Radical Aqueous Emulsion Copolymerization of Eugenol-Derived Monomers for Adhesive Applications

Abstract

Biobased monomers derived from eugenol were copolymerized by emulsion polymerization to produce latexes for adhesive applications. Stable latexes containing ethoxy dihydroeugenyl methacrylate and ethoxy eugenyl methacrylate with high total solids content of 50 wt% were obtained and characterized. Latexes synthesis was carried out using a semi-batch process and latexes with particle diameters in the range of 159 -178 nm were successfully obtained. Glass transition temperature values of the resulting polymers ranged between 32 and 28°C.Furthermore, tack and peel measurements confirmed the possibility to use these latexes in adhesive applications.

Hybrid alkyds, the glowing route to reach cutting-edge properties?

“…Many descriptions of emulsion polymerization can be found in literature [73][74][75][76] including biobased systems. [77][78][79][80][81] In 1996, Nabuurs et al synthesized alkyd-acrylic hybrid systems. 82 Conventional alkyd resins were made using tall oil fatty acid, glycerol and isophtahlic acid.…”

Synthesis of Bio‐Based Silane Coupling Agents by the Modification of Eugenol

“…[41] In the third report, the high price of O-perfluorocyclopentenyl substrate limits its application as a starting material for the coupling agent. [42] Taking into account the relatively low toxicity of eugenol, low cost caused by its natural abundance, high thermal stability, and chemical reactivity, this compound has recently been considered as a sustainable alternative for the preparation of high-performance epoxy thermosets, [43] self-healing polymers, [44] flame retardants, [45] coatings, [46] adhesives, [47] or electrode materials for batteries. [48] In this article, we would like to present a simple approach to the synthesis of a new family of biogenic SCAs based on an alkyl-aryl eugenol core, which is obtained by a two-step procedure that involves hydrosilylation of eugenol and its derivatives, and a series of nucleophilic substitution reactions with acyl and alkyl chlorides possessing different groups capable of interacting with polymer chains (i. e., alkenyl, epoxide, thiirane, thiocarbamoyl, thioether, and thioester moieties).…”

“…Taking into account the relatively low toxicity of eugenol, low cost caused by its natural abundance, high thermal stability, and chemical reactivity, this compound has recently been considered as a sustainable alternative for the preparation of high‐performance epoxy thermosets, [43] self‐healing polymers, [44] flame retardants, [45] coatings, [46] adhesives, [47] or electrode materials for batteries [48] …”

Eugenol, a Promising Building Block for Biobased Polymers with Cutting-Edge Properties

“…Furthermore, environmentally friendly aqueous emulsion polymerization of the eugenol-derived methacrylates was performed, producing stable latexes with T g values between 20 and 63 °C . In addition, the copolymerization of eugenol and dihydroeugenol-derived methacrylates was performed with commercial monomers to obtain latexes for adhesive applications, with properties comparable to a commercial product …”