Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
673709 | Thermochimica Acta | 2013 | 12 Pages |
Abstract
Five polyhydroxylated diphenyl ethers (PHODEs) were synthesized. The first ionization constants (pKa1) of the synthesized compounds and seven phenolic compounds were determined using potentiometric titration experiments, together with the software ACD/Labs pKa DB program (version 6.0). The compared results showed that the software could be used to predict the pKa1 of all 209 PHODEs. The thermodynamic properties of 209 PHODEs were calculated using density functional theory (DFT) at the B3LYP/6-311G** level with Gaussian 09 program. The standard enthalpy of formation (ÎfHθ) and the standard Gibbs energy of formation (ÎfGθ) were obtained. Two types of hydrogen bond were found to exist in the PHODEs' molecules. The intramolecular hydrogen bond energies were discussed. The relative stability of PHODEs isomers was proposed theoretically with the relative standard Gibbs energy of formation (ÎfGRθ). The relationships of Sθ, ÎfHθ and ÎfGθ to the number and position of the hydroxyl substitution (NPHOS) were studied.
Related Topics
Physical Sciences and Engineering
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Authors
Fu Liu, Xuesheng Zhang, Ruijuan Qu, Jiaqi Shi, Zunyao Wang,