The solubilities of methyl furan-2,5-dimethylenedicarbamate (FDC) and methyl tetrahydrofuran-2,5-dimethylenedicarbamate (THFDC) in dimethyl carbonate (DMC), anhydrous ethanol (EtOH) and benzene were studied using the static equilibrium method combined with high-performance liquid chromatography under atmospheric pressure at temperatures ranging from 278.15 K to 318.15 K. The experimental results demonstrate that the solubility of FDC and THFDC exhibits an upward trend as temperature increases. Among the six correlation models used, all of them (modified Apelblat equation, Buchowski-ksiazczak (λh) model, simplified two-parameter equation, polynomial equation, NRTL model and Wilson model) can effectively correlate the solubility data. Notably, the Wilson model demonstrates superior correlation performance compared to others in FDC system and the NRTL model demonstrates superior correlation performance compared to others in THFDC system. Using the modified Van’t Hoff equation and Gibbs equation, we calculated the apparent standard dissolution enthalpy (), the standard dissolution entropy change (), and the standard dissolution Gibbs energy () for FDC and THFDC in different solvents. The research resulted indicate that all these dissolution processes are non-spontaneous, entropy-increasing endothermic processes. This study provides valuable reference data for crystallization and purification in industrial production.

中文翻译：

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2,5-二亚甲基二氨基甲酸甲酯及其氢化物在不同溶剂中的溶解度、焓和熵的测定


采用静态平衡法和高温高压相结合的方法研究了呋喃-2,5-二甲二氨基甲酸甲酯(FDC)和四氢呋喃-2,5-二甲二氨基甲酸甲酯(THFDC)在碳酸二甲酯(DMC)、无水乙醇(EtOH)和苯中的溶解度。 -常压、278.15 K~318.15 K范围内的高效液相色谱。实验结果表明，随着温度的升高，FDC和THFDC的溶解度呈现上升趋势。在使用的六种相关模型中，所有模型（修正的Apelblat方程、Buchowski-ksiazczak（λh）模型、简化的二参数方程、多项式方程、NRTL模型和Wilson模型）都可以有效地关联溶解度数据。值得注意的是，与 FDC 系统中的其他模型相比，Wilson 模型表现出优越的相关性能，而与 THFDC 系统中的其他模型相比，NRTL 模型表现出优越的相关性能。利用修正的Van't Hoff方程和Gibbs方程，计算了FDC和THFDC在不同溶剂中的表观标准溶解焓()、标准溶解熵变()和标准溶解吉布斯能()。研究结果表明，所有这些溶解过程都是非自发的、熵增的吸热过程。该研究为工业生产中的结晶纯化提供了有价值的参考数据。