Synthesis of Organic-Soluble Conjugated Polyrotaxanes by Polymerization of Linked Rotaxanes

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.