Novel Synthesis of Anionic Gemini Surfactants from 1, 4-Diol as a Key Block Material.
In this study, a series of all-hydrocarbon anionic gemini surfactants containing COOH (adipic acid-type and suberic acid-type), SO3Na, OSO3Na, and OP=O(OH)2 functional groups was developed from 1,4-diol and 1,4-diketone as a key block material. The effect of the surfactant head groups on the surface properties was investigated by surface tension and surface pressure-area (π-A) measurements. We found that the critical micelle concentrations (CMC) of the studied geminis were smaller by one order of magnitude than those of the corresponding 1+l-type surfactants. From π-A measurements, the limiting areas of COOH-type geminis were less than twofold of the area of the corresponding 1+1-type, which indicates that the gemini structure enabled tighter packing than is possible in surfactants of the 1+l-type. In contrast, the limiting area of the OP=O(OH)2-type gemini was larger than those of the COOH-type geminis. Furthermore, the suberic acid-type gemini showed a smaller limiting area than that of adipic acid-type gemini. Therefore, we can conclude that the flexibility of the gemini at the connecting position has a significant effect on formation of the monolayer at the air/water interface.
Department of Chemistry and Materials Technology, Kyoto Institute of Technology.
Tokuzo
T
Kawase
Mami
M
Nakagawa
Yuuya
Y
Higuchi
Tatsuo
T
Oida
D000272:Adipates; D002210:Caprylates; D003998:Dicarboxylic Acids; D006018:Glycols / Q000737:chemistry*; D006838:Hydrocarbons / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008823:Micelles; D013500:Surface Tension; D013501:Surface-Active Agents / Q000138:chemical synthesis* / Q000737:chemistry
D000272:Adipates; D002210:Caprylates; D003998:Dicarboxylic Acids; D006018:Glycols; D006838:Hydrocarbons; D007659:Ketones; D008823:Micelles; D013501:Surface-Active Agents; C005738:suberic acid; C029900:adipic acid