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Synthesis and Characterization of New Methacrylic Phosphonated Surface Active Monomer

✍ Scribed by O. Senhaji; J. J. Robin; M. Achchoubi; B. Boutevin

Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
192 KB
Volume
205
Category
Article
ISSN
1022-1352

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✦ Synopsis

Abstract

Summary: 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 with 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 ^1^H and ^31^P NMR. Its critical micelle concentration evaluated by conductometry is 2.4 × 10^−2^ mol · l^−1^.

Synthesis of dialkyl(11‐methacryloyloxyundecyl)phosphonate (DAHP) without protection of alcohol function.

imageSynthesis of dialkyl(11‐methacryloyloxyundecyl)phosphonate (DAHP) without protection of alcohol function.

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