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Solid–Liquid Phase Equilibrium of Phosphoramidic acid, N,N′-1,2-Ethanediylbis-P,P,P′,P′-tetraphenyl Ester in Selected Solvents

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College of Chemistry and Pharmaceutical Engineering, Nanyang Normal University, Nanyang 473061, People’s Republic of China
School of Biochemical and Chemical Engineering, Nanyang Institute of Technology, Nanyang 473000, People’s Republic of China
*E-mail: [email protected]. Tel.: +86-377-63513540. Fax: +86-377-63168316.
Cite this: J. Chem. Eng. Data 2015, 60, 6, 1693–1698
Publication Date (Web):May 21, 2015
https://doi.org/10.1021/je5010565
Copyright © 2015 American Chemical Society

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    Abstract

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    Phosphoramidic acid, N,N′-1,2-ethanediylbis-P,P,P′,P′-tetraphenyl ester (PAETE) was prepared and characterized by elemental analysis (EA), mass spectra (MS), infrared spectroscopy (IR), and nuclear magnetic resonance (NMR). The thermostability of PAETE was measured via thermogravimetric analysis (TGA). The melting temperature and the fusion enthalpy of PAETE were evaluated by differential scanning calorimeter (DSC). The solubilities of PAETE in ten selected solvents were obtained using a gravimetric method. The experimental data were well correlated by the Buchowski–Ksiazczak (λh), Scatchard–Hildebrand, modified Apelblat model, and the ideal equations. The solubility parameter of PAETE was estimated by the Scatchard–Hildebrand Model. The dissolution enthalpy and entropy of PAETE in the ten selected solvents were also calculated by the modified Apelblat model.

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    MS spectra of PAETE, IR spectra of PAETE, 1H NMR spectra of PAETE, 13C NMR spectra of PAETE, mole fraction solubilities and activity coefficients of PAETE, and calculated values for dissolution enthalpy and dissolution entropy of PAETE in different pure solvents. The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/je5010565.

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    2. Yi Li, Yanqi Wang, Baifeng Hu, Zhengxu Li, Weijian Nie, Qunsheng Li. Measurement and Correlation of the Solubility of 4-Biphenylcarboxylic Acid in Nine Pure and Binary Mixed Organic Solvents from T = 293.15 to 328.15 K. Journal of Chemical & Engineering Data 2021, 66 (12) , 4572-4583. https://doi.org/10.1021/acs.jced.1c00596
    3. José Luis Castrejón-Flores, Julieta Reyna-Luna, Yazmin M. Flores-Martinez, María Isabel García-Ventura, Angel Zamudio-Medina, Marco Franco-Pérez. Characterizing the thermal degradation mechanism of two bisphosphoramidates by TGA, DSC, mass spectrometry and first-principle theoretical protocols. Journal of Molecular Structure 2020, 1221 , 128781. https://doi.org/10.1016/j.molstruc.2020.128781
    4. William Acree, James S. Chickos. Phase Transition Enthalpy Measurements of Organic and Organometallic Compounds and Ionic Liquids. Sublimation, Vaporization, and Fusion Enthalpies from 1880 to 2015. Part 2. C11–C192. Journal of Physical and Chemical Reference Data 2017, 46 (1) https://doi.org/10.1063/1.4970519
    5. Xuzhao Yang, Jun Wang, Hao Song, Wenyuan Zou. Thermal properties and solubility of methyl α- d -glucopyranoside in methanol at different temperatures. Fluid Phase Equilibria 2016, 409 , 417-424. https://doi.org/10.1016/j.fluid.2015.10.047

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