Determination and correlation of solubility and dissolution thermodynamics of m‐toluic acid and isophthalic acid in binary (water plus ethanoic acid) solvent mixtures

Abstract

The solubilities of m-toluic acid (m-TA) from 313.2 to 383.2 K, as well as those of isophthalic acid (IPA) from 373.2 to 463.2 K in water, ethanoic acid, and their mixtures were measured by the steady-state method. The modified Apelblat equation was used to correlate the experimental solubilities of m-TA, as well as those of IPA. The F-test shows that the modified Apelblat equation is suitable to model the solubilities of m-TA and IPA, respectively. Based on the determined solubility data, the thermodynamic parameters including the apparent molar enthalpy and entropy concerning solute dissolution were further calculated. We hope that the solubility data and related thermodynamic parameters can provide valuable insights into the design and optimization of the industrial manufacture of IPA.

Predicting Solubility Limits of Organic Solutes for a Wide Range of Solvents and Temperatures

“…A comparison of the different methods is given in Figure for selected solvent/solute pairs (isophathalic acid in water, 4-formylbenzoic acid in acetic acid, phenothiazine in water, and 2-methylanthracene in water). The experimental data for those solvent/solute pairs originate from Sheehan et al, Long et al, Han et al, Cheng et al, Lyu et al, Li et al, Sun et al, Ahmadian et al, Karasek et al., , and Dohanyosova et al…”

“…A comparison of the different methods is given in Figure 7 for selected solvent/solute pairs (isophathalic acid in water, 4formylbenzoic acid in acetic acid, phenothiazine in water, and 2-methylanthracene in water). The experimental data for those solvent/solute pairs originate from Sheehan et al, 48 Long et al, 49 Han et al, 50 Cheng et al, 51 Lyu et al, 52 Li et al, 53 Sun et al, 54 Ahmadian et al, 55 Karasek et al, 56,57 and Dohanyosova et al 58 In Figure 7, four different methods for the prediction of log(S X,T ) are compared to experimental data as a function of temperature. If the temperature dependence of the dissolution enthalpy is accounted for (ΔH diss = f(T)) and the experimental solid solubility at 298 K for that solvent/solute pair (log(S X,exp,298 K )) is used for eq 11, the best results are obtained (Figure 7, solid red line).…”

Predicting Solubility Limits of Organic Solutes for a Wide Range of Solvents and Temperatures

“…A comparison of the different methods is given in Figure 7 for selected solvent/solute pairs (isophathalic acid in water, 4-formylbenzoic acid in acetic acid, phenothiazine in water, and 2-methylanthracene in water). The experimental data for those solvent/solute pairs originate from Sheehan et al, 48 Long et al, 49 Han et al, 50 Cheng et al, 51 Lyu et al, 52 Li et al, 53 Sun et al, 54 Ahmadian et al, 55 Karasek et al, 56,57 and Dohanyosova et al 58 In Figure 7, four different methods for the prediction of log(S X,T ) are compared to experimental data as a function of temperature. If the temperature dependence of the dissolution enthalpy is accounted for (∆H diss = f (T )) and the experimental solid solubility at 298K for that solvent/solute pair (log(S X,exp,298K )) is used for Eq.…”

Measurement and Correlation of Solubilities of Isophthalic Acid and m-Toluic Acid in Different Organic Solvents from 287.65 to 347.45 K

“…Ren reported the solubility of IPA in methanol + water and methanol + butyl acetate . Lyu measured the solubility of IPA and m -TA in binary (water plus ethanoic acid) solvent mixtures . Unfortunately, reports that describe the solubilities of IPA in some organic solvents commonly used in engineering such as N -methylformamide (NMFM), N -methylformanilide (NMFL), propanoic acid (PA), sulfolane, and dimethyl sulfoxide (DMSO) and m -TA in acetone, cyclohexanone (CYC), 1-methyl-2-pyrrolidinone (NMP), NMFM, NMFL, N , N -dimethylformamide (DMF), PA, sulfolane, and DMSO have not been found.…”

“…12 Lyu measured the solubility of IPA and m-TA in binary (water plus ethanoic acid) solvent mixtures. 13 Unfortunately, reports that describe the solubilities of IPA in some organic solvents commonly used in engineering such as N-methylformamide (NMFM), N-methylformanilide (NMFL), propanoic acid (PA), sulfolane, and dimethyl In this study, the solubilities of IPA in NMFM, NMFL, PA, sulfolane, and DMSO, and m-TA in acetone, CYC, NMP, NMFM, NMFL, DMF, PA, sulfolane, and DMSO would be measured separately at atmospheric pressure (101.2 kPa). Furthermore, the solubility ratio between IPA and m-TA in High-performance liquid chromatography: Agilent 1100 LC.…”