Synthesis and characterization of physicochemical properties of new ether-functionalized amino acid ionic liquids

Synthesis and characterization of physicochemical properties of new ether-functionalized amino acid ionic liquids
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新型醚功能化氨基酸离子液体的合成及理化性质表征

DOI:
10.1016/j.molliq.2020.112718
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发表时间:
2020-04
影响因子:
6
通讯作者:
Wei-Guo Xu
Wei-Guo Xu
中科院分区:
化学2区
文献类型:
--
作者:
Duo Zhang;Biao Li;Mei Hong;Yu-Xia Kong;Jing Tong;Wei-Guo Xu

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由于醚官能团对离子液体的物理化学性质的影响差异很大,因此对其性质的实验研究对于醚官能团化离子液体的正确应用以及为更可靠的预测提供参考数据仍然具有重要意义。本文合成了两种新型醚功能化氨基酸离子液体1-(2-甲氧基乙基)-3-甲基咪唑苏氨酸和1-(2-乙氧基乙基)-3-甲基咪唑苏氨酸,并对其进行了表征。在不同的温度和大气压下,测量了物理化学性质,包括密度、表面张力、粘度和折射率。根据醚官能化离子液体的体积性质,估算出烷氧基侧链上的醚氧原子对分子体积、标准熵和晶格能的贡献分别为0.0102 nm 3、13 J·K−1·mol− 1和3 kJ·mol−1.结合摩尔表面吉布斯自由能和Lorentz-Lorenz关系,得到了预测离子液体表面张力的方程,预测值与实验值吻合较好。提出了极性系数P的计算公式,并对其它离子液体的极性进行了估算。同一系列离子液体的极性随着烷氧基链的长度而降低,亲水性相对变弱,疏水性相对增强。利用Eyring粘度方程和热力学公式,得到了离子液体粘流活化能的计算公式,其计算值与Arrhenius方程的计算值吻合较好。
Since the effect of ether functionalities on physicochemical properties varies strongly, So the experimental study of in properties is still primarily important for ether-functionalized ionic liquids to be properly applied, as well as for providing reference data for more reliable predictions. In this work, two novel ether-functionalized amino acid ionic liquids 1-(2-methoxyethyl)-3-methylimidazolium threonine and 1-(2-ethoxyethyl)-3-methylimidazolium threonine were synthesized and characterized. Physicochemical properties, including density, surface tension, viscosity and refractive index were measured at different temperatures and atmospheric pressure. According to the volumetric properties of ether-functionalized ionic liquids, the contribution of an ether O atom in the alkoxy side chain to molecular volume, standard entropy and lattice energy were estimated to be 0.0102 nm3, 13 J·K−1·mol−1and 3 kJ·mol−1, respectively. Combined the molar surface Gibbs energy with Lorentz-Lorenz relationship, an equation for predicting surface tensions of ionic liquids was obtained, and the predicted values agree well with the experimental data. Moreover, an equation of the polarity coefficientPwas proposed and the polarity of other ionic liquids was estimated. The polarity of the same series of ionic liquids decreases with the length of the alkoxy chain, the hydrophilicity becomes relatively weak, and the hydrophobicity is relatively enhanced. Using Eyring's viscosity equation and thermodynamic formula, an expression for calculating the viscous flow activation energy of ionic liquids was obtained, and the values were in good agreement with the values calculated by the Arrhenius equation.
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