Effect of novel furan‐based ester reactive diluent on structure and properties of UV‐crosslinked acrylated rapeseed oil

Author:

Briede Sabine1,Platnieks Oskars1ORCID,Darzina Madara2,Jirgensons Aigars2ORCID,Gaidukovs Sergejs1ORCID

Affiliation:

1. Institute of Polymer Materials, Faculty of Materials Science and Applied Chemistry Riga Technical University Riga Latvia

2. Latvian Institute of Organic Synthesis Riga Latvia

Abstract

AbstractUnsaturated furan‐based ester (UES) was prepared by green electrosynthesis using a single‐cell setup and inexpensive graphite electrodes. The UES was validated as a reactive diluent for a bio‐based acrylated rapeseed oil (ARO). UV‐light photopolymerization of the bio‐based resin was initiated using a diphenyl (2,4,6‐trimethylbenzoyl)phosphine oxide (TPO) radical photoinitiator. The addition of 20 wt% UES to ARO dropped the resin viscosity by 1.6‐fold. Incorporating 5 wt% UES into the ARO resin increased crosslinking density νe from 1.07 to 1.65 mol/m3. Fourier‐transform infrared spectroscopy (FT‐IR) spectra revealed that ARO has been grafted with UES. The UES functional moieties promote the formation of soft mobile dangling chain end segments in the developed macromolecular network. UV‐cured thermoset polymer reveals distinct morphologies in SEM micrographs, indicating notable structural changes with the addition of UES. A total of 5 wt% UES increased tensile strength from 0.49 to 0.55 MPa and storage modulus from 7.9 to 12.0 MPa at room temperature (22 ± 1 °C). The biodegradability in composting conditions was investigated, and up to 28% of the initial mass was lost after 60 days. UES was shown as to be efficient reactive diluent that can successfully replace fossil‐based acrylate monomers in vegetable oil‐based thermoset polymer synthesis.

Funder

European Social Fund

Latvijas Zinātnes Padome

Publisher

Wiley

Subject

Materials Chemistry,Polymers and Plastics,Physical and Theoretical Chemistry

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