Synthesis, Surface Active Properties, and Antimicrobial Activities of New Double-Chain Gemini Surfactans

MARCELO C. MURGUÍA, VICTORIA A. VAILLARD, VICTORIA G. SANCHEZ, JOSÉ DI CONZA AND RICARDO J. GRAU

Journal of Oleo Science

Año: 2008 vol. 57 p. 301 - 308

1345-8957

  A novel series of neutral and cationic dimeric surfactants were prepared involving ketalization reaction, Williamson etherification, and regioselective oxirane ring opening with primary and tertiary alkyl amines. The critical micelle concentration (CMC), effectiveness of surface tension reduction, surface excess concentration (I), and area per molecule at the interface (A) were determinated and values indicate that the cationic series is characterized by good surface-active and self-agregation properties. For the first time, we reported the antimicrobial activities against representative bacteria and fungi for dimeric compounds. The antimicrobial activity was found to be dependent on the target microorganism ( Gram-positive bacteria > fungi > Gram-negative bacteria), as wel as both the neutral or ionic nature ( cationic > neutral) and alkyl chain length ( di-C12 > di-C18 > di-C8) of the compounds. The cationic di-C12 derivative was found to have equipotent activity to that of benzalkonium chloride (BAC) usd as standard.