title: Aqueous solution properties of disulfide-linked fluorinated gemini and cleaved monomeric thiol surfactants.
abstract: We prepared a fluorinated gemini surfactant containing a disulfide bond in its spacer chain, [C₈F₁₇(CH₂)₃N(CH₃)₂CH₂CH₂SSCH₂CH₂N(CH₃)₂(CH₂)₃C₈F₁₇]2Cl, and its analogue with a hexamethylene spacer. Monomeric thiol surfactant, [C₈F₁₇(CH₂)₃N(CH₃)₂CH₂CH₂SH]Cl, was readily produced by the cleavage of the gemini surfactant using dithiothreitol in water. The critical micelle concentration was determined using surface tension, conductivity, and fluorescence probe methods. The critical micelle concentration of the monomeric surfactant was significantly larger than that of the gemini surfactant. The surface tension of aqueous solution for the cleaved monomeric thiol surfactant returned gradually to the original value through the formation of the disulfide bond via air oxidation.
authors.affiliation: School of Chemistry, College of Science and Engineering, Kanazawa University. asakawa@t.kanazawa-u.ac.jp
authors.forename: Tsuyoshi
authors.initials: T
authors.lastname: Asakawa
authors.forename: Tadahiro
authors.initials: T
authors.lastname: Ozawa
authors.forename: Akio
authors.initials: A
authors.lastname: Ohta
mesh_terms: D004220:Disulfides / Q000737:chemistry*; D008823:Micelles; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012996:Solutions; D013438:Sulfhydryl Compounds / Q000737:chemistry*; D013500:Surface Tension; D013501:Surface-Active Agents / Q000138:chemical synthesis / Q000737:chemistry*; D014867:Water / Q000737:chemistry
chemical_list: D004220:Disulfides; D008823:Micelles; D000644:Quaternary Ammonium Compounds; D012996:Solutions; D013438:Sulfhydryl Compounds; D013501:Surface-Active Agents; D014867:Water