The use of the renewable resource oleic acid to produce environmentally friendly polymeric materials with potential applications as coatings was investigated in this work. Methacrylated derivative oleic acid monomer was synthesized by addition of the carboxylic acid with glycidyl methacrylate, with the aim of preserving the double bonds of the acid backbone. Two catalysts with auto-oxidative potential were used for that purpose and the resulting monomer was further polymerized via free radical miniemulsion polymerization. Total conversion latexes with a significant amount of gel, mainly because of the crosslinking through the double bonds of the oleic acid, were obtained. No influence of the monomer type on the kinetics and microstructural properties was observed. Polymer films were evaluated and an important improvement on mechanical properties was achieved by the auto-oxidative curing of the remaining unsaturations along the polymer backbone, promoted by the catalyst present in the latex. V C 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: [4628][4629][4630][4631][4632][4633][4634][4635][4636][4637] 2012

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Novel waterborne polymeric materials based on renewable resource monomers have been prepared by the environmentally friendly miniemulsion polymerization of an oleic acid‐derivative monomer (MOA) and the α‐methylene‐γ‐butyrolactone (α‐MBL). The effect of the incorporation of different amounts of α‐MBL on kinetics and polymer microstructure is investigated. The estimation of the monomer reactivity ratios (rα‐MBL = 0.49 and rMOA = 1.26) shows the slight lower reactivity of the α‐MBL, resulting in a random copolymer moderately enriched with MOA at the beginning of the reaction. The thermal and mechanical properties of the polymers demonstrate that by incorporating the lactone it is possible to produce copolymers in a broad range of glass transition temperatures, with high thermal stability and improved mechanical properties. This study provides a new green route toward the bio‐sourced preparation of polymer latexes with tuneable properties, which can range from coatings to adhesives. © 2014 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2014, 52, 3543–3549

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This communication reports on the facile incorporation of natural carboxylic acids such as acetic acid or oleic acid into new ionic polymers. A series of protic ionic liquid monomers derived from natural carboxylic acids and N‐(2‐(dimethylamino)ethyl) methacrylate were easily polymerized. This method represents route to incorporate natural products into polymer latexes.

Surfactant-free bio-based latexes are synthesized by generating miniemulsions via in situ surfactant formation while using as a precursor a component that is already available after the synthesis of the monomer. In this work, the oleic acid (OA) remaining after the synthesis of the OA derivative 2-hydroxy-3-(methacryloxy)propyl oleate (MOA) monomer is used to generate in situ surfactants. The conditions to achieve stable miniemulsions are evaluated and the resultant systems are successfully polymerized. These environmentally friendly polymeric materials provide transparent and glossy films.

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