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; C6H4 = p-phenylene, C6H5 = phenyl), have been synthesized. When compared with sulfate-type hybrid surfactants, CmF2m+1C6H4CH(OSO3Na)CnH2n+1 (C6H4 = p-phenylene), the new hybrid surfactants are found to have comparable abilities to lower surface tension of water. The critical micelle concentrations of FmPHnPPhNa follow Klevens rule and their occupied areas per molecule increase with increasing m and n. Calcium hydroxyapatite (CaHAp) pellets modified with FmPH3PPhNa gives high hydrophobic and lipophobic surfaces. The hybrid surfactants are expected as new dental reagents for oral hygiene.