UV-Tunable Biobased Pressure-Sensitive Adhesives Containing Piperonyl Methacrylate

Abstract

Novel waterborne pressure-sensitive adhesives (PSAs) with biobased contents up to 71% and UV-light-tunable features have been developed using piperonyl methacrylate (PIPEMA) as a hard monomer. The biobased monomer was synthesized from piperonyl alcohol (derived from black pepper), and its homopolymer was fully characterized. Emulsion polymerization was chosen as a sustainable strategy to copolymerize piperonyl methacrylate together with biobased 2-octyl acrylate to produce high-solid-content latexes for pressure-sensitive adhesive applications. The UV light curing ability of the piperonyl methacrylate moieties in the copolymer backbone yielded PSAs with excellent shear resistance and reasonable adhesive properties (tack and peel).

Removable Biobased Waterborne Pressure-Sensitive Adhesives Containing Mixtures of Isosorbide Methacrylate Monomers

“…Biobased 2-octyl acrylate (2OA) was kindly supplied by Arkema (France), and both isobornyl methacrylate (Visiomer Terra IBOMA) and isobornyl acrylate (Visiomer Terra IBOA) were kindly supplied by Evonik Industries (Essen, Germany). Piperonyl methacrylate (PIPEMA) was synthesized according to the method reported elsewhere . Acrylic and methacrylic acid (AA, MAA), 2-ethylhexyl thioglycolate (2EHTG), and potassium persulfate (KPS) were purchased from Sigma-Aldrich (Saint-Louis, MO, U.S.A.).…”

“…The compositions used to synthesize the different PSA latexes are summarized in Tables and . Note that chain transfer agents (CTAs) were used to fine-tune cross-linking density and the molar mass distribution of the polymer. − …”

“…These isosorbide methacrylate derivatives can be incorporated in either petroleum-based adhesive formulations or high biocontent ones aiming to reduce the carbon footprint. , Regarding the last choice, we recently reported the use of 2-octyl acrylate (2OA) and isobornyl methacrylate (IBOMA) for the synthesis of waterborne PSAs with 70% of biocontent and similar performances than full oil-based commercial PSAs, and the use of piperonyl methacrylate for achieving UV-light tunability of the biobased PSA . In this work, we focus on the development of high performance adhesives, based on our previous biobased formulations, having the ability to be removed in water at short times and mild conditions.…”

Assessing the Effect of CeO2 Nanoparticles as Corrosion Inhibitor in Hybrid Biobased Waterborne Acrylic Direct to Metal Coating Binders

“…IBOMA comes from pine resin and has a biocontent of 71%. Both monomers have been previously used for the fabrication of biobased Pressure Sensitive Adhesives (PSA) [16][17][18][19] and coatings [20], producing polymers with superior hydrophobic character than conventional MMA/BA copolymers.…”

Crosslinking in Semi-Batch Seeded Emulsion Polymerization: Effect of Linear and Non-Linear Monomer Feeding Rate Profiles on Gel Formation

“…As such, care must be taken into account for other potential impacts of process strategy on the balance of available reaction mechanisms. Crosslinking during polymerization to achieve a target network topology is, in fact, quite sensitive to process conditions, with macromolecular architecture a key design property in applications such as dental materials, paints and coatings, and adhesives [ 3 , 4 , 5 , 6 ]. For multiphase polymers, such as latex, strategies to tune polymer properties must consider multiple length scales from the individual chains, through to a large ensemble of chains in the form of a structured particle morphology, and finally in end-use application macroscopically.…”