Highly efficient transformation of linear poly(phenylene ethynylene)s into zigzag-shaped pi-conjugated microporous polymers through boron-mediated alkyne benzannulation
| Autor: | Yoshiaki Shoji, Fumitaka Ishiwari, Junko Nomura Kondo, Minsu Hwang, Shigenori Fujikawa, Takanori Fukushima, Kumiko Takenouchi, Ryota Osuga, Haruka Sugiyama |
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| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
chemistry.chemical_classification
Steric effects Materials science Alkyne 02 engineering and technology Polymer Microporous material 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences 0104 chemical sciences Conjugated microporous polymer Zigzag Chemical engineering chemistry Phenylene Specific surface area Materials Chemistry General Materials Science 0210 nano-technology |
| Zdroj: | Materials Chemistry Frontiers. 2(No. 4):807-814 |
| Popis: | Porous polymers offer great advantages compared to other microporous materials in terms of solubility and processability. However, the design of porous polymers has suffered from the limited availability of suitable building blocks. Here we propose a conceptually new strategy for the design of porous polymers, which involves the transformation of a rigid linear polymer into a rigid zigzag polymer with a large free volume around the polymer backbone. This strategy relies on a boron-mediated alkyne benzannulation reaction, which was recently developed by our group. When the benzannulation reaction was applied to poly(phenylene ethynylene) (PPE) derivatives, a linear-to-zigzag structural transformation successfully occurred to give the corresponding π-conjugated polymers with a diarylphenanthrene unit in the main chain. As revealed by N2 adsorption experiments, while the parent PPEs were non-porous, the zigzag polymers in the solid state possessed porosity with a specific surface area of up to 366 m2 g−1, where the surface area largely depended on the steric bulkiness of the substituents on the polymer. Considering the fact that a wide variety of PPE derivatives have so far been synthesized, the present strategy may open a new avenue for the development of functional porous polymers. |
| Databáze: | OpenAIRE |
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