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Issue 20, 2020
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Homogeneous polymerization of hydrophobic monomers in a bio-based dl-menthol/1-tetradecanol eutectic mixture by ATRP and RAFT polymerization

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Abstract

A bio-based eutectic mixture (EM), composed of DL-menthol and 1-tetradecanol was investigated for the first time as the solvent for the homogeneous polymerization of different hydrophobic monomers, namely methyl acrylate (MA), methyl methacrylate (MMA), styrene (Sty), butyl acrylate (n-BA), vinyl chloride (VC) and vinyl acetate (VAc), by atom transfer radical polymerization (ATRP) and/or reversible addition–fragmentation chain transfer (RAFT) polymerization. Homopolymers with low dispersity (Đ = [1.05–1.4]) were obtained by both polymerization techniques. The high chain-end functionality of the polymers was confirmed by the synthesis of well-defined block copolymers: PMA-b-PBA by ATRP and PMMA-b-PMA by RAFT. ATRP could be conducted with a catalyst concentration as low as 60 ppm near room temperature, making this an attractive eco-friendly process for the synthesis of tailor-made hydrophobic polymers. In addition, due to phase separation at the end of reaction, both the EM and the catalytic system could be easily recovered and successfully reused in a new ATRP reaction. The system reported could be very attractive from both economic and environmental standpoints.

Graphical abstract: Homogeneous polymerization of hydrophobic monomers in a bio-based dl-menthol/1-tetradecanol eutectic mixture by ATRP and RAFT polymerization

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Article information


Submitted
30 Mar 2020
Accepted
17 Jul 2020
First published
17 Jul 2020

Green Chem., 2020,22, 6827-6835
Article type
Paper

Homogeneous polymerization of hydrophobic monomers in a bio-based DL-menthol/1-tetradecanol eutectic mixture by ATRP and RAFT polymerization

V. A. Pereira, T. C. Rezende, P. V. Mendonça, J. F. J. Coelho and A. C. Serra, Green Chem., 2020, 22, 6827
DOI: 10.1039/D0GC01136C

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