Adhesive properties onto galvanized steel plates of grafted poly(vinylidene fluoride) powders with phosphonated acrylates

Abstract

Hydrophilic fluoropolymers were obtained by grafting phosphonated monomers onto activated poly(vinylidene fluoride) (PVDF). By using an ozonization technique, dialkylperoxide and hydroperoxide groups were formed onto PVDF which may be decomposed thermally in a subsequent step to initiate graft copolymerization. By using an iodometric titration technique, the effect of ozone oxidation time and temperature on the concentration of peroxides was studied. However, degradation was observed by viscosimetry and FTIR for the hardest ozonization conditions. An effect of the grafting conditions (monomer concentration and monomer end groups) on the degree of grafting was determined and diester-acrylated phosphonate is grafted at a higher rate than are the homologous acid derivatives. Adhesion of the graft copolymers applied to galvanized steel substrates was studied. The experiments clearly show stronger adhesive properties of PVDF coatings containing phosphonic acid functions than those of the ones containing carboxylic acid functions.

Isocyanatoethyl Methacrylate Telomerization and Cotelomerization

“…The cleavage of the phosphonic esters of this cotelomer into mono ( III′ , n ) and ( III″ , n ) was also performed using the two methods that are the more generally used to obtain the best yields and the best selectivity. Monoacids ( III′ , n ) were obtained using sodium iodide and passing through an ion exchange resin,13 while the diacids ( III″ , n ) were obtained by the action of halogenotrimethylsilanes 14. The compounds were characterized by 1 H and 31 P NMR spectroscopy.…”

“…Phosphonic esters cleavage was carried out using reaction processes previously used in our laboratory 13,14…”

Poly(MMA)‐b‐poly(monophosphonic acrylate) diblock copolymers obtained by ATRP and used as additives for anticorrosive coatings

“…2(e)]. [11][12][13] Such cleavage was done using NaBr reagent 13 and was evidenced by the 31 P-NMR analysis, where only one peak is observed (high-field shifted to d ¼ 18 ppm). Finally, poly(MMA)-b-poly(monophosphonic acrylate) diblock copolymer was synthesized with approximatively 7 mol % of monophosphonic group (compared with MMA), corresponding to an acid…”

“…1,2 Dimethyl(2-methacryloyloxyethyl)phosphonate (MAC 2 P) has been successfully copolymerized in its acidic form with methyl methacrylate (MMA), to be used as an additive with polyvinylidenefluoride [poly(VDF)]. 11,12 The incorporation of a phosphonic component results in a copolymer with highly enhanced adhesion onto the metallic surface, as alkanephosphonic acids are well known to form resonance stabilized phosphonate complexes with a wide range of metal alloys, 11 but the phosphonic component remained soluble in the poly(VDF) matrix inhibiting water penetration and thus corrosion. More recently, dimethyl(methacryloyloxy)methyl phosphonate (MAC 1 P; the synthesis of which requires nonhazardous and low cost reagents) was also copolymerized with MMA, leading to statistical copolymers.…”

Free‐radical graft copolymerization of phosphonated methacrylates onto low‐density polyethylene

“…To improve the adhesion of PE on metallic surfaces, we chose to introduce phosphonic structures, well known as adhesion promoters, along the polymer backbone. As Brondino et al did with phosphonated acrylates onto poly(vinylidene fluoride) powders,33 we investigated the free‐radical graft copolymerization of phosphonated methacrylates onto low‐density polyethylene (LDPE) powder, following two distinct processes: grafting in presence of free‐radical initiators and thermally induced graft copolymerization onto ozone‐pretreated LDPE.…”