Abstract
The syntheses of original fluorinated maleimide and telechelic bismaleimide bearing C6F13 and C6F12 groups, respectively, and their use as reactive additives in photopolymerizable formulations of telechelic poly(propylene glycol) bismaleimide (PPGBMI) are presented. That fluorinated maleimide was synthesized in five steps in 63% overall yield from C6F13C2H4I precursor whereas the fluorinated bismaleimide was prepared in six steps in 14% overall yield from IC6F12I. These latter led to fluorinated azido and diazido intermediates, which were reduced, into the fluorinated amine and diamine in two steps. The condensation of amine and diamine onto maleic anhydride offered an amic acid and a diamic acid, which were subsequently cyclized into fluorinated maleimide and bismaleimide. Formulations of telechelic poly(propylene glycol) bismaleimide containing a few amount of these fluorinated maleimide and bismaleimide were UV cured and the surface properties of the resulting films were investigated. A deep modification of the surface properties was noted. In all the cases, a selective enrichment of the fluorinated monomer at the film surface was observed.