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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Synthesis of organic-soluble conjugated polyrotaxanes by polymerization of linked rotaxanes
Jun Terao1, Susumu Tsuda, Yuji Tanaka
1Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, and PRESTO, Japan Science and Technology Agency (JST), Nishikyo-ku, Kyoto 615-8510, Japan. terao@scl.kyoto-u.ac.jp
Abstract:
Extensive research on the use of cyclodextrin for insulating pi-conjugated polymer chains has been carried out. However, the resulting polyrotaxanes do not exhibit high and constant covering ratios and are generally insoluble in organic solvents. Here we demonstrate a new method of synthesizing permethylated cyclodextrin-based polyrotaxanes involving the polymerization of linked rotaxane monomers. The insulated molecular wires obtained by this method are highly soluble in organic solvents and have a high covering ratio, rigidity, and photoluminescence efficiency. A cholesteric liquid-crystal phase was observed for these highly rigid polyrotaxanes, in which threading of a pi-conjugated polymer chain through chiral macrocycles occurs.
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