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Four nonionic hybrid surfactants with a benzene ring as a spacer, C6F13C6H4CH[O(C2H4O)mH]C5H11 (F6PH5EOm: m = 4, 8, 10, 14, C6H4 = p-phenylene), were synthesized. The surfactants synthesized were found to be as stable and hardly hydrolyzable as the previously reported ionic hybrid surfactants. F6PH5EO10 and F6PH5EO14 were highly surface-active and water-soluble while their critical micelle concentrations (cmc) determined by surface tension measurements were low compared with those of sulfate-type hybrid surfactants, C6F13C6H4CH(OSO3Na)C5H11 (F6PH5OS, C6H4 = p-phenylene), and phosphate-type hybrid surfactants, C6F13C6H4CH[OPO2(OC6H5)Na]C5H11 (F6PH5PPhNa, C6H4 = p-phenylene, C6H5 = phenyl), both of which also have a benzene ring as a spacer. The cloud point of F6PH5EO14 in solutions of salts such as NaCl and CaCl2 decreased with increasing salt concentration and the decreasing rate was the largest for NaCl, whereas the surfactant showed solubility high enough for use in physiological saline solution at temperatures around the body temperature.

Synthesis and Solution Properties of Nonionic Hybrid Surfactants with a Benzene Ring