Perylene tetracarboxylic bisimide (PTCBI) derivatives bearing oligosiloxane moieties were synthesized. At room temperature, the PTCBI derivatives bearing oligosiloxane chains exhibit a nanosegregated columnar phase in which crystal-like π-stacks are surrounded by a liquid-like mantle. These PTCBI derivatives are soluble in various organic solvents, and thin films can be produced by a spin-coating method. The PTCBI derivatives bearing polymerizable cyclotetrasiloxane rings show the liquid crystalline (LC) phases at room temperature. The spin-coated films of the LC PTCBI derivatives with cyclotetrasiloxane rings can be polymerized and insolubilized by exposure to the vapors of trifluoromethanesulfonic acid.
