Synthesis and characterization of new methacrylic phosphonated surface active monomer

The synthesis of novel methacrylic phosphonated surface-active monomer by an original method is described. The crucial stage is the telomerization of undec-10-enyl acetate withj dialkyl (alkyl = methyl or ethyl) hydrogenphosphonate. The phosphonated acetate obtained is selectively hydrolysed to give dialkyl(11-hydroxyundecyl)phosphonate as a precursor. The alcohol function allows setting of methacrylic side, which is highly reactive in radical polymerization. Particularly, by mono-dealkylation of dimethyl phosphonate in a selective and quantitative way, the potassium iodide permits to get, at one stage, the expected salt of sodium methyl phosphonate. The new surface-active sodium methyl(11-methacryloyloxyundecyl)phosphonate is characterized by H-1 and P-31 NMR. Its critical micelle concentration evaluated by conductometry is 2.4 x 10(-2) mol(.)1(-1).