Catanionic mixtures forming gemini-like amphiphiles.
The properties of aqueous mixtures of cationic species with alkyl dicarboxylic acid compounds have been studied. The cationic compounds used in this study were tertiary amine-type N-methyl-N-(2,3-dioxypropyl)hexadecylamine (C16amine) and quaternary ammonium-type N,N-dimethyl-N-(2,3-dioxypropyl)hexadecylammonium chloride (C16Q). The alkyl dicarboxylic acid compounds used were HOOC(CH(2))(10)COOH (C12H) and its sodium salt (C12Na). Three aqueous mixtures were examined in this study: (System I) C16amine + C12H, (System II) C16Q + C12Na, and (System III) C16Q + C12H. The solution pH was set at 12 for System III. The combination of (1)H-NMR and mass spectroscopy data has suggested that a stoichiometric complex is formed in the aqueous solutions at a mole fraction of C12H (or C12Na) = 0.33. Here, the C12H (or C12Na) molecule added to the system bridges two cationic molecules, like a spacer of gemini surfactants. In fact, the static surface tensiometry has demonstrated that the stoichiometric complex behaves as gemini-like amphiphiles in aqueous solutions. Our current study offers a possible way for easily preparing gemini surfactant systems.
Department of Pure and Applied Chemistry, Tokyo University of Science, Japan. k-sakai@rs.noda.tus.ac.jp
Hideki
H
Sakai
Yuji
Y
Okabe
Koji
K
Tsuchiya
Kenichi
K
Sakai
Masahiko
M
Abe
D000473:Alkanes / Q000737:chemistry; D000588:Amines / Q000737:chemistry; D002412:Cations / Q000737:chemistry; D003998:Dicarboxylic Acids / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D000644:Quaternary Ammonium Compounds / Q000737:chemistry*; D012964:Sodium / Q000737:chemistry; D014867:Water / Q000737:chemistry
C542556:14-2-14 gemini surfactant; D000473:Alkanes; D000588:Amines; D002412:Cations; D003998:Dicarboxylic Acids; D000644:Quaternary Ammonium Compounds; C529656:hexylidene-1,6-bis(dimethyloctadecylammonium); D014867:Water; D012964:Sodium