Four 7-alkyl-8-hydroxyquinoline-5 sulfonates were synthesized with the alkyl chain containing 6 to 12 carbon atoms. These compounds behave as Zwitterionic surfactants in neutral solution and as anionic surfactants in alkaline solution. More importantly, the o-hydroxyquinoline functionality is a versatile chelating group. Of the many metal complexes that it forms, several are fluorescent. Micellar media frequently have great effects on fluorescence properties; this is the first time fluorescence properties of such systems have been studied in conjunction with surfactant properties such as critical micelle concentration, etc. for systematically engineered lengths of the hydrocarbon tail.
Purnendu K Dasgupta,
Samir K Roy,
"Chelating Fluorogenic Surfactants For The Trace Detection Of Metals", Proc. SPIE 0910, Fluorescence Detection II, (27 April 1988); doi: 10.1117/12.945445; https://doi.org/10.1117/12.945445