A ‘greener’ one-pot synthesis of monoterpene-functionalised lactide oligomers
| Autor: | Dara M. O'Brien, Ana A. C. Pacheco, Ryan R. Larder, Robert Cavanagh, Eduards Krumins, Alice J. Haddleton, Steven M. Howdle, Vincenzo Taresco, Cameron Alexander, Kristoffer Kortsen, Robert A. Stockman, Rachel L. Atkinson |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Lactide Polymers and Plastics Chemistry One-pot synthesis Organic Chemistry General Physics and Astronomy 02 engineering and technology Polymer 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 0104 chemical sciences Solvent chemistry.chemical_compound Monomer Polymerization Amphiphile Materials Chemistry Organic chemistry 0210 nano-technology Macromolecule |
| ISSN: | 0014-3057 |
| Popis: | © 2020 Elsevier Ltd In this work we aimed to achieve a totally sustainable Ring Opening Polymerisation (ROP) process, by harmonising the use of naturally occurring or derivable initiators and the green solvent 2-Methyltetrahydrofuran (2-MeTHF). First, a library of novel monoterpene-alcohols and existing terpenoids was used to provide renewably sourced initiators for a metal-free ROP synthetic step. A number of these initiators are derived from waste materials, further improving their sustainability. Secondly, we selected lactide (LA) as a monomer, because not only is it derived from biomass, but its resultant polymers are biocompatible and biodegradable. Interestingly, these new polymers self-assembled in water producing well defined, biocompatible nanoparticles (NPs) via direct nanoprecipitation without the use of additional stabilisers. We have highlighted a novel and promising (ROP) approach to produce biodegradable, amphiphilic ester-based macromolecules, based on lactide and terpenes (as initiators) in a green solvent, 2-MeTHF thus reducing solvent toxicity in an efficient, simple and sustainable new synthesis. The monoterpenes may provide a highly functionalisable and bio-renewable toolbox for a new generation of ROP initiators. |
| Databáze: | OpenAIRE |
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