Polyacrylates Derived from Biobased Ethyl Lactate Solvent via SET-LRP
| Autor: | Marina Galià, Virgil Percec, Juan C. Ronda, Gerard Lligadas, Virginia Cádiz, Adrian Moreno, Steven M. Howdle, Olivia R. Monaghan, Adrià Roig, Nabil Bensabeh |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2019 |
| Předmět: |
Polymers and Plastics
Polymers Radical polymerization Bioengineering 02 engineering and technology 010402 general chemistry 01 natural sciences Catalysis Polymerization Biomaterials chemistry.chemical_compound Polymer chemistry Copolymer Materials Chemistry Ethyl lactate Micelles chemistry.chemical_classification Acrylate Aqueous solution Polymer 021001 nanoscience & nanotechnology 0104 chemical sciences Monomer chemistry Acrylates Lactates 0210 nano-technology Copper |
| ISSN: | 1525-7797 1526-4602 |
| Popis: | The precise synthesis of polymers derived from alkyl lactate ester acrylates is reported for the first time. Kinetic experiments were conducted to demonstrate that Cu(0) wire-catalyzed single electron transfer-living radical polymerization (SET-LRP) in alcohols at 25 °C provides a green methodology for the LRP of this forgotten class of biobased monomers. The acrylic derivative of ethyl lactate (EL) solvent and homologous structures with methyl and n-butyl ester were polymerized with excellent control over molecular weight, molecular weight distribution, and chain-end functionality. Kinetics plots in conventional alcohols such as ethanol and methanol were first order in the monomer, with molecular weight increasing linearly with conversion. However, aqueous EL mixtures were found to be more suitable than pure EL to mediate the SET-LRP process. The near-quantitative monomer conversion and high bromine chain-end functionality, demonstrated by matrix-assisted laser desorption ionization time-of-flight analysis, further allowed the preparation of innovative biobased block copolymers containing rubbery poly(ethyl lactate acrylate) poly(ELA) sequences. For instance, the poly(ELA)- b-poly(glycerol acrylate) block copolymer self-assembled in water to form stable micelles with chiral lactic acid-derived block-forming micellar core as confirmed by the pyrene-probe-based fluorescence technique. Dynamic light scattering and transmission electron microscopy measurements revealed the nanosize spherical morphology for these biobased aggregates. |
| Databáze: | OpenAIRE |
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