Synthesis of comb-shaped polyvinylthiophenes with anionic polymerization of 5-vinyl-2,2′-bithiophene (VBT) and Suzuki-Miyaura cross-coupling reaction of Poly(VBT): Control of intermolecular interactions of adjacent side chains
| Autor: | Shizue Natori, Itaru Natori, Akitaka Nakamura, Jahg Taehee, Kenji Ogino, Naoki Hanawa |
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| Rok vydání: | 2020 |
| Předmět: |
chemistry.chemical_classification
Materials science Polymers and Plastics Organic Chemistry Intermolecular force Halogenation 02 engineering and technology Polymer 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Coupling reaction 0104 chemical sciences Anionic addition polymerization chemistry Yield (chemistry) Polymer chemistry Materials Chemistry Side chain Solubility 0210 nano-technology |
| Zdroj: | Polymer. 210:122997 |
| ISSN: | 0032-3861 |
| DOI: | 10.1016/j.polymer.2020.122997 |
| Popis: | Soluble comb-shaped polyvinylthiophenes with well-controlled and defined multifunctional side chains were synthesized for the first time. Poly(5-vinyl-2,2′-bithiophene) (PVBT) as a main chain was obtained successfully by a thoughtfully designed anionic polymerization of 5-vinyl-2,2′-bithiophene. Bromination and Suzuki-Miyaura cross-coupling of PVBT gave the desired multifunctional side chains in almost quantitative yield. The obtained polymers could be quickly and easily purified by reprecipitation. The insertion of a repelling unit in the side chain prevented strong π-π interactions between adjacent side chains and dramatically improved the solubility of the comb-shaped polyvinylthiophenes. The optical properties of these polymers were strongly influenced by the intermolecular interactions of adjacent side chains. These comb-shaped polyvinylthiophenes possessed good solubility in common organic solvents, adjustable optical (or electrical) properties, and the ability to form high-quality thin films. |
| Databáze: | OpenAIRE |
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