SA and AA in various mixed solvents containing GA was also reported recently. Wang et al measured the solubility of SA in AA + GA + acetone mixtures .…”

Measurement and Correlation for Solubilities of Adipic Acid, Glutaric Acid, and Succinic Acid in Dimethyl Adipate + Methanol Mixtures

“… a Standard uncertainties u are u ( T ) = 0.13 K, u r ( p ) = 0.05, u r ( x ) = 0.10. b x Represents the experimental molar fraction of solubility in pure methanol and cyclohexanone, respectively. c RD is the relative deviation between the experimental solubility data and the literature data ,− ,,, and defined RD = ( x – x l )/ x l , x l represents the literature molar fraction of solubility in pure methanol and cyclohexanone, respectively. RAD is the averaged relative deviation and defined RAD = . …”

“… c RD is the relative deviation between the experimental solubility data and the literature data ,− ,,, and defined RD = ( x – x l )/ x l , x l represents the literature molar fraction of solubility in pure methanol and cyclohexanone, respectively. RAD is the averaged relative deviation and defined RAD = . …”

“…Shen measured the solubilities of AA in cyclohexanone + cyclohexanol mixtures at the temperature range of 303.15–349.45 K, cyclohexane + cyclohexanol mixtures at the temperature range of 304.15–339.45 K, and cyclohexane + cyclohexanone mixtures at the temperature range of 304.85–342.45 K . Yu measured the solubilities of AA in cyclohexanol + cyclohexanone solvent mixtures at the temperature range of 303.0–353.0 K and cyclohexanone + cyclohexane solvent mixtures at the temperature range of 303.0–378.5 K . Gaivoronskii measured the solubilities of AA in methanol at the temperature range of 273.2–333.2 K .…”