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 k 2 p / k te 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.