Synthesis of Succinic Gemini Surfactants and the Effect of Stereochemistry on Their Monolayer Behaviors
作者:Tokuzo Kawase、Maiko Kagawa-Ohara、Tsunetomo Aisaka、Tatsuo Oida
DOI:10.1007/s11743-015-1682-x
日期:2015.7
In this work, succinic gemini surfactants, dl‐ and meso‐2,3‐bis(alkyl)succinic acids (alkyl: C6H13–C13H27), were successfully synthesized by oxidative coupling of enolates of fatty acid tert‐butyl esters with copper(II) bromide followed by treatment with CF3COOH. Focusing on the influence of stereochemistry (dl‐ and meso‐) of succinic geminis, their monolayer behaviors at the air–water interface were
在这项工作中,琥珀酸双子表面活性剂,DL -和内消旋-2,3-双(烷基)琥珀磺酸(烷基:C 6 H ^ 13 -C 13 ħ 27)中,由脂肪酸烯醇化物的氧化偶联成功地合成叔-丁基酯与溴化铜(II),然后用CF 3 COOH处理。着眼于立体化学的影响(DL -和内消旋- )琥珀双子的,在空气-水界面的单层行为使用表面压力区域进行了探索(Π -甲)等温线,单层的压缩弹性模量(ε小号)和布鲁斯特角显微镜(BAM)分析。介孔-2,3-双(十一烷基)琥珀酸显示出独特的等温线,其中表面压力在A =〜0.56 nm 2(Π = 21.9 mN m -1)时急剧降低,而与压缩速率和子相温度无关,而dl异构体显示了气体→液体膨胀→液体冷凝相变的常见等温线。在空气-水界面处的中消旋-2,3-双(十一烷基)琥珀酸薄膜上的BAM分析表明,在最大压力之后(A =〜0.56 nm 2),然后进一步压缩,会出现针形组