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以傅克反应与氨基化反应为主要方法,合成了阳离子型表面活性剂十一烷基二茂铁三甲基溴化铵(简称FTMA)。核磁共振氢谱与碳谱分析结果表明,FTMA的分子结构与理论结构相吻合,色谱纯度为97%;通过铂金板法测定了30℃下FTMA在还原态与氧化态(FTMA+)下的临界胶束浓度(CMC)分别为0.6 mmol/L与1.0mmol/L,两种状态表面活性发生了大幅度变化;采用循环伏安法考察了FTMA在0.2 mol/L L i2SO4溶液中的电化学性能,FTMA氧化峰和还原峰电位分别为0.457 0 V和0.416 8 V(vsSCE),峰电位之差ΔEp=40.2 mV,峰电流之比Ipa/Ipc=1.26,显示出良好的电化学可逆变化特性,并用电化学方法完成了FTMA在还原态与氧化态之间的转换。结果表明,FTMA可通过电化学“开关”控制其表面活性态和非表面活性态之间的可逆变换,是一种新型的可用于可逆增溶修复过程的表面活性剂。
With the Friedel-Crafts reaction and amination as the main method, a cationic surfactant undecylenyl ferrocene trimethyl ammonium bromide (FTMA) was synthesized. The results of 1H-NMR and C-NMR showed that the molecular structure of FTMA was in agreement with the theoretical structure and the chromatographic purity was 97%. The critical gel of FTMA in the reduced and oxidized state (FTMA +) at 30 ℃ was measured by platinum plate method (CMC) were 0.6 mmol / L and 1.0 mmol / L respectively, the surface activities of the two states changed greatly. The electrochemical properties of FTMA in 0.2 mol / L i2SO4 solution were investigated by cyclic voltammetry. The FTMA The oxidation peak and the reduction peak potential were 0.457 0 V and 0.416 8 V (vsSCE) respectively, the difference of peak potentials ΔEp = 40.2 mV and the ratio of the peak currents Ipa / Ipc = 1.26, showing good electrochemically reversible change characteristics Electrochemical methods have completed the FTMA conversion between the reduction and oxidation states. The results show that FTMA can be reversibly transformed between its surface active and non-surface active states through electrochemical “switch” and is a novel surfactant that can be used in reversible solubilization and repair processes.