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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
Author(s) -
Guyot Bernard,
Améduri Bruno,
Boutevin Bernard,
Sidéris André
Publication year - 1995
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.1995.021960607
Subject(s) - chemistry , monomer , reaction rate constant , polymer chemistry , polymerization , methyl methacrylate , acylation , alcohol , methacrylate , organic chemistry , kinetics , polymer , catalysis , physics , quantum mechanics
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.