Symmetric and non-symmetric liquid crystal dimers with branched terminal alkyl chains: racemic and chiral

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

Andrew E. Blatch, Ian D. Fletcher and Geoffrey R. Luckhurst


Abstract

Two new series of racemic dimeric liquid crystals containing terminal alkyl chains with methyl branches are presented; in one the dimers are symmetric and in the other they are non-symmetric. Comparisons are made with the structurally isomeric series with no methyl branches in their terminal alkyl chains. The stability and clearing temperatures of the liquid crystal phases are markedly reduced for the dimers with methyl branches, particularly for the symmetric dimers. Chiral analogues of both series were also examined. The liquid crystal behaviour of the non-symmetric dimers is of particular interest. Four homologues were studied with the number of methylene units in the spacer ranging from six to nine. An odd–even effect was observed for the chiral properties of these materials. Blue phase I behaviour was exhibited by the heptane and nonane homologues but not by the even membered hexane and octane members of the series.


References

  1. F. Reinitzer, Monatsh. Chem., 1888, 9, 421 Search PubMed.
  2. See for example, J. W. Goodby, I. Nishiyama, A. J. Slaney, C. J. Booth and K. J. Toyne, Liq. Cryst., 1993, 14, 37 Search PubMed and references cited therein.
  3. S. Chandrasekhar, Liquid Crystals, 2nd edn., Cambridge University Press, 1992, ch. 4 and 5 Search PubMed.
  4. J. Barberá, A. Omenat and J. L. Serrano, Mol. Cryst. Liq. Cryst., 1989, 166, 167 CAS.
  5. J. Barberá, A. Omenat, J. L. Serrano and T. Sierra, Liq. Cryst., 1989, 5, 1775 CAS.
  6. G. Heppke, D. Lötzsch and F. Oestreicher, Z. Naturforsch., Teil A: Phys. Sci., 1987, 42, 279 Search PubMed.
  7. K. Shiraishi, K. Kato and K. Sugiyama, Chem. Lett., 1990, 971 CAS.
  8. J. W. Emsley, G. R. Luckhurst and G. N. Shilstone, Mol. Phys., 1984, 53, 1023 CAS.
  9. D. Dolphin, Z. Muljiani, J. Cheng and R. B. Meyer, J. Chem. Phys., 1973, 58, 413 CrossRef CAS.
  10. Y. Y. Hsu and D. Dolphin, Mol. Cryst. Liq. Cryst., 1977, 42, 327 CAS.
  11. R. W. Date, C. T. Imrie, G. R. Luckhurst and J. M. Seddon, Liq. Cryst., 1992, 12, 203 CAS.
  12. J. L. Hogan, C. T. Imrie and G. R. Luckhurst, Liq. Cryst., 1988, 3, 645 CAS.
  13. G. S. Attard, R. W. Date, C. T. Imrie, G. R. Luckhurst, S. J. Roskilly, J. M. Seddon and L. Taylor, Liq. Cryst., 1994, 16, 529 CrossRef CAS.
  14. P. Keller and L. Liebert, Solid State Phys., 1978, Suppl. 14, 19 Search PubMed.
  15. See for example, H. Kelker and R. Hatz, Handbook of Liquid Crystals, Verlag Chemie, 1980, ch. 7 and references cited therein Search PubMed.
  16. R. Cano, Bull. Soc. Fr. Mineral. Cristallogr., 1968, 91, 20 Search PubMed.
  17. See for example, G. W. Gray, Liquid Crystals and Plastic Crystals, eds. G. W. Gray and P. A. Winsor, Ellis Horwood, 1974, vol. 1, ch. 4 Search PubMed.
  18. C. T. Imrie, Liq. Cryst., 1989, 6, 391 CAS.
  19. J. W. Park, C. S. Bak and M. M. Labes, J. Am. Chem. Soc., 1975, 97, 4398 CrossRef CAS.
  20. A. E. Blatch, I. D. Fletcher and G. R. Luckhurst, Liq. Cryst., 1995, 18, 801 CAS.
  21. M. J. Freiser, Phys. Rev. Lett., 1970, 24, 1041 CrossRef CAS.
  22. W. J. McMillan, Phys. Rev. A, 1972, 6, 936 CrossRef CAS.
  23. See for example, H. Kelker and R. Hatz, Handbook of Liquid Crystals, Verlag Chemie, 1980, ch. 1 and references cited therein Search PubMed.
  24. G. W. Gray and D. G. McDonnell, Electron. Lett., 1975, 11, 556 CAS.
  25. See for example, G. Solladie and R. Zimmermann, Angew. Chem., Int. Ed. Engl., 1984, 23, 328 Search PubMed.
  26. W. J. A. Goossens, Mol. Cryst. Liq. Cryst., 1971, 12, 237 CAS.
  27. J. M. Ruxer, G. Solladie and S. Candau, Mol. Cryst. Liq. Cryst. Lett. Sect., 1978, 41, 109 Search PubMed.
  28. M. Tsukamoto, T. Ohtsuka, K. Morimoto and Y. Murakami, Jpn. J. Appl. Phys., 1975, 14, 1307 CAS.
  29. A. Ferrarini, G. J. Moro and P. L. Nordio, Liq. Cryst., 1995, 19, 397 CAS.
  30. M. J. Goulding, PhD Thesis, 1995, University of Southampton.
  31. P. J. Le Masurier, G. R. Luckhurst, S. J. Roskilly and G. Saielli, unpublished data.
  32. J. W. Goodby, M. A. Waugh, S. M. Stein, E. Chin, R. Pindak and J. S. Patel, J. Am. Chem. Soc., 1989, 111, 8119 CrossRef CAS.
  33. See for example, N. H. Hartshorne, Liquid Crystals and Plastic Crystals, eds. G. W. Gray and P. A. Winsor, Ellis Horwood, 1974, vol. 2, ch. 2 Search PubMed.
  34. A. T. M. Marcelis, A. Koudijs and E. J. R. Sudhölter, Rec. Trav. Chim. Pays-Bas, 1994, 113, 524 CAS.
  35. A. T. M. Marcelis, A. Koudijs and E. J. R. Sudhölter, Liq. Cryst., 1995, 18, 843 CAS.
  36. G. A. DiLisi, E. M. Terentjev, A. C. Griffin and C. Rosenblatt, J. Phys. II, 1993, 3, 597 Search PubMed.
  37. H. Stegemeyer, T. Blumel, K. Hiltrop, H. Onusseit and F. Porsch, Liq. Cryst., 1986, 1, 1.
Click here to see how this site uses Cookies. View our privacy policy here.