A Novel Synthesis of SO3H Type Gemini Surfactant Having Semifluoroalkyl Group as Hydrophobic Group

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  • Kawase Tokuzo
    Department of Chemistry and Materials Technology, Kyoto Institute of Technology
  • Iidzuka Jun-ichi
    Department of Chemistry and Materials Technology, Kyoto Institute of Technology
  • Oida Tatsuo
    Department of Chemistry and Materials Technology, Kyoto Institute of Technology

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In this work, novel SO3H type Gemini surfactants having semifluoroalkyl group (RfCH2CH-: Rf = C4F9, C6F13, C8F17) as hydrophobic group were successively synthesized by the radical addition of fluoroalkyl to 1,4-pentadiene using fluoroalkyl iodide and AIBN as initiator, and the following thiocyanization (-SCN), conversion to –SH, and oxidation to SO3H as hydrophilic group. Similarly, the common 1+1 type semifluoroalkyl surfactants having SO3H were synthesized.<br>Surfactant properties of their sodium salts (cmc, γcmc, pC20, Γcmc, and A) were investigated by measuring surface tension. As expected, the cmc value of Gemini surfactant whose fluoroalkyl is C4F9 was more than one order of magnitude smaller than that of the corresponding 1+1 type. Other properties also showed the excellent efficiency of Gemini structure to reduce the surface tension.

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