Synthesis of phosphate-type fluorocarbon–hydrocarbon hybrid surfactants and their adsorption onto calcium hydroxyapatite

Five novel phosphate-type hybrid surfactants, CmF2m+1C6H4CH[OPO2(OC6H5)Na]CnH2n+1 (FmPHnPPhNa: m = 4, 6, 8; n = 3, 5), have been synthesized. When compared with sulfate-type hybrid surfactants, CmF2m+1C6H4CH(OSO3Na)CnH2n+1 (C6H4 = p-phenylene), the new hybrid surfactants were found to have comparable abilities to lower the surface tension of water. The critical micelle concentrations of FmPHnPPhNa followed Klevens’ rule and their occupied areas per molecule increased with increasing m and n. Calcium hydroxyapatite (CaHAp) pellets modified with FmPH3PPhNa gave high hydro and lipophobic surfaces. The hybrid surfactants are expected to be useful as new dental reagents for oral hygiene.