Abstract

The development of polymers photopolymerized from renewable resources are extensively growing as fulfills green chemistry and green engineering principles. With the rapid growth of consumerism, research on innovative starting materials for the preparation of polymers may help to reduce the negative impact of petroleum-based plastic materials on the global ecosystem and on animal and human health. Therefore, bio-based crosslinked polymers have been synthesized from functionalized soybean oil and squalene by thiol–ene ultra-violet (UV) curing. First, thiol–ene UV curing of squalene was performed to introduce thiol functional groups. Then, hexathiolated squalene was used as a crosslinker in click UV curing of acrylated epoxidized soybean oil. Two photoinitiators, 2-hydroxy-2-methylpropiophenone and ethylphenyl (2,4,6-trimethylbenzoyl) phosphinate, were tested in different quantities. Rheological properties of the resins were monitored by real-time photorheometry. The characterization of obtained polymers was performed by differential scanning calorimetry, thermogravimetry, and Shore A hardness measurements. Polymers possessed higher storage modulus, thermal characteristics, Shore A hardness, and lower swelling value when ethylphenyl (2,4,6-trimethylbenzoyl) phosphinate was used as photoinitiator.

Highlights

  • The main idea of green chemistry and chemical engineering is to reduce the negative impact on environmental and human health caused by the chemical industry [1]

  • Bio-based crosslinked polymers have been synthesized from functionalized soybean oil and squalene by thiol–ene ultra-violet (UV) curing

  • Hexathiolated squalene was used as a crosslinker in click UV curing of acrylated epoxidized soybean oil

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Summary

Introduction

The main idea of green chemistry and chemical engineering is to reduce the negative impact on environmental and human health caused by the chemical industry [1]. AESO was copolymerized with various plant-derived acrylates obtained from vanillin, plant extractives, hemicellulose, other vegetable oils to give polymers with high biorenewable carbon content of 75–82% [8,11,12]. Kim et al reported the synthesis of mercaptanized epoxidized soybean oil which was used to prepare the high biorenewable carbon content polymers with AESO by UV curing [20]. Seker et al synthesized dithiol derivative of isosorbide, which is considered to be plant-based monomer [23] This isosorbide dithiol showed a better miscibility with tung oil compared to commercial thiol compounds and improved thermal properties and the surface hardness of the coatings due to rigid and thermally stable ring.

Characterization
Characterization of the Crosslinked Polymer Structure
Findings
Thermal Properties of the Polymers
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