Poly(vinylidene fluoride) Containing Phosphonic Acid as Anticorrosion Coating for Steel

Abstract

Vinylidene fluoride (VDF)-based copolymers bearing pendant phosphonic acid function for potential application as anticorrosion coatings were synthesized via free radical copolymerization of VDF with a new phosphorus containing 2-trifluoromethacrylate monomer, (dimethoxyphosphoryl)methyl 2-(trifluoromethyl)acrylate (MAF-DMP). MAF-DMP was prepared from 2-trifluoromethacrylic acid in 60% overall yield. Radical copolymerizations of VDF with MAF-DMP initiated by tert-amyl peroxy-2-ethylhexanoate at varying ([VDF]/[MAF-DMP]) feed ratios led to several poly(VDF-co-MAF-DMP) copolymers having different molar percentages of VDF (79-96%) and number-average molecular weights (M's) up to ca. 10 000 g mol in fair yields (47-53%). Determination of the composition and microstructure of all the synthesized copolymers was done by H andF NMR spectroscopies. The monomer reactivity ratios of this new VDF/MAF-DMP pair were also determined (r = 0.76 ± 0.34 and r = 0 at 74 °C). The resulting poly(VDF-co-MAF-DMP) copolymers exhibited high melting temperature (162-171 °C, with respect to the VDF content), and the degree of crystallinity reached up to 51%. Finally, the pendant dimethyl phosphonate ester groups of the synthesized poly(VDF-co-MAF-DMP) copolymer were quantitatively hydrolyzed, giving rise to novel phosphonic acid-functionalized PVDF (PVDF-PA). In comparison to hydrophobic poly(VDF-co-MAF-DMP) copolymers (the water contact angle, WCA, was 98°), the hydrophilic character of the PVDF-PA was found to be surprisingly rather pronounced, exhibiting low WCA (15°). Finally, steel plates coated with PVDF-PA displayed satisfactory anticorrosion properties under simulated seawater environment.

Fluoropolymers: The Right Material for the Right Applications

“… Synthesis of different functional 2‐trifluoromethacrylates (MAF‐esters) from 2‐trifluoromethacrylic acid and their radical copolymerizations for specific materials …”

“…[20,21] Scheme2.Synthesis of different functional 2-trifluoromethacrylates (MAFesters) from 2-trifluoromethacrylic acid andtheir radical copolymerizations for specific materials. [23][24][25][26][27] Figure 2. Original Lumiflon (X = Cl) or Zeffle (X = F) resins/paintsb ased on an alternatedstructure containingC TFE or TFE and functional vinyl ether units.…”

Tuning the dielectric behavior of poly(vinylidene fluoride-co-vinyl alcohol) using a facile urethane-based crosslinking method

“…Using functional monomers to copolymerize VDF allows control over the spatial distribution of the comonomers in the polymer backbone, while having easily crosslinkable functional groups. [24][25][26] In this way, changes in the material color or chain scission caused by dehydrofluorination processes and high irradiation doses, respectively, are avoided, showing the need for facile approaches to chemically crosslink PVDF. Recently, we showed that VDF can be copolymerized using cheap vinyl acetate (VAc) monomers followed by the successful hydrolysis to vinyl alcohol (VA), yielding ferroelectric poly(VDF-co-VA) copolymers.…”

Anticorrosion and electromagnetic interference shielding behavior of candle soot‐based epoxy coating

“…The environmental legislations pointed the coating industries to consider replacement options of these toxic and hazardous materials with nontoxic materials in the coating system. Different anticorrosion coating materials has been reported in the literature for metal protection . Among them graphene has attracted a lot of attention due to its excellent properties like high surface area, impermeable nature, and high electrical conductivity.…”