电化学可逆表面活性剂二茂铁烷基胺的制备及性能

Preparation and Properties of Electrochemical Reversible Surfactants of α-Ferrocenylalkylamines

N,N-二甲基二茂铁基甲胺分别与溴代辛烷、溴代十二烷、溴代十四烷和溴代十六烷反应,合成了4种二茂铁表面活性剂:N,N-二甲基二茂铁甲基辛烷基溴化铵(Fc8)、N,N-二甲基二茂铁甲基十二烷基溴化铵(Fc12)、N,N-二甲基二茂铁甲基十四烷基溴化铵(Fc14)和N,N-二甲基二茂铁甲基十六烷基溴化铵(Fc16)1。HNMR与元素分析结果表明,Fc8、Fc12、Fc14和Fc16的分子结构与理论结构吻合,质量分数96%;分别测定了4种化合物在还原态(I+)和氧化态(I2+)的表面张力,结果表明,该化合物在还原态具有良好的表面活性,其临界胶束浓度分别为5.92、0.67、0.46和0.07 mmol/L,仅为相应的直链季铵盐阳离子表面活性剂CMC值的1/40、1/25、1/5和1/15;而在氧化态时表面活性不明显。通过该化合物在氧化态和还原态的表面张力曲线的对比,表明该化合物具有良好的可逆变化能力。因而,可以调节化合物所处的氧化态或还原态,控制其表面活性。

The （ ferrocenylmethy1） octanedimethylammonium bromide （ Fc8 ）, （ ferrocenylmethy1） dodecyldimethylammonium bromide （ Fc12 ）, （ ferrocenylmethy1） tetradecanedimethylammonium bromide （ Fc14 ） and （ ferrocenylmethy1） hexadecanedimethylammonium bromide （ Fcl6 ） were synthesized through the mixture of equimolar amounts of [ （dimethylamino） methyl ] ferrocene and alkyl bromide. The structures were determined by ^1HNMR spectroscopy and elementary analysis in accordance with the theoretical structure. The purity was determined by ^1HNMR spectroscopy and the mass ratio was approximately 96%. The surface tension of Fc8 ,Fc12 ,Fc14 and Fc16 were measured in the redox state respectively. The results showed that：the CMC values for these chemical compounds were 5.92,0.67,0. 46 and 0. 07 mmol/L in the reduction. The values of CMC of the straight-chain cationic surfactant are 40,25,5 and 15 time higher than that of the compounds through the comparison with their values of CMC. They exhibited good surface activity in the reduction state. The surface tension is not obvious in the oxidation state. The compounds exhibit good reversible ability through the comparison of the plots of surface tension in reduction and oxidation. Therefore, the surface tension could be controlled by the redox state.