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Solubility of Hexamethylene Bis(methylcarbamate) in Water, Dimethylcarbonate, Ethanol, Ethyl Acetate and Toluene

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Abstract

The solubility of hexamethylene bis(methylcarbamate) in water, dimethylcarbonate, ethanol, ethyl acetate and toluene was measured using a dynamic method at temperatures ranging from 293.15 to 333.15 K. A laser detecting system was used to monitor the disappearance of solid hexamethylene bis(methylcarbamate) in a solid + liquid mixture. The effects of solvents and temperature on the solubility of hexamethylene bis(methylcarbamate) are discussed. The solubility data of hexamethylene bis(methylcarbamate) were fitted using Apelblat’s semi-empirical equation. The dissolution enthalpy, entropy and Gibbs energy of hexamethylene bis(methylcarbamate) were calculated using the van’t Hoff equation and the Gibbs equation. The results show that Apelblat’s semi-empirical equation well correlated the solubility data. The dissolution process is endothermic, entropy driven and non-spontaneous.

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Abbreviations

HDI:

Hexamethylene diisocyanate

PU:

Polyurethane

m 1 :

Mass of the solute of hexamethylene bis(methylcarbamate) (g)

m 2 :

Mass of each solvent (g)

M 1 :

Molar mass of hexamethylene bis(methylcarbamate) (g·mol−1)

M 2 :

Mass molar mass of each solvent (g·mol−1)

x 1 :

Experimental mole fraction solubility value of hexamethylene bis(methylcarbamate)

x calc,1 :

Calculated mole fraction solubility value of hexamethylene bis(methylcarbamate)

a, b, c :

Parameters of the modified Apelblat equation

%RD :

Relative deviation (percent)

R :

Gas constant (J·K−1·mol−1)

T :

Absolute temperature (K)

∆H d :

Van’t Hoff enthalpy of hexamethylene bis(methylcarbamate) dissolution (kJ·mol−1)

∆S d :

Van’t Hoff entropy of hexamethylene bis(methylcarbamate) dissolution (J·mol−1·K−1)

∆G d :

Gibbs energy of solution (kJ·mol−1)

SE 1, SE 2 :

Uncertainties (standard errors) of the values of enthalpy differences and entropy differences based on the least-squares fits to the solubility data

SE 3 :

Uncertainties of the values of Gibbs energy differences

r :

Correlation coefficient

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  1. School of Chemical Engineering and Environment, North University of China, Taiyuan, 030051, People’s Republic of China

    Zhi-Hua Zheng, Yan-Hong Wang & Jian-Long Wang

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  1. Zhi-Hua Zheng
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  2. Yan-Hong Wang
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Correspondence to Zhi-Hua Zheng.

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Zheng, ZH., Wang, YH. & Wang, JL. Solubility of Hexamethylene Bis(methylcarbamate) in Water, Dimethylcarbonate, Ethanol, Ethyl Acetate and Toluene. J Solution Chem 43, 675–684 (2014). https://doi.org/10.1007/s10953-014-0160-9

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  • DOI: https://doi.org/10.1007/s10953-014-0160-9

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