Self-assembling behaviour and synthesis of polymerizable columnar mesogen with diacetylene side-chain

Abstrakt: Hexa-peri-hexabenzocoronene (HBC) core tethered with three diacetylene (DA)-containing side-chains was designed and their self-assembling behavior in solvent and on substrate was investigated. The polymerizable HBC derivatives are noted as HBC-1,3,5-Ph-DA-Cn, where 1,3,5 refers to the position of DA chain and n is the spacer length of alkyl chain. It is confirmed that the nanostructure of HBC-1,3,5-Ph-DA-Cn can be polymerized in (i) solution and (ii) film by UV-irradiation or thermal treatment. HBC-1,3,5-Ph-DA-C12 exhibits a stable hexagonal columnar phase at 47°C which was used to discuss self-assembling behavior and the polymerization process. The polymerization reaction has been investigated by powder X-ray diffraction (XRD), infrared spectroscopy (IR), Raman spectroscopy and UV-visible spectroscopy.

[1] Cheng, Y. J.; Yang, S. H.; Hsu, C. S.; Chem. Rev. 109, 5868 (2009).
[2] Enkelmann, I. V. in Polydiacetylenes; ed. Cantow, H. J. Springer-Verlag, Berlin, 1984, p. 91.
[3] Yoon, B.; Lee, S.; Kim, J.-M.; Chem. Soc. Rev. 38, 1958 (2009).