Synthèse et polymérisation de monomères acryliques fluorés substitués en position α, 4. Applications à l'α‐acétoxyacrylate et à l'α‐propionyloxyacrylate de 2‐perfluorooctyléthyle

The synthesis of the two monomers 2‐perfluorooctylethyl α‐acetoxyacrylate (1) and 2‐perfluorooctylethyl α‐propionyloxyacrylate (2) was performed in two steps starting from ethyl pyruvate and 2‐perfluorooctylethanol with overall yields of about 56% and 50%, respectively. Transesterification of ethyl pyruvate with the adequate fluorinated alcohol followed by enol acylation gave 1 and 2, respectively. The kinetic study of polymerization of monomers 1 and 2, led to the determination of the values of the ratio of the square of the rate constant of propagation over the rate constant of termination k2p/kte equal to 9,2 · 10−3 and 9,1 · 10−3 L · mol−1 ·s−1, respectively, and were compared to those of commercially available fluorinated acrylates and methacrylates.