Synthesis and Copolymerization of Fluorinated Monomers Bearing a Reactive Lateral Group. XX. Copolymerization of Vinylidene Fluoride with 4-Bromo-1,1,2-trifluorobut-1-ene

J. Guiot (1) , Marie-Alexandra Néouze (1) , L. Sauguet (1) , Bruno Ameduri (1) , Bernard Boutevin (1)

1 ICGM ICMMM - Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier

The radical copolymerization of vinylidene fluoride (VDF) with 4-bromo- 1,1,2-trifluorobut-1-ene (C4Br) was examined. This bromofluorinated alkene was synthesized in three steps, which started with the addition of bromine to chlorotrifluoroethylene. In contrast to the ethylenation of 1,1-difluoro-1,2-dibromochlorethane, which failed, that of 2-chloro-1,1,2-trifluoro-1,2-dibromoethane was optimized and led to 2-chloro-1,1,2-trifluoro-1,4-dibromobutane. The kinetics of the copolymerization of VDF with this brominated monomer initiated by t-butyl peroxypivalate led to an assessment of the reactivity ratios, rVDF = 0.96 +- 0.67 and rC4Br = 0.09 +- 0.63, at 50 °C. The suspension copolymerization was also carried out, and the chemical modifications of the resulting bromo-containing poly(vinylidene fluoride)s were attempted and consisted mainly of elimination or nucleophilic substitution of the bromine.

Mots clés: 4-bromo-1; 2-trifluorobuthylene; chemical modification; NMR; radical copolymerization; reactivity ratios; suspension copolymerization; vinylidene fluoride; fluoropolymers; cure site monomer

Domaines: Polymères

J. Guiot, Marie-Alexandra Néouze, L. Sauguet, Bruno Ameduri, Bernard Boutevin. Synthesis and Copolymerization of Fluorinated Monomers Bearing a Reactive Lateral Group. XX. Copolymerization of Vinylidene Fluoride with 4-Bromo-1,1,2-trifluorobut-1-ene. Journal of Polymer Science Part A: Polymer Chemistry, 2005, 43, pp.917-935. ⟨10.1002/pola.20555⟩. ⟨hal-00382626⟩