Post-polymerization functionalization of epoxide-containing copolymers in trifluoroethanol for synthesis of polymer-drug conjugates
| Autor: | Shaohua Li, Ethan Kallick, Saadyah Averick, Howard Edington, Devora Cohen-Karni |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
Polymer-drug conjugates Glycidyl methacrylate Materials science Polymers and Plastics Organic Chemistry Alkyne Epoxide 02 engineering and technology Polymer 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Cycloaddition 0104 chemical sciences chemistry.chemical_compound chemistry Polymer chemistry Materials Chemistry Copolymer Azide 0210 nano-technology |
| Zdroj: | Polymer. 99:59-62 |
| ISSN: | 0032-3861 |
| DOI: | 10.1016/j.polymer.2016.06.025 |
| Popis: | Post-polymerization functionalization is a critical tool in preparing functional materials. The critical aspects of post-polymerization reactions are high yields, short reaction times, simple purification, near stoichiometric amounts of reactants, and facile reaction conditions. Polymeric epoxides (i.e. poly(glycidyl methacrylate)) represent an underutilized class of functionalized polymers due to long reaction times, high temperatures, and large excess of reactants to drive the reaction to high conversion in a reasonable time frame. In this manuscript we describe the use of a novel solvent trifluoroethanol (TFE) for the ring opening of amines with poly(glycidyl methacrylate). We demonstrate that TFE gives faster reaction times and higher yields than traditional solvents used for the ring opening reaction. We utilized TFE to prepare dual functionalized polymers that could be “clicked” using strain promoted azide alkyne cycloaddition and an amine-bearing drug ring opening of the polymeric backbone. |
| Databáze: | OpenAIRE |
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