Synthesis and Properties of Cleavable Quaternary Ammonium Compounds

  • Gilbert Elangeni A.
    Universidad Nacional del Litoral, CONICET, Grupo de Medio Ambiente, Instituto de Desarrollo Tecnológico para la Industria Química (INTEC)
  • Guastavino Javier F.
    Universidad Nacional del Litoral, CONICET, Grupo de Medio Ambiente, Instituto de Desarrollo Tecnológico para la Industria Química (INTEC)
  • Nicollier Rocío A.
    Universidad Nacional del Litoral, CONICET, Grupo de Medio Ambiente, Instituto de Desarrollo Tecnológico para la Industria Química (INTEC)
  • Lancelle María Verónica
    Universidad Nacional del Litoral, CONICET, Cátedra de Microbiología, Departamento de Ingeniería en Alimentos y Biotecnología, Facultad de Ingeniería Química
  • Russell-White Karen
    Universidad Nacional del Litoral, CONICET, Cátedra de Microbiología, Departamento de Ingeniería en Alimentos y Biotecnología, Facultad de Ingeniería Química
  • Murguía Marcelo C.
    Universidad Nacional del Litoral, CONICET, Grupo de Medio Ambiente, Instituto de Desarrollo Tecnológico para la Industria Química (INTEC)

書誌事項

公開日
2021
資源種別
journal article
DOI
  • 10.5650/jos.ess20216
公開者
公益社団法人 日本油化学会

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説明

<p>Quaternary ammonium compounds are widely used as antiseptic and disinfectant. It is been a concern that their widespread use will lead to an increase of environmental problems, therefore the development of biodegradable surfactants is necessary. The present research is aimed at the design of novel amphiphilic molecules with similar properties to those already known but more biodegradable. Based on benzalkonium chloride (BAC), novel carbonate cleavable surfactants (CBAC) were synthesized. The breakable carbonate sites make CBAC compounds more degradable and potentially more biodegradable than their non-cleavable BAC analogues. Natural products such as fatty alcohols (C8-C16) and N,N-dimethyl-2-aminoethanol were used as reagents for the synthesis of CBAC8-16. These amphiphilic compounds were characterized in terms of surface properties and antimicrobial activity against Gram-positive and Gram-negative bacteria, yeasts and moulds. The novel surfactants showed similar surface activities in aqueous solutions when compared to BAC. Also, the surface activity/structure relationship revealed that carbonate cleavable surfactants with n-decyl group (CBAC10) showed the same behaviour as non-cleavable BAC. Furthermore, compounds containing n-octyl (CBAC8), n-decyl (CBAC10) and n-dodecyl (CBAC12) group showed strong antimicrobial activities.</p>

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