Post-synthetic functionalization of a polysulfone scaffold with hydrazone-linked functionality
| Autor: | Jennifer N. Cha, Albert Harguindey, Dylan W. Domaille, David Klug, Xilal Y. Rima, Christopher N. Bowman, Benjamin D. Fairbanks, Dillon M. Love |
|---|---|
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Polymers and Plastics Organic Chemistry Dispersity Cationic polymerization Hydrazone Bioengineering 02 engineering and technology Polymer Degree of polymerization 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Biochemistry Combinatorial chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Surface modification Molar mass distribution Polysulfone 0210 nano-technology |
| Zdroj: | Polymer Chemistry. 9:3791-3797 |
| ISSN: | 1759-9962 1759-9954 |
| Popis: | The synthesis, characterization, and post-synthetic functionalization of a readily functionalized step-growth linear polymer derived from divinyl sulfone (DVS) and tert-butylcarbazate (TBC) is presented. Construction of this atom-economic polymer under thermal conditions proceeds in high yield (>94%) at 75 °C, achieving a number average molecular weight of 17.0 kDa, a weight-average molecular weight of 26.2 kDa, and a polydispersity of 1.54, corresponding to a number-average degree of polymerization >60, despite the step-growth nature of the reaction. Removal of the Boc-groups yields a polymeric scaffold with hydrazine moieties that are readily reacted with aldehydes to yield the corresponding functional polyhydrazone materials. A variety of hydrazone-linked functionalities are readily added under mild conditions, including cationic, anionic, electron-rich/poor, and hetereoatom-containing aromatics. Owing to its rapid functionalization and simple and scalable synthesis, this material is an accommodating and generalized polymer scaffold that is rapidly tailored to a variety of applications with easily introduced functionality. |
| Databáze: | OpenAIRE |
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