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.

Highlights

  • The need for more environmentally friendly materials and processes has led to the development of suitable biobased building blocks to produce polymers [1]

  • (EIMA)and and ethoxy dihydroeugenyl methacrylate was conducted by the monomers on a solid substrate in the form of in films

  • Samples for thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and gel content were prepared by coating a glass slide with 200 μm films and irradiating it for 10 min using a DYMAX 5000 EC UV flood lamp (Dymax Corporation, Torrington, CT, USA) in the range of 320 to 390 nm with an intensity on the sample of 156 mW cm−2 (UVA and UVV)

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Summary

Introduction

The need for more environmentally friendly materials and processes has led to the development of suitable biobased building blocks to produce polymers [1]. The use of energy-efficient polymerization techniques is paramount. Photoinduced polymerization is a suitable option, as it allows fast processes, low energy consumption, room temperature reactions, and solvent-free conditions with the concomitant reduction or elimination of volatile organic compounds (VOCs) [2]. Thanks to these advantages, it has found wide application in industrial processes. It has found wide application in industrial processes It is an established technique in the fields of coatings, inks, adhesives, and wood finishing [3]. Products from photopolymerization are present in everyday life, such as contact lenses [4], filling for dental cavities [5], and credit cards [6]

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