应用化学

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N-酰基-L-丝氨酸钠表面活性剂的合成和胶束化热力学性质

梁亚琴1,2,胡志勇1*,曹端林1   

  1. (1.中北大学化工与环境学院 太原 030051;2.长治学院化学系 长治 046011)
  • 收稿日期:2012-09-28 修回日期:2012-11-02 出版日期:2013-09-10 发布日期:2013-09-10
  • 通讯作者: 胡志勇,副教授; Tel:0351-3922118; E-mail:huzhiyong@nuc.edu.cn; 研究方向:精细化学品的合成及性能
  • 基金资助:
    山西省回国留学人员科研资助项目(2011-069)

Synthesis and Thermodynamics of Micellization of Sodium N-Acyl-L-serine

LIANG Yaqing1,2, HU Zhiyong1*, CAO Duanlin1   

  1. (1.School of Chemical Engineering and Environment,North University of China,Taiyuan 030051,China;
    2.Department of Chemistry,Changzhi College,Changzhi 046011,China)
  • Received:2012-09-28 Revised:2012-11-02 Published:2013-09-10 Online:2013-09-10

摘要: 以L-丝氨酸和长链酰氯为原料,合成了3种不同碳链长度(n=8,12,14)的N-酰基-L-丝氨酸。 并以1H NMR、ESI-MS和元素分析对3种目标产物进行了表征。 采用表面张力法研究了N-酰基-L-丝氨酸钠在298、308、318和328 K时水溶液中的聚集行为,确定了临界胶束浓度(cmc)、临界胶束浓度下的最低表面张力(γcmc)、表面饱和吸附量Γmax。 由cmc和温度的关系,应用相分离模型计算了胶束化热力学参数ΔGom、ΔHom和ΔSom。 结果表明,ΔGom<0,ΔHom的绝对值比-TΔSom绝对值小的多,说明胶束化过程为熵驱动过程,随着温度的升高,胶束化过程是熵-焓补偿的过程。

关键词: N-酰基-L-丝氨酸, 胶束, 热力学参数, 表面活性

Abstract: N-Acyl-L-serine based surfactants were synthesized by using L-serine and three kinds of acyl chloride. The chemical structures of the prepared compounds were confirmed by 1H NMR, ESI-MS and elemental analysis. The aggregation behaviors of sodium N-acyl-L-serine in water were investigated by surface tension at temperatures of 298 K, 308 K, 318 K, 328 K, respectively. From these measurements, the critical micelle concentrations(cmc), the surface tension at the cmc(γcmc), saturated adsorption capacity Γmax and the standard thermodynamic parameters of micellization were calculated respectively. In term of the equation of cmc and temperature, the thermodynamic parameters by using phase separation model indicate that the standard Gibbs free energy(ΔGom) of micellization is negative, the absolute value of the standard enthalpy of micellization, ΔHom, is much smaller than the that of TΔSom in the aqueous solution. Temperature-dependant change of the standard enthalpy of micellization shows the micellization process is enthopy-driven. With the temperature increasing, the micellization is enthalpy-entropy compensated.

Key words: N-acryl-L-serine, micelll, thermodynamic parameter, surface activity

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