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Photoinduced Polymerization of Eugenol-Derived Methacrylates

Samantha Molina-Gutiérrez, Sara Dalle Vacche, Alessandra Vitale, Vincent Ladmiral, Sylvain Caillol, Roberta Maria Bongiovanni, Patrick Lacroix‐Desmazes

2020Molecules42 citationsDOIOpen Access PDF

Abstract

Biobased monomers have been used to replace their petroleum counterparts in the synthesis of polymers that are aimed at different applications. However, environmentally friendly polymerization processes are also essential to guarantee greener materials. Thus, photoinduced polymerization, which is low-energy consuming and solvent-free, rises as a suitable option. In this work, eugenol-, isoeugenol-, and dihydroeugenol-derived methacrylates are employed in radical photopolymerization to produce biobased polymers. The polymerization is monitored in the absence and presence of a photoinitiator and under air or protected from air, using Real-Time Fourier Transform Infrared Spectroscopy. The polymerization rate of the methacrylate double bonds was affected by the presence and reactivity of the allyl and propenyl groups in the eugenol- and isoeugenol-derived methacrylates, respectively. These groups are involved in radical addition, degradative chain transfer, and termination reactions, yielding crosslinked polymers. The materials, in the form of films, are characterized by differential scanning calorimetry, thermogravimetric, and contact angle analyses.

Topics & Concepts

PhotopolymerPhotoinitiatorPolymerizationIsoeugenolMethacrylatePolymer chemistryRadical polymerizationEugenolPolymerChain transferMaterials scienceMonomerThermogravimetric analysisChemistryPhotochemistryOrganic chemistryPhotopolymerization techniques and applicationsAdvanced Polymer Synthesis and CharacterizationPhotochromic and Fluorescence Chemistry
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