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Influence of Molecular Structural Changes on the Mesomorphic Behavior of Benzylideneanilines

  • Zack G. Gardlund
  • Ralph J. Curtis
  • George W. Smith

Abstract

Since the discovery by Heilmeier, Zanoni and Barton1 that liquid crystals with negative dielectric anisotropy exhibit dynamic scattering, there has been considerable interest in this class of materials. The Schiff Bases resulting from the reaction between para-substituted anilines and para-substituted benzaldehydes have been of particular interest, especially since the report2 that N-(4-methoxybenzylidene)-4′-n-butylaniline is nematogenic at room temperature. The research reported here is the result of a detailed study of the effects of small changes in structure on the transition temperatures of benzylideneanilines. Specifically, two series of compounds (I) and (II) are described. In both series the alkoxy group is systematically varied from methoxy to heptyloxy. In series I, the alkyl groups used were n-C4H9, n-C5H11, n-C6H13, n-C7H15 and n-C8H17 while in series II, the alkyl groups were C2H5, n-C4H9, n-C6H13 and n-C8H17.

Keywords

Nematic Phase Alkoxy Group Smectic Phase Mesomorphic Behavior Differential Scanning Calorimeter Mode 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. 1.
    G. H. Heilmeier, L. A. Zanoni and L. A. Barton, Proc. IEEE, 56 (7), 1162 (1968).CrossRefGoogle Scholar
  2. 2.
    H. Kelker and B. Scheurle, Angew. Chem. Intern. Edit., 8, 884 (1969);CrossRefGoogle Scholar
  3. 2a.
    H. Kelker and B. Scheurle, Angew. Chem. Intern. Edit., 9, 962 (1970).CrossRefGoogle Scholar
  4. 3.
    J. B. Flannery and W. Haas, J. Phys. Chem., 74, 3611 (1970).CrossRefGoogle Scholar
  5. 4.
    D. L. Fishel and Y. Y. Hsu, J. Chem. Soc. (D), 1971, 1557.Google Scholar
  6. 5.
    G. C. Fryburg, E. Gelerinter and D. Fishel, Mol. Cryst. Liquid Cryst., 16, 39 (1972).CrossRefGoogle Scholar
  7. 6.
    A. DeVries and D. Fishel, ibid, 16, 311 (1972).Google Scholar
  8. 7.
    K. Murase, Bull. Chem. Soc. Japan, 45, 1772 (1972).CrossRefGoogle Scholar
  9. 8.
    H. J. Dietrich and E. Steiger, Mol. Cryst. Liquid Cryst., 16, 263 (1972).CrossRefGoogle Scholar
  10. 9.
    G. W. Smith, Z. G. Gardlund and R. J. Curtis, ibid, 19, 327 (1973).Google Scholar
  11. 10.
    Z. G. Gardlund, R. J. Curtis and G. W. Smith, J.C.S. Chem. Commun., 1973, 202.Google Scholar
  12. 11.
    G. W. Smith and Z. G. Gardlund, J. Chem. Phys., In Press.Google Scholar
  13. 12.
    W. J. Hickinbottom, J. Chem. Soc., 1937, 1119.Google Scholar
  14. 13.
    G. W. Gray, “Molecular Structure and the Properties of Liquid Crystals,” Academic Press, London and New York (1962).Google Scholar
  15. 14.
    S. L. Arora, L. Fergason and T. R. Taylor, J. Org. Chem., 35, 4055 (1970).CrossRefGoogle Scholar
  16. 15.
    R. J. Cox, Mol. Cryst. Liquid Cryst., 19, 111 (1972).CrossRefGoogle Scholar
  17. 16.
    W. R. Young, A. Aviram and R. J. Cox, Angew. Chem. Intern. Edit., 10, 410 (1971).CrossRefGoogle Scholar
  18. 17.
    W. R. Young, I. Haller and D. C. Green, J. Org. Chem., 37, 3707 (1972).CrossRefGoogle Scholar
  19. 18.
    J. van der Veen and A. H. Grobben, Mol. Cryst. Liquid Cryst., 15, 239 (1971).CrossRefGoogle Scholar

Copyright information

© Plenum Press, New York 1974

Authors and Affiliations

  • Zack G. Gardlund
    • 1
  • Ralph J. Curtis
    • 1
  • George W. Smith
    • 1
  1. 1.General Motors Research LaboratoriesWarrenUSA

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