Synthese et polymerisation de monomeres acryliques fluores substitues en position α, 4: Applications à l'a-acétoxyacrylate et à l'α-propionyloxyacrylate de 2-perfluorooctyléthyle

摘要

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 adéquate fluorinated alcohol followed by enol acylation gave 1 and 2, respectively. The kinetic study of polymerization of monomers 1 and 2 led to the détermination of the values of the ratio of the square of the rate constant of propagation over the rate constant of termination k_p~2/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.