Serine-Based Bis-quat Gemini Surfactants: Synthesis and Micellization Properties

• Type: Article in International Scientific Journal
• Date: 2012

Authors

Goreti G Silva (Author) Other; Ricardo F Fernandes (Author) Other; Eduardo F Marques (Author) FCUP; LuIsa L C do Vale (Author) FCUP

Journal

Title: European Journal of Organic Chemistry

Vol. 2012

Pages: 345-352

ISSN: 1434-193X

Publisher: Wiley-Blackwell

Indexing

ISI Web of Knowledge - 30 Citations

Scopus - 24 Citations

Scientific classification

FOS: Natural sciences > Chemical sciences

Other information

Authenticus ID: P-002-H52

DOI: 10.1002/ejoc.201101118

Abstract (EN): The synthesis of novel cationic gemini surfactants based on serine, with long lipophilic alkyl chains and a spacer linked to the nitrogen atom of the amino acid residue by amine linkages, is described. The most efficient synthetic pathway involves introduction of the spacer into the monomeric precursors, N-alkyl derivatives, by reductive amination of dialdehydes followed by methylation and deprotection. Characterization of the basic micellization properties of the new compounds was carried out by tensiometry and conductimetry. These surfactants present enhanced interfacial properties compared to the monomeric analogues, and show improved performance, namely lower critical micelle concentration (cmc), lower surface tension at cmc and increased micellar ionization, with respect to conventional bis-quaternary ammonium salts (bis-quats).

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 8