Kinetics of homopolymerization of fluorinated acrylates, 5 - Influence of the spacer between the fluorinated chain and the ester group

The synthesis of various fluorinated acrylates CH2=CHCOO(CH2)(p)CnF2n+1 and their kinetics of radical homopolymerization are presented. The fluoroacrylated monomers have been prepared in two steps by acrylation of the corresponding halogenated alcohols produced by radical addition of perfluoroalkyl iodides(CnF2n+1I) to omega-hydroxylated alkenes. The fluorinated acrylates differ from each other in the nature (branched or linear) and the length (n ranging from 1 to 8) of the fluorinated chain and in the nature of the spacer between this fluorinated chain and the ester group (p ranging from 1 to 11). The kinetics of polymerization led to the determination of k(p)(2)/k(te). These values were compared with those of commercially available fluorinated acrylates and were found to depend upon both the spacer length and the nature of the fluorinated group.