Novel discotic mesogen: synthesis and liquid crystalline behavior of TAAB (tetrabenzo[b,f,j,n][1,5,9,13]tetraazacyclohexadecine) derivatives with long alkoxy chains†

(Note: The full text of this document is currently only available in the PDF Version )

Seok Ho Kang, Miok Kim, Hyung-Kun Lee and Kimoon Kim


Abstract

The self-condensation of 3,4-dialkoxy-2-aminobenzaldehyde (alkoxy = n-C8H17O, n-C10H21O and n-C12H25O) in the presence of HBF4 gives the tetrafluoroborate salt of diprotonated octaalkoxy-TAAB which exhibits a hexagonal columnar mesophase over a wide range of temperatures including room temperature.


References

  1. S. Chandrasekar, in Advances in Liquid Crystals, ed. G. H. Brown, Academic Press, New York, vol. 5, 1982 Search PubMed; C. Destrade, P. Foucher, H. Gasparoux, N-H. Tinh, A. M. Levelut and J. Malthete, Mol. Cryst. Liq. Cryst., 1984, 106, 121 Search PubMed; S. Chandrasekar, Liq. Cryst., 1993, 14, 3 CrossRef CAS.
  2. N. Boden, R. Bissell, J. Clements and B. Movaghar, Liq. Crystal. Today, 1996, 6, 1 Search PubMed.
  3. J. Simmerer, B. Glusen, W. Paulus, A. Kettner, P. Schuhmacher, D. Adam, K. H. Etzbach, K. Siemensmeyer, J. H. Wendorff, H. Ringsdorf and D. Haarer, Adv. Mater., 1996, 8, 815 CrossRef CAS.
  4. C. F. van Nostrum and R. J. M. Nolte, Chem. Commun., 1996, 2385 RSC; E. J. Osburn, A. Schmidt, L. K. Chau, S. Y. Chen, P. Smolenyak, N. R. Armstrong and D. F. O'Brian, Adv. Mater., 1996, 8, 926 CrossRef CAS.
  5. T. Christ, B. Glusen, A. Greiner, A. Kettner, R. Sander, V. Stumpflen, V. Tsukruk and J. H. Wendorff, Adv. Mater., 1997, 9, 48 CrossRef CAS.
  6. C.-Y. Liu, H.-L. Pan, M. A. Fox and A. J. Bard, Science, 1993, 261, 897 CrossRef.
  7. S. J. Kim, S. H. Kang, K.-M. Park, H. Kim, W.-C. Zin, M.-G. Choi and K. Kim, Chem. Mater., 1998, 10, 1889 CrossRef CAS.
  8. (a) J. S. Skuratowicz, I. L. Madden and D. H. Busch, Inorg. Chem., 1977, 16, 1721 CrossRef CAS; (b) A. J. Jircitano, R. I. Sheldon and K. B. Mertes, J. Am. Chem. Soc., 1983, 105, 3022 CrossRef CAS.
  9. F. Seidel and W. Dick, Ber. Dtsch. Chem. Ges., 1927, 60, 2018; J. D. Goddard and T. Norris, Inorg. Nucl. Chem. Lett., 1978, 14, 211 Search PubMed; P. G. Owston and L. S. Shaw, Acta Crystallogr., 1988, B44, 39 CAS.
Click here to see how this site uses Cookies. View our privacy policy here.