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http://hdl.handle.net/1942/30679
Title: | Muconic acid esters as bio-based acrylate mimics | Authors: | QUINTENS, Greg VRIJSEN, Jeroen ADRIAENSENS, Peter VANDERZANDE, Dirk JUNKERS, Tanja |
Issue Date: | 2019 | Publisher: | Source: | Polymer Chemistry, 10 (40) , p. 5555 -5563 | Abstract: | Over the course of the last century, a large number of synthetic polymers has been developed and introduced. Yet, most polymer materials are based on fossil fuels as raw materials and are associated with a considerable environmental impact. trans,trans-Muconic acid esters are interesting plant-based mono-mers that have not received much attention yet. The synthesis of a series of dialkyl muconates from muconic acid is described, followed by an optimization of the solution free-radical polymerization of these monomers. Unlike the claim in previous studies, dialkyl muconates can be polymerized efficiently in solution to polymers with significant molecular weights above 10 5 g mol −1. Polymerizations are, however, relatively slow, as can be expected for diene monomers (48 h at 120 °C). Mark-Houwink coefficients have been determined for diethyl muconate, dibutyl muconate and di(2-ethylhexyl) muconate. Furthermore, glass transition temperatures and thermal stability are assessed for the polymers, showcasing that poly-muconates can serve as alternatives to polyacrylate materials. In a last step, also the reversible addition-fragmentation chain transfer (RAFT) polymerization of the muconates is investigated, showing excellent control over the molecular weight when a conventional trithiocarbonate is used to control polymerizations. | Document URI: | http://hdl.handle.net/1942/30679 | ISSN: | 1759-9954 | e-ISSN: | 1759-9962 | DOI: | 10.1039/c9py01313j | ISI #: | WOS:000490292900011 | Rights: | The Royal Society of Chemistry 2019 | Category: | A1 | Type: | Journal Contribution | Validations: | ecoom 2020 |
Appears in Collections: | Research publications |
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