Determination of the solubility, dissolution enthalpy and entropy of 2,4-diaminotoluene, methyl 3-amino-4-methyl-N-phenyl carbamate and dimethyl toluene-2,4-dicarbamate in different solvents

Abstract

The solubilities of 2,4-diaminotoluene (2,4-TDA), methyl 3-amino-4-methyl-N-phenyl carbamate (4-TMC) and dimethyl toluene-2,4-dicarbamate (2,4-TDC) in dimethyl carbonate (DMC) and di(2-ethylhexyl) phthalate (DOP) were determined by dynamic method at 298.15 ∼ 398.15 K under atmospheric pressure. The solubility data were correlated by the modified Apelblat equation, polynomial equation and simplified two-parameter equation. The modified Apelblat equation was more accurate than the others. In addition, the thermodynamic properties of the solution process, including the Gibbs energy, enthalpy and entropy were calculated by the modified Van't Hoff equation. The dissolution process of 2,4-TDC in DOP solvent is a non-spontaneous entropy reduction endothermic process. The dissolution processes of 2,4-TDA, 4-TMC and 2,4-TDC in DMC solvent and 2,4-TDA and 4-TMC in DOP solvent are all non-spontaneous entropy-increasing endothermic processes.